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

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
Pages (from-to)	11927-11936
Number of pages	10
Journal	Journal of Materials Chemistry
Volume	5
Issue number	45
Early online date	13 Nov 2017
DOIs	https://doi.org/10.1039/C7TC03959J
Publication status	Published - 7 Dec 2017

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© 2017 The Authors. Open Access Article. This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.
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Self-Assembled Organic Photovoltaic mat: Self-assembled organic photovoltaic materials
Samuel, I. D. W. (PI)
EPSRC
17/03/14 → 16/03/17
Project: Standard
Equipment Account: Characterisation and Manipulation of Advanced Functional Materials and their Interfaces at the Nanoscale
Samuel, I. D. W. (PI)
EPSRC
1/10/13 → 30/09/23
Project: Standard
ERC Advanced Grant EXCITON: EU FP7 ERC Advanced Grant 2012 EXCITON
Samuel, I. D. W. (PI)
European Research Council
1/04/13 → 30/03/19
Project: Standard

Novel 4,8-Benzobisthiazole (BBT) copolymers and their application in OFET and OPV devices (dataset)
Conboy, G. (Owner), Taylor, R. (Creator), Osken, I. (Contributor), Findlay, N. (Contributor), Kanibolotskyy, O. (Contributor), Inigo, J. (Contributor), Skabara , P. (Supervisor), Lacalle , D. C. (Creator), Krishnan Jagadamma, L. (Other), Sajjad, M. T. (Other) & Samuel, I. D. W. (Other), University of Strathclyde, 24 May 2017
DOI: 10.15129/9b457e8c-12bc-4a3a-9af3-7f53474f4e5c
Dataset

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Conboy, G., Taylor, R. G. D., Findlay, N. J., Kanibolotsky, A. L., Inigo, A. R., Ghosh, S. S., Ebenhoch, B., Krishnan Jagadamma, L., 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, 5(45), 11927-11936. https://doi.org/10.1039/C7TC03959J

@article{ebfa3dd1f85d48efbe54c4af18833047,

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 {Krishnan Jagadamma}, Lethy and Thalluri, {Gopala Krishna V. V.} and Sajjad, {Muhammad T.} and Samuel, {Ifor D. W.} and Skabara, {Peter J.}",

note = "We are grateful to the EPSRC for funding through grants C, EP/L012294/1, EP/L017008/1 and EP/L012200/1 and to the European Research Council for funding from Grant 321305. Supporting data are accessible from 10.15129/9b457e8c-12bc-4a3a-9af3-7f53474f4e5c.",

year = "2017",

month = dec,

day = "7",

doi = "10.1039/C7TC03959J",

language = "English",

volume = "5",

pages = "11927--11936",

journal = "Journal of Materials Chemistry",

issn = "0959-9428",

publisher = "Royal Society of Chemistry",

number = "45",

}

Conboy, G, Taylor, RGD, Findlay, NJ, Kanibolotsky, AL, Inigo, AR, Ghosh, SS, Ebenhoch, B, Krishnan Jagadamma, L, 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, vol. 5, no. 45, pp. 11927-11936. https://doi.org/10.1039/C7TC03959J

TY - JOUR

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 - Krishnan Jagadamma, Lethy

AU - Thalluri, Gopala Krishna V. V.

AU - Sajjad, Muhammad T.

AU - Samuel, Ifor D. W.

AU - Skabara, Peter J.

N1 - We are grateful to the EPSRC for funding through grants C, EP/L012294/1, EP/L017008/1 and EP/L012200/1 and to the European Research Council for funding from Grant 321305. Supporting data are accessible from 10.15129/9b457e8c-12bc-4a3a-9af3-7f53474f4e5c.

PY - 2017/12/7

Y1 - 2017/12/7

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.

U2 - 10.1039/C7TC03959J

DO - 10.1039/C7TC03959J

M3 - Article

SN - 0959-9428

VL - 5

SP - 11927

EP - 11936

JO - Journal of Materials Chemistry

JF - Journal of Materials Chemistry

IS - 45

ER -

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

Abstract

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Projects

Self-Assembled Organic Photovoltaic mat: Self-assembled organic photovoltaic materials

Equipment Account: Characterisation and Manipulation of Advanced Functional Materials and their Interfaces at the Nanoscale

ERC Advanced Grant EXCITON: EU FP7 ERC Advanced Grant 2012 EXCITON

Datasets

Novel 4,8-Benzobisthiazole (BBT) copolymers and their application in OFET and OPV devices (dataset)

Cite this