US4620855A
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US
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Amino sulfonic acid derivatives of carboxylic acid-containing interpolymers, and fuels, lubricants and aqueous systems containing said derivatives
Assignee: Lubrizol Corp
•
Filing: 1984-11-07
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Granted: 1986-11-04
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Expires: 2004-11-07
Abstract
Abstract N-acylated aminohydrocarbyl sulfonic acids or acid derivative compositions are described which are characterized by the presence with the structure of at least one acyl, acylimidoyl or acyloxy group attached to the amino nitrogen, said groups being derived from at least one of the carboxylic acid groups contained in an interpolymer of (i) at least one vinyl aromatic monomer and (ii) at least one alpha, beta-unsaturated acid or derivative thereof. Aqueous systems also are described which comprise at least about 40% of water and the N-acylated amino hydrocarbyl sulfonic acid or salt composition of the invention. The hydrocarbyl sulfonic acid or salt compositions of the present invention are useful as emulsifiers, thickeners, dispersants, etc. in the aqueous systems, and the compositions also are useful as additives in fuels and lubricants.
Inventors
- 👤 William A. Higgins
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 13:03
CPC Classifications
C; C09; C09K; C09K23/00; C09K23/04; C08; C08F; C08F8/00; C08F8/44; C10; C10L; C10L1/00; C10L1/10; C10L1/14; C10L1/24; C10L1/2462; C10L1/2468; C10M; C10M143/00; C10M143/10; C10M145/00; C10M145/02; C10M145/10; C10M145/16; C10M151/00; C10M151/02; C10M173/00; C10M173/02; C10M2201/00; C10M2201/02; C10M2205/00; C10M2205/04; C10M2209/00; C10M2209/02; C10M2209/08; C10M2209/086; C10M2221/00; C10M2221/02; C10N; C10N2050/00; C10N2050/01; C10N2070/00; C10N2070/02
Claims Analysis
Total Claims: 56
Claim 1
Independent Claim
109 words
An additive concentrate for preparing lubricants or normally liquid hydrocarbon fuel compositions comprising a substantially inert, normally liquid organic diluent selected from the group consisting essentially of naphtha, benzene, toluene, xylene, mineral oil and normally liquid fuels and from about 20 to about 90% by weight of an N-acylated amino hydrocarbyl sulfonic acid or acid derivative composition characterized by the presence within the structure of at least one acyl, acylimidoyl or acyloxy group attached to the amino nitrogen, said groups being derived from the carboxylic acid groups contained in an interpolymer of (i) at least one olefin monomer and (ii) at least one alpha, beta-unsaturated acid or derivative thereof.
Claim 2
Dependent Claim
109 words
An additive concentrate for preparing lubricants or normally liquid hydrocarbon fuel compositions comprising a substantially inert, normally liquid organic diluent selected from the group consisting essentially of naphtha, benzene, toluene, xylene, mineral oil and normally liquid fuels and from about 20 to about 90% by weight of an N-acylated amino hydrocarbyl sulfonic acid or acid derivative composition characterized by the presence within the structure of at least one acyl, acylimidoyl or acyloxy group attached to the amino nitrogen, said groups being derived from the carboxylic acid groups contained in an interpolymer of (i) at least one olefin monomer and (ii) at least one alpha, beta-unsaturated acid or derivative thereof.
Claim 3
Dependent Claim
50 words
The composition of claim 1 wherein the amino hydrocarbyl sulfonic acid portion is characterized by the partial formula >N--R.sup.1 --SO.sub.3 R (Ia) wherein R 1 is a hydrocarbyl group of from 1 to about 30 carbon atoms and R is hydrogen, a cation or an alkyl or substituted alkyl group.
Claim 4
Dependent Claim
14 words
The composition of claim 2 wherein R' is an aliphatic, cycloaliphatic or aromatic group.
Claim 5
Dependent Claim
18 words
The composition of claim 2 wherein R' is an alkylene group containing from 1 to 18 carbon atoms.
