9'-hydroxy-5-methoxy-1,3,3-trimethylspiro[indoline-2,3'-[3H]naphtho[2,1-b][1,4]oxazine] | 438536-77-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 9'-hydroxy-5-methoxy-1,3,3-trimethylspiro[indoline-2,3'-[3H]naphtho[2,1-b][1,4]oxazine]
• 英文别名: 5'-Methoxy-1',3',3'-trimethylspiro[benzo[f][1,4]benzoxazine-3,2'-indole]-9-ol
• CAS: 438536-77-7
• 化学式: C₂₃H₂₂N₂O₃
• 分子量: 374.439
• InChiKey: ZWNIAEMGRJKGNY-UHFFFAOYSA-N

物化性质

• 熔点：
  197-198 °C(Solvent: Toluene)
• 沸点：
  625.6±55.0 °C(predicted)
• 密度：
  1.27±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  28
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  54.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  9'-hydroxy-5-methoxy-1,3,3-trimethylspiro[indoline-2,3'-[3H]naphtho[2,1-b][1,4]oxazine] 在 氢氧化钾 、 18-冠醚-6 、 potassium carbonate 作用下， 以 甲醇 、 水 、 甲苯 为溶剂， 反应 8.0h， 生成 5-methoxy-1,3,3-trimethylspiro[indoline-2,3'-[3H]naphtho[2,1-b][1,4]oxazine]-9'-yloxyacetic acid
  参考文献：
  名称：

  摘要：

  A procedure was developed for phase-transfer catalyzed alkylation of 5-hydroxyindolenineand 9'-hydroxy-substituted spiro[indoline-2,3'-naphtho[2,1-b]oxazines] by alkyl halides. New 9'-hydroxy- and 9'-alkoxy-substituted spironaphthooxazines, spirooxazinyloxyacetic acids, and their esters containing substituents with different length of the carbon chain in the indoline moiety were synthesized. The influence of the substituents on the spectroscopic properties of the starting and colored forms and the kinetic characteristics of photochromic transformations of 9'-substituted spironaphthooxazines in solutions and polymeric films was investigated. The bipolar merocyanine forms of spirooxazines were found to produce H-aggregates.

  DOI：

  10.1023/a:1024773727436
• 作为产物：
  描述：

  1-nitroso-naphthalene-2,7-diol 、 5-methoxy-1,2,3,3-tetramethyl-3H-indolium iodide 在 三乙胺 作用下， 以 异丙醇 为溶剂， 反应 2.0h， 以52%的产率得到9'-hydroxy-5-methoxy-1,3,3-trimethylspiro[indoline-2,3'-[3H]naphtho[2,1-b][1,4]oxazine]
  参考文献：
  名称：

  摘要：

  A procedure was developed for phase-transfer catalyzed alkylation of 5-hydroxyindolenineand 9'-hydroxy-substituted spiro[indoline-2,3'-naphtho[2,1-b]oxazines] by alkyl halides. New 9'-hydroxy- and 9'-alkoxy-substituted spironaphthooxazines, spirooxazinyloxyacetic acids, and their esters containing substituents with different length of the carbon chain in the indoline moiety were synthesized. The influence of the substituents on the spectroscopic properties of the starting and colored forms and the kinetic characteristics of photochromic transformations of 9'-substituted spironaphthooxazines in solutions and polymeric films was investigated. The bipolar merocyanine forms of spirooxazines were found to produce H-aggregates.

  DOI：

  10.1023/a:1024773727436

文献信息

• Photochromic compositions and light transmissible articles
  申请人：Evans Alexander Richard

  公开号：US20050269556A1

  公开（公告）日：2005-12-08

  The invention relates to a photochromic polymeric composition comprising a polymer matrix and a photochromic compound which is an adduct comprising a photochromic moiety and at least one pendant oligomer group to provide a rate of fade of the photochromic polymeric composition which is significantly changed when compared with the corresponding composition comprising the photochromic compound without said pendent oligomer. The invention also relates to a photochromic compound which is an adduct comprising a photochromic moiety and at least one pendent oligomer.

  本发明涉及一种光致变色聚合物组合物，包括聚合物基质和光致变色化合物，该化合物是一种加合物，包括光致变色基团和至少一个挂链寡聚物基团，以提供与不含所述挂链寡聚物的光致变色化合物相比，显著改变光致变色聚合物组合物的褪色速率。本发明还涉及一种光致变色化合物，其是一种加合物，包括光致变色基团和至少一个挂链寡聚物。
• Photochromic Compositions and Light Transmissible Articles
  申请人：Evans Alexander Richard

  公开号：US20080006798A1

  公开（公告）日：2008-01-10

  The invention relates to a photochromic polymeric composition comprising a polymer matrix and a photochromic compound which is an adduct comprising a photochromic moiety and at least one pendant oligomer group to provide a rate of fade of the photochromic polymeric composition which is significantly changed when compared with the corresponding composition comprising the photochromic compound without said pendent oligomer. The invention also relates to a photochromic compound which is an adduct comprising a photochromic moiety and at least one pendent oligomer.

  本发明涉及一种光致变色聚合物组合物，包括聚合物基质和光致变色化合物。该化合物是一种加合物，包括光致变色基团和至少一个挂链寡聚物基团，以提供与不含上述挂链寡聚物的光致变色化合物相比，光致变色聚合物组合物的退色速率显著改变的速率。本发明还涉及一种光致变色化合物，它是一种加合物，包括光致变色基团和至少一个挂链寡聚物基团。
• EP1560893A4
  申请人：——

  公开号：EP1560893A4

  公开（公告）日：2008-06-04
• PHOTOCHROMIC COMPOSITIONS AND LIGHT TRANSMISSIBLE ARTICLES
  申请人：Polymers Australia PTY Limited

  公开号：EP1560893A1

  公开（公告）日：2005-08-10
• US7247262B2
  申请人：——

  公开号：US7247262B2

  公开（公告）日：2007-07-24