CA2765245C - Terpolymere ethylene/acetate de vinyle/esters insatures comme additif ameliorant la tenue a froid des hydrocarbures liquides comme les distillats moyens et les carburants ou combustibles - Google Patents
Terpolymere ethylene/acetate de vinyle/esters insatures comme additif ameliorant la tenue a froid des hydrocarbures liquides comme les distillats moyens et les carburants ou combustibles Download PDFInfo
- Publication number
- CA2765245C CA2765245C CA2765245A CA2765245A CA2765245C CA 2765245 C CA2765245 C CA 2765245C CA 2765245 A CA2765245 A CA 2765245A CA 2765245 A CA2765245 A CA 2765245A CA 2765245 C CA2765245 C CA 2765245C
- Authority
- CA
- Canada
- Prior art keywords
- additives
- copolymer
- fuels
- mol
- ethylene
- 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.)
- Active
Links
- 239000000654 additive Substances 0.000 title claims abstract description 55
- 239000000446 fuel Substances 0.000 title claims abstract description 24
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 title claims abstract description 19
- 239000005977 Ethylene Substances 0.000 title claims abstract description 19
- 230000000996 additive effect Effects 0.000 title claims abstract description 12
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical class CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 title claims abstract description 11
- 229920001897 terpolymer Polymers 0.000 title claims description 27
- 229930195733 hydrocarbon Natural products 0.000 title claims description 16
- 150000002430 hydrocarbons Chemical class 0.000 title claims description 16
- 239000007788 liquid Substances 0.000 title description 3
- 229920001577 copolymer Polymers 0.000 claims abstract description 36
- -1 monocarboxylic acid ester Chemical class 0.000 claims abstract description 15
- 229920001567 vinyl ester resin Polymers 0.000 claims abstract description 9
- 239000004711 α-olefin Substances 0.000 claims abstract description 6
- 239000000203 mixture Substances 0.000 claims description 19
- 239000003795 chemical substances by application Substances 0.000 claims description 12
- 150000002148 esters Chemical class 0.000 claims description 11
- 239000000295 fuel oil Substances 0.000 claims description 10
- 239000004215 Carbon black (E152) Substances 0.000 claims description 9
- 229920002554 vinyl polymer Polymers 0.000 claims description 7
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 6
- 150000002762 monocarboxylic acid derivatives Chemical class 0.000 claims description 6
- 229910052717 sulfur Inorganic materials 0.000 claims description 6
- 239000011593 sulfur Substances 0.000 claims description 6
- 239000002283 diesel fuel Substances 0.000 claims description 5
- 235000013311 vegetables Nutrition 0.000 claims description 5
- 238000005260 corrosion Methods 0.000 claims description 4
- 238000010438 heat treatment Methods 0.000 claims description 4
- 239000003350 kerosene Substances 0.000 claims description 4
- 239000002253 acid Substances 0.000 claims description 3
- 239000002518 antifoaming agent Substances 0.000 claims description 3
- 238000002485 combustion reaction Methods 0.000 claims description 3
- 239000003599 detergent Substances 0.000 claims description 3
- 239000002270 dispersing agent Substances 0.000 claims description 3
- 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 claims description 3
- 239000003879 lubricant additive Substances 0.000 claims description 3
- 239000003607 modifier Substances 0.000 claims description 3
- 238000004062 sedimentation Methods 0.000 claims description 3
