WO2006060801A3 - Process for the synthesis of polyalkylphenol antioxidants - Google Patents

Process for the synthesis of polyalkylphenol antioxidants Download PDF

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Publication number
WO2006060801A3
WO2006060801A3 PCT/US2005/044021 US2005044021W WO2006060801A3 WO 2006060801 A3 WO2006060801 A3 WO 2006060801A3 US 2005044021 W US2005044021 W US 2005044021W WO 2006060801 A3 WO2006060801 A3 WO 2006060801A3
Authority
WO
WIPO (PCT)
Prior art keywords
synthesis
sterically hindered
antioxidants
hindered polymeric
disclosed
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.)
Ceased
Application number
PCT/US2005/044021
Other languages
French (fr)
Other versions
WO2006060801A2 (en
Inventor
Suizhou Yang
Ashok L Cholli
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.)
Polnox Corp
Original Assignee
Polnox Corp
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 Polnox Corp filed Critical Polnox Corp
Priority to CA002589855A priority Critical patent/CA2589855A1/en
Priority to EP05853056A priority patent/EP1817393A2/en
Publication of WO2006060801A2 publication Critical patent/WO2006060801A2/en
Publication of WO2006060801A3 publication Critical patent/WO2006060801A3/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • 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
    • C09K15/06—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds containing oxygen
    • C09K15/08—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds containing oxygen containing a phenol or quinone moiety
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G61/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G61/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G61/02—Macromolecular compounds containing only carbon atoms in the main chain of the macromolecule, e.g. polyxylylenes
    • C08G61/10—Macromolecular compounds containing only carbon atoms in the main chain of the macromolecule, e.g. polyxylylenes only aromatic carbon atoms, e.g. polyphenylenes
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2261/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G2261/30—Monomer units or repeat units incorporating structural elements in the main chain
    • C08G2261/31—Monomer units or repeat units incorporating structural elements in the main chain incorporating aromatic structural elements in the main chain
    • C08G2261/312—Non-condensed aromatic systems, e.g. benzene

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Anti-Oxidant Or Stabilizer Compositions (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Disclosed is a method for the synthesis of sterically hindered polymeric antioxidants based on phenol type antioxidant monomers. The method includes partially etherifying, polymerizing and thermally rearranging a phenol containing monomer represented by the following structural formula (I): to produce a sterically hindered polymeric macromolecular antioxidant. X, R10 and q are as defined herein. The disclosed method is a simple, direct and economical process for the synthesis of sterically hindered polymeric macromolecular antioxidants.
PCT/US2005/044021 2004-12-03 2005-12-02 Process for the synthesis of polyalkylphenol antioxidants Ceased WO2006060801A2 (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
CA002589855A CA2589855A1 (en) 2004-12-03 2005-12-02 Process for the synthesis of polyalkylphenol antioxidants
EP05853056A EP1817393A2 (en) 2004-12-03 2005-12-02 Process for the synthesis of polyalkylphenol antioxidants

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US63289304P 2004-12-03 2004-12-03
US60/632,893 2004-12-03

Publications (2)

Publication Number Publication Date
WO2006060801A2 WO2006060801A2 (en) 2006-06-08
WO2006060801A3 true WO2006060801A3 (en) 2006-07-06

Family

ID=36263980

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2005/044021 Ceased WO2006060801A2 (en) 2004-12-03 2005-12-02 Process for the synthesis of polyalkylphenol antioxidants

Country Status (4)

Country Link
US (1) US7678877B2 (en)
EP (1) EP1817393A2 (en)
CA (1) CA2589855A1 (en)
WO (1) WO2006060801A2 (en)

Families Citing this family (22)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7595074B2 (en) 2002-04-05 2009-09-29 University Of Massachusetts Lowell Polymeric antioxidants
EP1492856A4 (en) * 2002-04-05 2010-11-10 Univ Massachusetts Lowell POLYMER ANTIOXIDANTS
EP1846460A2 (en) * 2004-01-21 2007-10-24 University Of Massachusetts Lowell Post-coupling synthetic approach for polymeric antioxidants
ATE442426T1 (en) * 2004-07-23 2009-09-15 Polnox Corp ANTIOXIDANT MACROMONOMERS, THEIR PREPARATION AND USE
US7902317B2 (en) 2004-12-03 2011-03-08 Polnox Corporation Synthesis of aniline and phenol-based antioxidant macromonomers and corresponding polymers
US20060128930A1 (en) * 2004-12-03 2006-06-15 Ashish Dhawan Synthesis of sterically hindered phenol based macromolecular antioxidants
WO2006060803A2 (en) * 2004-12-03 2006-06-08 Polnox Corporation One pot process for making polymeric antioxidants
EP1817393A2 (en) 2004-12-03 2007-08-15 Polnox Corporation Process for the synthesis of polyalkylphenol antioxidants
US7799948B2 (en) 2005-02-22 2010-09-21 Polnox Corporation Nitrogen and hindered phenol containing dual functional macromolecular antioxidants: synthesis, performances and applications
CA2606303A1 (en) 2005-03-25 2006-10-05 Polnox Corporation Alkylated and polymeric macromolecular antioxidants and methods of making and using the same
US20070106059A1 (en) * 2005-10-27 2007-05-10 Cholli Ashok L Macromolecular antioxidants and polymeric macromolecular antioxidants
EP1966293A1 (en) * 2005-10-27 2008-09-10 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
WO2008005358A2 (en) 2006-07-06 2008-01-10 Polnox Corporation Novel 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
US9808675B2 (en) 2012-09-13 2017-11-07 Acushnet Company Golf ball compositions
EP3071544B1 (en) 2013-11-22 2022-07-06 Polnox Corporation Macromolecular antioxidants based on dual type moiety per molecule: structures methods of making and using the same
US10035043B2 (en) 2016-12-15 2018-07-31 Acushnet Company Golf ball incorporating highly crosslinked thermoset fluorescent microspheres and methods of making same
WO2018160879A2 (en) 2017-03-01 2018-09-07 Polnox Corporation Macromolecular corrosion (mcin) inhibitors: structures, methods of making and using the same
US10252112B2 (en) 2017-03-20 2019-04-09 Acushnet Company Golf ball composition
US11697048B2 (en) 2021-08-12 2023-07-11 Acushnet Company Colored golf ball and method of making same

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Also Published As

Publication number Publication date
US7678877B2 (en) 2010-03-16
US20060128929A1 (en) 2006-06-15
EP1817393A2 (en) 2007-08-15
CA2589855A1 (en) 2006-06-08
WO2006060801A2 (en) 2006-06-08

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