Highly Soluble Phenylethynyl-terminated Imide Oligomers and Thermosetting Polyimides Based on 2,2',3,3'-Biphenyltetracarboxylic Dianhydride

doi:10.1007/s40242-019-8334-z

Chemical Research in Chinese Universities ›› 2019, Vol. 35 ›› Issue (3): 530-536.doi: 10.1007/s40242-019-8334-z

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Highly Soluble Phenylethynyl-terminated Imide Oligomers and Thermosetting Polyimides Based on 2,2',3,3'-Biphenyltetracarboxylic Dianhydride

MENG Xiangsheng^1,2, LU Gewu³, LIU Xiuju⁴, MENG Qingjie³, SHI Junwei³, YUAN Hang³, KE Hongjun³, WANG Xianwei¹, FAN Weifeng¹, LIU Jingfeng¹, YAN Jingling^1,2, WANG Zhen¹

1. Laboratory of Polymer Composites Engineering, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun 130022, P. R. China;
2. Ningbo Institute of Materials Technology and Engineering, Chinese Academy of Sciences, Ningbo 315201, P. R. China;
3. Aerospace Research Institute of Special Materials and Technology, Beijing 100076, P. R. China;
4. Shandong Non-metallic Materials Institute, Jinan 250031, P. R. China

Received:2018-10-19 Revised:2019-01-31 Online:2019-06-01 Published:2019-03-27
Contact: FAN Weifeng E-mail:fwf@ciac.ac.cn
Supported by:
Supported by the Technology Innovation Fund of Chinese Academy of Sciences(No.CXJJ-17-M159) and the National Natural Science Foundation of China(No.51473157).

Abstract

Abstract: The properties of a series of imide oligomers were characterized according to their molecular weights, solubility, and thermal and rheological properties. This series of imide oligomers was synthesized via a two-step method using 2,2',3,3'-biphenyltetracarboxylic dianhydride(3,3'-BPDA) and aromatic diamines as the monomers, and 4-phenylethynyl phthalic anhydride(PEPA) as the end-capping agent. The imide oligomers based on 3,3'-BPDA showed excellent solubility in low boiling point solvents and low melt viscosity, which were attributed to their unique bent architectures. High-performance thermosetting polyimides were produced from these oligomers via thermal crosslinking of the phenylethynyl groups. The mechanical and thermal properties of the thermosets were studied using tensile testing, dynamic mechanical thermal analysis(DMTA), and thermogravimetric analysis(TGA). The 3,3'-BPDA-based thermosets exhibited excellent thermal properties, with glass transition temperatures of up to 455℃, and 5% mass loss temperatures of up to 569℃ in air. The thermosets based on 3,3'-BPDA showed superior thermal properties compared to those derived from TriA-X series oligomers.

Key words: 2,2',3,3'-Biphenyltetracarboxylic dianhydride, Phenylethynyl-terminated imide oligomer, Solubility, Processability, Thermosetting polyimide

MENG Xiangsheng, LU Gewu, LIU Xiuju, MENG Qingjie, SHI Junwei, YUAN Hang, KE Hongjun, WANG Xianwei, FAN Weifeng, LIU Jingfeng, YAN Jingling, WANG Zhen. Highly Soluble Phenylethynyl-terminated Imide Oligomers and Thermosetting Polyimides Based on 2,2',3,3'-Biphenyltetracarboxylic Dianhydride[J]. Chemical Research in Chinese Universities, 2019, 35(3): 530-536.

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Highly Soluble Phenylethynyl-terminated Imide Oligomers and Thermosetting Polyimides Based on 2,2',3,3'-Biphenyltetracarboxylic Dianhydride

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