Synthesis, Structure and Properties of Two Photochromic Compounds Containing A Pyrazolone-ring

Chemical Research in Chinese Universities ›› 2000, Vol. 16 ›› Issue (2): 116-121.

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Synthesis, Structure and Properties of Two Photochromic Compounds Containing A Pyrazolone-ring

TANG Xin-cun¹, JIA Dian-zeng¹, ZHANG Xiao-gang¹, XIA Xi¹, ZHOU Zhong-yuan²

1. Institute of Applied Chemistry, Xinjiang University, Urumqi 830046, P. R. China;
2. Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610012, P. R. China

Received:1999-08-05 Online:2000-04-24 Published:2011-08-17
Supported by:
Supported by the National Natural Science Foundation of China.

Abstract

Abstract: Two photochromic compounds with the pyrazolonering as the photochromic functional structure, 2-(1'-phenyl-3'-methyl-4'-benzoformylpyrazolone-5')-thiosemicarbazone(PMBP-TSC) and 2-(1'-phenyl-3'-methyl-4'-benzoformylpyrazolone-5')-S-methylthiosemicarbazone(PMBP-MTSC), were synthesized and characterized by elemental analysis, MS, IRspectra, NMRspectra. The crystal structure of the photocolored product of PMBP-TSC was determined by single crystal XRDanalysis. The results show that the photochromic phenomenon is due to the photoisomerization from enol form to keto form. Their photochromic properties were studied by powder-UV reflectance spectra under the irradiation of 200—380 nm light. The firstorder rate constants of the photocoloring reaction were found to be 7.80×10^-3 s^-1 for compound 1A and 1.03×10^-3 s^-1 for compound 2A.

Key words: Synthesis, Crystal structure, Pyrazolone-ring, Photochromic compound

TANG Xin-cun, JIA Dian-zeng, ZHANG Xiao-gang, XIA Xi, ZHOU Zhong-yuan . Synthesis, Structure and Properties of Two Photochromic Compounds Containing A Pyrazolone-ring[J]. Chemical Research in Chinese Universities, 2000, 16(2): 116-121.

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Synthesis, Structure and Properties of Two Photochromic Compounds Containing A Pyrazolone-ring

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