2,5-bis(4-trifluoromethylphenyl)benzene-1,4-dicarbaldehyde | 1300701-03-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,5-bis(4-trifluoromethylphenyl)benzene-1,4-dicarbaldehyde
• 英文别名: 4,4''-Bis(trifluoromethyl)-[1,1':4',1''-terphenyl]-2',5'-dicarbaldehyde；2,5-bis[4-(trifluoromethyl)phenyl]terephthalaldehyde
• CAS: 1300701-03-4
• 化学式: C₂₂H₁₂F₆O₂
• 分子量: 422.326
• InChiKey: NRDWQDMETYAOEQ-UHFFFAOYSA-N

物化性质

• 沸点：
  512.5±50.0 °C(Predicted)
• 密度：
  1.360±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  30
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2,5-bis(4-trifluoromethylphenyl)benzene-1,4-dicarbaldehyde 在 哌啶 、 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 生成 2-(3-(4-(4-(dimethylamino)styryl)-2,5-(4',4''-di(trifluoromethyl)phenyl)styryl)-5,5-dimethylcyclohex-2-enylidene)malononitrile
  参考文献：
  名称：

  Synthesis and characterizations of novel spindle-like terphenyl-type chromophores for non-linear optical materials

  摘要：

  A series of novel spindle-like terphenyl-type chromophores, based on 2,5-diphenyl-1,4-distyrylbenzene pi-conjugating bridge, N,N-dimethyl and triphenyl amino donors, and Tricyanovinyldihydrofuran(TCF), 1,3,3-trimethyl-5-dicyanovinyl-1-cyclohexene (TDC) acceptors, have been synthesized successfully for the first time. And the non-linear optical properties were evaluated by using the finite-field (FF) method. The results show that, the first-order hyperpolarizability of the chromophores increase with the increase of the withdraw ability of the substituent group on the pi-conjugating bridge. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.03.108
• 作为产物：
  描述：

  对二甲苯 在 水 、 溴 、 palladium diacetate 、 sodium carbonate 、 silver nitrate 、 三苯基膦 作用下， 以 四氯化碳 、 乙醇 、 水 、 异丙醇 为溶剂， 反应 12.0h， 生成 2,5-bis(4-trifluoromethylphenyl)benzene-1,4-dicarbaldehyde
  参考文献：
  名称：

  Synthesis and characterizations of novel spindle-like terphenyl-type chromophores for non-linear optical materials

  摘要：

  A series of novel spindle-like terphenyl-type chromophores, based on 2,5-diphenyl-1,4-distyrylbenzene pi-conjugating bridge, N,N-dimethyl and triphenyl amino donors, and Tricyanovinyldihydrofuran(TCF), 1,3,3-trimethyl-5-dicyanovinyl-1-cyclohexene (TDC) acceptors, have been synthesized successfully for the first time. And the non-linear optical properties were evaluated by using the finite-field (FF) method. The results show that, the first-order hyperpolarizability of the chromophores increase with the increase of the withdraw ability of the substituent group on the pi-conjugating bridge. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.03.108

文献信息

• TfOH catalyzed synthesis of 9-arylfluorenes via tandem reaction under warm and efficient conditions
  作者：Qingcui Li、Wengang Xu、Jiaxing Hu、Xiaoqing Chen、Fanglin Zhang、Hua Zheng

  DOI：10.1039/c4ra03126a

  日期：——

  A tandem ring-closing reaction was developed for the synthesis of 9-arylfluorenes and their derivatives. The reaction is metal-free, straightforward and efficient under warm conditions and more than 99% yield is obtained.

