US4612130A
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Organometallic compositions useful as lubricating oil additives
Assignee: Union Oil Company of California
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Filing: 1985-01-18
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Granted: 1986-09-16
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Expires: 2005-01-18
Abstract
Abstract This invention provides novel organometallic compositions represented by the general formula: ##STR1## wherein M is selected from the group consisting of members of Groups IIa, IIb, IIIa, IVa and VIIb of the Periodic System of Elements; R 1 is selected from the group consisting of radicals represented by the formula ##STR2## wherein R 2 is selected from the group consisting of hydrogen, hydrocarbyl radicals and heteroatom-substituted hydrocarbyl radicals wherein said heteroatoms are selected from the group consisting of halogen, oxygen, sulfur, nitrogen and phosphorus atoms; R 3 is selected from the group consisting of hydrogen and lower alkyl radicals; R is selected from the group consisting of hydrocarbyl radicals and hetero atom-substituted derivatives thereof wherein said heteroatoms are selected from the group consisting of halogen, oxygen, sulfur, nitrogen and phosphorus atoms; and v, w, x, y and z are integers. Said novel compositions are useful as additives to lubricating oils to provide rust inhibition, sludge dispersant, wear reduction and anti-oxidant properties.
Inventors
- 👤 James F. Landry
- 👤 Michael C. Croudace
- 👤 Harry P. On, Jr.
- 👤 Sidney Y. Shen
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 15:53
CPC Classifications
C; C10; C10M; C10M159/00; C10M159/12; C10M159/18; C10M2217/00; C10M2217/04; C10M2217/042; C10M2217/043; C10N; C10N2010/00; C10N2010/04; C10N2010/06; C10N2010/08; C10N2010/14; C10N2010/16
Claims Analysis
Total Claims: 31
Claim 1
Independent Claim
150 words
A composition of matter represented by the general formula: ##STR14## wherein M is selected from the group consisting of members of Groups IIa, IIb, IIIa, IVa and VIIb of the Periodic System of Elements; R 1 is selected from the group consisting of radicals represented by the formula ##STR15## wherein R 2 is selected from the group consisting of hydrogen, hydrocarbyl radicals and heteroatom-substituted hydrocarbyl radicals wherein said heteroatoms are selected from the group consisting of halogen, oxygen, sulfur, nitrogen and phosphorus atoms; R 3 is selected from the group consisting of hydrogen and lower alkyl radicals; R is selected from the group consisting of hydrocarbyl radicals and hetero atom-substituted derivatives thereof wherein said heteroatoms are selected from the group consisting of halogen, oxygen, sulfur, nitrogen and phosphorus atoms; and v, w, x, y and z are integers, except that when x is zero at least one w is 1.
Claim 2
Dependent Claim
150 words
A composition of matter represented by the general formula: ##STR14## wherein M is selected from the group consisting of members of Groups IIa, IIb, IIIa, IVa and VIIb of the Periodic System of Elements; R 1 is selected from the group consisting of radicals represented by the formula ##STR15## wherein R 2 is selected from the group consisting of hydrogen, hydrocarbyl radicals and heteroatom-substituted hydrocarbyl radicals wherein said heteroatoms are selected from the group consisting of halogen, oxygen, sulfur, nitrogen and phosphorus atoms; R 3 is selected from the group consisting of hydrogen and lower alkyl radicals; R is selected from the group consisting of hydrocarbyl radicals and hetero atom-substituted derivatives thereof wherein said heteroatoms are selected from the group consisting of halogen, oxygen, sulfur, nitrogen and phosphorus atoms; and v, w, x, y and z are integers, except that when x is zero at least one w is 1.
Claim 3
Dependent Claim
22 words
The composition of claim 1 wherein M is selected from the group consisting of Mg, Ca, Ba, Zn, Al, Pb and Mn.
Claim 4
Dependent Claim
24 words
The composition of claim 2 wherein R is selected from the group consisting of hydrocarbyl radicals having from about 3 to 1000 carbon atoms.
Claim 5
Dependent Claim
20 words
The composition of claim 3 wherein R 2 is selected from the group consisting of hydrogen, a lower alkylgroup, ##STR16##
Claim 6
Dependent Claim
10 words
The composition of claim 4 wherein R 2 is hydrogen.
Claim 7
Dependent Claim
12 words
The composition of claim 4 wherein R 2 is HOOCCH 2 -
Claim 8
Dependent Claim
9 words
The composition of claim 5 wherein M is Mg.
Claim 9
Dependent Claim
9 words
The composition of claim 5 wherein M is Ba.
