CAS OpenIR
Synthesis of high-molecular weight isosorbide-based polycarbonates through efficient activation of endo-hydroxyl groups by an ionic liquid
Zhang, Zhencai1,2; Xu, Fei2,3; He, Hongyan2; Ding, Weilu2; Fang, Wenjuan2; Sun, Wei2; Li, Zengxi1,2; Zhang, Suojiang1
2019-07-21
Source PublicationGREEN CHEMISTRY
ISSN1463-9262
Volume21Issue:14Pages:3891-3901
AbstractThe utilization of renewable resources and carbon dioxide (CO2) has attracted extensive attention due to global warming and continuously declining petroleum-based resources. Herein, a novel synthetic approach of bio-based polycarbonates using isosorbide (ISB) and diphenyl carbonate (DPC), derived from the renewable resources glucose and CO2, respectively, was proposed, where an ionic liquid (IL) was used as a promising green catalyst; to overcome the poor activity of the endo-hydroxyl group (endo-OH) of ISB and achieve high-molecular weight polycarbonates, a new strategy was revealed that involved the activation of the endo-OH group via a series of efficient tetrabutylphosphonium-based IL catalysts. By designing the structures of cations and anions, most of the endo-OH groups have been activated and incorporated into the polymer chain, and the ratio of endo-OH/exo-OH at the end group of the polymer chain has been decreased to 0.25, which, to the best of our knowledge, is the lowest value reported to date. Among the prepared ILs, tetrabutylphosphonium acetate in a trace amount (1.5 x 10(-6) mol) exhibited highest catalytic performance, and poly(isosorbide carbonates) (PICs) with the molecular weight of up to 66 900 g mol(-1), T-g of 169 degrees C and better thermal stability than conventional polycarbonates were achieved. Mass spectrometry and density functional theory calculations provided a deeper understanding of the underlying cation-anion synergistic catalytic mechanism. Furthermore, copolymerization of ISB, diols and DPC was performed to modify the flexibility of PIC, resulting in copolycarbonates with the high molecular weight of 110 000 using 1,10-decanediol as a copolymer monomer.
DOI10.1039/c9gc01500k
Language英语
WOS KeywordBISPHENOL-A ; ALIPHATIC POLYCARBONATES ; DIPHENYL CARBONATE ; DIOLS ; CO2 ; POLYCONDENSATION ; POLYESTER ; CATALYST ; ACID
Funding ProjectNational Key R&D Program of China[2016YFB0600903] ; National Natural Science Foundation of China[21878316] ; National Natural Science Foundation of China[21890762] ; "Transformational Technologies for Clean Energy and Demonstration", Strategic Priority Research Program of the Chinese Academy of Sciences[XDA21031000]
WOS Research AreaChemistry ; Science & Technology - Other Topics
WOS SubjectChemistry, Multidisciplinary ; Green & Sustainable Science & Technology
Funding OrganizationNational Key R&D Program of China ; National Natural Science Foundation of China ; "Transformational Technologies for Clean Energy and Demonstration", Strategic Priority Research Program of the Chinese Academy of Sciences
WOS IDWOS:000475506200016
PublisherROYAL SOC CHEMISTRY
Citation statistics
Document Type期刊论文
Identifierhttp://ir.ipe.ac.cn/handle/122111/30459
Collection中国科学院过程工程研究所
Corresponding AuthorLi, Zengxi; Zhang, Suojiang
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, Key Lab Green Proc & Engn,Inst Proc Engn, Beijing 100190, Peoples R China
3.Zhongke Langfang Inst Proc Engn, Langfang 065000, Peoples R China
Recommended Citation
GB/T 7714
Zhang, Zhencai,Xu, Fei,He, Hongyan,et al. Synthesis of high-molecular weight isosorbide-based polycarbonates through efficient activation of endo-hydroxyl groups by an ionic liquid[J]. GREEN CHEMISTRY,2019,21(14):3891-3901.
APA Zhang, Zhencai.,Xu, Fei.,He, Hongyan.,Ding, Weilu.,Fang, Wenjuan.,...&Zhang, Suojiang.(2019).Synthesis of high-molecular weight isosorbide-based polycarbonates through efficient activation of endo-hydroxyl groups by an ionic liquid.GREEN CHEMISTRY,21(14),3891-3901.
MLA Zhang, Zhencai,et al."Synthesis of high-molecular weight isosorbide-based polycarbonates through efficient activation of endo-hydroxyl groups by an ionic liquid".GREEN CHEMISTRY 21.14(2019):3891-3901.
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