9'-(6-bromohexyloxy)-1,3,3-trimethyl-spiro[2H]-indol-2,3'-[3H]-naphtho[2,1-b][1,4]oxazine | 868853-29-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 英文名称: 9'-(6-bromohexyloxy)-1,3,3-trimethyl-spiro[2H]-indol-2,3'-[3H]-naphtho[2,1-b][1,4]oxazine
• 英文别名: 9-(6-Bromohexoxy)-1',3',3'-trimethylspiro[benzo[f][1,4]benzoxazine-3,2'-indole]；9-(6-bromohexoxy)-1',3',3'-trimethylspiro[benzo[f][1,4]benzoxazine-3,2'-indole]
• CAS: 868853-29-6
• 化学式: C₂₈H₃₁BrN₂O₂
• 分子量: 507.47
• InChiKey: OETZMVBSIXUALC-UHFFFAOYSA-N

物化性质

• 熔点：
  147 °C(Solv: hexane (110-54-3))
• 沸点：
  654.9±55.0 °C(Predicted)
• 密度：
  1.30±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  33
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  9'-(6-bromohexyloxy)-1,3,3-trimethyl-spiro[2H]-indol-2,3'-[3H]-naphtho[2,1-b][1,4]oxazine 在 吡啶 作用下， 以 乙腈 为溶剂， 反应 49.0h， 以51%的产率得到1-{6-(1,3,3-trimethylspiro[indoline-2,3'-[3H]naphtho[2,1-b][1,4]oxazin]-9'-yloxy)hexyl}pyridinium bromide
  参考文献：
  名称：

  螺吡喃和螺恶嗪 9. 新型阳离子螺恶嗪的光致变色

  摘要：

  合成了新型光致变色螺恶嗪喹啉、它们的阳离子衍生物和在分子恶嗪部分的脂肪族侧链中含有吡啶鎓阳离子的阳离子螺恶嗪。喹啉片段的季铵化导致阳离子螺恶嗪的部花青异构体的热稳定性显着增加和光着色效率的降低。螺恶嗪脂肪族侧链中的吡啶鎓阳离子对光着色和热漂白的动力学没有显着影响。

  DOI：

  10.1007/s11172-013-0073-6
• 作为产物：
  描述：

  2,7-二羟基萘 在 potassium carbonate 、 sodium hydroxide 、 sodium nitrite 作用下， 生成 9'-(6-bromohexyloxy)-1,3,3-trimethyl-spiro[2H]-indol-2,3'-[3H]-naphtho[2,1-b][1,4]oxazine
  参考文献：
  名称：

  Photophysical Switching Properties of Spironaphthoxazine-poly(styrene-sulfonic acid) Polyion Complex

  摘要：

  This research focuses on the preparation of polyion complex having spironaphthoxazine and their photochromic behaviors including absorbance and fluorescence switching. The polyion complex was prepared by the ion complex formation between spironaphthoxazine 3 (cationic monomer) and poly(styrene-sulfonic acid) (anionic polymer). Spironaphthoxazine group showed reversible photoisomerization in this polyion complex upon UV irradiation. It reversibly changed the fluorescent intensity by alternative irradiation with ultraviolet and visible light. The photoinduced ionic conductivity in polyion complex solution gradually increased upon UV irradiation and subsequently decreased in the dark.

  DOI：

  10.1080/15421400903584291

文献信息

• Self-Assembly Fabrication Using Diazo Coupling Dye and Spiroxazine
  作者：Sung Hoon Kim、Young Min Park、Chang Soo Lee、Young A Son

  DOI：10.1080/15421400802329418

  日期：2008.9.30

  diazonium resin, J-acid, photochromic spiroxazine and poly(sodium-4-styrene)sulfonate (PSS) were alternately fabricated on the glass slide, The fabrication of the multi-layer films was characterized by UV-vis spectroscopy and Atomic Force Microscopy (AFM). During the first bilayer fabrication, azo dye was simultaneously synthesized by diazo coupling reaction between diazonium resin and J-acid coupler

  通过自组装逐层技术，在载玻片上交替制备由重氮树脂、J-酸、光致变色螺恶嗪和聚（4-苯乙烯）磺酸钠（PSS）组成的有序多层薄膜，多层膜的制造通过紫外-可见光谱和原子力显微镜（AFM）表征。在第一个双层制备过程中，通过重氮树脂和 J-酸偶联剂之间的重氮偶联反应同时合成了偶氮染料。从多层膜中可以看出，确定了螺恶嗪部分的光谱变色效应。AFM 结果还表明，通过逐步化学组装成功地获得了多染料层制造，并且多层表面相对均匀。
• Photophysical Switching Properties of Spironaphthoxazine-poly(styrene-sulfonic acid) Polyion Complex
  作者：Young-A Son、Seon-Yeong Gwon、Sung-Hoon Kim

  DOI：10.1080/15421400903584291

  日期：2010.4.13

  This research focuses on the preparation of polyion complex having spironaphthoxazine and their photochromic behaviors including absorbance and fluorescence switching. The polyion complex was prepared by the ion complex formation between spironaphthoxazine 3 (cationic monomer) and poly(styrene-sulfonic acid) (anionic polymer). Spironaphthoxazine group showed reversible photoisomerization in this polyion complex upon UV irradiation. It reversibly changed the fluorescent intensity by alternative irradiation with ultraviolet and visible light. The photoinduced ionic conductivity in polyion complex solution gradually increased upon UV irradiation and subsequently decreased in the dark.
• Spiropyrans and spirooxazines 9. Photochromism of novel cationic spirooxazines
  作者：A. V. Metelitsa、N. A. Voloshin、S. O. Besuglyi、E. V. Solov’eva、K. E. Shepelenko、Yu. R. Abubikerova、V. I. Minkin

  DOI：10.1007/s11172-013-0073-6

  日期：2013.2

  spirooxazinoquinolines, their cationic derivatives, and cationic spirooxazine containing pyridinium cation in the aliphatic side chain of the oxazine moiety of the molecule were synthesized. Quaternization of the quinoline fragment leads to a substantial increase in the thermal stability of the merocyanine isomers of cationic spirooxazines and a decrease in the efficiency of photocoloration. Pyridinium

  合成了新型光致变色螺恶嗪喹啉、它们的阳离子衍生物和在分子恶嗪部分的脂肪族侧链中含有吡啶鎓阳离子的阳离子螺恶嗪。喹啉片段的季铵化导致阳离子螺恶嗪的部花青异构体的热稳定性显着增加和光着色效率的降低。螺恶嗪脂肪族侧链中的吡啶鎓阳离子对光着色和热漂白的动力学没有显着影响。