AU2001267452A1 - Process for the synthesis of amine ethers from secondary amino oxides - Google Patents

Process for the synthesis of amine ethers from secondary amino oxides

Info

Publication number
AU2001267452A1
AU2001267452A1 AU2001267452A AU6745201A AU2001267452A1 AU 2001267452 A1 AU2001267452 A1 AU 2001267452A1 AU 2001267452 A AU2001267452 A AU 2001267452A AU 6745201 A AU6745201 A AU 6745201A AU 2001267452 A1 AU2001267452 A1 AU 2001267452A1
Authority
AU
Australia
Prior art keywords
sub
alkyl
substituted
radical
cycloalkyl
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Abandoned
Application number
AU2001267452A
Inventor
Andreas Hafner
Hans Jurg Kirner
Dr. Peter Nesvadba
Franz Schwarzenbach
Paul Adriaan Van Der Schaaf
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
BASF Schweiz AG
Original Assignee
Ciba Spezialitaetenchemie Holding AG
Ciba SC Holding AG
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Ciba Spezialitaetenchemie Holding AG, Ciba SC Holding AG filed Critical Ciba Spezialitaetenchemie Holding AG
Publication of AU2001267452A1 publication Critical patent/AU2001267452A1/en
Abandoned legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
    • C—CHEMISTRY; METALLURGY
    • C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
    • C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
    • C04B35/00—Shaped ceramic products characterised by their composition; Ceramics compositions; Processing powders of inorganic compounds preparatory to the manufacturing of ceramic products
    • C04B35/622—Forming processes; Processing powders of inorganic compounds preparatory to the manufacturing of ceramic products
    • C04B35/626—Preparing or treating the powders individually or as batches ; preparing or treating macroscopic reinforcing agents for ceramic products, e.g. fibres; mechanical aspects section B
    • C04B35/63—Preparing or treating the powders individually or as batches ; preparing or treating macroscopic reinforcing agents for ceramic products, e.g. fibres; mechanical aspects section B using additives specially adapted for forming the products, e.g.. binder binders
    • C04B35/632—Organic additives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/44—Iso-indoles; Hydrogenated iso-indoles
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/92—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with a hetero atom directly attached to the ring nitrogen atom
    • C07D211/94—Oxygen atom, e.g. piperidine N-oxide
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D217/00—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
    • C07D217/22—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to carbon atoms of the nitrogen-containing ring
    • C07D217/26—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
    • C07D241/02—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings
    • C07D241/06—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having one or two double bonds between ring members or between ring members and non-ring members
    • C07D241/08—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having one or two double bonds between ring members or between ring members and non-ring members with oxygen atoms directly attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/34—Heterocyclic compounds having nitrogen in the ring
    • C08K5/3412—Heterocyclic compounds having nitrogen in the ring having one nitrogen atom in the ring

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Ceramic Engineering (AREA)
  • Manufacturing & Machinery (AREA)
  • Materials Engineering (AREA)
  • Polymers & Plastics (AREA)
  • Inorganic Chemistry (AREA)
  • Medicinal Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Structural Engineering (AREA)
  • Hydrogenated Pyridines (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
  • Other In-Based Heterocyclic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Indole Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Anti-Oxidant Or Stabilizer Compositions (AREA)
  • Fireproofing Substances (AREA)

