EP0780460B1 - Gasoline additive concentrate - Google Patents
Gasoline additive concentrate Download PDFInfo
- Publication number
- EP0780460B1 EP0780460B1 EP96309357A EP96309357A EP0780460B1 EP 0780460 B1 EP0780460 B1 EP 0780460B1 EP 96309357 A EP96309357 A EP 96309357A EP 96309357 A EP96309357 A EP 96309357A EP 0780460 B1 EP0780460 B1 EP 0780460B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- concentrate
- fatty acids
- alcohol
- additive
- amine
- 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.)
- Revoked
Links
- 239000012141 concentrate Substances 0.000 title claims abstract description 29
- 239000003254 gasoline additive Substances 0.000 title abstract description 3
- 239000000203 mixture Substances 0.000 claims abstract description 34
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 31
- 150000001412 amines Chemical class 0.000 claims abstract description 23
- 235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 22
- 239000000194 fatty acid Substances 0.000 claims abstract description 22
- 229930195729 fatty acid Natural products 0.000 claims abstract description 22
- 150000004665 fatty acids Chemical class 0.000 claims abstract description 20
- 150000002148 esters Chemical class 0.000 claims abstract description 19
- 239000007788 liquid Substances 0.000 claims abstract description 13
- 239000000654 additive Substances 0.000 claims description 46
- 230000000996 additive effect Effects 0.000 claims description 39
- 239000002904 solvent Substances 0.000 claims description 16
- 229920006395 saturated elastomer Polymers 0.000 claims description 14
- 150000004671 saturated fatty acids Chemical class 0.000 claims description 14
- 235000003441 saturated fatty acids Nutrition 0.000 claims description 14
- 235000021122 unsaturated fatty acids Nutrition 0.000 claims description 14
- 150000004670 unsaturated fatty acids Chemical class 0.000 claims description 14
- 239000003849 aromatic solvent Substances 0.000 claims description 13
- 239000003795 chemical substances by application Substances 0.000 claims description 9
- -1 C75 amine Chemical class 0.000 claims description 8
- 239000003502 gasoline Substances 0.000 claims description 8
- 229910052757 nitrogen Inorganic materials 0.000 claims description 5
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 4
- MWKFXSUHUHTGQN-UHFFFAOYSA-N decan-1-ol Chemical compound CCCCCCCCCCO MWKFXSUHUHTGQN-UHFFFAOYSA-N 0.000 claims description 3
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 claims description 2
- 239000000446 fuel Substances 0.000 description 15
- 239000002253 acid Substances 0.000 description 8
- 239000003599 detergent Substances 0.000 description 7
- 125000003118 aryl group Chemical group 0.000 description 6
- 238000005260 corrosion Methods 0.000 description 5
- 230000007797 corrosion Effects 0.000 description 5
- 239000012530 fluid Substances 0.000 description 5
- 239000003112 inhibitor Substances 0.000 description 5
- 150000007513 acids Chemical class 0.000 description 4
- 239000003963 antioxidant agent Substances 0.000 description 3
- 235000006708 antioxidants Nutrition 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 3
- 239000002283 diesel fuel Substances 0.000 description 3
- 239000000539 dimer Substances 0.000 description 3
- 239000002270 dispersing agent Substances 0.000 description 3
- 239000002816 fuel additive Substances 0.000 description 3
- 238000002347 injection Methods 0.000 description 3
- 239000007924 injection Substances 0.000 description 3
- 229920000768 polyamine Polymers 0.000 description 3
- 239000003381 stabilizer Substances 0.000 description 3
- 239000013638 trimer Substances 0.000 description 3
- BWDBEAQIHAEVLV-UHFFFAOYSA-N 6-methylheptan-1-ol Chemical compound CC(C)CCCCCO BWDBEAQIHAEVLV-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
- 150000003973 alkyl amines Chemical class 0.000 description 2
- 239000002518 antifoaming agent Substances 0.000 description 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 2
- 238000002485 combustion reaction Methods 0.000 description 2
- 239000003085 diluting agent Substances 0.000 description 2
- XXUJMEYKYHETBZ-UHFFFAOYSA-N ethyl 4-nitrophenyl ethylphosphonate Chemical compound CCOP(=O)(CC)OC1=CC=C([N+]([O-])=O)C=C1 XXUJMEYKYHETBZ-UHFFFAOYSA-N 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- 239000003784 tall oil Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- OYHQOLUKZRVURQ-NTGFUMLPSA-N (9Z,12Z)-9,10,12,13-tetratritiooctadeca-9,12-dienoic acid Chemical compound C(CCCCCCC\C(=C(/C\C(=C(/CCCCC)\[3H])\[3H])\[3H])\[3H])(=O)O OYHQOLUKZRVURQ-NTGFUMLPSA-N 0.000 description 1
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-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
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 description 1
- UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical compound CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 description 1
- 229910002651 NO3 Inorganic materials 0.000 description 1
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- 235000009470 Theobroma cacao Nutrition 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 239000003139 biocide Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 244000240602 cacao Species 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- KZNICNPSHKQLFF-UHFFFAOYSA-N dihydromaleimide Natural products O=C1CCC(=O)N1 KZNICNPSHKQLFF-UHFFFAOYSA-N 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000003925 fat Substances 0.000 description 1
