Bio-based Epoxy Resin: Controllable Degradation, Chemical Recovery and Antimicrobial Property

Hao-yang Feng; Jing-yuan Hu; Dan-dan Jin; Shuai-peng Wang; Jin-yue Dai; Xiao-qing Liu

doi:10.11777/j.issn1000-3304.2022.22020

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Bio-based Epoxy Resin: Controllable Degradation, Chemical Recovery and Antimicrobial Property

Research Article | 更新时间：2024-10-08

- Bio-based Epoxy Resin: Controllable Degradation, Chemical Recovery and Antimicrobial Property
- ACTA POLYMERICA SINICA Vol. 53, Issue 9, Pages: 1083-1094(2022)
- 作者机构：
  
  中国科学院宁波材料技术与工程研究所宁波 315201
- 作者简介：
  
  Jin-yue Dai, E-mail: daijinyue@nimte.ac.cnXiao-qing Liu, E-mail: liuxq@nimte.ac.cn
  Jin-yue Dai, E-mail: daijinyue@nimte.ac.cnXiao-qing Liu, E-mail: liuxq@nimte.ac.cn
- 基金信息：
- DOI：10.11777/j.issn1000-3304.2022.22020
  CLC：
- Published：20 September 2022，
  
  Published Online：27 June 2022，
  
  Received：17 January 2022，
  
  Revised：02 March 2022，
- 稿件说明：
移动端阅览
冯浩洋,胡婧媛,金丹丹等.具有可控降解与抗菌功能的生物基环氧树脂合成[J].高分子学报,2022,53(09):1083-1094.

Feng Hao-yang,Hu Jing-yuan,Jin Dan-dan,et al.Bio-based Epoxy Resin: Controllable Degradation, Chemical Recovery and Antimicrobial Property[J].ACTA POLYMERICA SINICA,2022,53(09):1083-1094.
冯浩洋,胡婧媛,金丹丹等.具有可控降解与抗菌功能的生物基环氧树脂合成[J].高分子学报,2022,53(09):1083-1094. DOI： 10.11777/j.issn1000-3304.2022.22020.

Feng Hao-yang,Hu Jing-yuan,Jin Dan-dan,et al.Bio-based Epoxy Resin: Controllable Degradation, Chemical Recovery and Antimicrobial Property[J].ACTA POLYMERICA SINICA,2022,53(09):1083-1094. DOI： 10.11777/j.issn1000-3304.2022.22020.

摘要

赋予环氧树脂在温和条件下的可控降解与高附加值回收利用，是实现其可持续发展的重要手段. 本工作以生物基香草醛为原料设计合成了含有螺环缩醛结构的

-羟丙基胺类环氧树脂固化剂(NVP)，以生物基樟脑酸为原料合成了生物基缩水甘油酯类环氧树脂DGECA，通过两者的固化反应形成了一种螺环缩醛结构有序分布在侧链的环氧树脂交联网络. 通过降解动力学和实时核磁共振氢谱(

H-NMR)研究了环氧树脂在50 ℃、0.1 mol/L H

溶液中的降解行为，结果表明，螺环缩醛的引入可以使交联网络在温和条件下解聚，并促进酯键的水解过程. 利用2种可降解键的降解速率差异，用水萃取不同阶段的降解产物分别回收原料单体(季戊四醇收率大于85.5%，樟脑酸大于58.9%)，实现了环氧树脂的可控分级降解和原料回收. 此外，固化反应原位形成的

-氨基醇结构赋予了树脂优异的抗菌性能(抑菌率大于95%). 上述研究结果将有助于更多的具有可控分级降解与抗菌功能树脂的开发.

Abstract

Endowing epoxy resin derived from bio-based glycidyl ester with controllable degradation in mild condition and high-valued recovery is a huge challenge. We design a novel cross-linked network with the degradable spior acetal structure orderly distributed on branch chains through the curing reaction between camphoric acid-based diglycidyl ester and vanillin-based amine curing agent. To investigate degradation mechanism of the epoxy resins

the degradation behaviors in 0.1 mol/L H

acidic aqueous solutions for 48 h at 50 ℃ were monitored by the degradation kinetics and real-time

H-NMR spectra. The result indicated that the cross-linked network with spiro acetal structure was hydrolyzed into pentaerythritol and oligomers

and then camphoric acid was obtained by the hydrolyzation of ester bonds in oligomers. The degradation products in different periods were extracted by water to recover the raw material monomer (yield

pentaerythritol

85.5%

camphoric acid

58.9%)

which realized the controllable degradation and chemical recovery of epoxy resin by a green method. The curing agent formulation of the epoxy resin was adjusted to enhance thermal stability and tensile properties of resin samples

and samples with NVP performed excellent antimicrobial property (ratio

95%) for both

E. coli

and

S. aureus

bacteria because of

-amino alcohols generated in the curing reaction. The above result will inspire more synthesis of epoxy resin with controllable degradation

chemical recovery and antimicrobial property.

关键词

环氧树脂二缩水甘油酯可控降解化学回收抗菌

Keywords

Epoxy resinDiglycidyl esterControllable degradationChemical recoveryAntimicrobial property

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Related Institution

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