Patent US4082706A successfully refreshed from Google Patents.
US4082706A
Expired / Lapsed
US
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Non-staining antiozonant enamines
Assignee: Uniroyal Chemical Co Inc
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Filing: 1975-06-13
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Granted: 1978-04-04
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Expires: 1995-06-13
Abstract
Abstract Novel enamines, obtained from aldehydes or ketones, may be incorporated into a white-wall tire stock to greatly enhance the ozone resistance of the stock while greatly reducing discoloration or staining of the stock. The aldehydes and ketones utilized are those having at least one alpha hydrogen linked to the carbonyl group.
Inventors
- 👤 Arthur C. Danielson
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-28 23:18
CPC Classifications
B; B60; B60C; B60C13/00; B60C13/04; C; C08; C08K; C08K5/00; C08K5/16; C08K5/17
Claims Analysis
Total Claims: 23
Claim 1
Independent Claim
115 words
A non-staining white-wall tire stock with improved ozone resistance comprising natural rubber, styrene-butadiene rubber, ethylene-propylene-non-conjugated diene terpolymer rubber, and as the antiozonant, an enamine of the formula ##STR5## wherein R and R 1 are each primary or secondary, saturated or unsaturated alkyl groups with 1 to 8 carbon atoms, or together with the nitrogen form a cyclic ring structure having 4 to 6 carbon atoms; R 2 and R 3 are each hydrogen, an alkyl group with 1 to 6 carbon atoms, or joined together to form a cyclic ring structure having 5 to 7 carbon atoms; and R 4 is hydrogen or a primary or secondary alkyl group with 1 to 4 carbon atoms.
Claim 2
Dependent Claim
115 words
A non-staining white-wall tire stock with improved ozone resistance comprising natural rubber, styrene-butadiene rubber, ethylene-propylene-non-conjugated diene terpolymer rubber, and as the antiozonant, an enamine of the formula ##STR5## wherein R and R 1 are each primary or secondary, saturated or unsaturated alkyl groups with 1 to 8 carbon atoms, or together with the nitrogen form a cyclic ring structure having 4 to 6 carbon atoms; R 2 and R 3 are each hydrogen, an alkyl group with 1 to 6 carbon atoms, or joined together to form a cyclic ring structure having 5 to 7 carbon atoms; and R 4 is hydrogen or a primary or secondary alkyl group with 1 to 4 carbon atoms.
Claim 3
Dependent Claim
27 words
The non-staining white-wall tire stock of claim 1 wherein the enamine is present in about 0.5 to 2.5 parts by weight per 100 parts of tire stock.
Claim 4
Dependent Claim
27 words
The non-staining white-wall tire stock of claim 1 wherein the enamine is present in about 1.0 to 2.0 parts by weight per 100 parts of tire stock.
Claim 5
Dependent Claim
27 words
The white-wall tire stock of claim 1 wherein R and R 1 of the enamine are each selected from alkyl groups with 1 to 4 carbon atoms.
Claim 6
Dependent Claim
39 words
The white-wall tire stock of claim 1 wherein R 2 of the enamine is an alkyl group with up to 6 carbon atoms, and R 3 of the enamine is an alkyl group with up to 2 carbon atoms.
Claim 7
Dependent Claim
15 words
The white-wall tire stock of claim 1 wherein R 4 of the enamine is hydrogen.
Claim 8
Dependent Claim
17 words
The white-wall tire stock of claim 1 wherein R 4 of the enamine is methyl or ethyl.
Claim 9
Dependent Claim
13 words
The white-wall tire stock of claim 1 wherein the enamine is 1-(2,6-dimethylmorpholino)-2-ethyl hexene-1.
Claim 10
Dependent Claim
14 words
The white-wall tire stock of claim 1 wherein the enamine is N,N'-di(cyclohex-3-enylidene methyl) piperazine.
Claim 11
Dependent Claim
12 words
The white-wall tire stock of claim 1 wherein the enamine is N-(2-ethyl-hex-1-enyl)-dibutylamine.
Claim 12
Dependent Claim
14 words
The white-wall tire stock of claim 1 wherein the enamine is N-(cyclo-hex-3-enylidene methyl) diallylamine.
Claim 13
Independent Claim
140 words
A method of protecting a white-wall tire stock from ozone and from staining due to the antiozonant comprising incorporating into a white-wall tire stock before vulcanization an antiozonant effective amount of an enamine of the formula ##STR6## wherein R and R 1 are each primary or secondary, saturated or unsaturated alkyl groups with 1 to 8 carbon atoms, or together with the nitrogen form a cyclic ring structure having 4 to 6 carbon atoms; R 2 and R 3 are each hydrogen, an alkyl group with 1 to 6 carbon atoms, or joined together to form a cyclic ring structure having 5 to 7 carbon atoms; and R 4 is hydrogen or a primary or secondary alkyl group with 1 to 4 carbon atoms; and wherein said white-wall tire stock comprises natural rubber, styrene-butadiene rubber, and ethylene-propylene-non-conjugated diene terpolymer rubber.
Claim 14
Independent Claim
140 words
A method of protecting a white-wall tire stock from ozone and from staining due to the antiozonant comprising incorporating into a white-wall tire stock before vulcanization an antiozonant effective amount of an enamine of the formula ##STR6## wherein R and R 1 are each primary or secondary, saturated or unsaturated alkyl groups with 1 to 8 carbon atoms, or together with the nitrogen form a cyclic ring structure having 4 to 6 carbon atoms; R 2 and R 3 are each hydrogen, an alkyl group with 1 to 6 carbon atoms, or joined together to form a cyclic ring structure having 5 to 7 carbon atoms; and R 4 is hydrogen or a primary or secondary alkyl group with 1 to 4 carbon atoms; and wherein said white-wall tire stock comprises natural rubber, styrene-butadiene rubber, and ethylene-propylene-non-conjugated diene terpolymer rubber.
Claim 15
Dependent Claim
24 words
The method of claim 12 wherein the enamine is used in about 0.5 to 2.5 parts by weight per 100 parts of tire stock.
Claim 16
Dependent Claim
25 words
The method of claim 12 wherein R and R 1 of the enamine are each selected from alkyl groups with 1 to 4 carbon atoms.
Claim 17
Dependent Claim
37 words
The method of claim 12 wherein R 2 of the enamine is an alkyl group with up to 6 carbon atoms, and R 3 of the enamine is an alkyl group with up to 2 carbon atoms.
Claim 18
Dependent Claim
13 words
The method of claim 12 wherein R 4 of the enamine is hydrogen.
Claim 19
Dependent Claim
15 words
The method of claim 12 wherein R 4 of the enamine is methyl or ethyl.
Claim 20
Dependent Claim
11 words
The method of claim 12 wherein the enamine is 1-(2,6-dimethylmorpholino)-2-ethyl hexene-1.
Claim 21
Dependent Claim
12 words
The method of claim 12 wherein the enamine is N,N'-di(cyclohex-3-enylidene methyl) piperazine.
Claim 22
Dependent Claim
10 words
The method of claim 12 wherein the enamine is N-(2-ethyl-hex-1-enyl)-dibutylamine.
Claim 23
Dependent Claim
12 words
The method of claim 12 wherein the enamine is N-(cyclo-hex-3-enylidene methyl) diallylamine.
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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) | 1981-04-03 | 1981-10-03 | 1982-04-04 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-04-03 | 1985-10-03 | 1986-04-04 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-04-03 | 1989-10-03 | 1990-04-04 | $7700.00 | Window Closed / Lapsed |