Elements27 - Evonik Industries
Elements27 - Evonik Industries
Elements27 - Evonik Industries
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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 />
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<strong>Evonik</strong> Degussa GmbH<br />
Innovation Management<br />
Chemicals & Creavis<br />
Rellinghauser Straße 1–11<br />
45128 Essen<br />
Scientific Advisory Board<br />
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<strong>Evonik</strong> Degussa GmbH<br />
Innovation Management<br />
Chemicals & Creavis<br />
norbert.finke@evonik.com<br />
Editor in Chief<br />
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<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 />
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Reproduction only with permission<br />
of the editorial office<br />
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under the PLEXIGLAS ® trademark<br />
on the European, Asian, African, and<br />
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