WO2002057232A3 - Hindered amine light stabilizers based on multi-functional carbonyl compounds and methods of making same - Google Patents

Hindered amine light stabilizers based on multi-functional carbonyl compounds and methods of making same Download PDF

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Publication number
WO2002057232A3
WO2002057232A3 PCT/US2001/049873 US0149873W WO02057232A3 WO 2002057232 A3 WO2002057232 A3 WO 2002057232A3 US 0149873 W US0149873 W US 0149873W WO 02057232 A3 WO02057232 A3 WO 02057232A3
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WO
WIPO (PCT)
Prior art keywords
hydrogen
group
methods
benzyl
alkyl
Prior art date
Application number
PCT/US2001/049873
Other languages
French (fr)
Other versions
WO2002057232A2 (en
Inventor
Thomas Patrick Sassi
Ram Baboo Gupta
Original Assignee
Cytec Tech Corp
Thomas Patrick Sassi
Ram Baboo Gupta
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 Cytec Tech Corp, Thomas Patrick Sassi, Ram Baboo Gupta filed Critical Cytec Tech Corp
Priority to JP2002557913A priority Critical patent/JP2005510446A/en
Priority to KR10-2003-7006082A priority patent/KR20030044068A/en
Priority to IL15556501A priority patent/IL155565A0/en
Priority to EP01994383A priority patent/EP1414799A2/en
Priority to BR0115099-5A priority patent/BR0115099A/en
Priority to CA002427638A priority patent/CA2427638A1/en
Publication of WO2002057232A2 publication Critical patent/WO2002057232A2/en
Publication of WO2002057232A3 publication Critical patent/WO2002057232A3/en

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    • 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
    • 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
    • C08K5/3432—Six-membered rings
    • C08K5/3435—Piperidines
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/06—Heterocyclic 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
    • C07D211/36—Heterocyclic 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
    • C07D211/40—Oxygen atoms
    • C07D211/44—Oxygen atoms attached in position 4
    • C07D211/46—Oxygen atoms attached in position 4 having a hydrogen atom as the second substituent in position 4

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Hydrogenated Pyridines (AREA)
  • Anti-Oxidant Or Stabilizer Compositions (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

Compounds and methods of preparing compounds of the formula: (I) wherein n is an integer from 1 to 15, m is either 0 or 1; R?a, Rb, Rc, and Rd¿ are each a hydrogen or ahydrocarbyl group; Y is CO-(CReRf)p, wherein R?e and Rf¿ are each a hydrogen or hydrocarbyl group and p is zero or an integer from 1 to 20 or CO-C¿6?H4-, wherein the substitution pattern on the phenylene group is an ortho, meta, or para substitution pattern and one or more of the hydrogens of the phenylene group may be substituted by a hydrocarbyl group or a functional group; Z is O- or NG-, wherein Gis H, C1-C12alkyl or the radical R; wherein R is (I) wherein R?1¿ is hydrogen, C¿1?-C18alkyl, O, OH, CH2CN, C1C18 alkoxy, C1-C18 hydroxyalkoxy, C5-C12 cycloalkoxy, C5-C12 hydroxycycloalkoxy, C3-C6 alkenyl, C1-C18 alkynyl, C7-C9 phenylalkyl, unsubstituted or substituted on the phenyl with 1, 2 or 3 C1-C4 alkyls, or an aliphatic C1-C8 acyl; R?2¿ is hydrogen, C¿1?-C8 alkyl, or benzyl; R?3, R4,R5, and R6¿ are each a hydrogen, C¿1?-C8 acyl; R?2¿ is hydrogen, C¿1?-C8 alkyl, or benzyl; R?3,R4,R5, and R6¿ are each a hydrogen, C¿1?-C8 alkyl, benzyl, or phenethyl, or two geminal R moieties, which together with the carbon to which they are attached form a C5-C10 cycloalkyl; and A is either ZR or a hydrocarbyl group, which are useful for stabilizing polymer compositions against photo-and thermal degradation.
PCT/US2001/049873 2000-11-03 2001-10-26 Hindered amine light stabilizers based on multi-functional carbonyl compounds and methods of making same WO2002057232A2 (en)

