1,4-dibromo-2-(6-bromohexyloxy)-5-hexyloxybenzene | 655227-34-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1,4-dibromo-2-(6-bromohexyloxy)-5-hexyloxybenzene
• 英文别名: 1,4-Dibromo-2-[(6-bromohexyl)oxy]-5-(hexyloxy)benzene；1,4-dibromo-2-(6-bromohexoxy)-5-hexoxybenzene
• CAS: 655227-34-2
• 化学式: C₁₈H₂₇Br₃O₂
• 分子量: 515.123
• InChiKey: GEXMLLPHLAHLGW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.8
• 重原子数：
  23
• 可旋转键数：
  13
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 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：

  磷酸三乙酯 、 1,4-dibromo-2-(6-bromohexyloxy)-5-hexyloxybenzene 反应 24.0h， 以93%的产率得到1,4-dibromo-2-(6-(diethylphosphoryl)hexyloxy)-5-hexyloxybenzene
  参考文献：
  名称：

  2,7-Carbazole-1,4-phenylene Copolymers with Polar Side Chains for Cathode Modifications in Polymer Light-Emitting Diodes

  摘要：

  Alcohol-soluble 2,7-carbazole-1,4-phenylene copolymers PCP-NOH and PCP-EP, comprising surfactant-like diethanolamino and phosphonate end groups on the side chains, respectively, were synthesized and utilized as electron injection layer (EIL) in combination with high work function Al electrode in polymer light-emitting diodes (PLEDs). The UV-vis absorption and photoluminescence properties of the PCP-NOH and PCP-EP are mainly determined by the conjugated 2,7-carbazole-1,4-phenylene main chain. The PCP-NOH and PCP-EP possess comparable HOMO levels of -5.20 eV and LUMO levels arround -2.35 eV. Multilayer PLEDs with a device configuration of ITO/PEDOT:PSS (40 nm)/emissive layer (70 nm)/EIL (15 nm)/Al (100 am) were successfully fabricated. With fluorescent PFO-DBT15 as the emissive layer, the PLEDs using the PCP-NOH and PCP-EP as the EIL displayed luminous efficiency.(LE) of 1.01 and 0.88 cd/A, respectively, all obviously higher than 0.015 cd/A for sole Al cathode and 0.58 cd/A for the well-known Ba/Al cathode. With a phosphorescent Ir(mppy)(3)-doped polymer blend (PVK:PBD:Ir(mppy)(3) = 100:30:1) as the emissive layer, the PLEDs with the EIL showed high maximum LE of 39.3 cd/A for PCP-NOH and 42.5 cd/A for PCP-EP, in comparison to 0.35 cd/A for sole Al cathode and 32.2 cd/A for the Ba/Al cathode. Particularly, the PLED with PCP-EP as EIL exhibited an excellent LE of 33.3 cd/A at a current density of 61.1 mA/cm(2) (luminance = 20 300 cd/cm(2)), showing weak roll-off of efficiency at high current density. Inserting the polar alcohol-soluble polymers as interlayer can significantly increase built-in potentials in the PLEDs, from which electron injection barrier from the Al electrode is decreased. The results indicate that the PCP-NOH and PCP-EP are excellent electron injection polymers for high-performance PLEDs with high work function Al electrode.

  DOI：

  10.1021/ma200191p
• 作为产物：
  描述：

  4-己氧基苯酚 在 溴 、 potassium hydroxide 作用下， 以 四氯化碳 、 alkyl alcohol 为溶剂， 反应 13.0h， 生成 1,4-dibromo-2-(6-bromohexyloxy)-5-hexyloxybenzene
  参考文献：
  名称：

  2,7-Carbazole-1,4-phenylene Copolymers with Polar Side Chains for Cathode Modifications in Polymer Light-Emitting Diodes

  摘要：

  Alcohol-soluble 2,7-carbazole-1,4-phenylene copolymers PCP-NOH and PCP-EP, comprising surfactant-like diethanolamino and phosphonate end groups on the side chains, respectively, were synthesized and utilized as electron injection layer (EIL) in combination with high work function Al electrode in polymer light-emitting diodes (PLEDs). The UV-vis absorption and photoluminescence properties of the PCP-NOH and PCP-EP are mainly determined by the conjugated 2,7-carbazole-1,4-phenylene main chain. The PCP-NOH and PCP-EP possess comparable HOMO levels of -5.20 eV and LUMO levels arround -2.35 eV. Multilayer PLEDs with a device configuration of ITO/PEDOT:PSS (40 nm)/emissive layer (70 nm)/EIL (15 nm)/Al (100 am) were successfully fabricated. With fluorescent PFO-DBT15 as the emissive layer, the PLEDs using the PCP-NOH and PCP-EP as the EIL displayed luminous efficiency.(LE) of 1.01 and 0.88 cd/A, respectively, all obviously higher than 0.015 cd/A for sole Al cathode and 0.58 cd/A for the well-known Ba/Al cathode. With a phosphorescent Ir(mppy)(3)-doped polymer blend (PVK:PBD:Ir(mppy)(3) = 100:30:1) as the emissive layer, the PLEDs with the EIL showed high maximum LE of 39.3 cd/A for PCP-NOH and 42.5 cd/A for PCP-EP, in comparison to 0.35 cd/A for sole Al cathode and 32.2 cd/A for the Ba/Al cathode. Particularly, the PLED with PCP-EP as EIL exhibited an excellent LE of 33.3 cd/A at a current density of 61.1 mA/cm(2) (luminance = 20 300 cd/cm(2)), showing weak roll-off of efficiency at high current density. Inserting the polar alcohol-soluble polymers as interlayer can significantly increase built-in potentials in the PLEDs, from which electron injection barrier from the Al electrode is decreased. The results indicate that the PCP-NOH and PCP-EP are excellent electron injection polymers for high-performance PLEDs with high work function Al electrode.