- PCTMTFRHKVHKIS-BMFZQQSSSA-N (1s,3r,4e,6e,8e,10e,12e,14e,16e,18s,19r,20r,21s,25r,27r,30r,31r,33s,35r,37s,38r)-3-[(2r,3s,4s,5s,6r)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy-19,25,27,30,31,33,35,37-octahydroxy-18,20,21-trimethyl-23-oxo-22,39-dioxabicyclo[33.3.1]nonatriaconta-4,6,8,10 Chemical compound C1C=C2C[C@@H](OS(O)(=O)=O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2.O[C@H]1[C@@H](N)[C@H](O)[C@@H](C)O[C@H]1O[C@H]1/C=C/C=C/C=C/C=C/C=C/C=C/C=C/[C@H](C)[C@@H](O)[C@@H](C)[C@H](C)OC(=O)C[C@H](O)C[C@H](O)CC[C@@H](O)[C@H](O)C[C@H](O)C[C@](O)(C[C@H](O)[C@H]2C(O)=O)O[C@H]2C1 PCTMTFRHKVHKIS-BMFZQQSSSA-N 0.000 claims description 2
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 claims description 2
- 239000003139 biocide Substances 0.000 claims description 2
- 239000003225 biodiesel Substances 0.000 claims description 2
- 238000009835 boiling Methods 0.000 claims description 2
- 238000009434 installation Methods 0.000 claims description 2
- 239000010763 heavy fuel oil Substances 0.000 claims 2
- WROUWQQRXUBECT-UHFFFAOYSA-M 2-ethylacrylate Chemical compound CCC(=C)C([O-])=O WROUWQQRXUBECT-UHFFFAOYSA-M 0.000 claims 1
- 239000004129 EU approved improving agent Substances 0.000 claims 1
- 230000015556 catabolic process Effects 0.000 claims 1
- 238000006731 degradation reaction Methods 0.000 claims 1
- 239000002781 deodorant agent Substances 0.000 claims 1
- LNMQRPPRQDGUDR-UHFFFAOYSA-N hexyl prop-2-enoate Chemical compound CCCCCCOC(=O)C=C LNMQRPPRQDGUDR-UHFFFAOYSA-N 0.000 abstract 1
- 230000000052 comparative effect Effects 0.000 description 17
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 9
- 238000000034 method Methods 0.000 description 7
- 239000003921 oil Substances 0.000 description 6
- 235000019198 oils Nutrition 0.000 description 6
- 239000012188 paraffin wax Substances 0.000 description 6
- 238000002425 crystallisation Methods 0.000 description 4
- 230000008025 crystallization Effects 0.000 description 4
- 239000002028 Biomass Substances 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 238000005336 cracking Methods 0.000 description 3
- 238000004821 distillation Methods 0.000 description 3
- 229920000768 polyamine Polymers 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 3
- 239000008158 vegetable oil Substances 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
- NBBJYMSMWIIQGU-UHFFFAOYSA-N Propionic aldehyde Chemical compound CCC=O NBBJYMSMWIIQGU-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- 150000001336 alkenes Chemical class 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 239000010775 animal oil Substances 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000004517 catalytic hydrocracking Methods 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 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
- 239000007789 gas Substances 0.000 description 2
- 239000003999 initiator Substances 0.000 description 2
- 238000002347 injection Methods 0.000 description 2
- 239000007924 injection Substances 0.000 description 2
- 239000000314 lubricant Substances 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 2
- 150000002978 peroxides Chemical class 0.000 description 2
- 239000003209 petroleum derivative Substances 0.000 description 2
- 229920001296 polysiloxane Polymers 0.000 description 2
- 238000010526 radical polymerization reaction Methods 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 238000011144 upstream manufacturing Methods 0.000 description 2
- 239000001993 wax Substances 0.000 description 2
- GVTLFGJNTIRUEG-ZHACJKMWSA-N (e)-n-(3-methoxyphenyl)-3-phenylprop-2-enamide Chemical class COC1=CC=CC(NC(=O)\C=C\C=2C=CC=CC=2)=C1 GVTLFGJNTIRUEG-ZHACJKMWSA-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
- NKRVGWFEFKCZAP-UHFFFAOYSA-N 2-ethylhexyl nitrate Chemical compound CCCCC(CC)CO[N+]([O-])=O NKRVGWFEFKCZAP-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- 206010001052 Acute respiratory distress syndrome Diseases 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 1
