diethyl 4-(9,9-dihexyl-2-fluorenyl)-2-oxo-5-phenyl-3,5-cyclopentadiene-1,3-dicarboxylate | 869565-44-6

• 英文名称: diethyl 4-(9,9-dihexyl-2-fluorenyl)-2-oxo-5-phenyl-3,5-cyclopentadiene-1,3-dicarboxylate
• CAS: 869565-44-6
• 化学式: C₄₂H₄₈O₅
• 分子量: 632.84
• InChiKey: GEXUWSJQBXEJCQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.81
• 重原子数：
  47.0
• 可旋转键数：
  16.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  69.67
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  diethyl 4-(9,9-dihexyl-2-fluorenyl)-2-oxo-5-phenyl-3,5-cyclopentadiene-1,3-dicarboxylate 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 16.0h， 生成 1,4-bis(hydroxymethyl)-2-phenyl-3-(9,9-dihexylfluoren-2-yl)benzene
  参考文献：
  名称：

  Novel Poly(2,3-diphenyl-1,4-phenylenevinylene) Derivatives Containing Long Branched Alkoxy and Fluorenyl Substituents:  Synthesis, Characterization, and Their Applications for Polymer Light-Emitting Diodes

  摘要：

  Two series of poly(2,3-Biphenyl-1,4-phenylenevinylene) (DP-PPV) derivatives containing long branched alkoxy chains or fluorenyl substituents were synthesized. The branched alkoxy groups were introduced to enhance the solubility for spin-coating processes. Bulky fluorenyl groups with two hexyl chains on the 9-position were introduced to increase steric hindrance and prevent close packing of the main chain. By controlling the feed ratio of different monomers during polymerization, DP-PPV derivatives with high molecular weights were obtained. All synthesized polymers possess high glass transitions temperatures and thermal stabilities. The maximum photoluminescent emissions of the thin films are located between 498 and 564 nm. Cyclic voltammetric analysis reveals that the band gaps of these light-emitting materials are in the range from 2.4 to 2.5 eV. A double-layer electroluminescent device with the configuration of ITO/PEDOT/polymer 2/Ca/Al exhibited a low turn-on voltage (4.0 V), a very high external quantum efficiency (3.39 cd/A), and a high brightness (16 910 cd/m(2)).

  DOI：

  10.1021/ma0513822
• 作为产物：
  描述：

  9,9-dihexyl-2-(2'-phenyl-1-ethynyl)fluorene 在 氢氧化钾 、 potassium permanganate 、 硫酸 、 乙酸酐 作用下， 以 乙醇 、 水 、 丙酮 为溶剂， 反应 28.5h， 生成 diethyl 4-(9,9-dihexyl-2-fluorenyl)-2-oxo-5-phenyl-3,5-cyclopentadiene-1,3-dicarboxylate
  参考文献：
  名称：

  Novel Poly(2,3-diphenyl-1,4-phenylenevinylene) Derivatives Containing Long Branched Alkoxy and Fluorenyl Substituents:  Synthesis, Characterization, and Their Applications for Polymer Light-Emitting Diodes

  摘要：

  Two series of poly(2,3-Biphenyl-1,4-phenylenevinylene) (DP-PPV) derivatives containing long branched alkoxy chains or fluorenyl substituents were synthesized. The branched alkoxy groups were introduced to enhance the solubility for spin-coating processes. Bulky fluorenyl groups with two hexyl chains on the 9-position were introduced to increase steric hindrance and prevent close packing of the main chain. By controlling the feed ratio of different monomers during polymerization, DP-PPV derivatives with high molecular weights were obtained. All synthesized polymers possess high glass transitions temperatures and thermal stabilities. The maximum photoluminescent emissions of the thin films are located between 498 and 564 nm. Cyclic voltammetric analysis reveals that the band gaps of these light-emitting materials are in the range from 2.4 to 2.5 eV. A double-layer electroluminescent device with the configuration of ITO/PEDOT/polymer 2/Ca/Al exhibited a low turn-on voltage (4.0 V), a very high external quantum efficiency (3.39 cd/A), and a high brightness (16 910 cd/m(2)).

  DOI：

  10.1021/ma0513822