4-(4-tert-butylphenoxy)-1,3-diiminoisoindoline

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-(4-tert-butylphenoxy)-1,3-diiminoisoindoline
• 英文别名: 7-(4-Tert-butylphenoxy)-3-iminoisoindol-1-amine
• 化学式: C₁₈H₁₉N₃O
• 分子量: 293.368
• InChiKey: DMVMVVWILALFIN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  71.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  四氯化硅 、 4-(4-tert-butylphenoxy)-1,3-diiminoisoindoline 以 喹啉 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  Synthesis, fluorescence, excited triplet state properties and singlet oxygen generation of para-(tert-butylphenoxy) substituted phthalocyanines containing group IV A central elements

  摘要：

  Phthalocyanines containing group IV A central elements and non-peripheral para-(tert-butyl)-phenoxy substituents, i.e. M(OH)(2)PC(alpha-t-butyl-phenoxy)(4) (M is Si, Ge, Sn and Pb respectively), were synthesized. The effects of the central elements on the photosensitizing and photophysical properties (quantum yield of singlet oxygen formation, quantum yield and lifetime of lowest lying excited triplet- and singlet state) were investigated by laser flash photolysis, time correlated single photon counting, steady state fluorescence and absorption spectra. The incorporation of large atoms significantly enhances the efficiency of excited triplet state and singlet oxygen formation. The triplet quantum yield is increased 2.5 times to 0.75 for the lead tetrasubstituted phthalocyanine relative to that of 0.30 determined for the silyl analog, while the triplet lifetime is longer than 120 mu s. Correspondingly, the quantum yield of singlet oxygen formation is 0.64 for the lead tetrasubstituted phthalocyanine and is 0.26 for the silyl compound. All of the PC complexes maintain reasonably good fluorescence characteristics with the shortest fluorescence lifetime measured being 3.14 ns, and the lowest fluorescence quantum yield of 0.18. These properties indicate that some of the PC complexes may be good candidates for singlet oxygen photosensitization. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2013.06.010
• 作为产物：
  描述：

  3-(4-tert-butylphenoxy)phthalonitrile 在 氨 、 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 10.0h， 生成 4-(4-tert-butylphenoxy)-1,3-diiminoisoindoline
  参考文献：
  名称：

  Synthesis, fluorescence, excited triplet state properties and singlet oxygen generation of para-(tert-butylphenoxy) substituted phthalocyanines containing group IV A central elements

  摘要：

  Phthalocyanines containing group IV A central elements and non-peripheral para-(tert-butyl)-phenoxy substituents, i.e. M(OH)(2)PC(alpha-t-butyl-phenoxy)(4) (M is Si, Ge, Sn and Pb respectively), were synthesized. The effects of the central elements on the photosensitizing and photophysical properties (quantum yield of singlet oxygen formation, quantum yield and lifetime of lowest lying excited triplet- and singlet state) were investigated by laser flash photolysis, time correlated single photon counting, steady state fluorescence and absorption spectra. The incorporation of large atoms significantly enhances the efficiency of excited triplet state and singlet oxygen formation. The triplet quantum yield is increased 2.5 times to 0.75 for the lead tetrasubstituted phthalocyanine relative to that of 0.30 determined for the silyl analog, while the triplet lifetime is longer than 120 mu s. Correspondingly, the quantum yield of singlet oxygen formation is 0.64 for the lead tetrasubstituted phthalocyanine and is 0.26 for the silyl compound. All of the PC complexes maintain reasonably good fluorescence characteristics with the shortest fluorescence lifetime measured being 3.14 ns, and the lowest fluorescence quantum yield of 0.18. These properties indicate that some of the PC complexes may be good candidates for singlet oxygen photosensitization. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2013.06.010

文献信息

• Carboxylate and heat-sensitive recording material using same
  申请人：MITSUI TOATSU CHEMICALS, Inc.

  公开号：EP0679640A1

  公开（公告）日：1995-11-02

  A carboxylate is herein disclosed which is represented by the formula (1) or (2) wherein a ring X is an aromatic residue which may have a substituent; A is =NH or -(OR³ or OR⁴) (wherein each of R³ and R⁴ is independently an alkyl group having 1 to 8 carbon atoms which may have a substituent, and R³ and R⁴ may bond to each other to form a ring); R¹ is a hydrogen atom, an alkyl group having 1 to 20 carbon atoms which may have a substituent, an aralkyl group which may have a substituent, or an aryl group which may have a substitutent, but when A is =NH, R¹ is an aryl group which may have a substituent; and R² is an alkyl group having 1 to 8 carbon atoms which may have a substituent. A heat-sensitive recording material comprising this carboxylate is excellent in the stability of the color image and can provide an optically character-readable sharp color image.

  本文公开了一种羧酸盐，由式（1）或（2）表示 其中环 X 是可具有取代基的芳香残基；A 是＝NH 或-(OR³ 或 OR⁴)（其中 R³ 和 R⁴ 各自独立地是具有 1 至 8 个碳原子的烷基，可具有取代基，且 R³ 和 R⁴ 可相互键合形成环）；R¹是氢原子、具有 1 至 20 个碳原子的烷基（可带有取代基）、芳烷基（可带有取代基）或芳基（可带有取代基），但当 A =NH 时，R¹是芳基（可带有取代基）；以及 R² 是具有 1 至 8 个碳原子的烷基（可带有取代基）。由这种羧酸盐组成的热敏记录材料在彩色图像的稳定性方面非常出色，可以提供光学字符可读的清晰彩色图像。
• US5559247A
  申请人：——

  公开号：US5559247A

  公开（公告）日：1996-09-24
• US5691272A
  申请人：——

  公开号：US5691272A

  公开（公告）日：1997-11-25
• Synthesis, fluorescence, excited triplet state properties and singlet oxygen generation of para-(tert-butylphenoxy) substituted phthalocyanines containing group IV A central elements
  作者：Xian-Fu Zhang、Xiaona Shao、Hongyan Tian、Xiaojie Sun、Kaixue Han

  DOI：10.1016/j.dyepig.2013.06.010

  日期：2013.11

  Phthalocyanines containing group IV A central elements and non-peripheral para-(tert-butyl)-phenoxy substituents, i.e. M(OH)(2)PC(alpha-t-butyl-phenoxy)(4) (M is Si, Ge, Sn and Pb respectively), were synthesized. The effects of the central elements on the photosensitizing and photophysical properties (quantum yield of singlet oxygen formation, quantum yield and lifetime of lowest lying excited triplet- and singlet state) were investigated by laser flash photolysis, time correlated single photon counting, steady state fluorescence and absorption spectra. The incorporation of large atoms significantly enhances the efficiency of excited triplet state and singlet oxygen formation. The triplet quantum yield is increased 2.5 times to 0.75 for the lead tetrasubstituted phthalocyanine relative to that of 0.30 determined for the silyl analog, while the triplet lifetime is longer than 120 mu s. Correspondingly, the quantum yield of singlet oxygen formation is 0.64 for the lead tetrasubstituted phthalocyanine and is 0.26 for the silyl compound. All of the PC complexes maintain reasonably good fluorescence characteristics with the shortest fluorescence lifetime measured being 3.14 ns, and the lowest fluorescence quantum yield of 0.18. These properties indicate that some of the PC complexes may be good candidates for singlet oxygen photosensitization. (C) 2013 Elsevier Ltd. All rights reserved.