1,2-bis(5-methyl-2-phenyl-4-thiazolyl)perfluorocyclopentene | 210490-50-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1,2-bis(5-methyl-2-phenyl-4-thiazolyl)perfluorocyclopentene
• 英文别名: 4-[3,3,4,4,5,5-hexafluoro-2-(5-methyl-2-phenyl-1,3-thiazol-4-yl)cyclopenten-1-yl]-5-methyl-2-phenyl-1,3-thiazole
• CAS: 210490-50-9
• 化学式: C₂₅H₁₆F₆N₂S₂
• 分子量: 522.538
• InChiKey: UTJFHXXSYPZEEJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  35
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  82.3
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  1,2-bis(5-methyl-2-phenyl-4-thiazolyl)perfluorocyclopentene 以 甲苯 为溶剂， 生成 (3aR,3bR)-7,7,8,8,9,9-Hexafluoro-3a,3b-dimethyl-2,5-diphenyl-3a,7,8,9-tetrahydro-3bH-3,4-dithia-1,6-diaza-trindene
  参考文献：
  名称：

  在反应中心具有甲氧基的二噻唑基乙烯的光致变色

  摘要：

  光致变色二噻唑乙烯 [1,2-双(5-甲氧基-2-苯基噻唑-4-基)全氟环戊烯 (1a) 和 (5-甲氧基-2苯基噻唑-4-基)-2-(5-甲基-2-苯基噻唑-4 -yl) 全氟环戊烯 (2a)] 合成了在反应中心具有甲氧基取代基的光致变色反应性与 1,2-双（5-甲基-2-苯基噻唑-4-基）全氟环戊烯（3a）相比，后者具有甲基反应中心的取代基。所有二噻唑基乙烯衍生物都经历了从开环形式 1a、2a 和 3a 分别为闭环形式 1b、2b 和 3b 的可逆光环化反应。1a 和 2a 的光环化量子产率仅略低于 3a，而 1b 和 2b 的光环化回复量子产率相对于 3b 分别显着降低了 100 和 10 倍。相对于二噻吩基乙烯衍生物，二噻唑基乙烯衍生物 1b、2b 和 3b 的吸收最大值显示出高达 50-80 nm 的低色移。这可以通过两个系统之间 HOMO-LUMO 带隙的差异来解释。(© Wiley-VCH

  DOI：

  10.1002/1099-0690(200211)2002:22<3796::aid-ejoc3796>3.0.co;2-x
• 作为产物：
  描述：

  全氟环戊烯 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 3.0h， 生成 1,2-bis(5-methyl-2-phenyl-4-thiazolyl)perfluorocyclopentene
  参考文献：
  名称：

  使用微流系统合成光致变色二硫杂环丁烷。

  摘要：

  已经开发了一种基于微流系统合成光致变色二硫醚的有效方法，并且已经完成了使用常规的大批量系统难以实现的不对称二硫醚的合成。

  DOI：

  10.1039/b702277h

文献信息

• METHOD OF MAKING UP WITH LIGHT-SENSITIVE MAKEUP BY APPLYING A BASE LAYER AND A KIT FOR IMPLEMENTING SUCH A METHOD
  申请人：GIRON Franck

  公开号：US20100215599A1

  公开（公告）日：2010-08-26

  The present invention provides a method of making up human keratinous material with light-sensitive makeup, wherein: a) a base layer of a first composition is applied to the keratinous material, the first composition containing at least one optical agent that configured for, at least temporarily, of forming a screen at a wavelength λ; and b) a thermally stable photochromic second composition is applied on the base layer, the second composition being developable by exposure to a radiation at least of the wavelength λ.

  本发明提供了一种利用光敏化妆品修饰人类角质材料的方法，其中： a) 在角质材料上涂抹第一组分的基层，所述第一组分至少包含一种光学剂，该光学剂被配置为至少暂时地在波长λ处形成屏幕；以及 b) 在基层上涂抹热稳定的光致变色第二组分，所述第二组分可通过暴露至少波长λ的辐射来发展。
• METHOD OF MAKING UP WITH A LIGHT-SENSITIVE MAKEUP, AND A LIGHT-SENSITIVE MAKEUP COMPOSITION
  申请人：SAMAIN Henri

  公开号：US20100278761A1

  公开（公告）日：2010-11-04

  The present invention provides a method of making up human keratinous material with a light-sensitive makeup, in which: i. a layer of a thermally stable photochromic composition comprising a photochromic agent capable of being developed by UV radiation and an optical agent that screens UV radiation is applied to the keratinous material; and ii. the layer of composition is exposed in non uniform manner to UV radiation to excite the photochromic agent and create a light-sensitive makeup look, the screening power F of the composition as regards solar UV radiation (280 nm to 400 nm) being 2 or more.

