EP3918038A1 - Composition de carburant à base d'hydrocarbures paraffiniques - Google Patents
Composition de carburant à base d'hydrocarbures paraffiniquesInfo
- Publication number
- EP3918038A1 EP3918038A1 EP20701076.0A EP20701076A EP3918038A1 EP 3918038 A1 EP3918038 A1 EP 3918038A1 EP 20701076 A EP20701076 A EP 20701076A EP 3918038 A1 EP3918038 A1 EP 3918038A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- weight
- ppm
- chosen
- composition
- group
- 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.)
- Pending
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 93
- 239000000446 fuel Substances 0.000 title claims abstract description 47
- 229930195733 hydrocarbon Natural products 0.000 title claims abstract description 40
- 150000002430 hydrocarbons Chemical class 0.000 title claims abstract description 34
- 239000000654 additive Substances 0.000 claims abstract description 60
- 230000000996 additive effect Effects 0.000 claims abstract description 38
- 150000003242 quaternary ammonium salts Chemical class 0.000 claims abstract description 14
- 239000012188 paraffin wax Substances 0.000 claims abstract description 12
- 238000004821 distillation Methods 0.000 claims abstract description 9
- -1 nitrogen-containing compound Chemical class 0.000 claims description 80
- 150000001875 compounds Chemical class 0.000 claims description 40
- 229910052757 nitrogen Inorganic materials 0.000 claims description 27
- 239000004215 Carbon black (E152) Substances 0.000 claims description 23
- 125000004432 carbon atom Chemical group C* 0.000 claims description 20
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 20
- 239000003795 chemical substances by application Substances 0.000 claims description 19
- 150000001412 amines Chemical class 0.000 claims description 17
- 125000000217 alkyl group Chemical group 0.000 claims description 16
- 238000006243 chemical reaction Methods 0.000 claims description 16
- 150000003512 tertiary amines Chemical group 0.000 claims description 16
- 238000005260 corrosion Methods 0.000 claims description 14
- 239000003963 antioxidant agent Substances 0.000 claims description 13
- 229910052751 metal Inorganic materials 0.000 claims description 12
- 239000002184 metal Substances 0.000 claims description 12
- 230000007797 corrosion Effects 0.000 claims description 11
- 238000005956 quaternization reaction Methods 0.000 claims description 11
- 150000001298 alcohols Chemical class 0.000 claims description 8
- 239000008158 vegetable oil Substances 0.000 claims description 8
- 125000001931 aliphatic group Chemical group 0.000 claims description 7
- 150000003141 primary amines Chemical class 0.000 claims description 7
- 150000003335 secondary amines Chemical class 0.000 claims description 7
- 235000015112 vegetable and seed oil Nutrition 0.000 claims description 7
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 6
- RURPJGZXBHYNEM-UHFFFAOYSA-N 2-[2-[(2-hydroxyphenyl)methylideneamino]propyliminomethyl]phenol Chemical compound C=1C=CC=C(O)C=1C=NC(C)CN=CC1=CC=CC=C1O RURPJGZXBHYNEM-UHFFFAOYSA-N 0.000 claims description 5
- 230000003078 antioxidant effect Effects 0.000 claims description 5
- 239000002738 chelating agent Substances 0.000 claims description 5
- 239000002283 diesel fuel Substances 0.000 claims description 5
- XBPCUCUWBYBCDP-UHFFFAOYSA-N Dicyclohexylamine Chemical compound C1CCCCC1NC1CCCCC1 XBPCUCUWBYBCDP-UHFFFAOYSA-N 0.000 claims description 4
- 125000002947 alkylene group Chemical group 0.000 claims description 3
- 150000004982 aromatic amines Chemical class 0.000 claims description 3
- 230000001590 oxidative effect Effects 0.000 claims description 3
- 150000008064 anhydrides Chemical class 0.000 claims description 2
- 125000001425 triazolyl group Chemical group 0.000 claims 2
- 239000002530 phenolic antioxidant Substances 0.000 abstract description 3
- 229920002367 Polyisobutene Polymers 0.000 description 22
- 239000003981 vehicle Substances 0.000 description 16
- 229940014800 succinic anhydride Drugs 0.000 description 13
- FALRKNHUBBKYCC-UHFFFAOYSA-N 2-(chloromethyl)pyridine-3-carbonitrile Chemical compound ClCC1=NC=CC=C1C#N FALRKNHUBBKYCC-UHFFFAOYSA-N 0.000 description 12
- 150000002148 esters Chemical class 0.000 description 11
- 239000002253 acid Substances 0.000 description 9
- 125000003118 aryl group Chemical group 0.000 description 8
- 239000000047 product Substances 0.000 description 8
- 238000000034 method Methods 0.000 description 7
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 7
- 150000003852 triazoles Chemical group 0.000 description 7
- 230000003647 oxidation Effects 0.000 description 6
- 238000007254 oxidation reaction Methods 0.000 description 6
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Natural products OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 5
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 5
- 239000007795 chemical reaction product Substances 0.000 description 5
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Natural products OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 5
- 239000003599 detergent Substances 0.000 description 5
- 238000003860 storage Methods 0.000 description 5
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 4
- 125000003342 alkenyl group Chemical group 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- 150000001733 carboxylic acid esters Chemical class 0.000 description 4
- 238000002347 injection Methods 0.000 description 4
- 239000007924 injection Substances 0.000 description 4
- OSWPMRLSEDHDFF-UHFFFAOYSA-N methyl salicylate Chemical compound COC(=O)C1=CC=CC=C1O OSWPMRLSEDHDFF-UHFFFAOYSA-N 0.000 description 4
- 229940042055 systemic antimycotics triazole derivative Drugs 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- 101100401000 Saccharomyces cerevisiae MEL2 gene Proteins 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 3
- 125000002877 alkyl aryl group Chemical group 0.000 description 3
- 150000001408 amides Chemical class 0.000 description 3
- MDFFNEOEWAXZRQ-UHFFFAOYSA-N aminyl Chemical compound [NH2] MDFFNEOEWAXZRQ-UHFFFAOYSA-N 0.000 description 3
- 125000003710 aryl alkyl group Chemical group 0.000 description 3
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 3
- IUNMPGNGSSIWFP-UHFFFAOYSA-N dimethylaminopropylamine Chemical compound CN(C)CCCN IUNMPGNGSSIWFP-UHFFFAOYSA-N 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
- 230000014509 gene expression Effects 0.000 description 3
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 150000002739 metals Chemical class 0.000 description 3
- 125000004433 nitrogen atom Chemical group N* 0.000 description 3
- XNGIFLGASWRNHJ-UHFFFAOYSA-N o-dicarboxybenzene Natural products OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 239000003586 protic polar solvent Substances 0.000 description 3
- 229910052717 sulfur Inorganic materials 0.000 description 3
- 239000011593 sulfur Substances 0.000 description 3
- IBHWREHFNDMRPR-UHFFFAOYSA-N 2,4,6-Trihydroxybenzoic acid Chemical compound OC(=O)C1=C(O)C=C(O)C=C1O IBHWREHFNDMRPR-UHFFFAOYSA-N 0.000 description 2
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 2
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 2
- LOMVENUNSWAXEN-UHFFFAOYSA-N Methyl oxalate Chemical compound COC(=O)C(=O)OC LOMVENUNSWAXEN-UHFFFAOYSA-N 0.000 description 2
- AWMVMTVKBNGEAK-UHFFFAOYSA-N Styrene oxide Chemical compound C1OC1C1=CC=CC=C1 AWMVMTVKBNGEAK-UHFFFAOYSA-N 0.000 description 2
- BGNXCDMCOKJUMV-UHFFFAOYSA-N Tert-Butylhydroquinone Chemical compound CC(C)(C)C1=CC(O)=CC=C1O BGNXCDMCOKJUMV-UHFFFAOYSA-N 0.000 description 2
- 150000001335 aliphatic alkanes Chemical class 0.000 description 2
- 150000001350 alkyl halides Chemical class 0.000 description 2
- 125000003277 amino group Chemical group 0.000 description 2
- 239000002518 antifoaming agent Substances 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical class OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 2
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 2
- 150000001732 carboxylic acid derivatives Chemical group 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- 238000004140 cleaning Methods 0.000 description 2
