WO2024006694A1 - Diesel fuel composition and method for reducing diesel fuel filter blocking tendency from biodiesel contaminants - Google Patents
Diesel fuel composition and method for reducing diesel fuel filter blocking tendency from biodiesel contaminants Download PDFInfo
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- WO2024006694A1 WO2024006694A1 PCT/US2023/069067 US2023069067W WO2024006694A1 WO 2024006694 A1 WO2024006694 A1 WO 2024006694A1 US 2023069067 W US2023069067 W US 2023069067W WO 2024006694 A1 WO2024006694 A1 WO 2024006694A1
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- Prior art keywords
- formula
- additive
- fuel
- composition
- diesel
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- 239000000203 mixture Substances 0.000 title claims abstract description 123
- 238000000034 method Methods 0.000 title claims abstract description 76
- 239000002283 diesel fuel Substances 0.000 title claims abstract description 72
- 239000003225 biodiesel Substances 0.000 title claims abstract description 65
- 230000000903 blocking effect Effects 0.000 title claims abstract description 25
- 239000000356 contaminant Substances 0.000 title description 10
- 239000000654 additive Substances 0.000 claims abstract description 72
- 230000000996 additive effect Effects 0.000 claims abstract description 68
- 239000002816 fuel additive Substances 0.000 claims abstract description 64
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 51
- 125000004432 carbon atom Chemical group C* 0.000 claims description 44
- 229920002873 Polyethylenimine Polymers 0.000 claims description 32
- 239000001257 hydrogen Substances 0.000 claims description 30
- 229910052739 hydrogen Inorganic materials 0.000 claims description 30
- 239000003208 petroleum Substances 0.000 claims description 28
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 26
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 26
- 229920002367 Polyisobutene Polymers 0.000 claims description 23
- 239000007795 chemical reaction product Substances 0.000 claims description 23
- 239000002270 dispersing agent Substances 0.000 claims description 20
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical class OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims description 20
- 239000000446 fuel Substances 0.000 claims description 16
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical group NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 claims description 15
- 229910052757 nitrogen Inorganic materials 0.000 claims description 15
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 claims description 14
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 14
- 229910021529 ammonia Inorganic materials 0.000 claims description 13
- 125000004429 atom Chemical group 0.000 claims description 13
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 13
- 229910052760 oxygen Inorganic materials 0.000 claims description 13
- 239000001301 oxygen Substances 0.000 claims description 13
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 claims description 12
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 12
- 125000003545 alkoxy group Chemical group 0.000 claims description 11
- 229920000768 polyamine Polymers 0.000 claims description 11
- FALRKNHUBBKYCC-UHFFFAOYSA-N 2-(chloromethyl)pyridine-3-carbonitrile Chemical class ClCC1=NC=CC=C1C#N FALRKNHUBBKYCC-UHFFFAOYSA-N 0.000 claims description 10
- FAXDZWQIWUSWJH-UHFFFAOYSA-N 3-methoxypropan-1-amine Chemical group COCCCN FAXDZWQIWUSWJH-UHFFFAOYSA-N 0.000 claims description 10
- 239000001384 succinic acid Substances 0.000 claims description 10
- 229940014800 succinic anhydride Drugs 0.000 claims description 10
- 150000002431 hydrogen Chemical group 0.000 claims description 9
- GIAFURWZWWWBQT-UHFFFAOYSA-N 2-(2-aminoethoxy)ethanol Chemical compound NCCOCCO GIAFURWZWWWBQT-UHFFFAOYSA-N 0.000 claims description 7
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 claims description 7
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 7
- UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical compound CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 claims description 7
- OPKOKAMJFNKNAS-UHFFFAOYSA-N N-methylethanolamine Chemical compound CNCCO OPKOKAMJFNKNAS-UHFFFAOYSA-N 0.000 claims description 7
- 125000003277 amino group Chemical group 0.000 claims description 7
- 229960002887 deanol Drugs 0.000 claims description 7
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 claims description 7
- 239000012972 dimethylethanolamine Substances 0.000 claims description 7
- CRVGTESFCCXCTH-UHFFFAOYSA-N methyl diethanolamine Chemical compound OCCN(C)CCO CRVGTESFCCXCTH-UHFFFAOYSA-N 0.000 claims description 7
- DLMMQHNYEBTUFT-UHFFFAOYSA-N n-ethoxypropan-1-amine Chemical compound CCCNOCC DLMMQHNYEBTUFT-UHFFFAOYSA-N 0.000 claims description 7
- BUFODVYIDTXFCT-UHFFFAOYSA-N n-propoxypropan-1-amine Chemical compound CCCNOCCC BUFODVYIDTXFCT-UHFFFAOYSA-N 0.000 claims description 7
- IMUDHTPIFIBORV-UHFFFAOYSA-N aminoethylpiperazine Chemical compound NCCN1CCNCC1 IMUDHTPIFIBORV-UHFFFAOYSA-N 0.000 claims description 6
