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elements27<br />

SCIENCE NEWSLETTER | 26 | | 28 | 29 | 2009<br />

CATALYTIC PROCESSES<br />

Operando IR Spectroscopy: Investigation of Catalysts at Work<br />

SILP Catalysts: Heterogenization of Homogeneous Catalysts<br />

INNOVATION MANAGEMENT<br />

“Our R&D Has to Be Even More Efficient”<br />

INORGANIC PARTICLE DESIGN<br />

Carbon Black as a Pigment: Black Art for the World Market


Patrik Wohlhauser<br />

Chairman of the Board<br />

of Management of<br />

<strong>Evonik</strong> Degussa GmbH<br />

elements27 | 2009<br />

contents<br />

The cover picture shows<br />

X-ray fluorescence<br />

analysis equipment from<br />

AQura GmbH, which<br />

belongs to the Innova tion<br />

Management Chemicals<br />

& Creavis unit (p. 14)<br />

EDITORIAL<br />

Confidence<br />

The worldwide economic crisis is hitting everyone hard, and <strong>Evonik</strong> is no exception. The Chemicals<br />

Business Area is particularly feeling the impact. The business figures set a new company record as<br />

recently as October 2008, but beginning in November, the crisis in the financial markets led to a massive<br />

fallout in demand in our chemicals activities. Demand has downright crashed in the automotive, construction,<br />

plastics, and electronics industries, and based on current market information, there is no relief<br />

yet on the horizon.<br />

On the other hand, we also have success stories. Our Health & Nutrition Business Unit boosted its<br />

sales by 25 percent in fiscal 2008, and posted a disproportionate increase in its EBITDA. The high worldwide<br />

demand for amino acids as animal feed additives, especially in poultry breeding, accounts for a<br />

major portion of this success, and the exclusive synthesis business also did very well.<br />

This proves that our chemicals activities are well diversified. None of the end markets we supply ac -<br />

counts for more than 20 percent of total sales, and our five largest customers make up only 10 percent.<br />

On the whole, our €11.5 billion in chemical sales is distributed across a wide variety of markets. We are<br />

also well positioned geographically. We generate over 40 percent of our chemical sales outside Europe,<br />

and, of course, we also benefit from the fact that, with chemicals, energy and real estate, <strong>Evonik</strong> boasts a<br />

well-balanced, comparatively stable Group portfolio.<br />

Innovations are more important than ever, especially in these tough economic times, and this is why<br />

we continue to keep our research and development going strong. In the past year, for instance, we applied<br />

for about 350 new patents, bringing our total patents and applications to over 20,000. With an investment<br />

of €311 million, we once again poured massive funds into R&D for the Group in 2008. And that<br />

was money well spent: From our three Science-to-Business Centers alone – each of which receives about<br />

€50 million – we expect additional annual sales of some €1 billion in 2015. This makes us confident<br />

that, with our leading technology and market positions, a well-balanced portfolio, and capacity for innovation,<br />

we are well poised for success and profitable growth, even in an unprecedented worldwide<br />

economic slump.<br />

NEWS<br />

4 New Chief Financial Officer<br />

5 Spotlight on catalysis: <strong>Evonik</strong> Meets Science in Shanghai<br />

CATALYTIC PROCESSES<br />

6 Operando IR spectroscopy:<br />

investigation of catalysts at work<br />

NEWS<br />

11 Not invented here!<br />

INNOVATION MANAGEMENT<br />

12 “Our R&D has to be even more efficient”<br />

Interview with Dr. Peter Nagler<br />

16<br />

NEWS<br />

Synthetic amorphous silica registered according to REACH<br />

16 AEROSIL ® – a success story now in Asia<br />

17 VESTAKEEP ® polymers for medical applications<br />

DESIGNING WITH POLYMERS<br />

18 Successful cooperation between<br />

mechanical engineering and chemistry:<br />

sun-activated sheeting made of PLEXIGLAS ®<br />

INORGANIC PARTICLE DESIGN<br />

22 Carbon black as a pigment:<br />

black art for the world market<br />

NEWS<br />

26 Protecting historical monuments with PLEXIGLAS ® :<br />

roofing tiles as energy suppliers<br />

27 RohMax acquires DOS oil additives business in Russia<br />

CATALYTIC PROCESSES<br />

28 SILP catalysts:<br />

heterogenization of homogeneous catalysts<br />

32 EVENTS AND CREDITS<br />

2 elements27 EVONIK SCIENCE NEWSLETTER


+++ Key financial data January 1 – December 31, 2008<br />

“<strong>Evonik</strong> did well in difficult business conditions in fiscal 2008. In the<br />

present economic situation, our broadly diversified portfolio comprising<br />

the Chemicals, Energy, and Real Estate Business Areas positions<br />

us at an advantage to emerge stronger from the crisis,” said Dr. Klaus<br />

Engel, Chairman of the Executive Board of <strong>Evonik</strong> <strong>Industries</strong> AG at<br />

the Group’s financial press conference at the end of March. Oper -<br />

ationally, the first ten months of 2008 were very successful for<br />

the com pany and brought a substantial improvement in earnings.<br />

How ever, a sharp downturn in major end-markets for the chemicals<br />

oper ations brought a massive headwind from November 2008.<br />

Never theless, Engel is looking ahead with confidence: “We are wellpositioned<br />

to master this unprecedented recession.”<br />

Further increase in sales - earnings growth<br />

canceled out by economic downturn<br />

The <strong>Evonik</strong> Group grew sales 10 percent to €15.873 billion in fiscal<br />

2008 (2007: €14.444 billion). More than 60 percent of sales were<br />

generated outside Germany. Europe (excluding Germany) accounted<br />

for 23 percent, Asia for 17 percent, North America for 14 percent,<br />

Latin America for 4 percent and other countries for 2 percent.<br />

EBITDA before the non-operating result declined 3 percent in<br />

2008 to €2.171 billion (2007: €2.236 billion). The earnings in -<br />

crease achieved in the first ten months of the year was more than<br />

eliminated by a sharp drop in volumes in the chemicals business in<br />

November and December.<br />

As a consequence of the dif ficult global economic situ ation, the<br />

non-operating result for fiscal 2008 included high one-off charges<br />

amounting to €406 million (2007: €370 million). These include, in<br />

particular, impairment losses on assets in the Chemicals Bu si ness Area<br />

and expenses for the restructuring of the Group, the planned shutdown<br />

of some smaller chemicals locations out side Germany and<br />

expenses to strengthen the <strong>Evonik</strong> brand.<br />

From left to right: Ulrich Weber<br />

(Chief Human Resources Officer),<br />

Dr. Klaus Engel (Chairman of<br />

the Executive Board) and<br />

Heinz-Joachim Wagner, former<br />

Chief Financial Officer<br />

news<br />

In view of the massive down side effects resulting from the<br />

economic crisis in 2008 and the high gains from the sale of business<br />

operations in the previous year, net income dropped 67 percent to<br />

€285 million (2007: €876 million).<br />

Return on capital employed above the cost of capital<br />

In fiscal 2008 <strong>Evonik</strong> once again earned a premium on its cost of capital.<br />

Economic value added was €153 million. The return on capital<br />

employed (ROCE) was 9.1 percent (2007: 9.7 percent) and ex -<br />

ceeded the cost of capital – currently 8 percent for the Group – for the<br />

third consecutive year.<br />

Extensive program introduced to cut costs by €500 million<br />

<strong>Evonik</strong> has introduced an extensive cost-cutting program to weatherproof<br />

the Group in the face of the crisis and achieve its mid-term goal<br />

of creating value. The aim is to cut costs worldwide by €500 million<br />

p.a. by 2012. That includes optimizing the infrastructure at over 100<br />

sites worldwide and a sustained improvement in production efficiency.<br />

<strong>Evonik</strong> responded promptly to global slump in demand for chem -<br />

icals in key end-markets such as the plastics, automotive, coatings and<br />

colorants, and construction sectors by scaling back production and<br />

taking some facilities out of service. The company currently has<br />

around 3,000 employees working short-time in Germany. The aim<br />

of this measure is to avoid dismissals due to business conditions.<br />

In view of the economic crisis, securing cash flow is especially<br />

important. <strong>Evonik</strong> has therefore cut its investment plans for 2009.<br />

The total budget has been reduced to just under €1 billion. The biggest<br />

individual project is the erection of a 750 MW hard-coal power<br />

plant in Duisburg-Walsum (Germany), which is scheduled to start<br />

operating in 2010. <strong>Evonik</strong> is a pioneer in advanced technologies for<br />

power generation from hard coal that achieve high efficiency and<br />

save natural resources. The new power plant will have net effi- >>><br />

elements27 EVONIK SCIENCE NEWSLETTER 3


+++ Weiße Biotechnologie: <strong>Evonik</strong> schreibt European Science-to-Business Award aus<br />

ciency of over 45 percent – around five percentage points above the<br />

current best performance in Germany and outstanding compared<br />

with international standards for power plants operating under comparable<br />

conditions. Construction of an integrated production complex<br />

for PMMA specialty polymers in Shanghai (China) is also well ad -<br />

vanced.<br />

RAG-Stiftung and CVC provide a stable shareholder base<br />

Key strategic steps for the future of <strong>Evonik</strong> were taken during fiscal<br />

2008: In June its former sole owner RAG-Stiftung sold 25.01 percent<br />

of its shares in <strong>Evonik</strong> to the British financial investor CVC<br />

Capital Partners. The declared objective of both shareholders is to<br />

place at total of 74.9 percent of <strong>Evonik</strong> on the stock market in the<br />

medium term. Dr. Engel: “We will be using the interim period to<br />

increase our competitiveness and sharpen our profile on the capital<br />

markets. A stable shareholder base and a common long-term understanding<br />

of the development of the company provide support for<br />

that.”<br />

+++ New Chief Financial Officer<br />

Dr. Wolfgang Colberg (49), previously a member of the Board of<br />

Management of BHS Bosch und Siemens Hausgeräte GmbH, Munich<br />

(Germany), has been <strong>Evonik</strong> <strong>Industries</strong>’ Chief Financial Officer since<br />

April 1, 2009. He has taken over for Heinz-Joachim Wagner (62),<br />

who left the Executive Board at the end of April and went into retirement.<br />

Wilhelm Bonse-Geuking, Chairman of the Supervisory Board<br />

of <strong>Evonik</strong> <strong>Industries</strong> AG, thanked Wagner on behalf of the<br />

Supervisory Board: “Mr. Wagner has been of tremendous service to<br />

the <strong>Evonik</strong> Group, which owes its success in part to his outstanding<br />

commitment and expertise. The Supervisory Board is sincerely grateful<br />

for his service to the Group,” said Bonse-Geuking. “In Dr. Colberg,<br />

the Executive Board has gained a highly regarded specialist. I am sure<br />

that he will play a successful role in shaping <strong>Evonik</strong> in the future, both<br />

internally and on the capital markets,” he added.<br />

“I am delighted to welcome Dr. Colberg as a new colleague on<br />

the Executive Board. His international experience and professional<br />

expertise will be of considerable value to the Executive Board,” said<br />

CEO Dr. Klaus Engel, speaking on behalf of <strong>Evonik</strong> <strong>Industries</strong>’<br />

Executive Board. Engel also thanked Wagner for his work on the<br />

Executive Board. “Mr. Wagner has played a key role in establishing<br />

<strong>Evonik</strong>’s good reputation on the capital markets. We greatly appreciate<br />

his tremendous contribution.”<br />

4<br />

Dr. Wolfgang Colberg<br />

has been<br />

<strong>Evonik</strong> <strong>Industries</strong>’<br />

Chief Financial Officer<br />

since April 1, 2009<br />

Outlook for 2009<br />

The outlook for 2009 is extremely uncertain. Consequently, it is not<br />

possible to give a reliable forecast of individual sales and earnings<br />

indicators.<br />

The Chemicals Business Area was hit by the massive economic<br />

downturn in the final months of 2008 and <strong>Evonik</strong> does not expect the<br />

economy to pick up rapidly in 2009. Lower procurement prices for<br />

key raw materials and extensive action to cut costs will merely cush -<br />

ion the downward trend. The Energy Business Area is only expected<br />

to suffer a slight downturn because its business focuses principally on<br />

long-term supply and offtake agreements with key customers. In the<br />

Real Estate Business Area, which focuses on letting residential units<br />

to private households, the economic crisis is not expected to have a<br />

major impact.<br />

Since the Chemicals Business Area has a dominant position within<br />

the Group’s operations, <strong>Evonik</strong> anticipates that overall 2009 will<br />

bring considerably lower sales, which will have a negative impact on<br />

EBITDA.<br />

elements27 EVONIK SCIENCE NEWSLETTER


+++ Spotlight on catalysis: <strong>Evonik</strong> Meets Science in Shanghai<br />

