Synthesis and characterization of novel poly(thiophene derivative)s
Date Issued
2006
Date
2006
Author(s)
Chen, Tai-Wei
DOI
zh-TW
Abstract
This thesis mainly consists of two parts. In the first part, two 3,4-propylenedioxythiophene derivatives, benzyl 3,4-dihydro-3-methyl -2H-thieno[3,4-b][1,4]dioxepine-3-carboxylate (ProDOT-PH) and dodecyl 3,4-dihydro-3-methyl-2H-thieno[3,4-b][1,4]dioxepine-3- carboxylate (ProDOT-COOC12H25) were synthesized by transetherification. PProDOT-PH, which was polymerized by oxidative chemical polymerization, was insoluble in common solvents; however, PProDOT-COOC12H25 was soluble. Chemical structure and molecular weight characteristics of PProDOT-COOC12H25 was studied by IR, 1H NMR, GPC and UV-vis techniques. Both ProDOT-PH and ProDOT-COOC12H25 could form polymer films by electrochemically polymerization method. The oxidized form and reduced form of PProDOT-PH and PProDOT-COOC12H25 with different transmittance contrast were produced under applied certain potentials (-0.1V— 0.6Vand -0.1V— 0.7V).
In the second part, electro-active starburst copolymers of 12-arms poly(n-butyl acrylate)(12PBA) and poly(2-dodecyl-2,3-dihydrothieno [3,4-b][1,4]dioxine)(PEDOT-C12H25) were synthesized. 12PBA was synthesized by the ATRP (atom transfer radical polymerization) method, and the end groups of polymer arms were modified to generate thiophene-capped starburst 12PBA-TH. The corresponding structures were identified by 1H-NMR. The studies of molecular weight characteristics of these star polymers were performed on 1H-NMR and GPC instruments. The monomer of 3,4-ethylenedioxythiophene was prepared by transetherification to give 2-dodecyl-2,3-dihydrothieno [3,4-b][1,4]dioxine (EDOT-C12H25). The preparation of electroactive starburst 12PBA-b-PEDOT-C12H25 copolymers was carried out by growing PEDOT-C12H25 chains from the terminated thiophene unit of 12-armed stars via oxidative polymerization method. Chemical structure and molecular weight characteristics of these copolymers were studied by IR, 1H NMR and GPC techniques. It was confirmed by IR and 1H NMR that the copolymer was successfully synthesized. However, the GPC data implied the existence of plenty of linear PEDOT-C12H25, indicating the need of the development of further purification process.
Subjects
聚噻
吩衍生物
星狀導電性共聚合物
transetherification
ProDOT
starburst copolymers
Type
thesis
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