US20230357656A1 - Use of diols as detergent additives - Google Patents
Use of diols as detergent additives Download PDFInfo
- Publication number
- US20230357656A1 US20230357656A1 US17/780,707 US202017780707A US2023357656A1 US 20230357656 A1 US20230357656 A1 US 20230357656A1 US 202017780707 A US202017780707 A US 202017780707A US 2023357656 A1 US2023357656 A1 US 2023357656A1
- Authority
- US
- United States
- Prior art keywords
- fuel composition
- engine
- fuel
- internal combustion
- hydrocarbon
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Abandoned
Links
- 239000000654 additive Substances 0.000 title claims abstract description 77
- 239000003599 detergent Substances 0.000 title claims abstract description 41
- 150000002009 diols Chemical class 0.000 title description 3
- 239000000446 fuel Substances 0.000 claims abstract description 115
- 239000000203 mixture Substances 0.000 claims abstract description 57
- 238000002485 combustion reaction Methods 0.000 claims abstract description 45
- 238000000034 method Methods 0.000 claims abstract description 44
- 150000002430 hydrocarbons Chemical class 0.000 claims abstract description 41
- 230000000996 additive effect Effects 0.000 claims abstract description 33
- 239000007788 liquid Substances 0.000 claims abstract description 23
- 230000003749 cleanliness Effects 0.000 claims abstract description 16
- 238000004140 cleaning Methods 0.000 claims abstract description 9
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 5
- SVTBMSDMJJWYQN-UHFFFAOYSA-N 2-methylpentane-2,4-diol Chemical compound CC(O)CC(C)(C)O SVTBMSDMJJWYQN-UHFFFAOYSA-N 0.000 claims description 16
- 229930195733 hydrocarbon Natural products 0.000 claims description 16
- 239000004215 Carbon black (E152) Substances 0.000 claims description 15
- 239000003502 gasoline Substances 0.000 claims description 15
- 239000002283 diesel fuel Substances 0.000 claims description 14
- 230000015572 biosynthetic process Effects 0.000 claims description 11
- 229940051250 hexylene glycol Drugs 0.000 claims description 8
- 150000003242 quaternary ammonium salts Chemical class 0.000 claims description 8
- RREANTFLPGEWEN-MBLPBCRHSA-N 7-[4-[[(3z)-3-[4-amino-5-[(3,4,5-trimethoxyphenyl)methyl]pyrimidin-2-yl]imino-5-fluoro-2-oxoindol-1-yl]methyl]piperazin-1-yl]-1-cyclopropyl-6-fluoro-4-oxoquinoline-3-carboxylic acid Chemical class COC1=C(OC)C(OC)=CC(CC=2C(=NC(\N=C/3C4=CC(F)=CC=C4N(CN4CCN(CC4)C=4C(=CC=5C(=O)C(C(O)=O)=CN(C=5C=4)C4CC4)F)C\3=O)=NC=2)N)=C1 RREANTFLPGEWEN-MBLPBCRHSA-N 0.000 claims description 4
- 125000001453 quaternary ammonium group Chemical group 0.000 claims description 4
- KZNICNPSHKQLFF-UHFFFAOYSA-N succinimide Chemical class O=C1CCC(=O)N1 KZNICNPSHKQLFF-UHFFFAOYSA-N 0.000 claims description 4
- 229920002367 Polyisobutene Polymers 0.000 claims description 3
- 150000001412 amines Chemical class 0.000 claims description 3
- 229920000768 polyamine Polymers 0.000 claims description 2
- 150000003852 triazoles Chemical class 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 description 40
- 238000002347 injection Methods 0.000 description 34
- 239000007924 injection Substances 0.000 description 34
- 238000012360 testing method Methods 0.000 description 19
- 230000000694 effects Effects 0.000 description 16
- -1 fatty acid esters Chemical class 0.000 description 10
- 239000003795 chemical substances by application Substances 0.000 description 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 7
- 238000006243 chemical reaction Methods 0.000 description 7
- 235000014113 dietary fatty acids Nutrition 0.000 description 7
- 239000000194 fatty acid Substances 0.000 description 7
- 229930195729 fatty acid Natural products 0.000 description 7
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 6
- 239000005977 Ethylene Substances 0.000 description 6
- 150000002148 esters Chemical class 0.000 description 6
- 238000010998 test method Methods 0.000 description 5
- 238000004939 coking Methods 0.000 description 4
- 238000005516 engineering process Methods 0.000 description 4
- 150000004665 fatty acids Chemical class 0.000 description 4
- 239000002245 particle Substances 0.000 description 4
- 230000008569 process Effects 0.000 description 4
- 230000009467 reduction Effects 0.000 description 4
- 239000008158 vegetable oil Substances 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 239000010775 animal oil Substances 0.000 description 3
- 235000019387 fatty acid methyl ester Nutrition 0.000 description 3
- 230000014509 gene expression Effects 0.000 description 3
- 229910052500 inorganic mineral Inorganic materials 0.000 description 3
- 239000011707 mineral Substances 0.000 description 3
- 229910017464 nitrogen compound Inorganic materials 0.000 description 3
- 150000002830 nitrogen compounds Chemical class 0.000 description 3
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 3
