6,7-di[(3,5-di-tert-butyl)phenoxy]-2,3-dicyanonaphthalene | 899419-73-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6,7-di[(3,5-di-tert-butyl)phenoxy]-2,3-dicyanonaphthalene
• 英文别名: 6,7-Bis(3,5-ditert-butylphenoxy)naphthalene-2,3-dicarbonitrile
• CAS: 899419-73-9
• 化学式: C₄₀H₄₆N₂O₂
• 分子量: 586.817
• InChiKey: SJZQXDOOLKVPIC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.4
• 重原子数：
  44
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  66
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6,7-di[(3,5-di-tert-butyl)phenoxy]-2,3-dicyanonaphthalene 、 溴化铟(III) 以 further solvent(s) 为溶剂， 以56%的产率得到2,3-octa(3,5-di-tert-butylphenoxy)-2,3-naphthalocyaninatoindium bromide
  参考文献：
  名称：

  Axial Halogen Ligand Effect on Photophysics and Optical Power Limiting of Some Indium Naphthalocyanines

  摘要：

  Three axially substituted complexes, 2,3-octa(3,5-di-tert-butylphenoxy)-2,3-naphthalocyaninato indium chloride (1a), 2,3-octa(3,5-di-tert-butylphenoxy)-2,3-naphthalocyaninato indium bromide (1b), and 2,3-octa(3,5-di-tert-butylphenoxy)-2,3-naphthalocyaninato indium iodide (1c) have been synthesized and their photophysical properties have been investigated. Optical power limiting of nanosecond (ns) and picosecond (ps) laser pulses at 532 nm using these complexes has been demonstrated. All complexes display strong Q(0,0) absorption and measurable emission in the near-infrared region and exhibit strong excited-state absorption in the range of 470-700 nm upon ns laser excitation. The different axial ligands show negligible effect on the linear absorption, emission, and transient difference absorption spectra. However, the excited-state lifetime, triplet excited-state quantum yield, and efficiency to generate singlet oxygen are affected significantly by the heavier axial ligand. Brominated and iodinated complexes 1b and 1c show higher triplet excited-state quantum yield, while chlorinated complex 1a has longer excited-state lifetime and is more efficient in generating singlet oxygen. The iodinated complex 1c displayed the best optical limiting due to the higher ratio of excited-state absorption cross section to ground state absorption cross section (sigma(eff)/sigma(0)).

  DOI：

  10.1021/jp071152k

文献信息

• Nonlinear Transmission of a Tetrabrominated Naphthalocyaninato Indium Chloride
  作者：Danilo Dini、Mario J. F. Calvete、Michael Hanack、Richard G. S. Pong、Steven R. Flom、James S. Shirk

  DOI：10.1021/jp0571776

  日期：2006.6.1

  The axially substituted complex chloro indium(III) 2-tetrabromo-3-tetra-(3,5-di-tert-butylphenyloxy)naphthalocyanine [Br-4(tBu(2)PhO)(4)NcInCl (1); MW = 1996] has been synthesized for the first time, and its nonlinear transmission properties have been evaluated with the Z-scan technique in both open and closed aperture configurations at 532 nm for nanosecond pulsed radiation. The tetrabrominated complex 1 displayed a larger positive nonlinear absorption coefficient when compared to an analogous nonbrominated naphthalocyanine [(tBu(2)PhO)(8)NcInCl (2); MW = 2498]. The effect of the four Br atoms on the nonlinear optical behavior of 1 is evaluated, discussed, and compared with the nonlinear optical behavior of 2. It is shown that the bromination of the naphthalocyanine ring considerably improves the limiting properties of such a system when high-intensity radiations are produced by nanosecond laser pulses at 532 nm.