Key Laboratory of Material and Technology for Clean Energy, Ministry of Education, Institute of Applied Chemistry, Xinjiang University, Urumqi, Xinjiang, China.
Chemphyschem. 2011 Aug 22;12(12):2338-44. doi: 10.1002/cphc.201001070. Epub 2011 Jul 11.
Two novel photochromic compounds, 1,3-diphenyl-4-benzal-5-hydroxypyrazole 4-phenylsemicarbazone (1 a) and 1,3-diphenyl-4-(4-nitrobenzal)-5-hydroxypyrazole 4-phenylsemicarbazone (2 a), are synthesized and characterized by elemental analysis, mass spectrometry, FTIR spectroscopy, and (1)H NMR spectroscopy. Their properties, including photochromic behavior, fluorescence properties, and thermal bleaching kinetics, are investigated. The results show that the two compounds exhibit improved photochromic performance in coloration and thermal bleaching rates, excellent photostability, high fatigue resistance, and reversible fluorescence switching properties in the solid state in comparison to reported pyrazolone thiosemicarbazones. The thermal bleaching process obeys first-order kinetics. Bleaching of powders at 130 °C is completed within 90 s for 1 b (the colored isomer of 1 a) and 150 s for 2 b (the colored isomer of 2 a). The activation energy for the thermal bleaching process is determined to be 69 and 95 kJ mol(-1) , with frequency factors of 9.5×10(7) and 9.4×10(10) s(-1) for 1 b and 2 b, respectively.
两种新型光致变色化合物，1,3-二苯基-4-苯甲酰基-5-羟基吡唑啉酮 4-苯甲脒（1a）和 1,3-二苯基-4-（4-硝基苯甲酰基）-5-羟基吡唑啉酮 4-苯甲脒（2a），通过元素分析、质谱、FTIR 光谱和（1）H NMR 光谱进行合成和表征。研究了它们的性能，包括光致变色行为、荧光性质和热褪色动力学。结果表明，与报道的吡唑啉酮缩硫代氨基甲酸盐相比，这两种化合物在固体制备中表现出改善的变色和热褪色速率、优异的光稳定性、高耐疲劳性和可逆荧光开关性能。热褪色过程遵循一级动力学。粉末在 130°C 下，1a 的有色异构体 1b 褪色在 90 s 内完成，2a 的有色异构体 2b 褪色在 150 s 内完成。热褪色过程的活化能确定为 69 和 95 kJ/mol，1b 和 2b 的频率因子分别为 9.5×10(7)和 9.4×10(10) s(-1)。
