3-[2-(2,7-dibromo-9-hexylfluoren-9-yl)ethoxy]prop-1-ene | 608519-39-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-[2-(2,7-dibromo-9-hexylfluoren-9-yl)ethoxy]prop-1-ene
• 英文别名: 2,7-dibromo-9-hexyl-9-(2-prop-2-enoxyethyl)fluorene
• CAS: 608519-39-7
• 化学式: C₂₄H₂₈Br₂O
• 分子量: 492.294
• InChiKey: RVVUTKLPOYMAMT-UHFFFAOYSA-N

物化性质

• 沸点：
  525.4±45.0 °C(Predicted)
• 密度：
  1.325±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.04
• 重原子数：
  27.0
• 可旋转键数：
  10.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  9.23
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  十六甲基八硅氧烷 、 3-[2-(2,7-dibromo-9-hexylfluoren-9-yl)ethoxy]prop-1-ene 在 platinum on activated charcoal 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以86.25%的产率得到3-[2-(2,7-Dibromo-9-hexylfluoren-9-yl)ethoxy]propyl-[[[[[[[3-[2-(2,7-dibromo-9-hexylfluoren-9-yl)ethoxy]propyl-dimethylsilyl]oxy-dimethylsilyl]oxy-dimethylsilyl]oxy-dimethylsilyl]oxy-dimethylsilyl]oxy-dimethylsilyl]oxy-dimethylsilyl]oxy-dimethylsilane
  参考文献：
  名称：

  Synthesis and Characterization of Thermally Stable Blue Light-Emitting Polyfluorenes Containing Siloxane Bridges

  摘要：

  The first novel polyfluorene copolymers containing siloxane bridges were synthesized by Ni(0)-mediated copolymerization between 2,7-dibromo-9,9'-dihexylfluorene and a bridged fluorene monomer containing siloxane linkages. Two such bridged copolymers were prepared: PSiloBg1 (containing 1 mol % siloxane-bridged fluorene unit) and PSiloBg3 (containing 3 mol % siloxane-bridged fluorene unit). PSiloBg1 and PSiloBg3 exhibited good solubility in common organic solvents, thermal stability up to 420 degreesC, and facile film formation. The glass transition temperatures of the bridged polymers (106 and 110 degreesC, respectively) were higher than that of the homo poly(dihexylfluorene) (PDHF). In particular, PSiloBg3 exhibited a polymerization yield (96%) and a molecular weight (MW = 185 000) higher than those of PDHF (polymerization yield = 62%, MW = 82 000). Interestingly, after the bridged polymers had been annealed at 150 degreesC for 4 h in air, their PL spectra showed no significant increase in vibronic structures at 450 and 475 nm and no evidence of aggregation formation and excimers at wavelengths of >500 nm. In addition, the full width at half-maximum (fwhm) of the bridged polymers was very small (fwhm = 51-52 nm) compared to that of PDHF (fwhm = 85 nm). Collectively, the results show that the polyfluorenes with siloxane bridges exhibit thermally stable almost pure blue emission, making these polymers promising candidate materials for device applications.

  DOI：

  10.1021/ma034622r
• 作为产物：
  描述：

  2-[2-(2,7-dibromo-9-hexylfluoren-9-yl)ethoxy]perhydropyran 在 盐酸 、 sodium hydroxide 、 四丁基溴化铵 作用下， 以 乙醇 、 水 、 甲苯 为溶剂， 反应 24.5h， 生成 3-[2-(2,7-dibromo-9-hexylfluoren-9-yl)ethoxy]prop-1-ene
  参考文献：
  名称：

  Synthesis and Characterization of Thermally Stable Blue Light-Emitting Polyfluorenes Containing Siloxane Bridges

  摘要：

  The first novel polyfluorene copolymers containing siloxane bridges were synthesized by Ni(0)-mediated copolymerization between 2,7-dibromo-9,9'-dihexylfluorene and a bridged fluorene monomer containing siloxane linkages. Two such bridged copolymers were prepared: PSiloBg1 (containing 1 mol % siloxane-bridged fluorene unit) and PSiloBg3 (containing 3 mol % siloxane-bridged fluorene unit). PSiloBg1 and PSiloBg3 exhibited good solubility in common organic solvents, thermal stability up to 420 degreesC, and facile film formation. The glass transition temperatures of the bridged polymers (106 and 110 degreesC, respectively) were higher than that of the homo poly(dihexylfluorene) (PDHF). In particular, PSiloBg3 exhibited a polymerization yield (96%) and a molecular weight (MW = 185 000) higher than those of PDHF (polymerization yield = 62%, MW = 82 000). Interestingly, after the bridged polymers had been annealed at 150 degreesC for 4 h in air, their PL spectra showed no significant increase in vibronic structures at 450 and 475 nm and no evidence of aggregation formation and excimers at wavelengths of >500 nm. In addition, the full width at half-maximum (fwhm) of the bridged polymers was very small (fwhm = 51-52 nm) compared to that of PDHF (fwhm = 85 nm). Collectively, the results show that the polyfluorenes with siloxane bridges exhibit thermally stable almost pure blue emission, making these polymers promising candidate materials for device applications.

  DOI：

  10.1021/ma034622r