US3207586A - Fuel oil compositions containing an n-alkyl aminopropionitrile salt of an alkyl phosphoric acid ester - Google Patents
Fuel oil compositions containing an n-alkyl aminopropionitrile salt of an alkyl phosphoric acid ester Download PDFInfo
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- US3207586A US3207586A US218545A US21854562A US3207586A US 3207586 A US3207586 A US 3207586A US 218545 A US218545 A US 218545A US 21854562 A US21854562 A US 21854562A US 3207586 A US3207586 A US 3207586A
- Authority
- US
- United States
- Prior art keywords
- alkyl
- fuel oil
- salt
- aminopropionitrile
- phosphoric acid
- 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 - Lifetime
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- 239000000295 fuel oil Substances 0.000 title claims description 36
- 239000000203 mixture Substances 0.000 title claims description 17
- -1 alkyl phosphoric acid ester Chemical class 0.000 title description 4
- 239000003921 oil Substances 0.000 claims description 10
- 150000003839 salts Chemical class 0.000 claims description 10
- 150000003014 phosphoric acid esters Chemical class 0.000 claims description 7
- 150000008362 aminopropionitriles Chemical class 0.000 claims description 2
- 235000019198 oils Nutrition 0.000 description 9
- 230000007797 corrosion Effects 0.000 description 7
- 238000005260 corrosion Methods 0.000 description 7
- 239000004215 Carbon black (E152) Substances 0.000 description 6
- 150000001338 aliphatic hydrocarbons Chemical group 0.000 description 6
- 125000004432 carbon atom Chemical group C* 0.000 description 6
- 229930195733 hydrocarbon Natural products 0.000 description 6
- 239000002253 acid Substances 0.000 description 5
- 230000001804 emulsifying effect Effects 0.000 description 5
- 150000002430 hydrocarbons Chemical class 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- NHTMVDHEPJAVLT-UHFFFAOYSA-N Isooctane Chemical compound CC(C)CC(C)(C)C NHTMVDHEPJAVLT-UHFFFAOYSA-N 0.000 description 4
- JVSWJIKNEAIKJW-UHFFFAOYSA-N dimethyl-hexane Natural products CCCCCC(C)C JVSWJIKNEAIKJW-UHFFFAOYSA-N 0.000 description 4
- 239000000446 fuel Substances 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 230000006866 deterioration Effects 0.000 description 3
- 229910000831 Steel Inorganic materials 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 230000005764 inhibitory process Effects 0.000 description 2
- 239000013535 sea water Substances 0.000 description 2
- 239000010959 steel Substances 0.000 description 2
- 239000003760 tallow Substances 0.000 description 2
- 239000010723 turbine oil Substances 0.000 description 2
- 241000212384 Bifora Species 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000010775 animal oil Substances 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 235000019864 coconut oil Nutrition 0.000 description 1
- 239000003240 coconut oil Substances 0.000 description 1
- 238000002485 combustion reaction Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 239000002283 diesel fuel Substances 0.000 description 1
- 239000010771 distillate fuel oil Substances 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- XXUJMEYKYHETBZ-UHFFFAOYSA-N ethyl 4-nitrophenyl ethylphosphonate Chemical compound CCOP(=O)(CC)OC1=CC=C([N+]([O-])=O)C=C1 XXUJMEYKYHETBZ-UHFFFAOYSA-N 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- 125000002960 margaryl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002958 pentadecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000005498 polishing Methods 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 239000010736 steam turbine oil Substances 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002889 tridecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002948 undecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/08—Esters of oxyacids of phosphorus
- C07F9/09—Esters of phosphoric acids
- C07F9/11—Esters of phosphoric acids with hydroxyalkyl compounds without further substituents on alkyl
-
- 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
- C10L1/26—Organic compounds containing phosphorus
- C10L1/2633—Organic compounds containing phosphorus phosphorus bond to oxygen (no P. C. bond)
- C10L1/265—Organic compounds containing phosphorus phosphorus bond to oxygen (no P. C. bond) oxygen and/or sulfur bonds
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M1/00—Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants
- C10M1/08—Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants with additives
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2223/06—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having phosphorus-to-carbon bonds
- C10M2223/063—Ammonium or amine salts
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/135—Steam engines or turbines
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/25—Internal-combustion engines
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/25—Internal-combustion engines
- C10N2040/251—Alcohol fueled engines
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/25—Internal-combustion engines
- C10N2040/255—Gasoline engines
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/25—Internal-combustion engines
- C10N2040/255—Gasoline engines
- C10N2040/28—Rotary engines
Definitions
- This invention relates to fuel oil compositions, and more particularly to a composition for inhibiting corrosion in refinery-type fuel oils, including diesel oils, jet fuels, turbine oils, etc.
