EP0938535A1 - Detergent and anti-corrosive additive for fuels and fuel composition - Google Patents
Detergent and anti-corrosive additive for fuels and fuel compositionInfo
- Publication number
- EP0938535A1 EP0938535A1 EP97919109A EP97919109A EP0938535A1 EP 0938535 A1 EP0938535 A1 EP 0938535A1 EP 97919109 A EP97919109 A EP 97919109A EP 97919109 A EP97919109 A EP 97919109A EP 0938535 A1 EP0938535 A1 EP 0938535A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- compound
- anhydride
- additive
- additive according
- detergent
- 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
- 239000000654 additive Substances 0.000 title claims abstract description 51
- 230000000996 additive effect Effects 0.000 title claims abstract description 23
- 239000000446 fuel Substances 0.000 title claims abstract description 22
- 239000003599 detergent Substances 0.000 title claims abstract description 18
- 239000000203 mixture Substances 0.000 title claims description 14
- 150000001875 compounds Chemical class 0.000 claims abstract description 25
- 150000008064 anhydrides Chemical class 0.000 claims abstract description 23
- 229920000768 polyamine Polymers 0.000 claims abstract description 16
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 11
- 229940126062 Compound A Drugs 0.000 claims abstract description 5
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 claims abstract description 5
- 150000001408 amides Chemical class 0.000 claims abstract description 5
- 150000003949 imides Chemical group 0.000 claims abstract description 5
- LVTJOONKWUXEFR-FZRMHRINSA-N protoneodioscin Natural products O(C[C@@H](CC[C@]1(O)[C@H](C)[C@@H]2[C@]3(C)[C@H]([C@H]4[C@@H]([C@]5(C)C(=CC4)C[C@@H](O[C@@H]4[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@@H](O)[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@H](CO)O4)CC5)CC3)C[C@@H]2O1)C)[C@H]1[C@H](O)[C@H](O)[C@H](O)[C@@H](CO)O1 LVTJOONKWUXEFR-FZRMHRINSA-N 0.000 claims abstract description 5
- 238000002156 mixing Methods 0.000 claims abstract description 4
- 238000005260 corrosion Methods 0.000 claims description 15
- 239000002283 diesel fuel Substances 0.000 claims description 7
- FAGUFWYHJQFNRV-UHFFFAOYSA-N tetraethylenepentamine Chemical compound NCCNCCNCCNCCN FAGUFWYHJQFNRV-UHFFFAOYSA-N 0.000 claims description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 5
- 238000009833 condensation Methods 0.000 claims description 5
- 230000005494 condensation Effects 0.000 claims description 5
- 238000004821 distillation Methods 0.000 claims description 5
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 claims description 4
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 claims description 4
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 claims description 3
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 3
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 3
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims description 3
- 239000003960 organic solvent Substances 0.000 claims description 3
- 229940072033 potash Drugs 0.000 claims description 3
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 claims description 3
- 235000015320 potassium carbonate Nutrition 0.000 claims description 3
- 238000010992 reflux Methods 0.000 claims description 3
- 239000002904 solvent Substances 0.000 claims description 3
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims description 3
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 3
- VILCJCGEZXAXTO-UHFFFAOYSA-N 2,2,2-tetramine Chemical compound NCCNCCNCCN VILCJCGEZXAXTO-UHFFFAOYSA-N 0.000 claims description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 2
- FALRKNHUBBKYCC-UHFFFAOYSA-N 2-(chloromethyl)pyridine-3-carbonitrile Chemical compound ClCC1=NC=CC=C1C#N FALRKNHUBBKYCC-UHFFFAOYSA-N 0.000 claims description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 2
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 claims description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- 239000001361 adipic acid Substances 0.000 claims description 2
- 235000011037 adipic acid Nutrition 0.000 claims description 2
- 125000003342 alkenyl group Chemical group 0.000 claims description 2
- 238000009835 boiling Methods 0.000 claims description 2
- 239000010779 crude oil Substances 0.000 claims description 2
- 239000001530 fumaric acid Substances 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- 229940014800 succinic anhydride Drugs 0.000 claims description 2
