US4857217A
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Dispersant additives derived from amido-amines
Assignee: ExxonMobil Chemical Patents Inc
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Filing: 1987-11-30
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Granted: 1989-08-15
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Expires: 2007-11-30
Abstract
Abstract The present invention is directed to a dispersant additive comprising at least one adduct of (A) a polyolefin of 300 to 10,000 number average molecular weight substituted with at least 0.3 (e.g., from about 1 to 4) dicarboxylic acid producing moieties (preferably acid or anhydride moieties) per polyolefin molecule, (B) an amido-amine or thioamido-amine characterized by being a reaction product of at least a polyamine and an alpha, beta-unsaturated compound of the formula: ##STR1## wherein X is sulfur or oxygen, Y is --OR 4 , --SR 4 , or --NR 4 (R 5 ), and R 1 , R 2 , R 3 , R 4 and R 5 are the same or different and are hydrogen or substituted or unsubstituted hydrocarbyl.
Inventors
- 👤 Antonio Gutierrez
- 👤 Robert D. Lundberg
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-06 09:41
CPC Classifications
C; C10; C10L; C10L1/00; C10L1/10; C10L1/14; C10L1/22; C10M; C10M159/00; C10M159/12; C08; C08F; C08F8/00; C08F8/30; C08F8/34; C10L1/221; C10L1/24; C10L1/2493; C10M129/00; C10M129/02; C10M129/26; C10M129/86; C10M129/92; C10M133/00; C10M133/02; C10M133/04; C10M133/16; C10M133/52; C10M135/00; C10M135/12; C10M149/00; C10M149/12; C10M149/14; C10M149/22; C10M151/00; C10M151/04; C10M2207/00; C10M2207/10; C10M2207/12; C10M2207/129; C10M2215/00; C10M2215/02; C10M2215/08; C10M2215/082; C10M2215/086; C10M2215/12; C10M2215/122; C10M2219/00; C10M2219/06; C10M2227/00; F; F02; F02B; F02B1/00; F02B1/02; F02B1/04; Y; Y10; Y10S; Y10S516/00; Y10S516/01; Y10S516/03; Y10S516/05
Claims Analysis
Total Claims: 42
Claim 1
Independent Claim
172 words
An oil soluble dispersant mixture useful as an oil additive comprising an adduct of: (A) a long chain hydrocarbyl substituted C 4 to C 10 monounsaturated dicarboxylic acid producing material formed by reacting an olefin polymer of C 2 to C 10 monoolefin having a number average molecular weight of about 300 to 10,000 and a C 4 to C 10 monounsaturated acid material, said acid producing material having an average of at least about 0.8 dicarboxylic acid producing moieties, per molecule of said olefin polymer present in the reaction mixture used to form said acid producing material; and (B) an amido-amine or a thioamido-amine by being a reaction product of at least a polyamine and an alpha, beta-unsaturated compound of the formula: ##STR23## wherein X is sulfur or oxygen, Y is --OR 4 , --SR 4 , or --NR 4 (R 5 ), and R 1 , R 2 , R 3 , R 4 and R 5 are the same or different and are hydrogen or substituted or unsubstituted hydrocarbyl.
Claim 2
Dependent Claim
172 words
An oil soluble dispersant mixture useful as an oil additive comprising an adduct of: (A) a long chain hydrocarbyl substituted C 4 to C 10 monounsaturated dicarboxylic acid producing material formed by reacting an olefin polymer of C 2 to C 10 monoolefin having a number average molecular weight of about 300 to 10,000 and a C 4 to C 10 monounsaturated acid material, said acid producing material having an average of at least about 0.8 dicarboxylic acid producing moieties, per molecule of said olefin polymer present in the reaction mixture used to form said acid producing material; and (B) an amido-amine or a thioamido-amine by being a reaction product of at least a polyamine and an alpha, beta-unsaturated compound of the formula: ##STR23## wherein X is sulfur or oxygen, Y is --OR 4 , --SR 4 , or --NR 4 (R 5 ), and R 1 , R 2 , R 3 , R 4 and R 5 are the same or different and are hydrogen or substituted or unsubstituted hydrocarbyl.
Claim 3
Dependent Claim
28 words
The dispersant mixture according to claim 1, wherein said polyamine comprises amines containing from 2 to 60 carbon atoms and from 3 to 12 nitrogen atoms per molecule.
