Synthesis and morphology of asymmetric, alkyne-functionalised pentacene and 2-fluoroanthradithiophene

Craig M.S. Combe; David T. James; Jessica Wade; Andrew J.P. White; Ji Seon Kim; Iain McCulloch

doi:10.1016/j.tetlet.2013.10.006

Synthesis and morphology of asymmetric, alkyne-functionalised pentacene and 2-fluoroanthradithiophene

Craig M.S. Combe, David T. James, Jessica Wade, Andrew J.P. White, Ji Seon Kim, Iain McCulloch

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

2 Scopus citations

Abstract

The performance of 6,13-(bis-triisopropylsilylethynyl)pentacene (TIPS-pentacene) and 1,1’-difluoro-5,11-(bis-triethylsilyl)acetylene-anthra[2,3-b:6,7-b’]dithiophene (TES-FADT) is highly dependent on the morphology enforced by their alkyl groups, with only triisopropylsilylethynyl and triethylsilylethynyl producing viable transistor devices, respectively. Asymmetric triisopropylsilylacetylene- and triethylsilylacetylene-functionalised pentacene and 2-fluoroanthradithiophene were synthesised to study the effects a small change to the solubilising groups has on the thin film morphology.

Original language	English (US)
Pages (from-to)	6814-6818
Number of pages	5
Journal	Tetrahedron Letters
Volume	54
Issue number	50
DOIs	https://doi.org/10.1016/j.tetlet.2013.10.006
State	Published - Dec 11 2013
Externally published	Yes

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title = "Synthesis and morphology of asymmetric, alkyne-functionalised pentacene and 2-fluoroanthradithiophene",

abstract = "The performance of 6,13-(bis-triisopropylsilylethynyl)pentacene (TIPS-pentacene) and 1,1{\textquoteright}-difluoro-5,11-(bis-triethylsilyl)acetylene-anthra[2,3-b:6,7-b{\textquoteright}]dithiophene (TES-FADT) is highly dependent on the morphology enforced by their alkyl groups, with only triisopropylsilylethynyl and triethylsilylethynyl producing viable transistor devices, respectively. Asymmetric triisopropylsilylacetylene- and triethylsilylacetylene-functionalised pentacene and 2-fluoroanthradithiophene were synthesised to study the effects a small change to the solubilising groups has on the thin film morphology.",

author = "Combe, {Craig M.S.} and James, {David T.} and Jessica Wade and White, {Andrew J.P.} and Kim, {Ji Seon} and Iain McCulloch",

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doi = "10.1016/j.tetlet.2013.10.006",

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T1 - Synthesis and morphology of asymmetric, alkyne-functionalised pentacene and 2-fluoroanthradithiophene

AU - Combe, Craig M.S.

AU - James, David T.

AU - Wade, Jessica

AU - White, Andrew J.P.

AU - Kim, Ji Seon

AU - McCulloch, Iain

N1 - Generated from Scopus record by KAUST IRTS on 2023-09-21

PY - 2013/12/11

Y1 - 2013/12/11

N2 - The performance of 6,13-(bis-triisopropylsilylethynyl)pentacene (TIPS-pentacene) and 1,1’-difluoro-5,11-(bis-triethylsilyl)acetylene-anthra[2,3-b:6,7-b’]dithiophene (TES-FADT) is highly dependent on the morphology enforced by their alkyl groups, with only triisopropylsilylethynyl and triethylsilylethynyl producing viable transistor devices, respectively. Asymmetric triisopropylsilylacetylene- and triethylsilylacetylene-functionalised pentacene and 2-fluoroanthradithiophene were synthesised to study the effects a small change to the solubilising groups has on the thin film morphology.

AB - The performance of 6,13-(bis-triisopropylsilylethynyl)pentacene (TIPS-pentacene) and 1,1’-difluoro-5,11-(bis-triethylsilyl)acetylene-anthra[2,3-b:6,7-b’]dithiophene (TES-FADT) is highly dependent on the morphology enforced by their alkyl groups, with only triisopropylsilylethynyl and triethylsilylethynyl producing viable transistor devices, respectively. Asymmetric triisopropylsilylacetylene- and triethylsilylacetylene-functionalised pentacene and 2-fluoroanthradithiophene were synthesised to study the effects a small change to the solubilising groups has on the thin film morphology.

UR - https://linkinghub.elsevier.com/retrieve/pii/S0040403913017322

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DO - 10.1016/j.tetlet.2013.10.006

M3 - Article

SN - 1873-3581

VL - 54

SP - 6814

EP - 6818

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 50

ER -

Synthesis and morphology of asymmetric, alkyne-functionalised pentacene and 2-fluoroanthradithiophene

Abstract

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