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4th EucheMs chemistry congress

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Poster Session 1<br />

s1072<br />

chem. Listy 106, s587–s1425 (2012)<br />

Poster session 1 - organic <strong>chemistry</strong><br />

P - 0 4 2 1<br />

3-PyrAnone dioxACorroLe - An<br />

extrAordinAry trAnSforMAtion<br />

of 21,23-dioxAPorPhyrin<br />

M. PAwLiCKi 1 , d. ByKowSKi 1 , L. SzterenBerG 1 ,<br />

L. LAtoS GrAzynSKi 1<br />

1 University of Wroclaw, Chemistry, Wroclaw, Poland<br />

A ubiquitous nature of furan places this heterocycle in a row<br />

of significant players involved in several widely explored aspects<br />

of current research in the organic <strong>chemistry</strong>, starting from the total<br />

synthesis of natural products ending on formation of extended<br />

π-systems responsible for an optoelectronic behaviour. Within<br />

these paths a reactivity of furan stays in the central point of<br />

investigation as that heterocycle takes a crucial role in the<br />

formation of other systems (oxidative reactions) but also a<br />

cycloaddition observed on a post-synthetic level and widely used<br />

in the total synthesis. Similarly, the reactivity observed with a<br />

support of Al O is an example of derivatization on a surface of<br />

2 3<br />

the solid used in the wide range of environment concerning<br />

reactions.<br />

While comparing the modifiability of furan, a transformation<br />

of such heterocycle with subtly changed electronic structure i.e. as<br />

an integral part of oxaporphyrin(s) stays in opposite side of<br />

mentioned rules as this building block remains unreactive in such<br />

systems as the demands of macrocycle take control over the<br />

subunit independence. Nevertheless an application of alumina to<br />

dioxaporphyrin led to an extraordinary transformations observed<br />

for the first time in the porphyrin-like skeleton. Here we present<br />

an unprecedented example of the Achmatowicz reaction observed<br />

for 21,23-dioxaporphyrin giving a 3-pyranone dioxacorrole<br />

skeleton. The new macrocycle presents features characteristic for<br />

a non aromatic molecule, and formally is a product of addition of<br />

a water molecule followed by a sequence of transformation leading<br />

to formation of presented molecule. The coordination of<br />

palladium(II) forces the formation of an unstable tautomer<br />

obtained by a creation of a palladium(II)-carbon bond within the<br />

coordination cavity. Characteristic features observed for the<br />

macrocycle and its behaviour will be discussed based on the<br />

spectroscopic premises (NMR, UV-Vis) along with a single<br />

crystal analysis.<br />

Keywords: Macrocycles; Oxidation; Porphyrinoids;<br />

4 th <strong>EucheMs</strong> <strong>chemistry</strong> <strong>congress</strong><br />

P - 0 4 2 2<br />

fABriCAtion And ChArACterizAtion of<br />

LLdPe-Modified nAnoSiLiCA/LdPe/LLdPe fiLM:<br />

MiCrowAvABLe PACKAGinG APPLiCAtion<br />

C. PeChyen 1 , S. thAnAKKASArAnee 1 , t. JinKArn 1<br />

1 Kasetsart University, Packaging and Materials Technology,<br />

Bangkok, Thailand<br />

LDPE and LLDPE are popular applied in the flexible food<br />

packaging. Because there are strong, tough, clear, good moisture<br />

barrier and can be sealed with heat. However, they are poor gas<br />

barrier or moisture resistances are not enough to be able to<br />

preserve food. Therefore, the concept of this work was used the<br />

nanosilica applied in preparing LLDPE/nanosilica as a outer layer<br />

film for LLDPE reinforced nanosilica/LDPE/LLDPE multilayer<br />

film for microwavable packaging materials in future work.<br />

Therefore, the objective of this work was to study the optimal<br />

conditions for preparing linear low density polyethylene film<br />

reinforced with uncoated and coated nanosilica and LLDPE<br />

reinforced nanosilica/LDPE/LLDPE multilayer film on<br />

mechanical properties, Thermal properties, barrier properties and<br />

physical properties. The experiment of this work was divided into<br />

4 main steps. First, coating nanosilica with vinyltriethoxysilane<br />

by internal mixer. Preparation of linear low density polyethylene<br />

film reinforced with uncoated and coated nanosilica which<br />

different silica quantities are 1, 3, and 5 phr by blown film<br />

extruder. Preparation of LLDPE/nanosilica as a outer layer film<br />

for LLDPE reinforced nanosilica/LDPE/LLDPE multilayer film<br />

And then the surface morphology of film was examined by SEM<br />

and contact angle of film was measure by optical contact angle<br />

measurement systems. The properties of the film were analyzed;<br />

oxygen permeability by OTR and water vapor permeability by<br />

WVTR. Tensile properties of film were examined by universal<br />

testing machine and thermal properties of film was characterized<br />

by TGA. Results indicated that addition at 1 phr of treated<br />

nanosilica into LLDPE matrix (LLDPE-nano-SiO 1 phr)<br />

2<br />

presented the highest tensile strength, modulus and elongation of<br />

these films. LLDPE treated nano-SiO /LDPE/LLDPE multilayer<br />

2<br />

film presented the lowest of water vapor permeability but<br />

presented the highest of oxygen permeability. However, LLDPE<br />

treated nano-SiO /LDPE/LLDPE multilayer film presented the<br />

2<br />

highest of degradation temperature.<br />

Keywords: LLDPE film; Nanosilica; Vinyltriethoxysilane;<br />

Barrier properties; Mechanical properties;<br />

AUGUst 26–30, 2012, PrAGUE, cZEcH rEPUbLIc

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