Patent US4548724A successfully refreshed from Google Patents.
US4548724A
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US
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Succinimide derivatives as additives in lubricating oils
Assignee: Texaco Inc
•
Filing: 1984-05-29
•
Granted: 1985-10-22
•
Expires: 2004-05-29
Abstract
Abstract Dispersant additives in lubricating oils are formed by reaction of polyacids such as 1,3,6-hexane tricarboxylic acid and polyisobutenyl succinimide of a polyamine.
Inventors
- 👤 Thomas J. Karol
- 👤 Rodney L. Sung
- 👤 Benjamin J. Kaufman
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 09:39
CPC Classifications
C; C07; C07D; C07D207/00; C07D207/02; C07D207/30; C07D207/34; C07D207/36; C07D207/40; C07D207/404; C07D207/408; C07D207/412; C10; C10M; C10M133/00; C10M133/02; C10M133/16; C10M133/52; C10M133/56; C10M2215/00; C10M2215/02; C10M2215/04; C10M2215/086; C10M2215/24; C10M2215/26; C10M2215/28; C10M2217/00; C10M2217/04; C10M2217/046; C10M2217/06; C10N; C10N2070/00; C10N2070/02
Claims Analysis
Total Claims: 57
Claim 1
Independent Claim
128 words
The method which comprises reacting (i) a hydrocarbyl-substituted mono- or bis-succinimide bearing a polyamine ##STR35## wherein R is an alkenyl group containing about 8-400 carbon atoms; R" is a divalent hydrocarbon group selected from the group consisting of alkylene, alkarylene, aralkylene, cycloalkylene, arylene, alkenylene, and alkynylene R' is --NH 2 , --NHR"', or a hydrocarbyl-substituted succinimide group ##STR36## R"' is a hydrocarbon group selected from the group consisting of alkyl, alkaryl, alkaryl, alkenyl, alkynyl, cycloalkyl, and aryl; a is an integer 1-8 with (ii) an organic polycarboxylic acid R* (COOH) x wherein x is an integer 3-6; and R* is a hydrocarbon group derived from removing a-1 hydrogen atoms from an alkyl, alkaryl, aralkyl, cycloalkyl, aryl, alkenyl, or alkynyl hydrocarbon group thereby forming product; and recovering said product.
Claim 2
Independent Claim
128 words
The method which comprises reacting (i) a hydrocarbyl-substituted mono- or bis-succinimide bearing a polyamine ##STR35## wherein R is an alkenyl group containing about 8-400 carbon atoms; R" is a divalent hydrocarbon group selected from the group consisting of alkylene, alkarylene, aralkylene, cycloalkylene, arylene, alkenylene, and alkynylene R' is --NH 2 , --NHR"', or a hydrocarbyl-substituted succinimide group ##STR36## R"' is a hydrocarbon group selected from the group consisting of alkyl, alkaryl, alkaryl, alkenyl, alkynyl, cycloalkyl, and aryl; a is an integer 1-8 with (ii) an organic polycarboxylic acid R* (COOH) x wherein x is an integer 3-6; and R* is a hydrocarbon group derived from removing a-1 hydrogen atoms from an alkyl, alkaryl, aralkyl, cycloalkyl, aryl, alkenyl, or alkynyl hydrocarbon group thereby forming product; and recovering said product.
Claim 3
Dependent Claim
12 words
The method of claim 1 wherein said succinimide is a polyisobutylene-substituted succinimide.
Claim 4
Dependent Claim
14 words
The method of claim 2 wherein said polyisobutylene moiety contains about 8-400 carbon atoms.
Claim 5
Dependent Claim
17 words
The method of claim 2 wherein said polyisobutylene moiety has a molecular weight M n of 900-2000.
Claim 6
Dependent Claim
12 words
The method of claim 1 wherein said R' is --NH 2 .
Claim 7
Dependent Claim
14 words
The method of claim 1 wherein said R" is --CH 2 CH 2 --.
