US4133824A
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Organo-magnesium complexes and process for their preparation
Assignee: Texas Alkyls Inc
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Filing: 1977-08-17
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Granted: 1979-01-09
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Expires: 1997-08-17
Abstract
Abstract Hydrocarbon soluble organo-magnesium complex of the formula (R.sub.2 'Mg).sub.m . [(RO).sub.a M].sub.n wherein R is a hydrocarbyl group or ##STR1## wherein R 2 is a hydrocarbyl group. R' is a primary alkyl group having 1 to 25 carbon atoms, or phenyl group, or mixture thereof, M is a group IIA or group IIIA metal and a is 2 or 3, and m and n are numbers such that the ratio of m/n is about one or greater. These complexes are prepared by reacting magnesium metal with a primary alkyl halide or phenyl halide in the presence of a hydrocarbon solvent and adding thereto an oxygen containing metal compound of the formula (RO) a M wherein R, M and a are as defined. The oxygen containing metal compound functions as a solubilizing agent for organo-magnesium compounds which are normally only slightly soluble in hydrocarbon media. These complexes are characterized by very low halide content, lack of ether contamination, magnesium to M ratios of between about 1:2 to about 20:1 and hydrocarbon solubility.
Inventors
- 👤 Dennis B. Malpass
- 👤 Joseph H. Merkley
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-27 20:01
CPC Classifications
B; B01; B01J; B01J31/00; B01J31/02; B01J31/0201; B01J31/0211; B01J31/0212; B01J31/04; B01J31/12; C; C07; C07F; C07F3/00; C07F3/02; C07F5/00; C07F5/06; C07F5/069; B01J2231/00; B01J2231/10; B01J2231/12; B01J2531/00; B01J2531/20; B01J2531/22; B01J2531/30; B01J2531/31
Claims Analysis
Total Claims: 32
Claim 1
Independent Claim
91 words
A hydrocarbon soluble organo-magnesium complex of the formula (R.sub.2 'Mg).sub.m . [(RO).sub.a M].sub.n wherein R is the group ##STR4## wherein R 2 is a hydrocarbyl group, M is a group IIA or IIIA metal, and a is the integer 2 when M is a group IIA metal and 3 when M is a group IIIA metal; R' is a primary alkyl group having 1 to 25 carbon atoms, or phenyl group, or mixture thereof, and m and n are numbers such that the ratio of m/n is about one or greater.
Claim 2
Dependent Claim
91 words
A hydrocarbon soluble organo-magnesium complex of the formula (R.sub.2 'Mg).sub.m . [(RO).sub.a M].sub.n wherein R is the group ##STR4## wherein R 2 is a hydrocarbyl group, M is a group IIA or IIIA metal, and a is the integer 2 when M is a group IIA metal and 3 when M is a group IIIA metal; R' is a primary alkyl group having 1 to 25 carbon atoms, or phenyl group, or mixture thereof, and m and n are numbers such that the ratio of m/n is about one or greater.
Claim 3
Dependent Claim
102 words
A hydrocarbon soluble organo-magnesium complex solution comprising: (a) hydrocarbon solvent and dissolved therein (b) a complex having the formula (R.sub.2 'Mg).sub.m . [(RO).sub.a M].sub.n wherein R is the group ##STR5## wherein R 2 is a hydrocarbyl group, M is a group IIA or IIIA metal, and a is the integer 2 when M is a group IIA metal and 3 when M is a group IIIA metal; R' is a primary alkyl group having 1 to 25 carbon atoms, or phenyl group, or mixture thereof, and m and n are numbers such that the ratio of m/n is about one or greater.
Claim 4
Dependent Claim
102 words
A hydrocarbon soluble organo-magnesium complex solution comprising: (a) hydrocarbon solvent and dissolved therein (b) a complex having the formula (R.sub.2 'Mg).sub.m . [(RO).sub.a M].sub.n wherein R is the group ##STR5## wherein R 2 is a hydrocarbyl group, M is a group IIA or IIIA metal, and a is the integer 2 when M is a group IIA metal and 3 when M is a group IIIA metal; R' is a primary alkyl group having 1 to 25 carbon atoms, or phenyl group, or mixture thereof, and m and n are numbers such that the ratio of m/n is about one or greater.
Claim 5
Dependent Claim
54 words
A hydrocarbon soluble organo-magnesium complex of the formula (R.sub.2 'Mg).sub.m . [(RO).sub.2 Mg].sub.n wherein R is a hydrocarbyl group, R' is a primary alkyl group having 1 to 25 carbon atoms, or phenyl group, or mixture thereof, and m and n are numbers such that the ratio of m/n is about one or greater.
Claim 6
Dependent Claim
54 words
A hydrocarbon soluble organo-magnesium complex of the formula (R.sub.2 'Mg).sub.m . [(RO).sub.2 Mg].sub.n wherein R is a hydrocarbyl group, R' is a primary alkyl group having 1 to 25 carbon atoms, or phenyl group, or mixture thereof, and m and n are numbers such that the ratio of m/n is about one or greater.
