US3760025A
Expired / Lapsed
US
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Telomerization reactions utilizing catalysts composed of certain organometallic complexes and transition metals or their compounds
Assignee: First National City Bank
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Filing: 1970-08-31
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Granted: 1973-09-18
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Expires: 1990-08-31
Abstract
Abstract Telomerization reactions utilizing catalyst systems composed of (1) liquid hydrocarbon solutions or mixtures of complexes such as those made from (a) n-butylsodium or n-butylpotassium, with (b) alkyllithiums such as n-butyllithium and (2) transition metals or their compounds such as Raney nickel and nickel acetylacetonate give a polybutadiene having a high cis-1,4 content.
Inventors
- 👤 J Merkley
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 03:35
CPC Classifications
B; B01; B01J; B01J31/00; B01J31/02; B01J31/12; B01J31/128; B01J31/122; B01J31/16; B01J31/22; B01J31/2204; B01J31/2208; B01J31/2226; B01J31/223; B01J31/2234; C; C07; C07C; C07C2/00; C07C2/54; C07C2/72; C07C2/86; B01J2531/00; B01J2531/10; B01J2531/16; B01J2531/80; B01J2531/84; B01J2531/842; B01J2531/845; B01J2531/847; C07C2531/00; C07C2531/02; C07C2531/12; C07C2531/16; C07C2531/22
Claims Analysis
Total Claims: 26
Claim 1
Independent Claim
28 words
The method of claim 1, in which the hydrocarbon solvent is at least one member of the group of pentane, hexane, heptane, octanes, cyclohexane, cyclooctane, benzene and toluene.
Claim 2
Dependent Claim
16 words
The method of claim 1, in which the telogen is toluene and the taxogen is 1,3-butadiene.
Claim 3
Dependent Claim
13 words
The method of claim 2, in which the organolithium is a C3-C6 alkyllithium.
Claim 4
Dependent Claim
28 words
The method of claim 1, in which the transition metal compound is at least one member of the group of the acetylacetonates of cobalt, nickel, copper and iron.
Claim 5
Dependent Claim
28 words
The method of claim 4, in which the transition metal compound is at least one member of the group of the acetylacetonates of cobalt, nickel, copper and iron.
Claim 6
Dependent Claim
11 words
The method of claim 4, in which the alkyllithium is n-butyllithium.
Claim 7
Dependent Claim
21 words
The method of claim 6, in which the organometallic compound is a member selected from the group of n-butyl-sodium and n-butylpotassium.
Claim 8
Dependent Claim
11 words
The method of claim 3, in which the organolithium is n-butyllithium.
Claim 9
Dependent Claim
21 words
The method of claim 7, in which the organometallic compound is a member selected from the group of n-butylsodium and n-butylpotassium.
Claim 10
Dependent Claim
14 words
The method of claim 6, in which the catalyst complex is a n-butyllithium.n-butylpotassium complex.
Claim 11
Dependent Claim
39 words
The method of claim 1, in which the organolithium is a polylithioadduct of a conjugated diene selected from the group of isoprene or 1,3-butadiene, and the organometallic compound is a member selected from the group of n-butylsodium and n-butylpotassium.
Claim 12
Dependent Claim
24 words
The method of claim 1, in which the reaction medium includes a Lewis base selected from the group of ethers and aliphatic tertiary amines.
Claim 13
Dependent Claim
199 words
In a method of preparing telomers in which the telomers are prepared, in the presence of a catalyst, by a reaction between (a) a telogen in the form of an aromatic compound containing at least one active hydrogen capable of being replaced by a lithium atom but devoid of any other substituents which are reactive with the organolithium compound defined hereafter, with (b) at least one taxogen in the form of a conjugated diene monomer, and wherein there is utilized, as the catalyst, a complex of at least one organolithium with at least one organometallic compound in which the metal of said organometallic compound is selected from the group of sodium, potassium, rubidium and cesium, the organo radicals of said organolithium and said organometallic compound being C2-C18 hydrocarbon radicals, the improvement which comprises carrying out the telomerization reaction in the presence of at least one member selected from the group consisting of transition metals selected from titanium, vanadium, chromium, manganese, zinc, iron, cobalt, nickel, copper, and compounds of said metals, said transition metals or hydrocarbon-soluble compounds of said metals being employed in proportions in the range of about 5 to about 20 mole percent based on The organometallic complex.
