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US4191537A Expired / Lapsed US ⏱️ 0.0 years remaining

Fuel compositions of poly(oxyalkylene) aminocarbamate

Assignee: Chevron USA Inc
•
Filing: 1978-06-19
•
Granted: 1980-03-04
•
Expires: 1998-06-19
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Abstract

Abstract Fuel compositions for internal combustion engines are provided which contain deposit control additives which maintain cleanliness of intake systems without contributing to combustion chamber deposits. The additives are poly(oxyalkylene) aminocarbamates comprising a hydrocarbyl-terminated poly(oxyalkylene) moiety composed of 2-5 carbon oxyalkylene units.

Inventors

  • 👤 Robert A. Lewis
  • 👤 Lewis R. Honnen

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-02 22:13
CPC Classifications
C; C10; C10L; C10L1/00; C10L1/10; C10L1/14; C10L1/22; C10L1/222; C10L1/224; C08; C08G; C08G65/00; C08G65/02; C08G65/32; C08G65/329; C08G65/333; C08G65/33303; C08G65/3331; C08L; C08L71/00; C08L71/02; C10L1/143; C10L1/232; C10L10/00; C10L10/04; F; F02; F02B; F02B77/00; F02B77/04; F02M; F02M25/00

Claims Analysis

Total Claims: 47
Claim 1
Independent Claim 90 words
A fuel composition comprising a major portion of hydrocarbons boiling in the gasoline range, and from 30 to 2,000 ppm of a hydrocarbylpoly(oxyalkylene) aminocarbamate of molecular weight from about 600 to 10,000, and having at least one basic nitrogen atom; wherein said hydrocarbylpoly(oxyalkylene) moiety is composed of oxyalkylene units selected from 2 to 5 carbon oxyalkylene units of which at least a sufficient number are branched chain oxyalkylene units to render said carbamate soluble in said fuel composition; and said hydrocarbyl group contains from 1 to about 30 carbon atoms.
Claim 2
Dependent Claim 90 words
A fuel composition comprising a major portion of hydrocarbons boiling in the gasoline range, and from 30 to 2,000 ppm of a hydrocarbylpoly(oxyalkylene) aminocarbamate of molecular weight from about 600 to 10,000, and having at least one basic nitrogen atom; wherein said hydrocarbylpoly(oxyalkylene) moiety is composed of oxyalkylene units selected from 2 to 5 carbon oxyalkylene units of which at least a sufficient number are branched chain oxyalkylene units to render said carbamate soluble in said fuel composition; and said hydrocarbyl group contains from 1 to about 30 carbon atoms.
Claim 3
Dependent Claim 25 words
The fuel composition of claim 1 in which at least one basic nitrogen atom in said aminocarbamate is in a primary or secondary amino group.
Claim 4
Dependent Claim 18 words
The fuel composition of claim 1 in which said hydrocarbylpoly(oxyalkylene) moiety consists of 1 to 2 hydrocarbylpoly)oxyalkylene) polymers.
Claim 5
Dependent Claim 18 words
The fuel composition of claim 3 in which each said oxyalkylene units contains 3 to 4 carbon atoms.
Claim 6
Dependent Claim 13 words
The fuel composition of claim 4 in which said oxyalkylene units are oxybutylene.
Claim 7
Dependent Claim 21 words
The fuel compostion of claim 1 in which said hydrocarbylpoly(oxyalkylene) moiety has a molecular weight of from about 500 to 5,000.
Claim 8
Dependent Claim 19 words
The fuel composition of claim 1 in which said aminocarbamate has a molecular weight of about 1,200 to 5,000.
Claim 9
Dependent Claim 19 words
The fuel composition of claim 1 in which said hydrocarbyl group contains from 2 to about 20 carbon atoms.
Claim 10
Dependent Claim 15 words
The fuel composition of claim 1 in which said hydrocarbyl group is an alkylphenyl group.
Claim 11
Dependent Claim 17 words
The fuel composition of claim 9 in which the alkyl in said alkylphenyl group is propylene tetramer.
Claim 12
Dependent Claim 41 words
The fuel composition of claim 1 wherein the amine moiety of said aminocarbamate is derived from a polyamine having from 2 to 12 amine nitrogen atoms and from 2 to 40 carbon atoms with a carbon:nitrogen ratio between 1:1 and 10:1.
Claim 13
Dependent Claim 58 words
The fuel composition of claim 11 in which said polyamine is a substituted polyamine with substituents selected from (A) hydrogen, (B) hydrocarbyl groups of from 1 to about 10 carbon atoms, (C) acyl groups of from 2 to about 10 carbon atoms, and (D) monoketo, monohydroxy, mononitro, monocyano, lower alkyl and lower alkoxy derivatives of (B) and (C).