Claim 8
Dependent Claim
10 words
The method of claim 1 wherein said succinimide is ##STR37##
Claim 9
Dependent Claim
13 words
The method of claim 1 wherein said R* is a polyvalent hexyl group.
Claim 10
Dependent Claim
10 words
The method of claim 1 wherein said x is 3.
Claim 11
Dependent Claim
14 words
The method of claim 1 wherein said organic polycarboxylic acid is 1,3,6-hexane tricarboxylic acid.
Claim 12
Dependent Claim
13 words
The method of claim 1 wherein said organic polycarboxylic acid is citric acid.
Claim 13
Dependent Claim
13 words
The method of claim 1 wherein said organic polycarboxylic acid is trimellitic acid.
Claim 14
Dependent Claim
17 words
The method of claim 1 wherein said reaction is carried out in the presence of inert diluent-solvent.
Claim 15
Dependent Claim
34 words
The method of claim 1 wherein said reaction is carried out with an amount of acid which is at least equivalent to the active amine groups present in the succinimide bearing a polyamine chain.
Claim 16
Independent Claim
36 words
The method which comprises reacting (i) as first reactant ##STR38## wherein R is a polyolefin group containing about 8-400 carbon atoms with (ii) as second reactant 1,3,6-hexane tricarboxylic acid thereby forming product; and recovering said product.
Claim 17
Independent Claim
36 words
The method which comprises reacting (i) as first reactant ##STR38## wherein R is a polyolefin group containing about 8-400 carbon atoms with (ii) as second reactant 1,3,6-hexane tricarboxylic acid thereby forming product; and recovering said product.
Claim 18
Dependent Claim
139 words
A product prepared by the method which comprises reacting (i) a hydrocarbyl-substituted mono- or bis-succinimide bearing polyamine ##STR39## wherein R is an alkenyl group containing about 8-400 carbon atoms R" is a divalent hydrocarbon group selected from the group consisting of alkylene, alkarylene, aralkylene, cycloalkylene, arylene, alkenylene, and alkynlene R' is --NH 2 , --NHR"' or a hydrocarbyl-substituted succinimide group ##STR40## R"' is a hydrocarbon group selected from the group consisting of alkyl, alkaryl, alkaryl, alkenyl, alkynyl, cycloalkyl, and aryl; a is an integer 1-8 with (ii) an organic polycarboyxlic acid R* (COOH) x wherein x is an integer 3-6; and R* is a hydrocarbon group derived by removing a-1 hydrogen atoms from an alkyl, alkaryl, aralkyl, cycloalkyl, aryl, alkenyl, or alkynyl hydrocarbon group with (ii) as second reactant 1,3,6-hexane tricarboxylic acid thereby forming product; and recovering said product.
Claim 19
Dependent Claim
139 words
A product prepared by the method which comprises reacting (i) a hydrocarbyl-substituted mono- or bis-succinimide bearing polyamine ##STR39## wherein R is an alkenyl group containing about 8-400 carbon atoms R" is a divalent hydrocarbon group selected from the group consisting of alkylene, alkarylene, aralkylene, cycloalkylene, arylene, alkenylene, and alkynlene R' is --NH 2 , --NHR"' or a hydrocarbyl-substituted succinimide group ##STR40## R"' is a hydrocarbon group selected from the group consisting of alkyl, alkaryl, alkaryl, alkenyl, alkynyl, cycloalkyl, and aryl; a is an integer 1-8 with (ii) an organic polycarboyxlic acid R* (COOH) x wherein x is an integer 3-6; and R* is a hydrocarbon group derived by removing a-1 hydrogen atoms from an alkyl, alkaryl, aralkyl, cycloalkyl, aryl, alkenyl, or alkynyl hydrocarbon group with (ii) as second reactant 1,3,6-hexane tricarboxylic acid thereby forming product; and recovering said product.
Claim 20
Dependent Claim
14 words
A product as claimed in claim 16 wherein said succinimide is a polyisobutylene-substituted succinimide.
