EP0142861A1
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Method for making a cross-linked dicyclopentadiene polymer
Assignee: Hercules LLC
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Filing: 1984-11-20
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Granted: —
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Expires: 2004-11-20
Abstract
Abstract Disclosed is a method of making a crosslinked poly(dicyclopentadiene) with a metathesis-catalyst system, where the metathesis-catalyst system contains an organoaluminum or organoaluminum halide activator and a pentavalent tantalum catalyst. In a preferred embodiment, the crosslinked polymer is formed by combining, in a first place, a plurality of reactant streams, one reactant stream which contains the activator, a second reactant stream which contains the catalyst and at least one reactant stream which contains dicyclopentadiene; then injecting the combined reactant streams into a second place, such as a mold, where polymerization occurs. Use of the pentavalent tantalum catalyst results in the formation of a crosslinked polymer having less color and greater transparency than crosslinked poly(dicyclopentadiene) made without a pentavalent tantalum catalyst.
Inventors
- 👤 Tuyen Thanh Nguyen
Bibliographic Details
Application Number
—
Jurisdiction
EP
Data Source
google_patents
Last Synchronized
2026-11-09 01:16
CPC Classifications
C; C08; C08G; C08G61/00; C08G61/02; C08G61/04; C08G61/06; C08G61/08
Claims Analysis
Total Claims: 20
Claim 1
Independent Claim
181 words
A method for making a crosslinked thermoset polymer containing units of dicyclopentadiene, in which a reactant solution containing an organoaluminum or alkylaluminum halide activator of a metathesis catalyst system is mixed with a reactant solution containing the catalyst of the metathesis-catalyst system, at least one reactant solution containing dicyclopentadiene and the mixture being heated for a time sufficient for polymerization of the dicyclopentadiene, is characterized in that not more than 20% of the dicyclopentadiene units are replaced by other polymerizable units, and the catalyst is a pentavalent tantalum catalyst represented by the formula Ta - Y 5 , in which-Y is a) a halide, b) an alkoxy having the formula - O - R in which the organic radical R is a hydrocarbyl containing from 1 to 10 carbon atoms, c) an aryloxy having the formula - O - Ar in which the organic radical Ar is an aromatic radical containing from 1 to 3 aromatic rings, or d) an acyloxy having the formula OOCR' in which the organic radical R' is a hydrocarbyl containing from 1 to 10 carbon atoms.
Claim 2
Independent Claim
181 words
A method for making a crosslinked thermoset polymer containing units of dicyclopentadiene, in which a reactant solution containing an organoaluminum or alkylaluminum halide activator of a metathesis catalyst system is mixed with a reactant solution containing the catalyst of the metathesis-catalyst system, at least one reactant solution containing dicyclopentadiene and the mixture being heated for a time sufficient for polymerization of the dicyclopentadiene, is characterized in that not more than 20% of the dicyclopentadiene units are replaced by other polymerizable units, and the catalyst is a pentavalent tantalum catalyst represented by the formula Ta - Y 5 , in which-Y is a) a halide, b) an alkoxy having the formula - O - R in which the organic radical R is a hydrocarbyl containing from 1 to 10 carbon atoms, c) an aryloxy having the formula - O - Ar in which the organic radical Ar is an aromatic radical containing from 1 to 3 aromatic rings, or d) an acyloxy having the formula OOCR' in which the organic radical R' is a hydrocarbyl containing from 1 to 10 carbon atoms.
Claim 3
Dependent Claim
17 words
A method as claimed in claim 1 further characterized in that the catalyst is a tantalum pentahalide
Claim 4
Dependent Claim
17 words
A method as claimed in claim 2 further characterized in that the catalyst is tantalum pentachloride. \
Claim 5
Dependent Claim
48 words
A method as claimed in claim 1, 2 or 3, further s characterized in that at least one reaction stream contains up to about 20 percent, based on the weight of dicyclopentadiene, of one or more other cycloolefin monomers containing from about five to about twelve carbon atoms.
Claim 6
Dependent Claim
28 words
A method as claimed in claim 4, further characterized in that the other cycloolefin monomers are selected from the group consisting of norbornene, norbornadiene, cyclopentene, dimethanehexahydronaphthalene, and dimethaneoctahydronaphthalene.
Claim 7
Independent Claim
39 words
A method as claimed in any of the preceding claims, further characterized in that at least one reactant stream contains an elastomer in amount from about 3 to about 15 weight percent based on the weight of the dicyclopentadiene.
