US3716495A
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Polymerization initiator composition and use thereof
Assignee: Phillips Petroleum Co
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Filing: 1970-09-02
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Granted: 1973-02-13
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Expires: 1990-09-02
Abstract
Abstract An initiator composition, formed by mixing: (a) an organolithium compound and (b) a hydrocarbyl metal compound wherein the metal is selected from Group 2a, 2b, or 3a of the Periodic Table, is employed in the presence of a polar compound selected from ethers, thioethers, and tertiary amines in the preparation of homopolymers and copolymers of conjugated dienes and vinylsubstituted aromatic hydrocarbons.
Inventors
- 👤 H Hsieh
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-27 04:33
CPC Classifications
C; C08; C08F; C08F36/00; C08F36/02; C08F36/04
Claims Analysis
Total Claims: 25
Claim 1
Independent Claim
152 words
As an initiator composition effective for the polymerization of monomers polymerizable with organoalkali metal initiator systems, the admixture of: a an organolithium compound R(Li)x wherein R is a hydrocarbon radical containing up to 20 carbon atoms and x is an integer of one to four inclusive, b. a hydrocarbyl metal compound RnM wherein said M is a metal of group 2a, 2b, or 3a of the Periodic Table and is beryllium, calcium, strontium, barium, zinc, cadmium, mercury, boron, aluminum, gallium, indium, or thallium, and n is an integer equal to the valence of M, and c. a polar compound of up to 30 carbon atoms per molecule wherein said polar compound is hydrocarbyl ether, thioether, or tertiary amine, wherein the mole ratio of (a):(b) is about 0.1:1 to 10:1, and the ratio of (a):(c) is about 8.33 X 10 3 to 104 gram millimoles of organolithium compound per gram of polar compound.
Claim 2
Dependent Claim
152 words
As an initiator composition effective for the polymerization of monomers polymerizable with organoalkali metal initiator systems, the admixture of: a an organolithium compound R(Li)x wherein R is a hydrocarbon radical containing up to 20 carbon atoms and x is an integer of one to four inclusive, b. a hydrocarbyl metal compound RnM wherein said M is a metal of group 2a, 2b, or 3a of the Periodic Table and is beryllium, calcium, strontium, barium, zinc, cadmium, mercury, boron, aluminum, gallium, indium, or thallium, and n is an integer equal to the valence of M, and c. a polar compound of up to 30 carbon atoms per molecule wherein said polar compound is hydrocarbyl ether, thioether, or tertiary amine, wherein the mole ratio of (a):(b) is about 0.1:1 to 10:1, and the ratio of (a):(c) is about 8.33 X 10 3 to 104 gram millimoles of organolithium compound per gram of polar compound.
Claim 3
Dependent Claim
19 words
The initiator composition according to claim 1 wherein the mole ratio of said (a):(b) is about 1:1 to 5:1.
Claim 4
Dependent Claim
22 words
The initiator composition according to claim 1 wherein said hydrocarbyl metal compound is a compound of said beryllium, calcium, strontium, or barium.
Claim 5
Dependent Claim
21 words
An initiator composition according to claim 1 wherein said hydrocarbyl metal compound is a compound of a metal of Group 2b.
Claim 6
Dependent Claim
27 words
The initiator composition according to claim 4 wherein said organolithium compound is butyllithium, said hydrocarbyl metal compound is diethylzinc or diethylcadmium, and said polar compound is tetrahydrofuran.
Claim 7
Dependent Claim
51 words
The initiator composition according to claim 4 wherein said organolithium compound is an insoluble dilithium initiator prepared by reacting lithium metal with isoprene in dimethyl ether and dispersing the resulting reaction product in an aromatic solvent; said hydrocarbyl metal compound is diethylzinc; and said polar compound is the aforesaid dimethyl ether.
Claim 8
Dependent Claim
42 words
The initiator composition according to claim 4 wherein said organolithium compound is the pRoduct prepared by reacting one mole of butadiene with two moles of sec-butyllithium in a cycloaliphatic solvent, said hydrocarbyl metal compound is diethylzinc, and said polar compound is tetrahydrofuran.
Claim 9
Dependent Claim
21 words
An initiator composition according to claim 1 wherein said hydrocarbyl metal compound is a compound of a metal of Group 3a.
Claim 10
Dependent Claim
25 words
The initiator composition according to claim 8 wherein said organolithium compound is n-butyllithium, said hydrocarbyl metal compound is triisobutylaluminum, and said polar compound is tetrahydrofuran.