Claim 6
Dependent Claim
13 words
The composition of claim 1 wherein the olefin is a vinyl aromatic monomer.
Claim 7
Dependent Claim
17 words
The composition of claim 5 wherein the vinyl aromatic monomer contains up to about 12 carbon atoms.
Claim 8
Dependent Claim
26 words
The composition of claim 1 wherein (ii) is maleic acid, fumaric acid, a lower alkyl ester of one of these acids, maleic anhydride or mixtures thereof.
Claim 9
Dependent Claim
13 words
The composition of claim 7 wherein (ii) is maleic acid or maleic anhydride.
Claim 10
Dependent Claim
49 words
The composition of claim 2 wherein the sulfonic acid is characterized by the partial formula ##STR6## wherein R 4 and R 5 are each independently, hydrogen, alkyl groups or aromatic groups, and R is hydrogen or a cation of an alkali or alkaline earth metal, ammonia or an amine.
Claim 11
Dependent Claim
22 words
The composition of claim 9 wherein R 4 is hydrogen, an alkyl group or an aromatic group and R 5 is hydrogen.
Claim 12
Dependent Claim
12 words
The composition of claim 2 wherein R 1 is a phenylene group.
Claim 13
Dependent Claim
19 words
The composition of claim 2 wherein the cation R is a cation of a metal, ammonia or an amine.
Claim 14
Dependent Claim
15 words
The composition of claim 12 wherein the cation R is an alkali metal or ammonia.
Claim 15
Dependent Claim
27 words
The composition of claim 1 wherein the molar ratio of olefin monomer to unsaturated acid or anhydride in the interpolymer is from about 3:1 to about 1:10.
Claim 16
Dependent Claim
29 words
The composition of claim 1 also containing one or more ester or amide groups or mixtures of said groups derived from the carboxylic acid groups contained in the interpolymers.
Claim 17
Dependent Claim
105 words
An additive concentrate for preparing lubricants or normally liquid hydrocarbon fuel compositions comprising a substantially inert, normally liquid organic diluent selected from the group consisting essentially of naphtha, benzene, toluene, xylene, mineral oil and normally liquid fuels and from about 20 to about 90% by weight of an N-acylated amino alkylene sulfonic acid or salt composition characterized by the presence within its structure of at least one acyl, acylimidoyl or acyloxy group attached to the amino nitrogen, said groups being derived from a carboxy containing interpolymer of (i) a vinyl aromatic monomer and (ii) at least one alpha, beta unsaturated acid, anhydride or derivative thereof.
Claim 18
Dependent Claim
105 words
An additive concentrate for preparing lubricants or normally liquid hydrocarbon fuel compositions comprising a substantially inert, normally liquid organic diluent selected from the group consisting essentially of naphtha, benzene, toluene, xylene, mineral oil and normally liquid fuels and from about 20 to about 90% by weight of an N-acylated amino alkylene sulfonic acid or salt composition characterized by the presence within its structure of at least one acyl, acylimidoyl or acyloxy group attached to the amino nitrogen, said groups being derived from a carboxy containing interpolymer of (i) a vinyl aromatic monomer and (ii) at least one alpha, beta unsaturated acid, anhydride or derivative thereof.
Claim 19
Dependent Claim
10 words
The composition of claim 16 wherein (i) is a styrene.
Claim 20
Dependent Claim
17 words
The composition of claim 16 wherein the unsaturated acid or derivative is maleic acid or maleic anhydride.
Claim 21
Dependent Claim
19 words
The composition of claim 16 wherein the molar ratio of (i) to (ii) is from 3:1 to about 1:3.
Claim 22
Dependent Claim
12 words
The composition of claim 19 wherein the molar ratio is about 1:1.
Claim 23
Dependent Claim
21 words
The composition of claim 16 wherein the interpolymer has an RSV within the range of from about 0.05 to about 2.0.
