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US4314933A Expired / Lapsed US ⏱️ 0.0 years remaining

Method for light stabilization of two-layer uni-lacquer coatings

Assignee: BASF Corp
•
Filing: 1980-02-04
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Granted: 1982-02-09
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Expires: 2000-02-04
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Abstract

Abstract The use of 2,2,6,6-tetraalkylpiperidine compounds or their acid addition salts or complexes with metal compounds, if desired together with further stabilizers, for stabilizing two-layer uni-lacquer coatings based on thermocrosslinkable acrylic, alkyd or polyester resins, which if desired can be crosslinked with melamine/formaldehyde resins, epoxide resins or polyisocyanates, against the action of light, humidity and oxygen. The stabilization indicated in this specification is particularly suitable for lacquer coatings on cars.

Inventors

  • 👤 Godwin Berner

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-24 14:20
CPC Classifications
C; C09; C09D; C09D167/00; C08; C08K; C08K5/00; C08K5/16; C08K5/34; C08K5/3412; C08K5/3432; C08K5/3435; C08L; C08L101/00; C08L67/00; C09D133/00; C09D201/00; C09D7/00; C09D7/40; C09D7/48; Y; Y10; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31511; Y10T428/31515; Y10T428/31522; Y10T428/31551; Y10T428/31605; Y10T428/31678; Y10T428/31681