Claim 21
Dependent Claim
16 words
A product as claimed in claim 17 wherein said polyisobutylene moiety contains about 8-400 carbon atoms.
Claim 22
Dependent Claim
19 words
A product as claimed in claim 17 wherein said polyisobutylene moiety has a molecular weight M n of 900-2000.
Claim 23
Dependent Claim
14 words
A product as claimed in claim 16 wherein said R' is --NH 2 .
Claim 24
Dependent Claim
16 words
A product as claimed in claim 16 wherein said R" is --CH 2 CH 2 --.
Claim 25
Dependent Claim
12 words
A product as claimed in claim 16 wherein said succinimide is ##STR41##
Claim 26
Dependent Claim
15 words
A product as claimed in claim 16 wherein said R* is a polyvalent hexyl group.
Claim 27
Dependent Claim
12 words
A product as claimed in claim 16 wherein said x is 3.
Claim 28
Dependent Claim
16 words
A product as claimed in claim 16 wherein said organic polycarboxylic acid is 1,3,6-hexane tricarboxylic acid.
Claim 29
Dependent Claim
15 words
A product as claimed in claim 16 wherein said organic polycarboxylic acid is citric acid.
Claim 30
Dependent Claim
15 words
A product as claimed in claim 16 wherein said organic polycarboxylic acid is trimellitic acid.
Claim 31
Dependent Claim
19 words
A product as claimed in claim 16 wherein said reaction is carried out in the presence of inert diluent-solvent.
Claim 32
Dependent Claim
36 words
A product as claimed in claim 16 wherein said reaction is carried out with an amount of acid which is at least equivalent to the active amine groups present in the succinimide bearing a polyamine chain.
Claim 33
Dependent Claim
40 words
A product prepared by the method which comprises reacting (i) as first reactant ##STR42## wherein R is a polyolefin group containing about 8-400 carbon atoms with (ii) as second reactant 1,3,6-hexane tricarboxylic acid thereby forming product; and recovering said product.
Claim 34
Dependent Claim
40 words
A product prepared by the method which comprises reacting (i) as first reactant ##STR42## wherein R is a polyolefin group containing about 8-400 carbon atoms with (ii) as second reactant 1,3,6-hexane tricarboxylic acid thereby forming product; and recovering said product.
Claim 35
Dependent Claim
17 words
A product ##STR43## wherein y is 1-3; x is 3-6; a is 0-5; and b is 0.01-3.
Claim 36
Dependent Claim
17 words
A product ##STR43## wherein y is 1-3; x is 3-6; a is 0-5; and b is 0.01-3.
Claim 37
Dependent Claim
3 words
A product ##STR44##
Claim 38
Dependent Claim
3 words
A product ##STR44##
Claim 39
Dependent Claim
149 words
A lubricating composition comprising a major portion of a lubricating oil and a minor effective dispersancy-improving portion, as an additive, of the product prepared by reaction of (i) a hydrocarbyl-substituted mono- or bis-succinimide bearing polyamine ##STR45## wherein R is an alkenyl group containing about 8-400 carbon atoms R" is a divalent hydrocarbon group selected from the group consisting of alkylene, alkarylene, aralkylene, cycloalkylene, arylene, alkenylene, and alkynlene R' is --NH 2 , --NHR"' or a hydrocarbyl-substituted succinimide group ##STR46## R"' is a hydrocarbon group selected from the group consisting of alkyl, alkaryl, alkaryl, alkenyl, alkynyl, cycloakyl, and aryl; a is an integer 1-8 with (ii) an organic polycarboyxlic acid R* (COOH) x wherein x is an integer 3-6; and R* is a hydrocarbon group derived by removing a-1 hydrogen atoms from an alkyl, alkaryl, aralkyl, cycloalkyl, aryl, alkenyl, or alkynyl hydrocarbon group thereby forming product; and recoverying said product.
