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A non-phosgene process for bioderived polycarbonate with high molecular weight and advanced property profile synthesized using amino acid ionic liquids as catalysts
Zhang, Zhencai1,2; Xu, Fei2,3; Zhang, Yaqin2; Li, Chenhao2; He, Hongyan2,3; Yang, Zifeng2; Li, Zengxi1,2
2020-04-21
Source PublicationGREEN CHEMISTRY
ISSN1463-9262
Volume22Issue:8Pages:2534-2542
Abstract

The conversion of biomass and carbon dioxide to plastics is one of the key solutions to reduce the greenhouse effect and alleviate the petroleum resource depletion. However, there is still a lack of bioderived polymers with high molecular weights and excellent performance and their corresponding green synthesis processes, which limits the potential of bioderived polymers to replace petroleum-based polymers. In this study, an eco-friendly synthetic process for bioderived polycarbonate, catalyzed by amino acid ionic liquids, was developed by utilizing isosorbide (ISO) and diphenyl carbonate (DPC) as reactants, derived from a renewable resource and carbon dioxide, respectively. By using 1-ethyl-3-methylimidazole lysine ([Emim][Lys]) as a catalyst, poly(isosorbide carbonate) (PIC) with the weight average molecular weight of 150 000, the highest reported so far to the best of our knowledge, was synthesized, and the T-g of PIC was up to 174 degrees C. The reaction mechanism was investigated using nuclear magnetic resonance (NMR) spectroscopy, matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-ToF MS), and density functional theory (DFT) calculation. The remarkable catalytic performance was attributed to the fact that [Emim][Lys] could effectively activate the hydroxyl group of ISO and carbonyl group of DPC, and inhibit the formation of cyclic intermediates. Moreover, to overcome the brittleness of PIC, 1,4-butanediol (BD) and 1,4-cyclohexanedimethanol (CHDM) were introduced into PIC, and the copolycarbonate showed excellent Young's modulus, ultimate tensile strength, and elongation at break, which were 979 MPa, 57 MPa, and 145%, respectively, and were comparable to the commercial petroleum-based polycarbonates. Such a process provides further industrial prospects for the next generation of bioderived polycarbonate.

DOI10.1039/d0gc00265h
Language英语
WOS KeywordIsosorbide-based Polycarbonates ; Bisphenol-a ; Biodiesel Production ; Oxide ; Polycondensation ; Polymerization ; Terpolyester ; Carbonate ; Diols
Funding ProjectNational Natural Science Foundation of China[21878316] ; Strategic Foundation of Chinese Academy of Sciences[Y941081135]
WOS Research AreaChemistry ; Science & Technology - Other Topics
WOS SubjectChemistry, Multidisciplinary ; Green & Sustainable Science & Technology
Funding OrganizationNational Natural Science Foundation of China ; Strategic Foundation of Chinese Academy of Sciences
WOS IDWOS:000530725600020
PublisherROYAL SOC CHEMISTRY
Citation statistics
Document Type期刊论文
Identifierhttp://ir.ipe.ac.cn/handle/122111/40502
Collection中国科学院过程工程研究所
Corresponding AuthorXu, Fei; Li, Zengxi
Affiliation1.Univ Chinese Acad Sci, Sch Chem Engn, Beijing 100049, Peoples R China
2.Chinese Acad Sci, Beijing Key Lab Ion Liquids Clean Proc, State Key Lab Multiphase Complex Syst, CAS Key Lab Green Proc & Engn,Inst Proc Engn, Beijing 100190, Peoples R China
3.Dalian Natl Lab Clean Energy, Dalian 116023, Peoples R China
Recommended Citation
GB/T 7714
Zhang, Zhencai,Xu, Fei,Zhang, Yaqin,et al. A non-phosgene process for bioderived polycarbonate with high molecular weight and advanced property profile synthesized using amino acid ionic liquids as catalysts[J]. GREEN CHEMISTRY,2020,22(8):2534-2542.
APA Zhang, Zhencai.,Xu, Fei.,Zhang, Yaqin.,Li, Chenhao.,He, Hongyan.,...&Li, Zengxi.(2020).A non-phosgene process for bioderived polycarbonate with high molecular weight and advanced property profile synthesized using amino acid ionic liquids as catalysts.GREEN CHEMISTRY,22(8),2534-2542.
MLA Zhang, Zhencai,et al."A non-phosgene process for bioderived polycarbonate with high molecular weight and advanced property profile synthesized using amino acid ionic liquids as catalysts".GREEN CHEMISTRY 22.8(2020):2534-2542.
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