Phenolation Prior to Epoxidation of Kraft Lignin and Their Impacts on Mechanical Properties of Epoxy Adhesive

Abstract Numerous efforts focus on renewable epoxy resin development, with lignin emerging as a viable green alternative to fossil‐derived resources. Being Earth's second‐most abundant organic molecule, lignin, rich in phenolic groups, shows promise as a substitute for bisphenol A in diglycidyl ether of bisphenol A (DGEBA) production. This work successfully modifies Kraft lignin (KL) via one‐step epoxidation (KLE) and phenolation prior to epoxidation (KLPE), significantly increasing oxirane ring content. Characterization via FTIR and 1 H NMR spectroscopy validates the modifications, yielding epoxy equivalent weights of 862.1 and 214.6 g mol −1 for KLE and KLPE, respectively. Incorporating 20 wt% KLE into adhesive maintains tensile and lap shear strength compared to 100 wt% DGEBA adhesives, with an increase in elastic modulus, indicating its potential as a sustainable resin substitute. However, phenolation prior to epoxidation slightly reduces mechanical properties despite higher oxirane ring concentration. These results shed some light on the impact of both modification protocols on the mechanical properties of epoxy adhesives, supporting the development and properties optimization of sustainable epoxy adhesives.

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Publication Details

Journal
ChemistrySelect
Published
2024-12-01
DOI
https://doi.org/10.1002/slct.202402615
Citations
1
Primary Topic
Lignin and Wood Chemistry
Type
article
Field-Weighted Citation Impact
0.18
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article

Phenolation Prior to Epoxidation of Kraft Lignin and Their Impacts on Mechanical Properties of Epoxy Adhesive

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1 citations
ChemistrySelect
Lignin and Wood Chemistry
0.18
article

Phenolation Prior to Epoxidation of Kraft Lignin and Their Impacts on Mechanical Properties of Epoxy Adhesive

Rogério Ramos de Sousa, Kanji Ono, Demétrio Jackson dos Santos, Nathalie Minako Ito, Diego Lomonaco, Francisco Avelino
article en
1 citations

Abstract

Abstract Numerous efforts focus on renewable epoxy resin development, with lignin emerging as a viable green alternative to fossil‐derived resources. Being Earth's second‐most abundant organic molecule, lignin, rich in phenolic groups, shows promise as a substitute for bisphenol A in diglycidyl ether of bisphenol A (DGEBA) production. This work successfully modifies Kraft lignin (KL) via one‐step epoxidation (KLE) and phenolation prior to epoxidation (KLPE), significantly increasing oxirane ring content. Characterization via FTIR and 1 H NMR spectroscopy validates the modifications, yielding epoxy equivalent weights of 862.1 and 214.6 g mol −1 for KLE and KLPE, respectively. Incorporating 20 wt% KLE into adhesive maintains tensile and lap shear strength compared to 100 wt% DGEBA adhesives, with an increase in elastic modulus, indicating its potential as a sustainable resin substitute. However, phenolation prior to epoxidation slightly reduces mechanical properties despite higher oxirane ring concentration. These results shed some light on the impact of both modification protocols on the mechanical properties of epoxy adhesives, supporting the development and properties optimization of sustainable epoxy adhesives.

ChemistrySelectVol. 9(46)
Universidade Federal do Ceará (BR), Henkel (Germany) (DE), Universidade Federal do ABC (BR)
Responsible consumption and production
Openalex Percentile: Top 50%
Lignin and Wood Chemistry
0.18
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