Claim 4
Dependent Claim
36 words
The dispersant mixture according to claim 2, wherein said amine comprises a polyalkylenepolyamine wherein said alkylene groups each contain 2 to 6 carbons and said polyalkylenepolyamine contains from 5 to about 9 nitrogen atoms per molecule.
Claim 5
Dependent Claim
94 words
The dispersant mixture according to claim 1, wherein said hydrocarbyl substituted C 4 to C 10 monounsaturated dicarboxylic acid producing material comprises polyisobutylene of about 900 to 5000 number average molecular weight substituted with succinic anhydride moieties, said polyamine comprises polyalkylene-polyamine wherein said alkylene groups contain 2 to 6 carbons and said polyalkylenepolyamine contains 5 to 9 nitrogen atoms per molecule, and said alpha, beta-unsaturated compound comprises at least one member selected from the group consisting of methyl acrylate, ethyl acrylate, propyl acrylate, butyl acrylate, methyl methacrylate, ethyl methacrylate, propyl methacrylate, and butyl methacrylate.
Claim 6
Dependent Claim
22 words
The dispersant mixture according to claims 1 or 4, wherein said polyamine comprises polyethylenepolyamine or polypropyleneamine and said dispersant mixture is borated.
Claim 7
Dependent Claim
20 words
The dispersant mixture according to claims 1 or 4, wherein said adduct contains about 0.05 to 2.0 weight percent boron.
Claim 8
Dependent Claim
15 words
The dispersant mixture according to claims 1 or 4, wherein said olefin polymer comprises polyisobutylene.
Claim 9
Dependent Claim
33 words
The dispersant mixture of any one of claims 1 to 5, wherein the ratio of acid producing moieties per molecule of olefin polymer in said dispersant mixture is from about 1.05 to 1.8.
Claim 10
Dependent Claim
22 words
The dispersant mixture of claim 8, wherein said number average molecular weight of said olefin polymer is from about 1300 to 4,000.
Claim 11
Dependent Claim
14 words
The dispersant mixture of claim 1, wherein said monounsaturated acid material comprises maleic anhydride.
Claim 12
Dependent Claim
33 words
The dispersant mixture according to claims 1 or 4 wherein about 1 to 5 moles of said acid producing material dicarboxylic acid moiety content are employed per primary nitrogen equivalent of said amido-amine.
Claim 13
Dependent Claim
65 words
The dispersant mixture according to claims 1 or 4 wherein said polyamine contains an average of at least 2 primary nitrogen atoms per molecule, said X group is oxygen and said polyamine and said alpha, beta-unsaturated compound are contacted in an amount of from about 3 to 5 equivalents of said polyamine (based on said primary amine content) per mole of said alpha, beta-unsaturated compound.
Claim 14
Dependent Claim
25 words
The dispersant mixture according to claim 12 wherein said amido-amine contains an average of from 1 to 3 amido groups per molecule of said amido-amine.
Claim 15
Dependent Claim
65 words
The dispersant mixture according to claims 1 or 4 wherein said polyamine contains an average of at least 2 primary nitrogen atoms per molecule, said X group is sulfur and said polyamine and said alpha, beta-unsaturated compound are contacted in an amount of from about 3 to 5 equivalents of said polyamine (based on said primary amine content) per mole of said alpha, beta-unsaturated compound.
Claim 16
Dependent Claim
25 words
The dispersant mixture according to claim 14 wherein said amido-amine contains an average of from 1 to 3 amido groups per molecule of said amido-amine.
Claim 17
Dependent Claim
209 words
A process for producing a dispersant mixture useful as an oil additive which comprises: (a) providing a hydrocarbyl substituted C 4 to C 10 monoolefin having a number average molecular weight of about 700 to 10,000 and a C 4 to C 10 monounsaturated acid material, said acid producing material having an average of at least about 0.8 dicarboxylic acid producing moieties, per molecule of said olefin polymer present in the reaction mixture used to form said acid producing material; (b) providing an amido-amine compound having at least one primary amino group prepared by reacting at least one polyamine with at least one alpha, beta-unsaturated compound of the formula: ##STR24## wherein X is sulfur or oxygen, Y is --OR 4 , --SR 4 , or --NR 4 (R 5 ), and R 1 , R 2 , R 3 , R 4 and R 5 are the same or different and are hydrogen or substituted or unsubstituted hydrocarbyl; and (c) contacting the said acid producing material with said amido-amine compound under conditions sufficient to effect reaction of at least a ortion of the primary amino groups on said amido-amine compound with at least a portion of the acid-producing groups in said acid producing material, to form said dispersant mixture.