Claim 11
Dependent Claim
118 words
As an initiator composition effective for the polymerization of monomers polymerizable with organoalkali metal initiator systems, the admixture of: a. an organolithium compound R(Li)x wherein R is a hydrocarbon radical containing up to 20 carbon atoms and x is an integer of one to four inclusive, b. a hydrocarbyl metal compound RnMg wherein Mg is magnesium and n is an integer equal to the valence of magnesium, and c. a hydrocarbyl ether or thioether polar compound of up to 30 carbon atoms per molecule, wherein the mole ratio of (a):(b) is about 0.1:1 to 10:1, and the ratio of (a):(c) is about 8.33 X 10 3 to 104 gram millimoles of organolithium compound per gram of polar compound.
Claim 12
Dependent Claim
118 words
As an initiator composition effective for the polymerization of monomers polymerizable with organoalkali metal initiator systems, the admixture of: a. an organolithium compound R(Li)x wherein R is a hydrocarbon radical containing up to 20 carbon atoms and x is an integer of one to four inclusive, b. a hydrocarbyl metal compound RnMg wherein Mg is magnesium and n is an integer equal to the valence of magnesium, and c. a hydrocarbyl ether or thioether polar compound of up to 30 carbon atoms per molecule, wherein the mole ratio of (a):(b) is about 0.1:1 to 10:1, and the ratio of (a):(c) is about 8.33 X 10 3 to 104 gram millimoles of organolithium compound per gram of polar compound.
Claim 13
Dependent Claim
25 words
The initiator composition according to claim 10 wherein said organolithium compound is n-butyllithium, said hydrocarbyl metal compound is di-n-amylmagnesium, and said polar compound is tetrahydrofuran.
Claim 14
Dependent Claim
50 words
An initiator composition comprising n-butyllithium, di-n-amyl magnesium, and tetrahydrofuran, wherein the mole ratio of said n-butyllithium:di-n-amyl magnesium is in the range of about 0.1:1 to 10:1, and the ratio of gram millimoles of n-butyllithium per gram of tetrahydrofuran is in the range of about 8.33 X 10 3 to 104.
Claim 15
Dependent Claim
50 words
An initiator composition comprising n-butyllithium, di-n-amyl magnesium, and tetrahydrofuran, wherein the mole ratio of said n-butyllithium:di-n-amyl magnesium is in the range of about 0.1:1 to 10:1, and the ratio of gram millimoles of n-butyllithium per gram of tetrahydrofuran is in the range of about 8.33 X 10 3 to 104.
Claim 16
Dependent Claim
140 words
An initiator composition which comprises the admixture of: a. an organolithium compound which can be represented by the general formula R(Li)x wherein R is a hydrocarbon radical containing up to 20 carbon atoms and x is an integer of one to four inclusive, b. a hydrocarbyl metal compound of a metal of Group 2b and which can be represented by the general formula RnM wherein M is zinc, cadmium, or mercury, and c. a polar compound wherein said polar compound is hydrocarbyl ether, thioether, or tertiary amine, containing up to 30 carbon atoms per molecule, wherein the mole ratio of said (a) organolithium compound:(b) hydrocarbyl metal compound is in the range of about 0.1:1 1 to 10:1, and the ratio of (a):(c) is about 8.33 X 10 3 to 104 gram millimoles of organolithium compound per gram of polar compound.
Claim 17
Dependent Claim
140 words
An initiator composition which comprises the admixture of: a. an organolithium compound which can be represented by the general formula R(Li)x wherein R is a hydrocarbon radical containing up to 20 carbon atoms and x is an integer of one to four inclusive, b. a hydrocarbyl metal compound of a metal of Group 2b and which can be represented by the general formula RnM wherein M is zinc, cadmium, or mercury, and c. a polar compound wherein said polar compound is hydrocarbyl ether, thioether, or tertiary amine, containing up to 30 carbon atoms per molecule, wherein the mole ratio of said (a) organolithium compound:(b) hydrocarbyl metal compound is in the range of about 0.1:1 1 to 10:1, and the ratio of (a):(c) is about 8.33 X 10 3 to 104 gram millimoles of organolithium compound per gram of polar compound.
Claim 18
Dependent Claim
61 words
An initiator composition which comprises the admixture of butyllithium, diethyl zinc or diethyl cadmium, and tetrahydrofuran, wherein the mole ratio of said butyllithium: diethyl zinc or diethyl cadmium is in the range of about 0.1:1 to 10:1, and the ratio of gram millimoles of n-butyllithium per gram of tetrahydrofuran is in the range of about 8.33 X 10 3 to 104.
