1-(4-(2-hydroxyethoxy)phenyl)-1-phenyl-2-propyn-1-ol | 869796-85-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(4-(2-hydroxyethoxy)phenyl)-1-phenyl-2-propyn-1-ol
• 英文别名: 1-(4-(2-hydroxyethoxy)phenyl)-1-phenylprop-2-yn-1-ol；1-(4-(2-Hydroxyethoxy)phenyl)-1-phenyl-2-propyn-1-ol；1-[4-(2-hydroxyethoxy)phenyl]-1-phenylprop-2-yn-1-ol
• CAS: 869796-85-0
• 化学式: C₁₇H₁₆O₃
• 分子量: 268.312
• InChiKey: FNQYTAJAWMHHNA-UHFFFAOYSA-N

物化性质

• 沸点：
  443.0±45.0 °C(Predicted)
• 密度：
  1.208±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  49.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(4-(2-hydroxyethoxy)phenyl)-1-phenyl-2-propyn-1-ol 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 methyl 6-(isobutyryloxy)-2-(4-(2-(isobutyryloxy)ethoxy)phenyl)-2-phenyl-2H-naphtho[1,2-b]pyran-5-carboxylate
  参考文献：
  名称：

  Photochromic Polymer Conjugates: The Importance of Macromolecular Architecture in Controlling Switching Speed within a Polymer Matrix

  摘要：

  Naphthopyran-poly(n-butyl acrylate) conjugates with different geometries were assembled using ATRP. First, within a rigid lens matrix, all investigation of the photochromic behavior of various poly(n-butyl acrylate), p(n-BA), homopolymers showed that midplacement of a single dye moiety, made possible using a Y-branching difunctional photochromic initiator, gave superior fade kinetics per chain length of conjugated polymer compared to end-functionalized homopolymers. Furthermore, having the dye pendant from the chain opposed to directly within the chain was also found to be advantageous. Fading kinetics became faster when chain length was increased, except in the case of linear random copolymers made by copolymerization of n-butyl acrylate with a naphthopyran acrylate. A gradient copolymer made with a nonphotochromic difunctional initiator and a naphthopyran methacrylate displayed Superior kinetics. Films consisting or ABA triblock copolymers, incorporating the photochromic in the middle of a sort p(n-BA) section, gave slower switching speeds compared to lens samples, with responses that were highly tunable and dependent on the amount of soft section inhabited by the photochromic moiety.

  DOI：

  10.1021/ma901830b
• 作为产物：
  描述：

  4-羟基-二苯甲酮 在 正丁基锂 、 sodium carbonate 作用下， 以 正己烷 为溶剂， 生成 1-(4-(2-hydroxyethoxy)phenyl)-1-phenyl-2-propyn-1-ol
  参考文献：
  名称：

  Photochromic Polymer Conjugates: The Importance of Macromolecular Architecture in Controlling Switching Speed within a Polymer Matrix

  摘要：

  Naphthopyran-poly(n-butyl acrylate) conjugates with different geometries were assembled using ATRP. First, within a rigid lens matrix, all investigation of the photochromic behavior of various poly(n-butyl acrylate), p(n-BA), homopolymers showed that midplacement of a single dye moiety, made possible using a Y-branching difunctional photochromic initiator, gave superior fade kinetics per chain length of conjugated polymer compared to end-functionalized homopolymers. Furthermore, having the dye pendant from the chain opposed to directly within the chain was also found to be advantageous. Fading kinetics became faster when chain length was increased, except in the case of linear random copolymers made by copolymerization of n-butyl acrylate with a naphthopyran acrylate. A gradient copolymer made with a nonphotochromic difunctional initiator and a naphthopyran methacrylate displayed Superior kinetics. Films consisting or ABA triblock copolymers, incorporating the photochromic in the middle of a sort p(n-BA) section, gave slower switching speeds compared to lens samples, with responses that were highly tunable and dependent on the amount of soft section inhabited by the photochromic moiety.

  DOI：

  10.1021/ma901830b

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。
• 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。