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

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

All Science Journal Classification (ASJC) codes

General Chemistry
Materials Chemistry

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10.1039/c1jm13428k

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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

@article{2af6eb896d864ed0aa97558d40b03991,

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)",

volume = "21",

pages = "18744--18752",

journal = "Journal of Materials Chemistry",

issn = "0959-9428",

publisher = "Royal Society of Chemistry",

number = "46",

}

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

TY - JOUR

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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UR - https://www.scopus.com/pages/publications/81255143460#tab=citedBy

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DO - 10.1039/c1jm13428k

M3 - Article

AN - SCOPUS:81255143460

SN - 0959-9428

VL - 21

SP - 18744

EP - 18752

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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