Self-Healing and Recyclable Castor Oil-Based Epoxy Vitrimer Based on Dual Dynamic Bonds of Disulfide and Ester Bonds

被引:9
作者
Zhang, Yuehong [1 ,2 ]
Zhang, Shutong [1 ,2 ]
Zhai, Mengjiao [1 ,2 ]
Wei, Bin [1 ,2 ]
Lyu, Bin [1 ,2 ]
Liu, Leipeng [1 ,2 ]
机构
[1] Shaanxi Univ Sci & Technol, Coll Bioresources Chem & Mat Engn, Xian 710021, Peoples R China
[2] Xian Key Lab Green Chem & Funct Mat, Xian 710021, Peoples R China
来源
ACS APPLIED POLYMER MATERIALS | 2024年 / 6卷 / 14期
基金
中国国家自然科学基金;
关键词
castor oil; epoxy; vitrimer; esterbond; disulfide bond; recyclable; UNSATURATED POLYESTERS; RELAXATION; THERMOSET;
D O I
10.1021/acsapm.4c01208
中图分类号
T [工业技术];
学科分类号
08 ;
摘要
In order to develop a more sustainable and environmentally friendly epoxy resin, castor oil (CO)-based epoxy vitrimers based on dynamic ester bonds and disulfide bonds were prepared through epoxy-carboxylic acid, epoxy-amine, and free-radical polymerization reactions using epoxidized methacrylated castor oil as the epoxy prepolymer, glycerol methacrylate as the reactive diluent, and itaconic acid (IA) and 4,4 '-dithiodiphenylamine (AFD) as the curing agents. The curing kinetics, curing degree, mechanical properties, thermal stability, and recycling characteristics of the EMCO-GMA-IA-AFD epoxy vitrimers were investigated. When the molar ratio of IA to AFD was 5:5, the EMCO-GMA-IA-AFD(5:5) vitrimer exhibited a balanced comprehensive performance with a storage modulus of 1715 MPa, a tensile strength of 16.8 MPa, and a T-g of 44.6 degrees C. Meanwhile, the dynamic ester bonds and disulfide bonds within the system endowed the EMCO-GMA-IA-AFD vitrimer with self-healing ability and recyclability; the activation energy of reversible exchange reactions reached 89.29 kJ/mol, and the self-healing efficiency reached 94.6%. In addition, the EMCO-GMA-IA-AFD vitrimer was chemically degradable. Overall, this work provides a promising and feasible route for the preparation of sustainable CO-based epoxy with superior comprehensive properties.
引用
收藏
页码:8399 / 8408
页数:10
相关论文
共 63 条
  • [1] Improving impact, tensile and thermal properties of thermoset unsaturated polyester via mixing with thermoset vinyl ester and methyl methacrylate
    Abral, Hairul
    Fajrul, Rahmat
    Mahardika, Melbi
    Handayani, Dian
    Sugiarti, Eni
    Muslimin, Ahmad Novi
    Rosanti, Santi Dewi
    [J]. POLYMER TESTING, 2020, 81
  • [2] Nanostructured thermosets involving epoxy and poly(ionic liquid)-Containing diblock copolymer
    Adeel, Muhammad
    Zhao, Bingjie
    Mei, Honggang
    Li, Lei
    Zheng, Sixun
    [J]. POLYMER, 2021, 213
  • [3] Chemical recovery of thermosetting unsaturated polyester resins
    An, Wenli
    Wang, Xiong-Lei
    Liu, Xuehui
    Wu, Gang
    Xu, Shimei
    Wang, Yu-Zhong
    [J]. GREEN CHEMISTRY, 2022, 24 (02) : 701 - 712
  • [4] High-Performance Vitrimeric Benzoxazines for Sustainable Advanced Materials: Design, Synthesis, and Applications
    Anagwu, Festus Ifeanyi
    Thakur, Vijay Kumar
    Skordos, Alex A.
    [J]. MACROMOLECULAR MATERIALS AND ENGINEERING, 2023, 308 (04)
  • [5] Aromatic disulfide crosslinks in polymer systems: Self-healing, reprocessability, recyclability and more
    Azcune, Itxaso
    Odriozola, Ibon
    [J]. EUROPEAN POLYMER JOURNAL, 2016, 84 : 147 - 160
  • [6] Malleable and Sustainable Poly(ester amide) Networks Synthesized via Melt Condensation Polymerization
    Chen, Jia-Hui
    Yuan, Wen-Qiang
    Li, Yi-Dong
    Weng, Yun-Xuan
    Zeng, Jian-Bing
    [J]. ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 2019, 7 (18): : 15147 - 15153
  • [7] Self-healing polyurethane coatings based on dynamic chemical bond synergy under conditions of photothermal response
    Chen, Kang
    Zhu, Haoxin
    Zhang, Zhiyi
    Shao, Yingqing
    Yu, Qianhui
    Cao, Xinlei
    Pan, Siyan
    Mu, Xin
    Gao, Zhenhua
    Wang, Di
    Wei, Shuangying
    Han, Shuaiyuan
    [J]. CHEMICAL ENGINEERING JOURNAL, 2023, 474
  • [8] Tung Oil-Based Degradable Vitrimer for Reprocessable and Recyclable Vitrimer-MWCNT Composites with Self-Healing Ability Triggered by Multiple Stimuli
    Chen, Lei
    Li, Zekun
    Ma, Yufeng
    Shang, Qianqian
    Hu, Yun
    Huang, Qin
    Zhang, Meng
    Jia, Puyou
    Zhou, Yonghong
    [J]. ACS APPLIED POLYMER MATERIALS, 2023, 5 (11) : 9203 - 9212
  • [9] Rapid Stress Relaxation and Moderate Temperature of Malleability Enabled by the Synergy of Disulfide Metathesis and Carboxylate Transesterification in Epoxy Vitrimers
    Chen, Mao
    Zhou, Lin
    Wu, Yeping
    Zhao, Xiuli
    Zhang, Yongjun
    [J]. ACS MACRO LETTERS, 2019, 8 (03) : 255 - 260
  • [10] Degradable and recyclable bio-based thermoset epoxy resins
    Chen, Xianchao
    Chen, Sufang
    Xu, Zejun
    Zhang, Junheng
    Miao, Menghe
    Zhang, Daohong
    [J]. GREEN CHEMISTRY, 2020, 22 (13) : 4187 - 4198