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US4365973A Expired / Lapsed US ⏱️ 0.0 years remaining

Middle distillate fuel additive

Assignee: Union Oil Company of California
•
Filing: 1980-12-18
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Granted: 1982-12-28
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Expires: 2000-12-18
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Abstract

Abstract Middle distillate fuel additives, especially diesel fuel additives, are disclosed which improve one or more cold flow properties of said fuel such as cetane, pour point, wax formation and anti-icing characteristics. The additives comprise a cold flow improver, preferably a vinyl acetate-ethylene copolymer, a cetane improver comprising paraffinic nitrate or a mixture of nitrates, an anti-icer comprising an aliphatic alcohol or a cyclic aliphatic alcohol having from 1 to 6 carbon atoms or mixtures thereof and an oil soluble aromatic solvent.

Inventors

  • 👤 Glenn E. Irish

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 03:55
CPC Classifications
C; C10; C10L; C10L1/00; C10L1/10; C10L1/14; C10L1/143; C10L1/16; C10L1/1616; C10L1/18; C10L1/182; C10L1/1822; C10L1/1824; C10L1/192; C10L1/195; C10L1/196; C10L1/1963; C10L1/197; C10L1/1973; C10L1/22; C10L1/23; C10L1/231; F; F02; F02B; F02B3/00; F02B3/06

