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Transesterification of Isosorbide with Dimethyl Carbonate Catalyzed by Task-Specific Ionic Liquids

文献类型：期刊论文

作者Qian, Wei1,2; Tan, Xin1,2; Su, Qian1; Cheng, Weiguo1; Xu, Fei1; Dong, Li1; Zhang, Suojiang1
刊名CHEMSUSCHEM
出版日期2019-03-21
卷号12期号:6页码:1169-1178
关键词dicarboxymethyl isosorbide dimethyl carbonate ionic liquids isosorbide polymers
ISSN号1864-5631
DOI10.1002/cssc.201802572
英文摘要Green synthesis of high-molecular-weight isosorbide-based polycarbonate (PIC) with excellent properties is a tremendous challenge and is profoundly influenced by the precursor. Herein, an ecofriendly catalyst was employed to obtain the more reactive PIC precursor dicarboxymethyl isosorbide (DC) with 99.0 % selectivity through the transesterification reaction of isosorbide with dimethyl carbonate. This is the indispensable stage of a one-pot green synthesis of PIC, playing a critical role in giving an insight into the polymerization mechanism of polymer synthesis through the melt transesterification reaction. To this end, a series of 4-substituted phenolate ionic liquids (ILs) were developed as a new type of high-efficiency catalyst for this reaction. These homogeneous ILs exhibited outstanding catalytic performances. The DC selectivity increased gradually with decreasing IL basicity; among the ILs studied, trihexyl(tetradecyl)phosphonium 4-iodophenolate ([P-66614][4-I-Phen]) showed the highest catalytic activity. Additionally, according to the experimental results and DFT calculations, a plausible nucleophilic activation mechanism was proposed, which confirmed that the reaction is activated through the formation of H-bonds and electrostatic interactions with the IL catalyst. This strategy of tunable basicity and structure of anions in ILs affords an opportunity to develop other ILs for the transesterification reaction, thereby conveniently providing a variety of polymers through a green synthetic pathway.
WOS关键词CO2 CAPTURE ; BISPHENOL-A ; POLYCARBONATES ; EFFICIENT ; POLYURETHANES ; CHEMISTRY ; POLYMERS ; SOLVENTS ; DIOXIDE ; SULFATE
资助项目National Natural Science Foundation of China[21878316] ; Transformational Technologies for Clean Energy and Demonstration, Strategic Priority Research Program of the Chinese Academy of Sciences[XDA 21030500]
WOS研究方向Chemistry ; Science & Technology - Other Topics
语种英语
WOS记录号WOS:000461895100008
出版者WILEY-V C H VERLAG GMBH
资助机构National Natural Science Foundation of China ; Transformational Technologies for Clean Energy and Demonstration, Strategic Priority Research Program of the Chinese Academy of Sciences
源URL[http://ir.ipe.ac.cn/handle/122111/28279]  
专题中国科学院过程工程研究所
通讯作者Cheng, Weiguo; Zhang, Suojiang
作者单位1.Chinese Acad Sci, Key Lab Green Proc & Engn, State Key Lab Multiphase Complex Syst, Beijing Key Lab Ion Liquids Clean Proc,Inst Proc, Beijing 100190, Peoples R China
2.Univ Chinese Acad Sci, Sch Chem & Chem Engn, 19A Yuquan Rd, Beijing 100049, Peoples R China
推荐引用方式
GB/T 7714		 Qian, Wei,Tan, Xin,Su, Qian,et al. Transesterification of Isosorbide with Dimethyl Carbonate Catalyzed by Task-Specific Ionic Liquids[J]. CHEMSUSCHEM,2019,12(6):1169-1178.
APA Qian, Wei.,Tan, Xin.,Su, Qian.,Cheng, Weiguo.,Xu, Fei.,...&Zhang, Suojiang.(2019).Transesterification of Isosorbide with Dimethyl Carbonate Catalyzed by Task-Specific Ionic Liquids.CHEMSUSCHEM,12(6),1169-1178.
MLA Qian, Wei,et al."Transesterification of Isosorbide with Dimethyl Carbonate Catalyzed by Task-Specific Ionic Liquids".CHEMSUSCHEM 12.6(2019):1169-1178.

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来源：过程工程研究所

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