- LSHROXHEILXKHM-UHFFFAOYSA-N n'-[2-[2-[2-(2-aminoethylamino)ethylamino]ethylamino]ethyl]ethane-1,2-diamine Chemical compound NCCNCCNCCNCCNCCN LSHROXHEILXKHM-UHFFFAOYSA-N 0.000 claims description 6
- FAGUFWYHJQFNRV-UHFFFAOYSA-N tetraethylenepentamine Chemical compound NCCNCCNCCNCCN FAGUFWYHJQFNRV-UHFFFAOYSA-N 0.000 claims description 6
- VSRBKQFNFZQRBM-UHFFFAOYSA-N tuaminoheptane Chemical compound CCCCCC(C)N VSRBKQFNFZQRBM-UHFFFAOYSA-N 0.000 claims description 6
- 229960003986 tuaminoheptane Drugs 0.000 claims description 6
- VILCJCGEZXAXTO-UHFFFAOYSA-N 2,2,2-tetramine Chemical compound NCCNCCNCCN VILCJCGEZXAXTO-UHFFFAOYSA-N 0.000 claims description 5
- 150000001412 amines Chemical class 0.000 claims description 5
- 238000002156 mixing Methods 0.000 claims description 5
- 150000005846 sugar alcohols Polymers 0.000 claims description 5
- 229960001124 trientine Drugs 0.000 claims description 5
- 150000002894 organic compounds Chemical class 0.000 claims description 3
- 238000011282 treatment Methods 0.000 description 5
- -1 methanol Chemical class 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 125000004183 alkoxy alkyl group Chemical group 0.000 description 3
- 238000012986 modification Methods 0.000 description 3
- 230000004048 modification Effects 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- OGBUMNBNEWYMNJ-UHFFFAOYSA-N batilol Chemical class CCCCCCCCCCCCCCCCCCOCC(O)CO OGBUMNBNEWYMNJ-UHFFFAOYSA-N 0.000 description 2
- PAFZNILMFXTMIY-UHFFFAOYSA-N cyclohexylamine Chemical compound NC1CCCCC1 PAFZNILMFXTMIY-UHFFFAOYSA-N 0.000 description 2
- 239000003925 fat Substances 0.000 description 2
- 229930182478 glucoside Natural products 0.000 description 2
- 150000008131 glucosides Chemical class 0.000 description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 235000019198 oils Nutrition 0.000 description 2
- 239000012188 paraffin wax Substances 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 230000002028 premature Effects 0.000 description 2
- 150000003384 small molecules Chemical class 0.000 description 2
- 235000015112 vegetable and seed oil Nutrition 0.000 description 2
- 239000008158 vegetable oil Substances 0.000 description 2
- 239000004711 α-olefin Substances 0.000 description 2
- PEXNXOXCZLFQAO-TYYBGVCCSA-N (e)-but-2-enedioic acid;ethenyl acetate Chemical compound CC(=O)OC=C.OC(=O)\C=C\C(O)=O PEXNXOXCZLFQAO-TYYBGVCCSA-N 0.000 description 1
- WGCYRFWNGRMRJA-UHFFFAOYSA-N 1-ethylpiperazine Chemical compound CCN1CCNCC1 WGCYRFWNGRMRJA-UHFFFAOYSA-N 0.000 description 1
- 239000002028 Biomass Substances 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 241000195493 Cryptophyta Species 0.000 description 1
- PEEHTFAAVSWFBL-UHFFFAOYSA-N Maleimide Chemical compound O=C1NC(=O)C=C1 PEEHTFAAVSWFBL-UHFFFAOYSA-N 0.000 description 1
- SVYKKECYCPFKGB-UHFFFAOYSA-N N,N-dimethylcyclohexylamine Chemical compound CN(C)C1CCCCC1 SVYKKECYCPFKGB-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000003973 alkyl amines Chemical class 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 239000010779 crude oil Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000000151 deposition Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000005038 ethylene vinyl acetate Substances 0.000 description 1
- 235000019387 fatty acid methyl ester Nutrition 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 150000004668 long chain fatty acids Chemical class 0.000 description 1
- 238000012423 maintenance Methods 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical class O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- VMOWKUTXPNPTEN-UHFFFAOYSA-N n,n-dimethylpropan-2-amine Chemical compound CC(C)N(C)C VMOWKUTXPNPTEN-UHFFFAOYSA-N 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 238000002203 pretreatment Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 229920001897 terpolymer Polymers 0.000 description 1
- AGGKEGLBGGJEBZ-UHFFFAOYSA-N tetramethylenedisulfotetramine Chemical compound C1N(S2(=O)=O)CN3S(=O)(=O)N1CN2C3 AGGKEGLBGGJEBZ-UHFFFAOYSA-N 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
- 239000003981 vehicle Substances 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- 239000001993 wax 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
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- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/16—Hydrocarbons
- C10L1/1625—Hydrocarbons macromolecular compounds
- C10L1/1633—Hydrocarbons macromolecular compounds homo- or copolymers obtained by reactions only involving carbon-to carbon unsaturated bonds
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- C10L1/19—Esters ester radical containing compounds; ester ethers; carbonic acid esters
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- C10L1/195—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- C10L1/196—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds derived from monomers containing a carbon-to-carbon unsaturated bond and a carboxyl group or salts, anhydrides or esters thereof homo- or copolymers of compounds having one or more unsaturated aliphatic radicals each having one carbon bond to carbon double bond, and at least one being terminated by a carboxyl radical or of salts, anhydrides or esters thereof