- 235000019197 fats Nutrition 0.000 description 1
- 239000000295 fuel oil Substances 0.000 description 1
- 230000009477 glass transition Effects 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000006078 metal deactivator Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 239000004530 micro-emulsion Substances 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- 150000002763 monocarboxylic acids Chemical class 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 235000021313 oleic acid Nutrition 0.000 description 1
- 150000002895 organic esters Chemical class 0.000 description 1
- 150000001451 organic peroxides Chemical class 0.000 description 1
- 229920001568 phenolic resin Polymers 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- PDEDQSAFHNADLV-UHFFFAOYSA-M potassium;disodium;dinitrate;nitrite Chemical compound [Na+].[Na+].[K+].[O-]N=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O PDEDQSAFHNADLV-UHFFFAOYSA-M 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 229960002317 succinimide Drugs 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000012855 volatile organic compound Substances 0.000 description 1
- 239000008096 xylene Substances 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
- C10L10/00—Use of additives to fuels or fires for particular purposes
- C10L10/08—Use of additives to fuels or fires for particular purposes for improving lubricity; for reducing wear
-
- 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
-
- 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
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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
- C10L1/16—Hydrocarbons
- C10L1/1608—Well defined compounds, e.g. hexane, benzene
-
- 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
- C10L1/16—Hydrocarbons
- C10L1/1616—Hydrocarbons fractions, e.g. lubricants, solvents, naphta, bitumen, tars, terpentine
-
- 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
- C10L1/1824—Organic compounds containing oxygen containing hydroxy groups; Salts thereof hydroxy group directly attached to (cyclo)aliphatic carbon atoms mono-hydroxy
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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
- C10L1/188—Carboxylic acids; metal salts thereof
- C10L1/1881—Carboxylic acids; metal salts thereof carboxylic group attached to an aliphatic carbon atom
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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
- C10L1/188—Carboxylic acids; metal salts thereof
- C10L1/1881—Carboxylic acids; metal salts thereof carboxylic group attached to an aliphatic carbon atom
- C10L1/1883—Carboxylic acids; metal salts thereof carboxylic group attached to an aliphatic carbon atom polycarboxylic acid
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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
- C10L1/188—Carboxylic acids; metal salts thereof
- C10L1/1888—Carboxylic acids; metal salts thereof tall oil
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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
- C10L1/19—Esters ester radical containing compounds; ester ethers; carbonic acid esters
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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
- C10L1/19—Esters ester radical containing compounds; ester ethers; carbonic acid esters
- C10L1/1905—Esters ester radical containing compounds; ester ethers; carbonic acid esters of di- or polycarboxylic acids
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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
- C10L1/22—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
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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
- C10L1/22—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
- C10L1/2225—(cyclo)aliphatic amines; polyamines (no macromolecular substituent 30C); quaternair ammonium compounds; carbamates hydroxy containing
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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
- C10L1/22—Organic compounds containing nitrogen
- C10L1/234—Macromolecular compounds
- C10L1/238—Macromolecular compounds obtained otherwise than by reactions involving only carbon-to-carbon unsaturated bonds
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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
- C10L1/22—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)
Definitions
- the present invention relates to a gasoline additive concentrate containing solubilizers to maintain the concentrate in the liquid state at low temperatures.
- U.S. Patent 4,617,026 is directed to a method for reducing the fuel consumption in an automotive internal combustion engine by employing a gasoline fuel containing an effective fuel consumption reducing amount of an additive which is a hydroxyl-containing ester of a monocarboxylic acid and a glycol or trihydric alcohol, said ester additive having at least one free hydroxyl group.
- an additive which is a hydroxyl-containing ester of a monocarboxylic acid and a glycol or trihydric alcohol, said ester additive having at least one free hydroxyl group.
