EP0484736A1 - Combustibles pour moteurs à allumage par étincelle - Google Patents
Combustibles pour moteurs à allumage par étincelle Download PDFInfo
- Publication number
- EP0484736A1 EP0484736A1 EP91118032A EP91118032A EP0484736A1 EP 0484736 A1 EP0484736 A1 EP 0484736A1 EP 91118032 A EP91118032 A EP 91118032A EP 91118032 A EP91118032 A EP 91118032A EP 0484736 A1 EP0484736 A1 EP 0484736A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- fuels
- formula
- detergent
- contain
- hydrogen
- 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.)
- Granted
Links
- 239000000446 fuel Substances 0.000 title claims abstract description 25
- 239000003599 detergent Substances 0.000 claims description 15
- 150000001875 compounds Chemical class 0.000 claims description 7
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 7
- 238000005260 corrosion Methods 0.000 claims description 6
- 230000007797 corrosion Effects 0.000 claims description 6
- 239000001257 hydrogen Substances 0.000 claims description 5
- 229910052739 hydrogen Inorganic materials 0.000 claims description 5
- 239000003112 inhibitor Substances 0.000 claims description 5
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 4
- 229920002367 Polyisobutene Polymers 0.000 claims description 4
- 239000003963 antioxidant agent Substances 0.000 claims description 3
- 239000002270 dispersing agent Substances 0.000 claims description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 3
- 238000007037 hydroformylation reaction Methods 0.000 claims description 3
- 150000003949 imides Chemical class 0.000 claims description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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 2
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims 2
- 150000001336 alkenes Chemical class 0.000 claims 2
- 238000005576 amination reaction Methods 0.000 claims 2
- 238000006243 chemical reaction Methods 0.000 claims 2
- 239000003795 chemical substances by application Substances 0.000 claims 2
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims 2
- 239000000654 additive Substances 0.000 abstract description 11
- 239000010802 sludge Substances 0.000 abstract description 4
- 238000004140 cleaning Methods 0.000 abstract description 2
- 150000001412 amines Chemical class 0.000 description 5
- 239000003921 oil Substances 0.000 description 5
- 230000000996 additive effect Effects 0.000 description 4
- 125000002947 alkylene group Chemical group 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 239000000314 lubricant Substances 0.000 description 4
- 239000000203 mixture 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
- 238000002485 combustion reaction Methods 0.000 description 3
- 239000002816 fuel additive Substances 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
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 238000002347 injection Methods 0.000 description 2
- 239000007924 injection Substances 0.000 description 2
- 239000002480 mineral oil Substances 0.000 description 2
- 235000010446 mineral oil Nutrition 0.000 description 2
- 239000010705 motor oil Substances 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- DSCRDJXINVLPLA-UHFFFAOYSA-N C(CN)N.C(C)(=O)N Chemical class C(CN)N.C(C)(=O)N DSCRDJXINVLPLA-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- CWYNVVGOOAEACU-UHFFFAOYSA-N Fe2+ Chemical compound [Fe+2] CWYNVVGOOAEACU-UHFFFAOYSA-N 0.000 description 1
- BZLVMXJERCGZMT-UHFFFAOYSA-N Methyl tert-butyl ether Chemical compound COC(C)(C)C BZLVMXJERCGZMT-UHFFFAOYSA-N 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- 239000013543 active substance Substances 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
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 238000010538 cationic polymerization reaction Methods 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 230000003749 cleanliness Effects 0.000 description 1
- 239000000356 contaminant Substances 0.000 description 1
- 239000006280 diesel fuel additive Substances 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 238000007306 functionalization reaction Methods 0.000 description 1
- 239000003254 gasoline additive Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000006268 reductive amination reaction Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000009423 ventilation Methods 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
Definitions
- the invention relates to fuels for gasoline engines which contain small amounts of a mixture of a detergent and a mono- or dialkoxylated polyisobutylamine.
- Carburetor and intake system of gasoline engines are increasingly contaminated by contaminants caused by dust particles from the air, unburned hydrocarbon residues from the combustion chamber and the crankcase ventilation gases that are led into the carburetor.
- the first additive generation could only prevent the formation of deposits in the intake system, but not remove existing deposits in the intake system, whereas the modern additives of the second generation can do both (“keep-clean” and clean-up effect ”) and indeed, due to changed thermal properties, in particular also at zones of high temperatures, namely at the inlet valves.
