2,5-Bis(2-octyldodecyl)pyrrolo[3,4-c]pyrrole-1,4-(2H,5H)-dione-based donor-acceptor alternating copolymer bearing Benzothieno[3,2-b] benzothiophene as an organic semiconductor and its application to thin film transistors

Ji Ho Kim; Kyung Hwan Kim; Dae Hee Lee; Da Seul Yang; Dong Uk Heo; Tae Wan Lee; Min Ju Cho; Dong Hoon Choi

doi:10.1080/15421406.2013.808146

2,5-Bis(2-octyldodecyl)pyrrolo[3,4-c]pyrrole-1,4-(2H,5H)-dione-based donor-acceptor alternating copolymer bearing Benzothieno[3,2-b] benzothiophene as an organic semiconductor and its application to thin film transistors

Ji Ho Kim
, Kyung Hwan Kim
, Dae Hee Lee
, Da Seul Yang
, Dong Uk Heo
, Tae Wan Lee
, Min Ju Cho
, Dong Hoon Choi^*

^*Corresponding author for this work

Department of Chemistry

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

2 Citations (Scopus)

Abstract

New diketopyrrolopyrrole (DPP)-containing conjugated polymer such poly (benzothieno[3,2-b]benzothiophene-2,5-bis(2-octyldodecyl)-6-(thiophen-2-yl) pyrrolo [3,4-c]pyrrole-1,4(2H,5H)-dione) was successfully synthesized via Horner-Emmons condensation. The polymer showed a low bandgap energy (Eg = 1.56 eV) in a film state. The polymer also exhibits good solubility in common organic solvents and good self-film-forming properties. The semiconducting properties of the polymer synthesized herein were evaluated in organic thin film transistors (OTFTs). The polymer exhibits charge carrier mobilities as high as 3.0 × 10-3 cm2V-1s-1 (I on/off = 105) after thermal annealing at 200°C for 10 min, which is three times higher than that of thin film transistor made of the pristine film.

Original language	English
Pages (from-to)	38-44
Number of pages	7
Journal	Molecular Crystals and Liquid Crystals
Volume	581
Issue number	1
DOIs	https://doi.org/10.1080/15421406.2013.808146
Publication status	Published - 2013 Jan 1

Bibliographical note

Funding Information:
This research was supported by National Research Foundation of Korea (NRF2012R1A2A1A01008797 & 20110026418) and by Key Research Institute Program through the NRF funded by the Ministry of Education, Science and Technology (NRF20100020209).

Keywords

Benzothienobenzothiophene
conjugated polymer
diketopyrrolopyrrole
mobility
organic thin film transistor
semiconductor

ASJC Scopus subject areas

General Chemistry
General Materials Science
Condensed Matter Physics

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Kim, J. H., Kim, K. H., Lee, D. H., Yang, D. S., Heo, D. U., Lee, T. W., Cho, M. J., & Choi, D. H. (2013). 2,5-Bis(2-octyldodecyl)pyrrolo[3,4-c]pyrrole-1,4-(2H,5H)-dione-based donor-acceptor alternating copolymer bearing Benzothieno[3,2-b] benzothiophene as an organic semiconductor and its application to thin film transistors. Molecular Crystals and Liquid Crystals, 581(1), 38-44. https://doi.org/10.1080/15421406.2013.808146

2,5-Bis(2-octyldodecyl)pyrrolo[3,4-c]pyrrole-1,4-(2H,5H)-dione-based donor-acceptor alternating copolymer bearing Benzothieno[3,2-b] benzothiophene as an organic semiconductor and its application to thin film transistors. / Kim, Ji Ho; Kim, Kyung Hwan; Lee, Dae Hee et al.
In: Molecular Crystals and Liquid Crystals, Vol. 581, No. 1, 01.01.2013, p. 38-44.

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

Kim, JH, Kim, KH, Lee, DH, Yang, DS, Heo, DU, Lee, TW, Cho, MJ & Choi, DH 2013, '2,5-Bis(2-octyldodecyl)pyrrolo[3,4-c]pyrrole-1,4-(2H,5H)-dione-based donor-acceptor alternating copolymer bearing Benzothieno[3,2-b] benzothiophene as an organic semiconductor and its application to thin film transistors', Molecular Crystals and Liquid Crystals, vol. 581, no. 1, pp. 38-44. https://doi.org/10.1080/15421406.2013.808146

Kim JH, Kim KH, Lee DH, Yang DS, Heo DU, Lee TW et al. 2,5-Bis(2-octyldodecyl)pyrrolo[3,4-c]pyrrole-1,4-(2H,5H)-dione-based donor-acceptor alternating copolymer bearing Benzothieno[3,2-b] benzothiophene as an organic semiconductor and its application to thin film transistors. Molecular Crystals and Liquid Crystals. 2013 Jan 1;581(1):38-44. doi: 10.1080/15421406.2013.808146

