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Synthesis and characterization of a novel fluorinated bismaleimide via a nucleophilic addition-elimination reaction and its polymeric networks

机译:通过亲核加成消除反应及其聚合网络合成和表征新型氟化双马来酰亚胺

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摘要

The commercially available octafluorocyclopentene (OFCP) as both a fluorinated building block and a linker has been successfully utilized to prepare a new fluorinated bismaleimide monomer OFCP-BMI via a nucleophilic addition-elimination reaction. The resulting OFCP-BMI is characterized by H-1, C-13, F-19 nuclear magnetic resonance (NMR) spectroscopy, attenuated total reflectance Fourier transform infrared spectroscopy (ATR-FTIR), and high resolution mass spectrometry. The monomer OFCP-BMI reacts with a free radical initiator or self-cures to prepare its resins. No obvious glass transition temperature (T-g) below 260 degrees C was observed for the self-curing resin suggesting that a highly cross-linked polymeric network was formed. The self-curing resin exhibits excellent thermal stability with the on-set weight loss temperature (T-d(on-set)) of 445 degrees C and a 50% char yield at 800 degrees C under a nitrogen atmosphere. The resin obtained by a free radical polymerization process exhibits less thermal stability and a lower char yield than the self-curing resin due to its lower cross-linking density. The self-curing resin exhibits a low dielectric constant (D-k = 2.5).
机译:通过亲核加成消除反应,已成功地利用市售的八氟环戊烯(OFCP)作为氟化结构单元和连接基,成功地制备了新的氟化双马来酰亚胺单体OFCP-BMI。所得的OFCP-BMI的特征在于H-1,C-13,F-19核磁共振(NMR)光谱,衰减全反射傅里叶变换红外光谱(ATR-FTIR)和高分辨率质谱。单体OFCP-BMI与自由基引发剂反应或自固化以制备其树脂。对于自固化树脂,未观察到低于260℃的明显玻璃化转变温度(T-g),这表明形成了高度交联的聚合物网络。该自固化树脂在氮气氛下具有445℃的初始失重温度(T-d(on-set))和800℃下50%的炭收率,具有优异的热稳定性。通过自由基聚合方法获得的树脂由于其较低的交联密度而比自固化树脂表现出较低的热稳定性和较低的炭收率。自固化树脂表现出低介电常数(D-k = 2.5)。

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