EP0139170A1
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EP
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Method for making thermoset poly(dicyclopentadiene)
Assignee: Hercules LLC
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Filing: 1984-08-24
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Granted: —
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Expires: 2004-08-24
Abstract
Abstract @ Disclosed is the incorporation into a two-part metathesis-catalyst system of a halogen containing hydrocarbyl additive, where the hydrocarbyl additive contains at least one trihalogen substituted atom or at least one activated halogen atom. The use of the catalyst system to polymerize dicyclopentadiene results in a thermoset polymer containing low levels of residual monomer. Also disclosed is a preferred embodiment of dicyclopentadiene polymerization where the two parts of the metathesis-catalyst system, plus dicyclopentadiene are combined in the mixing head of a reaction injection molding machine and then injected into a mold where the dicyclopentadiene rapidly sets up into a thermoset polymer.
Inventors
- 👤 Norman Russell Newburg
Bibliographic Details
Application Number
—
Jurisdiction
EP
Data Source
google_patents
Last Synchronized
2026-11-09 01:28
CPC Classifications
C; C08; C08G; C08G61/00; C08G61/02; C08G61/04; C08G61/06; C08G61/08
Claims Analysis
Total Claims: 21
Claim 1
Independent Claim
88 words
In a method for making a thermoset polymer of polymerized units of dicyclopentadiene comprising: first, combining a plurality of reactant streams, one reactant stream containing the activator of a metathesis-catalyst system, a second reactant stream containing a catalyst of said metathesis-catalyst system, and of at least one reactant stream containing dicyclopentadiene, characterized by ad - ding to at least one reactant stream a halogen containing hydrocarbyl additive where the halogen containing hydrocarbyl additive contains at least one trihalogen substituted carbon atom or at least one activated halogen atom.
Claim 2
Dependent Claim
88 words
In a method for making a thermoset polymer of polymerized units of dicyclopentadiene comprising: first, combining a plurality of reactant streams, one reactant stream containing the activator of a metathesis-catalyst system, a second reactant stream containing a catalyst of said metathesis-catalyst system, and of at least one reactant stream containing dicyclopentadiene, characterized by ad - ding to at least one reactant stream a halogen containing hydrocarbyl additive where the halogen containing hydrocarbyl additive contains at least one trihalogen substituted carbon atom or at least one activated halogen atom.
Claim 3
Dependent Claim
37 words
The method in accordance with claim 1, wherein the halogen containing hydrocarbyl additive is selected from the group consisting of chloroform, carbon tetrachloride, l,l,l-trichloroethane, hexachloropropane, hexachloroacetone, ethyl trichloroacetate, alpha,alpha,alpha-trichlorotoluene, allyl chloride, allyl bromide, benzyl chloride and hexachlorocyclopentadiene.
Claim 4
Dependent Claim
16 words
The method in accordance with claim 1, wherein the halogen containing hydrocarbyl additive is ethyl trichloroacetate.
Claim 5
Dependent Claim
25 words
The method in accordance with claim 1, wherein the molar ratio of halogen containing hydrocarbyl additive to activator is from about 0.5:1 to about 4:1.
Claim 6
Dependent Claim
82 words
In a thermoset polymer of polymerized units of dicyclopentadiene formed by first, combining a plurality of reactant streams, one reactant stream containing the activator of a metathesis-catalyst system, a second reactant stream containing a catalyst of said metathesis-catalyst system, and at least one reactant stream containing dicyclopentadiene characterized by adding to at least one reactant stream a halogen containing hydrocarbyl additive, where the halogen containing hydrocarbyl additive contains at least one trihalogen substituted carbon atom or at least one activated halogen atom.
Claim 7
Dependent Claim
82 words
In a thermoset polymer of polymerized units of dicyclopentadiene formed by first, combining a plurality of reactant streams, one reactant stream containing the activator of a metathesis-catalyst system, a second reactant stream containing a catalyst of said metathesis-catalyst system, and at least one reactant stream containing dicyclopentadiene characterized by adding to at least one reactant stream a halogen containing hydrocarbyl additive, where the halogen containing hydrocarbyl additive contains at least one trihalogen substituted carbon atom or at least one activated halogen atom.
