N,N,N',N'-tetraphenyl-metha-benzenediamine | 92899-33-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N,N,N',N'-tetraphenyl-metha-benzenediamine
• 英文别名: N,N,N',N'-tetraphenyl1,3-benzenediamine；1,3-bis(diphenylamino)benzene；tetra-N-phenyl-m-phenylenediamine；Tetra-N-phenyl-m-phenylendiamin；N,N,N',N'-tetraphenyl-1,3-phenylenediamine；N,N,N',N'-Tetraphenyl-m-phenylendiamin；1-N,1-N,3-N,3-N-tetraphenylbenzene-1,3-diamine
• CAS: 92899-33-7
• 化学式: C₃₀H₂₄N₂
• 分子量: 412.534
• InChiKey: IOXVRZSNGAOKFG-UHFFFAOYSA-N

物化性质

• 熔点：
  137 °C(Solv: ethanol (64-17-5))
• 沸点：
  571.2±33.0 °C(Predicted)
• 密度：
  1.172±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.4
• 重原子数：
  32
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  6.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N,N,N',N'-tetraphenyl-metha-benzenediamine 在 benzyltrimethylammonium tribromide 、 potassium carbonate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 24.0h， 以67%的产率得到4,6-dibromo-1,3-bis[bis(4-bromophenyl)amino]benzene
  参考文献：
  名称：

  Facile Synthesis, Crystal Structures, and High-Spin Cationic States of All-para-Brominated Oligo(N-phenyl-m-aniline)s

  摘要：

  Syntheses of both the dimer (3) and the trimer (4) of all-para-brominated poly(N-phenyl-m-aniline)s (2c) were achieved in a one-pot procedure from the parent nonbrominated oligomers and benzyltrimethylammonium tribromide [(BTMA)Br-3]. An X-ray crystallographic analysis revealed that 4 has a U-shaped structure, suggesting that 2c easily adopts helical structures. Furthermore, the redox properties were investigated by the UV-vis and EPR measurements. It was confirmed that the both 3 and 4 can be oxidized into the dications 3(2+) and 4(2+) with triplet spin-multiplicity.

  DOI：

  10.1021/jo0160571
• 作为产物：
  描述：

  3-nitro-N,N-diphenylaniline 在 盐酸 、 铜 、 potassium carbonate 、 tin(ll) chloride 作用下， 以 乙醇 、 邻二氯苯 为溶剂， 反应 12.0h， 生成 N,N,N',N'-tetraphenyl-metha-benzenediamine
  参考文献：
  名称：

  1,3-双（二芳基氨基）苯的合成作为一维有机铁磁金属的模型前体；通过循环伏安法和电子自旋瞬态章动光谱法对药物进行表征

  摘要：

  合成了一系列的1,3-双（二芳基氨基）苯作为一维有机铁磁金属的模型前体。循环伏安法测量表明，即使在环境温度下，具有保护基的相应的单和双价自由基也足够稳定。通过新型电子自旋瞬态章动光谱法明确地确定了药物的三重态。

  DOI：

  10.1016/s0040-4039(96)02184-3

文献信息

• Heterogeneous Aromatic Amination of Aryl Halides with Arylamines in Water with PS-PEG Resin-Supported Palladium Complexes
  作者：Yoshinori Hirai、Yasuhiro Uozumi

  DOI：10.1002/asia.201000192

  日期：——

  Catalytic aromatic amination is achieved in water under heterogeneous conditions by the use of immobilized palladium complexes coordinated with the amphiphilic polystyrene‐poly(ethylene glycol) resin‐supported di(tert‐butyl)phosphine ligand. Aromatic amination of aryl halides with diphenylamine and N,N‐double arylation of anilines with bromobenzene were found to proceed in water with broad substrate

  催化芳香胺化在水非均相条件下，通过使用具有两亲性聚苯乙烯-聚（乙二醇）的协调固定钯络合物树脂担二（来实现叔丁基）膦配位体。已发现芳基卤化物与二苯胺的芳族胺化反应以及苯胺与溴苯的N，N-双芳基化反应在水中具有广泛的底物耐受性，从而以高收率提供了三芳基胺，并且聚合物催化剂珠粒的回收率很高。从水基的反应条件下的聚合催化剂中浸出很少钯用于制备三芳基胺，包括光电子活性N，N，N'，N'提供一个绿色和清洁（金属-未被污染）协议-四芳基-1,1'-联苯-4,4'-二胺（TPD）。
• METHOD FOR PRODUCING AROMATIC COMPOUND
  申请人：Sumitomo Chemical Company, Limited

  公开号：US20150322101A1

  公开（公告）日：2015-11-12

  A method is provided for producing an aromatic compound, including a step of mixing a compound represented by formula (A) and a compound represented by formula (B): in the presence of at least one phosphine compound selected from the group consisting of a phosphine represented by formula (C) and a phosphonium salt represented by formula (F): a base, a palladium compound, and an aprotic organic solvent.

