GB1389442A - P-phenylene-diamine derivatives and uses therefor - Google Patents

P-phenylene-diamine derivatives and uses therefor

Info

Publication number
GB1389442A
GB1389442A GB574171A GB574171A GB1389442A GB 1389442 A GB1389442 A GB 1389442A GB 574171 A GB574171 A GB 574171A GB 574171 A GB574171 A GB 574171A GB 1389442 A GB1389442 A GB 1389442A
Authority
GB
United Kingdom
Prior art keywords
hydrogen
alkyl
cycloalkyl
groups
formula
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
GB574171A
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.)
Kodak Ltd
Original Assignee
Kodak Ltd
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 Kodak Ltd filed Critical Kodak Ltd
Priority to GB574171A priority Critical patent/GB1389442A/en
Publication of GB1389442A publication Critical patent/GB1389442A/en
Expired legal-status Critical Current

Links

Classifications

    • 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
    • C08K5/17—Amines; Quaternary ammonium compounds
    • C08K5/18—Amines; Quaternary ammonium compounds with aromatically bound amino groups
    • 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
    • C08K5/17—Amines; Quaternary ammonium compounds
    • 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
    • C08K5/29—Compounds containing one or more carbon-to-nitrogen double bonds
    • 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
    • C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
    • 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
    • C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
    • C08K5/37—Thiols
    • C08K5/375—Thiols containing six-membered aromatic rings

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

1389442 Para-phenylene diamine derivatives KODAK Ltd 2 June 1972 [2 March 1971] 5741/71 Heading C2C The invention comprises compounds having the Formula (I) wherein X is alkyl, cycloalkyl or hydrogen; Y is wherein R 1 is one or more of the groups alkyl, cycloalkyl, alkoxy, alkylthio, 3-, 5- or 6- hydroxy, amino, substituted amino, chloro or hydrogen; R 2 is alkyl, cycloalkyl, aryl or hydrogen; or X and Y together are R 4 is alkyl, cycloalkyl or hydrogen; R 5 is alkyl, aryl, hydrogen or as Formula II shown above; or R 4 and R 5 together are as Formula III shown above and in all cases where the compound contains more than one R 1 group, the R 1 groups may be the same or different, and where the compound contains more than one R 2 group, the R 2 groups may be the same or different. They may be prepared by reacting a pphenylenediamine with the appropriate ohydroxybenzyl compound or with an appropriate aromatic ketone followed, if necessary, by reduction. The compounds of the invention may be used to protect unsaturated elastomers from degradation.
GB574171A 1971-03-02 1971-03-02 P-phenylene-diamine derivatives and uses therefor Expired GB1389442A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB574171A GB1389442A (en) 1971-03-02 1971-03-02 P-phenylene-diamine derivatives and uses therefor

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB574171A GB1389442A (en) 1971-03-02 1971-03-02 P-phenylene-diamine derivatives and uses therefor

Publications (1)

Publication Number Publication Date
GB1389442A true GB1389442A (en) 1975-04-03

Family

ID=9801784

Family Applications (1)

Application Number Title Priority Date Filing Date
GB574171A Expired GB1389442A (en) 1971-03-02 1971-03-02 P-phenylene-diamine derivatives and uses therefor

Country Status (1)

Country Link
GB (1) GB1389442A (en)

Cited By (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2006091705A2 (en) * 2005-02-22 2006-08-31 Polnox Corporation Nitrogen and hindered phenol containing dual functional macromolecular antioxidants: synthesis , performances and applications
US7323511B2 (en) 2004-01-21 2008-01-29 University Of Massachusetts Lowell Post-coupling synthetic approach for 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
US7678877B2 (en) 2004-12-03 2010-03-16 Polnox Corporation Process for the synthesis of polyalkylphenol antioxidants
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
US7767853B2 (en) 2006-10-20 2010-08-03 Polnox Corporation Antioxidants and methods of making and using the same
US7902317B2 (en) 2004-12-03 2011-03-08 Polnox Corporation Synthesis of aniline and phenol-based antioxidant macromonomers and corresponding polymers
US7923587B2 (en) 2004-07-23 2011-04-12 Polnox Corporation Anti-oxidant macromonomers and polymers and 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
US8927472B2 (en) 2005-12-02 2015-01-06 Polnox Corporation Lubricant oil compositions
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
US11578285B2 (en) 2017-03-01 2023-02-14 Polnox Corporation Macromolecular corrosion (McIn) inhibitors: structures, methods of making and using the same
CN116589364A (en) * 2023-04-06 2023-08-15 山东阳谷华泰化工股份有限公司 N-dicyclohexylmethyl-N' -phenyl-1, 4-phenylenediamine as well as preparation method and application thereof

Cited By (36)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7727571B2 (en) 2002-04-05 2010-06-01 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
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
US7323511B2 (en) 2004-01-21 2008-01-29 University Of Massachusetts Lowell Post-coupling synthetic approach for polymeric antioxidants
US7923587B2 (en) 2004-07-23 2011-04-12 Polnox Corporation Anti-oxidant macromonomers and polymers and methods of making and using the same
US8598382B2 (en) 2004-12-03 2013-12-03 Polnox Corporation Macromolecular antioxidants based on sterically hindered phenols and phosphites
US8242230B2 (en) 2004-12-03 2012-08-14 Polnox Corporation Macromolecular antioxidants based on sterically hindered phenols and phosphites
US8846847B2 (en) 2004-12-03 2014-09-30 Polnox Corporation Macromolecular antioxidants based on sterically hindered phenols and phosphites
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
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
US7678877B2 (en) 2004-12-03 2010-03-16 Polnox Corporation Process for the synthesis of polyalkylphenol antioxidants
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
WO2006091705A3 (en) * 2005-02-22 2007-01-25 Polnox Corp 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
US8710266B2 (en) 2005-02-22 2014-04-29 Polnox Corporation Nitrogen and hindered phenol containing dual functional macromolecular antioxidants: synthesis, performances and applications
WO2006091705A2 (en) * 2005-02-22 2006-08-31 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
US7705185B2 (en) 2005-03-25 2010-04-27 Polnox Corporation Alkylated and polymeric macromolecular antioxidants and methods of making and using the same
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
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
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
US9950990B2 (en) 2006-07-06 2018-04-24 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
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
US11578285B2 (en) 2017-03-01 2023-02-14 Polnox Corporation Macromolecular corrosion (McIn) inhibitors: structures, methods of making and using the same
CN116589364A (en) * 2023-04-06 2023-08-15 山东阳谷华泰化工股份有限公司 N-dicyclohexylmethyl-N' -phenyl-1, 4-phenylenediamine as well as preparation method and application thereof

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Legal Events

Date Code Title Description
PS Patent sealed
PLNP Patent lapsed through nonpayment of renewal fees