Solid-state fluorescence of aromatic dicarboxamides. Dependence upon crystal packing

Frederick D. Lewis*, Jye Shane Yang

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

49 Scopus citations

Abstract

The fluorescence of six secondary arenedicarboxamides has been investigated in single crystals, powders, melts and ethanol solution. Single crystals of four rodlike arenedicarboxamides which pack in one-dimensional tapes display dual emission attributed to excited-state monomers and dimers. These tapes have a constant 5-Å separation between the long axes of neighboring arenes but differ in the arene - arene dihedral angle. The frequency shift between monomer and dimer fluorescence and the intensity and vibronic structure of the dimer emission are dependent upon the ground-state geometry. Single crystals of two naphthalenedicarboxamides which pack in two-dimensional sheets and have no close contacts between neighboring arenes within the same sheet display only monomer emission. Melted and resolidified samples display broad structureless emission attributed to fluorescence from a mixture of excited monomers and dimers with different ground-state geometries.

Original languageEnglish (US)
Pages (from-to)1775-1781
Number of pages7
JournalJournal of Physical Chemistry B
Volume101
Issue number10
DOIs
StatePublished - Mar 6 1997

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Surfaces, Coatings and Films
  • Materials Chemistry

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