Claims Analysis

Total Claims: 32
Claim 1
Independent Claim 191 words
A middle distillate fuel oil having improved cold flow, cetane and anti-icing properties which comprises a mixture of a major amount of a middle distillate hydrocarbon stock and a minor amount of a cold flow additive, wherein said cold flow additive comprises: (A) from 3 to 24 percent by volume of an ethylene-vinyl acetate copolymer, a vinyl acetate homopolymer, a vinyl acetate-acrylic ester copolymer, or a vinyl acetate-methacrylic ester copolymer, or a mixture thereof, wherein the alkyl group of the ester contains from 6 to 16 carbon atoms, said copolymers and homopolymers having molecular weights within the range of from 800 to 120,000, (B) from 4 to 41 percent by volume of a paraffinic nitrate, or a mixture of paraffinic nitrates, wherein the paraffinic group contains from 4 to 16 carbon atoms, (C) from 2 to 15 percent by volume of an aliphatic alcohol having from 1 to 6 carbon atoms, or a mixture thereof, and (D) from 12 to 91 percent by volume of an aromatic solvent having a gravity within the range of from 25° to 32° API, and boils within the range of from 275° to 550° F.
Claim 2
Dependent Claim 191 words
A middle distillate fuel oil having improved cold flow, cetane and anti-icing properties which comprises a mixture of a major amount of a middle distillate hydrocarbon stock and a minor amount of a cold flow additive, wherein said cold flow additive comprises: (A) from 3 to 24 percent by volume of an ethylene-vinyl acetate copolymer, a vinyl acetate homopolymer, a vinyl acetate-acrylic ester copolymer, or a vinyl acetate-methacrylic ester copolymer, or a mixture thereof, wherein the alkyl group of the ester contains from 6 to 16 carbon atoms, said copolymers and homopolymers having molecular weights within the range of from 800 to 120,000, (B) from 4 to 41 percent by volume of a paraffinic nitrate, or a mixture of paraffinic nitrates, wherein the paraffinic group contains from 4 to 16 carbon atoms, (C) from 2 to 15 percent by volume of an aliphatic alcohol having from 1 to 6 carbon atoms, or a mixture thereof, and (D) from 12 to 91 percent by volume of an aromatic solvent having a gravity within the range of from 25° to 32° API, and boils within the range of from 275° to 550° F.
Claim 3
Dependent Claim 23 words
The middle distillate fuel oil defined in claim 1 which contains from 0.1 to 5.0 percent by volume of said cold flow additive.
Claim 4
Dependent Claim 45 words
The middle distillate fuel oil defined in claim 1 wherein said paraffinic nitrate is butyl nitrate, amyl nitrate, hexyl nitrate, heptyl nitrate, octyl nitrate, nonyl nitrate, decyl nitrate, undecyl nitrate, dodecyl nitrate, tridecyl nitrate, tetradecyl nitrate, pentadecyl nitrate or hexadecyl nitrate or a mixture thereof.
Claim 5
Dependent Claim 28 words
The middle distillate fuel oil defined in claim 1 wherein said aliphatic alcohol is methanol, ethanol, propanol, isopropanol, butanol, petanol, cyclopentanol, hexanol, or cyclohexanol, or a mixture thereof.
Claim 6
Dependent Claim 36 words
The middle distillate fuel oil defined in claim 1 wherein said aliphatic alcohol comprises a mixture of methanol and isopropanol in a volume ratio of from 1:2 to 1:10 parts of methanol per part of isopropanol.
Claim 7
Dependent Claim 193 words
A middle distillate fuel oil having improved cold flow, cetane and anti-icing properties which comprises a major amount of a middle distillate hydrocarbon stock and from 0.2 to 2.0 percent by volume of a cold flow additive, wherein said cold flow additive comprises: (A) from 3 to 20 percent by volume of an ethylene-vinyl acetate copolymer, a vinyl acetate homopolymer, a vinyl acetate-acrylic ester copolymer, or a vinyl acetate-methacrylic ester copolymer, or a mixture thereof, wherein the alkyl group of the ester contains from 6 to 16 carbon atoms, said copolymer and homopolymers having molecular weights within the range of from 800 to 120,000, (B) from 4 to 35 percent by volume of a paraffinic nitrate or a mixture of paraffinic nitrates, wherein the paraffinic group contains from 4 to 16 carbon atoms, (C) from 2 to 12 percent by volume of an aliphatic alcohol having from 1 to 6 carbon atoms, or a mixture thereof, and (D) from 12 to 80 percent by volume of an aromatic solvent having a gravity within the range of from 26° to 28° API, and which boils within the range of from 360° to 420° F.
Claim 8
Dependent Claim 193 words