- 239000003240 coconut oil Substances 0.000 description 2
- 235000019864 coconut oil Nutrition 0.000 description 2
- 238000002485 combustion reaction Methods 0.000 description 2
- 238000010276 construction Methods 0.000 description 2
- 239000002826 coolant Substances 0.000 description 2
- 238000005520 cutting process Methods 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- VAYGXNSJCAHWJZ-UHFFFAOYSA-N dimethyl sulfate Chemical compound COS(=O)(=O)OC VAYGXNSJCAHWJZ-UHFFFAOYSA-N 0.000 description 2
- 125000002573 ethenylidene group Chemical group [*]=C=C([H])[H] 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 239000013505 freshwater Substances 0.000 description 2
- 150000004820 halides Chemical class 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- 239000011976 maleic acid Substances 0.000 description 2
- 229960001047 methyl salicylate Drugs 0.000 description 2
- 239000003607 modifier Substances 0.000 description 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 2
- 229910017464 nitrogen compound Inorganic materials 0.000 description 2
- 150000002830 nitrogen compounds Chemical class 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 235000019198 oils Nutrition 0.000 description 2
- 235000006408 oxalic acid Nutrition 0.000 description 2
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 2
- 239000003208 petroleum Substances 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 229920001296 polysiloxane Polymers 0.000 description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 2
- WQGWDDDVZFFDIG-UHFFFAOYSA-N pyrogallol Chemical compound OC1=CC=CC(O)=C1O WQGWDDDVZFFDIG-UHFFFAOYSA-N 0.000 description 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 2
- 125000000547 substituted alkyl group Chemical group 0.000 description 2
- 125000003107 substituted aryl group Chemical group 0.000 description 2
- KZNICNPSHKQLFF-UHFFFAOYSA-N succinimide Chemical compound O=C1CCC(=O)N1 KZNICNPSHKQLFF-UHFFFAOYSA-N 0.000 description 2
- 238000010998 test method Methods 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- 235000013311 vegetables Nutrition 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- MJYQFWSXKFLTAY-OVEQLNGDSA-N (2r,3r)-2,3-bis[(4-hydroxy-3-methoxyphenyl)methyl]butane-1,4-diol;(2r,3r,4s,5s,6r)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O.C1=C(O)C(OC)=CC(C[C@@H](CO)[C@H](CO)CC=2C=C(OC)C(O)=CC=2)=C1 MJYQFWSXKFLTAY-OVEQLNGDSA-N 0.000 description 1
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 description 1
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 description 1
- 125000001399 1,2,3-triazolyl group Chemical group N1N=NC(=C1)* 0.000 description 1
- 125000001376 1,2,4-triazolyl group Chemical group N1N=C(N=C1)* 0.000 description 1
- AZZDBAMLOMKUQR-UHFFFAOYSA-N 1-(diethylamino)butan-1-ol Chemical compound CCCC(O)N(CC)CC AZZDBAMLOMKUQR-UHFFFAOYSA-N 0.000 description 1
- VKKTUDKKYOOLGG-UHFFFAOYSA-N 1-(diethylamino)propan-1-ol Chemical compound CCC(O)N(CC)CC VKKTUDKKYOOLGG-UHFFFAOYSA-N 0.000 description 1
- RZRNAYUHWVFMIP-KTKRTIGZSA-N 1-oleoylglycerol Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC(O)CO RZRNAYUHWVFMIP-KTKRTIGZSA-N 0.000 description 1
- GSONHGLQHNTBED-UHFFFAOYSA-N 2,2,3,3-tetrakis(prop-2-enyl)butanedioic acid Chemical compound C=CCC(C(=O)O)(CC=C)C(CC=C)(CC=C)C(O)=O GSONHGLQHNTBED-UHFFFAOYSA-N 0.000 description 1
- OPLCSTZDXXUYDU-UHFFFAOYSA-N 2,4-dimethyl-6-tert-butylphenol Chemical compound CC1=CC(C)=C(O)C(C(C)(C)C)=C1 OPLCSTZDXXUYDU-UHFFFAOYSA-N 0.000 description 1
- HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 description 1
- YSAANLSYLSUVHB-UHFFFAOYSA-N 2-[2-(dimethylamino)ethoxy]ethanol Chemical compound CN(C)CCOCCO YSAANLSYLSUVHB-UHFFFAOYSA-N 0.000 description 1
- BFSVOASYOCHEOV-UHFFFAOYSA-N 2-diethylaminoethanol Chemical compound CCN(CC)CCO BFSVOASYOCHEOV-UHFFFAOYSA-N 0.000 description 1
- DHTAIMJOUCYGOL-UHFFFAOYSA-N 2-ethyl-n-(2-ethylhexyl)-n-[(4-methylbenzotriazol-1-yl)methyl]hexan-1-amine Chemical compound C1=CC=C2N(CN(CC(CC)CCCC)CC(CC)CCCC)N=NC2=C1C DHTAIMJOUCYGOL-UHFFFAOYSA-N 0.000 description 1
- NKRVGWFEFKCZAP-UHFFFAOYSA-N 2-ethylhexyl nitrate Chemical compound CCCCC(CC)CO[N+]([O-])=O NKRVGWFEFKCZAP-UHFFFAOYSA-N 0.000 description 1
- MBIQENSCDNJOIY-UHFFFAOYSA-N 2-hydroxy-2-methylbutyric acid Chemical compound CCC(C)(O)C(O)=O MBIQENSCDNJOIY-UHFFFAOYSA-N 0.000 description 1
- SLAMLWHELXOEJZ-UHFFFAOYSA-N 2-nitrobenzoic acid Chemical compound OC(=O)C1=CC=CC=C1[N+]([O-])=O SLAMLWHELXOEJZ-UHFFFAOYSA-N 0.000 description 1
- PYSGFFTXMUWEOT-UHFFFAOYSA-N 3-(dimethylamino)propan-1-ol Chemical compound CN(C)CCCO PYSGFFTXMUWEOT-UHFFFAOYSA-N 0.000 description 1
- UIKUBYKUYUSRSM-UHFFFAOYSA-N 3-morpholinopropylamine Chemical compound NCCCN1CCOCC1 UIKUBYKUYUSRSM-UHFFFAOYSA-N 0.000 description 1
- MDWVSAYEQPLWMX-UHFFFAOYSA-N 4,4'-Methylenebis(2,6-di-tert-butylphenol) Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 MDWVSAYEQPLWMX-UHFFFAOYSA-N 0.000 description 1
- ALYNCZNDIQEVRV-UHFFFAOYSA-N 4-aminobenzoic acid Chemical compound NC1=CC=C(C(O)=O)C=C1 ALYNCZNDIQEVRV-UHFFFAOYSA-N 0.000 description 1
- CMGDVUCDZOBDNL-UHFFFAOYSA-N 4-methyl-2h-benzotriazole Chemical compound CC1=CC=CC2=NNN=C12 CMGDVUCDZOBDNL-UHFFFAOYSA-N 0.000 description 1
- NSPMIYGKQJPBQR-UHFFFAOYSA-N 4H-1,2,4-triazole Chemical class C=1N=CNN=1 NSPMIYGKQJPBQR-UHFFFAOYSA-N 0.000 description 1
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical class OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- OIFBSDVPJOWBCH-UHFFFAOYSA-N Diethyl carbonate Chemical compound CCOC(=O)OCC OIFBSDVPJOWBCH-UHFFFAOYSA-N 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- XYVQFUJDGOBPQI-UHFFFAOYSA-N Methyl-2-hydoxyisobutyric acid Chemical compound COC(=O)C(C)(C)O XYVQFUJDGOBPQI-UHFFFAOYSA-N 0.000 description 1
- UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical compound CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 description 1
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- 229910019142 PO4 Inorganic materials 0.000 description 1
- 235000019482 Palm oil Nutrition 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 235000019484 Rapeseed oil Nutrition 0.000 description 1
- 101100160255 Saccharomyces cerevisiae (strain ATCC 204508 / S288c) YLR154C-H gene Proteins 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- 235000019486 Sunflower oil Nutrition 0.000 description 1
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- ITBPIKUGMIZTJR-UHFFFAOYSA-N [bis(hydroxymethyl)amino]methanol Chemical compound OCN(CO)CO ITBPIKUGMIZTJR-UHFFFAOYSA-N 0.000 description 1
- 125000002015 acyclic group Chemical group 0.000 description 1
- 125000002252 acyl group Chemical group 0.000 description 1
- 150000001266 acyl halides Chemical class 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 150000003973 alkyl amines Chemical group 0.000 description 1
- 125000005910 alkyl carbonate group Chemical group 0.000 description 1
- 125000005907 alkyl ester group Chemical group 0.000 description 1
- ZOJBYZNEUISWFT-UHFFFAOYSA-N allyl isothiocyanate Chemical compound C=CCN=C=S ZOJBYZNEUISWFT-UHFFFAOYSA-N 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- 229960004050 aminobenzoic acid Drugs 0.000 description 1
- 239000010775 animal oil Substances 0.000 description 1
- 150000001491 aromatic compounds Chemical class 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 1
- 239000012964 benzotriazole Substances 0.000 description 1
- AGEZXYOZHKGVCM-UHFFFAOYSA-N benzyl bromide Chemical compound BrCC1=CC=CC=C1 AGEZXYOZHKGVCM-UHFFFAOYSA-N 0.000 description 1
- KCXMKQUNVWSEMD-UHFFFAOYSA-N benzyl chloride Chemical group ClCC1=CC=CC=C1 KCXMKQUNVWSEMD-UHFFFAOYSA-N 0.000 description 1
- 229940073608 benzyl chloride Drugs 0.000 description 1
- KQNZLOUWXSAZGD-UHFFFAOYSA-N benzylperoxymethylbenzene Chemical compound C=1C=CC=CC=1COOCC1=CC=CC=C1 KQNZLOUWXSAZGD-UHFFFAOYSA-N 0.000 description 1
- 239000003139 biocide Substances 0.000 description 1
- 230000033228 biological regulation Effects 0.000 description 1
- 150000001642 boronic acid derivatives Chemical class 0.000 description 1