- 229960001124 trientine Drugs 0.000 claims description 2
- RINCXYDBBGOEEQ-UHFFFAOYSA-N succinic anhydride Chemical class O=C1CCC(=O)O1 RINCXYDBBGOEEQ-UHFFFAOYSA-N 0.000 claims 3
- WVRNUXJQQFPNMN-VAWYXSNFSA-N 3-[(e)-dodec-1-enyl]oxolane-2,5-dione Chemical compound CCCCCCCCCC\C=C\C1CC(=O)OC1=O WVRNUXJQQFPNMN-VAWYXSNFSA-N 0.000 claims 1
- KAYAKFYASWYOEB-ISLYRVAYSA-N 3-[(e)-octadec-1-enyl]oxolane-2,5-dione Chemical compound CCCCCCCCCCCCCCCC\C=C\C1CC(=O)OC1=O KAYAKFYASWYOEB-ISLYRVAYSA-N 0.000 claims 1
- 150000007513 acids Chemical class 0.000 claims 1
- 238000006482 condensation reaction Methods 0.000 claims 1
- 230000008030 elimination Effects 0.000 claims 1
- 238000003379 elimination reaction Methods 0.000 claims 1
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 1
- GKQPCPXONLDCMU-CCEZHUSRSA-N lacidipine Chemical compound CCOC(=O)C1=C(C)NC(C)=C(C(=O)OCC)C1C1=CC=CC=C1\C=C\C(=O)OC(C)(C)C GKQPCPXONLDCMU-CCEZHUSRSA-N 0.000 claims 1
- 239000001384 succinic acid Substances 0.000 claims 1
- 238000000034 method Methods 0.000 description 6
- 230000001588 bifunctional effect Effects 0.000 description 5
- 230000015572 biosynthetic process Effects 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 150000001336 alkenes Chemical class 0.000 description 4
- 238000004140 cleaning Methods 0.000 description 4
- -1 ethylene, propylene, n-butene Chemical class 0.000 description 4
- 150000002430 hydrocarbons Chemical group 0.000 description 4
- 239000008096 xylene Substances 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 3
- 230000007797 corrosion Effects 0.000 description 3
- 229930195733 hydrocarbon Natural products 0.000 description 3
- 239000000314 lubricant Substances 0.000 description 3
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 3
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 2
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 2
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical compound CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- 229920002367 Polyisobutene Polymers 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 238000009825 accumulation Methods 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- WOFPPJOZXUTRAU-UHFFFAOYSA-N octan-4-ol Chemical compound CCCCC(O)CCC WOFPPJOZXUTRAU-UHFFFAOYSA-N 0.000 description 2
- 230000002195 synergetic effect Effects 0.000 description 2
- 150000003738 xylenes Chemical class 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 1
- 238000004566 IR spectroscopy Methods 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- 230000001133 acceleration Effects 0.000 description 1
- 239000011149 active material Substances 0.000 description 1
- 150000001491 aromatic compounds Chemical class 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 238000010533 azeotropic distillation Methods 0.000 description 1
- SNCZNSNPXMPCGN-UHFFFAOYSA-N butanediamide Chemical group NC(=O)CCC(N)=O SNCZNSNPXMPCGN-UHFFFAOYSA-N 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical class O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 230000003749 cleanliness Effects 0.000 description 1
- 238000002485 combustion reaction Methods 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 125000005066 dodecenyl group Chemical group C(=CCCCCCCCCCC)* 0.000 description 1
- 239000003344 environmental pollutant Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000003517 fume Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 238000009434 installation Methods 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229940014569 pentam Drugs 0.000 description 1
- YBVNFKZSMZGRAD-UHFFFAOYSA-N pentamidine isethionate Chemical compound OCCS(O)(=O)=O.OCCS(O)(=O)=O.C1=CC(C(=N)N)=CC=C1OCCCCCOC1=CC=C(C(N)=N)C=C1 YBVNFKZSMZGRAD-UHFFFAOYSA-N 0.000 description 1
- WEYVCQFUGFRXOM-UHFFFAOYSA-N perazine Chemical compound C1CN(C)CCN1CCCN1C2=CC=CC=C2SC2=CC=CC=C21 WEYVCQFUGFRXOM-UHFFFAOYSA-N 0.000 description 1
- 229960002195 perazine Drugs 0.000 description 1
- 231100000719 pollutant Toxicity 0.000 description 1
- 229920001281 polyalkylene Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000003449 preventive effect Effects 0.000 description 1
- 239000013535 sea water Substances 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- 230000007928 solubilization Effects 0.000 description 1
- 238000005063 solubilization Methods 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 239000013638 trimer Substances 0.000 description 1
