US4775707A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Coatings materials stabilized against the action of light
Assignee: BASF Corp
•
Filing: 1987-06-22
•
Granted: 1988-10-04
•
Expires: 2007-06-22
Abstract
Abstract Blocked benzotriazoles of the formula I or II ##STR1## where x is 1 or 2, R 1 in the case of x=1 and in the formula II is an acyl group of the formula --CO--R 5 , a sulfonyl group of the formula --SO 2 --R 6 , a phosphoryl group of the formula --P(O) r (R 14 )(R 15 ), and in the case of x=2 is --CO-- or a diacyl group of the formula --CO--CO-- or --CO--R 7 --CO--, and R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 14 and R 15 have the meanings defined in claim 1, are crypto light stabilizers which can be activated by short-wave irradiation. Their use in coating materials is of interest in cases in which light stabilizers containing the free OH compounds have disadvantages with regard to their application.
Inventors
- 👤 Mario Slongo
- 👤 Manfred Rembold
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 05:22
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/16; C08K5/34; C08K5/3467; C08K5/3472; C08K5/3475; C07; C07D; C07D249/00; C07D249/16; C07D249/18; C07D249/20; C08K5/0008; C08K5/005; C09; C09D; C09D7/00; C09D7/40; C09D7/48
Claims Analysis
Total Claims: 8
Claim 1
Independent Claim
413 words
Coating material containing, as a crypto light stabiliser, a compound of the formula I or II ##STR26## wherein x is 1, R 1 in the case of x=1 and in the formula II is an acyl group of the formula --CO--R 5 , a sulfonyl group of the formula --SO 2 --R 6 , a phosphoryl group of the formula --P(O) r (R 14 )(R 15 ), R 2 is C 1 -C 12 -alkyl, C 5 -C 12 -cycloalkyl, phenyl, C 7 -C 9 -phenylalkyl, C 3 -C 5 -alkenyl or halogen, R 3 in the formula I is C 1 -C 12 -alkyl, C 5 -C 12 -cycloalkyl, phenyl, C 7 -C 9 -phenylalkyl, halogen or a group of the formula --(CH 2 ) n --COOR 9 or --(CH 2 ) n --CO--N(R 10 )(R 11 ) , and in the formula II is a divalent radical of the formula: ##STR27## R 4 is hydrogen, halogen, C 1 -C 8 -alkyl, C 7 -C 9 -phenylalkyl, C 1 -C 8 -alkoxy or C 2 -C 8 -alkoxycarbonyl, R 5 is C 1 -C 18 -alkyl, C 2 -C 18 -alkenyl, --CH 2 --CO--CH 3 , phenyl, phenyl substituted by C 1 -C 12 -alkyl, C 1 -C 4 -alkoxy or benzoyl, or is C 7 -C 12 -arylalkyl or C 1 -C 12 -alkoxy, R 6 is C 1 -C 12 -alkyl, C 6 -C 10 -aryl or C 7 -C 18 -alkylaryl, R 9 is hydrogen, C 1 -C 12 -alkyl or a group of the formula --(CH 2 CH 2 O) p --R 1 , R 10 and R 11 independently of one another are hydrogen, C 1 -C 12 -alkyl, which can be interrupted by O or N, C 5 -C 12 -cycloalkyl, C 7 -C 9 -phenylalkyl, C 3 -C 5 -alkenyl, phenyl or a 2,2,6,6-tetramethyl-4-piperidinyl radical, or R 10 and R 11 together are C 4 -C 6 -alkylene, -oxaalkylene or -azaalkylene, R 12 is C 1 -C 12 -alkylene, which can be interrupted by 1-3 O atoms, R 13 is C 1 -C 12 -alkyl or C 6 -C 10 -aryl, R 14 and R 15 independently of one another are each C 1 -C 12 -alkoxy, phenoxy, C 1 -C 12 -alkyl, cyclohexyl, benzyl, phenyl or tolyl, n is 1 or 2, p is a number from 1 to 10, q is a number from 2 to 12, and r is 0 or 1.