Claim 14
Dependent Claim
16 words
The method of claim 14, in which the telogen is toluene and the taxogen is 1,3-butadiene.
Claim 15
Dependent Claim
24 words
The method of claim 14, in which the reaction medium includes a Lewis base selected from the group of ethers and aliphatic tertiary amines.
Claim 16
Dependent Claim
13 words
The method of claim 15, in which the reaction medium includes tetramethyl ethylenediamine.
Claim 17
Dependent Claim
27 words
The method of claim 14, in which the transition metal compound is at least one member of the group of acetylacetonates of cobalt, nickel, copper and iron.
Claim 18
Dependent Claim
14 words
The method of claim 16, in which the transition metal compound is nickel acetylacetonate.
Claim 19
Dependent Claim
180 words
In a method of preparing telomers which comprises providing (a) a telogen in the form of an aromatic compound containing at least one active hydrogen capable of being replaced by a lithium atom but devoid of any other substituents which are reactive with the organolithium compound defined hereafter, (b) a complex of at least one organolithium with at least one organometallic compound in which the metal of said organometallic compound is selected from the group of sodium, potassium, rubidium and cesium, the organo radicals of said organolithium and said organometallic compound being C2-C18 hydrocarbon radicals, said complex being in solution in a hydrocarbon, and (c) at least one member selected from the group consisting of transition metals selected from titanium, vanadium, chromium, manganese, zinc, iron, cobalt, nickel, copper and compounds of said metals, said transition metals or compounds of said metals being employed in proportions in the range of about 1 to about 50 mole percent based on the organometallic complex, and then gradually adding to reaction mixture at least one taxogen in the form of a conjugated diene monomer.
Claim 20
Dependent Claim
16 words
The method of claim 20, in which the telogen is toluene and the taxogen is 1,3-butadiene.
Claim 21
Dependent Claim
13 words
The method of claim 21, in which the organolithium is a C3-C6 alkyllithium.
Claim 22
Dependent Claim
14 words
The method of claim 22, in which the transition metal compound is nickel acetylacetonate.
Claim 23
Dependent Claim
21 words
The method of claim 23, in which the organometallic compound is a member selected from the group of n-butylsodium and n-butylpotassium.
Claim 24
Dependent Claim
177 words
In a method of preparing telomers which comprises providing a reaction mixture containing (a) a telogen in the form of an aromatic compound containing at least one active hydrogen capable of being replaced by a lithium atom but devoid of any other substituents which are reactive with the organolithium compound defined hereafter, (b) a complex of at least one organolithium with at least one organometallic compound in which the metal of said organometallic compound is selected from the group of sodium, potassium, rubidium and cesium, the organo radicals of said organolithium and said organometallic compound being C2-C18 hydrocarbon radicals, and (c) at least one member selected from the group consisting of transition metals selected from titanium, vanadium, chromium, manganese, zinc, iron, cobalt, nickel, copper and compounds of said metals, said transition metals or hydrocarbon-soluble compounds of said metals being employed in proportions in the range of about 1 to about 50 mole percent based on the organometallic complex, and then gradually adding to reaction mixture at least one taxogen in the form of a conjugated diene monomer.
Claim 25
Dependent Claim
16 words
The method of claim 25, in which the telogen is toluene and the taxogen is 1,3-butadiene.
Claim 26
Dependent Claim
14 words
The method of claim 26, in which the transition metal compound is nickel acetylacetonate.
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) | 1976-09-17 | 1977-03-19 | 1977-09-18 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1980-09-17 | 1981-03-19 | 1981-09-18 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1984-09-17 | 1985-03-19 | 1985-09-18 | $7700.00 | Window Closed / Lapsed |