Claim 8
Dependent Claim
35 words
The thermoset polymer of claim 5, wherein the halogen containing hydrocarbyl additive is selected from the group consisting of chloroform, carbon tetrachloride, 1,1,1-trichloroethane, hexachloropropene, hexachloroacetone, ethyl trichloroacetate, alpha,alpha,alpha-trichlorotoluene,.allyl chloride, allyl bromide, benzyl chloride and hexachlorocyclopentadiene.
Claim 9
Dependent Claim
15 words
The thermoset polymer of claim 5, wherein the halogen containing hydrocarbyl additive is ethyl trichloroacetate.
Claim 10
Dependent Claim
73 words
A low residual monomer polymerization product composition of matter comprising 1) polymerized units of dicyclopentadiene and substantially less than 10 percent by weight residual dicyclopentadiene, and 2) a halogen containing hydrocarbyl additive, where the hydrocarbyl additive contains at least one trihalogen substituted carbon atom or at least one activated halogen atom and said additive being persent in a dicyclopentadiene unit to halogen containing hydrocarbyl additive molar ration of about 300:1 to about 600:1.
Claim 11
Dependent Claim
73 words
A low residual monomer polymerization product composition of matter comprising 1) polymerized units of dicyclopentadiene and substantially less than 10 percent by weight residual dicyclopentadiene, and 2) a halogen containing hydrocarbyl additive, where the hydrocarbyl additive contains at least one trihalogen substituted carbon atom or at least one activated halogen atom and said additive being persent in a dicyclopentadiene unit to halogen containing hydrocarbyl additive molar ration of about 300:1 to about 600:1.
Claim 12
Dependent Claim
31 words
The composition of claim 8, wherein the halogen containing hydrocarbyl additive is selected from the group consisting of chloroform, carbon tetrachloride, 1,1,1-trichloroethane, hexachloropropene, hexachloroacetone, ethyltrichloroacetate, alpha,alpha,alpha-trichlorortoluene, allylchloride, allylbromide, benzochloride and hexachlorocyclopentadiene.
Claim 13
Dependent Claim
13 words
The composition of claim 8, wherein the halogen containing hydrocarbyl additive is ethyltrichloroacetate.
Claim 14
Dependent Claim
17 words
The composition of Claim 8 wherein said composition comprises about 0.08 or lower percent by weight dicyclopentadiene.
Claim 15
Dependent Claim
17 words
The composition of Claim 8 wherein said composition comprises about 0.11 or lower percent by weight dicyclopentadiene.
Claim 16
Dependent Claim
25 words
A low residual monomer polymerization product compo- sistion of matter comprising: polymerized units of dicyclopentadiene and about 0.11 or lower percent by weight residual dicyclopentadiene.
Claim 17
Dependent Claim
25 words
A low residual monomer polymerization product compo- sistion of matter comprising: polymerized units of dicyclopentadiene and about 0.11 or lower percent by weight residual dicyclopentadiene.
Claim 18
Dependent Claim
53 words
The product of claim 13 further comprising a halogen containing hydrocarbyl additive, where the hydrocarbyl additive contains at least one trihalogen substituted carbon atom or at least one activated halogen atom and said additive being present in a dicyclopentadiene unit to halogen containing hydrocarbyl additive molar ratio of about 300:1 to about 600:1.
Claim 19
Dependent Claim
31 words
The composition of Claim 14, wherein the halogen containing hydrocarbyl additive is selected from the group consisting of chloroform, carbon tetrachloride, 1,1,1-trichloroethane, hexachloropropene, hexachloroacetone, ethyltrichloroacetate, alpha,alpha,alpha-trichlorotoluene, allylchloride, allylbromide, benzochloride and hexachlorocyclopentadiene.
Claim 20
Dependent Claim
13 words
The composition of Claim 14, wherein the halogen containing hydrocarbyl additive is ethyltrichloroacetate.
Claim 21
Dependent Claim
17 words
The composition of Claim 14, wherein said composition comprises about 0.08 or lower percent by weight dicyclopentadiene.
References Cited (Backward Citations)
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