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GB1283103A - Preparation of polymeric antioxidants - Google Patents

Preparation of polymeric antioxidants

Info

Publication number
GB1283103A
GB1283103A GB31397/69A GB3139769A GB1283103A GB 1283103 A GB1283103 A GB 1283103A GB 31397/69 A GB31397/69 A GB 31397/69A GB 3139769 A GB3139769 A GB 3139769A GB 1283103 A GB1283103 A GB 1283103A
Authority
GB
United Kingdom
Prior art keywords
vinyl
polymeric
monomers
polymeric antioxidants
june
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.)
Expired
Application number
GB31397/69A
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.)
Novartis AG
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 GB1283103A publication Critical patent/GB1283103A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M159/00—Lubricating compositions characterised by the additive being of unknown or incompletely defined constitution
    • C10M159/005—Macromolecular compounds, e.g. macromolecular compounds composed of alternatively specified monomers not covered by the same main group
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K15/00—Anti-oxidant compositions; Compositions inhibiting chemical change
    • C09K15/04—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds
    • C09K15/20—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds containing nitrogen and oxygen
    • C09K15/24—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds containing nitrogen and oxygen containing a phenol or quinone moiety
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M7/00—Solid or semi-solid compositions essentially based on lubricating components other than mineral lubricating oils or fatty oils and their use as lubricants; Use as lubricants of single solid or semi-solid substances
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
    • C10M2205/18—Natural waxes, e.g. ceresin, ozocerite, bees wax, carnauba; Degras
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/02—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/08—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate type
    • C10M2209/082—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate type monocarboxylic
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/02—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/08—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate type
    • C10M2209/084—Acrylate; Methacrylate
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/02—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/08—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate type
    • C10M2209/086—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate type polycarboxylic, e.g. maleic acid
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2217/00—Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2217/02—Macromolecular compounds obtained from nitrogen containing monomers by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2217/022—Macromolecular compounds obtained from nitrogen containing monomers by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to an amino group
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2221/00—Organic macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2221/02—Macromolecular compounds obtained by reactions of monomers involving only carbon-to-carbon unsaturated bonds
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2050/00—Form in which the lubricant is applied to the material being lubricated
    • C10N2050/08—Solids
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2050/00—Form in which the lubricant is applied to the material being lubricated
    • C10N2050/10—Form in which the lubricant is applied to the material being lubricated semi-solid; greasy

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Anti-Oxidant Or Stabilizer Compositions (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Polymerization Catalysts (AREA)
  • Graft Or Block Polymers (AREA)

Abstract

1283103 Polymeric antioxidants CIBAGEIGY AG 20 June 1969 [21 June 1968] 31397/69 Heading C3P [Also in Divisions C2 and C5] Polymeric antioxidants are prepared by polymerizing a monomeric ester, thioester, amide or imide of an α,#-ethylenically unsaturated carboxylic acid containing in the moiety attached to the unsaturated carboxylic acyl moiety a phenol group of the formula in the presence of a free radical initiator which is an azo derivative or an aliphatic or cycloaliphatic acyl peroxide. The above monomers may be derived, for example, from acrylic, methacrylic, maleic, fumaric, citraconic, mesaconic, itaconic, crotonic or cinnamic acid. The monomers may be homopolymerized or copolymerized by bulk, solution, suspension or emulsion methods. Mercaptan chain transfer agents can be used to provide low molecular weight polymers (oligomers). Suitable comonomers for preparing copolymers include alkyl (meth)- acrylates, styrenes, vinyl esters, dienes, vinyl ethers, alpha-olefins and N-vinyl monomers; particular examples are methyl vinyl ether, vinyl acetate, styrene, methyl, octyl, dodecyl and octadecyl methacrylates, 1-vinyl naphthalene and N-vinylcarbazole. The polymeric antioxidants are useful in application to synthetic resins, mineral oils, animal and vegetable fats, waxes and rubbers. Examples illustrate their incorporation into polypropylene sheet or film. Synergistic antioxidant effect is obtained by admixing the polymeric antioxidant with distearyl-thiodipropionate or dilaurylthiodipropionate.
GB31397/69A 1968-06-21 1969-06-20 Preparation of polymeric antioxidants Expired GB1283103A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US73877068A 1968-06-21 1968-06-21

Publications (1)

Publication Number Publication Date
GB1283103A true GB1283103A (en) 1972-07-26

Family

ID=24969396

Family Applications (1)

Application Number Title Priority Date Filing Date
GB31397/69A Expired GB1283103A (en) 1968-06-21 1969-06-20 Preparation of polymeric antioxidants

Country Status (7)

