2,2'-bithiophene-5,5'-diyl-bis(phosphonic acid)

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 双噻吩和低聚噻吩
• 英文名称: 2,2'-bithiophene-5,5'-diyl-bis(phosphonic acid)
• 英文别名: [5-(5-Phosphonothiophen-2-yl)thiophen-2-yl]phosphonic acid；[5-(5-phosphonothiophen-2-yl)thiophen-2-yl]phosphonic acid
• 化学式: C₈H₈O₆P₂S₂
• 分子量: 326.227
• InChiKey: MGKFBYKEIVMNJQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  172
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2,2'-联二噻吩 在 盐酸 、 正丁基锂 作用下， 以 1,4-二氧六环 为溶剂， 生成 2,2'-bithiophene-5,5'-diyl-bis(phosphonic acid)
  参考文献：
  名称：

  Dynamics within a Single Molecular Layer. Aggregation, Relaxation, and the Absence of Motion

  摘要：

  We report on the transient and steady-state optical responses of the chromophore 2,2'-bithiophene-5,5'-diylbis(phosphonic acid) (BDP) incorporated within a single zirconium-phosphonate layer as a function of chromophore density. While the dilute solution optical response of BDP reveals no anomalous behavior, its characteristics are substantially different when confined within a monolayer. We vary the concentrations of layer constituents to determine the extent of interaction between BDP moieties within a single monolayer. We observe limited initial aggregation of BDP, the extent of which is determined largely by the conditions under which the monolayer is formed. Over time, the fractional contribution of BDP aggregates to the total optical response decreases to a limiting value, implicating surface adsorption site density as the dominant factor in determining the morphology of the organobis(phosphonate) layer. Motional relaxation measurements of BDP within the layer show that the chromophores are immobile on the hundreds-of-picoseconds time scale of our experiments.

  DOI：

  10.1021/ja962021s

文献信息

• Dynamics within a Single Molecular Layer. Aggregation, Relaxation, and the Absence of Motion
  作者：J. C. Horne、G. J. Blanchard

  DOI：10.1021/ja962021s

  日期：1996.1.1

  We report on the transient and steady-state optical responses of the chromophore 2,2'-bithiophene-5,5'-diylbis(phosphonic acid) (BDP) incorporated within a single zirconium-phosphonate layer as a function of chromophore density. While the dilute solution optical response of BDP reveals no anomalous behavior, its characteristics are substantially different when confined within a monolayer. We vary the concentrations of layer constituents to determine the extent of interaction between BDP moieties within a single monolayer. We observe limited initial aggregation of BDP, the extent of which is determined largely by the conditions under which the monolayer is formed. Over time, the fractional contribution of BDP aggregates to the total optical response decreases to a limiting value, implicating surface adsorption site density as the dominant factor in determining the morphology of the organobis(phosphonate) layer. Motional relaxation measurements of BDP within the layer show that the chromophores are immobile on the hundreds-of-picoseconds time scale of our experiments.