Synthesis and Electrochromism of Aromatic Polyamides and Polyimides with N-2,3-Dimethylindolyltriphenylamine Moiety

• Main Authors: Wei-dun Jhuang, 莊為敦
• Other Authors: Sheng-huei Hsiao
• Format: Others
• Language: en_US
• Published: 2009
• Online Access: http://ndltd.ncl.edu.tw/handle/68665027163821820575

碩士 === 大同大學 === 化學工程學系(所) === 97 === A new indole-derived triphenylamine-containing diamine monomer, 4,4’-diamino-4’’-(N-2,3-dimethylindolyl)triphenylamine (4) was synthesized from readily available reagents and was reacted with various aromatic dicarboxylic acids and tetracarboxylic dianhydrides to produce two series of novel triphenylamine-based polyamides 6a-6h and polyimides 7a-7f with pendent 2,3-dimethyl-indolyl substituents. All polymers were readily soluble in polar organic solvents, such as N-methyl-2-pyrrolidinone (NMP) and N,N-dimethylacetamids (DMAc) and could be solution cast into tough and flexible films. The polyamides exhibited glass-transition temperature (Tgs) in the range 282-290 oC and char yield at 800 oC in nitrogen higher than 70%. The polyimides have Tgs between 289 and 303 oC, and they were fairly stable up to above 520 oC. All the polyamides and polyimides had the reversible oxidation redox characteristics on their cyclic voltammograms. They exhibited an enhanced electrochemical stability as compared with indoly-substitution. The polymer films also revealed stable electrochromic properties. The polyamide thin film can change color from pale yellow neutral state to green semioxidized state to dark green oxidized state.