Synthesis and solid-state photochromism of 1,3-diphenyl-4- (2-chlorobenzal)-5-hydroxypyrazole 4-methylthiosemicarbazone.
A new photochromic compound containing a pyrazole-ring unit, 1,3-diphenyl-4-(2-chlorobenzal)-5-hydroxypyrazole 4-methylthiosemicarbazone, was synthesized. Its structure, photochromic properties, and photochemical kinetics were characterized. The results show that the title compound exhibits reversible enol-keto photoisomerization, excellent photostability, and high fatigue resistance. An intra- and intermolecular proton-transfer mechanism is proposed.
Guo
Jixi
J
Institute of Applied Chemistry, Xinjiang University, Urumqi 830046, Xinjiang, China.
Liu
Lang
L
Liu
Guangfei
G
Jia
Dianzeng
D
Xie
Xiaolin
X
D006860:Hydrogen Bonding; D007536:Isomerism; D007700:Kinetics; D008958:Models, Molecular; D015394:Molecular Structure; D010777:Photochemistry; D011720:Pyrazoles / Q000138:chemical synthesis* / Q000737:chemistry; D012664:Semicarbazones / Q000138:chemical synthesis* / Q000737:chemistry; D017550:Spectroscopy, Fourier Transform Infrared
C523747:1,3-diphenyl-4- (2-chlorobenzal)-5-hydroxypyrazole 4-methylthiosemicarbazone; D011720:Pyrazoles; D012664:Semicarbazones; C031280:pyrazole