Abstract

An amine ether of formula A wherein a is 1 or 2; and when a is 1, E is E'; when a is 2, E is L; E' is C<SUB>1</SUB>-C<SUB>36 </SUB>alkyl; C<SUB>3</SUB>-C<SUB>18 </SUB>alkenyl; C<SUB>2</SUB>-C<SUB>18 </SUB>alkinyl; C<SUB>5</SUB>-C<SUB>18 </SUB>cycloalkyl; C<SUB>5</SUB>-C<SUB>18 </SUB>cycloalkenyl; a radical of a saturated or unsaturated aliphatic bicyclic or tricyclic hydrocarbon of 7 to 12 carbon atoms; C<SUB>2</SUB>-C<SUB>7</SUB>alkyl or C<SUB>3</SUB>-C<SUB>7</SUB>alkenyl substituted by halogen; C<SUB>7</SUB>-C<SUB>15 </SUB>aralkyl or C<SUB>7</SUB>-C<SUB>15 </SUB>aralkyl substituted by C<SUB>1</SUB>-C<SUB>4 </SUB>alkyl or phenyl; or E' is a radical of formula (VII) as explained in claim 1; T' is tertiary C<SUB>4</SUB>-C<SUB>18</SUB>alkyl or phenyl, each of which are unsubstituted or substituted by halogen, OH, COOR<SUB>21 </SUB>or C(O)-R<SUB>22</SUB>; or T' is C<SUB>5</SUB>-C<SUB>12</SUB>cycloalkyl; C<SUB>5</SUB>-C<SUB>12</SUB>cycloalkyl which is interrupted by at least one O or -NR<SUB>18</SUB>-; a polycyclic alkyl radical having 7-18 carbon atoms, or the same radical which is interrupted by at least one O or -NR<SUB>18</SUB>-; or T' is -C(G<SUB>1</SUB>)(G<SUB>2</SUB>)-T''; or C<SUB>1</SUB>-C<SUB>18</SUB>alkyl or C<SUB>5</SUB>-C<SUB>12</SUB>cycloalkyl substituted by T'' is hydrogen, halogen, NO<SUB>2</SUB>, cyano, or is a monovalent organic radical comprising 1-50 carbon atoms; or T'' and T' together form a divalent organic linking group completing, together with the hindered amine nitrogen atom and the quaternary carbon atom substituted by G<SUB>1 </SUB>and G<SUB>2</SUB>, an optionally substituted five- or six-membered ring structure; and all other residues are as defined in claim 1, are obtained in good yield from the corresponding N-oxyl hindered amine precursor by reaction with a hydrocarbon E<SUB>1</SUB>-H or H-L-H in the presence of an organic hydroperoxide and a catalytic amount of copper or a copper compound. The products of present process find utility as polymerization regulators and/or light stabilizers for organic material.
AU2001267452A 2000-05-26 2001-05-17 Process for the synthesis of amine ethers from secondary amino oxides Abandoned AU2001267452A1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
EP00810461 2000-05-26
EP00810461 2000-05-26
PCT/EP2001/005668 WO2001092228A2 (en) 2000-05-26 2001-05-17 Process for the synthesis of amine ethers from secondary amino oxides

Publications (1)

Publication Number Publication Date
AU2001267452A1 true AU2001267452A1 (en) 2001-12-11

Family

ID=8174726

Family Applications (1)

Application Number Title Priority Date Filing Date
AU2001267452A Abandoned AU2001267452A1 (en) 2000-05-26 2001-05-17 Process for the synthesis of amine ethers from secondary amino oxides

Country Status (15)

Country Link
US (2) US6900328B2 (en)
EP (1) EP1284966B1 (en)
JP (1) JP2003535080A (en)
KR (1) KR100823579B1 (en)
CN (1) CN100567268C (en)
AT (1) ATE461176T1 (en)
AU (1) AU2001267452A1 (en)
CA (1) CA2407866C (en)
CZ (1) CZ303966B6 (en)
DE (1) DE60141575D1 (en)
ES (1) ES2341317T3 (en)
RU (1) RU2273634C2 (en)
SK (1) SK287611B6 (en)
TW (1) TW572896B (en)
WO (1) WO2001092228A2 (en)

