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Columnar Liquid‐Crystalline Dibenzopentacenodithiophenes by Photocyclization |
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| Authors: | Marilia G Belarmino Cabral Dr Deise M Pereira?de?Oliveira?Santos Ahmed Bentaleb Dr Elizabeth A Hillard Prof?Dr Rodrigo Cristiano Prof?Dr Hugo Gallardo Dr Fabien Durola Dr Harald Bock |
| Affiliation: | 1. Centre de Recherche Paul Pascal, CNRS & Université de Bordeaux, Pessac, France;2. Departamento de Química, Universidade Federal da Paraíba, CEP, Jo?o Pessoa, Paraíba, Brazil;3. Departamento de Química, Universidade Federal de Santa Catarina, CEP, Florianópolis,Santa Catarina, Brazil |
| 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. |
| Keywords: | liquid crystals photooxidation stacking interactions sulfur heterocycles thiophene |
