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Synthesis and Degradation Mechanism of Self-Cured Hyperbranched Epoxy Resins from Natural Citric Acid

[Image: see text] Rapid and highly efficient degradation of cured thermoset epoxy resins is a major challenge to scientists. Here, degradable self-cured hyperbranched epoxy resins (DSHE-n, n = 1, 2, and 3) were synthesized by a reaction between 3-isocyanato-4-methyl-epoxy-methylphenylcarbamate and d...

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Autores principales: Yu, Chenglong, Xu, Zejun, Wang, Yimei, Chen, Sufang, Miao, Menghe, Zhang, Daohong
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2018
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6644903/
https://www.ncbi.nlm.nih.gov/pubmed/31458951
http://dx.doi.org/10.1021/acsomega.8b01216
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author Yu, Chenglong
Xu, Zejun
Wang, Yimei
Chen, Sufang
Miao, Menghe
Zhang, Daohong
author_facet Yu, Chenglong
Xu, Zejun
Wang, Yimei
Chen, Sufang
Miao, Menghe
Zhang, Daohong
author_sort Yu, Chenglong
collection PubMed
description [Image: see text] Rapid and highly efficient degradation of cured thermoset epoxy resins is a major challenge to scientists. Here, degradable self-cured hyperbranched epoxy resins (DSHE-n, n = 1, 2, and 3) were synthesized by a reaction between 3-isocyanato-4-methyl-epoxy-methylphenylcarbamate and degradable epoxy-ended hyperbranched polyester (DEHP-n) prepared from maleicanhydride, citric acid, and epichlorohydrin. The chemical structure of DSHE-n was characterized by Fourier transform infrared and (1)H NMR spectra. With an increase in DSHE-n molecular weight, the adhesion strength of self-cured DSHE-n films increases distinctly from class 1 to 4, and their pencil hardness remains about class B–2B. The study on the self-cured behavior and mechanism of DSHE-n shows that the carbamate group of the DSHE-n is decomposed into diamine group to react with epoxy group and form a cross-linked structure. The self-cured DSHE-n films were degraded completely in 2 h at 90 °C in the mixed solution of hydrogen peroxide (H(2)O(2)) and N,N-dimethylformamide under atmospheric pressure and produced the raw material citric acid, indicating good degradation performance and recyclable property of DSHE-n.
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spelling pubmed-66449032019-08-27 Synthesis and Degradation Mechanism of Self-Cured Hyperbranched Epoxy Resins from Natural Citric Acid Yu, Chenglong Xu, Zejun Wang, Yimei Chen, Sufang Miao, Menghe Zhang, Daohong ACS Omega [Image: see text] Rapid and highly efficient degradation of cured thermoset epoxy resins is a major challenge to scientists. Here, degradable self-cured hyperbranched epoxy resins (DSHE-n, n = 1, 2, and 3) were synthesized by a reaction between 3-isocyanato-4-methyl-epoxy-methylphenylcarbamate and degradable epoxy-ended hyperbranched polyester (DEHP-n) prepared from maleicanhydride, citric acid, and epichlorohydrin. The chemical structure of DSHE-n was characterized by Fourier transform infrared and (1)H NMR spectra. With an increase in DSHE-n molecular weight, the adhesion strength of self-cured DSHE-n films increases distinctly from class 1 to 4, and their pencil hardness remains about class B–2B. The study on the self-cured behavior and mechanism of DSHE-n shows that the carbamate group of the DSHE-n is decomposed into diamine group to react with epoxy group and form a cross-linked structure. The self-cured DSHE-n films were degraded completely in 2 h at 90 °C in the mixed solution of hydrogen peroxide (H(2)O(2)) and N,N-dimethylformamide under atmospheric pressure and produced the raw material citric acid, indicating good degradation performance and recyclable property of DSHE-n. American Chemical Society 2018-07-20 /pmc/articles/PMC6644903/ /pubmed/31458951 http://dx.doi.org/10.1021/acsomega.8b01216 Text en Copyright © 2018 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes.
spellingShingle Yu, Chenglong
Xu, Zejun
Wang, Yimei
Chen, Sufang
Miao, Menghe
Zhang, Daohong
Synthesis and Degradation Mechanism of Self-Cured Hyperbranched Epoxy Resins from Natural Citric Acid
title Synthesis and Degradation Mechanism of Self-Cured Hyperbranched Epoxy Resins from Natural Citric Acid
title_full Synthesis and Degradation Mechanism of Self-Cured Hyperbranched Epoxy Resins from Natural Citric Acid
title_fullStr Synthesis and Degradation Mechanism of Self-Cured Hyperbranched Epoxy Resins from Natural Citric Acid
title_full_unstemmed Synthesis and Degradation Mechanism of Self-Cured Hyperbranched Epoxy Resins from Natural Citric Acid
title_short Synthesis and Degradation Mechanism of Self-Cured Hyperbranched Epoxy Resins from Natural Citric Acid
title_sort synthesis and degradation mechanism of self-cured hyperbranched epoxy resins from natural citric acid
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6644903/
https://www.ncbi.nlm.nih.gov/pubmed/31458951
http://dx.doi.org/10.1021/acsomega.8b01216
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