5-hydroxy-3,9-dimethoxy-7H-benzo[c]fluoren-7-one | 318487-86-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 5-hydroxy-3,9-dimethoxy-7H-benzo[c]fluoren-7-one
• 英文别名: 5-hydroxy-3,9-dimethoxy-benzo[c]fluoren-7-one；5-Hydroxy-3,9-dimethoxy-benzo[c]fluoren-7-on；3,9-dimethoxy-5-hydroxybenzo[c]fluorene-7-one；7H-Benzo[c]fluoren-7-one, 5-hydroxy-3,9-dimethoxy-；5-hydroxy-3,9-dimethoxybenzo[c]fluoren-7-one
• CAS: 318487-86-4
• 化学式: C₁₉H₁₄O₄
• 分子量: 306.318
• InChiKey: AJMGBOZBUUFMRG-UHFFFAOYSA-N

物化性质

• 熔点：
  >320 °C(Solv: benzene (71-43-2))
• 沸点：
  554.4±40.0 °C(Predicted)
• 密度：
  1.359±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-hydroxy-3,9-dimethoxy-7H-benzo[c]fluoren-7-one 在 甲烷磺酸 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 4.0h， 生成
  参考文献：
  名称：

  一种色烯化合物及其制备方法

  摘要：

  本发明公开了一种色烯化合物，其特征在于，具有结构式(I)表示的基本结构，其中，R1为取代或未取代的C1‑C6烷基；R2为取代或未取代的C1‑C6烷基。本发明公开了一种色烯化合物的制备方法。能从无色变为青色，而紫外线消失后，又能从青色变为无色，光致变色现象明显。该类化合物不同结构显示的主变色色调都为青色，变色全部处在淡青色到青蓝色范围之内，且经过10000次的变色褪色循环后，其变色性能没有明显的下降，同时，经过高温实验，该化合物可以耐受350℃高温，可作为光致变色材料的应用。

  公开号：

  CN109232507A
• 作为产物：
  描述：

  (4,4'-dimethoxy-benzhydrylidene)-succinic acid anhydride 在 sodium hydroxide 、 三氯化铝 、 sodium acetate 、 硝基苯 作用下， 生成 5-hydroxy-3,9-dimethoxy-7H-benzo[c]fluoren-7-one
  参考文献：
  名称：

  Baddar et al., Journal of the Chemical Society, 1955, p. 1714,1717

  摘要：

  DOI：

文献信息

• Substituent effects on the photochromic properties of 3,3-diphenyspiro[benzofluorenopyran-cyclopentaphenanthrene]s
  作者：Junji Momoda、Shinobu Izumi、Yasushi Yokoyama

  DOI：10.1016/j.dyepig.2015.03.019

  日期：2015.8

  The introduction of electron-donating groups on the skeleton of a naphthopyran, 3,3-diphenyspiro[benzofluorenopyran-cyclopentaphenanthrene], has led to the development of a photochromic dye applicable to photochromic lenses. Introducing a methoxy group to C6 moved the absorption band of the MC form towards the longer wavelength. Further introduction of methoxy groups to the para-position of the phenyl

  在萘并吡喃3，3-二苯并螺[苯并芴吡喃-环戊苯菲]的骨架上引入给电子基团，导致了可用于光致变色镜片的光致变色染料的开发。向C6引入甲氧基使MC形式的吸收带移向更长的波长。将甲氧基进一步引入到C 3上的苯基对位引起MC形式的更快脱色。由于起始材料的对称性质，向C13中额外引入甲氧基导致了吸收强度的提高以及染料的简便，经济的合成。
• Process for preparation of spirofluorenols
  申请人：Shiigi Hirohumi

  公开号：US20060025636A1

  公开（公告）日：2006-02-02

  A spirofluorenol such as 3′,9′-dimethoxy-5′-hydroxyspiro[(1H-cyclopent[d,e,f]phenanthrene)-1,7′-benzo [c] fluorene] is produced by protecting a hydroxyl group bonded to a particular fluorenone compound such as 3,9-dimethoxy-5-hydroxybenzo[c]fluorene-7-one with “a substituted silyl group in which the sum of carbon atoms of substituents bonded to a silicon atom is 5 to 12”, such as a t-butyldimethylsilyl group, then, reacting the fluorenone compound with a particular organometal compound such as 1-lithiophenanthrene so as to be transformed into a spiro form and, then, removing the protection therefrom. This method makes it possible to efficiently produce the spirofluorenol which is useful as a starting material for producing photochromic compounds.