A middle distillate fuel oil having improved cold flow, cetane and anti-icing properties which comprises a major amount of a middle distillate hydrocarbon stock and from 0.2 to 2.0 percent by volume of a cold flow additive, wherein said cold flow additive comprises: (A) from 3 to 20 percent by volume of an ethylene-vinyl acetate copolymer, a vinyl acetate homopolymer, a vinyl acetate-acrylic ester copolymer, or a vinyl acetate-methacrylic ester copolymer, or a mixture thereof, wherein the alkyl group of the ester contains from 6 to 16 carbon atoms, said copolymer and homopolymers having molecular weights within the range of from 800 to 120,000, (B) from 4 to 35 percent by volume of a paraffinic nitrate or a mixture of paraffinic nitrates, wherein the paraffinic group contains from 4 to 16 carbon atoms, (C) from 2 to 12 percent by volume of an aliphatic alcohol having from 1 to 6 carbon atoms, or a mixture thereof, and (D) from 12 to 80 percent by volume of an aromatic solvent having a gravity within the range of from 26° to 28° API, and which boils within the range of from 360° to 420° F.
Claim 9
Dependent Claim 45 words
The middle distillate fuel oil defined in claim 6 wherein said paraffinic nitrate is butyl nitrate, amyl nitrate, hexyl nitrate, heptyl nitrate, octyl nitrate, nonyl nitrate, decyl nitrate, undecyl nitrate, dodecyl nitrate, tridecyl nitrate, tetradecy nitrate, pentadecyl nitrate, or hexadecyl nitrate, or a mixture thereof.
Claim 10
Dependent Claim 28 words
The middle distillate fuel oil defined in claim 6 wherein said aliphatic alcohol is methanol, ethanol, propanol, isopropanol, butanol, pentanol, cyclopentanol, hexanol, or cyclohexanol, or a mixture thereof.
Claim 11
Dependent Claim 36 words
The middle distillate fuel oil defined in claim 6 wherein said aliphatic alcohol comprises a mixture of methanol and isopropanol in a volume ratio of from 1:8 to 1:10 parts of methanol per part of isopropanol.
Claim 12
Dependent Claim 152 words
A middle distillate fuel oil having improved cold flow, cetane and anti-icing properties which compries a mixture of a major amount of a middle distillate hydrocarbon stock and 0.2 to 2.0 percent by volume of a cold flow additive, wherein said cold flow additive comprises: (A) from 3 to 20 percent by volume of an ethylene-vinyl acetate copolymer having a molecular weight within the range of from 800 to 100,000, (B) from 4 to 35 percent by volume of octyl nitrate, and mixtures thereof, (C) from 2 to 12 percent by volume of a mixture of methanol and isopropanol in a volume ratio of from 1:2 to 1:10 parts of methanol per part of isopropanol, and (D) from 12 to 80 percent by volume of an aromatic solvent having a gravity within the range of from 26.0° to 28.0° API and which boils within the range of from 360° to 420° F.
Claim 13
Dependent Claim 152 words
A middle distillate fuel oil having improved cold flow, cetane and anti-icing properties which compries a mixture of a major amount of a middle distillate hydrocarbon stock and 0.2 to 2.0 percent by volume of a cold flow additive, wherein said cold flow additive comprises: (A) from 3 to 20 percent by volume of an ethylene-vinyl acetate copolymer having a molecular weight within the range of from 800 to 100,000, (B) from 4 to 35 percent by volume of octyl nitrate, and mixtures thereof, (C) from 2 to 12 percent by volume of a mixture of methanol and isopropanol in a volume ratio of from 1:2 to 1:10 parts of methanol per part of isopropanol, and (D) from 12 to 80 percent by volume of an aromatic solvent having a gravity within the range of from 26.0° to 28.0° API and which boils within the range of from 360° to 420° F.
Claim 14
Dependent Claim 160 words
A cold flow additive for middle distillate fuel oil which comprises: (A) from 3 to 24 percent by volume of an ethylene-vinyl acetate copolymer, a vinyl acetate homopolymer, a vinyl acetate-acrylic ester copolymer, or a vinyl acetate-methacrylic esster copolymer, or a mixture thereof, wherein the alkyl group of the ester contains from 6 to 16 carbon atoms, said copolymers and homopolymers having molecular weights within the range of from 800 to 120,000, (B) from 4 to 41 percent by volume of a paraffinic nitrate or mixture of paraffinic nitrates, wherein the paraffinic group contains from 4 to 16 carbon atoms, (C) from 2 to 15 percent by volume of an aliphatic alcohol, having from 1 to 6 carbon atoms or a mixture thereof, and (D) from 12 to 91 percent by volume of an aromatic solvent having a gravity within the range of from 25° to 32° API, and which boils within the range of from 275° to 550° F.
Claim 15
Dependent Claim 160 words
A cold flow additive for middle distillate fuel oil which comprises: (A) from 3 to 24 percent by volume of an ethylene-vinyl acetate copolymer, a vinyl acetate homopolymer, a vinyl acetate-acrylic ester copolymer, or a vinyl acetate-methacrylic esster copolymer, or a mixture thereof, wherein the alkyl group of the ester contains from 6 to 16 carbon atoms, said copolymers and homopolymers having molecular weights within the range of from 800 to 120,000, (B) from 4 to 41 percent by volume of a paraffinic nitrate or mixture of paraffinic nitrates, wherein the paraffinic group contains from 4 to 16 carbon atoms, (C) from 2 to 15 percent by volume of an aliphatic alcohol, having from 1 to 6 carbon atoms or a mixture thereof, and (D) from 12 to 91 percent by volume of an aromatic solvent having a gravity within the range of from 25° to 32° API, and which boils within the range of from 275° to 550° F.
