1,2-bis[2-methyl-5-(5-trimethyl-silyl-thien-2-yl)-thien-3-yl]hexafluorocyclopentene | 159590-09-7

• 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-(5-trimethyl-silyl-thien-2-yl)-thien-3-yl]hexafluorocyclopentene
• 英文别名: 1,2-bis[2-methyl-5-(5-trimethyl-silyl-2-thienyl)-3-thienyl]hexafluorocyclopentene；4,4''-(Hexafluorocyclopentene-1,2-diyl)bis[5-methyl-5'-(trimethylsilyl)-2,2'-bithiophene]；[5-[4-[3,3,4,4,5,5-hexafluoro-2-[2-methyl-5-(5-trimethylsilylthiophen-2-yl)thiophen-3-yl]cyclopenten-1-yl]-5-methylthiophen-2-yl]thiophen-2-yl]-trimethylsilane
• CAS: 159590-09-7
• 化学式: C₂₉H₃₀F₆S₄Si₂
• 分子量: 676.983
• InChiKey: FKMCIAJCKNKMKH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.8
• 重原子数：
  41
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.38
• 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-(5-trimethyl-silyl-thien-2-yl)-thien-3-yl]hexafluorocyclopentene 在 氢碘酸 作用下， 以95%的产率得到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
• 作为产物：
  描述：

  全氟环戊烯 在 四(三苯基膦)钯 正丁基锂 、 溴 、 仲丁基锂 作用下， 生成 1,2-bis[2-methyl-5-(5-trimethyl-silyl-thien-2-yl)-thien-3-yl]hexafluorocyclopentene
  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

• Light-Controlled Selective Metal Deposition on a Photochromic Diarylethene Film—Toward New Applications in Electronics and Photonics—
  作者：Yusuke Sesumi、Satoshi Yokojima、Shinichiro Nakamura、Kingo Uchida、Tsuyoshi Tsujioka

  DOI：10.1246/bcsj.20100056

  日期：2010.7.15

  Selective metal deposition controlled by light irradiation was achieved for Zn, Mg, and Mn on a photochromic diarylethene (DAE) film; metal vapor atoms were deposited only on the colored film but not on the uncolored film. The deposition properties of the metals were strongly dependent on the deposition rates. Fine metal patterns were produced by laser scanning and a conventional vacuum-evaporation method without a shadow mask. Multiple-metal pattern preparation of Zn, Mg, and Mn via a maskless evaporation in a single vacuum process was also demonstrated.

  在光致变色二元乙烯（DAE）薄膜上实现了由光照射控制的锌、镁和锰的选择性金属沉积；金属蒸气原子只沉积在有色薄膜上，而不沉积在无色薄膜上。金属的沉积特性与沉积速率密切相关。通过激光扫描和传统的无阴影掩膜真空蒸发方法制备出了精细的金属图案。此外，还演示了在单一真空工艺中通过无掩膜蒸发制备锌、镁和锰的多金属图案。
• Carrier mobility of photochromic diarylethene amorphous films
  作者：Naoya Matsui、Tsuyoshi Tsujioka

  DOI：10.1016/j.orgel.2014.06.032

  日期：2014.10

  Photochromic diarylethenes (DAEs) have gained attention as attractive current switching materials by light irradiation in the organic electronics field. We investigated the hole mobility of amorphous films consisting of three types of DAEs using a space-charge-limited current method and a better chemical structure to achieve high mobility. The hole mobility of open-ring (colorless) DAE having benzothiophene rings substituted with triphenylamine (TPA) as an aryl group was 2 x 10(4) times (2 x 10(-6) cm(2)/V s) larger than that of DAE containing thiophene rings without TPA. When the DAE film was irradiated with ultraviolet (UV) light, the hole mobility decreased temporarily at 4% of closed-ring (colored) isomers and then increased to two-three times of the initial colorless state at 85% of the closed-ring isomers. The temporary decrease in the hole mobility originated in the hole trapping effect of the closed-ring molecules in a matrix consisting of open-ring isomers. (C) 2014 Elsevier B.V. All rights reserved.
• Selective Metal Deposition on Photoswitchable Molecular Surfaces
  作者：Tsuyoshi Tsujioka、Yusuke Sesumi、Rie Takagi、Kyoko Masui、Satoshi Yokojima、Kingo Uchida、Shinichiro Nakamura

  DOI：10.1021/ja802430q

  日期：2008.8.13

  We report here a novel phenomenon: selective metal deposition on photoswitchable diarylethene (DAE) surfaces. Magnesium vapor was deposited by vacuum evaporation on the colored DAE but not on the uncolored surface. The selective deposition originates in the change of the glass transition temperature of the amorphous DAE film resulting from photoisomerization and therefore from changes of surface molecular motion. We clarified that Mg atoms on the uncolored surface actively migrated on the surface and were desorbed from the surface. The possibility of depositing other metals is also discussed. Light-controllable metal-integrated deposition was demonstrated as a new function of the photoswitchable molecular surfaces. This study reveals new features of the photoswitchable molecular surfaces, and their potential suggests bright prospects for future applications in organic electronics.
• 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：——
• Thiophene oligomers with a photoswitch
  作者：Tetsuyuki Saika、Masahiro Irie、Takeo Shimidzu

  DOI：10.1039/c39940002123

  日期：——

  Thiophene oligomers having a dithienylethene structure show large shifts in oxidation potential to the cathodic region in excess of 0.87–1.27 V by photocyclization.

  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。