(E)-1,2-bis(5-formyl-3,4-dihexyl-2-thienyl)-2-(3',4'-dibutyl-2'-thienyl)ethylene | 211998-67-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (E)-1,2-bis(5-formyl-3,4-dihexyl-2-thienyl)-2-(3',4'-dibutyl-2'-thienyl)ethylene
• 英文别名: 5-[(E)-2-(5-formyl-3,4-dihexylthiophen-2-yl)ethenyl]-3,4-dihexylthiophene-2-carbaldehyde
• CAS: 211998-67-3
• 化学式: C₃₆H₅₆O₂S₂
• 分子量: 584.971
• InChiKey: LCYRHNCTTBOSDT-OCEACIFDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  15.1
• 重原子数：
  40
• 可旋转键数：
  24
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  90.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  diethyl (5-(4-(diphenylamino)phenyl)thiophen-2-yl)methylphosphonate 、 (E)-1,2-bis(5-formyl-3,4-dihexyl-2-thienyl)-2-(3',4'-dibutyl-2'-thienyl)ethylene 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 以64%的产率得到
  参考文献：
  名称：

  Organic Dyes Incorporating Oligothienylenevinylene for Efficient Dye-Sensitized Solar Cells

  摘要：

  Two new organic dyes incorporating triphenylamine as a donor and oligothienylenevinylene as a bridge have been synthesized. The new dyes cover the entire visible region and have a power conversion of up to 6.25%.

  DOI：

  10.1021/ol302738k
• 作为产物：
  描述：

  3,4-二己基噻吩 在 吡啶 、 四氯化钛 、 锌 、 三氯氧磷 作用下， 以 四氢呋喃 、 1,2-二氯乙烷 为溶剂， 反应 12.0h， 生成 (E)-1,2-bis(5-formyl-3,4-dihexyl-2-thienyl)-2-(3',4'-dibutyl-2'-thienyl)ethylene
  参考文献：
  名称：

  Synthesis and Characterization of the Electronic and Electrochemical Properties of Thienylenevinylene Oligomers with Multinanometer Dimensions

  摘要：

  Soluble thienylenevinylene oligomers based on 3,4-dihexylthiophene with chain length approaching 100 Angstrom (16-mer) have been synthesized, Optical data obtained in solution and on solution-processed thin films show that chain extension produces a narrowing of the HOMO-LUMO gap (Delta E) and band gap (E-g) which reach values significantly smaller than that of the parent polymer. Plots of Delta E and E-g vs the reciprocal number of carbons in the chain (1/Cn) reveal a deviation from Linearity beyond the 10-12-mer suggesting a limit of convergence around the 20-22-mer. Cyclic voltammetry shows that chain lengthening induces a negative shift of the first redox potential, an increase of the number of accessible redox states, and a decrease of the Coulombic repulsion in multicationic species. Thus, the 16-mer can be charged up to the hexacationic state within a 0.60-V potential window. A plot of the potential of the various redox steps vs 1/Cn suggests full coalescence into a single-step process for the 20-22-mar, A single process is indeed observed for solution cast films of 16-mer, and the respective contributions of the intra- and intermolecular mechanisms in the recombination process are discussed.

  DOI：

  10.1021/ja980603z

文献信息

• High effectiveness of oligothienylenevinylene as molecular wires in Zn-porphyrin and C60 connected systems
  作者：Frédéric Oswald、D.-M. Shafiqul Islam、Yasuyuki Araki、Vincent Troiani、Ruben Caballero、Pilar de la Cruz、Osamu Ito、Fernando Langa

  DOI：10.1039/b711194k

  日期：——

  Photoinduced energy transfer and electron transfer processes have been found between the excited singlet state of Zn-porphyrin and C60via an oligothienylenevinylene bridge depending on the length of the oligothiophene and solvent polarity.

  已发现 Zn-卟啉和 C60 的激发单线态之间通过低聚噻吩亚乙烯基桥发生光诱导能量转移和电子转移过程，具体取决于低聚噻吩的长度和溶剂极性。
• Jestin; Blanchard; Frere, Journal de Chimie Physique et de Physico-Chimie Biologique, 1998, vol. 95, # 6, p. 1266 - 1269
  作者：Jestin、Blanchard、Frere、Roncali

  DOI：——

  日期：——
• Extended Thienylenevinylene Oligomers as Highly Efficient Molecular Wires
  作者：Isabelle Jestin、Pierre Frère、Philippe Blanchard、Jean Roncali

  DOI：10.1002/(sici)1521-3773(19980420)37:7<942::aid-anie942>3.0.co;2-8

  日期：1998.4.20

  A much smaller band gap than in the parent polymer is observed for the π-conjugated hexadecamer 1, which can be reversibly charged up to the hexacation in a small potential range.