IL40888A - Piperidine derivatives their preparation and their use as stabilisers for polymeric materials - Google Patents

Piperidine derivatives their preparation and their use as stabilisers for polymeric materials

Info

Publication number
IL40888A
IL40888A IL40888A IL4088872A IL40888A IL 40888 A IL40888 A IL 40888A IL 40888 A IL40888 A IL 40888A IL 4088872 A IL4088872 A IL 4088872A IL 40888 A IL40888 A IL 40888A
Authority
IL
Israel
Prior art keywords
carbon atoms
residue
alkyl
group
formula
Prior art date
Application number
IL40888A
Other versions
IL40888A0 (en
Original Assignee
Ciba Geigy 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 Geigy Ag filed Critical Ciba Geigy Ag
Publication of IL40888A0 publication Critical patent/IL40888A0/en
Publication of IL40888A publication Critical patent/IL40888A/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/16Nitrogen-containing compounds
    • C08K5/34Heterocyclic compounds having nitrogen in the ring
    • C08K5/3412Heterocyclic compounds having nitrogen in the ring having one nitrogen atom in the ring
    • C08K5/3432Six-membered rings
    • C08K5/3435Piperidines
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D211/00Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/06Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D211/36Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members 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 ring carbon atoms
    • C07D211/40Oxygen atoms
    • C07D211/44Oxygen atoms attached in position 4
    • C07D211/46Oxygen atoms attached in position 4 having a hydrogen atom as the second substituent in position 4
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F5/00Compounds containing elements of Groups 3 or 13 of the Periodic Table
    • C07F5/02Boron compounds
    • C07F5/04Esters of boric acids
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K15/00Anti-oxidant compositions; Compositions inhibiting chemical change
    • C09K15/04Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds
    • C09K15/30Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds containing heterocyclic ring with at least one nitrogen atom as ring member

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Medicinal Chemistry (AREA)
  • Materials Engineering (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Polymers & Plastics (AREA)
  • Hydrogenated Pyridines (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Anti-Oxidant Or Stabilizer Compositions (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)

Claims (4)