  通过保护与特定芴酮化合物（如3,9-二甲氧基-5-羟基苯并[c]芴-7-酮）相连的羟基，使用“取代硅基团，其中硅原子上的取代基的碳原子总数为5至12”，例如t-丁基二甲基硅基团，制备出螺旋芴醇，例如3′，9′-二甲氧基-5′-羟基螺旋[(1H-环戊[d，e，f]菲-1,7′-苯并[c]芴)]。然后，将芴酮化合物与特定的有机金属化合物（如1-锂菲）反应，使其转化为螺旋形式，然后去除保护。该方法可以有效地生产螺旋芴醇，该物质可用作生产光致变色化合物的起始材料。
• PHOTOCHROMIC MATERIALS
  申请人：Tomasulo Massimiliano

  公开号：US20110108781A1

  公开（公告）日：2011-05-12

  The present invention relates to photochromic materials that include a photochromic compound that includes a photochromic substituent (e.g., an indeno-fused naphthopyran) and at least one pendent silane group, which is bonded to the photochromic substituent. The pendent silane groups are selected from certain pendent siloxy-silane groups and/or pendent alkoxy-silane groups represented by general formulas (I) and/or (II) as described in further detail herein. The present invention also relates to photochromic articles, such as photochromic optical elements (e.g., photochromic lenses), and photochromic coating compositions (e.g., curable photochromic coating compositions), that include the photochromic materials of the present invention. The photochromic materials of the present invention have improved compatibility with compositions into which they may be incorporated, for example, coating compositions, such as urethane coating compositions.

  本发明涉及包括具有光致变色取代基（例如，吲哚并环戊基吡喃）和至少一个侧基硅烷基的光致变色化合物的光致变色材料。侧基硅烷基从描述的通用式（I）和/或（II）表示的某些侧基硅氧烷基和/或侧基烷氧基中选择。本发明还涉及光致变色物品，例如光致变色光学元件（例如，光致变色透镜）和光致变色涂层组合物（例如，可固化的光致变色涂层组合物），其中包括本发明的光致变色材料。本发明的光致变色材料与可能加入其中的组合物（例如，涂层组合物，例如脲基涂层组合物）具有改进的相容性。
• PROCESS FOR PREPARATION OF SPIROFLUORENOLS
  申请人：Tokuyama Corporation

  公开号：EP1547993A1

  公开（公告）日：2005-06-29

  A spirofluorenol such as 3',9'-dimethoxy-5'-hydroxyspiro[(1H-cyclopent[d,e,f]phenanthrene)-1,7'-benzo[c]fluorene] is produced by protecting a hydroxyl group bonded to a particular fluorenone compound such as 3,9-dimethoxy-5-hydroxybenzo[c]fluorene-7-one with "a substituted silyl group in which the sum of carbon atoms of substituents bonded to a silicon atom is 5 to 12", such as a t-butyldimethylsilyl group, then, reacting the fluorenone compound with a particular organometal compound such as 1-lithiophenanthrene so as to be transformed into a spiro form and, then, removing the protection therefrom. This method makes it possible to efficiently produce the spirofluorenol which is useful as a starting material for producing photochromic compounds.

  一种螺芴醇，如 3',9'-二甲氧基-5'-羟基螺[(1H-环戊并[d,e,f]菲)-1,7'-苯并[c]芴]，是通过保护与特定芴酮化合物（如 3、9-二甲氧基-5-羟基苯并[c]芴-7-酮 "中的取代硅基，其中与硅原子结合的取代基的碳原子数总和为 5 至 12"、例如 t-丁基二甲基硅基，然后将芴酮化合物与特定的有机金属化合物（例如 1-硫代菲）反应，使其转变为螺环形式，然后去除其中的保护层。这种方法可以有效地生产出螺芴醇，它可以作为生产光致变色化合物的起始原料。
• PHOTOCHROMIC COMPOUND, CURABLE COMPOSITION CONTAINING SAID PHOTOCHROMIC COMPOUND, AND OPTICAL ARTICLE
  申请人：Tokuyama Corporation

  公开号：EP3783084A1

  公开（公告）日：2021-02-24

  The invention is a photochromic compound having an indenonaphthopyran skeleton, and the indenonaphthopyran skeleton has an alkenyl group having 10 to 30 carbon atoms, and an oligomer chain group A having 3 or more recurring units selected from a polyalkylene oxide oligomer chain group, a polyester oligomer chain group, a polysiloxane chain group and a polyester polyether oligomer chain group. The invention can provide a photochromic compound capable of expressing excellent photochromic characteristics in various cured products and capable of preventing cured products from becoming cloudy.

  本发明是一种具有茚并吡喃骨架的光致变色化合物，该茚并吡喃骨架具有一个具有 10 至 30 个碳原子的烯基，以及一个具有 3 个或更多循环单元的低聚物链组 A，该循环单元选自聚环氧烷低聚物链组、聚酯低聚物链组、聚硅氧烷链组和聚酯聚醚低聚物链组。本发明可提供一种光致变色化合物，能够在各种固化产品中表现出优异的光致变色特性，并能防止固化产品变浑浊。