5-hydroxy-7H-benzo[c]fluoren-7-ol | 19390-96-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 5-hydroxy-7H-benzo[c]fluoren-7-ol
• 英文别名: 7H-benzo[c]fluorene-5,7-diol；(+/-)-5.7-Dihydroxy-7H-benzo[c]fluoren；7H-Benzo[c]fluoren-5,7-diol；5,7-Dihydroxy-7H-benzofluoren；7H-benzo[c]fluorene-5,7-diol
• CAS: 19390-96-6
• 化学式: C₁₇H₁₂O₂
• 分子量: 248.281
• InChiKey: BKOIMZYNYDLMSF-UHFFFAOYSA-N

物化性质

• 熔点：
  234 °C(Solv: methanol (67-56-1))
• 沸点：
  529.4±38.0 °C(Predicted)
• 密度：
  1.395±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  19
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-hydroxy-7H-benzo[c]fluoren-7-ol 在 吡啶 、 chromium(VI) oxide 、 sodium hydroxide 作用下， 生成 5-methoxy-benzofluoren-7(H)-one
  参考文献：
  名称：

  4,5,6,6 a，6 b，7,8,12 b-八氢苯并[ j ]荧蒽的合成

  摘要：

  通过有用的中间体5,6,6 a，11 b-四氢-7 H-苯并[ c ]芴-5,7从3-苯基茚满-1-酮乙酸乙酯合成上述烃和苯并[ j ]荧蒽-二酮，其选择性缩酮化产生二氧戊环酮和5,6,6 a，11 b-四氢-7 H-苯并[ c ]芴-7-（V）。二酮的还原得到5,6,6 a，11 b-四氢-5-羟基-7 H-苯并[ c ] fluoren-7-ol或5,6,6 a，11 b-四氢-7H-苯并[ c ]芴。将二酮与甲醇钠甲醇溶液进行芳构化，得到5-羟基-7 H苯并[ c ]芴基-7-醇，对其进行甲基化，然后氧化得到5-甲氧基-7 H-苯并[ c ]芴酮。将二氧杂戊酮与硼氢化钠一起生成相应的醇，与三溴化磷一起生成（可能）5-氧代-5,11 b-二氢-7 H-苯并[ c ]芴。

  DOI：

  10.1039/j39680001887
• 作为产物：
  描述：

  5-羟基苯并[c]芴-7-酮 在 sodium tetrahydroborate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 0.33h， 以97%的产率得到5-hydroxy-7H-benzo[c]fluoren-7-ol
  参考文献：
  名称：

  Optimizing the photochromic performance of naphthopyrans in a rigid host matrix using poly(dimethylsiloxane) conjugation

  摘要：

  一系列甲氧基取代的2,2-二芳基-2H-萘并吡喃光致变色染料被合成并通过引入羟基功能性，以便随后将其固定到柔性的聚二甲基硅氧烷低聚物中。研究了生成的PDMS-萘并吡喃共轭物在热固性基质中的光致变色性能，并与非共轭、电子等效的对照染料进行了比较。发现着色和褪色的速度都大幅提高，关键的褪色半衰期T1/2减少了42-80%。PDMS共轭在刚性基质中提供的类似溶液性能的程度，参考了对照染料在溶液中的褪色性能进行了考察，发现范围从20%到90%不等。这些测量结果被认为受到光致变色染料的电子性质和立体相互作用的影响。

  DOI：

  10.1039/b904345d

文献信息

• Photochromic materials having extended pi-conjugated systems and compositions and articles including the same
  申请人：Kim Beon-Kyu

  公开号：US20060228557A1

  公开（公告）日：2006-10-12

  Various non-limiting embodiments disclosed herein relate to photochromic materials having extended pi-conjugated systems. For example, various non-limiting embodiments disclosed herein provide a photochromic material, such as an indeno-fused naphthopyran, which comprises a group that extends the pi-conjugated system of the indeno-fused naphthopyran bonded at the 11-position thereof. Further, the photochromic materials according to certain non-limiting embodiments disclosed herein may display hyperchromic absorption of electromagnetic radiation as compared to conventional photochromic materials and/or may have a closed-form absorption spectrum that is bathochromically shifted as compared to conventional photochromic materials. Other non-limiting embodiments relate to photochromic compositions and photochromic articles, such as optical elements, made using the disclosed photochromic materials, and methods of making the same.