Claim 14
Dependent Claim 41 words
The fuel composition of claim 11 in which said polyamine is a polyalkylene polyamine wherein the alkylene group contains from 2 to 6 carbon atoms and the polyamine contains 2 to 12 amine nitrogen atoms and 2 to 24 carbon atoms.
Claim 15
Dependent Claim 27 words
The fuel composition of claim 13 in which said polyalkylene polyamine is selected from the group consisting of ethylene diamine, polyethylene polyamine, propylene diamine and polypropylene polyamine.
Claim 16
Dependent Claim 13 words
The fuel composition of claim 11 in which said polyamine is ethylene diamine.
Claim 17
Dependent Claim 13 words
The fuel composition of claim 1 in which said hydrocarbylpoly(oxyalkylene) aminocarbamate is butylpoly(oxypropylene)-N-(2-aminoethyl)carbamate.
Claim 18
Dependent Claim 13 words
The fuel composition of claim 1 in which said hydrocarbylpoly(oxyalkylene) aminocarbamate is alkylphenylpoly(oxyisobutylene)-N-(2-aminoethyl)carbamate.
Claim 19
Dependent Claim 127 words
A fuel composition comprising a major portion of hydrocarbons boiling in the gasoline range and from 30 to 2000 ppm of a poly(oxyalkylene) aminocarbamate having at least one C 1 -C 30 hydrocarbyl-terminated poly(oxyalkylene) chain comprising 2 to 5 carbon oxyalkylene units bonded through an oxycarbonyl group to a nitrogen atom of a polyamine; said polyamine having from 2 to 12 amine nitrogens and from 2 to 40 carbon atoms with a carbon:nitrogen ratio between 1:1 and 10:1, said poly(oxyalkylene) aminocarbamate having a molecular weight of from about 600 to 10,000, the polyamine moiety containing at least one basic nitrogen atom, the polyoxyalkylene) chain containing at least a sufficient number of branched C 3 -C 5 oxyalkylene units to render the aminocarbamate soluble in said fuel composition.
Claim 20
Dependent Claim 127 words
A fuel composition comprising a major portion of hydrocarbons boiling in the gasoline range and from 30 to 2000 ppm of a poly(oxyalkylene) aminocarbamate having at least one C 1 -C 30 hydrocarbyl-terminated poly(oxyalkylene) chain comprising 2 to 5 carbon oxyalkylene units bonded through an oxycarbonyl group to a nitrogen atom of a polyamine; said polyamine having from 2 to 12 amine nitrogens and from 2 to 40 carbon atoms with a carbon:nitrogen ratio between 1:1 and 10:1, said poly(oxyalkylene) aminocarbamate having a molecular weight of from about 600 to 10,000, the polyamine moiety containing at least one basic nitrogen atom, the polyoxyalkylene) chain containing at least a sufficient number of branched C 3 -C 5 oxyalkylene units to render the aminocarbamate soluble in said fuel composition.
Claim 21
Dependent Claim 23 words
The composition of claim 18 wherein at least one basic nitrogen atom in said aminocarbamate is in a primary or secondary amino group.
Claim 22
Dependent Claim 15 words
The composition of claim 18 wherein the oxyalkylene units contain 3 or 4 carbon atoms.
Claim 23
Dependent Claim 22 words
The composition of claim 18 wherein the molecular weight is from about 1200 to 5,000, and the polyamine is a polyalkylene polyamine.
Claim 24
Dependent Claim 17 words
The composition of claim 18 wherein the hydrocarbyl group is an alkylphenyl group or a butyl group.
Claim 25
Dependent Claim 345 words
A fuel composition comprising a major portion of hydrocarbons boiling in the gasoline range and from 30 to 2000 ppm of a compound of the formula: ##STR6## wherein two R 3 groups attached to the same nitrogen atom and taken together with said nitrogen atom may form a 5 or 6 membered saturated or unsaturated nitrogen heterocyclic radical; wherein said heterocyclic radical may be substituted with substituents selected from: (A) hydrogen; (B) hydrocarbyl groups of from 1 to 10 carbon atoms; (C) acyl groups of from 2 to 10 carbon atoms; and (D) monoketo, monohydroxy, mononitro, monocyano, lower alkyl and lower alkoxy derivatives of the substituents of (B) and (C); wherein the remaining R 3 groups are the same or different substituents selected from (A), (B), (C), (D) and poly(oxyalkylene) oxycarbonyl groups of the formula R-(OC g H 2g ) j O--C(O)-- in which g is