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含喹喔啉的苯并恶嗪及聚苯并恶嗪的合成与性能

Synthesis and Properties of Quinoxaline-Containing Benzoxazines and Polybenzoxazines.

作者信息

Chen Chien Han, Yu Tsung Yen, Wu Jen-Hao, Ariraman Mathivathanan, Juang Tzong-Yuan, Abu-Omar Mahdi M, Lin Ching-Hsuan

机构信息

Advanced Research Center for Green Materials Science and Technology, National Taiwan University, Taipei 10617, Taiwan.

Department of Chemical Engineering, National Chung Hsing University, Taichung 402, Taiwan.

出版信息

ACS Omega. 2019 May 23;4(5):9092-9101. doi: 10.1021/acsomega.9b01042. eCollection 2019 May 31.

DOI:10.1021/acsomega.9b01042
PMID:31459997
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6648507/
Abstract

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 H and 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 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%.

摘要

这项工作的目的是制备基于喹喔啉的苯并恶嗪，并评估其热固性材料的热性能。为此，制备了4,4'-(喹喔啉-2,3-二基)二酚(QDP)/糠胺基苯并恶嗪(QDP-fu)和4,4',4″,4‴-([6,6'-联喹喔啉]-2,2',3,3'-四基)四酚(BQTP)/糠胺基苯并恶嗪(BQTP-fu)。通过傅里叶变换红外光谱(FTIR)以及氢和碳核磁共振谱成功确认了QDP-fu和BQTP-fu的结构。我们研究了QDP-fu和BQTP-fu的固化行为及其热固性材料的热性能。根据差示扫描量热法(DSC)热谱图，QDP-fu和BQTP-fu分别具有181和186°C的诱人起始放热温度。该起始温度比双酚A/糠胺基苯并恶嗪的起始温度低约45°C。根据动态热机械分析(DMA)、热机械分析(TMA)和热重分析(TGA)热谱图，BQTP-fu的热固性材料显示出令人印象深刻的热性能，玻璃化转变温度为418°C，热膨胀系数为39 ppm/°C，5%分解温度为430°C，残炭率为72%。

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