Claim 16
Dependent Claim 44 words
The cold flow additive defined in claim 11 wherein said paraffinic nitrate is butyl nitrate, amyl nitrate, hexyl nitrate, heptyl nitrate, octyl nitrate, nonyl nitrate, decyl nitrate, undecyl nitrate, dodecyl nitrate, tridecyl nitrate, tetradecyl nitrate, pentadecyl nitrate or hexadecyl nitrate, or a mixture thereof.
Claim 17
Dependent Claim 27 words
The cold flow additive defined in claim 11 wherein said aliphatic alcohol is methanol, ethanol, propanol, isopropanol, butanol, pentanol, cyclopentanol, hexanol, or cyclohexanol, or a mixture thereof.
Claim 18
Dependent Claim 35 words
The cold flow additive defined in claim 11 wherein said aliphatic alcohol comprises a mixture of methanol and isopropanol in a volume ratio of from 1:2 to 1:8 parts of methanol per part of isopropanol.
Claim 19
Dependent Claim 157 words
A cold flow additive for middle distillate fuel oil which comprises: (A) from 3 to 24 percent by volume of an ethylene-vinyl acetate copolymer, a vinyl acetate homopolymer, a vinyl acetate-acrylic ester copolymer, or a vinyl acetate-methacrylic ester copolymer, or a mixture thereof, wherein the alkyl group of the ester contains from 6 to 16 carbon atoms, said copolymers and homopolymers having molecular weights within the range of from 800 to 120,000, (B) from 4 to 41 percent by volume of a paraffinic nitrate or a mixture of paraffinic nitrates wherein the paraffinic group contains from 4 to 16 carbon atoms, (C) from 2 to 15 percent by volume of an aliphatic alcohol having from 1 to 6 carbon atoms, and (D) from 12 to 91 percent by volume of an aromatic solvent having a gravity within the range of from 25° to 32° API, and which boils within the range of from 275° to 550° F.
Claim 20
Dependent Claim 157 words
A cold flow additive for middle distillate fuel oil which comprises: (A) from 3 to 24 percent by volume of an ethylene-vinyl acetate copolymer, a vinyl acetate homopolymer, a vinyl acetate-acrylic ester copolymer, or a vinyl acetate-methacrylic ester copolymer, or a mixture thereof, wherein the alkyl group of the ester contains from 6 to 16 carbon atoms, said copolymers and homopolymers having molecular weights within the range of from 800 to 120,000, (B) from 4 to 41 percent by volume of a paraffinic nitrate or a mixture of paraffinic nitrates wherein the paraffinic group contains from 4 to 16 carbon atoms, (C) from 2 to 15 percent by volume of an aliphatic alcohol having from 1 to 6 carbon atoms, and (D) from 12 to 91 percent by volume of an aromatic solvent having a gravity within the range of from 25° to 32° API, and which boils within the range of from 275° to 550° F.
Claim 21
Dependent Claim 44 words
The cold flow additive defined in claim 15 wherein said paraffinic nitrate is butyl nitrate, amyl nitrate, hexyl nitrate, heptyl nitrate, octyl nitrate, nonyl nitrate, decyl nitrate, undecyl nitrate, dodecyl nitrate, tridecyl nitrate, tetradecyl nitrate, pentadecyl nitrate, or hexadecy nitrate or a mixture thereof.
Claim 22
Dependent Claim 27 words
The cold flow additive defined in claim 15 wherein said aliphatic alcohol is methanol, ethanol, propanol, isopropanol, butanol, pentanol, cyclopentanol, hexanol, or cyclohexanol, or a mixture thereof.
Claim 23
Dependent Claim 34 words
The cold flow additive defined in claim 15 wherein said aliphatic alcohol comprises a mixture of methanol and isopropanol in a volume ratio from 1:2 to 1:10 parts of methanol per part of isopropanol.
Claim 24
Dependent Claim 115 words
A cold flow additive for middle distillate fuel oil which comprises: (A) from 3 to 24 percent by volume of an ethylene-vinyl acetate copolymer having a molecular weight within the range of from 800 to 120,000, (B) from 4 to 41 percent by volume of octyl nitrate, (C) from 2 to 15 percent by volume of a mixture of methanol and isopropanol in a volume ratio of from 1:2 to 1:10 parts of methanol per part of isopropanol, and (D) from 12 to 91 percent by volume of an aromatic solvent having a gravity within the range of from 26.0° to 28.0° API and which boils within the range of from 360° to 420° F.
Claim 25
Dependent Claim 115 words
