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US3668263A
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Organolithium polymerization initiators and use thereof in polymerization processes
Assignee: Lithium Corp of America Inc
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Filing: 1970-01-19
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Granted: 1972-06-06
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Expires: 1990-01-19
Abstract
Abstract Polymerization initiator compositions comprising reaction products of C2-C12 alkyllithiums with monomers from the group of polymerizable conjugated dienes and polymerizable vinylsubstituted aromatic compounds in a medium of aliphatic, cycloaliphatic or aromatic hydrocarbons and/or aliphatic tertiary monoamines or aryl ethers, the conjugated diene and vinylsubstituted aromatic compound portion of said initiator compositions being relatively nonpolymeric. Such initiator compositions are highly effective for the productions of polymers of conjugated dienes and/or vinyl-substituted aromatic compounds.
Inventors
- 👤 Robert C Morrison
- 👤 Conrad W Kamienski
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-26 15:03
CPC Classifications
C; C08; C08F; C08F297/00; C08F297/02; C08F297/04; B; B01; B01J; B01J29/00; B01J29/04; B01J29/06; B01J29/064; B01J29/068; C07; C07F; C07F1/00; C07F1/02; C08F12/00; C08F12/02; C08F12/04; C08F2/00; C08F2/36; C08F36/00; C08F36/02; C08F36/04; Y; Y10; Y10S; Y10S585/00; Y10S585/8995; Y10S585/906
Claims Analysis
Total Claims: 23
Claim 1
Independent Claim
49 words
A process according to claim 1 wherein the mole ratio of said monomer to said alkyllithium is 1 to 10 of said monomer to 1 of said alkyllithium, and wherein said liquid reaction medium also includes at least one member of the group of aliphatic, cycloaliphatic and aromatic hydrocarbons.
Claim 2
Dependent Claim
11 words
A process according to claim 2 wherein the alkyllithium is sec-butyllithium.
Claim 3
Dependent Claim
66 words
A process according to claim 3 wherein the liquid reaction medium is a mixture of at least one aliphatic, cycloaliphatic or aromatic hydrocarbon and said aliphatic tertiary monoamine, said aliphatic tertiary monoamine being present in the range of about 0.2 to about 2 equivalents per equivalent of sec-butyllithium, and said hydrocarbon being present in an amount of about 5 to 100 moles per mole of alkyllithium.
Claim 4
Dependent Claim
20 words
A process according to claim 1 wherein the solvent medium consists solely of aliphatic tertiary monoamine possessing no methyl groups.
Claim 5
Dependent Claim
28 words
A process according claim 5 in which the aliphatic tertiary monoamine has the formula R3N where R is an alkyl group containing from two to 12 carbon atoms.
Claim 6
Dependent Claim
41 words
A process according to claim 4 in which the aliphatic tertiary monoamine is triethylamine which is present in an amount of from about 0.2 to about 2 equivalents per equivalent of sec-butyllithium, and the hydrocarbon of said reaction medium being n-hexane.
Claim 7
Dependent Claim
40 words
A process acCording to claim 4 in which the arylalkyl tertiary monoamine is dimethylaniline which is present in an amount from about 0.2 to about 2 equivalents per equivalent of sec-butyllithium, and the hydrocarbon of said reaction medium being benzene.
Claim 8
Dependent Claim
16 words
A process according to claim 4 in which the hydrocarbon of said reaction medium is cyclohexane.
Claim 9
Dependent Claim
14 words
A process according to claim 5 in which the aliphatic tertiary monoamine is triethylamine.
Claim 10
Dependent Claim
179 words
A process for preparing a polymerization initiator composition which comprises providing a mixture comprising a C2-C12 alkyllithium in a liquid reaction medium containing an aliphatic, cycloaliphatic or aromatic hydrocarbon and at least one member of the group of aliphatic tertiary monoamine having the formula R3N wherein each R is a C2 to C12 alkyl, and arylalkyl tertiary monoamines, and gradually adding thereto, at a temperature in the range of about 0* C to about -30* C, at least one polymerizable monomer selected from the group of conjugated dienes containing from four to 12 carbon atoms per molecule and vinyl-substituted aromatic compounds whereby polymerization of said monomer is held to a low value, the amount of said aliphatic tertiary monoamine being from about 0.2 to 2 equivalents per equivalent of said alkyllithium, the mole ratio of said monomer to said alkyllithium being from 1 to 100 of said monomer to 1 of said alkyllithium, and the mole ratio of said hydrocarbon reaction medium to said alkyllithium being 5 to 100 of said hydrocarbon reaction medium to 1 of said alkyllithium.
Claim 11
Dependent Claim
30 words
A process according to claim 11 wherein said monomer is styrene, said aliphatic tertiary monoamine is triethylamine, said hydrocarbon of said reaction medium is n-hexane, and said alkyllithium is sec-butyllithium.
Claim 12
Dependent Claim
30 words
A process according to claim 11 wherein said monomer is 1,3-divinylbenzene, said aliphatic tertiary monoamine is triethylamine, said hydrocarbon of said reaction medium is n-hexane, and said alkyllithium is sec-butyllithium.
Claim 13
Dependent Claim
30 words
A process according to claim 11 wherein said monomer is 1,4-distyrylbenzene, said alkylaryl tertiary monoamine is dimethylaniline, said hydrocarbon of said reaction medium is benzene, and said alkyllithium is sec-butyllithium.
Claim 14
Dependent Claim
19 words
A process according to claim 13 wherein the mole ratio of said sec-butyllithium to said 1,3-divinylbenzene is about 2:1.
Claim 15
Dependent Claim
116 words
A polymerization initiator composition comprising a solution, in a liquid medium of at least one member of the group of aliphatic, cycloaliphatic and aromatic hydrocarbons, and, in addition, at least one member of the group of aliphatic tertiary monoamines possessing no methyl groups, arylalkyl tertiary monoamines and aryl ethers, of an adduct of 1 to 100 moles of at least one polymerizable monomer selected from the group of conjugated dienes containing from four to 12 carbon atoms per molecule and vinyl-substituted aromatic compounds with 1 mole of a C2-C12 alkyllithium, said initiator composition being substantially free of polymers of said conjugated dienes and/or of said vinyl-substituted aromatic compounds, said composition being essentially free of unreacted alkyllithium.
Claim 16
Dependent Claim
29 words
A composition according to claim 16 wherein the mole ratio of said monomer to said alkyllithium is substantially 1 to 2 of said monomer to 1 of said alkyllithium.
Claim 17
Dependent Claim
11 words
A composition according to claim 17 wherein the alkyllithium is sec-butyllithium.
Claim 18
Dependent Claim
11 words
A composition according to claim 18 wherein said monomer is styrene.
Claim 19
Dependent Claim
11 words
A composition according to claim 18 wherein said monomer is 1,3-divinylbenzene.
Claim 20
Dependent Claim
11 words
A composition according to claim 18 wherein said monomer is 1,4-distyrylbenzene.
Claim 21
Dependent Claim
6 words
An initiator having the structural formula
Claim 22
Dependent Claim
6 words
An initiator having the structural formula
Claim 23
Dependent Claim
6 words
An initiator hAving the structural formula
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) | 1975-06-06 | 1975-12-06 | 1976-06-06 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1979-06-06 | 1979-12-06 | 1980-06-06 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1983-06-06 | 1983-12-06 | 1984-06-06 | $7700.00 | Window Closed / Lapsed |