- U.S. Patent 5,279,626 is directed to a fuel additive concentrate having an enhanced shelf life, the concentrate comprising a major amount of detergent/dispersant, a minor amount of demulsifier and an amount of solvent stabilizer sufficient to enhance the shelf life of the fuel additive package.
- the solvent stabilizer is formed from at least one aromatic hydrocarbon solvent and at least one alkyl or cyclic alkyl alcohol wherein the solvent stabilizer composition contains more than 50 wt% aromatic hydrocarbon solvent and 10 to less than 50 wt% alcohol.
- the demulsifiers include organic sulfonates, polyoxyalkylene glycols, oxyalkylated phenolic resins and the like.
- Corrosion inhibitors include dimers and trimer acids such as those produced from tall oil fatty acids, oleic acid, linoleic acid, and the like.
- European Patent Publication EP 482 253 A discloses a middle distillate fuel with reduced emissions.
- the fuel contains an ashless dispersant such as an alkenyl succinimide of an amine. It may also contain a hindered phenol antioxidant, and one or more other conventional fuel additives including demulsifying agents, metal deactivators, antifoam agents, corrosion inhibitors, lubricity additives, friction modifiers and solvents.
- US Patent 4 565 547 describes a fuel composition containing a detergent system to remove deposits.
- the detergent system comprises a C 18 fatty acid, an ammonia/amine mixture, and an ester of a higher fatty acid.
- the amine is either a C 1 - C 10 alkylamine, a C 2 - C 10 alkanolamine or morpholine.
- the fuel may also contain a solubilising auxiliary solvent such as an aliphatic alcohol.
- UK Patent Publication 1 074 232 A describes a jet fuel containing as lubricity additive the reaction product or a mixture of a hydroxy amine or polyamine with a dialkyl ester of a dicarboxylic fatty acid.
- WO Patent Publication 95/02654 describes a diesel fuel containing a significant proportion of alcohol. To assist the solubility of the alcohol in the fuel a fatty acid and/or an organic ester is added.
- UK Patent Publication 2 269 824 describes a middle distillate fuel containing, as a wax anti-settling additive, the reaction product of a C 12 - C 22 fatty amine with a C 16 - C 24 carboxylic acid.
- the additive is contained in a solvent mixture of non-polar and weakly polar solvents.
- the additive also acts to prevent the formation of an emulsion of the distillate fuel and water.
- US Patent 4 797 134 describes a gasoline with improved combustion and hence reduced emissions, containing an additive composition comprising (a) an organic peroxide, (b) a detergent, for example a mixture of an amine and a carboxylic acid, and (c) a suitable hydrocarbon solvent such as fuel oil.
- US Patent 4 451 265 describes a hybrid fuel which is a microemulsion of diesel fuel and water.
- the fuel additionally contains alcohol and a surfactant system which is the reaction product of N,N-dimethylethanolamine and a C 9 - C 22 fatty acid.
- WO Patent Publication 95/03377 describes an additive combination for improving the cold flow properties of a middle distillate fuel.
- the additive combination comprises a copolymeric ethylene flow improver and one or more co-additives selected from an acylated amine ashless dispersant/ detergent, a fatty acid ester lubricity additive, an oil-soluble nitrate or peroxy cetane improver, and a silicon-based or acylated polyamine anti-foam agent.
- gasolines are additized by injecting a homogeneous, low viscosity and liquid additive concentrate into the gasoline while it is being loaded into trucks at the terminal rack.
- additives are diluted in an aromatic solvent (e.g., xylene, aromatic 100, heavy aromatic naphtha) to produce a homogeneous, low viscosity fluid which is suitable for rack injection.
- aromatic solvent e.g., xylene, aromatic 100, heavy aromatic naphtha
- additive solution must be fluid, homogenous and low viscosity under all atmospheric conditions encountered at such outdoor truck loading facilities.
- additives such as Tolad 9103 (a mixture of polymerized fatty acids, non-polymerized fatty acids and heavy aromatic naphtha, commercially available from Petrolite Corp.) is not suitable for additization under low temperature. It turns solid by 0°F within one day.
- fatty acids, dimers and trimers of such acids and the esters of such acids useful as anti friction and wear reducing additives in gasoline and diesel fuels are formulated into an additive concentrate which remains liquid at low temperatures of about -18°C (0°F) and lower by the additional presence in the concentrate of an alcohol, an amine or a mixture of alcohol and amine.
- the fatty acids and their esters are typically derived from naturally occurring fats and oils and includes those known as tall oil acids and their esters.
