1-(5-methyl-2-phenyl-4-thiazolyl)-2-(3-methyl-2-thienyl)perfluorocyclopentene | 743457-61-6

• 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-(5-methyl-2-phenyl-4-thiazolyl)-2-(3-methyl-2-thienyl)perfluorocyclopentene
• 英文别名: 2-Phenyl-4-[2-(3-methyl-2-thienyl)-3,3,4,4,5,5-hexafluoro-1-cyclopentenyl]-5-methylthiazole；4-[3,3,4,4,5,5-hexafluoro-2-(3-methylthiophen-2-yl)cyclopenten-1-yl]-5-methyl-2-phenyl-1,3-thiazole
• CAS: 743457-61-6
• 化学式: C₂₀H₁₃F₆NS₂
• 分子量: 445.452
• InChiKey: QILCWWQLHCCQHN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  29
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  69.4
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  1-(5-methyl-2-phenyl-4-thiazolyl)-2-(3-methyl-2-thienyl)perfluorocyclopentene 以 甲苯 为溶剂， 生成 7,7,8,8,9,9-Hexafluoro-3a,3b-dimethyl-2-phenyl-3b,7,8,9-tetrahydro-3aH-3,6-dithia-1-aza-trindene
  参考文献：
  名称：

  新型的黄色显影光致变色化合物的合成及光致变色性能

  摘要：

  合成了两个1-噻唑基-2-噻吩基环戊烯衍生物1a和2a，以及1-噻唑基-2-乙烯基环戊烯衍生物3a，以试图获得将颜色从无色变为黄色且光环还原量子产率低的光致变色化合物。和有色异构体的高吸收系数。所有这些化合物都经历了可逆的光致变色反应。甲苯溶液中的化合物1a和2a在313 nm光照射下从无色变为橙色和粉红色，其中在494 nm（ε = 10,000 M -1  cm -1）和525 nm（ε分别为8500 M -1  cm -1）。另一方面，3a的无色甲苯溶液在313nm的光照射下变为黄色，在416nm （ε＝ 17,100M -1  cm -1）处观察到最大吸收。的photocyclization /裂环作用的量子产率3分别为0.19和0.0014。在313 nm的光照射下，光固定态的3的开环异构体到闭环异构体的转化率接近100％。

  DOI：

  10.1016/j.tet.2004.05.029
• 作为产物：
  描述：

  2-溴-3-甲基噻吩 在 正丁基锂 作用下， 以 四氢呋喃 、 乙醚 、 正己烷 为溶剂， 反应 3.75h， 生成 1-(5-methyl-2-phenyl-4-thiazolyl)-2-(3-methyl-2-thienyl)perfluorocyclopentene
  参考文献：
  名称：

  新型的黄色显影光致变色化合物的合成及光致变色性能

  摘要：

  合成了两个1-噻唑基-2-噻吩基环戊烯衍生物1a和2a，以及1-噻唑基-2-乙烯基环戊烯衍生物3a，以试图获得将颜色从无色变为黄色且光环还原量子产率低的光致变色化合物。和有色异构体的高吸收系数。所有这些化合物都经历了可逆的光致变色反应。甲苯溶液中的化合物1a和2a在313 nm光照射下从无色变为橙色和粉红色，其中在494 nm（ε = 10,000 M -1  cm -1）和525 nm（ε分别为8500 M -1  cm -1）。另一方面，3a的无色甲苯溶液在313nm的光照射下变为黄色，在416nm （ε＝ 17,100M -1  cm -1）处观察到最大吸收。的photocyclization /裂环作用的量子产率3分别为0.19和0.0014。在313 nm的光照射下，光固定态的3的开环异构体到闭环异构体的转化率接近100％。

  DOI：

  10.1016/j.tet.2004.05.029

文献信息

• Method of changing color of a toy and colour changing toy
  申请人：THE PILOT INK CO., LTD.

  公开号：EP1415692A1

  公开（公告）日：2004-05-06

  A toy comprises a toy element comprising a photochromic layer which contains a photochromic compound having a photo memory function (color-memorizing photochromic property), maintains a coloring state by developing a color through the irradiation of ultraviolet rays or sunlight containing ultraviolet rays and changes into decolorizing state through its decolorization by the irradiation of visible light, and a color-changing means which contains at least one of an ultraviolet ray absorbent and a light-shading pigment capable of shading at least ultraviolet rays, changes the photochromic compound of the coloring state into decolorizing state by cutting off ultraviolet rays of sunlight and thereby effecting irradiation of visible light, and maintains the changed state, wherein a function to memorize and maintain coloring and decolorizing states alternately is expressed by arranging the color-changing means under such a condition that it is covering or not covering the photochromic layer.

  一种玩具包括一个由光致变色层和一个变色装置组成的玩具元件，光致变色层包含具有光记忆功能（颜色记忆光致变色特性）的光致变色化合物，通过紫外线或含有紫外线的阳光照射显色来保持着色状态，并通过可见光照射使其脱色而变为脱色状态，变色装置包含紫外线吸收剂和至少能遮蔽紫外线的遮光颜料中的至少一种、通过切断太阳光中的紫外线，从而实现可见光的照射，将着色状态的光致变色化合物变为脱色状态，并保持改变后的状态，其中，通过在覆盖或不覆盖光致变色层的条件下布置变色装置，可实现交替记忆和保持着色和脱色状态的功能。
• Color-memorizing photochromic writing instrument
  申请人：THE PILOT INK CO., LTD.

