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Synthesis and characterization of intrinsic high‐barrier polyimide derived from a novel diamine monomer containing rigid planar moiety
Authors:Yi‐Wu Liu  Jie Huang  Jing‐Hua Tan  Yi Zeng  Qian Ding  Xian‐Wei Xiang  Yue‐Jun Liu  Hai‐liang Zhang
Institution:1. Key Laboratory of Advanced Packaging Materials and Technology of Hunan Province, School of Packaging and Materials Engineering, Hunan University of Technology, Zhuzhou, People's Republic of China;2. Key Laboratory of Polymeric Materials and Application Technology of Hunan Province, Key Laboratory of Advanced Functional Polymer Materials of Colleges and Universities of Hunan Province, College of Chemistry, Xiangtan University, Xiangtan, People's Republic of China
Abstract:A new diamine monomer containing rigid planar fluorenone moiety, 2,7‐bis(4‐aminophenyl)‐9H‐fluoren‐9‐one, was synthesized through Suzuki coupling reaction. Then it was reacted with pyromellitic dianhydride to obtain a polyimide (FOPPI) via a conventional two‐step polymerization process. The prepared FOPPI exhibits excellent barrier properties, with the oxygen transmission rate and water vapor transmission rate low to 3.2 cm3·m?2·day?1 and 2.9 g·m?2·day?1, respectively. The results of wide angle X‐ray diffractograms, positron annihilation lifetime spectroscopy, and molecular dynamics simulations reveal that the excellent barrier properties of FOPPI are mainly ascribed to the crystallinity, high chain rigidity, and low free volume, which are resulted from the rigid planar moiety. FOPPI also shows outstanding thermal stability and mechanical properties with a glass transition temperature up to 420 °C, 5% loss temperature of 607 °C, coefficient of thermal expansion of 1.28 ppm K?1, and tensile strength of 150.8 MPa. The polyimide has an attractive potential application prospect in the flexible electronics encapsulation area. © 2017 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2017 , 55 , 2373–2382
Keywords:barrier  free volume  polyimides  rigid planar moiety  thermal properties
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