4-amino-1-(1-phenylethyl)oxy-2,2,6,6-tetramethylpiperidine | 1272593-21-1

• 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-1-(1-phenylethyl)oxy-2,2,6,6-tetramethylpiperidine
• 英文别名: 2,2,6,6-Tetramethyl-1-(1-phenylethoxy)piperidin-4-amine；2,2,6,6-tetramethyl-1-(1-phenylethoxy)piperidin-4-amine
• CAS: 1272593-21-1
• 化学式: C₁₇H₂₈N₂O
• 分子量: 276.422
• InChiKey: SYGWYTPJAHCEGX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  38.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-amino-1-(1-phenylethyl)oxy-2,2,6,6-tetramethylpiperidine 、 7-(二乙基氨基)香豆素-3-羧酸 在 4-(4,6-二甲氧基三嗪-2-基)-4-甲基吗啉盐酸盐 作用下， 以 四氢呋喃 为溶剂， 反应 48.17h， 以27%的产率得到N-(1-(1-phenylethyl)oxy-2,2,6,6-tetramethylpiperidine-4-yl)-7-(N,N-diethylamino)coumarin-3-carboxamide
  参考文献：
  名称：

  Synthesis and spectral characteristics of fluorescent dyes based on coumarin fluorophore and hindered amine stabilizer in solution and polymer matrices

  摘要：

  The spectral properties of novel bifunctional dyes based on - coumarin and diethylamino-coumarin and piperidine parent amine and N-oxyl and N-alkoxy derivatives were compared in cyclohexane, methanol, diethylene glycol, acetonitrile and chloroform solvents and in polystyrene, poly(methyl methacrylate) and poly(vinyl chloride) polymer matrices. The fluorescence of the derivatives excited at the longest-wavelength band around 295 nm is very low for coumarin-based dyes, whereas the fluorescence of the 7-diethylamino-3-carboxy coumarin dyes excited at 420 nm is as intense as that of anthracene in comparable conditions. Intramolecular quenching on the singlet level, monitored by fluorescence and expressed as the ratio of Phi(NH)/Phi(NO) for the parent amine and N-oxyl and Phi(NOR)/Phi(NO) for N-alkyloxy and N-oxyl, is more efficient in polymer matrices than in solvents. The spectral properties of 7-diethylamino-3-carboxy coumarin fluorophores depend on the polarity and viscosity of the environment. Highest values of quantum yield ratio were observed for 7-diethylamino-3-carboxy coumarin dyes in polystyrene and poly(vinylchloride). Though the fluorescence intensity is higher in chloroform or in poly(vinyl chloride) matrices, the intramolecular quenching efficiency of a given fluorophore by nitroxide is higher in low polarity media, such as cyclohexane and polystyrene. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2010.12.006
• 作为产物：
  描述：

  在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 4-amino-1-(1-phenylethyl)oxy-2,2,6,6-tetramethylpiperidine
  参考文献：
  名称：

  Synthesis and spectral characteristics of fluorescent dyes based on coumarin fluorophore and hindered amine stabilizer in solution and polymer matrices

  摘要：

  The spectral properties of novel bifunctional dyes based on - coumarin and diethylamino-coumarin and piperidine parent amine and N-oxyl and N-alkoxy derivatives were compared in cyclohexane, methanol, diethylene glycol, acetonitrile and chloroform solvents and in polystyrene, poly(methyl methacrylate) and poly(vinyl chloride) polymer matrices. The fluorescence of the derivatives excited at the longest-wavelength band around 295 nm is very low for coumarin-based dyes, whereas the fluorescence of the 7-diethylamino-3-carboxy coumarin dyes excited at 420 nm is as intense as that of anthracene in comparable conditions. Intramolecular quenching on the singlet level, monitored by fluorescence and expressed as the ratio of Phi(NH)/Phi(NO) for the parent amine and N-oxyl and Phi(NOR)/Phi(NO) for N-alkyloxy and N-oxyl, is more efficient in polymer matrices than in solvents. The spectral properties of 7-diethylamino-3-carboxy coumarin fluorophores depend on the polarity and viscosity of the environment. Highest values of quantum yield ratio were observed for 7-diethylamino-3-carboxy coumarin dyes in polystyrene and poly(vinylchloride). Though the fluorescence intensity is higher in chloroform or in poly(vinyl chloride) matrices, the intramolecular quenching efficiency of a given fluorophore by nitroxide is higher in low polarity media, such as cyclohexane and polystyrene. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2010.12.006

