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Design of High-Performance Polybenzoxazines with Tunable Extended Networks Based on Resveratrol and Allyl Functional Benzoxazine

A novel resveratrol-based bio-benzoxazine monomer (RES-al) containing an allyl group has been synthesized using resveratrol, allylamine, and paraformaldehyde via Mannich condensation reaction, and its chemical structures have been characterized by FT-IR spectroscopy and NMR techniques. The polymeriz...

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Autores principales: Xing, Yunliang, He, Xianru, Yang, Rui, Zhang, Kan, Yang, Shengfu
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7761256/
https://www.ncbi.nlm.nih.gov/pubmed/33255950
http://dx.doi.org/10.3390/polym12122794
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author Xing, Yunliang
He, Xianru
Yang, Rui
Zhang, Kan
Yang, Shengfu
author_facet Xing, Yunliang
He, Xianru
Yang, Rui
Zhang, Kan
Yang, Shengfu
author_sort Xing, Yunliang
collection PubMed
description A novel resveratrol-based bio-benzoxazine monomer (RES-al) containing an allyl group has been synthesized using resveratrol, allylamine, and paraformaldehyde via Mannich condensation reaction, and its chemical structures have been characterized by FT-IR spectroscopy and NMR techniques. The polymerization behavior of this benzoxazine resin has been investigated using in situ FT-IR and differential scanning calorimeter (DSC) measurements, and the thermal-mechanical properties of its corresponding polybenzoxazines are evaluated by DMA and TGA. We show that by controlling the curing process of the oxazine ring, the C=C bond in resveratrol, and the allyl group in RES-al, the cross-linking network of the polybenzoxazine can be manipulated, giving rise to tunable performance of thermosets. As all curable functionalities in RES-al are polymerized, the resulted polybenzoxazine exhibits a good thermal stability with a Tg temperature of 313 °C, a T(d5) value of 352 °C, and char yield of 53% at 800 °C under N(2).
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spelling pubmed-77612562020-12-26 Design of High-Performance Polybenzoxazines with Tunable Extended Networks Based on Resveratrol and Allyl Functional Benzoxazine Xing, Yunliang He, Xianru Yang, Rui Zhang, Kan Yang, Shengfu Polymers (Basel) Article A novel resveratrol-based bio-benzoxazine monomer (RES-al) containing an allyl group has been synthesized using resveratrol, allylamine, and paraformaldehyde via Mannich condensation reaction, and its chemical structures have been characterized by FT-IR spectroscopy and NMR techniques. The polymerization behavior of this benzoxazine resin has been investigated using in situ FT-IR and differential scanning calorimeter (DSC) measurements, and the thermal-mechanical properties of its corresponding polybenzoxazines are evaluated by DMA and TGA. We show that by controlling the curing process of the oxazine ring, the C=C bond in resveratrol, and the allyl group in RES-al, the cross-linking network of the polybenzoxazine can be manipulated, giving rise to tunable performance of thermosets. As all curable functionalities in RES-al are polymerized, the resulted polybenzoxazine exhibits a good thermal stability with a Tg temperature of 313 °C, a T(d5) value of 352 °C, and char yield of 53% at 800 °C under N(2). MDPI 2020-11-26 /pmc/articles/PMC7761256/ /pubmed/33255950 http://dx.doi.org/10.3390/polym12122794 Text en © 2020 by the authors. 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 (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Xing, Yunliang
He, Xianru
Yang, Rui
Zhang, Kan
Yang, Shengfu
Design of High-Performance Polybenzoxazines with Tunable Extended Networks Based on Resveratrol and Allyl Functional Benzoxazine
title Design of High-Performance Polybenzoxazines with Tunable Extended Networks Based on Resveratrol and Allyl Functional Benzoxazine
title_full Design of High-Performance Polybenzoxazines with Tunable Extended Networks Based on Resveratrol and Allyl Functional Benzoxazine
title_fullStr Design of High-Performance Polybenzoxazines with Tunable Extended Networks Based on Resveratrol and Allyl Functional Benzoxazine
title_full_unstemmed Design of High-Performance Polybenzoxazines with Tunable Extended Networks Based on Resveratrol and Allyl Functional Benzoxazine
title_short Design of High-Performance Polybenzoxazines with Tunable Extended Networks Based on Resveratrol and Allyl Functional Benzoxazine
title_sort design of high-performance polybenzoxazines with tunable extended networks based on resveratrol and allyl functional benzoxazine
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7761256/
https://www.ncbi.nlm.nih.gov/pubmed/33255950
http://dx.doi.org/10.3390/polym12122794
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