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Incorporation of fused tetrathiafulvalenes (TTFs) into polythiophene architectures :  varying the electroactive dominance of the TTF species in hybrid systems

Berridge, Rory, Skabara, Peter J., Pozo-Gonzalo, Cristina, Kanibolotsky, Alexander, Lohr, Jan, McDouall, Joseph J. W., McInnes, Eric J. L., Wolowska, Joanna, Winder, Christoph, Sariciftci, N. Serdar, Harrington, Ross W. and Clegg, William 2006, Incorporation of fused tetrathiafulvalenes (TTFs) into polythiophene architectures :  varying the electroactive dominance of the TTF species in hybrid systems, Journal of physical chemistry B, vol. 110, no. 7, pp. 3140-3152, doi: 10.1021/jp057256h.

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Title Incorporation of fused tetrathiafulvalenes (TTFs) into polythiophene architectures :  varying the electroactive dominance of the TTF species in hybrid systems
Author(s) Berridge, Rory
Skabara, Peter J.
Pozo-Gonzalo, CristinaORCID iD for Pozo-Gonzalo, Cristina orcid.org/0000-0002-7890-6457
Kanibolotsky, Alexander
Lohr, Jan
McDouall, Joseph J. W.
McInnes, Eric J. L.
Wolowska, Joanna
Winder, Christoph
Sariciftci, N. Serdar
Harrington, Ross W.
Clegg, William
Journal name Journal of physical chemistry B
Volume number 110
Issue number 7
Start page 3140
End page 3152
Total pages 13
Publisher American Chemical Society
Place of publication Washington, D.C.
Publication date 2006
ISSN 1520-6106
1520-5207
Summary A novel polythienylenevinylene (PTV) and two new polythiophenes (PTs), featuring fused tetrathiafulvalene (TTF) units, have been prepared and characterized by ultraviolet−visible (UV−vis) and electron paramagnetic resonance (EPR) spectroelectrochemistry. All polymers undergo two sequential, reversible oxidation processes in solution. Structures in which the TTF species is directly linked to the polymer backbone (2 and 4) display redox behavior which is dictated by the fulvalene system. Once the TTF is spatially removed from the polymer chain by a nonconjugated link (polymer 3), the electroactivity of both TTF and polythiophene moieties can be detected. Computational studies confirm the delocalization of charge over both electroactive centers (TTF and PT) and the existence of a triplet dication intermediate. PTV 4 has a low band gap (1.44 eV), is soluble in common organic solvents, and is stable under ambient conditions. Organic solar cells of polymer 4:[6,6]-phenyl-C61 butyric acid methyl ester (PCBM) have been fabricated. Under illumination, a photovoltaic effect is observed with a power conversion efficiency of 0.13% under AM1.5 solar simulated light. The onset of photocurrent at 850 nm is consistent with the onset of the π−π absorption band of the polymer. Remarkably, UV−vis spectroelectrochemistry of polymer 4 reveals that the conjugated polymer chain remains unchanged during the oxidation of the polymer.

Language eng
DOI 10.1021/jp057256h
Field of Research 109999 Technology not elsewhere classified
Socio Economic Objective 970110 Expanding Knowledge in Technology
HERDC Research category C1.1 Refereed article in a scholarly journal
Copyright notice ©2006, American Chemical Society
Persistent URL http://hdl.handle.net/10536/DRO/DU:30048197

Document type: Journal Article
Collection: Institute for Frontier Materials
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