- the present invention provides an additive concentrate for gasoline comprising a lubricity additive selected from saturated and unsaturated fatty acids, dimerized or trimerized saturated and unsaturated fatty acids, esters of such fatty acid and dimerized or trimerized fatty acids and mixtures thereof in an aromatic solvent, said lubricity additive being present in the solvent in an amount of 85wt% or less and containing a compatibilizer which remains liquid to a temperature of at least about 0°C (32°F) and which comprises a mixture of a C 2 to C 10 alcohol and a C 12 to C 75 amine having at least one nitrogen atom wherein the compatibilizer is present in a total amount of from 10 to 50wt% based on the weight of lubricity additive and the weight ratio of alcohol to amine is from 2:10 to 10:1.
- a compatibilizer which remains liquid to a temperature of at least about 0°C (32°F) and which comprises a mixture of a C 2 to C 10 alcohol and a C 12 to C 75 amine having at least
- the present invention provides the use of a C 2 -C 10 alcohol or a C 12 - C 75 amine having at least one nitrogen atom, or a mixture thereof which remains liquid to at least 0°C (32°F) as a compatibilizing agent in an additive concentrate for gasoline which concentrate comprises a lubricity additive selected from saturated and unsaturated fatty acids, dimerized or trimerized saturated and unsaturated fatty acids, esters of such fatty acid and dimerized or trimerized fatty acids and mixtures thereof in an aromatic solvent, said lubricity additive being present in the solvent in an amount of 85wt% or less, the said compatibilising agent maintaining the additive concentrate in the liquid state at a low temperature of -18°C (0°F) or lower.
- a lubricity additive selected from saturated and unsaturated fatty acids, dimerized or trimerized saturated and unsaturated fatty acids, esters of such fatty acid and dimerized or trimerized fatty acids and mixtures thereof in an aromatic solvent, said lubricity additive being present
- the concentrate comprises fatty acids, dimers or trimers of fatty acids, their esters and mixtures thereof in an aromatic solvent diluent and further a C 2 to C 10 alcohol, preferably a C 2 to C 8 alcohol, most preferably ethanol, which remains liquid at temperatures of at least as low as 0°C (32°F), a C 12 to C 75 amine having at least one nitrogen, preferably a C 12 to C 18 amine and which has a glass transition temperature or is liquid at temperatures of at least as low as 0°C (32°F), and mixtures of such alcohols and amines.
- a C 2 to C 10 alcohol preferably a C 2 to C 8 alcohol, most preferably ethanol, which remains liquid at temperatures of at least as low as 0°C (32°F)
- a C 12 to C 75 amine having at least one nitrogen, preferably a C 12 to C 18 amine and which has a glass transition temperature or is liquid at temperatures of at least as low as 0°C (32°F)
- the concentrate comprises a lubricity additive selected from the group consisting of saturated or unsaturated fatty acids, dimerized and trimerized saturated or unsaturated fatty acids, their esters and mixtures thereof, preferably the acid(s), in an aromatic solvent, preferably an aromatic solvent of 8 to 14 carbons, the acid(s), ester(s) or mixture thereof being present in the solvent in an amount of about 85 wt% or less, preferably about 50 wt% or less, more preferably 30 wt% or less, and a compatibilizer selected from the group consisting of an alcohol, an amine or a mixture thereof wherein, the alcohol or amine, preferably alcohol, used individually is present in an amount of at least about 30 wt% preferably about 35 wt%, more preferably about 40 wt% most preferably about 50 wt% based on the acid(s), ester(s) or mixture thereof, preferably when the lubricity additive component concentration in the diluent is about 50 wt% or less, preferably about
- the concentration of amine plus alcohol compatibilizer should be about 3 parts or more compatibilizer to 25 parts lubricity additive.
- the additive concentrate may, of course, contain other typical components such as detergents, carrier fluids, octane boosters, antioxidants, metal corrosion inhibitor (especially copper corrosion inhibitors), and the like.
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- Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Engineering & Computer Science (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Combustion & Propulsion (AREA)
- Liquid Carbonaceous Fuels (AREA)
- Lubricants (AREA)
- Solid Fuels And Fuel-Associated Substances (AREA)
Abstract
Description
- The present invention relates to a gasoline additive concentrate containing solubilizers to maintain the concentrate in the liquid state at low temperatures.
- U.S. Patent 4,617,026 is directed to a method for reducing the fuel consumption in an automotive internal combustion engine by employing a gasoline fuel containing an effective fuel consumption reducing amount of an additive which is a hydroxyl-containing ester of a monocarboxylic acid and a glycol or trihydric alcohol, said ester additive having at least one free hydroxyl group.
