N,N,N',N'-四（4-醛基苯基）-1,4-苯二胺 | 865448-72-2

• 物质功能分类: 医药中间体 - 原料药中间体
• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: N,N,N',N'-四（4-醛基苯基）-1,4-苯二胺
• 英文名称: 4,4',4'',4'''-([1,1'-biphenyl]-4,4'-diylbis(azanetriyl))tetrabenzaldehyde
• 英文别名: 4,4',4'',4'''-([1,1'-Biphenyl]-4,4'-diylbis(azanetriyl))tetrabenzaldehyde；4-(4-formyl-N-[4-[4-(4-formyl-N-(4-formylphenyl)anilino)phenyl]phenyl]anilino)benzaldehyde
• CAS: 865448-72-2
• 化学式: C₄₀H₂₈N₂O₄
• 分子量: 600.673
• InChiKey: HPVDCPGIWARHER-UHFFFAOYSA-N

物化性质

• 熔点：
  181-182 °C(Solv: ethyl acetate (141-78-6); ligroine (8032-32-4))
• 沸点：
  817.5±65.0 °C(Predicted)
• 密度：
  1.295±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.9
• 重原子数：
  46
• 可旋转键数：
  11
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  74.8
• 氢给体数：
  0
• 氢受体数：
  6

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：
  2-8℃条件下，请密封保存。

反应信息

• 作为反应物：
  描述：

  N,N,N',N'-四（4-醛基苯基）-1,4-苯二胺 、 1,4-二甲基吡啶碘化物 在 哌啶 作用下， 以 乙醇 为溶剂， 反应 60.0h， 以60%的产率得到4,4',4'' ,4'''-((1E,1'E,1'' E,1'''E)-(([1,1'-biphenyl]-4,4'-diylbis(azanetriyl))tetrakis(benzene-4,1-diyl))tetrakis(ethene-2,1-diyl))tetrakis(1-methylpyridin-1-ium) iodide
  参考文献：
  名称：

  Synthesis of triphenylamine (TPA) dimers and applications in cell imaging

  摘要：

  A variety of triphenylamine (TPA) are shown to undergo C-C bond formation using quinone-based chloranil/H+ reagent as the metal free oxidative system to afford triphenylamine dimers very conveniently. Then, TPA dimers have been further converted to the emission color tunable compounds via simple chemical transformations. Importantly, we established the primary relationship between chemical structures with the optical behaviors from the aspect of emission (lambda(em)) wavelength, fluorescence life time (tau) and aggregation-induced-emission (AIE) property in this work. The further application of these compounds to cell imaging was fully demonstrated.

  DOI：

  10.1016/j.dyepig.2019.108009
• 作为产物：
  描述：

  三苯胺 在 甲烷磺酸 、 三氯氧磷 作用下， 以 二氯甲烷 为溶剂， 反应 10.17h， 生成 N,N,N',N'-四（4-醛基苯基）-1,4-苯二胺
  参考文献：
  名称：

  Synthesis of triphenylamine (TPA) dimers and applications in cell imaging

  摘要：

  A variety of triphenylamine (TPA) are shown to undergo C-C bond formation using quinone-based chloranil/H+ reagent as the metal free oxidative system to afford triphenylamine dimers very conveniently. Then, TPA dimers have been further converted to the emission color tunable compounds via simple chemical transformations. Importantly, we established the primary relationship between chemical structures with the optical behaviors from the aspect of emission (lambda(em)) wavelength, fluorescence life time (tau) and aggregation-induced-emission (AIE) property in this work. The further application of these compounds to cell imaging was fully demonstrated.

  DOI：

  10.1016/j.dyepig.2019.108009

文献信息

• Solution-processed thermally stable amorphous films of small molecular hole injection/transport bi-functional materials and their application in high efficiency OLEDs
  作者：Xiaoming Zhao、Shirong Wang、Jing You、Yuteng Zhang、Xianggao Li

  DOI：10.1039/c5tc02559a

  日期：——

  The OLED with TPD(BTPA)₄ as hole transport material achieved the highest CE_max of 5.83 cd A⁻¹ compared small molecular HTMs (M_w < 6000) with identical structure, especially operated at high current, which is due to the outstanding thermal stability.

  使用TPD（BTPA）作为空穴传输材料的OLED，在高电流下表现出色，其最高CEmax达到了5.83 cd A-1，相比于具有相同结构的小分子HTMs（Mw < 6000），这是由于其出色的热稳定性。
• Two-dimensional dual-pore covalent organic frameworks obtained from the combination of two D_2h symmetrical building blocks
  作者：Yuan Tian、Shun-Qi Xu、Cheng Qian、Zhong-Fu Pang、Guo-Fang Jiang、Xin Zhao

  DOI：10.1039/c6cc06637b

  日期：——

  A strategy to construct covalent organic frameworks (COFs) bearing two different kinds of pores has been developed. The as-prepared dual-pore COFs exhibit good adsorption capacities for CO₂ and H₂.

  已开发出一种构建具有两种不同孔隙的共价有机框架（COFs）的策略。制备的双孔COFs表现出良好的CO₂和H₂吸附能力。
• Electrophilic aromatic substitution with diacyl imidazolium
  申请人：Xerox Corporation

  公开号：US07652148B1

  公开（公告）日：2010-01-26

  Polyimidazoline molecules and methods of making them are provided. A representative polyimidazoline has a structure: wherein: X is trifluoroacetyl or trifluoromethanesulfonyl; R1, R2, and R3 are each independently selected from a hydrogen, C1-C4 alkyl, C3-C7 cyclic alkyl, C1-C4 alkoxy, alcohol, and halogen; and n is 1 to 3.

  提供了聚咪唑啉分子及其制备方法。代表性的聚咪唑啉具有以下结构：其中：X为三氟乙酰基或三氟甲磺酰基；R1、R2和R3分别独立选择自氢、C1-C4烷基、C3-C7环烷基、C1-C4烷氧基、醇基和卤素；n为1至3。
• Synthesis of triphenylamine (TPA) dimers and applications in cell imaging
  作者：Yang Yuan、Pei Yin、Tao Wang、Zengming Yang、Weidong Yin、Shaoxiong Zhang、Chunxuan Qi、Ma Hengchang

  DOI：10.1016/j.dyepig.2019.108009

  日期：2020.3

  A variety of triphenylamine (TPA) are shown to undergo C-C bond formation using quinone-based chloranil/H+ reagent as the metal free oxidative system to afford triphenylamine dimers very conveniently. Then, TPA dimers have been further converted to the emission color tunable compounds via simple chemical transformations. Importantly, we established the primary relationship between chemical structures with the optical behaviors from the aspect of emission (lambda(em)) wavelength, fluorescence life time (tau) and aggregation-induced-emission (AIE) property in this work. The further application of these compounds to cell imaging was fully demonstrated.