  本发明提供了一种使用光敏妆容来修饰人类角质材料的方法，其中： i. 在角质材料上涂覆一层热稳定的光致变色组合物，该组合物包括能够通过紫外辐射激发的光致变色剂和用于屏蔽紫外辐射的光学剂； ii. 以不均匀的方式暴露组合物层于紫外辐射，以激发光致变色剂并创造出一种光敏妆容外观，该组合物对太阳紫外辐射（280纳米至400纳米）的屏蔽能力F为2或更高。
• Photochromic polymers bearing various diarylethene chromophores as the pendant: synthesis, optical properties, and multicolor photochromism
  作者：Hiroyasu Nishi、Tomoko Namari、Seiya Kobatake

  DOI：10.1039/c1jm12707a

  日期：——

  Photochromic polymers with various diarylethene derivatives were synthesized by a conventional radical polymerization of styrene derivatives having diarylethene chromophores as the pendant. All the polymers exhibited reversible photochromism in the film as well as in solution, while the photocyclization conversion in the film decreased in comparison with that in solution because of a restriction of the conformational structure in the solid state. Although the photocyclization and photocycloreversion quantum yields at the initial stage of the reactions in the film were comparable to those in solution, the apparent cycloreversion quantum yield decreased along with the reaction, which is derived from a distribution of the quantum yields in the solid state. Finally, the photochromic terpolymers consisting of three diarylethene monomers which show photochromism changing color to cyan, magenta, and yellow were synthesized. The terpolymers were demonstrated to show bright colors including black, green, red, and blue both in solution and in the solid state by selective bleaching processes. Such multicolor photochromic polymers composed of diarylethene derivatives have a potential for rewritable photochromic display devices.

  合成了具有多种二芳基乙烯衍生物的光敏聚合物，这是通过对具有二芳基乙烯色团作为侧链的苯乙烯衍生物进行常规自由基聚合获得的。所有聚合物在薄膜和溶液中均表现出可逆的光致变色特性。然而，由于固态中构象结构的限制，薄膜中的光环化转化率与溶液中相比有所降低。尽管在反应初期，薄膜中的光环化和光环反转量子产率与溶液中相当，但随着反应的进行，明显的环反转量子产率下降，这源于固态中量子产率的分布。最后，合成了由三种二芳基乙烯单体组成的光敏三元聚合物，其光致变色改变为青色、品红色和黄色。这些三元聚合物通过选择性漂白过程在溶液和固态中表现出明亮的颜色，包括黑色、绿色、红色和蓝色。由二芳基乙烯衍生物组成的这种多色光敏聚合物在可重写的光致变色显示设备中具有潜在应用。
• Synthetic protocol for diarylethenes through Suzuki–Miyaura coupling
  作者：Satoru Hiroto、Katsuya Suzuki、Hiroki Kamiya、Hiroshi Shinokubo

  DOI：10.1039/c1cc12020d

  日期：——

  The synthesis of a variety of diarylethenes through the Suzuki–Miyaura coupling reaction of 1,2-dichlorohexafluorocyclopentene with arylboronic acids and esters has been developed. Thiophenes with various substituents such as cyano and ester functionalities can be incorporated.

  通过 1,2-二氯六氟环戊烯与芳基硼酸和酯的铃木宫浦偶联反应合成了多种二元噻吩。可以加入具有氰基和酯官能团等各种取代基的噻吩。
• Thermally irreversible photochromic systems. Reversible photocyclization of 1,2-bis(thiazolyl)perfluorocyclopentenes
  作者：Kingo Uchida、Takayuki Ishikawa、Michinori Takeshita、Masahiro Irie

  DOI：10.1016/s0040-4020(98)00330-5

  日期：1998.6

  Diarylethenes having thiazole rings, 1,2-bis(thiazol-4′-yl)perfluorocyclopentenes and 1,2-bis(thiazol-5′-yl)perfluorocyclopentenes, were synthesized. The binding positions of the thiazole rings to the perfluorocyclopentene moiety strongly affected the absorption spectra. The absorption maxima of the open- and closed-ring forms of 1,2-bis(5′-methyl-2′-phenylthiazol-4′-yl)perfluorocyclopentene were observed

  合成具有噻唑环，1，2-双（噻唑-4'-基）全氟环戊烯和1，2-双（噻唑-5'-基）全氟环戊烯的二芳烃。噻唑环与全氟环戊烯部分的结合位置强烈影响吸收光谱。1,2-双（5'-甲基-2'-苯基噻唑-4'-基）全氟环戊烯的开环和闭环形式的吸收最大值分别在300 nm和525 nm处观察到，而1,2-双（4'-甲基-2'-苯基噻唑-5'-基）全氟环戊烯移至363 nm（开环形式）和406 nm（闭环形式）。