Claim 40
Dependent Claim
149 words
A lubricating composition comprising a major portion of a lubricating oil and a minor effective dispersancy-improving portion, as an additive, of the product prepared by reaction of (i) a hydrocarbyl-substituted mono- or bis-succinimide bearing polyamine ##STR45## wherein R is an alkenyl group containing about 8-400 carbon atoms R" is a divalent hydrocarbon group selected from the group consisting of alkylene, alkarylene, aralkylene, cycloalkylene, arylene, alkenylene, and alkynlene R' is --NH 2 , --NHR"' or a hydrocarbyl-substituted succinimide group ##STR46## R"' is a hydrocarbon group selected from the group consisting of alkyl, alkaryl, alkaryl, alkenyl, alkynyl, cycloakyl, and aryl; a is an integer 1-8 with (ii) an organic polycarboyxlic acid R* (COOH) x wherein x is an integer 3-6; and R* is a hydrocarbon group derived by removing a-1 hydrogen atoms from an alkyl, alkaryl, aralkyl, cycloalkyl, aryl, alkenyl, or alkynyl hydrocarbon group thereby forming product; and recoverying said product.
Claim 41
Dependent Claim
14 words
A lubricating composition as claimed in 33 wherein said succinimide is a polyisobutylene-substituted succinimide.
Claim 42
Dependent Claim
16 words
A lubricating composition as claimed in 34 wherein said polyisobutylene moiety contains about 8-400 carbon atoms.
Claim 43
Dependent Claim
19 words
A lubricating composition as claimed in 34 wherein said polyisobutylene moiety has a molecular weight M n of 900-2000.
Claim 44
Dependent Claim
14 words
A lubricating composition as claimed in 33 wherein said R' is NH 2 .
Claim 45
Dependent Claim
16 words
A lubricating composition as claimed in 33 wherein said R" is --CH 2 CH 2 --.
Claim 46
Dependent Claim
12 words
A lubricating composition as claimed in 33 wherein said succinimide is ##STR47##
Claim 47
Dependent Claim
15 words
A lubricating composition as claimed in 33 wherein said R* is a polyvalent hexyl group.
Claim 48
Dependent Claim
12 words
A lubricating composition as claimed in 33 wherein said x is 3.
Claim 49
Dependent Claim
16 words
A lubricating composition as claimed in 33 wherein said organic polycarboxylic acid is 1,3,6-hexane tricarboxylic acid.
Claim 50
Dependent Claim
15 words
A lubricating composition as claimed in 33 wherein said organic polycarboxylic acid is citric acid.
Claim 51
Dependent Claim
15 words
A lubricating composition as claimed in 33 wherein said organic polycarboxylic acid is trimellitic acid.
Claim 52
Dependent Claim
19 words
A lubricating composition as claimed in 33 wherein said reaction is carried out in the presence of inert diluent-solvent.
Claim 53
Dependent Claim
36 words
A lubricating composition as claimed in 33 wherein said reactions is carried out with an amount of acid which is at least equivalent to the active amine groups present in the succinimide bearing a polyamine chain.
Claim 54
Dependent Claim
24 words
A lubricating composition as claimed in 33 wherein said additive is present in a minor effective amount of 0.01-12 w% of said lubricating composition.
Claim 55
Dependent Claim
44 words
A lubricating composition as claimed in 33 wherein said additives prepared by reacting (i) as first reactant ##STR48## wherein R is a polyolefin group containing about 8-400 carbon atoms with (ii) as second reactant 1,3,6-hexane tricarboxylic acid thereby forming product; and recovering said product.
Claim 56
Dependent Claim
26 words
A lubricating composition as claimed in 33 wherein said additives is ##STR49## wherein y is 1-3; x is 3-6 a is 0-5; and b is 0.01-3.
Claim 57
Dependent Claim
12 words
A lubricating composition as claimed in 33 wherein said additive is ##STR50##
References Cited (Backward Citations)
CA746520A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1988-10-21 | 1989-04-22 | 1989-10-22 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1992-10-21 | 1993-04-22 | 1993-10-22 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1996-10-21 | 1997-04-22 | 1997-10-22 | $7700.00 | Window Closed / Lapsed |