  本文披露的各种非限制性实施例涉及具有扩展π共轭系统的光致变色材料。例如，本文披露的各种非限制性实施例提供了一种光致变色材料，例如吲哚并螺并萘哌啶，其包括延伸吲哚并螺并萘哌啶的π共轭系统的基团，该基团与其11位键合。此外，根据本文披露的某些非限制性实施例，与传统光致变色材料相比，光致变色材料可能显示出电磁辐射的高吸光度，和/或具有相对于传统光致变色材料的向红移的闭合吸收光谱。其他非限制性实施例涉及使用所披露的光致变色材料制造的光致变色组合物和光致变色物品，例如光学元件，以及制造这些物品的方法。
• Ophthalmic devices comprising photochromic materials having extended PI-conjugated systems
  申请人：Kim Beon-Kyu

  公开号：US20060226402A1

  公开（公告）日：2006-10-12

  Various non-limiting embodiments disclosed herein relate to ophthalmic devices comprising photochromic materials having extended pi-conjugated systems. For example, various non-limiting embodiments disclosed herein provide a photochromic material, such as an indeno-fused naphthopyran, which comprises a group that extends the pi-conjugated system of the indeno-fused naphthopyran bonded at the 11-position of thereof. Further, the photochromic materials according to certain non-limiting embodiments disclosed herein may display hyperchromic absorption of electromagnetic radiation as compared to conventional photochromic materials and/or may have a closed-form absorption spectrum that is bathochromically shifted as compared to conventional photochromic materials. Other non-limiting embodiments relate to methods of making the ophthalmic devices comprising photochromic materials.

  本文披露了各种非限制性实施例，涉及具有扩展pi-共轭系统的光学装置，包括光致变色材料。例如，本文披露了各种非限制性实施例，提供了一种光致变色材料，例如一个在其11位点上连接扩展pi-共轭系统的吲哚并蒽吩。此外，根据本文披露的某些非限制性实施例，光致变色材料可能显示出比传统光致变色材料更高的电磁辐射吸收超色谱和/或比传统光致变色材料更向低波长方向移动的闭合吸收光谱。其他非限制性实施例涉及制造包括光致变色材料的光学装置的方法。
• PHOTOCHROMIC MATERIALS HAVING EXTENDED PI-CONJUGATED SYSTEMS AND COMPOSITIONS AND ARTICLES INCLUDING THE SAME
  申请人：Kim Beon-Kyu

  公开号：US20090032782A1

  公开（公告）日：2009-02-05

  Various non-limiting embodiments disclosed herein relate to photochromic materials having extended pi-conjugated systems, such as an indeno-fused naphthopyran, which comprises a group that extends the pi-conjugated system of the indeno-fused naphthopyran bonded at the 11-position thereof. Further, the photochromic materials according to certain non-limiting embodiments disclosed herein may display hyperchromic absorption of electromagnetic radiation as compared to conventional photochromic materials and/or may have a closed-form absorption spectrum that is bathochromically shifted as compared to conventional photochromic materials. Other non-limiting embodiments relate to photochromic compositions and photochromic articles, such as optical elements, made using the disclosed photochromic materials, and methods of making the same.

  本文披露了一些非限制性实施例，涉及具有扩展π-共轭系统的光致变色材料，例如一种在其11位点键合了扩展π-共轭系统的吲哚并螺[2,3-f]萘吡喃。此外，根据本文所披露的某些非限制性实施例，光致变色材料可以显示比传统光致变色材料更高的电磁辐射吸收，和/或具有比传统光致变色材料更向红移的闭合吸收光谱。其他非限制性实施例涉及使用所披露的光致变色材料制成的光致变色组合物和光致变色物品，例如光学元件，以及制造它们的方法。
• OPHTHALMIC DEVICES COMPRISING PHOTOCHROMIC MATERIALS HAVING EXTENDED PI-CONJUGATED SYSTEMS
  申请人：Kim Beon-Kyu

  公开号：US20090072206A1

  公开（公告）日：2009-03-19

  Various non-limiting embodiments disclosed herein relate to ophthalmic devices comprising photochromic materials having extended pi-conjugated systems. For example, various non-limiting embodiments disclosed herein provide a photochromic material, such as an indeno-fused naphthopyran, which comprises a group that extends the pi-conjugated system of the indeno-fused naphthopyran bonded at the 11-position of thereof. Further, the photochromic materials according to certain non-limiting embodiments disclosed herein may display hyperchromic absorption of electromagnetic radiation as compared to conventional photochromic materials and/or may have a closed-form absorption spectrum that is bathochromically shifted as compared to conventional photochromic materials. Other non-limiting embodiments relate to methods of making the ophthalmic devices comprising photochromic materials.

  本文披露了各种非限制性实施例，涉及具有扩展π-共轭系统的光致变色材料的眼科设备。例如，本文披露的各种非限制性实施例提供了一种光致变色材料，例如一种吲哚并螺[2,1,3]环庚烷，其在其11位处连接了一个扩展吲哚并螺[2,1,3]环庚烷的π-共轭系统的基团。此外，根据本文披露的某些非限制性实施例，光致变色材料可能与传统光致变色材料相比，显示出电磁辐射的高色素吸收，并且/或者具有与传统光致变色材料相比向低波长移动的闭合吸收光谱。其他非限制性实施例涉及制造包含光致变色材料的眼科设备的方法。
• GB569089
  申请人：——

  公开号：——

  公开（公告）日：——