Self-assembly and charge transport properties of a benzobisthiazole end-capped with dihexyl thienothiophene units

Greg J. McEntee; Filipe Vilela; Peter J Skabara; Thomas D. Anthopoulos; John G. Labram; Steve Tierney; Ross W. Harrington; William Clegg

doi:10.1039/c0jm02607g

Self-assembly and charge transport properties of a benzobisthiazole end-capped with dihexyl thienothiophene units

Greg J. McEntee, Filipe Vilela, Peter J Skabara, Thomas D. Anthopoulos, John G. Labram, Steve Tierney, Ross W. Harrington, William Clegg

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

28 Citations (Scopus)

Abstract

The synthesis of a new conjugated material is reported; BDHTT-BBT features a central electron-deficient benzobisthiazole capped with two 3,6-dihexyl-thieno[3,2-b]thiophenes. Cyclic voltammetry was used to determine the HOMO (-5.7 eV) and LUMO (-2.9 eV) levels. The solid-state properties of the compound were investigated by X-ray diffraction on single-crystal and thin-film samples. OFETs were constructed with vacuum deposited films of BDHTT-BBT. The films displayed phase transitions over a range of temperatures and the morphology of the films affected the charge transport properties of the films. The maximum hole mobility observed from bottom-contact, top-gate devices was 3 x 10(-3) cm(2) V(-1) s(-1), with an on/off ratio of 10(4)-10(5) and a threshold voltage of -42 V. The morphological and self-assembly characteristics versus electronic properties are discussed for future improvement of OFET devices.

Original language	English
Pages (from-to)	2091-2097
Number of pages	7
Journal	Journal of Materials Chemistry
Volume	21
Issue number	7
DOIs	https://doi.org/10.1039/c0jm02607g
Publication status	Published - 21 Feb 2011

Keywords

FIELD-EFFECT TRANSISTORS
BLEND ORGANIC TRANSISTORS
OPTICAL-PROPERTIES
FUSED THIOPHENES
CARRIER MOBILITY
FACILE SYNTHESIS
PERFORMANCE
SEMICONDUCTORS
1,3,4-THIADIAZOLE
DERIVATIVES

Access to Document

10.1039/c0jm02607g

Cite this

@article{dad11e06478642a1968c48e76b69ffba,

title = "Self-assembly and charge transport properties of a benzobisthiazole end-capped with dihexyl thienothiophene units",

abstract = "The synthesis of a new conjugated material is reported; BDHTT-BBT features a central electron-deficient benzobisthiazole capped with two 3,6-dihexyl-thieno[3,2-b]thiophenes. Cyclic voltammetry was used to determine the HOMO (-5.7 eV) and LUMO (-2.9 eV) levels. The solid-state properties of the compound were investigated by X-ray diffraction on single-crystal and thin-film samples. OFETs were constructed with vacuum deposited films of BDHTT-BBT. The films displayed phase transitions over a range of temperatures and the morphology of the films affected the charge transport properties of the films. The maximum hole mobility observed from bottom-contact, top-gate devices was 3 x 10(-3) cm(2) V(-1) s(-1), with an on/off ratio of 10(4)-10(5) and a threshold voltage of -42 V. The morphological and self-assembly characteristics versus electronic properties are discussed for future improvement of OFET devices.",

keywords = "FIELD-EFFECT TRANSISTORS, BLEND ORGANIC TRANSISTORS, OPTICAL-PROPERTIES, FUSED THIOPHENES, CARRIER MOBILITY, FACILE SYNTHESIS, PERFORMANCE, SEMICONDUCTORS, 1,3,4-THIADIAZOLE, DERIVATIVES",

author = "McEntee, {Greg J.} and Filipe Vilela and Skabara, {Peter J} and Anthopoulos, {Thomas D.} and Labram, {John G.} and Steve Tierney and Harrington, {Ross W.} and William Clegg",

year = "2011",

month = feb,

day = "21",

doi = "10.1039/c0jm02607g",

language = "English",

volume = "21",

pages = "2091--2097",

journal = "Journal of Materials Chemistry",

issn = "0959-9428",

publisher = "Royal Society of Chemistry",

number = "7",

}

TY - JOUR

T1 - Self-assembly and charge transport properties of a benzobisthiazole end-capped with dihexyl thienothiophene units

AU - McEntee, Greg J.

AU - Vilela, Filipe

AU - Skabara, Peter J

AU - Anthopoulos, Thomas D.

AU - Labram, John G.

AU - Tierney, Steve

AU - Harrington, Ross W.

AU - Clegg, William

PY - 2011/2/21

Y1 - 2011/2/21

N2 - The synthesis of a new conjugated material is reported; BDHTT-BBT features a central electron-deficient benzobisthiazole capped with two 3,6-dihexyl-thieno[3,2-b]thiophenes. Cyclic voltammetry was used to determine the HOMO (-5.7 eV) and LUMO (-2.9 eV) levels. The solid-state properties of the compound were investigated by X-ray diffraction on single-crystal and thin-film samples. OFETs were constructed with vacuum deposited films of BDHTT-BBT. The films displayed phase transitions over a range of temperatures and the morphology of the films affected the charge transport properties of the films. The maximum hole mobility observed from bottom-contact, top-gate devices was 3 x 10(-3) cm(2) V(-1) s(-1), with an on/off ratio of 10(4)-10(5) and a threshold voltage of -42 V. The morphological and self-assembly characteristics versus electronic properties are discussed for future improvement of OFET devices.

AB - The synthesis of a new conjugated material is reported; BDHTT-BBT features a central electron-deficient benzobisthiazole capped with two 3,6-dihexyl-thieno[3,2-b]thiophenes. Cyclic voltammetry was used to determine the HOMO (-5.7 eV) and LUMO (-2.9 eV) levels. The solid-state properties of the compound were investigated by X-ray diffraction on single-crystal and thin-film samples. OFETs were constructed with vacuum deposited films of BDHTT-BBT. The films displayed phase transitions over a range of temperatures and the morphology of the films affected the charge transport properties of the films. The maximum hole mobility observed from bottom-contact, top-gate devices was 3 x 10(-3) cm(2) V(-1) s(-1), with an on/off ratio of 10(4)-10(5) and a threshold voltage of -42 V. The morphological and self-assembly characteristics versus electronic properties are discussed for future improvement of OFET devices.

KW - FIELD-EFFECT TRANSISTORS

KW - BLEND ORGANIC TRANSISTORS

KW - OPTICAL-PROPERTIES

KW - FUSED THIOPHENES

KW - CARRIER MOBILITY

KW - FACILE SYNTHESIS

KW - PERFORMANCE

KW - SEMICONDUCTORS

KW - 1,3,4-THIADIAZOLE

KW - DERIVATIVES

U2 - 10.1039/c0jm02607g

DO - 10.1039/c0jm02607g

M3 - Article

SN - 0959-9428

VL - 21

SP - 2091

EP - 2097

JO - Journal of Materials Chemistry

JF - Journal of Materials Chemistry

IS - 7

ER -

Self-assembly and charge transport properties of a benzobisthiazole end-capped with dihexyl thienothiophene units

Abstract

Keywords

Access to Document

Fingerprint

Cite this