- 150000003512 tertiary amines Chemical group 0.000 description 3
- 235000013311 vegetables Nutrition 0.000 description 3
- FALRKNHUBBKYCC-UHFFFAOYSA-N 2-(chloromethyl)pyridine-3-carbonitrile Chemical compound ClCC1=NC=CC=C1C#N FALRKNHUBBKYCC-UHFFFAOYSA-N 0.000 description 2
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 2
- 239000002028 Biomass Substances 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
- 239000005864 Sulphur Substances 0.000 description 2
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 2
- 150000001336 alkenes Chemical class 0.000 description 2
- 125000004429 atom Chemical group 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 238000005260 corrosion Methods 0.000 description 2
- 239000000539 dimer Substances 0.000 description 2
- 239000003344 environmental pollutant Substances 0.000 description 2
- 239000002816 fuel additive Substances 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 235000019198 oils Nutrition 0.000 description 2
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 2
- 231100000719 pollutant Toxicity 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 229920001296 polysiloxane Polymers 0.000 description 2
- 230000002265 prevention Effects 0.000 description 2
- 125000000467 secondary amino group Chemical class [H]N([*:1])[*:2] 0.000 description 2
- 239000000344 soap Substances 0.000 description 2
- 229940014800 succinic anhydride Drugs 0.000 description 2
- 239000002966 varnish Substances 0.000 description 2
- RZRNAYUHWVFMIP-KTKRTIGZSA-N 1-oleoylglycerol Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC(O)CO RZRNAYUHWVFMIP-KTKRTIGZSA-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
- JSIAIROWMJGMQZ-UHFFFAOYSA-N 2h-triazol-4-amine Chemical class NC1=CNN=N1 JSIAIROWMJGMQZ-UHFFFAOYSA-N 0.000 description 1
- PEEHTFAAVSWFBL-UHFFFAOYSA-N Maleimide Chemical compound O=C1NC(=O)C=C1 PEEHTFAAVSWFBL-UHFFFAOYSA-N 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- 229910002651 NO3 Inorganic materials 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 230000003254 anti-foaming effect Effects 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 239000002199 base oil Substances 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
- 239000002551 biofuel Substances 0.000 description 1
- 229920001400 block copolymer Polymers 0.000 description 1
- 238000004523 catalytic cracking Methods 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 238000004517 catalytic hydrocracking Methods 0.000 description 1
- 238000001311 chemical methods and process Methods 0.000 description 1
- 239000008162 cooking oil Substances 0.000 description 1
- 238000006477 desulfuration 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
- IUNMPGNGSSIWFP-UHFFFAOYSA-N dimethylaminopropylamine Chemical compound CN(C)CCCN IUNMPGNGSSIWFP-UHFFFAOYSA-N 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 239000003623 enhancer Substances 0.000 description 1
- UIWXSTHGICQLQT-UHFFFAOYSA-N ethenyl propanoate Chemical compound CCC(=O)OC=C UIWXSTHGICQLQT-UHFFFAOYSA-N 0.000 description 1
- 150000002238 fumaric acids Chemical class 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
- 238000010348 incorporation Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000012423 maintenance Methods 0.000 description 1
- 150000002689 maleic acids Chemical class 0.000 description 1
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 1
- 150000004702 methyl esters Chemical class 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- 125000002950 monocyclic group Chemical group 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000004062 sedimentation Methods 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000004071 soot Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid group Chemical group C(CCC(=O)O)(=O)O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- 229920001897 terpolymer Polymers 0.000 description 1
- NUMQCACRALPSHD-UHFFFAOYSA-N tert-butyl ethyl ether Chemical compound CCOC(C)(C)C NUMQCACRALPSHD-UHFFFAOYSA-N 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
Classifications
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- 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
- C10L1/1822—Organic compounds containing oxygen containing hydroxy groups; Salts thereof hydroxy group directly attached to (cyclo)aliphatic carbon atoms
- C10L1/1826—Organic compounds containing oxygen containing hydroxy groups; Salts thereof hydroxy group directly attached to (cyclo)aliphatic carbon atoms poly-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
- 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
- C10L1/222—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
- C10L1/22—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
-
- 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