- SNCZNSNPXMPCGN-UHFFFAOYSA-N butanediamide Chemical compound NC(=O)CCC(N)=O SNCZNSNPXMPCGN-UHFFFAOYSA-N 0.000 description 1
- 239000000828 canola oil Substances 0.000 description 1
- 235000019519 canola oil Nutrition 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000002843 carboxylic acid group Chemical group 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- HRYZWHHZPQKTII-UHFFFAOYSA-N chloroethane Chemical compound CCCl HRYZWHHZPQKTII-UHFFFAOYSA-N 0.000 description 1
- 230000003749 cleanliness Effects 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 125000004093 cyano group Chemical group *C#N 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 108010011222 cyclo(Arg-Pro) Proteins 0.000 description 1
- GVJHHUAWPYXKBD-UHFFFAOYSA-N d-alpha-tocopherol Natural products OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 230000001236 detergent effect Effects 0.000 description 1
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 description 1
- 150000004985 diamines Chemical class 0.000 description 1
- 150000001991 dicarboxylic acids Chemical class 0.000 description 1
- LXVSANCQXSSLPA-UHFFFAOYSA-N diethylglycolic acid Natural products CCC(O)(CC)C(O)=O LXVSANCQXSSLPA-UHFFFAOYSA-N 0.000 description 1
- 229940043276 diisopropanolamine Drugs 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 238000010494 dissociation reaction Methods 0.000 description 1
- 230000005593 dissociations Effects 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 229940031098 ethanolamine Drugs 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 229960003750 ethyl chloride Drugs 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 235000004426 flaxseed Nutrition 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- RZRNAYUHWVFMIP-HXUWFJFHSA-N glycerol monolinoleate Natural products CCCCCCCCC=CCCCCCCCC(=O)OC[C@H](O)CO RZRNAYUHWVFMIP-HXUWFJFHSA-N 0.000 description 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 230000009931 harmful effect Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000010460 hemp oil Substances 0.000 description 1
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000002391 heterocyclic compounds Chemical group 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 150000004679 hydroxides Chemical class 0.000 description 1
- 125000005027 hydroxyaryl group Chemical group 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- 238000006317 isomerization reaction Methods 0.000 description 1
- 229940102253 isopropanolamine Drugs 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- 230000003137 locomotive effect Effects 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 230000001050 lubricating effect Effects 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
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 1
- AOXPHVNMBPFOFS-UHFFFAOYSA-N methyl 2-nitrobenzoate Chemical compound COC(=O)C1=CC=CC=C1[N+]([O-])=O AOXPHVNMBPFOFS-UHFFFAOYSA-N 0.000 description 1
- 229940050176 methyl chloride Drugs 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000008164 mustard oil Substances 0.000 description 1
- KYCGURZGBKFEQB-UHFFFAOYSA-N n',n'-dibutylpropane-1,3-diamine Chemical compound CCCCN(CCCC)CCCN KYCGURZGBKFEQB-UHFFFAOYSA-N 0.000 description 1
- QOHMWDJIBGVPIF-UHFFFAOYSA-N n',n'-diethylpropane-1,3-diamine Chemical compound CCN(CC)CCCN QOHMWDJIBGVPIF-UHFFFAOYSA-N 0.000 description 1
- NYIODHFKZFKMSU-UHFFFAOYSA-N n,n-bis(methylamino)ethanamine Chemical compound CCN(NC)NC NYIODHFKZFKMSU-UHFFFAOYSA-N 0.000 description 1
- SWVGZFQJXVPIKM-UHFFFAOYSA-N n,n-bis(methylamino)propan-1-amine Chemical compound CCCN(NC)NC SWVGZFQJXVPIKM-UHFFFAOYSA-N 0.000 description 1
- ZUHZZVMEUAUWHY-UHFFFAOYSA-N n,n-dimethylpropan-1-amine Chemical compound CCCN(C)C ZUHZZVMEUAUWHY-UHFFFAOYSA-N 0.000 description 1
- BXYVQNNEFZOBOZ-UHFFFAOYSA-N n-[3-(dimethylamino)propyl]-n',n'-dimethylpropane-1,3-diamine Chemical compound CN(C)CCCNCCCN(C)C BXYVQNNEFZOBOZ-UHFFFAOYSA-N 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 150000002823 nitrates Chemical class 0.000 description 1
- 150000002826 nitrites Chemical class 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
- 239000004006 olive oil Substances 0.000 description 1
- 235000008390 olive oil Nutrition 0.000 description 1
- MHYFEEDKONKGEB-UHFFFAOYSA-N oxathiane 2,2-dioxide Chemical compound O=S1(=O)CCCCO1 MHYFEEDKONKGEB-UHFFFAOYSA-N 0.000 description 1
- 150000002924 oxiranes Chemical class 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 239000002540 palm oil Substances 0.000 description 1
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
- 229920001568 phenolic resin Polymers 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- DOIRQSBPFJWKBE-UHFFFAOYSA-N phthalic acid di-n-butyl ester Natural products CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 1
- 125000003367 polycyclic group Chemical group 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 229940079877 pyrogallol Drugs 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000003352 sequestering agent Substances 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000004071 soot Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- ARCJQKUWGAZPFX-UHFFFAOYSA-N stilbene oxide Chemical compound O1C(C=2C=CC=CC=2)C1C1=CC=CC=C1 ARCJQKUWGAZPFX-UHFFFAOYSA-N 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical class OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- RINCXYDBBGOEEQ-UHFFFAOYSA-N succinic anhydride Chemical class O=C1CCC(=O)O1 RINCXYDBBGOEEQ-UHFFFAOYSA-N 0.000 description 1
- 229960002317 succinimide Drugs 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical class [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 125000001174 sulfone group Chemical group 0.000 description 1
- 150000003457 sulfones Chemical class 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 239000002600 sunflower oil Substances 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- GINSRDSEEGBTJO-UHFFFAOYSA-N thietane 1-oxide Chemical compound O=S1CCC1 GINSRDSEEGBTJO-UHFFFAOYSA-N 0.000 description 1
- 235000010384 tocopherol Nutrition 0.000 description 1
- 229960001295 tocopherol Drugs 0.000 description 1
- 229930003799 tocopherol Natural products 0.000 description 1
- 239000011732 tocopherol Substances 0.000 description 1
- 238000011282 treatment Methods 0.000 description 1
- MBYLVOKEDDQJDY-UHFFFAOYSA-N tris(2-aminoethyl)amine Chemical compound NCCN(CCN)CCN MBYLVOKEDDQJDY-UHFFFAOYSA-N 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- GVJHHUAWPYXKBD-IEOSBIPESA-N α-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 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
- C10L1/143—Organic compounds mixtures of organic macromolecular compounds with organic non-macromolecular compounds
-
- 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
- C10L1/2222—(cyclo)aliphatic amines; polyamines (no macromolecular substituent 30C); quaternair ammonium compounds; carbamates
-
- 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
- C10L1/18—Organic compounds containing oxygen
- C10L1/182—Organic compounds containing oxygen containing hydroxy groups; Salts thereof
- C10L1/183—Organic compounds containing oxygen containing hydroxy groups; Salts thereof at least one hydroxy group bound to an aromatic carbon atom
- C10L1/1832—Organic compounds containing oxygen containing hydroxy groups; Salts thereof at least one hydroxy group bound to an aromatic carbon atom mono-hydroxy
-
- 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
- C10L1/228—Organic compounds containing nitrogen containing at least one carbon-to-nitrogen double bond, e.g. guanidines, hydrazones, semicarbazones, imines; containing at least one carbon-to-nitrogen triple bond, e.g. nitriles
- C10L1/2283—Organic compounds containing nitrogen containing at least one carbon-to-nitrogen double bond, e.g. guanidines, hydrazones, semicarbazones, imines; containing at least one carbon-to-nitrogen triple bond, e.g. nitriles containing one or more carbon to nitrogen double bonds, e.g. guanidine, hydrazone, semi-carbazone, azomethine
-
- 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