- a detergent component in the mixture with the dispersant according to the invention it is possible in principle to use any known product suitable for this purpose, such as those e.g. with J. Falbe, U. Hasserodt, catalysts, surfactants and mineral oil additives, G. Thieme Verlag Stuttgart 1978, p. 221 f. or in K. Owen, Gasoline and Diesel Fuel Additives, John Wiley & Sons 1989, pp. 23 ff.
- Polyisobutylamines according to EP 0 244 616, ethylenediamine acetic acid amides and / or imides according to EP 0 188 786 or polyether amines according to EP 0 356 725 are preferably used, reference being made to the definitions in these references. Due to the manufacturing process, the products described there have the additional advantage of being almost free of chlorine or chloride.
- the detergents mentioned usually show excellent effectiveness in valve and carburetor cleanliness, but, as already mentioned above, are at best neutral, i.e. without an adverse effect on an engine lubricant, so show no positive effect with regard to a desired sludge dispersion.
- fuels for gasoline engines are, in addition to (A) the detergents mentioned (B), polyisobutylamine derivatives in small amounts, preferably in amounts of 50 to 2000 ppm, of the formula I. added, in which R is a polyisobutyl radical with a molecular weight of 500 to 5000, R1 is hydrogen, methyl or ethyl and m and n independently of one another are the numbers 0 or 1.
- the ratio of (A) to (B) is usually 1: 2 to 10: 1.
- polyisobutylamines preferably obtained by hydroformylation and subsequent reductive amination of reactive polyisobutenes according to EP-A2-0 244 616, to which reference is hereby made, are reacted with alkylene oxides in a manner known per se.
- the polyisobutene used has a molecular weight between 500 and 5000, preferably between 800 and 1500. It is obtained according to a known method by cationic polymerization of isobutene, with a reactive double bond remaining in the monomer last incorporated after termination of the polymer chain, which is used for the purpose of further functionalization can be.
- the mono- or dialkoxylation is carried out by reacting the amine with alkylene oxides, preferably with ethylene oxide, in a manner known per se, e.g. in the presence of a certain proportion of water in a pressure vessel, the amine is reacted with the approx. 1 to 5 times molar amount of alkylene oxide, e.g. at S.P. McManus et al., Synth. Commun. 3, 177 (1973). Depending on the choice of the amount of alkoxide, mono- or dialkoxylated amines are obtained.
- the alkoxylation products of the formula I in addition to their known valve cleaning action, have a particularly positive effect on the sludge-carrying capacity of weakly or not at all additive engine oils, particularly when ethylene oxide is used as the alkylene oxide.
- Leaded and unleaded regular and premium gasoline can be used as fuels for gasoline engines.
- the gasolines can also contain components other than hydrocarbons, e.g. Alcohols such as methanol, ethanol, tert. Butanol and ether, e.g. Contain methyl tertiary butyl ether.
- the fuels generally also contain additives such as corrosion inhibitors, stabilizers, antioxidants and / or other detergents.
- Corrosion inhibitors are mostly ammonium salts org. Carboxylic acids which tend to form films due to the structure of the starting compounds. Amines to lower the pH are also often found in corrosion inhibitors. Heterocyclic aromatics are mostly used as non-ferrous metal corrosion protection. Rating Engine part Basic value Add 125 ppm polyisobutylamine + 125 ppm ethoxylated polyisobutylamine Add 250 ppm of non-ethoxylated polyisobutylamine Cylinder head cover 8.7 9.2 8.9 Oil distribution pipe 8.3 9.3 8.5 Cylinder head 8.3 9.5 8.5 Oil pan 8.2 9.5 8.9 Timing case cover 8.5 9.6 8.6 Average 8.4 9.4 8.7
- the table shows the advantageous effect of the polyisobutyl ethoxylate to be used according to the invention compared to the starting polyisobutylamine.
- the dispersing properties of the ethoxylate make it possible to raise the mean value from the rating of the individual engine parts from 8.4 to 9.4 (max. 10).
- the use of polyisobutylamine does not lead to an improvement compared to the basic value.