Claim 18
Dependent Claim
209 words
A process for producing a dispersant mixture useful as an oil additive which comprises: (a) providing a hydrocarbyl substituted C 4 to C 10 monoolefin having a number average molecular weight of about 700 to 10,000 and a C 4 to C 10 monounsaturated acid material, said acid producing material having an average of at least about 0.8 dicarboxylic acid producing moieties, per molecule of said olefin polymer present in the reaction mixture used to form said acid producing material; (b) providing an amido-amine compound having at least one primary amino group prepared by reacting at least one polyamine with at least one alpha, beta-unsaturated compound of the formula: ##STR24## wherein X is sulfur or oxygen, Y is --OR 4 , --SR 4 , or --NR 4 (R 5 ), and R 1 , R 2 , R 3 , R 4 and R 5 are the same or different and are hydrogen or substituted or unsubstituted hydrocarbyl; and (c) contacting the said acid producing material with said amido-amine compound under conditions sufficient to effect reaction of at least a ortion of the primary amino groups on said amido-amine compound with at least a portion of the acid-producing groups in said acid producing material, to form said dispersant mixture.
Claim 19
Dependent Claim
27 words
The process according to claim 16 wherein said polyamine comprises amines containing from 2 to 60 carbon atoms and from 3 to 12 nitrogen atoms per molecule.
Claim 20
Dependent Claim
35 words
The process according to claim 17, wherein said amine comprises a polyalkylenepolyamine wherein said alkylene groups each contain 2 to 40 carbons and said polyalkylenepolyamine contains from 5 to about 9 nitrogen atoms per molecule.
Claim 21
Dependent Claim
92 words
The process according to claim 16, wherein said hydrocarbyl substituted C 4 to C 10 monounsaturated dicarboxylic acid producing material comprises polyisobutylene of about 900 to 5000 number average molecular weight substituted with succinic anhydride moieties, said polyamine comprises polyalkylenepolyamine wherein said alkylene groups contain 2 to 6 carbons and said polyalkylenepolyamine contains 5 to 9 nitrogen atoms per molecule, and said acrylate-type compound comprises at least one member selected from the group consisting of methyl acrylate, ethyl acrylate, propyl acrylate, butyl acrylate, methyl methacrylate, ethyl methacrylate, propyl methacrylate, and butyl methacrylate.
Claim 22
Dependent Claim
20 words
The process according to claims 16 or 19, wherein said polyamine comprises polyethylenepolyamine and wherein said dispersant mixture is borated.
Claim 23
Dependent Claim
28 words
The process according to claims 16 or 19, wherein said dispersant mixture is borated to provide from 0.05 to 2.0 weight percent boron in said borated dispersant mixture.
Claim 24
Dependent Claim
27 words
The process of claim 16, wherein the ratio of acid producing moieties per molecule of olefin polymer in said dispersant mixture is from about 1.05 to 1.8.
Claim 25
Dependent Claim
21 words
The process of claim 20, wherein said number average molecular weight of said olefin polymer is from about 1300 to 4,000.
Claim 26
Dependent Claim
13 words
The process of claim 16, wherein said monounsaturated acid material comprises maleic anhydride.
Claim 27
Dependent Claim
17 words
A concentrate containing from about 3 to 45 wt. % of the dispersant mixture of claim 1.
Claim 28
Dependent Claim
17 words
A concentrate containing from about 10 to 35 wt. % of the dispersant mixture of claim 4.
Claim 29
Dependent Claim
21 words
A lubricating oil composition containing from about 0.1 to 20 wt. % of the dispersant mixture prepared according to claim 16.