- Hydrocarbon fuel oils such as those used in diesel and combustion engines, turbines, and in various storage and tank systems, present corrosion problems and have other shortcomings due to chemical deterioration. This is particularly true of fuel oils which contain a substantial quantity of cracked components. I have discovered that by incorporating in the fuel oil an N-alkyl aminopropionitrile salt of monoand/or di-alkyl acid phosphoric acid ester into the fuel oil system to be protected, there is effective inhibition of such corrosion and chemical deterioration.
- a primary object, therefore, of the invention is to provide a fuel oil composition effective for inhibition of such corrosion, degradation or deterioration.
- a further object is to provide as corrosion inhibitors in refinery-type oils, N-alkyl aminopropionitrile salts of alkyl phosphoric acid esters.
- a further object is to provide an improved fuel oil composition which is protective of an oil system employing the fuels.
- I incorporate a minor proportion of an oil-soluble non-emulsifying N- alkyl aminopropionitrile salt of a monoor di-alkyl acid phosphoric acid ester into the oil system to be protected.
- Compounds effective for the purposes of my invention have the following structure:
- R is an aliphatic hydrocarbon chain having from 8 to 18 carbon atoms
- R" is an aliphatic hydrocarbon chain having from 4 to 12 carbon atoms
- R is selected from the group consisting of hydrogen and an aliphatic hydrocarbon chain having from 4 to 12 carbon atoms.
- radicals coming within the definition of R include octyl, nonyl, decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl,
- hydrocarbon radicals as derived from tallow, soybean oil, coconut oil, and other animal and vegetable oils.
- hydrocarbon distillate fuel oils in which the active chemical ingredients of this invention are incorporated may be treated or untreated cracked fuel oils or mixtures of cracked fuels with straight run fuel oils, straight run fuel oils, said fuel oils having components normally distilling from about 300 F. to about 700 F.
- Such hydrocarbon distillates include diesel fuel oils, jet fuel oils, turbine oils, cracked gas oils, burner oils, kerosene, and mixtures of such cracked fuels with the corresponding or like straight run hydrocarbon fractions.
- Hydrocarbon medium isooctane Corrodant, synthetic sea water Room temperature, 72-80 F. for 20 hrs.
- An improved fuel oil composition comprising fuel oil and an oil soluble non-emulsifying N-alkyl aminopropionitrile salt of an alkyl phosphoric acid ester in the proportion of about 560 parts of said salt to one million parts of fuel oil.
- An improved fuel oil composition comprising fuel oil and a substance selected from the group consisting of an oil soluble non-emulsifying N-alkyl aminopropionitrile salt of a monoand di-alkyl acid phosphoric acid ester in the proportion of 5-60 parts of said salt to one million parts of fuel oil.
- An improved fuel oil composition comprising fuel oil and an N-alkyl aminopropionitrile salt of an alkyl phosphoric acid ester having the following structure:
- R is an aliphatic hydrocarbon chain having from 8 to 18 carbon atoms
- R is an aliphatic hydrocarbon chain having from 4 to 12 carbon atoms
- 4- R is selected from the group consisting of hydrogen and an aliphatic hydrocarbon chain having from 4 to 12 carbon atoms, the proportion of said salt being 5-60 parts per million parts of fuel oil.
- composition of claim 3 in which the proportion of the salt is about parts of the salt per million parts of fuel oil.
- An improved fuel oil composition comprising fuel oil and oil-soluble non-emulsifying N-alkyl aminopropionitrile salt of mono-alkyl acid phosphoric acid ester in the proportion of about 5-60 parts of said salt to one million parts of fuel oil.
- An improved fuel oil composition comprising fuel oil and oil-soluble non-emulsifying N-alkyl aminopropionitrile salt of di-alkyl acid phosphoric acid ester in the the proportion of about 5-60 parts of said salt to one million parts of fuel oil.
