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 journalArticle

7 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 (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.

Original languageEnglish
Pages (from-to)1293-1302
Number of pages10
JournalPure and Applied Chemistry
Volume86
Issue number8
DOIs
Publication statusPublished - 2014 Aug 20
Externally publishedYes

Fingerprint

Organic field effect transistors
Fluorine
Copolymers
Hole mobility
Diffraction patterns
Scattering
Annealing
Crystalline materials
X ray diffraction
Geometry
Direction compound
alkoxyl radical
benzotriazole

Keywords

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

ASJC Scopus subject areas

  • Chemistry(all)
  • Chemical Engineering(all)

Cite this

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 journalArticle

Yum, S, An, TK, Wang, X, Uddin, MA, Nguyen, TL, Xu, S, Ryu, H, Kim, YJ, Hwang, S, Park, CE & Woo, HY 2014, 'Thienothiophene-benzotriazole-based semicrystalline linear copolymers for organic field effect transistors', Pure and Applied Chemistry, vol. 86, no. 8, pp. 1293-1302. https://doi.org/10.1515/pac-2014-0205
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. / Thienothiophene-benzotriazole-based semicrystalline linear copolymers for organic field effect transistors. In: Pure and Applied Chemistry. 2014 ; Vol. 86, No. 8. pp. 1293-1302.
@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}",
year = "2014",
month = "8",
day = "20",
doi = "10.1515/pac-2014-0205",
language = "English",
volume = "86",
pages = "1293--1302",
journal = "Pure and Applied Chemistry",
issn = "0033-4545",
publisher = "IUPAC Secretariat",
number = "8",

}

TY - JOUR

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

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

UR - http://www.scopus.com/inward/record.url?scp=84922301291&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84922301291&partnerID=8YFLogxK

U2 - 10.1515/pac-2014-0205

DO - 10.1515/pac-2014-0205

M3 - Article

AN - SCOPUS:84922301291

VL - 86

SP - 1293

EP - 1302

JO - Pure and Applied Chemistry

JF - Pure and Applied Chemistry

SN - 0033-4545

IS - 8

ER -