- U.S. Patent 5,279,626 is directed to a fuel additive concentrate having an enhanced shelf life, the concentrate comprising a major amount of detergent/dispersant, a minor amount of demulsifier and an amount of solvent stabilizer sufficient to enhance the shelf life of the fuel additive package. The solvent stabilizer is formed from at least one aromatic hydrocarbon solvent and at least one alkyl or cyclic alkyl alcohol wherein the solvent stabilizer composition contains more than 50 wt% aromatic hydrocarbon solvent and 10 to less than 50 wt% alcohol. The demulsifiers include organic sulfonates, polyoxyalkylene glycols, oxyalkylated phenolic resins and the like. Other components can be present in the concentrate including anti-oxidants, corrosion inhibitors, emission control additives, lubricity additives, antifoamants, biocides, dyes, octane or cetane improvers and the like. Corrosion inhibitors include dimers and trimer acids such as those produced from tall oil fatty acids, oleic acid, linoleic acid, and the like.
- European Patent Publication EP 482 253 A discloses a middle distillate fuel with reduced emissions. The fuel contains an ashless dispersant such as an alkenyl succinimide of an amine. It may also contain a hindered phenol antioxidant, and one or more other conventional fuel additives including demulsifying agents, metal deactivators, antifoam agents, corrosion inhibitors, lubricity additives, friction modifiers and solvents.
- US Patent 4 565 547 describes a fuel composition containing a detergent system to remove deposits. The detergent system comprises a C18 fatty acid, an ammonia/amine mixture, and an ester of a higher fatty acid. The amine is either a C1 - C10 alkylamine, a C2 - C10 alkanolamine or morpholine. The fuel may also contain a solubilising auxiliary solvent such as an aliphatic alcohol.
- UK Patent Publication 1 074 232 A describes a jet fuel containing as lubricity additive the reaction product or a mixture of a hydroxy amine or polyamine with a dialkyl ester of a dicarboxylic fatty acid.
- WO Patent Publication 95/02654 describes a diesel fuel containing a significant proportion of alcohol. To assist the solubility of the alcohol in the fuel a fatty acid and/or an organic ester is added.
- UK Patent Publication 2 269 824 describes a middle distillate fuel containing, as a wax anti-settling additive, the reaction product of a C12 - C22 fatty amine with a C16 - C24 carboxylic acid. The additive is contained in a solvent mixture of non-polar and weakly polar solvents. The additive also acts to prevent the formation of an emulsion of the distillate fuel and water.
- US Patent 4 797 134 describes a gasoline with improved combustion and hence reduced emissions, containing an additive composition comprising (a) an organic peroxide, (b) a detergent, for example a mixture of an amine and a carboxylic acid, and (c) a suitable hydrocarbon solvent such as fuel oil.
- US Patent 4 451 265 describes a hybrid fuel which is a microemulsion of diesel fuel and water. The fuel additionally contains alcohol and a surfactant system which is the reaction product of N,N-dimethylethanolamine and a C9 - C22 fatty acid.
- WO Patent Publication 95/03377 describes an additive combination for improving the cold flow properties of a middle distillate fuel. The additive combination comprises a copolymeric ethylene flow improver and one or more co-additives selected from an acylated amine ashless dispersant/ detergent, a fatty acid ester lubricity additive, an oil-soluble nitrate or peroxy cetane improver, and a silicon-based or acylated polyamine anti-foam agent.
- Most gasolines are additized by injecting a homogeneous, low viscosity and liquid additive concentrate into the gasoline while it is being loaded into trucks at the terminal rack. Commonly such additives are diluted in an aromatic solvent (e.g., xylene, aromatic 100, heavy aromatic naphtha) to produce a homogeneous, low viscosity fluid which is suitable for rack injection.
- Obviously, the additive solution must be fluid, homogenous and low viscosity under all atmospheric conditions encountered at such outdoor truck loading facilities. Unfortunately, additives such as Tolad 9103 (a mixture of polymerized fatty acids, non-polymerized fatty acids and heavy aromatic naphtha, commercially available from Petrolite Corp.) is not suitable for additization under low temperature. It turns solid by 0°F within one day.
- It has been discovered that fatty acids, dimers and trimers of such acids and the esters of such acids, useful as anti friction and wear reducing additives in gasoline and diesel fuels are formulated into an additive concentrate which remains liquid at low temperatures of about -18°C (0°F) and lower by the additional presence in the concentrate of an alcohol, an amine or a mixture of alcohol and amine. The fatty acids and their esters are typically derived from naturally occurring fats and oils and includes those known as tall oil acids and their esters.
