9-propyl-2-propoxycarbazol | 1219943-27-7

• 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: 9-propyl-2-propoxycarbazol
• 英文别名: 2-Propoxy-9-propylcarbazole；2-propoxy-9-propylcarbazole
• CAS: 1219943-27-7
• 化学式: C₁₈H₂₁NO
• 分子量: 267.371
• InChiKey: QQDQGXFGVHHJAV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  14.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  联苯乙醛 、 9-propyl-2-propoxycarbazol 在 D(+)-10-樟脑磺酸 作用下， 以 甲苯 为溶剂， 反应 3.33h， 以77%的产率得到3,6-bis(2,2-diphenylethenyl)-9-propyl-2-propoxycarbazol
  参考文献：
  名称：

  Easily functionalizable carbazole based building blocks with extended conjugated systems for optoelectronic applications

  摘要：

  Carbazole based building blocks, possessing diphenylethenyl fragments, have been synthesized. Condensation of the carbazol-2-ol with diphenylacetaldehyde yields 1,3-substituted derivatives. Change of the synthesis sequence, however, (i.e., substitution at the hydroxyl and NH groups, followed by the condensation reaction) results in the 3,6-substituted products. Thermal, optical, electro-chemical and photophysical properties of the synthesized derivatives have been investigated. Room temperature hole-drift mobilities, evaluated using xerographic time-of-flight technique, were found to exceed 10(-4) cm(2) V-1 s(-1) at strong electric fields. The obtained results indicate high charge mobility for molecularly doped polymers, especially considering the fact that these measurements were carried out under ambient conditions and not in high vacuum. Commercial availability and relative cheapness of the starting materials, simple synthetic method, number of sites available for easy functionalization and covalent linking to other molecules makes these precursors attractive building blocks for the construction of more complex low-molecular-weight or polymeric materials for optoelectronic applications. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.02.086
• 作为产物：
  描述：

  2-羟基咔唑 、 溴丙烷 在 sodium sulfate 、 potassium hydroxide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.17h， 以97%的产率得到9-propyl-2-propoxycarbazol
  参考文献：
  名称：

  Easily functionalizable carbazole based building blocks with extended conjugated systems for optoelectronic applications

  摘要：

  Carbazole based building blocks, possessing diphenylethenyl fragments, have been synthesized. Condensation of the carbazol-2-ol with diphenylacetaldehyde yields 1,3-substituted derivatives. Change of the synthesis sequence, however, (i.e., substitution at the hydroxyl and NH groups, followed by the condensation reaction) results in the 3,6-substituted products. Thermal, optical, electro-chemical and photophysical properties of the synthesized derivatives have been investigated. Room temperature hole-drift mobilities, evaluated using xerographic time-of-flight technique, were found to exceed 10(-4) cm(2) V-1 s(-1) at strong electric fields. The obtained results indicate high charge mobility for molecularly doped polymers, especially considering the fact that these measurements were carried out under ambient conditions and not in high vacuum. Commercial availability and relative cheapness of the starting materials, simple synthetic method, number of sites available for easy functionalization and covalent linking to other molecules makes these precursors attractive building blocks for the construction of more complex low-molecular-weight or polymeric materials for optoelectronic applications. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.02.086

文献信息

• Easily functionalizable carbazole based building blocks with extended conjugated systems for optoelectronic applications
  作者：Giedre Bubniene、Tadas Malinauskas、Maryte Daskeviciene、Vygintas Jankauskas、Vytautas Getautis

  DOI：10.1016/j.tet.2010.02.086

  日期：2010.4

  Carbazole based building blocks, possessing diphenylethenyl fragments, have been synthesized. Condensation of the carbazol-2-ol with diphenylacetaldehyde yields 1,3-substituted derivatives. Change of the synthesis sequence, however, (i.e., substitution at the hydroxyl and NH groups, followed by the condensation reaction) results in the 3,6-substituted products. Thermal, optical, electro-chemical and photophysical properties of the synthesized derivatives have been investigated. Room temperature hole-drift mobilities, evaluated using xerographic time-of-flight technique, were found to exceed 10(-4) cm(2) V-1 s(-1) at strong electric fields. The obtained results indicate high charge mobility for molecularly doped polymers, especially considering the fact that these measurements were carried out under ambient conditions and not in high vacuum. Commercial availability and relative cheapness of the starting materials, simple synthetic method, number of sites available for easy functionalization and covalent linking to other molecules makes these precursors attractive building blocks for the construction of more complex low-molecular-weight or polymeric materials for optoelectronic applications. (C) 2010 Elsevier Ltd. All rights reserved.