6-Nitro-2-<2,4-dihydroxy-benzolazo>-benzthiazol | 93138-29-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: 6-Nitro-2-<2,4-dihydroxy-benzolazo>-benzthiazol
• 英文别名: 4-[2-(6-nitrobenzothiazol-2-yl)diazenyl]benzene-1,3-diol；4-(6-nitro-benzothiazol-2-ylazo)-benzene-1,3-diol；4-[(6-Nitro-1,3-benzothiazol-2-yl)diazenyl]benzene-1,3-diol
• CAS: 93138-29-5
• 化学式: C₁₃H₈N₄O₄S
• 分子量: 316.297
• InChiKey: LMHWUYUKNPHNKG-UHFFFAOYSA-N

物化性质

• 沸点：
  573.6±42.0 °C(Predicted)
• 密度：
  1.71±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  152
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2-氨基-6-硝基苯并噻唑 、 间苯二酚 在 溶剂黄146 、 sodium nitrite 作用下， 以 丙酸 为溶剂， 反应 2.75h， 以78%的产率得到6-Nitro-2-<2,4-dihydroxy-benzolazo>-benzthiazol
  参考文献：
  名称：

  Polyurethanes as polymerizable dyes for hydrophobic polyester fabric

  摘要：

  本发明旨在提供一种含有聚氨酯键的新型苯并噻唑类可聚合染料。一系列单体染料是通过重氮化各种 2-氨基苯并噻唑并与间苯二酚偶联制备的。聚合物染料是通过单体染料与六亚甲基二异氰酸酯（HMDI）的缩聚反应制备的，并通过分子量、非水电导滴定、热重分析、红外光谱、可见光谱和元素分析对其进行了表征。单体染料也通过元素分析和红外光谱进行了表征。通过薄层色谱法检测了所有染料的纯度，并评估了它们在尼龙和涤纶上的染色性能。在涤纶纤维上的染色效果为黄色、橙色和粉红色，耐光牢度和耐洗牢度中等至良好。还进行了单体染料与 HMDI 在染色聚酯上的聚合。通过与相应的单体染料进行比较，讨论了聚合染料的颜色和染色性。结果发现，纤维上的染浴耗尽率和固着率从好到非常好。单体染料的染色牢度非常好，相应的聚合物染料的耐光牢度、耐洗牢度、耐汗牢度、耐溶剂牢度和耐升华牢度也非常好。

  DOI：

  10.1007/s11164-012-0532-y

文献信息

• Studies on nonlinear optical polyurethanes containing heterocyclic chromophores
  作者：M.Y. Kariduraganavar、S.M. Tambe、R.G. Tasaganva、A.A. Kittur、S.S. Kulkarni、S.R. Inamdar

  DOI：10.1016/j.molstruc.2010.12.010

  日期：2011.2

  This paper presents the synthesis of highly stable nitro-substituted thiazole, benzothiazole and thiadiazole chromophores. With these, a series of second-order nonlinear optical (NLO) responsive polyurethanes were successfully synthesized from tolylene-2,4-diisocyanate (TDI) and 4,4'-methylenedi(phenyl isocyanate) (MDI). Molecular structural characterization of these polyurethanes was achieved by H-1 NMR, FT-IR, GPC and analytical data. The weight-average molecular weights (M-w) of the resulting polyurethanes were determined by GPC and ranged between 22,100 and 26,700. All the polyurethanes were highly soluble in aprotic solvents such as tetrahydrofuran, cyclohexanone, N,N-dimethylformamide, N,N-dimethylacetamide, dimethylsulphoxide, N-methyl-2-pyrolidinone, etc. The thermal behaviour of these polyurethanes was investigated using differential scanning calorimetry (DSC) and thermogravimetric analysis (TGA). Their glass transition temperatures were in the range 140-165 degrees C and most of the polymers showed high thermal stability. With an in situ poling and temperature ramping technique, the optimal temperatures (T(opt)s) for corona poling were determined for the largest second-order NLO response. The second harmonic generation (SHG) coefficients (d(33)) of the poled polyurethane films range from 62.21 to 103.11 pm/V at 1064 nm. All the poled films showed outstanding orientational stability up to 120 degrees C without any measurable decay in the SHG signal. Of these, the polyurethane with nitro-substituted benzothiazole moiety (IIb) showed the best dynamical thermal stability of the poling-induced dipole alignment up to similar to 150 degrees C. (C) 2011 Elsevier B.V. All rights reserved.
• Drapkina,D.A. et al., Journal of general chemistry of the USSR, 1962, vol. 32, p. 1522 - 1525
  作者：Drapkina,D.A. et al.

  DOI：——

  日期：——