2,7-dibromo-9,9-bis(2-allyloxyethyl)fluorene | 807618-45-7

• 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: 2,7-dibromo-9,9-bis(2-allyloxyethyl)fluorene
• 英文别名: 2,7-Dibromo-9,9-bis(2-prop-2-enoxyethyl)fluorene
• CAS: 807618-45-7
• 化学式: C₂₃H₂₄Br₂O₂
• 分子量: 492.25
• InChiKey: MSTPYLGLWBLWNA-UHFFFAOYSA-N

物化性质

• 沸点：
  529.5±50.0 °C(Predicted)
• 密度：
  1.381±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  27
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,7-dibromo-9,9-bis(2-allyloxyethyl)fluorene 、 1-(hydridodimethylsilyloxy)-3,5,7,9,11,13,15-pentacyclopentylpentacyclo[9.5.1.1^3,9.1^5,15.1^7,13]octasiloxane 在 KARSTEDT催化剂 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以67%的产率得到3-[2-[2,7-Dibromo-9-[2-[3-[(3,5,7,9,11,13,15-heptacyclopentyl-2,4,6,8,10,12,14,16,17,18,19,20-dodecaoxa-1,3,5,7,9,11,13,15-octasilapentacyclo[9.5.1.13,9.15,15.17,13]icosan-1-yl)oxy-dimethylsilyl]propoxy]ethyl]fluoren-9-yl]ethoxy]propyl-[(3,5,7,9,11,13,15-heptacyclopentyl-2,4,6,8,10,12,14,16,17,18,19,20-dodecaoxa-1,3,5,7,9,11,13,15-octasilapentacyclo[9.5.1.13,9.15,15.17,13]icosan-1-yl)oxy]-dimethylsilane
  参考文献：
  名称：

  Stabilized Blue Luminescent Polyfluorenes:  Introducing Polyhedral Oligomeric Silsesquioxane

  摘要：

  A new POSS (polyhedral oligomeric silsesquioxane)-substituted polyfluorene was synthesized from the nickel-catalyzed Yamamoto coupling reaction. The synthesized polymers could be well characterized by H-1 NMR, FT-IR, and elemental analysis. PL spectra of PFPOSSs on the quartz film showed reduced aggregation/excimer formation because the bulky POSS group prohibited interchain interactions. This effective dilution effect and the high thermal stability of the POSS unit also improved the color stability of PFPOSSs blue emission even after thermal annealing at 150 degreesC. The fluorescence quantum yields (Phi(FL)) of PFPOSSs in both solution and solid state were higher than those of poly(dialkylfluorene)s. Moreover, the ITO/PEDOT-PSS/polymer/Ca/Al LED device using this polymer as emitting layer showed a very stable blue light emission. LED devices of PFPOSSs showed a low turn-on voltage of 3.7-4.4 V, high brightness of 350-1010 cd/m(2), and external efficiencies of 0.11-0.36%.

  DOI：

  10.1021/ma0497759
• 作为产物：
  描述：

  2,7-二溴芴 在 四丁基溴化铵 盐酸 、 sodium hydroxide 、 乙醇 作用下， 以 水 、 甲苯 为溶剂， 反应 34.5h， 生成 2,7-dibromo-9,9-bis(2-allyloxyethyl)fluorene
  参考文献：
  名称：

  Stabilized Blue Luminescent Polyfluorenes:  Introducing Polyhedral Oligomeric Silsesquioxane

  摘要：

  A new POSS (polyhedral oligomeric silsesquioxane)-substituted polyfluorene was synthesized from the nickel-catalyzed Yamamoto coupling reaction. The synthesized polymers could be well characterized by H-1 NMR, FT-IR, and elemental analysis. PL spectra of PFPOSSs on the quartz film showed reduced aggregation/excimer formation because the bulky POSS group prohibited interchain interactions. This effective dilution effect and the high thermal stability of the POSS unit also improved the color stability of PFPOSSs blue emission even after thermal annealing at 150 degreesC. The fluorescence quantum yields (Phi(FL)) of PFPOSSs in both solution and solid state were higher than those of poly(dialkylfluorene)s. Moreover, the ITO/PEDOT-PSS/polymer/Ca/Al LED device using this polymer as emitting layer showed a very stable blue light emission. LED devices of PFPOSSs showed a low turn-on voltage of 3.7-4.4 V, high brightness of 350-1010 cd/m(2), and external efficiencies of 0.11-0.36%.

  DOI：

  10.1021/ma0497759

文献信息

• Hybridization of emitting polyfluorene with silicone
  作者：Shinji Nishikawa、Sayaka Kami、Nurul Ashikin、Badrul Haswan、Takahiro Uno、Takahito Itoh、Masataka Kubo

  DOI：10.1002/pola.27493

  日期：2015.3.1

  groups. Hybridization of the emitting polyfluorenes with silicone was successfully achieved by the solvent‐free sol–gel reaction of tetraethoxysilane and silanol‐terminated polydimethylsiloxane in the presence of the ethoxysilyl‐functionalized polyfluorenes. Fluorescence spectra of these luminescent silicones revealed that emitting polyfluorenes were dispersed homogeneously in the matrix of silicone without

  通过9,9-二己基芴-2,7-双（三亚甲基硼酸酯），2,7-二溴-9,9-双（2-烯丙氧基乙基）芴和4,7-二溴-三烯的三元聚合反应制备具有侧挂烯丙基的聚芴。使用Suzuki偶联反应的2,1,3-苯并噻唑或4,7-二溴-2,1,3-萘并噻二唑。这些前体聚合物与乙氧基二甲基硅烷的随后的氢化硅烷化反应将烯丙基定量地转化为乙氧基甲硅烷基。在乙氧基甲硅烷基官能化的聚芴的存在下，四乙氧基硅烷与硅烷醇封端的聚二甲基硅氧烷的无溶剂溶胶-凝胶反应成功地实现了发光聚芴与有机硅的杂交。这些发光硅酮的荧光光谱表明，发射聚芴均匀地分散在硅酮的基质中而没有聚集。©2014 Wiley Periodicals，Inc. J. Polym。科学，A部分：Polym。化学2015年，53，622-628