9-hexyl-3,6-di(5-(thien-2-yl)-2-thienyl)carbazole | 1335609-12-5

• 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-hexyl-3,6-di(5-(thien-2-yl)-2-thienyl)carbazole
• 英文别名: 9-Hexyl-3,6-bis(5-thiophen-2-ylthiophen-2-yl)carbazole；9-hexyl-3,6-bis(5-thiophen-2-ylthiophen-2-yl)carbazole
• CAS: 1335609-12-5
• 化学式: C₃₄H₂₉NS₄
• 分子量: 579.875
• InChiKey: BJZYFMDMVGVJGZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11
• 重原子数：
  39
• 可旋转键数：
  9
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  118
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N-hexylcarbazole 在 N-碘代丁二酰亚胺 、 palladium diacetate 、 一氯化碘 、 三乙胺 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 18.0h， 生成 9-hexyl-3,6-di(5-(thien-2-yl)-2-thienyl)carbazole
  参考文献：
  名称：

  Two-photon absorption dyes with thiophene as π electron bridge: Synthesis, photophysical properties and optical data storage

  摘要：

  Four novel dyes are prepared by thiophene as pi bridge between carbazole central core and other terminal groups by Suzuki and Heck coupling reactions. These dyes are fully characterized by IR, H-1 NMR, C-13 NMR, MS and elemental analysis. Linear absorption, single- and two-photon excited fluorescence in various solvents are experimentally investigated. The calculated two-photon absorption cross sections of 9-Hexyl-3,6-di((5-phenyl)-2-thienyl)carbazole (1), 9-Hexyl-3,6-di((5-thienyl)-2-thienyl)carbazole (2), 9-Hexyl-3,6-di((5-p-vinylpyridyl)-2-thienyl)-carbazole (3) and 9-Hexyl-3,6-di-((5-o-vinylpyridyl)-2-thienyl) carbazole (4) for the lowest excited state are 537.84, 550.76, 1292.95 and 1340.40 x 10(-50) cm(4) s photon(-1), respectively. Calculated and experimental data have shown that thiophene as pi electron bridge improves the two-photon absorption cross sections greatly. Two-photon optical data recording experiments have been carried out at 820 nm laser radiation. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2011.06.028

文献信息

• Two-photon absorption dyes with thiophene as π electron bridge: Synthesis, photophysical properties and optical data storage
  作者：Hongping Zhou、Feixia Zhou、Shiya Tang、Peng Wu、Yixin Chen、Yulong Tu、Jieying Wu、Yupeng Tian

  DOI：10.1016/j.dyepig.2011.06.028

  日期：2012.1

  Four novel dyes are prepared by thiophene as pi bridge between carbazole central core and other terminal groups by Suzuki and Heck coupling reactions. These dyes are fully characterized by IR, H-1 NMR, C-13 NMR, MS and elemental analysis. Linear absorption, single- and two-photon excited fluorescence in various solvents are experimentally investigated. The calculated two-photon absorption cross sections of 9-Hexyl-3,6-di((5-phenyl)-2-thienyl)carbazole (1), 9-Hexyl-3,6-di((5-thienyl)-2-thienyl)carbazole (2), 9-Hexyl-3,6-di((5-p-vinylpyridyl)-2-thienyl)-carbazole (3) and 9-Hexyl-3,6-di-((5-o-vinylpyridyl)-2-thienyl) carbazole (4) for the lowest excited state are 537.84, 550.76, 1292.95 and 1340.40 x 10(-50) cm(4) s photon(-1), respectively. Calculated and experimental data have shown that thiophene as pi electron bridge improves the two-photon absorption cross sections greatly. Two-photon optical data recording experiments have been carried out at 820 nm laser radiation. (C) 2011 Elsevier Ltd. All rights reserved.