Structurally tailored thiophene-based hybrid materials for thin-film and single-crystal transistors: Synthesis, photophysics and carrier-transport properties

Ye Xin Li; Xu Tang Tao; Fa Jun Wang; Tao He; Min Hua Jiang

doi:10.1016/j.orgel.2009.04.018

Structurally tailored thiophene-based hybrid materials for thin-film and single-crystal transistors: Synthesis, photophysics and carrier-transport properties

Ye Xin Li
, Xu Tang Tao
, Fa Jun Wang
, Tao He
, Min Hua Jiang

Chemical Engineering and Materials Science

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

7 Scopus citations

Abstract

The structures, optical properties, thin-film and single-crystal field-effect transistor performance of three thiophene-based hybrid materials, 5-(9-butyl-3-carbazolyl)terthiophene (BCTT), 2,5-bis(9-butyl-3-carbazolyl)thiophene (BBCT) and 2-(9-butyl-3-carbazolyl)-5-(2-dibenzothienyl)thiophene (BCDT), are reported. The structural modifications at one side of thiophene have significant effects on the intermolecular interaction, morphology and carrier-transport properties. The adjacent molecules in the solid state of BCTT adopt H aggregation, while compounds BBCT and BCDT both exhibit the formation of J aggregation. In BCTT, the crystal structure features a herringbone motif. The hole mobility for the single-crystal field-effect transistor based on BCTT reaches 0.094 cm² V^-1 s^-1, which is much higher than those of BBCT and BCDT. This study reveals that the enhanced rigidity in the molecules of BBCT and BCDT is not favorable to carrier transport.

Original language	English (US)
Pages (from-to)	910-917
Number of pages	8
Journal	Organic Electronics
Volume	10
Issue number	5
DOIs	https://doi.org/10.1016/j.orgel.2009.04.018
State	Published - Aug 2009

Bibliographical note

Funding Information:
We thank the State National Natural Science Foundation of China (Grant Nos. 50721002, 50590403, 90401028, 50673003) and 973 program of PR China (Grant Nos. 2004CB619002) for financial support.

Copyright:
Copyright 2019 Elsevier B.V., All rights reserved.

Keywords

Hybrid materials
Morphology
Single-crystal field-effect transistor

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10.1016/j.orgel.2009.04.018

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@article{3f382bc571c34cfda68649832fd16c30,

title = "Structurally tailored thiophene-based hybrid materials for thin-film and single-crystal transistors: Synthesis, photophysics and carrier-transport properties",

abstract = "The structures, optical properties, thin-film and single-crystal field-effect transistor performance of three thiophene-based hybrid materials, 5-(9-butyl-3-carbazolyl)terthiophene (BCTT), 2,5-bis(9-butyl-3-carbazolyl)thiophene (BBCT) and 2-(9-butyl-3-carbazolyl)-5-(2-dibenzothienyl)thiophene (BCDT), are reported. The structural modifications at one side of thiophene have significant effects on the intermolecular interaction, morphology and carrier-transport properties. The adjacent molecules in the solid state of BCTT adopt H aggregation, while compounds BBCT and BCDT both exhibit the formation of J aggregation. In BCTT, the crystal structure features a herringbone motif. The hole mobility for the single-crystal field-effect transistor based on BCTT reaches 0.094 cm2 V-1 s-1, which is much higher than those of BBCT and BCDT. This study reveals that the enhanced rigidity in the molecules of BBCT and BCDT is not favorable to carrier transport.",

keywords = "Hybrid materials, Morphology, Single-crystal field-effect transistor",

author = "Li, \{Ye Xin\} and Tao, \{Xu Tang\} and Wang, \{Fa Jun\} and Tao He and Jiang, \{Min Hua\}",

note = "Funding Information: We thank the State National Natural Science Foundation of China (Grant Nos. 50721002, 50590403, 90401028, 50673003) and 973 program of PR China (Grant Nos. 2004CB619002) for financial support. Copyright: Copyright 2019 Elsevier B.V., All rights reserved.",

year = "2009",

month = aug,

doi = "10.1016/j.orgel.2009.04.018",

language = "English (US)",

volume = "10",

pages = "910--917",

journal = "Organic Electronics",

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T1 - Structurally tailored thiophene-based hybrid materials for thin-film and single-crystal transistors

T2 - Synthesis, photophysics and carrier-transport properties

AU - Li, Ye Xin

AU - Tao, Xu Tang

AU - Wang, Fa Jun

AU - He, Tao

AU - Jiang, Min Hua

N1 - Funding Information: We thank the State National Natural Science Foundation of China (Grant Nos. 50721002, 50590403, 90401028, 50673003) and 973 program of PR China (Grant Nos. 2004CB619002) for financial support. Copyright: Copyright 2019 Elsevier B.V., All rights reserved.

PY - 2009/8

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N2 - The structures, optical properties, thin-film and single-crystal field-effect transistor performance of three thiophene-based hybrid materials, 5-(9-butyl-3-carbazolyl)terthiophene (BCTT), 2,5-bis(9-butyl-3-carbazolyl)thiophene (BBCT) and 2-(9-butyl-3-carbazolyl)-5-(2-dibenzothienyl)thiophene (BCDT), are reported. The structural modifications at one side of thiophene have significant effects on the intermolecular interaction, morphology and carrier-transport properties. The adjacent molecules in the solid state of BCTT adopt H aggregation, while compounds BBCT and BCDT both exhibit the formation of J aggregation. In BCTT, the crystal structure features a herringbone motif. The hole mobility for the single-crystal field-effect transistor based on BCTT reaches 0.094 cm2 V-1 s-1, which is much higher than those of BBCT and BCDT. This study reveals that the enhanced rigidity in the molecules of BBCT and BCDT is not favorable to carrier transport.

AB - The structures, optical properties, thin-film and single-crystal field-effect transistor performance of three thiophene-based hybrid materials, 5-(9-butyl-3-carbazolyl)terthiophene (BCTT), 2,5-bis(9-butyl-3-carbazolyl)thiophene (BBCT) and 2-(9-butyl-3-carbazolyl)-5-(2-dibenzothienyl)thiophene (BCDT), are reported. The structural modifications at one side of thiophene have significant effects on the intermolecular interaction, morphology and carrier-transport properties. The adjacent molecules in the solid state of BCTT adopt H aggregation, while compounds BBCT and BCDT both exhibit the formation of J aggregation. In BCTT, the crystal structure features a herringbone motif. The hole mobility for the single-crystal field-effect transistor based on BCTT reaches 0.094 cm2 V-1 s-1, which is much higher than those of BBCT and BCDT. This study reveals that the enhanced rigidity in the molecules of BBCT and BCDT is not favorable to carrier transport.

KW - Hybrid materials

KW - Morphology

KW - Single-crystal field-effect transistor

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DO - 10.1016/j.orgel.2009.04.018

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ER -

Structurally tailored thiophene-based hybrid materials for thin-film and single-crystal transistors: Synthesis, photophysics and carrier-transport properties

Abstract

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