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US4607077A
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Phosphazene flame retardants for reaction injection molded poly(dicyclopentadiene)
Assignee: Hercules LLC
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Filing: 1985-05-07
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Granted: 1986-08-19
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Expires: 2005-05-07
Abstract
Abstract Poly(dicyclopentadiene) made with an olefin metathesis catalyst system by a Reaction Injection Molding process is improved by adding flame retardant compounds.
Inventors
- 👤 Paul A. Silver
- 👤 Alexander Lukacs, III
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 10:16
CPC Classifications
C; C08; C08F; C08F12/00; C08F12/02; C08F12/04; C08F12/14; C08F12/16; C08G; C08G61/00; C08G61/02; C08G61/04; C08G61/06; C08G61/08; C08K; C08K5/00; C08K5/49; C08K5/5399; C08L; C08L65/00; Y; Y10; Y10S; Y10S260/00; Y10S260/24
Claims Analysis
Total Claims: 26
Claim 1
Independent Claim
149 words
In a method of making a thermoset polymer that comprises the steps of: (a) combining a plurality of reactant streams one of which contains the activator of a metathesis catalyst system and a moderator, a second which contains the catalyst of the catalyst system, and at least one of which contains dicyclopentadiene and from 0% to about 10% of another olefinic monomer to form a reaction mixture; and (b) immediately injecting the reaction mixture into a mold where polymerization occurs, the improvement wherein at least one of the reactant streams contains a solid flame retardant selected from the group consisting of (i) a bromophenoxy derivative of at least one cyclic phosphazene and (ii) a combination of an aryloxy derivative of at least one cyclic phosphazene with a brominated aromatic compound wherein the brominated aromatic compound is N, N'-ethylene-bis-(tetrabromophthalimide), brominated polystyrene, decabromodiphenyl oxide, tetrabromoxylene, brominated poly(phenylene oxide), or octabromodiphenyl oxide.
Claim 2
Dependent Claim
149 words
In a method of making a thermoset polymer that comprises the steps of: (a) combining a plurality of reactant streams one of which contains the activator of a metathesis catalyst system and a moderator, a second which contains the catalyst of the catalyst system, and at least one of which contains dicyclopentadiene and from 0% to about 10% of another olefinic monomer to form a reaction mixture; and (b) immediately injecting the reaction mixture into a mold where polymerization occurs, the improvement wherein at least one of the reactant streams contains a solid flame retardant selected from the group consisting of (i) a bromophenoxy derivative of at least one cyclic phosphazene and (ii) a combination of an aryloxy derivative of at least one cyclic phosphazene with a brominated aromatic compound wherein the brominated aromatic compound is N, N'-ethylene-bis-(tetrabromophthalimide), brominated polystyrene, decabromodiphenyl oxide, tetrabromoxylene, brominated poly(phenylene oxide), or octabromodiphenyl oxide.
Claim 3
Dependent Claim
20 words
The method of claim 1 wherein the solid flame retardant is a bromophenoxy derivative of at least one cyclic phosphazene.
Claim 4
Dependent Claim
24 words
The method of claim 2 wherein the bromophenoxy derivative of at least one cyclic phosphazene is a mixture of hexakis-(4-bromophenoxy) cyclotriphosphazene and octakis-(4-bromophenoxy) cyclotetraphosphazene.
Claim 5
Dependent Claim
18 words
The method of claim 2 wherein the bromophenoxy derivative of at least one cyclic phosphazene is hexakis-(4-bromophenoxy) cyclotriphosphazene.
Claim 6
Dependent Claim
46 words
The method of claim 1 wherein the solid flame retardant is a combination of an aryloxy derivative of at least one cyclic phosphazene with a brominated aromatic compound wherein the brominated aromatic compound is N,N'-ethylene-bis-(tetrabromophthalimide), brominated polystyrene, decabromodiphenyl oxide, tetrabromoxylene, brominated poly(phenylene oxide), or octabromodiphenyl oxide.
Claim 7
Dependent Claim
18 words
The method of claim 5 wherein the aryloxy derivative of at least one cyclic phosphazene is hexaphenoxy cyclotriphosphazene.
Claim 8
Dependent Claim
24 words
The method of claim 5 wherein the aryloxy derivative of at least one cyclic phosphazene is a mixture of hexaphenoxy cyclotriphosphazene and octaphenoxy cyclotetraphosphazene.