1. &0888-2 CLAIMS: 1. A or a salt thereof, wherein n is 1, 2 or 3, is an alkyl residue having from 1 to 12 carbon atoms or a substituted alkyl residue having the formula -CH2-CH2-X1 or -CH2-X2 wherein Xl is -CN, -OH, -0CH3, -0-C-R3 or -0-C-NH-R4, 0 & is phenyl, or -jj-OR R^ is alkyl having from 1 to 20 carbon atoms, alkenyl having from 2 to 4 carbon atoms or aryl having 6 or 7 carbon atoms, R^ is alkyl having from 1 to 12 carbon atoms, R^ is alkyl having from 1 to 20 carbon atoms, or is a group -C0-Y or -CO- H-Z, wherein Y is alkyl having 1 to 4 carbon atoms, alkenyl having 2 or 3 carbon atoms, and Z is alkyl having 1 to 12 carbon atoms, aryl or substituted aryl having 6 to 10 carbon atoms, and when n is 1, R is a monovalent residue and is -CH -CH9 -C nzyl or an acyl group where Rf- is benzyl, vinyl, propenyl, cyclohexyl, a group - -ST- 40888/3 ■■Ύ or Rg is R^' and R^ 1 is alkyl having from 1 to 20 carbon atoms or an aromatic group having from 6 to 10 carbon atoms or an aromatic group substitut with alkyl having from 1 to 4 carbon atoms, or R is a carbamoyl residue -C-NH-R-, wherein I II 7 0 is a monovalent residue and is an alkyl residue having from 1 to 20 carbon atoms, an alkenyl residue having 3 or 4 carbon atoms, an alicyclic residue having from 5 to 12 carbon atoms or an aromatic residue having from 6 to 12 carbon atoms, or R2 is a monovalent residue obtained by removing one hydroxyl group from a phosphorus containing acid, when n is 2, R2 is a divalent residue and is one of the groups -C-C-, -C-Ro-C- or -C-NH-Rn- H-C- , wherein II II II 8 II II 9 II 0 0 0 0 0 0 R0 is an alkylene residue having up to 18 carbon o atoms, a phenylene residue or the group -(CH2)2S(CH2)2-, R^ is an alkylene residue having up to 20 carbon atoms, a divalent alicyclic residue having from 5 to 15 carbon atoms or a divalent aromatic residue having from 6 to 15 carbon atoms, or R2 is a divalent residue obtained by removing two hydroxyl groups from a phosphorus containing acid or when n is 3, R9 is a trivalent residue * derived . from phosphoric, phosphorus or boric acid, provided that when R2 represents -CORg, -CO-CO- , -CO-Rg-CO- or a trivalent group derived from phosphoric, phosphorous or boric acid, the number of carbon atoms of alkyl group designated by R^ is limited to 5 to 12, and provided that only one of R^ and R2 can represent an unsaturated acyl group.
2. A compound as claimed in claim 1 having the formula or a salt thereof, wherein n is 1 or 2 and R^ is an alkyl residue having from 1 to 12 carbon atoms, allyl or benzyl and when, n is 1, is cyclohexyl, vinyl, propenyl, benzyl, or is and is alkyl having from 1 to 20 carbon atoms or an aromatic group having from 6 to 10 carbon atoms and when n is 2, R1Q is -CH2-CH2-S-CH2-CH2- or R1() is R^ and is an alkylene group having .1 to 18 carbon atoms or a phenylene group, provided that when , the number of carbon atoms of alkyl groups designated by R^ is limited to 5 to 12.
3. A compound as claimed in claim 1 having the formula or a salt thereof, where n is 1 or 2 and is an alkyl residue having from 1 to 12 carbon atoms, a benzyl residue or an allyl residue, and when n is 1, is a monovalent residue and is an aliphatic residue having from 1 to 20 carbon atoms, an alicyclic residue having from 5 to 12 carbon atoms or an aromatic residue having from 6 to 12 carbon atoms or when n is 2, is a divalent residue and is an alkylene residue having up to 20 carbon atoms, an alicyclic residue having 5 to 15 carbon atoms or an aromtic residue having from 6 to 15 carbon atoms.
4. A compound as claimed in claim 1 having the formula or a salt thereof, wherein n is 1 or 2 arid is an alkyl residue having from 1 to 12 carbon atoms or an allyl residue, and when n is 1, R^ is an alkyl residue having from 1 to 8 carbon atoms, the cyclohexyl residue or an aryl residue having from 6 to 10 carbon atoms or I when n is 2, R, , is a hexamethylene, toluylene or diphenyl- - #T - 40888-2 10. A composition as Claimed in claim 7 wherein the poly-meric material is a condensation polymer containing amide or urethane groupings. 11. A composition as claimed in claim 7 wherein the amount of the compound of formula I is within the range of from 0.01% to 5% by weight based on the weight of untreated organic material, 12. A composition as claimed in claim 11 wherein the amount of the compound of formula I is within the range of from 0,1% to 2% by weight based on the weight of untreated organic material. 13. A composition as claimed in claim 7 wherein one or more further additives useful in polymer formulations are present . 14. A composition as claimed in claim 13 wherein the further additives are antioxidants of the phenol or amine type, U.V. absorbers and light protectants, phosphite stabilisers, peroxide decomposers, polyamide stabilisers, basic co-stabilisers, polyvinyl chloride stabilisers, lubricants, emulsifiers, anti-static agents, flame-protectants , pigments carbon black,, asbestos, glass fibres, kaolin or talc.
IL40888A 1971-11-30 1972-11-21 Piperidine derivatives their preparation and their use as stabilisers for polymeric materials IL40888A (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
GB5548771 1971-11-30
GB2845872*[A GB1399239A (en) 1971-11-30 1972-06-17 Piperidine derivatives
GB3547372 1972-07-28

