CA2054972A1 - Motor fuels for gasoline engines - Google Patents
Motor fuels for gasoline enginesInfo
- Publication number
- CA2054972A1 CA2054972A1 CA002054972A CA2054972A CA2054972A1 CA 2054972 A1 CA2054972 A1 CA 2054972A1 CA 002054972 A CA002054972 A CA 002054972A CA 2054972 A CA2054972 A CA 2054972A CA 2054972 A1 CA2054972 A1 CA 2054972A1
- Authority
- CA
- Canada
- Prior art keywords
- motor fuel
- formula
- detergent
- compound
- fuel
- 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.)
- Abandoned
Links
- 239000000446 fuel Substances 0.000 title claims abstract description 20
- 239000003599 detergent Substances 0.000 claims description 12
- 150000001412 amines Chemical class 0.000 claims description 6
- 230000007797 corrosion Effects 0.000 claims description 5
- 238000005260 corrosion Methods 0.000 claims description 5
- 150000001875 compounds Chemical class 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- 239000003112 inhibitor Substances 0.000 claims description 4
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 3
- 229920002367 Polyisobutene Polymers 0.000 claims description 3
- 239000001257 hydrogen Substances 0.000 claims description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 3
- KGBURRFUTVSDKX-UHFFFAOYSA-N 2-[(2-amino-2-oxoethyl)-[2-[bis(2-amino-2-oxoethyl)amino]ethyl]amino]acetamide Chemical class NC(=O)CN(CC(N)=O)CCN(CC(N)=O)CC(N)=O KGBURRFUTVSDKX-UHFFFAOYSA-N 0.000 claims description 2
- 239000003963 antioxidant agent Substances 0.000 claims description 2
- 239000002270 dispersing agent Substances 0.000 claims description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
- 238000007037 hydroformylation reaction Methods 0.000 claims description 2
- 238000006268 reductive amination reaction Methods 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 2
- DUVUCPPDWBPVCI-UHFFFAOYSA-N 1-[2-[bis(2,3-dioxoaziridin-1-yl)amino]ethyl-(2,3-dioxoaziridin-1-yl)amino]aziridine-2,3-dione Chemical class O=C1C(=O)N1N(N1C(C1=O)=O)CCN(N1C(C1=O)=O)N1C(=O)C1=O DUVUCPPDWBPVCI-UHFFFAOYSA-N 0.000 claims 1
- 239000004721 Polyphenylene oxide Substances 0.000 claims 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims 1
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims 1
- 150000001336 alkenes Chemical class 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims 1
- 229920000570 polyether Polymers 0.000 claims 1
- 239000000654 additive Substances 0.000 abstract description 10
- 239000010802 sludge Substances 0.000 abstract description 5
- 238000004140 cleaning Methods 0.000 abstract description 2
- 230000000694 effects Effects 0.000 description 7
- 239000000203 mixture Substances 0.000 description 5
- 239000003921 oil Substances 0.000 description 5
- 239000000314 lubricant Substances 0.000 description 4
- 230000008092 positive effect Effects 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 125000002947 alkylene group Chemical group 0.000 description 3
- 150000002430 hydrocarbons Chemical group 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical compound CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 2
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 2
- 238000002485 combustion reaction Methods 0.000 description 2
- 239000002816 fuel additive Substances 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 239000010705 motor oil Substances 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000004703 alkoxides Chemical class 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 125000006615 aromatic heterocyclic group Chemical group 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 238000010538 cationic polymerization reaction Methods 0.000 description 1
- 239000000356 contaminant Substances 0.000 description 1
- 230000002844 continuous effect Effects 0.000 description 1
- 239000006280 diesel fuel additive Substances 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- -1 ferrous metals Chemical class 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000003254 gasoline additive Substances 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 230000010534 mechanism of action Effects 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 238000009740 moulding (composite fabrication) Methods 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
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
- C10L1/234—Macromolecular compounds
- C10L1/238—Macromolecular compounds obtained otherwise than by reactions involving only carbon-to-carbon unsaturated bonds
-
- 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
- F02B1/00—Engines characterised by fuel-air mixture compression
- F02B1/02—Engines characterised by fuel-air mixture compression with positive ignition
- F02B1/04—Engines characterised by fuel-air mixture compression with positive ignition with fuel-air mixture admission into cylinder
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)
- Lubricants (AREA)
- Solid Fuels And Fuel-Associated Substances (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
O.Z. 0050/42012 Abstract of the Disclosure: Gasoline fuels contain small amounts of mono- or dialkoxylated polyisobutylamines as additives for keeping the carburetor clean, cleaning up the valve and dispersing any oil sludge.