- C10L1/232—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
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/22—Organic compounds containing nitrogen
- C10L1/234—Macromolecular compounds
- C10L1/238—Macromolecular compounds obtained otherwise than by reactions involving only carbon-to-carbon unsaturated bonds
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/22—Organic compounds containing nitrogen
- 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
- C10L2200/0415—Light distillates, e.g. LPG, naphtha
- C10L2200/0423—Gasoline
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- 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
- C10L2200/0438—Middle or heavy distillates, heating oil, gasoil, marine fuels, residua
- C10L2200/0446—Diesel
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- 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
- C10L2270/023—Specifically adapted fuels for internal combustion engines for gasoline engines
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- 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
- the present invention relates to the use of specific compounds of the diol family as detergent additives in fuel compositions.
- the present invention also relates to a process or a method for improving the cleanliness of and/or for cleaning at least one inner portion of an internal combustion engine implementing these specific compounds.
- the liquid fuels for internal combustion engines contain components that can degrade during the operation of the engine.
- the issue of the deposits in the inner portions of combustion engines is well known to engine manufacturers. It has been demonstrated that the formation of these deposits has consequences on the performance of the engine and in particular has a negative impact on the consumption and the emission of particles.
- the progress in the technology of fuel additives has allowed to confront this issue.
- “Detergent” additives used in fuels have already been proposed to maintain the cleanliness of the engine by limiting the deposits (“keep-clean” effect) or by reducing the deposits already present in the inner portions of the combustion engine (“clean-up” effect). Mention can be made for example of the document U.S. Pat. No.
- the addition of the compounds according to the invention into a fuel composition has the effect of increasing the detergent properties of said composition. They allow to maintain the cleanliness of the engine, in particular by limiting or by avoiding the formation deposits (“keep-clean” effect) or by reducing the deposits already present in the inner portions of the combustion engine (“clean-up” effect).
- An object of the present invention is therefore the use, to improve the detergency properties of a liquid fuel composition comprising one or more detergent additives, of an additive consisting of one or more hydrocarbon compound(s) comprising from 2 to 10 carbon atoms and two hydroxyl functions.
- An object of the invention is also a process or method for improving the cleanliness of and/or for cleaning at least one inner portion of an internal combustion engine supplied with a liquid fuel comprising one or more detergent additives, wherein an additive consisting of at least one hydrocarbon compound comprising from 2 to 10 carbon atoms and two hydroxyl functions is added to said fuel composition.
- the compound according to the invention is incorporated into the fuel composition in a minimum concentration of 5 ppm by weight, and in a concentration that can go up to 500 ppm by weight.
- the liquid fuel composition is chosen from the hydrocarbon fuels, the not substantially hydrocarbon fuels, and the mixtures thereof.
- the hydrocarbon fuel is chosen from gasoline and diesel fuels.
- the compound according to the invention is used in the liquid fuel to maintain the cleanliness of and/or clean at least one of the inner portions of said internal combustion engine.
- said compound is used in the liquid fuel to limit or avoid the formation of deposits in at least one of the inner portions of said engine and/or to reduce the deposits existing in at least one of the inner portions of said engine.
- the deposits are located in at least one of the inner portions chosen from the intake system of the engine, the combustion chamber and the fuel injection system.
- the compound according to the invention is used to avoid and/or to reduce the formation of deposits related to the phenomenon of coking and/or the deposits of the soap and/or varnish type.
- the compound according to the invention also allows to reduce the fuel consumption of the internal combustion engine.
- the internal combustion engine is a spark-ignition engine, also known as gasoline engine.
- the internal combustion engine is a compression-ignition engine, also known as diesel engine.