Claim 30
Dependent Claim
202 words
A process for producing a dispersant useful as an oil additive which comprises: (a) providing a hydrocarbyl substituted C 4 to C 10 monoolefin having a number average molecular weight of about 700 to 10,000 and a C 4 to C 10 monounsaturated acid material, said acid producing material having an average of at least about 0.8 dicarboxylic acid producing moieties, per molecule of said olefin polymer present in the reaction mixture used to form said acid producing material; (b) providing an amido-amine compound having at least one primary amino group prepared by reacting at least one polyamine with at least one alpha, beta-unsaturated compound of the formula: ##STR25## wherein Y is --OR 4 , --SR 4 , or --NR 4 (R 5 ), and R 1 , R 2 , R 3 , R 4 and R 5 are the same or different and are hydrogen or substituted or unsubstituted hydrocarbyl; and (c) contacting the said acid producing material with said amido-amine compound under conditions sufficient to effect reaction of at least a portion of the primary amino groups on said amido-amine compound with at least a portion of the acid-producing groups in said acid producing material, to form said dispersant.
Claim 31
Dependent Claim
202 words
A process for producing a dispersant useful as an oil additive which comprises: (a) providing a hydrocarbyl substituted C 4 to C 10 monoolefin having a number average molecular weight of about 700 to 10,000 and a C 4 to C 10 monounsaturated acid material, said acid producing material having an average of at least about 0.8 dicarboxylic acid producing moieties, per molecule of said olefin polymer present in the reaction mixture used to form said acid producing material; (b) providing an amido-amine compound having at least one primary amino group prepared by reacting at least one polyamine with at least one alpha, beta-unsaturated compound of the formula: ##STR25## wherein Y is --OR 4 , --SR 4 , or --NR 4 (R 5 ), and R 1 , R 2 , R 3 , R 4 and R 5 are the same or different and are hydrogen or substituted or unsubstituted hydrocarbyl; and (c) contacting the said acid producing material with said amido-amine compound under conditions sufficient to effect reaction of at least a portion of the primary amino groups on said amido-amine compound with at least a portion of the acid-producing groups in said acid producing material, to form said dispersant.
Claim 32
Dependent Claim
27 words
The process according to claim 28 wherein said polyamine comprises amines containing from 2 to 60 carbon atoms and from 3 to 12 nitrogen atoms per molecule.
Claim 33
Dependent Claim
35 words
The process according to claim 29, wherein said amine comprises a polyalkylenepolyamine wherein said alkylene groups each contain 2 to 6 carbons and said polyalkylenepolyamine contains from 5 to about 9 nitrogen atoms per molecule.
Claim 34
Dependent Claim
92 words
The process according to claim 28, wherein said hydrocarbyl substituted C 4 to C 10 monounsaturated dicarboxylic acid producing material comprises polyisobutylene of about 900 to 5000 number average molecular weight substituted with succinic anhydride moieties, said polyamine comprises polyalkylenepolyamine wherein said alkylene groups contain 2 to 6 carbons and said polyalkylenepolyamine contains 5 to 9 nitrogen atoms per molecule, and said acrylate-type compound comprises at least one member selected from the group consisting of methyl acrylate, ethyl acrylate, propyl acrylate, butyl acrylate, methyl methacrylate, ethyl methacrylate, propyl methacrylate, and butyl methacrylate.
Claim 35
Dependent Claim
19 words
The process according to claims 28 or 31, wherein said polyamine comprises polyethylenepolyamine and wherein said dispersant is borated.
Claim 36
Dependent Claim
27 words
The process according to claims 28 or 31, wherein said dispersant is borated to provide from about 0.05 to 2.0 weight percent boron in said borated dispersant.
Claim 37
Dependent Claim
12 words
The process according to claim 28, wherein said olefin polymer comprises polyisobutylene.
Claim 38
Dependent Claim
26 words
The process of claim 28, wherein the ratio of acid producing moieties per molecule of olefin polymer in said dispersant is from about 1.05 to 1.8.
Claim 39
Dependent Claim
21 words
The process of claim 32, wherein said number average molecular weight of said olefin polymer is from about 1300 to 4,000.
Claim 40
Dependent Claim
13 words
The process of claim 28, wherein said monounsaturated acid material comprises maleic anhydride.
Claim 41
Dependent Claim
20 words
A lubricating oil composition containing from about 0.1 to 20 wt. % of the dispersant prepared according to claim 28.
Claim 42
Dependent Claim
12 words
The process according to claim 16, wherein said olefin polymer comprises polyisobutylene.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 1992-08-14 | 1993-02-13 | 1993-08-15 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1996-08-14 | 1997-02-13 | 1997-08-15 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2000-08-14 | 2001-02-13 | 2001-08-15 | $7700.00 | Window Closed / Lapsed |