US4365973A
Expired / Lapsed
US
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Middle distillate fuel additive
Assignee: Union Oil Company of California
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Filing: 1980-12-18
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Granted: 1982-12-28
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Expires: 2000-12-18
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.
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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) | 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 |