Synthesis of novel biphenyl-fused alicyclic tetracarboxylic dianhydride and its performance in thermostable and transparent colorless polyimides

被引:0
|
作者
Zhou, Di [1 ]
Kong, Ling-lu [1 ]
Liu, Shu-mei [1 ]
Yuan, Yan-chao [1 ]
Ma, Yu-guang [2 ]
Huang, Ming-jun [3 ]
Mo, Yue-qi [1 ,2 ,4 ]
Qin, Dong-huan [2 ]
Zhao, Jian-qing [1 ,4 ]
机构
[1] South China Univ Technol, Sch Mat Sci & Engn, Guangzhou, Guangdong, Peoples R China
[2] South China Univ Technol, State Key Lab Luminescent Mat & Devices, Guangzhou, Guangdong, Peoples R China
[3] South China Univ Technol, Sch Emergent Soft Matter, South China Adv Inst Soft Matter Sci & Technol, Guangzhou, Peoples R China
[4] South China Univ Technol, Sch Mat Sci & Engn, Guangzhou 510640, Guangdong, Peoples R China
基金
中国国家自然科学基金;
关键词
aryl-fused alicyclic tetracarboxylic dianhydrides; high thermal stability; polyimides; transparent; THERMAL-EXPANSION; FILMS;
D O I
10.1002/app.54938
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
Biphenyl fused alicyclic tetracarboxylic dianhydride, 6,6 ',7,7 '-tetracarboxylic dianhydride-5,5 ',6,6 ',7,7 ',8,8 '-octahydro-2,2 '-binaphthalene (OHBNDA) was successfully synthesized from biphenyltetracarboxylic dianhydride (BPDA) through hydrolysis, reduction, bromination, and Diels-Alder reaction. Three OHBNDA-based polyimides (PIs) were synthesized by one-step polycondensation at high temperature with 9,9-bis(4-aminophenyl)fluorene (BAFL), 2,2 '-bis(trifluoromethyl)-4,4 '-diaminobiphenyl (TFMB), and 4,4 '-diamino-2,2 '-dimethyl-1,1 '-biphenyl (m-TolDA) diamines, respectively. These PIs have moderate molecular weights and good solubility in polar organic solvents, such as N,N-dimethylformamide, dimethylacetamide (DMAc), and dimethyl sulfoxide (DMSO). OHBNDA-TFMB, OHBNDA-m-TolDA, and OHBNDA-BAFL display glass transition temperatures (T(g)s) of 309, 329, and 377 degrees C from differential scanning calorimetry (DSC) curves, and the decomposition temperatures at 5% weight loss (T-d5) of as high as 522, 507, and 548 degrees C under nitrogen, respectively. Meanwhile, these PI films also show good optical transparency with the cut-off wavelength <315 nm and the transmittance >75% at 400 nm. These results confirm that aryl-fused alicyclic tetracarboxylic dianhydrides can afford transparent/colorless PIs with high thermal stability, especially the higher decomposition temperatures than the wholly alicyclic dianhydrides.
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页数:11
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