(E)-3-(4-(diphenylamino)phenyl)-1-(4-methoxyphenyl)prop-2-en-1-one

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: (E)-3-(4-(diphenylamino)phenyl)-1-(4-methoxyphenyl)prop-2-en-1-one
• 英文别名: 3-(4-(diphenylamino)phenyl)-1-(4-methoxyphenyl)prop-2-en-1-one；4-diphenylamino-4'-methoxychalcone；(E)-1-(4-methoxyphenyl)-3-[4-(N-phenylanilino)phenyl]prop-2-en-1-one
• 化学式: C₂₈H₂₃NO₂
• 分子量: 405.496
• InChiKey: VKTCEBGSEIWPJY-KGENOOAVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  31
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (E)-3-(4-(diphenylamino)phenyl)-1-(4-methoxyphenyl)prop-2-en-1-one 、 2-肼基苯并噻唑 在 盐酸 作用下， 以 乙醇 、 水 为溶剂， 以78%的产率得到1-(benzothiazol-2-yl)-3-(4-methoxyphenyl)-5-(diphenylamino)phenyl-2-pyrazoline
  参考文献：
  名称：

  The synthesis and characterisation of novel pyrazoline derivatives containing triphenylamine

  摘要：

  Novel pyrazoline optical materials were synthesized and characterized using H-1, C-13 NMR and HRMS: the thermal, optical and electrochemical properties of the compounds were also investigated. Solvent effects on the fluorescence of the six compounds indicated that the emission wavelength was red-shifted with increase in solvent polarity. Quantum chemical calculations were used to obtain optimized ground-state geometry as well as spatial distributions of the highest occupied molecular orbital (HOMO) and the lowest unoccupied molecular orbital (LUMO) levels of the compounds. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2009.11.004
• 作为产物：
  描述：

  4-二苯胺基苯甲醛 、 对甲氧基苯乙酮 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 以72 %的产率得到(E)-3-(4-(diphenylamino)phenyl)-1-(4-methoxyphenyl)prop-2-en-1-one
  参考文献：
  名称：

  甲氧基取代基促进了供体-π-受体中的宽溶剂化荧光致色、白光发射、多态性和刺激响应荧光转换

  摘要：

  将甲氧基取代基引入三苯胺-苯乙酮基供体-π-受体荧光团 3-(4-(二苯氨基)苯基)-1-苯丙基-2-en-1-one ( 1 ) 中，产生强溶剂化荧光显色，包括白光发射、荧光多晶型物和机械响应荧光开关。未取代和甲氧基取代的化合物在溶液中显示出强溶剂极性介导的可调谐发射。有趣的是，3-(4-(二苯基氨基)苯基)-1-(4-甲氧基苯基)prop-2-en-1-one ( 2 ) 和 3-(4-(二苯基氨基)-2-甲氧基苯基)-1-( 4-methoxyphenyl)prop-2-en-1-one ( 3 ) 在DMSO和乙醇中分别显示单分子白光发射。1-3在固态中表现出强烈的绿色/黄色荧光（量子产率 (Φ f ) = 10 至 23%）。2产生荧光多晶型物（绿色（2-G）和黄色（2-Y）。单晶结构分析表明，供体和受体苯基单元在2-G和3中采用共面构象，而在1和2-Y中采用扭曲分子构象。此外，2-G表现出

  DOI：

  10.1016/j.saa.2022.121989

文献信息

• Trisubstituted pyridine dyes
  申请人：Polaroid Corporation

  公开号：US06015907A1

  公开（公告）日：2000-01-18

  2,4,6-Trisubstituted pyridines wherein at least one of the substituents is a para-(N,N-diarylamino)phenyl group, and the other two substituents are alkyl, cycloalkyl or aryl groups are useful as image dyes in acid-mediated imaging media, since the colored forms of these dyes display improved photostability as compared with similar trisubstituted pyridines which lack the para-(N,N-diarylamino)phenyl group. Salts of these trisubstituted pyridines are also useful in sensitizing 'onium salts to blue visible or similar radiation.

  2,4,6-三取代吡啶，其中至少一个取代基是对位-(N,N-二芳基氨基)苯基，另外两个取代基是烷基、环烷基或芳基，可用作酸介导成像介质中的显影染料，因为这些染料的有色形式与缺乏对位-(N,N-二芳基氨基)苯基的类似三取代吡啶相比，具有改善的光稳定性。这些三取代吡啶的盐也可用于增敏'烷盐对蓝光可见或类似辐射的敏感性。
• US6015907A
  申请人：——

  公开号：US6015907A

  公开（公告）日：2000-01-18
• The synthesis and characterisation of novel pyrazoline derivatives containing triphenylamine
  作者：Gang Chen、Hai-Ying Wang、Yu Liu、Xiao-Ping Xu、Shun-Jun Ji

  DOI：10.1016/j.dyepig.2009.11.004

  日期：2010.5

  Novel pyrazoline optical materials were synthesized and characterized using H-1, C-13 NMR and HRMS: the thermal, optical and electrochemical properties of the compounds were also investigated. Solvent effects on the fluorescence of the six compounds indicated that the emission wavelength was red-shifted with increase in solvent polarity. Quantum chemical calculations were used to obtain optimized ground-state geometry as well as spatial distributions of the highest occupied molecular orbital (HOMO) and the lowest unoccupied molecular orbital (LUMO) levels of the compounds. (C) 2009 Elsevier Ltd. All rights reserved.
• Methoxy substituent facilitated wide solvatofluorochromism, white light emission, polymorphism and stimuli-responsive fluorescence switching in donor-π-acceptor
  作者：Parthasarathy Gayathri、Periyappan Nantheeswaran、Mariappan Mariappan、Subramanian Karthikeyan、Mehboobali Pannipara、Abdullah G. Al-Sehemi、Dohyun Moon、Savarimuthu Philip Anthony

  DOI：10.1016/j.saa.2022.121989

  日期：2023.2

  triphenylamine-acetophenone based donor-π-acceptor fluorophore, 3-(4-(diphenylamino)phenyl)-1-phenylprop-2-en-1-one (1), produced strong solvatofluorochromism including white light emission, fluorescent polymorphs and mechano-responsive fluorescence switching. The unsubstituted and methoxy substituted compounds displayed strong solvent polarity mediated tunable emission in the solution. Interestingly

  将甲氧基取代基引入三苯胺-苯乙酮基供体-π-受体荧光团 3-(4-(二苯氨基)苯基)-1-苯丙基-2-en-1-one ( 1 ) 中，产生强溶剂化荧光显色，包括白光发射、荧光多晶型物和机械响应荧光开关。未取代和甲氧基取代的化合物在溶液中显示出强溶剂极性介导的可调谐发射。有趣的是，3-(4-(二苯基氨基)苯基)-1-(4-甲氧基苯基)prop-2-en-1-one ( 2 ) 和 3-(4-(二苯基氨基)-2-甲氧基苯基)-1-( 4-methoxyphenyl)prop-2-en-1-one ( 3 ) 在DMSO和乙醇中分别显示单分子白光发射。1-3在固态中表现出强烈的绿色/黄色荧光（量子产率 (Φ f ) = 10 至 23%）。2产生荧光多晶型物（绿色（2-G）和黄色（2-Y）。单晶结构分析表明，供体和受体苯基单元在2-G和3中采用共面构象，而在1和2-Y中采用扭曲分子构象。此外，2-G表现出