GB842990A - Fuel oil compositions - Google Patents
Fuel oil compositionsInfo
- Publication number
- GB842990A GB842990A GB33474/56A GB3347456A GB842990A GB 842990 A GB842990 A GB 842990A GB 33474/56 A GB33474/56 A GB 33474/56A GB 3347456 A GB3347456 A GB 3347456A GB 842990 A GB842990 A GB 842990A
- Authority
- GB
- United Kingdom
- Prior art keywords
- oil
- vinyl
- beta
- amino nitrogen
- chain
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/22—Organic compounds containing nitrogen
-
- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F02—COMBUSTION ENGINES; HOT-GAS OR COMBUSTION-PRODUCT ENGINE PLANTS
- F02B—INTERNAL-COMBUSTION PISTON ENGINES; COMBUSTION ENGINES IN GENERAL
- F02B3/00—Engines characterised by air compression and subsequent fuel addition
- F02B3/06—Engines characterised by air compression and subsequent fuel addition with compression ignition
Landscapes
- Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Liquid Carbonaceous Fuels (AREA)
- Solid Fuels And Fuel-Associated Substances (AREA)
Abstract
A polymer composition for stabilizing fuel oils comprises (1) an oil-soluble, basic amino nitrogen containing copolymer of a plurality of polymerizable ethylenically unsaturated compounds at least one of which is amino nitrogen free and at least one of which contains a hydrocarbon chain of at least 8 carbon atoms, said copolymer containing 0,% to 3\se% of basic amino nitrogen and (2) a fatty acid amide having the general formula: Ac-NH-(CnH2n-NH)m-CnH2n-NR1R2 wherein Ac is an aliphatic acyl group of from 8 to 18 carbon atoms; m is a whole number from 0 to 3 inclusive; n is an integer from 2 to 3 inclusive; R1 and R2 are hydrogen or a normal alkyl group of from 1 to 4 carbon atoms with the proviso that when n equals 2, at least one of R1 and R2 is alkyl; and, each pair of nitrogen atoms is separated by at least 2 carbon atoms, and an organic solvent therefor with a ratio of the oil-soluble, basic amino nitrogen-containing copolymer to the amide between about 1:100 and 400:1. The fatty acid amide may be derived from caprylic, pelargonic, capric, myristic, lauric, palmitic, margaric, stearic, oleic or linoleic acids and polyamines such as 1,2-propylene diamine, 1,3-propylene diamine and N-alkyl - and N,N-dialkyl substituted ethylene and propylene diamines and polyethylene and polypropylene polyamines of which several examples are given. The oil-soluble copolymer component (1) is derived from polymerizable oil-solubilizing components, polymerizable components containing basic amino nitrogen groups or groups capable of giving them by after-treatment of the copolymer with ammonia or amines, and, optionally further polymerizable monomers. The oil-solubilizing component may be long-chain ester of unsaturated carboxylic acids e.g. decyl acrylate and lauryl and octadecenyl methacrylate; esters of unsaturated alcohols and long-chain saturated carboxylic acids e.g. vinyl stearate or laurate; long-chain esters of vinylene dicarboxylic acid e.g. methyl lauryl fumarate; N-long chain hydrocarbon substituted amides of unsaturated acids e.g. N-octadecyl acrylamide; long chain ethers e.g. vinyl lauryl ether; or long-chain monoolefins such as the alkyl or acyl substituted styrenes e.g. dodecylstyrene. The basic amino nitrogen containing component may contain amino nitrogen or groups which can be converted readily to such, e.g. those present in glycidyl acrylate or vinyl chloroacetate, and examples are p-(beta-diethylaminoethyl) styrene; vinyl pyridines; beta-methylaminoethyl acrylate; 4 - diethylaminocyclohexyl - beta - dibutyl - amino-ethyl-, or