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Enzymatic synthesis of biobased polyesters utilizing aromatic diols as the rigid component
European Polymer Journal ( IF 6 ) Pub Date : 2020-05-01 , DOI: 10.1016/j.eurpolymj.2020.109680
Alessandro Pellis , Simone Weinberger , Matteo Gigli , Georg M. Guebitz , Thomas J. Farmer

Abstract In the present work, the biocatalyzed synthesis of a series of aromatic-aliphatic polyesters based on the aliphatic diesters dimethyl succinate, dimethyl adipate and dimethyl sebacate and the aromatic diols 2,5-bis(hydroxymethyl)furan, 3,4-bis(hydroxymethyl)furan and 2,6-pyridinedimethanol were investigated. A similar series of polyesters based on the petroleum-based 1,3-benzenedimethanol, 1,4-benzenedimethanol and 1,4-benzenediethanol were also synthesized for comparison. Data show that the enzymatic syntheses were successful starting from all diols, with the obtained polymers having isolated yields between 67 and over 90%, number average molecular weights between 3000 Da and 5000 Da and degree of polymerization (DP) of 6–18 (based on the used aliphatic diesters and aromatic diols) when polymerized in diphenyl ether as solvent. Only using 3,4-bis(hydroxymethyl)furan as the diol led to shorter oligomers with isolated yields around 50% and DPs of 3–5. DSC and TGA thermal analyses show clear correlation between polymer crystallinity and aliphatic carbon chain length of the diester.

中文翻译:

利用芳族二醇作为刚性组分的生物基聚酯的酶促合成

摘要 在目前的工作中,生物催化合成了一系列基于脂肪族二酯琥珀酸二甲酯、己二酸二甲酯和癸二酸二甲酯和芳香族二醇 2,5-双(羟甲基)呋喃、3,4-双(羟甲基)呋喃和 2,6-吡啶二甲醇进行了研究。还合成了基于石油基 1,3-苯二甲醇、1,4-苯二甲醇和 1,4-苯二乙醇的类似系列聚酯用于比较。数据表明,从所有二醇开始,酶促合成都是成功的,所得聚合物的分离产率在 67% 到 90% 以上,数均分子量在 3000 Da 到 5000 Da 之间,聚合度 (DP) 为 6-18(基于使用的脂肪族二酯和芳香族二醇)在作为溶剂的二苯醚中聚合时。仅使用 3,4-双(羟甲基)呋喃作为二醇导致较短的低聚物,分离产率约为 50%,DP 为 3-5。DSC 和 TGA 热分析表明聚合物结晶度与二酯的脂肪族碳链长度之间存在明显的相关性。
更新日期:2020-05-01
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