Claim 9
Dependent Claim
13 words
The method of claim 5 wherein the brominated aromatic compound is N, N'-ethylene-bis(tetrabromophthalimide).
Claim 10
Dependent Claim
13 words
The method of claim 5 wherein the brominated aromatic compound is decabromodiphenyl oxide.
Claim 11
Dependent Claim
134 words
A thermoset polymer of poly(dicyclopentadiene) prepared by: (a) combining a plurality of reactant streams one of which contains the activator of a metathesis catalyst system and a moderator, a second of which contains the catalyst of the catalyst system, at least one of which contains dicyclopentadiene and from 0% to about 10% of another olefinic monomer, and at least one of which contains a solid flame retardant selected from the group consisting of (i) a bromophenoxy derivative of at least one cyclic phosphazene and (ii) a combination of an aryloxy derivative of at least one cyclic phosphazene with a brominated aromatic compound wherein the brominated aromatic compound is N, N'-ethylene-bis-(tetrabromophthalimide), brominated polystyrene, decabromodiphenyl oxide, tetrabromoxylene, brominated poly(phenylene oxide), or octabromodiphenyl oxide; and (b) immediately injecting the reaction mixture into a mold where polymerization occurs.
Claim 12
Dependent Claim
134 words
A thermoset polymer of poly(dicyclopentadiene) prepared by: (a) combining a plurality of reactant streams one of which contains the activator of a metathesis catalyst system and a moderator, a second of which contains the catalyst of the catalyst system, at least one of which contains dicyclopentadiene and from 0% to about 10% of another olefinic monomer, and at least one of which contains a solid flame retardant selected from the group consisting of (i) a bromophenoxy derivative of at least one cyclic phosphazene and (ii) a combination of an aryloxy derivative of at least one cyclic phosphazene with a brominated aromatic compound wherein the brominated aromatic compound is N, N'-ethylene-bis-(tetrabromophthalimide), brominated polystyrene, decabromodiphenyl oxide, tetrabromoxylene, brominated poly(phenylene oxide), or octabromodiphenyl oxide; and (b) immediately injecting the reaction mixture into a mold where polymerization occurs.
Claim 13
Dependent Claim
73 words
A composition polymerizable in a RIM process using an olefin metathesis catalyst comprising dicyclopentadiene and a solid flame retardant selected from the group consisting of (i) a bromophenoxy derivative of at least one cyclic phosphazene and (ii) a combination of an aryloxy derivative of at least one cyclic phosphazene with a brominated aromatic compound wherein the brominated aromatic compound is N, N'ethylene-bis-(tetrabromophthalimide), brominated polystyrene, decabromodiphenyl oxide, tetrabromoxylene, brominated poly(phenylene oxide), or octabromodiphenyl oxide.
Claim 14
Dependent Claim
73 words
A composition polymerizable in a RIM process using an olefin metathesis catalyst comprising dicyclopentadiene and a solid flame retardant selected from the group consisting of (i) a bromophenoxy derivative of at least one cyclic phosphazene and (ii) a combination of an aryloxy derivative of at least one cyclic phosphazene with a brominated aromatic compound wherein the brominated aromatic compound is N, N'ethylene-bis-(tetrabromophthalimide), brominated polystyrene, decabromodiphenyl oxide, tetrabromoxylene, brominated poly(phenylene oxide), or octabromodiphenyl oxide.
Claim 15
Independent Claim
138 words
A method for making a thermoset polymer comprising the steps of: (a) combining a plurality of reactant streams one of which contains the activator of a metathesis catalyst system and a moderator, a second of which contains the catalyst of the catalyst system, at least one of which contains dicyclopentadiene and from 0% to about 10% of another olefinic monomer, and at least one of which contains a solid flame retardant selected from the group consisting of (i) a bromophenoxy derivative of at least one cyclic phosphazene and (ii) a combination of an aryloxy derivative of at least one cyclic phosphazene with a brominated aromatic compound wherein the brominated aromatic compound is N, N'-ethylene-bis-(tetrabromophthalimide), brominated polystyrene, decabromodiphenyl oxide, tetrabromoxylene, brominated poly(phenylene oxide), or octabromodiphenyl oxide; and (b) immediately injecting the reaction mixture into a mold where polymerization occurs.
