Patent US4696986A successfully refreshed from Google Patents.
US4696986A
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Modifier for lithium catalysts
Assignee: Goodyear Tire and Rubber Co
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Filing: 1986-08-12
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Granted: 1987-09-29
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Expires: 2006-08-12
Abstract
Abstract It has been determined that 1,2,3-trialkoxybenzenes and 1,2,4-trialkoxybenzenes can be utilized in order to increase the vinyl content of polydienes which are prepared utilizing lithium catalyst systems. For instance, it has been determined that 1,2,3-trimethoxybenzene and 1,2,4-trimethoxybenzene are very strong modifiers for utilization in such polymerizations. The utilization of the trialkoxybenzene modifiers of the present invention is highly advantageous because they promote fast polymerization rates and can be used to produce polymers having high vinyl contents.
Inventors
- 👤 Adel F. Halasa
- 👤 Robert E. Cunningham
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 11:06
CPC Classifications
C; C08; C08F; C08F36/00; C08F36/02; C08F36/04
Claims Analysis
Total Claims: 24
Claim 1
Independent Claim
84 words
A process for preparing a vinyl group containing polymer comprising polymerizing at least one diolefin monomer in the presence of a catalyst system which is comprised of (a) from 0.01 phm to 1 phm of at least one organolithium compound and (b) from 0.1 to about 40 moles of at least one trialkoxybenzene modifier selected from the group consisting of 1,2,3-trianloxybenzenes and 1,2,4-trialkoxybenzenes per mole of the organolithium compound, wherein the alkyl groups in said trialkoxybenzenes contain from 1 to about 10 carbon atoms.
Claim 2
Dependent Claim
84 words
A process for preparing a vinyl group containing polymer comprising polymerizing at least one diolefin monomer in the presence of a catalyst system which is comprised of (a) from 0.01 phm to 1 phm of at least one organolithium compound and (b) from 0.1 to about 40 moles of at least one trialkoxybenzene modifier selected from the group consisting of 1,2,3-trianloxybenzenes and 1,2,4-trialkoxybenzenes per mole of the organolithium compound, wherein the alkyl groups in said trialkoxybenzenes contain from 1 to about 10 carbon atoms.
Claim 3
Dependent Claim
83 words
A process as specified in claim 1 wherein said trialkoxybenzenes have a structural formula selected from the group consisting of: ##STR3## wherein R 1 , R 2 , and R 3 represent alkyl groups which can be the same or different and which contain from 1 to about 10 carbon atoms; and wherein R 4 , R 5 and R 6 can be the same or different and represent hydrogen atoms or alkyl groups which contain from 1 to about 10 carbon atoms.
Claim 4
Dependent Claim
66 words
A process as specified in claim 2 wherein R 1 , R 2 and R 3 represent alkyl groups which can be the same or different and which contain from 1 to 6 carbon atoms; and wherein R 4 , R 5 and R 6 can be the same or different and represent hydrogen atoms or alkyl groups which contain from 1 to 6 carbon atoms.
Claim 5
Dependent Claim
66 words
A process as specified in claim 3 wherein R l , R 2 , and R 3 represent alkyl groups which can be the same or different and which contain from 1 to 4 carbon atoms: and wherein R 4 R 5 and R 6 can be the same or different and represent hydrogen atoms or alkyl groups which contain from 1 to 4 carbon atoms.
Claim 6
Dependent Claim
19 words
A process as specified in claim 4 wherein R 4 , R 5 and R 6 represent hydrogen atoms.
Claim 7
Dependent Claim
23 words
A process as specified in claim 5 wherein said diolefin monomers are conjugated diolefin monomers which contain from 4 to 12 carbon atoms.
