Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 56, Issue 36, Pages 10771-10774Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201705137
Keywords
diketopyrrolopyrroles; dyes/pigments; hydrogen bonds; liquid crystals; self-assembly
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Funding
- Bavarian State Ministry of Education, Science and the Arts
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A diketopyrrolopyrrole (DPP) dye self-assembles via a unique hydrogen-bonding motif into an unprecedented columnar liquid-crystalline (LC) structure. X-ray and polarized FTIR experiments reveal that the DPPs organize into a one-dimensional assembly with the chromophores oriented parallel to the columnar axis. This columnar structure is composed of two pi-pi-stacked DPP dimers with mirror-image configurations that stack alternately through quadruple hydrogen bonding by 908 rotation. This exotic packing is dictated by the complementarity between H-bonds and the steric demands of the wedge-shaped groups attached at the core. This novel LC supramolecular material opens a new avenue of research on DPP dye assemblies with photofunctional properties tailored by H-bonding networks.
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