Nucleophilic amino acids as a renewable alternative to petrochemically-derived amines in glycerol epoxy resins

The standard epoxy resin curing agents revealed are from unsustainable petroleum-based sources, which produce poisonous exhaust when cured. Amino acids, a bio-based epoxy curing agent with amino and carboxyl groups, are another potential curing agent. Water-soluble epoxy resins cured with lysine (Ly...

Full description

Bibliographic Details
Main Authors: Yunyi Liang, Yonghong Luo, Yingji Wu, Xiaona Li, Quyet Van Le, Jianzhang Li, Changlei Xia
Format: Article
Language:English
Published: KeAi Communications Co., Ltd. 2024-05-01
Series:Journal of Bioresources and Bioproducts
Subjects:
Online Access:http://www.sciencedirect.com/science/article/pii/S2369969824000148
_version_ 1797210060733022208
author Yunyi Liang
Yonghong Luo
Yingji Wu
Xiaona Li
Quyet Van Le
Jianzhang Li
Changlei Xia
author_facet Yunyi Liang
Yonghong Luo
Yingji Wu
Xiaona Li
Quyet Van Le
Jianzhang Li
Changlei Xia
author_sort Yunyi Liang
collection DOAJ
description The standard epoxy resin curing agents revealed are from unsustainable petroleum-based sources, which produce poisonous exhaust when cured. Amino acids, a bio-based epoxy curing agent with amino and carboxyl groups, are another potential curing agent. Water-soluble epoxy resins cured with lysine (Lys), glutamic acid (Glu), leucine (Leu), and serine (Ser) as amino acids were investigated. The results showed that the water-soluble epoxy resin (glycerol epoxy resins, GER) was cured with Lys and Glu after reacting. Fourier transform infrared (FT-IR) spectroscopic analysis of the GER-Lys showed that the amino and carboxyl groups of Lys primarily reacted with the epoxy groups of GER. The elongation at break of Lys-cured GER (GER-Lys) cured at 70 ℃ with a molar ratio of 1꞉0.75 was 75.32%. The fact that elongations at break of GER-Lys (79.43%) were higher than those of GER-Glu (17.33%), respectively supports the decrease of crosslinking density by the amino acid-cured GER reaction. The potential of Lys and Glu alternatives for petrochemical amines is demonstrated and provides promising opportunities for industrial application.
first_indexed 2024-04-24T10:04:36Z
format Article
id doaj.art-d46514e191844a99ab461e42eee2a178
institution Directory Open Access Journal
issn 2369-9698
language English
last_indexed 2024-04-24T10:04:36Z
publishDate 2024-05-01
publisher KeAi Communications Co., Ltd.
record_format Article
series Journal of Bioresources and Bioproducts
spelling doaj.art-d46514e191844a99ab461e42eee2a1782024-04-13T04:21:25ZengKeAi Communications Co., Ltd.Journal of Bioresources and Bioproducts2369-96982024-05-0192222232Nucleophilic amino acids as a renewable alternative to petrochemically-derived amines in glycerol epoxy resinsYunyi Liang0Yonghong Luo1Yingji Wu2Xiaona Li3Quyet Van Le4Jianzhang Li5Changlei Xia6Jiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources, International Innovation Center for Forest Chemicals and Materials, College of Materials Science and Engineering, Nanjing Forestry University, Nanjing 210037, ChinaJiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources, International Innovation Center for Forest Chemicals and Materials, College of Materials Science and Engineering, Nanjing Forestry University, Nanjing 210037, ChinaJiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources, International Innovation Center for Forest Chemicals and Materials, College of Materials Science and Engineering, Nanjing Forestry University, Nanjing 210037, ChinaJiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources, International Innovation Center for Forest Chemicals and Materials, College of Materials Science and Engineering, Nanjing Forestry University, Nanjing 210037, ChinaDepartment of Materials Science and