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US4861813A Expired / Lapsed US ⏱️ 0.0 years remaining

5-Aralkyl substituted 2h-benzotriazoles in stabilized compositions

Assignee: BASF Corp
•
Filing: 1988-04-01
•
Granted: 1989-08-29
•
Expires: 2008-04-01
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Abstract

Abstract 5-alpha-Cumyl-2-(2-hydroxy-3,5-di-tert-butylphenyl)-2H-benzotriazole and related 2H-benzotriazoles substituted on the benzo ring by at least one aralkyl group such as benzyl, alpha-methylbenzyl or alpha-cumyl exhibit outstanding efficacy in protecting organic substrates from light-induced deterioration as well as good resistance to loss by volatilization or exudation during the high temperature processing of stabilized compositions. The above-named compounds are surprisingly soluble in common organic solvents, and exhibit very high extinction coefficients.

Inventors

  • 👤 Raymond Seltzer
  • 👤 Roland A. E. Winter

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-09 14:23
CPC Classifications
C; C07; C07D; C07D249/00; C07D249/16; C07D249/18; C07D249/20; C08; C08K; C08K5/00; C08K5/16; C08K5/34; C08K5/3467; C08K5/3472; C08K5/3475

Claims Analysis

Total Claims: 11
Claim 1
Independent Claim 252 words
A stabilized composition which comprises (a) an organic polymer substrate subject to light-induced deterioration, and (b) 0.1 to 5% by weight of the stabilized composition of the compound of formula I ##STR7## wherein R 1 and R 2 are independently hydrogen, halogen, alkyl of 1 to 18 carbon atoms or a group of formula II ##STR8## wherein E 1 and E 2 are independently hydrogen or alkyl of 1 to 4 carbon atoms and E 3 is hydrogen, halogen or alkyl of 1 to 4 carbon atoms, with the proviso that at least one of R 1 and R 2 must be a group of formula II; R 3 is hydrogen, hydroxyl, alkyl of 1 to 12 carbon atoms, alkoxy of 1 to 4 carbon atoms, phenyl, phenyl substituted by one, two or three alkyl groups having 1 to 8 carbon atoms, cycloalkyl of 5 to 6 carbon atoms, carboalkoxy of 2 to 9 carbon atoms, chlorine, carboxyethyl or a group of formula II, R 4 is hydrogen, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 12 carbon atoms, chlorine or hydroxyl, and R 5 is hydrogen, hydroxyl, alkyl of 1 to 12 carbon atoms, chlorine, cycloalkyl of 5 to 6 carbon atoms or a group of formula II, with the proviso that R 3 , R 4 and R 5 cannot each be hydrogen at the same time, and that only one of R 3 , R 4 and R 5 can be hydroxyl at the same time.
Claim 2
Dependent Claim 252 words
A stabilized composition which comprises (a) an organic polymer substrate subject to light-induced deterioration, and (b) 0.1 to 5% by weight of the stabilized composition of the compound of formula I ##STR7## wherein R 1 and R 2 are independently hydrogen, halogen, alkyl of 1 to 18 carbon atoms or a group of formula II ##STR8## wherein E 1 and E 2 are independently hydrogen or alkyl of 1 to 4 carbon atoms and E 3 is hydrogen, halogen or alkyl of 1 to 4 carbon atoms, with the proviso that at least one of R 1 and R 2 must be a group of formula II; R 3 is hydrogen, hydroxyl, alkyl of 1 to 12 carbon atoms, alkoxy of 1 to 4 carbon atoms, phenyl, phenyl substituted by one, two or three alkyl groups having 1 to 8 carbon atoms, cycloalkyl of 5 to 6 carbon atoms, carboalkoxy of 2 to 9 carbon atoms, chlorine, carboxyethyl or a group of formula II, R 4 is hydrogen, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 12 carbon atoms, chlorine or hydroxyl, and R 5 is hydrogen, hydroxyl, alkyl of 1 to 12 carbon atoms, chlorine, cycloalkyl of 5 to 6 carbon atoms or a group of formula II, with the proviso that R 3 , R 4 and R 5 cannot each be hydrogen at the same time, and that only one of R 3 , R 4 and R 5 can be hydroxyl at the same time.
Claim 3
Dependent Claim 12 words
A composition according to claim 1, wherein the polymer is an aminoplast.
Claim 4
Dependent Claim 14 words
A composition according to claim 2 wherein the aminoplast is a thermoset acrylic resin.
Claim 5
Dependent Claim 12 words
A composition according to claim 1, wherein the stabilizing compound is 5-alpha,alpha-dimethylbenzyl-2-(2-hydroxy-3,5-di-tert-butylphenyl)-2H-benzotriazole.
Claim 6
Dependent Claim 12 words
A composition according to claim 1 wherein the stabilizing compound is 5-alpha,alpha-dimethylbenzyl-2-[2-hydroxy-3,5-di-(alpha,alpha-dimethylbenzyl)phenyl]-2H-benzotriazole.
Claim 7
Dependent Claim 12 words
A composition according to claim 1 wherein the stabilizing compound is 5-alpha,alpha-dimethylbenzyl-2-(2-hydroxy-3-alpha,alpha-dimethylbenzyl-5-tert-octylphenyl)-2H-benzotriazole.
Claim 8
Dependent Claim 12 words
A composition according to claim 1 wherein the stabilizing compound is 5-alpha,alpha-dimethylbenzyl-2-(2-hydroxy-3,5-di-tert-amylphenyl)-2H-benzotriazole.
Claim 9
Dependent Claim 12 words
A composition according to claim 1 wherein the stabilizing compound is 5-alpha,alpha-dimethylbenzyl-2-(2-hydroxy-3,5-di-tert-octylphenyl)-2H-benzotriazole.
Claim 10
Dependent Claim 12 words
A composition according to claim 1 wherein the stabilizing compound is 5-alpha-methylbenzyl-2-[2-hydroxy-3,5-di-(alpha,alpha-dimethylbenzyl)phenyl]-2H-benzotriazole.
Claim 11
Dependent Claim 12 words
A composition according to claim 1 wherein the stabilizing compound is 5-benzyl-2-[2-hydroxy-3,5-di-(alpha,alpha-dimethylbenzyl)phenyl]-2H-benzotriazole.

References Cited (Backward Citations)

US4278589A Cited
US4283327A Cited
US4278590A Cited
US4760148A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1992-08-28 1993-02-27 1993-08-29 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1996-08-28 1997-02-27 1997-08-29 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2000-08-28 2001-02-27 2001-08-29 $7700.00 Window Closed / Lapsed

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