- In one aspect the present invention provides an additive concentrate for gasoline comprising a lubricity additive selected from saturated and unsaturated fatty acids, dimerized or trimerized saturated and unsaturated fatty acids, esters of such fatty acid and dimerized or trimerized fatty acids and mixtures thereof in an aromatic solvent, said lubricity additive being present in the solvent in an amount of 85wt% or less and containing a compatibilizer which remains liquid to a temperature of at least about 0°C (32°F) and which comprises a mixture of a C2 to C10 alcohol and a C12 to C75 amine having at least one nitrogen atom wherein the compatibilizer is present in a total amount of from 10 to 50wt% based on the weight of lubricity additive and the weight ratio of alcohol to amine is from 2:10 to 10:1.
- In another aspect the present invention provides the use of a C2-C10 alcohol or a C12 - C75 amine having at least one nitrogen atom, or a mixture thereof which remains liquid to at least 0°C (32°F) as a compatibilizing agent in an additive concentrate for gasoline which concentrate comprises a lubricity additive selected from saturated and unsaturated fatty acids, dimerized or trimerized saturated and unsaturated fatty acids, esters of such fatty acid and dimerized or trimerized fatty acids and mixtures thereof in an aromatic solvent, said lubricity additive being present in the solvent in an amount of 85wt% or less, the said compatibilising agent maintaining the additive concentrate in the liquid state at a low temperature of -18°C (0°F) or lower.
- The concentrate comprises fatty acids, dimers or trimers of fatty acids, their esters and mixtures thereof in an aromatic solvent diluent and further a C2 to C10 alcohol, preferably a C2 to C8 alcohol, most preferably ethanol, which remains liquid at temperatures of at least as low as 0°C (32°F), a C12 to C75 amine having at least one nitrogen, preferably a C12 to C18 amine and which has a glass transition temperature or is liquid at temperatures of at least as low as 0°C (32°F), and mixtures of such alcohols and amines.
- The concentrate comprises a lubricity additive selected from the group consisting of saturated or unsaturated fatty acids, dimerized and trimerized saturated or unsaturated fatty acids, their esters and mixtures thereof, preferably the acid(s), in an aromatic solvent, preferably an aromatic solvent of 8 to 14 carbons, the acid(s), ester(s) or mixture thereof being present in the solvent in an amount of about 85 wt% or less, preferably about 50 wt% or less, more preferably 30 wt% or less, and a compatibilizer selected from the group consisting of an alcohol, an amine or a mixture thereof wherein, the alcohol or amine, preferably alcohol, used individually is present in an amount of at least about 30 wt% preferably about 35 wt%, more preferably about 40 wt% most preferably about 50 wt% based on the acid(s), ester(s) or mixture thereof, preferably when the lubricity additive component concentration in the diluent is about 50 wt% or less, preferably about 30 wt% or less, most preferably about 30 wt%, and the combination alcohol plus amine is used in an amount of about 10 to 50 wt%, more preferably about 10 to 20 wt% based on the acid(s), ester(s) or mixture thereof, preferably when the lubricity additive component concentration in the solvent is about 30 wt% and higher, preferably about 50 wt% and higher. The weight ratio of alcohol to amine in the mixture is from 2:10 to 10:1, more preferably 3:10 to 10:5 most preferably 1:1.
- The invention is further understood with reference to the following examples. The product names Tolad 9103, Pluradyne FD-100, Hitec 4956, Armeen HT-97, Ethomeen C/12 and Exal 8 are trade marks.
- The data tabulated below (Table 1) (blends 17 and 18) demonstrate that additional aromatic solvent (i.e., Aromatic 100 an aromatic solvent with an average carbon number between 9 and 11) does not effectively keep Tolad 9103 lubricity additive in the fluid state. There may be some very high level of aromatic solvent which may be sufficient to keep Tolad 9103 fluid at low temperatures. However, in practice it is desirable to keep the total amount of injected material at a minimum. This reduces transportation cost of the total package. Typical injection systems also have a maximum injection volume capacity. Large amounts of volatile aromatic solvents are also undesirable from an environmental viewpoint. They increase air discharge of volatile organic compounds.