an integer from 2 to 5; j is an integer such that the molecular weight of the poly(oxyalkylene) group is about 500 to 5,000, and R is a hydrocarbyl group of from 1 to 30 carbon atoms; wherein the R 1 are the same or different alkylene, carbonyl, oxycarbonyl, or hydroxy-substituted alkylene radical of from 2 to 6 carbon atoms, and R 2 is carbonyl, alkylene carbonyl or alkylene of 2 to 4 carbon atoms with vicinal linkages; wherein at least one of the R 3 groups is said poly(oxyalkylene) oxycarbonyl group in which a sufficient number of oxyalkylene units, --OC g H 2g --, are branched chains C 3 -C 5 oxyalkylene units to render said compound soluble in said fuel composition; wherein R 3 , R 1 and R 2 are selected such that at least one nitrogen atom is a basic nitrogen atom; and wherein a is 0 or 1, b is an integer 0 to 4, c is 0 or 1, d is 0 or 1, e is 0 or 1, f is 0 or 1 and equal to 1 when c is 0, and the sum f+b+2c+e is equal to or greater than 2.
Claim 26
Dependent Claim 345 words
A fuel composition comprising a major portion of hydrocarbons boiling in the gasoline range and from 30 to 2000 ppm of a compound of the formula: ##STR6## wherein two R 3 groups attached to the same nitrogen atom and taken together with said nitrogen atom may form a 5 or 6 membered saturated or unsaturated nitrogen heterocyclic radical; wherein said heterocyclic radical may be substituted with substituents selected from: (A) hydrogen; (B) hydrocarbyl groups of from 1 to 10 carbon atoms; (C) acyl groups of from 2 to 10 carbon atoms; and (D) monoketo, monohydroxy, mononitro, monocyano, lower alkyl and lower alkoxy derivatives of the substituents of (B) and (C); wherein the remaining R 3 groups are the same or different substituents selected from (A), (B), (C), (D) and poly(oxyalkylene) oxycarbonyl groups of the formula R-(OC g H 2g ) j O--C(O)-- in which g is an integer from 2 to 5; j is an integer such that the molecular weight of the poly(oxyalkylene) group is about 500 to 5,000, and R is a hydrocarbyl group of from 1 to 30 carbon atoms; wherein the R 1 are the same or different alkylene, carbonyl, oxycarbonyl, or hydroxy-substituted alkylene radical of from 2 to 6 carbon atoms, and R 2 is carbonyl, alkylene carbonyl or alkylene of 2 to 4 carbon atoms with vicinal linkages; wherein at least one of the R 3 groups is said poly(oxyalkylene) oxycarbonyl group in which a sufficient number of oxyalkylene units, --OC g H 2g --, are branched chains C 3 -C 5 oxyalkylene units to render said compound soluble in said fuel composition; wherein R 3 , R 1 and R 2 are selected such that at least one nitrogen atom is a basic nitrogen atom; and wherein a is 0 or 1, b is an integer 0 to 4, c is 0 or 1, d is 0 or 1, e is 0 or 1, f is 0 or 1 and equal to 1 when c is 0, and the sum f+b+2c+e is equal to or greater than 2.
Claim 27
Dependent Claim 12 words
The composition of claim 23 in which g is 3 or 4.
Claim 28
Dependent Claim 23 words
The composition of claim 24 in which f, a, and e are each equal to 1 and c and d are each 0.
Claim 29
Dependent Claim 19 words
The composition of claim 25 in which all the R 3 groups other than the poly(oxyalkylene) group are H.
Claim 30
Dependent Claim 11 words
The composition of claim 26 in which R 1 is propylene.
Claim 31
Dependent Claim 11 words
The composition of claim 26 in which R 1 is ethylene.
Claim 32
Dependent Claim 12 words
The composition of claim 26 in which R is an alkylphenyl group.
Claim 33
Dependent Claim 23 words
The fuel composition of claim 1 which contains in addition from 100 to 5,000 ppm of a fuel-soluble poly(oxyalkylene) alcohol, glycol or polyol.
Claim 34
Dependent Claim 14 words
The fuel composition of claim 30 in which the poly(oxyalkylene) compound is poly(oxypropylene) alcohol.
Claim 35
Dependent Claim 29 words
A concentrate according to claim 1 wherein there is present in addition (C 1 -C 30 hydrocarbyl) poly(oxyalkylene) alcohol in the amount of from 5 to 80 weight percent.
Claim 36
Dependent Claim 23 words
The fuel composition of claim 18 which contains in addition from 100 to 5,000 ppm of a fuel-soluble poly(oxyalkylene) alcohol, glycol or polyol.
Claim 37
Dependent Claim 14 words
The fuel composition of claim 33 in which the poly(oxyalkylene) compound is poly(oxypropylene) alcohol.