Claim 16
Independent Claim
138 words
A method for making a thermoset polymer comprising the steps of: (a) combining a plurality of reactant streams one of which contains the activator of a metathesis catalyst system and a moderator, a second of which contains the catalyst of the catalyst system, at least one of which contains dicyclopentadiene and from 0% to about 10% of another olefinic monomer, and at least one of which contains a solid flame retardant selected from the group consisting of (i) a bromophenoxy derivative of at least one cyclic phosphazene and (ii) a combination of an aryloxy derivative of at least one cyclic phosphazene with a brominated aromatic compound wherein the brominated aromatic compound is N, N'-ethylene-bis-(tetrabromophthalimide), brominated polystyrene, decabromodiphenyl oxide, tetrabromoxylene, brominated poly(phenylene oxide), or octabromodiphenyl oxide; and (b) immediately injecting the reaction mixture into a mold where polymerization occurs.
Claim 17
Dependent Claim
20 words
The method of claim 12 wherein the solid flame retardant is a bromophenoxy derivative of at least one cyclic phosphazene.
Claim 18
Dependent Claim
24 words
The method of claim 13 wherein the bromophenoxy derivative of at least one cyclic phosphazene is a mixture of hexakis-(4-bromophenoxy) cyclotriphosphazene and octakis-(4-bromophenoxy) cyclotetraphosphazene.
Claim 19
Dependent Claim
18 words
The method of claim 13 wherein the bromophenoxy derivative of at least one cyclic phosphazene is hexakis-(4-bromophenoxy) cyclotriphosphazene.
Claim 20
Dependent Claim
47 words
The method of claim 12 wherein the solid flame retardant is a combination of an aryloxy derivative of at least one cyclic phosphazene with a brominated aromatic compound wherein the brominated aromatic compound is N, N'-ethylene-bis-(tetrabromophthalimide), brominated polystyrene, decabromodiphenyl oxide, tetrabromoxylene, brominated poly(phenylene oxide), or octabromodiphenyl oxide.
Claim 21
Dependent Claim
18 words
The method of claim 16 wherein the aryloxy derivative of at least one cyclic phosphazene is hexaphenoxy cyclotriphosphazene.
Claim 22
Dependent Claim
24 words
The method of claim 16 wherein the aryloxy derivative of at least one cyclic phosphazene is a mixture of hexaphenoxy cyclotriphosphazene and octaphenoxy cyclotetraphosphazene.
Claim 23
Dependent Claim
12 words
The method of claim 16 wherein the brominated aromatic compound is N,N'-ethylene-bis(tetrabromophthalimide).
Claim 24
Dependent Claim
13 words
The method of claim 16 wherein the brominated aromatic compound is decabromodiphenyl oxide.
Claim 25
Dependent Claim
79 words
In a thermoset polymer comprising dicyclopentadiene and 0% to 10% of another polymerizable olefinic monomer the improvement wherein the polymer further comprises a solid flame retardant selected from the group consisting of (i) a bromophenoxy derivative of at least one cyclic phosphazene and (ii) a combination of an aryloxy derivative of at least one cyclic phosphazene with a brominated aromatic compound wherein the brominated aromatic compound is N,N'-ethylene-bis-(tetrabromophthalimide), brominated polystyrene, decabromodiphenyl oxide, tetrabromoxylene, brominated poly(phenylene oxide), or octabromodiphenyl oxide.
Claim 26
Dependent Claim
79 words
In a thermoset polymer comprising dicyclopentadiene and 0% to 10% of another polymerizable olefinic monomer the improvement wherein the polymer further comprises a solid flame retardant selected from the group consisting of (i) a bromophenoxy derivative of at least one cyclic phosphazene and (ii) a combination of an aryloxy derivative of at least one cyclic phosphazene with a brominated aromatic compound wherein the brominated aromatic compound is N,N'-ethylene-bis-(tetrabromophthalimide), brominated polystyrene, decabromodiphenyl oxide, tetrabromoxylene, brominated poly(phenylene oxide), or octabromodiphenyl oxide.
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) | 1989-08-18 | 1990-02-17 | 1990-08-19 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1993-08-18 | 1994-02-17 | 1994-08-19 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1997-08-18 | 1998-02-17 | 1998-08-19 | $7700.00 | Window Closed / Lapsed |