4-[bis(4-bromophenyl)amino]benzoic acid | 1033702-14-5

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4-[bis(4-bromophenyl)amino]benzoic acid
• 英文别名: 4-(Bis(4-bromophenyl)amino)benzoic acid；4-(4-bromo-N-(4-bromophenyl)anilino)benzoic acid
• CAS: 1033702-14-5
• 化学式: C₁₉H₁₃Br₂NO₂
• 分子量: 447.126
• InChiKey: LCWGAGSWHYQHOB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  40.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-[bis(4-bromophenyl)amino]benzoic acid 在 草酰氯 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 为溶剂， 生成 4-[bis(4-bromophenyl)amino]benzoyl chloride
  参考文献：
  名称：

  [EN] RARE EARTH COMPLEX
  [FR] COMPLEXE DE TERRE RARE
  [JA] 希土類錯体

  摘要：

  一般式（１）で表される希土類錯体。［式中、ＨＣはキノリノナト配位子又はクマリナト配位子を表し、Ｌ１は含窒素配位子等を表し、Ｌ２は水等を表し、ＸＬはハロゲン化物イオン等を表し、Ｍ３＋は３価の希土類金属イオンを表し、ｎは１、２又は３を表し、ｍ１は０、１又は２を表し、ｍ２は０～３を表す。］

  公开号：

  WO2023282236A1
• 作为产物：
  描述：

  4-[N,N-双(4-溴苯基)氨基]苯甲醛 在 potassium permanganate 作用下， 以 水 、 丙酮 为溶剂， 反应 4.0h， 以62%的产率得到4-[bis(4-bromophenyl)amino]benzoic acid
  参考文献：
  名称：

  Increased photocurrent in a tandem dye-sensitized solar cell by modifications in push–pull dye-design

  摘要：

  介绍了一种带有bodipy或indolium受体的新供体-π-受体染料，其在红色区域具有出色的光谱响应，并在串联染料敏化太阳能电池中产生创纪录的光电流。我们的阳离子受体染料CAD3产生了8.2 mA cm-2的阴极光电流密度，这是迄今为止报告的NiO p型太阳能电池中最高的。

  DOI：

  10.1039/c4cc10230d

文献信息

• Promoting charge-separation in p-type dye-sensitized solar cells using bodipy
  作者：Jean-François Lefebvre、Xue-Zhong Sun、James A. Calladine、Michael W. George、Elizabeth A. Gibson

  DOI：10.1039/c3cc46133e

  日期：——

  The viability of applying bodipy sensitisers to NiO-based p-type dye-sensitised solar cells (p-DSCs) has been successfully demonstrated. The triphenylamine donor–bodipy acceptor design promotes a long-lived charge-separated state which is difficult to achieve with NiO-based devices. The current was above 3 mA cm−2 and the IPCE was 28%.

  将bodipy敏化剂应用于基于NiO的p型染料敏化太阳能电池（p-DSC）的可行性已经成功得到证实。三苯胺供体-bodipy受体设计可促进长寿命电荷分离状态，而基于NiO的器件很难实现这一点。电流高于3 mA cm−2，IPCE为28%。
• Modified Triphenylamine-Dicyanovinyl-Based Donor-Acceptor Dyes with Enhanced Power Conversion Efficiency of p-Type Dye-Sensitized Solar Cells
  作者：Linna Zhu、Hongbin Yang、Cheng Zhong、Chang Ming Li

  DOI：10.1002/asia.201200402

  日期：2012.12

  To dye for: Two new dyes are synthesized by structural modifications of one of the best dyes for NiO p‐type dye‐sensitized solar cells, which is based on a triphenylamine–dicyanovinyl donor–acceptor system. An additional thiophene unit near the anchoring group can greatly retard charge recombination while enhancing the absorption coefficient to significantly improve the photoconversion efficiency by

  用于染色：通过对NiO p型染料敏化太阳能电池的最佳染料之一进行结构修饰，合成了两种新染料，该染料基于三苯胺-双氰基乙烯基供体-受体体系。锚定基团附近的另一个噻吩单元可以大大延迟电荷重组，同时提高吸收系数，从而将光转换效率显着提高50％。
• Design of an Organic Chromophore for P-Type Dye-Sensitized Solar Cells
  作者：Peng Qin、Hongjun Zhu、Tomas Edvinsson、Gerrit Boschloo、Anders Hagfeldt、Licheng Sun

  DOI：10.1021/ja8001474

  日期：2008.7.1

  A successful model for the design of efficient dyes for p-type dye-sensitized solar cells (DSSCs) is presented. As an example, a novel and efficient organic dye containing a triphenylamine chromophore has been synthesized and successfully applied in a p-type DSSC. The highest incident photon-to-current conversion efficiency (IPCE) of 18% in the visible region has been obtained, which is the highest value so far in p-type DSSCs. This is remarkably high, considering that only 600 nm thin NiO mesoporous films were used as p-type DSSC electrodes.
• NOUVEAUX DERIVES DE LA TRIPHENYLAMINE UTILES COMME FLUOROPHORES EN BIOLOGIE, NOTAMMENT POUR LA MICROSCOPIE BIPHOTONIQUE
  申请人：Commissariat à l'Energie Atomique

  公开号：EP2086937A1

  公开（公告）日：2009-08-12
• [EN] NOVEL TRIPHENYLAMINE DERIVATIVES FOR USE AS FLUOROPHORES IN BIOLOGY, IN PARTICULAR FOR TWO-PHOTON MICROSCOPY<br/>[FR] NOUVEAUX DERIVES DE LA TRIPHENYLAMINE UTILES COMME FLUOROPHORES EN BIOLOGIE, NOTAMMENT POUR LA MICROSCOPIE BIPHOTONIQUE
  申请人：COMMISSARIAT ENERGIE ATOMIQUE

  公开号：WO2008055969A1

  公开（公告）日：2008-05-15

  [EN] The invention relates to novel triphenylamine derivatives for use as fluorophores, in particular for two-photon microscopy in biology. It also relates to compositions containing these derivatives, to the use of these compositions and also the derivatives themselves for labelling biological molecules (or 'biomolecules') such as nucleic acids, oligonucleotides, proteins, polypeptides, plasmids, etc., with a view to observing them in particular by two-photon microscopy, and to biomolecules labelled with said derivatives. Applications: biological and medical imaging (fundamental research for the structural or functional study of biological systems, applied research for clinical or therapeutic purposes, diagnosis and medical screening, etc.).
  [FR] L'invention se rapporte à de nouveaux dérivés de la triphénylamine utiles comme fluorophores, notamment pour la microscopie biphotonique en biologie. Elle se rapporte également à des compositions contenant ces dérivés, à l'utilisation de ces compositions ainsi que des dérivés eux-mêmes pour le marquage de molécules biologiques (ou "biomolécules") telles que les acides nucléiques, les oligonucléotides, les protéines, les polypeptides, les plasmides, etc, en vue de leur observation notamment par microscopie biphotonique, et à des biomolécules marquées par lesdits dérivés. Applications: imagerie biologique et médicale (recherche fondamentale pour l'étude structurelle ou fonctionnelle des systèmes biologiques, recherche appliquée à visée clinique ou thérapeutique, diagnostic et dépistage médical,...).