三(4-甲氧基苯基)胺 | 13050-56-1

• 物质功能分类: 有机原料 - 氨基化合物
• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 三(4-甲氧基苯基)胺
• 英文名称: tris(4-anisyl)amine
• 英文别名: tris(4-methoxyphenyl)amine；tri-p-anisylamine；tris(p-methoxyphenyl)amine；tris(p-anisyl)amine；Tris-<4-methoxy-phenyl>-amin；Tri-(p-methoxyphenyl)-amin；4-methoxy-N,N-bis(4-methoxyphenyl)aniline
• CAS: 13050-56-1
• 化学式: C₂₁H₂₁NO₃
• 分子量: 335.403
• InChiKey: AMLOAIZZHUTCIJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  30.9
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 危险性防范说明：
  P261,P280,P301+P312,P302+P352,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  室温且干燥环境下使用。

反应信息

• 作为反应物：
  描述：

  三(4-甲氧基苯基)胺 在 氢溴酸 作用下， 以 溶剂黄146 为溶剂， 以38%的产率得到4-(N,N-di-p-anisylamino)phenol
  参考文献：
  名称：

  Long-Lived Photoinduced Charge Separation and Redox-Type Photochromism on Mesoporous Oxide Films Sensitized by Molecular Dyads

  摘要：

  The photoinduced charge separation in three different assemblies composed of an electron donor D and a chromophore sensitizer S adsorbed on nanocrystalline TiO2 films (D-S\TiO2) was investigated. In all of the systems, the sensitizer was a ruthenium(II) bis-terpyridine complex anchored to the semiconductor surface by a phosphonate group. In two of the assemblies, the donor was a 4-(N,N-di-p-anisylamino) phenyl group linked to the 4' position of the terpyridine, either directly (dyad D1-S) or via a benzyl ether interlocking group (dyad D2-S). In the third system, the sensitizer and the donor (3-(4-(N,N-di-p-anisylamino)phenoxy)-propyl-1-phosphonate) were coadsorbed on the surface ((D3+S)\TiO2). Laser flash photolysis showed that the photoinduced charge separation process follows the sequence D-S*\TiO2 -->(1) D-S+\(e(-))TiO2 -->(2) D+-S\(e(-))TiO2 -->(3) D-S\TiO2 Resonance Raman spectroscopy indicates that in the excited assemblies D2-S*\TiO2 and (D3+S*)\TiO2, one electron is promoted from the metal center to the terpyridine ligand linked to the semiconductor, whereas in the system D1-S*\TiO2 the excited electron is located on the ligand linked to the donor. The quantum yield of charge separation (steps 1 and 2) was found to be close to unity for the two former assemblies but only 60% for the latter one. In all three cases, the electron injection was very fast (<1 ns), and the hole transfer to the donor was fast (10-20 ns). The half-lifetime of the charge separated state (step 3) was 3 mu s for (D3(+)+S)\(e-)TiO2, as in the model system S+\(e-)TiO2; it was 30 mu s in D1(+)-S\(e(-))TiO2 and 300 mu s in D2(+)-S\(e-)TiO2. Electrodes made of any of the surface-confined dyads on conducting glass display a strong redox-type photochromism. When a positive potential (+0.5 V vs NHE) is applied to the electrode, charge recombination (step 3) is blocked. As a result, the visible absorption spectrum of the electrode changes, due to the appearance: of the absorption feature of the oxidized donor (lambda(max) = 730 nm). Return to the reduced state is achieved by electron injection through the conduction band of the TiO2 under forward bias (-0.5 V). None of the assemblies D1-S\TiO2 and D2-S\TiO2 gave better photovoltaic performances than the model system S\TiO2. This was attributed in the first case to the low injection efficiency and, in the second case, to an additional short-circuiting pathway constituted by the charge percolation inside the molecular monolayer and to the underlying conducting glass, as previously observed with monolayers of the donor D3.

  DOI：

  10.1021/ja981742j
• 作为产物：
  描述：

  4-氯苯甲醚 在 sodium t-butanolate lithium amide 、 tris(dibenzylideneacetone)dipalladium (0) 、 2-(二叔丁基膦)联苯 作用下， 以 1,4-二氧六环 为溶剂， 反应 20.0h， 以83%的产率得到三(4-甲氧基苯基)胺
  参考文献：
  名称：

  钯催化芳基卤化物胺化的新氨当量。

  摘要：

  [反应：请参见文字]。LiN（SiMe3）2，Ph3SiNH2和LiNH2可以用作Pd催化的芳基卤化物偶合的氨当量。使用这些胺衍生物，可以容易地制备简单的苯胺，包括邻位取代的苯胺，以及二和三芳基胺。

  DOI：

  10.1021/ol0166808
• 作为试剂：
  描述：

  4-溴苯乙酮 在 三(4-甲氧基苯基)胺 、 盐酸羟胺 、 sodium acetate 作用下， 以 乙醇 、 水 、 乙腈 为溶剂， 反应 59.0h， 生成 (1E,2E)-1,2-bis(1-(4-bromophenyl)ethylidene)hydrazine
  参考文献：
  名称：

  通过易得肟酯的还原活化无肼光氧化还原催化合成吖嗪

  摘要：

  在此，我们提出了一种新型的、无肼的光氧化还原催化平台，用于使用温和、简单的反应条件合成吖嗪。虽然先前的肟酯的能量转移活化导致O-辅助基团和自由基与亚胺基的组合脱羧，但本文的还原电子转移策略仅使用三芳胺有机光催化剂且不使用添加剂即可提供高产率的吖嗪。通过连续流反应器很容易实现放大。机理研究表明光催化剂和基材的预组装是实现高效、选择性 N-N 亚氨基自由基偶联的关键。