  DOI：

  10.1021/ma200191p

文献信息

• White electroluminescent polymeric material & preparation thereof
  申请人：Wang Lixiang

  公开号：US20050214568A1

  公开（公告）日：2005-09-29

  This invention relates to a white electroluminescent polymeric material and preparation thereof. Based on the physical idea that white light emission can be achieved by regulating the relative luminous intensities of blue- and orange-light emitting units located in a single polymer molecule, the present invention provides three types (main chain type, pendant chain type, and terminal group type) of high efficiency and stable white electroluminescent polymeric material systems.

  本发明涉及一种白色电致发光聚合物材料及其制备方法。基于物理思想，即通过调节单一聚合物分子中蓝光和橙光发射单元的相对亮度，可以实现白光发射，本发明提供了三种高效稳定的白色电致发光聚合物材料系统（主链型、侧链型和末端基型）。
• WHITE ELECTROLUMINESCENT POLYMERIC MATERIAL AND PREPARATION THEREOF
  申请人：Wang Lixiang

  公开号：US20070270570A1

  公开（公告）日：2007-11-22

  This invention relates to a white electroluminescent polymeric material and preparation thereof. Based on the physical idea that white light emission can be achieved by regulating the relative luminous intensities of blue- and orange-light emitting units located in a single polymer molecule, the present invention provides three types (main chain type, pendant chain type, and terminal group type) of high efficiency and stable white electroluminescent polymeric material systems.

  本发明涉及一种白色电致发光聚合物材料及其制备方法。基于物理思想，即通过调节单一聚合物分子中蓝光和橙光发射单元的相对光亮度，可以实现白光发射，本发明提供了三种高效稳定的白色电致发光聚合物材料系统（主链型、侧链型和末端基型）。
• US7579091B2
  申请人：——

  公开号：US7579091B2

  公开（公告）日：2009-08-25
• 2,7-Carbazole-1,4-phenylene Copolymers with Polar Side Chains for Cathode Modifications in Polymer Light-Emitting Diodes
  作者：Xiaofeng Xu、Bing Han、Junwu Chen、Junbiao Peng、Hongbin Wu、Yong Cao

  DOI：10.1021/ma200191p

  日期：2011.6.14

  Alcohol-soluble 2,7-carbazole-1,4-phenylene copolymers PCP-NOH and PCP-EP, comprising surfactant-like diethanolamino and phosphonate end groups on the side chains, respectively, were synthesized and utilized as electron injection layer (EIL) in combination with high work function Al electrode in polymer light-emitting diodes (PLEDs). The UV-vis absorption and photoluminescence properties of the PCP-NOH and PCP-EP are mainly determined by the conjugated 2,7-carbazole-1,4-phenylene main chain. The PCP-NOH and PCP-EP possess comparable HOMO levels of -5.20 eV and LUMO levels arround -2.35 eV. Multilayer PLEDs with a device configuration of ITO/PEDOT:PSS (40 nm)/emissive layer (70 nm)/EIL (15 nm)/Al (100 am) were successfully fabricated. With fluorescent PFO-DBT15 as the emissive layer, the PLEDs using the PCP-NOH and PCP-EP as the EIL displayed luminous efficiency.(LE) of 1.01 and 0.88 cd/A, respectively, all obviously higher than 0.015 cd/A for sole Al cathode and 0.58 cd/A for the well-known Ba/Al cathode. With a phosphorescent Ir(mppy)(3)-doped polymer blend (PVK:PBD:Ir(mppy)(3) = 100:30:1) as the emissive layer, the PLEDs with the EIL showed high maximum LE of 39.3 cd/A for PCP-NOH and 42.5 cd/A for PCP-EP, in comparison to 0.35 cd/A for sole Al cathode and 32.2 cd/A for the Ba/Al cathode. Particularly, the PLED with PCP-EP as EIL exhibited an excellent LE of 33.3 cd/A at a current density of 61.1 mA/cm(2) (luminance = 20 300 cd/cm(2)), showing weak roll-off of efficiency at high current density. Inserting the polar alcohol-soluble polymers as interlayer can significantly increase built-in potentials in the PLEDs, from which electron injection barrier from the Al electrode is decreased. The results indicate that the PCP-NOH and PCP-EP are excellent electron injection polymers for high-performance PLEDs with high work function Al electrode.