methyl 4-(N,N-bis-(4-bromophenyl)amino)benzoate | 85298-06-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: methyl 4-(N,N-bis-(4-bromophenyl)amino)benzoate
• 英文别名: Methyl-4-[bis(4-bromophenyl)amino]benzoate；methyl 4-(4-bromo-N-(4-bromophenyl)anilino)benzoate
• CAS: 85298-06-2
• 化学式: C₂₀H₁₅Br₂NO₂
• 分子量: 461.153
• InChiKey: LAMQLOQVWPIWMT-UHFFFAOYSA-N

物化性质

• 沸点：
  530.5±45.0 °C(Predicted)
• 密度：
  1.585±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 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：

  4-乙烯基吡啶 、 methyl 4-(N,N-bis-(4-bromophenyl)amino)benzoate 在 palladium diacetate 、 三乙胺 、 三(邻甲基苯基)磷 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 18.0h， 以59%的产率得到methyl 4-(N,N-bis(4-(2-(pyridin-4-yl)vinyl))phenyl)aminobenzoate
  参考文献：
  名称：

  Triphenylamine derivatives useful as fluorophores in biology, in particular for two-photon microscopy

  摘要：

  三苯胺衍生物在生物学中作为荧光物质特别有用，特别适用于双光子显微镜；以及包含这些衍生物的组合物，用于标记生物分子（或“生物分子”），如核酸、寡核苷酸、蛋白质、多肽、质粒等，特别是通过双光子显微镜进行检测，并用于标记了上述衍生物的生物分子。

  公开号：

  US08664400B2
• 作为产物：
  描述：

  4-(二苯基氨基)苯甲酸甲酯 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 氯仿 为溶剂， 反应 2.0h， 以98%的产率得到methyl 4-(N,N-bis-(4-bromophenyl)amino)benzoate
  参考文献：
  名称：

  Triphenylamine derivatives useful as fluorophores in biology, in particular for two-photon microscopy

  摘要：

  三苯胺衍生物在生物学中作为荧光物质特别有用，特别适用于双光子显微镜；以及包含这些衍生物的组合物，用于标记生物分子（或“生物分子”），如核酸、寡核苷酸、蛋白质、多肽、质粒等，特别是通过双光子显微镜进行检测，并用于标记了上述衍生物的生物分子。

  公开号：

  US08664400B2

文献信息

• New 2,3-diphenylquinoxaline containing organic D-A-π-A dyes with nickel oxide photocathode prepared by surfactant-mediated synthesis for high performance p-type dye-sensitized solar cells
  作者：Hulugirgesh Degefu Weldekirstos、Ming-Chung Kuo、Sie-Rong Li、Wei-Lin Su、Mekonnen Abebayehu Desta、Wen-Ti Wu、Chun-Hong Kuo、Shih-Sheng Sun

  DOI：10.1016/j.dyepig.2018.12.042

  日期：2019.4

  diphenylquinoxaline incorporated within the molecular structure were prepared for p-type dye-sensitized solar cells with the newly prepared NiO as the photocathode. The new organic dyes consist of carboxylic acid as the anchoring group, triphenylamine as the electron donor, 2,3-diphenylquinoxaline as the auxiliary acceptor moiety, 2-methylenemalononitrile as electron acceptor, connected with thiophene, 3,4-ethylenedioxythiophene

  染料敏化太阳能电池（DSSC）是最有前途的有机光伏电池之一。从理论上预测，结合n型和p型DSSC的串联电池的优化效率为43％。p型半电池限制了达到最佳性能的瓶颈，特别是缺少合适的半导体材料作为光电阴极。在这方面，我们报道了使用化学共沉淀法的表面活性剂介导的氧化镍纳米材料的合成。XRD，SEM，XPS，EDS和BET对新材料进行了全面表征。BET结果表明用表面活性剂合成的氧化镍纳米颗粒比常规的具有更高的表面积。此外，以新制备的NiO为光电阴极，制备了用于p型染料敏化太阳能电池的分子结构内结合有缺电子二苯基喹喔啉的新型有机染料。新的有机染料由羧酸作为锚定基团，三苯胺作为电子供体，2,3-二苯基喹喔啉作为辅助受体部分，2-亚甲基丙二腈作为电子受体并与噻吩，3,4-亚乙基二氧噻吩连接，并且2， 2'-联噻吩作为π-间隔基。具有单锚组的敏化剂（2-亚甲基丙二腈作为电子受体，与噻吩，3,4-乙撑二氧噻吩和2
• NOVEL TRIPHENYLAMINE DERIVATIVES USEFUL AS FLUOROPHORES IN BIOLOGY, IN PARTICULAR FOR TWO-PHOTON MICROSCOPY
  申请人：Allain Clémence

  公开号：US20090314990A1

  公开（公告）日：2009-12-24

  Triphenylamine derivatives useful as fluorophores in biology, in particular for two-photon microscopy; and compositions comprising these derivatives, to the use of these compositions and of the derivatives themselves for labelling biological molecules (or “biomolecules”) such as nucleic acids, oligonucleotides, proteins, polypeptides, plasmids, and the like, for their examination in particular by two-photon microscopy, and to biomolecules labelled with the said derivatives.

  三苯胺衍生物在生物学中作为荧光染料特别是用于双光子显微镜的有用性；以及包含这些衍生物的组合物，使用这些组合物和衍生物本身来标记生物分子（或“生物分子”）如核酸、寡核苷酸、蛋白质、多肽、质粒等，特别是通过双光子显微镜对它们进行检测，并且标记有上述衍生物的生物分子。
• Synthetic Strategies to Derivatizable Triphenylamines Displaying High Two-Photon Absorption
  作者：Rémy Lartia、Clémence Allain、Guillaume Bordeau、Falk Schmidt、Céline Fiorini-Debuisschert、Fabrice Charra、Marie-Paule Teulade-Fichou

  DOI：10.1021/jo702002y

  日期：2008.3.1

  [Graphics]A versatile synthetic strategy to access a set of highly fluorescent g-conjugated triphenylamines bearing a functional linker at various positions on one phenyl ring is described. These compounds were designed for large two-photon absorption (2PA) and in particular for labeling of biomolecules. The monoderivatized trisformylated or trisiodinated intermediates described herein allow introduction of a large variety of electron-withdrawing groups required for large 2PA as well as a panel of chemical functions suitable for coupling to biomolecules. The monoderivatized three-branched compounds and in particular the benzothiazole JP-3Bz) series show remarkable linear (high extinction coefficients and high quantum yield) and nonlinear (high 2-photon cross sections) optical properties. Interestingly the presence of functional side chains does not disturb the two-photon absorption. Finally, monoderivatized two-branched derivatives also appear to be valuable candidates. Altogether the good optical properties of the new derivatizable pi-conjugated TPA combined with their small size and their compatibility with bioconjugation protocols suggest that they represent a new chemical class of labels potentially applicable for the tracking of biomolecules using two-photon scanning microscopy.
• US8664400B2
  申请人：——

  公开号：US8664400B2

  公开（公告）日：2014-03-04