beta-diethylaminoethyl methacrylate; beta-diethylaminoethyl vinyl ether; N-(beta-dimethylaminoethyl) acrylamide or N(3-dimethylaminopropyl) methacrylamide: and diallylamine. As further polymerizable monomers there may be used vinyl or allyl formates, acetates propionates or butyrates; ethylene, propylene, isobutylene, styrene or vinyl toluene; butadiene or isoprene; acrylic acid, methyl methacrylate, acrylonitrile or methacrylamide; ethyl or butyl vinyl ether or allyl glycidyl ether; or substituted amides such as N-butyl or octyl acrylamide or methacryl- or acrylanilide. The above composition comprising polymer (1) and amide (2) may be used in small proportions as an oil additive to stabilize fuel oils and prevent emulsification of p water therein and the components (1) and (2) may either be added separately to the oil or together in solution in a solvent such as kerosine or fuel oil together with further additives e.g. cresylic acid or a metal deactivator such as N,N1-disalicylidene-1,2-propanediamine. Fuel oils mentioned are cracked oils, Diesel fuel, jet fuel or burner oils. Specifications 734,632 and 842,991 are referred to.ALSO:A fuel oil composition has incorporated therein (1) at least 0.001% of an oil-soluble, basic amino nitrogen containing copolymer of a plurality of polymerizable ethylenically unsaturated compounds at least one of which is amino nitrogen free and at least one of which contains a hydrocarbon chain of at least 8 carbon atoms, said copolymer containing 0.1% to 3.5% of basic amino nitrogen and (2) 0.00025-0.1% of a fatty acid amide having the general formula: <FORM:0842990/III/1> wherein Ac is an aliphatic acyl group of from 8 to 18 carbon atoms; m is a whole number from 0 to 3 inclusive; n is an integer from 2 to 3 inclusive; R1 and R2 are hydrogen or a normal alkyl group of from 1 to 4 carbon atoms with the proviso that when n equals 2, at least one of R1 and R2 is alkyl; and, each pair of nitrogen atoms is separated by at least 2 carbon atoms. The fatty acid amide may be derived from caprylic, pelargonic, capric, myristic, lauric, palmitic, margaric, stearic, oleic or linoleic acids and polyamines such as 1,2-propylene diamine, 1,3-propylene diamine and N-alkyl- and N,N-dialkyl substituted ethylene and propylene diamines and polyethylene and polypropylene polyamines of which several examples are given. The oilsoluble copolymer component (1) is derived from polymerizable oil-solubilizing components, polymerizable components containing basic amino nitrogen groups or groups capable of giving them by after-treatment of the copolymer with ammonia or amines and, optionally further polymerizable monomers. The oil-solubilizing component may be a longchain ester of unsaturated carboxylic acids e.g. decyl acrylate and lauryl and octadecenyl methacrylate; esters of unsaturated alcohols and long-chain saturated carboxylic acids e.g. vinyl stearate or laurate; long-chain esters of vinylene dicarboxylic acid e.g. methyl lauryl fumarate; N-long chain hydrocarbon substituted amides of unsaturated acids e.g. N-octadecyl acrylamide; long chain ethers e.g. vinyl lauryl ether; or long-chain mono-olefins such as the alkyl or acyl substituted styrenes e.g. dodecylstyrene. The basic amino nitrogen containing component may contain amino nitrogen or groups which can be converted readily to such e.g. those present in glycidyl acrylate or vinyl chloroacetate, and examples are p-(beta-diethylaminoethyl) styrene; vinyl pyridines; beta - methylaminoethyl acrylate; 4-diethylaminocyclohexyl-, beta-dibutylaminoethyl-, or