Engineering, Institute of Green Manufacturing Technology, Korea University, Seoul 02841, South KoreaJiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources, International Innovation Center for Forest Chemicals and Materials, College of Materials Science and Engineering, Nanjing Forestry University, Nanjing 210037, ChinaJiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources, International Innovation Center for Forest Chemicals and Materials, College of Materials Science and Engineering, Nanjing Forestry University, Nanjing 210037, China; Corresponding author.The standard epoxy resin curing agents revealed are from unsustainable petroleum-based sources, which produce poisonous exhaust when cured. Amino acids, a bio-based epoxy curing agent with amino and carboxyl groups, are another potential curing agent. Water-soluble epoxy resins cured with lysine (Lys), glutamic acid (Glu), leucine (Leu), and serine (Ser) as amino acids were investigated. The results showed that the water-soluble epoxy resin (glycerol epoxy resins, GER) was cured with Lys and Glu after reacting. Fourier transform infrared (FT-IR) spectroscopic analysis of the GER-Lys showed that the amino and carboxyl groups of Lys primarily reacted with the epoxy groups of GER. The elongation at break of Lys-cured GER (GER-Lys) cured at 70 ℃ with a molar ratio of 1꞉0.75 was 75.32%. The fact that elongations at break of GER-Lys (79.43%) were higher than those of GER-Glu (17.33%), respectively supports the decrease of crosslinking density by the amino acid-cured GER reaction. The potential of Lys and Glu alternatives for petrochemical amines is demonstrated and provides promising opportunities for industrial application.http://www.sciencedirect.com/science/article/pii/S2369969824000148Curing agentAmino acidsBio-based epoxy resinsLysineGlutamic acid
spellingShingle Yunyi Liang
Yonghong Luo
Yingji Wu
Xiaona Li
Quyet Van Le
Jianzhang Li
Changlei Xia
Nucleophilic amino acids as a renewable alternative to petrochemically-derived amines in glycerol epoxy resins
Journal of Bioresources and Bioproducts
Curing agent
Amino acids
Bio-based epoxy resins
Lysine
Glutamic acid
title Nucleophilic amino acids as a renewable alternative to petrochemically-derived amines in glycerol epoxy resins
title_full Nucleophilic amino acids as a renewable alternative to petrochemically-derived amines in glycerol epoxy resins
title_fullStr Nucleophilic amino acids as a renewable alternative to petrochemically-derived amines in glycerol epoxy resins
title_full_unstemmed Nucleophilic amino acids as a renewable alternative to petrochemically-derived amines in glycerol epoxy resins
title_short Nucleophilic amino acids as a renewable alternative to petrochemically-derived amines in glycerol epoxy resins
title_sort nucleophilic amino acids as a renewable alternative to petrochemically derived amines in glycerol epoxy resins
topic Curing agent
Amino acids
Bio-based epoxy resins
Lysine
Glutamic acid
url http://www.sciencedirect.com/science/article/pii/S2369969824000148
work_keys_str_mv AT yunyiliang nucleophilicaminoacidsasarenewablealternativetopetrochemicallyderivedaminesinglycerolepoxyresins
AT yonghongluo nucleophilicaminoacidsasarenewablealternativetopetrochemicallyderivedaminesinglycerolepoxyresins
AT yingjiwu nucleophilicaminoacidsasarenewablealternativetopetrochemicallyderivedaminesinglycerolepoxyresins
AT xiaonali nucleophilicaminoacidsasarenewablealternativetopetrochemicallyderivedaminesinglycerolepoxyresins
AT quyetvanle nucleophilicaminoacidsasarenewablealternativetopetrochemicallyderivedaminesinglycerolepoxyresins
AT jianzhangli nucleophilicaminoacidsasarenewablealternativetopetrochemicallyderivedaminesinglycerolepoxyresins
AT changleixia nucleophilicaminoacidsasarenewablealternativetopetrochemicallyderivedaminesinglycerolepoxyresins