Description
2~ 9'72 - 1 - o.Z~ 0050~42012 Motor fuels for gasoline enqines The present invention relates to gasoline engine motor fuels which contain small amounts of a mixture of a detergent and a mono- or dialkoxylated polyisobutylamine.
The carburetors and inlet systems of gasoline engines but also fuel intection systems for gasoline and diesel engines are increasingly exposed to contaminants due to dust particles from the air, unburnt hydrocarbon residues from the combu~tion chamber, and the crankshaft housing vent gases which are passed into the carburetor.
These residues alter the air-fuel ratio at idling speed and at the lower end of the load-carrying capacity so that the mixture becomes richer, the combustion become~ les~ complete and in turn the proportion of unburnt or incompletely combusted hydrocarbon~ in the exhaust gas increases, and the fuel consumption rises.
It i~ known that to avoid these disadvantages fuel additives are used for keeping valves and carbur-etors or in~ection systems clean (cf. for exampleM. Rossenbeck in Ratalysatoren, Ten~ide, Mineralol-additive, eds. J. Falbe, U. Hasserodt, pp. 223 f., G. Thieme Verlag, Stuttgart 1978).
Today there are two generations of such detergent type additive~, distinguished not only according to their mechanism of action but also according to their preferred site of action.
The first generation of detergent type additives was only able to prevent the formation of deposits in the manifold system but not able to remove existing deposits in the manifold system, whereas the modern additives of the ~econd generation are able to do both, haYing both a keep-clean and clean-up effect, and this, by virtue of improved thermal properties, in particular also in high temperature zones, especially at intake valves.
What is still unclear is what effect the fuel 2~972 - - 2 - o.z. 0050/42012 additives, which pass at a low rate but continuou~ly from the combustion chamber into the lubricant cycle of an engine, have on the lubricant.
In any rate/ such additives, once they have pas~ed into the lubricant, mu~t not have an adverse effect on its properties and functions. The effect of the fuel additives i8 therefore also taken into account in particular in respect of the formation and dispersing of the oil sludge. However, most existing detergents are neutral in respect of oil sludge.
If, therefore, a positive effect on the lubricant is to be obtained from the fuel or substances it con-tains, it is advisable also to include a dispersing substance in the motor fuel composition.
The detergent component used in a blend with the dispersant of the present invention can in principle be any known product suitable for this purpose, as described for example in J. Falbe, U. Hasserodt, Ratalysatoren, Tenside und Mineraloladditive, G. Thieme Verlag Stuttgart 1978, pp. 221 f., or in K. Owen, Gasoline and Diesel Fuel Additive~, John Wiley & Sons 1989, pp. 23 ff.
Preference is given to using polyisobutylamine~
as described in EP 0 244 616, ethylenediaminetetraacet-amides and/or -imides as de~cribed in EP 0 188 786 or polyetheramines as described in EP 0 356 725, the defini-tions in these references hereby being incorporated herein by reference. The products described therein have the additional inherent advantage of being almost chlorine- or chloride-free.
The detergents mentioned usually perform well in valve and carburetor detergency, but, as mentioned earlier, they have at most a neutral effect on an engine lubricant, ie. they do not exhibit any positive effect in respect of sludge disper~al.