Claim 8
Dependent Claim
52 words
A process as specified in claim 6 wherein said organolithium compound is selected from the group consisting of methyllithium, isopropyllithium, n-butyllithium, sec-butyllithium, tert-octyllithium, n-decyllithium, phenyllithium, 1-naphthyllithium, 4-butylphenyllithium, p-tolyllithium, 4-phenylbutyllithium, cyclohexyllithium, 4-butylcyclohexyllithium, 4-cyclohexylbutyllithium, dilithiomethane, 1,4-dilithiobutane, 1,10-dilithiodecane, 1,20-dilithioeicosane, 1,4-dilithiocyclohexane, 1,4-dilithio-2-butane, 1,8-dilithio-3-decene, 1,2-dilithio-l,8-diphenyloctane, 1,4-dilithiobenzene, 1,4-dilithionaphthalene, 9,10-dilithioanthracene, 1,2-dilithio-1,2-diphenylethane, 1,3,5-trilithiopentane, 1,5,15-trilithioeicosane, 1,3,5-trilithiocyclohexane, 1,3,5,8-tetralithiodecane, 1,5,10,20-tetralithioeicosane, 1,2,4,6-tetralithiocyclohexane, and 4,4'-dilithiobiphenyl.
Claim 9
Dependent Claim
24 words
A process as specified in claim 7 wherein the monomers being polymerized consist of conjugated diolefin monomers containing from 4 to 8 carbon atoms.
Claim 10
Dependent Claim
31 words
A process as specified in claim 8 wherein said polymerization is carried out in an organic solvent at a temperature in the range of about -20° C. to about 150° C.
Claim 11
Dependent Claim
21 words
A process as specified in claim 9 wherein said conjugated diolefin monomers are selected from the group consisting 1,3-butadiene and isoprene.
Claim 12
Dependent Claim
21 words
A process as specified in claim 10 wherein said trialkoxybenzene modifier is selected from the group consisting of 1,2,3-trimethoxybenzene and 1,2,4-trimethoxybenzene.
Claim 13
Dependent Claim
29 words
A process as specified in claim 11 wherein the mole ratio of the trialkoxybenzene modifier to lithium in the lithium catalyst is within the range of 0.25 to 15.
Claim 14
Dependent Claim
23 words
A process as specified in claim 12 wherein said vinyl group containing polymer is polybutadiene and wherein said conjugated diolefin monomer is 1,3-butadiene.
Claim 15
Dependent Claim
13 words
A process as specified in claim 13 wherein the trialkoxybenzene modifier is 1,2,3-trimethoxybenzene.
Claim 16
Dependent Claim
19 words
A process as specified in claim 14 wherein the polybutadiene produced has a vinyl content of at least 65%.
Claim 17
Dependent Claim
13 words
A process as specified in claim 13 wherein the trialkoxybenzene modifier is 1,2,4-trimethoxybenzene.
Claim 18
Dependent Claim
19 words
A process as specified in claim 16 wherein the polybutadiene produced has a vinyl content of at least 60%.
Claim 19
Dependent Claim
20 words
A process as specified in claim 14 wherein the polybutadiene produced has a vinyl content of at least about 70%.
Claim 20
Dependent Claim
18 words
A process as specified in claim 16 wherein the polybutadiene produced has a vinyl content of about 65%.
Claim 21
Dependent Claim
51 words
A process as specified in claim 14 wherein the mole ratio of the trialkoxybenzene modifier to lithium in the lithium catalyst is within the range of about 0.5 to 10 and wherein said polymerization is carried out at a temperature within the range of about 30° C. to about 125° C.
Claim 22
Dependent Claim
31 words
A process as specified in claim 11 wherein the mole ratio of the trialkoxybenzene modifier to lithium in the lithium catalyst is within the range of about 1 to about 5.
Claim 23
Dependent Claim
40 words
A process as specified in claim 21 wherein from 0.01 tp 0.1 phm of the organolithium compound is present and wherein said polymerization is carried out at a temperature within the range of about 30° C. to about 125° C.
Claim 24
Dependent Claim
30 words
A process as specified in claim 9 wherein the mole ratio of the trialkoxybenzene modifier to lithium in the lithium catalyst is within the range of about 0.5 to 10.
References Cited (Backward Citations)
US3673166A
Cited
US3948872A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1990-09-28 | 1991-03-30 | 1991-09-29 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1994-09-28 | 1995-03-30 | 1995-09-29 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1998-09-28 | 1999-03-30 | 1999-09-29 | $7700.00 | Window Closed / Lapsed |