Trzaskowski Justyna, Quinzler Dorothee, Bährle Christian, Mecking Stefan
Chair of Chemical Materials Science, Department of Chemistry Universitätsstrasse 10, 78457 Konstanz, Germany.
Macromol Rapid Commun. 2011 Sep 1;32(17):1352-6. doi: 10.1002/marc.201100319. Epub 2011 Jul 13.
Self-metathesis of undecenoic acid with [(PCy3)2Cl2Ru=CHPh] (2), followed by exhaustive hydrogenation yielded pure 1,20-eicosanedioic acid (5) (>99%) free of side-products from isomerization. Polycondensation with eicosane-1,20-diol (6), formed by reduction of the diol, yielded polyester 20,20 (Tm = 108 °C). By comparison, the known ADMET polymerization of undec-10-enyl undec-10-enoate (7), and subsequent exhaustive polymer-analogous hydrogenation yielded a polyester (poly-8) with irregular structure of the ester groups in the polymer chain (-O(C=O)- vs. -C(=O)O-) (Tm = 103 °C). Hydrogenation of secondary dispersions of poly-7 yielded aqueous dispersions of the long-chain aliphatic polyester poly-8.
十一碳烯酸与[(PCy3)2Cl2Ru=CHPh] (2)进行自复分解反应,随后进行彻底氢化,得到了纯净的1,20-二十烷二酸(5)(>99%),没有异构化产生的副产物。与通过二醇还原形成的二十烷-1,20-二醇(6)进行缩聚反应,得到了聚酯20,20(熔点=108 °C)。相比之下,已知的10-十一碳烯酸10-十一碳烯酯(7)的ADMET聚合反应,以及随后进行的彻底的聚合物类似氢化反应,得到了一种聚酯(聚-8),其聚合物链中的酯基结构不规则(-O(C=O)-与-C(=O)O-)(熔点=103 °C)。聚-7的二次分散体氢化得到了长链脂肪族聚酯聚-8的水分散体。