N-hexyl-3,6-di[2-([1,3,4]oxadiazol-5-yl)-4-methylbenzoate]carbazole | 1400592-32-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: N-hexyl-3,6-di[2-([1,3,4]oxadiazol-5-yl)-4-methylbenzoate]carbazole
• 英文别名: Methyl 4-[5-[9-hexyl-6-[5-(4-methoxycarbonylphenyl)-1,3,4-oxadiazol-2-yl]carbazol-3-yl]-1,3,4-oxadiazol-2-yl]benzoate；methyl 4-[5-[9-hexyl-6-[5-(4-methoxycarbonylphenyl)-1,3,4-oxadiazol-2-yl]carbazol-3-yl]-1,3,4-oxadiazol-2-yl]benzoate
• CAS: 1400592-32-6
• 化学式: C₃₈H₃₃N₅O₆
• 分子量: 655.71
• InChiKey: XUXBAHMNKRZANY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.6
• 重原子数：
  49
• 可旋转键数：
  13
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  135
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  N-hexylcarbazole 在 吡啶 、 sodium azide 、 盐酸羟胺 、 乙酸酐 、 氯化铵 、 三氯氧磷 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 91.0h， 生成 N-hexyl-3,6-di[2-([1,3,4]oxadiazol-5-yl)-4-methylbenzoate]carbazole
  参考文献：
  名称：

  Synthesis and Emission Behavior of Liquid-Crystalline Main-Chain Polyesters Containing Carbazole and Oxadiazole Moieties

  摘要：

  Organic light-emitting diodes (OLEDs) based on chromophore-containing liquid crystals (LCs) can emit polarized light due to self-assembly of mesogenic chromophores. The stability of LC phases in LC polymers with a mesogenic group in the main chain is higher than that in the polymers containing a mesogenic group in the side chain.In this study, a novel family of polyesters containing a carbazole moiety as a hole-transporting unit and an oxadiazole (OXD) moiety as an electron-transporting unit in the main chain, P10-DOXDCz and P16-DOXDCz, were designed and synthesized. These polyesters were prepared by transesterification of N-hexyl-3,6-di[2-([1,3,4] oxadiazol-5-yl)- 4-methylbenzoate] carbazole and 1,10-decanediol or 1,16-hexadecanediol at 220 degrees C for 20 h. They showed a nematic phase. Both P10-DOXDCz and P16-DOXDCz emitted intense blue fluorescence with a maximum at 439 nm and 450 nm in thin films, respectively, and their fluorescence quantum yields were 0.74 and 0.81 in solution, respectively. Both compounds exhibited polarized emission in a LC phases, and the order parameters estimated from the polarized emission spectra were 0.10 for P10-DOXDCz and 0.14 for P16-DOXDCz. Fabricated devices, ITO/PEDOT:PSS/P10-DOXDCz and P16-DOXDCz/MgAg, emitted blue light when a positive voltage was applied to the ITO electrode.

  DOI：

  10.1080/15421406.2012.688625

文献信息

• Synthesis and Emission Behavior of Liquid-Crystalline Main-Chain Polyesters Containing Carbazole and Oxadiazole Moieties
  作者：Motoi Kinoshita、Kenji Takamura、Masuki Kawamoto、Atsushi Shishido、Takeshi Shiono、Tomiki Ikeda

  DOI：10.1080/15421406.2012.688625

  日期：2012.9.5

  Organic light-emitting diodes (OLEDs) based on chromophore-containing liquid crystals (LCs) can emit polarized light due to self-assembly of mesogenic chromophores. The stability of LC phases in LC polymers with a mesogenic group in the main chain is higher than that in the polymers containing a mesogenic group in the side chain.In this study, a novel family of polyesters containing a carbazole moiety as a hole-transporting unit and an oxadiazole (OXD) moiety as an electron-transporting unit in the main chain, P10-DOXDCz and P16-DOXDCz, were designed and synthesized. These polyesters were prepared by transesterification of N-hexyl-3,6-di[2-([1,3,4] oxadiazol-5-yl)- 4-methylbenzoate] carbazole and 1,10-decanediol or 1,16-hexadecanediol at 220 degrees C for 20 h. They showed a nematic phase. Both P10-DOXDCz and P16-DOXDCz emitted intense blue fluorescence with a maximum at 439 nm and 450 nm in thin films, respectively, and their fluorescence quantum yields were 0.74 and 0.81 in solution, respectively. Both compounds exhibited polarized emission in a LC phases, and the order parameters estimated from the polarized emission spectra were 0.10 for P10-DOXDCz and 0.14 for P16-DOXDCz. Fabricated devices, ITO/PEDOT:PSS/P10-DOXDCz and P16-DOXDCz/MgAg, emitted blue light when a positive voltage was applied to the ITO electrode.