dichlorido bis(5,7-dichloroquinolin-8-olato-2N,O)tin(IV) | 88587-86-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: dichlorido bis(5,7-dichloroquinolin-8-olato-2N,O)tin(IV)
• 英文别名: dichloride-bis(5,7-dichloroquinolin-8-olato)tin(IV)；[Sn(5,7-dichloro-8-hydroxylquinoline)₂Cl₂]；bis-(5,7-dichloro-8-quinolinato) tin(IV) dichloride；5,7-dichloroquinolin-8-olate;tin(4+);dichloride
• CAS: 88587-86-4
• 化学式: C₁₈H₈Cl₆N₂O₂Sn
• 分子量: 615.702
• InChiKey: GYXISZRKJLQKAU-UHFFFAOYSA-J

计算性质

• 辛醇/水分配系数(LogP)：
  6.23
• 重原子数：
  29
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  71.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  5,7-二氯-8-羟基喹啉 、 tin(ll) chloride 以 二甲基亚砜 为溶剂， 反应 2.0h， 以68%的产率得到dichlorido bis(5,7-dichloroquinolin-8-olato-2N,O)tin(IV)
  参考文献：
  名称：

  Porphyrin doping of dichloride-bis(5,7-dichloroquinolin-8-olato)tin(IV) complex for electroluminescence

  摘要：

  通过将红色和黄色染料溶解在一种普通溶剂中，并在一个熔炉中对混合物进行热蒸发，开发出了一种从有机发光二极管中获得红色发射的方法。合成了二氯双（5,7-二氯-8-羟基喹啉）锡（IV）络合物（Q2SnCl2，Q = 5,7-二氯-8-羟基喹啉），可用作有机发光二极管（OLED）中的荧光材料。通过循环伏安法测量探讨了电子状态 HOMO（最高占位分子轨道）/LUMO（最低占位分子轨道）能级。我们制作了一个基本结构为 ITO/PEDOT:PSS (55nm)/PVK (90nm)/ Q2SnCl2/Al (180nm) 的器件，并报告了它在不同厚度的 Q2SnCl2 发光层 (LEL) 下的电致发光性能。通过这一步骤，还确定并解释了掺杂效应的最佳厚度。最后，报告了一种基本结构为 ITO/PEDOT:PSS (55nm)/PVK (90nm)/meso-tetraphenylphoryrin (TPP) 的器件：Q2SnCl2（75nm）/ Al（180nm）的基本结构，并研究了其在不同浓度染料下的电致发光性能。结果表明，这种新方法有望在更均匀的层上制造出低成本的有机发光二极管。

  DOI：

  10.1142/s1088424613500132

文献信息

• Synthesis and Characterization of 8-hydroxyquinoline Complexes of Tin(IV) and Their Application in Organic Light Emitting Diode
  作者：Yousef Fazaeli、Mostafa M. Amini、Ezzatollah Najafi、Ezeddin Mohajerani、Mohammad Janghouri、Amirreza Jalilian、Seik Weng Ng

  DOI：10.1007/s10895-012-1068-7

  日期：2012.9

  complexes of tin, Q2SnCl2 (Q = 2-methyl-8-hydroxyquinoline, 8-hydroxyquinoline, 5,7-dibromo-8-hydroxyquinoline, 5-chloro-8-hydroxyquinoline, 5,7-dichloro-8-hydroxyquinoline and 5-nitro-8-hydroxyquinoline) were prepared by reacting stannous dichloride with 8-hydroxyquinoline and its derivatives. All complexes were characterized by elemental analysis, mass spectrometry and infrared, UV–vis and 1H NMR spectroscopes

  锡、Q 2 SnCl 2的一系列 8-羟基喹啉配合物（Q = 2-甲基-8-羟基喹啉、8-羟基喹啉、5,7-二溴-8-羟基喹啉、5-氯-8-羟基喹啉、5,7 -二氯-8-羟基喹啉和 5-硝基-8-羟基喹啉）是通过二氯化亚锡与 8-羟基喹啉及其衍生物反应制备的。所有配合物均通过元素分析、质谱和红外、紫外-可见光和1H NMR 光谱仪。此外，通过单晶 X 射线衍射确定了具有代表性的复合物 dichlorido-bis(5-nitro-quinolin-8-olato-2N,O)tin(IV) 的分子结构。研究了所有制备的化合物的光致发光 (PL) 特性和选定复合物 (Q = 5-氯-8-羟基喹啉) 的电致发光 (EL) 特性。结果表明，8-羟基喹啉上的给电子或吸电子基团取代基可以调节发射波长。制备的复合物在 OLED 制造中的应用已经得到证实。
• High antitumor activity of 5,7-dihalo-8-quinolinolato tin(IV) complexes
  作者：Zhen-Feng Chen、Yan Peng、Yun-Qiong Gu、Yan-Cheng Liu、Mei Liu、Ke-Bin Huang、Kun Hu、Hong Liang

