1,2-bis(5-(3,5-bis(trifluoromethyl)phenyl)-2-methylthien-3-yl)perfluorocyclopent-1-ene | 1193686-20-2

• 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: 1,2-bis(5-(3,5-bis(trifluoromethyl)phenyl)-2-methylthien-3-yl)perfluorocyclopent-1-ene
• 英文别名: 1,2-bis(2-(3,5-bis(trifluoromethyl)phenyl)-5-methylthien-4-yl)hexafluorocyclopent-1-ene；3,3'-(perfluorocyclopent-1-ene-1,2-diyl)bis{5-[3,5-bis(trifluoromethyl)phenyl]-2-methylthiophene}；5-[3,5-Bis(trifluoromethyl)phenyl]-3-[2-[5-[3,5-bis(trifluoromethyl)phenyl]-2-methylthiophen-3-yl]-3,3,4,4,5,5-hexafluorocyclopenten-1-yl]-2-methylthiophene
• CAS: 1193686-20-2
• 化学式: C₃₁H₁₄F₁₈S₂
• 分子量: 792.555
• InChiKey: LEXJKCYFKFOSLX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.8
• 重原子数：
  51
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  56.5
• 氢给体数：
  0
• 氢受体数：
  20

反应信息

• 作为反应物：
  描述：

  1,2-bis(5-(3,5-bis(trifluoromethyl)phenyl)-2-methylthien-3-yl)perfluorocyclopent-1-ene 在 C₁₆H₃₆N⁽¹⁺⁾*F₆P⁽¹⁺⁾ 作用下， 以 乙腈 为溶剂， 生成 4,14-Bis[3,5-bis(trifluoromethyl)phenyl]-8,8,9,9,10,10-hexafluoro-1,2-dimethyl-3,15-dithiatetracyclo[10.3.0.02,6.07,11]pentadeca-4,6,11,13-tetraene
  参考文献：
  名称：

  Optically switchable transistors comprising a hybrid photochromic molecule/n-type organic active layer

  摘要：

  基于n型富勒烯衍生物和光致变色二芳乙烯混合物的可光开关晶体管，可以通过栅极电极或二芳乙烯分子的光异构化进行门控。

  DOI：

  10.1039/c5tc00401b
• 作为产物：
  描述：

  4,14-Bis[3,5-bis(trifluoromethyl)phenyl]-8,8,9,9,10,10-hexafluoro-1,2-dimethyl-3,15-dithiatetracyclo[10.3.0.02,6.07,11]pentadeca-4,6,11,13-tetraene 在 C₁₆H₃₆N⁽¹⁺⁾*F₆P⁽¹⁺⁾ 作用下， 以 乙腈 为溶剂， 生成 1,2-bis(5-(3,5-bis(trifluoromethyl)phenyl)-2-methylthien-3-yl)perfluorocyclopent-1-ene
  参考文献：
  名称：

  Optically switchable transistors comprising a hybrid photochromic molecule/n-type organic active layer

  摘要：

  基于n型富勒烯衍生物和光致变色二芳乙烯混合物的可光开关晶体管，可以通过栅极电极或二芳乙烯分子的光异构化进行门控。

  DOI：

  10.1039/c5tc00401b

文献信息

• Dual-Mode Switching in Highly Fluorescent Organogels: Binary Logic Gates with Optical/Thermal Inputs
  作者：Jong Won Chung、Seong-Jun Yoon、Seon-Jeong Lim、Byeong-Kwan An、Soo Young Park

  DOI：10.1002/anie.200902777

  日期：2009.9.7

  An on/off relationship: A supramolecular binary “OR” logic gate that generates highly enhanced fluorescence emission as the output signal is demonstrated (see picture). The system comprises a mixture of organogelator and photochromic compound and is able to process dual inputs of UV irradiation and thermal heating.

  开/关关系：演示了超分子二进制“或”逻辑门，该逻辑门在输出信号产生时会产生高度增强的荧光发射（见图）。该系统包含有机胶凝剂和光致变色化合物的混合物，并且能够处理UV照射和热加热的双重输入。
• Improving the Fatigue Resistance of Diarylethene Switches
  作者：Martin Herder、Bernd M. Schmidt、Lutz Grubert、Michael Pätzel、Jutta Schwarz、Stefan Hecht

  DOI：10.1021/ja513027s

  日期：2015.2.25

  When applying photochromic switches as functional units in light-responsive materials or devices, an often disregarded yet crucial property is their resistance to fatigue during photoisomerization. In the large family of diarylethene photoswitches, formation of an annulated isomer as a byproduct of the photochromic reaction turns out to prevent the desired high reversibility for many different derivatives. To overcome this general problem, we have synthesized and thoroughly investigated the fatigue behavior of a series of diarylethenes, varying the nature of the hetaryl moieties, the bridging units, and the substituents. By analysis of photokinetic data, a quantification of the tendency for byproduct formation in terms of quantum yields could be achieved, and a strong dependency on the electronic properties of the substituents was observed. In particular, substitution with 3,5-bis(trifluoromethyl)phenyl or 3,5-bis(pentafluorosulfanyl)phenyl groups strongly suppresses the byproduct formation and opens up a general strategy to construct highly fatigue-resistant diarylethene photochromic systems with a large structural flexibility.