Synthesis and Performance Evaluation of Degradable Sorbitol-derived Epoxy Resins

He-Chen Liu; Xiang-Qing Li; Xin-Xin Zhou; Huai-Qing Tian

doi:10.1007/s10118-025-3417-4

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Synthesis and Performance Evaluation of Degradable Sorbitol-derived Epoxy Resins

RESEARCH ARTICLE | Updated：2025-10-30

- Synthesis and Performance Evaluation of Degradable Sorbitol-derived Epoxy Resins
- Chinese Journal of Polymer Science Vol. 43, Issue 11, Pages: 2073-2082(2025)
- Affiliations：
  
  Hebei Key Laboratory of Green and Efficient New Electrical Materials and Equipment, North China Electric Power University, Baoding 071003, China
- Author bio：
  
  15274692771@163.com
- Funds：
- DOI：10.1007/s10118-025-3417-4
  CLC：
- Received：06 June 2025，
  
  Accepted：25 July 2025，
  
  Online First：16 October 2025，
  
  Published：05 November 2025
- Accepted：
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Liu, H. C.; Li, X. Q.; Zhou, X. X.; Tian, H. Q. Synthesis and performance evaluation of degradable sorbitol-derived epoxy resins. Chinese J. Polym. Sci. 2025, 43, 2073–2082

He-Chen Liu, Xiang-Qing Li, Xin-Xin Zhou, et al. Synthesis and Performance Evaluation of Degradable Sorbitol-derived Epoxy Resins[J]. Chinese Journal of Polymer Science, 2025, 43(11): 2073-2082.
Liu, H. C.; Li, X. Q.; Zhou, X. X.; Tian, H. Q. Synthesis and performance evaluation of degradable sorbitol-derived epoxy resins. Chinese J. Polym. Sci. 2025, 43, 2073–2082 DOI： 10.1007/s10118-025-3417-4.

He-Chen Liu, Xiang-Qing Li, Xin-Xin Zhou, et al. Synthesis and Performance Evaluation of Degradable Sorbitol-derived Epoxy Resins[J]. Chinese Journal of Polymer Science, 2025, 43(11): 2073-2082. DOI： 10.1007/s10118-025-3417-4.

摘要

This paper is based on the construction of a resin cross-linking network using dynamic ester bonds

employing bio-based sorbitol glycidyl ether as the resin matrix. The effects of different catalysts on the performance of the resin were systematically investigated. And the resins produced can be degraded in benzyl alcohol

demonstrating excellent degradability.

Abstract

The introduction of dynamic covalent bonds into the structure of epoxy resins can improve the degradation performance of the materials. But to a certain extent

it will affect the insulating properties of the resin

and how to balance the insulating properties and degradation performance has become an urgent problem. In this paper

the effects of different catalysts on the thermal-force-electrical properties of sorbitol-based resins were systematically investigated based on the dynamic ester bonding to construct the resin crosslinking network

and the biobased sorbitol glycidyl ether was used as the resin matrix. The experiments show that the resin system catalyzed by triethanolamine (TEOA) exhibits excellent comprehensive performance

which combines good thermal stability and mechanical properties with excellent electrical properties (breakdown field strength of 44.21 kV/mm and dielectric loss factor of 0.29%). In addition

chemical degradation tests were conducted on the resin systems with different catalysts

and the experiments showed that the produced resins could be degraded in benzyl alcohol and exhibited good degradation performance. This study provides a theoretical basis and technical path for the development of new bio-based electrical insulating materials with both high insulation and degradation properties

which is conducive to the popularization and application of bio-based resins in the field of electrical equipment.

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references

[Sun, M. L.; Wu, L. Y. in Epoxy resin application principles and technology (in Chinese), Chemical Industry Press: Beijing, 2002 , p. 1-2..

Hercog, K.; Maisanaba, S.; Filipič, M. Genotoxic activity of bisphenol A and its analogues bisphenol S, bisphenol F and bisphenol AF and their mixtures in human hepatocellular carcinoma (HepG2) cells. J. Sci. Total Environ. 2019 , 687 , 267−276..

Usman, A.; Ahmad, M. From BPA to its analogues: Is it a safe journey. J. Chemosphere. 2016 , 158 , 131−142..

Liu, H. C.; Wei, L. W.; Sun, Z. L. Effect of catalysts on the performance of vitrimers based on dynamic ester exchange. Transact. China Electrotech. Soc. 2024 , 39 , 5134−5148..

Chang, Z. P.; Gao, Y. Z.; Yan, K. H. Curing kinetics and mechanical properties of the epoxy vitrimer based on transesterification and its composite laminates. J. Appl. Polym. 2024 , 141 , e56101..

Zhao, Y. N.; Zhang, Y. Y.; Bai, X. W. Catalyst-free and sustainable bio-based epoxy vitrimer prepared based on ester exchange and imine bondin g. J. Polym. Environ. 2024 , 32 , 4912−4924..

