Patent US3359344A successfully refreshed from Google Patents.
US4426472A
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Light stabilization of metallic lacquers
Assignee: BASF Corp
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Filing: 1982-05-06
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Granted: 1984-01-17
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Expires: 2002-05-06
Abstract
Abstract Use of 2,2,6,6-tetraalkylpiperidine compounds or their acid addition salts or complexes with metal compounds, optionally together with further stabilizers, for stabilizing metallic stoving lacquers based on hot-crosslinkable alkyd or acrylic resins against the action of light, moisture and oxygen.
Inventors
- 👤 Godwin Berner
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 05:28
CPC Classifications
C; C09; C09D; C09D167/00; C09D167/08; C08; C08K; C08K5/00; C08K5/16; C08K5/34; C09D5/00; C09D5/38; C09D7/00; C09D7/40; C09D7/48; C08K5/3412; C08K5/3432; C08K5/3435; Y; Y10; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31678; Y10T428/31688
Claims Analysis
Total Claims: 15
Claim 1
Independent Claim
52 words
A method of stabilizing metallic stoving lacquers based on hot-crosslinkable alkyd resins or acrylic resins against the action of light, moisture and oxygen comprising incorporating in said alkyd resin or acrylic resin an effective stabilizing amount of a 2,2,6,6-tetraalkylpiperidine compound, or of the acid addition salts or complexes with metal compounds thereof.
Claim 2
Independent Claim
52 words
A method of stabilizing metallic stoving lacquers based on hot-crosslinkable alkyd resins or acrylic resins against the action of light, moisture and oxygen comprising incorporating in said alkyd resin or acrylic resin an effective stabilizing amount of a 2,2,6,6-tetraalkylpiperidine compound, or of the acid addition salts or complexes with metal compounds thereof.
Claim 3
Dependent Claim
226 words
The method of claim 1 wherein said compound is a light stabiliser of the formula (II) ##STR21## in which n is a number from 1-4 inclusive; R is hydrogen or methyl; R 1 is hydrogen, oxyl, C 1 -C 18 alkyl, C 3 -C 8 alkenyl, C 1 -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 wherein Z is hydrogen, methyl or phenyl; and R 2 when n is 1 is hydrogen, C 1 -C 18 alkyl optionally interrupted by one or more oxygen atoms, cyanoethyl, benzyl, glycidyl, a monovalent radical of an aliphatic, cycloaliphatic, araliphatic or aromatic carboxylic acid, or of carbamic acid or of a phosphorus-containing acid, or a monovalent silyl radical; R 2 when n is 2 is C 2 -C 12 alkylene, C 4 -C 12 alkenylene, xylylene, a bivalent radical of an aliphatic, cycloaliphatic, araliphatic or aromatic dicarboxylic acid, of dicarbamic acid or of a phosphorus-containing acid, or a bivalent silyl radical; R 2 when n is 3 is a trivalent radical of an aliphatic, cycloaliphatic or aromatic tricarboxylic acid, of an aromatic tricarbamic acid or of a phosphorus-containing acid, or a trivalent silyl radical; and R 2 when n is 4 is a tetravalent radical of an aliphatic, cycloaliphatic or aromatic tetracarboxylic acid.
Claim 4
Dependent Claim
122 words
The method of claim 2 wherein said light stabiliser of the formula (II) in which 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 when n is 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 R 2 when n is 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
277 words
The method of claim 1 wherein said compound is a light stabiliser of 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 or C 3 -C 5 alkenoyl; 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 alkenoyl or benzoyl; and R 4 when n is 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, carbonyl or carbamide group, or it is glycidyl, a group of the formula --CH 2 --CH(OH)--Z or of the formula --CONH--Z wherein Z is hydrogen, methyl or phenyl; or R 4 when n is 2 is C 2 -C.sub. 12 alkylene, C 6 -C 12 arylene, xylilene, a --CH 2 --CH(OH)--CH 2 -- group or a group --CH 2 --CH(OH)--CH 2 --(X--O--CH 2 --CH(OH)--CH 2 -- wherein X is C 2 -C 10 alkylene, C 6 -C 15 arylene or C 6 -C 12 cycloalkylene; or, provided that R 3 is not alkanoyl, alkenoyl or benzoyl, R 4 can also be a bivalent radical of an aliphatic, cycloaliphatic or aromatic dicarboxylic acid or dicarbamic acid, or can also be the group --CO--; or R 3 and R 4 together when n is 1 can be the cyclic radical of an aliphatic or aromatic 1,2- or 1,3-dicarboxylic acid.
Claim 6
Dependent Claim
107 words
The method of claim 1 wherein said compound is a light stabiliser of 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 or C 3 -C 5 alkenoyl; and R 5 when n is 1 is C 2 -C 8 alkylene or hydroxyalkylene or C 4 -C 22 acyloxyalkylene; and R 5 when n is 2 is the group (--CH 2 ) 2 C(CH 2 --) 2 .