If predictions are right, China will rise to become the highest-volume<br />

chemical market in the world in about six years. And because more<br />

and more chemical products are carrying the “Made in China” label,<br />

interest in high-performance catalysts for resource- and energyef<br />

ficient processes is growing in that country. In late March, about<br />

30 <strong>Evonik</strong> researchers, most of whom work in the region, were able<br />

to see for themselves the impressive advances China has made in catal -<br />

ysis research in the past few years. Over 30 Chinese professors and<br />

stu dents from more than 10 universities responded to the invitation<br />

to <strong>Evonik</strong> Meets Science in Shanghai, a two-day event to discuss ca -<br />

t alysis. The guests also included<br />

Prof. Can Li of the Dalian Institute<br />

of Che m ical Physics of the Chinese<br />

Aca de my of Sciences, the first<br />

Chinese scientist to hold the chairmanship<br />

of the International As so -<br />

ciation of Catalysis Societies.<br />

The main topics of the event<br />

were the desulfurization of fuels,<br />

bio diesel production, hydroformylation,<br />

and oxidation reactions, the<br />

production of catalysts, as well as<br />

process design – subjects that<br />

<strong>Evonik</strong> also addresses in “Catalytic<br />

Processes,” one of its six areas of<br />

com petence. The cross-unit areas<br />

of competence combine the knowhow<br />

of im portant future technologies<br />

for over 80 percent of <strong>Evonik</strong>‘s<br />

markets.<br />

“Catalysis is one of the most im -<br />

portant tools for producing chem -<br />

icals efficiently, and this is why we<br />

are always interested in powerful<br />

cooperation partners,” said Dr.<br />

Thomas Haeberle, the member of the Management Board of <strong>Evonik</strong><br />

Degussa GmbH responsible for the Asia Region and the Shanghai<br />

production site. Today, China boasts an array of world-class institutes<br />

and experts in the field of chemistry. Catalysis plays a key role in this<br />

field: More than 10,000 Chinese re searchers work on catalysis in<br />

industry and at universities and the Chinese Academy of Science,<br />

where their work covers the entire spectrum of basic and applied<br />

research.<br />

Poster session: first prize for desulfurization of fuels<br />

The poster session, in which guests presented selected research re -<br />

sults, also demonstrated China’s up-to-the-minute research concerns.<br />

A jury of two <strong>Evonik</strong> researchers and two Chinese university professors<br />

chose the poster made by Lu Wang, from the working group of<br />

Prof. Can Li, as the best poster. Wang and two other researchers also<br />

received a gift certificate for a book, in addition to prize money. The<br />

focus of Wang’s work is the desulfurization of fuels through emulsion<br />

catalysis, a high-priority topic, because beginning in 2010, for ex am -<br />

ple, the standard of 5 ppm sulfur content in diesel fuel will take effect<br />

elements27 EVONIK SCIENCE NEWSLETTER<br />

news<br />

in the European Union. Now, the maximum permissible amount is<br />

still 50 ppm. Currently, the sulfur is split off from sulfurous hetero -<br />

aromatics as hydrogen sulfide through catalytic hydration. This<br />

method fails, however, when it comes to sterically demanding compounds<br />

such as dimethyl dibenzothiophene, in which the methyl<br />

groups protect the sulfur. Wang circumvents the problem by oxidiz -<br />

ing the sulfur of the heteroaromatics with hydrogen peroxide and an<br />

amphiphilic catalyst. This method changes the polarity of the arom<br />

atic compound in such a way that it can be easily extracted from the<br />

fuel.<br />

The winner of the second prize was Peng Liu, another employee<br />

of Prof. Can Li, for new epoxidation catalysts that convert olefins into<br />

epoxides using hydrogen peroxide. Epoxides are highly sought-after<br />

reactive building blocks for fine and specialty chemicals. Finally, the<br />

third prize went to Junying Long of the University of Tsinghua, who<br />

discovered a new heterogeneous catalyst for the carbonylation of<br />

olefins.<br />

As in Germany and the United States, <strong>Evonik</strong> Meets Science has<br />

now become a tradition in China. The past four meetings in China<br />

focused on the subjects of renewables, functional polymers, nanotechnology,<br />

and biotechnology. “That the event was held despite the<br />

economic crisis and <strong>Evonik</strong>’s budget cuts shows how highly we<br />

regard innovation that comes from networking science and industry,”<br />

said Haeberle. The next event in China has already been scheduled<br />

and will be held at the Dalian Institute of Chemical Physics of the<br />

Chinese Academy of Sciences, where Wang, the winner of the first<br />

prize, works. As part of the prize, <strong>Evonik</strong> will sponsor a one-day symposium<br />

here, where researchers from <strong>Evonik</strong> and the institute can<br />

cultivate their newly established contacts.<br />

5


OPERANDO IR SPECTROSCOPY<br />

6<br />

Investigation of Catalysts<br />

DR. ROBERT FRANKE, DR. DIETER HESS, DR. BERND HANNEBAUER<br />

Efficiency and speed in the development<br />

of new processes play an important role<br />

in the chemical industry. A crucial start -<br />

ing point in this regard is the development<br />

and optimization of catalysts, a key<br />

element in chemical processes. In recent<br />

years, Operando spectroscopy, although<br />

still in its infancy, has been gaining im -<br />

portance in catalyst research, as an in situ<br />

testing method. The advantage of this<br />

method is that it allows the catalyst to be<br />

observed under real reaction conditions<br />

Asuccessful catalyst design is – in most<br />

cases, almost literally – worth its weight in<br />

gold. Custom-tailored catalysts save costs<br />

and resources, open up new synthesis<br />

path ways, and make new products possible. The<br />

more knowledge is available about the relationship<br />

be tween the structure and the performance of a ca t -<br />

a lyst, the more successful the rational design of cata -<br />

lysts is likely to be. A team of researchers in <strong>Evonik</strong>’s<br />

C4 Chem istry Business Line and AQura GmbH, an<br />

<strong>Evonik</strong> subsidiary specializing in analyt ics, uses the<br />

Operando method for testing and eval u ating structure-reactivity<br />

relationships of homogeneous catalysts<br />

for hydroformylation processes. Their goal is<br />

more efficient customization of future catalysts for<br />

specified activities and selectivities of these process -<br />

es.<br />

Conventional in situ methods, such as IR or UV<br />

spectroscopy measurements made during or after<br />

the reaction, reproduce reaction processes as a snap -<br />

shot in time. The Operando IR method combines<br />

these kinds of spectra with the direct measurement<br />

of catalyst performance in the same experiment, and<br />

therefore under identical conditions.<br />

Operando is derived from the Latin word opera<br />

meaning “work,” “operation”. The name was chosen<br />

because the method makes visible each of the catalyst’s<br />

“maneuvers” during the reaction. Because both<br />

kinetic and spectroscopic techniques are combined<br />

in one measurement, the spectroscopic data can be<br />

then correlated with the catalyst activity.<br />

Ideally, this method allows researchers to gather<br />

information about changes in the activity of the catalyst,<br />

as well as in the nature and structure of the<br />

moieties bonded to the catalyst. The spectra, which<br />

are recorded every second, continuously map the<br />

changes in concentration of intermediate stages of<br />

the catalyzed reaction against time. Evaluation of<br />

these computer-assisted experiments opens up the<br />

possibility of preparing models for transition states<br />

elements27 EVONIK SCIENCE NEWSLETTER


at Work<br />

and of clarifying the mechanism of the reaction process.<br />

When made in combination with online gas<br />

chromatography, liquid chromatography and/or<br />

mass spectrometry, the measurements also generate<br />

information on the changes to the composition and<br />

on the resulting products.<br />

Catalysts for hydroformylation<br />

The C4 Chemistry Business Line operates a technically<br />

sophisticated integrated C4 production network<br />

in Marl. At the beginning of the value-added chain is<br />

Crack C4, which is converted into several products<br />

which are of use to a variety of industries: These<br />

include butadiene, 1-butene, MTBE (methyl tertiary<br />

butyl ether) and ETBE (ethyl tertiary butyl ether),<br />

isononanol and isotridecanol. Research activities<br />

focus on the continuous optimization of the C4 network.<br />

Consequently, the primary concern of re -<br />

search ers is to develop processes which will lower<br />

elements27 EVONIK SCIENCE NEWSLETTER<br />

CATALYTIC PROCESSES<br />

the consumption of energy and raw materials, and<br />

which will completely convert C4 fractions into highquali<br />

ty products or product precursors without the<br />

gen eration of byproducts.<br />

As part of this project, the scientists optimize<br />

catalysts for the hydroformylation process for new<br />

product specifications. Hydroformylation or oxosynthesis<br />

is used to produce aldehydes from olefins and<br />

synthesis gas, composed of carbon monoxide (CO)<br />

and hydrogen (H2), which is of enormous importance<br />

throughout the world. Worldwide, the chemical in -<br />

dus try produces approximately nine million metric<br />

tons of oxo-products per year.<br />

The catalyst is a fundamental component of this<br />

pro cess, because it determines the reaction path and<br />

speed of the chemical conversion. Homogeneous hy -<br />

dro formylation catalysts consist of transition metal<br />

complexes which contain rhodium or cobalt as the<br />

central atom and phosphororganic compounds as<br />

ligands. By modifying the ligands chemically, >>><br />

7


8<br />

the catalysts can be designed to convert particular<br />

sub strates or to steer the chemical reaction in the<br />

de sired direction.<br />

Scientists in Marl are working on the ligands so<br />

that they can supply the ideal catalyst for every conceivable<br />

process change in the production network.<br />

Catalysts are manufactured and subsequently tested<br />

and evaluated in an autoclave pilot plant station, the<br />

operating conditions of which are typically set at<br />

pres sures between 10 and 300 bar, and tempera -<br />

tures between room temperature and 200 °C.<br />

The high-throughput testing unit in the auto -<br />

clave pilot plant station dates back to the Catalysis<br />

Pro ject House operated by <strong>Evonik</strong> from 2001 to<br />

2004. In this context, researchers from the C4<br />

Chemistry Bu si ness Line working together with the<br />

Institute for Automation Technology of the Uni ver -<br />

sity of Ros tock, Warnemünde, developed the sam -<br />

p l ing tech nol ogy which is important to today’s autoclave<br />

pilot plant station. This technology developed<br />

for the pilot plant station allows the reaction to run<br />

twelve hours without surveillance and enables computer-assisted<br />

sampling from the autoclave.<br />

With Operando IR spectroscopy, it is now pos -<br />

sible to directly observe the molecular environ-<br />

Figure 1<br />

Two constitutional isomers of an active hydroformylation catalyst.<br />

The structure on the left shows the phosphite ligand in an axial position;<br />

in the structure on the right, the ligand is located in an equatorial<br />

position. The arrows indicate the atomic movements of a particular<br />

carbonyl vibrational mode. The vibrational states of the complex were<br />

calculated using quantum mechanical methods<br />

ment of the catalyst during the entire reaction, and<br />

derive structure-activity relationships from the data<br />

gathered.<br />

Operando IR spectroscopy:<br />

CO vibrations as “probe”<br />

In addition to organic phosphor compounds, the<br />

hy dro formylation catalyst also carries CO and hy drogen<br />

as ligands. The central transition metal atom<br />

or ga nizes its ligands around itself so that the CO and<br />

hy dro gen are bound relatively loosely. They are then<br />

transferred one by one to the olefin, which binds<br />

itself to the central atom of the catalyst complex<br />

during the reaction. In 1966, the British chemist<br />

Geoffrey Wilkinson postulated a mechanism which<br />

catalyst developers in Marl are currently using as a<br />

working hypothesis for the reactions of the catalyst.<br />

The IR spectra are measured during the reaction<br />

period under a wide range of reaction conditions;<br />

they supply information about the structural changes<br />

to the ligands. Here, the CO stretching modes of the<br />

catalyst complex are particularly interesting, because<br />

they function like extremely sensitive probes for the<br />

molecular environment of the transition metal com-<br />

elements27 EVONIK SCIENCE NEWSLETTER


plex. Knowledge of the characteristic CO vibrations<br />

makes it possible to determine the structure of the<br />

complex and the structures of the various reaction<br />

intermediates: for example, whether the phosphor<br />

ligands have an equatorial or axial position. Precise<br />

knowledge of the catalyst structures is vitally important<br />

for understanding selectivity and activity, and<br />

forms the basis for determining structure-activity<br />

relationships.<br />

But how do C4 researchers know what molecular<br />

structures to assign to the peaks of the IR spectra?<br />

The Computational Chemistry unit of AQura has<br />

as sis ted hydroformylation research since 1998 and<br />

dur ing this period has developed special techniques<br />

for calculating the complexes. The computational<br />

power of computers is also a vital aid to this development.<br />

Since 1965 – the year in which Gordon E.<br />

Moore famously predicted that the number of components<br />

the industry would be able to place on a<br />

com puter chip would double every year – processing<br />

performance has doubled, on average, every<br />

eighteen months. It is now possible to use quantumchemical<br />

methods to compute not only model substances<br />

but real complexes with several hundred<br />

atoms.<br />

>>><br />

Figure 2<br />

Extract from the IR spectrum of a hydroformylation catalyst (black curve). The structure corresponding<br />