  公开号：EP1637570A1

  公开（公告）日：2006-03-22

  A color-memorizing photochromic writing instrument, which comprises a writing tip portion connected to a light-shielding tubular member or refill; and a color-memorizing photochromic ink, wherein the ink is prepared by dissolving, dispersing or suspending a diarylethene photochromic compound in a vehicle containing at least a solvent and a binder, wherein the diarylethene photochromic compound is in a coloring state, and a color-memorizing photochromic writing instrument set comprising the writing instrument and a color-changing means.

  一种颜色记忆光致变色书写工具，它包括一个与遮光管状部件或笔芯相连的书写尖端部分；一种可记色的光致变色墨水，其中墨水是通过在至少含有溶剂和粘合剂的载体中溶解、分散或悬浮二里蒽光致变色化合物制备的，其中二里蒽光致变色化合物处于着色状态；以及一套可记色的光致变色书写工具，包括书写工具和变色装置。
• Method for alternately expressing color-memorizing photochromic function in toy element, and an alternately color-memorizing photochromic toy
  申请人：THE PILOT INK CO., LTD.

  公开号：US20040135097A1

  公开（公告）日：2004-07-15

  A toy comprises a toy element comprising a photochromic layer which contains a photochromic compound having a photo memory function (color-memorizing photochromic property), maintains a coloring state by developing a color through the irradiation of ultraviolet rays or sunlight containing ultraviolet rays and changes into decolorizing state through its decolorization by the irradiation of visible light, and a color-changing means which contains at least one of an ultraviolet ray absorbent and a light-shading pigment capable of shading at least ultraviolet rays, changes the photochromic compound of the coloring state into decolorizing state by cutting off ultraviolet rays of sunlight and thereby effecting irradiation of visible light, and maintains the changed state, wherein a function to memorize and maintain coloring and decolorizing states alternately is expressed by arranging the color-changing means under such a condition that it is contacted or non-contacted with the photochromic layer.

  一种玩具包括一个由光致变色层和一个变色装置组成的玩具元件，光致变色层包含具有光记忆功能（颜色记忆光致变色特性）的光致变色化合物，通过紫外线或含有紫外线的阳光照射显色来保持着色状态，并通过可见光照射使其脱色而变为脱色状态，变色装置包含紫外线吸收剂和至少能遮蔽紫外线的遮光颜料中的至少一种、通过切断太阳光中的紫外线，从而实现可见光的照射，将着色状态的光致变色化合物变为脱色状态，并保持改变后的状态，其中，通过将变色装置布置在与光致变色层接触或不接触的条件下，可实现交替记忆和保持着色和脱色状态的功能。
• Color-memorizing photochromic writing instrument, color-memorizing photochromic writing instrument set using the same and method for alternately expressing color-memorizing photochromic function of writing image
  申请人：Shibahashi Yutaka

  公开号：US20060053975A1

  公开（公告）日：2006-03-16

  A color-memorizing photochromic writing instrument, which comprises a writing tip portion connected to a light-shielding tubular member or refill; and a color-memorizing photochromic ink, wherein the ink is prepared by dissolving, dispersing or suspending a diarylethene photochromic compound in a vehicle containing at least a solvent and a binder, wherein the diarylethene photochromic compound is in a coloring state, and a color-memorizing photochromic writing instrument set comprising the writing instrument and a color-changing means.

  一种颜色记忆光致变色书写工具，它包括一个与遮光管状部件或笔芯相连的书写尖端部分；一种可记色的光致变色墨水，其中墨水是通过在至少含有溶剂和粘合剂的载体中溶解、分散或悬浮二里蒽光致变色化合物制备的，其中二里蒽光致变色化合物处于着色状态；以及一套可记色的光致变色书写工具，包括书写工具和变色装置。
• Photochemically Stable Novel Yellow Developing Photochromic Compounds Having a Thiazole Group
  作者：Shizuka Takami、Masahiro Irie

  DOI：10.1080/15421400590947144

  日期：2005.6.1

  Diarylethene derivatives having a thiazole ring as the aryl group la, 2a, and 3a have been synthesized in an attempt to obtain photochromic compounds which change the color from colorless to yellow, and have low photocycloreversion quantum yields and high absorption coefficients of the colored isomers. Compounds 1 and 3 exhibited reversible photochromic reactions in hexane solution. The closed-ring isomers 1b and 3b showed orange and yellow colors, respectively. The 8 value of 3b at the absorption maximum is 18400M(-1)cm(-1), which is much larger than those of 1b (E = 10000M(-1)cm(-1)) and 2b (epsilon = 11400M(-1)cm(-1)). The photocyclizationleycloreversion quantum yields of 3 were determined to be 0.19 and 0.0014, respectively. The yellow color was sufficiently photochemically stable under room light.