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Efficient synthesis of bio-derived polycarbonates from dimethyl carbonate and isosorbide: regulatingexo-OH andendo-OH reactivity by ionic liquids
Qian, Wei1,2; Ma, Xifei1,2; Liu, Lei1; Deng, Lili1,2; Su, Qian1; Bai, Ruibing1; Zhang, Zengliang1; Gou, Haibin1,2; Dong, Li1; Cheng, Weiguo1; Xu, Fei1
2020-08-21
Source PublicationGREEN CHEMISTRY
ISSN1463-9262
Volume22Issue:16Pages:5357-5368
AbstractIt is an immense challenge to design catalysts for synthesizing high molecular weight polycarbonates using CO2, CO2-based compounds, or biorenewable chemicals as building blocks. To this end, an eco-compatible approach to synthesizing polycarbonates from biorenewable isosorbide and CO2-derived dimethyl carbonate (DMC) has been exploited: the regulation of poly(isosorbide carbonate) molecular weight can be achieved by modifying the cation structure of ionic liquid (IL) catalysts. The hydrogen bond donating and accepting ability of ILs can be altered by adjusting the cation structure, which successfully leads to the tunability of the intrinsic imbalance reactivity ofexo-OH andendo-OH in isosorbide. Moreover, these ILs exclusively activate the carbonyl carbon of DMC for accelerating the polymerization reaction. These features are appealing superiorities of ILs as compared to catalysts involving metallic elements. The [Emim]Br catalyst remarkably decreased the imbalanced reactivity of -OH groups of isosorbide, and exhibited the highest catalytic activity. With the presence of [Emim]Br, the poly(isosorbide carbonate) (PIC) weight-average molecular weight and glass transition temperature attained were 52 100 g mol(-1)and 156 degrees C, respectively. Additionally, according to experimental results, DFT calculations, andin situ(1)H NMR analysis, a possible polymerization mechanism indicates that bromine-derived ILs participate in nucleophilic-electrophilic dual-activation in catalyzing PIC synthesis. Our work offers a direction to design catalysts for synthesizing PICs with higher molecular weights through an eco-compatible route.
DOI10.1039/d0gc01804j
Language英语
WOS KeywordMOLECULAR-ORBITAL METHODS ; BIODERIVED POLYCARBONATES ; CHEMICAL FIXATION ; BASIS-SET ; CO2 ; CATALYSIS ; DIOXIDE ; WEIGHT ; SALTS ; COPOLYCARBONATES
Funding ProjectNational Key R&D Program of China[2016YFB0600903] ; National Natural Science Foundation of China[21890763] ; National Natural Science Foundation of China[21908226] ; Innovation Academy for Green Manufacture, Chinese Academy of Sciences[IAGM-2019-A01]
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 ; Innovation Academy for Green Manufacture, Chinese Academy of Sciences
WOS IDWOS:000560944400013
PublisherROYAL SOC CHEMISTRY
Citation statistics
Cited Times:2[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://ir.ipe.ac.cn/handle/122111/41754
Collection中国科学院过程工程研究所
Corresponding AuthorCheng, Weiguo
Affiliation1.Chinese Acad Sci, Inst Proc Engn, Innovat Acad Green Manufacture,State Key Lab Mult, Beijing Key Lab Ion Liquids Clean Proc,CAS Key La, Beijing 100190, Peoples R China
2.Univ Chinese Acad Sci, Sch Chem Engn, 19A Yuquan Rd, Beijing 100049, Peoples R China
Recommended Citation
GB/T 7714
Qian, Wei,Ma, Xifei,Liu, Lei,et al. Efficient synthesis of bio-derived polycarbonates from dimethyl carbonate and isosorbide: regulatingexo-OH andendo-OH reactivity by ionic liquids[J]. GREEN CHEMISTRY,2020,22(16):5357-5368.
APA Qian, Wei.,Ma, Xifei.,Liu, Lei.,Deng, Lili.,Su, Qian.,...&Xu, Fei.(2020).Efficient synthesis of bio-derived polycarbonates from dimethyl carbonate and isosorbide: regulatingexo-OH andendo-OH reactivity by ionic liquids.GREEN CHEMISTRY,22(16),5357-5368.
MLA Qian, Wei,et al."Efficient synthesis of bio-derived polycarbonates from dimethyl carbonate and isosorbide: regulatingexo-OH andendo-OH reactivity by ionic liquids".GREEN CHEMISTRY 22.16(2020):5357-5368.
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