US5218065A
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Polymerization process
Assignee: Shell USA Inc
•
Filing: 1991-08-30
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Granted: 1993-06-08
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Expires: 2011-08-30
Abstract
Abstract An improved olefin metathesis catalyst system comprises a tungsten halide having an average of no more than about one halide substituent and no more than one oxygen substituent per tungsten with the remaining tungsten valences satisfied with phenolic substituents incorporating at least one meta or para electron withdrawing group and a triorganotin hydride and, optionally, a boron halide promoter. The catalyst system forms a relatively stable polymerization mixture with polycycloolefins and effectively polymerizes dicyclopentadiene in the presence of water.
Inventors
- 👤 Donald R. Kelsey
- 👤 Betty M. Scardino
- 👤 Dale L. Handlin, Jr.
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 08:56
CPC Classifications
C; C08; C08G; C08G61/00; C08G61/02; C08G61/04; C08G61/06; C08G61/08
Claims Analysis
Total Claims: 36
Claim 1
Independent Claim
56 words
A composition represented by the formula ##STR3## wherein X independently is halo, R independently is hydrogen, fluoro, chloro, trifluoromethyl or methyl, R' independently is an inert electron withdrawing group, x is an average positive number equal to or less than 1, y is 0 or 1, z is 6-2y-x and r is 1, 2 or 3.
Claim 2
Dependent Claim
56 words
A composition represented by the formula ##STR3## wherein X independently is halo, R independently is hydrogen, fluoro, chloro, trifluoromethyl or methyl, R' independently is an inert electron withdrawing group, x is an average positive number equal to or less than 1, y is 0 or 1, z is 6-2y-x and r is 1, 2 or 3.
Claim 3
Dependent Claim
15 words
The composition of claim 1 wherein R is hydrogen and R' is halo or haloalkyl.
Claim 4
Dependent Claim
9 words
The composition of claim 2 wherein y is 0.
Claim 5
Dependent Claim
11 words
The composition of claim 3 wherein X is chloro or bromo.
Claim 6
Dependent Claim
9 words
The composition of claim 4 wherein R' is trihalomethyl.
Claim 7
Dependent Claim
9 words
The composition of claim 5 wherein R' is trifluoromethyl.
Claim 8
Dependent Claim
9 words
The composition of claim 6 wherein X is chloro.
Claim 9
Dependent Claim
32 words
The composition of claim 7 wherein the trifluoromethyl is substituted on an aromatic ring carbon atom meta to the ring carbon atom through which the aromatic ring is connected to the oxygen.
Claim 10
Dependent Claim
9 words
The composition of claim 2 wherein y is 1.
Claim 11
Dependent Claim
11 words
The composition of claim 9 wherein X is chloro or bromo.
Claim 12
Dependent Claim
9 words
The composition of claim 10 wherein R' is trifluoromethyl.
Claim 13
Dependent Claim
9 words
The composition of claim 11 wherein X is chloro.
Claim 14
Dependent Claim
32 words
The composition of claim 12 wherein the trifluoromethyl is substituted on an aromatic ring carbon atom located meta to the carbon atom through which the aromatic ring is attached to the oxygen.
Claim 15
Dependent Claim
22 words
An olefin metathesis polymerization catalyst system comprising the composition of claim 1 and a triorganotin hydride, and optionally, a boron halide promoter.
Claim 16
Dependent Claim
31 words
An olefin metathesis catalyst system comprising the composition of claim 2 and a trialkyltin hydride wherein each alkyl has up to 10 carbon atoms inclusive, and optionally, a boron halide promoter.
Claim 17
Dependent Claim
29 words
The system of claim 15 wherein the trialkyltin hydride is a trialkyltin hydride in which each alkyl independently is straight-chain alkyl of from 3 to 8 carbon atoms inclusive.
Claim 18
Dependent Claim
32 words
The system of claim 16 wherein, in the tungsten compound, X is chloro, R is hydrogen and R' is trihalomethyl, the trialkyltin hydride is tributyltin hydride and the promoter is not present.
