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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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Detalles Bibliográficos
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
Descripción
Sumario:[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.