Country Link
JP (1) JPS4838463B1 (en)
CA (1) CA969192A (en)
DE (1) DE1931452A1 (en)
ES (1) ES368587A1 (en)
FR (1) FR2011412A1 (en)
GB (1) GB1283103A (en)
NL (1) NL6909496A (en)

Cited By (27)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4091225A (en) 1974-01-22 1978-05-23 The Goodyear Tire & Rubber Company Antioxidant ester substituted phenols and process for their preparation
WO2006014674A3 (en) * 2004-07-23 2006-04-20 Polnox Corp Anti-oxidant macromonomers and polymers and methods of making and using the same
WO2007064843A1 (en) * 2005-12-02 2007-06-07 Polnox Corporation Lubricant oil compositions
US7323511B2 (en) 2004-01-21 2008-01-29 University Of Massachusetts Lowell Post-coupling synthetic approach for polymeric antioxidants
US20080182932A1 (en) * 2007-01-25 2008-07-31 Zhang-Lin Zhou Biocatalytic polymerization of anti-oxidant-modified latex particulates
US7507454B2 (en) 2002-04-05 2009-03-24 University Of Massachusetts Lowell Polymeric antioxidants
US7595074B2 (en) 2002-04-05 2009-09-29 University Of Massachusetts Lowell Polymeric antioxidants
US7678877B2 (en) 2004-12-03 2010-03-16 Polnox Corporation Process for the synthesis of polyalkylphenol antioxidants
US7705176B2 (en) 2005-10-27 2010-04-27 Polnox Corporation Macromolecular antioxidants based on sterically hindered phenols and phosphites
US7705075B2 (en) 2005-10-27 2010-04-27 Polnox Corporation Stabilized polyolefin compositions
US7705185B2 (en) 2005-03-25 2010-04-27 Polnox Corporation Alkylated and polymeric macromolecular antioxidants and methods of making and using the same
US7767853B2 (en) 2006-10-20 2010-08-03 Polnox Corporation Antioxidants and methods of making and using the same
US7799948B2 (en) 2005-02-22 2010-09-21 Polnox Corporation Nitrogen and hindered phenol containing dual functional macromolecular antioxidants: synthesis, performances and applications
US7902317B2 (en) 2004-12-03 2011-03-08 Polnox Corporation Synthesis of aniline and phenol-based antioxidant macromonomers and corresponding polymers
US8039673B2 (en) 2006-07-06 2011-10-18 Polnox Corporation Macromolecular antioxidants comprising differing antioxidant moieties: structures, methods of making and using the same
WO2012010918A3 (en) * 2010-07-21 2012-03-29 Medicontur Orvostechnikai Kft. Optical devices
US8889239B2 (en) 2010-01-29 2014-11-18 Aston University Stabilised cross-linked polymers
EP3015450A1 (en) * 2014-10-30 2016-05-04 Founder Fine Chemical Industry Co., Ltd. Hydrophilic antioxidant and method for the preparation of the same
EP3382745A1 (en) * 2013-06-07 2018-10-03 FUJIFILM Corporation Composition for forming gate insulating film, organic thin film transistor, electronic paper, and display device
US10294423B2 (en) 2013-11-22 2019-05-21 Polnox Corporation Macromolecular antioxidants based on dual type moiety per molecule: structures, methods of making and using the same
CN112694937A (en) * 2019-10-23 2021-04-23 中国石油化工股份有限公司 Vehicle gear oil composition and preparation method thereof
CN112694936A (en) * 2019-10-23 2021-04-23 中国石油化工股份有限公司 Diesel engine oil composition and preparation method thereof
CN113249158A (en) * 2020-02-13 2021-08-13 中国石油化工股份有限公司 Pour point depressant, preparation method and application thereof
CN113493717A (en) * 2020-03-18 2021-10-12 中国石油化工股份有限公司 Gasoline engine oil composition and preparation method thereof
CN113493714A (en) * 2020-03-18 2021-10-12 中国石油化工股份有限公司 Methanol engine lubricating oil composition and preparation method thereof
US11578285B2 (en) 2017-03-01 2023-02-14 Polnox Corporation Macromolecular corrosion (McIn) inhibitors: structures, methods of making and using the same
CN119552301A (en) * 2024-11-01 2025-03-04 贵州大学 A type of macromolecular antioxidant, preparation method and application in modified engineering plastics