- PEEHTFAAVSWFBL-UHFFFAOYSA-N Maleimide Chemical compound O=C1NC(=O)C=C1 PEEHTFAAVSWFBL-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- 229910002651 NO3 Inorganic materials 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 201000000028 adult respiratory distress syndrome Diseases 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 125000004429 atom Chemical group 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
- 230000000903 blocking effect Effects 0.000 description 1
- VWPSMBNJBFOTME-UHFFFAOYSA-N but-3-enoic acid;4-ethyl-2-methylideneoctanoic acid Chemical compound OC(=O)CC=C.CCCCC(CC)CC(=C)C(O)=O VWPSMBNJBFOTME-UHFFFAOYSA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 238000007084 catalytic combustion reaction Methods 0.000 description 1
- 238000004523 catalytic cracking Methods 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 238000006477 desulfuration reaction Methods 0.000 description 1
- 230000023556 desulfurization Effects 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- IGBZOHMCHDADGY-UHFFFAOYSA-N ethenyl 2-ethylhexanoate Chemical compound CCCCC(CC)C(=O)OC=C IGBZOHMCHDADGY-UHFFFAOYSA-N 0.000 description 1
- UIWXSTHGICQLQT-UHFFFAOYSA-N ethenyl propanoate Chemical compound CCC(=O)OC=C UIWXSTHGICQLQT-UHFFFAOYSA-N 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 239000003502 gasoline Substances 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
- 239000002198 insoluble material Substances 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 150000001451 organic peroxides Chemical class 0.000 description 1
- 235000019809 paraffin wax Nutrition 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- 235000019271 petrolatum Nutrition 0.000 description 1
- 125000003367 polycyclic group Chemical group 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 229920005604 random copolymer Polymers 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000004071 soot Substances 0.000 description 1
- KZNICNPSHKQLFF-UHFFFAOYSA-N succinimide Chemical class O=C1CCC(=O)N1 KZNICNPSHKQLFF-UHFFFAOYSA-N 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 150000007934 α,β-unsaturated carboxylic acids Chemical class 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
- C10L10/00—Use of additives to fuels or fires for particular purposes
- C10L10/14—Use of additives to fuels or fires for particular purposes for improving low temperature properties
- C10L10/16—Pour-point depressants
-
- 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
- C10L1/18—Organic compounds containing oxygen
- C10L1/192—Macromolecular compounds
- C10L1/195—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- C10L1/197—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds derived from monomers containing a carbon-to-carbon unsaturated bond and an acyloxy group of a saturated carboxylic or carbonic acid
- C10L1/1973—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds derived from monomers containing a carbon-to-carbon unsaturated bond and an acyloxy group of a saturated carboxylic or carbonic acid mono-carboxylic
-
- 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
- C10L10/14—Use of additives to fuels or fires for particular purposes for improving low temperature properties
-
- 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
- C10L2200/043—Kerosene, jet fuel
-
- 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
-
- 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
-
- 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
- C10L2200/0461—Fractions defined by their origin
- C10L2200/0469—Renewables or materials of biological origin
- C10L2200/0476—Biodiesel, i.e. defined lower alkyl esters of fatty acids first generation biodiesel
Landscapes
- Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Engineering & Computer Science (AREA)
- Organic Chemistry (AREA)
- Combustion & Propulsion (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Emergency Medicine (AREA)
- Liquid Carbonaceous Fuels (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR0903278 | 2009-07-03 | ||
FR0903278A FR2947558B1 (fr) | 2009-07-03 | 2009-07-03 | Terpolymere et ethylene/acetate de vinyle/esters insatures comme additif ameliorant la tenue a froid des hydrocarbures liquides comme les distillats moyens et les carburants ou combustibles |
PCT/IB2010/052922 WO2011001352A1 (fr) | 2009-07-03 | 2010-06-25 | Terpolymere ethylene/acetate de vinyle/esters insatures comme additif ameliorant la tenue a froid des hydrocarbures liquides comme les distillats moyens et les carburants ou combustibles |
Publications (2)
Publication Number | Publication Date |
---|---|
CA2765245A1 CA2765245A1 (fr) | 2011-01-06 |
CA2765245C true CA2765245C (fr) | 2017-07-25 |
Family
ID=41716191
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA2765245A Active CA2765245C (fr) | 2009-07-03 | 2010-06-25 | Terpolymere ethylene/acetate de vinyle/esters insatures comme additif ameliorant la tenue a froid des hydrocarbures liquides comme les distillats moyens et les carburants ou combustibles |
Country Status (19)
Country | Link |
---|---|
US (1) | US20120102825A1 (ru) |
EP (1) | EP2449063B2 (ru) |
JP (1) | JP2012532225A (ru) |
KR (1) | KR102002887B1 (ru) |
CN (1) | CN102549120A (ru) |
AR (1) | AR077631A1 (ru) |
AU (1) | AU2010267626B2 (ru) |
BR (1) | BRPI1016080B1 (ru) |
CA (1) | CA2765245C (ru) |
CL (1) | CL2011003342A1 (ru) |
EA (1) | EA201270129A1 (ru) |
ES (1) | ES2706903T5 (ru) |
FR (1) | FR2947558B1 (ru) |
MX (1) | MX363328B (ru) |
PT (1) | PT2449063T (ru) |
SG (1) | SG177381A1 (ru) |
TW (1) | TWI496883B (ru) |
WO (1) | WO2011001352A1 (ru) |
ZA (1) | ZA201109307B (ru) |
Families Citing this family (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE10356595A1 (de) * | 2003-12-04 | 2005-06-30 | Basf Ag | Brennstoffölzusammensetzungen mit verbesserten Kaltfließeigenschaften |
FR2925916B1 (fr) * | 2007-12-28 | 2010-11-12 | Total France | Terpolymere ethylene/acetate de vinyle/esters insatures comme additif ameliorant la tenue a froid des hydrocarbures liquides comme les distillats moyens et les carburants ou combustibles |
KR20140020933A (ko) * | 2011-03-25 | 2014-02-19 | 에보니크 오일 아디티페스 게엠베하 | 연료 오일의 산화 안정성을 개선시키기 위한 조성물 |
FR2987052B1 (fr) | 2012-02-17 | 2014-09-12 | Total Raffinage Marketing | Additifs ameliorant la resistance a l'usure et au lacquering de carburants de type gazole ou biogazole |
FR3005061B1 (fr) | 2013-04-25 | 2016-05-06 | Total Raffinage Marketing | Additif pour ameliorer la stabilite a l'oxydation et/ou au stockage de carburants ou combustibles hydrocarbones liquides |
AR100387A1 (es) * | 2014-02-18 | 2016-10-05 | Basf Se | Copolímeros que comprenden etileno, ésteres de vinilo y ésteres de ácido (met)acrílico, sus formulaciones y usos como depresor del punto de fluidez, inhibidor de cera y potenciador de flujo para petróleos crudos |
TWI576384B (zh) * | 2014-11-25 | 2017-04-01 | 鴻明環保科技股份有限公司 | 高植物源含量之乙烯-醋酸乙烯共聚物混合物發泡材料、其製造方法及應用 |
CN105733712B (zh) * | 2014-12-08 | 2017-12-05 | 中国石油天然气股份有限公司 | 用于航空生物燃料的润滑减磨添加剂 |
FR3113063B1 (fr) | 2020-07-31 | 2022-08-12 | Total Marketing Services | Utilisation de copolymères à distribution de masse molaire spécifique pour abaisser la température limite de filtrabilité de carburants ou de combustibles |
Family Cites Families (47)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3048479A (en) | 1959-08-03 | 1962-08-07 | Exxon Research Engineering Co | Ethylene-vinyl ester pour depressant for middle distillates |
US3627838A (en) | 1964-12-11 | 1971-12-14 | Exxon Research Engineering Co | Process for manufacturing potent pour depressants |