Claim 7
Dependent Claim
45 words
The complex of claim 3 wherein R is a primary, secondary or tertiary alkyl group having 1 to 25 carbon atoms, R' is an alkyl group having 1 to 10 carbon atoms or phenyl and the ratio of m/n is between about 1 to 10.
Claim 8
Dependent Claim
36 words
The complex of claim 4 wherein R is a primary, secondary or tertiary alkyl group having 1 to 8 carbon atoms and R' is a primary alkyl group having 1 to 4 carbon atoms or phenyl.
Claim 9
Dependent Claim
34 words
The complex of claim 5 wherein R is a primary, secondary or tertiary alkyl group having 2 to 4 carbon atoms and R' is a primary alkyl group having 1 to 4 carbon atoms.
Claim 10
Dependent Claim
9 words
The complex of claim 6 wherein R is ethyl.
Claim 11
Dependent Claim
9 words
The complex of claim 7 wherein R' is n-butyl.
Claim 12
Dependent Claim
65 words
A hydrocarbon soluble organo-magnesium complex solution comprising: (a) hydrocarbon solvent and dissolved therein (b) a complex having the formula (R.sub.2 'Mg).sub.m . [(RO).sub.2 Mg].sub.n wherein R is a hydrocarbyl group, R' is a primary alkyl group having 1 to 25 carbon atoms, or phenyl group, or mixture thereof, and m and n are numbers such that the ratio of m/n is about one or greater.
Claim 13
Dependent Claim
65 words
A hydrocarbon soluble organo-magnesium complex solution comprising: (a) hydrocarbon solvent and dissolved therein (b) a complex having the formula (R.sub.2 'Mg).sub.m . [(RO).sub.2 Mg].sub.n wherein R is a hydrocarbyl group, R' is a primary alkyl group having 1 to 25 carbon atoms, or phenyl group, or mixture thereof, and m and n are numbers such that the ratio of m/n is about one or greater.
Claim 14
Dependent Claim
45 words
The solution of claim 9 wherein R is a primary, secondary or tertiary alkyl group having 1 to 25 carbon atoms, R' is an alkyl group having 1 to 10 carbon atoms or phenyl and the ratio of m/n is between about 1 to 10.
Claim 15
Dependent Claim
36 words
The solution of claim 9 wherein R is a primary, secondary or tertiary alkyl group having 1 to 8 carbon atoms and R' is a primary alkyl group having 1 to 4 carbon atoms or phenyl.
Claim 16
Dependent Claim
71 words
The complex of claim 1 wherein R is the group ##STR6## wherein R 2 is an alkyl group having 1 to 20 carbon atoms or phenyl; M is magnesium or aluminum and a is the integer 2 when M is magnesium and 3 when M is aluminum; R' is an alkyl group having 1 to 10 carbon atoms or phenyl and the ratio of m/n is between about 1 to 10.
Claim 17
Dependent Claim
39 words
The complex of claim 12 wherein R is ##STR7## wherein R 2 is an alkyl group having 2 to 4 carbon atoms or phenyl and R' is a primary alkyl group having 1 to 4 carbon atoms or phenyl.
Claim 18
Dependent Claim
27 words
The complex of claim 13 wherein R is ##STR8## wherein R 2 is phenyl and R' is a primary alkyl group having 1 to 4 carbon atoms.
Claim 19
Dependent Claim
18 words
The complex of claim 14 wherein R is ##STR9## wherein R 2 is phenyl and M is aluminum.
Claim 20
Dependent Claim
9 words
The complex of claim 15 wherein R' is n-butyl.
Claim 21
Dependent Claim
71 words
The solution of claim 2 wherein R is the group ##STR10## wherein R 2 is an alkyl group having 1 to 20 carbon atoms or phenyl; M is magnesium or aluminum and a is the integer 2 when M is magnesium and 3 when M is aluminum; R' is an alkyl group having 1 to 10 carbon atoms or phenyl and the ratio of m/n is between about 1 to 10.
Claim 22
Dependent Claim
39 words
The solution of claim 2 wherein R is ##STR11## wherein R 2 is an alkyl group having 2 to 4 carbon atoms or phenyl and R' is a primary alkyl group having 1 to 4 carbon atoms or phenyl.