- C10L1/232—Organic compounds containing nitrogen containing nitrogen in a heterocyclic ring
-
- 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
- C10L10/06—Use of additives to fuels or fires for particular purposes for facilitating soot removal
-
- 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
- C10L1/232—Organic compounds containing nitrogen containing nitrogen in a heterocyclic ring
- C10L1/233—Organic compounds containing nitrogen containing nitrogen in a heterocyclic ring containing nitrogen and oxygen in the ring, e.g. oxazoles
-
- 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
- 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)
- C10L1/2387—Polyoxyalkyleneamines (poly)oxyalkylene amines and 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
- C10L2200/00—Components of fuel compositions
- C10L2200/04—Organic compounds
- C10L2200/0407—Specifically defined hydrocarbon fractions as obtained from, e.g. a distillation column
- C10L2200/0453—Petroleum or natural waxes, e.g. paraffin waxes, asphaltenes
-
- 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
- C10L2230/00—Function and purpose of a components of a fuel or the composition as a whole
- C10L2230/08—Inhibitors
- C10L2230/081—Anti-oxidants
-
- 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
- C10L2230/00—Function and purpose of a components of a fuel or the composition as a whole
- C10L2230/20—Function and purpose of a components of a fuel or the composition as a whole for improving conductivity
-
- 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
- C10L2270/00—Specifically adapted fuels
- C10L2270/02—Specifically adapted fuels for internal combustion engines
- C10L2270/026—Specifically adapted fuels for internal combustion engines for diesel engines, e.g. automobiles, stationary, marine
Definitions
- TITLE Fuel composition based on paraffinic hydrocarbons
- the present invention relates to a fuel composition based on one or more cuts rich in paraffins, which comprises at least a first additive consisting of a quaternary ammonium salt in combination with at least one second additive chosen from phenolic antioxidants.
- the present invention also relates to the use of an additive composition comprising the combination of said first (s) and second (s) additives, in order to improve the properties of a fuel composition comprising a high paraffin content. .
- the present invention also relates to the use of such a fuel composition to power a diesel engine.
- Hydrotreated vegetable oils known to those skilled in the art under the name HVO (from the English “hydrotreated vegetable oil”), constitute a classic example of cuts very rich in paraffins, which can be incorporated in more or less amounts.
- HVO from the English “hydrotreated vegetable oil”
- non-road vehicles in particular machines intended for construction sites and / or public works such as buldozers, all terrain trucks; handling equipment; tractors and agricultural machinery; boats; locomotives, etc .
- these fuels have been found to have poor corrosion resistance, which is significantly lower than that of petroleum-based fuels. Their use can lead to phenomena of rust and corrosion of the materials with which these fuels are in contact, in particular at the logistics stage of distribution of these fuels (transport, storage, vehicle fuel supply systems).
- Such fuels lead to a phenomenon of metal extraction: they tend to extract certain metals, in particular copper and zinc, from the materials with which they have come into contact (for example the materials of the heating devices. transport, storage, vehicle fuel supply systems, etc.).
- Patent application WO 2015/193463 (Shell) describes the use of a combination of detergents (i), lubricity improvers and conductivity improvers (ii), in a diesel fuel composition containing a substantial content in paraffins (in particular in n-paraffins resulting from a Fischer-Tropsch synthesis) as well as an antioxidant agent.
- the antioxidant is chosen in particular from phenolic compounds and amines.
- the synergistic association of the antioxidant with components (i) and (ii) in high n-paraffin diesel fuel is described as significantly increasing the oxidative stability of the fuel.
- the present invention has for object and a fuel composition
- a fuel composition comprising:
- a first additive consisting of a quaternary ammonium salt, obtained by reaction with a quaternization agent of a nitrogen-containing compound comprising a tertiary amine function, this compound being the product of the reaction of a polybutenyl anhydride succinic and of a compound comprising at least one tertiary amine group and at least one group chosen from primary amines, secondary amines and alcohols; and
- At least one second additive consisting of an antioxidant chosen from among the compounds comprising a phenol group.
- Such a fuel composition exhibits excellent anti-corrosion performance, and makes it possible to avoid corrosion phenomena both in the presence of fresh water and salt water.
- This composition has an excellent level of stability and in particular good storage stability, good thermal stability, and more generally good resistance to oxidation.
- this composition has also been found to have good detergent performance, and its use makes it possible not only to maintain the cleanliness of the engine, in particular, by limiting or avoiding the formation of deposits ("keep-clean” effect in English) but also to reduce the deposits already present in the internal parts of the engine (“clean-up” effect in English).
- compositions based on cuts rich in paraffins such as in particular their low level of foaming and demulsification, their density, their cetane number. , their good resistance to cold in the case of sections rich in iso paraffins (limit filterability temperature and pour point).
- CN compound or group denotes a compound or a group containing in its chemical structure N carbon atoms.
- composition according to the invention comprises one or more cuts of hydrocarbons having a distillation range comprised in the range going from 100 to 400 ° C and having a paraffin content greater than or equal to 90% by weight, hereinafter referred to as “Cutting of paraffinic hydrocarbons”.
- the distillation range of said paraffinic hydrocarbon cut is determined in accordance with standard NF EN ISO 3405. Preferably, it is in the range from 130 to
- the paraffin content of this cut is greater than or equal to 90% by weight, preferably greater than or equal to 95% by weight, more preferably still greater than or equal to 99% by weight, better still greater than or equal to 99.5% by weight, and better still greater than or equal to 99.9% by weight, relative to the total weight of said cut.
- paraffins denotes, in a manner known per se, branched alkanes (also called so-paraffins or iso-alkanes) and unbranched alkanes (also called n-paraffins or n-alkanes).
- paraffins present in the paraffinic hydrocarbon cut (s) according to the invention advantageously comprise from 10 to 20 carbon atoms. Preferably, they are made up of at least
- paraffins comprising from 12 to 18 carbon atoms, preferably from 14 to 18 carbon atoms, and even more preferably from 15 to 18 carbon atoms.
- the cut or cuts of paraffinic hydrocarbons used in the composition according to the invention contain at least 50% by weight, preferably at least 70% by weight of iso-paraffins, relative to their weight total. According to a particularly preferred embodiment, they contain at least 90% by weight of iso-paraffins.
- the paraffinic hydrocarbon cut (s) have an aromatic compound content preferably less than or equal to 10,000 ppm by weight, more preferably less than or equal to 1500 ppm by weight, even more preferably less than or equal to 1000 ppm by weight.
- Their content of naphthenic compounds is preferably less than or equal to 20,000 ppm by weight, more preferably less than or equal to 10,000 ppm by weight, and better still less than or equal to 1,500 ppm by weight.
- this cut is completely free of sulfur.
