Synthesis and Optoelectronic Properties of Novel Aromatic Polyamides and Polyimides Bearing Trifluoromethyl- or Methyl-Substituted Triphenylamine Moieties

• Main Authors: Kai-Han Lin, 林楷翰
• Other Authors: Sheng-Huei Hsiao
• Format: Others
• Language: en_US
• Published: 2005
• Online Access: http://ndltd.ncl.edu.tw/handle/75550263822266962096

碩士 === 大同大學 === 化學工程學系(所) === 94 === Two triphenylamine-containing diamine monomers, 4,4’-diamino-4”-trifluoromethyltriphenylamine and 4,4’-diamino-4”-methyltriphenylamine were synthesized via the cesium fluoride-mediated N-arylation reactions of 4-trifluoromethylaniline and p-toluidine, respectively, with 1-fluoro-4-nitrobenzene, followed by palladium-catalyzed hydrazine reduction of the resulting dinitro triphenylamines. Novel aromatic polyamides and polyimides with trifluoromethyl- or methyl-substituted triphenylamine units were prepared by polycondensation reaction of these two diamine monomers with commercially available aromatic dicarboxylic acids and dianhydrides. All the polymers were amorphous in nature, as evidenced by X-ray diffractograms. Most of them were quite soluble in a variety of organic solvents and could be solution-cast into transparent, tough, and flexible films with good mechanical properties. They also showed high Tg or Ts values, good thermal stability, mechanical properties, and proper HOMO energy levels. Besides, the hole-transporting and electrochromic properties were also examined by electrochemical and spectroelectrochemical methods.