Incorporation of perfluorohexyl-functionalised thiophenes into oligofluorene-truxenes: synthesis and physical properties

Neil N. Thomson; Alexander L. A.L. Kanibolotsky; Joseph J. Cameron; Tell T. Tuttle; Neil J. N.J. Findlay; Peter J. P.J. Skabara

doi:10.3762/bjoc.9.141

Incorporation of perfluorohexyl-functionalised thiophenes into oligofluorene-truxenes: synthesis and physical properties

Neil N. Thomson, Alexander L. A.L. Kanibolotsky, Joseph J. Cameron, Tell T. Tuttle, Neil J. N.J. Findlay, Peter J. P.J. Skabara

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Abstract

Oligofluorene-functionalised truxenes containing perfluorohexylthiophene units at the terminal positions on the arms were synthesised, and their optical and electrochemical properties were investigated to determine the effect that the perfluorohexylthiophene unit has on the HOMO and LUMO properties of the oligomers. By synthesising a molecule with longer oligofluorene arms the effects of the perfluorohexylthiophene unit on larger oligomers was explored. The effect of steric hindrance from the perfluorohexyl chain was also evaluated by altering the position of the chain on the thiophene moiety.

Original language	English
Pages (from-to)	1243-1251
Number of pages	9
Journal	Beilstein Journal of Organic Chemistry
Volume	9
DOIs	https://doi.org/10.3762/bjoc.9.141
Publication status	Published - 27 Jun 2013

Keywords

oligomers
perfluorinated-materials
star-shaped molecules
synthesis
truxene

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10.3762/bjoc.9.141

Skabara1860-5397-9-141
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abstract = "Oligofluorene-functionalised truxenes containing perfluorohexylthiophene units at the terminal positions on the arms were synthesised, and their optical and electrochemical properties were investigated to determine the effect that the perfluorohexylthiophene unit has on the HOMO and LUMO properties of the oligomers. By synthesising a molecule with longer oligofluorene arms the effects of the perfluorohexylthiophene unit on larger oligomers was explored. The effect of steric hindrance from the perfluorohexyl chain was also evaluated by altering the position of the chain on the thiophene moiety. ",

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AU - Cameron, Joseph J.

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AU - Findlay, Neil J. N.J.

AU - Skabara, Peter J. P.J.

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AB - Oligofluorene-functionalised truxenes containing perfluorohexylthiophene units at the terminal positions on the arms were synthesised, and their optical and electrochemical properties were investigated to determine the effect that the perfluorohexylthiophene unit has on the HOMO and LUMO properties of the oligomers. By synthesising a molecule with longer oligofluorene arms the effects of the perfluorohexylthiophene unit on larger oligomers was explored. The effect of steric hindrance from the perfluorohexyl chain was also evaluated by altering the position of the chain on the thiophene moiety.

KW - oligomers

KW - perfluorinated-materials

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Incorporation of perfluorohexyl-functionalised thiophenes into oligofluorene-truxenes: synthesis and physical properties

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