Claims Analysis

Total Claims: 18
Claim 1
Independent Claim 75 words
A method for stabilizing two-layer uni-lacquer coatings based on acrylic, alkyd or polyester resins, melamine/formaldehyde resins, epoxide resins or polyisocyanates against the adverse effects of light, humidity and oxygen which comprises incorporating in said resin (1)a 2,2,6,6-tetraalkylpiperidine compound, its acid addition salts or metal complexes, and (2)a second ultra-violet light absorbing compound; said components (1) and (2) being present in a total concentration of from about 0.02 to 5.0%, by weight of the resin components.
Claim 2
Independent Claim 75 words
A method for stabilizing two-layer uni-lacquer coatings based on acrylic, alkyd or polyester resins, melamine/formaldehyde resins, epoxide resins or polyisocyanates against the adverse effects of light, humidity and oxygen which comprises incorporating in said resin (1)a 2,2,6,6-tetraalkylpiperidine compound, its acid addition salts or metal complexes, and (2)a second ultra-violet light absorbing compound; said components (1) and (2) being present in a total concentration of from about 0.02 to 5.0%, by weight of the resin components.
Claim 3
Dependent Claim 224 words
The method according to claim 1, wherein said component (1) corresponds to a light stabilizer of the formula (II) ##STR21## in which n is the numbers 1-4, T is hydrogen or --CONH 2 , R is hydrogen or methyl, R 1 is hydrogen, oxyl, C 1 -C 18 alkyl, C 3 -C 8 alkenyl, C 3 -C 8 alkynyl, C 7 -C 12 aralkyl, C 1 -C 8 alkanoyl, C 3 -C 5 alkenoyl, glycidyl or a group --CH 2 CH(OH)--Z, in which Z is hydrogen, methyl, ethyl or phenyl and R 2 , if n=1, is hydrogen, C 1 -C 18 alkyl, which C 1 -C 18 alkyl interrupted by one or more oxygen atoms, cyanoethyl, benzyl, glycidyl, a monovalent radical of an aliphatic, cycloaliphatic, araliphatic, aromatic or heterocyclic carboxylic acid, carbamic acid or phosphoruscontaining acid or a monovalent silyl radical, if n=2 is C 1 -C 12 alkylene, C 4 -C 12 alkenylene, xylylene, a divalent radical of an aliphatic, cycloaliphatic, araliphatic, aromatic or heterocyclic dicarboxylic acid, dicarbamic acid or phosphorus-containing acid or a divalent silyl radical, if n=3 is a trivalent radical of an aliphatic, cycloaliphatic, aromatic or heterocyclic tricarboxylic acid, of an aromatic tricarbamic acid or of a phosphorus-containing acid or a trivalent silyl radical and if n=4 is a tetravalent radical of an aliphatic, cycloaliphatic or aromatic tetracarboxylic acid.
Claim 4
Dependent Claim 117 words
The method, according to claim 2, wherein in said light stabilizer of the formula (II), n is the number 1 or 2, R is hydrogen or methyl, R 1 is hydrogen, C 1 -C 12 alkyl, allyl, benzyl, acetyl or acryloyl and R 2 , if n=1, is a radical of an aliphatic carboxylic acid having 2-18 C atoms, of a cycloaliphatic carboxylic acid having 5-12 C atoms or of an aromatic carboxylic acid having 7-15 C atoms, and if n=2 is a radical of an aliphatic dicarboxylic acid having 2-36 C atoms, of a cycloaliphatic or aromatic dicarboxylic acid having 8-14 C atoms or of an aliphatic, cycloaliphatic or aromatic dicarbamic acid having 8-14 C atoms.
Claim 5
Dependent Claim 284 words
The method according to claim 1, wherein stabilizer (1) corresponds to the formula (III) ##STR22## in which n is the number 1 or 2, R is hydrogen or methyl, R 1 is hydrogen, oxyl, C 1 -C 18 alkyl, C 3 -C 8 alkenyl, C 3 -C 8 alkynyl, C 7 -C 12 aralkyl, C 1 -C 8 alkanoyl, C 3 -C 5 alkenoyl, glycidyl or --CH 2 CH(OH)--Z in which Z is hydrogen, methyl, ethyl or phenyl, and R 3 is hydrogen, C 1 -C 12 alkyl, C 5 -C 7 cycloalkyl, C 7 -C 8 aralkyl, C 2 -C 18 alkanoyl, C 3 -C 5 alkanoyl, C 3 -C 5 alkenoyl or benzoyl and R 4 , if n=1, is hydrogen, C 1 -C 18 alkyl, C 5 -C 7 cycloalkyl, C 2 -C 8 alkenyl, which is unsubstituted or substituted by a cyano, alkoxycarbonyl or carbamide group, glycidyl or a group