beta-diethylaminoethyl-methacrylate; beta-diethylaminoethyl vinyl ether; N-(beta-dimethylaminoethyl) acrylamide or N(3-dimethylaminopropyl) methacrylamide; and diallylamine. As further polymerizable monomers there may be used vinyl or alkyl formates, acetates, propionates or butyrates; ethylene, propylene, isobutylene, styrene or vinyl toluene; butadiene or isoprene; acrylic acid, methyl methacrylate, acrylonitrile or methacrylamide; ethyl or butyl vinyl ether or allyl glycidyl ether; or substituted amides such as N-butyl or octyl acrylamide or methacryl-or acrylanilide. The above polymer (1) and amide (2) may be used in small proportions as an oil additive to stabilize fuel oils and prevent emulsification of water therein and the components (1) and (2) may either be added separately to the oil or together in solution in a solvent such as kerosine or fuel oil together with further additives e.g. cresylic acid or a metal deactivator such as N,N1-disalicylidene-1,2-propanediamine. Fuel oils mentioned are cracked oils, diesel fuel, jet fuel or burner oils. Specification 734,632 and 842,991 are referred to.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US549505A US2805925A (en) | 1955-11-28 | 1955-11-28 | Fuel oil compositions |
Publications (1)
Publication Number | Publication Date |
---|---|
GB842990A true GB842990A (en) | 1960-08-04 |
Family
ID=24193284
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB33474/56A Expired GB842990A (en) | 1955-11-28 | 1956-11-02 | Fuel oil compositions |
Country Status (3)
Country | Link |
---|---|
US (1) | US2805925A (en) |
DE (1) | DE1054628B (en) |
GB (1) | GB842990A (en) |
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4886520A (en) * | 1988-10-31 | 1989-12-12 | Conoco, Inc. | Oil compositions containing terpolymers of alkyl acrylates or methacrylates, an olefinically unsaturated homo or heterocyclic-nitrogen compound and allyl acrylates or methacrylates or perfluoroalkyl ethyl acrylates or methacrylates |
US4900569A (en) * | 1988-10-31 | 1990-02-13 | Conoco Inc. | Terpolymers of alkyl acrylates or methacrylates, an olefinically unsaturated homo or heterocyclic-nitrogen compound and an allyl acrylate or methacrylate or perfluoroalkyl ethyl acrylates or methacrylates |
US4954135A (en) * | 1988-10-31 | 1990-09-04 | Conco Inc. | Oil compositions containing terpolymers of alkyl acrylates or methacrylates, an olefinically unsaturated homo or heterocyclic-nitrogen compound and allyl acrylates or methacrylates |
US4980435A (en) * | 1988-10-31 | 1990-12-25 | Conoco Inc. | Process for producing terpolymers of alkyl acrylates or methacrylates, an olefinically unsaturated homo or heterocyclic-nitrogen compound and an allyl acrylate or methacrylate or perfluoroalkyl ethyl acrylates or methacrylates |
US5015406A (en) * | 1988-10-31 | 1991-05-14 | Conoco | Mineral oil or synthetic oil compositions containing terpolymers of alkyl acrylates or methacrylates etc. |
US5115059A (en) * | 1988-10-31 | 1992-05-19 | Conoco Inc. | Terpolymers of alkyl acrylates or methacrylates, an olefinically unsaturated homo or heterocyclic-nitrogen compound and an allyl acrylate or methacrylate |
Families Citing this family (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2888340A (en) * | 1957-04-08 | 1959-05-26 | Du Pont | Fuel oil compositions |
US2974025A (en) * | 1958-01-24 | 1961-03-07 | Exxon Research Engineering Co | Ashless additive for fuels |
US3008813A (en) * | 1958-10-29 | 1961-11-14 | Exxon Research Engineering Co | Hydrocarbon oils having improved water tolerance |
