4-(N-(4-甲氧基苯基)苯胺基)苯甲醛 | 87755-82-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 4-(N-(4-甲氧基苯基)苯胺基)苯甲醛
• 英文名称: 4-[N-phenyl-N-(4-methoxyphenyl)amino]benzaldehyde
• 英文别名: 4-(N-(4-methoxyphenyl)-N-phenylamino)benzaldehyde；4-[N-(4-methoxyphenyl)-N-phenylamino]benzaldehyde；4-((4-methoxyphenyl)(phenyl)amino)benzaldehyde；4-formyl-4'-methoxytriphenylamine；4-methoxy-4'-formyltriphenylamine；4-(4'-methoxyphenyl-phenylamino)benzaldehyde；Benzaldehyde, 4-[(4-methoxyphenyl)phenylamino]-；4-(N-(4-methoxyphenyl)anilino)benzaldehyde
• CAS: 87755-82-6
• 化学式: C₂₀H₁₇NO₂
• 分子量: 303.36
• InChiKey: WEXOHOWDDVATNW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  23
• 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

安全信息

• 海关编码：
  2922509090

反应信息

• 作为反应物：
  描述：

  4-(N-(4-甲氧基苯基)苯胺基)苯甲醛 在 sodium tetrahydroborate 、 N-溴代丁二酰亚胺(NBS) 、 potassium tert-butylate 、 碘 作用下， 以 四氢呋喃 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 27.5h， 生成 p,p'-bis[N-(4-bromophenyl)-N-(4-methoxyphenyl)amino]stilbene
  参考文献：
  名称：

  用于染料敏化太阳能电池的双供体双受体三支化有机敏化剂

  摘要：

  介绍了一类新的带有两个共轭供体和两个受体/锚定基团的三支化染料敏化太阳能电池 (DSC) 敏化剂。该方法导致显着不同的光学性质和相关的双支和单支染料的稳定性增强，并产生高达 5.05% 的功率转换效率，这可能受到半导体表面上计算的非最佳染料堆积的限制。

  DOI：

  10.1002/ejoc.201100821
• 作为产物：
  描述：

  4-甲氧基三苯胺 、 N,N-二甲基甲酰胺 在 三氯氧磷 作用下， 生成 4-(N-(4-甲氧基苯基)苯胺基)苯甲醛
  参考文献：
  名称：

  Self-reversible thermofluorochromism of D–A–D triphenylamine derivatives and the effect of molecular conformation and packing

  摘要：

  基于三苯胺的给体-受体-给体化合物表现出构象和堆积依赖的固态荧光和自反转热荧光变色性质。

  DOI：

  10.1039/c7ce01538k

文献信息

• Compounds capable of transporting/injecting hole and organic electroluminescent device having self-assembled monolayer comprising the same
  申请人：——

  公开号：US20030087127A1

  公开（公告）日：2003-05-08

  Provided are compounds having molecular components capable of transporting/injecting hole and an organic EL device having a self-assembled monolayer comprising the same. The compound has the following formula: Ar—R—SiX 3 wherein Ar is a functional group having hole transporting or injecting capability, R is a C 1 to C 22 alkyl group, and X is an alkoxy group or halogen.

  提供的化合物具有能够传输/注入空穴的分子组分，以及具有包含相同分子的自组装单分子层的有机EL器件。该化合物具有以下化学式： Ar—R—SiX3 其中Ar是具有传输或注入空穴能力的功能基团，R是C1到C22烷基基团，X是烷氧基团或卤素。
• Photoinduced Charge Separation of the Covalently Linked Fullerene–Triphenylamine–Fullerene Triad. Effect of Dual Fullerenes on Lifetimes of Charge-Separated States
  作者：Mohamed E. El-Khouly、Jong Hyung Kim、Minseok Kwak、Chan Soo Choi、Osamu Ito、Kwang-Yol Kay

  DOI：10.1246/bcsj.80.2465

  日期：2007.12.15

  Photoinduced intramolecular events of the newly synthesized fullerene–triphenylamine–fullerene (C60–TPA–C60) triad, in which the TPA entity was substituted with an electron-donating CH3O-group to increase electron-donating ability, were investigated in relation to a C60–TPA dyad. The molecular orbital calculations showed that the radical cation is located on the TPA entity, whereas the radical anion is located on two C60 entities in the radical ion pair. The fluorescence intensity of the singlet excited state of C60 was efficiently quenched by the attached TPA moiety in polar solvents. The quenching pathway involves a charge-separation process from the TPA to the singlet excited state C60. The lifetimes of the radical ion-pairs for C60–TPA–C60 evaluated from nanosecond transient absorption measurements were found to be 600 and 454 ns in benzonitrile and dimethylformamide, respectively. These lifetimes of radical ion-pairs of C60–TPA–C60 are longer than those of the C60–TPA dyad, which reflects the effect of the second C60 moiety in stabilizing the radical ion-pairs.

