1,4-bis(chloromethyl)-2-phenyl-3-(9,9-dihexylfluoren-2-yl)benzene | 869565-47-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 1,4-bis(chloromethyl)-2-phenyl-3-(9,9-dihexylfluoren-2-yl)benzene
• 英文别名: 2-[3,6-Bis(chloromethyl)-2-phenylphenyl]-9,9-dihexylfluorene；2-[3,6-bis(chloromethyl)-2-phenylphenyl]-9,9-dihexylfluorene
• CAS: 869565-47-9
• 化学式: C₃₉H₄₄Cl₂
• 分子量: 583.684
• InChiKey: AQPYJRGJVQHNLW-UHFFFAOYSA-N

物化性质

• 沸点：
  675.3±55.0 °C(Predicted)
• 密度：
  1.081±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  13.9
• 重原子数：
  41
• 可旋转键数：
  14
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  9,9-二己基-2-溴芴 在 bis-triphenylphosphine-palladium(II) chloride 氢氧化钾 、 potassium permanganate 、 copper(l) iodide 、 lithium aluminium tetrahydride 、 氯化亚砜 、 硫酸 、 乙酸酐 、 三乙胺 、 三苯基膦 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 水 、 丙酮 、 甲苯 为溶剂， 反应 56.5h， 生成 1,4-bis(chloromethyl)-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

文献信息

• 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
  作者：Kuei-Bai Chen、Hsing-Chuan Li、Chien-Kai Chen、Sheng-Hsiung Yang、Bing R. Hsieh、Chain-Shu Hsu

  DOI：10.1021/ma0513822

  日期：2005.10.1

  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)).