Claim 24
Dependent Claim
59 words
The composition of claim 16 wherein the amino alkylene sulfonic acid or salt portion is characterized by the partial formula ##STR7## wherein R 4 is hydrogen, an alkyl group or an aromatic group, R 5 is hydrogen or a methyl group, and R is hydrogen or a cation of an alkali or alkaline earth metal, ammonia or an amine.
Claim 25
Dependent Claim
10 words
The composition of claim 22 wherein R 5 is hydrogen.
Claim 26
Dependent Claim
10 words
The composition of claim 23 wherein R 4 is hydrogen.
Claim 27
Dependent Claim
14 words
The composition of claim 22 wherein R is an alkali metal or ammonium ion.
Claim 28
Dependent Claim
24 words
The composition of claim 16 also containing one or more ester or amide groups derived from the carboxylic acid groups contained in the interpolymer.
Claim 29
Dependent Claim
111 words
A lubricant or normally liquid hydrocarbon fuel composition containing a major amount of a lubricating oil or normally liquid hydrocarbon fuel and an amount up to about 30% by weight of lubricant or 1 to 50,000 parts by weight per million parts by weight of fuel of at least one N-acylated amino hydrocarbyl sulfonic acid or acid derivative composition characterized by the presence within the structure of at least one acyl, acylimidoyl or acyloxy group attached to the amino nitrogen, said groups being derived from the carboxylic acid groups contained in an interpolymer of (i) at least one olefin monomer and (ii) at least one alpha, beta-unsaturated acid or derivative thereof.
Claim 30
Dependent Claim
111 words
A lubricant or normally liquid hydrocarbon fuel composition containing a major amount of a lubricating oil or normally liquid hydrocarbon fuel and an amount up to about 30% by weight of lubricant or 1 to 50,000 parts by weight per million parts by weight of fuel of at least one N-acylated amino hydrocarbyl sulfonic acid or acid derivative composition characterized by the presence within the structure of at least one acyl, acylimidoyl or acyloxy group attached to the amino nitrogen, said groups being derived from the carboxylic acid groups contained in an interpolymer of (i) at least one olefin monomer and (ii) at least one alpha, beta-unsaturated acid or derivative thereof.
Claim 31
Dependent Claim
51 words
The lubricant or fuel composition of claim 27 wherein the amino hydrocarbyl sulfonic acid portion is characterized by the partial formula >N--R'--SO.sub.3 R (Ia) wherein R' is a hydrocarbyl group of from 1 to about 30 carbon atoms and R is hydrogen, a cation or an alkyl or substituted alkyl group.
Claim 32
Dependent Claim
14 words
The composition of claim 28 wherein R' is an aliphatic, cycloaliphatic or aromatic group.
Claim 33
Dependent Claim
18 words
The composition of claim 28 wherein R' is an alkylene group containing from 1 to 18 carbon atoms.
Claim 34
Dependent Claim
16 words
The lubricant or fuel composition of claim 27 wherein the olefin is a vinyl aromatic monomer.
Claim 35
Dependent Claim
17 words
The composition of claim 31 wherein the vinyl aromatic monomer contains up to about 12 carbon atoms.
Claim 36
Dependent Claim
29 words
The lubricant or fuel composition of claim 27 wherein (ii) is maleic acid, fumaric acid, a lower alkyl ester of one of these acids, maleic anhydride or mixtures thereof.
Claim 37
Dependent Claim
13 words
The composition of claim 33 wherein (ii) is maleic acid or maleic anhydride.
Claim 38
Dependent Claim
49 words
The composition of claim 28 wherein the sulfonic acid is characterized by the partial formula ##STR8## wherein R 4 and R 5 are each independently, hydrogen, alkyl groups or aromatic groups, and R is hydrogen or a cation of an alkali or alkaline earth metal, ammonia or an amine.
Claim 39
Dependent Claim
22 words
The composition of claim 35 wherein R 4 is hydrogen, an alkyl group or an aromatic group and R 5 is hydrogen.