  一种串联环闭合反应被开发用于合成9-芳基芴及其衍生物。该反应无需金属催化剂，在温和条件下简单高效，产率可达99%以上。
• Improved poling efficiency of polyurethanes containing spindle-like chromophores by a functional group tuning for nonlinear optic (NLO) materials
  作者：Chuangyang Li、Ming Li、Yao Li、Yingchao Zhang、Zhenzhen Cai、Zuosen Shi、Xibin Wang、Daming Zhang、Zhanchen Cui

  DOI：10.1039/c5ra27783c

  日期：——

  prepare polyurethane NLO materials. The chemical structure of the chromophores and polyurethanes was characterized by 1H-NMR, FT-IR and UV-Vis spectroscopy. Thermal and nonlinear optical activity characterizations of the chromophores and polyurethanes IPDI-1 and IPDI-2 were carried out. Both the chromophores and the polyurethanes NLO materials possessed relatively high thermal stability. The chromophores

  设计并合成了含有不同纺锤状发色团的新型聚氨酯NLO材料（IPDI-1至IPDI-3）。已经成功地合成了在共轭桥上分别带有3,4,5-三氟苯基，苯基，三氟甲基苯基和4-甲氧基苯基作为侧基的纺锤状发色团（OHSTC-1至OHSTC-4）。选定的生色团用作单体以制备聚氨酯NLO材料。发色团和聚氨酯的化学结构通过1 H-NMR，FT-IR和UV-Vis光谱表征。发色团和聚氨酯IPDI-1和IPDI-2的热和非线性光学活性表征进行了。发色团和聚氨酯NLO材料都具有相对较高的热稳定性。发色团OHSTC-1和OHSTC-2在5％的失重温度（T d）分别为324°C和327°C时显示出高的热稳定性。包含不同纺锤状发色团的新型聚氨酯NLO材料无需任何其他掺杂的聚合物即可定向，并且在NLO响应中表现出令人满意的时间稳定性（烘烤后IPDI-2的电光系数保持初始值的90％在85°C的空气中放置200小时）。
• 一类光谱可调的聚集诱导发光型荧光材料及 其制备方法和应用
  申请人：陕西师范大学

  公开号：CN107501170B

  公开（公告）日：2019-08-20

  本发明公开了一类光谱可调的聚集诱导发光型荧光材料及其制备方法和应用，该荧光材料的结构式为式中Ar代表苯基、C1～C4卤代烷基取代苯基、C1～C4烷基取代苯基、C1～C4烷氧基取代苯基、噻吩基、C1～C4烷基取代噻吩基、呋喃基、C1～C4烷基取代呋喃基或萘基，其是以醛类衍生物及4‑吡啶乙腈盐酸盐为原料，通过简单的缩合反应得到中间体，再与碘甲烷反应，形成离子型化合物，最后经六氟磷酸钾置换得到具有聚集诱导发光性能的荧光材料。本发明荧光材料具有聚集诱导发光特性，且其为阳离子型化合物，可以特异性的标记活细胞中的线粒体，是一类优异的线粒体成像染料。
• Reversible solid-state mechanochromic luminescence originated from aggregation-induced enhanced emission-active Donor−Acceptor cruciform luminophores containing triphenylamine
  作者：Ying Wang、Dandan Cheng、Hongke Zhou、Xingliang Liu、Yonghui Wang、Aixia Han、Chao Zhang

  DOI：10.1016/j.dyepig.2019.107689

  日期：2019.12

  Two D-A type cruciform luminophores FB-CTPAEB and DFB-CTPAEB were designed and prepared. The two compounds exhibited unique intramolecular charge-transfer (ICT) and solid-state fluorescence behavior. The results show that both compounds exhibit AIEE behavior and high solid-state luminescence efficiency (up to 0.693 and 0.442, respectively). Moreover, FB-CTPAEB and DFB-CTPAEB show remarkable mechanofluorochromic (MFC) properties. Once the as-prepared samples were subjected to grinding, the emission of the two cruciform luminophores was red shifted by 52 nm and 46 nm, correspondingly, their fluorescence colors changed from yellow and reddish orange to red, respectively. The fluorescence emission changes induced by grinding can be restored by solvent-fuming and regenerated by grinding. PXRD analysis revealed that the MFC behavior of FB-CTPAEB and DFB-CTPAEB came from the transformation between crystalline and amorphous states upon external stimuli. Meanwhile, the extension in molecular conjugation caused by planarization of molecular conformation and subsequent planar intramolecular charge transfer (PICT) process were responsible for the red-shifts in the PL spectra.