GB842990A - Fuel oil compositions - Google Patents

Fuel oil compositions

Info

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
Application number
GB33474/56A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
EIDP Inc
Original Assignee
EI Du Pont de Nemours and Co
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by EI Du Pont de Nemours and Co filed Critical EI Du Pont de Nemours and Co
Publication of GB842990A publication Critical patent/GB842990A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10LFUELS 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
    • C10L1/00Liquid carbonaceous fuels
    • C10L1/10Liquid carbonaceous fuels containing additives
    • C10L1/14Organic compounds
    • C10L1/22Organic compounds containing nitrogen
    • FMECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
    • F02COMBUSTION ENGINES; HOT-GAS OR COMBUSTION-PRODUCT ENGINE PLANTS
    • F02BINTERNAL-COMBUSTION PISTON ENGINES; COMBUSTION ENGINES IN GENERAL
    • F02B3/00Engines characterised by air compression and subsequent fuel addition
    • F02B3/06Engines 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.
GB33474/56A 1955-11-28 1956-11-02 Fuel oil compositions Expired GB842990A (en)

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)

* Cited by examiner, † Cited by third party
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)

* Cited by examiner, † Cited by third party
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)

* Cited by examiner, † Cited by third party
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

Cited By (6)

* Cited by examiner, † Cited by third party
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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