Claim 10
Dependent Claim
9 words
The composition of claim 5 wherein M is Zn.
Claim 11
Dependent Claim
9 words
The composition of claim 5 wherein M is Mn.
Claim 12
Dependent Claim
9 words
The composition of claim 5 wherein M is Ca.
Claim 13
Dependent Claim
20 words
A lubricating oil composition comprising a lubricating oil and the composition of claim 7 or 8 in rust-inhibiting effective amount.
Claim 14
Dependent Claim
19 words
A lubricating oil composition comprising a lubricating oil and the composition of claim 10 in a sludge-dispersing effective amount.
Claim 15
Dependent Claim
23 words
A lubricating oil composition comprising a lubricating oil and the composition of claims 7, 9, 10 or 11 in a wear-reducing effective amount.
Claim 16
Dependent Claim
21 words
A lubricating oil composition comprising a lubricating oil and the composition of claims 7 or 10 in an anti-oxidant effective amount.
Claim 17
Dependent Claim
18 words
A lubricating oil composition comprising a lubricating oil and the composition of claim 1 in rust-inhibiting effective amount.
Claim 18
Dependent Claim
19 words
A lubricating oil composition comprising a lubricating oil and the composition of claim 1 in a sludge-dispersing effective amount.
Claim 19
Dependent Claim
19 words
A lubricating oil composition comprising a lubricating oil and the composition of claims 1 in a wear-reducing effective amount.
Claim 20
Dependent Claim
19 words
A lubricating oil composition comprising a lubricating oil and the composition of claim 1 in an anti-oxidant effective amount.
Claim 21
Independent Claim
99 words
A method for preparing a organometallic composition, useful as a lubricating oil additive, which comprises the steps of: (a) reacting formaldehyde with an alpha-amino acid in an basic aqueous solution; (b) reacting the product of step (a) with a phenolic compound to provide an organo compound comprising hydroxyl and alpha-aminocarboxyl groups, and (c) reacting the product of step (b) with a metal salt comprising a metal ion selected from the group consisting of members of Groups IIa, IIb, IIIa, IVa, and VIIIb of the Periodic System of the Elements to provide an oil-soluble organometallic composition comprising said metal ion.
Claim 22
Independent Claim
99 words
A method for preparing a organometallic composition, useful as a lubricating oil additive, which comprises the steps of: (a) reacting formaldehyde with an alpha-amino acid in an basic aqueous solution; (b) reacting the product of step (a) with a phenolic compound to provide an organo compound comprising hydroxyl and alpha-aminocarboxyl groups, and (c) reacting the product of step (b) with a metal salt comprising a metal ion selected from the group consisting of members of Groups IIa, IIb, IIIa, IVa, and VIIIb of the Periodic System of the Elements to provide an oil-soluble organometallic composition comprising said metal ion.
Claim 23
Dependent Claim
70 words
The method of claim 20 wherein said alpha-amino acid is of the general formula NH 2 CR 2 R 3 COOH wherein R 2 is selected from the group consisting of hydrogen, hydrocarbyl radicals and heteroatom-substituted hydrocarbyl radicals wherein said heteroatoms are selected from the group consisting of halogen, oxygen, sulfur, nitrogen and phosphorus atoms; and R 3 is selected from the group consisting of hydrogen and lower alkyl radicals.
Claim 24
Dependent Claim
48 words
The method of claim 21 wherein said phenolic compound is of the general formula ##STR17## and R is selected from the group consisting of hydrocarbyl radicals and hetero atom-substituted derivatives thereof wherein said heteroatoms are selected from the group consisting of halogen, oxygen, sulfur, nitrogen and phosphorus atoms.
Claim 25
Dependent Claim
18 words
The method of claim 22 further comprising carrying out step (b) in the presence of an alcohol cosolvent.
Claim 26
Dependent Claim
21 words
The method of claim 23 wherein said product of step (b) is separated from its reaction mixture as a solid product.
Claim 27
Dependent Claim
23 words
The method of claim 24 wherein said solid product is reacted with said metal salt in the presence of a refluxing organic solvent.
Claim 28
Dependent Claim
12 words
The method of claim 25 wherein said organic solvent is an ether.
Claim 29
Dependent Claim
17 words
A composition prepared according to the method of claims 20, 21, 22, 23, 24, 25, or 26.
Claim 30
Dependent Claim
21 words
A lubricating oil composition comprising the composition of claims 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, or 11.
Claim 31
Dependent Claim
10 words
A lubricating oil composition comprising the composition of claim 27.
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