9-dodecyl-2-formylcarbazole | 1353684-86-2

• 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-dodecyl-2-formylcarbazole
• CAS: 1353684-86-2
• 化学式: C₂₅H₃₃NO
• 分子量: 363.543
• InChiKey: JZVIIDYLQRCYRP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.53
• 重原子数：
  27.0
• 可旋转键数：
  12.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  22.0
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  9-dodecyl-2-formylcarbazole 、 9,10-双(二乙基膦甲基)蒽 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 以75%的产率得到9,10-bis(N-dodecylcarbazol-2-ylvinyl-2)anthracene
  参考文献：
  名称：

  Synthesis and piezochromic luminescence of aggregation-enhanced emission 9,10-bis(N-alkylcarbazol-2-yl-vinyl-2)anthracenes

  摘要：

  Aggregation-enhanced emission active 9,10-bis(N-alkylcarbazol-2-yl-vinyl-2)anthracenes with changed length of N-alkyl chains (methyl, propyl, pentyl, and dodecyl) have been synthesized and their piezofluorochromic properties investigated. The results show that these homologues all exhibit remarkable piezofluorochromism with the pressing-induced spectral shifts of 36-45 nm, but the alkyl lengths do not affect significantly the fluorescence properties. The fluorescence emission changes induced by pressing can be restored by heat-annealing or solvent-fuming and regenerated by repressing. Powder wide-angle X-ray diffraction and differential scanning calorimetric experiments reveal that the transformation between crystalline and amorphous states upon external stimuli is responsible for piezofluorochromic behavior. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2013.07.012
• 作为产物：
  描述：

  2-溴咔唑 在 正丁基锂 、 sodium hydroxide 作用下， 以 四氢呋喃 、 正己烷 、 水 、 二甲基亚砜 为溶剂， 反应 12.0h， 生成 9-dodecyl-2-formylcarbazole
  参考文献：
  名称：

  Synthesis and piezochromic luminescence of aggregation-enhanced emission 9,10-bis(N-alkylcarbazol-2-yl-vinyl-2)anthracenes

  摘要：

  Aggregation-enhanced emission active 9,10-bis(N-alkylcarbazol-2-yl-vinyl-2)anthracenes with changed length of N-alkyl chains (methyl, propyl, pentyl, and dodecyl) have been synthesized and their piezofluorochromic properties investigated. The results show that these homologues all exhibit remarkable piezofluorochromism with the pressing-induced spectral shifts of 36-45 nm, but the alkyl lengths do not affect significantly the fluorescence properties. The fluorescence emission changes induced by pressing can be restored by heat-annealing or solvent-fuming and regenerated by repressing. Powder wide-angle X-ray diffraction and differential scanning calorimetric experiments reveal that the transformation between crystalline and amorphous states upon external stimuli is responsible for piezofluorochromic behavior. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2013.07.012