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Lubricants (AREA)
Description
United States Patent FUEL OIL COMPOSITIONS CONTAINING AN N- ALKYL AMINOPROPIONITRILE SALT OF AN ALKYL PHOSPHORIC ACID ESTER Arthur Cizek, Bellaire, Tex., assignor to Armour and Company, Chicago, 11]., a corporation of Delaware No Drawing. Filed Aug. 22, 1962, Ser. No. 218,545
6 Claims. (Cl. 44--72) This invention relates to fuel oil compositions, and more particularly to a composition for inhibiting corrosion in refinery-type fuel oils, including diesel oils, jet fuels, turbine oils, etc.
Hydrocarbon fuel oils, such as those used in diesel and combustion engines, turbines, and in various storage and tank systems, present corrosion problems and have other shortcomings due to chemical deterioration. This is particularly true of fuel oils which contain a substantial quantity of cracked components. I have discovered that by incorporating in the fuel oil an N-alkyl aminopropionitrile salt of monoand/or di-alkyl acid phosphoric acid ester into the fuel oil system to be protected, there is effective inhibition of such corrosion and chemical deterioration.
A primary object, therefore, of the invention is to provide a fuel oil composition effective for inhibition of such corrosion, degradation or deterioration. A further object is to provide as corrosion inhibitors in refinery-type oils, N-alkyl aminopropionitrile salts of alkyl phosphoric acid esters. A further object is to provide an improved fuel oil composition which is protective of an oil system employing the fuels. Other specific objects and advantages will appear as the specification proceeds.
In one embodiment of my invention, I incorporate a minor proportion of an oil-soluble non-emulsifying N- alkyl aminopropionitrile salt of a monoor di-alkyl acid phosphoric acid ester into the oil system to be protected. I prefer to employ from about ppm. to 60 ppm. of the salt. Best results have been obtained when the salt constitutes about 40 parts to a million parts of the fuel oil. Compounds effective for the purposes of my invention have the following structure:
where R is an aliphatic hydrocarbon chain having from 8 to 18 carbon atoms, where R" is an aliphatic hydrocarbon chain having from 4 to 12 carbon atoms, and where R is selected from the group consisting of hydrogen and an aliphatic hydrocarbon chain having from 4 to 12 carbon atoms.
Examples of radicals coming within the definition of R include octyl, nonyl, decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl,
and mixtures of hydrocarbon radicals as derived from tallow, soybean oil, coconut oil, and other animal and vegetable oils.
The hydrocarbon distillate fuel oils in which the active chemical ingredients of this invention are incorporated may be treated or untreated cracked fuel oils or mixtures of cracked fuels with straight run fuel oils, straight run fuel oils, said fuel oils having components normally distilling from about 300 F. to about 700 F. Such hydrocarbon distillates include diesel fuel oils, jet fuel oils, turbine oils, cracked gas oils, burner oils, kerosene, and mixtures of such cracked fuels with the corresponding or like straight run hydrocarbon fractions.
Specific example illustrative of embodiments of the invention may be set out as follows:
EXAMPLES Dynamic tests which represent a modification of the steam turbine oil test were carried on with respect to a number of additives to fuel oil, the conditions, procedures, etc. being as follows.
(1) Test conditions:
Hydrocarbon medium, isooctane Corrodant, synthetic sea water Room temperature, 72-80 F. for 20 hrs.
(2) Apparatus: As shown in ASTM Manual for Method D-665 using SAE 1020 steel.
(3) Polishing of specimen rods: As indicated in Method (4) Procedure: 300 ml. of isooctane were added to each beaker and also the desired amount of additive. In this case, 30 and p.p.m. of chemical were used. The stirrer and clean-ed specimen rod were inserted at this time. The control (just isooctane) and the treated products were then stirred continuously for 30 minutes to insure wetting the rod. At this point in the test, 30 m1. of synthetic sea water were added. The controls and treated products were then stirred continuously for 20 hours. At the end of 20 hours, the test was stopped and the steel specimen rods removed. The rods were then inspected for corrosion and rate by Humble Oil Co. designation.
Humble Oil Co. rating designation The conditions and results are set out in the following table:
DYNAMIC CORROSION TEST IN ISOOCTANE The designation "Armeen TD in the above examples indicates distilled tallow amine.