- the paraffinic hydrocarbon cut (s) are hydrotreated vegetable oils, also known under the name HVO (from the English “hydrotreated vegetable oils”). These are oils of plant origin which have undergone successive treatments including hydrotreatment and then possible isomerization.
- suitable vegetable raw materials include rapeseed oil, canola oil, sunflower oil, soya oil, hemp oil, olive oil, coconut oil. flaxseed, mustard oil, palm oil, castor oil, coconut oil.
- Patent applications WO2016 / 185046 and WO2016 / 185047 describe hydrotreated vegetable oils and their preparation, which constitute examples of iso-paraffinic hydrocarbon cuts which are particularly suitable for the compositions object and of the present invention.
- composition according to the invention comprises at least 85% by weight of one or more cuts of paraffinic hydrocarbons as described above. Preferably, it contains at least 90% by weight of one or more cuts of paraffinic hydrocarbons, more preferably at least 93% by weight.
- the composition according to the invention contains at least 95% by weight, preferably at least 99% by weight, and better still at least 99.5% by weight of one or more paraffinic hydrocarbon cuts as described above.
- the first additive (quaternary ammonium salt):
- composition according to the invention comprises a first additive consisting of a quaternary ammonium salt, obtained by reaction with a quaternizing agent of a nitrogen-containing compound comprising a tertiary amine function, this nitrogen-containing compound being the product of the reaction of a polyisobutenyl succinic anhydride and of a compound comprising at least one tertiary amine group and at least one group chosen from primary amines, secondary amines and alcohols.
- a first additive consisting of a quaternary ammonium salt, obtained by reaction with a quaternizing agent of a nitrogen-containing compound comprising a tertiary amine function, this nitrogen-containing compound being the product of the reaction of a polyisobutenyl succinic anhydride and of a compound comprising at least one tertiary amine group and at least one group chosen from primary amines, secondary amines and alcohols.
- Said nitrogenous compound is the product of the reaction of a polyisobutenyl succinic anhydride (PIB SA) and of a compound comprising both an oxygen atom or a nitrogen atom capable of condensing with said polyisobutenyl succinic anhydride and a tertiary amine group.
- the polyisobutene group (PIB) preferably has a number-average molecular mass (Mn) of between 170 to 2800, for example between 250 to 1500, more preferably between 500 to 1500 and, even more preferably between 500 to 1100 A range of value of M n between 700 and 1300 is particularly preferred, for example from 700 to 1000.
- Highly reactive polyisobutenes are understood to mean polyobutenes (PIB) in which at least 50 mol%, preferably at least 70 mol% or more, of the terminal olefinic double bonds are of the vinylidene type as described in the document. EP0565285.
- the preferred PIBs are those having more than 80% by moles and up to 100% by moles of vinylidene end groups as described in EP 1344785.
- polyisobutenyl succinic anhydride can be prepared by mixing a polyolefin with maleic anhydride and then passing chlorine through the mixture (GB949981).
- Said compound comprising at least one tertiary amine group and at least one group chosen from primary amines, secondary amines and alcohols can, for example, be chosen from the group consisting of: N, N-dimethylaminopropylamine, N, N -diethylaminopropylamine, N, N-dimethylaminoethylamine.
- Said compound can also be chosen from heterocyclic compounds substituted by alkylamines such as l - (3 - aminopropyl) -imidazole and 4- (3 -aminopropyl) morpholine, l - (2- aminoethyl) piperidine, 3, 3 - diamino-N-methyldipropylamine, and 3 '3 -bi samino (N, N-dimethylpropylamine).
- alkylamines such as l - (3 - aminopropyl) -imidazole and 4- (3 -aminopropyl) morpholine, l - (2- aminoethyl) piperidine, 3, 3 - diamino-N-methyldipropylamine, and 3 '3 -bi samino (N, N-dimethylpropylamine).
- Said compound comprising at least one tertiary amine group and at least one group chosen from primary amines, secondary amines and alcohols can also be chosen from alkanolamines, including, but not limited to, triethanolamine, trimethanolamine, N, N-dimethylaminopropanol, N, N- dimethylaminoethanol, N, N-diethylaminopropanol, N, N- diethylaminoethanol, N, N-diethylaminobutanol, N, N, N- tris (hydroxyethyl) amine, N, N , N- tris (hydroxymethyl) amine, N, N, N tris (aminoethyl) amine, N, N-dibutylaminopropylamine and N, N, N'-trimethyl-N'-hydroxyethyl-bisaminoethyl ether, N, N- bis (3 - dimethylamino-propyl) -N-isoprop
- said compound comprising at least one tertiary amine group and at least one group chosen from primary amines, secondary amines and alcohols is chosen from the following amines of formula (I) or (II):
- R6 and R7 are the same or different and represent, independently of each other, an alkyl group having 1 to 22 carbon atoms;
- X is an alkylene group having 1 to 20 carbon atoms
- n is an integer between 1 and 5;
- n is an integer between 0 and 20;
- R8 is a hydrogen atom or a C1 to C22 alkyl group.
- R8 is advantageously a hydrogen atom or a C 1 to C 16 alkyl group, preferably a C 1 to CIO alkyl group, even more preferably an alkyl group in C l to C6.
- R8 can, for example, be selected from the group consisting of hydrogen, methyl, ethyl, propyl, butyl and their isomers.
- R8 is a hydrogen atom.
- n is preferably an integer between 0 to 15, more preferably between 0 to 10, even more preferably between 0 to 5.
- n is 0.
- said nitrogen compound is the product of the reaction of a polyisobutenyl succinic anhydride and of a diamine of formula (I).
- R6 and R7 may represent, independently of one another, alkyl C l -C 16, preferably an alkyl group having C l to IOC;
- R6 and R7 can represent, independently of each other, a methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl group or their isomers.
- R6 and R7 represent, independently of one another, a C1 to C4 group, preferably a methyl group;
- - X represents an alkylene group having 1 to 16 carbon atoms, preferably 1 to 12 carbon atoms, more preferably 1 to 8 carbon atoms, for example 2 to 6 carbon atoms or 2 to 5 carbon atoms carbon.
- X represents from particularly preferably an ethylene, propylene or butylene group, in particular a propylene group.
- the nitrogen-containing compound is the reaction product of a polyisobutenyl-succinic anhydride and of an alcohol or of an amine also comprising a tertiary amine group, in particular a compound of formula (I) or ( II) as described above and more preferably a compound of formula (I).
- the polyisobutenyl succinic anhydride reacts with the amine also comprising a tertiary amine group under certain conditions to form a succinimide (closed form).
- the reaction of polyisobutenyl succinic anhydride and the amine can also result under certain conditions in a succinamide, that is, a compound comprising an amide group and a carboxylic acid group (open form).
- an alcohol also comprising a tertiary amine group reacts with polyisobutenyl succinic anhydride to form an ester also comprising a free carboxyl group -CO2H (open form).
- the nitrogenous compound can be the reaction product of a polyisobutenyl succinic anhydride and an amine or an alcohol which is an ester or an amide and which further comprises also a carboxyl group - Unreacted CO2H (open form).
- the quaternary ammonium salt forming the second additive according to the present invention is obtained directly by reaction between the nitrogen compound described above comprising a tertiary amine function and a quaternization agent.
- the quaternization agent is chosen from the group constituting dialkyl sulphates and carboxylic acid esters; alkyl halides, benzyl halides, hydrocarbon carbonates, and hydrocarbon epoxides optionally mixed with an acid, alone or as a mixture.
- dialkyl sulphates and carboxylic acid esters alkyl halides, benzyl halides, hydrocarbon carbonates, and hydrocarbon epoxides optionally mixed with an acid, alone or as a mixture.
- quaternization agent containing such an element it may be advantageous to carry out a subsequent reaction to exchange the counterion.
- a quaternary ammonium salt formed by reaction with an alkyl halide can then be reacted with sodium hydroxide and the sodium halide salt removed by filtration.
- the quaternization agent can include halides such as chloride, iodide or bromide; hydroxides; sulfonates; bi sulfites; alkyl sulphates such as dimethyl sulphate; sulfones; phosphates; C 1-12 alkylphosphates ; C 1 -C 12 dialkylphosphates; borates; C 1 -C 12 alkylborates; nitrites; nitrates; carbonates; of
- bicarbonates alkanoates; 0,0-C I CI 4 -dialkyldithiophosphates, alone or as a mixture.
