N-(1,2,4-triazolyl)-N'-(2-ethylhexyl)naphthalenediimide | 1180504-49-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: N-(1,2,4-triazolyl)-N'-(2-ethylhexyl)naphthalenediimide
• 英文别名: 6-(2-Ethylhexyl)-13-(1,2,4-triazol-4-yl)-6,13-diazatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),2,4(16),8,10-pentaene-5,7,12,14-tetrone；6-(2-ethylhexyl)-13-(1,2,4-triazol-4-yl)-6,13-diazatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),2,4(16),8,10-pentaene-5,7,12,14-tetrone
• CAS: 1180504-49-7
• 化学式: C₂₄H₂₃N₅O₄
• 分子量: 445.478
• InChiKey: OGZDHJNNTOGATF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  33
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  106
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4-氨基-1,2,4-三氮唑 、 N-(2-ethylhexyl)naphthalene monoimide monoanhydride 以 N,N-二甲基甲酰胺 为溶剂， 以70%的产率得到N-(1,2,4-triazolyl)-N'-(2-ethylhexyl)naphthalenediimide
  参考文献：
  名称：

  Design, synthesis, photoluminescence and electrochemiluminescence properties of naphthalimide derivative and its silver complex

  摘要：

  A new D-A (Donor-Accept) type N-(1,2,4-triazolyl)-N'-(2-ethylhexyl) naphthalenediimide (L) was synthesized. AgL2PF6 (1) and AgL2NO3 (2) were obtained through the reactions of L with AgPF6 and AgNO3, respectively. All the compounds were fully characterized. Optical, electrochemical properties and electrogenerated chemiluminescence (ECL) were systematically investigated. Those dual fluorescent emissions for L, short wavelength (SW) and long wavelength (LW) emission bands, are rationally explained by the planar intramolecular charge transfer (PICT) model. All the compounds display anodically shift reduction waves with positive reduction potential, compared to its parent compound, Naphthalene bisimide (NBI). It is very interesting that the ECL intensity of the complexes is successfully increased, which is 20 times larger than that of L explaining that the radical anions of the complexes are stabilized by coordinating L with Ag(I) ion. The results provide a new approach to study ECL materials. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2010.09.011

文献信息

• Design, synthesis, photoluminescence and electrochemiluminescence properties of naphthalimide derivative and its silver complex
  作者：Guiju Hu、Liangfei Lv、Lin Li、Qiong Zhang、Xianlei Li、Yupeng Tian、Jieying Wu、Baokang Jin、Hongping Zhou、Jiaxiang Yang、Shengyi Zhang

  DOI：10.1016/j.dyepig.2010.09.011

  日期：2011.5

  A new D-A (Donor-Accept) type N-(1,2,4-triazolyl)-N'-(2-ethylhexyl) naphthalenediimide (L) was synthesized. AgL2PF6 (1) and AgL2NO3 (2) were obtained through the reactions of L with AgPF6 and AgNO3, respectively. All the compounds were fully characterized. Optical, electrochemical properties and electrogenerated chemiluminescence (ECL) were systematically investigated. Those dual fluorescent emissions for L, short wavelength (SW) and long wavelength (LW) emission bands, are rationally explained by the planar intramolecular charge transfer (PICT) model. All the compounds display anodically shift reduction waves with positive reduction potential, compared to its parent compound, Naphthalene bisimide (NBI). It is very interesting that the ECL intensity of the complexes is successfully increased, which is 20 times larger than that of L explaining that the radical anions of the complexes are stabilized by coordinating L with Ag(I) ion. The results provide a new approach to study ECL materials. (C) 2010 Elsevier Ltd. All rights reserved.