CAS OpenIR
Transesterification of Isosorbide with Dimethyl Carbonate Catalyzed by Task-Specific Ionic Liquids
Qian, Wei1,2; Tan, Xin1,2; Su, Qian1; Cheng, Weiguo1; Xu, Fei1; Dong, Li1; Zhang, Suojiang1
2019-03-21
Source PublicationCHEMSUSCHEM
ISSN1864-5631
Volume12Issue:6Pages:1169-1178
AbstractGreen 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.
Keyworddicarboxymethyl isosorbide dimethyl carbonate ionic liquids isosorbide polymers
DOI10.1002/cssc.201802572
Language英语
WOS KeywordCO2 CAPTURE ; BISPHENOL-A ; POLYCARBONATES ; EFFICIENT ; POLYURETHANES ; CHEMISTRY ; POLYMERS ; SOLVENTS ; DIOXIDE ; SULFATE
Funding ProjectNational 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 Research AreaChemistry ; Science & Technology - Other Topics
WOS SubjectChemistry, Multidisciplinary ; Green & Sustainable Science & Technology
Funding OrganizationNational Natural Science Foundation of China ; Transformational Technologies for Clean Energy and Demonstration, Strategic Priority Research Program of the Chinese Academy of Sciences
WOS IDWOS:000461895100008
PublisherWILEY-V C H VERLAG GMBH
Citation statistics
Document Type期刊论文
Identifierhttp://ir.ipe.ac.cn/handle/122111/28279
Collection中国科学院过程工程研究所
Corresponding AuthorCheng, Weiguo; Zhang, Suojiang
Affiliation1.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
Recommended Citation
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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