US3642459A (en) | 1968-04-01 | 1972-02-15 | Exxon Research Engineering Co | Copolymers of ethylene with unsaturated esters and oil compositions containing said copolymers |
US3790359A (en) | 1969-03-17 | 1974-02-05 | Exxon Research Engineering Co | Middle distillate fuel having increased low temperature flowability |
CA1000501A (en) | 1972-06-21 | 1976-11-30 | Levi C. Parker | Low pour point fuel compositions |
US3999960A (en) | 1972-08-30 | 1976-12-28 | Exxon Research And Engineering Company | Wax crystal modifiers for petroleum oils |
US3961961A (en) | 1972-11-20 | 1976-06-08 | Minnesota Mining And Manufacturing Company | Positive or negative developable photosensitive composition |
DE2960183D1 (en) | 1978-07-26 | 1981-04-02 | Basf Ag | Middle distillates of petroleum, suitable as diesel fuel or as light heating oil, and with improved filtration properties |
FR2490669A1 (fr) | 1980-09-19 | 1982-03-26 | Elf France | Nouvelles compositions d'additifs permettant l'amelioration de la temperature limite de filtrabilite et l'inhibition simultanee des cristaux de n-paraffines formes lors du stockage a basse temperature des distillats moyens |
FR2510598A1 (fr) | 1981-07-30 | 1983-02-04 | Inst Francais Du Petrole | Utilisation d'additifs azotes comme agents d'abaissement du point de trouble des distillats moyens d'hydrocarbures et compositions de distillats moyens d'hydrocarbures renfermant lesdits additifs |
FR2528066A1 (fr) | 1982-06-04 | 1983-12-09 | Inst Francais Du Petrole | Additifs azotes utilisables comme agents d'abaissement du point de trouble des distillats moyens d'hydrocarbures et compositions de distillats moyens d'hydrocarbures renfermant lesdits additifs |
FR2528051B1 (fr) | 1982-06-08 | 1986-05-02 | Inst Francais Du Petrole | Additifs azotes utilisables comme agents d'abaissement du point de trouble des distillats moyens d'hydrocarbures et compositions de distillats moyens d'hydrocarbures renfermant lesdits additifs |
FR2528423B1 (fr) | 1982-06-10 | 1987-07-24 | Inst Francais Du Petrole | Additifs azotes utilisables comme agents d'abaissement du point de trouble des distillats moyens d'hydrocarbures et compositions de distillats moyens d'hydrocarbures renfermant lesdits additifs |
FR2535723A1 (fr) | 1982-11-09 | 1984-05-11 | Inst Francais Du Petrole | Additifs azotes utilisables comme agents d'abaissement du point de trouble des distillats moyens d'hydrocarbures et compositions de distillats moyens d'hydrocarbures renfermant lesdits additifs |
FR2567536B1 (fr) | 1984-07-10 | 1986-12-26 | Inst Francais Du Petrole | Compositions d'additifs destinees notamment a ameliorer les proprietes de filtrabilite a froid des distillats moyens de petrole |
US4755189A (en) | 1984-12-12 | 1988-07-05 | Exxon Research And Engineering Company | Middle distillate fuel having improved low temperature flow properties |
IN184481B (ru) | 1986-09-24 | 2000-08-26 | Exxon Chemical Patents Inc | |
EP0261959B1 (en) | 1986-09-24 | 1995-07-12 | Exxon Chemical Patents Inc. | Improved fuel additives |
FR2607139B1 (fr) | 1986-11-21 | 1989-08-18 | Inst Francais Du Petrole | Polymeres a fonctions azotees derives de polyesters insatures et leur utilisation comme additifs d'abaissement du point d'ecoulement des distillats moyens d'hydrocarbures |
FR2613371B1 (fr) | 1987-04-01 | 1989-07-07 | Inst Francais Du Petrole | Copolymeres azotes, leur preparation et leur utilisation comme additifs pour ameliorer les proprietes d'ecoulement des distillats moyens d'hydrocarbures |
FR2626578B1 (fr) | 1988-02-03 | 1992-02-21 | Inst Francais Du Petrole | Polymeres amino-substitues et leur utilisation comme additifs de modification des proprietes a froid de distillats moyens d'hydrocarbures |
