4-amino-2,2,6,6-tetramethylpiperidine-4-carboxylic acid amide | 1186601-63-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 4-amino-2,2,6,6-tetramethylpiperidine-4-carboxylic acid amide
• 英文别名: 4-amino-2,2,6,6-tetramethyl-piperidine-4-carboxylic acid amide；4-amino-2,2,6,6-tetramethylpiperidine-4-carboxamide
• CAS: 1186601-63-7
• 化学式: C₁₀H₂₁N₃O
• 分子量: 199.296
• InChiKey: OPPZTJIMLCNZOX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  81.1
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-amino-2,2,6,6-tetramethylpiperidine-4-carboxylic acid amide 在 过氧乙酸 、 碳酸氢钠 、 溶剂黄146 、 2,2-二甲氧基丙烷 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 47.08h， 生成 2,2,7,7,9,9-hexamethyl-1,3,8-triazaspiro[4,5]decan-4-one-1,8-di-N-oxyl
  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 硫酸 、 氨 、 水 作用下， 以 甲醇 为溶剂， 反应 44.0h， 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

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
• [EN] IMIDAZOLIDINONE NITROXIDES AS ELECTRODE MATERIALS FOR ENERGY STORAGE DEVICES<br/>[FR] NITROXYDES D'IMIDAZOLIDINONE COMME MATÉRIAUX D'ÉLECTRODE POUR DES DISPOSITIFS DE STOCKAGE D'ÉNERGIE
  申请人：CIBA SC HOLDING AG

  公开号：WO2008031733A2

  公开（公告）日：2008-03-20

  [EN] 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.
  [FR] L'invention concerne un dispositif de stockage d'énergie électrique, tel qu'un condensateur ou une batterie secondaire, utilisant comme élément actif le cycle d'oxydation et de réduction d'un radical de nitroxyde d'imidazolidinone à encombrement stérique. D'autres aspects de l'invention sont constitués par un procédé pour fournir un tel dispositif de stockage d'énergie, l'utilisation des composés respectifs en tant qu'éléments actifs dans des dispositifs de stockage d'énergie, et par de nouveaux composés de nitroxyde d'imidazolidinone sélectionnés.
• Synthesis of A Novel Spirobisnitroxide Polymer and its Evaluation in an Organic Radical Battery
  作者：Peter Nesvadba、Lucienne Bugnon、Pascal Maire、Petr Novák

  DOI：10.1021/cm901374u

  日期：2010.2.9

  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).