Synthesis and characterization of tricyanovinyl-capped oligothiophenes as low-band-gap organic materials

Ted M Pappenfus; Michael W. Burand; Daron E. Janzen; Kent R Mann

doi:10.1021/ol034317q

Synthesis and characterization of tricyanovinyl-capped oligothiophenes as low-band-gap organic materials

Ted M Pappenfus, Michael W. Burand, Daron E. Janzen, Kent R Mann

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Abstract

(Matrix presented) Tricyanovinyl-capped oligothiophenes of up to six rings have been synthesized and characterized. The substituted oligomers display dramatic reductions in both their optical and electrochemical band gaps in comparison to unsubstituted oligomers. The solvatochromic behavior of the terthiophene-substituted molecule was investigated in a variety of solvents. Stable oxidations and reductions were exhibited by the sexithiophene-substituted molecule on the CV time scale.

Original language	English (US)
Pages (from-to)	1535-1538
Number of pages	4
Journal	Organic Letters
Volume	5
Issue number	9
DOIs	https://doi.org/10.1021/ol034317q
State	Published - May 1 2003

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abstract = "(Matrix presented) Tricyanovinyl-capped oligothiophenes of up to six rings have been synthesized and characterized. The substituted oligomers display dramatic reductions in both their optical and electrochemical band gaps in comparison to unsubstituted oligomers. The solvatochromic behavior of the terthiophene-substituted molecule was investigated in a variety of solvents. Stable oxidations and reductions were exhibited by the sexithiophene-substituted molecule on the CV time scale.",

author = "Pappenfus, {Ted M} and Burand, {Michael W.} and Janzen, {Daron E.} and Mann, {Kent R}",

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T1 - Synthesis and characterization of tricyanovinyl-capped oligothiophenes as low-band-gap organic materials

AU - Pappenfus, Ted M

AU - Burand, Michael W.

AU - Janzen, Daron E.

AU - Mann, Kent R

PY - 2003/5/1

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N2 - (Matrix presented) Tricyanovinyl-capped oligothiophenes of up to six rings have been synthesized and characterized. The substituted oligomers display dramatic reductions in both their optical and electrochemical band gaps in comparison to unsubstituted oligomers. The solvatochromic behavior of the terthiophene-substituted molecule was investigated in a variety of solvents. Stable oxidations and reductions were exhibited by the sexithiophene-substituted molecule on the CV time scale.

AB - (Matrix presented) Tricyanovinyl-capped oligothiophenes of up to six rings have been synthesized and characterized. The substituted oligomers display dramatic reductions in both their optical and electrochemical band gaps in comparison to unsubstituted oligomers. The solvatochromic behavior of the terthiophene-substituted molecule was investigated in a variety of solvents. Stable oxidations and reductions were exhibited by the sexithiophene-substituted molecule on the CV time scale.

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Synthesis and characterization of tricyanovinyl-capped oligothiophenes as low-band-gap organic materials

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