Thienothiophene-benzotriazole-based semicrystalline linear copolymers for organic field effect transistors

Seungjib Yum; Tae Kyu An; Xiaowei Wang; Mohammad Afsar Uddin; Thanh Luan Nguyen; Shuhao Xu; Hwasook Ryu; Yu Jin Kim; Sungu Hwang; Chan Eon Park; Han Young Woo

doi:10.1515/pac-2014-0205

Thienothiophene-benzotriazole-based semicrystalline linear copolymers for organic field effect transistors

Seungjib Yum, Tae Kyu An, Xiaowei Wang, Mohammad Afsar Uddin, Thanh Luan Nguyen, Shuhao Xu, Hwasook Ryu, Yu Jin Kim, Sungu Hwang, Chan Eon Park, Han Young Woo

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

9 Citations (Scopus)

Abstract

A series of thienothiophene-benzotriazole-based semicrystalline copolymers, PTTBTz, PTTBTz- F, and PTTBTz-OR, were synthesized by considering chain linearity, planarity and inter-chain packing by virtue of non-covalent attractive interaction. Fluorine and alkoxy substituents were introduced to modulate the intra- and inter-chain coulombic interactions and crystalline ordering. The fluorine and alkoxy-substituted PTTBTz-F and PTTBTz-OR showed pronounced inter-chain packing with edge-on orientation confirmed by UV-vs absorption and X-ray diffraction measurements. The well-resolved diffraction patterns were obtained for PTTBTz-F and PTTBTz-OR, showing (100)∼(500) inter-lamellar scattering peaks (d-spacing, 17∼18 Å) in the out-of-plane direction and a π-π stacking peak (d-spacing, 3.5∼4.1 Å) in the in-plane direction. Organic field effect transistor (OFET) devices were fabricated with a bottom gate and top contact geometry. PTTBTz-F (μ_h =4.49 ×10^-2cm² V^-1 s^-1, on/off ratio =1.13 ×10⁷) and PTTBTz-OR (μ_h =8.39 ×10^-3 cm2 V^-1 s^-1, on/off ratio =2.98 ×10⁴) showed nearly 3 and 2 orders of magnitude higher hole mobility upon annealing at 305 and 260 °C, with compared to the unsubstituted PTTBTz.

Original language	English
Pages (from-to)	1293-1302
Number of pages	10
Journal	Pure and Applied Chemistry
Volume	86
Issue number	8
DOIs	https://doi.org/10.1515/pac-2014-0205
Publication status	Published - 2014 Aug 20
Externally published	Yes

Keywords

ICFPAM-2013
Optoelectronics
Organic field-effect transistors
Semiconductors
X-ray diffraction

ASJC Scopus subject areas

Chemistry(all)
Chemical Engineering(all)

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Thienothiophene-benzotriazole-based semicrystalline linear copolymers for organic field effect transistors. / Yum, Seungjib; An, Tae Kyu; Wang, Xiaowei; Uddin, Mohammad Afsar; Nguyen, Thanh Luan; Xu, Shuhao; Ryu, Hwasook; Kim, Yu Jin; Hwang, Sungu; Park, Chan Eon; Woo, Han Young.

In: Pure and Applied Chemistry, Vol. 86, No. 8, 20.08.2014, p. 1293-1302.

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

@article{d7d4113bb0de468f852e2809743407cc,

title = "Thienothiophene-benzotriazole-based semicrystalline linear copolymers for organic field effect transistors",

abstract = "A series of thienothiophene-benzotriazole-based semicrystalline copolymers, PTTBTz, PTTBTz- F, and PTTBTz-OR, were synthesized by considering chain linearity, planarity and inter-chain packing by virtue of non-covalent attractive interaction. Fluorine and alkoxy substituents were introduced to modulate the intra- and inter-chain coulombic interactions and crystalline ordering. The fluorine and alkoxy-substituted PTTBTz-F and PTTBTz-OR showed pronounced inter-chain packing with edge-on orientation confirmed by UV-vs absorption and X-ray diffraction measurements. The well-resolved diffraction patterns were obtained for PTTBTz-F and PTTBTz-OR, showing (100)∼(500) inter-lamellar scattering peaks (d-spacing, 17∼18 {\AA}) in the out-of-plane direction and a π-π stacking peak (d-spacing, 3.5∼4.1 {\AA}) in the in-plane direction. Organic field effect transistor (OFET) devices were fabricated with a bottom gate and top contact geometry. PTTBTz-F (μh =4.49 ×10-2cm2 V-1 s-1, on/off ratio =1.13 ×107) and PTTBTz-OR (μh =8.39 ×10-3 cm2 V-1 s-1, on/off ratio =2.98 ×104) showed nearly 3 and 2 orders of magnitude higher hole mobility upon annealing at 305 and 260 °C, with compared to the unsubstituted PTTBTz.",

keywords = "ICFPAM-2013, Optoelectronics, Organic field-effect transistors, Semiconductors, X-ray diffraction",

author = "Seungjib Yum and An, {Tae Kyu} and Xiaowei Wang and Uddin, {Mohammad Afsar} and Nguyen, {Thanh Luan} and Shuhao Xu and Hwasook Ryu and Kim, {Yu Jin} and Sungu Hwang and Park, {Chan Eon} and Woo, {Han Young}",