- 238000009834 vaporization Methods 0.000 description 1
- 230000008016 vaporization Effects 0.000 description 1
- 239000004711 α-olefin 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
-
- 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
- C10L1/222—Organic compounds containing nitrogen containing at least one carbon-to-nitrogen single bond
- C10L1/224—Amides; Imides carboxylic acid amides, imides
-
- 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
- C10L1/221—Organic compounds containing nitrogen compounds of uncertain formula; reaction products where mixtures of compounds are obtained
-
- 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
- C10L1/2383—Polyamines or polyimines, or derivatives thereof (poly)amines and imines; derivatives thereof (substituted by a macromolecular group containing 30C)
-
- 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
- C10L10/00—Use of additives to fuels or fires for particular purposes
- C10L10/04—Use of additives to fuels or fires for particular purposes for minimising corrosion or incrustation
-
- 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
- C10L10/00—Use of additives to fuels or fires for particular purposes
- C10L10/18—Use of additives to fuels or fires for particular purposes use of detergents or dispersants for purposes not provided for in groups C10L10/02 - C10L10/16
Landscapes
- Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Engineering & Computer Science (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Combustion & Propulsion (AREA)
- Solid Fuels And Fuel-Associated Substances (AREA)
- Liquid Carbonaceous Fuels (AREA)
- Preventing Corrosion Or Incrustation Of Metals (AREA)
- Lubricants (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
Abstract
Description
Claims
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR9611388A FR2753455B1 (en) | 1996-09-18 | 1996-09-18 | DETERGENT AND ANTI-CORROSION ADDITIVE FOR FUELS AND FUEL COMPOSITION |
FR9611388 | 1996-09-18 | ||
PCT/FR1997/001634 WO1998012283A1 (en) | 1996-09-18 | 1997-09-17 | Detergent and anti-corrosive additive for fuels and fuel composition |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0938535A1 true EP0938535A1 (en) | 1999-09-01 |
EP0938535B1 EP0938535B1 (en) | 2002-03-06 |
Family
ID=9495858
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP97919109A Expired - Lifetime EP0938535B1 (en) | 1996-09-18 | 1997-09-17 | Detergent and anti-corrosive additive for fuels and fuel composition |
Country Status (16)
Country | Link |
---|---|
US (1) | US6083287A (en) |
EP (1) | EP0938535B1 (en) |
JP (1) | JP3763584B2 (en) |
KR (1) | KR100467280B1 (en) |
AT (1) | ATE214085T1 (en) |
BR (1) | BR9713201A (en) |
CA (1) | CA2266522C (en) |
DE (1) | DE69710913T2 (en) |
DK (1) | DK0938535T3 (en) |
ES (1) | ES2170386T3 (en) |
FR (1) | FR2753455B1 (en) |
HU (1) | HU223377B1 (en) |
MY (1) | MY116976A (en) |
PT (1) | PT938535E (en) |
RU (1) | RU2165448C2 (en) |
WO (1) | WO1998012283A1 (en) |
Cited By (26)
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WO2010073233A2 (en) | 2008-12-23 | 2010-07-01 | Total Raffinage Marketing | Diesel fuel for a diesel engine with high carbon from renewable sources and oxygen contents |
WO2011001352A1 (en) | 2009-07-03 | 2011-01-06 | Total Raffinage Marketing | Ethylene/vinyl acetate/unsaturated esters terpolymer as an additive for improving the resistance to cold of liquid hydrocarbons such as middle distillates and fuels |
WO2012085865A1 (en) | 2010-12-23 | 2012-06-28 | Total Raffinage Marketing | Modified alkyl-phenol-aldehyde resins, use thereof as additives for improving the properties of liquid hydrocarbon fuels in cold conditions |
WO2012107454A1 (en) | 2011-02-08 | 2012-08-16 | Total Raffinage Marketing | Liquid compositions for marking liquid hydrocarbon-based fuels and combustibles, fuels and combustibles containing the same and process for detecting the markers |
WO2013120985A1 (en) | 2012-02-17 | 2013-08-22 | Total Raffinage Marketing | Additives for improving the resistance to wear and to lacquering of diesel or biodiesel fuels |
WO2013189868A1 (en) | 2012-06-19 | 2013-12-27 | Total Marketing Services | Additive compositions and use thereof for improving the cold properties of fuels and combustibles |
WO2014029770A1 (en) | 2012-08-22 | 2014-02-27 | Total Marketing Services | Additives that improve the wear resistance and lacquering resistance of diesel or biodiesel fuels |
