Type of Publication: | Journal article |
URI (citable link): | http://nbn-resolving.de/urn:nbn:de:bsz:352-274943 |
Author: | Ortmann, Patrick; Heckler, Ilona; Mecking, Stefan |
Year of publication: | 2014 |
Published in: | Green Chemistry ; 16 (2014), 4. - pp. 1816-1827. - ISSN 1463-9262. - eISSN 1463-9270 |
DOI (citable link): | https://dx.doi.org/10.1039/C3GC42592D |
Summary: |
Long-chain polyacetals and polycarbonates were prepared by polycondensation of α,ω-diols (C18, C19, C23) derived from fatty acids as a renewable feedstock with diethoxymethane and dimethyl carbonate, respectively, in one step. Studies of hydrolytic degradation of the solid polymers show a much higher stability compared to their shorter-chain counterparts. Long-chain polyacetals were found to degrade slowly under acidic conditions, while the long-chain polycarbonates also degraded in a basic environment. To rationalize the impact of acetal and carbonate groups on the thermal and crystalline properties of polyacetals and polycarbonates, additional model polymers with a further reduced and systematically varied functional group density were generated by ADMET copolymerization of the unfunctionalized undeca-1,10-diene with bis(undec-10-en-1-yloxy)methane or di(undec-10-en-1-yl) carbonate, respectively, followed by exhaustive hydrogenation. Long-chain polycarbonates possess polyethylene-like solid state structures. By comparison to polyesters, a given density of carbonate groups in the polymer chain reduces melting and crystallization temperatures significantly more strongly. By contrast, long-chain polyacetals possess more complex non-uniform crystal structures, and only adopt a polyethylene-like structure at very low densities of acetal groups. Also, acetal groups more strongly impact melting and crystallization temperatures vs. carbonates.
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Subject (DDC): | 540 Chemistry |
Link to License: | In Copyright |
Bibliography of Konstanz: | Yes |
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ORTMANN, Patrick, Ilona HECKLER, Stefan MECKING, 2014. Physical properties and hydrolytic degradability of Polyethylene-like polyacetals and polycarbonates. In: Green Chemistry. 16(4), pp. 1816-1827. ISSN 1463-9262. eISSN 1463-9270. Available under: doi: 10.1039/C3GC42592D
@article{Ortmann2014Physi-27494, title={Physical properties and hydrolytic degradability of Polyethylene-like polyacetals and polycarbonates}, year={2014}, doi={10.1039/C3GC42592D}, number={4}, volume={16}, issn={1463-9262}, journal={Green Chemistry}, pages={1816--1827}, author={Ortmann, Patrick and Heckler, Ilona and Mecking, Stefan} }
Ortmann_274943.pdf | 572 |