to a particular spectrum can be found by comparing the spectrum with theoretically calculated spectra<br />

for a range of possible model structures. This illustration gives the spectra calculated for the two<br />

constitutional isomers shown in Fig. 1: one with the phosphite ligand in an equatorial position (red curve);<br />

the other with the same ligand in an axial position (blue curve). It is immediately apparent that the<br />

complex under examination must have an equatorial configuration<br />

Intensity<br />

2100<br />

elements27 EVONIK SCIENCE NEWSLETTER<br />

Measured<br />

2000 1900 cm –1<br />

CATALYTIC PROCESSES<br />

Calculated (equatorial)<br />

Calculated (axial)<br />

9


The calculations are based on an analysis of all<br />

the possible structures of the complex, supported by<br />

the chemical know-how compiled by catalyst developers<br />

over many years. Hypothetical structures and<br />

their associated IR spectra are calculated with the<br />

help of massively parallel computers. If the calculated<br />

and measured IR spectrum correspond, then this can<br />

reveal the underlying structure.<br />

Special software is necessary to preprocess the<br />

measured IR spectra by breaking them up in such a<br />

way that individual substances can be read from the<br />

complex overlap patterns of the spectrum. To this<br />

end, <strong>Evonik</strong>’s scientists have developed a specialized<br />

computer program in close cooperation with aca -<br />

demic partners.<br />

Pilot plant to supply data on long-term behavior<br />

The fledgling method of Operando IR spectroscopy,<br />

which links not only the activity and selectivity of<br />

catalysts but also the reaction parameters with their<br />

spectroscopic properties, has been an inspiration for<br />

the applied catalyst research of the C4 scientists.<br />

Struc ture-activity relationships support the development<br />

of customized ligands that control the hy dro -<br />

formylation reaction in such a way that the de sired<br />

aldehyde is generated from a particular olefin with<br />

the required yield and selectivity.<br />

Scientists at <strong>Evonik</strong> also use Operando IR technol -<br />

ogy in pilot plants in which the long-term behavior of<br />

the catalyst is studied over periods of thousands of<br />

hours. Future hydroformylation catalysts will be<br />

more stable than the catalysts used in the past, whose<br />

activity slows over time. The reasons for this can be<br />

found, for example, in the catalyst’s decomposition<br />

reactions. Operando spectroscopy is making also a<br />

key contribution to the easier separation of the prod -<br />

uct from the catalyst and improved recovery of the<br />

expensive catalyst. ●<br />

PD DR. ROBERT FRANKE<br />

Born 1964<br />

Robert Franke has been responsible for oxo research in<br />

the Industrial Chemicals Business Unit since April 2009.<br />

He studied technical chemistry and theoretical chemis -<br />

try at the Ruhr University Bochum, where he was<br />

awarded his PhD in 1994 and subsequently worked as<br />

a scientific assistant. In 1998, he began his professional<br />

career in the former Hüls AG, later Degussa, in the<br />

Computer Aided Process Engineering department of<br />

Process Technology. From 1999 he was head of the<br />

Computational Chemistry Laboratory at the <strong>Evonik</strong><br />

subsidiary Infracor GmbH, and later at AQura GmbH, before moving to the newly<br />

established Process Intensification project house in 2005. There, his work included<br />

coordinating the BMBF joint project µ.Pro.Chem. After the successful conclusion of<br />

the Project House at the end of 2007, he became head of the pilot plant station for<br />

oxo research in the <strong>Evonik</strong> C4 Chemistry Business Line before moving to his current<br />

position. Franke earned his habilitation (post-graduate professorial degree) in the<br />

field of theoretical chemistry in 2002, and has since held a position as lecturer at the<br />

Ruhr University.<br />

+49 6181 59-2899, robert.franke@evonik.com<br />

DR. DIETER HESS<br />

Born 1956<br />

As senior scientist, Dieter Hess is responsible for the<br />

autoclave pilot plant of oxo R&D in <strong>Evonik</strong>’s Industrial<br />

Chemicals Business Unit. Hess studied physical chemis -<br />

try and technical chemistry at the Ruhr University<br />

Bochum, where he was awarded his doctorate in 1985.<br />

From 1986, he developed a laboratory for character -<br />

izing heterogeneous catalysts in the chemistry catalyst<br />

development unit of the former Hüls AG. From 1992,<br />

he worked on a certification pilot project in the hydroperoxide<br />

production unit in Herne and then in Marl, an<br />

expansion of the QM system of the former Olefin Chemistry Business Unit. From<br />

1996 to 1998 he managed the laboratory of the acetylene production unit in Marl.<br />

Following the sale of the acetylene plant to ISP, he moved to the newly built oxo<br />

research unit at C4 Chemistry. From 2001 to 2004 he was moreover an employee in<br />

the Catalysis Project House, where he was responsible for second screen area in the<br />

homogeneous catalysis unit.<br />

+49 2365 49-6922, dieter.hess@evonik.com<br />

DR. BERND HANNEBAUER<br />

Born 1968<br />

Bernd Hannebauer is responsible for the Computational<br />

Chemistry Competence Center at AQura GmbH, the<br />

analytics service unit of <strong>Evonik</strong> <strong>Industries</strong>. He studied<br />

chemistry at the Technical University of Darmstadt,<br />

where he was awarded his doctorate in 1997 in the area<br />

of physical chemistry. From 1996 he worked as an ap -<br />

plications scientist at Molecular Simulations, Inc. (now<br />

Accelrys), where he developed simulation strategies for<br />

R&D and application engineering in cooperation with<br />

industrial customers. His work focused on catalysis and<br />

polymer research, simulation of analytical instruments, and structure-performance<br />

analyses in the area of specialty chemicals. In 1998 he moved to the central R&D<br />

facilities of the former Degussa AG, a predecessor of AQura GmbH, where he devel -<br />

oped a simulation laboratory and initiated activities in the field of computational<br />

chemistry.<br />

+49 6181 59-2041, bernd.hannebauer@evonik.com<br />

10 elements27 EVONIK SCIENCE NEWSLETTER


+++ Not invented here!<br />

Shutting down a plant for maintenance or cleaning does not come<br />

without cost. So to increase plant availability, it is a good thing to prevent<br />

residues from building up. Doing so lengthens run-time and<br />

increases throughput. This is exactly what employees at <strong>Evonik</strong>’s<br />

Industrial Chemicals and Coatings & Additives Business Units have<br />

done in the Marl polyoil plant, by sharing their experience. For this<br />

achievement, they – as well as two other teams – have been given the<br />

internal Not Invented Here Award.<br />

The Not Invented Here Award recognises those who transfer<br />

know-how from one division of the company to another, because<br />

simplifying work processes and saving costs does not always call for a<br />

completely new invention. It is often enough to transfer a good idea<br />

or process from one unit to another. Since <strong>Evonik</strong> has seen a number<br />

of such transfers over the past few years in Brazil, China, and the<br />

United States, among other places, the jury of the Not Invented Here<br />

Award had a tough job. Ulrich Weber, Chief Human Resources<br />

Officer of <strong>Evonik</strong> <strong>Industries</strong>, praised the innovative spirit of the<br />

numerous employees who had submitted entries for the award.<br />

“People not only showed their creative thinking skills, but in many<br />

cases also transcended business areas and national boundaries. This is<br />

exactly what characterizes an integrated industry group such as<br />

<strong>Evonik</strong> <strong>Industries</strong>.”<br />

With the polyoil plant, the team from Marl has also shown that it<br />

can be extraordinarily profitable to “take a peek.” Polyoils are lowmolecular,<br />

low-viscosity polybutadienes that are used in adhesives<br />

and sealants, anti-corrosion coatings, to impregnate mineral sub -<br />

strates, and as plasticizers in rubbers. When butadiene is processed,<br />

residues can build up in the columns as a result of spontaneous polymerization.<br />

Because they have to be removed regularly, the cleaning<br />

costs and downtime are significant. A fast solution for these kinds of<br />

problems is lowering the process temperature and/or the through put.<br />

But this also reduces performance and, therefore, the cost-effectiveness<br />

of the plant.<br />

news<br />

Employees from the butadiene plant of the Industrial Chemicals<br />

Business Unit have a handle on this problem. They use SiYPro, a<br />

recent in-house product that inhibits spontaneous polymerization,<br />

thereby reducing the risk of residues and lengthening cleaning intervals.<br />

They passed on their experience using SiYPro to lengthen plant<br />

availability to the polyoil plant, where employees tested SiYPro by<br />

using it instead of their current polymerization inhibitor, from an<br />

external supplier. The test was a success: The time between cleanings<br />

is four times longer with SiYPro.<br />

SiYPro – Simplify Your Process – contains an entire package of<br />

services, including analysis of your plant’s weaknesses, provision of<br />

customized, ready-to-use processing aids with the proper dosing stations,<br />

as well as continuous monitoring of critical plant parameters.<br />

<strong>Evonik</strong> sells the package for plants that produce such chemicals as<br />

