2-(4-(3,6-dibromo-9H-carbazol-9-yl)phenyl)-9-(tricosan-12-yl)anthra[2,1,9-def:6,5,10-d'e'f']diisoquinoline-1,3,8,10(2H,9H)-tetraone | 1374116-39-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: 2-(4-(3,6-dibromo-9H-carbazol-9-yl)phenyl)-9-(tricosan-12-yl)anthra[2,1,9-def:6,5,10-d'e'f']diisoquinoline-1,3,8,10(2H,9H)-tetraone
• CAS: 1374116-39-8
• 化学式: C₆₅H₆₅Br₂N₃O₄
• 分子量: 1112.06
• InChiKey: NYPVIIAAMALNDT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  18.97
• 重原子数：
  74.0
• 可旋转键数：
  23.0
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  79.69
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  N-(12-tricosanyl)perylene-3,4-dicarboxyanhydride-9,10-dicarboximide 、 3,6-dibromo-9-(4-aminophenyl)carbazole 在 咪唑 、 zinc acetate dehydrate 作用下， 以97%的产率得到2-(4-(3,6-dibromo-9H-carbazol-9-yl)phenyl)-9-(tricosan-12-yl)anthra[2,1,9-def:6,5,10-d'e'f']diisoquinoline-1,3,8,10(2H,9H)-tetraone
  参考文献：
  名称：

  Photoinduced Electron Transfer and Nonlinear Absorption in Poly(carbazole-alt-2,7-fluorene)s Bearing Perylene Diimides as Pendant Acceptors

  摘要：

  This paper reports the synthesis, photophysical behavior, and use in nanosecond optical-pulse suppression of a poly(2,7-carbazole-alt-2,7-fluorene) and a poly(3,6-carbazole-alt-2,7-fluorene) in which the carbazole N-positions are linked by an alkyl chain to one of the nitrogen atoms of a perylene-3,4,9,10-tetracarboxylic diimide (PDI) acceptor. It was found that the PDI pendants on the polymer side chain aggregated even in dilute solution, which extended the onset of PDI absorption into the near-infrared (NIR). Transient-absorption spectra of these polymers provide evidence for efficient electron transfer following either donor or acceptor photoexcitation to form long-lived charge-separated species, which exhibit strong absorption in the NIR. The spectral overlap between the transient species and the long-wavelength absorption edge of the aggregated PDI leads to reverse saturable absorption at 680 nm that can be used for optical-pulse suppression. Additionally, at high input energies, two-photon absorption mechanisms may also contribute to the suppression. PDI-grafted polymers exhibit enhanced optical-pulse suppression compared with blends of model materials composed of unfunctionalized poly(carbazole-alt-2,7-fluorene)s and PDI small molecules.

  DOI：

  10.1021/jp3006712