4-(4-甲酰基-N-(4-甲氧基苯基)苯胺基)苯甲醛 | 149676-16-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 4-(4-甲酰基-N-(4-甲氧基苯基)苯胺基)苯甲醛
• 英文名称: di(4-formylphenyl)(4'-methoxyphenyl)amine
• 英文别名: 4-[(4-formylphenyl)(4-methoxyphenyl)amino]benzaldehyde；4,4'-((4-methoxyphenyl)azanediyl)dibenzaldehyde；4,4'-[(4-Methoxyphenyl)azanediyl]dibenzaldehyde；4-(4-formyl-N-(4-methoxyphenyl)anilino)benzaldehyde
• CAS: 149676-16-4
• 化学式: C₂₁H₁₇NO₃
• 分子量: 331.371
• InChiKey: URERUUHFQAUZCF-UHFFFAOYSA-N

物化性质

• 沸点：
  527.3±45.0 °C(Predicted)
• 密度：
  1.236±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(4-甲酰基-N-(4-甲氧基苯基)苯胺基)苯甲醛 在 四丁基溴化铵 、 potassium hydroxide 作用下， 以 甲醇 、 丙酮 为溶剂， 反应 2.17h， 生成 4,4'-diformyl-4"-methoxyphenylamine-bis(N-ethyl-N-(2-ethylhexyl)-1,8-naphthalimide)hydrazone
  参考文献：
  名称：

  Hydrazones containing electron-accepting and electron-donating moieties

  摘要：

  Hydrazones containing electron-accepting 1,8-naphthalimide species and electron-donating triphenylamino moieties were synthesized and characterized by nuclear magnetic resonance, infrared spectroscopy, and mass spectrometry. Thermal, optical, electrochemical and photophysical properties of the synthesized derivatives were investigated, their, optical and electrochemical band-gap energies and ionization potentials were established. The hydrazones exhibit initial mass loss temperatures in the range of 268-348 degrees C and can form glasses with glass transition temperatures in the range of 46-142 degrees C as established by differential scanning calorimetry. Room temperature time-of-flight hole mobilities in the solid solutions of the derivatives in the polymeric host bisphenol-Z polycarbonate (50%) exceeded 10(-5) cm(2)/V s at high applied electric Fields. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2011.02.002
• 作为产物：
  描述：

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

  Triphenylamine derivative, charge-transporting material comprising the

  摘要：

  一个三苯胺衍生物，由以下通用式（1）表示：其中R.sup.1，R.sup.2，R.sup.3，R.sup.4，R.sup.5和R.sup.6分别表示氢原子，较低烷基，烷氧基，卤原子或可能具有取代基的芳基；m和n分别表示0或1。

  公开号：

  US05910610A1

文献信息

• Organic dye for a dye sensitized solar cell
  申请人：ENI S.p.A.

  公开号：US09865403B2

  公开（公告）日：2018-01-09

  Organic dye for a dye sensitized solar cell (DSSC) comprising at least one substituted pyrrole group. Said organic dye is particularly useful in a dye sensitized photoelectric transformation element which, in its turn, can be used in a dye sensitized solar cell (DSSC).

  含有至少一个取代吡咯基团的有机染料，用于染料敏化太阳能电池（DSSC）。该有机染料特别适用于染料敏化光电转换元件，而该元件可以用于染料敏化太阳能电池（DSSC）。
• 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。
• Donor and acceptor substituted triphenylamines exhibiting bipolar charge-transporting and NLO properties
  作者：Dalius Gudeika、Arturs Bundulis、Igors Mihailovs、Dmytro Volyniuk、Martins Rutkis、Juozas V. Grazulevicius

  DOI：10.1016/j.dyepig.2017.01.045

  日期：2017.5

  Donor-acceptor type triphenylamine-based malonodinitriles were synthesized and their thermal, optical, photophysical, electrochemical and nonlinear optical properties were studied. The synthesized compounds formed glasses with the glass transition temperatures ranging from 38 to 107 °C. The ionization potentials of the samples of the compounds established by cyclic voltammetry were found to be in the

  合成了供体-受体型三苯胺基丙二腈，研究了它们的热，光学，光物理，电化学和非线性光学性质。合成的化合物形成玻璃，其玻璃化转变温度为38至107℃。通过循环伏安法建立的化合物样品的电离电势被发现在5.50–5.57 eV的范围内，而通过光电子发射光谱法估计的电离电势在5.36至5.74 eV的范围内。发现这些化合物的电子亲和力值在−3.41-−3.05 eV的范围内。观察到基于三苯胺的丙二腈层的双极性电荷传输性质。化合物层的空穴迁移率在10 -7 –10 -6范围内 cm 2 / V·s，而电子迁移率约为 高两个数量级。所有合成的化合物均具有二级超极化性的正号。
• On-substrate polymerization – a versatile approach for preparing conjugated polymers suitable as electrochromes and for metal ion sensing
  作者：Monika Wałęsa-Chorab、W. G. Skene

  DOI：10.1039/c4ra00721b

  日期：——

  A series of conjugated polyazomethines were prepared using an on-substrate method for their direct immobilization on transparent electrodes. The electrochemical properties of the polymers were assessed for determining the ideal monomers and optimal polymer thickness required for reversible electrochemical oxidation. The condensation of complementary 4,4′-triphenylamine dialdehyde derivatives and 2,5-diaminopyridine led to polyazomethines of 300–400 nm thickness having reversible electrochromic and selective metal ion sensing properties.

  采用基底法制备了一系列共轭聚氮亚胺，将其直接固定在透明电极上。对聚合物的电化学特性进行了评估，以确定可逆电化学氧化所需的理想单体和最佳聚合物厚度。将互补的 4,4â²-三苯胺二醛衍生物与 2,5-二氨基吡啶缩合，得到了厚度为 300â400 纳米的聚氮化合物，它们具有可逆电致变色和选择性金属离子传感特性。
• Dopant‐Free Donor (D)–π–D–π–D Conjugated Hole‐Transport Materials for Efficient and Stable Perovskite Solar Cells
  作者：Fei Zhang、Xicheng Liu、Chenyi Yi、Dongqin Bi、Jingshan Luo、Shirong Wang、Xianggao Li、Yin Xiao、Shaik Mohammed Zakeeruddin、Michael Grätzel

  DOI：10.1002/cssc.201600905

  日期：2016.9.22

  Three novel hole‐transporting materials (HTMs) using the 4‐methoxytriphenylamine (MeOTPA) core were designed and synthesized. The energy levels of the HTMs were tuned to match the perovskite energy levels by introducing symmetrical electron‐donating groups linked with olefinic bonds as the π bridge. The methylammonium lead triiodide (MAPbI3) perovskite solar cells based on the new HTM Z34 (see main

  设计并合成了使用4-甲氧基三苯胺（MeOTPA）芯的三种新型空穴传输材料（HTM）。通过引入与烯键相连的对称给电子基团作为π桥，对HTM的能级进行调整，使其与钙钛矿能级相匹配。基于新型HTM Z34的钙钛矿型甲基铵三碘化铅（MAPbI 3）太阳能电池（参见结构的主要内容）在无任何掺杂剂或添加剂的情况下显示出16.1％的显着总体功率转换效率（PCE），相当于获得的16.7％由掺杂的2,2′，7,7′-四（N，N在相同条件下制造的基于-di-4-4-甲氧基苯基氨基）-9,9'-spirobifluorene（spiro-OMeTAD）的设备。重要的是，当在黑暗中相对湿度为30％的环境空气中老化时，与基于spiro-OMeTAD的设备相比，基于这三个新HTM的设备显示出相对提高的稳定性。