US4284790A
Expired / Lapsed
US
⏱️ 0.0 years remaining
3-Hydroxybenzyl compounds useful as antioxidants
Assignee: Fidelity Union Bank
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Filing: 1979-01-23
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Granted: 1981-08-18
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Expires: 1999-01-23
Abstract
Abstract 3-Hydroxylbenzyl compounds of formula, <IMAGE> in which each of R1, R2 and R3 is a hydrocarbon group, e.g. alkyl, R4 is hydrogen or alkyl, or forms with R1 -CH2CH2CH2CH2-, and Z is either an oxygen- or sulphur-containing group featuring at least one ester or amide moiety, or a disubstituted amino group, Z being bound to the rest of the molecule via the oxygen or sulphur atom, or nitrogen atom, respectively, are useful as antioxidants. Organic materials which are susceptible to the degradative effects of oxygen are treated with one or more of such compounds, e.g. by incorporation into the body of the organic material, in order to be stabilized against such effects.
Inventors
- 👤 Hans Hinsken
- 👤 Horst Mayerhoefer
- 👤 Wolfgang Mueller
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-27 09:27
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/36; C08K5/37; C08K5/375; C07; C07C; C07C323/00; C07D; C07D251/00; C07D251/02; C07D251/12; C07D251/26; C07D251/40; C07D251/54; C07D251/70; C08K5/16; C08K5/17; C08K5/20; C08K5/34; C08K5/3467; C08K5/3477; C08K5/3492; C08K5/34922
Claims Analysis
Total Claims: 7
Claim 1
Independent Claim
180 words
A compound of the formula ##STR74## wherein R 1 is C 1-18 alkyl, C 5-8 cycloalkyl, C 1-5 alkyl-C 5-8 cycloalkyl having an aggregate of carbon atoms not exceeding 10, or unsubstituted phenyl, and R 4 is hydrogen or C 1-4 alkyl; or R 1 and R 4 together form --CH 2 CH 2 CH 2 CH 2 --; each of R 2 and R 3 , independently, is C 1-4 alkyl or cyclohexyl, with the proviso that both R 2 and R 3 cannot be cyclohexyl; and Z is a group --XR 5 where X is oxygen or sulphur, and R 5 is a group ##STR75## where D is ##STR76## each of R 7 and R 9 , independently, is C 1-18 alkyl, C 5-8 cycloalkyl, phenyl-C 1-4 alkyl, unsubstituted phenyl, phenyl monosubstituted by C 1-4 alkyl or phenyl disubstituted by C 1-4 alkyl, R 10 is hydrogen, C 1-18 alkyl, C 5-8 cycloalkyl, benzyl, unsubstituted phenyl, phenyl monosubstituted by C 1-4 alkyl or phenyl disubstituted by C 1-4 alkyl, and R 11 is C 1-8 alkyl or phenyl.
Claim 2
Dependent Claim
180 words
A compound of the formula ##STR74## wherein R 1 is C 1-18 alkyl, C 5-8 cycloalkyl, C 1-5 alkyl-C 5-8 cycloalkyl having an aggregate of carbon atoms not exceeding 10, or unsubstituted phenyl, and R 4 is hydrogen or C 1-4 alkyl; or R 1 and R 4 together form --CH 2 CH 2 CH 2 CH 2 --; each of R 2 and R 3 , independently, is C 1-4 alkyl or cyclohexyl, with the proviso that both R 2 and R 3 cannot be cyclohexyl; and Z is a group --XR 5 where X is oxygen or sulphur, and R 5 is a group ##STR75## where D is ##STR76## each of R 7 and R 9 , independently, is C 1-18 alkyl, C 5-8 cycloalkyl, phenyl-C 1-4 alkyl, unsubstituted phenyl, phenyl monosubstituted by C 1-4 alkyl or phenyl disubstituted by C 1-4 alkyl, R 10 is hydrogen, C 1-18 alkyl, C 5-8 cycloalkyl, benzyl, unsubstituted phenyl, phenyl monosubstituted by C 1-4 alkyl or phenyl disubstituted by C 1-4 alkyl, and R 11 is C 1-8 alkyl or phenyl.
Claim 3
Dependent Claim
75 words
A compound according to claim 1, wherein Z is a group --XR 5a , where X is oxygen or sulphur and R 5a is a group ##STR77## where D a is ##STR78## each of R 7a and R 9a , independently, is C 1-18 alkyl, C 5-8 cycloalkyl, phenyl-C 1-4 alkyl or unsubstituted phenyl, R 10a is hydrogen, C 1-18 alkyl, C 5-8 cycloalkyl, benzyl or unsubstituted phenyl, and R 11a is C 1-8 alkyl.
Claim 4
Dependent Claim
65 words
A compound according to claim 1 having the formula ##STR79## wherein each of R 1 ', R 2 ' and R 3 ', independently, is C 1-4 alkyl; and Z' is a group --XR 5 ' where X is oxygen or sulphur, and R 5 ' is a group ##STR80## where each of R 7 ' and R 9 ', independently, is C 12-18 alkyl.
Claim 5
Dependent Claim
9 words
A compound according to claim 1, of formula, ##STR81##
Claim 6
Dependent Claim
9 words
A compound according to claim 1, of formula, ##STR82##
Claim 7
Dependent Claim
9 words
A compound according to claim 1, of formula, ##STR83##
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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) | 1984-08-17 | 1985-02-16 | 1985-08-18 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-08-17 | 1989-02-16 | 1989-08-18 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-08-17 | 1993-02-16 | 1993-08-18 | $7700.00 | Window Closed / Lapsed |