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High-Performance Recyclable Furan-based Epoxy Resin and Its Carbon Fiber Composites with Dense Hydrogen Bonding

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Abstract

The emerging biomass-based epoxy vitrimers hold great potential to fulfill the requirements for sustainable development of society. Since the existence of dynamic chemical bonds in vitrimers often reduces both the thermal and mechanical properties of epoxy resins, it is challenging to produce recyclable epoxy vitrimers with both excellent mechanical properties and good thermal stability. Herein, a monomer 4-(((5-(hydroxymethyl)furan-2-yl)methylene)amino)phenol (FCN) containing furan ring with potential to form high density of hydrogen bonding among repeating units is designed and copolymerized with glycerol triglycidyl ether to yield epoxy resin (FCN-GTE), which intrinsically has dual hydrogen bond networks, dynamic imine structure and resultant high performance. Importantly, as compared to the BPA-GTE, the FCN-GTE exhibits significantly improved mechanical properties owing to the increased density of hydrogen bond network and physical crosslinking interaction. Furthermore, density functional theory (DFT) calculation and in situ FTIR analysis is conducted to decipher the formation mechanism of hydrogen bond network. In addition, the FCN-GTE possesses superior UV shielding, chemical degradation, and recyclability because of the existence of abundant imine bonds. Notably, the FCN-GTE-based carbon fiber composites could be completely recycled in an amine solution. This study provides a facile strategy for synthesizing recyclable biomass-based high-performance epoxy vitrimers and carbon fiber composites.

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Acknowledgments

This work was financially supported by the National Natural Science Foundation of China (Nos. 51973118, 22175121, 52003160 and 22001175), Key-Area Research and Development Program of Guangdong Province (Nos. 2019B010941001 and 2019B010929002), the Natural Science Foundation of Guangdong Province (No. 2020A1515010644), the Program for Guangdong Introducing Innovative and Entrepreneurial Teams (No. 2019ZT08C642), Shenzhen Science and Technology Program (Nos. JCYJ20220818095810022, JSGGZD20220822 095201003 and JCYJ20210324095412035), the start-up fund of Shenzhen University (No. 000002110820), the Guangdong Natural Science Foundation (Nos. 2022A1515011781 and 2021A1515110086), Science and Technology Innovation Commission of Shenzhen, China (Nos. RCBS202007141149 10141 and JCYJ20210324132816039), the Start-up Grant at Harbin Institute of Technology (Shenzhen), China (Nos. HA45001108 and HA11409049) and Shenzhen Key Laboratory of Advanced Functional Carbon Materials Research and Comprehensive Application (No. ZDSYS20220527171407017).

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Authors and Affiliations

  1. Advanced Materials Research Institute, North China Electric Power University, Beijing, 102206, China

    Chang-Bo Zhao & Zhi-Yong Xue

  2. Institute of Low-Dimensional Materials Genome Initiative, College of Chemistry and Environmental Engineering, Shenzhen University, Shenzhen, 518060, China

    Lu-Kun Feng, Ming-Liang Wang, Cai-Zhen Zhu & Jian Xu

  3. Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu, 610041, China

    Hui Xie

  4. School of Science and Shenzhen Key Laboratory of Flexible Printed Electronics Technology, and Shenzhen Key Laboratory of Advanced Functional Carbon Materials Research and Comprehensive Application, Harbin Institute of Technology, Shenzhen, 518055, China

    Bing Guo

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  1. Chang-Bo Zhao
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Correspondence to Bing Guo, Zhi-Yong Xue or Cai-Zhen Zhu.

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Zhao, CB., Feng, LK., Xie, H. et al. High-Performance Recyclable Furan-based Epoxy Resin and Its Carbon Fiber Composites with Dense Hydrogen Bonding. Chin J Polym Sci 42, 73–86 (2024). https://doi.org/10.1007/s10118-023-3045-9

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  • DOI: https://doi.org/10.1007/s10118-023-3045-9

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