A cold flow additive for middle distillate fuel oil which comprises: (A) from 3 to 24 percent by volume of an ethylene-vinyl acetate copolymer having a molecular weight within the range of from 800 to 120,000, (B) from 4 to 41 percent by volume of octyl nitrate, (C) from 2 to 15 percent by volume of a mixture of methanol and isopropanol in a volume ratio of from 1:2 to 1:10 parts of methanol per part of isopropanol, and (D) from 12 to 91 percent by volume of an aromatic solvent having a gravity within the range of from 26.0° to 28.0° API and which boils within the range of from 360° to 420° F.
Claim 26
Dependent Claim 162 words
A cold flow additive for middle distillate fuel oil which comprises: (A) from 3 to 20 percent by volume of an ethylene-vinyl acetate copolymer, a vinyl acetate homopolymer, a vinyl acetate-acrylic ester copolymer, or a vinyl acetate-methacrylic ester compolymer, or a mixture thereof, wherein the alkyl group of the ester contains from 6 to 16 carbon atoms, said copolymers, and homopolymers having molecular weights within the range of from 800 to 120,000, (B) from 4 to 35 percent by volume of a paraffinic nitrate or a mixture of paraffinic nitrates, wherein the paraffinic group contains from 4 to 16 carbon atoms, (C) from 2 to 12 percent by volume of an aliphatic alcohol having from 1 to 6 l carbon atoms, or a mixture thereof, and (D) from 12 to 80 percent by volume of an aromatic solvent having a gravity within the range of from 26° to 28° API, and which boils within the range of from 360° to 420° F.
Claim 27
Dependent Claim 162 words
A cold flow additive for middle distillate fuel oil which comprises: (A) from 3 to 20 percent by volume of an ethylene-vinyl acetate copolymer, a vinyl acetate homopolymer, a vinyl acetate-acrylic ester copolymer, or a vinyl acetate-methacrylic ester compolymer, or a mixture thereof, wherein the alkyl group of the ester contains from 6 to 16 carbon atoms, said copolymers, and homopolymers having molecular weights within the range of from 800 to 120,000, (B) from 4 to 35 percent by volume of a paraffinic nitrate or a mixture of paraffinic nitrates, wherein the paraffinic group contains from 4 to 16 carbon atoms, (C) from 2 to 12 percent by volume of an aliphatic alcohol having from 1 to 6 l carbon atoms, or a mixture thereof, and (D) from 12 to 80 percent by volume of an aromatic solvent having a gravity within the range of from 26° to 28° API, and which boils within the range of from 360° to 420° F.
Claim 28
Dependent Claim 44 words
The cold flow additive defined in claim 20 wherein said paraffinic nitrate is butyl nitrate, amyl nitrate, hexyl nitrate, heptyl nitrate, octyl nitrate, nonyl nitrate, decyl nitrate, undecyl nitrate, dodecyl nitrate, tridecyl nitrate, tetradecyl nitrate, pentadecyl nitrate, or hexadecyl nitrate, or a mixture thereof.
Claim 29
Dependent Claim 27 words
The cold flow additive defined in claim 20 wherein said aliphatic alcohol is methanol, ethanol, propanol, isopropanol, butanol, pentanol, cyclopentanol, hexanol, or cyclohexanol, or a mixture thereof.
Claim 30
Dependent Claim 35 words
The cold flow additive defined in claim 20 wherein said aliphatic alcohol comprises a mixture of methanol and isopropanol in a volume ratio of from 1:2 to 1:8 parts of methanol per part of isopropanol.
Claim 31
Dependent Claim 118 words
A cold flow additive for middle distillate fuel oil which comprises: (A) from 3 to 20 percent by volume of an ethylene-vinyl acetate copolymer having a molecular weight within the range of from 800 to 100,000, (B) from 4 to 35 percent by volume of octyl nitrate, and mixtures thereof, (C) from 2 to 12 percent by volume of a mixture of methanol and isopropanol in a volume ratio of from 1:2 to 1:10 parts of methanol per part of isopropanol, and (D) from 12 to 80 percent by volume of an atomatic solvent having a gravity within the range of from 26.0° to 28.0° API and which boils within the range of from 260° to 420° F.
Claim 32
Dependent Claim 118 words
A cold flow additive for middle distillate fuel oil which comprises: (A) from 3 to 20 percent by volume of an ethylene-vinyl acetate copolymer having a molecular weight within the range of from 800 to 100,000, (B) from 4 to 35 percent by volume of octyl nitrate, and mixtures thereof, (C) from 2 to 12 percent by volume of a mixture of methanol and isopropanol in a volume ratio of from 1:2 to 1:10 parts of methanol per part of isopropanol, and (D) from 12 to 80 percent by volume of an atomatic solvent having a gravity within the range of from 26.0° to 28.0° API and which boils within the range of from 260° to 420° F.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1985-12-27 1986-06-28 1986-12-28 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1989-12-27 1990-06-28 1990-12-28 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1993-12-27 1994-06-28 1994-12-28 $7700.00 Window Closed / Lapsed

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