5-hydroxy-7H-benzo[c]fluorene | 91283-74-8

• 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]fluorene
• 英文别名: 5-Hydroxy-7H-benzo[c]fluoren；7H-benzo[c]fluoren-5-ol
• CAS: 91283-74-8
• 化学式: C₁₇H₁₂O
• 分子量: 232.282
• InChiKey: BRQCQGMBPPVGBW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  18
• 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：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  5-hydroxy-7H-benzo[c]fluorene 、 1,1-二氯甲醚 生成 7H-Benzo[c]fluorene-6-carbaldehyde, 5-hydroxy-
  参考文献：
  名称：

  VANCUROVA, IVA;PRANTOVA, RENATA;KREPELKA, JIRI;BROZEK, JIRI

  摘要：

  DOI：
• 作为产物：
  描述：

  5-羟基苯并[c]芴-7-酮 在 氢氧化钾 、 一水合肼 作用下， 以 various solvent(s) 为溶剂， 反应 3.0h， 生成 5-hydroxy-7H-benzo[c]fluorene
  参考文献：
  名称：

  Derivatives of benzo(c)fluorene: II. Synthesis and biological effect of basic ethers of 7-oxo-7H-benzo(c)fluorene

  摘要：

  将酚类化合物IIa-IIc与ω-(N,N-二烷基氨基)烷基氯化物IIIa-IIId在水性和/或两相（甲苯和水性氢氧化钾）介质中进行烷基化反应，以及酚类化合物IId-IIf与异丙胺的反应，产生了醚类化合物IV-XIX。化合物IV和V用于制备衍生物XX-XXVI。通过钠硼氢化物还原化合物V中的7-酮基团产生7-羟基衍生物XXIV-XXVI，而在Wolf-Kishner反应条件下还原则产生衍生物XXVII和XXVIII，这两者也可通过在无水介质中用IIIa对XXIX进行烷基化而获得。化合物XXIX是通过还原化合物IIa制备的。大多数制备的化合物具有显著的抗肿瘤效果，尤其是化合物IV和V。化合物V、VII、IX和XVIII表现出抗菌效果，而化合物XVI、XVIII和XXIII在皮下应用对脑心肌炎病毒的效果与用作标准的Tiloron一样有效。

  DOI：

  10.1135/cccc19821856

文献信息

• PHOTOCHROMIC MATERIALS THAT INCLUDE 6-AMINO SUBSTITUTED INDENO-FUSED NAPHTHOPYRANS
  申请人：Chopra Anu

  公开号：US20120053341A1

  公开（公告）日：2012-03-01

  The present invention relates to photochromic materials that include certain indeno-fused naphthopyrans. The indeno-fused naphthopyrans have an amino group (e.g., a piperidino or morpholino group) bonded to the 6-position and an optional halo group (e.g., fluoro) bonded to the 11-position thereof. The photochromic materials of the present invention may have a closed-form electromagnetic radiation absorption spectrum that is shifted to longer wavelengths (e.g., wavelengths of greater than 390 nm), relative to comparable photochromic materials. The present invention also relates to optical elements, such as eyeglasses, that include the photochromic materials of the present invention.

  本发明涉及包括某些吲哚并螺[3,3,3]己喹喙的光致变色材料。这些吲哚并螺[3,3,3]己喹喙在6位与氨基团（例如哌啶基或吗啉基）键合，并且在11位可能与卤素基团（例如氟基）键合。本发明的光致变色材料可能具有闭合形式的电磁辐射吸收光谱，其相对于类似的光致变色材料向更长波长（例如大于390纳米的波长）移动。本发明还涉及包括本发明的光致变色材料的光学元件，例如眼镜。
• [EN] PHOTOCHROMIC INDENO-FUSED NAPHTHOPYRAN COMPOUNDS WITH REDUCED TEMPERATURE DEPENDENCE<br/>[FR] COMPOSÉS NAPHTOPYRANES INDÉNO-FUSIONNÉS PHOTOCHROMIQUES AYANT UNE DÉPENDANCE À LA TEMPÉRATURE RÉDUITE
  申请人：TRANSITIONS OPTICAL LTD

  公开号：WO2019228604A1

  公开（公告）日：2019-12-05

  A photochromic compound including a core skeletal structure represented by the following Formula (I), wherein D is oxygen or sulfur; E is oxygen, sulfur, or NR2 '; a is 0 or 1; R1 is hydrogen, or substituted or unsubstituted alkyl; R2 and R2' are each independently selected from hydrogen, substituted or unsubstituted alkyl, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, or substituted or unsubstituted heterocycloalkyl; and the photochromic compound is a thermally reversible photochromic compound.

  一种光致变色化合物，包括由以下化学式（I）表示的核心骨架结构，其中D为氧或硫；E为氧、硫或NR2'；a为0或1；R1为氢，或取代或未取代的烷基；R2和R2'各自独立地选自氢、取代或未取代的烷基、取代或未取代的芳基、取代或未取代的杂芳基、或取代或未取代的杂环烷基；且所述光致变色化合物为热可逆光致变色化合物。
• 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。
• Photochromic indeno-fused naphthopyrans
  申请人：Chopra Anu

  公开号：US20070138448A1

  公开（公告）日：2007-06-21

  Photochromic materials comprising indeno-fused naphthopyrans having substituents comprising a 4-fluorophenyl group and a 4-aminophenyl group bonded to the 3-position of the indeno-fused naphthopyran are disclosed. The photochromic materials may exhibit faster fade rates as compared to similar indeno-fused naphthopyrans without a 4-fluorophenyl group and a 4-aminophenyl group bonded to the 3-position of the indeno-fused naphthopyran. Substituted 2-propyn-1-ols utilized for the synthesis of the indeno-fused naphthopyrans disclosed herein are disclosed. Photochromic compositions and articles, such as optical elements, incorporating the photochromic materials disclosed herein are also disclosed.

  本文披露了一种包含取代基的吲哚并萘噻吩的光致变色材料，该取代基包括与吲哚并萘噻吩的3位键合的4-氟苯基和4-氨基苯基。与没有4-氟苯基和4-氨基苯基键合到吲哚并萘噻吩的类似吲哚并萘噻吩相比，光致变色材料可能表现出更快的褪色速率。本文还披露了用于合成本文所披露的吲哚并萘噻吩的取代2-丙炔-1-醇。本文还披露了包含本文所披露的光致变色材料的光致变色组合物和物品，例如光学元件。
• 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。