- C N compound or group designates a compound or a group containing in its chemical structure N carbon atoms.
- the invention implements as an additive a hydrocarbon compound comprising from 2 to 10 carbon atoms and two hydroxyl functions.
- this compound has the formula C n H 2n+2 O 2 , with n an integer ranging from 2 to 10.
- n ranges from 3 to 8, more preferably from 4 to 8; even better n is 5 or 6, and even more preferably n is 6.
- said compound is hexylene glycol.
- the compound according to the invention is used as an additive to improve the detergency performance of a fuel composition. This means that the incorporation, including in a very small quantity, of the compound according to the invention into the liquid fuel comprising a detergent additive other than the compound according to the invention produces an effect on the cleanliness of the engines supplied with said fuel, in comparison to the same fuel not comprising the compound according to the invention.
- the use of said compound in the fuel composition allows, in comparison to the liquid fuel not comprising such a compound, to limit or to avoid the formation of at least one type of deposits as described below, and/or to reduce at least one type of existing deposits.
- the use of the compounds according to the invention in a liquid fuel allows to maintain the cleanliness of at least one of the inner portions of the internal combustion engine and/or to clean at least one of the inner portions of the internal combustion engine.
- the use of said compound as an additive in the liquid fuel allows to observe simultaneously both effects, of limiting (or of preventing) and of reducing deposits (“keep-clean” and “clean-up” effects).
- the deposits are distinguished according to the type of internal combustion engine and the location of the deposits in the inner portions of said engine.
- the internal combustion engine is a spark-ignition or gasoline engine, preferably with direct injection (DISI “Direct Injection Spark Ignition engine”).
- the deposits targeted are located in at least one of the inner portions of said spark-ignition engine.
- the inner portion of the spark-ignition engine kept clean (keep-clean) and/or cleaned (clean-up) is, advantageously, chosen from the intake system of the engine, in particular the intake valves (IVD “Intake Valve Deposit”), the combustion chamber (CCD “Combustion Chamber Deposit” or TCD “Total Chamber Deposit”) and the fuel injection system, in particular the injectors of an indirect injection system (PFI “Port Fuel Injector”) or the injectors of a direct injection system (DISI).
- the internal combustion engine is a compression-ignition engine or diesel engine, preferably a direct injection diesel engine, in particular a diesel engine with a Common-Rail injection system (CRDI “Common Rail Direct Injection”).
- the deposits targeted are located in at least one of the inner portions of said diesel engine.
- the deposits targeted are located in the injection system of the diesel engine, preferably, located on an outer portion of an injector of said injection system, for example the nose of the injector and/or on an inner portion of an injector of said injection system (IDID “Internal Diesel Injector Deposits”), for example on the surface of an injector needle.
- IDID Internal Diesel Injector Deposits
- the deposits can consist of deposits related to the phenomenon of coking and/or deposits of the soap and/or varnish type (lacquering).
- the compounds according to the invention as described above can advantageously be used in the fuel to reduce and/or avoid the loss of power due to the formation of the deposits in the inner portions of a direct injection diesel engine, and said loss of power can be determined according to the engine test method of the standard CEC F-98-08.
- Said compound(s) according to the invention can, advantageously, be used in the fuel to reduce and/or avoid the restriction of the flow of fuel emitted by the injector of a direct injection diesel engine during its operation, and said restriction of flow can be determined according to the engine test method of the standard CEC F-23-1-01.
- the use of the compounds according to the invention also allows to reduce the fuel consumption of the internal combustion engine.
- the use of the compounds according to the invention also allows to reduce the emissions of pollutants, in particular the emissions of particles of the internal combustion engine.
- the compounds according to the invention can be added into the liquid fuel in a refinery and/or be incorporated downstream of the refinery, optionally in a mixture with other additives in the form of a package of additives.
- the compound(s) according to the invention are advantageously used in the fuel composition in a total concentration of at least one 5 ppm by weight, relative to the total weight of said composition.
- the hydrocarbon compound(s) according to the invention are used in a total concentration ranging from 5 to 500 ppm by weight, preferably from 10 to 200 ppm by weight, preferably from 10 to 100 ppm by weight, more preferably from 10 to 50 ppm by weight, more preferably from 20 to 50 ppm by weight, and even better from 20 to 40 ppm by weight, relative to the total weight of the fuel composition.
