Synthesis and electrochromic properties of a multichromic, conducting, soluble polythiophene derivative and its copolymer

Download

index.pdf

Date

2009

Author

Özyurt, Funda

Metadata

Show full item record

Item Usage Stats

301
views

149
downloads

A new polythiophene derivative, poly-2,3-bis(4-tert-butylphenyl)-5,8-bis(4-hexylthiophen-2-yl)quinoxaline PHTQ was synthesized by both chemical and electrochemical polymerization and its electrochemical properties were reported. The monomer was electrochemically polymerized in the presence of tetrabutylammonium hexafluorophosphate(TBAPF6) as the supporting electrolyte in dichloromethane-acetonitrile (5:95, v:v). Nuclear magnetic resonance spectroscopy (1H-NMR, 13C-NMR) was utilized for the characterization of the monomer and the soluble polymer. The polymer was further characterized by Gel Permeation Chromatography (GPC). Spectroelectrochemistry and switching ability of the polymer were investigated by UV–vis spectrophotometer and cyclic voltammetry. The polymer revealed three distinctive colors upon doping which indicated that the polymer is multichromic. Tert-butyl group on the pendant phenyl rings and hexyl groups on thiophene enhanced the solution processability of the electrochromic polymer. The electrochemical and spectral properties of the chemically synthesized polymer were investigated via spray coating on ITO glass slides. Electrochemical copolymerization of 2,3-bis(4-tert-butylphenyl)-5,8-bis(4-hexylthiophen-2-yl) quinoxaline (HTQ) with 3,4-ethylenedioxythiophene(EDOT) was performed to fulfill a strategy in achieving fine-tuned electrochromic properties. The copolymer, P(HTQ-co-EDOT) was characterized via detailed studies of cyclic voltammetry and spectroelectrochemistry. Band gap (Eg) of the copolymer was calculated as 1.4 eV and showed 34 % optical contrast with switching times less than 1 second.

Subject Keywords

Chemistry., Polymers.

URI

http://etd.lib.metu.edu.tr/upload/2/12610630/index.pdf
https://hdl.handle.net/11511/18683

Collections

Graduate School of Natural and Applied Sciences, Thesis

Suggestions

OpenMETU
Core

Synthesis and characterization of a new soluble conducting polymer and its electrochromic devices Sahin, Elif; Sahmetlioglu, Ertugrul; Akhmedov, Idris M.; Tanyeli, Cihangir; Toppare, Levent Kamil (Elsevier BV, 2006-10-01) A new polythiophene derivative was synthesized by both chemical and electrochemical oxidative polymerization of 1-(perfluorophenyl)-2,5-di(2-thienyl)-1H-pyrrole (FPTPy). The structures of both the monomer and the soluble polymer were elucidated by nuclear magnetic resonance (H-1-NMR) and fourier transform infrared (FTIR). Polymer of FPTPy was also synthesized via potentiostatic electrochemical polymerization in acetonitrile (AN)/NaClO4/LiClO4 (0.1 M:0.1 M) Solvent-electrolyte couple. Characterizations of th...
Processable and multichromic polymer of bis-3-hexylthiophene substituted 4-tert-butylphenyl quinoxaline Ozyurt, Funda; Günbaş, Emrullah Görkem; Durmus, Asuman; Toppare, Levent Kamil (Elsevier BV, 2008-06-01) A new polythiophene derivative, poly-2,3-bis(4-tert-butylphenyl)-5,8-bis(4-hexylthiophen-2-yl)quinoxaline (PHTQ) was synthesized by both chemical and electrochemical polymerization and its electrochemical properties were reported. The monomer was electrochemically polymerized in the presence of tetrabutylammonium hexafluoropbosphate (TBAPF(6)) as the supporting electrolyte in dichloromethane-acetonitrile (5:95, v:v). Nuclear magnetic resonance (H-1 NMR) and Fourier transform infrared (FTIR) were utilized fo...
Synthesis, characterization and optoelectrochemical properties of poly(1,6-bis(2,5-di(thiophen-2-yl)-1H-pyrrol-1-yl)hexane) and its copolymer with EDOT Ak, Metin; Sahmetlioglu, Ertugrul; Toppare, Levent Kamil (Elsevier BV, 2008-09-01) A new polythiophene derivative was synthesized by electrochemical oxidative polymerization of 1,6-bis(2,5-di(thiophen-2-yl)-1H-pyrrol-1-yl)hexane (TPH). The structure of the monomer was elucidated by H-1, C-13, MR and mass analyses. The polymer P(TPH) and its copolymer with 3,4-ethylenedioxythiophene (P(TPH-co-EDOT)) were synthesized via potentiostatic electrochemical polymerization. Characterizations of the resulting polymers were performed by cyclic voltammetry (CV), FTIR, UV-vis spectroscopies; and condu...
Synthesis, Characterization and Optoelectrochemical Properties of Poly(2,5-di(thiophen-2-yl)-1-(4-(thiophen-3-yl)phenyl)-1H-pyrrole-co-EDOT) Turac, Ersen; Sahmetlioglu, Ertugrul; Toppare, Levent Kamil; Yuruk, Huseyin (Informa UK Limited, 2010-01-01) A new polythiophene derivative was synthesized by electrochemical oxidative polymerization of 2,5-di( thiophen-2-yl)-1-(4-(thiophen-3-yl) phenyl)-1H-pyrrole (TTPP). The structure of the monomer was evaluated by H-1-NMR and FT-IR. The polymer (P(TTPP)) and its co-polymer with 3,4-ethylenedioxythiophene (P(TTPP-co-EDOT)) were synthesized via potentiostatic electrochemical polymerization. The resulting polymers were characterized by cyclic voltammetry (CV), FT-IR, SEM and UV-Vis spectroscopy, and conductivity ...
Synthesis and electrochromic properties of conducting polymers of 5,8-di(pyrrol-2-yl)-2,3-di(thiophen-2-yl) quinoxaline and its copolymers Taşkın, Aslı Tuba; Toppare, Levent Kamil; Department of Chemistry (2009) A novel electroactive monomer 5,8-Di(1H-pyrrol-2-yl)-2, 3-di(thiophen-2-yl) quinoxaline (PTQ) was successfully synthesized via Stille Coupling reaction between quinoxaline and pyrrole. Nuclear magnetic resonance (1H NMR and 13C NMR) and Mass spectroscopy were used to characterize the monomer. The monomer was electrochemically polymerized in the presence of tetrabutylammonium perchlorate (TBAP) as supporting electrolyte in dichloromethane. Monomer reveals relatively low oxidation potential at +0.70V. Spectro...

Citation Formats

F. Özyurt, “Synthesis and electrochromic properties of a multichromic, conducting, soluble polythiophene derivative and its copolymer,” M.S. - Master of Science, Middle East Technical University, 2009.