  DOI：10.1016/j.ejmech.2012.12.030

  日期：2013.4

  Three tin(IV) complexes [Sn(ClQ)(2)Cl-2] (1), [Sn(BrQ)(2)Cl-2] (2) and [Sn(ClIQ)(2)Cl-2] (3) were prepared (HClQ = 5,7-dichloro-8-hydroxylquinoline, H-BrQ = 5,7-dibromo-8-hydroxylquinoline, H-ClIQ = 5-chloro-7-iodo-8-hydroxylquinoline) and their in vitro cytotoxicities against BEL7404, SKOV-3, NCI-H460, HL-7702 cell lines were evaluated. The complexes showed high anti-proliferative activity toward the tested cell lines with IC50 values ranging from 20 nM to 5.11 mu M. Compared with 5,7-dihalo-8-quinolinol, most complexes exhibited significantly enhanced cytotoxicity (except 2 against SKOV-3 and NCI-H460). They also displayed some selective cytotoxicity favoring the tested tumor cells over the normal human liver HL-7702 cells. Compared with their quinolinol ligands, complexes 1-3 bind more strongly with DNA. Intercalation is the most probable binding mode for both the complexes and their quinolinol ligands. (C) 2012 Elsevier Masson SAS. All rights reserved.
• Porphyrin doping of dichloride-bis(5,7-dichloroquinolin-8-olato)tin(IV) complex for electroluminescence
  作者：Mohammad Janghouri、Ezeddin Mohajerani、Mostafa M. Amini、Naser Safari

  DOI：10.1142/s1088424613500132

  日期：2013.5

  A method for obtaining red emission from an organic-light emitting diode has been developed by dissolving red and yellow dyes in a common solvent and thermally evaporating the mixture in a single furnace. Dichlorido-bis(5,7-dichloroquinolin-8-olato)tin(IV) complex ( Q₂SnCl₂, Q = 5,7-dichloro-8-hydroxyquinoline) has been synthesized for using as a fluorescent material in organic light-emitting diodes (OLEDs). The electronic states HOMO (Highest Occupied Molecular Orbital)/LUMO (Lowest Occupied Molecular Orbital) energy levels explored by means of cyclic voltammetry measurements. A device with fundamental structure of ITO/PEDOT:PSS (55nm)/PVK (90nm)/ Q₂SnCl₂/Al (180nm) was fabricated and its electroluminescence performance at various thicknesses of light emitting layer (LEL) of Q₂SnCl₂is reported. By following this step, an optimal thickness for the doping effect was also identified and explained. Finally a device with fundamental structure of ITO/PEDOT:PSS (55nm)/PVK (90nm)/meso-tetraphenylporphyrin (TPP): Q₂SnCl₂(75nm)/ Al (180nm) was fabricated and its electroluminescence performance at various concentrations of dye has been investigated. It is shown that this new method is promising candidate for fabrication of low cost OLEDs at more homogeneous layer.

  通过将红色和黄色染料溶解在一种普通溶剂中，并在一个熔炉中对混合物进行热蒸发，开发出了一种从有机发光二极管中获得红色发射的方法。合成了二氯双（5,7-二氯-8-羟基喹啉）锡（IV）络合物（Q2SnCl2，Q = 5,7-二氯-8-羟基喹啉），可用作有机发光二极管（OLED）中的荧光材料。通过循环伏安法测量探讨了电子状态 HOMO（最高占位分子轨道）/LUMO（最低占位分子轨道）能级。我们制作了一个基本结构为 ITO/PEDOT:PSS (55nm)/PVK (90nm)/ Q2SnCl2/Al (180nm) 的器件，并报告了它在不同厚度的 Q2SnCl2 发光层 (LEL) 下的电致发光性能。通过这一步骤，还确定并解释了掺杂效应的最佳厚度。最后，报告了一种基本结构为 ITO/PEDOT:PSS (55nm)/PVK (90nm)/meso-tetraphenylphoryrin (TPP) 的器件：Q2SnCl2（75nm）/ Al（180nm）的基本结构，并研究了其在不同浓度染料下的电致发光性能。结果表明，这种新方法有望在更均匀的层上制造出低成本的有机发光二极管。