- the fuel composition in which the compound(s) according to the invention are used as additives typically comprises at least one liquid hydrocarbon fraction coming from one or more sources chosen from the group consisting of the mineral sources, the animal, plant and synthetic sources.
- Petroleum is preferably chosen as a mineral source.
- the fuel composition is advantageously chosen from the hydrocarbon fuels and the not substantially hydrocarbon fuels, and the mixtures thereof.
- Hydrocarbon fuel means a fuel consisting of one or more compounds consisting only of carbon and of hydrogen.
- Not substantially hydrocarbon fuel means a fuel consisting of one or more compounds consisting not substantially of carbon and of hydrogen that is to say which also contain other atoms, in particular atoms of oxygen.
- the hydrocarbon fuels comprise in particular middle distillates having a boiling temperature ranging from 100 to 500° C. or the lighter distillates having a boiling temperature in the gasoline range.
- These distillates can for example be chosen from distillates obtained by direct distillation of crude hydrocarbons, vacuum distillates, hydrotreated distillates, distillates coming from the catalytic cracking and/or the hydrocracking of distillates under vacuum, distillates resulting from conversion methods of the ARDS (atmospheric residue desulfuration) and/or viscoreduction type, distillates coming from the use of Fischer-Tropsch fractions.
- the hydrocarbon fuels are typically gasolines and diesel fuels.
- the fuel composition is chosen from the gasolines and diesel fuels.
- the gasolines comprise, in particular, all fuel compositions for a spark-ignition engine available on the market.
- the gasolines generally have octane indices sufficiently high to avoid the phenomenon of knocking.
- the fuels of the gasoline type marketed in Europe in compliance with the standard NF EN 228, have a motor octane number (MON) greater than 85 and a research octane number (RON) of at least 95.
- the fuels of the gasoline type generally have a RON ranging from 90 to 100 and a MON ranging from 80 to 90, the RON and MON being measured according to the standard ASTM D 2699-86 or D 2700-86.
- the diesel fuels comprise, in particular, all fuel compositions for a diesel engine available on the market.
- the not substantially hydrocarbon fuels comprise in particular oxygenates, for example the distillates resulting from the BTL (biomass to liquid) conversion of plant and/or animal biomass, taken alone or in combination; the biofuels, for example the oils and/or esters of vegetable and/or animal oils; the biodiesels of animal and/or plant origin and the bioethanols.
- oxygenates for example the distillates resulting from the BTL (biomass to liquid) conversion of plant and/or animal biomass, taken alone or in combination
- the biofuels for example the oils and/or esters of vegetable and/or animal oils
- biodiesels of animal and/or plant origin the bioethanols.
- the mixtures of hydrocarbon fuel and of not substantially hydrocarbon fuel are typically diesel fuels of the B x type or gasolines of the Ex type.
- Diesel fuel of the B x type for a diesel engine means a diesel fuel that contains x % (v/v) of esters of vegetable or animal oils (including used cooking oils) transformed by a chemical process called transesterification, obtained by reacting this oil with an alcohol in order to obtain fatty acid esters (FAE). With methanol and ethanol, fatty acid methyl esters (FAME) and fatty acid ethyl esters (FAEE) are obtained, respectively.
- FAME fatty acid methyl esters
- FEE fatty acid ethyl esters
- the letter “B” followed by a number indicates the percentage of FAE contained in the diesel.
- a B99 contains 99% FAE and 1% middle distillates of fossil origin (mineral source), B20, 20% FAE and 80% middle distillates of fossil origin, etc.
- the diesels of the Bo type which do not contain oxygenated compounds are thus distinguished from the diesels of the B x type which contain x % (v/v) of fatty acid or vegetable oil esters, most often methyl esters (VOME or FAME), x designating a number ranging from 0 to 100.
- x % (v/v) of fatty acid or vegetable oil esters most often methyl esters (VOME or FAME), x designating a number ranging from 0 to 100.
- VOME or FAME methyl esters
- Gasoline of the Ex type for a spark-ignition engine means a gasoline fuel that contains x % (v/v) oxygenates, generally ethanol, bioethanol and/or ethyl tertiary-butyl ether (ETBE), x designating a number ranging from 0 to 100.
- x % (v/v) oxygenates generally ethanol, bioethanol and/or ethyl tertiary-butyl ether (ETBE), x designating a number ranging from 0 to 100.
