Colorless polyimides derived from 2R, 5R, 7S, 10S-naphthanetetracarboxylic dianhydride. Issue 39 (22nd September 2017)

• Record Type: Journal Article
• Authors: Hu, Xiaofan; Yan, Jingling; Wang, Yongxia; Mu, Hongliang; Wang, Zikun; Cheng, Haiyang; Zhao, Fengyu; Wang, Zhen
• Is Part Of: Polymer chemistry. Volume 8:Issue 39(2017)
• Page Start: 6165
• Page End: 6172
• Publication Date: 2017-09-22
• Subjects: Polymers -- Periodicals; Macromolecules -- Periodicals; Polymerization -- Periodicals; 547.705
• DOI: 10.1039/c7py01048f
• Languages: English
• ISSNs: 1759-9954

Abstract

Abstract : Colorless polyimides with excellent thermal and mechanical properties were developed from 2 R, 5 R, 7 S, 10 S -naphthanetetracarboxylic dianhydride, and their properties were systematically compared with those based on 1 S, 2 R, 4 S, 5 R -cyclohexanetetracarboxylic dianhydride. Abstract : A novel alicyclic dianhydride, 2 R, 5 R, 7 S, 10 S -naphthanetetracarboxylic dianhydride (HNTDA), was prepared through the hydrogenation of tetramethyl 1, 4, 5, 8-naphthalenetetracarboxylate, followed by deprotection and dehydration reactions. Single crystal X-ray diffraction results revealed that HNTDA possesses an irregular L-shaped architecture with one anhydride ring equatorial, and the other axial on the naphthane ring. Conventional one-step solution polycondensation of HNTDA with commercial diamines enabled the preparation of fully or semi-alicyclic polyimides with sufficient molecular weights. The properties of HNTDA-based polyimides were systematically characterized and compared with their counterparts based on 1 S, 2 R, 4 S, 5 R -cyclohexanetetracarboxylic dianhydride (HPMDA). Dynamic mechanical thermal analysis, thermogravimetric analysis, thermal mechanical analysis, and tensile testing indicated that HNTDA-based polymers exhibit markedly higher thermal and mechanical properties compared with HPMDA-based ones. These improvements can be rationalized according to the rigid, bulky, fused naphthanetetracarboxydiimide moiety, and the pronounced inter- and intra-molecular interactions. Furthermore, HNTDA-based polyimides were colorless or pale-yellow, and displayed good optical transparency, although their cutoff wavelength values were higher than those of HPMDA-based ones.