Toward low-band gap dithienophosphole copolymers for an application in organic solar cells

Two functionalized dithieno[3,2‐b:2′,3′‐d]phospholes with solubilizing groups have been synthesized that allow for the generation of a series of π‐conjugated AB‐ and ABC‐copolymers. The polymers obtained show notable optoelectronic properties with red‐shifted absorption and emission in the orange to...

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Bibliographic Details
Published in:Journal of polymer science. Part A, Polymer chemistry Polymer chemistry, 2008-12, Vol.46 (24), p.8179-8190
Main Authors: Durben, Stefan, Nickel, Debby, Krüger, Robin A., Sutherland, Todd C., Baumgartner, Thomas
Format: Article
Language:English
Subjects:
Applied sciences
conjugated polymers
copolymerization
Exact sciences and technology
heteroatom-containing polymers
Organic polymers
Physicochemistry of polymers
polyaromatics
Polymers with particular properties
Preparation, kinetics, thermodynamics, mechanism and catalysts
structure-property relations
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Summary:Two functionalized dithieno[3,2‐b:2′,3′‐d]phospholes with solubilizing groups have been synthesized that allow for the generation of a series of π‐conjugated AB‐ and ABC‐copolymers. The polymers obtained show notable optoelectronic properties with red‐shifted absorption and emission in the orange to red section of the optical solar spectrum. Although combination of dithienophosphole units with fluorene building blocks gives access to processable polymers with band gaps between 2.2 and 2.3 eV in solution and 2.0 eV in the solid state, an ABC copolymer based on dithienophosphole, fluorene, and bis(thienyl)benzothiadiazole units was found to not only exhibit a suitable band gap for solar cell applications (solution: 2.0 eV; solid state: 1.7 eV) but also showed good solubility as well as good electron transfer properties in the presence of fullerene (C60). © 2008 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 46: 8179–8190, 2008 A series of dithienophospholes containing AB and ABC‐fluorene‐copolymers have been synthesized, and their photophysical properties with focus on a potential application in organic solar cells have been investigated. The ABC‐copolymer using the benzothiadiazole comonomer (shown on the right) has been found to exhibit a suitable band gap and furthermore shows intermolecular charge transfer processes in the presence of a fullerene acceptor component, which is an important requirement for application in solar cells. [Color figure can be viewed in the online issue, which is available at www.interscience.wiley.com]
ISSN:0887-624X
1099-0518
DOI:10.1002/pola.23115