2,3,9,10,16,17,23,24-octakis(3-hydroxypropylmercapto)phthalocyanine | 1428231-23-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四吡咯及其衍生物
• 英文名称: 2,3,9,10,16,17,23,24-octakis(3-hydroxypropylmercapto)phthalocyanine
• 英文别名: 3-[[7,15,16,24,25,33,34-Heptakis(3-hydroxypropylsulfanyl)-2,11,20,29,37,38,39,40-octazanonacyclo[28.6.1.13,10.112,19.121,28.04,9.013,18.022,27.031,36]tetraconta-1,3,5,7,9,11,13,15,17,19(39),20,22,24,26,28(38),30(37),31,33,35-nonadecaen-6-yl]sulfanyl]propan-1-ol；3-[[7,15,16,24,25,33,34-heptakis(3-hydroxypropylsulfanyl)-2,11,20,29,37,38,39,40-octazanonacyclo[28.6.1.13,10.112,19.121,28.04,9.013,18.022,27.031,36]tetraconta-1,3,5,7,9,11,13,15,17,19(39),20,22,24,26,28(38),30(37),31,33,35-nonadecaen-6-yl]sulfanyl]propan-1-ol
• CAS: 1428231-23-5
• 化学式: C₅₆H₆₆N₈O₈S₈
• 分子量: 1235.72
• InChiKey: WGWFHFUOGUSUAF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.8
• 重原子数：
  80
• 可旋转键数：
  32
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  473
• 氢给体数：
  10
• 氢受体数：
  22

反应信息

• 作为产物：
  描述：

  1,2-bis(3-hydroxypropylmercapto)-4,5-dicyanobenzene 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 戊醇 为溶剂， 反应 72.0h， 以71%的产率得到2,3,9,10,16,17,23,24-octakis(3-hydroxypropylmercapto)phthalocyanine
  参考文献：
  名称：

  Synthesis, characterization, aggregation, fluorescence, electrical and thermal properties of novel octasubstituted metal-free and metallophthalocyanines

  摘要：

  A dinitrile precursor, 1,2-bis(3-hydroxypropylmercapto)-4,5-dicyanobenzene (3), was synthesized via base-catalyzed nucleophilic aromatic chlorine displacement of 4,5-dichlorophthalonitrile with 3-mercapto-1-propanol. A novel metal-free phthalocyanine (4) (M = 2H) and its metal complexes (5)-(8) (M = Zn, Ni, Cu and Co) were prepared by the cyclotetramerization reaction of (3) with the appropriate materials. The aggregation property of the zinc(II) phthalocyanine (5) was investigated in terms of concentration, Ag+, Hg2+, Pb2+ and Cd2+ cations and also different solvents, such as dimethylformamide and pyridine. Complexation of the peripheral dithia groups of (5) with Ag+ or Pd2+ yields the pentanuclear complex (9) or (10), respectively. The fluorescence spectrum of compound (5) was also studied. The electrical conductivities of (5)-(10) in air and under vacuum were found to be similar to 10(-9)-10(-5) S m(-1). All the novel compounds were characterized by elemental analysis, UV-Vis, FT-IR, NMR and MS spectral data and DSC techniques. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2012.12.023

文献信息

• Synthesis, characterization, aggregation, fluorescence, electrical and thermal properties of novel octasubstituted metal-free and metallophthalocyanines
  作者：Çiğdem Yağcı、Ahmet Bilgin

  DOI：10.1016/j.poly.2012.12.023

  日期：2013.3

  A dinitrile precursor, 1,2-bis(3-hydroxypropylmercapto)-4,5-dicyanobenzene (3), was synthesized via base-catalyzed nucleophilic aromatic chlorine displacement of 4,5-dichlorophthalonitrile with 3-mercapto-1-propanol. A novel metal-free phthalocyanine (4) (M = 2H) and its metal complexes (5)-(8) (M = Zn, Ni, Cu and Co) were prepared by the cyclotetramerization reaction of (3) with the appropriate materials. The aggregation property of the zinc(II) phthalocyanine (5) was investigated in terms of concentration, Ag+, Hg2+, Pb2+ and Cd2+ cations and also different solvents, such as dimethylformamide and pyridine. Complexation of the peripheral dithia groups of (5) with Ag+ or Pd2+ yields the pentanuclear complex (9) or (10), respectively. The fluorescence spectrum of compound (5) was also studied. The electrical conductivities of (5)-(10) in air and under vacuum were found to be similar to 10(-9)-10(-5) S m(-1). All the novel compounds were characterized by elemental analysis, UV-Vis, FT-IR, NMR and MS spectral data and DSC techniques. (C) 2013 Elsevier Ltd. All rights reserved.