| 1616343-39-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• CAS: 1616343-39-5
• 化学式: C₂₉H₂₂ClN₅O₂
• 分子量: 507.979
• InChiKey: XGTHNGBUQJGKQA-UHFFFAOYSA-N

物化性质

• 密度：
  1.30±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.06
• 重原子数：
  37.0
• 可旋转键数：
  6.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  91.28
• 氢给体数：
  3.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  生成 1,3-diphenyl-4-(3-chlorolbenzal)-5-hydroxypyrazole 4-phenylsemicarbazone
  参考文献：
  名称：

  Fluorescence modulation of a pyrazolone dye in the solid state based on energy transfer

  摘要：

  一种光致变色的吡唑酮被用作调节剂，基于能量转移，将染料的荧光切换为“开”和“关”。

  DOI：

  10.1039/c5nj01781e
• 作为产物：
  描述：

  1,3-diphenyl-4-(3-chlorolbenzal)-5-hydroxypyrazole 4-phenylsemicarbazone 生成
  参考文献：
  名称：

  Fluorescence modulation of a pyrazolone dye in the solid state based on energy transfer

  摘要：

  一种光致变色的吡唑酮被用作调节剂，基于能量转移，将染料的荧光切换为“开”和“关”。

  DOI：

  10.1039/c5nj01781e

文献信息

• Modulation of a solid-state reversible fluorescent photoswitching based on a controllable photochromic pyrazolones
  作者：Hu Liu、Jixi Guo、Dianzeng Jia、Mingxi Guo、Fuhe Le、Lang Liu、Dongling Wu、Feng Li

  DOI：10.1016/j.jssc.2014.04.020

  日期：2014.8

  A novel solid-state reversible fluorescence photoswitching system (FPS) based on photochromism of photochromic pyrazolones has been developed by employing phosphor Sr2P2O7 co-doped with europium ion and chlorine ion (Sr2P2O7-EC) and 1,3-dipheny1-4-(3-chlorobenzal)-5-hydroxypyrazole-4-phenylsemicarbazone (la) as the fluorescence dye and the photochromic compound, respectively. With carefully selected components, the absorption band of the keto-form photochromic pyrazolones well overlaps with the emission peak of Sr2P2O7-EC. The fluorescence emission intensity of Sr2P2O7-EC is efficiently modulated by the photoisomerization of la with controlling the exposure time in the solid state. The fluorescence photoswitching system displayed high fluorescence quenching efficiency and remarkable fatigue resistance. It can be repeated 7 cycles without observable the changes of emission intensity. A fluorescence quenching efficiency can be achieved with a reversible colour change from white to yellow. (C) 2014 Published by Elsevier Inc.
• Aggregation-induced emission, photochromism and self-assembly of pyrazolone phenlysemicarbazones
  作者：Tianzhen Ning、Lang Liu、Dianzeng Jia、Xiaolin Xie、Dongling Wu

  DOI：10.1016/j.jphotochem.2014.07.002

  日期：2014.10

  Four pyrazolone phenylsemicarbazone derivatives, 1,3-dipheny1-4-(3-substituent)-5-hydroxypyrazole 4-phenylsemicarbazone [substituent = chlorolbenzal (1), fluorobenzal (2), bromobenzal (3) and benzal (4)], were synthesized. On the one hand, the four compounds exhibit good solid-state photochromic behaviors upon the irradiation of UV light and heat, and high fatigue resistance. On the other hand, they have aggregation-induced emission (AIE) characteristics. The emission could also be greatly enhanced by cooling solutions, suggesting that the aggregation-induced emission is caused by the restricted intramolecular rotations of the peripheral aromatic rings or other substituents around the central pyrazole ring. In addition, with the increase of the aging time, aggregates of these compounds can self-assemble into 1D nanostructures from 0D nanoballs by the reprecipitation, leading to the red-shift of emission spectra. Thus, it paves the way for preparing multifunctional materials with photochromic and AIE behaviors. (C) 2014 Elsevier B.V. All rights reserved.
• Preparation and photochromic properties of pyrazolones/polyvinyl alcohol composite films
  作者：Ji-Xi Guo、Ming-Xi Guo、Dian-Zeng Jia、Yin-Hua Li

  DOI：10.1016/j.cclet.2016.06.037

  日期：2017.2

  Novel photochromic composite films have been successfully fabricated by dispersing pyrazolone derivative: 1,3-Dipheny1-4-(3-chlorobenzal)-5-hydroxypyrazole 4-phenylsemicarbazone (1a) into hydrosol of polyvinyl alcohol (PVA). The microstructure, photochromic behaviors and thermal bleaching properties were investigated by Raman spectroscopy, X-ray powder diffraction (XRD), field emission scanning electron microscopy (FE-SEM) and ultraviolet-visible absorption spectroscopy (UV-vis). The results showed that la was not only blended but also well dispersed in the PVA polymer films with a suitable content of chromophore. Upon UV light irradiation, the composite films gradually changed from colorless to yellow and recovered fully to the initial state upon thermal bleaching. The time constants of photochromic reactions were almost the same as those of la observed in their crystalline state, indicating that the photochromic phenomenon is barely disturbed by the polymer matrix. 2016 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved.