Pyrroloindacenodithiophene containing polymers for organic field effect transistors and organic photovoltaics

Jenny E. Donaghey; Raja Shahid Ashraf; Youngju Kim; Zheng Gang Huang; Christian B. Nielsen; Weimin Zhang; Bob Schroeder; Christophe R.G. Grenier; Christopher T. Brown; Pasquale D'Angelo; Jeremy Smith; Scott Watkins; Kigook Song; Thomas D. Anthopoulos; James R. Durrant; Charlotte K. Williams; Iain McCulloch

doi:10.1039/c1jm13428k

Pyrroloindacenodithiophene containing polymers for organic field effect transistors and organic photovoltaics

Jenny E. Donaghey^*, Raja Shahid Ashraf, Youngju Kim, Zheng Gang Huang, Christian B. Nielsen, Weimin Zhang, Bob Schroeder, Christophe R.G. Grenier, Christopher T. Brown, Pasquale D'Angelo, Jeremy Smith, Scott Watkins, Kigook Song, Thomas D. Anthopoulos, James R. Durrant, Charlotte K. Williams, Iain McCulloch

^*Corresponding author for this work

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

49 Scopus citations

Abstract

The synthesis of the novel electron-rich pyrroloindacenodithiophene (NIDT) unit is reported. Stille copolymerization of the distannylated NIDT unit, with the electron-deficient dibrominated benzothiadiazole (BT), difluorobenzothiadiazole (ffBT), thienopyrrolodione (TPD) and 1,1′-bithienopyrrolodione (biTPD) units afforded a series of low band gap semiconducting polymers. Initial testing shows promise for the use of these materials as p-type semiconductors in organic field effect transistors (OFETs) with mobilities as high as 0.07 cm²V^-1s^-1 being measured. These materials have also been tested as the donor polymer in polymer/fullerene bulk heterojunction organic photovoltaics (OPVs) giving maximum efficiencies of 2.5%.

Original language	English (US)
Pages (from-to)	18744-18752
Number of pages	9
Journal	Journal of Materials Chemistry
Volume	21
Issue number	46
DOIs	https://doi.org/10.1039/c1jm13428k
State	Published - Dec 14 2011
Externally published	Yes

ASJC Scopus subject areas

General Chemistry
Materials Chemistry

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Donaghey, J. E., Ashraf, R. S., Kim, Y., Huang, Z. G., Nielsen, C. B., Zhang, W., Schroeder, B., Grenier, C. R. G., Brown, C. T., D'Angelo, P., Smith, J., Watkins, S., Song, K., Anthopoulos, T. D., Durrant, J. R., Williams, C. K., & McCulloch, I. (2011). Pyrroloindacenodithiophene containing polymers for organic field effect transistors and organic photovoltaics. Journal of Materials Chemistry, 21(46), 18744-18752. https://doi.org/10.1039/c1jm13428k

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title = "Pyrroloindacenodithiophene containing polymers for organic field effect transistors and organic photovoltaics",

abstract = "The synthesis of the novel electron-rich pyrroloindacenodithiophene (NIDT) unit is reported. Stille copolymerization of the distannylated NIDT unit, with the electron-deficient dibrominated benzothiadiazole (BT), difluorobenzothiadiazole (ffBT), thienopyrrolodione (TPD) and 1,1′-bithienopyrrolodione (biTPD) units afforded a series of low band gap semiconducting polymers. Initial testing shows promise for the use of these materials as p-type semiconductors in organic field effect transistors (OFETs) with mobilities as high as 0.07 cm2V-1s-1 being measured. These materials have also been tested as the donor polymer in polymer/fullerene bulk heterojunction organic photovoltaics (OPVs) giving maximum efficiencies of 2.5%.",

author = "Donaghey, {Jenny E.} and Ashraf, {Raja Shahid} and Youngju Kim and Huang, {Zheng Gang} and Nielsen, {Christian B.} and Weimin Zhang and Bob Schroeder and Grenier, {Christophe R.G.} and Brown, {Christopher T.} and Pasquale D'Angelo and Jeremy Smith and Scott Watkins and Kigook Song and Anthopoulos, {Thomas D.} and Durrant, {James R.} and Williams, {Charlotte K.} and Iain McCulloch",

year = "2011",

month = dec,

day = "14",

doi = "10.1039/c1jm13428k",

language = "English (US)",

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number = "46",

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Donaghey, JE, Ashraf, RS, Kim, Y, Huang, ZG, Nielsen, CB, Zhang, W, Schroeder, B, Grenier, CRG, Brown, CT, D'Angelo, P, Smith, J, Watkins, S, Song, K, Anthopoulos, TD, Durrant, JR, Williams, CK & McCulloch, I 2011, 'Pyrroloindacenodithiophene containing polymers for organic field effect transistors and organic photovoltaics', Journal of Materials Chemistry, vol. 21, no. 46, pp. 18744-18752. https://doi.org/10.1039/c1jm13428k

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T1 - Pyrroloindacenodithiophene containing polymers for organic field effect transistors and organic photovoltaics

AU - Donaghey, Jenny E.

AU - Ashraf, Raja Shahid

AU - Kim, Youngju

AU - Huang, Zheng Gang

AU - Nielsen, Christian B.

AU - Zhang, Weimin

AU - Schroeder, Bob

AU - Grenier, Christophe R.G.

AU - Brown, Christopher T.

AU - D'Angelo, Pasquale

AU - Smith, Jeremy

AU - Watkins, Scott

AU - Song, Kigook

AU - Anthopoulos, Thomas D.

AU - Durrant, James R.

AU - Williams, Charlotte K.

AU - McCulloch, Iain

PY - 2011/12/14

Y1 - 2011/12/14

N2 - The synthesis of the novel electron-rich pyrroloindacenodithiophene (NIDT) unit is reported. Stille copolymerization of the distannylated NIDT unit, with the electron-deficient dibrominated benzothiadiazole (BT), difluorobenzothiadiazole (ffBT), thienopyrrolodione (TPD) and 1,1′-bithienopyrrolodione (biTPD) units afforded a series of low band gap semiconducting polymers. Initial testing shows promise for the use of these materials as p-type semiconductors in organic field effect transistors (OFETs) with mobilities as high as 0.07 cm2V-1s-1 being measured. These materials have also been tested as the donor polymer in polymer/fullerene bulk heterojunction organic photovoltaics (OPVs) giving maximum efficiencies of 2.5%.

AB - The synthesis of the novel electron-rich pyrroloindacenodithiophene (NIDT) unit is reported. Stille copolymerization of the distannylated NIDT unit, with the electron-deficient dibrominated benzothiadiazole (BT), difluorobenzothiadiazole (ffBT), thienopyrrolodione (TPD) and 1,1′-bithienopyrrolodione (biTPD) units afforded a series of low band gap semiconducting polymers. Initial testing shows promise for the use of these materials as p-type semiconductors in organic field effect transistors (OFETs) with mobilities as high as 0.07 cm2V-1s-1 being measured. These materials have also been tested as the donor polymer in polymer/fullerene bulk heterojunction organic photovoltaics (OPVs) giving maximum efficiencies of 2.5%.

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JO - Journal of Materials Chemistry

JF - Journal of Materials Chemistry

IS - 46

ER -

Pyrroloindacenodithiophene containing polymers for organic field effect transistors and organic photovoltaics

Abstract

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