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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
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Expires: 2007-06-22
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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)

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JPS4530567Y1 Cited
US3936418A Cited
US4041011A Cited
US4061652A Cited
US4344830A Cited
US4247628A Cited
WO1982002397A1 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) 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

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