WO2014096326A1 (en) | 2012-12-21 | 2014-06-26 | Total Marketing Services | Use of a viscosifying compound for improving the storage stability of a liquid hydrocarbonated fuel |
WO2014096323A1 (en) | 2012-12-21 | 2014-06-26 | Total Marketing Services | Gelled hydrocarbon-based fuel composition and process for preparing such a composition |
WO2014173844A1 (en) | 2013-04-25 | 2014-10-30 | Total Marketing Services | Additive for improving the oxidation-stability and/or storage-stability of liquid hydrocarbon fuels or oxidizers |
WO2015181013A1 (en) | 2014-05-28 | 2015-12-03 | Total Marketing Services | Gelled composition of liquid hydrocarbon fuel and method for preparing such a composition |
EP3056527A1 (en) | 2015-02-11 | 2016-08-17 | Total Marketing Services | Block copolymers and use thereof for improving the cold properties of fuels |
EP3056526A1 (en) | 2015-02-11 | 2016-08-17 | Total Marketing Services | Block copolymers and use thereof for improving the cold properties of fuels |
EP3144059A1 (en) | 2015-09-16 | 2017-03-22 | Total Marketing Services | Method for preparing microcapsules by double emulsion |
WO2018015667A1 (en) | 2016-07-21 | 2018-01-25 | Total Marketing Services | Use of copolymers to improve the properties of fuels when cold |
WO2018033684A1 (en) | 2016-08-18 | 2018-02-22 | Total Marketing Services | Method for manufacturing a lubricity additive for fuel having a low sulfur content |
WO2019121485A1 (en) | 2017-12-21 | 2019-06-27 | Total Marketing Services | Use of crosslinked polymers for lowering the cold filter plugging point of fuels |
WO2019229331A1 (en) | 2018-05-29 | 2019-12-05 | Total Marketing Services | Fuel composition and method for operating an internal combustion engine |
WO2020043618A1 (en) | 2018-08-28 | 2020-03-05 | Total Marketing Services | Use of specific copolymers for improving the cold properties of fuels or combustibles |
WO2020043619A1 (en) | 2018-08-28 | 2020-03-05 | Total Marketing Services | Composition of additives, comprising at least one copolymer, one cold-flow improver and one anti-settling additive |
WO2020141126A1 (en) | 2019-01-04 | 2020-07-09 | Total Marketing Services | Use of specific copolymers for lowering the cold filter plugging point of fuels |
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EP1967568A1 (en) * | 2007-02-28 | 2008-09-10 | Basf Se | Polyisobutyl succinic acid anhydride derivatives as corrosion inhibitors in fuels |
GB0714725D0 (en) * | 2007-07-28 | 2007-09-05 | Innospec Ltd | Fuel oil compositions and additives therefor |
FR2925909B1 (en) * | 2007-12-26 | 2010-09-17 | Total France | BIFUNCTIONAL ADDITIVES FOR LIQUID HYDROCARBONS OBTAINED BY GRAFTING FROM COPOLYMERS OF ETHYLENE AND / OR PROPYLENE AND VINYL ESTERS |
FR2925916B1 (en) * | 2007-12-28 | 2010-11-12 | Total France | VINYL ETHYLENE / UNSATURATED TERPOLYMER / UNSATURATED ESTERS AS AN ADDITIVE TO ENHANCE COLD LIQUID HYDROCARBONS LIKE MEDIUM DISTILLATES AND FUELS OR COMBUSTIBLES |
FR2943678B1 (en) | 2009-03-25 | 2011-06-03 | Total Raffinage Marketing | LOW MOLECULAR WEIGHT (METH) ACRYLIC POLYMERS, FREE FROM SULFUR, METAL AND HALOGEN COMPOUNDS AND LOW RESIDUAL MONOMER RATES, PREPARATION METHOD AND USES THEREOF |
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RU2539307C1 (en) * | 2013-06-07 | 2015-01-20 | Государственное научное учреждение Всероссийский научно-исследовательский институт механизации сельского хозяйства Российской академии сельскохозяйственных наук (ГНУ ВИМ Россельхозакадемии) | Method for reducing formation of scale in engine operating on fuel from vegetable oil |
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Also Published As
Publication number | Publication date |
---|---|
DK0938535T3 (en) | 2002-06-24 |
BR9713201A (en) | 2000-04-04 |
HUP9903777A3 (en) | 2001-10-29 |
ATE214085T1 (en) | 2002-03-15 |
CA2266522C (en) | 2005-07-26 |
PT938535E (en) | 2002-08-30 |
DE69710913D1 (en) | 2002-04-11 |
WO1998012283A1 (en) | 1998-03-26 |
KR100467280B1 (en) | 2005-01-24 |
MY116976A (en) | 2004-04-30 |
CA2266522A1 (en) | 1998-03-26 |
KR20000036209A (en) | 2000-06-26 |
FR2753455B1 (en) | 1998-12-24 |
JP2001503081A (en) | 2001-03-06 |
EP0938535B1 (en) | 2002-03-06 |
HUP9903777A2 (en) | 2000-04-28 |
US6083287A (en) | 2000-07-04 |
ES2170386T3 (en) | 2002-08-01 |
RU2165448C2 (en) | 2001-04-20 |
DE69710913T2 (en) | 2002-10-31 |
HU223377B1 (en) | 2004-06-28 |
FR2753455A1 (en) | 1998-03-20 |
JP3763584B2 (en) | 2006-04-05 |
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