GB9104138D0 (en) | 1991-02-27 | 1991-04-17 | Exxon Chemical Patents Inc | Polymeric additives |
FR2676062B1 (fr) | 1991-05-02 | 1993-08-20 | Inst Francais Du Petrole | Polymere amino-substitues et leur utilisation comme additifs de modification des proprietes a froid de distillats moyens d'hydrocarbures. |
GB9200694D0 (en) | 1992-01-14 | 1992-03-11 | Exxon Chemical Patents Inc | Additives and fuel compositions |
GB9219962D0 (en) | 1992-09-22 | 1992-11-04 | Exxon Chemical Patents Inc | Additives for organic liquids |
DE69309842T2 (de) | 1992-10-09 | 1997-10-16 | Elf Antar France | Aminephosphate mit einem Imid Endring, deren Herstellung, und deren Verwendung als Zusätze für Motorkraftstoffe |
FR2699550B1 (fr) | 1992-12-17 | 1995-01-27 | Inst Francais Du Petrole | Composition de distillat moyen de pétrole contenant des additifs azotés utilisables comme agents limitant la vitesse de sédimentation des paraffines. |
GB9301119D0 (en) | 1993-01-21 | 1993-03-10 | Exxon Chemical Patents Inc | Fuel composition |
GB9315205D0 (en) | 1993-07-22 | 1993-09-08 | Exxon Chemical Patents Inc | Additives and fuel compositions |
FR2735494B1 (fr) | 1995-06-13 | 1997-10-10 | Elf Antar France | Additif bifonctionnel de tenue a froid et composition de carburant |
FR2751982B1 (fr) | 1996-07-31 | 2000-03-03 | Elf Antar France | Additif d'onctuosite pour carburant moteurs et composition de carburants |
FR2753455B1 (fr) | 1996-09-18 | 1998-12-24 | Elf Antar France | Additif detergent et anti-corrosion pour carburants et composition de carburants |
ATE223953T1 (de) | 1997-01-07 | 2002-09-15 | Clariant Gmbh | Verbesserung der fliessfähigkeit von mineralölen und mineralöldestillaten unter verwendung von alkylphenol-aldehydharzen |
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 |
DE19754555A1 (de) | 1997-12-09 | 1999-06-24 | Clariant Gmbh | Verfahren zur Herstellung von Ethylen-Mischpolymerisaten und deren Verwendung als Zusatz zu Mineralöl und Mineralöldestillaten |
FR2772783A1 (fr) | 1997-12-24 | 1999-06-25 | Elf Antar France | Additif d'onctuosite pour carburant |
FR2772784B1 (fr) | 1997-12-24 | 2004-09-10 | Elf Antar France | Additif d'onctuosite pour carburant |
DE19802690C2 (de) | 1998-01-24 | 2003-02-20 | Clariant Gmbh | Additiv zur Verbesserung der Kaltfließeigenschaften von Brennstoffölen |
DE19802689A1 (de) | 1998-01-24 | 1999-07-29 | Clariant Gmbh | Verfahren zur Verbesserung der Kaltfließeigenschaften von Brennstoffölen |
EP1391498B1 (en) * | 2001-05-08 | 2016-09-07 | Sanyo Chemical Industries, Ltd. | Fluidity improver and fuel oil composition |
DE10324101A1 (de) * | 2003-05-27 | 2005-01-05 | Basf Ag | Brennstoffzusammensetzungen mit verbesserten Kaltfließeigenschaften |
DE10356595A1 (de) * | 2003-12-04 | 2005-06-30 | Basf Ag | Brennstoffölzusammensetzungen mit verbesserten Kaltfließeigenschaften |
US20050223631A1 (en) | 2004-04-07 | 2005-10-13 | Graham Jackson | Fuel oil compositions |
US20070094920A1 (en) * | 2004-12-03 | 2007-05-03 | Basf Aktiengesellschaft | Fuel oil compositions with improved cold flow properties |
EP1923454A1 (de) * | 2006-11-17 | 2008-05-21 | Basf Se | Kaltfliessverbesserer |
FR2925916B1 (fr) * | 2007-12-28 | 2010-11-12 | Total France | Terpolymere ethylene/acetate de vinyle/esters insatures comme additif ameliorant la tenue a froid des hydrocarbures liquides comme les distillats moyens et les carburants ou combustibles |
-
2009
- 2009-07-03 FR FR0903278A patent/FR2947558B1/fr active Active
-
2010
- 2010-06-25 ES ES10734559T patent/ES2706903T5/es active Active
- 2010-06-25 US US13/381,554 patent/US20120102825A1/en not_active Abandoned
- 2010-06-25 CA CA2765245A patent/CA2765245C/fr active Active
- 2010-06-25 EP EP10734559.7A patent/EP2449063B2/fr active Active
- 2010-06-25 KR KR1020117031259A patent/KR102002887B1/ko active IP Right Grant