of the formula --CH 2 --CH(OH)--Z" or of the formula --CONH--Z", in which Z" is hydrogen, methyl or phenyl, and if n=2 is C 2 -C 12 alkylene, C 6 -C 12 arylene, xylylene, a --CH 2 --CH(OH)--CH 2 group or a group --CH 2 --CH(OH)--CH 2 --O--X--O--CH 2 (OH)--CH 2 --, in which X is C 2 -C 10 alkylene, C 6 -C 15 arylene or C 6 -C 12 cycloalkylene, or, with the proviso that R 3 is not alkanoyl, alkenoyl or benzoyl, R 4 is also a divalent radical of an aliphatic, cycloaliphatic or aromatic dicarboxylic acid or dicarbamic acid or the group --CO--, or R 3 and R 4 together, if n=1, is the imide radical of an aliphatic, cycloaliphatic or aromatic 1,2- or 1,3-dicarboxylic acid.
Claim 6
Dependent Claim 113 words
The method according to claim 1, wherein stabilizer (1) corresponds to the formula (IV) ##STR23## in which n is the number 1 or 2, R is hydrogen or methyl, R 1 is hydrogen, oxyl, C 1 -C 18 alkyl, C 3 -C 8 alkenyl, C 3 -C 8 alkynyl, C 7 -C 12 aralkyl, C 1 -C 8 alkanoyl, C 3 -C 5 alkenoyl, glycidyl or --CH 2 CH(OH)--Z in which Z is hydrogen, methyl, ethyl or phenyl, and R 5 , if n=1, is C 2 -C 8 alkylene or hydroxy-alkylene or C 4 -C 22 acyloxyalkylene, and if n=2 is the group (--CH 2 ) 2 C(CH 2 --) 2 .
Claim 7
Dependent Claim 341 words
The method according to claim 1, wherein stabilizer (1) corresponds to the formulae (VA), (VB) or (VC) ##STR24## in which n is the number 1 or 2, R is hydrogen or methyl, R 1 is hydrogen, oxyl, C 1 -C 18 alkyl, C 3 -C 8 alkenyl, C 3 -C 8 alkynyl, C 7 -C 12 aralkyl, C 1 -C 8 alkanoyl, C 3 -C 5 alkenoyl, glycidyl or --CH 2 CH(OH)--Z in which Z is hydrogen, methyl, ethyl or phenyl, and R 6 is hydrogen, C 1 -C 12 alkyl, allyl, benzyl, glycidyl or C 2 -C 6 alkoxyalkyl and R 7 , if n=1, is hydrogen, C 1 -C 12 alkyl, C 3 -C 5 alkenyl, C 7 -C 9 aralkyl, C 5 -C 7 cycloalkyl, C 2 -C 4 hydroxyalkyl, C 2 -C 6 alkoxyalkyl, C 6 -C 10 aryl, glycidyl or a group of the formula --(CH 2 ) m --COO--Q or of the formula --(CH 2 ) m --O--CO--Q, in which m is 1 or 2 and Q is C 1 -C 18 alkyl or phenyl, and if n=2 is C 2 -C 12 alkylene or C 6 -C 12 arylene, C 4 -C 12 alkenylene a group --CH 2 --CH(OH)--CH 2 --O--X--O--CH 2 CH(OH)--CH 2 --, in which X is C 2 -C 10 alkylene, C 6 -C 15 arylene or C 6 -C 12 cycloalkylene, or a group --CH 2 CH(OZ')CH 2 --(OCH 2 --CH(OZ')CH 2 ) 2 -- in which Z' is hydrogen, C 1 -C 18 alkyl, allyl, benzyl, C 2 -C 12 alkanoyl or benzoyl, and T 1 and T 2 independently of one another are hydrogen, C 1 -C 18 alkyl or C 6 C 10 aryl which is unsubstituted or substituted by halogen or C 1 -C 4 alkyl, or C 7 -C 9 aralkyl, or T 1 and T 2 together with the C atom which bonds them form C 5 -C 7 cycloalkyl, pyrrolidinyl or piperidinyl, which are unsubstituted or substituted by C 1 -C 4 alkyl.
Claim 8
Dependent Claim 267 words
The method according to claim 1, wherein stabilizer (1) corresponds to the formula (VI) ##STR25## in which n is the number 1 and 2 and R 8 is a group of the formula ##STR26## in which R is hydrogen or methyl, R 1 is hydrogen, oxyl, C 1 -C 18 alkyl, C 3 -C 8 alkenyl, C 3 -C 8 alkynyl, C 7 -C 12 aralkyl, C 1 -C 8 alkanoyl, C 3 -C 5 alkenoyl, glycidyl or --CH 2 CH(OH)--Z in which Z is hydrogen, methyl, ethyl or phenyl, Y is --O-- or --NR 11 --, A is C 2 -C 6 alkylene or --(CH 2 ) 3 --O-- and p is the numbers 0 or 1, R 9 is the groups R 8 , NR 11 R 12 , --OR 13 , --NHCH 12 OR 13 or --N(CH 2 OR 13 ) 2 , and R 10 , if n=1, is the group --Y--D--Y--, in which D is C 2 -C 6 alkylene which can be interrupted by --N(R 11 )--, and R 11 is C 1 -C 12 alkyl, cyclohexyl, benzyl or C 1 -C 4 hydroxyalkyl or a group of the formula ##STR27## R 12 is C 1 -C 12 alkyl, cyclohexyl, benzyl or C 1 -C 4 hydroxyalkyl, R 13 is hydrogen, C 1 -C 12 alkyl or phenyl and R 14 is hydrogen, C 1 -C 12 alkyl, cyclohexyl, benzyl or phenyl, or R 11 and R 12 together are C 4 -C 5 alkylene or oxaalkylene, or R 11 and R 12 are each a group of the formula ##STR28##