US3222145A (en) * | 1960-12-28 | 1965-12-07 | Gulf Research Development Co | Stabilization of thermally unstable liquid hydrocarbon fuels |
US3141745A (en) * | 1961-07-17 | 1964-07-21 | Exxon Research Engineering Co | Dehazing polymer-containing hydrocarbon oils |
US3265474A (en) * | 1961-10-06 | 1966-08-09 | Exxon Research Engineering Co | Hydrocarbon oils having improved water tolerance |
US4161392A (en) * | 1977-11-01 | 1979-07-17 | Texaco Inc. | Nitrogen containing polymers prepared from methacrylic esters as carburetor detergents and corrosion inhibitors |
US4201554A (en) * | 1977-12-14 | 1980-05-06 | Texaco Inc. | Fuel additive containing inner quaternary ammonium salt |
US4183732A (en) * | 1977-12-14 | 1980-01-15 | Texaco Inc. | Use of quaternary ammonium salts of nitrogen containing polymers for improved carburetor detergency |
US4179271A (en) * | 1977-12-14 | 1979-12-18 | Texaco Inc. | Amine oxide polymers and use thereof as fuel detergent |
KR101143114B1 (en) * | 2003-11-13 | 2012-05-08 | 인피늄 인터내셔날 리미티드 | A method of inhibiting deposit formation in a jet fuel at high temperatures |
EP1533359A1 (en) * | 2003-11-13 | 2005-05-25 | Infineum International Limited | A method of inhibiting deposit formation in a jet fuel at high temperature |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2622018A (en) * | 1949-10-19 | 1952-12-16 | Socony Vacuum Oil Co Inc | Motor fuel |
FR1076398A (en) * | 1952-04-07 | 1954-10-26 | Du Pont | Improvements with stabilized fuel oils |
US2737452A (en) * | 1952-04-07 | 1956-03-06 | Du Pont | Stabilized fuel oils |
US2718503A (en) * | 1953-02-20 | 1955-09-20 | Gulf Research Development Co | Anticorrosion agents consisting of the monamides of dimerized fatty acids |
-
1955
- 1955-11-28 US US549505A patent/US2805925A/en not_active Expired - Lifetime
-
1956
- 1956-11-02 GB GB33474/56A patent/GB842990A/en not_active Expired
- 1956-11-15 DE DEP17402A patent/DE1054628B/en active Pending
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4886520A (en) * | 1988-10-31 | 1989-12-12 | Conoco, Inc. | Oil compositions containing terpolymers of alkyl acrylates or methacrylates, an olefinically unsaturated homo or heterocyclic-nitrogen compound and allyl acrylates or methacrylates or perfluoroalkyl ethyl acrylates or methacrylates |
US4900569A (en) * | 1988-10-31 | 1990-02-13 | Conoco Inc. | Terpolymers of alkyl acrylates or methacrylates, an olefinically unsaturated homo or heterocyclic-nitrogen compound and an allyl acrylate or methacrylate or perfluoroalkyl ethyl acrylates or methacrylates |
US4954135A (en) * | 1988-10-31 | 1990-09-04 | Conco Inc. | Oil compositions containing terpolymers of alkyl acrylates or methacrylates, an olefinically unsaturated homo or heterocyclic-nitrogen compound and allyl acrylates or methacrylates |
US4980435A (en) * | 1988-10-31 | 1990-12-25 | Conoco Inc. | Process for producing terpolymers of alkyl acrylates or methacrylates, an olefinically unsaturated homo or heterocyclic-nitrogen compound and an allyl acrylate or methacrylate or perfluoroalkyl ethyl acrylates or methacrylates |
US5015406A (en) * | 1988-10-31 | 1991-05-14 | Conoco | Mineral oil or synthetic oil compositions containing terpolymers of alkyl acrylates or methacrylates etc. |
US5115059A (en) * | 1988-10-31 | 1992-05-19 | Conoco Inc. | Terpolymers of alkyl acrylates or methacrylates, an olefinically unsaturated homo or heterocyclic-nitrogen compound and an allyl acrylate or methacrylate |
Also Published As
Publication number | Publication date |
---|---|
DE1054628B (en) | 1959-04-09 |
US2805925A (en) | 1957-09-10 |
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