- 2010-06-25 EA EA201270129A patent/EA201270129A1/ru unknown
- 2010-06-25 BR BRPI1016080A patent/BRPI1016080B1/pt active IP Right Grant
- 2010-06-25 WO PCT/IB2010/052922 patent/WO2011001352A1/fr active Application Filing
- 2010-06-25 AU AU2010267626A patent/AU2010267626B2/en active Active
- 2010-06-25 CN CN2010800296922A patent/CN102549120A/zh active Pending
- 2010-06-25 PT PT10734559T patent/PT2449063T/pt unknown
- 2010-06-25 SG SG2011096435A patent/SG177381A1/en unknown
- 2010-06-25 MX MX2012000172A patent/MX363328B/es unknown
- 2010-06-25 JP JP2012518141A patent/JP2012532225A/ja active Pending
- 2010-06-29 TW TW099121257A patent/TWI496883B/zh not_active IP Right Cessation
- 2010-07-01 AR ARP100102360A patent/AR077631A1/es not_active Application Discontinuation
-
2011
- 2011-12-19 ZA ZA2011/09307A patent/ZA201109307B/en unknown
- 2011-12-29 CL CL2011003342A patent/CL2011003342A1/es unknown
Also Published As
Publication number | Publication date |
---|---|
ES2706903T3 (es) | 2019-04-01 |
MX363328B (es) | 2019-03-20 |
TWI496883B (zh) | 2015-08-21 |
EP2449063B1 (fr) | 2018-11-21 |
FR2947558A1 (fr) | 2011-01-07 |
EP2449063A1 (fr) | 2012-05-09 |
EA201270129A1 (ru) | 2012-05-30 |
KR102002887B1 (ko) | 2019-07-23 |
SG177381A1 (en) | 2012-02-28 |
PT2449063T (pt) | 2019-02-04 |
FR2947558B1 (fr) | 2011-08-19 |
KR20120040161A (ko) | 2012-04-26 |
AU2010267626B2 (en) | 2016-05-12 |
CL2011003342A1 (es) | 2012-07-06 |
ZA201109307B (en) | 2012-09-26 |
BRPI1016080B1 (pt) | 2018-10-16 |
AR077631A1 (es) | 2011-09-14 |
AU2010267626A1 (en) | 2012-02-02 |
MX2012000172A (es) | 2012-02-28 |
TW201116617A (en) | 2011-05-16 |
JP2012532225A (ja) | 2012-12-13 |
US20120102825A1 (en) | 2012-05-03 |
CA2765245A1 (fr) | 2011-01-06 |
ES2706903T5 (es) | 2021-12-14 |
WO2011001352A1 (fr) | 2011-01-06 |
EP2449063B2 (fr) | 2021-07-28 |
BRPI1016080A2 (pt) | 2016-05-10 |
CN102549120A (zh) | 2012-07-04 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CA2710839C (fr) | Terpolymere comme additif ameliorant la tenue a froid des hydrocarbures liquides | |
CA2765245C (fr) | Terpolymere ethylene/acetate de vinyle/esters insatures comme additif ameliorant la tenue a froid des hydrocarbures liquides comme les distillats moyens et les carburants ou combustibles | |
EP2231728B1 (fr) | Utilisation de copolymères d'éthylène et/ou de propylène et d'esters vinyliques modifiés par greffage comme additifs bifonctionnels de lubrifiance et de tenue à froid pour hydrocarbures liquides | |
EP2049625B1 (fr) | Utilisation de composes revelateurs d'efficacite des additifs de filtrabilite dans des distillats hydrocarbones, et composition de carburant les contenant | |
FR2969620A1 (fr) | Resines alkylphenol-aldehyde modifiees, leur utilisation comme additifs ameliorant les proprietes a froid de carburants et combustibles hydrocarbones liquides | |
EP2814917A1 (fr) | Additifs ameliorant la resistance a l'usure et au lacquering de carburants de type gazole ou biogazole | |
FR2855525A1 (fr) | Combustible emulsionne eau/hydrocarbures, sa preparation et ses utilisations | |
EP1527152A2 (fr) | Combustible emulsionne eau/hydrocarbures, sa preparation et ses utilisations | |
WO2020043619A1 (fr) | Composition d'additifs comprenant au moins un copolymère, un additif fluidifiant à froid et un additif anti-sédimentation | |
EP4189048B1 (fr) | Utilisation de copolymères à distribution de masse molaire spécifique pour abaisser la température limite de filtrabilité de carburants ou de combustibles | |
WO2024084136A1 (fr) | Composition de carburant marin a basse teneur en soufre | |
WO2020043618A1 (fr) | Utilisation de copolymères spécifiques pour améliorer les propriétés à froid de carburants ou combustibles |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
EEER | Examination request |
Effective date: 20150427 |