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URN etd-0702110-134050 Statistics This thesis had been viewed 2434 times. Download 772 times. Author Chieh-Hsiang Sun Author's Email Address No Public. Department Chemical Engineering Year 2009 Semester 2 Degree Master Type of Document Master's Thesis Language English Page Count 119 Title Synthesis, Photoluminescence, and Electrochromism of Novel Aromatic Polymers with 3,6-Di-tert-butylcarbazol-9-yl-substituted Triphenylamine Units Keyword Photoluminescence Electrochromism Electrochromism Photoluminescence Abstract A new carbazole-derived, triphenylamine-containing aromatic dicarboxylic acid monomer, 4,4’-dicarboxy-4”-(3,6-di-tert-butylcarbazol-9-yl)triphenylamine, was synthesized by a well known chemistry from readily available reagents. The newly synthesized dicarboxylic acid monomer was reacted with various aromatic diamines, dihydrazides, and p-aminobenzoyl hydrazide to produce of novel series of polyamides, polyhydrazides and poly(amide-hydrazide) with 3,6-di-tert-butylcarbazol-9-yl-substituted triphenylamine units in the backbones. All the resulting polymers were readily soluble in polar organic solvents and could be solution-cast into tough and flexible films. The hydrazide polymers could be further converted into the corresponding oxadiazole polymers at elevated temperatures. Apart from high Tg values and good thermal stability, all the obtained polymers exhibited strong fluorescence both in film and in solution with high quantum yield. All the polymers showed two reversible oxidation redox couples on their cyclic voltammograms. By substitution of the electrochemically active C3 and C6 sites of the carbazole unit with bulky tert-butyl groups, the new polymers exhibit greatly enhanced electrochemical stability in comparison with previously reported analogs without tert-butyl substituents on the carbazole moiety. The polymer films also revealed excellent stability of electrochromic characteristics with coloration change from a colorless or pale yellowish neutral state to green as a radical cation and blue when fully oxidized. Advisor Committee Sheng-Huei Hsiao - advisor
Files Date of Defense 2010-06-11 Date of Submission 2010-07-02