- the sulphur concentration of the fuel composition is, preferably, less than or equal to 1000 ppm, preferably less than or equal to 500 ppm, and more preferably less than or equal to 50 ppm, or even less than 10 ppm and advantageously without sulphur.
- the fuel composition according to the invention comprises one or more detergent additive(s), which can be chosen from the detergent additives for fuels usually used.
- the latter are compounds well known to a person skilled in the art.
- the detergent additives can be in particular (but not in a limiting way) chosen from the group consisting of the amines, the succinimides, the alkenylsuccinimides, the polyalkylamines, the polyalkyl polyamines, the polyetheramines, the quaternary ammonium salts, the derivatives of triazole, and the Mannich bases, and more preferably from the Mannich bases, the quaternary ammonium salts, and the polyisobutylene mono- or poly-amines (or PIB-amines), even more preferably from the quaternary ammonium salts and even better from the polyisobutylene succinimides functionalised by a quaternary ammonium group, the fatty acid amides functionalised by a quaternary ammonium group and the dimers thereof such as the di-(alkylamido-propyl-quaternary ammonium) compounds described for example in the patent application WO2020/109568, and the fatty chain alky
- detergent additives are given in the following documents: EP0938535, US2012/0010112, WO2012/004300, U.S. Pat. No. 4,171,959 and WO2006135881.
- Block copolymers formed by at least a polar unit and an apolar unit can also advantageously be used.
- the fuel composition comprises at least one detergent additive consisting of a quaternary ammonium salt, obtained by reaction with a quaternisation agent of a nitrogen compound comprising a tertiary amine function, said nitrogen compound being the product of the reaction of an acylating agent substituted by a hydrocarbon group and a compound comprising at least one tertiary amine group and at least one group chosen from the primary amines, the secondary amines and the alcohols.
- a detergent additive consisting of a quaternary ammonium salt, obtained by reaction with a quaternisation agent of a nitrogen compound comprising a tertiary amine function, said nitrogen compound being the product of the reaction of an acylating agent substituted by a hydrocarbon group and a compound comprising at least one tertiary amine group and at least one group chosen from the primary amines, the secondary amines and the alcohols.
- said nitrogen compound is the product of a reaction of a derivative of succinic acid substituted by a hydrocarbon group, preferably polyisobutenyl succinic anhydride, and an alcohol or a primary or secondary amine also including a tertiary amine group.
- the total concentration of detergent additive(s) of the fuel composition ranges from 5 to 5000 ppm by weight, preferably from 10 to 1000 ppm by weight, and even better from 20 to 250 ppm by weight, relative to the total weight of the fuel composition.
- the ratio between the total weight concentration of hydrocarbon compound(s) according to the invention on the one hand and the total weight concentration of detergent additive(s) on the other hand ranges from 1:50 to 1:1, preferably from 1:20 to 1:1, more preferably from 1:20 to 1:2, and even better from 1:20 to 1:3.
- the fuel composition according to the invention can also comprise other additives, in addition to the detergent additive(s) and the hydrocarbon compound(s) according to the invention.
- This or these other additives can be for example chosen, in a non-limiting manner, from the anti-corrosion/antioxidant additives, the dispersant additives, the demulsifying additives, the anti-foaming agents, the biocides, the reodorants, the cetane number improvers, the friction modifiers, the lubricity additives or smoothness additives, the combustion enhancer agents (combustion and soot catalytic promoters), the cold flow improvers and in particular the agents improving the cloud point, the pour point, the CFPP (cold filter plugging point), the anti-sedimentation agents, the anti-wear agents, the tracers, the solvents/carrier oils, and the agents modifying conductivity.
- the combustion enhancer agents combustion and soot catalytic promoters
- the cold flow improvers and in particular the agents improving the cloud point, the pour point, the CFPP (cold filter plugging point)
- the anti-sedimentation agents the anti-wear agents, the trac
- additional additives can be present in a quantity ranging, for each, from 10 to 1000 ppm (each), preferably from 50 to 500 ppm by weight, relative to the total weight of the fuel composition.
- the process or method for improving the cleanliness of and/or for cleaning at least one inner portion of an internal combustion engine supplied with a liquid fuel comprising one or more detergent additives involves adding to said fuel composition an additive consisting of at least one hydrocarbon compound as described above.