Claim 7
Dependent Claim
247 words
The method of claim 1 wherein said compound is a light stabiliser of the formula (V) ##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 or C 3 -C 5 alkenoyl; R 6 is hydrogen, C 1 -C 12 alkyl, allyl, benzyl, glycidyl or C 2 -C 6 alkoxyalkyl; and R 7 when n is 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, a group of the formula --(CH 2 ) m --COO--Q or of the formula --(CH 2 ) m --O--CO--Q wherein m is 1 or 2, and Q is C 1 -C 4 alkyl or phenyl; or R 7 when n is 2 is C 2 -C 12 alkylene or C 6 -C 12 arylene, a group --CH 2 --CH(OH)--CH 2 --O--X--O--CH 2 --CH(OH)--CH 2 -- wherein 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 -- wherein Z' is hydrogen, C 1 -C 18 alkyl, allyl, benzyl, C 2 -C 12 alkanoyl or benzoyl.
Claim 8
Dependent Claim
234 words
The method of claim 1 wherein said compound is a light stabiliser of the formula (VI) ##STR25## in which n is the number 1 or 2; and R 8 is a group of the formula ##STR26## in which R is as defined under the formula (I), R 1 is as defined under (a), Y is --O-- or --NR 11 --, A is C 2 -C 6 alkylene; and m is the number 0 or 1; R 9 is the groups R 8 , NR 11 R 12 , --OR 13 , --NHCH 2 OR 13 or --N(CH 2 OR 13 ) 2 ; R 10 when n is 1 is the groups R 8 or R 9 ; and R 10 when n is 2 is the group --Y--Q--Y-- wherein Q is C 2 -C 6 alkylene optionally interrupted by --N(R 14 )--; 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, C 1 -C 4 hydroxyalkyl; R 13 is hydrogen, C 1 -C 12 alkyl or phenyl; and R 14 is hydrogen or the group --CH 2 OR 13 ; 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
180 words
The method of claim 1 wherein said compound is a light stabiliser of the formula (VII) ##STR29## in which n is the number 1 or 2; R is hydrogen or methyl; and R 14 when n is 1 is C 4 -C 18 alkyl, C 7 -C 12 aralkyl, the group --CO--R 15 , or C 1 -C 4 alkyl which is substituted by --CN, --COOR 16 , --OH, --OCOR 17 or ##STR30## wherein R 15 is C 1 -C 12 alkyl, C 2 -C 4 alkenyl or phenyl, R 16 is C 1 -C 18 alkyl, R 17 is C 1 -C 18 alkyl, C 2 -C 10 alkenyl, cyclohexyl, benzyl or C 6 -C 10 aryl; or R 14 when n is 2 is C 4 -C 12 alkylene, 2-butenylene-1,4, xylylene, the group --(CH 2 ) 2 --OOC--R 18 --COO--(CH 2 ) 2 -- or the group --CH 2 --OOC--R 19 --COO--CH 2 -- wherein 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
189 words
The method of claim 1 wherein said compound is a light stabiliser of the formula (VIII) ##STR31## in which Q is --N(R 3 )-- or --O--; E is C 1 -C 3 alkylene, the group --CH 2 --CH(R 4 )--O-- wherein R 4 is hydrogen, methyl or phenyl, the group --(CH 2 ) 3 --NH-- or a single bond; R is hydrogen or methyl; R 1 is hydrogen, 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 or glycidyl; R 2 is hydrogen or C 1 -C 18 alkyl; R 3 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 4 )--OH wherein R 4 has the meaning defined above, a group of the formula ##STR32## or a group of the formula ##STR33## wherein G can be C 2 -C 6 alkylene or C 6 -C 12 arylene; or R 3 is a group --E--CO--NH--CH 2 --OR 2 .
Claim 11
Dependent Claim
45 words
The method according to claim 1, wherein additional light stabilizers are incorporated in said resins, the amount of additional stabilizer being so chosen that the sum of all the light stabilizers is 0.02 to 5 percent by weight, relative to the solvent-free binder (lacquer resin).
Claim 12
Dependent Claim
25 words
The method according to claim 10, wherein antioxidants, plasticisers, levelling agents, curing accelerators, thickeners, dispersing agents or agents improving adhesion are added as further additives.
Claim 13
Dependent Claim
17 words
The method of claim 1, wherein metallic lacquers based on binder systems containing alkyd resin are stabilised.
Claim 14
Dependent Claim
20 words
The method of claim 1, wherein metallic lacquers based on hot-crosslinkable polyacrylate resins containing styrene incorporated by polymerisation are stabilised.
Claim 15
Dependent Claim
11 words
The method according to claim 1, wherein said compound is (di-2,2,6,6-tetramethylpiperidin-4-yl)-sebacate.
References Cited (Backward Citations)
US3468973A
Cited
US3548027A
Cited
US3657384A
Cited
US3845023A
Cited
US3832217A
Cited
US3925376A
Cited
US4110304A
Cited
US3959413A
Cited
US4102943A
Cited
US4105626A
Cited
US4153596A
Cited
US4344876A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1987-01-16 | 1987-07-18 | 1988-01-17 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1991-01-16 | 1991-07-18 | 1992-01-17 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1995-01-16 | 1995-07-18 | 1996-01-17 | $7700.00 | Window Closed / Lapsed |