ethylene, butadiene, styrene, acrylonitrile, (meth)acrylates, vinyl<br />

ace tate, chloroprene, raw C4 cuts and pyrolysis gasoline – and has<br />

used it in its own plants with excellent results.<br />

To be avoided:<br />

butadiene deposits<br />

in a column<br />

(above)<br />

The SiYPro service<br />

package also includes<br />

dosage stations<br />

(left)<br />

elements27 EVONIK SCIENCE NEWSLETTER 11


„Our R&D has to be Even More<br />

Dr. Peter Nagler has headed the<br />

Innovation Management<br />

Chemicals & Creavis (IMC) unit<br />

at <strong>Evonik</strong> since April 1, 2009,<br />

replacing Prof. Michael Dröscher,<br />

who went into early retirement.<br />

Nagler assumed his new post<br />

in turbulent times, and for him,<br />

the order of the day is greater<br />

innovation efficiency.<br />

12 elements27 EVONIK SCIENCE NEWSLETTER


Efficient“<br />

? Dr. Nagler, we are in an economic crisis, and so<br />

far, a sustainable recovery is not on the horizon.<br />

Innovation costs money and it can take years to pay<br />

off. Has <strong>Evonik</strong> cut costs in this area?<br />

! That is something we cannot afford. For <strong>Evonik</strong>,<br />

innovations are more important today than ever<br />

before. Dr. Klaus Engel, Chairman of our Executive<br />

Board, has made it very clear that the only way we<br />

can remain internationally competitive over the long<br />

term is if we can safeguard our ability to innovate,<br />

strengthen our research and development activities,<br />

and use them for growth and increasing value, even<br />

in a crisis.<br />

? This means that everyone who works on R&D<br />

projects can sit back and relax when it comes to<br />

their budget, despite the economic crisis?<br />

! We have never done that, even in good times.<br />

<strong>Evonik</strong> occupies leading market positions in more<br />

than 80 percent of its chemical sales, and over 20<br />

percent of its chemical sales are based on products,<br />

applications, and processes that are less than five<br />

years old. You cannot do that unless R&D funds are<br />

used prudently. In the past, our researchers have<br />

proven that they know customers’ needs and the<br />

most efficient way of meeting them. This should<br />

remain the case. If a company cuts R&D costs today,<br />

it runs the risk of being left behind by the competi -<br />

t ion tomorrow, and reduces its returns over the long<br />

term. But to maximize effectiveness, of course,<br />

everyone involved in R&D projects is called on to be<br />

more critical than ever before when it comes to de -<br />

cid ing which projects receive money. The order of<br />

the day is increasing innovation efficiency and gen -<br />

er ating a greater return on every euro of research<br />

expenditure.<br />

At any rate, we will, of course, do all we can with -<br />

in IMC to optimize our services and, wherever pos -<br />

sible, avoid unnecessary expenses.<br />

elements27 EVONIK SCIENCE NEWSLETTER<br />

INNOVATION MANAGEMENT<br />

? What does that mean, then, for long-term R&D<br />

projects whose success is difficult to estimate<br />

because of the time horizon? Will these ultimately<br />

be the projects targeted for cost cuts?<br />

! That does not necessarily follow. Most often,<br />

long-term projects aim to penetrate new, key, and<br />

strategically important technologies and markets –<br />

we cannot afford to miss the boat here. And we need<br />

a mix of short-, medium- and long-term projects to<br />

keep our innovation pipeline filled. It is conceivable,<br />

how ever, that we could temporarily shift the project<br />

portfolio to short-term projects that help save costs<br />

elsewhere – in other words, focus on projects that<br />

aim for optimization of manufacturing processes<br />

and, therefore, higher economic effectiveness, and<br />

that can be implemented relatively quickly.<br />

? What can you do to assist the Chemicals Busi -<br />

ness Area? As you know, the business units con -<br />

tinue to represent 85 percent of the R&D budget for<br />

chemicals and largely determine themselves how to<br />

spend the money.<br />

! With the IMC Innovation Module, for example,<br />

we have a powerful tool for finding the optimal innovation<br />

strategy for the business model of each unit.<br />

Where can <strong>Evonik</strong> grow faster than the market?<br />

How? Does the unit in question have the necessary<br />

competencies for this or does it have to purchase<br />

them? Here, we can assist with analysis, development<br />

of the innovation strategy, and the design of an<br />

innovation process that extends from the invention<br />

phase to market launch. We can also constructively<br />

influence the discussion of suitable parameters for<br />

measuring innovation efficiency, for example.<br />

Through Creavis’ project houses and Science-to-<br />

Bu siness Centers, we can help leverage synergy po -<br />

ten tials in the Group. At the end of the previous year,<br />

for example, we established the Eco 2 Science-to-Bu siness<br />

Center, which focuses on the generation, >>><br />

13


Responsibilities of Innovation Management Chemicals & Creavis<br />

The key tasks of the Innovation Management<br />

Chemicals & Creavis unit, to which AQura GmbH,<br />

Intellectual Property Management, and Creavis also<br />

belong, are:<br />

Networking<br />

Maintain contact with universities and make new<br />

contacts, especially in Asia and Eastern Europe. An<br />

important forum in this regard is the <strong>Evonik</strong> Meets<br />

Science event, which is held regularly in Germany,<br />

Asia, and the United States. Internal expert platforms,<br />

such as the areas of competence, which link<br />

the competencies of the Chemicals Business Area,<br />

are also supported.<br />

Consulting for innovation processes<br />

The IMC Innovation Module offers assistance to<br />

units in the Group who seek to improve their innovation<br />

strategies and processes, as well as their culture,<br />

and supports them in the continued development of<br />

successful competencies in innovation management.<br />

This is based on the Group’s “good practices,” which<br />

are combined, systematized and made available to<br />

everyone in various service packages.<br />

Intellectual Property Management (IPM)<br />

IPM supports scientists and management in the protection,<br />

development, strategic use, and commer -<br />

cialization of the IP values created. The roughly 120<br />

employees in this unit are assisted in their work by a<br />

global network of communicating lawyers.<br />

AQura analytical solutions<br />

AQura GmbH, a subsidiary of <strong>Evonik</strong>, has many<br />

years of industry experience in the area of chemical,<br />

physico-chemical, biochemical, and technical safety<br />

studies. With more than 1,000 investigative and 500<br />

standard procedures, the company is among the few<br />

testing institutes with this kind of broad spectrum of<br />

methods.<br />

14 elements27 EVONIK SCIENCE NEWSLETTER


Creavis<br />

Creavis is the home of strategic research for the creation<br />

of new businesses outside the existing portfolio.<br />

This includes project houses that develop highly<br />

attractive inter-unit research topics within a threeyear<br />

period, internal start-ups that market new prod -<br />

ucts, and Science-to-Business Centers that develop<br />

new businesses all the way to production-ready<br />

systems for the end user.<br />

R&D reporting and communication<br />

This area includes gathering key R&D figures for the<br />

Chemicals Business Area; presentation of the annual<br />

Innovation Award, which acknowledges employees<br />

for outstanding research work; and publication of<br />

the science newsletter elements.<br />

DR. PETER NAGLER<br />

began his career in 1986 at the former Degussa AG.<br />

After holding several executive positions at the<br />

Hanau-Wolfgang and Frankfurt sites, Nagler, who<br />

holds a doctorate in chemistry, was promoted to corporate<br />

development manager in 1993 and, subsequently,<br />

managing director of Rexim S.A. in Paris.<br />

Returning to Germany, Nagler became head of the<br />

Fine Chemicals Business Line in 1997, and the<br />

Advanced Intermediates Business Line at the former<br />

Degussa-Hüls AG in Frankfurt in 1999. In 2001, he<br />

was appointed head of the Fine Chemicals Business<br />

Unit in Frankfurt, and then the Exclusive Synthesis & Catalysts Business Unit.<br />

In 2005, he managed the South America region in Sao Paulo (Brazil). Two years<br />

later he returned to Germany, where he was responsible for the Innovation<br />

Manage ment department within the Inorganic Materials Business Unit before<br />

moving to his current position.<br />

INNOVATION MANAGEMENT<br />

storage, and efficient use of energy, as well as the<br />

separation and use of CO2. Here, we profit as much<br />

from our competencies in chemistry as in energy.<br />

Another focus is the continued development of<br />

intellectual property (IP) management, from the<br />

development of an IP strategy, through global secur -<br />

ing of our freedom to act, all the way to utilization of<br />

knowledge we have not used ourselves.<br />

The internationalization of our scientific network<br />

– university contacts, for instance – is another<br />

important point. What are universities in the United<br />

States, Japan, China, Taiwan, or South America working<br />

on? Are there trends and topics that are attractive<br />

for us, and what would a potential partnership look<br />

like? Even start-ups established by universities could<br />

be relevant for us, since we too are always interested<br />

in new processes, products, and applications.<br />

? What do you see as the greatest R&D challenge<br />

in the next few months?<br />

! In the end, it is always a question of whether we<br />

are focusing on the right areas. The “right” areas are<br />

defined by customers and the market. And our processes<br />

have to be designed in such a way that we<br />

identify new trends early on and consciously focus<br />

on projects that pay off – in other words, invest R&D<br />

resources in the right places. <strong>Evonik</strong> is already doing<br />

well in this regard. But given the economic situation,<br />

we have to do even better.<br />

Helping to increase corporate value must be the<br />

governing idea of everything we do. This will justify<br />

the trust the Group shows in its researchers. ●<br />

PROF. DR. MICHAEL DRÖSCHER<br />

After studying chemistry and earning<br />

his doctorate in Mainz, and completing<br />

postdoctoral studies in macromolecular<br />

chemistry in Freiburg, Dröscher began<br />

his career in the Group at the former<br />

Hüls AG in 1982. He held a variety of<br />

management positions in this company<br />

before becoming managing director<br />

of Creavis Gesellschaft für Technol -<br />

o gie und Innovation mbH in Marl in<br />

1997. From here, he moved to the<br />

Corporate Center of the former Degussa AG to head the Innova -<br />

tion Management Corporate Division in 2002, and was responsible<br />

for Innovation Management Chemicals of <strong>Evonik</strong> Degussa GmbH<br />

since the beginning of 2008, before taking early retirement in<br />

April 2009.<br />

elements27 EVONIK SCIENCE NEWSLETTER 15


+++ Synthetic amorphous silica registered according to REACH<br />

In compliance with the new EU REACH (Registration, Evaluation, Authorisation,<br />

and Restriction of Chemicals) chemicals regulation, <strong>Evonik</strong> <strong>Industries</strong> has successfully<br />

registered synthetic amorphous silica with the European Chemicals<br />

Agency in Helsinki. This authorizes the company, now and in the future, to produce,<br />

import, and market its own brands of precipitated silicas (ULTRASIL ® ,<br />

SIPERNAT ® , etc.) and fumed silicas (AEROSIL ® ). <strong>Evonik</strong> is thus the first producer<br />

to have successfully registered synthetic amorphous silica. The substances were<br />

registered by order of the respective REACH consortia in the form of a joint submission.<br />

As the lead registrant, <strong>Evonik</strong> has blazed a trail for other organized chem -<br />

ical companies to have these substances registered.<br />

According to the REACH chemicals regulation, which came into force in June<br />

2007, existing substances – substances already listed in the inventory under the<br />

old chemicals legislation – had to be preregistered by December 1, 2008, as a first<br />

step (so as to achieve “phase-in” status). This was accomplished on schedule for<br />

all the products of the Inorganic Materials Business Unit. Following this preregis -<br />

tration, the important substance synthetic amorphous silica is now the first of the<br />

more than one hundred of the business unit’s substances to be registered. The<br />

registration phase for substances handled in quantities of more than 1,000 metric<br />

tons per year ends in November 2010.<br />

<strong>Evonik</strong> initiated Group-wide measures early on for the proper implementa -<br />

tion of REACH. These involved implementation of internal project management,<br />

training in the areas of procurement and marketing, data collection, and IT solu -<br />

tions, as well as letters to customers and workshops for customers and suppliers<br />

to familiarize them with the new chemicals regulation. <strong>Evonik</strong> has preregistered<br />

about 4,000 substances.<br />

A key application for AEROSIL ® in the adhesives industry is<br />

use as a thixotropic agent for special adhesives in the<br />

construction of wind turbine plants. The fumed silica keeps<br />

the adhesives from running on slanted or vertical walls, and<br />

creates a reliable, stable bond. Pictured here are the wind<br />

turbine plants of Nordex AG (Norderstedt, Germany)<br />

+++ AEROSIL ® – a success story now in Asia<br />

The first shipment of AEROSIL ® 200 left the Yokkaichi production<br />

facility in November 1968 – marking the first chapter of a success<br />

story. Nippon Aerosil Co. Ltd. (NAC), operator of the site, became one<br />

of the most successful joint ventures in the portfolio of its fou nd ers<br />

Mitsubishi Materials and Degussa – today’s <strong>Evonik</strong>.<br />

The plant in Yokkaichi, which is about 400 kilometers west of<br />

Tokyo, initially supplied primarily the local Japanese market but has<br />

gradually grown into a supplier for the entire region. Today,<br />

Yokkaichi comprises not only the largest and most tradition-steeped<br />

production facility for fumed silica in Japan, but in all of Asia. At the<br />

same time, it is also the second-largest production site for AEROSIL ®<br />

at <strong>Evonik</strong> <strong>Industries</strong>. In addition to production, Yokkaichi is also a<br />

regional center for R&D and technical service for fumed silica.<br />

Currently about 180 workers are employed in AEROSIL ® production<br />

in Yokkaichi. More than 50 different products are manufactured<br />

here, including products for applications in silicon, adhesives,<br />

paints and coatings, plastics, and toners. “Our many years of development<br />

and production experience help us meet our customers’ increas-<br />

ing standards for product quality and requirements for new product<br />

types,” says Michael Doludda, President Nippon Aerosil Co. Ltd.<br />

“This is our strength, which is the foundation of our strong growth<br />

here.”<br />

Part of this strength involves benefiting the customers and adapt -<br />

ing products to meet their needs, which is always the top priority,<br />

underlined by the “invented to improve” slogan. While more and<br />

more competitors continue to flood the Asian market with cheap<br />

prod ucts, the inventor of fumed silica has maintained a presence there<br />

for decades and continues to guarantee lasting quality. For a com pany<br />

with more than 65 years of experience in fumed silica, this is not surprising.<br />

Without doubt, part of the <strong>Evonik</strong> success story is based on the<br />

company’s strategy of continuously improving both products and the<br />

technology behind them. The AEROSIL ® trademark not only stands<br />

for a versatile product but encompasses a whole package of services.<br />

For example teams of R&D experts ensure products and their applications<br />

continue to evolve. Over 100 field sales offices in 95 coun-<br />

16 elements27 EVONIK SCIENCE NEWSLETTER


Just one of several applications: AEROSIL ® ensures an even distribution of<br />

pigments in the paint and prevents sedimentation. It can also control the rheology<br />

in such a way that the nail polish can be applied easily and conveniently<br />

+++ VESTAKEEP ® polymers for medical applications<br />

With VESTAKEEP ® M, a polyether ether ketone (PEEK), <strong>Evonik</strong><br />

