2-bromo-3-(2,5,8-trioxanonyl)thiophene | 159821-59-7

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 芳基卤化物
• 英文名称: 2-bromo-3-(2,5,8-trioxanonyl)thiophene
• 英文别名: 2-Bromo-3-{[2-(2-methoxyethoxy)ethoxy]methyl}thiophene；2-bromo-3-[2-(2-methoxyethoxy)ethoxymethyl]thiophene
• CAS: 159821-59-7
• 化学式: C₁₀H₁₅BrO₃S
• 分子量: 295.197
• InChiKey: XWDRSJAVGLSOKH-UHFFFAOYSA-N

物化性质

• 沸点：
  327.9±37.0 °C(Predicted)
• 密度：
  1.385±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  15
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  55.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-bromo-3-(2,5,8-trioxanonyl)thiophene 在 tris-(dibenzylideneacetone)dipalladium(0) copper(I) oxide 、 四丁基氟化铵 、 三苯基膦 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 3,4'-Bis-[2-(2-methoxy-ethoxy)-ethoxymethyl]-[2,2']bithiophenyl
  参考文献：
  名称：

  Synthesis of Amphiphilic Conjugated Diblock Oligomers as Molecular Diodes

  摘要：

  DOI：

  10.1002/1521-3773(20021004)41:19<3598::aid-anie3598>3.0.co;2-u
• 作为产物：
  描述：

  3-溴甲基噻吩 在 溴 、 溶剂黄146 作用下， 生成 2-bromo-3-(2,5,8-trioxanonyl)thiophene
  参考文献：
  名称：

  McCullough, Richard D.; Williams, Shawn P., Journal of the American Chemical Society, 1993, vol. 115, # 24, p. 11608 - 11609

  摘要：

  DOI：

文献信息

• Self-Assembly of Regioregular, Amphiphilic Polythiophenes into Highly Ordered π-Stacked Conjugated Polymer Thin Films and Nanocircuits
  作者：Thomas Bjørnholm、Daniel R. Greve、Niels Reitzel、Tue Hassenkam、Kristian Kjaer、Paul B. Howes、Niels B. Larsen、Jesper Bøgelund、Manikandan Jayaraman、Paul C. Ewbank、Richard D. McCullough

  DOI：10.1021/ja981077e

  日期：1998.8.1

  Rubner, M. F. Macromolecules 1995, 28, 7115. (d) Ferreira, M.; Rubner, M. F. Macromolecules 1995, 28, 7107. (3) (a) Chan, K. C.; Kim, T.; Schoer, J. K.; Crooks, R. M. J. Am. Chem. Soc. 1995, 117, 5875. (b) Kim, T.; Crooks, R. M.; Tsen, M.; Sun, L. J. Am. Chem. Soc. 1995, 117, 3963. (c) Kim, T.; Chan, K. C.; Crooks, R. M. J. Am. Chem. Soc. 1997, 119, 189. (4) (a) McCullough, R. D.; Tristram-Nagle, S.; Williams

  分子自组装正迅速成为一种通过指导超分子结构形成来优化材料和器件性能的方法。在共轭（或导电）有机聚合物领域，自组装已被用于逐层构建聚合物异质结构 2 和聚二乙炔自组装单层 (SAM)，3 以生成具有高导电性的聚合物，4a 并创建水基聚合物化学选择性传感器 4b 和显示出高度敏感的溶剂诱导手性光学效应的聚合物。 5 Langmuir-Blodgett 技术 6,7 已成功用于制备功能性分子表面活性剂 8 以及用烷基链装饰的非两亲聚合物的薄膜。 9 我们在这里介绍两亲性，可以通过 Langmuir-Blodgett 技术加工成纳米级结构的区域规整聚噻吩。这些两亲性聚噻吩自组装成 π 堆叠共轭链，形成非常稳定的细胞膜状单分子层，其局部结构针对高导电性进行了优化。这些有序的聚合物单层可以转移到固体载体上，形成高导电性的超薄膜。它们也可以通过化学方法进行微图案化，如电子微芯片复制品的制造所示。芯片结构的制造，产生
• Synthesis of organosilanylene–thienylene alternating oligomers bearing ether side chains
  作者：Joji Ohshita、Mimi Hashimoto、Kwang-Hoi Lee、Hiroto Yoshida、Atsutaka Kunai

  DOI：10.1016/j.jorganchem.2003.07.009

  日期：2003.10

  Organosilanylene–thienylene alternating oligomers bearing ether side chains were synthesized and their optical properties were studied. The oligomers exhibited the emission maxima at 380–400 nm, which were slightly shifted to lower energies as the solvent polarity increased. In contrast, the UV absorption spectra were not evidently affected by the solvent polarity, indicating that the solvatochromic

  合成了带有醚侧链的有机硅亚芳基-亚噻吩基交替低聚物，并研究了它们的光学性质。这些低聚物在380-400 nm处显示出最大发射，随着溶剂极性的增加，这些发射微弱地转移到较低的能量。相反，UV吸收光谱不受溶剂极性的明显影响，表明发射光谱中的溶剂变色行为可能是由于极性溶剂中发色团的聚集所致。
• Excited-State Dynamics of Water-Soluble Polythiophene Derivatives: Temperature and Side-Chain Length Effects
  作者：Ying-Zhong Ma、Robert W. Shaw、Xiang Yu、Hugh M. O’Neill、Kunlun Hong

  DOI：10.1021/jp304526h

  日期：2012.12.13

  We report synthesis and detailed spectroscopic study of three water-soluble polythiophene derivatives with distinct homologous oligo(ethylene oxide) side-chain lengths and lower critical solution temperatures (LCSTs). The linear absorption spectra exhibit reversible shifts and broadening with the variation of their aqueous solution temperature, whereas the corresponding steady-state fluorescence emission spectra were found to show negligible shifts and only minor changes in their line shape. Measurements of picosecond time-resolved fluorescence at chosen emission wavelengths reveal a strong dependence of the isotropic decays on both side-chain length and aqueous solution temperature. With lengthening of the side chain, the isotropic decays become not only remarkably slow but also increasingly complex. Except for the polymer with the shortest side chain, significant acceleration of the isotropic decays was found when the solution temperature was raised to the corresponding LCSTs and beyond, which further causes formation of large aggregates as evident by the physical appearance change from clear solutions to turbid suspensions. Direct evidence for a temperature-induced change of polymer chain conformation was obtained through measurements of time-resolved fluorescence anisotropies, which are characterized by a substantial increase of the initial values from similar to 0.2 to 0.4 and the appearance of a pronounced fast decay component with an estimated lifetime of 36 ps. The high initial anisotropy of similar to 0.4 observed for the two polymers with longer side-chains above their LCSTs suggests that the polymer chains are highly ordered in the aggregates. The observed effects of side-chain length and solution temperature are discussed by considering the conformational relaxation of the polymer backbones and occurrence of interchain energy transfer.
• Synthesis of Amphiphilic Conjugated Diblock Oligomers as Molecular Diodes
  作者：Man-Kit Ng、Luping Yu

  DOI：10.1002/1521-3773(20021004)41:19<3598::aid-anie3598>3.0.co;2-u

  日期：2002.10.4
• McCullough, Richard D.; Williams, Shawn P., Journal of the American Chemical Society, 1993, vol. 115, # 24, p. 11608 - 11609
  作者：McCullough, Richard D.、Williams, Shawn P.

  DOI：——

  日期：——