Novel 4,8-benzobisthiazole copolymers and their field-effect transistor and photovoltaic applications

Gary Conboy; Rupert G. D. Taylor; Neil J. Findlay; Alexander L. Kanibolotsky; Anto R. Inigo; Sanjay S. Ghosh; Bernd Ebenhoch; Lethy Krishnan Jagadamma; Gopala Krishna V. V. Thalluri; Muhammad T. Sajjad; Ifor D. W. Samuel; Peter J. Skabara

doi:10.1039/c7tc03959j

Novel 4,8-benzobisthiazole copolymers and their field-effect transistor and photovoltaic applications

Gary Conboy, Rupert G. D. Taylor, Neil J. Findlay, Alexander L. Kanibolotsky, Anto R. Inigo, Sanjay S. Ghosh, Bernd Ebenhoch, Lethy Krishnan Jagadamma, Gopala Krishna V. V. Thalluri, Muhammad T. Sajjad, Ifor D. W. Samuel, Peter J. Skabara

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

29 Scopus citations

Abstract

A series of copolymers containing the benzo[1,2-d:4,5-d′]bis(thiazole) (BBT) unit has been designed and synthesised with bisthienyl-diketopyrrolopyrrole (DPP), dithienopyrrole (DTP), benzothiadiazole (BT), benzodithiophene (BDT) or 4,4′-dialkoxybithiazole (BTz) comonomers. The resulting polymers possess a conjugation pathway that is orthogonal to the more usual substitution pathway through the 2,6-positions of the BBT unit, facilitating intramolecular non-covalent interactions between strategically placed heteroatoms of neighbouring monomer units. Such interactions enable a control over the degree of planarity through altering their number and strength, in turn allowing for tuning of the band gap. The resulting 4,8-BBT materials gave enhanced mobility in p-type organic field-effect transistors of up to 2.16 × 10−2 cm2 V−1 s−1 for pDPP2ThBBT and good solar cell performance of up to 4.45% power conversion efficiency for pBT2ThBBT.

Original language	English (US)
Pages (from-to)	11927-11936
Number of pages	10
Journal	JOURNAL OF MATERIALS CHEMISTRY C
Volume	5
Issue number	45
DOIs	https://doi.org/10.1039/c7tc03959j
State	Published - Nov 13 2017
Externally published	Yes

Bibliographical note

KAUST Repository Item: Exported on 2022-06-03
Acknowledgements: We are grateful to the EPSRC for funding through grants EP/H004157/1, EP/L012294/1, EP/L017008/1 and EP/L012200/1 and to the European Research Council for funding from Grant 321305. We are grateful to the research groups of Prof. Iain McCulloch (ICL/KAUST) and Prof. Neil McKeown (Edinburgh) for generously performing GPC measurements on the polymers. PJS and IDWS are Royal Society Wolfson Research Merit Award holders. Sanjay Ghosh thanks North Maharashtra University, India, for providing study leave to do post-doctoral research at the University of St Andrews, UK. Supporting data are accessible from 10.15129/9b457e8c-12bc-4a3a-9af3-7f53474f4e5c.
This publication acknowledges KAUST support, but has no KAUST affiliated authors.

ASJC Scopus subject areas

General Chemistry
Materials Chemistry

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1039/c7tc03959j

Cite this

Conboy, G., Taylor, R. G. D., Findlay, N. J., Kanibolotsky, A. L., Inigo, A. R., Ghosh, S. S., Ebenhoch, B., Jagadamma, L. K., Thalluri, G. K. V. V., Sajjad, M. T., Samuel, I. D. W., & Skabara, P. J. (2017). Novel 4,8-benzobisthiazole copolymers and their field-effect transistor and photovoltaic applications. JOURNAL OF MATERIALS CHEMISTRY C, 5(45), 11927-11936. https://doi.org/10.1039/c7tc03959j

@article{5ac663a86d37436796bc40991f448b0f,

title = "Novel 4,8-benzobisthiazole copolymers and their field-effect transistor and photovoltaic applications",

abstract = "A series of copolymers containing the benzo[1,2-d:4,5-d′]bis(thiazole) (BBT) unit has been designed and synthesised with bisthienyl-diketopyrrolopyrrole (DPP), dithienopyrrole (DTP), benzothiadiazole (BT), benzodithiophene (BDT) or 4,4′-dialkoxybithiazole (BTz) comonomers. The resulting polymers possess a conjugation pathway that is orthogonal to the more usual substitution pathway through the 2,6-positions of the BBT unit, facilitating intramolecular non-covalent interactions between strategically placed heteroatoms of neighbouring monomer units. Such interactions enable a control over the degree of planarity through altering their number and strength, in turn allowing for tuning of the band gap. The resulting 4,8-BBT materials gave enhanced mobility in p-type organic field-effect transistors of up to 2.16 × 10−2 cm2 V−1 s−1 for pDPP2ThBBT and good solar cell performance of up to 4.45% power conversion efficiency for pBT2ThBBT.",

author = "Gary Conboy and Taylor, {Rupert G. D.} and Findlay, {Neil J.} and Kanibolotsky, {Alexander L.} and Inigo, {Anto R.} and Ghosh, {Sanjay S.} and Bernd Ebenhoch and Jagadamma, {Lethy Krishnan} and Thalluri, {Gopala Krishna V. V.} and Sajjad, {Muhammad T.} and Samuel, {Ifor D. W.} and Skabara, {Peter J.}",

