1,2-di(13,17-dioxa nonacosane-15-sulfanyl) phthalonitrile | 309275-24-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,2-di(13,17-dioxa nonacosane-15-sulfanyl) phthalonitrile
• 英文别名: 1,2-di(13,17-dioxanonacosane-15-sulfanyl)phthalonitrile；1,2-di(13,17-dioxanonacosane-15-sulfonyl)phthalonitrile
• CAS: 309275-24-9
• 化学式: C₆₂H₁₁₂N₂O₄S₂
• 分子量: 1013.71
• InChiKey: BWZRSSCVNDMXAN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  20.1
• 重原子数：
  70.0
• 可旋转键数：
  56.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  84.5
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  1,2-di(13,17-dioxa nonacosane-15-sulfanyl) phthalonitrile 、 lead(II) oxide 以 neat (no solvent) 为溶剂， 以10%的产率得到2,3,9,10,16,17,23,24-octakis(13,17-dioxanonacosane-15-sulfanyl)phthalocyaninatolead(II)
  参考文献：
  名称：

  新型介晶八烷基（烷硫基）取代的酞菁铅及其薄膜的合成与表征

  摘要：

  描述了Pb（II）（1a和2a）的新的辛基（烷硫基）取代的酞菁的合成。这些化合物非常易溶于大多数常见的有机溶剂。使用元素分析，NMR，红外和UV-Vis光谱对它们进行了充分表征。通过差示扫描量热法和光学显微镜研究了这些新材料的介晶性能。这些酞菁衍生物在室温下为液体，并在低于-10°C时形成柱状六方（Col h）中间相。已经表明，在酞菁（Pc）核上添加亚甲基桥会增加清除点温度。另外，Pb 2+的配位与酞菁核一起使用会降低透明点温度和液晶相变温度。通过旋涂法制备八（烷硫基）取代的Pb（II）酞菁酞菁薄膜1a和2a。为了获得具有有序结构的膜，将1a的膜从室温缓慢冷却至-10℃。准备用于研究其电性能的Au / PbPc（1a）/ Au形式的三明治结构。结果表明，缓慢冷却的Au / PbPc（1a）/ Au结构在-1 V至+1 V之间施加的偏置电压下表现出可重复且稳定的电开关性能。

  DOI：

  10.1016/j.poly.2007.07.015
• 作为产物：
  描述：

  15-tosyloxy-13,17-dioxa nonacosane 在 potassium carbonate 、 硫脲 作用下， 以 乙醇 、 二甲基亚砜 为溶剂， 反应 102.0h， 生成 1,2-di(13,17-dioxa nonacosane-15-sulfanyl) phthalonitrile
  参考文献：
  名称：

  Guerek, A. G.; Ahsen, V.; Heinemann, F., Molecular Crystals and Liquid Crystals Science and Technology, Section A: Molecular Crystals and Liquid Crystals, 2000, vol. 338, p. 75 - 98

  摘要：

  DOI：

文献信息

• Photoconductive novel mesomorphic oxotitanium phthalocyanines
  作者：Dilek Dündar、Hatice Can、Devrim Atilla、Ayşe Gül Gürek、Zafer Ziya Öztürk、Vefa Ahsen

  DOI：10.1016/j.poly.2008.08.005

  日期：2008.11

  The synthesis and photoconductivity properties of the alkylthia and triethyleneoxysulfonyl substituted oxotitanium(IV) phthalocyanines (1a and 2a) are reported for the first time. The new compounds have been characterized by elemental analysis, IR, H-1 and C-13 NMR spectroscopy, electronic spectroscopy and mass spectroscopy. The mesogenic properties of these new materials were studied by differential scanning calorimetry and optical microscopy. The electrical dark conductivities (sigma(d)) and photoconductivities (sigma(ph),) of deposited films of la and 2a were investigated in various media with different concentrations of oxygen. Molecular oxygen increases photoconductivities (sigma(ph)) significantly. The photoconductivity mechanism and formation of Pc+ which is positive charge carrier under the light irradiation of the phthalocyanine molecules are demonstrated using the theoretical calculations. The geometries of the oxotitanium(IV) phthalocyanines (TiOPc) are optimized with PM3 semi-empirical method, and their visible absorption maxima are calculated with ZINDO/S method. The results agree well with the observed values. It was found that for the calculation of visible absorption of neutral and positively charged substituted TiOPc molecules using ZINDO/S method could rapidly yield excellent results. Dipole moment, HOMO, LUMO energies and atomic charges are also calculated for clarification of the oxygen effect on the photoconductivity using PM3 and ZINDO/S methods. (C) 2008 Elsevier Ltd. All rights reserved.