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A naringenin-based benzoxazine with an intramolecular hydrogen bond as both a thermal latent polymerization additive and property modifier for epoxy resins
Epoxy resins are constantly attracting attention from industrial applications due to their excellent comprehensive properties. However, the traditional curing agents for liquid epoxy resins react with epoxides even at room temperature, which causes difficulties in processing since such mixtures cann...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
The Royal Society of Chemistry
2020
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9055261/ https://www.ncbi.nlm.nih.gov/pubmed/35518631 http://dx.doi.org/10.1039/d0ra04702c |
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author | Hao, Boran Yang, Rui Zhang, Kan |
author_facet | Hao, Boran Yang, Rui Zhang, Kan |
author_sort | Hao, Boran |
collection | PubMed |
description | Epoxy resins are constantly attracting attention from industrial applications due to their excellent comprehensive properties. However, the traditional curing agents for liquid epoxy resins react with epoxides even at room temperature, which causes difficulties in processing since such mixtures cannot be directly used as single-component materials. In order to improve the shelf life of the mixtures, we have designed an intramolecular hydrogen bond-containing benzoxazine monomer as a smart thermal latent polymerization agent for epoxy resins. The newly obtained benzoxazine, NAR-a, has been synthesized from the Mannich condensation of naringenin, aniline and paraformaldehyde. In addition to playing the role of a curing agent, NAR-a has also performed as an excellent property modifier for epoxy thermosetting systems. The resulting thermoset based on the NAR-a/epoxy thermosetting system exhibits high thermal stability and good intrinsic flame retardance, with a T(g) temperature of 201 °C, a T(d5) temperature of 349 °C, a low CET value (32.4 ppm per °C) and low heat release capacity (HRC of 159.1 J g(−1) K(−1)). The combined long-term storage stability and versatility of the intramolecular hydrogen bond-containing benzoxazine/epoxy system provide a new strategy for the development of one-component epoxy-related thermosetting resins for application in high-performance areas. |
format | Online Article Text |
id | pubmed-9055261 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-90552612022-05-04 A naringenin-based benzoxazine with an intramolecular hydrogen bond as both a thermal latent polymerization additive and property modifier for epoxy resins Hao, Boran Yang, Rui Zhang, Kan RSC Adv Chemistry Epoxy resins are constantly attracting attention from industrial applications due to their excellent comprehensive properties. However, the traditional curing agents for liquid epoxy resins react with epoxides even at room temperature, which causes difficulties in processing since such mixtures cannot be directly used as single-component materials. In order to improve the shelf life of the mixtures, we have designed an intramolecular hydrogen bond-containing benzoxazine monomer as a smart thermal latent polymerization agent for epoxy resins. The newly obtained benzoxazine, NAR-a, has been synthesized from the Mannich condensation of naringenin, aniline and paraformaldehyde. In addition to playing the role of a curing agent, NAR-a has also performed as an excellent property modifier for epoxy thermosetting systems. The resulting thermoset based on the NAR-a/epoxy thermosetting system exhibits high thermal stability and good intrinsic flame retardance, with a T(g) temperature of 201 °C, a T(d5) temperature of 349 °C, a low CET value (32.4 ppm per °C) and low heat release capacity (HRC of 159.1 J g(−1) K(−1)). The combined long-term storage stability and versatility of the intramolecular hydrogen bond-containing benzoxazine/epoxy system provide a new strategy for the development of one-component epoxy-related thermosetting resins for application in high-performance areas. The Royal Society of Chemistry 2020-07-07 /pmc/articles/PMC9055261/ /pubmed/35518631 http://dx.doi.org/10.1039/d0ra04702c Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/ |
spellingShingle | Chemistry Hao, Boran Yang, Rui Zhang, Kan A naringenin-based benzoxazine with an intramolecular hydrogen bond as both a thermal latent polymerization additive and property modifier for epoxy resins |
title | A naringenin-based benzoxazine with an intramolecular hydrogen bond as both a thermal latent polymerization additive and property modifier for epoxy resins |
title_full | A naringenin-based benzoxazine with an intramolecular hydrogen bond as both a thermal latent polymerization additive and property modifier for epoxy resins |
title_fullStr | A naringenin-based benzoxazine with an intramolecular hydrogen bond as both a thermal latent polymerization additive and property modifier for epoxy resins |
title_full_unstemmed | A naringenin-based benzoxazine with an intramolecular hydrogen bond as both a thermal latent polymerization additive and property modifier for epoxy resins |
title_short | A naringenin-based benzoxazine with an intramolecular hydrogen bond as both a thermal latent polymerization additive and property modifier for epoxy resins |
title_sort | naringenin-based benzoxazine with an intramolecular hydrogen bond as both a thermal latent polymerization additive and property modifier for epoxy resins |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9055261/ https://www.ncbi.nlm.nih.gov/pubmed/35518631 http://dx.doi.org/10.1039/d0ra04702c |
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