- the quaternization agent can be chosen from among the derivatives of dialkylsulphates such as dimethyl sulphate, of N-oxides, of sulphones such as propane- and butanesulfone, of halides of ' alkyl, acyl or aralkyl such as methyl and ethyl chloride, benzyl bromide, iodide or chloride, and hydrocarbon carbonates (or alkylcarbonates).
- dialkylsulphates such as dimethyl sulphate, of N-oxides, of sulphones such as propane- and butanesulfone
- halides of ' alkyl acyl or aralkyl such as methyl and ethyl chloride, benzyl bromide, iodide or chloride
- hydrocarbon carbonates or alkylcarbonates
- the aromatic ring is optionally substituted by one or more alkyl or alkenyl groups.
- Hydrocarbon (alkyl) groups of hydrocarbon carbonates can contain from 1 to 50, from 1 to 20, from 1 to 10 or from 1 to 5 carbon atoms per group.
- the hydrocarbon carbonates contain two hydrocarbon groups which may be identical or different.
- the quaternization agent is chosen from the hydrocarbon epoxides represented by the following formula (III):
- R9, RI O, R11 and R12 may be the same or different and independently of each other represent a hydrogen atom or a C 1 to C 50 hydrocarbon group.
- R9, RI O, R11 and R12 may be the same or different and independently of each other represent a hydrogen atom or a C 1 to C 50 hydrocarbon group.
- hydrocarbon epoxides can be used as a quaternization agent in combination with an acid, for example with acetic acid.
- Hydrocarbon epoxides can also be used alone as a quaternization agent, in particular without additional acid. Without being bound by this hypothesis, it would seem that the presence of the carboxylic acid function in the molecule promotes the formation of the quaternary ammonium salt.
- a protic solvent is used for the preparation of the quaternary ammonium salt.
- protic solvents such as water, alcohols (including polyhydric alcohols) can be used alone or as a mixture.
- Preferred protic solvents have a dielectric constant greater than 9.
- the quaternization agent is chosen from the compounds of formula (IV): O
- R13 is an optionally substituted alkyl, alkenyl, aryl and aralkyl group, and R14 is a C 1 to C 22 alkyl, aryl or alkylaryl group.
- the compound of formula (IV) is a carboxylic acid ester capable of reacting with a tertiary amine to form a quaternary ammonium salt.
- Compounds of formula (IV) are chosen, for example, from esters of carboxylic acids having a pKa of 3.5 or less.
- the compound of formula (IV) is preferably chosen from esters of substituted aromatic carboxylic acid, alpha-hydroxycarboxylic acid and polycarboxylic acid.
- the ester is a substituted aromatic carboxylic acid ester of formula (IV) in which R13 is a substituted aryl group.
- R13 is a substituted aryl group having 6 to 10 carbon atoms, preferably a phenyl or naphthyl group, more preferably a phenyl group.
- R13 is advantageously substituted with one or more groups chosen from the carboalkoxy, nitro, cyano, hydroxy, SR15 and NR15R16 radicals.
- Each of the groups R15 and R10 can be a hydrogen atom or an optionally substituted alkyl, alkenyl, aryl or carboalkoxy group.
- Each of the groups R15 and R10 represents, advantageously, the hydrogen atom or an optionally substituted C 1 to C22 alkyl group, preferably the hydrogen atom or a C 1 to C 16 alkyl group, more preferably 1 a hydrogen atom or a C 1 to C10 alkyl group , even more preferably the hydrogen atom or a C 1 to C4 alkyl group.
- R15 is preferably a hydrogen atom and R6 a hydrogen atom or a C 1 -C 4 group.
- R15 and R10 are both a hydrogen atom.
- R13 is an aryl group substituted by one or more groups chosen from hydroxyl radicals, carboalkoxy, nitro, cyano and NH2.
- R13 can be a polysubstituted aryl group, for example trihydroxyphenyl.
- R13 is a monosubstituted aryl group, preferably ortho substituted.
- R13 is, for example, substituted by a group chosen from the OH, NH2, NO2 or COOMe radicals, preferably OH or NH2.
- R13 is preferably a hydroxy-aryl group, in particular 2-hydroxyphenyl.
- R14 is an alkyl or alkylaryl group.
- R14 may be a C 1 to C 16 , preferably C 1 to C10, advantageously C 1 to C8 alkyl group.
- R14 can be a C 1 to C 16, preferably C 1 to Cio, advantageously C 1 to C8 alkylaryl group.
- R14 can for example be chosen from methyl, ethyl, propyl, butyl, pentyl, benzyl or their isomers.
- R14 is a benzyl or methyl group, more preferably methyl.
- a particularly preferred compound is methyl salicylate.
- the compound of formula (IV) is an ester of an alpha-hydroxycarboxylic acid corresponding to the following formula (V):
- R17 and RI 8 are the same or different and are independently selected from the group consisting of hydrogen atom, alkyl, alkenyl, aryl or aralkyl groups. Such compounds are for example described in document EP 1254889.
- Examples of compounds of formula (IV) in which R13 COO is the residue of an alpha-hydroxycarboxylic acid include methyl-, ethyl-, propyl-, butyl-, pentyl-, hexyl-, phenyl-, benzyl- or allyl - 2-hydroxy-i sobutyric acid esters; the methyl-, ethyl-, propyl-, butyl-, pentyl-, hexyl-, benzyl-, phenyl- or allyl-esters of 2-hydroxy-2-methylbutyric acid; 2-hydroxy-2-ethylbutyric acid methyl-, ethyl-, propyl-, butyl-, pentyl-, hexyl-, benzyl-, phenyl- or allyl-esters; methyl-, ethyl-, propyl-, butyl-, pentyl-, hexyl-
- the compound of formula (IV) is an ester of a polycarboxylic acid chosen from dicarboxylic acids and carboxylic acids having more than two acid functions.
- the carboxylic functions are preferably all in esterified form.
- Preferred esters are C 1-4 alkyl esters.
- the compound of formula (IV) can be chosen from oxalic acid diesters, phthalic acid diesters, maleic acid diesters, malonic acid diesters or citric acid diesters.
- the compound of formula (IV) is dimethyl oxalate.
- the compound of formula (IV) is a carboxylic acid ester having a pKa of less than 3.5.
- the compound comprises more than one acid group, reference will be made to the first constant of dissociation.
- the compound of formula (IV) may be chosen from one or more carboxylic acid esters chosen from oxalic acid, phthalic acid, salicylic acid, maleic acid, malonic acid, citric acid. , nitrobenzoic acid, aminobenzoic acid and 2,4,6-trihydroxybenzoic acid.
- Preferred compounds of formula (IV) are dimethyl oxalate, methyl 2-nitrobenzoate and methyl salicylate.
- the quaternary ammonium salt used in the invention is formed by reaction of a hydrocarbon epoxide, preferably chosen from those of formula (III) above and more preferably the oxide of propylene, with the reaction product of a polyisobutenyl succinic anhydride in which the polyisobutylene group (PIB) has a number average molecular mass (Mn) of between 700 and 1000 and dimethyl-aminopropylamine.
- PIB polyisobutenyl succinic anhydride in which the polyisobutylene group (PIB) has a number average molecular mass (Mn) of between 700 and 1000 and dimethyl-aminopropylamine.
- the composition according to the invention comprises the first additive (s) as described above at a preferential content ranging from 5 to 1000 ppm, preferably from 10 to 500 ppm, and more preferably from 50 to 200 ppm by weight, relative to to the total weight of the composition.
- the second additive phenolic antioxidant:
- composition according to the invention comprises a second additive consisting of an antioxidant selected from compounds comprising in their structure a phenol group.
- Suitable antioxidants are selected from 2,6-di-t-butyl-4-methyl-phenol (BHT), t-butyl hydroquinone (TBHQ), 2,6 and 2,4-di-t-butyl. phenol, 2,4-dimethyl-6-t-butyl phenol, pyrogallol, tocopherol, 4,4'-methylene bis (2,6-di-t-butyl phenol) (CAS No. 1 18-82 - 1), alone or as a mixture.
- antioxidants are chosen from alkylphenols such as in particular di-t-butyl-2,6-methyl-4-phenol (BHT).
- composition according to the invention comprises the second additive (s) as described above at a preferential content ranging from 2 to 500 ppm, preferably from 5 to 250 ppm, and more preferably from 10 to 150 ppm by weight, relative to to the total weight of the composition.