note = "KAUST Repository Item: Exported on 2022-06-03 Acknowledgements: We are grateful to the EPSRC for funding through grants EP/H004157/1, EP/L012294/1, EP/L017008/1 and EP/L012200/1 and to the European Research Council for funding from Grant 321305. We are grateful to the research groups of Prof. Iain McCulloch (ICL/KAUST) and Prof. Neil McKeown (Edinburgh) for generously performing GPC measurements on the polymers. PJS and IDWS are Royal Society Wolfson Research Merit Award holders. Sanjay Ghosh thanks North Maharashtra University, India, for providing study leave to do post-doctoral research at the University of St Andrews, UK. Supporting data are accessible from 10.15129/9b457e8c-12bc-4a3a-9af3-7f53474f4e5c. This publication acknowledges KAUST support, but has no KAUST affiliated authors.",

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Conboy, G, Taylor, RGD, Findlay, NJ, Kanibolotsky, AL, Inigo, AR, Ghosh, SS, Ebenhoch, B, Jagadamma, LK, Thalluri, GKVV, Sajjad, MT, Samuel, IDW & Skabara, PJ 2017, 'Novel 4,8-benzobisthiazole copolymers and their field-effect transistor and photovoltaic applications', JOURNAL OF MATERIALS CHEMISTRY C, vol. 5, no. 45, pp. 11927-11936. https://doi.org/10.1039/c7tc03959j

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T1 - Novel 4,8-benzobisthiazole copolymers and their field-effect transistor and photovoltaic applications

AU - Conboy, Gary

AU - Taylor, Rupert G. D.

AU - Findlay, Neil J.

AU - Kanibolotsky, Alexander L.

AU - Inigo, Anto R.

AU - Ghosh, Sanjay S.

AU - Ebenhoch, Bernd

AU - Jagadamma, Lethy Krishnan

AU - Thalluri, Gopala Krishna V. V.

AU - Sajjad, Muhammad T.

AU - Samuel, Ifor D. W.

AU - Skabara, Peter J.

N1 - KAUST Repository Item: Exported on 2022-06-03 Acknowledgements: We are grateful to the EPSRC for funding through grants EP/H004157/1, EP/L012294/1, EP/L017008/1 and EP/L012200/1 and to the European Research Council for funding from Grant 321305. We are grateful to the research groups of Prof. Iain McCulloch (ICL/KAUST) and Prof. Neil McKeown (Edinburgh) for generously performing GPC measurements on the polymers. PJS and IDWS are Royal Society Wolfson Research Merit Award holders. Sanjay Ghosh thanks North Maharashtra University, India, for providing study leave to do post-doctoral research at the University of St Andrews, UK. Supporting data are accessible from 10.15129/9b457e8c-12bc-4a3a-9af3-7f53474f4e5c. This publication acknowledges KAUST support, but has no KAUST affiliated authors.

PY - 2017/11/13

Y1 - 2017/11/13

N2 - A series of copolymers containing the benzo[1,2-d:4,5-d′]bis(thiazole) (BBT) unit has been designed and synthesised with bisthienyl-diketopyrrolopyrrole (DPP), dithienopyrrole (DTP), benzothiadiazole (BT), benzodithiophene (BDT) or 4,4′-dialkoxybithiazole (BTz) comonomers. The resulting polymers possess a conjugation pathway that is orthogonal to the more usual substitution pathway through the 2,6-positions of the BBT unit, facilitating intramolecular non-covalent interactions between strategically placed heteroatoms of neighbouring monomer units. Such interactions enable a control over the degree of planarity through altering their number and strength, in turn allowing for tuning of the band gap. The resulting 4,8-BBT materials gave enhanced mobility in p-type organic field-effect transistors of up to 2.16 × 10−2 cm2 V−1 s−1 for pDPP2ThBBT and good solar cell performance of up to 4.45% power conversion efficiency for pBT2ThBBT.

AB - A series of copolymers containing the benzo[1,2-d:4,5-d′]bis(thiazole) (BBT) unit has been designed and synthesised with bisthienyl-diketopyrrolopyrrole (DPP), dithienopyrrole (DTP), benzothiadiazole (BT), benzodithiophene (BDT) or 4,4′-dialkoxybithiazole (BTz) comonomers. The resulting polymers possess a conjugation pathway that is orthogonal to the more usual substitution pathway through the 2,6-positions of the BBT unit, facilitating intramolecular non-covalent interactions between strategically placed heteroatoms of neighbouring monomer units. Such interactions enable a control over the degree of planarity through altering their number and strength, in turn allowing for tuning of the band gap. The resulting 4,8-BBT materials gave enhanced mobility in p-type organic field-effect transistors of up to 2.16 × 10−2 cm2 V−1 s−1 for pDPP2ThBBT and good solar cell performance of up to 4.45% power conversion efficiency for pBT2ThBBT.

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U2 - 10.1039/c7tc03959j

DO - 10.1039/c7tc03959j

M3 - Article

SN - 2050-7534

VL - 5

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EP - 11936

JO - JOURNAL OF MATERIALS CHEMISTRY C

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IS - 45

ER -

Novel 4,8-benzobisthiazole copolymers and their field-effect transistor and photovoltaic applications

Abstract

Bibliographical note

ASJC Scopus subject areas

UN SDGs

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