Synthesis and electrochemical investigation of beta-substituted thiophene-based donor–acceptor copolymers with 3,4-ethylenedioxythiophene (EDOT)
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- 作者：Marcus Henrique de Araujo ; Tulio Matencio…
- 刊名：Journal of Solid State Electrochemistry
- 出版年：2016
- 出版时间：September 2016
- 年：2016
- 卷：20
- 期：9
- 页码：2541-2550
- 全文大小：1,065 KB
- 刊物类别：Chemistry and Materials Science
- 刊物主题：Chemistry
Physical Chemistry
Analytical Chemistry
Industrial Chemistry and Chemical Engineering
Characterization and Evaluation Materials
Condensed Matter
Electronic and Computer Engineering - 出版者：Springer Berlin / Heidelberg
- ISSN：1433-0768
- 卷排序：20
文摘
The present work reports the synthesis of four electron-acceptor beta-substituted thiophenes that were studied as monomers for electrochemical polymerization with 3,4-ethylenedioxythiophene (EDOT), an electron-donating monomer, aiming the combination of electron-acceptor and donor monomer thiophene to a simpler and convenient build up of novel donor–acceptor copolymeric materials via electrochemical polymerization. Four novel copolymers poly(EDOT-co-3-thiophene phenylacetate), (PEDOT-co-PPhTAc-2a), poly(EDOT-co-3-thiophene(4-nitrophenyl)acetate) (PEDOT-co-PPhTAc-2b), poly(EDOT-co-3-thiophenephenylcarboxylate) (PEDOT-co-PPhTCb), and poly(EDOT-co-3-(phenoxymethyl)thiophene) (PEDOT-co-PPhOMT) were electrochemically polymerized. The monomers were characterized by spectrometric techniques (FTIR, 1H NMR, and 13C NMR), and the copolymers were identified by electrochemical analyses and FT-IR. Although the corresponding homopolymers could not be obtained, in the presence of EDOT, the copolymers were formed in a quasi-reversible electrochemical kinetics. The infrared spectra of the copolymers as well the electrochemical profile corroborates their obtaining. The mass variation during the electrosynthesis was analyzed using a quartz crystal microbalance. The film’s morphologies were investigated by SEM. Interestingly, the combination of electron-rich monomer thiophene (EDOT) and these electron-deficient carboxy-substituted thiophenes might be a convenient building block couple to increase the performance control of physic-chemical properties of mixed polythiophenes with innovative applications and they also showed a possible applicability as charge storage device.KeywordsElectron-withdrawing beta-substituted thiophenesEDOT-based copolymersElectrochemical polymerizationCyclic voltammetry