1,4-dibutoxy-2-ethynyl-5-(phenylethynyl)benzene | 844638-98-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1,4-dibutoxy-2-ethynyl-5-(phenylethynyl)benzene
• 英文别名: 2,5-dibutoxy-1-ethynyl-4-(phenylethynyl)benzene；1,4-dibutoxy-2-ethynyl-5-(2-phenylethynyl)benzene
• CAS: 844638-98-8
• 化学式: C₂₄H₂₆O₂
• 分子量: 346.469
• InChiKey: ZHBWFEWTIVXGPH-UHFFFAOYSA-N

物化性质

• 沸点：
  500.7±50.0 °C(Predicted)
• 密度：
  1.06±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.43
• 重原子数：
  26.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  1,4-dibutoxy-2-ethynyl-5-(phenylethynyl)benzene 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 144.0h， 生成 2-((2,5-dibutoxy-4-((2,5-dibutoxy-4-(phenylethynyl)phenyl)ethynyl)phenyl)ethynyl)pyrene
  参考文献：
  名称：

  Synthesis and characterization of unsymmetrical phenylene–ethynylene trimers and tetramers with different chromophores as blue-light-emitters

  摘要：

  A series of highly fluorescent p-phenylene-ethynylene pi-conjugated oligomers (trimers and tetramers) with different chromophore substituents have been synthesized stepwise under oxygen-free Sonogashira conditions. The emission wavelengths range from 400 to 455 nm for the series. All four trimers and tetramers have visible blue emission under sunlight especially for the case of the pyrene-substituted trimer and tetramer. All oligomers also exhibit very high quantum yields (0.9-1.1), which suggest that these types of compounds could be used as blue-light-emitters. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.01.076
• 作为产物：
  描述：

  2,5-dibutoxy-1-(trimethylsilylethynyl)-4-(phenylethynyl)benzene 在 氢氧化钾 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 0.5h， 以86%的产率得到1,4-dibutoxy-2-ethynyl-5-(phenylethynyl)benzene
  参考文献：
  名称：

  Aggregation and Self-Assembly of Oligo(2,5-dialkoxy-1,4-phenyleneethynylene)]s:  An Improved Probe To Study Inter- and Intramolecular Interaction

  摘要：

  Molecular aggregation of an oligo(2,5-dialkoxy-1,4-phenyleneethynylene) 4 was successfully detected by simply using a combination of a proper solvent/nonsolvent system with low temperature. The study evaluated aggregation solely originating from intermolecular chromophore-chromophore interaction under high dilution. Spectroscopic investigation showed that the aggregate absorption band of 4 in solution was red-shifted by similar to29 nm from its 0-0 absorption band (lambda(max) approximate to 431 nm). In the aggregate state, the chromophore molecules appeared to be arranged in a parallel fashion for a maximum level of interaction. Absorption and fluorescence spectra of film 4 showed that the aggregate structures formed in its solution were largely retained in the film state. The study provided useful information to aid the understanding of aggregation of polymer 1, which possessed the effective chromophore of the same conjugation length, and allowed both inter- and intramolecular chromophore-chromophore interactions.

  DOI：

  10.1021/ma048124+