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Published on: May 29, 2018
Columnar Liquid-Crystalline Dibenzopentacenodithiophenes by Photocyclization
Marilia G Belarmino Cabral1,2, Deise M Pereira de Oliveira Santos1, Ahmed Bentaleb1
1Centre de Recherche Paul Pascal, CNRS & Université de Bordeaux, 115, av. Schweitzer, 33600, Pessac, France.
Abstract:
The twofold glyoxylic Perkin reaction of perylene-3,9-diglyoxylic acid with thiophene-diacetic acid followed by oxidative photocylization and reaction with α-branched primary alkylamines yields columnar liquid-crystalline diimides with two sulfur atoms in the condensed arene system. A broad temperature range of the hexagonal columnar mesophase is induced by racemic doubly branched alkyl chains. The HOMO and LUMO energy levels of these thiophene-derived diimides qualify them as electron donors with respect to perylene diimides.
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