Preparation of aliphatic poly(thioester) by the lipase-catalyzed direct polycondensation of 11-mercaptoundecanoic acid

Preparation of aliphatic poly(thioester) by the lipase-catalyzed direct polycondensation of 11-mercaptoundecanoic acid
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DOI:
10.1021/bm050168i
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发表时间:
2005-07-01
期刊:
影响因子:
6.2
通讯作者:
Matsumura, S
Matsumura, S
中科院分区:
化学2区
文献类型:
--
作者:
Kato, M;Toshima, K;Matsumura, S

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采用固定化脂肪酶CA催化巯基脂肪酸直接缩聚制备脂肪族聚硫酯。以市售的11-巯基十一酸为原料,在4A分子筛作为吸水剂的存在下,于110 ℃下用脂肪酶CA进行本体聚合48 h,高产率地制备了分子量为34 000的聚(11-巯基十一酸酯)。聚(11-巯基十一酸酯)的104.5 ℃熔融温度(T-m)比相应的聚氧酯聚(11-羟基十一酸酯)的熔融温度高约20 ℃。聚硫酯易于被脂肪酶转化为相应的环状低聚物,主要由二聚体组成,这些环状低聚物易于通过开环聚合使用脂肪酶作为可持续的化学循环再聚合。
An aliphatic polythioester was enzymatically prepared by the direct polycondensation of mercaptoalkanoic acid using immobilized lipase of Candida antarctica (lipase CA) in bulk. The commercially available 11-mercaptoundecanoic acid was polymerized by lipase CA in bulk in the presence of molecular sieves 4A as a water absorbent at 110 degrees C for 48 h to produce poly(11-mercaptoundecanoate) with an M-w of 34 000 in high yield. The 104.5 degrees C melting temperature (T-m) of poly(11-mercaptoundecanoate) was about 20 degrees C higher than that of the corresponding polyoxyester, poly(11-hydroxyundecanoate). The polythioester was readily transformed by lipase into the corresponding cyclic oligomers mainly consisting of the dimer, which were readily repolymerized by the ring-opening polymerization using lipase as a sustainable chemical recycling.