Claim 40
Dependent Claim
12 words
The composition of claim 28 wherein R 1 is a phenylene group.
Claim 41
Dependent Claim
19 words
The composition of claim 28 wherein the cation R is a cation of a metal, ammonia or an amine.
Claim 42
Dependent Claim
15 words
The composition of claim 38 wherein the cation R is an alkali metal or ammonia.
Claim 43
Dependent Claim
30 words
The lubricant or fuel composition of claim 27 wherein the molar ratio of olefin monomer to unsaturated acid or anhydride in the interpolymer is from about 3:1 to about 1:10.
Claim 44
Dependent Claim
32 words
The lubricant or fuel composition of claim 27 also containing one or more ester or amide groups or mixtures of said groups derived from the carboxylic acid groups contained in the interpolymers.
Claim 45
Dependent Claim
106 words
A lubricant or normally liquid hydrocarbon fuel composition containing a major amount of a lubricating oil or normally liquid hydrocarbon fuel and an amount up to about 30% by weight of lubricant or 1 to 50,000 parts by weight per million parts by weight of fuel of at least one N-acylated amino alkylene sulfonic acid or salt composition characterized by the presence within its structure of at least one acyl, acylimidoyl or acyloxy group attached to the amino nitrogen, said groups being derived from a carboxy containing interpolymer of (i) a vinyl aromatic monomer and (ii) at least one alpha, beta-unsaturated acid, anhydride or derivative thereof.
Claim 46
Dependent Claim
106 words
A lubricant or normally liquid hydrocarbon fuel composition containing a major amount of a lubricating oil or normally liquid hydrocarbon fuel and an amount up to about 30% by weight of lubricant or 1 to 50,000 parts by weight per million parts by weight of fuel of at least one N-acylated amino alkylene sulfonic acid or salt composition characterized by the presence within its structure of at least one acyl, acylimidoyl or acyloxy group attached to the amino nitrogen, said groups being derived from a carboxy containing interpolymer of (i) a vinyl aromatic monomer and (ii) at least one alpha, beta-unsaturated acid, anhydride or derivative thereof.
Claim 47
Dependent Claim
10 words
The composition of claim 42 wherein (i) is a styrene.
Claim 48
Dependent Claim
17 words
The composition of claim 42 wherein the unsaturated acid or derivative is maleic acid or maleic anhydride.
Claim 49
Dependent Claim
19 words
The composition of claim 42 wherein the molar ratio of (i) to (ii) is from 3:1 to about 1:3.
Claim 50
Dependent Claim
12 words
The composition of claim 45 wherein the molar ratio is about 1:1.
Claim 51
Dependent Claim
21 words
The composition of claim 42 wherein the interpolymer has an RSV within the range of from about 0.05 to about 2.0.
Claim 52
Dependent Claim
59 words
The composition of claim 42 wherein the amino alkylene sulfonic acid or salt portion is characterized by the partial formula ##STR9## wherein R 4 is hydrogen, an alkyl group or an aromatic group, R 5 is hydrogen or a methyl group, and R is hydrogen or a cation of an alkali or alkaline earth metal, ammonia or an amine.
Claim 53
Dependent Claim
10 words
The composition of claim 48 wherein R 5 is hydrogen.
Claim 54
Dependent Claim
10 words
The composition of claim 49 wherein R 4 is hydrogen.
Claim 55
Dependent Claim
14 words
The composition of claim 48 wherein R is an alkali metal or ammonium ion.
Claim 56
Dependent Claim
24 words
The composition of claim 42 also containing one or more ester or amide groups derived from the carboxylic acid groups contained in the interpolymer.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1989-11-03 | 1990-05-05 | 1990-11-04 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1993-11-03 | 1994-05-05 | 1994-11-04 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1997-11-03 | 1998-05-05 | 1998-11-04 | $7700.00 | Window Closed / Lapsed |