<strong>Industries</strong> offers a new series for medical applications that is suit -<br />

able for short-term body contact. The biocompatibility according<br />

the United States Pharmacopoeia, in vivo and in vitro, has been confirmed<br />

in various tests by independent qualified laboratories.<br />

In general, PEEK is used in medical products to improve their<br />

usefulness: lighter weight, more freedom of design, and better<br />

functional integration. It is also an inexpensive alternative to metals<br />

and other materials. Its performance is distinguished by the biocompatibility,<br />

the chemical resistance, the resistance against<br />

gamma rays or X-rays, and the X-ray transparency, the outstanding<br />

resistance to hot steam sterilization, the high mechanical strength<br />

and wear and impact resistances, good electrical insulation properties,<br />

and good hydrolysis resistance.<br />

Even though VESTAKEEP ® polymers have only recently been<br />

used in medical applications, the extensive property profile of the<br />

material predestines it for a number of interesting applications, like<br />

surgical instruments, endoscopes, applications in the in vitro-diag -<br />

nostic, orthopedic, spinal, and dental fields, analytical equipment,<br />

and medical dosing.<br />

VESTAKEEP ® polymers are opening up<br />

new options in the field of medicine<br />

news<br />

tries around the globe ensure close customer proximity<br />

and service. Globally active professionals work with cust<br />

omers to develop application and management solu -<br />

tions. Outstanding logistics ensures on-time delivery and<br />

creative packaging design solves handling problems from<br />

the outset. Technical customer service is available to<br />

AEROSIL ® users in all regions of the world. The longterm<br />

AEROSIL ® distribution policy of <strong>Evonik</strong>, in connection<br />

with a global network of production sites, offers<br />

users in practically all parts of the world high delivery<br />

reliability and therefore, planning predictability.<br />

Close contact with customers, industries, and markets<br />

that use AEROSIL ® products also makes it possible to<br />

continually develop new, innovative products for existing<br />

applications and new applications for existing products –<br />

perpetually breathing new life into the slogan “invented<br />

to improve.”<br />

elements27 EVONIK SCIENCE NEWSLETTER 17


SUCCESSFUL COOPERATION BETWEEN MECHANICAL ENGINEERING AND CHEMISTRY<br />

Sun-Activated Sheeting Made of<br />

MATTHIAS KARK, PETER BATTENHAUSEN<br />

The spotlight was on energy efficiency at this year’s R+T, the world’s leading trade show for<br />

rolling shutters, gates, and sun protection. Held at the new exhibition grounds in Stuttgart (Germany)<br />

the event showcased scores of examples of how the rolling shutter and sun protection industries are<br />

providing solutions for lowering energy consumption. At the cutting edge is microstructured<br />

PLEXIGLAS ® sheet, which helps not only to save but capture energy.<br />

iven the rising prices for energy in both the private<br />

and industrial sectors, the 60,000 industry visitors<br />

decidedly expressed great interest in innovative technology<br />

in this area. The stand belonging to Prismaplex<br />

GmbH & Co. KG, Hamburg, a company that has worked closely<br />

with <strong>Evonik</strong> <strong>Industries</strong> to develop completely new options in<br />

sun protection and sun use based on PMMA (PLEXIGLAS ® ) plastic,<br />

was particularly highly frequented. A key requirement for<br />

success of the project was to establish a manufacturing process<br />

that continually molds structures into the PLEXIGLAS ® G<br />

molding<br />

compounds with utmost precision.<br />

The principle of redirecting light has been known for hundreds<br />

of years. It appears in various fields of application where lenses,<br />

mirrors, or prisms are used. Prismatically structured plastic<br />

sheets, for example, are used for reflecting light. Until now,<br />

suitable products were available only in limited sizes, because<br />

production had reached its technical limits or failed because it<br />

was prohibitively expensive. This limited the use of such<br />

systems to a few fields of application. For 40 years now, developers<br />

around the world have worked on producing this same<br />

kind of material in a larger size. They have tried processes such<br />

as hot-press molding and injection molding, but all resulted in<br />

18 elements27 EVONIK SCIENCE NEWSLETTER


PLEXIGLAS ®<br />

products that were limited in size or too expensive. Depending<br />

on the manufacturing process, the structures are often relatively<br />

poor in quality, which is apparent in an extremely unevenly<br />

molded surface or in exceedingly high peak radii of more than<br />

100 micrometers.<br />

Now, within only five years, Prismaplex has succeeded in<br />

bring ing to production a globally patented process that can be<br />

used for producing precision-structured PMMA sheeting of any<br />

desired length in a continuous manufacturing process. This success<br />

story began as early as 2003, with the now 99-year-old in -<br />

ventor Peter Nawrath from Remscheid. In the 1960s, he thought<br />

about providing PLEXIGLAS ® sheets with prisma structures for<br />

optical effects that would be practical for a wide variety of applications.<br />

One idea was to reflect direct sun radiation, but to use<br />

the light for lighting rooms. Sheets structured in this way provide<br />

shade without darkening the room, and thereby reduce heat ing<br />

requirements while also lowering the cost of artificial light ing<br />

and air conditioning. On the other hand, the thinking went, the<br />

sheets can also be used as Fresnel lenses to bundle light, and thus<br />

selectively concentrate the heat of the sun like solar collectors.<br />

Precision-structured PLEXIGLAS ®<br />

sheet. With the new Prismaplex<br />

process, sheet can be continuously<br />

produced in any length desired.<br />

Depending on the surface structure,<br />

it can be used to reflect, concentrate<br />

or distribute light (left)<br />

elements27 EVONIK SCIENCE NEWSLETTER<br />

The microstructures on the<br />

surface completely reflect the<br />

sunlight that falls on the front<br />

of the sheet. Only the rays<br />

that shine on the sides bypass<br />

the structure and give off a<br />

pleasant light (above)<br />

DESIGNING WITH POLYMERS<br />

Another extremely broad field of application is lighting<br />

tech nol ogy in connection with energy-saving LED lights. With<br />

specially structured sheets for covering the illuminant, rooms<br />

can be lit quite efficiently and with minimal optical losses.<br />

The key to the process is the movable<br />

molding tool (stamping roller)<br />

The processing principle for the structured sheets made of<br />

PLEXIGLAS ® molding compounds was also designed several<br />

years ago, although actual implementation has been possible<br />

only through intensive cooperation between Prismaplex and<br />

<strong>Evonik</strong>. In the past, various extruder manufacturers and machine<br />

builders failed at this complex task until Kark AG, the parent<br />

com pany of Prismaplex GmbH & Co. KG, took up the matter.<br />

Kark is an innovative, medium-sized mechanical engineering<br />

com pany with patented inventions in the area of steel and roll ing<br />

mill technology. The company has what it takes to accept this<br />

kind of challenge – the development of a new ribbon calender<br />

technology. >>><br />

19


On the one hand, the technology calls for a continuously mov -<br />

able molding tool that generates the optically precise structures<br />

by turning itself over a rigid core. On the other hand, the process<br />

must safely overcome processing shrinkage so that the fine<br />

structures are retained even when the plastic molecules contract<br />

during cooling.<br />

The solution includes not only the special molding tool but<br />

also a precisely regulated temperature process for sequentially<br />

heating the stamping roller to 200 °C and cooling it to 70 °C<br />

with in a half turn. The high temperature ensures uniform, precise<br />

molding of the structures, while the low temperature en -<br />

sures that they are preserved as if frozen. This rapid tempera -<br />

ture change must occur very evenly over the entire width of the<br />

stamping tool in order to keep the internal tensions low in the<br />

semi-finished product.<br />

This unique type of plastics processing also makes unique<br />

demands on the PLEXIGLAS ® molding compounds used. They<br />

have to have an extremely low melt viscosity and display special<br />

flow properties, which <strong>Evonik</strong> ensures through customized formulation<br />

of the product.<br />

To achieve the right solution, the team of developers tested<br />

a whole host of various molding compounds, and they quickly<br />

determined that standard compounds were not suitable because<br />

their molding precision is too low. The formula for the molding<br />

compounds not only had to take account of the processing char -<br />

acteristics but also meet the requirements for optical transpar -<br />

ency and high weather resistance. The PMMA sheeting can be<br />

produced at a width of 1,000 millimeters and any length de -<br />

sired. The thickness of the standard Prismaplex products is currently<br />

about 2 millimeters, while thicknesses of between 1.5<br />

and 4 millimeters are also available.<br />

What makes the production line unique is that the entire plasticizing<br />

unit – screw extruder and flat nozzle – can be moved<br />

triaxially in all directions. The patented way of removing the<br />

stamping roller forward out of the machine is a great advancement<br />

in handling and considerably shortens set-up time. All<br />

speeds of the individually propelled aggregates are precisely<br />

coordinated to each other and adjusted to the thickness of the<br />

material. Downstream from the production plant is an anneal -<br />

ing furnace, in which daily production can be stored warm in<br />

order to relax residual tensions in the material.<br />

Heat is reflected back, light passes through<br />

Transparent sheets made of PLEXIGLAS ® with 90° prism structure<br />

that produce total reflection offer an attractive and costeffective<br />

new solution for many applications related to the shad -<br />

ing of buildings and rooms. These include vertical or horizontal<br />

20 elements27 EVONIK SCIENCE NEWSLETTER


louvers that can be mounted wherever effective protection<br />

against solar heat is sought but not a darkened room. The key<br />

feature of this technology is that the direct sunlight responsible<br />

for the solar heat is reflected back, while the diffuse daylight is<br />

allowed to shine through. The benefits are clear: an optimal<br />

indoor climate that significantly reduces the amount of energy<br />

required to air condition or cool, and keeps lighting costs low.<br />

The light-reflecting (shading) and light-concentrating properties<br />

of the material can be combined to good effect in greenhouses,<br />

where electricity can be generated, for example, to<br />

power the irrigation system or heat the greenhouse at night.<br />

Because Prismaplex sheeting concentrates the light by allowing<br />

the diffuse daylight to enter unhindered while preventing direct<br />

solar radiation on the plants, an exceptionally low-stress climate<br />

is achieved in the greenhouse, which in turn has a positive effect<br />

on plant growth. The market for these kinds of applications is<br />

enormous – there are roughly 1.8 billion square meters of greenhouse<br />

space worldwide.<br />

Another use is concentrating sunlight by means of Fresnel<br />

lenses, which focus the light that shines on the surface directly<br />

onto solar cells to generate photovoltaic electricity (CPV).<br />

According to the Fraunhofer Institute for Solar Energy Systems<br />

(ISE) in Freiburg, cell efficiency grades of over 45 percent are<br />

possible under these conditions. Ultra high-performance triple<br />

For concentrating the sunlight, typically<br />

in solar thermal energy generating<br />

systems, transparent PLEXIGLAS ®<br />

continuous sheet incorporating a linefocusing<br />

system is used. Currently under<br />

development at Prismaplex is the biaxial<br />

solar collector PrismaSun CSP, which<br />

is designed to track the sun across the<br />

sky. With a collector area of around<br />

100 m², this is sufficient to supply the<br />

electricity needs of a small settlement in<br />

countries with long hours of sunshine<br />

(far left)<br />

The light-reflecting and light-concen -<br />

trating properties of the material can be<br />

combined to good effect in green -<br />

houses, shading the plants from direct<br />

sunlight while at the same time gene r -<br />

ating electricity to power the irrigation<br />

system or heat the greenhouse at night.<br />

Because the sheet concentrates the<br />

light while also allowing the diffuse daylight<br />

to pass through unhindered,<br />

plants inside the greenhouse thrive<br />

(left)<br />

DESIGNING WITH POLYMERS<br />

junction cells and their associated concentrator systems are<br />

required for this application.<br />

Prismaplex developers are currently working on an alternative,<br />

called PrismaSun. It is a system that focuses sunlight onto a<br />

heat-transfer oil. The hot oil is circulated in a heat exchanger<br />

system that transfers the heat to water, which becomes steam,<br />

and this steam powers a conventional steam turbine for gener -<br />

ating electricity. For concentrating solar power (CSP), Pris ma -<br />

plex sheeting with linear Fresnel-shaped structures are used to<br />

intensify sunlight by a factor of about 100. Solar thermal concentration<br />

by means of lens systems can theoretically achieve<br />

temperatures of over 400 °C. In the future, this method could<br />

also generate the process heat required by an array of indus -<br />

tries, including the chemical industry.<br />

Prismaplex is also developing biaxial solar collectors designed<br />

to track the sun across the sky (PrismaSun CSP). An advantage<br />

of these collectors over the parabolic trough solar plants used in<br />

the past could be easier installation, lower weight, and more flex -<br />

ible use of uneven terrain while requiring less space.<br />

A special molding compound for<br />

stamping Fresnel lenses<br />

For these kinds of applications, <strong>Evonik</strong> has also developed special<br />

