4,5-bis(3,4-(dimethoxyphenylthio))phthalonitrile | 1448816-57-6

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 4,5-bis(3,4-(dimethoxyphenylthio))phthalonitrile
• 英文别名: 4,5-bis[(3,4-dimethoxyphenyl)thio]phthalonitrile；4,5-bis(3,4-dimethoxyphenylthio)phthalonitrile；4,5-Bis[(3,4-dimethoxyphenyl)sulfanyl]benzene-1,2-dicarbonitrile；4,5-bis[(3,4-dimethoxyphenyl)sulfanyl]benzene-1,2-dicarbonitrile
• CAS: 1448816-57-6
• 化学式: C₂₄H₂₀N₂O₄S₂
• 分子量: 464.566
• InChiKey: OOPKBRWCDVUBFN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  32
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  135
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  4,5-bis(3,4-(dimethoxyphenylthio))phthalonitrile 、 cobalt(II) chloride 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 18.0h， 以20.3%的产率得到cobalt(II) octakis[(3,4-dimethoxyphenyl)thio]phthalocyaninate
  参考文献：
  名称：

  Effects of peripheral and nonperipheral substitution to the spectroscopic, electrochemical and spectroelectrochemical properties of metallophthalocyanines

  摘要：

  The syntheses, spectroscopic and electrochemical properties of metallo-phthalocyanine complexes, tetra- and octa-substituted with 3,4-(dimethoxyphenylthio) moieties at non-peripheral and peripheral positions were studied. These complexes were characterized by FT-IR, mass spectroscopy, electronic spectroscopy and electrochemical methods. 3,4-(Dimethoxyphenylthio) moieties increase the solubility of the complexes in various polar and nonpolar organic solvents and prevent the aggregation (in the same solvents) within a wide concentration range. Electronic absorption spectroscopy revealed that the presence of electron donating sulphur on synthesized complexes shift the Q-band of the complexes to the higher wavelengths. Redox active metal centers, Co-II, Fe-II and (MnOAc)-O-III into the phthalocyanine core extend the redox worthy of the complexes due to the reversible metal-based reduction and oxidation couples of the metal centers. In situ electrocolorimetric measurements of the complexes allow quantification of color coordinates of each electrogenerated anionic and cationic redox species. Electrochemical and in situ spectroelectrochemical analysis indicate that cobalt and manganese phthalocyanines catalyze the molecular oxygen in aprotic media. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.electacta.2013.04.166
• 作为产物：
  描述：

  3,4-二甲氧基苯硫酚 、 4,5-二氯邻苯二甲腈 在 potassium carbonate 作用下， 以 二甲基亚砜 为溶剂， 以61.9%的产率得到4,5-bis(3,4-(dimethoxyphenylthio))phthalonitrile
  参考文献：
  名称：

  类飞种子液晶5：基于八苯硫代酞菁的液晶及其光学性质

  摘要：

  我们合成了三种新型的基于酞菁铜（II）（缩写为PcCu）被大体积基团{（o- C1) PhS (i), (m- C1) PhS (j), [m, p-( C1)2] PhS (k)} 代替使用长烷基链，以研究它们的介晶。它们的相变行为和中间相结构已经通过使用偏光光学显微镜、差示扫描量热仪和温度相关的小角 X 射线衍射仪确定。结果，[(oC1)PhS]8PcCu (8i), [(mC1)PhS]8PcCu (8j) 和 {[m,p-(C1)2]PhS}8PcCu (8k) 显示一个 Coltet.o中间相 314.9~362.9 °C, a Col罗(P2m) 中间相在 287.4~334.2°C 和 Col罗(P2m) 中间相分别在 331.8~386.8°C。非常有趣的是，每种衍生物因此在非常高的温度下表现出柱状中间相。介晶显然起源于新的庞大群（i~k）。还值得注意的是，与相应的含 PhO

  DOI：

  10.1142/s1088424615500479

文献信息

• Electrochemical and spectroelectrochemical properties of novel lutetium(III) mono- and bis-phthalocyanines
  作者：Mürsel Arıcı、Ceyda Bozoğlu、Ali Erdoğmuş、Ahmet Lütfi Uğur、Atıf Koca