  DOI：

  10.1039/d4gc00804a

文献信息

• [EN] INDANE DERIVATIVES AND THEIR USE IN ORGANIC ELECTRONICS<br/>[FR] DÉRIVÉS D'INDANE ET LEUR UTILISATION DANS L'ÉLECTRONIQUE ORGANIQUE
  申请人：DOTTIKON ES HOLDING AG

  公开号：WO2018206769A1

  公开（公告）日：2018-11-15

  The present invention relates to indane derivatives of the formula (I) and mixtures thereof, wherein X is selected from groups of the formula -A-(NAr2), wherein A is a chemical bond or phenylene which is unsubstituted or substitutedby 1, 2 or 3 substituents selected from C1-C6-alkyl and C1-C6-alkoxy; Ar is unsubstituted or substituted aryl, wherein two groups Ar bound to the same nitrogen atom may together with the nitrogen atom also form a fused ring system having 3 or more than 3 unsubstituted or substituted rings; and the variables Y, n, m, k and l are as defined in the claims and the description. The invention further relates to methods for preparing such compounds and their use in organic electronics, in particular as hole transport material or electron blocking material.

  本发明涉及公式（I）及其混合物的茚烷衍生物，其中X选自公式-A-(NAr2)的基团，其中A是未取代或取代为1、2或3个选自C1-C6烷基和C1-C6烷氧基的取代基的化学键或苯基；Ar是未取代或取代的芳基，其中结合到同一氮原子的两个Ar基团可能与氮原子一起形成具有3个或3个以上未取代或取代环的融合环系统；变量Y、n、m、k和l如权利要求和描述中所定义。该发明还涉及制备这类化合物的方法以及它们在有机电子学中的用途，特别是作为空穴传输材料或电子阻挡材料。
• Ullmann reaction in tetraethyl orthosilicate: a novel synthesis of triarylamines and diaryl ethers
  作者：Yuanhong Zhao、Yunsong Wang、Hongwei Sun、Liang Li、Hongbin Zhang

  DOI：10.1039/b706449g

  日期：——

  A novel synthesis of triarylamines and diaryl ethers is reported; a feature of this process is the ligand-free copper-catalysed C-N and C-O bond formation in tetraethyl orthosilicate.

  报道了一种新颖的三芳基胺和二芳基醚的合成方法。该方法的一个特点是在原硅酸四乙酯中无配体的铜催化的CN和CO键的形成。
• A Visible-Light-Mediated Synthesis of Carbazoles
  作者：Augusto C. Hernandez-Perez、Shawn K. Collins

  DOI：10.1002/anie.201306920

  日期：2013.11.25

  The photosynthetic preparation of N‐aryl‐ and N‐alkyl‐bearing carbazoles utilizes continuous flow, visible light, and an in situ formed Cu‐based sensitizer (see picture). The method is mild and efficient, and allows the straightforward synthesis of a variety of carbazoles with different substituents, heterocycles, and complex carbon architectures.

  光合制备的ñ -芳基-和ñ -烷基轴承咔唑利用连续流，可见光，和原位形成的铜基增敏剂（参照图片）。该方法温和高效，可直接合成具有不同取代基，杂环和复杂碳结构的多种咔唑。
• Redox-controlled fluorescence modulation (electrofluorochromism) in triphenylamine derivatives
  作者：Cassandre Quinton、Valérie Alain-Rizzo、Cécile Dumas-Verdes、Fabien Miomandre、Gilles Clavier、Pierre Audebert

  DOI：10.1039/c4ra02675f

  日期：——

  The study of the chemical and electrochemical fluorescence switching properties of a family of substituted triphenylamine derivatives is reported.

  报道了对一系列取代三苯胺衍生物的化学和电化学荧光开关特性进行研究。
• Controlling the ratio of ethylene to propylene produced in an oxygenate to olefin conversion process
  申请人：Sher Jaimes

  公开号：US20050107651A1

  公开（公告）日：2005-05-19

  The present invention provides various processes for producing methanol and ethanol, preferably in a mixed alcohol stream. In one embodiment, the invention includes directing syngas to a synthesis zone wherein the syngas contacts a methanol synthesis catalyst and an ethanol synthesis catalyst (either a homologation catalyst or a fuel alcohol synthesis catalyst) under conditions effective to form methanol and ethanol. The methanol and ethanol, in a desired ratio, are directed to an oxygenate to olefin reaction system for conversion thereof to ethylene and propylene in a desired ratio. The invention also relates to processes for varying the weight ratio of ethylene to propylene formed in an oxygenate to olefin reaction system.

  本发明提供了生产甲醇和乙醇的各种工艺，优选在混合醇流中。在一种实施例中，该发明包括将合成气引导到合成区，其中合成气与甲醇合成催化剂和乙醇合成催化剂（可以是同系物化催化剂或燃料醇合成催化剂）接触，在有效条件下形成甲醇和乙醇。所述甲醇和乙醇以所需比例引导至氧化物转化为烯烃反应系统，以在所需比例下转化为乙烯和丙烯。该发明还涉及在氧化物转化为烯烃反应系统中改变乙烯和丙烯的重量比的工艺。