4,4'-(9,9-didecyl-9H-fluorene-2,7-diyl)bis(2-methylbut-3-yn-2-ol) | 1225449-63-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 4,4'-(9,9-didecyl-9H-fluorene-2,7-diyl)bis(2-methylbut-3-yn-2-ol)
• 英文别名: 4-[9,9-Didecyl-7-(3-hydroxy-3-methylbut-1-ynyl)fluoren-2-yl]-2-methylbut-3-yn-2-ol
• CAS: 1225449-63-7
• 化学式: C₄₃H₆₂O₂
• 分子量: 610.964
• InChiKey: WVRHSSOBDXXKFN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.4
• 重原子数：
  45
• 可旋转键数：
  22
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4,4'-(9,9-didecyl-9H-fluorene-2,7-diyl)bis(2-methylbut-3-yn-2-ol) 在 sodium hydroxide 作用下， 以 1,4-二氧六环 为溶剂， 反应 6.0h， 以92%的产率得到9,9-didecyl-2,7-diethynylfluorene
  参考文献：
  名称：

  New bead type and high symmetrical diallyl-POSS based emissive conjugated polyfluorene

  摘要：

  A new bead type and diallyl-POSS based polyfluorene (P2) with high symmetrical structure was synthesized via Heck coupling reaction between oligomeric alkynyl fluorene (P1) and diallyl polyhedral oligomeric silsesquioxanes (diallyl-POSS). The molecular weight and the conjugated length of P1 and P2 were well controlled to acquire good solubility and excellent optical property. The bead-type POSS based polymer was characterized by gel permeation chromatography (GPC), FT-IR, H-1 NMR and photo-luminescence (PL) spectra. High Resolution Transmission Electron Microscopy (HRTEM) micrographs showed that diallyl-POSS were uniformly nano-dispersed in the polymer matrix. Compared with P1, the POSS based polyfluorene P2 exhibited not only a higher thermal stability, but also an improved photophysical property in solution and solid states. The incorporation of diallyl-POSS resulted effectively in inhibiting the strong stacking/dipole-dipole interaction between fluorescent groups in the polyfluorene. The experimental results indicate that the bi-functional FOSS based light-emitting polymers with high symmetrical structure can have great potential in optical materials and devices, such as OPV or PLED, etc. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.polymer.2014.10.071
• 作为产物：
  描述：

  2,7-二溴芴 在 copper(l) iodide 、 bis(triphenylphosphine)palladium(II) dichloride 、 四丁基溴化铵 、 三乙胺 、 sodium hydroxide 作用下， 以 四氢呋喃 、 水 、 二甲基亚砜 为溶剂， 反应 28.0h， 生成 4,4'-(9,9-didecyl-9H-fluorene-2,7-diyl)bis(2-methylbut-3-yn-2-ol)
  参考文献：
  名称：

  New bead type and high symmetrical diallyl-POSS based emissive conjugated polyfluorene

  摘要：

  A new bead type and diallyl-POSS based polyfluorene (P2) with high symmetrical structure was synthesized via Heck coupling reaction between oligomeric alkynyl fluorene (P1) and diallyl polyhedral oligomeric silsesquioxanes (diallyl-POSS). The molecular weight and the conjugated length of P1 and P2 were well controlled to acquire good solubility and excellent optical property. The bead-type POSS based polymer was characterized by gel permeation chromatography (GPC), FT-IR, H-1 NMR and photo-luminescence (PL) spectra. High Resolution Transmission Electron Microscopy (HRTEM) micrographs showed that diallyl-POSS were uniformly nano-dispersed in the polymer matrix. Compared with P1, the POSS based polyfluorene P2 exhibited not only a higher thermal stability, but also an improved photophysical property in solution and solid states. The incorporation of diallyl-POSS resulted effectively in inhibiting the strong stacking/dipole-dipole interaction between fluorescent groups in the polyfluorene. The experimental results indicate that the bi-functional FOSS based light-emitting polymers with high symmetrical structure can have great potential in optical materials and devices, such as OPV or PLED, etc. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.polymer.2014.10.071

文献信息

• A Series of Fluorene-Based Two-Photon Absorbing Molecules: Synthesis, Linear and Nonlinear Characterization, and Bioimaging
  作者：Carolina D. Andrade、Ciceron O. Yanez、Luis Rodriguez、Kevin D. Belfield

  DOI：10.1021/jo1005075

  日期：2010.6.18

  The synthesis, structural, and photophysical characterization of a series of new fluorescent donor acceptor and acceptor-acceptor molecules, based on the fluorenyl ring system, with two-photon absorbing properties is described. These new compounds exhibited large Stokes shifts, high fluorescence quantum yields, and significantly, high two-photon absorption cross sections, making them well suited for two-photon fluorescence microscopy imaging. Confocal and two-photon fluorescence microscopy imaging of COS-7 and HCT 116 cells incubated with probe I showed endosomal selectivity, demonstrating the potential of this class of fluorescent probes in multiphoton fluorescence microscopy.
• New bead type and high symmetrical diallyl-POSS based emissive conjugated polyfluorene
  作者：Jin Huang、Weina Wang、Jiangjiang Gu、Weizhi Li、Qiuhong Zhang、Yin Ding、Kai Xi、Youxuan Zheng、Xudong Jia

  DOI：10.1016/j.polymer.2014.10.071

  日期：2014.12

  A new bead type and diallyl-POSS based polyfluorene (P2) with high symmetrical structure was synthesized via Heck coupling reaction between oligomeric alkynyl fluorene (P1) and diallyl polyhedral oligomeric silsesquioxanes (diallyl-POSS). The molecular weight and the conjugated length of P1 and P2 were well controlled to acquire good solubility and excellent optical property. The bead-type POSS based polymer was characterized by gel permeation chromatography (GPC), FT-IR, H-1 NMR and photo-luminescence (PL) spectra. High Resolution Transmission Electron Microscopy (HRTEM) micrographs showed that diallyl-POSS were uniformly nano-dispersed in the polymer matrix. Compared with P1, the POSS based polyfluorene P2 exhibited not only a higher thermal stability, but also an improved photophysical property in solution and solid states. The incorporation of diallyl-POSS resulted effectively in inhibiting the strong stacking/dipole-dipole interaction between fluorescent groups in the polyfluorene. The experimental results indicate that the bi-functional FOSS based light-emitting polymers with high symmetrical structure can have great potential in optical materials and devices, such as OPV or PLED, etc. (C) 2014 Elsevier Ltd. All rights reserved.