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Synthesis and Properties of Quinoxaline-Containing Benzoxazines and Polybenzoxazines

[Image: see text] The object of this work is to prepare quinoxaline-based benzoxazines and evaluate thermal properties of their thermosets. For this object, 4,4′-(quinoxaline-2,3-diyl)diphenol (QDP)/furfurylamine-based benzoxazine (QDP-fu) and 4,4′,4″,4‴-([6,6′-biquinoxaline]-2,2′,3,3′-tetrayl)tetra...

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Autores principales: Chen, Chien Han, Yu, Tsung Yen, Wu, Jen-Hao, Ariraman, Mathivathanan, Juang, Tzong-Yuan, Abu-Omar, Mahdi M., Lin, Ching-Hsuan
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2019
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6648507/
https://www.ncbi.nlm.nih.gov/pubmed/31459997
http://dx.doi.org/10.1021/acsomega.9b01042
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author Chen, Chien Han
Yu, Tsung Yen
Wu, Jen-Hao
Ariraman, Mathivathanan
Juang, Tzong-Yuan
Abu-Omar, Mahdi M.
Lin, Ching-Hsuan
author_facet Chen, Chien Han
Yu, Tsung Yen
Wu, Jen-Hao
Ariraman, Mathivathanan
Juang, Tzong-Yuan
Abu-Omar, Mahdi M.
Lin, Ching-Hsuan
author_sort Chen, Chien Han
collection PubMed
description [Image: see text] The object of this work is to prepare quinoxaline-based benzoxazines and evaluate thermal properties of their thermosets. For this object, 4,4′-(quinoxaline-2,3-diyl)diphenol (QDP)/furfurylamine-based benzoxazine (QDP-fu) and 4,4′,4″,4‴-([6,6′-biquinoxaline]-2,2′,3,3′-tetrayl)tetraphenol (BQTP)/furfurylamine-based benzoxazine (BQTP-fu) were prepared. The structures of QDP-fu and BQTP-fu were successfully confirmed by FTIR and (1)H and (13)C NMR spectra. We studied the curing behavior of QDP-fu and BQTP-fu and thermal properties of their thermosets. According to DSC thermograms, QDP-fu and BQTP-fu have the attractive onset exothermic temperatures of 181 and 186 °C, respectively. The onset temperature is approximately 45 °C lower than that of a bisphenol A/furfurylamine-based benzoxazines. According to DMA TMA and TGA thermograms, the thermoset of BQTP-fu shows impressive thermal properties, with a T(g) value of 418 °C, a coefficient of thermal expansion of 39 ppm/°C, a 5% decomposition temperature of 430 °C, and a char yield of 72%.
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spelling pubmed-66485072019-08-27 Synthesis and Properties of Quinoxaline-Containing Benzoxazines and Polybenzoxazines Chen, Chien Han Yu, Tsung Yen Wu, Jen-Hao Ariraman, Mathivathanan Juang, Tzong-Yuan Abu-Omar, Mahdi M. Lin, Ching-Hsuan ACS Omega [Image: see text] The object of this work is to prepare quinoxaline-based benzoxazines and evaluate thermal properties of their thermosets. For this object, 4,4′-(quinoxaline-2,3-diyl)diphenol (QDP)/furfurylamine-based benzoxazine (QDP-fu) and 4,4′,4″,4‴-([6,6′-biquinoxaline]-2,2′,3,3′-tetrayl)tetraphenol (BQTP)/furfurylamine-based benzoxazine (BQTP-fu) were prepared. The structures of QDP-fu and BQTP-fu were successfully confirmed by FTIR and (1)H and (13)C NMR spectra. We studied the curing behavior of QDP-fu and BQTP-fu and thermal properties of their thermosets. According to DSC thermograms, QDP-fu and BQTP-fu have the attractive onset exothermic temperatures of 181 and 186 °C, respectively. The onset temperature is approximately 45 °C lower than that of a bisphenol A/furfurylamine-based benzoxazines. According to DMA TMA and TGA thermograms, the thermoset of BQTP-fu shows impressive thermal properties, with a T(g) value of 418 °C, a coefficient of thermal expansion of 39 ppm/°C, a 5% decomposition temperature of 430 °C, and a char yield of 72%. American Chemical Society 2019-05-23 /pmc/articles/PMC6648507/ /pubmed/31459997 http://dx.doi.org/10.1021/acsomega.9b01042 Text en Copyright © 2019 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 Chen, Chien Han
Yu, Tsung Yen
Wu, Jen-Hao
Ariraman, Mathivathanan
Juang, Tzong-Yuan
Abu-Omar, Mahdi M.
Lin, Ching-Hsuan
Synthesis and Properties of Quinoxaline-Containing Benzoxazines and Polybenzoxazines
title Synthesis and Properties of Quinoxaline-Containing Benzoxazines and Polybenzoxazines
title_full Synthesis and Properties of Quinoxaline-Containing Benzoxazines and Polybenzoxazines
title_fullStr Synthesis and Properties of Quinoxaline-Containing Benzoxazines and Polybenzoxazines
title_full_unstemmed Synthesis and Properties of Quinoxaline-Containing Benzoxazines and Polybenzoxazines
title_short Synthesis and Properties of Quinoxaline-Containing Benzoxazines and Polybenzoxazines
title_sort synthesis and properties of quinoxaline-containing benzoxazines and polybenzoxazines
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6648507/
https://www.ncbi.nlm.nih.gov/pubmed/31459997
http://dx.doi.org/10.1021/acsomega.9b01042
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