Introducing solubilizing α-branched alkyl chains on a poly(diketopyrrolopyrrole-alt-terthiophene) results in a dramatic change of the structural, optical, and electronic properties compared to the isomeric polymer carrying β-branched alkyl side chains. When branched at the α-position the alkyl substituent creates a steric hindrance that reduces the tendency of the polymer to π-π stack and endows the material with a much higher solubility in common organic solvents. The wider π-π stacking and reduced tendency to crystallize, evidenced from grazing-incidence wide-angle X-ray scattering, result in a wider optical band gap in the solid state. In solar cells with a fullerene acceptor, the α-branched isomer affords a higher open-circuit voltage, but an overall lower power conversion efficiency as a result of a too well-mixed nanomorphology. Due its reduced π-π stacking, the α-branched isomer fluoresces and affords near-infrared light-emitting diodes emitting at 820 nm.
Keywords: aggregation; light-emitting diodes; organic solar cells; polymer semiconductors; thin film.
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