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Synthesis and properties of a benzoxazine monomer containing maleimide and biphenyl groups
High Performance Polymers ( IF 1.8 ) Pub Date : 2021-02-24 , DOI: 10.1177/0954008321996745
Tao Guo 1 , Yang Fan 1 , Chang Bo 1 , Zhang Qi 1 , Han Tao 1 , Chen Ziran 2 , Xu Youhui 2
Affiliation  

Benzoxazine resin exhibits excellent properties and is widely used in many fields. Herein, the synthesis of a novel compound, the bis(2,4-dihydro-2H-3-(4-N-maleimido)phenyl-1,3-benzoxazinyl)biphenyl (BMIPBB), has been reported, which was synthesized by reacting N-(4-aminophenyl)maleimide (APMI), formaldehyde, and 4,4’-dihydroxybiphenyl. 1,3,5-three(4-(maleimido)phenyl)-1,3,5-triazine (TMIPT) was formed as an intermediate during the reaction. The proton nuclear magnetic resonance (1H-NMR) and Fourier transform-infrared (FTIR) spectroscopy experiments were conducted to determine the structure of BMIPBB. BMIPBB was obtained as a reddish-brown solid in 40.1% yield. The thermal properties of BMIPBB were investigated using differential scanning calorimetry (DSC) and thermogravimetric analysis (TGA) techniques. Analysis of the DSC curves revealed that the broad peak representing the release of curing reaction heat appeared in the temperature range of 140–330°C. The peak temperature was 242.59°C and the heat of the reaction was 393.82 J/g, indicating that the rate of the curing reaction was low and the heat of the reaction was high. Analysis of the TGA results revealed that the weight loss rate was 5% at 110°C. The monomer exhibited a significant weight loss in the range of 320–500°C. The compound lost 50% of its weight at a temperature of 427°C.



中文翻译:

含马来酰亚胺和联苯基的苯并恶嗪单体的合成与性能

苯并恶嗪树脂表现出优异的性能,并广泛用于许多领域。在此,已经报道了合成的新型化合物双(2,4-二氢-2 H -3-(4- N-马来酰亚胺基)苯基-1,3-苯并恶嗪基)联苯(BMIPBB)的合成。通过使N-(4-氨基苯基)马来酰亚胺(APMI),甲醛和4,4'-二羟基联苯反应。在反应期间,形成1,3,5-三(4-(马来酰亚胺基)苯基)-1,3,5-三嗪(TMIPT)作为中间体。质子核磁共振(1进行了H-NMR和傅立叶变换红外(FTIR)光谱实验,以确定BMIPBB的结构。以红褐色固体形式获得BMIPBB,产率为40.1%。使用差示扫描量热法(DSC)和热重分析(TGA)技术研究了BMIPBB的热性能。DSC曲线分析表明,代表固化反应热释放的宽峰出现在140-330°C的温度范围内。峰值温度为242.59℃,反应热为393.82J / g,表明固化反应的速率低并且反应热高。对TGA结果的分析表明,在110℃下的失重率为5%。该单体在320–500°C的范围内表现出明显的重量损失。

更新日期:2021-02-24
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