  研究了新合成的富勒烯-三苯胺-富勒烯（C60–TPA–C60）三元体系的光诱导分子内事件，其中TPA单元被电子给予基团CH3O取代以增强电子给予能力，并与C60–TPA二元体系进行了比较。分子轨道计算表明，自由基阳离子位于TPA单元上，而自由基阴离子则位于两个C60单元上，形成自由基离子对。在极性溶剂中，附加的TPA部分有效淬灭了C60的单态激发态的荧光强度。淬灭路径涉及从TPA到单态激发态C60的电荷分离过程。通过纳秒瞬态吸收测量评估得出的C60–TPA–C60的自由基离子对的寿命在苯腈和二甲基甲酰胺中分别为600和454纳秒。这些C60–TPA–C60的自由基离子对的寿命长于C60–TPA二元体系，反映了第二个C60单元在稳定自由基离子对方面的影响。
• Supramolecular Tetrad of Subphthalocyanine-Triphenylamine-Zinc Porphyrin Coordinated to Fullerene as an “Antenna-Reaction-Center” Mimic: Formation of a Long-Lived Charge-Separated State in Nonpolar Solvent
  作者：Mohamed E. El-Khouly、Dong Kyu Ju、Kwang-Yol Kay、Francis D'Souza、Shunichi Fukuzumi

  DOI：10.1002/chem.201000045

  日期：——

  We report here the formation of a long‐lived charge‐separated state of a self‐assembled donor–acceptor tetrad, formed by axial coordination of a fulleropyrrolidine appended with an imidazole coordinating ligand (C60Im) to the zinc center of a subphthalocyanine–triphenylamine–zinc porphyrin (SubPc–TPA–ZnP), as a charge‐stabilizing antenna reaction center mimic in toluene. The subphthalocyanine and triphenylamine

  我们在此报告了自组装供体-受体四元组的长寿命电荷分离状态的形成，该状态是通过富勒吡咯烷的轴向配位与咪唑配位配体（C 60 Im）附加到亚酞菁的锌中心上而形成的。三苯胺-锌卟啉（SubPc-TPA-ZnP），作为模拟甲苯的电荷稳定天线反应中心。亚酞菁和三苯胺实体具有其高能单重态，可作为能量传输天线单元来生产单重态卟啉锌。自组装四分体的形成常数确定为1.0×10 4  M -1，表明有中等稳定的复合物形成。使用从头算B3LYP / 6-31G方法检查了共价连接的SubPc-TPA-ZnP三联体和自组装的SubPc-TPA-ZnP：C 60 Im四联体的几何和电子结构。在ZnP和TPA实体上发现大部分占据最高的前沿分子轨道，而在富勒烯实体上发现最低的未被占据分子轨道，这表明形成了自由基离子对（SubPc–TPA–ZnP 。+：C 60毫米-）。氧化还原测量表明，甲苯中自由基离子对的能级低于锌卟啉
• COMPLEX CRYSTAL AND CHEMOSENSOR PROVIDED WITH SAME
  申请人：Panasonic Corporation

  公开号：US20200010437A1

  公开（公告）日：2020-01-09

  The complex crystal of the present disclosure is a complex crystal having a structure in which supramolecular units each composed of two or more types of molecules are arrayed. Each of the supramolecular units contains a cyanoacrylic acid derivative and a trisubstituted methylamine as the molecules. The complex crystal has, between the supramolecular units, molecular cavities in each of which a guest molecule for which the supramolecular unit is a host is not disposed. The complex crystal of the present disclosure can have a property of incorporating a chemical substance therein and can exhibit a great change in a characteristic when incorporating the chemical substance therein.

  本公开的复合晶体是一种具有结构的复合晶体，其中由两种或更多种类型的分子组成的超分子单元被排列。每个超分子单元包含一种氰丙烯酸衍生物和一种三取代甲胺作为分子。该复合晶体在超分子单元之间具有分子空腔，每个空腔中未放置超分子单元作为宿主的客体分子。本公开的复合晶体可以具有将化学物质纳入其中的特性，并在将化学物质纳入其中时表现出明显的特性变化。
• Molecular Engineering of Triphenylamine Based Aggregation Enhanced Emissive Fluorophore: Structure-Dependent Mechanochromism and Self-Reversible Fluorescence Switching
  作者：Palamarneri Sivaraman Hariharan、Viki Kumar Prasad、Surajit Nandi、Anakuthil Anoop、Dohyun Moon、Savarimuthu Philip Anthony

  DOI：10.1021/acs.cgd.6b01363

  日期：2017.1.4

  fluorescent organic materials and correlate the effect of subtle structural changes on the molecular packing and mechanochromic fluorescence (MCF). The substituent (OCH3) position in the TPA phenyl ring and acceptors (malononitrile, cyanoacetamide, cyanoacetic acid, ethyl cyanoacetate, and diethylmalonate) strongly influenced the solid state and mechanochromic fluorescence as well as the molecular packing. The

  三苯胺（TPA）是一种螺旋桨状的光电分子，已用于生成刺激响应型智能荧光有机材料，并将微妙的结构变化对分子堆积和机械变色荧光（MCF）的影响相关联。TPA苯环中的取代基（OCH 3）位置和受体（丙二腈，氰基乙酰胺，氰基乙酸，氰基乙酸乙酯和二乙基丙二酸酯）强烈影响固态和机械变色荧光以及分子堆积。的结构-性能的研究显示，而不OCH在于（i）TPA衍生物3取代基表现出强荧光（Φ ˚F= 85％（TCAAD-1，55％（TDEM）），（ii）供体（氨基苯基）与受体之间的二面角（τ）较高，导致弱/非荧光物质，（iii）与受体邻位的取代基增加二面角（τ= 26.49（TCAAD-2），τ= 27.14（TDMM）），以及（iv）烷基的增加产生了可自反转的高对比度离场荧光开关材料（TDEM）。粉末X射线衍射研究表明，刺激引起的从晶态到非晶态的可逆相变，反之亦然，这是荧光转换的原因。计算研究还支持OCH 3