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Synthesis, Structure and Photochromic Properties of 1-Phenyl-3-Methyl-4-(4-Bromobenzal)-Pyrazolone-5 Thiosemicarbazone

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Abstract

A new organic photochromic compound containing pyrazolone-ring, 1-phenyl-3-methyl-4-(4-bromobenzal)-pyrazolone-5 thiosemicarbazone (PM4BrBP-TSC), was synthesized and characterized by elemental analyses and single crystal X-ray diffraction. The X-ray determination indicated that PM4BrBP-TSC is of orthorhombic system, space group Pbca with cell dimensions of a = 12.184(2) Å, b = 18.121(3) Å, c = 18.554(4) Å, V = 4096.4(12) Å3, Z = 8 and R = 0.0387. The photochromic properties and photocolored kinetics of PM4BrBP-TSC were studied by Time-dependent UV-Vis reflectance spectra and fluorescence spectra under 365 nm light irradiation. The crystal structure analysis showed that the photochromic properties were related to the photoisomerization from enol tautomer to keto one.

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Authors and Affiliations

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

    Guangfei Liu, Lang Liu & Dianzeng Jia

  2. Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu, Sichuan, 610041, PR China

    Kaibei Yu

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  1. Guangfei Liu
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  2. Lang Liu
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  3. Dianzeng Jia
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  4. Kaibei Yu
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Correspondence to Dianzeng Jia.

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Liu, G., Liu, L., Jia, D. et al. Synthesis, Structure and Photochromic Properties of 1-Phenyl-3-Methyl-4-(4-Bromobenzal)-Pyrazolone-5 Thiosemicarbazone. Struct Chem 16, 135–140 (2005). https://doi.org/10.1007/s11224-005-2837-6

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  • DOI: https://doi.org/10.1007/s11224-005-2837-6

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