Bi-diketopyrrolopyrrole (Bi-DPP) as a novel electron accepting compound in low band gap π-conjugated donor-acceptor copolymers/oligomers

Designed Monomers and Polymers
Johannes AhnerMartin D Hager

Abstract

The synthesis and characterization of a novel 2,5-diketopyrrolo[3,4-c]pyrrole(DPP)-based accepting building block with the scheme DPP-neutral small linker-DPP (Bi-DPP) is presented, which was utilized as electron accepting moiety for low band gap π-conjugated donor-acceptor copolymers as well as for a donor-acceptor small molecule. The electron accepting moietyBi-DPPwas preparedviaa novel synthetic pathway by building up two DPP moieties step by step simultaneously starting from a neutral phenyl core unit. Characterization of the synthesized oligomeric and polymeric materials via cyclic voltammetry afford LUMO energy levels from -3.49 to -3.59 eV as well as HOMO energy levels from -5.07 to -5.34 eV resulting in low energy band gaps from 1.52 to 1.81 eV. Spin coating of the prepared donor-acceptor oligomers/polymers resulted in well-defined films. Moreover, UV-vis measurements of the investigated donor-acceptor systems showed a broad absorption over the whole visible region. It is demonstrated thatBi-DPPas an electron accepting moiety in donor-acceptor systems offer potential properties for organic solar cell devices.

References

Sep 30, 2009·Chemical Reviews·Yen-Ju ChengChain-Shu Hsu
Feb 18, 2010·The Journal of Physical Chemistry. B·Catherine KanimozhiSatish Patil
Aug 19, 2010·Advanced Materials·Christoph J BrabecShawn P Williams
May 7, 2011·Journal of the American Chemical Society·Stephen LoserTobin J Marks

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Methods Mentioned

BETA
AFM
column chromatography
size exclusion chromatography

Software Mentioned

micrOTOF

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