US4760148A
Expired / Lapsed
US
⏱️ 0.0 years remaining
5-aralkyl substituted 2H-benzotriazoles and stabilized compositions
Assignee: BASF Corp
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Filing: 1985-09-03
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Granted: 1988-07-26
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Expires: 2005-09-03
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.
References Cited (Backward Citations)
GB878363A
Cited
GB1026142A
Cited
US3230194A
Cited
US4127586A
Cited
GB1451409A
Cited
JPS50158588A
Cited
US4127501A
Cited
US4226763A
Cited
US4278589A
Cited
US4283327A
Cited
US4477614A
Cited
US4323633A
Cited
GB2076984A
Cited
JPS59172655A
Cited
US4487805A
Cited
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 |