(E,E)-1,4-phenylenebis(1,2-ethenyl-4-benzaldehyde) | 155600-95-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (E,E)-1,4-phenylenebis(1,2-ethenyl-4-benzaldehyde)
• 英文别名: (E,E)-4'-styrylstilbene-4,4''-dicarbaldehyde；4-((E)-2-(4-[(E)-2-(4-formylphenyl)ethenyl]phenyl)ethenyl)benzaldehyde；4,4'-((1E,1'E)-1,4-phenylenebis(ethene-2,1-diyl))dibenzaldehyde；4-[(E)-2-[4-[(E)-2-(4-formylphenyl)ethenyl]phenyl]ethenyl]benzaldehyde
• CAS: 155600-95-6
• 化学式: C₂₄H₁₈O₂
• 分子量: 338.406
• InChiKey: NPHYYFQCFBKRKI-KQQUZDAGSA-N

物化性质

• 熔点：
  250.6 °C(Solv: N,N-dimethylformamide (68-12-2))
• 沸点：
  562.5±50.0 °C(Predicted)
• 密度：
  1.212±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  diethyl (((diethoxyphosphinyl)methyl)phenyl)phosphonate 、 (E,E)-1,4-phenylenebis(1,2-ethenyl-4-benzaldehyde) 在 lithium diisopropyl amide 作用下， 生成 (E,E,E,E)-tetraethyl 1,4-phenylenebis(1,2-ethenyl-4-phenyl-1,2-ethenyl-4-phenylphosphonate)
  参考文献：
  名称：

  Synthesis, Layer Assembly, and Fluorescence Dynamics of Poly(phenylenevinylene) Oligomer Phosphonates

  摘要：

  We report the synthesis and spectroscopic study of a new molecularly engineered multilayer structure. The chromophore, which is an oligomer of poly(p-phenylenevinylene), is analogous to polymeric PPV which has been used in the fabrication of LEDs. This study was initiated specifically to explore if a multilayer geometry would aid the transport properties of the material leading to better semiconductor performance. We describe the synthesis and film formation of these novel materials. Detailed dynamic photophysical measurements on several new multilayer materials have shown that spectroscopically these thin films behave similarly to the polymers. The quantum yields of the films are of the same order of magnitude indicating that the emissive properties in both materials are due to localized molecular interactions. The relevance of the material properties to device applications is discussed.

  DOI：

  10.1021/ja00094a018
• 作为产物：
  描述：

  4-溴苄基亚磷酸二乙酯 在 正丁基锂 、 lithium diisopropyl amide 作用下， 反应 1.5h， 生成 (E,E)-1,4-phenylenebis(1,2-ethenyl-4-benzaldehyde)
  参考文献：
  名称：

  Synthesis, Layer Assembly, and Fluorescence Dynamics of Poly(phenylenevinylene) Oligomer Phosphonates

  摘要：

  We report the synthesis and spectroscopic study of a new molecularly engineered multilayer structure. The chromophore, which is an oligomer of poly(p-phenylenevinylene), is analogous to polymeric PPV which has been used in the fabrication of LEDs. This study was initiated specifically to explore if a multilayer geometry would aid the transport properties of the material leading to better semiconductor performance. We describe the synthesis and film formation of these novel materials. Detailed dynamic photophysical measurements on several new multilayer materials have shown that spectroscopically these thin films behave similarly to the polymers. The quantum yields of the films are of the same order of magnitude indicating that the emissive properties in both materials are due to localized molecular interactions. The relevance of the material properties to device applications is discussed.