Claim 19
Dependent Claim
9 words
The system of claim 17 wherein R' is trifluoromethyl.
Claim 20
Dependent Claim
67 words
The system of claim 16 wherein, in the tungsten compund, X is chloro, R is hydrogen and R' is trihalomethyl, the trialkyltin hydride is tributyltin hydride and boron halide promoter selected from boron trifluoride, diethyl ether complexes of boron trifluoride or dibutyl ether complexes of boron trifluoride is present in an amount from about 0.005 mole to about 2 moles of promoter per mole of tungsten compound.
Claim 21
Dependent Claim
32 words
In the process of polymerizing polycycloolefin by contacting the polycycloolefin under polymerization conditions with an olefin metathesis catalyst system, the improvement of employing as the catalyst system the system of claim 14.
Claim 22
Dependent Claim
31 words
In the process of polymerizing dicyclopentadiene by contacting dicyclopentadiene under polymerization conditions with an olefin metathesis catalyst system, the improvement of employing as the catalyst system the system of claim 18.
Claim 23
Dependent Claim
30 words
The process of polymerizing dicyclopentadiene containing at least 20 parts per million of water by contacting the dicyclopentadiene under polymerization conditions with the olefin metathesis catalyst system of claim 14.
Claim 24
Dependent Claim
29 words
The process of polymerizing dicyclopentadiene containing at least 20 parts per million water by contacting the dicyclopentadiene under polymerization conditions with the olefin metathesis catalyst system of claim 18.
Claim 25
Dependent Claim
15 words
A polymerizable mixture which comprises dicyclopentadiene and the olefin metathesis catalyst system of claim 14.
Claim 26
Dependent Claim
18 words
The mixture of claim 24 wherein the mixture contains at least about 20 parts per million of water.
Claim 27
Dependent Claim
14 words
The polymerizable mixture comprising dicyclopentadiene and the olefin metathesis catalyst system of claim 18.
Claim 28
Dependent Claim
93 words
A polymerizable composition comprising (1) the reaction product of WX a O y and c moles of the substituted phenol of the formula ##STR4## wherein X is halo, R independently is hydrogen, fluoro, chloro, trifluoromethyl, or methyl, R' independently is halo or haloalkyl, r is 1, 2 or 3, y is zero or 1, a is 4 or 6, a+2y=6, and c is a-x wherein x is a positive number no greater than 1; (2) a triorganotin hydride; (3) a hydrocarbon polycycloolefin containing at least one norbornene group, and optionally, (4) boron halide.
Claim 29
Dependent Claim
93 words
A polymerizable composition comprising (1) the reaction product of WX a O y and c moles of the substituted phenol of the formula ##STR4## wherein X is halo, R independently is hydrogen, fluoro, chloro, trifluoromethyl, or methyl, R' independently is halo or haloalkyl, r is 1, 2 or 3, y is zero or 1, a is 4 or 6, a+2y=6, and c is a-x wherein x is a positive number no greater than 1; (2) a triorganotin hydride; (3) a hydrocarbon polycycloolefin containing at least one norbornene group, and optionally, (4) boron halide.
Claim 30
Dependent Claim
28 words
The composition of claim 27 wherein the triorganotin hydride is a trialkyltin hydride wherein each alkyl independently is straight-chain alkyl of from 3 to 8 carbon atoms inclusive.
Claim 31
Dependent Claim
19 words
The composition of claim 28 wherein X is chloro, R is hydrogen, R' is trihalomethyl and r is 1.
Claim 32
Dependent Claim
9 words
The composition of claim 29 wherein R' is trifluoromethyl.
Claim 33
Dependent Claim
9 words
The composition of claim 29 wherein y is zero.
Claim 34
Dependent Claim
9 words
The composition of claim 29 wherein y is 1.
Claim 35
Dependent Claim
12 words
The composition of claim 29 wherein the trialkyltin hydride is tributyltin hydride.
Claim 36
Dependent Claim
10 words
The composition of claim 29 wherein the polycycloolefin is dicyclopentadiene.
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