It is an ob~ect of the present invention to find additive formulations which in addition to their positive effect in the intake system of a gasoline engine have a ZC~972 ' - 3 - O.Z. 0050/42012 dispersing effect on oil sludge.
We have found that this object is achieved by polyisobutylamine derivatives obtained by alkoxylation of ; polyisobutylamines.
The present invention accordingly provides gasoline fuels which in addition to (A) the detergents mentioned contain small amounts, preferably from 50 to 2000 ppm, of (B) polyi~obutylamine derivatives of the formula I
i Rl R--( CH 2 ) n~N ~ CH-CH 20H
\rR
~H--CH2 m where R $8 a polyisobutyl of molecular weight 500-5000, Rl is hydrogen, methyl or ethyl, and m and n are each independently of the other zero or 1. The ratio of (A):(B) i8 in general within the range from 1:2 to 10:1.
The compounds of the formula I are prepsred by reactinq polyisobutylamines, which have preferably been obtained by hydroformylation and suboequent reductive amination of reactive polyisobutenes as described in EP A2 0 244 616, which i~ hereby expre~sly incorporated herein by reerence, with alkylene oxides in a conven-tional manner.
The polyisobutene used ha~ a molecular weight of from 500 to 5000, preferably from 800 to 1500. It i~
obtained in a known manner by cationic polymerization of isobutene, the polymer chain belng terminated by leaving in the last incorporated monomer a reactive double bond which may be utilized for the purposes of further functionallzation.
~he amine is mono- or dialkoxylated by reacting it with alkylene oxides, preferably with ethylene oxide, 2~972 - 4 ~ O.Z. 0050/42012 in a conventional manner, for example by reacting the amine in the presence of a certain proportion of water in a pressure vessel with approxLmately 1-5 times the molar amount of alkylene oxide, as described for example by S.P. McManus et al., Synth. Commun. 3 (1973), 177.
Depending on the amount of alkoxide used, monoalkoxylated or dialkoxylated amines are obtained.
We have found, surprisingly, that the alkoxyl-ation products of the formula I have not only the basic-ally known valve-cleaning effect but also a particularly positive effect on the sludge-carrying capacity of low-or no-additive engine oils, in particular when the al~ylene oxide used i8 ethylene oxide.
Suitable motor gasolines are leaded and unleaded regular and premium grades. The gasolines may also contain other components as hydrocarbons, eg. alcohols such as methanol, ethanol and tert-butanol or ethers, eg.
methyl tert-bu~yl ether. In addition to the alkoxylated polyisobutylamines to be used according to the present invention the motor fuels generally cor.tain further additives such as corrosion inhibitors, stabilizers, antioxidants and/or further detergents.
Corrosion inhibitors are usually ammonium salt~
of organic carboxylic acids which by virtue of the structure of the starting compounds tend to be film-form-ing. Amines for reducing the pH are frequently also used as corrosion inhibitorQ. The corrosion inhibitor~ for non-ferrous metals are usually heterocyclic aromatics.
Z~ 972 - 5 - O.Z. 0050/42012 Rating Engine part Base Addition of Addition value 125 ppm of of 250 ppm S polyisobutyl- of non-amine + 125 ppm ethoxylated of ethoxylated polyi~o-polyi~obutylamine butylamine Cylinder head 8.7 9.2 8.9 cover Oil distributor 8.3 9.3 8.5 pipe Cylinder head 8.3 9.5 8.5 Oil sump 8.2 9.5 8.9 Steering hous- 8.5 9.6 B.6 ing lid Mean 8.4 9.4 8.7 The table shows the advantageous effect of the polyisobutyl ethoxylate to be used according to the present invention compared with the ~tarting polyiso-butylamine. Owing to the dispersing properties of the ethoxylate it i~ possible to rai~e the average rating for the individual engine parts from 8.4 to 9.4 (max. 10). By contra~t, the u~e of polyisobutylamine does not give any improvement over the base value.