Families Citing this family (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1353750B1 (en) 2001-01-23 2004-08-25 Ciba SC Holding AG Stable free nitroxyl radicals as oxidation catalysts and process for oxidation
TW200407307A (en) * 2001-11-26 2004-05-16 Ciba Sc Holding Ag Process for the synthesis of amine ethers from secondary amino oxides
EP1456173A1 (en) * 2001-12-21 2004-09-15 Ciba SC Holding AG Transition-metal-catalyzed process for the conversion of alkenes to sterically hindered substituted n-alkoxyamines
MXPA06000522A (en) * 2003-07-14 2006-03-30 Ciba Sc Holding Ag Hydrogen peroxide catalyzed process for the preparation of sterically hindered n-hydrocarbyloxyamines.
US20070191516A1 (en) * 2004-03-15 2007-08-16 Markus Frey Process for the synthesis of amine ethers
JP4960874B2 (en) 2004-11-02 2012-06-27 チバ ホールディング インコーポレーテッド Method for synthesizing N-alkoxyamine
JP2009514803A (en) * 2005-10-11 2009-04-09 チバ ホールディング インコーポレーテッド Synthesis method of amine ether
WO2007104689A1 (en) 2006-03-16 2007-09-20 Clariant International Ltd Modified waxes, a process for their preparation, and their use
CN101484422B (en) * 2006-07-05 2012-07-11 西巴控股有限公司 Process for the preparation of sterically hindered nitroxyl ethers
EP2035381B1 (en) * 2006-07-05 2010-12-29 Basf Se Process for the preparation of sterically hindered nitroxyl ethers
MX2009000047A (en) * 2006-07-05 2009-01-23 Ciba Holding Inc Process for the preparation of sterically hindered nitroxyl ethers.
JP4909695B2 (en) * 2006-09-27 2012-04-04 富士フイルム株式会社 Organic electroluminescence device
WO2008155247A1 (en) * 2007-06-19 2008-12-24 Basf Se Nitroxide containing electrode materials for secondary batteries
TWI447154B (en) 2012-11-27 2014-08-01 Ind Tech Res Inst Pvc product and method for treating surface thereof
WO2015134591A1 (en) * 2014-03-07 2015-09-11 Basf Se Controlled radical polymerization
WO2020182587A1 (en) * 2019-03-08 2020-09-17 Basf Se Sterically hindered amine stabilizer mixtures

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4921962A (en) * 1988-10-19 1990-05-01 Ciba-Geigy Corporation Process for preparing N-hydrocarbyloxy derivatives of sterically hindered amines
US5374729A (en) * 1992-05-07 1994-12-20 Ciba-Geigy Corporation Process for preparing N-methoxy derivatives of 4-hydroxy-2,2,6,6-tetramethylpiperidine and 2,2,6,6-tetramethyl-4-piperidone
US5627248A (en) * 1995-09-26 1997-05-06 The Dow Chemical Company Difunctional living free radical polymerization initiators
SG74700A1 (en) * 1998-02-25 2000-08-22 Ciba Sc Holding Ag Preparation of sterically hindered amine ethers
ITMI980366A1 (en) * 1998-02-25 1999-08-25 Ciba Spec Chem Spa PREPARATION OF STERICALLY PREVENTED AMINE ETHERS
TW495515B (en) * 1998-03-09 2002-07-21 Ciba Sc Holding Ag 1-alkoxy-polyalkyl-piperidine derivatives, a polymerizable composition containing the same and a process for polymerization

Also Published As

Publication number Publication date
WO2001092228A3 (en) 2002-05-16
DE60141575D1 (en) 2010-04-29
SK18112002A3 (en) 2003-06-03
TW572896B (en) 2004-01-21
JP2003535080A (en) 2003-11-25
SK287611B6 (en) 2011-04-05
KR20020094042A (en) 2002-12-16
KR100823579B1 (en) 2008-04-21
US20050043552A1 (en) 2005-02-24
CZ303966B6 (en) 2013-07-24
US7402675B2 (en) 2008-07-22
CA2407866A1 (en) 2001-12-06
CN100567268C (en) 2009-12-09
WO2001092228A2 (en) 2001-12-06
US6900328B2 (en) 2005-05-31
US20030171461A1 (en) 2003-09-11
ES2341317T3 (en) 2010-06-18
RU2273634C2 (en) 2006-04-10
ATE461176T1 (en) 2010-04-15
EP1284966A2 (en) 2003-02-26
CZ20024133A3 (en) 2003-04-16
CN1430605A (en) 2003-07-16
CA2407866C (en) 2010-07-20
EP1284966B1 (en) 2010-03-17

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