Priority Applications (6)

Application Number Priority Date Filing Date Title
JP2002557913A JP2005510446A (en) 2000-11-03 2001-10-26 Hindered amine light stabilizer based on polyfunctional carbonyl compound and method for producing the same
KR10-2003-7006082A KR20030044068A (en) 2000-11-03 2001-10-26 Hindered amine light stabilizers based on multi-functional carbonyl compounds and methods of making same
IL15556501A IL155565A0 (en) 2000-11-03 2001-10-26 Hindered amine light stabilizers based on multi-functional carbonyl compounds and methods of making same
EP01994383A EP1414799A2 (en) 2000-11-03 2001-10-26 Hindered amine light stabilizers based on multi-functional carbonyl compounds and methods of making same
BR0115099-5A BR0115099A (en) 2000-11-03 2001-10-26 Compound, methods to form the same
CA002427638A CA2427638A1 (en) 2000-11-03 2001-10-26 Hindered amine light stabilizers based on multi-functional carbonyl compounds and methods of making same

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US70479300A 2000-11-03 2000-11-03
US09/704,793 2000-11-03
US10/045,333 US6492521B2 (en) 2000-11-03 2001-10-25 Hindered amine light stabilizers based on multi-functional carbonyl compounds and methods of making same

Publications (2)

Publication Number Publication Date
WO2002057232A2 WO2002057232A2 (en) 2002-07-25
WO2002057232A3 true WO2002057232A3 (en) 2003-10-30

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PCT/US2001/049873 WO2002057232A2 (en) 2000-11-03 2001-10-26 Hindered amine light stabilizers based on multi-functional carbonyl compounds and methods of making same

Country Status (7)

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US (2) US6492521B2 (en)
JP (1) JP2005510446A (en)
KR (1) KR20030044068A (en)
BR (1) BR0115099A (en)
CA (1) CA2427638A1 (en)
IL (1) IL155565A0 (en)
WO (1) WO2002057232A2 (en)

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CA2495421A1 (en) * 2002-08-10 2004-02-19 The Sherwin-Williams Company Aerosol paint composition for adherence to plastic
ATE367382T1 (en) * 2003-12-25 2007-08-15 Council Scient Ind Res ANTIOZONANT FUNCTIONALIZED BENZOTRIAZOLE UV ABSORBERS AND THEIR PRODUCTION PROCESS
EP1676887B1 (en) * 2004-12-29 2007-05-23 Ciba Specialty Chemicals Holding Inc. Composition and process for improving heat and weathering stability of segmented polyurethane polymers
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US7678849B2 (en) * 2005-03-29 2010-03-16 Honda Motor Co., Ltd. High chroma hals stabilized polymer composition
WO2010071956A1 (en) 2008-12-22 2010-07-01 Canadian Bank Note Company, Limited Improved printing of tactile marks for the visually impaired
US9765489B2 (en) 2011-09-22 2017-09-19 Flint Trading, Inc. Anti-skid high retroreflectivity performed thermoplastic composites for runway applications
MX340578B (en) * 2011-09-22 2016-07-13 Flint Trading Inc Anti-skid high retroreflectivity preformed thermoplastic composites for runway applications.
EP2829573B1 (en) * 2012-03-22 2018-07-11 Mitsubishi Chemical Corporation Acrylic resin composition for film
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US20020099218A1 (en) 2002-07-25
JP2005510446A (en) 2005-04-21
WO2002057232A2 (en) 2002-07-25
US20030083498A1 (en) 2003-05-01
CA2427638A1 (en) 2002-07-25
US6492521B2 (en) 2002-12-10
BR0115099A (en) 2003-12-30
IL155565A0 (en) 2003-11-23
KR20030044068A (en) 2003-06-02

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