While in the foregoing specification I have set out specific compositions and ingredients in considerable detail for the purpose of illustrating embodiments of the invention, it will be understood that such detail or details may be varied widely by those skilled in the art without departing from the spirit of my invention.
I claim:
1. An improved fuel oil composition, comprising fuel oil and an oil soluble non-emulsifying N-alkyl aminopropionitrile salt of an alkyl phosphoric acid ester in the proportion of about 560 parts of said salt to one million parts of fuel oil.
2. An improved fuel oil composition, comprising fuel oil and a substance selected from the group consisting of an oil soluble non-emulsifying N-alkyl aminopropionitrile salt of a monoand di-alkyl acid phosphoric acid ester in the proportion of 5-60 parts of said salt to one million parts of fuel oil.
3. An improved fuel oil composition, comprising fuel oil and an N-alkyl aminopropionitrile salt of an alkyl phosphoric acid ester having the following structure:
Where R is an aliphatic hydrocarbon chain having from 8 to 18 carbon atoms, Where R is an aliphatic hydrocarbon chain having from 4 to 12 carbon atoms, and where 4- R is selected from the group consisting of hydrogen and an aliphatic hydrocarbon chain having from 4 to 12 carbon atoms, the proportion of said salt being 5-60 parts per million parts of fuel oil.
4. The composition of claim 3 in which the proportion of the salt is about parts of the salt per million parts of fuel oil.
5. An improved fuel oil composition, comprising fuel oil and oil-soluble non-emulsifying N-alkyl aminopropionitrile salt of mono-alkyl acid phosphoric acid ester in the proportion of about 5-60 parts of said salt to one million parts of fuel oil.
6. An improved fuel oil composition, comprising fuel oil and oil-soluble non-emulsifying N-alkyl aminopropionitrile salt of di-alkyl acid phosphoric acid ester in the the proportion of about 5-60 parts of said salt to one million parts of fuel oil.
References Cited by the Examiner UNITED STATES PATENTS 1/54 Bishop 252389 8/58 Chenicels 44--74 DANIEL E. WYMAN, Primary Examiner.
Claims (1)
1. AN IMPROVED FUEL OIL COMPOSITION, COMPRISING FUEL OIL AND AN OIL SOLUBLE NON-EMULSIFYING N-ALKYL AMINOPROPIONITRILE SALT OF AN ALKYL PHOSPHORIC ACID ESTER IN THE PROPORTION OF ABOUT 5-60 PARTS OF SAID SALT TO ONE MILLION PARTS OF FUEL OIL.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US218545A US3207586A (en) | 1962-08-22 | 1962-08-22 | Fuel oil compositions containing an n-alkyl aminopropionitrile salt of an alkyl phosphoric acid ester |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US218545A US3207586A (en) | 1962-08-22 | 1962-08-22 | Fuel oil compositions containing an n-alkyl aminopropionitrile salt of an alkyl phosphoric acid ester |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US3207586A true US3207586A (en) | 1965-09-21 |
Family
ID=22815531
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US218545A Expired - Lifetime US3207586A (en) | 1962-08-22 | 1962-08-22 | Fuel oil compositions containing an n-alkyl aminopropionitrile salt of an alkyl phosphoric acid ester |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US3207586A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4778610A (en) * | 1985-12-27 | 1988-10-18 | Mobil Oil Corporation | Acid phosphites as multifunctional additives and compositions thereof |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2665995A (en) * | 1950-05-26 | 1954-01-12 | Tide Water Associated Oil Comp | Rust inhibiting composition |
| US2848414A (en) * | 1955-11-23 | 1958-08-19 | Universal Oil Prod Co | Corrosion inhibitor |
| GB850914A (en) * | 1958-06-26 | 1960-10-12 | Du Pont | Jet fuel compositions |
-
1962
- 1962-08-22 US US218545A patent/US3207586A/en not_active Expired - Lifetime
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2665995A (en) * | 1950-05-26 | 1954-01-12 | Tide Water Associated Oil Comp | Rust inhibiting composition |
| US2848414A (en) * | 1955-11-23 | 1958-08-19 | Universal Oil Prod Co | Corrosion inhibitor |
| GB850914A (en) * | 1958-06-26 | 1960-10-12 | Du Pont | Jet fuel compositions |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4778610A (en) * | 1985-12-27 | 1988-10-18 | Mobil Oil Corporation | Acid phosphites as multifunctional additives and compositions thereof |
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