5-(6-Azidohexoxy)benzene-1,3-dicarbaldehyde | 500567-74-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 5-(6-Azidohexoxy)benzene-1,3-dicarbaldehyde
• CAS: 500567-74-8
• 化学式: C₁₄H₁₇N₃O₃
• 分子量: 275.307
• InChiKey: ASHRIXUDBYGSDB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  20
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  57.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  5-羟基间苯二甲酸二乙酯 在 potassium dichromate 、 lithium aluminium tetrahydride 、 potassium carbonate 作用下， 以 四氢呋喃 、 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 生成 5-(6-Azidohexoxy)benzene-1,3-dicarbaldehyde
  参考文献：
  名称：

  Noncovalent Side-Wall Functionalization of Single-Walled Carbon Nanotubes

  摘要：

  A family of poly [(m-phenylenevinylene)-co-(p-phenylenevinylene)] s, functionalized in the synthetically accessible C-5 position of the meta-disubstituted phenylene rings have been designed and synthesized: they are essentially poly{(5-alkoxy-m-phenylenevinylene)-co-[(2,5-dioctyloxy-p-phenylene)vinylene]} (PAmPV) derivatives. A range of these PAmPV polymers have been prepared both (1) by the polymerization of O-substituted 5-hydroxyisophthaldehydes and (2) by chemical modifications carried out on polymers bearing reactive groups at the C-5 positions. PAmPV polymers solubilize SWNT bundles in organic solvents by wrapping themselves around the nanotube bundles. PAmPV derivatives which bear tethers or rings form pseudorotaxanes with rings and threads, respectively. The formation of the polypseudorotaxanes has been investigated in solution by NMR and UV/vis spectroscopies, as well as on silicon oxide wafers in the presence of SWNTs by AFM and surface potential microscopy. Wrapping of these functionalized PAmPV polymers around SWNTs results in the grafting of pseudorotaxanes along the walls of the nanotubes in a periodic fashion. The results hold out the prospect of being able to construct arrays of molecular switches and actuators.

  DOI：

  10.1021/ma021417n

文献信息

• Noncovalent functionalization of nanotubes
  申请人：Stoddart Fraser J.

  公开号：US20050043503A1

  公开（公告）日：2005-02-24

  Nanotubes are treated with poly(5-alkoxy-m-phenylenevinylene)-co-[(2,5-dioctyloxy-p-phenylene)vinylene]} (PAmPV) polymers and derivatives thereof to provide noncovalent functionalization of the nanotubes which increases solubility and enhances other properties.

  纳米管经过聚（5-烷氧基-m-苯乙烯基）-共-[(2,5-二辛氧基-p-苯乙烯基)]}（PAmPV）聚合物及其衍生物处理，以提供纳米管的非共价功能化，从而增加其溶解度并增强其他性能。
• US7220818B2
  申请人：——

  公开号：US7220818B2

  公开（公告）日：2007-05-22
• Noncovalent Side-Wall Functionalization of Single-Walled Carbon Nanotubes
  作者：Alexander Star、Yi Liu、Kevin Grant、Ludek Ridvan、J. Fraser Stoddart、David W. Steuerman、Michael R. Diehl、Akram Boukai、James R. Heath

  DOI：10.1021/ma021417n

  日期：2003.2.1

  A family of poly [(m-phenylenevinylene)-co-(p-phenylenevinylene)] s, functionalized in the synthetically accessible C-5 position of the meta-disubstituted phenylene rings have been designed and synthesized: they are essentially poly(5-alkoxy-m-phenylenevinylene)-co-[(2,5-dioctyloxy-p-phenylene)vinylene]} (PAmPV) derivatives. A range of these PAmPV polymers have been prepared both (1) by the polymerization of O-substituted 5-hydroxyisophthaldehydes and (2) by chemical modifications carried out on polymers bearing reactive groups at the C-5 positions. PAmPV polymers solubilize SWNT bundles in organic solvents by wrapping themselves around the nanotube bundles. PAmPV derivatives which bear tethers or rings form pseudorotaxanes with rings and threads, respectively. The formation of the polypseudorotaxanes has been investigated in solution by NMR and UV/vis spectroscopies, as well as on silicon oxide wafers in the presence of SWNTs by AFM and surface potential microscopy. Wrapping of these functionalized PAmPV polymers around SWNTs results in the grafting of pseudorotaxanes along the walls of the nanotubes in a periodic fashion. The results hold out the prospect of being able to construct arrays of molecular switches and actuators.