Synthesis and photochromic properties of imidazole-based diarylethenes

Photochem Photobiol Sci. 2011 Apr;10(4):587-91. doi: 10.1039/c0pp00337a. Epub 2011 Jan 24.

Abstract

A series of symmetrical imidazole- and N-methylated imidazole-based diarylethenes were synthesized, and the structures have been well characterized by NMR spectroscopy and mass spectrometry. Their photochromism were investigated upon UV/vis light irradiation in DMF solution. A significant red-shift of UV absorption was observed after irradiation with UV light when substituents on the benzene ring (such as methoxyl group) were introduced. But N-methylation on the two imidazole rings will result in a blue-shift of UV absorption. The photophysical properties can be adjusted by changing the substituents, which provides a new strategy for the design of diarylethenes with excellent properties.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cyclization
  • Ethylenes / chemical synthesis
  • Ethylenes / chemistry*
  • Ethylenes / radiation effects
  • Imidazoles / chemistry*
  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry
  • Methylation
  • Spectrophotometry, Ultraviolet
  • Ultraviolet Rays

Substances

  • Ethylenes
  • Imidazoles
  • imidazole