4-amino-2,2,6,6-tetramethylpiperidine-4-carbonitrile | 34935-81-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 4-amino-2,2,6,6-tetramethylpiperidine-4-carbonitrile
• 英文别名: 4-amino-2,2,6,6-tetramethyl-piperidine-4-carbonitrile；2,2,6,6-Tetramethyl-4-cyano-4-amino-piperidin；4-Amino-4-cyano-2,2,6,6-tetramethyl-piperidin；Piperidine-4-carbonitrile, 4-amino-2,2,6,6-tetramethyl-
• CAS: 34935-81-4
• 化学式: C₁₀H₁₉N₃
• 分子量: 181.281
• InChiKey: TUQXWQZFCWHWQR-UHFFFAOYSA-N

物化性质

• 沸点：
  266.0±40.0 °C(Predicted)
• 密度：
  0.99±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  61.8
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-amino-2,2,6,6-tetramethylpiperidine-4-carbonitrile 在 硫酸 、 水 作用下， 反应 24.0h， 生成 4-amino-2,2,6,6-tetramethylpiperidine-4-carboxylic acid amide
  参考文献：
  名称：

  Synthesis of A Novel Spirobisnitroxide Polymer and its Evaluation in an Organic Radical Battery

  摘要：

  A straightforward synthesis of a novel spirobisnitroxide 6 has been developed. Cyclovoltammetry of 6 revealed two distinct reversible oxidation/reduction steps separated by ca. 740 mV indicating the formation of the corresponding oxoammonium cations. Rhodium-catalyzed polymerization of 6 afforded the polyacetylene polymer 7 bearing the pending spirobisnitroxide groups. Additionally, cross-linked 7 was prepared in the presence of 3 mol % of N,N'-diprop-2-ynyl-oxalamide. If oxidation of both nitroxide groups is considered, 7 possesses an unprecedented high theoretical charge capacity of 174 mA h g(-1) Evaluation of the cross-linked polymer 7 as a cathode material for an organic radical battery showed very good cycling stability when the potential was kept below the oxidation potential of the five-membered nitroxide subunit of 6. A presumable irreversible degradation of the polymeric backbone of 7 occurred at higher potentials, limiting the experimentally obtained charge capacity to 73 mA h g(-1).

  DOI：

  10.1021/cm901374u
• 作为产物：
  描述：

  四甲基哌啶酮 在 氨 作用下， 以 甲醇 为溶剂， 反应 20.0h， 生成 4-amino-2,2,6,6-tetramethylpiperidine-4-carbonitrile
  参考文献：
  名称：

  Synthesis of A Novel Spirobisnitroxide Polymer and its Evaluation in an Organic Radical Battery

  摘要：

  A straightforward synthesis of a novel spirobisnitroxide 6 has been developed. Cyclovoltammetry of 6 revealed two distinct reversible oxidation/reduction steps separated by ca. 740 mV indicating the formation of the corresponding oxoammonium cations. Rhodium-catalyzed polymerization of 6 afforded the polyacetylene polymer 7 bearing the pending spirobisnitroxide groups. Additionally, cross-linked 7 was prepared in the presence of 3 mol % of N,N'-diprop-2-ynyl-oxalamide. If oxidation of both nitroxide groups is considered, 7 possesses an unprecedented high theoretical charge capacity of 174 mA h g(-1) Evaluation of the cross-linked polymer 7 as a cathode material for an organic radical battery showed very good cycling stability when the potential was kept below the oxidation potential of the five-membered nitroxide subunit of 6. A presumable irreversible degradation of the polymeric backbone of 7 occurred at higher potentials, limiting the experimentally obtained charge capacity to 73 mA h g(-1).

  DOI：

  10.1021/cm901374u

文献信息

• Imidazolidinone nitroxides as electrode materials for energy storage devices
  申请人：Nesvadba Peter

  公开号：US20090274947A1

  公开（公告）日：2009-11-05

  The invention relates to a an electrical energy storage device, such as a capacitor or a secondary battery, utilizing as active element the oxidation and reduction cycle of a sterically hindered imidazolidinone nitroxide radical. Further aspects of the invention are a method for providing such an energy storage device, the use of the respective compounds as active elements in energy storage devices and selected novel imidazolidinone nitroxide compounds.

  该发明涉及一种电能储存装置，例如电容器或二次电池，利用立体位阻咪唑啉酮亚硝基自由基的氧化还原循环作为活性元素。该发明的进一步方面包括提供这种能量储存装置的方法，将相应化合物用作能量储存装置中的活性元素以及选定的新型咪唑啉酮亚硝基化合物。
• IMIDAZOLIDINONE NITROXIDES AS ELECTRODE MATERIALS FOR ENERGY STORAGE DEVICES
  申请人：Ciba Holding Inc.

  公开号：EP2062311A2

  公开（公告）日：2009-05-27
• US3975462A
  申请人：——

  公开号：US3975462A

  公开（公告）日：1976-08-17
• US4005094A
  申请人：——

  公开号：US4005094A

  公开（公告）日：1977-01-25
• US4286014A
  申请人：——

  公开号：US4286014A

  公开（公告）日：1981-08-25