Claim 38
Dependent Claim 29 words
A concentrate according to claim 1 wherein there is present, in addition, (C 1 -C 30 hydrocarbyl) poly(oxyalkylene) alcohol in the amount of from 5 to 80 weight percent.
Claim 39
Dependent Claim 23 words
The fuel composition of claim 23 which contains in addition from 100 to 5,000 ppm of a fuel-soluble poly(oxyalkylene) alcohol, glycol or polyol.
Claim 40
Dependent Claim 14 words
The fuel composition of claim 33 in which the poly(oxyalkylene) compound is poly(oxypropylene) alcohol.
Claim 41
Dependent Claim 29 words
A concentrate according to claim 1 wherein there is present, in addition, (C 1 -C 30 hydrocarbyl) poly(oxyalkylene) alcohol in the amount of from 5 to 80 weight percent.
Claim 42
Dependent Claim 110 words
A concentrate of a deposit control additive for fuel compositions comprises an inert stable oleophilic organic solvent boiling in the range of from about 150° to 400° F. and from 10 to 50 weight percent of a hydrocarbyl poly(oxyalkylene) aminocarbamate of molecular weight from about 600 to 10,000, and having at least one basic nitrogen atom; wherein said hydrocarbyl poly(oxyalkylene) moiety is composed of oxyalkylene units selected from 2 to 5 carbon oxyalkylene units of which at least a sufficient number are branched chain oxyalkylene units to render said carbamate soluble in hydrocarbons boiling in the gasoline range; and said hydrocarbyl group contains from 1 to about 30 carbon atoms.
Claim 43
Dependent Claim 110 words
A concentrate of a deposit control additive for fuel compositions comprises an inert stable oleophilic organic solvent boiling in the range of from about 150° to 400° F. and from 10 to 50 weight percent of a hydrocarbyl poly(oxyalkylene) aminocarbamate of molecular weight from about 600 to 10,000, and having at least one basic nitrogen atom; wherein said hydrocarbyl poly(oxyalkylene) moiety is composed of oxyalkylene units selected from 2 to 5 carbon oxyalkylene units of which at least a sufficient number are branched chain oxyalkylene units to render said carbamate soluble in hydrocarbons boiling in the gasoline range; and said hydrocarbyl group contains from 1 to about 30 carbon atoms.
Claim 44
Dependent Claim 146 words
A concentrate of a deposit control additive for fuel compositions comprises an inert stable oleophilic organic solvent boiling in the range of about 150° F. to 400° F. and from 10 to 50 weight percent of a poly(oxyalkylene) aminocarbamate having at least one C 1 -C 30 hydrocarbyl-terminated poly(oxyalkylene) chain comprising 2 to 5 carbon oxyalkylene units bonded through an oxycarbonyl group to a nitrogen atom of a polyamine; said polyamine having from 2 to 12 amine nitrogen atoms and from 2 to 40 carbon atoms with a carbon:nitrogen ratio between 1:1 and 10:1, said poly(oxyalkylene) aminocarbamate having a molecular weight of from about 600 to 10,000, the polyamine moiety containing at least one basic nitrogen atom, the poly(oxyalkylene) chain containing at least a sufficient number of branched C 3 -C 5 oxyalkylene units to render the aminocarbamate soluble in hydrocarbons boiling in the gasoline range.
Claim 45
Dependent Claim 146 words
A concentrate of a deposit control additive for fuel compositions comprises an inert stable oleophilic organic solvent boiling in the range of about 150° F. to 400° F. and from 10 to 50 weight percent of a poly(oxyalkylene) aminocarbamate having at least one C 1 -C 30 hydrocarbyl-terminated poly(oxyalkylene) chain comprising 2 to 5 carbon oxyalkylene units bonded through an oxycarbonyl group to a nitrogen atom of a polyamine; said polyamine having from 2 to 12 amine nitrogen atoms and from 2 to 40 carbon atoms with a carbon:nitrogen ratio between 1:1 and 10:1, said poly(oxyalkylene) aminocarbamate having a molecular weight of from about 600 to 10,000, the polyamine moiety containing at least one basic nitrogen atom, the poly(oxyalkylene) chain containing at least a sufficient number of branched C 3 -C 5 oxyalkylene units to render the aminocarbamate soluble in hydrocarbons boiling in the gasoline range.
Claim 46
Dependent Claim 362 words
