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US4440887A Expired / Lapsed US ⏱️ 0.0 years remaining

4-Aminomethylpolyalkylpiperidines useful as light stabilizers

Assignee: Sandoz AG
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Filing: 1982-01-22
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Granted: 1984-04-03
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Expires: 2002-01-22
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Abstract

Abstract Compounds of formula I <IMAGE> I where R1, R2 and R3 are defined in the text, are useful as light stabilizers for polymeric materials, particularly for thermoplastic polymers and automotive finishes. Preferred compounds are those in which R1 is hydrogen and R2 and R3 are identical (C8-17alkyl)carbonyl groups.

Inventors

  • 👤 Hans Hinsken
  • 👤 Wolfgang Mueller
  • 👤 Hermann Schneider

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-01 09:17
CPC Classifications
C; C07; C07D; C07D211/00; C07D211/04; C07D211/06; C07D211/36; C07D211/40; C07D211/44; C07D211/48; Y; Y10; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31678; Y10T428/31688

Claims Analysis

Total Claims: 21
Claim 1
Independent Claim 115 words
A compound of formula I ##STR18## in which R 1 is hydrogen or C 1-8 alkyl; R 2 is hydrogen, (C 1-22 alkyl)carbonyl, phenyl (C 1-4 alkyl)carbonyl, cyclohexylcarbonyl, phenylcarbonyl in which the phenyl ring is unsubstituted or substituted by 1 or 2 C 1-12 alkyl groups having a total of not more than 18 carbon atoms, or a group of formula (a) --CONHR.sub.4 (a) where R 4 is C 1-18 alkyl unsubstituted or substituted by a --N═C═O group, cyclohexyl, benzyl, phenyl, or (C 1-12 alkyl)phenyl; and R 3 is (C 1-22 alkyl) carbonyl, a group of formula (a) or is a group of formula (b) ##STR19## where R 5 is C 1-20 alkylene or phenylene.
Claim 2
Dependent Claim 115 words
A compound of formula I ##STR18## in which R 1 is hydrogen or C 1-8 alkyl; R 2 is hydrogen, (C 1-22 alkyl)carbonyl, phenyl (C 1-4 alkyl)carbonyl, cyclohexylcarbonyl, phenylcarbonyl in which the phenyl ring is unsubstituted or substituted by 1 or 2 C 1-12 alkyl groups having a total of not more than 18 carbon atoms, or a group of formula (a) --CONHR.sub.4 (a) where R 4 is C 1-18 alkyl unsubstituted or substituted by a --N═C═O group, cyclohexyl, benzyl, phenyl, or (C 1-12 alkyl)phenyl; and R 3 is (C 1-22 alkyl) carbonyl, a group of formula (a) or is a group of formula (b) ##STR19## where R 5 is C 1-20 alkylene or phenylene.
Claim 3
Dependent Claim 21 words
A compound according to claim 1 of formula I s ##STR20## in which R 5 is C 1-8 alkylene or p-phenylene.
Claim 4
Dependent Claim 93 words
A compound according to claim 1 of formula Ia ##STR21## in which R 1 ' is hydrogen or methyl, R 2 ' is hydrogen, (C 1-17 alkyl)carbonyl or a group of formula (a) in which R 4 is C 1-17 alkyl or phenyl, and R 3 ' is (C 1-17 alkyl)carbonyl, a group of formula (a) in which R 4 is C 1-17 alkyl or phenyl, or a group of formula (b) in which R 1 is hydrogen, R 2 is R 2 ' and R 5 is C 1-8 alkylene or p-phenylene.
Claim 5
Dependent Claim 22 words
A compound according to claim 3 of formula Ib ##STR22## in which the R 9 groups are identical C 8-17 alkyl groups.
Claim 6
Dependent Claim 40 words
A process for the stabilization of polymeric materials against the effect of light comprising the incorporation of from 0.01 to 5% by weight of a compound of formula I, stated in claim 1, into the polymeric material to be stabilised.
Claim 7
Dependent Claim 26 words
A polymeric material stabilized against the effects of light, containing from 0.01 to 5% by weight of a compound of formula I, stated in claim 1.
Claim 8
Dependent Claim 27 words
A solid masterbatch composition containing 20-80% by weight of a compound of formula I, stated in claim 1, and 80-20% by weight of a solid thermoplastic polymer.
Claim 9
Dependent Claim 25 words
A liquid stoving automotive finish for application to a metal surface, containing 0.02-5% by weight of a compound of formula I, stated in claim 1.
Claim 10
Dependent Claim 15 words
A cured automotive finish obtained by applying and stoving the liquid finish of claim 8.
Claim 11
Dependent Claim 52 words
A compound according to claim 1 of the formula ##STR23## wherein R 2 " is hydrogen or (C 8-17 alkyl)carbonyl and R 3 " is (C 8-17 alkyl)carbonyl or a group of formula (b) in which R 1 and R 2 are hydrogen and R 5 is C 1-8 alkylene or p-phenylene.
Claim 12
Dependent Claim 13 words
A compound according to claim 4 wherein R 9 is C 11-17 alkyl.
Claim 13
Dependent Claim 21 words
A compound of claim 10 wherein R 2 " is hydrogen and R 3 " is --COC 17 H 35 .
Claim 14
Dependent Claim 14 words
A compound of claim 2 wherein R 5 is --(CH 2 ) 8 --.
Claim 15
Dependent Claim 14 words
A compound of claim 4 wherein R 9 is --C 17 H 35 .
Claim 16
Dependent Claim 22 words
A polymeric material stabilized against the effects of light, containing 0.01 to 5% by weight of a compound according to claim 3.
Claim 17
Dependent Claim 22 words
A polymeric material stabilized against the effects of light, containing 0.02 to 1% by weight of a compound according to claim 3.
Claim 18
Dependent Claim 47 words
A composition according to claim 15 wherein the polymeric material is polyethylene, polypropylene, or ethylenepropylene copolymer, polyvinyl chloride, polyester, polyamide, polyurethane, polyacrylonitrile, ABS, an acrylate-styrene-acrylonitrile terpolymer, styrene-acrylonitrile, styrene-butadiene, polybutylene, polystyrene, chlorinated polyethylene, polycarbonate, polymethylmethacrylate, polyphenylene oxide, polypropylene oxide, a polyacetal, a phenol/formaldehyde resin or an epoxy resin.
Claim 19
Dependent Claim 23 words
A liquid stoving finish in accord with claim 8 which is a clear finish suitable for top coating over a metallic undercoat finish.
Claim 20
Dependent Claim 15 words
A liquid stoving finish of claim 18 in which the compound has the formula: ##STR24##
Claim 21
Dependent Claim 38 words
A composition according to claim 15 wherein the polymeric material is a combination of melamine-formaldehyde resins with oil-modified polyester resins, polyacrylate resins with added crosslinkers, or saturated polyesters; or of self-crosslinked polyacrylate or polyacrylate resin copolymerised with styrene.

References Cited (Backward Citations)

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US4118368A Cited
US4064102A Cited
US4239891A Cited
US4256627A Cited
US4344876A Cited
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USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1987-04-03 1987-10-03 1988-04-03 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1991-04-03 1991-10-03 1992-04-03 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1995-04-03 1995-10-03 1996-04-03 $7700.00 Window Closed / Lapsed

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