Publications (2)

Publication Number Publication Date
IL40888A0 IL40888A0 (en) 1973-01-30
IL40888A true IL40888A (en) 1976-10-31

Family

ID=27258723

Family Applications (1)

Application Number Title Priority Date Filing Date
IL40888A IL40888A (en) 1971-11-30 1972-11-21 Piperidine derivatives their preparation and their use as stabilisers for polymeric materials

Country Status (21)

Country Link
US (2) USRE31343E (en)
JP (1) JPS5920709B2 (en)
AT (1) AT324009B (en)
BE (1) BE792043A (en)
CA (1) CA997767A (en)
CH (2) CH585714A5 (en)
CS (1) CS190377B2 (en)
DD (1) DD106190A5 (en)
DE (2) DE2258752C2 (en)
ES (1) ES409079A1 (en)
FR (3) FR2182789B1 (en)
GB (1) GB1399239A (en)
HK (1) HK47877A (en)
HU (1) HU167244B (en)
IL (1) IL40888A (en)
IT (1) IT971346B (en)
MY (1) MY7800025A (en)
NL (1) NL174942C (en)
RO (2) RO64573A (en)
SE (1) SE454277B (en)
SU (1) SU584795A3 (en)

Families Citing this family (50)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1402888A (en) * 1972-10-21 1975-08-13 Ciba Geigy Ag Piperidine derivatives
CH589056A5 (en) * 1973-12-10 1977-06-30 Ciba Geigy Ag
JPS51132242A (en) * 1975-03-22 1976-11-17 Adeka Argus Chem Co Ltd Light stabilising composition for synthetic resin
DE2627688A1 (en) * 1975-06-30 1977-01-27 Ciba Geigy Ag DISABLED PIPERIDINE CARBONIC ACIDS, METAL SALTS THEREOF AND THEREFORE STABILIZED POLYMERS
DE2718458A1 (en) * 1976-05-04 1977-11-24 Ciba Geigy Ag NEW STABILIZERS
DE2805838A1 (en) * 1977-02-24 1978-08-31 Ciba Geigy Ag NEW 4-ACYLOXYPIPERIDINE
JPS5469162A (en) * 1977-11-15 1979-06-02 Dainichi Seika Kogyo Kk Stabilized urethane polymer
DE2861955D1 (en) * 1977-12-02 1982-09-02 Ciba Geigy Ag Malonic acid derivatives of sterically hindered piperidines, process for their preparation and stabilised organic matter
JPS559064A (en) * 1978-07-03 1980-01-22 Sankyo Co Ltd Novel stabilizer
EP0007736B1 (en) * 1978-07-25 1983-10-12 Imperial Chemical Industries Plc Polyolefin articles sterilisable by gamma-irradiation
US4311820A (en) * 1979-02-14 1982-01-19 Ciba-Geigy Corporation Homopolymers and copolymers of vinyl ethers of polyalkylpiperidinols and their use as stabilizers for plastics
IT7928324A0 (en) * 1979-12-21 1979-12-21 Chimosa Chimica Organica Spa PIPERIDINE DERIVATIVES, STABILIZERS FOR SYNTHETIC POLYMERS.
DE3201415A1 (en) * 1981-01-28 1982-08-26 Sandoz-Patent-GmbH, 7850 Lörrach 4-Aminomethylpolyalkylpiperidines
CS229069B1 (en) * 1981-09-23 1984-05-14 Julius Durmis Composition for stabilizing polymers and method of preparing same
JPS58113236A (en) * 1981-12-28 1983-07-06 Tounen Sekiyu Kagaku Kk Polyolefin composition
US4590268A (en) * 1982-05-10 1986-05-20 Ciba-Geigy Corporation Process for the preparation of 1-diorganocarbamoyl-polyalkylpiperidines
US4569997A (en) * 1982-08-10 1986-02-11 Ciba Geigy Corporation Polyalkylpiperidine compounds
DE3312611A1 (en) * 1983-04-08 1984-10-11 Röhm GmbH, 6100 Darmstadt METHOD FOR PRODUCING UV-PROTECTED MULTILAYERED PLASTIC MOLDED BODIES
DE3345376A1 (en) * 1983-12-15 1985-06-27 Basf Ag, 6700 Ludwigshafen FURAN-3-CARBONSAEUR DERIVATIVES
DE3522678A1 (en) * 1985-06-25 1987-01-08 Basf Ag TETRAHYDROFURANCARBONSAEUR DERIVATIVES
JPS6248745A (en) * 1985-08-28 1987-03-03 Mitsubishi Petrochem Co Ltd Polyolefin composition
IT1189095B (en) * 1986-05-02 1988-01-28 Enichem Sintesi PROCEDURE FOR THE SYNTHESIS OF ALLILATED DERIVATIVES OF 2,2,6,6-TETRALKYLPIPERIDINOLS
IT1191804B (en) * 1986-06-11 1988-03-23 Enichem Sintesi PROCEDURE FOR THE PREPARATION OF N-ALYL-PIPERIDINE DERIVATIVES
DE3724222A1 (en) * 1987-07-22 1989-02-02 Huels Chemische Werke Ag LIGHT STABILIZERS
IT1222647B (en) * 1987-09-11 1990-09-05 Eniricerche Spa AMERICAN COMPOUNDS STERICALLY PREVENTED AND PROCEDURE FOR THEIR PREPARATION
DE3735577A1 (en) 1987-10-21 1989-05-03 Basf Ag MIXTURE FOR STABILIZING POLYURETHANES
