Synthesis and properties of a novel photochromic compound with modulated fluorescence in the solid state

Lang Liu; Xiangyun Xie; Dianzeng Jia; Jixi Guo; Xiaolin Xie

doi:10.1021/jo100372z

Synthesis and properties of a novel photochromic compound with modulated fluorescence in the solid state

J Org Chem. 2010 Jul 16;75(14):4742-7. doi: 10.1021/jo100372z.

Authors

Lang Liu¹, Xiangyun Xie, Dianzeng Jia, Jixi Guo, Xiaolin Xie

Affiliation

¹ Institute of Applied Chemistry, Xinjiang University, Urumqi 830046, China.

PMID: 20545373
DOI: 10.1021/jo100372z

Abstract

A new photochromic compound, 1,3-diphenyl-4-(3-bromobenzal)-5-hydroxypyrazole 4-phenylsemicarbazone (DP3BrBP-PSC), has been prepared. Its photochromic and thermobleaching behavior, crystal structure, and fluorescent property have been investigated in detail. The results show that the compound exhibits reversible enol-keto photoisomerization due to the intermolecular double-proton transfer, excellent photostability, high fatigue resistance, and remarkable fluorescence.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Crystallography, X-Ray
Fluorescence
Isomerism
Light
Molecular Structure
Photochemistry
Protons
Semicarbazones / chemical synthesis*
Semicarbazones / chemistry

Substances

1,3-diphenyl-4-(3-bromobenzal)-5-hydroxypyrazole 4-phenylsemicarbazone
Protons
Semicarbazones