note = "Funding Information: Acknowledgments: Yum and An contributed equally to this work. This study was supported by the National Research Foundation (NRF) Grant (2012R1A1A2005855, NRF-2009-0079630) and the Korea Foundation for the Advancement of Science & Creativity (KOFAC), and funded by the Korean Government (MOE). This work was also supported by the New & Renewable Energy Core Technology Program of the Korea Institute of Energy Technology Evaluation and Planning (KETEP), granted financial resource from the Ministry of Trade, Industry & Energy, Republic of Korea. (No. 20133030011330) and a grant (No. 2011-0031639) from the Center for Advanced Soft Electronics under the Global Frontier Research Program of the Ministry of Education, Science and Technology, Korea. Publisher Copyright: {\textcopyright} 2014 IUPAC & De Gruyter.",

year = "2014",

month = aug,

day = "20",

doi = "10.1515/pac-2014-0205",

language = "English",

volume = "86",

pages = "1293--1302",

journal = "Pure and Applied Chemistry",

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T1 - Thienothiophene-benzotriazole-based semicrystalline linear copolymers for organic field effect transistors

AU - Yum, Seungjib

AU - An, Tae Kyu

AU - Wang, Xiaowei

AU - Uddin, Mohammad Afsar

AU - Nguyen, Thanh Luan

AU - Xu, Shuhao

AU - Ryu, Hwasook

AU - Kim, Yu Jin

AU - Hwang, Sungu

AU - Park, Chan Eon

AU - Woo, Han Young

N1 - Funding Information: Acknowledgments: Yum and An contributed equally to this work. This study was supported by the National Research Foundation (NRF) Grant (2012R1A1A2005855, NRF-2009-0079630) and the Korea Foundation for the Advancement of Science & Creativity (KOFAC), and funded by the Korean Government (MOE). This work was also supported by the New & Renewable Energy Core Technology Program of the Korea Institute of Energy Technology Evaluation and Planning (KETEP), granted financial resource from the Ministry of Trade, Industry & Energy, Republic of Korea. (No. 20133030011330) and a grant (No. 2011-0031639) from the Center for Advanced Soft Electronics under the Global Frontier Research Program of the Ministry of Education, Science and Technology, Korea. Publisher Copyright: © 2014 IUPAC & De Gruyter.

PY - 2014/8/20

Y1 - 2014/8/20

N2 - A series of thienothiophene-benzotriazole-based semicrystalline copolymers, PTTBTz, PTTBTz- F, and PTTBTz-OR, were synthesized by considering chain linearity, planarity and inter-chain packing by virtue of non-covalent attractive interaction. Fluorine and alkoxy substituents were introduced to modulate the intra- and inter-chain coulombic interactions and crystalline ordering. The fluorine and alkoxy-substituted PTTBTz-F and PTTBTz-OR showed pronounced inter-chain packing with edge-on orientation confirmed by UV-vs absorption and X-ray diffraction measurements. The well-resolved diffraction patterns were obtained for PTTBTz-F and PTTBTz-OR, showing (100)∼(500) inter-lamellar scattering peaks (d-spacing, 17∼18 Å) in the out-of-plane direction and a π-π stacking peak (d-spacing, 3.5∼4.1 Å) in the in-plane direction. Organic field effect transistor (OFET) devices were fabricated with a bottom gate and top contact geometry. PTTBTz-F (μh =4.49 ×10-2cm2 V-1 s-1, on/off ratio =1.13 ×107) and PTTBTz-OR (μh =8.39 ×10-3 cm2 V-1 s-1, on/off ratio =2.98 ×104) showed nearly 3 and 2 orders of magnitude higher hole mobility upon annealing at 305 and 260 °C, with compared to the unsubstituted PTTBTz.

AB - A series of thienothiophene-benzotriazole-based semicrystalline copolymers, PTTBTz, PTTBTz- F, and PTTBTz-OR, were synthesized by considering chain linearity, planarity and inter-chain packing by virtue of non-covalent attractive interaction. Fluorine and alkoxy substituents were introduced to modulate the intra- and inter-chain coulombic interactions and crystalline ordering. The fluorine and alkoxy-substituted PTTBTz-F and PTTBTz-OR showed pronounced inter-chain packing with edge-on orientation confirmed by UV-vs absorption and X-ray diffraction measurements. The well-resolved diffraction patterns were obtained for PTTBTz-F and PTTBTz-OR, showing (100)∼(500) inter-lamellar scattering peaks (d-spacing, 17∼18 Å) in the out-of-plane direction and a π-π stacking peak (d-spacing, 3.5∼4.1 Å) in the in-plane direction. Organic field effect transistor (OFET) devices were fabricated with a bottom gate and top contact geometry. PTTBTz-F (μh =4.49 ×10-2cm2 V-1 s-1, on/off ratio =1.13 ×107) and PTTBTz-OR (μh =8.39 ×10-3 cm2 V-1 s-1, on/off ratio =2.98 ×104) showed nearly 3 and 2 orders of magnitude higher hole mobility upon annealing at 305 and 260 °C, with compared to the unsubstituted PTTBTz.

KW - ICFPAM-2013

KW - Optoelectronics

KW - Organic field-effect transistors

KW - Semiconductors

KW - X-ray diffraction

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DO - 10.1515/pac-2014-0205

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SP - 1293

EP - 1302

JO - Pure and Applied Chemistry

JF - Pure and Applied Chemistry

SN - 0033-4545

IS - 8

ER -

Thienothiophene-benzotriazole-based semicrystalline linear copolymers for organic field effect transistors

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