- composition according to the invention can also comprise one or more additional additives, different from the first and second additives as described above.
- the composition further comprises one or more amine antioxidants, which can be chosen in particular from aliphatic, cycloaliphatic and aromatic amines. Dicyclohexylamine is particularly preferred.
- the amino antioxidant agent (s) may be present in a content ranging from 0.2 to 50 ppm, preferably from 0.5 to 25 ppm, and more preferably from 1 to 20 ppm by weight, relative to the total weight of the composition.
- the composition further comprises one or more metal passivators, chosen from triazole derivatives, alone or as a mixture.
- triazole derivatives is understood to mean all of the compounds comprising a triazole unit, that is to say a 5-membered aromatic cyclic unit, comprising two double bonds and 3 nitrogen atoms. Depending on the position of the nitrogen atoms, the 1, 2,3-triazole units (called V-triazoles) and the 1,2,4-triazole units (called S-triazoles) can be distinguished.
- V-triazoles 1, 2,3-triazoles
- S-triazoles 1,2,4-triazole units
- benzotriazole or tolyltriazole mention may benzotriazole or tolyltriazole.
- the metal passivating agent (s) are preferably chosen from amines substituted with triazole groups, alone or as a mixture.
- triazole group is understood to mean any substituent containing a triazole unit as defined above.
- the metal passivating agent (s) are more preferably chosen from N, N-bis (2-ethylhexyl) - [(1,2,4-triazol-1 -yl) methyl] amine (CAS 91273 -04-0) and N, N'-bis- (2 ethylhexyl) -4-methyl-1H-benzotriazole amine (CAS 80584-90-3), alone or as a mixture.
- the metal passivating agent (s) may be present in a content ranging from 0.2 to 50 ppm, preferably from 0.5 to 25 ppm, and more preferably from 1 to 15 ppm by weight, relative to the total weight of the product. composition.
- the composition further comprises one or more chelating agents (or metal sequestering agents), which can be chosen in particular from amines substituted with N, N'-disalicylidene groups, such as N , N'-disalicylidene 1,2-diaminopropane (DMD).
- the chelating agent (s) may be present in a content ranging from 0.1 to 100 ppm, preferably from 0.2 to 50 ppm, and more preferably from 0.5 to 20 ppm by weight, even more preferably from 0.5 at 10 ppm by weight, relative to the total weight of the composition.
- composition according to the invention can also comprise one or more other additives commonly used in fuels, other than the additives described above.
- the composition can, typically, comprise one or more other additives chosen from detergents, anti-corrosion agents, dispersants, demulcifiers, tracers, biocides, reodorants, procetane additives, friction modifiers, additives. lubricity or lubricity additives, combustion aid agents (catalytic soot combustion promoters), antiwear agents and / or conductivity modifiers.
- procetane additives in particular (but not limited to) chosen from alkyl nitrates, preferably 2-ethylhexyl nitrate, aryl peroxides, preferably benzyl peroxide, and alkyl peroxides, preferably tert-butyl peroxide;
- lubricating additives or anti-wear agents in particular (but not limited to) chosen from the group consisting of fatty acids and their ester or amide derivatives, in particular glycerol monooleate, and mono- and carboxylic acid derivatives. polycyclic. Examples of such additives are given in the following documents: EP680506, EP860494, WO98 / 04656, EP91 5944, FR2772783, FR2772784,
- demulsifying additives for example (but not limited to) chosen from oxyalkylated alkyl phenolic resins (for example the compound CAS63428-92-2)
- the composition comprises at least one detergent additive chosen from the triazole derivatives of the following formula (VI):
- R14 is chosen from the group consisting of a hydrogen atom, a C 1 to C8 aliphatic hydrocarbon group, preferably C 1 to C4, more preferably C 1 to C2, linear or branched, and a carboxyl group (- CO2H).
- R14 is a hydrogen atom;
- R16 and R17 are identical or different and represent, independently of one another, a group chosen from the group consisting of a hydrogen atom and an aliphatic, linear or branched, saturated or unsaturated, cyclic or acyclic hydrocarbon group having from 2 to 200 carbon atoms, preferably from 14 to 200 carbon atoms, more preferably from 50 to 170 carbon atoms, even more preferably between 60 and 120 carbon atoms.
- the triazole derivative has the formula (VI) in which R16 and R17 are identical or different and represent, independently of one another, a group chosen from the group consisting of an atom of hydrogen and an aliphatic hydrocarbon group having a number-average molecular mass (Mn) of between 200 and 3000, preferably between 400 to 3000, more preferably between 400 to 2500, even more preferably between 400 and 1500 or between 500 to 1500.
- Mn number-average molecular mass
- Said aliphatic hydrocarbon group is preferably a polyisobutylene group (or also called polyisobutene noted PIB) having a number-average molecular mass (Mn) of between 200 and 3000, preferably between preferably between 5400 to 3000, more preferably between 400 to 2500, even more preferably between 400 and 1500 or between 500 to 1500.
- Mn number-average molecular mass
- R16 and R17 represent respectively a hydrogen atom and a PIB group as described above or vice versa.
- the composition of the invention does not contain an anti-foam additive. Indeed, the good intrinsic properties of the composition according to the invention make the addition of such an additive unnecessary.
- anti-foam additives are in particular (but not limited to) polysiloxanes, oxyalkylated polysiloxanes, and fatty acid amides obtained from vegetable or animal oils. Examples of such additives are given in EP861882, EP663000, EP736590.
- the present invention also relates to the use of an additive composition comprising at least a first additive and at least a second additive as described above, for improving at least one property of a fuel composition comprising at least 85 % by weight of one or more cuts of hydrocarbons having a distillation range comprised in the range going from 100 to 400 ° C and having a paraffin content greater than or equal to 90% by weight.
- the improved property or properties are advantageously chosen from the following: conductivity, corrosion resistance, oxidation stability, and detergency.
- Such an additive composition may also further comprise one or more additional additives, as described above, and in particular:
- a particularly preferred additive composition comprises the following compounds:
- PIB polyisobutenyl succinic anhydride
- Mn number-average molecular mass
- the present invention finally relates to the use of a composition as described above as fuel supplying a diesel engine, particularly in a stationary vehicle or a vehicle equipped with a diesel engine, and more particularly as fuel in a diesel engine.
- diesel motor vehicle The composition according to the invention can be used in particular in the following different vehicles: light vehicles, heavy goods vehicles (trucks of different loads called “medium duty” and “heavy duty”, household refuse collection vehicles, buses, coaches, etc. .) and non-road vehicles (construction or public works machinery, tractors, trains, boats).
- This hydrocarbon cut consists of 99.9% by weight of paraffins, including 92.6% of iso-paraffins (hereinafter i-paraffins) and 7.3% by weight of n-paraffins.
- Fuel compositions were prepared by adding to section C 1 above the additive mixtures detailed in Table III below, in which the content of each additive is indicated in ppm by weight relative to the weight. total of the final composition. [Table III
- Table III the content of each additive is indicated in ppm by weight relative to the weight. total of the final composition.
- PIB polyisobutenyl succinic anhydride
- additive composition consisting of di-t-butyl-2,6-methyl-4-phenol; dicyclohexylamine; N, N-bis (2-ethylhexyl) - [(1,2,4-triazol-1 -yl) methyl] amine; and N, N'-disalicylidene 1, 2-diaminopropane.
- the method used to assess corrosion resistance is that described in ASTM D665A (standard described in relation to lubricants but applicable to fuels).
- the principle is as follows: a steel test tube is immersed in a beaker filled to 90% volume with the fuel to be evaluated and to 10% volume of fresh water.
- the solution is stirred continuously, and the beaker is heated to 60 ° C. After 24 hours, the test piece is observed in order to assess the corrosion present on the surface of the test piece.
- the corrosion rating is made by assigning a grade in the form of a letter ranging from A to E, A meaning absence of corrosion, and E corresponding to the maximum degree of oxidation.
- Oxidation stability The method used to evaluate the oxidative stability is the so-called Rancimat method, as described in standard EN 1575 1.
- the test consists of accelerating the aging process of the sample by exposing it to heat and to the passage of large amounts of air. It measures the time required for the product to oxidize and defines the oxidation stability time. The result obtained is expressed in hours. The longer the time, the more stable the fuel is to oxidation.