Claim 23
Dependent Claim
206 words
A process for the preparation of hydrocarbon soluble organo-magnesium complex of the formula (R.sub.2 'Mg).sub.m . [(RO).sub.a M].sub.n wherein R is the group ##STR12## wherein R 2 is a hydrocarbyl group, M is a group IIA or IIIA metal, and a is the interger 2 when M is a group IIA metal and 3 when M is a group IIIA metal; R' is a primary alkyl group having 1 to 25 carbon atoms, or phenyl group, or mixture thereof, and m and n are numbers such that the ratio of m/n is about one or greater comprising: (a) reacting magnesium metal with primary alkyl halide or phenyl halide of the formula R'X wherein R' is as defined and X is chlorine, bromine or iodine at a temperature between about 20° C. and about 200° C. in the absence of oxygen, said magnesium being present in an amount from 1 to 2 moles of magnesium per mole of halide; and (b) adding thereto in the absence of oxygen an oxygen containing metal compound of the formula (RO) a M wherein R, a and M are as defined in an amount equal to or less than a 1:1 mole ratio with the magnesium reaction compounds of step (a).
Claim 24
Dependent Claim
206 words
A process for the preparation of hydrocarbon soluble organo-magnesium complex of the formula (R.sub.2 'Mg).sub.m . [(RO).sub.a M].sub.n wherein R is the group ##STR12## wherein R 2 is a hydrocarbyl group, M is a group IIA or IIIA metal, and a is the interger 2 when M is a group IIA metal and 3 when M is a group IIIA metal; R' is a primary alkyl group having 1 to 25 carbon atoms, or phenyl group, or mixture thereof, and m and n are numbers such that the ratio of m/n is about one or greater comprising: (a) reacting magnesium metal with primary alkyl halide or phenyl halide of the formula R'X wherein R' is as defined and X is chlorine, bromine or iodine at a temperature between about 20° C. and about 200° C. in the absence of oxygen, said magnesium being present in an amount from 1 to 2 moles of magnesium per mole of halide; and (b) adding thereto in the absence of oxygen an oxygen containing metal compound of the formula (RO) a M wherein R, a and M are as defined in an amount equal to or less than a 1:1 mole ratio with the magnesium reaction compounds of step (a).
Claim 25
Dependent Claim
166 words
A process for the preparation of hydrocarbon soluble organo-magnesium complex of the formula (R.sub.2 'Mg).sub.m . [(RO).sub.2 Mg].sub.n wherein R is a hydrocarbyl group, R' is a primary alkyl group having 1 to 25 carbon atoms, or phenyl group, or mixture thereof, and m and n are numbers such that the ratio of m/n is about one or greater comprising: (a) reacting magnesium metal with primary alkyl halide or phenyl halide of the formula R'X wherein R' is as defined and X is chlorine, bromine or iodine at a temperature between about 20° C. and about 200° C. in the absence of oxygen, said magnesium being present in an amount from 1 to 2 moles of magnesium per mole of halide; and (b) adding thereto in the absence of oxygen an oxygen containing metal compound of the formula (RO) 2 Mg wherein R is as defined in an amount equal to or less than a 1:1 mole ratio with the magnesium reaction compounds of step (a).
Claim 26
Dependent Claim
166 words
A process for the preparation of hydrocarbon soluble organo-magnesium complex of the formula (R.sub.2 'Mg).sub.m . [(RO).sub.2 Mg].sub.n wherein R is a hydrocarbyl group, R' is a primary alkyl group having 1 to 25 carbon atoms, or phenyl group, or mixture thereof, and m and n are numbers such that the ratio of m/n is about one or greater comprising: (a) reacting magnesium metal with primary alkyl halide or phenyl halide of the formula R'X wherein R' is as defined and X is chlorine, bromine or iodine at a temperature between about 20° C. and about 200° C. in the absence of oxygen, said magnesium being present in an amount from 1 to 2 moles of magnesium per mole of halide; and (b) adding thereto in the absence of oxygen an oxygen containing metal compound of the formula (RO) 2 Mg wherein R is as defined in an amount equal to or less than a 1:1 mole ratio with the magnesium reaction compounds of step (a).
Claim 27
Dependent Claim
17 words
The process of claim 20 wherein step (a) is conducted in the presence of a hydrocarbon solvent.
Claim 28
Dependent Claim
21 words
The process of claim 20 wherein step (a) is conducted at a temperature between about 60° C. and about 100° C.
Claim 29
Dependent Claim
24 words
The process of claim 21 wherein said hydrocarbon solvent is an alkyl, cycloalkyl, aryl or alkaryl hydrocarbon having 6 to 15 carbon atoms. pg,23
Claim 30
Dependent Claim
17 words
The process of claim 19 wherein step (a) is conducted in the presence of a hydrocarbon solvent.
Claim 31
Dependent Claim
21 words
The process of claim 19 wherein step (a) is conducted at a temperature between about 60° C. to about 100° C.
Claim 32
Dependent Claim
23 words
The process of claim 24 wherein said hydrocarbon solvent is an alkyl, cycloalkyl, aryl or alkaryl hydrocarbon having 6 to 15 carbon atoms.
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) | 1982-01-08 | 1982-07-10 | 1983-01-09 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-01-08 | 1986-07-10 | 1987-01-09 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-01-08 | 1990-07-10 | 1991-01-09 | $7700.00 | Window Closed / Lapsed |