2-[2,5-二辛基-4-(2-三甲基硅乙炔基)苯基]乙炔基三甲基硅烷 | 745048-28-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-[2,5-二辛基-4-(2-三甲基硅乙炔基)苯基]乙炔基三甲基硅烷
• 英文名称: 1,4-bis[(trimethylsilyl)ethynyl]-2,5-dioctylbenzene
• 英文别名: 1,4-Dioctyl-2,5-bis(trimethylsilylethynyl)benzene；2-[2,5-dioctyl-4-(2-trimethylsilylethynyl)phenyl]ethynyl-trimethylsilane
• CAS: 745048-28-6
• 化学式: C₃₂H₅₄Si₂
• 分子量: 494.952
• InChiKey: LANBUIJIXJCMAO-UHFFFAOYSA-N

物化性质

• 沸点：
  531.0±50.0 °C(Predicted)
• 密度：
  0.90±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.95
• 重原子数：
  34
• 可旋转键数：
  18
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  1,4-dibromo-2,5-dioctylbenzene 在 bis-triphenylphosphine-palladium(II) chloride copper(l) iodide 、 正丁基锂 、 三乙胺 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 生成 2-[2,5-二辛基-4-(2-三甲基硅乙炔基)苯基]乙炔基三甲基硅烷
  参考文献：
  名称：

  Synthesis, Light Harvesting, and Energy Transfer Properties of a Zinc Porphyrin Linked Poly(phenyleneethynylene)

  摘要：

  The synthesis of a zinc porphyrin linked conjugated homopolymer is presented. The synthetic strategy employed a directional polymerization of 1-iodo-2,5-dioctyl-4'-ethynyltolane in the presence of [10,20-bis(3,5-bis-tert-butylphenyll-5,15-diethynylporphinato]zinc(II) (12) or [10,20-bis(3,5-bis-tert-butylphenyl]-5,15-dibromoporphinatolzinc(II) (10). In the case of 12 the reaction was found to give a polymer product with a constant ratio of zinc porphyrin to incorporated monomer units regardless of the molecular weight. In the case of 10, however, the ratio of zinc porphyrin to incorporated monomer units decreased with increasing molecular weight of the polymer product. The polymer products were separated into fractions using preparative SEC. Studies of the energy transfer properties from the polymer to the zinc porphyrin revealed that there was little energy transfer in solution but quantitative energy transfer in the solid state. The polymer products proved difficult to handle in terms of device construction where a thin polymer film is sandwiched between two electrodes. We found this to be a consequence of the palladium catalysis employed during the polymerization. We finally discuss the issues concerning the problems with remnants from the Pd catalyst in the polymer samples and their removal.

  DOI：

  10.1021/ma048489u

文献信息

• Synthesis, Light Harvesting, and Energy Transfer Properties of a Zinc Porphyrin Linked Poly(phenyleneethynylene)
  作者：Kim T. Nielsen、Holger Spanggaard、Frederik C. Krebs

  DOI：10.1021/ma048489u

  日期：2005.2.1

  The synthesis of a zinc porphyrin linked conjugated homopolymer is presented. The synthetic strategy employed a directional polymerization of 1-iodo-2,5-dioctyl-4'-ethynyltolane in the presence of [10,20-bis(3,5-bis-tert-butylphenyll-5,15-diethynylporphinato]zinc(II) (12) or [10,20-bis(3,5-bis-tert-butylphenyl]-5,15-dibromoporphinatolzinc(II) (10). In the case of 12 the reaction was found to give a polymer product with a constant ratio of zinc porphyrin to incorporated monomer units regardless of the molecular weight. In the case of 10, however, the ratio of zinc porphyrin to incorporated monomer units decreased with increasing molecular weight of the polymer product. The polymer products were separated into fractions using preparative SEC. Studies of the energy transfer properties from the polymer to the zinc porphyrin revealed that there was little energy transfer in solution but quantitative energy transfer in the solid state. The polymer products proved difficult to handle in terms of device construction where a thin polymer film is sandwiched between two electrodes. We found this to be a consequence of the palladium catalysis employed during the polymerization. We finally discuss the issues concerning the problems with remnants from the Pd catalyst in the polymer samples and their removal.