Difluorinated 6,13-Bis(triisopropylsilylethynyl)pentacene: Synthesis, crystallinity, and charge-transport properties

Chang Hyun Kim; Htay Hlaing; Marcia M. Payne; Sean R. Parkin; John E. Anthony; Ioannis Kymissis

doi:10.1002/cphc.201402750

Difluorinated 6,13-Bis(triisopropylsilylethynyl)pentacene: Synthesis, crystallinity, and charge-transport properties

Chang Hyun Kim, Htay Hlaing, Marcia M. Payne, Sean R. Parkin, John E. Anthony, Ioannis Kymissis

Chemistry

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

15 Scopus citations

Abstract

Fluorination has been demonstrated to improve stability and processing in thiophene-containing small-molecule semiconductors. Here, the impact of partial fluorination on these parameters in a pentacene derivative is examined. Although the improvement in photostability is not as dramatic, there is a clear improvement in the stability of the chromophore upon fluorination. The improvement in processability is more dramatic; devices formed by spin-coating with the fluorinated derivative perform substantially better than those formed from the nonfluorinated compound.

Original language	English
Pages (from-to)	1251-1257
Number of pages	7
Journal	ChemPhysChem
Volume	16
Issue number	6
DOIs	https://doi.org/10.1002/cphc.201402750
State	Published - Apr 27 2015

Bibliographical note

Publisher Copyright:
© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Keywords

charge transport
crystal structure
organic field-effect transistors
pentacenes
semiconductors

ASJC Scopus subject areas

Atomic and Molecular Physics, and Optics
Physical and Theoretical Chemistry

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10.1002/cphc.201402750

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title = "Difluorinated 6,13-Bis(triisopropylsilylethynyl)pentacene: Synthesis, crystallinity, and charge-transport properties",

abstract = "Fluorination has been demonstrated to improve stability and processing in thiophene-containing small-molecule semiconductors. Here, the impact of partial fluorination on these parameters in a pentacene derivative is examined. Although the improvement in photostability is not as dramatic, there is a clear improvement in the stability of the chromophore upon fluorination. The improvement in processability is more dramatic; devices formed by spin-coating with the fluorinated derivative perform substantially better than those formed from the nonfluorinated compound.",

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T1 - Difluorinated 6,13-Bis(triisopropylsilylethynyl)pentacene

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AU - Kim, Chang Hyun

AU - Hlaing, Htay

AU - Payne, Marcia M.

AU - Parkin, Sean R.

AU - Anthony, John E.

AU - Kymissis, Ioannis

PY - 2015/4/27

Y1 - 2015/4/27

N2 - Fluorination has been demonstrated to improve stability and processing in thiophene-containing small-molecule semiconductors. Here, the impact of partial fluorination on these parameters in a pentacene derivative is examined. Although the improvement in photostability is not as dramatic, there is a clear improvement in the stability of the chromophore upon fluorination. The improvement in processability is more dramatic; devices formed by spin-coating with the fluorinated derivative perform substantially better than those formed from the nonfluorinated compound.

AB - Fluorination has been demonstrated to improve stability and processing in thiophene-containing small-molecule semiconductors. Here, the impact of partial fluorination on these parameters in a pentacene derivative is examined. Although the improvement in photostability is not as dramatic, there is a clear improvement in the stability of the chromophore upon fluorination. The improvement in processability is more dramatic; devices formed by spin-coating with the fluorinated derivative perform substantially better than those formed from the nonfluorinated compound.

KW - charge transport

KW - crystal structure

KW - organic field-effect transistors

KW - pentacenes

KW - semiconductors

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Difluorinated 6,13-Bis(triisopropylsilylethynyl)pentacene: Synthesis, crystallinity, and charge-transport properties

Abstract

Bibliographical note

Keywords

ASJC Scopus subject areas

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