2-[4,5-bis(methylsulfanyl)-1,3-dithiol-2-ylidene]-4-N,5-N-bis[2-(octylamino)ethyl]-1,3-dithiole-4,5-dicarboxamide | 1583232-04-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 乙烯基硫酯
• 英文名称: 2-[4,5-bis(methylsulfanyl)-1,3-dithiol-2-ylidene]-4-N,5-N-bis[2-(octylamino)ethyl]-1,3-dithiole-4,5-dicarboxamide
• CAS: 1583232-04-5
• 化学式: C₃₀H₅₂N₄O₂S₆
• 分子量: 693.164
• InChiKey: YUQWJHACGJZUIS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.9
• 重原子数：
  42
• 可旋转键数：
  24
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  234
• 氢给体数：
  4
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  N-辛基乙烯-1,2-二胺 、 dimethyl 2-[4,5-bis(methylthio)-1,3-dithiol-2-ylidene]-1,3-dithiole-4,5-dicarboxylate 以 甲醇 、 乙腈 为溶剂， 反应 8.0h， 以53.9%的产率得到2-[4,5-bis(methylsulfanyl)-1,3-dithiol-2-ylidene]-4-N,5-N-bis[2-(octylamino)ethyl]-1,3-dithiole-4,5-dicarboxamide
  参考文献：
  名称：

  Effect of Metal Coordination on Photocurrent Response Properties of a Tetrathiafulvalene Organogel Film

  摘要：

  Organic low molecular weight gelators with a tetrathiafulvalene (TTF) unit have received considerable attention because the formed gels usually exhibit redox active response and conducting or semiconducting properties. However, to our knowledge, metal coordination systems have not been reported for TTF-derived gels up to date. We have designed and synthesized a series of TTF derivatives with a diamide-diamino moiety that can coordinate to specific metal ions with square coordination geometry. Gelation properties and morphologies of the films prepared by the gelators in different hydrophobic solvents are characterized. The TTF derivative with a dodecyl group shows effective gelation properties, and electrodes with the organogel films are prepared. The effect of the Ni(II) and Cu(II) coordination on the photocurrent response property of the electrodes is examined. The metal square coordination significantly increases the photocurrent response. This gel system is the first metal coordination related TTF-gel-based photoelectric material. The mechanism of the metal coordination-improved photocurrent response property is discussed based on the crystal structural analysis and theoretical calculations.

  DOI：

  10.1021/ic403107v

文献信息

• Effect of Metal Coordination on Photocurrent Response Properties of a Tetrathiafulvalene Organogel Film
  作者：Shu-Fang Ji、Yong-Gang Sun、Peng Huo、Wei-Chun Shen、Yu-De Huang、Qin-Yu Zhu、Jie Dai

  DOI：10.1021/ic403107v

  日期：2014.4.7

  Organic low molecular weight gelators with a tetrathiafulvalene (TTF) unit have received considerable attention because the formed gels usually exhibit redox active response and conducting or semiconducting properties. However, to our knowledge, metal coordination systems have not been reported for TTF-derived gels up to date. We have designed and synthesized a series of TTF derivatives with a diamide-diamino moiety that can coordinate to specific metal ions with square coordination geometry. Gelation properties and morphologies of the films prepared by the gelators in different hydrophobic solvents are characterized. The TTF derivative with a dodecyl group shows effective gelation properties, and electrodes with the organogel films are prepared. The effect of the Ni(II) and Cu(II) coordination on the photocurrent response property of the electrodes is examined. The metal square coordination significantly increases the photocurrent response. This gel system is the first metal coordination related TTF-gel-based photoelectric material. The mechanism of the metal coordination-improved photocurrent response property is discussed based on the crystal structural analysis and theoretical calculations.