EP0344114B1 (en) * 1988-05-27 1994-04-06 Ciba-Geigy Ag Unsaturated derivatives of 2,2,6,6-tetramethyl piperidine
ES2050274T3 (en) * 1988-06-14 1994-05-16 Ciba Geigy Ag PROCEDURE FOR THE PHOTOCHEMICAL STABILIZATION OF UNDYED AND DYED POLYPROPYLENE FIBERS.
US4927898A (en) * 1988-09-06 1990-05-22 Union Carbide Chemicals And Plastics Company Inc. Polysiloxanes with sterically hindered heterocyclic moiety
DE3844356A1 (en) * 1988-12-30 1990-07-05 Basf Ag 4- (2'-ETHYLHEXANOYLOXY) -2,2,6,6-TETRAMETHYL PIPERIDINE
GB9023023D0 (en) * 1990-10-23 1990-12-05 Barlow Richard B Pharmaceutical compositions
US5180830A (en) * 1991-04-24 1993-01-19 Himont Incorporated Process for preparing hindered amine light stabilizers
NL9101619A (en) * 1991-09-25 1993-04-16 Harcros Chemicals Bv STABILIZERS FOR ORGANIC MATERIALS.
US5169949A (en) * 1991-09-30 1992-12-08 Himont Incorporated Monomeric hindered amine esters of monocarboxylic resin acid having 20 carbon atoms
WO1997013752A1 (en) * 1995-10-12 1997-04-17 Ciba Specialty Chemicals Holding Inc. Thermally stable hindered amines as stabilizers
EP1184442A1 (en) * 2000-08-30 2002-03-06 Clariant International Ltd. Liquid crystal mixture
US6414155B1 (en) 2000-11-03 2002-07-02 Cytec Technology Corp. Oligomeric hindered amine light stabilizers based on multi-functional carbonyl compounds and methods of making same
US6727300B2 (en) 2000-11-03 2004-04-27 Cytec Technology Corp. Polymeric articles containing hindered amine light stabilizers based on multi-functional carbonyl compounds
US6545156B1 (en) * 2000-11-03 2003-04-08 Cytec Technology Corp. Oligomeric hindered amine light stabilizers based on multi-functional carbonyl compounds and methods of making same
US6492521B2 (en) 2000-11-03 2002-12-10 Cytec Technology Corp. Hindered amine light stabilizers based on multi-functional carbonyl compounds and methods of making same
US6525131B1 (en) 2001-09-18 2003-02-25 Crompton Corporation Aromatic diamine polyurethane curatives with improved stability
EP1444222A1 (en) * 2001-10-23 2004-08-11 Council Of Scientific And Industrial Research Tinuvin p-hindred amine light stabilizer and derivatives thereof, and a process for the preparation thereof
US6492518B1 (en) 2001-10-30 2002-12-10 Council Of Scientific And Industrial Research Tinuvin P-hindred amine light stabilizer and derivatives thereof
JP5283153B2 (en) 2007-10-25 2013-09-04 株式会社Adeka Synthetic resin composition and automotive interior / exterior material
KR101602750B1 (en) 2008-03-10 2016-03-11 가부시키가이샤 아데카 Synthetic resin composition, and automotive interior/exterior material comprising the same
JP5656213B2 (en) * 2010-01-19 2015-01-21 日本化薬株式会社 Carboxylic acid composition and curable resin composition containing the carboxylic acid composition
CN105358528B (en) * 2013-07-08 2021-07-20 巴斯夫欧洲公司 Novel light stabilizers
DE102013012622A1 (en) * 2013-07-30 2015-02-05 Clariant lnternational Ltd New sterically hindered cyclic amines
CN106459489B (en) * 2014-05-21 2019-07-12 索尔维特殊聚合物美国有限责任公司 Stabilizer compounds
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US2746964A (en) * 1953-11-02 1956-05-22 Lakeside Lab Inc Dicarboxylic acid esters of nu-alkyl-3-hydroxypiperidine and salts thereof
US3120540A (en) * 1961-09-25 1964-02-04 Warner Lambert Pharmaccutical Bis (polymethyl)-4-piperidinol alkanoates
US3640928A (en) * 1968-06-12 1972-02-08 Sankyo Co Stabilization of synthetic polymers
US3705166A (en) * 1969-08-15 1972-12-05 Sankyo Co Acrylic acid derivatives of 2,2,6,6-tetramethylpiperidines
NL154241C (en) * 1971-01-29 1900-01-01
US4021432A (en) * 1971-11-30 1977-05-03 Ciba-Geigy Corporation Piperidine derivatives
US4049647A (en) * 1971-11-30 1977-09-20 Ciba-Geigy Corporation Bis piperidyl carboxylates