PLEXIGLAS ® molding compounds that can be used in a variety<br />

of processes – injection molding, extrusion or lamination of<br />

stamped films – to produce lens systems. Here, too, these spe -<br />

cial molding compounds have all the attributes required for<br />

their task: high transparency and excellent mold surface reproduc<br />

tion, UV stability, weather resistance, and longevity.<br />

Prismaplex technology with materials from <strong>Evonik</strong> opens up<br />

incredible opportunities for using regenerative energy and conserving<br />

energy. In the future, this technology will provide the<br />

basis for both cost-effective small power plants as well as largescale<br />

solar thermal plants for the desalinization of sea water or<br />

water electrolysis. ●<br />

CONTACT<br />

MATTHIAS KARK<br />

General Manager, Prismaplex GmbH & Co. KG, Hamburg (Germany),<br />

and President and CEO, Kark AG, Hamburg (Germany).<br />

+49 40 797 00-444, matthias.kark@prismaplex.com<br />

PETER BATTENHAUSEN<br />

As Business Development Manager in the Performance Polymers<br />

Business Unit, Peter Battenhausen works primarily with solar applications<br />

for PLEXIGLAS ® .<br />

+49 6151 18-4519, peter.battenhausen@evonik.com<br />

elements27 EVONIK SCIENCE NEWSLETTER 21


CARBON BLACK AS A PIGMENT:<br />

Black Art for the World<br />

MOO-JONG SONG<br />

With a new post-treatment process, developers at<br />

<strong>Evonik</strong> <strong>Industries</strong> have succeeded in imparting new<br />

qualities to carbon black pigments. Selective modification<br />

improves both wettability and dispersion properties.<br />

NEROX ® carbon black pigments enhance not only the<br />

stability of coatings but also their gloss, and lead to a<br />

lower viscosity of the formulations. To optimally<br />

supply particularly the Asian markets in the<br />

printing inks, coatings, and artificial leather<br />

industries, the company produces these<br />

specialties directly at its Yeosu site in<br />

South Korea.<br />

<strong>Evonik</strong>’s new NEROX ®<br />

carbon black pigments<br />

are primarily used in<br />

printing inks, coatings,<br />

and artificial leather<br />

22 elements27 EVONIK SCIENCE NEWSLETTER


Market<br />

Carbon black is an important industrial raw material.<br />

But except for its black color, it has little in common<br />

with ordinary soot. Carbon black is a high-tech material<br />

with defined properties, which is produced by<br />

selective, incomplete combustion of aromatic oils or other<br />

liquid and gaseous hydrocarbons, at temperatures far above<br />

1,000 °C. With 17 production plants, <strong>Evonik</strong> is one of the lead -<br />

ing manufacturers of carbon black, which it produces in four<br />

different processes: the furnace black, lamp black, thermal<br />

black, and gas black processes. Process control for each process<br />

determines the size and form of the primary particles and<br />

aggregates (Fig. 1, p. 24), and consequently the essential prod -<br />

uct and application properties.<br />

One glance toward Hürth-Kalscheuren is enough to prove<br />

that carbon black is no off-the-rack product. There, <strong>Evonik</strong> currently<br />

produces about 80 different types of carbon black. This<br />

kind of variety is possible through selective modification of primary<br />

particle size, aggregate size, and structure, as well as the<br />

surface, where the material properties can be adapted to the<br />

elements27 EVONIK SCIENCE NEWSLETTER<br />

INORGANIC PARTICLE DESIGN<br />

application concerned. The spectrum of applications is just as<br />

diverse. In car tires, for example, carbon black ensures lower<br />

abrasion, durability, and grip. It is also a key component of black<br />

pigments which are used in the printing inks, plastics, coatings,<br />

and artificial leather markets. In automobile paint, for instance,<br />

they afford the desired deep black color.<br />

A classic with innovation potential<br />

The use of carbon black as a pigment is nothing new. The<br />

ancient Greeks and Romans obtained black from resins for use<br />

in black wall paint. The ancient Chinese also produced black<br />

from resins, plant oils, or asphalt to make inks and pigments. But<br />

despite its long history, the innovation potential of this black<br />

pigment is still far from exhausted.<br />

Selective refinement through chemical modification of the<br />

particle surface offers particular potential for quality improvement.<br />

The surface of carbon black is functionalized, for example,<br />

through post-treatment with an oxidation agent. This >>><br />

23


creates oxygen-containing organic groups such as carboxylic<br />

acid, quinone, and phenol groups (Fig. 2). These can be mea -<br />

s ured as volatile components because, at 950 °C, they form gaseous<br />

decomposition products that indicate the original de gree of<br />

oxidation of the carbon black.<br />

The furnace process allows the critical parameters of particle<br />

size and structure of the carbon black to be set flexibly over<br />

a relatively long interval. If pigment particles already custom -<br />

ized in this way are further refined by subsequent modification,<br />

such as an oxidation process, then the pigments can be precisely<br />

adjusted for an array of different applications. The degree of<br />

oxidation is of paramount importance, as it has a decisive influence<br />

on the dispersibility of carbon black in both aqueous and<br />

solvent-based systems. Different oxidation processes also produce<br />

different product profiles. This was the focus of researchers<br />

in <strong>Evonik</strong>’s Inorganic Materials Business Unit located in<br />

Yeosu (South Korea) and Kalscheuren (Germany): The scientists<br />

searched for a new process that would allow them to optimally<br />

calibrate the properties of carbon black to applications<br />

with above-average market potential.<br />

The impetus came from the market<br />

The innovation has resulted in a product family that offers<br />

custom-tailored properties for a number of applications and is<br />

regis tered in over 60 countries. The partially oxidized carbon<br />

black pigments are not only more wettable and dispersible but<br />

are also more stable in water- and solvent-based coatings.<br />

The critical factor for the development was impetus from<br />

the market, which values universal solutions for aqueous and<br />

non-aqueous systems. The rapidly growing economic regions<br />

of Asia, for example, are creating a huge demand for oxidized<br />

carbon blacks. To sustainably meet this increased demand,<br />

<strong>Evonik</strong> has decided to expand its production capacities.<br />

Since the new technology was designed to consider the special<br />

needs of the Asian market, the company decided to build a<br />

new plant in South Korea. After having completed the basic<br />

work necessary for development of the new oxidation process<br />

the team of Korean and German researchers and engineers did<br />

the upscaling to an industrial process based on its joint knowhow.<br />

Before the process was finally realized in a commercialscale<br />

plant at the Yeosu site of <strong>Evonik</strong> Carbon Black Korea, the<br />

new carbon blacks had to be optimized with regard to their<br />

properties in the target applications, such as dispersibility, gloss,<br />

pH value, viscosity, conductivity, hue, and jetness, and to be<br />

brought to market maturity by multifunctional teams from<br />

R&D, production, and the applied technology centers in Hanau<br />

and Yeosu.<br />

A focus on growth markets<br />

NEROX ® carbon blacks are used primarily in printing inks,<br />

coatings, and artificial leather. Printing inks are a typical application<br />

for the NEROX ® product family. Special technologies in<br />

this field, such as UV-curing systems, call for polar pigments.<br />

The reason is that the carbon blacks usually show poor wettabil -<br />

ity with the binder systems used. This property is significantly<br />

improved by the new process. With average growth rates of 5 to<br />

8 percent, UV-curing printing inks are one of the strongest<br />

growing market segments, and offer attractive opportunities<br />

for NEROX ® .<br />

Figure 3 shows the superiority of NEROX ® 305 or 505 when<br />

it comes to the optical density of a typical UV-curing flexo -<br />

graphic formulation of the kind used in packaging print. It is particularly<br />

important that this positive result is not accompanied<br />

by less desirable rheological properties, such as a higher print -<br />

ing ink viscosity. With the new pigments it is on the same level<br />

with the reference.<br />

Figure 1<br />

TEM photo of a carbon black particle with marks for primary<br />

particle size ■■, aggregate size ■■ , and aggregate structure ■■.<br />

The primary particle size can be adjusted between approximately<br />

10 and 90 nm, depending on the manufacturing process and<br />

process control<br />

24 elements27 EVONIK SCIENCE NEWSLETTER


MOO-JONG SONG<br />

Moo-Jong Song works for<br />

Innovation Management’s<br />

Carbon Black & Technical<br />

Service in Yeosu (South<br />

Korea). The unit is a part<br />

of the Inorganic Materials<br />

Business Unit. After grad -<br />

uating from the Univer sity<br />

of Hanyang in 1993,<br />

Song, a chemical engineer,<br />

began his career at the<br />

Carbon Black Division of LG Chem Co., Ltd., a division<br />

that <strong>Evonik</strong> took over in 1999. After working in differ -<br />

ent capacities in the technical service team for the rubber<br />

industry and in research and product and process<br />

development for pigment blacks, he transferred in<br />

2006 to his current position.<br />

+82 61 690-5220, moo-jong.song@evonik.com<br />

Another important field of application is packaging print<br />

with solvent-based systems, where oxidized pigments are preferred,<br />

especially in the Asian market. Also in this case NEROX ®<br />

carbon blacks give proof of advantages in the jetness and rheol -<br />

ogy of the printing inks.<br />

Pigments made to measure<br />

Digital printing processes, such as the ink jet process, also benefit<br />

from the NEROX ® family, which scores points here because it<br />

improves the long-term stability of dispersions. This becomes<br />

Figure 2<br />

Illustration showing oxide groups on carbon black surfaces<br />

HO<br />

Carboxyl<br />

O<br />

Phenol<br />

HO<br />

O<br />

Lactol<br />

O<br />

OH<br />

O<br />

Quinone<br />

O<br />

O<br />

Pyrone<br />

O<br />

INORGANIC PARTICLE DESIGN<br />

critical, for instance, when an ink-jet printer has not been used<br />

for months but the user naturally expects it to print flawlessly –<br />

an enormous challenge for the inks, which has to be overcome<br />

through selective treatment of the pigment surfaces. The same<br />

holds true for the electrostatic properties, which can be selec -<br />

tively varied through carbon black. In the manufacture of highquality<br />

artificial leather by the “wet” process, NEROX ® carbon<br />

blacks can provide superior performance with low viscosity of<br />

the polyurethane systems and an exceptionally deep black.<br />

Also, conventional carbon black pigments have been hard to<br />

wet in these formulations – an obstacle that can be elegantly<br />

over come with the NEROX ® grades.<br />

Customers gain application-specific performance<br />

Coatings show a comparable scenario with regard to stability<br />

and viscosity. In addition to the highest possible long-term stability,<br />

the market favors systems that display the lowest possible<br />

viscosity. For coatings manufacturers, such systems are easier<br />

to work with and, therefore, more economical. This new process<br />

for optimally fine-tuned carbon blacks is not only an advantage<br />

in the traditional fields of application but also for newer,<br />

extremely demanding applications such as the production of the<br />

black matrix of LCD screens.<br />

NEROX ® is also a good example of the way close coopera tion<br />

between R&D, technical service, sales, and marketing – even<br />

across continents – can successfully lead to the development of<br />

a new product line based on the market demand for new ecofriendly<br />

systems, such as water-based coatings or UV-curing<br />

printing inks, thus providing an added value to custom ers in our<br />

target markets. It is the profession of <strong>Evonik</strong> to offer its custom -<br />

ers not just chemicals but application-specific performance,<br />

which also includes special support regarding formulation and<br />

processing. ●<br />

Figure 3<br />

Optical densities of UV-curing flexo printing inks<br />

with the products NEROX ® 305 and 505, as well as<br />

a current reference product<br />

■■ Reference Black ■■ NEROX ® 505 ■■ NEROX ® 305<br />

1.0 1.5 2.0 2.5<br />

Optical Density<br />

elements27 EVONIK SCIENCE NEWSLETTER 25<br />

2.02<br />

2.27<br />

2.24


+++ Protecting historical monuments with PLEXIGLAS ® : roofing tiles as energy suppliers<br />

