1,2-bis(2-methyl-5,2'-dithiophen-3-yl)perfluorocyclopentene | 159590-10-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 双噻吩和低聚噻吩
• 英文名称: 1,2-bis(2-methyl-5,2'-dithiophen-3-yl)perfluorocyclopentene
• 英文别名: 1,2-bis[2-methyl-5-(thien-2-yl)-thien-3-yl]hexafluorocyclopentene；1,2-bis[2-methyl-5-(2-thienyl)-3-thienyl]hexafluorocyclopentene；4,4''-(Hexafluorocyclopentene-1,2-diyl)bis(5-methyl-2,2'-bithiophene)；3-[3,3,4,4,5,5-hexafluoro-2-(2-methyl-5-thiophen-2-ylthiophen-3-yl)cyclopenten-1-yl]-2-methyl-5-thiophen-2-ylthiophene
• CAS: 159590-10-0
• 化学式: C₂₃H₁₄F₆S₄
• 分子量: 532.619
• InChiKey: RWKVOEKIBQPQDK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  33
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  113
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  1,2-bis(2-methyl-5,2'-dithiophen-3-yl)perfluorocyclopentene 以 二氯甲烷 为溶剂， 生成 4,4,5,5,6,6-Hexafluoro-9a,9b-dimethyl-2,8-di-thiophen-2-yl-5,6,9a,9b-tetrahydro-4H-1,9-dithia-trindene
  参考文献：
  名称：

  Regulating π-conjugated pathways using a photochromic 1,2-dithienylcyclopentene

  摘要：

  通过照射光致变色双（噻吩），线性Ï-共轭可逆地重新定向。

  DOI：

  10.1039/b205904e
• 作为产物：
  描述：

  全氟环戊烯 在 四(三苯基膦)钯 正丁基锂 、 氢碘酸 、 溴 、 仲丁基锂 作用下， 生成 1,2-bis(2-methyl-5,2'-dithiophen-3-yl)perfluorocyclopentene
  参考文献：
  名称：

  Thiophene oligomers with a photoswitch

  摘要：

  具有二噻吩乙烯结构的噻吩低聚物在光环化作用下，其氧化电位在阴极区域大幅偏移超过0.87-1.27 V。

  DOI：

  10.1039/c39940002123

文献信息

• Thiophene derivative and the polymer thereof and methods for production
  申请人：Research Development Corporation of Japan

  公开号：US05734065A1

  公开（公告）日：1998-03-31

  The present invention provides a thiophene derivative and the polymer thereof as expressed in the following formulas, which will respond to light and electricity and which are best suited for use as photorecording materials and light-electricity conversion elements. ##STR1## where n and m are independent integral numbers greater than 0; R.sub.1 is a hydrogen atom, a halogen atom or a trialkylsilyl group; the R.sub.2 s together with the ethylenic linkage form a ring and said R.sub.2 s taken together are an optionally substituted alkylene group or --COOCO-- or the R.sub.2 s independently represent cyano; and R.sub.3, R.sub.4 and R.sub.5 are hydrogen or alkyl.

  本发明提供了一种噻吩衍生物及其聚合物，如下式所示，它们对光和电起反应，最适合用作光记录材料和光电转换元件。 其中n和m是大于0的独立整数；R.sub.1是氢原子、卤原子或三烷基硅基；R.sub.2与乙烯链共同形成环，并且所述R.sub.2共同形成的是一个可选择取代的烷基基团或--COOCO--，或者R.sub.2独立地代表氰基；而R.sub.3、R.sub.4和R.sub.5是氢或烷基。
• Electrochemically induced ring-closing of photochromic 1,2-dithienylcyclopentenes
  作者：Andrea Peters、Neil R. Branda

  DOI：10.1039/b211378c

  日期：2003.4.3

  An unprecedented combination of photochromism and electrochromism is observed for two 1,2-bis(dithienyl)cyclopentene derivatives; the ring-opening reactions are photochemically driven while the ring-closing reactions can be triggered by electrochemical oxidation.

  在两种 1,2-双（二噻吩基）环戊烯衍生物中观察到了前所未有的光致变色与电致变色的结合；开环反应由光化学驱动，而闭环反应则可由电化学氧化引发。
• PHOTOCHROMIC AND ELETROCHROMIC COMPOUNDS AND METHODS OF SYNTHESIZING AND USING SAME
  申请人：Branda Neil R.

  公开号：US20110003966A1

  公开（公告）日：2011-01-06

  This invention relates to novel photochromic and electrochromic monomers and polymers based on 1,2-dithienylcyclopentene derivatives and method of using and synthesizing same. The compounds are reversibly interconvertible between different isomeric forms under suitable photochromic or electrochromic conditions. The electrochromic conversion may be catalytic. The application also relates to ultra-high density homopolymers prepared using ring-opening methathesis polymerization (ROMP) where the central ring of the 1,2-bis(3-thienyl)-cyclopentene is incorporated directly into the polymer backbone. The monomer units may be readily functionalized to enable the synthesis of polymers with diverse structural and electronic properties. The compounds have many potential applications including high-density optical information storage systems, photoregulated molecular switches, reversible holographic systems, ophthalmic lenses, actinometry and molecular sensors, photochromic inks, paints and fibers and optoelectronic systems such as optical waveguides, Bragg reflectors and dielectric mirrors.

  本发明涉及基于1,2-二噻吩基环戊烯衍生物的新型光致变色和电致变色单体和聚合物以及其使用和合成方法。在适当的光致变色或电致变色条件下，化合物可在不同的异构形式之间可逆地相互转换。电致变色转换可以是催化的。该申请还涉及使用环开元杂交聚合物（ROMP）制备的超高密度均聚物，其中1,2-双（3-噻吩基）-环戊烯的中心环直接并入聚合物骨架。单体单元可以轻松地进行官能化，以实现具有多种结构和电子性质的聚合物的合成。该化合物具有许多潜在应用，包括高密度光学信息存储系统、光调节分子开关、可逆全息系统、眼科镜片、光度计和分子传感器、光致变色油墨、油漆和纤维以及光电系统，如光波导、布拉格反射镜和介电镜。
• Thiophene derivatives and polymers thereof
  申请人：RESEARCH DEVELOPMENT CORPORATION OF JAPAN

  公开号：EP0698605A1

  公开（公告）日：1996-02-28

  The present invention provides thiophene derivatives (and a polymer thereof) of the following formula, which will respond to light and electricity and which are best suited for use as photorecording materials and light-electricity conversion elements:    (Where n and m are independent integral numbers greater than 0; R₁ is a hydrogen atom, a halogen atom or a trialkylsilyl group; R₂ are an alkylene group which may possess a substitutent group to form a ring with an ethylenic linkage and a -COOCO- group, respectively, or exclusively a cyno group; and R₃, R₄ and R₅ are a hydrogen atom or an alkyl group, respectively.)

  本发明提供了下式的噻吩衍生物（及其聚合物），它们对光和电都有反应，最适合用作光记录材料和光电转换元件： (其中 n 和 m 是大于 0 的独立整数；R₁ 是氢原子、卤素原子或三烷基硅基；R₂ 是亚烷基，可分别具有一个取代基以形成具有乙烯基连接的环和一个 -COOCO- 基团，或完全是一个炔基；R₃、R₄ 和 R₅ 分别是氢原子或烷基)。
• Saika Tetsuyuki, Irie Masahiro, Shimidzu Takeo, J. Chem. Soc. Chem. Commun, (1994) N 18, S 2123-2124
  作者：Saika Tetsuyuki, Irie Masahiro, Shimidzu Takeo

  DOI：——

  日期：——