Lu, L.; Pan, J.; Li, G. Q. Recyclable high-performance epoxy based on transesterification reaction. J. Mater. Chem. A 2017 , 5 , 21505−21513..

Liu, Y. L.; Yu, Z.; Xu, X. W.; Wang, B. B.; Feng, H. Z.; Li, P. Y.; Zhu, J.; Ma, S. Q. Crystallizable aliphatic chains enhanced covalent adaptable networks: fast reprocessing and improved performance. Macromol. Rapid Commun. 2022 , 43 , 2200379..

Jabed, H.; Muhammad, A.; Md. A. Review on the synthesis, recyclability, degradability, self-healability and potential applications of reversible imine bond containing biobased epoxy thermosets. J. Reactions 2023 , 4 , 737−765..

Xu, X. W.; Wu, J. H.; Li, M. Z. Synergistic catalytic effect of triple dynamic bonds for fast-reprocessing and high-performance cross-linked polymers. J. Polym. Chem. 2023 , 4 , 523−532..

Yang, S. K.;Dong, C.; Jiang, X. Y. Preparation and properties of bio-based degradable thermoplastic polyurethanes based on imine-bonded vanillin al dehyde diol. J. Eng. Plast. Appl. 2024 , 52 , 27−34..

Pan, Z.; Zhao, Q.; Xue, Y. J. Preparation and properties of bio-based self-healing and recyclable polyurethane elastomer based on dynamic iimine bonds. Polym. Eng. Sci. 2022 , 38 , 11−18..

Dong, K.; Zhao, D.; Pang, Y. Multiple-reprocessable guaiacol-derived epoxy vitrimer with disulfide crosslinks and closed-loop recycling of carbon fiber-reinforced composites. Chem. Eng. J. 2025 , 508 , 160754−160764..

Xu, X. W.; Ma, S. Q.; Feng, H. Z. Dissociate transfer exchange of tandem dynamic bonds endows covalent adaptable networks with fast reprocessability and high performance. J. Polym. Chem. 2021 , 12 , 5217−5228..

Liu, H. C.; Liu, C.; Liu, Y. P. Rapid repair and degradation: A study of high-performance recyclable vitrimer epoxy resin based on disulfide bonds. J. Polym. Test. 2024 , 137 , 108528..

Yuan, W. C.; Ma, S. Q.; Wang, S. Synthesis of fully bio-based diepoxy monomer with dicyclo diacetal for high-performance, readily degra dable thermosets. Eur. Polym. J. 2019 , 11 , 200−207..

Li, P. Y.; Ma, S. Q.; Wang, B. B. Degradable benzyl cyclic acetal epoxy monomers with low viscosity: Synthesis, structure-property relationships, application in recyclable carbon fiber composite. Compos. Sci Technol. 2022 , 219 , 109243..

Wang, B. B.; Ma, S. Q.; Li, Q. Facile synthesis of “digestible”, rigid-and-flexible, bio-based building block for high-performance degradable thermosetting plastics. J. Green Chem. 2020 , 22 , 1275−1290..

Liu, H. C.; Sun, Z. L.; Liu, Y. P. Preparation and properties of recyclable vitrified epoxy resin based on transesterification. Transact. China Electrotech. Soc. 2023 , 38 , 4019−4029..

Sun, W. J.; Zhang, L.; Xu, J. Z. Study on vanillin triggered degradable epoxy via facile one-pot synthesis. Mater. Lett. 2022 , 323 , 132589..

Li, Q.; Ma, S. Q.; Wang, S. Green and facile preparation of readily dual-recyclable thermosetting polymers with superior stability based on asymmetric acetal. Macromolecules 2020 , 53 , 1474−1485..

Chen, L. Y.; Xu, S. Y.; Li, Y. J. Preparing lignin-based membrane with waterborne polyurethane/polyvinyl alcohol blend. TCSAE 2024 , 40 , 202−210..

[Lu, F. F.; Liu, X. Y.; Wang, Y. H.; Comprehensive experimental design and practice of functional polymers: preparation and properties testing of lignin based hydrogels, ANHUI Chem. Ind . 2024 , 50 , 177−180..

Ma, S. Q.; Wei, J. J.; Jia, Z. Readily recyclable, high-performance thermosetting materials based on a lignin-derived spiro diacetal trigger. J. Mater. Chem. A 2019 , 7 , 1233−1243..

Zhang, J.; Sun, J.; Zhou, X. Ultra-strong and solvent-resistant lignin-based non-isocyanate polyurethane adhesives: One-pot strategy toward versatile bonding. Int. J. Biol. Macromol. 2025 , 287 , 138622..

Pérez, V. A.; Surós, M.; Serra, À. Custom-shaped malleable, recyclable and reversible structural adhesives based on vanillin polyimine vitrimers. React. Funct. Polym. 2025 , 206 , 106109..