Solar power is all the rage among Italian homeowners since the new<br />

Conto Energia electricity feed-in law entered into force this year.<br />

Unlike the previous law to promote the use of solar energy, the new<br />

act focuses on small units and, therefore, directly addresses end con -<br />

sumers. And they are happy to install solar modules on their roofs. In<br />

Italy, a country blessed with just as much sunshine as Spain or Greece,<br />

that is a lucrative business. But not everyone who wants to is allowed<br />

to install conventional solar panels on their roof – the authorities for the<br />

protection of historical monuments have so far refused their approval.<br />

The view of Italy from above shows why. Many Italian cities are<br />

known for their uniquely curved light brown clay roof tiles – a form<br />

that goes back to the Middle Ages. Dark-colored solar cells would<br />

stand out amid the sea of tiles and amount to an eye-sore. The Italian<br />

company REM S.p.A. has found a solution to this dilemma: solar tiles<br />

made of plastic with cover panels made of PLEXIGLAS ® . These<br />

“TechTiles” have the appearance of traditional clay tiles, but contain<br />

powerful solar cells, or alternatively, solar collectors for heating<br />

water.<br />

Classic outside, high-tech inside<br />

Even if a suitable tile shape has not yet been found for every country,<br />

it certainly has for Italy. The solar tile from REM S.p.A. also convinced<br />

the jury of the Well-Tech Design Award, which conferred first prize<br />

for the tile last year. All the solar tile has in common with its medieval<br />

predecessor are the color and the shape. The modern version makes<br />

use of plastic rather than clay. The center of the overtile contains the<br />

solar cells or solar collector modules, concealed beneath a transparent<br />

sheet.<br />

From a certain distance these plastic roof tiles with integrated solar<br />

cells are practically indistinguishable from the traditional ceramic<br />

variety. In Italy they are already proving highly popular. Their<br />

PLEXIGLAS ® covering – chosen because of its exceptional translucence<br />

– is supplied by <strong>Evonik</strong>. This material is also resistant to<br />

ultraviolet (UV) radiation and does not yellow with age. To ensure<br />

the dark-colored solar cells remain as inconspicuous as pos sible, the<br />

PLEXIGLAS ® covering also features a fine pattern of lines within it<br />

PLEXIGLAS ® covering<br />

26 elements27 EVONIK SCIENCE NEWSLETTER


The solar tile was invented by Roberto Corvaglia and Sante<br />

Bortoletto at REM. Bortoletto explains the principle behind it: “Two<br />

factors are essential for optimal energy generation – powerful solar<br />

cells and a cover panel with high transmission.” Light transmission<br />

was the decision criterion for the inventors when they chose the<br />

material: “We use PLEXIGLAS ® for the panel because it transmits<br />

over 90 percent of light, much more than other plastics. These are not<br />

as UV-resistant either, and turn yellow in the course of time,” says<br />

Corvaglia.<br />

Corvaglia and Bortoletto used a trick to prevent the dark solar<br />

cells from being visible through the transparent panel. “We added a<br />

fine texture to the inside of the sheets. They still let in sunlight but<br />

obstruct the view from outside,” Corvaglia explains. From a distance,<br />

the high-tech version looks no different from traditional tiles. But the<br />

sheet has to do more than look good; it has to be tough, too. “Not<br />

even hailstones are a problem, because PLEXIGLAS ® can stand up to<br />

those as well,” says Bortoletto.<br />

+++ RohMax acquires DOS oil additives business in Russia<br />

<strong>Evonik</strong> RohMax Additves GmbH signed agreements to acquire the oil<br />

additives business of the Russian methacrylate producer DOS. Under<br />

the agreements, RohMax acquires their customer base, intellectual<br />

property, and polymerization kettles. A newly formed production<br />

com pany – OOO PRISADKI – will produce PAMA-based oil addi -<br />

tives under a tolling agreement for OOO <strong>Evonik</strong> Chimia under the<br />

trademark DEPRAMAX and in accordance with former DOS speci -<br />

fications. This acquisition will enable RohMax to expand its customer<br />

base in Russia and offer locally sourced standard products as well<br />

as its range of high-performance VISCOPLEX ® additives which<br />

will continue to be produced at the company’s existing plants.<br />

VISCOPLEX ® additives form a key component in finished lubricants<br />

used in automotive and other industrial applications, and help im -<br />

prove performance and fuel efficiency.<br />

Norbert Westerholt, Managing Director of <strong>Evonik</strong> RohMax<br />

Ad ditives GmbH, stated: “This deal underlines our ongoing commitment<br />

to and our belief in a growing Russian lubricants market. It will<br />

allow us to establish ourselves as a local supplier, helping us to further<br />

improve collaboration with customers and industry partners through<br />

increased responsiveness and supply security, aided by an optimized<br />

distribution network”.<br />

Waldemar Bartoschik, Vice President, global customer relations<br />

for RohMax, added: “Our immediate task is to ensure a smooth continuity<br />

of supply to our new and existing customers and to bring our<br />

international expertise to the local market to help meet the increasing<br />

challenges of this industry sector which we expect to return to rapid<br />

growth after the current economic slow-down”.<br />

VISCOPLEX ® additives<br />

from RohMax are<br />

key components in<br />

ready-made lubricants<br />

news<br />

Easy installation<br />

The panel receives additional stability through a cross strut, which<br />

means the tiles can be walked over without any problem for easier<br />

installation. Roofers are grateful for another feature of this technol -<br />

ogy too: The simple clip-on connection means the solar tiles can be<br />

installed without help from electricians. For especially fast roofing,<br />

the solar tiles are also available as prefabricated roof modules with an<br />

insulating layer and supporting surface. Nevertheless, each tile<br />

functions separately. If one fails, all the others continue to produce<br />

electricity – unlike conventional solar panels, where damage leads to<br />

total failure.<br />

TechTiles are not just for the sun-drenched Mediterranean, they<br />

are also of interest for Northern Europe too. But the shape needs to be<br />

different. In Germany, the plane tile (“beaver-tail”) is widespread.<br />

“We are already planning to produce different shapes for use north of<br />

the Alps,” says Corvaglia. In the near future, the solar tile may also transform<br />

historical roofs in Northern Europe into miniature power plants.<br />

elements27 EVONIK SCIENCE NEWSLETTER 27


SILP CATALYSTS<br />

Heterogenization of Homogeneous<br />

DR. RENAT KADYROV, DR. DORIT WOLF<br />

Homogeneous catalysts work extremely selectively. In industrial processes, they<br />

often cannot exploit this advantage over heterogeneous catalysts. Compared<br />

to heterogeneous catalysts, separating the usually expensive homogeneous catalyst<br />

from the product and recovering it is a rather complicated and costly process.<br />

A project sponsored by the German Federal Ministry of Education and Research<br />

(BMBF) shows how this problem could be bypassed in the future: the innovative<br />

SILP catalyst system, which combines the advantages of homogeneous and heterogeneous<br />

catalysts. <strong>Evonik</strong> scientists, who developed custom-tailored ligands for<br />

SILP, also played a role in this achievement.<br />

The requirements for industrial catalysts are highly di -<br />

verse and exacting. They must be extremely active,<br />

accelerate certain chemical reactions through high<br />

selectivity, and be long-lasting and inexpensive. New<br />

catalysts must also help save energy and streamline processes.<br />

With heterogeneous catalysis, the catalyst and starting substances<br />

of the chemical reaction are present in different phases.<br />

A well-known example of such a process is the synthesis of am -<br />

mo nia from hydrogen and nitrogen by the Haber-Bosch process,<br />

in which iron catalysts are used. The reaction takes place at the<br />

active centers of the solid catalyst surface, where the gaseous<br />

starting substances flow through the catalytically active solid in<br />

special catalytic furnaces and the product leaves the reactor<br />

with the gas stream. Because the catalyst is in a phase different<br />

from that of the starting substances and the product, no additional<br />

process step is necessary to separate the catalyst.<br />

In homogeneous catalysis, all reaction constituents are pres -<br />

ent in the same phase, which is normally organic. A good ex -<br />

ample is the hydrogenation of olefinic double bonds using the<br />

Wilkinson complex. The catalysts used in this reaction are transitional<br />

metal complexes, in which a central transitional metal is<br />

surrounded by organic ligands. These define the molecular<br />

environment of the catalyst and thus control the selectivity of<br />

the catalyzed reaction. This is an advantage: Because the catalyst<br />

molecule is dissolved in the same phase as the reactants, it is<br />

accessible from all sides, unlike a heterogeneous catalyst on a<br />

solid substrate, for example. The disadvantage is that at the end<br />

of the reaction, the homogeneous catalyst remains in the co l -<br />

umn sump or in the mother liquor after the product is distilled or<br />

crystallized, and in most cases the recovery process is too timeconsuming.<br />

This means that, as a rule, a costly homogeneous<br />

catalyst is lost at the end of the process and must be replaced.<br />

This is why the overwhelming number of homogeneously<br />

catalyzed industrial reactions include a cost-effective concept<br />

for separating and recovering the homogeneous catalysts. If<br />

such a concept is not in place, homogeneous catalysts often fail to<br />

be implemented on the commercial scale because the process es<br />

that use these catalysts are prohibitively expensive. The ex cep -<br />

tions are processes used to manufacture products with extremely<br />

high added value, such as certain fine chemicals for the pharmaceutical<br />

industry.<br />

Two in one<br />

There are ways of immobilizing homogeneous catalysts to combine<br />

the strengths of homogeneous and heterogeneous catalysts.<br />

The first concepts were based on binding the catalyst to a<br />

heterogeneous phase using a molecule chain. This approach,<br />

however, requires additional synthetic steps that increase the<br />

cost of the catalyst. Both the activity and selectivity also suffer<br />

under this method – and frequently, the activity is lost entirely.<br />

There is still no satisfactory universally applicable concept,<br />

therefore, for immobilizing and heterogenizing homogeneous<br />

catalysts – a situation that also hounds the catalyst researchers<br />

at <strong>Evonik</strong>, who are testing different ways of making the advantages<br />

of homogeneous catalysts more widely accessible. For<br />

example, homogeneous catalysts are anchored to nanoparticles,<br />

whose function and size make them easier to separate from<br />

the reaction solution than non-anchored homogeneous catalysts.<br />

<strong>Evonik</strong>’s scientists have sounded out another approach as<br />

part of a BMBF project: the highly promising SILP technology<br />

developed by Prof. Peter Wasserscheid and colleagues at the<br />

University of Erlangen.<br />

SILP or: using ionic liquids to fix<br />

homogeneous catalysts on substrates<br />

SILP stands for Supported Ionic Liquid Phase. Here, the homogeneous<br />

catalyst is dissolved in an ionic liquid, which forms a<br />

thin film on the surface of substrate particles. The substrate<br />

material consists of porous oxidic substances such as zinc, alu-<br />

minum, or silicon oxide, and has an extremely high specific surface<br />

(Fig. 1).<br />

>>><br />

28 elements27 EVONIK SCIENCE NEWSLETTER


Catalysts<br />

Firgure 1<br />

With SILP technology,<br />

the homogeneous catalyst<br />

is dissolved in an<br />

ionic liquid, which forms<br />

a thin film on the surface<br />

of a porous substrate<br />

SILP catalyst particle<br />

elements27 EVONIK SCIENCE NEWSLETTER<br />

Porous network<br />

Substrate<br />

Product<br />

+ –<br />

CATALYTIC PROCESSES<br />

Ionic liquid film<br />

+ –<br />

O<br />

R<br />

X<br />

H<br />

Ru +<br />

H<br />

P<br />

P<br />

RI + –<br />

+ –<br />

High-throughput<br />

testing of ligands for<br />

SILP systems<br />

+ –<br />

* X<br />

O<br />

R<br />

R I<br />

H<br />

Ru +<br />

H<br />

P<br />

P<br />

+ –<br />

*<br />

29


Figure 2<br />

Ligand structures developed in the project<br />

Figure 3<br />

Results of the ligand screenings for the asymmetrical conversion of various substrates.<br />

The table shows the yield, as well as the purity of the enantiomers apart from the ligand;<br />

the larger the symbol, the higher the purity<br />

Metal precursor<br />

Metal precursor<br />

P PR2<br />

R<br />

P P<br />

S<br />

R<br />

Figure 4<br />

With the ligands developed by <strong>Evonik</strong>, the working group of Prof. Wasserscheid at the<br />

University of Erlangen was able to achieve the model reaction, asymmetrical hydrogenation<br />

of an ß-ketoester, as a continuous gas-phase reaction in a fluidized-bed reactor<br />

O<br />

O<br />

Methylacetoacetate<br />

30 elements27 EVONIK SCIENCE NEWSLETTER<br />

O<br />

Ligand type<br />

H2<br />

Catalyst<br />

OH<br />

O<br />

*<br />

O<br />

Methyl-(R,S)-3-hydroxybutyrate<br />

ee/% (Symbol size) Yield/% (Symbol size)