Claim 19
Dependent Claim
61 words
An initiator composition which comprises the admixture of butyllithium, diethyl zinc or diethyl cadmium, and tetrahydrofuran, wherein the mole ratio of said butyllithium: diethyl zinc or diethyl cadmium is in the range of about 0.1:1 to 10:1, and the ratio of gram millimoles of n-butyllithium per gram of tetrahydrofuran is in the range of about 8.33 X 10 3 to 104.
Claim 20
Dependent Claim
86 words
An initiator composition comprising the admixture of: a. an organolithium compound comprising an insoluble dilithium iniator prepared by reacting lithium metal with isoprene and dimethyl ether and dispersing the resulting reaction product in an aromatic solvent, b. diethyl zinc, and c. dimethyl ether, wherein the mole ratio of said organolithium compound:diethyl zinc is in the range of about 0.1:1 to 10:1, and the ratio of gram millimoles of n-butyllithium per gram of dimethyl ether is in the range of about 8.33 X 10 3 to 104.
Claim 21
Dependent Claim
86 words
An initiator composition comprising the admixture of: a. an organolithium compound comprising an insoluble dilithium iniator prepared by reacting lithium metal with isoprene and dimethyl ether and dispersing the resulting reaction product in an aromatic solvent, b. diethyl zinc, and c. dimethyl ether, wherein the mole ratio of said organolithium compound:diethyl zinc is in the range of about 0.1:1 to 10:1, and the ratio of gram millimoles of n-butyllithium per gram of dimethyl ether is in the range of about 8.33 X 10 3 to 104.
Claim 22
Dependent Claim
69 words
An initiator composition comprising the admixture of: a. an organolithium compound prepared by reacting butadiene with sec-butyllithium in a cycloaliphatic solvent, b. diethyl zinc, and c. tetrahydrofuran, wherein the mole ratio of said organolithium compound:diethyl zinc is in the ratio of about 0.1:1 to 10:1, and the ratio of gram millimoles of n-butyllithium per gram of tetrahydrofuran is in the range of about 8.33 X 10 3 to 104.
Claim 23
Dependent Claim
69 words
An initiator composition comprising the admixture of: a. an organolithium compound prepared by reacting butadiene with sec-butyllithium in a cycloaliphatic solvent, b. diethyl zinc, and c. tetrahydrofuran, wherein the mole ratio of said organolithium compound:diethyl zinc is in the ratio of about 0.1:1 to 10:1, and the ratio of gram millimoles of n-butyllithium per gram of tetrahydrofuran is in the range of about 8.33 X 10 3 to 104.
Claim 24
Dependent Claim
140 words
An initiator composition which comprises the admixture of: a. an organolithium compound which can be represented by the general formula R(Li)x wherein R is a hydrocarbon radical containing up to 20 carbon atoms and x is an integer of one to four inclusive, b. a hydrocarbyl metal compound of a metal of Group 3a and which can be represented by the general formula RnM wherein M is boron, aluminum, gallium, indium, or thallium, and c. a polar compound wherein said polar compound is ether, thioether, or tertiary amine, containing up to 30 carbon atoms per molecule, wherein the mole ratio of said (a) organolithium compound:(b) hydrocarbyl metal compound is in the range of about 0.1:1 to 10:1, and the ratio of (a):(c) is about 8.33 X 10 3 to 104 gram millimoles of organolithium compound per gram of polar compound.
Claim 25
Dependent Claim
140 words
An initiator composition which comprises the admixture of: a. an organolithium compound which can be represented by the general formula R(Li)x wherein R is a hydrocarbon radical containing up to 20 carbon atoms and x is an integer of one to four inclusive, b. a hydrocarbyl metal compound of a metal of Group 3a and which can be represented by the general formula RnM wherein M is boron, aluminum, gallium, indium, or thallium, and c. a polar compound wherein said polar compound is ether, thioether, or tertiary amine, containing up to 30 carbon atoms per molecule, wherein the mole ratio of said (a) organolithium compound:(b) hydrocarbyl metal compound is in the range of about 0.1:1 to 10:1, and the ratio of (a):(c) is about 8.33 X 10 3 to 104 gram millimoles of organolithium compound per gram of polar compound.
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) | 1976-02-13 | 1976-08-14 | 1977-02-13 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1980-02-13 | 1980-08-14 | 1981-02-13 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1984-02-13 | 1984-08-14 | 1985-02-13 | $7700.00 | Window Closed / Lapsed |