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3953402A (en) * 1970-07-20 1976-04-27 The Goodyear Tire & Rubber Company Age resistant polymers of ditertiary alkyl-4-hydroxyaryl acrylate and dienes
GB1358443A (en) * 1970-07-20 1974-07-03 Goodyear Tire & Rubber Age resistant polymeric compositions
US4152319A (en) * 1972-06-30 1979-05-01 The Goodyear Tire & Rubber Company Age resistors and age resistant polymeric compositions
DE3639400A1 (en) * 1986-11-18 1988-05-26 Huels Chemische Werke Ag Esters of 3-tert-butyl- or 3-tert-butyl-5-alkyl-4-hydroxyphenyl(alkane)carboxylic acids with ethoxylates of monofunctional thiophenols and thiols, process for their preparation and their use as stabilisers
US6846612B2 (en) * 2002-02-01 2005-01-25 Brewer Science Inc. Organic anti-reflective coating compositions for advanced microlithography
DE102004011497B4 (en) 2004-03-09 2008-05-21 Ivoclar Vivadent Ag Dental materials with improved compatibility
WO2018202562A1 (en) * 2017-05-03 2018-11-08 Abb Schweiz Ag Stabilized polymer compositions

Cited By (56)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4091225A (en) 1974-01-22 1978-05-23 The Goodyear Tire & Rubber Company Antioxidant ester substituted phenols and process for their preparation
US7727571B2 (en) 2002-04-05 2010-06-01 University Of Massachusetts Lowell Polymeric antioxidants
US7507454B2 (en) 2002-04-05 2009-03-24 University Of Massachusetts Lowell Polymeric antioxidants
US7595074B2 (en) 2002-04-05 2009-09-29 University Of Massachusetts Lowell Polymeric antioxidants
US7601378B2 (en) 2002-04-05 2009-10-13 University Of Massachusetts Lowell Polymeric antioxidants
US7754267B2 (en) 2002-04-05 2010-07-13 The United States Of America As Represented By The Secretary Of The Army Polymeric antioxidants
US7323511B2 (en) 2004-01-21 2008-01-29 University Of Massachusetts Lowell Post-coupling synthetic approach for polymeric antioxidants
WO2006014674A3 (en) * 2004-07-23 2006-04-20 Polnox Corp Anti-oxidant macromonomers and polymers and methods of making and using the same
WO2006014605A3 (en) * 2004-07-23 2006-05-04 Polnox Corp Anti-oxidant macromonomers and polymers and methods of making and using the same
US7923587B2 (en) 2004-07-23 2011-04-12 Polnox Corporation Anti-oxidant macromonomers and polymers and methods of making and using the same
US8691933B2 (en) 2004-12-03 2014-04-08 Polnox Corporation Stabilized polyolefin compositions
US8481670B2 (en) 2004-12-03 2013-07-09 Polnox Corporation Stabilized polyolefin compositions
US8846847B2 (en) 2004-12-03 2014-09-30 Polnox Corporation Macromolecular antioxidants based on sterically hindered phenols and phosphites
US7678877B2 (en) 2004-12-03 2010-03-16 Polnox Corporation Process for the synthesis of polyalkylphenol antioxidants
US8598382B2 (en) 2004-12-03 2013-12-03 Polnox Corporation Macromolecular antioxidants based on sterically hindered phenols and phosphites
US8252884B2 (en) 2004-12-03 2012-08-28 Polnox Corporation Stabilized polyolefin compositions
US7902317B2 (en) 2004-12-03 2011-03-08 Polnox Corporation Synthesis of aniline and phenol-based antioxidant macromonomers and corresponding polymers
US8242230B2 (en) 2004-12-03 2012-08-14 Polnox Corporation Macromolecular antioxidants based on sterically hindered phenols and phosphites
US7956153B2 (en) 2004-12-03 2011-06-07 Polnox Corporation Macromolecular antioxidants based on sterically hindered phenols and phosphites
US8008423B2 (en) 2004-12-03 2011-08-30 Polnox Corporation Stabilized polyolefin compositions
US8710266B2 (en) 2005-02-22 2014-04-29 Polnox Corporation Nitrogen and hindered phenol containing dual functional macromolecular antioxidants: synthesis, performances and applications
US7799948B2 (en) 2005-02-22 2010-09-21 Polnox Corporation Nitrogen and hindered phenol containing dual functional macromolecular antioxidants: synthesis, performances and applications
US9388120B2 (en) 2005-02-22 2016-07-12 Polnox Corporation Nitrogen and hindered phenol containing dual functional macromolecular antioxidants: synthesis, performances and applications
US8080689B2 (en) 2005-02-22 2011-12-20 Polnox Corporation Nitrogen and hindered phenol containing dual functional macromolecular antioxidants: synthesis, performances and applications
US7705185B2 (en) 2005-03-25 2010-04-27 Polnox Corporation Alkylated and polymeric macromolecular antioxidants and methods of making and using the same