A concentrate of a deposit control additive for fuel compositions comprises an inert stable oleophilic organic solvent boiling in the range of about 150° F. to 400° F. and from 10 to 50 weight percent of a compound of the formula: ##STR7## wherein two R 3 groups attached to the same nitrogen atom and taken together with said nitrogen atom may form a 5- or 6-membered saturated or unsaturated nitrogen heterocyclic radical; wherein said heterocyclic radical may be substituted with substituents selected from: (A) hydrogen; (B) hydrocarbyl groups of from 1 to 10 carbon atoms; (C) acyl groups of from 2 to 10 carbon atoms; and (D) monoketo, monohydroxy, mononitro, monocyano, lower alkyl and lower alkoxy derivatives of the substituents of (B) and (C); wherein the remaining R 3 groups are the same or different substituents selected from (A), (B), (C), (D) and poly(oxyalkylene) oxycarbonyl groups of the formula R--OC t H 2g ) j O--C(O)-- in which g is an integer from 2 to 5; j is an integer such that the molecular weight of the poly(oxyalkylene) group is about 500 to 5,000, and R is a hydrocarbyl group of from 1 to 30 carbon atoms; wherein the R 1 are the same or different alkylene, carbonyl, oxycarbonyl, or hydroxy-substituted alkylene radical of from 2 to 6 carbon atoms, and R 2 is carbonyl, alkylene carbonyl or alkylene of 2 to 4 carbon atoms with vicinal linkages; wherein at least one of the R 3 groups is said poly(oxyalkylene) oxycarbonyl group in which a sufficient number of oxyalkylene units, --OC g H 2g --, are branched chained C 3 -C 5 oxyalkylene units to render said compound soluble in hydrocarbons boiling in the gasoline range; wherein R 3 , R 1 and R 2 are selected such that at least one nitrogen atom is a basic nitrogen atom; and wherein a is 0 or 1, b is an integer 0 to 4, c is 0 or 1, d is 0 or 1, e is 0 or 1, f is 0 or 1 and equal to 1 when c is 0, and the sum f+b+2c+e is equal to or greater than 2.
Claim 47
Dependent Claim 362 words
A concentrate of a deposit control additive for fuel compositions comprises an inert stable oleophilic organic solvent boiling in the range of about 150° F. to 400° F. and from 10 to 50 weight percent of a compound of the formula: ##STR7## wherein two R 3 groups attached to the same nitrogen atom and taken together with said nitrogen atom may form a 5- or 6-membered saturated or unsaturated nitrogen heterocyclic radical; wherein said heterocyclic radical may be substituted with substituents selected from: (A) hydrogen; (B) hydrocarbyl groups of from 1 to 10 carbon atoms; (C) acyl groups of from 2 to 10 carbon atoms; and (D) monoketo, monohydroxy, mononitro, monocyano, lower alkyl and lower alkoxy derivatives of the substituents of (B) and (C); wherein the remaining R 3 groups are the same or different substituents selected from (A), (B), (C), (D) and poly(oxyalkylene) oxycarbonyl groups of the formula R--OC t H 2g ) j O--C(O)-- in which g is an integer from 2 to 5; j is an integer such that the molecular weight of the poly(oxyalkylene) group is about 500 to 5,000, and R is a hydrocarbyl group of from 1 to 30 carbon atoms; wherein the R 1 are the same or different alkylene, carbonyl, oxycarbonyl, or hydroxy-substituted alkylene radical of from 2 to 6 carbon atoms, and R 2 is carbonyl, alkylene carbonyl or alkylene of 2 to 4 carbon atoms with vicinal linkages; wherein at least one of the R 3 groups is said poly(oxyalkylene) oxycarbonyl group in which a sufficient number of oxyalkylene units, --OC g H 2g --, are branched chained C 3 -C 5 oxyalkylene units to render said compound soluble in hydrocarbons boiling in the gasoline range; wherein R 3 , R 1 and R 2 are selected such that at least one nitrogen atom is a basic nitrogen atom; and wherein a is 0 or 1, b is an integer 0 to 4, c is 0 or 1, d is 0 or 1, e is 0 or 1, f is 0 or 1 and equal to 1 when c is 0, and the sum f+b+2c+e is equal to or greater than 2.

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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) 1983-03-04 1983-09-03 1984-03-04 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1987-03-04 1987-09-03 1988-03-04 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1991-03-04 1991-09-03 1992-03-04 $7700.00 Window Closed / Lapsed

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