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US5147950A
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In-mold polmerization of cyclic olefins with borohydride cocatalyst
Assignee: Shell USA Inc
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Filing: 1991-08-08
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Granted: 1992-09-15
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Expires: 2011-08-08
Abstract
Abstract A catalyst and process for the polymerization of cyclic olefins, such as dicyclopentadiene, are disclosed. The catalyst includes a transition metal compound and a borohydride co-catalyst, with optional boron halide promoter. Polymerization can be carried out in a reaction injection molding process to prepare a thermoset molded article.
Inventors
- 👤 Donald R. Kelsey
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 21:12
CPC Classifications
C; C08; C08G; C08G61/00; C08G61/02; C08G61/04; C08G61/06; C08G61/08; C08F; C08F4/00; C08F4/42; C08F4/72; C08F4/74; C08F4/78
Claims Analysis
Total Claims: 15
Claim 1
Independent Claim
111 words
A process for in-mold polymerization of a cyclic olefin which comprises (a) introducing into a mold a reaction mixture comprising the cyclic olefin, a catalyst comprising an aryloxy-substituted tungsten or molybdenum compound and from about 0.5 to about 20 moles per mole of the transition metal compound of a borohydride which is represented by the formula [R 3 P] 2 [M + ]BH 4 - , in which each R is independently selected from C 1-20 hydrocarbyl and M + is selected from copper and ammonium, and (b) maintaining the reaction mixture under polymerization conditions for a time sufficient for polymerization of the cyclic olefin and formation of a molded article.
Claim 2
Dependent Claim
111 words
A process for in-mold polymerization of a cyclic olefin which comprises (a) introducing into a mold a reaction mixture comprising the cyclic olefin, a catalyst comprising an aryloxy-substituted tungsten or molybdenum compound and from about 0.5 to about 20 moles per mole of the transition metal compound of a borohydride which is represented by the formula [R 3 P] 2 [M + ]BH 4 - , in which each R is independently selected from C 1-20 hydrocarbyl and M + is selected from copper and ammonium, and (b) maintaining the reaction mixture under polymerization conditions for a time sufficient for polymerization of the cyclic olefin and formation of a molded article.
Claim 3
Dependent Claim
12 words
The process of claim 1 in which the cyclic olefin comprises dicyclopentadiene.
Claim 4
Dependent Claim
14 words
The process of claim 1 in which the borohydride is selected from ammonium borohydrides.
Claim 5
Dependent Claim
41 words
The process of claim 2 in which the aryloxy-substituted transition metal compound is a reaction product of at least one of tungsten hexachloride and tungsten oxytetrachloride and a compound selected from the group consisting of halophenols, phenyl-substituted phenols and haloalkyl-substituted phenols.
Claim 6
Dependent Claim
42 words
The process of claim 1 in which the aryloxy-substituted transition metal compound is the reaction product of a tungsten or molybdenum salt and an alkyl-substituted phenol and the borohydride is selected from the group consisting of bis(triphenylphosphine)copper (I) borohydride and bis(triphenylphosphorarylidene)ammonium borohydride.
Claim 7
Dependent Claim
30 words
The process of claim 1 in which the reaction mixture is introduced into a mold at an initial mold temperature within the range of about 20° to about 130° C.
Claim 8
Dependent Claim
47 words
The process of claim 1 in which the reaction mixture is the product of mixing a first stream comprising the aryloxy-substituted transition metal compound and a second stream comprising the borohydride, wherein at least one of said first and second streams further comprises the cyclic olefin monomer.
Claim 9
Dependent Claim
36 words
The process of claim 7 in which the borohydride is present in the reaction mixture in an amount within the range of about 1 to about 10 moles per mole of the aryloxy-substituted transition metal compound.
Claim 10
Dependent Claim
12 words
The process of claim 7 in which the borohydride is bis(triphenylphosphine)copper(I) borohydride.
Claim 11
Dependent Claim
26 words
The process of claim 5 in which the tungsten or molybdenum salt is selected from the group consisting of tungsten hexachloride, tungsten oxytetrachloride and molybdenum oxytrichloride.
Claim 12
Dependent Claim
21 words
The process of claim 10 in which the alkyl-substituted phenol is selected from the group consisting of 2,6-diisopropyl phenol and 2,6-diphenylphenol.
Claim 13
Dependent Claim
15 words
The process of claim 1 in which the catalyst further comprises a boron halide promoter.
Claim 14
Dependent Claim
34 words
The process of claim 12 in which the boron halide promoter is selected from the group consisting of boron tribromide, boron trifluoride ethyl ether complex, boron trifluoride ethylamine and boron trifluoride butyl ether complex.
Claim 15
Dependent Claim
20 words
The process of claim 1 in which at least one of the first and second streams further comprises an elastomer.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1995-09-15 | 1996-03-16 | 1996-09-15 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1999-09-15 | 2000-03-16 | 2000-09-15 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2003-09-15 | 2004-03-16 | 2004-09-15 | $7700.00 | Window Closed / Lapsed |