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)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE4035609 | 1990-11-09 | ||
DE4035609A DE4035609A1 (de) | 1990-11-09 | 1990-11-09 | Kraftstoffe fuer ottomotoren |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0484736A1 true EP0484736A1 (fr) | 1992-05-13 |
EP0484736B1 EP0484736B1 (fr) | 1994-05-18 |
Family
ID=6417913
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP91118032A Expired - Lifetime EP0484736B1 (fr) | 1990-11-09 | 1991-10-23 | Combustibles pour moteurs à allumage par étincelle |
Country Status (4)
Country | Link |
---|---|
EP (1) | EP0484736B1 (fr) |
CA (1) | CA2054972A1 (fr) |
DE (2) | DE4035609A1 (fr) |
ES (1) | ES2053259T3 (fr) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1997006225A1 (fr) * | 1995-08-03 | 1997-02-20 | Texaco Development Corporation | Additifs detergents pour carburants de moteurs |
CN103992827A (zh) * | 2014-05-20 | 2014-08-20 | 美孚美斯克(泉州)化工有限公司 | 一种润滑抗磨节能增加动力的汽油添加剂组合物 |
Citations (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1083610A (en) * | 1965-08-23 | 1967-09-20 | Chevron Res | Hydrocarbyl amine additives |
US3407051A (en) * | 1960-10-31 | 1968-10-22 | Eastman Kodak Co | Thermally stabilized, liquid hydrocarbon fuels |
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 |
EP0188786A1 (fr) * | 1985-01-11 | 1986-07-30 | BASF Aktiengesellschaft | Carburants pour moteurs |
EP0244616A2 (fr) * | 1986-04-04 | 1987-11-11 | BASF Aktiengesellschaft | Polybutène et polyisobutèneamine, leur procédé de préparation et compositions de combustibles et de lubrifiants qui les contiennent |
EP0277345A1 (fr) * | 1987-01-08 | 1988-08-10 | BASF Aktiengesellschaft | Composition de carburant ou de lubrifiant, contenant des dérivés de polybutyl ou polyisobutyl |
EP0356725A1 (fr) * | 1988-08-05 | 1990-03-07 | BASF Aktiengesellschaft | Carburants pour moteurs à allumage par étincelle contenant des polyétheramines ou des dérivés de polyétheramines |
DE3942860A1 (de) * | 1989-12-23 | 1991-06-27 | Basf Ag | Kraftstoffe fuer ottomotoren |
-
1990
- 1990-11-09 DE DE4035609A patent/DE4035609A1/de not_active Withdrawn
-
1991
- 1991-10-23 EP EP91118032A patent/EP0484736B1/fr not_active Expired - Lifetime
- 1991-10-23 DE DE59101671T patent/DE59101671D1/de not_active Expired - Lifetime
- 1991-10-23 ES ES91118032T patent/ES2053259T3/es not_active Expired - Lifetime
- 1991-11-05 CA CA002054972A patent/CA2054972A1/fr not_active Abandoned
Patent Citations (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3407051A (en) * | 1960-10-31 | 1968-10-22 | Eastman Kodak Co | Thermally stabilized, liquid hydrocarbon fuels |
GB1083610A (en) * | 1965-08-23 | 1967-09-20 | Chevron Res | Hydrocarbyl amine additives |
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 |
EP0188786A1 (fr) * | 1985-01-11 | 1986-07-30 | BASF Aktiengesellschaft | Carburants pour moteurs |
EP0244616A2 (fr) * | 1986-04-04 | 1987-11-11 | BASF Aktiengesellschaft | Polybutène et polyisobutèneamine, leur procédé de préparation et compositions de combustibles et de lubrifiants qui les contiennent |
EP0277345A1 (fr) * | 1987-01-08 | 1988-08-10 | BASF Aktiengesellschaft | Composition de carburant ou de lubrifiant, contenant des dérivés de polybutyl ou polyisobutyl |
EP0356725A1 (fr) * | 1988-08-05 | 1990-03-07 | BASF Aktiengesellschaft | Carburants pour moteurs à allumage par étincelle contenant des polyétheramines ou des dérivés de polyétheramines |
DE3942860A1 (de) * | 1989-12-23 | 1991-06-27 | Basf Ag | Kraftstoffe fuer ottomotoren |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1997006225A1 (fr) * | 1995-08-03 | 1997-02-20 | Texaco Development Corporation | Additifs detergents pour carburants de moteurs |
CN103992827A (zh) * | 2014-05-20 | 2014-08-20 | 美孚美斯克(泉州)化工有限公司 | 一种润滑抗磨节能增加动力的汽油添加剂组合物 |
CN103992827B (zh) * | 2014-05-20 | 2016-05-18 | 美孚美斯克(泉州)化工有限公司 | 一种润滑抗磨节能增加动力的汽油添加剂组合物 |
Also Published As
Publication number | Publication date |
---|---|
DE4035609A1 (de) | 1992-05-14 |
ES2053259T3 (es) | 1994-07-16 |
EP0484736B1 (fr) | 1994-05-18 |
DE59101671D1 (de) | 1994-06-23 |
CA2054972A1 (fr) | 1992-05-10 |
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