Biodegradable epoxy resin from vanillin with excellent flame-retardant and outstanding mechanical properties

•A bio-based aromatic thermoset epoxy resin(MVE) was synthesized from Schiff base compound.•Schiff base and melamine structure promote carbonization and reduce fire hazard of thermoset epoxy resin.•The new epoxy thermoset exhibits superior mechanical properties and advantageous degradability.•This p...

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Published inPolymer degradation and stability Vol. 201; p. 109989
Main Authors Ma, Jinpeng, Li, Guanxi, Hua, Xueni, Liu, Ning, Liu, Zhe, Zhang, Fan, Yu, Liangliang, Chen, Xue, Shang, Lei, Ao, Yuhui
Format Journal Article
LanguageEnglish
Published Elsevier Ltd 01.07.2022
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Abstract •A bio-based aromatic thermoset epoxy resin(MVE) was synthesized from Schiff base compound.•Schiff base and melamine structure promote carbonization and reduce fire hazard of thermoset epoxy resin.•The new epoxy thermoset exhibits superior mechanical properties and advantageous degradability.•This paper provides a new strategy for simultaneously enhancing the mechanical properties and fire-safety performance. In this work, the sustainable and biodegradable flame retardant epoxy resin was designed and prepared to replace resource-limited petrochemicals, especially, bisphenol A type epoxy resin (DGEBA). A renewable chemical, vanillin was condensation to produce Schiff-based compound (MAV) employing the novel epoxy resin (MVE) through the epoxidation reaction. The epoxy equivalent of MVE was approximately 217 g/eq and used non-isothermal differential scanning calorimetry (DSC) to study the curing kinetics of MVE/DDM (4,4′-Diaminodiphenylmethane). After curing by DDM, they exhibit outstanding mechanical property and a residual char rate as high as 41.77%, excellent inherent flame retardancy and limited oxygen index (LOI) value higher than 34%, far superior to DGEBA. The total heat release (THR) and smoke release rate (SPR) of MVE/DDM decreased by 67.44% and 64.69% compared with DGEBA/DDM, respectively. The mechanisms for the enhancement of flame retardancy by intrinsic flame retardant epoxy resin were investigated. Moreover, the sustainable epoxy crosslinking could degrade completely benefited from the structure of the Schiff base in the moderate conditions (THF: H2O = 6: 4, 50 °C) within few hours. Overall, this work contributes a multifunctional vanillin-based epoxy monomer and environmentally friendly thermosets with high mechanical property and enhanced flame retardancy. Main performance roadmap of degradable epoxy resin. [Display omitted]
AbstractList In this work, the sustainable and biodegradable flame retardant epoxy resin was designed and prepared to replace resource-limited petrochemicals, especially, bisphenol A type epoxy resin (DGEBA). A renewable chemical, vanillin was condensation to produce Schiff-based compound (MAV) employing the novel epoxy resin (MVE) through the epoxidation reaction. The epoxy equivalent of MVE was approximately 217 g/eq and used non-isothermal differential scanning calorimetry (DSC) to study the curing kinetics of MVE/DDM (4,4′-Diaminodiphenylmethane). After curing by DDM, they exhibit outstanding mechanical property and a residual char rate as high as 41.77%, excellent inherent flame retardancy and limited oxygen index (LOI) value higher than 34%, far superior to DGEBA. The total heat release (THR) and smoke release rate (SPR) of MVE/DDM decreased by 67.44% and 64.69% compared with DGEBA/DDM, respectively. The mechanisms for the enhancement of flame retardancy by intrinsic flame retardant epoxy resin were investigated. Moreover, the sustainable epoxy crosslinking could degrade completely benefited from the structure of the Schiff base in the moderate conditions (THF: H₂O = 6: 4, 50 °C) within few hours. Overall, this work contributes a multifunctional vanillin-based epoxy monomer and environmentally friendly thermosets with high mechanical property and enhanced flame retardancy.
