Epoxy-functionalised 4-vinylguaiacol for the synthesis of bio-based, degradable star polymers via a RAFT/ROCOP strategy

被引:8
|
作者
McGuire, Thomas M. [1 ]
Miyajima, Masato [2 ]
Uchiyama, Mineto [2 ]
Buchard, Antoine [1 ]
Kamigaito, Masami [2 ]
机构
[1] Univ Bath, Ctr Sustainable & Circular Technol, Dept Chem, Bath BA2 7AY, Avon, England
[2] Nagoya Univ, Dept Mol & Macromol Chem, Grad Sch Engn, Nagoya, Aichi 4648603, Japan
基金
英国工程与自然科学研究理事会; 日本学术振兴会;
关键词
RING-OPENING COPOLYMERIZATION; RADICAL POLYMERIZATION; RAFT POLYMERIZATION; EPOXIDES; POLYESTERS; ANHYDRIDE; CATALYSTS; MONOMER; FUTURE;
D O I
10.1039/d0py00878h
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
An epoxy derivative of a naturally occuring vinylphenolic compound, 4-vinylguaiacol (4VGEP), was used for the synthesis of a well-defined (M-w/M-n= 1.08-1.14), bio-based styrene-type polymer. Block copolymers of 4VGEP with styrene and diethylacrylamide were also prepared and used as macro-monomers in metal, and metal-free, ring-opening copolymerisation (ROCOP) withcis-4-cyclohexene-1,2-dicarboxylic anhydride to form ester cross-linked star polymers in high yields (82-90%), with narrow dispersity (M-w/M-n= 1.27-1.40). Finally, the selective degradation of the ester core of the styrene-based star was achieved under acidic conditions.
引用
收藏
页码:5844 / 5850
页数:7
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    Hu, Chengcheng
    Wang, Zhengxiang
    Xia, Zhiqiang
    Li, Rui
    Shi, Shuo
    Xu, Shichao
    Yuan, Liang
    [J]. ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 2023, 11 (30) : 11259 - 11268
  • [2] Synthesis of bio-based modified amphoteric acrylate epoxy emulsion surface sizing agent via RAFT polymerization
    Liu, Jia
    Cai, Zhengchun
    Ji, Yongxin
    [J]. JOURNAL OF APPLIED POLYMER SCIENCE, 2023, 140 (39)
  • [3] Synthesis of Degradable Poly( methyl methacrylate) Star Polymers via RAFT Copolymerization with Cyclic Ketene Acetals
    Kobben, Stephan
    Ethirajan, Anitha
    Junkers, Tanja
    [J]. JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2014, 52 (11) : 1633 - 1641
  • [4] Synthesis and characterization of novel bio-based epoxy polymers derived from natural phenolic compound
    Sudprasert, Pirada
    Kariya, Shotaro
    Ogino, Kenji
    Chirachanchai, Suwabun
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    [J]. JOURNAL OF APPLIED POLYMER SCIENCE, 2023, 140 (09)
  • [5] Synthesis of multifunctional miktoarm star polymers via an RGD peptide-based RAFT agent
    Chen, Chao
    Guo, Xiaofeng
    Du, Jinhong
    Choi, Bonnie
    Tang, Houliang
    Feng, Anchao
    Thang, San H.
    [J]. POLYMER CHEMISTRY, 2019, 10 (02) : 228 - 234
  • [6] Engineered Conductive Green Epoxy Hardener: Star-Shaped Bio-based Core Functionalized with Conjugated Oligoaniline via Microwave Irradiation
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    Nasrin Moini
    Koroush Kabiri
    Farideh Piri
    Arash Jahandideh
    [J]. Journal of Polymers and the Environment, 2023, 31 : 4855 - 4874
  • [7] Engineered Conductive Green Epoxy Hardener: Star-Shaped Bio-based Core Functionalized with Conjugated Oligoaniline via Microwave Irradiation
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    Moini, Nasrin
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    Piri, Farideh
    Jahandideh, Arash
    [J]. JOURNAL OF POLYMERS AND THE ENVIRONMENT, 2023, 31 (11) : 4855 - 4874
  • [8] The synthesis and incorporation of a star-shaped bio-based modifier in the acrylic acid based superabsorbent: a strategy to enhance the absorbency under load
    Dabbaghi, Alaleh
    Jahandideh, Arash
    Kabiri, Kourosh
    Ramazani, Ali
    Zohuriaan-Mehr, Mohammad J.
    [J]. POLYMER-PLASTICS TECHNOLOGY AND MATERIALS, 2019, 58 (15): : 1678 - 1690
  • [9] Green synthesis of palladium nanoparticles via branched polymers: a bio-based nanocomposite for C-C coupling reactions
    Wu, Changyan
    Peng, Xinwen
    Zhong, Linxin
    Li, Xuehui
    Sun, Runcang
    [J]. RSC ADVANCES, 2016, 6 (38) : 32202 - 32211
  • [10] Effect of oleic purity on the chemical structure, thermal and rheological properties of bio-based polymers derived from high oleic cottonseed oil via RAFT polymerization
    Gan, Houlei
    Hutchinson, Sally A.
    Hurren, Christopher
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    Wang, Xungai
    Long, Robert L.
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