Claim 9
Dependent Claim 174 words
The method according to claim 1, wherein stabilizer corresponds to the formula (VII) ##STR29## in which n is the number 1 or 2, R is hydrogen or methyl and R 14 , if n=1, is C 4 -C 18 alkyl, C 7 -C 12 aralkyl, the group --CO--R 15 or C 1 -C 4 alkyl substituted by --CN, --COOR 16 , --OH or --OCOR 17 , in which R 15 is C 1 -C 12 alkyl, C 2 -C 4 alkenyl or phenyl, R 16 is C 1 -C 18 alkyl and R 17 is C 1 -C 18 alkyl, C 2 -C 10 alkenyl, cyclohexyl, benzyl or C 6 -C 10 aryl, or, if n=2, R 14 is C 4 -C 12 alkylene, 2-but-1,4-enylene, xylylene, the group --(CH 2 ) 2 --OOC--R 18 --COO--(CH 2 ) 2 -- or the group --CH 2 --OOC--R 19 --COO--CH 2 --, in which R 18 is C 2 -C 10 alkylene, phenylene or cyclohexylene and R 19 is C 2 -C 10 alkylene, xylylene or cyclohexylene.
Claim 10
Dependent Claim 199 words
The method according to claim 1, wherein stabilizer (1) corresponds to the formula VIII ##STR30## in which B is --N(R 21 )-- or --O--, E is C 1 -C 3 alkylene, the group, --CH 2 --CH(R 22 )--O--, in which R 22 is hydrogen, methyl or phenyl, the group --(CH 2 ) 3 --NH-- or a single bond, R is hydrogen or methyl, R 1 is hydrogen, oxyl, C 1 -C 18 alkyl, C 3 -C 8 alkynyl, C 7 -C 12 aralkyl, C 1 -C 8 alkanoyl, C 3 -C 5 alkenoyl, glycidyl or a group --CH 2 --CH(OH)--Z, in which Z is hydrogen, methyl or phenyl, and R 20 is hydrogen or C 1 -C 18 alkyl and R 21 is hydrogen, C 1 -C 18 alkyl, C 5 -C 7 cycloalkyl, C 7 -C 12 aralkyl, cyanoethyl, C 6 -C 10 aryl, the group --CH 2 --CH(R 22 )--OH, in which R 22 is as defined above, a group of the formula ##STR31## or a group of the formula ##STR32## in which G is C 2 -C 6 alkylene or C 6 -C 12 arylene, or R 21 is a group --E--CO--NH--CH 2 --OR 20 .
Claim 11
Dependent Claim 50 words
The method according to claim 1, wherein the light stabilizer (1) is a polymeric compound in which the recurring structural unit contains a 2,2,6,6-tetraalkyl-piperidine radical selected from the group consisting of polyester, polyether, polyamide, polyamine, polyurethane, polyurea, polyamino-triazine, poly(meth)acrylate or poly(meth)acrylamide, and a copolymer thereof, which contains such a radical.
Claim 12
Dependent Claim 33 words
The method according to claim 1, wherein the light stabilizer (1) is a compound which contains, in its molecule at least one 2-(2'-hydroxyphenyl)-benztriazole group or 2-hydroxybenzophenone group and at least one polyalkylpiperidine group.
Claim 13
Dependent Claim 25 words
The method according to, claim 1 wherein the 2,2,6,6-tetraalkylpiperidine compound is used in a minimum amount of 0.01% by weight, based on the solvent-free binder.
Claim 14
Dependent Claim 25 words
The method according to claim 1, wherein antioxidants, plasticizers, flow control agents, curing accelerators, thickeners, dispersing agents or adhesion improvers are added as further additives.
Claim 15
Dependent Claim 16 words
The method according to claim 1, wherein the light stabilizer is incorporated in the topcoat lacquer.
Claim 16
Dependent Claim 18 words
The method according to claim 1, wherein the topcoat lacquer used is a lacquer based on acrylic/melamine resins.
Claim 17
Dependent Claim 28 words
The method of claim 1, wherein said light absorbing compound (2) is selected from the group consisting of benzophenones, oxalanilides, benzotriazoles, acrylic acid derivatives and organic nickel compounds.
Claim 18
Dependent Claim 12 words
The method of claim 16, wherein said compound (2) is a benzotrizole.

References Cited (Backward Citations)

US3640928A Cited
US3992390A Cited
US3998784A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1985-02-08 1985-08-10 1986-02-09 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1989-02-08 1989-08-10 1990-02-09 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1993-02-08 1993-08-10 1994-02-09 $7700.00 Window Closed / Lapsed

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