- a method for maintaining the cleanliness of (“keep-clean”) and/or for cleaning (“clean-up”) at least one of the inner portions of an internal combustion engine comprises:
- the internal combustion engine is a spark-ignition engine, preferably with direct injection (DISI).
- DISI direct injection
- the inner portion kept clean and/or cleaned of the spark-ignition engine is, preferably, chosen from the intake system of the engine, in particular the intake valves (IVD), the combustion chamber (CCD or TCD) and the fuel injection system, in particular the injectors of an indirect injection system (PFI) or the injectors of a direct injection system (DISI).
- the intake system of the engine in particular the intake valves (IVD), the combustion chamber (CCD or TCD) and the fuel injection system, in particular the injectors of an indirect injection system (PFI) or the injectors of a direct injection system (DISI).
- the internal combustion engine is a diesel engine, preferably a direct injection diesel engine, in particular a diesel engine with a Common-Rail injection system (CRDI).
- a diesel engine preferably a direct injection diesel engine, in particular a diesel engine with a Common-Rail injection system (CRDI).
- CCDI Common-Rail injection system
- the inner portion kept clean (keep-clean) and/or cleaned (clean-up) of the diesel engine is, preferably, the injection system of the diesel engine, preferably an outer portion of an injector of said injection system, for example the nose of the injector and/or one of the inner portions of an injector of said injection system, for example the surface of an injector needle.
- the step (a) above is preceded by a previous step of determining the concentration of hydrocarbon compound(s) to be incorporated into said fuel composition to achieve a given specification relative to the detergency properties of the fuel composition.
- This previous step is part of the routine practice in the field of adding additives to fuels and involves defining at least one characteristic representative of the detergency properties of the fuel composition as well as a target value.
- the characteristic representative of the detergency properties of the fuel depends on the type of internal combustion engine, for example diesel or spark-ignition, on the direct or indirect injection system and on the location in the engine of the deposits targeted for the cleaning and/or the maintaining of the cleanliness.
- the characteristic representative of the detergency properties of the fuel can, for example, correspond to the loss of power due to the formation of the deposits in the injectors or the restriction of the flow of fuel emitted by the injector during the operation of said engine.
- the characteristic representative of the detergency properties can also correspond to the appearance of deposits of the lacquering type at the needle of the injector (IDID).
- the method for maintaining the cleanliness (keep-clean) and/or for cleaning (clean-up) can also comprise an additional step c) after step b), of verifying the target reached and/or of adjusting the rate of addition of the compound(s) according to the invention.
- the hydrocarbon compounds according to the invention have remarkable properties as boosters of effectiveness of the detergent additives in a liquid fuel, in particular in a diesel fuel or in a gasoline fuel. These compounds are particularly remarkable in particular because they are effective for a wide range of liquid fuels, for several types of engine specifications and against various types of deposits that form in the inner portions of internal combustion engines.
- Example 1 Detergency Tests of the “Keep-Clean” Type in a Diesel Fuel
- the performance in terms of detergency has been evaluated by using the XUD9 engine test, involving determining the loss of flow rate defined as corresponding to the restriction of the flow of a diesel emitted by the injector of a diesel engine with a prechamber during its operation, according to the engine testing method of the standard CEC F-23-1-01.
- the goal of the XUD9 test is to evaluate the aptitude of the additive and/or of the composition of additives tested to maintain the cleanliness, an effect called “keep-clean”, of the injectors of a Peugeot XUD9 A/L diesel engine with four cylinders and with prechamber injection, in particular to evaluate its aptitude to limit the formation of deposits on the injectors.
- the test was carried out on a virgin diesel of the B7 type satisfying the standard EN590, to which a known detergent additive consisting of a quaternary ammonium salt obtained by reaction of propylene oxide with the product of the reaction of a polyisobutenyl succinic anhydride, the polyisobutenyl group (PIB) of which has a number average molecular weight (Mn) of 1000 g/mol, and dimethylaminopropylamine has been added, at a treatment concentration of 37.5 ppm by weight (37.5 mg/kg).
- PIB polyisobutenyl group
- the diesel to which an additive has thus been added is labelled diesel G.
- the test was carried out with the diesel G on the one hand, and with the diesel G to which 20 ppm by weight of hexylene glycol has been added on the other hand.
- the test starts with a Peugeot XUD9 A/L diesel engine with four cylinders and with prechamber injection equipped with clean injectors, the flow rate of which has been previously determined.
