Synthesis of low band gap polymers based on pyrrolo[3,2-d: 4,5-d′]bisthiazole (PBTz) and thienylenevinylene (TV) for organic thin-film transistors (OTFTs)

Dhananjaya Patra, Jaehyuk Lee, Jongbok Lee, Dusan N. Sredojevic, Andrew J P White, Hassan S. Bazzi, Edward Brothers, Martin Heeney, Lei Fang, Myung Han Yoon, Mohammed Al-Hashimi

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Abstract

New low band gap copolymers P1-P4, based on thienylenevinylene (TV) and pyrrolo[3,2-d:4,5-d′]bisthiazole (PBTz) units composed of different alkyl side chains, such as 2-octyldodecyl (OD), n-hexadecyl (HD), 2-ethylhexyl (EH), and 9-heptadecyl (HD) groups, respectively, have been synthesized and characterized. Electrochemical and optical studies of the copolymers indicated low energy band gaps in the range of 1.40-1.47 eV. Moreover, theoretical calculation with density functional theory (DFT) and time-dependent DFT calculations demonstrated that the energy band gaps, HOMO energy levels and maximum absorption values in the copolymers were in good agreement with the experimental results. The decomposition temperature of all copolymers was measured to be above 340 °C by thermogravimetric analysis (TGA), which indicates high thermal stability. Thermally annealed OTFT devices based on P1-P4 thin films demonstrated a range of hole mobilities; thus, the P2 based OTFT device exhibited the highest hole mobility of 0.062 cm2 V−1 s−1.

Original languageEnglish
Pages (from-to)2247-2258
Number of pages12
JournalJournal of Materials Chemistry C
Volume5
Issue number9
DOIs
Publication statusPublished - 2017

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Thin film transistors
Polymers
Energy gap
Copolymers
Hole mobility
Band structure
Density functional theory
Electron energy levels
Thermogravimetric analysis
Thermodynamic stability
Decomposition
Thin films
Temperature

ASJC Scopus subject areas

  • Chemistry(all)
  • Materials Chemistry

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Synthesis of low band gap polymers based on pyrrolo[3,2-d : 4,5-d′]bisthiazole (PBTz) and thienylenevinylene (TV) for organic thin-film transistors (OTFTs). / Patra, Dhananjaya; Lee, Jaehyuk; Lee, Jongbok; Sredojevic, Dusan N.; White, Andrew J P; Bazzi, Hassan S.; Brothers, Edward; Heeney, Martin; Fang, Lei; Yoon, Myung Han; Al-Hashimi, Mohammed.

In: Journal of Materials Chemistry C, Vol. 5, No. 9, 2017, p. 2247-2258.

Research output: Contribution to journalArticle

Patra, Dhananjaya ; Lee, Jaehyuk ; Lee, Jongbok ; Sredojevic, Dusan N. ; White, Andrew J P ; Bazzi, Hassan S. ; Brothers, Edward ; Heeney, Martin ; Fang, Lei ; Yoon, Myung Han ; Al-Hashimi, Mohammed. / Synthesis of low band gap polymers based on pyrrolo[3,2-d : 4,5-d′]bisthiazole (PBTz) and thienylenevinylene (TV) for organic thin-film transistors (OTFTs). In: Journal of Materials Chemistry C. 2017 ; Vol. 5, No. 9. pp. 2247-2258.
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abstract = "New low band gap copolymers P1-P4, based on thienylenevinylene (TV) and pyrrolo[3,2-d:4,5-d′]bisthiazole (PBTz) units composed of different alkyl side chains, such as 2-octyldodecyl (OD), n-hexadecyl (HD), 2-ethylhexyl (EH), and 9-heptadecyl (HD) groups, respectively, have been synthesized and characterized. Electrochemical and optical studies of the copolymers indicated low energy band gaps in the range of 1.40-1.47 eV. Moreover, theoretical calculation with density functional theory (DFT) and time-dependent DFT calculations demonstrated that the energy band gaps, HOMO energy levels and maximum absorption values in the copolymers were in good agreement with the experimental results. The decomposition temperature of all copolymers was measured to be above 340 °C by thermogravimetric analysis (TGA), which indicates high thermal stability. Thermally annealed OTFT devices based on P1-P4 thin films demonstrated a range of hole mobilities; thus, the P2 based OTFT device exhibited the highest hole mobility of 0.062 cm2 V−1 s−1.",
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AU - Al-Hashimi, Mohammed

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