  DOI：

  10.1021/ja00094a018

文献信息

• Immobilized Pd on a NHC-functionalized metal-organic FrameworkMIL-101(Cr): An efficient heterogeneous catalyst in the heck and copper-free Sonogashira coupling reactions
  作者：Esmaeil Niknam、Farhad Panahi、Ali Khalafi-Nezhad

  DOI：10.1016/j.jorganchem.2020.121676

  日期：2021.3

  using various microscopic and spectroscopic techniques and then was used as an efficient heterogeneous Pd catalyst system in the Heck and copper-free Sonogashira reactions. Results of the heterogeneity tests showed that the Pd-NHC-MIL-101(Cr) catalyst can efficiently catalyzed these coupling reactions heterogeneously and no remarkable changes observed in the morphology and structure of MIL-101(Cr) template

  基于钯部分固定在N上的非均相钯催化剂体系-杂环卡宾（NHC）改性的金属有机骨架（MOF）被开发用于Heck和无铜Sonogashira偶联反应。为了制备该催化剂体系，首先，通过后合成修饰（PSM）方法用NHC部分将MIL-101（Cr）官能化，然后将Pd金属稳定在预先制成的MIL-101（Cr）-NHC基底上。使用多种显微镜和光谱技术对该材料进行了表征，然后将其用作Heck和无铜Sonogashira反应中的高效多相Pd催化剂体系。非均质性测试结果表明，Pd-NHC-MIL-101（Cr）催化剂能够有效地异质催化这些偶联反应，并且在反应过程中未观察到MIL-101（Cr）模板的形态和​​结构发生明显变化。也，TEM和XPS分析证实了固定在MOF结构上的钯纳米粒子的存在证实了Pd的氧化态。在正常条件下，使用这种非均相钯催化剂体系，可以以高至极好的收率合成各种烯烃和炔烃衍生物。更重要的是，Pd
• Poly (arylenvinylen-siloxane)
  申请人：Consortium für elektrochemische Industrie GmbH

  公开号：EP0442097A2

  公开（公告）日：1991-08-21

  Poly(arylenvinylen-siloxane) und Verfahren zu deren Herstellung, wobei α,ω-Dialkenylarylenvinylen mit zwei Si-gebundene Wasserstoffatome aufweisender Organosiliciumverbindung in Gegenwart eines die Anlagerung von Si-gebundenem Wasserstoff an aliphatische Mehrfachbindung fördernden Katalysators umgesetzt wird.

  聚芳基乙烯基硅氧烷及其制备工艺，其中α,ω-二烯芳基乙烯与具有两个硅键氢原子的有机硅化合物在催化剂存在下反应，催化剂可促进硅键氢与脂肪族多键的加成。
• Design of π-Conjugated Organic Materials for One-Dimensional Energy Transport in Nanochannels
  作者：Juan Carlos Sancho-García、Jean-Luc Brédas、David Beljonne、Jérôme Cornil、Roberto Martínez-Álvarez、Michael Hanack、Lars Poulsen、Johannes Gierschner、Hans-Georg Mack、Hans-Joachim Egelhaaf、Dieter Oelkrug

  DOI：10.1021/jp045364i

  日期：2005.3.1

  Various end-substituted distyrylbenzenes have been synthesized to serve as guest molecules in inclusion compounds to promote efficient energy transport along one-dimensional channels. Their optical and photophysical properties have been characterized at both experimental and theoretical levels. All molecules display a large transition dipole moment between the ground state and lowest excited state and hence a short radiative lifetime (on the order of 1-2 ns). They also exhibit a large spectral overlap between the emission and absorption spectra, which enables efficient energy transport between molecules arranged in a head-to-tail configuration in nanochannels. Hopping rates on the order of 10(12) s(-1) are calculated at a full quantum-chemical level; this is much larger than the radiative lifetimes and opens the way for energy migration over large distances. Changes in the nature of the terminal substituents are found to modulate the optical properties weakly but to impact significantly the energy transfer rates.
• TANNER, D.;WENNERSTROEM, O.;OLSSON, T., TETRAHEDRON LETT., 1983, 24, N 48, 5407-5410
  作者：TANNER, D.、WENNERSTROEM, O.、OLSSON, T.

  DOI：——

  日期：——
• TANNER D.; WENNERSTROM O.; NORINDER U., TETRAHEIRON, 42,(1986) N 16, 4499-4502
  作者：TANNER D.、 WENNERSTROM O.、 NORINDER U.

  DOI：——

  日期：——