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US4760148A Expired / Lapsed US ⏱️ 0.0 years remaining

5-aralkyl substituted 2H-benzotriazoles and stabilized compositions

Assignee: BASF Corp
•
Filing: 1985-09-03
•
Granted: 1988-07-26
•
Expires: 2005-09-03
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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 15:05
CPC Classifications
A; A61; A61K; A61K31/00; A61K31/33; A61K31/395; 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: 22
Claim 1
Independent Claim 196 words
A compound of formula I ##STR7## wherein R l is hydrogen R 2 is 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; 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 196 words
A compound of formula I ##STR7## wherein R l is hydrogen R 2 is 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; 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 38 words
A compound according to claim 1 wherein R 1 is hydrogen, R 2 is a group of formula II where at least one of E 1 and E 2 is methyl and E 3 is hydrogen or p-methyl.
Claim 4
Dependent Claim 11 words
A compound according to claim 2 wherein R 2 is alpha,alpha-dimethylbenzyl.
Claim 5
Dependent Claim 23 words
A compound according to claim 1 where R 3 is alkyl of 1 to 8 carbon atoms or a group of formula II.
Claim 6
Dependent Claim 19 words
A compound according to claim 4 wherein R 3 is methyl, tert-butyl, tert-amyl, tert-octyl, sec-butyl, benzyl, alpha-methylbenzyl or alpha,alpha-dimethylbenzyl.
Claim 7
Dependent Claim 21 words
A compound according to claim 1 wherein R 4 is hydrogen, hydroxyl, methyl or alkoxy of 1 to 8 carbon atoms.
Claim 8
Dependent Claim 11 words
A compound according to claim 6 wherein R 4 is hydrogen.
Claim 9
Dependent Claim 24 words
A compound according to claim 1 wherein R 5 is hydrogen, alkyl of 1 to 8 carbon atoms or a group of formula II.
Claim 10
Dependent Claim 20 words
A compound according to claim 8 wherein R 5 is hydrogen, methyl, sec-butyl, tert-butyl, tert-amyl, tert-octyl, benzyl, alpha-methylbenzyl or alpha,alpha-dimethylbenzyl.
Claim 11
Dependent Claim 9 words
The compound according to claim 1 which is 5-alpha,alpha-dimethylbenzyl-2-(2-hydroxy-3,5-di-tert-butylphenyl)-2H-benzotriazole.
Claim 12
Dependent Claim 10 words
The compound according to claim 1 which is 5-alpha,alpha-dimethylbenzyl-2-[2-hydroxy-3,5-di-(alpha, -alpha-dimethylbenzyl)phenyl]-2H-benzotriazole.
Claim 13
Dependent Claim 9 words
The compound according to claim 1 which is 5-alpha,alpha-dimethylbenzyl-2-(2-hydroxy-3-alpha,alpha-dimethylbenzyl-5-tert-octylphenyl)-2H-benzotriazole.
Claim 14
Dependent Claim 9 words
The compound according to claim 1 which is 5-alpha,alpha-dimethylbenzyl-2-(2-hydroxy-3,5-di-tert-amylphenyl)-2H-benzotriazole.
Claim 15
Dependent Claim 9 words
The compound according to claim 1 which is 5-alpha,alpha-dimethylbenzyl-2-(2-hydroxy-3,5-di-tert-octylphenyl)-2H-benzotriazole.
Claim 16
Dependent Claim 9 words
The compound according to claim 1 which is 5-alpha-methylbenzyl-2-[2-hydroxy-3,5-di-(alpha,alpha-dimethylbenzyl)phenyl]-2H-benzotriazole.
Claim 17
Dependent Claim 9 words
The compound according to claim 1 which is 5-benzyl-2-[2-hydroxy-3,5-di-(alpha,alpha-dimethylbenzyl)phenyl]-2H-benzotriazole.
Claim 18
Dependent Claim 9 words
The compound according to claim 1 which is 5-alpha,alpha-dimethylbenzyl-2-(2-hydroxy-3-tert-butyl-5-methylphenyl)-2H-benzotriazole.
Claim 19
Dependent Claim 9 words
The compound according to claim 1 which is 5-alpha,alpha-dimethylbenzyl-2-(2-hydroxy-5-methylphenyl)-2H-benzotriazole
Claim 20
Dependent Claim 9 words
The compound according to claim 1 which is 5-alpha,alpha-dimethylbenzyl-2-(2-hydroxy-5-tert-octylphenyl)-2H-benzotriazole.
Claim 21
Dependent Claim 9 words
The compound according to claim 1 which is 5-alpha,alpha-dimethylbenzyl-2-(2-hydroxy-3-tert-octyl-5-alpha,alpha-dimethylbenzylphenyl)-2H-benzotriazole.
Claim 22
Dependent Claim 9 words
The compound according to claim 1 which is 5-alpha,alpha-dimethylbenzyl-2-(2-hydroxy-5-tert-butylphenyl)-2H-benzotriazole.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1991-07-26 1992-01-25 1992-07-26 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1995-07-26 1996-01-25 1996-07-26 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1999-07-26 2000-01-25 2000-07-26 $7700.00 Window Closed / Lapsed

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