Synthesis and Characterization of Dithienothiophene, Bithiazole and Thiophene Containing Polymer

B. Ustamehmetoğlu; I. Osken; M. E. Cinar; E. Sezer; E. Karaca; T. Ozturk

doi:10.1016/j.electacta.2016.12.153

Synthesis and Characterization of Dithienothiophene, Bithiazole and Thiophene Containing Polymer

B. Ustamehmetoğlu^*, I. Osken, M. E. Cinar, E. Sezer, E. Karaca, T. Ozturk

^*Corresponding author for this work

Department of Chemistry

Research output: Contribution to journal › Article › peer-review

13 Citations (Scopus)

Abstract

Synthesis of comonomer, possessing 4,4'-dinonyl-2,2'-bithiazole and 3,5-diphenyldithieno[3,2-b;2′,3′-d]thiophene (T-NBT-Ph₂DTT-NBT-T) units, was achieved using Stille cross coupling reaction. Its electropolymerization was conducted in acetonitrile, containing 0.1 M NaClO₄ + 0.1 M LiCIO₄ (MCIO₄). Properties of the polymer film, obtained P[T-NBT-Ph₂DTT-NBT-T], were characterized by electrochemical techniques. Effect of the polymerization charge on the redox behavior of the polymer film was investigated, and the film was further characterized by UV-visible spectrophotometric measurements. Corresponding electrical equivalent circuit was applied to the experimental electrochemical impedance spectroscopy (EIS) data to explain the parameters of each element and the interface of the Pt/P[T-NBT-Ph₂DTT-NBT-T]/MCIO₄ system. The band gap of the polymer was obtained as 1.86 eV by in situ spectroelectrochemical measurements. Good stability in the oxidized state was verified experimentally. Molecular orbitals and electropolymerization of the comonomer were investigated at DFT level.

Original language	English
Pages (from-to)	435-446
Number of pages	12
Journal	Electrochimica Acta
Volume	227
DOIs	https://doi.org/10.1016/j.electacta.2016.12.153
Publication status	Published - 10 Feb 2017

Bibliographical note

Publisher Copyright:
© 2016 Elsevier Ltd

Funding

We thank Istanbul Technical University, Turkey, for grants to I. Osken (PhD) and E. Karaca (BSc). M. Emin Cinar is grateful to TUBITAK for Postdoctoral Research Fellowships BIDEB 2216 program. We are indebted to National Center for High Performance Computing (UYBHM) (tvddvb) and the High-Performance-Computing (HPC) Linux Cluster HorUS of University of Siegen for the computer time provided. Unsped Global Logistic is gratefully acknowledged for financial support.

Funders	Funder number
TUBITAK
UYBHM
University of Siegen
British Society of Criminology
Center for High Performance Computing
Istanbul Teknik Üniversitesi

Keywords

4,4'-Dinonyl-2,2'-bithiazole and 3,5-diphenyldithieno[3,2-b;2′,3′-d]thiophene
DFT
Electropolymerization
Stille cross coupling reaction

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title = "Synthesis and Characterization of Dithienothiophene, Bithiazole and Thiophene Containing Polymer",

abstract = "Synthesis of comonomer, possessing 4,4'-dinonyl-2,2'-bithiazole and 3,5-diphenyldithieno[3,2-b;2′,3′-d]thiophene (T-NBT-Ph2DTT-NBT-T) units, was achieved using Stille cross coupling reaction. Its electropolymerization was conducted in acetonitrile, containing 0.1 M NaClO4 + 0.1 M LiCIO4 (MCIO4). Properties of the polymer film, obtained P[T-NBT-Ph2DTT-NBT-T], were characterized by electrochemical techniques. Effect of the polymerization charge on the redox behavior of the polymer film was investigated, and the film was further characterized by UV-visible spectrophotometric measurements. Corresponding electrical equivalent circuit was applied to the experimental electrochemical impedance spectroscopy (EIS) data to explain the parameters of each element and the interface of the Pt/P[T-NBT-Ph2DTT-NBT-T]/MCIO4 system. The band gap of the polymer was obtained as 1.86 eV by in situ spectroelectrochemical measurements. Good stability in the oxidized state was verified experimentally. Molecular orbitals and electropolymerization of the comonomer were investigated at DFT level.",

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author = "B. Ustamehmetoğlu and I. Osken and Cinar, {M. E.} and E. Sezer and E. Karaca and T. Ozturk",

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AU - Ustamehmetoğlu, B.

AU - Osken, I.

AU - Cinar, M. E.

AU - Sezer, E.

AU - Karaca, E.

AU - Ozturk, T.

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AB - Synthesis of comonomer, possessing 4,4'-dinonyl-2,2'-bithiazole and 3,5-diphenyldithieno[3,2-b;2′,3′-d]thiophene (T-NBT-Ph2DTT-NBT-T) units, was achieved using Stille cross coupling reaction. Its electropolymerization was conducted in acetonitrile, containing 0.1 M NaClO4 + 0.1 M LiCIO4 (MCIO4). Properties of the polymer film, obtained P[T-NBT-Ph2DTT-NBT-T], were characterized by electrochemical techniques. Effect of the polymerization charge on the redox behavior of the polymer film was investigated, and the film was further characterized by UV-visible spectrophotometric measurements. Corresponding electrical equivalent circuit was applied to the experimental electrochemical impedance spectroscopy (EIS) data to explain the parameters of each element and the interface of the Pt/P[T-NBT-Ph2DTT-NBT-T]/MCIO4 system. The band gap of the polymer was obtained as 1.86 eV by in situ spectroelectrochemical measurements. Good stability in the oxidized state was verified experimentally. Molecular orbitals and electropolymerization of the comonomer were investigated at DFT level.

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KW - Electropolymerization

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Synthesis and Characterization of Dithienothiophene, Bithiazole and Thiophene Containing Polymer

Abstract

Bibliographical note

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Keywords

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