Concurrent Oxidation of Alcohols and the Passerini Three-Component Polymerization for the Synthesis of Functional Poly(ester amide)s
Concurrent Oxidation of Alcohols and the Passerini Three-Component Polymerization for the Synthesis of Functional Poly(ester amide)s
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DOI：
10.1002/macp.201400264
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发表时间：
2014-11-01
影响因子：
2.5
通讯作者：
Li, Zi-Chen
中科院分区：
文献类型：
--
作者：
Kan, Xiao-Wei;Deng, Xin-Xing;Li, Zi-Chen
报道了一种基于二羧酸、醇和二异氰化物在氧化剂存在下的帕塞里尼三组分反应的新聚合方法。该聚合涉及邻碘苯甲酸（IBX）对醇的同时氧化和帕塞里尼三组分聚合。研究了醇氧化和Passerini反应的动力学，结果表明级联过程可以有效地发生。优化了反应条件，并检查了各种官能醇，以深入了解该方法的适用性。在优化条件的基础上，以1,6-二异氰基己烷、1,6-己二酸、不同官能度醇和碘氧基苯甲酸为原料，一锅法制备了多种官能化聚酯酰胺。在最终的聚(酯酰胺)中引入官能侧基，特别是炔基、烯基和环氧基，为聚合物的进一步改性提供了有效的方法。
A new polymerization method based on the Passerini three-component reaction of a dicarboxylic acid, an alcohol, and a diisocyanide in the presence of an oxidant is reported. This polymerization involves the concurrent oxidation of alcohols by o-iodoxybenzoic acid (IBX) and the Passerini three-component polymerization. The kinetics of the alcohol oxidation and the Passerini reaction are investigated, and the results indicate that the cascade process can occur efficiently. The reaction conditions are optimized, and various functional alcohols are examined to get insight into the applicability of the method. Based on the optimized conditions, a variety of functional poly(ester amide)s are prepared in a one-pot fashion via using 1,6-diisocyanohexane, 1,6-hexanedioic acid, different functional alcohols, and iodoxybenzoic acid. The introduction of functional pendant groups, especially alkynyl, alkenyl and epoxy groups, to the final poly(ester amide) s, provides an efficient way for further modification of the polymers.