  提供一种生产芳香化合物的方法，包括以下步骤：在至少一种磷化物化合物的存在下，将由化学式(A)表示的化合物与由化学式(B)表示的化合物混合；所述磷化物化合物选择自由化学式(C)表示的磷化物和由化学式(F)表示的磷酸盐；还包括碱、钯化合物和无水有机溶剂。
• Method for producing arylamine
  申请人：Sankio Chemical Co., Ltd.

  公开号：US06043370A1

  公开（公告）日：2000-03-28

  A method for the production of arylamine is described, which comprises allowing an aromatic amine to react with an aromatic halide in the presence of a copper-containing catalyst in a reaction solvent having an ionization potential of from 8.0 to 9.0 eV. According to the method of this invention, an arylamine, in particular a triarylamine or diarylamine, useful as a raw material for use in electronic materials or as an intermediate thereof can be produced with a high purity and in a high yield or at a low cost.

  本发明描述了一种制备芳基胺的方法，其中包括在具有8.0至9.0电子伏特的电离势的反应溶剂中，在含有铜催化剂的条件下，使芳香胺与芳香卤化物发生反应。根据本发明的方法，可以高纯度、高产率或低成本地制备三芳基胺或二芳基胺等芳基胺，这些芳基胺可用作电子材料的原材料或中间体。
• [EN] FUSED POLYCYCLIC COMPOUND AND ORGANIC LIGHT-EMITTING DEVICE USING THE COMPOUND<br/>[FR] COMPOSÉ POLYCYCLIQUE FUSIONNÉ ET DISPOSITIF ÉLECTROLUMINESCENT ORGANIQUE UTILISANT LE COMPOSÉ
  申请人：CANON KK

  公开号：WO2010016450A1

  公开（公告）日：2010-02-11

  Provided is an organic light-emitting device having good durability. The organic light-emitting device includes an anode, a cathode, and organic compound layers interposed between the anode and the cathode, and at least one of the organic compound layers contains a fused polycyclic compound represented by the following general formula [1]: wherein R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11, R12, R13, R14, R15, R16, R17, and R18 each represent, independently of one another, a hydrogen atom, a halogen atom, an alkyl group having 1 to 20 carbon atoms, a substituted amino group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heterocyclic group, provided that at least one of R1 to R18 is a substituted phenyl group represented by the following general formula [2]:.

  提供的是一种具有良好耐久性的有机发光器件。该有机发光器件包括阳极、阴极和夹在阳极和阴极之间的有机化合物层，其中至少一个有机化合物层包含由下述通用式[1]表示的融合多环化合物，其中R1、R2、R3、R4、R5、R6、R7、R8、R9、R10、R11、R12、R13、R14、R15、R16、R17和R18分别独立地表示氢原子、卤素原子、具有1至20个碳原子的烷基基团、取代的氨基基团、取代或未取代的芳基团或取代或未取代的杂环基团，但R1至R18中至少有一个是由下述通用式[2]表示的取代苯基团：
• NAPHTHALENE COMPOUND AND ORGANIC LIGHT-EMITTING DEVICE USING THE COMPOUND
  申请人：Hashimoto Masashi

  公开号：US20080224603A1

  公开（公告）日：2008-09-18

  There is provided an organic light-emitting device having an optical output with a high a high efficiency and a high luminance, and having good durability. The organic light-emitting device includes an anode, a cathode, and a layer including an organic compound interposed between the anode and the cathode, in which the layer contains a naphthalene compound represented by the general formula (1): wherein Ar 1 's each represent a substituted or unsubstituted fused ring aromatic hydrocarbon group having four or more rings.

  提供了一种具有高效率和高亮度的光学输出以及良好耐久性的有机发光器件。该有机发光器件包括阳极、阴极和夹在阳极和阴极之间的含有有机化合物的层，其中该层包含由通式（1）表示的萘类化合物：其中Ar1分别表示具有四个或更多环的取代或未取代的融合环芳烃基。