Ionic liquids are salt melts with a low melting point, which is<br />

normally below room temperature. Because of their saltiness,<br />

they have low volatility. Since the cationic and anionic components<br />

can be greatly varied, developers can selectively influ -<br />

ence the properties of an ionic liquid, such as solubility and<br />

mixing behavior, viscosity, surface tension, nucleophilicity, and<br />

stability. This allows the ionic liquid to be designed in such a way<br />

that it optimally supports the selectivity of the catalyst ligand.<br />

Because homogeneous catalysts also have an ionic structure,<br />

they remain dissolved in the ionic liquid. This permanently<br />

immobilizes and, therefore, heterogenizes the homogeneous<br />

catalyst in the thin film on the substrate. In principle, this is a<br />

fixed solution that keeps the catalyst from being washed away.<br />

The substrate that is normally directed to the reactor dis -<br />

solved in an unpolar phase – such as in the gas phase or in supercritical<br />

carbon dioxide – is also distributed in the polar phase on<br />

contact with the ionic liquid film. The partition equilibrium of<br />

the substrate between the unpolar and polar phase develops<br />

quickly because of the very large surface of the ionic liquid film.<br />

In the polar phase, the catalyst converts the substrate into the<br />

product. Like the substrate, the product distributes itself be -<br />

tween the two phases and is then transported out of the unpolar<br />

phase of the gas stream. In this way, the product avoids the reaction<br />

equilibrium in the polar catalyst phase so that the chemical<br />

equilibrium is shifted to the benefit of the product.<br />

Successfully tested in continuous<br />

asymmetrical hydrogenation of ketones<br />

The purpose of the BMBF project, which started in August 2006<br />

and ends in July 2009, is to evaluate the technical potential of<br />

SILP catalysis for such processes as the asymmetrical hydrogenation<br />

of ketones. To this end, <strong>Evonik</strong>’s Catalysis Business Line<br />

developed a new class of chiral ligands (Fig. 2) and synthesized a<br />

library of various representatives of this class. The efficiency of<br />

these ligands was tested in the different homogeneously cat -<br />

a lyzed asymmetrical conversions. Later, the results served as<br />

reference for assessment of the SILP systems.<br />

Colleagues from <strong>Evonik</strong>’s Exclusive Synthesis Business Line<br />

tested the new ligands in asymmetrical hydrogenations of<br />

technically relevant substrates. To identify the optimal catalyst<br />

compositions, high-throughput testing equipment carried out<br />

thousands of tests in a short period.<br />

As a result of development and testing (Fig. 3), <strong>Evonik</strong> was<br />

able to achieve newly optimized ligands, as components of SILP<br />

systems, that demonstrated the required selectivity in the<br />

model reaction – the asymmetrical hydrogenation of a ß-keto -<br />

ester.<br />

CATALYTIC PROCESSES<br />

This set the stage for the second part of the project – the<br />

technical evaluation. Because asymmetrical hydrogenation is<br />

supposed to occur as a gas-phase reaction, the Wasserscheid<br />

working group at the University of Erlangen built a pilot plant<br />

for continuous implementation in a fluidized-bed reactor. With<br />

the help of this reactor, researchers optimized production<br />

management and determined the kinetic parameters.<br />

The results are encouraging. Asymmetrical hydrogenation<br />

of a ß-ketoester as a continuous gas-phase reaction in a fluid -<br />

ized-bed reactor (Fig. 4) has shown that SILP technology has<br />

enormous potential for technically relevant reactions. Precise<br />

coordination of ligands and ionic liquid is crucial to the success<br />

of an SILP catalyst.<br />

With SILP technology, heterogenized homogeneous catalysts<br />

for industrial processes are now within reach for the first<br />

time. The task of future research projects will be to study the<br />

long-term behavior of SILP catalysts and further improve the<br />

stability of corresponding catalyst systems to achieve the longest<br />

possible dwell times. Development of platform systems that<br />

could be used for such applications as the production of smallvolume<br />

fine chemicals is also conceivable. ●<br />

PD DR. DORIT WOLF<br />

Born in 1964<br />

Wolf has been R&D group leader in<br />

the Catalysts Business Line of the Health<br />

& Nutrition Business Unit of <strong>Evonik</strong><br />

<strong>Industries</strong> in Hanau-Wolfgang since<br />

2004. She studied chemistry at the<br />

University of Leipzig, where she earned<br />

her doctorate in 1991. In 1997, Wolf<br />

qualified as a university lecturer in chem -<br />

ical technology at the Chair for Chemical<br />

Technology at Ruhr University in Bochum.<br />

She subsequently accepted a position as director of the Reaction Tech -<br />

nology Working Group at the Institute for Applied Chemistry Berlin-<br />

Adlershof. In 2001 she moved to <strong>Evonik</strong> to direct the Heterogeneous<br />

Catalysis Group in the Catalysis Project House.<br />

+49 6181 59-8746, dorit.wolf@evonik.com<br />

DR. RENAT KADYROV<br />

Born in 1956<br />

Renat Kadyrov works in synthesis plann -<br />

ing, up-scaling and production of homogeneous<br />

catalysts in <strong>Evonik</strong>’s Catalysts<br />

Business Line. He studied chemistry at<br />

Kazan State University, in the capital of<br />

the Russian Republic of Tatarstan, where<br />

he earned his PhD in the working group<br />

of Prof. Boris A. Arbuzov in 1984. Over<br />

the next ten years he worked at Kazan<br />

State University in the areas of phospho -<br />

organic chemistry, conformation analysis and organometallic chem -<br />

istry, and spent several semesters studying at the Universities of Halle<br />

(Saale), Rostock and Greifswald. In 1994 he moved to the University<br />

of Rostock, where he first worked in the asymmetrical catalysis research<br />

group at the Max-Planck-Gesellschaft, and then in the Institute for<br />

Organic Catalysis. He took a position with Aventis R&T in 1999, and<br />

has been an employee of <strong>Evonik</strong> since 2001.<br />

+49 6181 59-8710, renat.kadyrov@evonik.com<br />

elements27 EVONIK SCIENCE NEWSLETTER 31


JUNE 09<br />

09.01.–10.01.2008<br />

06/07–06/09/2009<br />

6th European<br />

12.04.–18.04.2008<br />

03.06.–05.06.2008<br />

International Motor Biofuels Symposium Forum<br />

ROTTERDAM, EUCHEM American on Frontiers Coatings Conference NIEDERLANDE<br />

in Polymer Show on Science<br />

www.biofuels2008.eu<br />

Stereochemistry<br />

CHARLOTTE, MAINZ (GERMANY) NORTH CAROLINA, USA<br />

BÜRGENSTOCK, www.american-coatings-show.com/<br />

www.frontiersinpolymerscience.com<br />

SCHWEIZ<br />

www.stereochemistrybuergenstock.ch/<br />

JULY 09<br />

07/05– 07/09/2009<br />

13th IUPAC Conference on Polymers<br />

and Organic Chemistry (POC ’09)<br />

MONTREAL (CANADA)<br />

www.poc09.com<br />

AUGUST 09<br />

08/02– 08/07/2009<br />

18th International Symposium<br />

on Olefin Metathesis and<br />

Related Chemistry (ISOM XVIII)<br />

LEIPZIG (GERMANY)<br />

www.isom18.com<br />

SEPTEMBER 09<br />

09/02– 09/05/2009<br />

3rd European Conference<br />

on Chemistry for Life Science<br />

FRANKFURT (GERMANY)<br />

www.gdch.de/3eccls<br />

<strong>Evonik</strong> <strong>Industries</strong> AG<br />

Rellinghauser Straße 1–11<br />

45128 Essen<br />

Germany<br />

www.evonik.com<br />

17.02.–19.02.2008<br />

16.12.–21.12.2007<br />

06/07–06/12/2009<br />

Industrielle Nutzung<br />

18.05.–21.05.2008<br />

20.07.–24.07.2008<br />

International 34th nachwachsender Photovoltaic Symposium<br />

Rohstoffe Specialists on<br />

Catalysis Rolduc 48th Symposium & Fine Chemicals<br />

FRANKFURT<br />

Conference on Polymer Colloids<br />

SINGAPUR Polymer PRAG, events.dechema.de/Tagungen/<br />

PHILADELPHIA TSCHECHIEN Meeting (PENNSYLVANIA, 2008 USA)<br />

www.cfc2007.org/index.html<br />

KERKRADE, www.imc.cas.cz/sympo/48micros/<br />

Industrielle+Nutzung+nachwachsender+<br />

www.34pvsc.org<br />

NIEDERLANDE<br />

www.rolducpolmeeting.org<br />

Rohstoffe+_+Chemie_+Biotechnologie_<br />

+Verfahrenstechnik.html<br />

07/05–07/09/2009<br />

Biotrans 2009<br />

BERN (SWITZERLAND)<br />

www.biotrans2009.org<br />

08/02– 08/07/2009<br />

42nd IUPAC Congress<br />

Chemistry Solutions<br />

GLASGOW (UNITED KINGDOM)<br />

www.IUPAC2009.org<br />

09/23– 09/25/2009<br />

GDCh Jahrestagung<br />

Fachgruppe Lackchemie<br />

ÜBERLINGEN (GERMANY)<br />

www.gdch.de/vas/tagungen/<br />

tg/5355.htm<br />

21.02.–22.02.2008<br />

27.02.–29.02.2008<br />

06/14–06/17/2009<br />

2nd International Symposium<br />

06/22–06/25/2009<br />

41. Jahrestreffen<br />

28.07.–01.08.2008<br />

on 2nd Biothermodynamics<br />

International Congress<br />

Deutscher 18th EuCheMS Katalytiker Conference<br />

FRANKFURT<br />

on XXII Green IUPAC Process Symposium Engineering on<br />

on WEIMAR Organometallic Chemistry<br />

events.dechema.de/Tagungen/<br />

VENICE Photochemistry (ITALY)<br />

(EuCOMC events.dechema.de/Tagungen/41_<br />

XVIII)<br />

Biothermodynamics+2008.html<br />

GÖTEBORG, www.gpe-epic2009.org<br />

SCHWEDEN<br />

+Jahrestreffen+Deutscher+Katalytiker.<br />

GOTHENBURG (SWEDEN)<br />

photoscience.la.asu.edu/Goteborg2008/ html www.chemsoc.se<br />

07/12–07/16/2009<br />

16th European Symposium<br />

on Organic Chemistry (ESOC 2009)<br />

PRAG (CZECH REPUBLIC)<br />

www.esoc2009.com<br />

Credits<br />

Published by<br />

<strong>Evonik</strong> Degussa GmbH<br />

Innovation Management<br />

Chemicals & Creavis<br />

Rellinghauser Straße 1–11<br />

45128 Essen<br />

Scientific Advisory Board<br />

Dr. Norbert Finke<br />

<strong>Evonik</strong> Degussa GmbH<br />

Innovation Management<br />

Chemicals & Creavis<br />

norbert.finke@evonik.com<br />

Editor in Chief<br />

Dr. Karin Assmann<br />

<strong>Evonik</strong> Services GmbH<br />

Editorial Department<br />

karin.assmann@evonik.com<br />

Contribution Editors<br />

Dr. Angelika Fallert-Müller<br />

Dr. Rolf Froböse<br />

Klaus Jopp<br />

events<br />

07/26–07/30/2009<br />

15th IUPAC Symposium<br />

on Organometallic Chemistry<br />

(OMCOS15)<br />

GLASGOW (UNITED KINGDOM)<br />

www.omcos15.com<br />

Design<br />

Michael Stahl, Munich (Gemany)<br />

Photos<br />

<strong>Evonik</strong> <strong>Industries</strong><br />

Karsten Bootmann<br />

Dieter Debo<br />

Stefan Wildhirt<br />

Sebastian Kaulitz/Fotolia (p. 17 bottom)<br />

Andreas Reimann/Fotolia (p. 22)<br />

Peter Adrian/Fotolia (p. 22)<br />

Printed by<br />

Druck & Verlag Zimmermann GmbH<br />

Unterschleissheim (Munich, Gemany)<br />

Reproduction only with permission<br />

of the editorial office<br />

<strong>Evonik</strong> <strong>Industries</strong> is a worldwide<br />

manufacturer of PMMA products sold<br />

under the PLEXIGLAS ® trademark<br />

on the European, Asian, African, and<br />

Australian continents and under the<br />

ACRYLITE ® trademark in the Americas

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