Next Article in Journal
Study on Crystallization Behaviors and Properties of F-III Fibers during Hot Drawing in Supercritical Carbon Dioxide
Previous Article in Journal
Rheological Model and Transition Velocity Equation of a Polymer Solution in a Partial Pressure Tool
Article Menu

Export Article

Open AccessArticle

Soluble Polyimides Bearing (cis, trans)-Hydrogenated Bisphenol A and (trans, trans)-Hydrogenated Bisphenol A Moieties: Synthesis, Properties and the Conformational Effect

Key Laboratory of High Performance Plastics (Jilin University), Ministry of Education. National & Local Joint Engineering Laboratory for Synthesis Technology of High Performance Polymer. College of Chemistry, Jilin University, Changchun 130012, China
College of Chemistry, Jilin University, Changchun 130012, China
Author to whom correspondence should be addressed.
Polymers 2019, 11(5), 854;
Received: 14 April 2019 / Revised: 5 May 2019 / Accepted: 7 May 2019 / Published: 10 May 2019
PDF [5680 KB, uploaded 10 May 2019]


In this work, hydrogenated bisphenol A (HBPA) based dinitro mixed isomers (1a′ and 1a) were synthesized and separated via vacuum distillation under the monitor of DSC and 1H NMR. Corresponding diamines (2a′ and 2a) were separately polycondensed with five commercial dianhydrides via a two-step thermal imidization to obtain PI-(1′-5′) and PI-(1-5). All the polyimides could afford flexible, tough, and transparent films, and most of them were readily soluble not only in common polar solvents like DMAc, but also in low boiling point solvents such as chloroform. 1H NMR spectra of the polyimides demonstrated that HBPA moiety showed no conformation changes during the preparation of polymers. For a given dianhydride, PI-(1-5) exhibited better thermal stability than that of PI-(1′-5′), this can be attributed that the equatorial, equatorial C–O in PI-(1-5) promoted denser and more regular molecular chain stacking, as can be evidenced by the WAXD and geometric optimization results. Additionally, when the dianhydride was ODPA, BPADA or 6FDA, no apparent difference was found in either the transmittance or solubility between two series of polyimides, which could be attributed that twisted and flexible ether linkages, as well as bulky substituents, led to the “already weakened” inter- and intramolecular CT interaction and cohesive force. However, when it came to rigid and stiff dianhydride, e.g., BPDA, PI-3′ took an obvious advantage over PI-3 in transmittance and solubility, which was possibly owed to the larger molecular chain d-spacing imparted by equatorial, axial C–O. An overall investigation of PI-(1′-5′) and PI-(1-5) on aspects of thermal, mechanical, morphological, soluble and optical performance values was carried out, and the conformation effects of HBPA isomers on the properties of two series of polyimides were discussed in detail. View Full-Text
Keywords: HBPA isomers; transparent; soluble; polyimide HBPA isomers; transparent; soluble; polyimide

Figure 1

This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited (CC BY 4.0).

Supplementary material


Share & Cite This Article

MDPI and ACS Style

Mi, Z.; Wang, S.; Hou, Z.; Liu, Z.; Jin, S.; Wang, X.; Wang, D.; Zhao, X.; Zhang, Y.; Zhou, H.; Chen, C. Soluble Polyimides Bearing (cis, trans)-Hydrogenated Bisphenol A and (trans, trans)-Hydrogenated Bisphenol A Moieties: Synthesis, Properties and the Conformational Effect. Polymers 2019, 11, 854.

Show more citation formats Show less citations formats

Note that from the first issue of 2016, MDPI journals use article numbers instead of page numbers. See further details here.

Related Articles

Article Metrics

Article Access Statistics



[Return to top]
Polymers EISSN 2073-4360 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert
Back to Top