2-[4-[1,2-Bis[4,5-bis(octylsulfanyl)-1,3-dithiol-2-ylidene]-2-[4-(2-trimethylsilylethynyl)phenyl]ethyl]phenyl]ethynyl-trimethylsilane | 1533405-55-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 2-[4-[1,2-Bis[4,5-bis(octylsulfanyl)-1,3-dithiol-2-ylidene]-2-[4-(2-trimethylsilylethynyl)phenyl]ethyl]phenyl]ethynyl-trimethylsilane
• 英文别名: 2-[4-[1,2-bis[4,5-bis(octylsulfanyl)-1,3-dithiol-2-ylidene]-2-[4-(2-trimethylsilylethynyl)phenyl]ethyl]phenyl]ethynyl-trimethylsilane
• CAS: 1533405-55-8
• 化学式: C₆₂H₉₄S₈Si₂
• 分子量: 1152.13
• InChiKey: SSNWDIMSBGBWFV-UHFFFAOYSA-N

物化性质

• 沸点：
  909.6±65.0 °C(predicted)
• 密度：
  1.11±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  23.77
• 重原子数：
  72
• 可旋转键数：
  39
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  202
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2-[4-[1,2-Bis[4,5-bis(octylsulfanyl)-1,3-dithiol-2-ylidene]-2-[4-(2-trimethylsilylethynyl)phenyl]ethyl]phenyl]ethynyl-trimethylsilane 在 potassium carbonate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 0.5h， 以98%的产率得到2-[2-[4,5-Bis(octylsulfanyl)-1,3-dithiol-2-ylidene]-1,2-bis(4-ethynylphenyl)ethylidene]-4,5-bis(octylsulfanyl)-1,3-dithiole
  参考文献：
  名称：

  Selective and Reversible Noncovalent Functionalization of Single-Walled Carbon Nanotubes by a pH-Responsive Vinylogous Tetrathiafulvalene–Fluorene Copolymer

  摘要：

  A vinylogous tetrathiafulvalene (TTFV) monomer was prepared and copolymerized with fluorene to give a conformationally switchable conjugated copolymer. This copolymer was shown to undergo a conformational change upon protonation with trifluoroacetic acid (TFA). When mixed with single-walled carbon nanotubes (SWNTs), this TTFV-fluorene copolymer exhibited strong interactions with the SWNT surface, leading to stable, concentrated,nanotube dispersions in toluene. Photoluminescence excitation mapping indicated that the copolymer selectively disperses low-diameter SWNTs, as would be expected from its ability to form a tightly coiled conformation on the nanotube surface. Addition of TFA to the copolymer SWNT dispersion resulted in a rapid conformational change and desorption of the polymer from the SWNT surface, resulting in precipitation of pure SWNTs that were completely free of polymer. Importantly, the nanotubes isolated after dispersion and release by the TTFV fluorene copolymer were more pure than the original SWNTs that were initially dispersed.

  DOI：

  10.1021/ja409918n
• 作为产物：
  描述：

  4-三甲基硅乙炔基苯甲醛 在 碘 、 三甲氧基磷 作用下， 以 二氯甲烷 为溶剂， 反应 9.0h， 生成 2-[4-[1,2-Bis[4,5-bis(octylsulfanyl)-1,3-dithiol-2-ylidene]-2-[4-(2-trimethylsilylethynyl)phenyl]ethyl]phenyl]ethynyl-trimethylsilane
  参考文献：
  名称：

  Selective and Reversible Noncovalent Functionalization of Single-Walled Carbon Nanotubes by a pH-Responsive Vinylogous Tetrathiafulvalene–Fluorene Copolymer

  摘要：

  A vinylogous tetrathiafulvalene (TTFV) monomer was prepared and copolymerized with fluorene to give a conformationally switchable conjugated copolymer. This copolymer was shown to undergo a conformational change upon protonation with trifluoroacetic acid (TFA). When mixed with single-walled carbon nanotubes (SWNTs), this TTFV-fluorene copolymer exhibited strong interactions with the SWNT surface, leading to stable, concentrated,nanotube dispersions in toluene. Photoluminescence excitation mapping indicated that the copolymer selectively disperses low-diameter SWNTs, as would be expected from its ability to form a tightly coiled conformation on the nanotube surface. Addition of TFA to the copolymer SWNT dispersion resulted in a rapid conformational change and desorption of the polymer from the SWNT surface, resulting in precipitation of pure SWNTs that were completely free of polymer. Importantly, the nanotubes isolated after dispersion and release by the TTFV fluorene copolymer were more pure than the original SWNTs that were initially dispersed.

  DOI：

  10.1021/ja409918n

文献信息

• Selective and Reversible Noncovalent Functionalization of Single-Walled Carbon Nanotubes by a pH-Responsive Vinylogous Tetrathiafulvalene–Fluorene Copolymer
  作者：Shuai Liang、Yuming Zhao、Alex Adronov

  DOI：10.1021/ja409918n

  日期：2014.1.22

  A vinylogous tetrathiafulvalene (TTFV) monomer was prepared and copolymerized with fluorene to give a conformationally switchable conjugated copolymer. This copolymer was shown to undergo a conformational change upon protonation with trifluoroacetic acid (TFA). When mixed with single-walled carbon nanotubes (SWNTs), this TTFV-fluorene copolymer exhibited strong interactions with the SWNT surface, leading to stable, concentrated,nanotube dispersions in toluene. Photoluminescence excitation mapping indicated that the copolymer selectively disperses low-diameter SWNTs, as would be expected from its ability to form a tightly coiled conformation on the nanotube surface. Addition of TFA to the copolymer SWNT dispersion resulted in a rapid conformational change and desorption of the polymer from the SWNT surface, resulting in precipitation of pure SWNTs that were completely free of polymer. Importantly, the nanotubes isolated after dispersion and release by the TTFV fluorene copolymer were more pure than the original SWNTs that were initially dispersed.