Patent US1826673A successfully refreshed from Google Patents.
Patent US4299781A successfully refreshed from Google Patents.
US4299781A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Organomagnesium solutions of low viscosity
Assignee: Texas Alkyls Inc
•
Filing: 1980-05-12
•
Granted: 1981-11-10
•
Expires: 2000-05-12
Abstract
Abstract A low viscosity liquid solution is described, comprising (a) a hydrocarbon-soluble dialkylmagnesium compound of 4 to 20 carbon atoms per molecule (b) a solvent selected from the group consisting of aliphatic, alicyclic, and aromatic hydrocarbons of 5 to 20 carbon atoms, and (c) an organometallic additive selected from the group consisting of R 3 Ga, R 3 In, and RLi, in which R is C 1 -C 12 alkyl or C 5 -C 7 cycloalkyl. Also disclosed is a method of preparing such a solution by in situ generation of the dialkylmagnesium compound via the reaction between metallic magnesium and the appropriate alkyl halide in the presence of both the solvent and the organometallic additive.
Inventors
- 👤 Loyd W. Fannin
- 👤 Dennis B. Malpass
- 👤 Ramiro Sanchez
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 02:15
CPC Classifications
C; C07; C07F; C07F3/00; C07F3/02
Claims Analysis
Total Claims: 25
Claim 1
Independent Claim
102 words
A low viscosity liquid solution comprising (a) a hydrocarbon-soluble dialkylmagnesium compound of 4 to 20 carbon atoms per molecule at a concentration of from about 0.2% to about 50% by weight, (b) a solvent selected from the group consisting of aliphatic, alicyclic, and aromatic hydrocarbons of 5 to 20 carbon atoms, and (c) an organometallic additive selected from the group consisting of R 3 Ga, R 3 In, and RLi, in which R is C 1 -C 12 alkyl or C 5 -C 7 cycloalkyl, at a mole ratio of from about 0.001:1 to about 0.25:1 with respect to the dialkylmagnesium compound.
Claim 2
Dependent Claim
102 words
A low viscosity liquid solution comprising (a) a hydrocarbon-soluble dialkylmagnesium compound of 4 to 20 carbon atoms per molecule at a concentration of from about 0.2% to about 50% by weight, (b) a solvent selected from the group consisting of aliphatic, alicyclic, and aromatic hydrocarbons of 5 to 20 carbon atoms, and (c) an organometallic additive selected from the group consisting of R 3 Ga, R 3 In, and RLi, in which R is C 1 -C 12 alkyl or C 5 -C 7 cycloalkyl, at a mole ratio of from about 0.001:1 to about 0.25:1 with respect to the dialkylmagnesium compound.
Claim 3
Dependent Claim
22 words
A low viscosity solution according to claim 1 in which the dialkylmagnesium compound contains from 5 to 15 carbon atoms per molecule.
Claim 4
Dependent Claim
24 words
A low viscosity solution according to claim 1 in which the concentration of dialkylmagnesium compound is from about 1.0% to about 25.0% by weight.
Claim 5
Dependent Claim
30 words
A low viscosity solution according to claim 1 in which the solvent is selected from the group consisting of aliphatic, alicyclic, and aromatic hydrocarbons of 6 to 15 carbon atoms.
Claim 6
Dependent Claim
37 words
A low viscosity solution according to claim 1 in which the organometallic additive is selected from the group consisting of R 3 Ga, R 3 In, and RLi, in which R is C 1 -C 6 alkyl.
Claim 7
Dependent Claim
49 words
A low viscosity solution according to claim 1 in which the organometallic additive is generated in situ from the corresponding metallic halide selected from the group consisting of GaX 3 , InX 3 , and LiX, where X is selected from the group consisting of chlorine, bromine, and iodine.
Claim 8
Dependent Claim
15 words
A low viscosity solution according to claim 1 in which the organometallic additive is trimethylgallium.
Claim 9
Dependent Claim
20 words
A low viscosity solution according to claim 1 in which the organometallic additive is generated in situ from gallium trichloride.
Claim 10
Dependent Claim
32 words
A low viscosity solution according to claim 1 in which the organometallic additive is present at a mole ratio of from about 0.001:1 to about 0.10:1 with respect to the dialkylmagnesium compound.
