| 1320345-81-0

• 分子结构分类: 有机化合物 - 苯类化合物
• CAS: 1320345-81-0
• 化学式: C₂₅H₁₈F₆O₄S₂
• 分子量: 560.538
• InChiKey: UZJYNHTXLNRKRR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  37.0
• 可旋转键数：
  2.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  68.28
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  以 1,4-二氧六环 为溶剂， 生成 3,3'-(perfluorocyclopent-1-ene-1,2-diyl)bis(2-ethylbenzo[b]thiophene 1,1-dioxide)
  参考文献：
  名称：

  光开关开启模式荧光二芳基乙烯：控制开关响应的策略

  摘要：

  开发了一种新型的光控荧光二芳基乙烯，它没有荧光团单元，但在闭环异构体中发出强荧光（Φf ~ 0.9）。它们是 1,2-双（2-烷基-4-甲基-5-苯基-3-噻吩基）全氟环戊烯和 1,2-双（2-烷基-1-苯并噻吩-3-基）全氟环戊烯的砜衍生物。通过结构的化学修饰，它们的开关响应被调整以满足超分辨率荧光显微镜的要求。水溶性衍生物已成功应用于使用单波长可见光束获取超分辨率生物图像。

  DOI：

  10.1246/bcsj.20170365
• 作为产物：
  描述：

  3,3'-(perfluorocyclopent-1-ene-1,2-diyl)bis(2-ethylbenzo[b]thiophene 1,1-dioxide) 以 1,4-二氧六环 为溶剂， 生成
  参考文献：
  名称：

  光开关开启模式荧光二芳基乙烯：控制开关响应的策略

  摘要：

  开发了一种新型的光控荧光二芳基乙烯，它没有荧光团单元，但在闭环异构体中发出强荧光（Φf ~ 0.9）。它们是 1,2-双（2-烷基-4-甲基-5-苯基-3-噻吩基）全氟环戊烯和 1,2-双（2-烷基-1-苯并噻吩-3-基）全氟环戊烯的砜衍生物。通过结构的化学修饰，它们的开关响应被调整以满足超分辨率荧光显微镜的要求。水溶性衍生物已成功应用于使用单波长可见光束获取超分辨率生物图像。

  DOI：

  10.1246/bcsj.20170365

文献信息

• Turn-on mode fluorescence photoswitching of diarylethene single crystals
  作者：Masakazu Morimoto、Ryota Kashihara、Katsuya Mutoh、Yoichi Kobayashi、Jiro Abe、Hikaru Sotome、Syoji Ito、Hiroshi Miyasaka、Masahiro Irie

  DOI：10.1039/c6ce00725b

  日期：——

  single-crystalline phase. The derivatives showed reversible photochromic reactions and turn-on mode photoswitching of fluorescence in solution as well as in the single-crystalline phase. Upon irradiation with UV light, the open-ring isomers in the crystals underwent cyclization reactions to produce fluorescent closed-ring isomers. The UV-irradiated crystals emitted green or yellow-green fluorescence and exhibited

  两种具有苯并[ b ]噻吩S，S的二芳基乙烯衍生物的光致变色和荧光性质在单晶相中研究了-二氧化物基团。衍生物在溶液中以及在单晶相中显示出可逆的光致变色反应和荧光的开启模式光开关。在用紫外线照射时，晶体中的开环异构体进行环化反应以产生荧光闭环异构体。紫外线照射的晶体发出绿色或黄绿色荧光，并在线性偏振光下表现出其吸收和荧光光谱的二向色性。在可见光照射下，闭环异构体恢复为开环异构体，晶体的荧光消失。开关周期可以重复50次以上，而不会出现明显的劣化。
• In Situ Preparation of Highly Fluorescent Dyes upon Photoirradiation
  作者：Kakishi Uno、Hiroyuki Niikura、Masakazu Morimoto、Yukihide Ishibashi、Hiroshi Miyasaka、Masahiro Irie

  DOI：10.1021/ja204583e

  日期：2011.8.31

  Photoswitchable or photoactivatable fluorescent dyes are potentially applicable to ultrahigh density optical, memory media as well as super-resolution fluorescence imaging when the dyes are highly fluorescent and have large absorption coefficients. Here, we report on highly fluorescent photochromic dyes, which are initially nonluminous in solution under irradiation with visible light but activated to emit green or red fluorescence upon irradiation with ultraviolet (UV) light. The dyes Sa-9a are sulfone derivatives of 1,2-bis(2-ethyl-6-phenyl(or thienyl)-1-benzothiophen-3-yl)perfluorocyclopentene. It was found that substitution of phenyl or thiophene rings at 6 and 6' positions of the benzothiophene-1,1-dioxide groups is effective to increase the fluorescence quantum yields of the closed-ring isomers over 0.7 and absorption coefficients over 4 x 10(4) M-1 cm(-1). The phenyl-substituted derivatives 5a-7a undergo photocyclization reactions to produce yellow closed-ring isomers 5b-7b, which emit brilliant green fluorescence at around 550 nm (Phi(F) = 0.87-0.88) under irradiation with 488 nm light. Any absorption intensity change of the closed-ring isomers was not observed even after 100 h storage in the dark at 80 degrees C. The closed-ring isomers slowly returned to the initial open-ring isomers upon irradiation with visible (lambda > 480 nm) light. The ring-opening quantum yields (Phi(C -> O)) were measured to be (1.6-4.0) x 10(-4). When the phenyl substituents are replaced with thiophene rings, such as compounds 8a and 9a, the absorption bands of the closed-ring isomers shift to longer than 500 nm. The closed-ring isomers exhibit brilliant red fluorescences at around 620 nm (Phi(F) = 0.61-0.78) under irradiation with 532 nm light. The ring-opening reactions are very slow (Phi(C -> O) < 1 x 10(-5)). The fluorescence lifetimes of these sulfone derivatives were measured to be around 2-3 ns, which is much longer than the value of the closed-ring isomer of 1,2-bis (2-methyl-1-benzothiophen-3-yl)perfluorocyclopentene (tau(F) = 4 and 22 ps). The closed-ring isomer 8b in 1,4-dioxane exhibits excellent fatigue resistant property under irradiation with visible light (lambda > 440 nm) superior to the stability of Rhodamine 101 in ethanol
• Photoswitchable Turn-on Mode Fluorescent Diarylethenes: Strategies for Controlling the Switching Response
  作者：Masahiro Irie、Masakazu Morimoto

  DOI：10.1246/bcsj.20170365

  日期：2018.2.15

  has been developed. They are sulfone derivatives of 1,2-bis(2-alkyl-4-methyl-5-phenyl-3-thienyl)perfluorocyclopentenes and 1,2-bis(2-alkyl-1-benzothiophen-3-yl)perfluorocyclopentenes. By chemical modifications of the structures their switching response was tuned to meet the requirements for super-resolution fluorescence microscopies. The water-soluble derivatives have been successfully applied to acquire

  开发了一种新型的光控荧光二芳基乙烯，它没有荧光团单元，但在闭环异构体中发出强荧光（Φf ~ 0.9）。它们是 1,2-双（2-烷基-4-甲基-5-苯基-3-噻吩基）全氟环戊烯和 1,2-双（2-烷基-1-苯并噻吩-3-基）全氟环戊烯的砜衍生物。通过结构的化学修饰，它们的开关响应被调整以满足超分辨率荧光显微镜的要求。水溶性衍生物已成功应用于使用单波长可见光束获取超分辨率生物图像。