Coupling reaction of dimethyl succinate and ethylene carbonate using organotin catalyst

doi:10.11949/j.issn.0438-1157.20160297

Abstract

Abstract:

A simple and ecient route for simultaneously synthesis of poly(ethylene succinate) (PES) and dimethyl carbonate (DMC) from ethylene carbonate (EC) and dimethyl succinate (DMSu) has been demonstrated in the presence of organotin catalyst. The effect of reaction parameters such as catalyst dosage, n(EC)/n(DMSu), reaction time, etc, on synthesis of PES and DMC was investigated. A reaction mechanism has been discussed with organotin catalyst. The results showed that Bu₂SnO exhibited higher activity when the reaction time, catalyst dosage, n(EC)/n(DMSu), reaction temperature were 4 h, 0.75%(mol), 1 and 230℃, respectively in the standard atmosphere pre-polymerization step, and reaction pressure and reaction temperature were ≤ 400 Pa and 210℃, respectively in the vacuum condensation step. The DMC yield was up to 70.08% and the intrinsic viscosity of PES was up to 0.622 dl·g^-1.

Key words: coupling reaction, ethylene carbonate, dimethyl carbonate, catalyst, polymers, organic compounds

摘要：

以含有不同取代基的有机锡化合物为催化剂，通过碳酸乙烯酯（EC）与丁二酸二甲酯（DMSu）耦合法制备了聚丁二酸乙二醇酯（PES）和碳酸二甲酯（DMC），并对PES的结构进行了表征。结果表明，有机锡取代基团的电子效应和空间位阻对其催化性能具有很大影响；取代基的吸电子效应越大、空间位阻越小，有机锡的催化活性越高，但若有机锡中存在B酸中心时则容易引起副反应，导致产物选择性差。综合考虑，Bu₂SnO的催化性能最好，最优反应条件下，DMC的收率可达到70.08%，PES的特性黏数可达到0.622 dl·g^-1。

关键词: 耦合反应, 碳酸乙烯酯, 丁二酸二甲酯, 催化剂, 聚合物, 有机化合物

CLC Number:

O631.5

TANG Wenqiang, LIU Shaoying, BAI Yuansheng, YAO Jie, ZHANG Hua, WANG Gongying. Coupling reaction of dimethyl succinate and ethylene carbonate using organotin catalyst[J]. CIESC Journal, 2016, 67(10): 4187-4195.

唐文强, 刘绍英, 白元盛, 姚洁, 张华, 王公应. 有机锡催化碳酸乙烯酯与丁二酸二甲酯耦合反应[J]. 化工学报, 2016, 67(10): 4187-4195.

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