1-[2-methyl-5-(3-methoxyphenyl)-3-thienyl]perfluorocyclopentene | 1240152-11-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-[2-methyl-5-(3-methoxyphenyl)-3-thienyl]perfluorocyclopentene
• 英文别名: 5-(3-methoxyphenyl)-2-methyl-3-(perfluorocyclopent-1-en-1-yl)thiophene；3-(2,3,3,4,4,5,5-Heptafluorocyclopenten-1-yl)-5-(3-methoxyphenyl)-2-methylthiophene
• CAS: 1240152-11-7
• 化学式: C₁₇H₁₁F₇OS
• 分子量: 396.329
• InChiKey: KTTFWFIDXNKHQG-UHFFFAOYSA-N

物化性质

• 沸点：
  371.4±42.0 °C(Predicted)
• 密度：
  1.46±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  37.5
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  1-[2-methyl-5-(3-methoxyphenyl)-3-thienyl]perfluorocyclopentene 在 正丁基锂 、 三溴化硼 、 硝基苯 作用下， 以 四氢呋喃 、 二氯甲烷 、 环己烷 、 丙酮 为溶剂， 反应 6.0h， 生成
  参考文献：
  名称：

  衍生自 Pyridinium-Phenolates 和 Bis(thienyl)ethane 的可切换 Mesomeric 甜菜碱

  摘要：

  制备了一系列具有中心 BTE 核的吡啶-酚盐型异构可切换内消旋甜菜碱，并研究了它们从交叉共轭体系到共轭、交叉共轭和两性离子闭环形式的光化学转化，包括 NMR 特性、红移位移和灭绝。

  DOI：

  10.1002/ejoc.202100279
• 作为产物：
  描述：

  2-甲基噻吩 在 N-溴代丁二酰亚胺(NBS) 、 四(三苯基膦)钯 、 正丁基锂 、 sodium carbonate 、 溶剂黄146 作用下， 以 四氢呋喃 、 乙醚 、 环己烷 、 水 为溶剂， 反应 102.17h， 生成 1-[2-methyl-5-(3-methoxyphenyl)-3-thienyl]perfluorocyclopentene
  参考文献：
  名称：

  衍生自 Pyridinium-Phenolates 和 Bis(thienyl)ethane 的可切换 Mesomeric 甜菜碱

  摘要：

  制备了一系列具有中心 BTE 核的吡啶-酚盐型异构可切换内消旋甜菜碱，并研究了它们从交叉共轭体系到共轭、交叉共轭和两性离子闭环形式的光化学转化，包括 NMR 特性、红移位移和灭绝。

  DOI：

  10.1002/ejoc.202100279

文献信息

• Polarization holographic optical recording based on a new photochromic diarylethene compound
  作者：Hui Li、Shouzhi Pu、Gang Liu、Weijun Liu、Baoli Yao

  DOI：10.1007/s11458-010-0101-0

  日期：2010.6

  A new unsymmetrical photochromic diarylethene, namely1-[2-methyl-5-(p-N,N-dimethylaminophenyl)-3-thienyl]-2-[2-methyl-5-(3-methoxylphenyl)-3-thienyl] perfluorocyclopentene (1a), was synthesized. The compound showed good photochromism, high sensitivity and remarkable fatigue-resistance both in solution and in poly(methyl methacrylate) (PMMA) matrix with UV/Vis light irradiation. The absorption maximum of its closed-ring isomer was observed at 624 nm in PMMA amorphous film. It is a nice match for the wavelength of the recording laser (633 nm). Using this target compound as recording medium, four types of polarization holographic optical recordings were performed successfully using a He-Ne laser. The results showed that only the orthogonal circular polarization recording could obtain a hologram with high diffraction efficiency and high signal-to noise-ratio. With multiplexing recording technology, three types of polarization multiplexing holographic optical recordings, including angular multiplexing, polarization multiplexing, and angular plus polarization multiplexing holographic recording, were also carried out perfectly based on its photoinduced anisotropic phenomenon accompanying the photochromic reaction by photoirradiation. The results demonstrate that the multiplexing recording technology is an effective method to improve recording capacity when using diarylethene 1 as recording medium.

  合成了一种新的非对称光致变色二芳基烯，即 1-[2-甲基-5-（对-N,N-二甲基氨基苯基）-3-噻吩基]-2-[2-甲基-5-（3-甲氧基苯基）-3-噻吩基]全氟环戊烯（1a）。该化合物在溶液中和聚甲基丙烯酸甲酯（PMMA）基体中，在紫外/可见光照射下均表现出良好的光致变色性、高灵敏度和显著的抗疲劳性。在聚甲基丙烯酸甲酯（PMMA）无定形薄膜中，其闭环异构体的吸收最大值出现在 624 纳米波长处。这与记录激光的波长（633 nm）非常吻合。以这种目标化合物为记录介质，使用氦氖激光成功地进行了四种偏振全息光学记录。结果表明，只有正交圆偏振记录才能获得高衍射效率和高信噪比的全息图。在复用记录技术的基础上，还利用光照射伴随光致变色反应产生的光诱导各向异性现象，完美地实现了三种偏振复用全息光学记录，包括角度复用、偏振复用和角度加偏振复用全息记录。结果表明，复用记录技术是使用二元蒽 1 作为记录介质时提高记录容量的有效方法。
• Syntheses and photochromism of new isomeric diarylethenes bearing an indole moiety
  作者：Chunhong Zheng、Shouzhi Pu、Zhiyi Pang、Bing Chen、Gang Liu、Yanfeng Dai

  DOI：10.1016/j.dyepig.2013.04.003

  日期：2013.9

  Four new photochromic diarylethenes, each bearing an indole moiety, were synthesized and three of their structures were determined by single-crystal X-ray diffraction analysis. Under alternating irradiation with UV and visible light, the compounds showed favorable photochromism in hexane, PMMA films and the crystalline phase. The cyclization quantum yields gradually increased and the molar absorption coefficients of the closed-ring isomers decreased going from the ortho- to meta- to the para-position of the substitution. The absorption maxima showed little change when the methoxy group was attached at any of the three positions on the terminal benzene ring. Each of the compounds displayed high fluorescence efficiency and remarkable fatigue resistance in both solution and PMMA films by photoirradiation. Of particular note, their fluorescent modulation efficiency could be achieved ca. 90% in solid media. Cyclic voltammograms testified that the methoxy group and its substituted position could effectively modulate the electrochemical behaviors of these diarylethenes. (C) 2013 Elsevier Ltd. All rights reserved.