3,6-bis[4-bis(4-tert-butylphenyl)aminophenyl]-9,10-phenanthrenequinone | 1415100-83-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3,6-bis[4-bis(4-tert-butylphenyl)aminophenyl]-9,10-phenanthrenequinone
• CAS: 1415100-83-2
• 化学式: C₆₆H₆₆N₂O₂
• 分子量: 919.262
• InChiKey: WGBNJLUZNWRZLU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  18.2
• 重原子数：
  70.0
• 可旋转键数：
  8.0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  40.62
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  3,6-bis[4-bis(4-tert-butylphenyl)aminophenyl]-9,10-phenanthrenequinone 、 hexaaminobenzene trihydrochloride 以 溶剂黄146 、 1,1,2,2-四氯乙烷 为溶剂， 反应 17.0h， 以6%的产率得到3,6,13,16,23,26-hexakis{[4-bis(4-tert-butylphenyl)amino]phenyl}-triphenanthro[9,10-b:9',10'-h:9'',10''-n]-1,4,5,8,9,12-hexaazatriphenylene
  参考文献：
  名称：

  Self-assembled triphenylamine-hexaazatriphenylene two-photon absorption dyes

  摘要：

  This paper reports the self-assembling and two-photon absorption natures of donor acceptor molecules, tri(phenanthro)hexaazatriphenylene (TPHAT-C) and tri(phenanthrolino)hexaazatriphenylene (TPHAT-N), bearing six electron-donating moieties. In the H-1 NMR spectra, a line-broadening effect, arising from self-assembled aggregation was observed. Several hundred nanometer scale aggregates were detected in dynamic light scattering. The one-dimensional aggregation of the TPHAT molecules was indicated by the concentration dependence in UV/vis one-photon absorption and one-photon excited fluorescence spectroscopies. An enhancement of the two-photon absorption cross-section was observed in the self-assembled TPHAT system. The order of the two-photon absorption nature is in agreement with the order of the aggregative nature. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.10.070
• 作为产物：
  描述：

  4-叔丁基-N-(4-叔丁基苯基)-N-苯基苯胺 在 N-溴代丁二酰亚胺(NBS) 、 四(三苯基膦)钯 、 正丁基锂 、 sodium carbonate 作用下， 以 四氢呋喃 、 乙二醇二甲醚 、 正己烷 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 19.0h， 生成 3,6-bis[4-bis(4-tert-butylphenyl)aminophenyl]-9,10-phenanthrenequinone
  参考文献：
  名称：

  Self-assembled triphenylamine-hexaazatriphenylene two-photon absorption dyes

  摘要：

  This paper reports the self-assembling and two-photon absorption natures of donor acceptor molecules, tri(phenanthro)hexaazatriphenylene (TPHAT-C) and tri(phenanthrolino)hexaazatriphenylene (TPHAT-N), bearing six electron-donating moieties. In the H-1 NMR spectra, a line-broadening effect, arising from self-assembled aggregation was observed. Several hundred nanometer scale aggregates were detected in dynamic light scattering. The one-dimensional aggregation of the TPHAT molecules was indicated by the concentration dependence in UV/vis one-photon absorption and one-photon excited fluorescence spectroscopies. An enhancement of the two-photon absorption cross-section was observed in the self-assembled TPHAT system. The order of the two-photon absorption nature is in agreement with the order of the aggregative nature. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.10.070