•A bio-based aromatic thermoset epoxy resin(MVE) was synthesized from Schiff base compound.•Schiff base and melamine structure promote carbonization and reduce fire hazard of thermoset epoxy resin.•The new epoxy thermoset exhibits superior mechanical properties and advantageous degradability.•This paper provides a new strategy for simultaneously enhancing the mechanical properties and fire-safety performance. In this work, the sustainable and biodegradable flame retardant epoxy resin was designed and prepared to replace resource-limited petrochemicals, especially, bisphenol A type epoxy resin (DGEBA). A renewable chemical, vanillin was condensation to produce Schiff-based compound (MAV) employing the novel epoxy resin (MVE) through the epoxidation reaction. The epoxy equivalent of MVE was approximately 217 g/eq and used non-isothermal differential scanning calorimetry (DSC) to study the curing kinetics of MVE/DDM (4,4′-Diaminodiphenylmethane). After curing by DDM, they exhibit outstanding mechanical property and a residual char rate as high as 41.77%, excellent inherent flame retardancy and limited oxygen index (LOI) value higher than 34%, far superior to DGEBA. The total heat release (THR) and smoke release rate (SPR) of MVE/DDM decreased by 67.44% and 64.69% compared with DGEBA/DDM, respectively. The mechanisms for the enhancement of flame retardancy by intrinsic flame retardant epoxy resin were investigated. Moreover, the sustainable epoxy crosslinking could degrade completely benefited from the structure of the Schiff base in the moderate conditions (THF: H2O = 6: 4, 50 °C) within few hours. Overall, this work contributes a multifunctional vanillin-based epoxy monomer and environmentally friendly thermosets with high mechanical property and enhanced flame retardancy. Main performance roadmap of degradable epoxy resin. [Display omitted]
ArticleNumber 109989
Author Yu, Liangliang
Liu, Zhe
Liu, Ning
Ao, Yuhui
Ma, Jinpeng
Hua, Xueni
Shang, Lei
Li, Guanxi
Zhang, Fan
Chen, Xue
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  givenname: Jinpeng
  surname: Ma
  fullname: Ma, Jinpeng
  organization: College of Chemistry and Life Science, Jilin Province Key Laboratory of Carbon Fiber Development and Application, Changchun University of Technology, Changchun, 130012, People's Republic of China
– sequence: 2
  givenname: Guanxi
  surname: Li
  fullname: Li, Guanxi
  organization: JiLin GuoXing Composite Materials Co., Ltd., Jilin, 132002, China
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  givenname: Xueni
  surname: Hua
  fullname: Hua, Xueni
  organization: College of Chemistry and Life Science, Jilin Province Key Laboratory of Carbon Fiber Development and Application, Changchun University of Technology, Changchun, 130012, People's Republic of China
– sequence: 4
  givenname: Ning
  surname: Liu
  fullname: Liu, Ning
  organization: JiLin GuoXing Composite Materials Co., Ltd., Jilin, 132002, China
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  givenname: Zhe
  surname: Liu
  fullname: Liu, Zhe
  organization: JiLin GuoXing Composite Materials Co., Ltd., Jilin, 132002, China
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  givenname: Fan
  surname: Zhang
  fullname: Zhang, Fan
  organization: College of Chemistry and Life Science, Jilin Province Key Laboratory of Carbon Fiber Development and Application, Changchun University of Technology, Changchun, 130012, People's Republic of China
– sequence: 7
  givenname: Liangliang
  surname: Yu
  fullname: Yu, Liangliang
  organization: College of Chemistry and Life Science, Jilin Province Key Laboratory of Carbon Fiber Development and Application, Changchun University of Technology, Changchun, 130012, People's Republic of China
– sequence: 8
  givenname: Xue
  surname: Chen
  fullname: Chen, Xue
  organization: College of Chemistry and Life Science, Jilin Province Key Laboratory of Carbon Fiber Development and Application, Changchun University of Technology, Changchun, 130012, People's Republic of China
– sequence: 9
  givenname: Lei
  surname: Shang
  fullname: Shang, Lei
  email: shanglei@ccut.edu.cn
  organization: College of Chemistry and Life Science, Jilin Province Key Laboratory of Carbon Fiber Development and Application, Changchun University of Technology, Changchun, 130012, People's Republic of China
– sequence: 10
  givenname: Yuhui
  surname: Ao
  fullname: Ao, Yuhui
  email: aoyuhui@ccut.edu.cn
  organization: College of Chemistry and Life Science, Jilin Province Key Laboratory of Carbon Fiber Development and Application, Changchun University of Technology, Changchun, 130012, People's Republic of China
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Keywords Mechanical properties
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Bio-based epoxy resin
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Snippet •A bio-based aromatic thermoset epoxy resin(MVE) was synthesized from Schiff base compound.•Schiff base and melamine structure promote carbonization and reduce...
In this work, the sustainable and biodegradable flame retardant epoxy resin was designed and prepared to replace resource-limited petrochemicals, especially,...
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StartPage 109989
SubjectTerms Bio-based epoxy resin
biodegradability
bisphenol A
crosslinking
degradation
epoxidation reactions
epoxides
flame retardants
Flame-retardant material
heat
Mechanical properties
oxygen
polymers
Schiff
schiff bases
smoke
vanillin
Title Biodegradable epoxy resin from vanillin with excellent flame-retardant and outstanding mechanical properties
URI https://dx.doi.org/10.1016/j.polymdegradstab.2022.109989
https://www.proquest.com/docview/2675587600
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