Cheng Kai, Hu Jie-Pin, Wu Yan-Cheng, Shi Chu-Qi, Chen Zhi-Geng, Liu Shu-Mei, Yuan Yan-Chao, Mo Yue-Qi, Zhao Jian-Qing
School of Materials Science and Engineering, South China University of Technology, Guangzhou, Guangdong 510640, People's Republic of China.
R Soc Open Sci. 2019 Jun 5;6(6):190196. doi: 10.1098/rsos.190196. eCollection 2019 Jun.
A novel aromatic diamine containing pyridyl side group, 4-pyridine-4,4-bis(3,5-dimethyl-5-aminophenyl)methane (PyDPM), was successfully synthesized via electrophilic substitution reaction. The polyimides (PIs) containing pyridine were obtained via the microwave-assisted one-step polycondensation of the PyDPM with pyromellitic dianhydride (PMDA), 3,3',4,4'-biphenyltetracarboxylic dianhydride (BPDA), 3,3',4,4'-diphenylether tetracarboxylic dianhydride (ODPA) and 4,4'-(hexafluoroisopropylidene)diphthalic anhydride (6FDA). Contrarily to the reported similar PIs, these PIs exhibit much higher thermal stability or heat resistance, i.e. high glass transition temperatures ( s) in the range of 358-473°C, and the decomposition temperatures at 5% weight loss over 476°C under nitrogen. They can afford flexible and strong films with tensile strength of 82.1-93.3 MPa, elongation at break of 3.7%-15.2%, and Young's modulus of 3.3-3.8 GPa. Furthermore, The PI films exhibit good optical transparency with the cut-off wavelength at 313-366 nm and transmittance higher than 73% at 450 nm. The excellent thermal and optical transmittance can be attributed to synthesis method and the introduction of pyridine rings and ortho-methyl groups. The inherent viscosities of PIs via one-step method were found to be 0.58-1.12 dl g in DMAc, much higher than those via two-step method. These results indicate these PIs could be potential candidates for optical substrates of organic light emitting diodes (OLEDs).
通过亲电取代反应成功合成了一种含吡啶侧基的新型芳香二胺,即4-吡啶-4,4-双(3,5-二甲基-5-氨基苯基)甲烷(PyDPM)。含吡啶的聚酰亚胺(PIs)是通过PyDPM与均苯四甲酸二酐(PMDA)、3,3',4,4'-联苯四甲酸二酐(BPDA)、3,3',4,4'-二苯醚四甲酸二酐(ODPA)和4,4'-(六氟亚异丙基)二邻苯二甲酸酐(6FDA)的微波辅助一步缩聚反应制备的。与报道的类似聚酰亚胺相反,这些聚酰亚胺表现出更高的热稳定性或耐热性,即在358-473°C范围内具有较高的玻璃化转变温度(Tgs),在氮气气氛下5%失重时的分解温度超过476°C。它们可以制成柔韧性好且强度高的薄膜,拉伸强度为82.1-93.3MPa,断裂伸长率为3.7%-15.2%,杨氏模量为3.3-3.8GPa。此外,PI薄膜具有良好的光学透明度,截止波长在313-366nm之间,在450nm处的透过率高于73%。优异的热性能和光学透过率可归因于合成方法以及吡啶环和邻甲基的引入。发现一步法制备的聚酰亚胺在DMAc中的特性粘度为0.58-1.12dl/g,远高于两步法制备的聚酰亚胺。这些结果表明这些聚酰亚胺可能是有机发光二极管(OLEDs)光学基板的潜在候选材料。