US3671506A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Sulfur curable copolymers of olefins
Assignee: Sumitomo Chemical Co Ltd
•
Filing: 1969-02-04
•
Granted: 1972-06-20
•
Expires: 1989-02-04
Abstract
Abstract A linear copolymer having a high sulfur curing rates is prepared by contacting substantially exo-type 5-alkenyl-2-norbornene compound and ethylene and/or Alpha -olefin having three to 20 carbon atoms with a catalyst consisting essentially of an organoaluminum compound and vanadium compound and/or titanium compound, both said vanadium compound and titanium compound having at least trivalencies, in the presence or absence of an inactive reaction medium. Particularly, terpolymers comprising ethylene, propylene and substantially exo-type 5-alkenyl-2norbornene have excellent characteristics as elastomers.
Inventors
- 👤 Teruo Oshima
- 👤 Takeshi Wada
- 👤 Tsuneyuki Nagase
- 👤 Fujio Masuko
- 👤 Masaaki Hirooka
- 👤 Isoji Taniguchi
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-01 16:35
CPC Classifications
C; C08; C08F; C08F210/00
Claims Analysis
Total Claims: 11
Claim 1
Independent Claim
128 words
A method for preparing a linear copolymer consisting of substantially exo- 5-alkenyl-2-norbornene and at least one member selected from the group consisting of ethylene and Alpha -olefin having three to 20 carbon atoms, which comprises contacting substantially exo- 5-alkenyl-2-norbornene compound and at least one member selected from the group consisting of ethylene and Alpha -olefin having three to 20 carbon atoms with a catalyst consisting essentially of (1) an organoaluminum compound having a general formula, AlRnX3 n, wherein R represents an ordinary hydrocarbon residual group, X represents a halogen atom and n represents a number of from 1 to 3, and (2) at least one member selected from the group consisting of vanadium compound and titanium compound, both said vanadium compounds and titanium compounds having at least trivalencies.
Claim 2
Dependent Claim
24 words
A method according to claim 2, wherein the exo- 5-alkenyl-2-norbornene is exo- 5-isopropenyl-2-norbornene, exo- 5-isopropenyl-6-methyl-2-norbornene, exo- 5-vinyl-2-norbornene, exo- 5-allyl-2-norbornene, exo- 5-(1''-propenyl)-2-norbornene, or exo- 5-(1''-butenyl)-2-norbornene.
Claim 3
Dependent Claim
34 words
A method according to claim 2, wherein the Alpha -olefin is propylene, butene-1, pentene-1, 3-methyl-butene-1, hexene-1, 3-methyl-pentene-1, 4-methyl-pentene-1, heptene-1, 4-methyl-hexene-1, 5-methyl-hexene-1, 4,4-dimethyl-pentene-1, octene-1, 4-ethyl-hexene-1, 4-methyl-heptene-1, 5-methyl-heptene-1, 4,4-dimethyl-hexene-1, 6-methyl-heptene-1, 5,6,6-trimethyl-heptene-1, decene-1, 2-ethyl-hexene-1, vinylcyclopentane, or vinylcyclohexane.
Claim 4
Dependent Claim
72 words
A method according to claim 2, wherein the organoaluminum compound is methylaluminum dichloride, ethylaluminum dichloride, isobutylaluminum dichloride, ethylaluminum dibromide, allylaluminum dichloride, vinylaluminum dichloride, ethylaluminum sesquichloride, methylaluminum sesquichloride, methylaluminum sesquibromide, ethylaluminum sesquiiodide, isobutylaluminum sesquichloride, hexylaluminum sesquichloride, cyclohexylaluminum sesquichloride, diethylaluminum chloride, diethylaluminum bromide, dipropylaluminum chloride, didodecylaluminum chloride, diethylaluminum fluoride, ethylphenylaluminum chloride, trimethylaluminum, triethylaluminum, tripropylaluminum, triisobutylaluminum, trihexylaluminum, tridecylaluminum, or a mixture of the above-enumerated compounds or a mixture of the above-enumerated compound with aluminum halide.
Claim 5
Dependent Claim
48 words
A method according to claim 2, wherein the vanadium compound is vanadium tetrachloride, vanadium trichloride, vanadyl trichloride, vanadyl tribromide, vanadyl dichloride, vanadium triacetylacetonate, vanadyl chloride diacetylacetonate, vanadyl dichloride monoacetylacetonate, vanadyl diacetylacetonate, vanadyl bisbenzoylacetonate, dicyclopentadienyl-vanadium dichloride, triethyl orthovanadate, di-n-butoxyvanadyl chloride, ethoxyvanadyl dichloride, n-butoxyvanadyl dichloride, n-hexyloxyvanadyl dichloride, or cyclohexyloxyvanadyl dichloride.
Claim 6
Dependent Claim
29 words
A method according to claim 2, wherein the titanium compound is titanium tetrachloride, titanium trichloride, dicyclopentadienyltitanium dichloride, di-n-butoxytitanium dichloride, isopropoxytitanium trichloride, orthotitanic acid tetraethyl ester or bis(titanium tris-acetylacetonate) hexachlorotitanium.
Claim 7
Dependent Claim
69 words
A method according to claim 2, wherein amines, cyclic nitrogen compounds, acid amides, ethers, esters, ketones, aldehydes, compounds of such group Vb elements of Periodic Table as phosphorus, arsenic, antimony, and bismuth, various chelating agents, halogen, sulfur, metal halides, oxygen, nitro compounds, nitroso compounds, organic nitrates, nitrites, N-oxide compounds, p-oxide compounds, azo compounds, organic sulfides, disulfides, quinones, acid halides, or hydrogen are added as third component to the catalyst.
Claim 8
Dependent Claim
37 words
A method according to claim 2, wherein the catalyst consists essentially of the organoaluminum compound and at least one member selected from group consisting the vanadium compound and titanium compound in a ratio of 1:1 through 10,000:1.
Claim 9
Dependent Claim
74 words
A method according to claim 2, wherein 0.1 to 1,000 millimoles/liter of the exo- 5-alkenyl-2-norbornene compound and at least one member selected from the group consisting of ethylene and Alpha -olefin are contacted with the catalyst consisting of 0.1 to 100 millimoles/liter of organoaluminum compound and 0.01 to 50 millimoles of at least one member selected from the group consisting of vanadium compound and titanium compound in the presence of an inactive reaction medium.
Claim 10
Dependent Claim
43 words
A method according to claim 2, wherein the copolymerization is carried out in propane, butane, pentane, hexane, heptane, octane, petroleum ether, ligroin or other petroleum solvent mixture, benzene, toluene, xylene, cyclohexane, methylcyclohexane, methylene dichloride, ethylene dichloride, trichloroethane, tetrachloroethylene, butyl chloride, chlorobenzene, or bromobenzene.
Claim 11
Dependent Claim
31 words
A method according to claim 2, wherein the copolymerization is conducted at a temperature of from -78* to 100* C. under a pressure condition ranging from a vacuum to 100 kg/cm2.
References Cited (Backward Citations)
US3167595A
Cited
US3489733A
Cited
US3297626A
Cited
US3350370A
Cited
US3345419A
Cited
US3435058A
Cited
US3513447A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1975-06-20 | 1975-12-20 | 1976-06-20 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1979-06-20 | 1979-12-20 | 1980-06-20 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1983-06-20 | 1983-12-20 | 1984-06-20 | $7700.00 | Window Closed / Lapsed |