2-bromo-7-trimethylsilyl-9,9-bis(3S,7-dimethyloctyl)fluorene | 491880-66-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 2-bromo-7-trimethylsilyl-9,9-bis(3S,7-dimethyloctyl)fluorene
• 英文别名: TMS-OF1-Br；Br-OF1-TMS；[7-bromo-9,9-bis[(3S)-3,7-dimethyloctyl]fluoren-2-yl]-trimethylsilane
• CAS: 491880-66-1
• 化学式: C₃₆H₅₇BrSi
• 分子量: 597.838
• InChiKey: CYXFECVMFAQJEL-VMPREFPWSA-N

物化性质

• 沸点：
  598.4±43.0 °C(Predicted)
• 密度：
  1.04±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  11.75
• 重原子数：
  38
• 可旋转键数：
  15
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  2-bromo-7-trimethylsilyl-9,9-bis(3S,7-dimethyloctyl)fluorene 在 bis(1,5-cyclooctadiene)nickel (0) 、 1,5-cis,cis-cyclooctadiene 、 1,1'-bipyridyl 、 硬脂醇聚醚-10 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 1.5h， 生成 9,9,9',9'-Tetrakis-((S)-3,7-dimethyl-octyl)-7,7'-diiodo-9H,9'H-[2,2']bifluorenyl
  参考文献：
  名称：

  双官能化四芴的便捷合成方法

  摘要：

  Ni（COD）2促进了用硼酸酯或三甲基甲硅烷基官能化的溴芴的偶联，是制备活性双芴的有效方法，而活性双芴是合成双取代低聚芴的关键中间体。该合成方法已被用作合成手性2，7′-二碘-季四芴和2，7′-双氨基-季四芴的关键步骤。

  DOI：

  10.1016/j.tetlet.2004.05.074
• 作为产物：
  描述：

  2,7-二溴芴 在 sodium hydroxide 、 正丁基锂 作用下， 生成 2-bromo-7-trimethylsilyl-9,9-bis(3S,7-dimethyloctyl)fluorene
  参考文献：
  名称：

  双官能化四芴的便捷合成方法

  摘要：

  Ni（COD）2促进了用硼酸酯或三甲基甲硅烷基官能化的溴芴的偶联，是制备活性双芴的有效方法，而活性双芴是合成双取代低聚芴的关键中间体。该合成方法已被用作合成手性2，7′-二碘-季四芴和2，7′-双氨基-季四芴的关键步骤。

  DOI：

  10.1016/j.tetlet.2004.05.074

文献信息

• Synthesis, Characterization, and Optical Properties of Monodisperse Chiral Oligofluorenes
  作者：Yanhou Geng、Anita Trajkovska、Dimitris Katsis、Jane J. Ou、Sean W. Culligan、Shaw H. Chen

  DOI：10.1021/ja026165k

  日期：2002.7.1

  The first series of monodisperse chiral oligofluorenes was synthesized and characterized. Chain length was found to play an important role in solid morphology. Whereas dimer through tetramer are amorphous, pentamer through hexadecamer all show cholesteric mesomorphism with varying degrees of morphological stability against crystallization. Pristine spin-cast films, approximately 90 nm in thickness

  合成并表征了第一系列单分散手性低聚芴。发现链长在固体形态中起重要作用。二聚体到四聚体是无定形的，而五聚体到十六聚体都表现出胆甾型介晶现象，对结晶具有不同程度的形态稳定性。原始的旋铸薄膜，约 90 nm 厚，是无定形的，但表现出明显的圆二色性和高效的圆偏振荧光，表明手性组件的存在仍有待实验表征。制备了具有两组被 3S,7-二甲基辛基取代的 2S-甲基丁基的九聚体，并且显示能够通过热处理形成单域、玻璃状胆甾醇膜。与非晶质原始膜相比，胆甾醇膜导致圆二色性的数量级增加和圆偏振荧光的旋向性反转。分子动力学模拟为纯薄膜中观察到的手性光学特性的分子起源提供了新的见解。
• White-Light Emitting Hydrogen-Bonded Supramolecular Copolymers Based on π-Conjugated Oligomers
  作者：Robert Abbel、Christophe Grenier、Maarten J. Pouderoijen、Jan W. Stouwdam、Philippe E. L. G. Leclère、Rint P. Sijbesma、E. W. Meijer、Albertus P. H. J. Schenning

  DOI：10.1021/ja807996y

  日期：2009.1.21

  Three different pi-conjugated oligomers (a blue-emitting oligofluorene, a green-emitting oligo(phenylene vinylene), and a red-emitting perylene bisimide) have been functionalized with self-complementary quadruple hydrogen bonding ureidopyrimidinone (UPy) units at both ends. The molecules self-assemble in solution and in the bulk, forming supramolecular polymers. When mixed together in solution, random noncovalent copolymers are formed that contain all three types of chromophores, resulting in energy transfer upon excitation of the oligofluorene energy donor. At a certain mixing ratio, a white emissive supramolecular polymer can be created in solution. In contrast to their unfunctionalized counterparts, bis-UPy-chromophores can easily be deposited as smooth thin films on surfaces by spin coating. No phase separation is observed in these films, and energy transfer is much more efficient than in solution, giving rise to white fluorescence at much lower ratios of energy acceptor to donor. Light emitting diodes based on these supramolecular polymers have been prepared from all three types of pure materials, yielding blue, green, and red devices, respectively. At appropriate mixing ratios of these three compounds, white electroluminescence is observed. This approach yields a toolbox of molecules that can be easily used to construct pi-conjugated supramolecular polymers with a variety of compositions, high solution viscosities, and tuneable emission colors.