- the engine follows a determined test cycle for 10 hours and 3 minutes (repetition of the same cycle 134 times).
- the flow rate of the injectors is once again evaluated.
- the quantity of fuel necessary for the test is 60 L.
- the loss of flow rate is measured on the four injectors.
- the results are expressed in percentage of loss of flow rate for various needle lifts. Usually, the fouling values at 0.1 mm of needle lift are compared since they are more discriminating and more precise and repeatable (repeatability ⁇ 5%).
- the change in the loss of flow rate before/after test allows to deduce the loss of flow rate as a percentage. Given the repeatability of the test, a significant detergent effect can be affirmed for a reduction in loss of flow rate or a gain in flow rate greater than 10 points (>10%).
- Example 2 Detergency Tests of the “Clean-Up” Type in a Diesel Fuel
- the test was carried out by using as the candidate fuel in phase 2 the diesel G on the one hand, and the diesel G to which 20 ppm by weight of hexylene glycol has been added on the other hand, as described in example 1 above.
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Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
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FRFR1913471 | 2019-11-29 | ||
FR1913471A FR3103815B1 (fr) | 2019-11-29 | 2019-11-29 | Utilisation de diols comme additifs de détergence |
PCT/EP2020/083574 WO2021105321A1 (fr) | 2019-11-29 | 2020-11-27 | Utilisation de diols comme additifs de détergence |
Publications (1)
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US20230357656A1 true US20230357656A1 (en) | 2023-11-09 |
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US17/780,707 Abandoned US20230357656A1 (en) | 2019-11-29 | 2020-11-27 | Use of diols as detergent additives |
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US (1) | US20230357656A1 (fr) |
EP (1) | EP4065672B1 (fr) |
CN (1) | CN115175975B (fr) |
FR (1) | FR3103815B1 (fr) |
PL (1) | PL4065672T3 (fr) |
WO (1) | WO2021105321A1 (fr) |
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CA3056546A1 (fr) * | 2017-03-30 | 2018-10-04 | Innospec Limited | Procede et utilisation |
EP3887488B1 (fr) | 2018-11-30 | 2023-01-04 | TotalEnergies OneTech | Composé amidoamine gras quaternaire destiné à être utilisé en tant qu'additif pour carburant |
FR3110913B1 (fr) * | 2020-05-29 | 2023-12-22 | Total Marketing Services | Composition d’additifs pour carburant moteur |
-
2019
- 2019-11-29 FR FR1913471A patent/FR3103815B1/fr active Active
-
2020
- 2020-11-27 CN CN202080082707.5A patent/CN115175975B/zh active Active
- 2020-11-27 US US17/780,707 patent/US20230357656A1/en not_active Abandoned
- 2020-11-27 PL PL20811631.9T patent/PL4065672T3/pl unknown
- 2020-11-27 EP EP20811631.9A patent/EP4065672B1/fr active Active
- 2020-11-27 WO PCT/EP2020/083574 patent/WO2021105321A1/fr unknown
Patent Citations (4)
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US4826506A (en) * | 1987-12-09 | 1989-05-02 | Exxon Research And Engineering Company | Use of polyhydric alcohols to reduce loss of amine oxides from liquid hydrocarbon fuels |
US20120103290A1 (en) * | 2007-04-04 | 2012-05-03 | Startin Sarah J | Synergistic Combination of a Hindered Phenol and Nitrogen Containing Detergent for Biodiesel Fuel to Improve Oxidative Stability |
US9321976B1 (en) * | 2015-09-16 | 2016-04-26 | Afton Chemical Corporation | Hydroxyalkyl substituted succinimides and fuels containing them |
US20200190419A1 (en) * | 2018-12-15 | 2020-06-18 | Alexander R. Gomez | Fuel Compositions |
Also Published As
Publication number | Publication date |
---|---|
WO2021105321A1 (fr) | 2021-06-03 |
FR3103815B1 (fr) | 2021-12-17 |
EP4065672B1 (fr) | 2023-09-27 |
FR3103815A1 (fr) | 2021-06-04 |
PL4065672T3 (pl) | 2024-04-08 |
CN115175975B (zh) | 2023-11-14 |
CN115175975A (zh) | 2022-10-11 |
EP4065672A1 (fr) | 2022-10-05 |
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