US3976625A
Expired / Lapsed
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Vulcanizable compositions containing diene/nitrile polymers having active halogen sites
Assignee: Goodrich Corp
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Filing: 1974-12-26
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Granted: 1976-08-24
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Expires: 1994-12-26
Abstract
Abstract Compositions containing diene/nitrile polymers having active halogen sites are cured using zinc oxide and a thiourea compound to yield vulcanizates having excellent heat resistance.
Inventors
- 👤 Philip H. Starmer
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-26 04:22
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/36; C08K5/39; C08K5/405; C08K3/00; C08K3/18; C08K3/20; C08K3/22
Claims Analysis
Total Claims: 15
Claim 1
Independent Claim
153 words
A vulcanizable composition comprising (1) a diene/nitrile polymer having a halogen content of from about 0.2 percent to about 5 percent by weight and comprised of interpolymerized units of from 50 percent to about 98 percent by weight of a nonhalogen containing conjugated diene monomer having from 4 to about 10 carbon atoms, from about 15 percent to about 50 percent by weight of a nonhalogen containing monoolefinically unsaturated nitrile monomer having 3 to about 6 carbon atoms, and from about 0.5 percent to about 20 percent by weight of a halogen-containing monomer having a Q value of from about 0.25 to about 3, and (2) a cure system consisting essentially of from about 1 part to about 7 parts by weight of zinc oxide and from about 0.1 part to about 5 parts by weight of a thiourea compound, said parts by weight based upon 100 parts by weight of the polymer.
Claim 2
Dependent Claim
153 words
A vulcanizable composition comprising (1) a diene/nitrile polymer having a halogen content of from about 0.2 percent to about 5 percent by weight and comprised of interpolymerized units of from 50 percent to about 98 percent by weight of a nonhalogen containing conjugated diene monomer having from 4 to about 10 carbon atoms, from about 15 percent to about 50 percent by weight of a nonhalogen containing monoolefinically unsaturated nitrile monomer having 3 to about 6 carbon atoms, and from about 0.5 percent to about 20 percent by weight of a halogen-containing monomer having a Q value of from about 0.25 to about 3, and (2) a cure system consisting essentially of from about 1 part to about 7 parts by weight of zinc oxide and from about 0.1 part to about 5 parts by weight of a thiourea compound, said parts by weight based upon 100 parts by weight of the polymer.
Claim 3
Dependent Claim
99 words
A composition of claim 1 wherein the thiourea compound is selected from the group consisting of thioureas of the formula ##EQU3## wherein R 1 , R 2 , R 3 , and R 4 each are selected from the group consisting of hydrogen, phenol, cycloalkyl of 4 to 8 carbon atoms in the ring, and an aliphatic or cycloaliphatic group containing 1 to about 12 carbon atoms in the group; and thioureas of the formula ##EQU4## wherein R 1 and R 2 are defined as above and B is an aliphatic group containing 2 to about 8 carbon atoms.
Claim 4
Dependent Claim
80 words
A composition of claim 2 wherein the polymer is comprised of interpolymerized units of from 50 percent to about 98 percent by weight of a non-halogen containing conjugated diene monomer containing 4 to 6 carbon atoms, from about 15 percent to about 50 percent by weight of acrylonitrile or methacrylonitrile, and from about 1 percent to about 5 percent by weight of a halogen-containing monomer selected from the group consisting of halogen-bearing vinylidene hydrocarbons, halogen-containing acrylates, and halogen-containing vinyl ketones.
Claim 5
Dependent Claim
22 words
A composition of claim 3 wherein the diene monomer is butadiene or isoprene and the halogen-containing monomer is a halogen-bearing vinylidene hydrocarbon.
Claim 6
Dependent Claim
47 words
A composition of claim 4 where in the thiourea compounds R 1 , R 2 , R 3 , and R 4 are hydrogen or 1 to 4 carbon atom alkyl radicals and B is a --CH 2 ) x group where x is 2 to 4.
Claim 7
Dependent Claim
23 words
A composition of claim 5 wherein the thiourea compound is selected from the group consisting of trimethyl thiourea, tetramethyl thiourea, and ethylene thiourea.
Claim 8
Dependent Claim
25 words
A composition of claim 6 wherein the diene monomer is butadiene, the nitrile monomer is acrylonitrile, and the halogen-bearing vinylidene hydrocarbon is vinyl benzyl chloride.
Claim 9
Dependent Claim
12 words
A composition of claim 7 wherein the thiourea compound is ethylene thiourea.
Claim 10
Dependent Claim
102 words
A polymer consisting essentially of interpolymerized units of from 50 percent to about 98 percent by weight of a nonhalogen containing conjugated diene monomer having from 4 to about 10 carbon atoms, from about 15 percent to about 50 percent by weight of a nonhalogen containing monoolefinically unsaturated nitrile monomer having from 3 to about 6 carbon atoms, and from about 0.5 percent to about 20 percent by weight of a halogen-containing vinylidene hydrocarbon monomer having a Q value of from about 0.25 to about 3 and selected from the group consisting of halogen-bearing vinylidene hydrocarbons, halogen-containing acrylates, and halogen-containing vinyl ketones.
Claim 11
Dependent Claim
102 words
A polymer consisting essentially of interpolymerized units of from 50 percent to about 98 percent by weight of a nonhalogen containing conjugated diene monomer having from 4 to about 10 carbon atoms, from about 15 percent to about 50 percent by weight of a nonhalogen containing monoolefinically unsaturated nitrile monomer having from 3 to about 6 carbon atoms, and from about 0.5 percent to about 20 percent by weight of a halogen-containing vinylidene hydrocarbon monomer having a Q value of from about 0.25 to about 3 and selected from the group consisting of halogen-bearing vinylidene hydrocarbons, halogen-containing acrylates, and halogen-containing vinyl ketones.
Claim 12
Dependent Claim
67 words
A polymer of claim 9 wherein the polymer is comprised of interpolymerized units of from 50 percent to about 98 percent by weight of a non-halogen containing conjugated diene monomer having 4 to 6 carbon atoms, from about 15 percent to about 50 percent by weight of acrylonitrile or methacrylonitrile, and from about 1 percent to about 5 percent by weight of a halogen-bearing vinylidene hydrocarbon monomer.
Claim 13
Dependent Claim
13 words
A polymer of claim 10 wherein the diene monomer is butadiene or isoprene.
Claim 14
Dependent Claim
18 words
A polymer of claim 11 wherein the halogen-bearing vinylidene hydrocarbon is vinyl benzyl chloride or vinyl benzyl bromide.
Claim 15
Dependent Claim
17 words
A polymer of claim 12 comprised of interpolymerized units of butadiene, acrylonitrile, and vinyl benzyl chloride monomers.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1979-08-24 | 1980-02-23 | 1980-08-24 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-08-24 | 1984-02-23 | 1984-08-24 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-08-24 | 1988-02-23 | 1988-08-24 | $7700.00 | Window Closed / Lapsed |