Synthesis and electrochromic properties of a symmetric polythiophene derivative: Decanedionic acid bis-(2-thiophene-3-yl-ether)ester and its copolymer with thiophene

Date

2005-04-01

Author

Aslan, E
Camurlu, P
Toppare, Levent Kamil

Metadata

Show full item record

This work is licensed under a Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License.

Item Usage Stats

189
views

0
downloads

Here we describe the electrochemical homopolymerization and copolymerization of decanedionic acid bis-(2-thiophene-3-yl- ether)ester (DATE) in the presence of thiophene. Tetrabutylammonium tetrafluoroborate (TBAFB) was utilized as the supporting electrolyte in acetonitrile (ACN) /borontrifloride ethylether (BFEE) solvent mixture (8:2D, v/v). Electrochemical homopolymerization of DATE and copolymerization with thiophene were studied by cyclic voltammetry (CV). Conducting polymers were characterized by Fourier Transform Infrared (FT-IR) and Thermal Analyses. The morphologies of electrochemically synthesized P(DATE) and P(DATE-co-Th) thin films were analyzed by Scanning Electron Microscopy (SEM). Electrical conductivities were measured by the four-probe technique. Spectroelectrochemical behaviors of P(DATE) and P(DATE-co-Th) films were investigated by UV-Vis Spectrophotometer. Homopolymer revealed color changes between brownish Yellow and blue, whereas copolymer revealed changes between orange and blue in reduced and oxidized states respectively. Switching ability of the polymers was investigated via kinetic study upon measuring the % transmittance (%T) at the maximum contrast point. Results implied that copolymerization is a valuable approach to achieve the desired electrochromic properties.

Subject Keywords

Electrochemical polymerization, Electrochromic properties, Conducting polymers

URI

https://hdl.handle.net/11511/41960

Journal

JOURNAL OF MACROMOLECULAR SCIENCE-PURE AND APPLIED CHEMISTRY

DOI

https://doi.org/10.1081/ma-200054346

Collections

Department of Chemistry, Article

Suggestions

OpenMETU
Core

Synthesis and characterization of a bifunctional amido-thiophene monomer and its copolymer with thiophene and electrochemical properties AK, M; Çırpan, Ali; Yılmaz, Fatih; YAGCI, Y; Toppare, Levent Kamil (2005-05-01) A bifunctional amido-thiophene namely hexamethylene (bis-3-thiophene acetamide) (HMTA) was synthesized by the reaction of 3-thiophene acetic acid with hexamethylene diamine. Copolymerization in the presence of thiophene was achieved electrochemically in tetrabutylammonium tetrafluoroborate/acetonitrile (TBAFB/AN). Spectroelectro-chemical analysis of the resulting copolymer [P(HMTA-co-Th)] reflected electronic transitions at 505 nm, 740 nm and similar to 1000 nm, revealing pi to pi* transition, polaron and b...
Synthesis and characterization of thiophen-3-yl-acetic acid 4-pyrrol-1-yl-phenyl ester and its conducting polymers Bingöl, Bahar; Toppare, Levent Kamil; Department of Chemistry (2003) Thiophen-3-yl acetic acid 4-pyrrol-1-yl phenyl ester (TAPE) monomer was synthesized by the reaction of thiophene acetic acid with thionyl chloride, and further reaction of thiophen-3-yl-acetyl chloride with 4-pyrrol-1-yl phenol. Electrochemical behavior of this monomer (TAPE) was determined by cyclic voltammetry. Homopolymers were achieved both by using electrochemical and chemical polymerization techniques. Copolymers of TAPE in the presence of bithiophene and pyrrole were synthesized by potentiostatic ele...
Synthesis of conducting graft copolymers of 2-(N-pyrrolyl)ethylvinyl ether with pyrrole Bengu, B; Toppare, Levent Kamil; Kalaycioglu, E (2001-01-01) 2-(N-pyrrolyl)ethylvinyl ether (2-NEVE) was synthesized from 2-chloroethylvinyl ether (2-CEVE) via a phase catalysis reaction. Cyclic voltammetric studies were carried out to check for the electroactivity of 2-NEVE. Poly(2-(N-pyrrolyl)ethylvinyl ether) [poly(2-NEVE)] was synthesized via chemical methods. Graft copolymers of pyrrole and 2-NEVE were synthesized by electrochemical methods. The chemical structures of 2-NEVE and poly(2-NEVE) were investigated by several spectroscopic methods. Graft copolymers we...
A soluble conducting polymer of 4-(2,5-di(thiophen-2-yl)-1H-pyrrol-1-yl)benzenamine and its multichromic copolymer with EDOT YİLDİZ, Ersin; ÇAMURLU, PINAR; Tanyeli, Cihangir; AKHMEDOV, Idris; Toppare, Levent Kamil (2008-01-15) Here we report the synthesis of a monomer, 4-(2,5-di(thiophen-2-yl)-1H-pyrrol-1-yl)benzenamine (SNS-NH2) produced by the reaction of 1,4-di(2-thienyl)-1,4-butanedione and benzene-1,4-diamine. This monomer was electrochemically polymerized in the presence of LiClO4, NaClO4 (1:1) as the supporting electrolyte in acetonitrile. Copolymerization in the presence of 3,4-ethylenedioxythiophene (EDOT) was achieved in acetonitrile NaClO4/LiClO4 (0.1 M:0.1 M) solvent-electrolyte couple. Resulting homopolyrner and copo...
Synthesis and characterization of conducting block copolymers of thiophene-ended polystyrene with polypyrrole Alkan, S; Toppare, Levent Kamil; Hepuzer, Y; Yagci, Y (2001-03-15) 4,4' Azobis 4-cyano3-thiophenemethyl pentanate (ACTMP) was synthesized from 3-Thiophenemethanol and 4,4'-Azobis (4-cyanopentanoyl chloride). ACTMP was further used in the synthesis of polystyrene with thiophene terminal groups (TPSt) at both ends. Conducting block copolymers of TPSt and pyrrole (TPSt/PPy) were electrochemically prepared using several supporting electrolytes. Characterization of these block copolymers were performed.

Citation Formats

E. Aslan, P. Camurlu, and L. K. Toppare, “Synthesis and electrochromic properties of a symmetric polythiophene derivative: Decanedionic acid bis-(2-thiophene-3-yl-ether)ester and its copolymer with thiophene,” JOURNAL OF MACROMOLECULAR SCIENCE-PURE AND APPLIED CHEMISTRY, pp. 451–462, 2005, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/41960.