Synthesis of high molecular weight poly(ricinoleic acid) via direct solution polycondensation in hydrophobic ionic liquids†

Lulu Wang, Hua Yuan, Xiaoli Ma, Zijin Li, Haowei Sun, Xiaoyan Zhang, Xiaoyu Huang, Qiaohong Peng and Yeqiang Tan
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Abstract

Ricinoleic acid, a natural hydroxy fatty acid, is a good candidate for preparing biodegradable polymer elastomers. Herein, high molecular weight poly(ricinoleic acid) (PRA) with a weight average molecular weight up to 122 kDa was successfully synthesized by solution polycondensation of methyl ricinoleate (MR) in hydrophobic ionic liquids, 1-alkyl-3-methylimidazolium bis(trifluoromethanesulfonyl)imide. The influence of monomer concentration, polymerization temperature and time, catalyst and properties of the ionic liquids on the polycondensation was comprehensively studied. Compared with the melt polycondensation, the solution polycondensation of MR in the ionic liquids can achieve much higher molecular weights. The PRA polymerized in ionic liquids shows a 100% cis structure like the natural monomer.

Abstract Image

在疏水性离子液体中通过直接溶液缩聚合成高分子量聚蓖麻油酸
蓖麻油酸是一种天然羟基脂肪酸,是制备可生物降解聚合物弹性体的良好候选材料。在此,通过蓖麻油酸甲酯(MR)在疏水性离子液体、1-烷基-3-甲基咪唑鎓双(三氟甲磺酰)亚胺中的溶液缩聚,成功合成了重量平均分子量高达 122 kDa 的高分子量聚蓖麻油酸(PRA)。全面研究了单体浓度、聚合温度和时间、催化剂以及离子液体性质对缩聚反应的影响。与熔融缩聚相比,MR 在离子液体中的溶液缩聚可以获得更高的分子量。在离子液体中聚合的 PRA 与天然单体一样呈现 100% 顺式结构。
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