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Polymers 2017, 9(10), 484;

Synthesis and Characterization of Organosoluble, Thermal Stable and Hydrophobic Polyimides Derived from 4-(4-(1-pyrrolidinyl)phenyl)-2,6-bis(4-(4-aminophenoxy)phenyl)pyridine

Key Laboratory of New Processing Technology for Nonferrous Metal & Materials, Ministry of Education, and School of Material Science and Engineering, Guilin University of Technology, Guilin 541004, China
Authors to whom correspondence should be addressed.
Received: 4 September 2017 / Revised: 29 September 2017 / Accepted: 30 September 2017 / Published: 3 October 2017
(This article belongs to the Special Issue High Performance Polymers)
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A novel aromatic diamine monomer, 4-(4-(1-pyrrolidinyl)phenyl)-2,6-bis(4-(4-aminophenoxy)phenyl)pyridine (PPAPP) containing pyridine rings, pyrrolidine groups, and ether linkages, was successfully synthesized using 4-hydroxyacetophenone and 1-chloro-4-nitrobenzene as starting materials by three-step reactions, and then used to synthesize a series of polyimides by polycondensation with various aromatic dianhydrides via a two-step method. The structure of PPAPP was characterized by NMR, FT-IR, and mass spectrometry analysis methods. These polymers showed good solubility in common organic solvents (e.g., NMP, DMF, DMSO, and DMAc) at room temperature or on heating. Moreover, they presented a high thermal stability with the glass transition temperature (Tgs) exceeding 316 °C, as well as the temperature of 10% weight loss ranged from 552–580 °C with more than 67% residue at 800 °C under nitrogen. Furthermore, they also exhibited excellent hydrophobicity with a contact angle in the range of 85.6°–97.7°, and the results of Wide-Angle X-ray Diffraction (WAXD) indicated that all of the polymers revealed an amorphous structure. View Full-Text
Keywords: polyimides; thermal stability; solubility; hydrophobicity polyimides; thermal stability; solubility; hydrophobicity

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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).

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Huang, X.; Chen, B.; Mei, M.; Li, H.; Liu, C.; Wei, C. Synthesis and Characterization of Organosoluble, Thermal Stable and Hydrophobic Polyimides Derived from 4-(4-(1-pyrrolidinyl)phenyl)-2,6-bis(4-(4-aminophenoxy)phenyl)pyridine. Polymers 2017, 9, 484.

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