1-(6-溴己氧基)-4-(己氧基)苯 | 1078719-95-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 1-(6-溴己氧基)-4-(己氧基)苯
• 英文名称: 1-(6-bromohexyloxy)-4-(hexyloxy)benzene
• CAS: 1078719-95-5
• 化学式: C₁₈H₂₉BrO₂
• 分子量: 357.331
• InChiKey: ZRPPYHOPAFIPJA-UHFFFAOYSA-N

物化性质

• 熔点：
  51 °C
• 沸点：
  432.6±25.0 °C(Predicted)
• 密度：
  1.131±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.98
• 重原子数：
  21.0
• 可旋转键数：
  13.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  1-(6-溴己氧基)-4-(己氧基)苯 在 溴 作用下， 以 四氯化碳 为溶剂， 以83%的产率得到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
• 作为产物：
  描述：

  1,6-二溴己烷 、 4-己氧基苯酚 在 potassium hydroxide 作用下， 以 alkyl alcohol 、 丙酮 为溶剂， 反应 13.0h， 以70%的产率得到1-(6-溴己氧基)-4-(己氧基)苯
  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

• Convergent Synthesis of 1,1′-Biisoquinolines Tethered to Calamitic Subunits
  作者：Sabine Laschat、Elisabeth Kapatsina、Marie Lordon、Angelika Baro

  DOI：10.1055/s-2008-1067184

  日期：2008.8

  A convergent synthesis of a series of 4,4′-functionalized 1,1′-biisoquinolines via 1-chloro-4-hydroxyisoquinoline and substituted biphenyl- and phenylpyrimidine ethers as building blocks is described. The latter were prepared by Williamson etherification of the respective 4-hydroxybiphenyl and -phenylpyrimidine precursors with dibromoalkanes, allowing variation of the spacer lengths. 1-Chloro-4-hydroxyisoquinoline

  描述了一系列 4,4'-官能化 1,1'-二异喹啉通过 1-氯-4-羟基异喹啉和取代的联苯和苯基嘧啶醚作为结构单元的聚合合成。后者是通过威廉姆森醚化相应的 4-羟基联苯和-苯基嘧啶前体与二溴代烷烃制备的，允许间隔物长度的变化。1-Chloro-4-hydroxyisoquinoline 是由 N-邻苯二甲酰亚胺甘氨酸乙酯通过 Gabriel-Colman 反应作为关键步骤获得的。在碳酸钾存在下通过醚化连接结构单元得到异喹啉，其经受氯化镍 (II) 介导的同源偶联以产生配体系统。
• 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.