Self-assembled 1,2-bis[4-(4-(10-decyloxy)phenylazo)]benzoylhydrazine dimer and its hydrogen-bonded complexes

Guan Yeow Yeap*, Subramanian Balamurugan, Samikannu Rakesh, Chun Chieh Han, Hong-Cheu Lin

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

1 Scopus citations

Abstract

We report the synthesis and investigation of a new self-assembled benzoylhydrazine-based compound, namely 1,2-bis[4-(4-(10-decyloxy)phenylazo)] benzoylhydrazine and their hydrogen-bonded complexes with different carboxylic acid derivatives, of which some exhibit liquid crystalline properties and some are non-mesogens. The conversion of the non-liquid crystalline target compound that is free from carboxylic acid to liquid crystalline complexes containing various carboxylic acids can probably be rationalised through the breaking of intermolecular hydrogen bonding within the supramolecular assembly by carboxylic acid dopants. The enhancement of liquid crystalline properties of benzoylhydrazine compounds with respect to various carboxylic dopants is documented. Other salient features can be exemplified by the formation of discotic columnar phase as shown by the azo-linkage containing 4-(4′-(10-decyloxy)phenylazo)benzoic acid-doped complex.

Original languageEnglish
Pages (from-to)424-431
Number of pages8
JournalSupramolecular Chemistry
Volume25
Issue number7
DOIs
StatePublished - 1 Jul 2013

Keywords

  • discotic columnar phase
  • hydrogen bonding
  • liquid crystalline
  • supramolecular assembly

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