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- Title
Columnar Liquid-Crystalline Dibenzopentacenodithiophenes by Photocyclization.
- Authors
Cabral, Marilia G. Belarmino; Pereira de Oliveira Santos, Deise M.; Bentaleb, Ahmed; Hillard, Elizabeth A.; Cristiano, Rodrigo; Gallardo, Hugo; Durola, Fabien; Bock, Harald
- 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.
- Subjects
PHOTOCYCLIZATION; THIOPHENES; PERKIN reaction; MESOPHASES; PERYLENE
- Publication
Chemistry - A European Journal, 2016, Vol 22, Issue 24, p8043
- ISSN
0947-6539
- Publication type
Article
- DOI
10.1002/chem.201600773