The carburetors and inlet systems of gasoline engines but also fuel intection systems for gasoline and diesel engines are increasingly exposed to contaminants due to dust particles from the air, unburnt hydrocarbon residues from the combu~tion chamber, and the crankshaft housing vent gases which are passed into the carburetor.
These residues alter the air-fuel ratio at idling speed and at the lower end of the load-carrying capacity so that the mixture becomes richer, the combustion become~ les~ complete and in turn the proportion of unburnt or incompletely combusted hydrocarbon~ in the exhaust gas increases, and the fuel consumption rises.
It i~ known that to avoid these disadvantages fuel additives are used for keeping valves and carbur-etors or in~ection systems clean (cf. for exampleM. Rossenbeck in Ratalysatoren, Ten~ide, Mineralol-additive, eds. J. Falbe, U. Hasserodt, pp. 223 f., G. Thieme Verlag, Stuttgart 1978).
Today there are two generations of such detergent type additive~, distinguished not only according to their mechanism of action but also according to their preferred site of action.
The first generation of detergent type additives was only able to prevent the formation of deposits in the manifold system but not able to remove existing deposits in the manifold system, whereas the modern additives of the ~econd generation are able to do both, haYing both a keep-clean and clean-up effect, and this, by virtue of improved thermal properties, in particular also in high temperature zones, especially at intake valves.
What is still unclear is what effect the fuel 2~972 - - 2 - o.z. 0050/42012 additives, which pass at a low rate but continuou~ly from the combustion chamber into the lubricant cycle of an engine, have on the lubricant.
In any rate/ such additives, once they have pas~ed into the lubricant, mu~t not have an adverse effect on its properties and functions. The effect of the fuel additives i8 therefore also taken into account in particular in respect of the formation and dispersing of the oil sludge. However, most existing detergents are neutral in respect of oil sludge.
If, therefore, a positive effect on the lubricant is to be obtained from the fuel or substances it con-tains, it is advisable also to include a dispersing substance in the motor fuel composition.
The detergent component used in a blend with the dispersant of the present invention can in principle be any known product suitable for this purpose, as described for example in J. Falbe, U. Hasserodt, Ratalysatoren, Tenside und Mineraloladditive, G. Thieme Verlag Stuttgart 1978, pp. 221 f., or in K. Owen, Gasoline and Diesel Fuel Additive~, John Wiley & Sons 1989, pp. 23 ff.
Preference is given to using polyisobutylamine~
as described in EP 0 244 616, ethylenediaminetetraacet-amides and/or -imides as de~cribed in EP 0 188 786 or polyetheramines as described in EP 0 356 725, the defini-tions in these references hereby being incorporated herein by reference. The products described therein have the additional inherent advantage of being almost chlorine- or chloride-free.
The detergents mentioned usually perform well in valve and carburetor detergency, but, as mentioned earlier, they have at most a neutral effect on an engine lubricant, ie. they do not exhibit any positive effect in respect of sludge disper~al.
It is an ob~ect of the present invention to find additive formulations which in addition to their positive effect in the intake system of a gasoline engine have a ZC~972 ' - 3 - O.Z. 0050/42012 dispersing effect on oil sludge.
We have found that this object is achieved by polyisobutylamine derivatives obtained by alkoxylation of ; polyisobutylamines.
The present invention accordingly provides gasoline fuels which in addition to (A) the detergents mentioned contain small amounts, preferably from 50 to 2000 ppm, of (B) polyi~obutylamine derivatives of the formula I
i Rl R--( CH 2 ) n~N ~ CH-CH 20H
\rR
~H--CH2 m where R $8 a polyisobutyl of molecular weight 500-5000, Rl is hydrogen, methyl or ethyl, and m and n are each independently of the other zero or 1. The ratio of (A):(B) i8 in general within the range from 1:2 to 10:1.
