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US4098760A
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Substituted haloacetamide antioxidants for elastomers and plastic polymers
Assignee: Uniroyal Chemical Co Inc
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Filing: 1977-01-13
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Granted: 1978-07-04
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Expires: 1997-01-13
Abstract
Abstract Elastomers and plastic polymers are protected against deterioration by certain new substituted haloacetamide antioxidants which are non-migratory and resist extraction by oils and solvents, of the type ##STR1## e.g., 4-anilino-2,2,2-trichloroacetanilide protects NBR even after sequential exposure to oil and to air at elevated temperature.
Inventors
- 👤 Robert J. Cornell
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 15:14
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/16; C08K5/20
Claims Analysis
Total Claims: 26
Claim 1
Independent Claim
61 words
A substituted haloacetamide having the formula ##STR5## wherein: X is chlorine; n is 2 or 3; R is hydrogen, C 1 -C 6 alkyl, cyclohexyl or phenyl; R 1 is a group having the structural formula: ##STR6## wherein: R 2 is methylene, ethylene, propylene, isobutylene, isopropylidene or phenylene; R 3 and R 4 are tertiary butyl; and R 5 is phenyl.
Claim 2
Dependent Claim
61 words
A substituted haloacetamide having the formula ##STR5## wherein: X is chlorine; n is 2 or 3; R is hydrogen, C 1 -C 6 alkyl, cyclohexyl or phenyl; R 1 is a group having the structural formula: ##STR6## wherein: R 2 is methylene, ethylene, propylene, isobutylene, isopropylidene or phenylene; R 3 and R 4 are tertiary butyl; and R 5 is phenyl.
Claim 3
Dependent Claim
9 words
The substituted haloacetamide of claim 1 which is 4'-anilino-2,2,2-trichloroacetanilide.
Claim 4
Dependent Claim
9 words
The substituted haloacetamide of claim 1 which is 4'-anilino-2,2-dichloroacetanilide.
Claim 5
Dependent Claim
9 words
The substituted haloacetamide of claim 1 which is N-cyclohexyl-N-4'-anilinophenyl-2,2,2-trichloroacetamide.
Claim 6
Dependent Claim
9 words
The substituted haloacetamide of claim 1 which is N-sec-butyl-N-4'-anilinophenyl-2,2,2-trichloroacetamide.
Claim 7
Dependent Claim
9 words
The substituted haloacetamide of claim 1 which is N-(1,3-dimethylbutyl)-N-4'-anilinophenyl-2,2,2-trichloroacetamide.
Claim 8
Dependent Claim
9 words
The substituted haloacetamide of claim 1 which is N-[beta-(3,5-di-t-butyl-4-hydroxyphenyl)ethyl]-2,2,2-trichloroacetamide.
Claim 9
Dependent Claim
9 words
The substituted haloacetamide of claim 1 which is N-[2-(3,5-di-t-butyl-4-hydroxybenzyl)-2-propyl]-2,2,2-trichloroacetamide.
Claim 10
Dependent Claim
1 words
N,N-bis[beta-(3,5-di-t-butyl-4-hydroxyphenyl)ethyl]-2,2,2-trichloroacetamide.
Claim 11
Dependent Claim
1 words
N,N-bis[beta-(3,5-di-t-butyl-4-hydroxyphenyl)ethyl]-2,2,2-trichloroacetamide.
Claim 12
Dependent Claim
34 words
A composition comprising an elastomeric or plastic polymer normally subject to oxidative deterioration, in admixture with, in an amount effective to protect the polymer against oxidative deterioration, a substituted haloacetamide as in claim 1.
Claim 13
Dependent Claim
28 words
The composition of claim 10, in which the polymer is an oil-resistant elastomer selected from the group consisting of polychloroprene, chlorosulfonated polyethylene, polyacrylate rubber and butadiene-acrylonitrile copolymer rubber.
Claim 14
Dependent Claim
13 words
The composition of claim 10, in which the polymer is butadiene-acrylonitrile copolymer rubber.
Claim 15
Dependent Claim
12 words
The composition of claim 10, in which the substituted haloacetamide is 4'-anilino-2,2,2-trichloroacetanilide.
Claim 16
Dependent Claim
12 words
The composition of claim 10, in which the substituted haloacetamide is 4'-anilino-2,2-dichloroacetanilide.
Claim 17
Dependent Claim
12 words
The composition of claim 10, in which the substituted haloacetamide is N-cyclohexyl-N-4'-anilinophenyl-2,2,2-trichloroacetamide.
Claim 18
Dependent Claim
12 words
The composition of claim 10, in which the substituted haloacetamide is N-sec-butyl-N-4'-anilinophenyl-2,2,2-trichloroacetamide.
Claim 19
Dependent Claim
12 words
The composition of claim 10, in which the substituted haloacetamide is N-(1,3-dimethylbutyl)-N-4'-anilinophenyl-2,2,2-trichloroacetamide.
Claim 20
Dependent Claim
12 words
The composition of claim 10, in which the substituted haloacetamide is N-[beta-(3,5-di-t-butyl-4-hydroxyphenyl)ethyl]-2,2,2-trichloroacetamide.
Claim 21
Dependent Claim
12 words
The composition of claim 10, in which the substituted haloacetamide is N-[2-(3,5-di-t-butyl-4-hydroxybenzyl)-2-propyl]-2,2,2-trichloroacetamide.
Claim 22
Dependent Claim
29 words
A composition comprising an elastomeric or plastic polymer normally subject to oxidative deterioration, in admixture with N,N-bis [beta(3,5-di-t-butyl-4-hydroxyphenyl)ethyl]-2,2,2-trichloroacetamide in an amount effective to protect the polymer against oxidative deterioration.
Claim 23
Dependent Claim
29 words
A composition comprising an elastomeric or plastic polymer normally subject to oxidative deterioration, in admixture with N,N-bis [beta(3,5-di-t-butyl-4-hydroxyphenyl)ethyl]-2,2,2-trichloroacetamide in an amount effective to protect the polymer against oxidative deterioration.
Claim 24
Dependent Claim
40 words
A method of protecting from oxidative deterioration an elastomeric or plastic polymer normally subject to oxidative deterioration comprising mixing the polymer with a substituted haloacetamide as in claim 1 in an amount effective to protect the polymer against oxidative deterioration.
Claim 25
Dependent Claim
13 words
The method of claim 21 in which the polymer is butadiene-acrylonitrile copolymer rubber.
Claim 26
Dependent Claim
27 words
The method of claim 21 in which the polymer is an oil-resistant elastomer selected from the group consisting of polychloroprene, chlorosulfonated polyethylene, polyacrylate rubber and butadiene-acrylonitrile rubber.
References Cited (Backward Citations)
CA579584A
Cited
CH206896A
Cited
DE1046063B
Cited
US3377315A
Cited
FR1463732A
Cited
US3919269A
Cited
US3907893A
Cited
US3972927A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1981-07-03 | 1982-01-02 | 1982-07-04 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-07-03 | 1986-01-02 | 1986-07-04 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-07-03 | 1990-01-02 | 1990-07-04 | $7700.00 | Window Closed / Lapsed |