Also Published As

Publication number Publication date
CH585714A5 (en) 1977-03-15
JPS4865180A (en) 1973-09-08
MY7800025A (en) 1978-12-31
CS190377B2 (en) 1979-05-31
NL174942B (en) 1984-04-02
NL174942C (en) 1984-09-03
DE2258752C2 (en) 1989-10-26
DE2258752A1 (en) 1973-06-07
RO64573A (en) 1979-08-15
USRE31343E (en) 1983-08-09
FR2183294B1 (en) 1978-05-26
SE454277B (en) 1988-04-18
USRE31342E (en) 1983-08-09
FR2183293A1 (en) 1973-12-14
IL40888A0 (en) 1973-01-30
IT971346B (en) 1974-04-30
FR2182789B1 (en) 1976-01-30
FR2182789A1 (en) 1973-12-14
NL7216278A (en) 1973-06-04
CA997767A (en) 1976-09-28
HU167244B (en) 1975-09-27
RO71050A (en) 1981-09-24
GB1399239A (en) 1975-06-25
BE792043A (en) 1973-05-29
JPS5920709B2 (en) 1984-05-15
AT324009B (en) 1975-08-11
FR2183293B1 (en) 1977-07-29
FR2183294A1 (en) 1973-12-14
ES409079A1 (en) 1976-04-16
DD106190A5 (en) 1974-06-05
CH586252A5 (en) 1977-03-31
HK47877A (en) 1977-09-23
SU584795A3 (en) 1977-12-15

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