- The following blends (Table 2) contain 10 grams of Aromatic 100 solvent and 3 grams of Tolad 9103 in addition to various compatibilizing agents. Data below demonstrate that alcohol is an effective compatibilizer of Tolad 9103. Exxal 8 (iso-octanol) and ethanol are both effective. In addition, BASF Pluradyne FD-100 (poly isobutenyl monoamine having approximately 70 carbons) is also very effective. Hitec4956, a mannich base polyamine fuel detergent sold by Ethyl, is partially effective. Armeen HT-97 an amine which is not liquid at room temperature, did not function as a compatibilizer. Ethomeen C/12 is an ethoxylated cocoa alkylamine purchased from Akzo Chemical Co.
- The following blends (Table 3) contain 10 grams of Aromatic 100 and 5 grams of Tolad 9103. The higher concentration of Tolad 9103 necessitates more compatibilizing agent. Only one compatibilizer was most effective. This was a 50/50 mixture of Ethanol and Ethomeen C/12. Note that this 50/50 mixture was less effective in the table above, when only 3 grams of Tolad 9103 was used. A repeat of this experiment confirmed that the combination of ethanol and Ethomeen C/12 is most effective with the higher dosage of Tolad.
-
-
-
- The additive concentrate may, of course, contain other typical components such as detergents, carrier fluids, octane boosters, antioxidants, metal corrosion inhibitor (especially copper corrosion inhibitors), and the like.
Claims (10)
- An additive concentrate for gasoline comprising a lubricity additive selected from saturated and unsaturated fatty acids, dimerized or trimerized saturated and unsaturated fatty acids, esters of such fatty acid and dimerized or trimerized fatty acids and mixtures thereof in an aromatic solvent, said lubricity additive being present in the solvent in an amount of 85wt% or less and containing a compatibilizer which remains liquid to a temperature of at least 0°C (32°F) and which comprises a mixture of a C2 to C10 alcohol and a C12 to C75 amine having at least one nitrogen atom wherein the compatibilizer is present in a total amount of from 10 to 50wt% based on the weight of lubricity additive and the weight ratio of alcohol to amine is from 2:10 to 10:1.
- The concentrate of claim 1 wherein the alcohol is a C2 to C8 alcohol.
- The concentrate of claim 1 wherein the alcohol is ethanol.
- The concentrate of claim 1, 2 or 3 wherein the amine is a C12 to C18 amine.
- The concentrate of any preceding claim wherein the amount of compatibilizer is from 10 to 20 wt% based on weight of lubricity additive.
- The concentrate of any preceding claim wherein the weight ratio of alcohol to amine is from about 3:10 to 10:5.
- The concentrate of any preceding claim wherin the amount of lubricity additive is at least 30wt%, based on the weight of aromatic solvent.
- The concentrate of any preceding claim wherein the lubricity additive is selected from saturated and unsaturated fatty acids, dimerized and trimerized saturated and unsaturated fatty acids and mixtures thereof.
- The concentrate of any of claims 1 to 7 wherein the lubricity additive is selected from the esters of saturated and unsaturated fatty acids, esters of dimerized and trimerized saturated and unsaturated fatty acids and mixtures thereof.
- Use of a C2 - C10 alcohol or a C12 - C75 amine having at least one nitrogen atom, or a mixture thereof which remains liquid to at least 0°C (32°F) as a compatibilizing agent in an additive concentrate for gasoline which concentrate comprises a lubricity additive selected from saturated and unsaturated fatty acids, dimerized or trimerized saturated and unsaturated fatty acids, esters of such fatty acid and dimerized or trimerized fatty acids and mixtures thereof in an aromatic solvent, said lubricity additive being present in the solvent in an amount of 85wt% or less, the said compatibilising agent maintaining the additive concentrate in the liquid state at a low temperature of -18°C (0°F) or lower.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US577658 | 1984-02-07 | ||
US57765895A | 1995-12-22 | 1995-12-22 |
Publications (2)
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EP0780460A1 EP0780460A1 (en) | 1997-06-25 |
EP0780460B1 true EP0780460B1 (en) | 2001-06-27 |
Family
ID=24309630
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP96309357A Revoked EP0780460B1 (en) | 1995-12-22 | 1996-12-20 | Gasoline additive concentrate |