  DOI：10.1016/j.electacta.2013.09.088

  日期：2013.12

  While the mono phthalocyanines had an oxidation–reduction peak separation (ΔE1/2) higher that 1.50 V, this value decreased up to 0.36 V due to the π–π interaction of phthalocyanine rings around the lutetium core. Solvent of the electrolytic system also affected the redox behaviors of the complexes considerably. In-situ electrocolorimetric method was applied to investigate the color of the electrogenerated

  已合成了带有3,4-（二甲氧基苯硫基）取代基的周边和非周边取代的mono和三明治（III）酞菁，并通过元素分析，FT-IR，UV-vis光谱和质谱进行了表征。在溶液中对新合成的酞菁进行伏安法，原位光谱电化学和原位电比色表征。改变取代基的数目和位置会改变电子转移过程的可逆性，并影响电子转移反应的容易性。单酞菁具有氧化还原峰分离度（ΔE 1/2）高于1.50 V，由于，核心周围的酞菁环的π-π相互作用，该值降低至0.36V。电解系统的溶剂也极大地影响了配合物的氧化还原行为。原位电比色法用于研究复合物电生成的阴离子和阳离子形式的颜色，以用于可能的电致变色应用。
• Effects of peripheral and nonperipheral substitution to the spectroscopic, electrochemical and spectroelectrochemical properties of metallophthalocyanines
  作者：Duygu Arıcan、Mürsel Arıcı、Ahmet Lütfi Uğur、Ali Erdoğmuş、Atıf Koca

  DOI：10.1016/j.electacta.2013.04.166

  日期：2013.9

  The syntheses, spectroscopic and electrochemical properties of metallo-phthalocyanine complexes, tetra- and octa-substituted with 3,4-(dimethoxyphenylthio) moieties at non-peripheral and peripheral positions were studied. These complexes were characterized by FT-IR, mass spectroscopy, electronic spectroscopy and electrochemical methods. 3,4-(Dimethoxyphenylthio) moieties increase the solubility of the complexes in various polar and nonpolar organic solvents and prevent the aggregation (in the same solvents) within a wide concentration range. Electronic absorption spectroscopy revealed that the presence of electron donating sulphur on synthesized complexes shift the Q-band of the complexes to the higher wavelengths. Redox active metal centers, Co-II, Fe-II and (MnOAc)-O-III into the phthalocyanine core extend the redox worthy of the complexes due to the reversible metal-based reduction and oxidation couples of the metal centers. In situ electrocolorimetric measurements of the complexes allow quantification of color coordinates of each electrogenerated anionic and cationic redox species. Electrochemical and in situ spectroelectrochemical analysis indicate that cobalt and manganese phthalocyanines catalyze the molecular oxygen in aprotic media. (C) 2013 Elsevier Ltd. All rights reserved.
• Flying-seed-like liquid crystals 5: Liquid crystals based on octakisphenylthiophthalocyanine and their optical properties
  作者：Aya Ishikawa、Kazuchika Ohta、Mikio Yasutake

  DOI：10.1142/s1088424615500479

  日期：2015.5

  We have synthesized three novel flying-seed-like liquid crystals based on phthalocyaninato copper(II) (abbreviated as PcCu ) substituted by bulky groups (o- C1) PhS (i), (m- C1) PhS (j), [m, p-( C1)2] PhS (k)} instead of using long alkyl chains, in order to investigate their mesomorphism. Their phase transition behavior and the mesophase structures have been established by using a polarizing optical

  我们合成了三种新型的基于酞菁铜（II）（缩写为PcCu）被大体积基团（o- C1) PhS (i), (m- C1) PhS (j), [m, p-( C1)2] PhS (k)} 代替使用长烷基链，以研究它们的介晶。它们的相变行为和中间相结构已经通过使用偏光光学显微镜、差示扫描量热仪和温度相关的小角 X 射线衍射仪确定。结果，[(oC1)PhS]8PcCu (8i), [(mC1)PhS]8PcCu (8j) 和 [m,p-(C1)2]PhS}8PcCu (8k) 显示一个 Coltet.o中间相 314.9~362.9 °C, a Col罗(P2m) 中间相在 287.4~334.2°C 和 Col罗(P2m) 中间相分别在 331.8~386.8°C。非常有趣的是，每种衍生物因此在非常高的温度下表现出柱状中间相。介晶显然起源于新的庞大群（i~k）。还值得注意的是，与相应的含 PhO