Claim 2
Dependent Claim
413 words
Coating material containing, as a crypto light stabiliser, a compound of the formula I or II ##STR26## wherein x is 1, R 1 in the case of x=1 and in the formula II is an acyl group of the formula --CO--R 5 , a sulfonyl group of the formula --SO 2 --R 6 , a phosphoryl group of the formula --P(O) r (R 14 )(R 15 ), R 2 is C 1 -C 12 -alkyl, C 5 -C 12 -cycloalkyl, phenyl, C 7 -C 9 -phenylalkyl, C 3 -C 5 -alkenyl or halogen, R 3 in the formula I is C 1 -C 12 -alkyl, C 5 -C 12 -cycloalkyl, phenyl, C 7 -C 9 -phenylalkyl, halogen or a group of the formula --(CH 2 ) n --COOR 9 or --(CH 2 ) n --CO--N(R 10 )(R 11 ) , and in the formula II is a divalent radical of the formula: ##STR27## R 4 is hydrogen, halogen, C 1 -C 8 -alkyl, C 7 -C 9 -phenylalkyl, C 1 -C 8 -alkoxy or C 2 -C 8 -alkoxycarbonyl, R 5 is C 1 -C 18 -alkyl, C 2 -C 18 -alkenyl, --CH 2 --CO--CH 3 , phenyl, phenyl substituted by C 1 -C 12 -alkyl, C 1 -C 4 -alkoxy or benzoyl, or is C 7 -C 12 -arylalkyl or C 1 -C 12 -alkoxy, R 6 is C 1 -C 12 -alkyl, C 6 -C 10 -aryl or C 7 -C 18 -alkylaryl, R 9 is hydrogen, C 1 -C 12 -alkyl or a group of the formula --(CH 2 CH 2 O) p --R 1 , R 10 and R 11 independently of one another are hydrogen, C 1 -C 12 -alkyl, which can be interrupted by O or N, C 5 -C 12 -cycloalkyl, C 7 -C 9 -phenylalkyl, C 3 -C 5 -alkenyl, phenyl or a 2,2,6,6-tetramethyl-4-piperidinyl radical, or R 10 and R 11 together are C 4 -C 6 -alkylene, -oxaalkylene or -azaalkylene, R 12 is C 1 -C 12 -alkylene, which can be interrupted by 1-3 O atoms, R 13 is C 1 -C 12 -alkyl or C 6 -C 10 -aryl, R 14 and R 15 independently of one another are each C 1 -C 12 -alkoxy, phenoxy, C 1 -C 12 -alkyl, cyclohexyl, benzyl, phenyl or tolyl, n is 1 or 2, p is a number from 1 to 10, q is a number from 2 to 12, and r is 0 or 1.
Claim 3
Dependent Claim
140 words
Coating material according to claim 1, which contains a compound of the formula I wherein x=1, R 1 is a group of the formula --CO--R 5 , --SO 2 --R 6 or --P(O) (R 14 )(R 15 ), R 2 is C 1 -C 12 -alkyl, cyclohexyl or C 7 -C 9 -phenylalkyl, R 3 is C 1 -C 12 -alkyl, cyclohexyl, C 7 -C 9 -phenylalkyl or a group --CH 2 CH 2 COOR 9 , R 4 is hydrogen, methyl or chlorine, R 5 is C 1 -C 12 -alkyl, C 2 -C 4 -alkenyl, phenyl, benzyl or naphthylmethyl, R 6 is methyl, phenyl or C 7 -C 18 -alkylphenyl, R 9 is C 1 -C 12 -alkyl, and R 14 and R 15 independently of one another are each C 1 -C 4 -alkoxy, methyl or phenyl.
Claim 4
Dependent Claim
36 words
Coating material according to claim 2, wherein R 1 is a group of the formula --CO--R 5 or --SO 2 --R 6 , and R 5 and R 6 have the meanings defined in claim 2.
Claim 5
Dependent Claim
55 words
Coating material according to claim 3, wherein R 2 is C 1 -C 8 -alkyl or α-dimethylbenzyl, R 3 is C 1 -C 8 -alkyl, α-dimethylbenzyl or a group --CH 2 CH 2 COOR 9 , R 4 is hydrogen or chlorine, and R 1 and R 9 have the meanings defined in claim 3.
Claim 6
Dependent Claim
99 words
Coating material according to claim 1, which contains a compound of the formula I wherein x=1, R 1 is a group --CO--R 5 or --SO 2 --R 6 , R 2 is C 1 -C 8 -alkyl or α-dimethylbenzyl, R 3 is C 1 -C 8 -alkyl, α-dimethylbenzyl or --CH 2 CH 2 COOR 9 , R 4 is hydrogen or chlorine, R 5 is C 1 -C 12 -alkyl, C 2 -C 4 -alkenyl, phenyl, benzyl or naphthylmethyl, R 6 is methyl, phenyl or C 7 -C 18 -alkylphenyl, and R 9 is C 1 -C 12 -alkyl.
Claim 7
Dependent Claim
126 words
Coating material according to claim 1, which contains a compound of the formula II wherein R 1 is a group of the formula --CO--R 5 or --SO 2 --R 6 , R 2 is C 1 -C 8 -alkyl or α-dimethylbenzyl, R 3 is a group of the formula --CH 2 CH 2 COO--(CH 2 ) q -- --OCOCH 2 CH 2 -- or --CH 2 CH 2 CONH--R 12 --NHCOCH 2 CH 2 --, R 4 is hydrogen or chloride, R 5 is C 1 -C 12 -alkyl, C 2 -C 4 -alkenyl, phenyl, benzyl or naphthylmethyl, R 6 is methyl, phenyl or C 7 -C 18 -alkylphenyl, R 12 is C 2 -C 8 -alkyene, and q is a number from 2 to 8.
Claim 8
Dependent Claim
37 words
Coating material according to claim 1, which contains a binder selected from the group consisting of: alkyd resins, acrylic resins, epoxide resins, melamine resins, urea resins, polyurethanes, polyesters and phenolic resins, and mixtures thereof with one another.
References Cited (Backward Citations)
US3766205A
Cited
JPS4530567Y1
Cited
US3936418A
Cited
US4041011A
Cited
US4061652A
Cited
US4344830A
Cited
US4247628A
Cited
WO1982002397A1
Cited
US4472546A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1991-10-04 | 1992-04-04 | 1992-10-04 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1995-10-04 | 1996-04-04 | 1996-10-04 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1999-10-04 | 2000-04-04 | 2000-10-04 | $7700.00 | Window Closed / Lapsed |