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Synthesis and Characterization of Benzoxazine Resin Based on Furfurylamine

This paper presents an investigation of the modification of natural oxazines to traditional bisphenol A benzoxazines. Eugenol was reacted with furfurylamine to synthesize a new type of benzoxazine (eugenol–furfurylamine benzoxazine), with a yield of 77.65%; and another new type of benzoxazine (bisph...

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Detalles Bibliográficos
Autores principales: Wang, Jing, Liu, Qinghua, Yu, Jiangnan, Xu, Riwei, Wang, Chengzhong, Xiong, Jinping
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9740307/
https://www.ncbi.nlm.nih.gov/pubmed/36499862
http://dx.doi.org/10.3390/ma15238364
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author Wang, Jing
Liu, Qinghua
Yu, Jiangnan
Xu, Riwei
Wang, Chengzhong
Xiong, Jinping
author_facet Wang, Jing
Liu, Qinghua
Yu, Jiangnan
Xu, Riwei
Wang, Chengzhong
Xiong, Jinping
author_sort Wang, Jing
collection PubMed
description This paper presents an investigation of the modification of natural oxazines to traditional bisphenol A benzoxazines. Eugenol was reacted with furfurylamine to synthesize a new type of benzoxazine (eugenol–furfurylamine benzoxazine), with a yield of 77.65%; and another new type of benzoxazine (bisphenol A–furfurylamine benzoxazine) was generated from bisphenol A and furfurylamine, with the highest yield of 93.78%. In order to analyze and study the target molecules, IR (infrared radiation) spectroscopy, GPC (gel-permeation chromatograph), mass spectrometry, 1H-NMR (nuclear magnetic resonance), DSC (differential scanning calorimetry), and DMA (dynamic mechanical analysis) tests were conducted. Eugenol-furfurylamine benzoxazine and conventional bisphenol A-aniline benzoxazine (BZ) composite was also analyzed and cured at different mass ratios of 2:98, 5:95, 10:90, 20:80, and 40:60. When the content of eugenol furfurylamine in the blend reached 5%, the strength of the composite was greatly enhanced, while the strength decreased with the increase in eugenol furfurylamine oxazine content. Moreover, octamaleimide phenyl POSS (OMPS, polyhedral oligomeric silsesquioxane) and bisphenol A furamine benzoxazine were mixed at different molar ratios of 1:16, 1:8, 1:4, 1:2, and 1:1. The curing temperature sharply decreased with the increase in OMPS content. When the molar ratio reached 1:1, the curing temperature decreased from 248 to 175℃. A further advantage of using eugenol and furfurylamine is that they are renewable resources, which is important in terms of utilizing resources effectively and developing environmentally friendly products.
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spelling pubmed-97403072022-12-11 Synthesis and Characterization of Benzoxazine Resin Based on Furfurylamine Wang, Jing Liu, Qinghua Yu, Jiangnan Xu, Riwei Wang, Chengzhong Xiong, Jinping Materials (Basel) Article This paper presents an investigation of the modification of natural oxazines to traditional bisphenol A benzoxazines. Eugenol was reacted with furfurylamine to synthesize a new type of benzoxazine (eugenol–furfurylamine benzoxazine), with a yield of 77.65%; and another new type of benzoxazine (bisphenol A–furfurylamine benzoxazine) was generated from bisphenol A and furfurylamine, with the highest yield of 93.78%. In order to analyze and study the target molecules, IR (infrared radiation) spectroscopy, GPC (gel-permeation chromatograph), mass spectrometry, 1H-NMR (nuclear magnetic resonance), DSC (differential scanning calorimetry), and DMA (dynamic mechanical analysis) tests were conducted. Eugenol-furfurylamine benzoxazine and conventional bisphenol A-aniline benzoxazine (BZ) composite was also analyzed and cured at different mass ratios of 2:98, 5:95, 10:90, 20:80, and 40:60. When the content of eugenol furfurylamine in the blend reached 5%, the strength of the composite was greatly enhanced, while the strength decreased with the increase in eugenol furfurylamine oxazine content. Moreover, octamaleimide phenyl POSS (OMPS, polyhedral oligomeric silsesquioxane) and bisphenol A furamine benzoxazine were mixed at different molar ratios of 1:16, 1:8, 1:4, 1:2, and 1:1. The curing temperature sharply decreased with the increase in OMPS content. When the molar ratio reached 1:1, the curing temperature decreased from 248 to 175℃. A further advantage of using eugenol and furfurylamine is that they are renewable resources, which is important in terms of utilizing resources effectively and developing environmentally friendly products. MDPI 2022-11-24 /pmc/articles/PMC9740307/ /pubmed/36499862 http://dx.doi.org/10.3390/ma15238364 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Wang, Jing
Liu, Qinghua
Yu, Jiangnan
Xu, Riwei
Wang, Chengzhong
Xiong, Jinping
Synthesis and Characterization of Benzoxazine Resin Based on Furfurylamine
title Synthesis and Characterization of Benzoxazine Resin Based on Furfurylamine
title_full Synthesis and Characterization of Benzoxazine Resin Based on Furfurylamine
title_fullStr Synthesis and Characterization of Benzoxazine Resin Based on Furfurylamine
title_full_unstemmed Synthesis and Characterization of Benzoxazine Resin Based on Furfurylamine
title_short Synthesis and Characterization of Benzoxazine Resin Based on Furfurylamine
title_sort synthesis and characterization of benzoxazine resin based on furfurylamine
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9740307/
https://www.ncbi.nlm.nih.gov/pubmed/36499862
http://dx.doi.org/10.3390/ma15238364
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