1,4-dibromo-2-(6-(diethylphosphoryl)hexyloxy)-5-hexyloxybenzene | 1300086-13-8

• 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-(diethylphosphoryl)hexyloxy)-5-hexyloxybenzene
• 英文别名: 1,4-Dibromo-2-[6-[diethoxy(oxido)phosphaniumyl]hexoxy]-5-hexoxybenzene；1,4-dibromo-2-[6-[diethoxy(oxido)phosphaniumyl]hexoxy]-5-hexoxybenzene
• CAS: 1300086-13-8
• 化学式: C₂₂H₃₇Br₂O₅P
• 分子量: 572.315
• InChiKey: LZPOZWGEANPSPS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  30
• 可旋转键数：
  18
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  60
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 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 37.0h， 生成 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

文献信息

• 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.