Claim 11
Dependent Claim
32 words
A low viscosity solution according to claim 1 in which the organometallic additive is present at a mole ratio of from about 0.01:1 to about 0.05:1 with respect to the dialkylmagnesium compound.
Claim 12
Dependent Claim
147 words
A process for the manufacture of hydrocarbon solution of a dialkylmagnesium compound which comprises (a) reacting metallic magnesium with at least one alkyl halide selected to produce a hydrocarbon-soluble dialkylmagnesium compound of 4 to 20 carbon atoms per molecule, in the presence of or followed by the addition of a hydrocarbon solvent and an organometallic additive selected from the group consisting of R 3 Ga, R 3 In, and RLi, in which R is C 1 -C 12 alkyl or C 5 -C 7 cycloalkyl, such that the concentration of dialkylmagnesium compound is from about 0.2% to about 50% by weight, and the mole ratio of organometallic additive to dialkylmagnesium compound is from about 0.001:1 to about 0.25:1, to produce a homogeneous liquid and solids, and (b) separating said homogeneous liquid from said solids, both steps being conducted in the substantial absence of both moisture and oxygen.
Claim 13
Dependent Claim
147 words
A process for the manufacture of hydrocarbon solution of a dialkylmagnesium compound which comprises (a) reacting metallic magnesium with at least one alkyl halide selected to produce a hydrocarbon-soluble dialkylmagnesium compound of 4 to 20 carbon atoms per molecule, in the presence of or followed by the addition of a hydrocarbon solvent and an organometallic additive selected from the group consisting of R 3 Ga, R 3 In, and RLi, in which R is C 1 -C 12 alkyl or C 5 -C 7 cycloalkyl, such that the concentration of dialkylmagnesium compound is from about 0.2% to about 50% by weight, and the mole ratio of organometallic additive to dialkylmagnesium compound is from about 0.001:1 to about 0.25:1, to produce a homogeneous liquid and solids, and (b) separating said homogeneous liquid from said solids, both steps being conducted in the substantial absence of both moisture and oxygen.
Claim 14
Dependent Claim
20 words
A process according to claim 11 in which the dialkylmagnesium compound contains from 5 to 15 carbon atoms per molecule.
Claim 15
Dependent Claim
28 words
A process according to claim 11 in which the solvent is selected from the group consisting of aliphatic, alicyclic and aromatic hydrocarbons of 6 to 15 carbon atoms.
Claim 16
Dependent Claim
35 words
A process according to claim 11 in which the organometallic additive is selected from the group consisting of R 3 Ga, R 3 In, and RLi, in which R is C 1 -C 6 alkyl.
Claim 17
Dependent Claim
30 words
A process according to claim 11 in which the organometallic additive is present at a mole ratio of from about 0.001:1 to about 0.10:1 with respect to the dialkylmagnesium compound.
Claim 18
Dependent Claim
30 words
A process according to claim 11 in which the organometallic additive is present at a mole ratio of from about 0.01:1 to about 0.05:1 with respect to the dialkylmagnesium compound.
Claim 19
Dependent Claim
24 words
A process according to claim 11 in which the metallic magnesium is comprised of particles equal to or less than 500 microns in diameter.
Claim 20
Dependent Claim
23 words
A process according to claim 11 in which the mole ratio of magnesium to alkyl halide is from about 1.0 to about 2.0.
Claim 21
Dependent Claim
23 words
A process according to claim 11 in which the mole ratio of magnesium to alkyl halide is from about 1.1 to about 1.3.
Claim 22
Dependent Claim
15 words
A process according to claim 11 in which the alkyl halide is an alkyl chloride.
Claim 23
Dependent Claim
47 words
A process according to claim 11 in which the organometallic additive is generated in situ from the corresponding metallic halide selected from the group consisting of GaX 3 , InX 3 , and LiX, where X is selected from the group consisting of chlorine, bromine, and iodine.
Claim 24
Dependent Claim
13 words
A process according to claim 11 in which the organometallic additive is trimethylgallium.
Claim 25
Dependent Claim
18 words
A process according to claim 11 in which the organometallic additive is generated in situ from gallium trichloride.
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) | 1984-11-09 | 1985-05-11 | 1985-11-10 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-11-09 | 1989-05-11 | 1989-11-10 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-11-09 | 1993-05-11 | 1993-11-10 | $7700.00 | Window Closed / Lapsed |