The compounds of the formula I are prepsred by reactinq polyisobutylamines, which have preferably been obtained by hydroformylation and suboequent reductive amination of reactive polyisobutenes as described in EP A2 0 244 616, which i~ hereby expre~sly incorporated herein by reerence, with alkylene oxides in a conven-tional manner.
The polyisobutene used ha~ a molecular weight of from 500 to 5000, preferably from 800 to 1500. It i~
obtained in a known manner by cationic polymerization of isobutene, the polymer chain belng terminated by leaving in the last incorporated monomer a reactive double bond which may be utilized for the purposes of further functionallzation.
~he amine is mono- or dialkoxylated by reacting it with alkylene oxides, preferably with ethylene oxide, 2~972 - 4 ~ O.Z. 0050/42012 in a conventional manner, for example by reacting the amine in the presence of a certain proportion of water in a pressure vessel with approxLmately 1-5 times the molar amount of alkylene oxide, as described for example by S.P. McManus et al., Synth. Commun. 3 (1973), 177.
Depending on the amount of alkoxide used, monoalkoxylated or dialkoxylated amines are obtained.
We have found, surprisingly, that the alkoxyl-ation products of the formula I have not only the basic-ally known valve-cleaning effect but also a particularly positive effect on the sludge-carrying capacity of low-or no-additive engine oils, in particular when the al~ylene oxide used i8 ethylene oxide.
Suitable motor gasolines are leaded and unleaded regular and premium grades. The gasolines may also contain other components as hydrocarbons, eg. alcohols such as methanol, ethanol and tert-butanol or ethers, eg.
methyl tert-bu~yl ether. In addition to the alkoxylated polyisobutylamines to be used according to the present invention the motor fuels generally cor.tain further additives such as corrosion inhibitors, stabilizers, antioxidants and/or further detergents.
Corrosion inhibitors are usually ammonium salt~
of organic carboxylic acids which by virtue of the structure of the starting compounds tend to be film-form-ing. Amines for reducing the pH are frequently also used as corrosion inhibitorQ. The corrosion inhibitor~ for non-ferrous metals are usually heterocyclic aromatics.
Z~ 972 - 5 - O.Z. 0050/42012 Rating Engine part Base Addition of Addition value 125 ppm of of 250 ppm S polyisobutyl- of non-amine + 125 ppm ethoxylated of ethoxylated polyi~o-polyi~obutylamine butylamine Cylinder head 8.7 9.2 8.9 cover Oil distributor 8.3 9.3 8.5 pipe Cylinder head 8.3 9.5 8.5 Oil sump 8.2 9.5 8.9 Steering hous- 8.5 9.6 B.6 ing lid Mean 8.4 9.4 8.7 The table shows the advantageous effect of the polyisobutyl ethoxylate to be used according to the present invention compared with the ~tarting polyiso-butylamine. Owing to the dispersing properties of the ethoxylate it i~ possible to rai~e the average rating for the individual engine parts from 8.4 to 9.4 (max. 10). By contra~t, the u~e of polyisobutylamine does not give any improvement over the base value.
Claims (6)
1. A motor fuel for gasoline engines, containing small amounts of (A) a motor fuel detergent and (B) a dispersant of the formula I
I
where R is polyisobutyl of molecular weight 500-5000, R1 is hydrogen, methyl or ethyl, and m and n are each independently of the other zero or 1.
I
where R is polyisobutyl of molecular weight 500-5000, R1 is hydrogen, methyl or ethyl, and m and n are each independently of the other zero or 1.
2. A motor fuel as claimed in claim 1, wherein the detergent (A) is selected from the group consisting of polyisobutylamines, ethylenediaminetetraacetamides, ethylenediaminetetraacetimides and polyether amines.
3. A motor fuel as claimed in claim 1, containing from 50 to 5000 ppm of detergent and of a compound of the formula I where R1 is hydrogen.
4. A motor fuel as claimed in claim 1, containing a compound of the formula I where R is polyisobutyl of molecular weight 800-1500.