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title = "2,5-Bis(2-octyldodecyl)pyrrolo[3,4-c]pyrrole-1,4-(2H,5H)-dione-based donor-acceptor alternating copolymer bearing Benzothieno[3,2-b] benzothiophene as an organic semiconductor and its application to thin film transistors",

abstract = "New diketopyrrolopyrrole (DPP)-containing conjugated polymer such poly (benzothieno[3,2-b]benzothiophene-2,5-bis(2-octyldodecyl)-6-(thiophen-2-yl) pyrrolo [3,4-c]pyrrole-1,4(2H,5H)-dione) was successfully synthesized via Horner-Emmons condensation. The polymer showed a low bandgap energy (Eg = 1.56 eV) in a film state. The polymer also exhibits good solubility in common organic solvents and good self-film-forming properties. The semiconducting properties of the polymer synthesized herein were evaluated in organic thin film transistors (OTFTs). The polymer exhibits charge carrier mobilities as high as 3.0 × 10-3 cm2V-1s-1 (I on/off = 105) after thermal annealing at 200°C for 10 min, which is three times higher than that of thin film transistor made of the pristine film.",

keywords = "Benzothienobenzothiophene, conjugated polymer, diketopyrrolopyrrole, mobility, organic thin film transistor, semiconductor",

author = "Kim, \{Ji Ho\} and Kim, \{Kyung Hwan\} and Lee, \{Dae Hee\} and Yang, \{Da Seul\} and Heo, \{Dong Uk\} and Lee, \{Tae Wan\} and Cho, \{Min Ju\} and Choi, \{Dong Hoon\}",

note = "Funding Information: This research was supported by National Research Foundation of Korea (NRF2012R1A2A1A01008797 \& 20110026418) and by Key Research Institute Program through the NRF funded by the Ministry of Education, Science and Technology (NRF20100020209).",

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T1 - 2,5-Bis(2-octyldodecyl)pyrrolo[3,4-c]pyrrole-1,4-(2H,5H)-dione-based donor-acceptor alternating copolymer bearing Benzothieno[3,2-b] benzothiophene as an organic semiconductor and its application to thin film transistors

AU - Kim, Ji Ho

AU - Kim, Kyung Hwan

AU - Lee, Dae Hee

AU - Yang, Da Seul

AU - Heo, Dong Uk

AU - Lee, Tae Wan

AU - Cho, Min Ju

AU - Choi, Dong Hoon

N1 - Funding Information: This research was supported by National Research Foundation of Korea (NRF2012R1A2A1A01008797 & 20110026418) and by Key Research Institute Program through the NRF funded by the Ministry of Education, Science and Technology (NRF20100020209).

PY - 2013/1/1

Y1 - 2013/1/1

N2 - New diketopyrrolopyrrole (DPP)-containing conjugated polymer such poly (benzothieno[3,2-b]benzothiophene-2,5-bis(2-octyldodecyl)-6-(thiophen-2-yl) pyrrolo [3,4-c]pyrrole-1,4(2H,5H)-dione) was successfully synthesized via Horner-Emmons condensation. The polymer showed a low bandgap energy (Eg = 1.56 eV) in a film state. The polymer also exhibits good solubility in common organic solvents and good self-film-forming properties. The semiconducting properties of the polymer synthesized herein were evaluated in organic thin film transistors (OTFTs). The polymer exhibits charge carrier mobilities as high as 3.0 × 10-3 cm2V-1s-1 (I on/off = 105) after thermal annealing at 200°C for 10 min, which is three times higher than that of thin film transistor made of the pristine film.

AB - New diketopyrrolopyrrole (DPP)-containing conjugated polymer such poly (benzothieno[3,2-b]benzothiophene-2,5-bis(2-octyldodecyl)-6-(thiophen-2-yl) pyrrolo [3,4-c]pyrrole-1,4(2H,5H)-dione) was successfully synthesized via Horner-Emmons condensation. The polymer showed a low bandgap energy (Eg = 1.56 eV) in a film state. The polymer also exhibits good solubility in common organic solvents and good self-film-forming properties. The semiconducting properties of the polymer synthesized herein were evaluated in organic thin film transistors (OTFTs). The polymer exhibits charge carrier mobilities as high as 3.0 × 10-3 cm2V-1s-1 (I on/off = 105) after thermal annealing at 200°C for 10 min, which is three times higher than that of thin film transistor made of the pristine film.

KW - Benzothienobenzothiophene

KW - conjugated polymer

KW - diketopyrrolopyrrole

KW - mobility

KW - organic thin film transistor

KW - semiconductor

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2,5-Bis(2-octyldodecyl)pyrrolo[3,4-c]pyrrole-1,4-(2H,5H)-dione-based donor-acceptor alternating copolymer bearing Benzothieno[3,2-b] benzothiophene as an organic semiconductor and its application to thin film transistors

Abstract

Bibliographical note

Keywords

ASJC Scopus subject areas

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