Patent US5030731A successfully refreshed from Google Patents.
US5030731A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Coating material stabilized against the action of light
Assignee: BASF Corp
•
Filing: 1989-10-24
•
Granted: 1991-07-09
•
Expires: 2009-10-24
Abstract
Abstract Blocked benzotriazoles of the formula I or II ##STR1## wherein 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 05:19
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: 5
Claim 1
Independent Claim
388 words
A compound of the formula I or II ##STR24## wherein x is 1, R 1 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 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 group of the formula: --(CH.sub.2).sub.n --CO--O--(CH.sub.2).sub.q --O--CO--(CH.sub.2).sub.n --, --(CH.sub.2).sub.n --CO--O--(CH.sub.2 CH.sub.2 O).sub.p --CO--(CH.sub.2).sub.n -, --(CH.sub.2).sub.n --CO--NH--R.sup.12 --NH--CO--(CH.sub.2).sub.n -- or ##STR25## R.sup.4 is hydrogen, halogen, C.sub.1 --C.sub.8 -alkyl, C.sub.7 --C.sub.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
388 words
A compound of the formula I or II ##STR24## wherein x is 1, R 1 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 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 group of the formula: --(CH.sub.2).sub.n --CO--O--(CH.sub.2).sub.q --O--CO--(CH.sub.2).sub.n --, --(CH.sub.2).sub.n --CO--O--(CH.sub.2 CH.sub.2 O).sub.p --CO--(CH.sub.2).sub.n -, --(CH.sub.2).sub.n --CO--NH--R.sup.12 --NH--CO--(CH.sub.2).sub.n -- or ##STR25## R.sup.4 is hydrogen, halogen, C.sub.1 --C.sub.8 -alkyl, C.sub.7 --C.sub.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
99 words
A compound of the formula I according to claim 1, wherein x=1, R 1 is a group of the formula --CO--R 5 or --SO 2 --R 6 , R 2 is C 1 -C 12 -alkyl, cyclohexyl or C 7 -C 9 -phenylalkyl, R 3 is 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 15 -alkylphenyl, and R 9 is C 1 -C 12 -alkyl.
Claim 4
Dependent Claim
58 words
A compound of the formula I according to claim 2, 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 4 is hydrogen or chlorine, and R 3 , and R 5 and R 6 have the meanings defined in claim 12.
Claim 5
Dependent Claim
118 words
A compound of the formula II according to claim 1, wherein, 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 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 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 12 is C 2 C 8 -alkylene, and q is a number from 2 to 8.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1994-07-08 | 1995-01-07 | 1995-07-09 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1998-07-08 | 1999-01-07 | 1999-07-09 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2002-07-08 | 2003-01-07 | 2003-07-09 | $7700.00 | Window Closed / Lapsed |