(Z)-3-(4-(diphenylamino)phenyl)-2-(4-methoxyphenyl)acrylonitrile | 1254816-48-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (Z)-3-(4-(diphenylamino)phenyl)-2-(4-methoxyphenyl)acrylonitrile
• 英文别名: (Z)-2-(4-methoxyphenyl)-3-[4-(N-phenylanilino)phenyl]prop-2-enenitrile
• CAS: 1254816-48-2
• 化学式: C₂₈H₂₂N₂O
• 分子量: 402.495
• InChiKey: WZDNOCFRNVOKRC-HIXSDJFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  36.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  三苯胺 在 sodium methylate 、 三氯氧磷 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 (Z)-3-(4-(diphenylamino)phenyl)-2-(4-methoxyphenyl)acrylonitrile
  参考文献：
  名称：

  The synthesis and photoluminescence characteristics of novel α,β-diarylacrylonitrile derivatives containing both a biphenyl group and a triphenylamine unit

  摘要：

  2-(4-Bromophenyl)-3-(4-diphenylaminophenyl)acrylonitrile was prepared by the base catalysed condensation of 4-diphenylaminobenzaldehyde and 2-(4-bromophenyl)acetonitrile A series of alpha beta-dia-rylacrylonitrile derivatives containing both a biphenyl group and a triphenylamine unit were synthesized from 2-(4-bromophenyl)-3-(4-diphenylaminophenyl)acrylonitrile and boronic acids via a Suzuki reaction The structures of these compounds were characterized using FTIR H-1 NMR C-13 NMR MS and elemental analysis The UV-vis absorption and photoluminescent spectra of these derivatives were investigated These compounds emit green fluorescence with maximum emission peaks of 500-550 nm in CH2Cl2 solution and in the solid state under UV irradiation Analysis revealed good thermal stability with a decomposition temperature ranging from 279-386 degrees C (C) 2010 Elsevier Ltd All rights reserved

  DOI：

  10.1016/j.dyepig.2010.07.010

文献信息

• Mechanochromic and thermochromic fluorescent properties of cyanostilbene derivatives
  作者：Yujian Zhang、Guilin Zhuang、Mi Ouyang、Bin Hu、Qingbao Song、Jingwei Sun、Cheng Zhang、Cheng Gu、Yuanxiang Xu、Yuguang Ma

  DOI：10.1016/j.dyepig.2013.03.017

  日期：2013.9

  Two isomers (TPA-CNa and TPA-CNb) consisting of twisted triphenylamine and cyanostilbene were synthetized by Knoevenagel condensation and C-N coupling reaction. The fluorescent colours of two isomers in crystalline state were sky-blue for TPA-CNa and green for TPA-CNb with quantum yields (Phi(f)) of 44.9% and 7.7%, respectively. The single crystal X-ray diffractometry revealed the fully different molecular conformations and packing modes of TPA-CNa (planar) and TPA-CNb (twisting), which might be the reason for different Phi(f). The reversible mechanochromic and thermochromic fluorescence switching was observed in crystalline TPA-CNa powders. The sky-blue crystals were changed into the green-emissive solids after grinding, and they recovered their original state upon heating at 60 degrees C over 2 min. The reversible conversion of fluorescence colour was also realized by a pure thermal process. Powder X-ray diffractometry clearly demonstrated that the mechanochromic and thermochromic behaviour could be attributed to the crystal-to-amorphisation phase transition. (C) 2013 Elsevier Ltd. All rights reserved.
• The synthesis and photoluminescence characteristics of novel α,β-diarylacrylonitrile derivatives containing both a biphenyl group and a triphenylamine unit
  作者：Bao Li、Qian Li、Bin Liu、Youfeng Yue、Mingxin Yu

  DOI：10.1016/j.dyepig.2010.07.010

  日期：2011.3

  2-(4-Bromophenyl)-3-(4-diphenylaminophenyl)acrylonitrile was prepared by the base catalysed condensation of 4-diphenylaminobenzaldehyde and 2-(4-bromophenyl)acetonitrile A series of alpha beta-dia-rylacrylonitrile derivatives containing both a biphenyl group and a triphenylamine unit were synthesized from 2-(4-bromophenyl)-3-(4-diphenylaminophenyl)acrylonitrile and boronic acids via a Suzuki reaction The structures of these compounds were characterized using FTIR H-1 NMR C-13 NMR MS and elemental analysis The UV-vis absorption and photoluminescent spectra of these derivatives were investigated These compounds emit green fluorescence with maximum emission peaks of 500-550 nm in CH2Cl2 solution and in the solid state under UV irradiation Analysis revealed good thermal stability with a decomposition temperature ranging from 279-386 degrees C (C) 2010 Elsevier Ltd All rights reserved