Chain Multiplication of Fatty Acids to Precise Telechelic Polyethylene


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WITT, Timo, Manuel HÄUSSLER, Stefanie KULPA, Stefan MECKING, 2017. Chain Multiplication of Fatty Acids to Precise Telechelic Polyethylene. In: Angewandte Chemie International Edition. 56(26), pp. 7589-7594. ISSN 1433-7851. eISSN 1521-3773

@article{Witt2017-06-19Chain-39159, title={Chain Multiplication of Fatty Acids to Precise Telechelic Polyethylene}, year={2017}, doi={10.1002/anie.201702796}, number={26}, volume={56}, issn={1433-7851}, journal={Angewandte Chemie International Edition}, pages={7589--7594}, author={Witt, Timo and Häußler, Manuel and Kulpa, Stefanie and Mecking, Stefan} }

Kulpa, Stefanie Mecking, Stefan 2017-06-07T12:08:32Z eng 2017-06-19 Witt, Timo Chain Multiplication of Fatty Acids to Precise Telechelic Polyethylene Starting from common monounsaturated fatty acids, a strategy is revealed that provides ultra-long aliphatic α,ω-difunctional building blocks by a sequence of two scalable catalytic steps that virtually double the chain length of the starting materials. The central double bond of the α,ω-dicarboxylic fatty acid self-metathesis products is shifted selectively to the statistically much-disfavored α,β-position in a catalytic dynamic isomerizing crystallization approach. "Chain doubling" by a subsequent catalytic olefin metathesis step, which overcomes the low reactivity of this substrates by using waste internal olefins as recyclable co-reagents, yields ultra-long-chain α,ω-difunctional building blocks of a precise chain length, as demonstrated up to a C<sub>48</sub> chain. The unique nature of these structures is reflected by unrivaled melting points (T<sub>m</sub> =120 °C) of aliphatic polyesters generated from these telechelic monomers, and by their self-assembly to polyethylene-like single crystals. Kulpa, Stefanie Witt, Timo Häußler, Manuel Mecking, Stefan Häußler, Manuel 2017-06-07T12:08:32Z

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