- the performance in terms of detergency was evaluated using the XUD9 engine test, consisting in determining the flow loss defined as corresponding to the restriction of the flow of a diesel fuel emitted by the injector of a pre-chamber Diesel engine during its operation. operation, according to the standardized engine test method CEC F-23 - 1 - 01.
- the objective of this test is to evaluate the ability of the additive composition tested to reduce deposits on the injectors of a Peugeot XUD9 A / L four-cylinder engine with pre-chamber injection. Diesel .
- the tests were carried out with a Peugeot XUD9 A / L four-cylinder diesel pre-chamber injection engine fitted with clean injectors, the flow rate of which was determined beforehand.
- test conditions are as follows:
- Coolant flow rate (stage 2 only): 85 ⁇ 5 1 / min Temperatures:
- the flow rate of the injectors is evaluated again.
- the loss of flow is measured on the four injectors.
- the results are expressed as a percentage loss of flow for different needle lifts.
- the evolution of the loss of flow before / after the test makes it possible to deduce the loss of flow as a percentage. Taking into account the repeatability of the test, a significant detergent effect is affirmable for a reduction in flow loss, ie a gain in flow greater than 10 points (> 10%).
- composition according to the invention leads to very good detergency results, in terms of cleaning the clogged injectors ("clean-up" effect).
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Abstract
Description
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FR1900933A FR3092333B1 (fr) | 2019-01-31 | 2019-01-31 | Composition de carburant à base d’hydrocarbures paraffiniques |
PCT/EP2020/051739 WO2020156940A1 (fr) | 2019-01-31 | 2020-01-24 | Composition de carburant à base d'hydrocarbures paraffiniques |
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US (1) | US20210388279A1 (fr) |
EP (1) | EP3918038A1 (fr) |
CN (1) | CN113544240A (fr) |
FR (1) | FR3092333B1 (fr) |
WO (1) | WO2020156940A1 (fr) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
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FR3142764A1 (fr) * | 2022-12-02 | 2024-06-07 | Totalenergies Onetech | Composition de carburant comprenant une base renouvelable et un composé phénolique |
FR3142765A1 (fr) * | 2022-12-02 | 2024-06-07 | Totalenergies Onetech | Composition de carburant comprenant une base renouvelable et une amine aromatique |
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DE1248643B (de) | 1959-03-30 | 1967-08-31 | The Lubrizol Corporation, Cleveland, Ohio (V. St. A.) | Verfahren zur Herstellung von öllöslichen aeylierten Aminen |
NL255194A (fr) | 1959-08-24 | |||
NL124842C (fr) | 1959-08-24 | |||
US3231587A (en) | 1960-06-07 | 1966-01-25 | Lubrizol Corp | Process for the preparation of substituted succinic acid compounds |
GB9208034D0 (en) | 1992-04-10 | 1992-05-27 | Bp Chem Int Ltd | Fuel composition |
GB9219962D0 (en) | 1992-09-22 | 1992-11-04 | Exxon Chemical Patents Inc | Additives for organic liquids |
GB9301119D0 (en) | 1993-01-21 | 1993-03-10 | Exxon Chemical Patents Inc | Fuel composition |
FR2751982B1 (fr) | 1996-07-31 | 2000-03-03 | Elf Antar France | Additif d'onctuosite pour carburant moteurs et composition de carburants |
US5730029A (en) | 1997-02-26 | 1998-03-24 | The Lubrizol Corporation | Esters derived from vegetable oils used as additives for fuels |
JPH10237467A (ja) | 1997-02-26 | 1998-09-08 | Tonen Corp | ディーゼルエンジン用燃料油組成物 |
FR2772784B1 (fr) | 1997-12-24 | 2004-09-10 | Elf Antar France | Additif d'onctuosite pour carburant |
FR2772783A1 (fr) | 1997-12-24 | 1999-06-25 | Elf Antar France | Additif d'onctuosite pour carburant |
US6784317B2 (en) | 2001-05-02 | 2004-08-31 | Mitsubishi Gas Chemical Company, Inc | Production of quaternary ammonium salt of hydroxycarboxylic acid and quarternary ammonium salt of inorganic acid |
DE10211418A1 (de) | 2002-03-15 | 2003-09-25 | Bayer Ag | Verfahren zur Herstellung hochreaktiver Polyisobutene |
US20040261313A1 (en) | 2003-06-25 | 2004-12-30 | The Lubrizol Corporation, A Corporation Of The State Of Ohio | Gel additives for fuel that reduce soot and/or emissions from engines |
US8142527B2 (en) | 2005-03-21 | 2012-03-27 | Ben-Gurion University Of The Negev Research And Development Authority | Production of diesel fuel from vegetable and animal oils |
GB0515998D0 (en) | 2005-08-03 | 2005-09-07 | Ass Octel | Fuel additives |
JP4863772B2 (ja) | 2006-05-31 | 2012-01-25 | Jx日鉱日石エネルギー株式会社 | 軽油組成物 |
FI121308B (fi) | 2007-06-11 | 2010-09-30 | Neste Oil Oyj | Prosessi haaroittuneiden hiilivetyjen valmistamiseksi |
US8324438B2 (en) | 2008-04-06 | 2012-12-04 | Uop Llc | Production of blended gasoline and blended aviation fuel from renewable feedstocks |
PL2430131T3 (pl) | 2009-05-15 | 2018-02-28 | The Lubrizol Corporation | Czwartorzędowe amidowe sole amonowe |
US20130133243A1 (en) * | 2011-06-28 | 2013-05-30 | Basf Se | Quaternized nitrogen compounds and use thereof as additives in fuels and lubricants |
FR2977895B1 (fr) * | 2011-07-12 | 2015-04-10 | Total Raffinage Marketing | Compositions d'additifs ameliorant la stabilite et les performances moteur des gazoles non routiers |
KR20150003349A (ko) * | 2012-04-24 | 2015-01-08 | 바스프 에스이 | 연료 오일의 세탄가를 추가로 증가시키기 위한 세제 작용을 갖는 첨가제의 용도 |
US9469583B2 (en) | 2014-01-03 | 2016-10-18 | Neste Oyj | Composition comprising paraffin fractions obtained from biological raw materials and method of producing same |
FR3017876B1 (fr) * | 2014-02-24 | 2016-03-11 | Total Marketing Services | Composition d'additifs et carburant de performance comprenant une telle composition |
PL3149119T3 (pl) * | 2014-05-30 | 2020-02-28 | The Lubrizol Corporation | Skoncentrowany wielofunkcyjny pakiet dodatków do paliwa |
US20150368576A1 (en) | 2014-06-18 | 2015-12-24 | Shell Oil Company | Fischer tropsch derived diesel fuel formulation |
EP3095838A1 (fr) | 2015-05-20 | 2016-11-23 | Total Marketing Services | Procédé pour la production de fluides hydrocarbonés biodégradables |
EP3095839A1 (fr) | 2015-05-20 | 2016-11-23 | Total Marketing Services | Procédé pour la production de fluides hydrocarbonés biodégradables par hydrogénation |
BR112019003771B1 (pt) | 2016-08-26 | 2023-01-10 | Neste Oyj | Método para fabricar um componente de combustível |
JP7170001B2 (ja) | 2017-07-03 | 2022-11-11 | シエル・インターナシヨネイル・リサーチ・マーチヤツピイ・ベー・ウイ | パラフィン系ガス油の使用 |
-
2019
- 2019-01-31 FR FR1900933A patent/FR3092333B1/fr active Active
-
2020
- 2020-01-24 WO PCT/EP2020/051739 patent/WO2020156940A1/fr unknown
- 2020-01-24 EP EP20701076.0A patent/EP3918038A1/fr active Pending
- 2020-01-24 US US17/427,084 patent/US20210388279A1/en not_active Abandoned
- 2020-01-24 CN CN202080010912.0A patent/CN113544240A/zh active Pending
Also Published As
Publication number | Publication date |
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FR3092333B1 (fr) | 2021-01-08 |
CN113544240A (zh) | 2021-10-22 |
US20210388279A1 (en) | 2021-12-16 |
WO2020156940A1 (fr) | 2020-08-06 |
FR3092333A1 (fr) | 2020-08-07 |
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