5. A motor fuel as claimed in claim 1, containing a compound of the formula I prepared by hydroformylation of a polyisobutene R', reductive amination and reaction with ethylene oxide, propylene oxide or butylene oxide in the presence of water, R' being the olefin which has one hydrogen atom fewer than the radical R.
6. A motor fuel as claimed in claim 1, containing further motor fuel detergents, anti-icing agents, cor-rosion inhibitors or antioxidants.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE4035609A DE4035609A1 (en) | 1990-11-09 | 1990-11-09 | FUELS FOR OTTO ENGINES |
| DEP4035609.4 | 1990-11-09 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2054972A1 true CA2054972A1 (en) | 1992-05-10 |
Family
ID=6417913
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002054972A Abandoned CA2054972A1 (en) | 1990-11-09 | 1991-11-05 | Motor fuels for gasoline engines |
Country Status (4)
| Country | Link |
|---|---|
| EP (1) | EP0484736B1 (en) |
| CA (1) | CA2054972A1 (en) |
| DE (2) | DE4035609A1 (en) |
| ES (1) | ES2053259T3 (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5567211A (en) * | 1995-08-03 | 1996-10-22 | Texaco Inc. | Motor fuel detergent additives |
| CN103992827B (en) * | 2014-05-20 | 2016-05-18 | 美孚美斯克（泉州）化工有限公司 | A kind of lubricated antiwear and energy-saving increases the composite additive for gasoline of power |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1240700B (en) * | 1960-10-31 | 1967-05-18 | Eastman Kodak Co | Jet fuels |
| US3574576A (en) * | 1965-08-23 | 1971-04-13 | Chevron Res | Distillate fuel compositions having a hydrocarbon substituted alkylene polyamine |
| US3960515A (en) * | 1973-10-11 | 1976-06-01 | Chevron Research Company | Hydrocarbyl amine additives for distillate fuels |
| US4247301A (en) * | 1978-06-19 | 1981-01-27 | Chevron Research Company | Deposit control and dispersant additives |
| DE3500709A1 (en) * | 1985-01-11 | 1986-07-17 | Basf Ag, 6700 Ludwigshafen | FUELS FOR OTTO ENGINES |
| DE3611230A1 (en) * | 1986-04-04 | 1987-10-08 | Basf Ag | POLYBUTYL AND POLYISOBUTYLAMINE, METHOD FOR THE PRODUCTION THEREOF AND THE FUEL AND LUBRICANT COMPOSITIONS CONTAINING THE SAME |
| DE3700363A1 (en) * | 1987-01-08 | 1988-07-21 | Basf Ag | FUEL OR LUBRICANT COMPOSITION AND USE OF POLYBUTYL OR POLYISOBUTYL DERIVATIVES IN THE SAME |
| DE3826608A1 (en) * | 1988-08-05 | 1990-02-08 | Basf Ag | FUELS CONTAINING POLYETHERAMINE OR POLYETHERAMINE DERIVATIVES FOR OTTO ENGINES |
| DE3942860A1 (en) * | 1989-12-23 | 1991-06-27 | Basf Ag | Fuel for otto engine - contg. alkoxylated poly:isobutyl:amine as oil sludge dispersant |
-
1990
- 1990-11-09 DE DE4035609A patent/DE4035609A1/en not_active Withdrawn
-
1991
- 1991-10-23 ES ES91118032T patent/ES2053259T3/en not_active Expired - Lifetime
- 1991-10-23 DE DE59101671T patent/DE59101671D1/en not_active Expired - Lifetime
- 1991-10-23 EP EP91118032A patent/EP0484736B1/en not_active Expired - Lifetime
- 1991-11-05 CA CA002054972A patent/CA2054972A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| EP0484736A1 (en) | 1992-05-13 |
| DE4035609A1 (en) | 1992-05-14 |
| ES2053259T3 (en) | 1994-07-16 |
| DE59101671D1 (en) | 1994-06-23 |
| EP0484736B1 (en) | 1994-05-18 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FZDE | Discontinued |