文献信息

• Process for the preparation of sterically hindered nitroxyl ethers
  申请人：Schöning Kai-Uwe

  公开号：US20100249401A1

  公开（公告）日：2010-09-30

  The present invention relates to a novel process for the preparation of a sterically hindered nitroxyl ether from the corresponding sterically hindered nitroxyl radical by reacting it with a carbonyl compound and a hydroperoxide. The compounds prepared by this process are effective stabilizers for polymers against harmful effects of light, oxygen and/or heat, as flame-retardants for polymers and as polymerization regulators.

  本发明涉及一种从相应的立体位阻的亚硝基自由基通过与羰基化合物和过氧化氢反应制备立体位阻的亚硝基醚的新工艺。通过该工艺制备的化合物是聚合物的有效稳定剂，可抵抗光、氧和/或热的有害影响，作为聚合物的阻燃剂和聚合物化合物的调节剂。
• PROCESS FOR THE PREPARATION OF STERICALLY HINDERED NITROXYL ETHERS
  申请人：BASF SE

  公开号：EP2035381B1

  公开（公告）日：2010-12-29
• US8471031B2
  申请人：——

  公开号：US8471031B2

  公开（公告）日：2013-06-25
• [EN] PROCESS FOR THE PREPARATION OF STERICALLY HINDERED NITROXYL ETHERS<br/>[FR] PROCÉDÉ DE PRÉPARATION D'ÉTHERS DE NITROXYLE STÉRIQUEMENT ENCOMBRÉS
  申请人：CIBA SC HOLDING AG

  公开号：WO2008003602A1

  公开（公告）日：2008-01-10

  [EN] The present invention relates to a novel process for the preparation of a sterically hindered nitroxyl ether from the corresponding sterically hindered nitroxyl radical by reacting it with a carbonyl compound and a hydroperoxide. The compounds prepared by this process are effective stabilizers for polymers against harmful effects of light, oxygen and/or heat, as flame-retardants for polymers and as polymerization regulators.
  [FR] La présente invention concerne un procédé innovant de préparation d'un éther de nitroxyle stériquement encombré à partir du radical nitroxyle stériquement encombré correspondant en le faisant réagir avec un composé de carbonyle et un hydropéroxyde. Les composés préparés par ce procédé sont des stabilisants efficaces pour les polymères contre les effets nuisibles de la lumière, de l'oxygène et/ou de la chaleur, en tant qu'ignifugeants pour les polymères et que régulateurs de polymérisation.
• Synthesis and spectral characteristics of fluorescent dyes based on coumarin fluorophore and hindered amine stabilizer in solution and polymer matrices
  作者：Martin Danko、Erik Szabo、Pavol Hrdlovic

  DOI：10.1016/j.dyepig.2010.12.006

  日期：2011.8

  The spectral properties of novel bifunctional dyes based on - coumarin and diethylamino-coumarin and piperidine parent amine and N-oxyl and N-alkoxy derivatives were compared in cyclohexane, methanol, diethylene glycol, acetonitrile and chloroform solvents and in polystyrene, poly(methyl methacrylate) and poly(vinyl chloride) polymer matrices. The fluorescence of the derivatives excited at the longest-wavelength band around 295 nm is very low for coumarin-based dyes, whereas the fluorescence of the 7-diethylamino-3-carboxy coumarin dyes excited at 420 nm is as intense as that of anthracene in comparable conditions. Intramolecular quenching on the singlet level, monitored by fluorescence and expressed as the ratio of Phi(NH)/Phi(NO) for the parent amine and N-oxyl and Phi(NOR)/Phi(NO) for N-alkyloxy and N-oxyl, is more efficient in polymer matrices than in solvents. The spectral properties of 7-diethylamino-3-carboxy coumarin fluorophores depend on the polarity and viscosity of the environment. Highest values of quantum yield ratio were observed for 7-diethylamino-3-carboxy coumarin dyes in polystyrene and poly(vinylchloride). Though the fluorescence intensity is higher in chloroform or in poly(vinyl chloride) matrices, the intramolecular quenching efficiency of a given fluorophore by nitroxide is higher in low polarity media, such as cyclohexane and polystyrene. (C) 2011 Elsevier Ltd. All rights reserved.