Light emission in water-containing cocrystals: the influence of water molecules on the fluorescence properties of a Schiff-base molecule

Chem Asian J. 2014 Jan;9(1):223-8. doi: 10.1002/asia.201300804. Epub 2013 Oct 7.

Abstract

In the presence or absence of water, a Schiff-base compound, 4-amino-3-(2-(2-hydroxybenzylidene)hydrazinyl)-1H-1,2,4-triazole-5(4H)-thione (HATT), forms different crystalline states (HATT, HATT·2H2O, and a lamellar structure, m-HATT·nH2O), which show different luminescence emission properties. Herein, we investigate the emission of HATT and the role of water molecules. A water molecule, which acts as both a hydrogen-bond acceptor and -donor, enlarges the distance between adjacent HATT molecules and hinders non-radiative decay pathways.

Keywords: Schiff bases; cocrystals; luminescence; self-assembly; water.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Crystallization
  • Fluorescence*
  • Light*
  • Models, Molecular
  • Molecular Structure
  • Particle Size
  • Schiff Bases / chemistry*
  • Surface Properties
  • Thiones / chemistry*
  • Triazoles / chemistry*
  • Water / chemistry*

Substances

  • 4-amino-3-(2-(2-hydroxybenzylidene)hydrazinyl)-1H-1,2,4-triazole-5(4H)-thione
  • Schiff Bases
  • Thiones
  • Triazoles
  • Water