Claim 8
Dependent Claim
161 words
A reactant solution mixture comprising: a) a reactant solution mixture containing an organoaluminum or organoaluminum halide activator of a metathesis-catalyst system, and b) a reactant solution mixture containing the catalyst of the metathesis-catalyst system, at least one of the reactant solution mixtures containing dicyclopentadiene, characterized in that not more than 20% of the dicyclopentadiene units are replaced by other polymerizable units, and the catalyst is a pentavalent tantalum catalyst represented by the formula Ta - Y 5 , in which-Y is a) a halide, b) an alkoxy having the formula - O - R in which the organic radical R is a hydrocarbyl containing from 1 to 10 carbon atoms, c) an aryloxy having the formula - O - Ar in which the organic radical Ar is an aromatic radical containing from 1 to 3 aromatic rings, or d) an acyloxy having the formula OOCR' in which the organic radical R' is a hydrocarbyl containing from 1 to 10 carbon atoms.
Claim 9
Dependent Claim
161 words
A reactant solution mixture comprising: a) a reactant solution mixture containing an organoaluminum or organoaluminum halide activator of a metathesis-catalyst system, and b) a reactant solution mixture containing the catalyst of the metathesis-catalyst system, at least one of the reactant solution mixtures containing dicyclopentadiene, characterized in that not more than 20% of the dicyclopentadiene units are replaced by other polymerizable units, and the catalyst is a pentavalent tantalum catalyst represented by the formula Ta - Y 5 , in which-Y is a) a halide, b) an alkoxy having the formula - O - R in which the organic radical R is a hydrocarbyl containing from 1 to 10 carbon atoms, c) an aryloxy having the formula - O - Ar in which the organic radical Ar is an aromatic radical containing from 1 to 3 aromatic rings, or d) an acyloxy having the formula OOCR' in which the organic radical R' is a hydrocarbyl containing from 1 to 10 carbon atoms.
Claim 10
Dependent Claim
19 words
A reactant solution mixture as claimed in claim 7, further characterized in that the catalyst is a tantalum pentahalide.
Claim 11
Dependent Claim
18 words
A reactant solution mixture as claimed in claim 8, further characterized in that the catalyst is tantalum pentachloride.
Claim 12
Dependent Claim
49 words
A reactant solution mixture as claimed in claim 7, 8 or 9, further characterized in that at least one reaction stream contains up to about 20 percent, based on the weight of dicyclopentadiene, of one or more other cycloolefin monomers containing from about five to about twelve carbon atoms.
Claim 13
Dependent Claim
30 words
A reactant solution mixture as claimed in claim 10, further characterized in that the other cycloolefin monomers are selected from the group consisting of norbornene, norbornadiene, cyclopentene, dimethanehexahydronaphthalene, and dimethaneoctahydronaphthalene.
Claim 14
Dependent Claim
48 words
A reactant solution mixture as claimed in any of the preceding claims 7 to 11, further characterized in that at least one of the reactant solution mixtures contains an elastomer in an amount from about 3 to about 15 weight percent based on the weight of the dicyclopentadiene.
Claim 15
Dependent Claim
31 words
A reactant solution mixture as claimed in any of the preceding claims 7 to 12, further characterized in that at least one of the reactant solution mixtures contains a blowing agent.
Claim 16
Dependent Claim
16 words
A cross-linked polymer product comprising polymerized units of dicyclopentadiene and characterized in that it is transparent.
Claim 17
Dependent Claim
16 words
A cross-linked polymer product comprising polymerized units of dicyclopentadiene and characterized in that it is transparent.
Claim 18
Dependent Claim
49 words
A cross-linked polymer product reactant solution mixture as claimed in claim 14, further characterized in that it contains up to about 20 percent, based on the weight of dicyclopentadiene units, of polymerized units of one or more other cycloolefin monomers containing from about five to about twelve carbon atoms.
Claim 19
Dependent Claim
30 words
A cross-linked polymer product as claimed in claim 15, further characterized in that the other cycloolefin monomers are selected from the group consisting of norbornene, norbornadiene, cyclopentene, dimethanehexahydronaphthalene, and dimethaneoctahydronaphthalene.
Claim 20
Dependent Claim
42 words
A cross-linked polymer product as claimed in any of the preceding claims 14 to 16, further characterized in that it contains an elastomer in an amount from about 3 to about 15 weight percent based on the weight of the dicyclopentadiene units.
References Cited (Backward Citations)
DE2343093A1
Cited
EP0084888A1
Cited
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