Jump to main content
Jump to site search


Colorless polyimides derived from 2R,5R,7S,10S-naphthanetetracarboxylic dianhydride

Author affiliations

Abstract

A novel alicyclic dianhydride, 2R,5R,7S,10S-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 1S,2R,4S,5R-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.

Graphical abstract: Colorless polyimides derived from 2R,5R,7S,10S-naphthanetetracarboxylic dianhydride

Back to tab navigation

Supplementary files

Publication details

The article was received on 22 Jun 2017, accepted on 13 Sep 2017 and first published on 13 Sep 2017


Article type: Paper
DOI: 10.1039/C7PY01048F
Citation: Polym. Chem., 2017, Advance Article
  •   Request permissions

    Colorless polyimides derived from 2R,5R,7S,10S-naphthanetetracarboxylic dianhydride

    X. Hu, J. Yan, Y. Wang, H. Mu, Z. Wang, H. Cheng, F. Zhao and Z. Wang, Polym. Chem., 2017, Advance Article , DOI: 10.1039/C7PY01048F

Search articles by author

Spotlight

Advertisements