Yang, L. C. Q.; Li, Z. S.; Liu, H. Green synthesis and properties of vanilla-aldehyde-based benzoxazine resins. China Plast. Ind. 2024 , 52 , 49−54..

Laskoski, M.; Brown, C. L.; Kerr, T. A. Synthesis and properties of a sustainable, vanillin-based phthalonitrile resin. J. Polym. Sci. 2024 , 62 , 5459−5466..

Jiang, B.; Zhang, Y.; Gao, J. High-performance epoxy resin with flame-retardant, transparent, and ultraviolet shielding properties based on a vanillin-based multifunctional macromolecule. Int. J. Biol. Macromol. 2024 , 277 , 134275..

Sarah, S.; Mehdi, D.; Bouchra, A. Novel vanillin-based benzoxazine containing phthalonitrile thermosetting system: Simple synthesis, autocatalytic polymerization and high thermomechanical properties. High Perform. Polym. 2022 , 34 , 818−827..

Liu, Y. P.; Li, X. Y.; Liu, H. C. Comprehensive performance study of vanillin-based degradable epoxy resin based on imine bonding. Transact. China Electrotech. Soc. 2025 , 40 , 2267−2281..

Liu, H. C.; Guo, Z. P.; Li, Y. Comparative study on the performance of itaconic acid based epoxy resin and bisphenol a epoxy resin. Transact. China Electrotech. Soc. 2022 , 37 , 2366−2376..

He, Z. H.; Yang, N. Y.; Li, H. X. Preparation and properties of novel bio-based waterborne UV-curable coatings based on itaconic acid. PCI (in Chinese) 2022 , 52 , 11−16..

Ma, S. Q.; Liu, X. Q.; Jiang, Y. H. Bio-based epoxy resin from itaconic acid and its thermosets cured with anhydride and comonomers. Green Chem. 2013 , 15 , 245−254..

Suheyla, K.; İrem, A. Itaconic acid based epoxy resin and application of olive pomace on the production of composite materials. Ind. Crops Prod. 2024 , 222 , 120022..

[Dai, J. Y.; Ma, S. Q.; Teng, N. 2,5-Furandicarboxylic acid- and itaconic acid-derived fully biobased unsaturated polyesters and their cross-linked networks, Ind. Eng. Chem. Res . 2017 , 56 , 2650-2657..

Yang,W. M.; Ren, G.; Yi, Q, Q. Fabrication and performances of itaconic acid-based epoxy vitrimers with high mechanical properties. J. Mater. Eng. 2024 , 52 , 190−202..

Liu, H. C.; Guo, Z. P.; Liu, Y. P. Comparison of electrical tree characteristics between itaconic acid based epoxy resin and bisphenol a epoxy resin. High Volt. 2022 , 48 , 2607−2615..

Sugai, K.; Sugane, K.; Teramoto, N. All carbohydrate-based nanocomposites composed of sorbitol polyglycidyl ether, aminated trehalose and cellulose nanofiber. Carbohydr. Polym. 2020 , 232 , 115779..

[Szolnoki, B.; Bocz, K.; Marosi, G.; Flame eetardancy of sorbitol based bioepoxy via combined solid and gas phase action. Polym . 2016 , 8 , 322..

Huang, J. F.; Jiang, Y.; Gu, Z. W. Bifunctional cardanol glycidyl ether modified E-51 epoxy resin adhesive. Thermoset. Resin 2022 , 37 , 27−31..

Zhang, W.; Zhao, J. J.; Gui, H. H. The influence of phenolic resin modified by cardanol on improving the processability of PVC. J. Elastomers Plast. 2024 , 56 , 93−104..

Emre, K.; John, J. L. S.; Erde, C. Preparation and characterization of cardanol based vinyl ester resins as cross-linker units. J. Appl. Polym. Sci. 2024 , 141 , e56129..

Sang, M. Z.; Meng, Y. H.; Wang, S. H. Graphene/cardanol modified phenolic resin for the development of carbon fiber paper-based composites. RSC Adv. 2018 , 8 , 24464−24469..

Zhou, S. C.; Huang, K. F.; Xu, X. W. Rigid-and-flexible, degradable, fully biobased thermosets from lignin and soybean oil: synthesis and properties. ACS Sustain. Chem. Eng. 2023 , 11 , 3466−3473..

Dong, K.; Tang, S. S.; Zhao, D. Vanillin-derived bio-based epoxy resins containing dual dynamic Schiff base and disulfide bonds with reprocessability and degradability. Polym. Degrad. Stab. 2024 , 230 , 111077..

Bai, X.; Guan, H.; Li, Z. Reactive organophosphorus retardant-enhanced sorbitol epoxy resins with highly thermal and flame-retardant performance. React. Funct. Polym. 2024 , 202 , 105974..

Luo, Z. Y.; Yang, B.; Liu, F. Q. Recoverable rosin-based epoxy vitrimers with robust mechanical properties and high thermostability. ACS Appl. Polym. Mater. 2023 , 5 , 8670−8678..

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