Country Status (4)
Country | Link |
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EP (1) | EP0780460B1 (en) |
AT (1) | ATE202595T1 (en) |
DE (1) | DE69613549T2 (en) |
NO (1) | NO315126B1 (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US7850744B2 (en) | 2004-08-05 | 2010-12-14 | Basf Aktiengesellschaft | Heterocyclic compounds containing nitrogen as a fuel additive in order to reduce abrasion |
Families Citing this family (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0869163A1 (en) * | 1997-04-03 | 1998-10-07 | Mobil Oil Corporation | Method for reducing engine friction |
WO1999036489A1 (en) * | 1998-01-13 | 1999-07-22 | Baker Hughes Incorporated | Composition and method to improve lubricity in fuels |
US6203584B1 (en) | 1998-03-31 | 2001-03-20 | Chevron Chemical Company Llc | Fuel composition containing an amine compound and an ester |
CA2387329A1 (en) * | 1999-11-23 | 2001-05-31 | David Daniels | Composition |
GB2358192A (en) * | 2000-01-14 | 2001-07-18 | Exxonmobil Res & Eng Co | Fatty acids or derivatives thereof as lubricity enhancers in low sulphur fuels |
DE10058359B4 (en) * | 2000-11-24 | 2005-12-22 | Clariant Gmbh | Fuel oils with improved lubricity, containing mixtures of fatty acids with paraffin dispersants, and a lubricant-improving additive |
WO2002055636A1 (en) * | 2001-01-12 | 2002-07-18 | Exxonmobil Research And Engineering Company | Gasoline composition |
JP2012528218A (en) * | 2009-05-25 | 2012-11-12 | 昭和シェル石油株式会社 | Gasoline composition |
JP2012528219A (en) | 2009-05-25 | 2012-11-12 | 昭和シェル石油株式会社 | Gasoline composition |
US9175241B2 (en) | 2009-11-30 | 2015-11-03 | The Lubrizol Corporation | Stabilized blends containing friction modifiers |
WO2017144378A1 (en) | 2016-02-23 | 2017-08-31 | Basf Se | Hydrophobic polycarboxylic acids as friction-reducing additive for fuels |
Family Cites Families (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR1399466A (en) * | 1963-06-26 | 1965-05-14 | Exxon Research Engineering Co | Process for improving the lubricity of oleophilic liquids and additives used in this process |
US4451265A (en) * | 1981-04-21 | 1984-05-29 | The United States Of America As Represented By The Secretary Of Agriculture | Diesel fuel-aqueous alcohol microemulsions |
US4617026A (en) | 1983-03-28 | 1986-10-14 | Exxon Research And Engineering Company | Method for improving the fuel economy of an internal combustion engine using fuel having hydroxyl-containing ester additive |
JPS6018596A (en) * | 1983-07-12 | 1985-01-30 | トヨタ自動車株式会社 | Fuel system part cleaning composition |
US4797134A (en) * | 1987-08-27 | 1989-01-10 | Wynn Oil Company | Additive composition, for gasoline |
EP0482253A1 (en) * | 1990-10-23 | 1992-04-29 | Ethyl Petroleum Additives Limited | Environmentally friendly fuel compositions and additives therefor |
US5279626A (en) | 1992-06-02 | 1994-01-18 | Ethyl Petroleum Additives Inc. | Enhanced fuel additive concentrate |
DE4225951C2 (en) * | 1992-08-06 | 1994-06-16 | Leuna Werke Ag | Additives for improving the low temperature properties of middle distillates, process for their preparation and use |
WO1995002654A1 (en) * | 1993-07-16 | 1995-01-26 | Victorian Chemical International Pty Ltd | Fuel blends |
GB9315205D0 (en) * | 1993-07-22 | 1993-09-08 | Exxon Chemical Patents Inc | Additives and fuel compositions |
-
1996
- 1996-12-20 EP EP96309357A patent/EP0780460B1/en not_active Revoked
- 1996-12-20 AT AT96309357T patent/ATE202595T1/en not_active IP Right Cessation
- 1996-12-20 DE DE69613549T patent/DE69613549T2/en not_active Expired - Fee Related
-
1997
- 1997-03-03 NO NO19970968A patent/NO315126B1/en not_active IP Right Cessation
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US7850744B2 (en) | 2004-08-05 | 2010-12-14 | Basf Aktiengesellschaft | Heterocyclic compounds containing nitrogen as a fuel additive in order to reduce abrasion |
US8814957B2 (en) | 2004-08-05 | 2014-08-26 | Basf Aktiengesellschaft | Heterocyclic compounds containing nitrogen as a fuel additive in order to reduce abrasion |
Also Published As
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NO970968D0 (en) | 1997-03-03 |
ATE202595T1 (en) | 2001-07-15 |
EP0780460A1 (en) | 1997-06-25 |
DE69613549T2 (en) | 2001-10-25 |
NO315126B1 (en) | 2003-07-14 |
DE69613549D1 (en) | 2001-08-02 |
NO970968L (en) | 1998-09-04 |
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