US7705075B2 (en) 2005-10-27 2010-04-27 Polnox Corporation Stabilized polyolefin compositions
US7705176B2 (en) 2005-10-27 2010-04-27 Polnox Corporation Macromolecular antioxidants based on sterically hindered phenols and phosphites
WO2007064843A1 (en) * 2005-12-02 2007-06-07 Polnox Corporation Lubricant oil compositions
US8927472B2 (en) 2005-12-02 2015-01-06 Polnox Corporation Lubricant oil compositions
US9523060B2 (en) 2005-12-02 2016-12-20 Polnox Corporation Lubricant oil compositions
US9950990B2 (en) 2006-07-06 2018-04-24 Polnox Corporation Macromolecular antioxidants comprising differing antioxidant moieties: structures, methods of making and using the same
US8039673B2 (en) 2006-07-06 2011-10-18 Polnox Corporation Macromolecular antioxidants comprising differing antioxidant moieties: structures, methods of making and using the same
US9193675B2 (en) 2006-07-06 2015-11-24 Polnox Corporation Macromolecular antioxidants comprising differing antioxidant moieties: structures, methods of making and using the same
US7767853B2 (en) 2006-10-20 2010-08-03 Polnox Corporation Antioxidants and methods of making and using the same
US20080182932A1 (en) * 2007-01-25 2008-07-31 Zhang-Lin Zhou Biocatalytic polymerization of anti-oxidant-modified latex particulates
US8889239B2 (en) 2010-01-29 2014-11-18 Aston University Stabilised cross-linked polymers
WO2012010918A3 (en) * 2010-07-21 2012-03-29 Medicontur Orvostechnikai Kft. Optical devices
EP3382745A1 (en) * 2013-06-07 2018-10-03 FUJIFILM Corporation Composition for forming gate insulating film, organic thin film transistor, electronic paper, and display device
US10294423B2 (en) 2013-11-22 2019-05-21 Polnox Corporation Macromolecular antioxidants based on dual type moiety per molecule: structures, methods of making and using the same
US10683455B2 (en) 2013-11-22 2020-06-16 Polnox Corporation Macromolecular antioxidants based on dual type moiety per molecule: structures, methods of making and using the same
US11060027B2 (en) 2013-11-22 2021-07-13 Polnox Corporation Macromolecular antioxidants based on dual type moiety per molecule: structures, methods of making and using the same
EP3015450A1 (en) * 2014-10-30 2016-05-04 Founder Fine Chemical Industry Co., Ltd. Hydrophilic antioxidant and method for the preparation of the same
TWI548672B (en) * 2014-10-30 2016-09-11 品青企業股份有限公司 Hydrophilic antioxidant and process for the preparation of the same
CN105566680B (en) * 2014-10-30 2018-03-27 品青企业股份有限公司 water-soluble antioxidant and preparation method thereof
CN105566680A (en) * 2014-10-30 2016-05-11 品青企业股份有限公司 Water-soluble antioxidant and preparation method thereof
US11578285B2 (en) 2017-03-01 2023-02-14 Polnox Corporation Macromolecular corrosion (McIn) inhibitors: structures, methods of making and using the same
US12492352B2 (en) 2017-03-01 2025-12-09 Polnox Corporation Macromolecular corrosion (MCIN) inhibitors: structures, methods of making and using the same
CN112694936A (en) * 2019-10-23 2021-04-23 中国石油化工股份有限公司 Diesel engine oil composition and preparation method thereof
CN112694937B (en) * 2019-10-23 2022-09-23 中国石油化工股份有限公司 A kind of vehicle gear oil composition and preparation method thereof
CN112694936B (en) * 2019-10-23 2022-11-15 中国石油化工股份有限公司 A kind of diesel engine oil composition and preparation method thereof
CN112694937A (en) * 2019-10-23 2021-04-23 中国石油化工股份有限公司 Vehicle gear oil composition and preparation method thereof
CN113249158B (en) * 2020-02-13 2022-09-27 中国石油化工股份有限公司 Pour point depressant, preparation method and application thereof
CN113249158A (en) * 2020-02-13 2021-08-13 中国石油化工股份有限公司 Pour point depressant, preparation method and application thereof
CN113493717A (en) * 2020-03-18 2021-10-12 中国石油化工股份有限公司 Gasoline engine oil composition and preparation method thereof
CN113493714A (en) * 2020-03-18 2021-10-12 中国石油化工股份有限公司 Methanol engine lubricating oil composition and preparation method thereof
CN119552301A (en) * 2024-11-01 2025-03-04 贵州大学 A type of macromolecular antioxidant, preparation method and application in modified engineering plastics

Also Published As

Publication number Publication date
NL6909496A (en) 1969-12-23
JPS4838463B1 (en) 1973-11-17
CA969192A (en) 1975-06-10
DE1931452A1 (en) 1970-01-08
ES368587A1 (en) 1971-05-01
FR2011412A1 (en) 1970-02-27

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