US3982909A
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US
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Nitrogen-containing cold flow improvers for middle distillates
Assignee: ExxonMobil Technology and Engineering Co
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Filing: 1975-02-13
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Granted: 1976-09-28
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Expires: 1995-02-13
Abstract
Abstract Nitrogen compounds such as amides, diamides, and ammonium salts of: monoamides or monoesters of dibasic acids, alone or in combination, with: (a) a hydrocarbon selected from the group of petrolatums, microcrystalline wax, aromatics alkylated with C12 to C40 alkyl groups and isomerized waxes, and/or (b) a pour point depressant, particularly an ethylene backbone polymeric pour point depressant, are wax crystal modifiers and cold flow improvers for middle distillate fuel oils, particularly diesel fuel.
Inventors
- 👤 William C. Hollyday, Jr.
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 17:51
CPC Classifications
C; C10; C10L; C10L1/00; C10L1/10; C10L1/14; C10L1/143; C10L1/16; C10L1/1616; C10L1/1625; C10L1/1633; C10L1/1641; C10L1/1691; C10L1/18; C10L1/192; C10L1/195; C10L1/22; C10L1/222; C10L1/2222; C10L1/224; F; F02; F02B; F02B3/00; F02B3/06
Claims Analysis
Total Claims: 15
Claim 1
Independent Claim
370 words
A fuel oil composition comprising a major amount of a middle distillate fuel oil, and a cold flow improving synergistic mixture of: A. in the range of about 0.005 to 0.5 weight percent of a nitrogen compound selected from the group consisting of: a. N,N-dialkyl n-alkane amides of the formula ##EQU4##wherein R is a C 1 to C 30 alkyl group, and R 1 and R 2 are each C 8 to C 24 straight chain alkyl groups; and b. C 4 to C 10 hydrocarbyl aliphatic dicarboxylic acid wherein one of said carboxylic acid groups is reacted with either C 14 to C 36 aliphatic hydrocarbyl alcohol or a secondary alkyl monoamine having C 10 to C 24 straight chain alkyl groups, to thereby form a monoester or a monoamide, and the other of said carboxylic acid groups is reacted to form an amide or salt with a secondary alkyl monoamine having C 10 to C 24 straight chain alkyl groups; and at least one other additive selected from the group consisting of: B. in the range of 0.002 to 0.2 weight percent of an ethylene backbone pour point depressant which is a copolymer of 4 to 20 molar proportions of ethylene and molar proportion of unsaturated ester of the general formula: ##EQU5##wherein R 1 is hydrogen or methyl, and R 2 is a --OOCR 4 or --COOR 4 group wherein R 3 is hydrogen or --COOR 4 and R 4 is hydrogen or a C 1 to C 16 alkyl group, said copolymer having a number average molecular weight in the range of about 1,000 to 50,000; and/or C. in the range of about 0.005 to 0.30 weight percent of waxy material selected from the group consisting of: a. amorphous hydrocarbon fraction having a number average molecular weight of about 600 to 3000, a melting point in the range of about 25° to 60° C., and having no more than about 5 weight percent of normal paraffins; b. alkylated aromatic formed by reacting paraffins of about 12 to about 50 carbon atoms, chlorinated to about 5 to 25 weight percent chlorine, with an aromatic hydrocarbon selected from the group consisting of phenol and naphthalene; and c. microcrystalline wax.
Claim 2
Dependent Claim
370 words
A fuel oil composition comprising a major amount of a middle distillate fuel oil, and a cold flow improving synergistic mixture of: A. in the range of about 0.005 to 0.5 weight percent of a nitrogen compound selected from the group consisting of: a. N,N-dialkyl n-alkane amides of the formula ##EQU4##wherein R is a C 1 to C 30 alkyl group, and R 1 and R 2 are each C 8 to C 24 straight chain alkyl groups; and b. C 4 to C 10 hydrocarbyl aliphatic dicarboxylic acid wherein one of said carboxylic acid groups is reacted with either C 14 to C 36 aliphatic hydrocarbyl alcohol or a secondary alkyl monoamine having C 10 to C 24 straight chain alkyl groups, to thereby form a monoester or a monoamide, and the other of said carboxylic acid groups is reacted to form an amide or salt with a secondary alkyl monoamine having C 10 to C 24 straight chain alkyl groups; and at least one other additive selected from the group consisting of: B. in the range of 0.002 to 0.2 weight percent of an ethylene backbone pour point depressant which is a copolymer of 4 to 20 molar proportions of ethylene and molar proportion of unsaturated ester of the general formula: ##EQU5##wherein R 1 is hydrogen or methyl, and R 2 is a --OOCR 4 or --COOR 4 group wherein R 3 is hydrogen or --COOR 4 and R 4 is hydrogen or a C 1 to C 16 alkyl group, said copolymer having a number average molecular weight in the range of about 1,000 to 50,000; and/or C. in the range of about 0.005 to 0.30 weight percent of waxy material selected from the group consisting of: a. amorphous hydrocarbon fraction having a number average molecular weight of about 600 to 3000, a melting point in the range of about 25° to 60° C., and having no more than about 5 weight percent of normal paraffins; b. alkylated aromatic formed by reacting paraffins of about 12 to about 50 carbon atoms, chlorinated to about 5 to 25 weight percent chlorine, with an aromatic hydrocarbon selected from the group consisting of phenol and naphthalene; and c. microcrystalline wax.
Claim 3
Dependent Claim
18 words
A fuel oil composition according to claim 1, wherein said other additive is said ethylene backbone pour depressant.
Claim 4
Dependent Claim
16 words
A fuel oil composition according to claim 1, wherein said other additive is said waxy material.
Claim 5
Dependent Claim
25 words
A fuel oil composition according to claim 1, wherein said other additive is a mixture of said ethylene backbone pour depressant and said waxy material.
Claim 6
Dependent Claim
22 words
A fuel oil composition according to claim 2, wherein said ethylene backbone pour depressant is a copolymer of ethylene and vinyl acetate.
Claim 7
Dependent Claim
17 words
A fuel oil composition according to claim 3, wherein said waxy material is said amorphous hydrocarbon fraction.
Claim 8
Dependent Claim
16 words
A fuel oil composition according to claim 3, wherein said waxy material is said alkylated aromatic.
Claim 9
Dependent Claim
40 words
A fuel oil composition according to claim 1, wherein said nitrogen compound is a C 4 dicarboxylic acid having both of its carboxylic acid groups reacted with secondary alkyl monoamine having alkyl groups essentially of 14 to 18 carbon atoms.
Claim 10
Dependent Claim
18 words
A fuel oil composition according to claim 8, wherein said other additive is said ethylene backbone pour depressant.
Claim 11
Dependent Claim
16 words
A fuel oil composition according to claim 8, wherein said other additive is said waxy material.
Claim 12
Dependent Claim
25 words
A fuel oil composition according to claim 8, wherein said other additive is a mixture of said ethylene backbone pour depressant and said waxy material.
Claim 13
Dependent Claim
22 words
A fuel oil composition according to claim 9, wherein said ethylene backbone pour depressant is a copolymer of ethylene and vinyl acetate.
Claim 14
Dependent Claim
17 words
A fuel oil composition according to claim 10, wherein said waxy material is said amorphous hydrocarbon fraction.
Claim 15
Dependent Claim
16 words
A fuel oil composition according to claim 11, wherein said waxy material is said alkylated aromatic.
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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) | 1979-09-28 | 1980-03-29 | 1980-09-28 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-09-28 | 1984-03-29 | 1984-09-28 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-09-28 | 1988-03-29 | 1988-09-28 | $7700.00 | Window Closed / Lapsed |