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Tailoring Molecular Weight of Bioderived Polycarbonates via Bifunctional Ionic Liquids Catalysts under Metal-Free Conditions
Ma, Congkai1,2,3; Xu, Fei1; Cheng, Weiguo1; Tan, Xin1,3; Su, Qian1,3; Zhang, Suojiang1,3
2018-02-01
Source PublicationACS SUSTAINABLE CHEMISTRY & ENGINEERING
ISSN2168-0485
Volume6Issue:2Pages:2684-2693
AbstractSynthesis of bioderived high-molecular-weight polycarbonates over metal-free catalysts is of great importance but also challenging. In this work, a series of 1-butyl-3-methylimidazolium (Bmim) ionic liquids (ILs) were prepared as catalysts for a melt polycondensation reaction of isosorbide and diphenyl carbonate. By modifying the structures of ILs' anions, the number-average molecular weight (M-n) of poly(isosorbide carbonate) (PIC) was effectively tailored. In the presence of a trace amount (0.05 mol % based on isosorbide) of bifunctional [Bmim][CH3CHOHCOO], the synthesized PIC possessed high M-n of 61,700 g/mol and a glass transition temperature of 174 degrees C, both the highest so far to the best of our knowledge. Besides, it was found that the anions with stronger electronegativity and hydrogen bond formation ability were more efficient for the formation of PIC with higher M-n. To modify the flexibility of PIC, poly(aliphatic diol-co-isosorbide carbonate)s with M-n ranging from 34,000 to 75,700 g/mol were also formulated by incorporating with various aliphatic diols. Additionally, based on the experimental results and nuclear magnetic resonance spectroscopy, a possible mechanism of cooperative nucleophilic-electrophilic activation through hydrogen bond formation and electrostatic interactions by the ILs catalyst was proposed.
KeywordBioderived Polycarbonate Bifunctional Ionic Liquids Catalysis Hydrogen Bond
SubtypeArticle
WOS HeadingsScience & Technology ; Physical Sciences ; Technology
DOI10.1021/acssuschemeng.7b04284
Indexed BySCI
Language英语
WOS KeywordALIPHATIC POLYCARBONATES ; MELT POLYCONDENSATION ; DIMETHYL CARBONATE ; CYCLIC CARBONATES ; ETHYLENE-GLYCOL ; ISOSORBIDE ; TRANSESTERIFICATION ; POLYMERIZATION ; POLYESTERS ; SOLVENTS
WOS Research AreaChemistry ; Science & Technology - Other Topics ; Engineering
WOS SubjectChemistry, Multidisciplinary ; GREEN & SUSTAINABLE SCIENCE & TECHNOLOGY ; Engineering, Chemical
Funding OrganizationNational Natural Science Foundation of China(21676274 ; National Key R&D Program of China(2016YFB0600903) ; 21506226)
WOS IDWOS:000424728300126
Citation statistics
Document Type期刊论文
Identifierhttp://ir.ipe.ac.cn/handle/122111/24020
Collection多相复杂系统国家重点实验室
Affiliation1.Chinese Acad Sci, State Key Lab Multiphase Complex Syst, Beijing Key Lab Ion Liquids Clean Proc, Inst Proc Engn,Key Lab Green Proc & Engn, 1 North Second St, Beijing 100190, Peoples R China
2.Univ Chinese Acad Sci, Sino Danish Coll, 380 Huaibeizhuang, Beijing 101408, Peoples R China
3.Univ Chinese Acad Sci, Sch Chem & Chem Engn, 19A Yuquan Rd, Beijing 100049, Peoples R China
Recommended Citation
GB/T 7714
Ma, Congkai,Xu, Fei,Cheng, Weiguo,et al. Tailoring Molecular Weight of Bioderived Polycarbonates via Bifunctional Ionic Liquids Catalysts under Metal-Free Conditions[J]. ACS SUSTAINABLE CHEMISTRY & ENGINEERING,2018,6(2):2684-2693.
APA Ma, Congkai,Xu, Fei,Cheng, Weiguo,Tan, Xin,Su, Qian,&Zhang, Suojiang.(2018).Tailoring Molecular Weight of Bioderived Polycarbonates via Bifunctional Ionic Liquids Catalysts under Metal-Free Conditions.ACS SUSTAINABLE CHEMISTRY & ENGINEERING,6(2),2684-2693.
MLA Ma, Congkai,et al."Tailoring Molecular Weight of Bioderived Polycarbonates via Bifunctional Ionic Liquids Catalysts under Metal-Free Conditions".ACS SUSTAINABLE CHEMISTRY & ENGINEERING 6.2(2018):2684-2693.
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