Soluble polyimides from unsymmetrical diamine containing benzimidazole ring and trifluoromethyl pendent group

New unsymmetrical diamine monomer containing both the benzimidazole ring and trifluoromethyl group, 6,4′-diamino-2′-trifluoromethyl-2-phenylbenzimidazole, was prepared from 2-bromo-5-nitrobenzotrifluoride and 4-nitro-1,2-phenylenediamine. The monomer was polymerized with ODPA, BTDA and 6FDA by using...

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Veröffentlicht in:Polymer (Guilford) 2008-05, Vol.49 (11), p.2644-2649
Hauptverfasser: Choi, Hyungsam, Chung, Im Sik, Hong, Kipyo, Park, Chan Eon, Kim, Sang Youl
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container_end_page 2649
container_issue 11
container_start_page 2644
container_title Polymer (Guilford)
container_volume 49
creator Choi, Hyungsam
Chung, Im Sik
Hong, Kipyo
Park, Chan Eon
Kim, Sang Youl
description New unsymmetrical diamine monomer containing both the benzimidazole ring and trifluoromethyl group, 6,4′-diamino-2′-trifluoromethyl-2-phenylbenzimidazole, was prepared from 2-bromo-5-nitrobenzotrifluoride and 4-nitro-1,2-phenylenediamine. The monomer was polymerized with ODPA, BTDA and 6FDA by using one-pot synthetic method to obtain corresponding polyimides. All the prepared polyimides were soluble in aprotic polar solvents. Incorporation of trifluoromethyl groups unsymmetrically in the rigid polyimides improves their solubility without decreasing their physical properties. The polymers showed high glass transition temperature (Tg=289–352°C), high thermal stability (Td10>500°C), and relatively low coefficient of thermal expansion (CTE=26.1–46.4ppm/°C) because of their rigid-rod like structure. Also, they showed low refractive indexes (n=1.46–1.68) and low birefringence (Δ≈0.02) due to the trifluoromethyl pendent groups that interrupt chain packing and increase free volume.
doi_str_mv 10.1016/j.polymer.2008.04.019
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subjects Applied sciences
Benzimidazole ring
Exact sciences and technology
Organic polymers
Physicochemistry of polymers
Polymers with particular properties
Preparation, kinetics, thermodynamics, mechanism and catalysts
Soluble polyimides
Trifluoromethyl pendent group
title Soluble polyimides from unsymmetrical diamine containing benzimidazole ring and trifluoromethyl pendent group
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