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US3692872A
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Preparation of graft, block and crosslinked unsaturated polymers and copolymers by olefin metathesis
Assignee: Goodyear Tire and Rubber Co
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Filing: 1969-12-04
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Granted: 1972-09-19
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Expires: 1989-12-04
Abstract
Abstract A method is disclosed for preparing graft, block and crosslinked unsaturated polymers and interpolymers by subjecting polymers to catalysts capable of inducing the olefin metathesis reaction.
Inventors
- 👤 Nissim Calderon
- 👤 Kenneth W Scott
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-26 20:08
CPC Classifications
C; C08; C08J; C08J3/00; C08J3/24; C08J3/246; C08C; C08C19/00; C08F; C08F210/00; C08G; C08G61/00; C08G61/02; C08G61/04; C08G61/06; C08G61/08; C08G81/00; C08G81/02; C08G81/021
Claims Analysis
Total Claims: 7
Claim 1
Independent Claim
71 words
Z represents hydrogen or a structure having at least one carbon atom and any of the said Z carbons may be a. interconnected by single or double bonds; b. substituted by one or more members of the group: alkyl, aryl, aralkyl, alkaryl, alkenyl, cycloalkyl, bicycloalkyl, cycloalkenyl and bicycloalkenyl; and c. constituents of aromatic, alicyclic or chlorinated alicyclic rings; B. at least one alicyclic unsaturated hydrocarbon selected from the group consisting of:
Claim 2
Dependent Claim
171 words
alicyclic compounds corresponding to the formula: wherein: a. P is a fragment which comprises a sequence of at least two and not more than three carbon atoms situated in linear succession between the methylidene carbons which constitute the double bonds; b. the carbon atoms in linear succession of P are connected by carbon-to-carbon single bonds; c. any of the carbons in the linear succession of P may be substituted by at least one substituent member from the group of alkyl, aryl, alkenyl, aralkyl, alkaryl, cycloalkyl, cycloalkenyl, bicycloalkyl and bicycloalkenyl radicals; d. any of said carbons in linear succession of P may be constituents of aromatic rings, alicyclic rings and chlorinated alicyclic rings; and e. said alicyclic unsaturated hydrocarbon compound contains no conjugated double bonds, is exposed to a catalyst capable of inducing ring-opening polymerization and olefin metathesis reaction, said catalyst which will convert 2-pentene into 2-butene and 3-hexene at temperatures lower than about 100* C., leading to interpolymeric products containing (-Q-CH CH )x and/ or ( -P-CH CH- )y repeat units.
Claim 3
Dependent Claim
104 words
The process of claim 1 wherein the polymeric substance is an (ethylene-propylenediene) terpolymer, the unsaturated reactant is an alicyclic compound selected from the group of cyclobutene, cyclopentene, cyclooctene, cyclododecene, 1,5-cyclooctadiene, 1, 5,9-cyclododecatriene, 3-methylcyclooctene, 3-phenylcyclooctene, 1-methyl-1,5-cyclooctadiene, 1,2-dimethyl-1,5-cyclooctadiene and 1-chloro-1,5-cyclooctadiene and in which the catalyst is a mixture of A. a compound selected from the group of organometallic compounds, organoaluminum halides, and an aluminum halide, and, B. a salt or coordination compound of the transition materials selected from the group of tungsten and molybdenum, in which the molar relationship between the catalyst components is within a molar ratio of A/B of about 0.5/1 to about 8/1.
Claim 4
Dependent Claim
238 words
The process of claim 1 wherein the polymeric substance iS an (ethylene-propylene) terpolymer, the unsaturated reactant is an alicyclic compound member of the group of cyclobutene, cyclopentene, cyclooctene, cyclododecene, 1,5-cyclooctadiene, 1, 5,9-cyclododecatriene, 3-methylcyclooctene, 3-phenylcyclooctene, 1-methyl-1,5-cyclooctadiene, 1,2-dimethyl-1,5-cyclooctadiene, 1-ethyl-1,5-cyclooctadiene and 1-chloro-1,5-cyclooctadiene and the catalyst is a mixture of A. at least one organometallic compound wherein the metal is selected from the group consisting of Ia, IIa, IIb, and IIIa of the Periodic Table of Elements, Handbook of Chemistry and Physics, 44th Edition, Chemical Rubber Publishing Company, Cleveland, Ohio, Page 448, and, B. at least one metal derivative wherein the metal is selected from the group consisting of tungsten and molybdenum, and, C. at least one compound of the general formula R-Y-H wherein Y is selected from the group of oxygen and sulfur and wherein R is a radical selected from the group consisting of (1) hydrogen, (2) alkyl, (3) aryl, (4) arylalkyl, (5) alkaryl, (6) alkenyl, (7) when Y is S, R is thioalkyl, thioarylalkyl and thioalkaryl, (8) when Y is O, R is alkoxy, arylalkoxy and alkaryloxy and radicals of (2) through (6) wherein at least one hydrogen is substituted by a group selected from hydroxyl (OH) and thiol (SH), in which the molar relationship among the catalyst components is within a molar ratio of B/C ranging from about 0.3/1 to about 20/1 and the molar ratio of A/B is within the range of about 0.5/1 to about 15/1.
Claim 5
Dependent Claim
59 words
The process of claim 1 wherein the unsaturated reactant is an alicyclic compound member of the group: cyclobutene, cyclopentene, cyclooctene, cyclododecene, 1,5-cyclooctadiene, 1, 5-9-cyclododecatriene, 3-methylcyclooctene, 3-phenylcyclooctene, 1-methyl-1,5-cyclooctadiene, 1,2-dimethyl-1,5-cyclooctadiene, 1-ethyl-1,5-cyclooctadiene and 1-chloro-1,5-cyclooctadiene and said process is conducted in the presence of an unsaturated acyclic compound member of the group consisting of: A. aliphatic terminal olefins and B. aliphatic internal olefins.
Claim 6
Dependent Claim
33 words
The process of claim 1 wherein the polymeric substance is an (ethylene-propylene-1,4-hexadiene) terpolymer, (ethylene-propylene-dicyclopentadiene) terpolymer, (ethylene-propylene-ethylidene bicycloheptene) terpolymer or (ethylene-propylene-1,5-cyclooctadiene) terpolymer and the unsaturated alicyclic compound is cyclopentene, cyclooctene, 1,5-cyclooctadiene, cyclododecene, or 1,5,9-cyclododecatriene.
Claim 7
Dependent Claim
13 words
As compositions of matter, the polymers produced by the process of claim 5.
References Cited (Backward Citations)
US3435096A
Cited
US3557253A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1975-09-19 | 1976-03-20 | 1976-09-19 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1979-09-19 | 1980-03-20 | 1980-09-19 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1983-09-19 | 1984-03-20 | 1984-09-19 | $7700.00 | Window Closed / Lapsed |