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Molecular packing of high-mobility diketo pyrrolo-pyrrole polymer semiconductors with branched alkyl side chains.

Journal of the American Chemical Society (2011-08-06)
Xinran Zhang, Lee J Richter, Dean M DeLongchamp, R Joseph Kline, Matthew R Hammond, Iain McCulloch, Martin Heeney, Raja S Ashraf, Jeremy N Smith, Thomas D Anthopoulos, Bob Schroeder, Yves H Geerts, Daniel A Fischer, Michael F Toney
ABSTRACT

We describe a series of highly soluble diketo pyrrolo-pyrrole (DPP)-bithiophene copolymers exhibiting field effect hole mobilities up to 0.74 cm(2) V(-1) s(-1), with a common synthetic motif of bulky 2-octyldodecyl side groups on the conjugated backbone. Spectroscopy, diffraction, and microscopy measurements reveal a transition in molecular packing behavior from a preferentially edge-on orientation of the conjugated plane to a preferentially face-on orientation as the attachment density of the side chains increases. Thermal annealing generally reduces both the face-on population and the misoriented edge-on domains. The highest hole mobilities of this series were obtained from edge-on molecular packing and in-plane liquid-crystalline texture, but films with a bimodal orientation distribution and no discernible in-plane texture exhibited surprisingly comparable mobilities. The high hole mobility may therefore arise from the molecular packing feature common to the entire polymer series: backbones that are strictly oriented parallel to the substrate plane and coplanar with other backbones in the same layer.

MATERIALS
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Brand
Product Description

Sigma-Aldrich
PDPP2T-TT-OD

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