- C10L1/1966—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds derived from monomers containing a carbon-to-carbon unsaturated bond and a carboxyl group or salts, anhydrides or esters thereof homo- or copolymers of compounds having one or more unsaturated aliphatic radicals each having one carbon bond to carbon double bond, and at least one being terminated by a carboxyl radical or of salts, anhydrides or esters thereof poly-carboxylic
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- 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
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- C10L1/2222—(cyclo)aliphatic amines; polyamines (no macromolecular substituent 30C); quaternair ammonium compounds; carbamates
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- C10L1/00—Liquid carbonaceous fuels
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- 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)
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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
- 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
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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
- C10L2200/0461—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
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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 disclosed technology provides treatment compositions and methods to reduce diesel fuel filter blocking tendency (FBT), and more specifically, treatment compositions and methods to reduce diesel fuel filter blocking tendency from biodiesel contaminants.
- FBT diesel fuel filter blocking tendency
- Biodiesel comprises fatty acid methyl esters that are produced by transesterification of plant and animal-based oils with smaller alcohols like methanol, and renewable diesel is a drop-in substitute for traditional petroleum diesel. While there is significant economic incentive for refineries and blenders to use biodiesel and renewable diesel, the fuel filter issues caused by biodiesel contaminants hinder the use of biodiesel blends, especially blends with renewable diesel.
- FBT filter blocking tendency
- ASTM D2068/ IP 387 fuel filter plugging
- FBT test can be preceded by a pre-treatment such as cold-soak, where the blend is cooled to a temperature above cloud point (e.g., 1 °C or 5 °C) for 16 hours followed by warming to 25 °C (ASTM D7501) to assess impact of cold weather.
- cloud point e.g. 1 °C or 5 °C
- ASTM D7501 warming to 25 °C
- a diesel fuel composition comprising a diesel fuel blend and at least one additive.
- the diesel fuel blend comprises a biodiesel component and a renewable diesel component. In some embodiments, the diesel fuel blend comprises a biodiesel component and a petroleum diesel component. In some embodiments, the diesel fuel blend comprises a biodiesel component, a renewable diesel component, and a petroleum diesel component.
- the additive comprises an organic compound with at least two electronegative atoms.
- the at least two electronegative atoms comprise (i) nitrogen, (ii) oxygen, or (iii) nitrogen and oxygen.
- the additive is a reaction product of Formula (I) and polyisobutylene substituted succinic acid or anhydride.
- the additive is diethylene triamine (DETA), ethylene diamine, piperazine, aminoethyl piperazine, tnethylene tetramine, tetraethylene pentaamine, pentaethylene hexamine, or hexethylene heptamine.
- the additive is an alkoxylated amine comprising the structure of Formula (I) as the backbone with an average molecular weight of 400 to 25,000 daltons.
- the additive comprises the Formula (II): where R1 is selected from hydrocarbyl groups containing 10-30 carbon atoms, and R2 and R3 are independently selected from a hydrogen or hydrocarbyl groups containing 10-80 carbon atoms, and n is the number of repeating units ranging from 1 to 100.
- the additive is methoxy propylamine, ethoxy propylamine, propoxy propylamine, monomethyl ethanolamine, dimethyl ethanolamine, ethanolamine, diethanolamine, methyl diethanolamine, or diglycolamine.
- the additive comprises the Formula (IV): where Rl and R3 are independently selected from hydrogen, hydrocarbyl group with 1 to 20 carbon atoms, hydroxyl, alkoxy groups or an amine group, and R2 is selected from hydrocarbyl groups containing 1 to 20 carbon atoms, such that the formula has at least two electronegative atoms selected from nitrogen or oxygen or both.
- the additive is a reaction product of Formula (IV) and ammonia.
- the additive comprises the Formula (V): where Rl, R2, R3 and R4 are independently selected from hydrocarbyl groups containing 1 to 20 carbon atoms with n ranging from 0 to 20, and x, y and z ranging from 0 to 20 such that x + y + z is greater than or equal to 1.
- the additive is the reaction product of polyisobutylene substituted succinic acid or anhydride with polyalcohol with at least two hydroxyl groups.
- the additive is a linear or branched polyethyleneimine with an average molecular weight of 400 to 25000 daltons.
- the additive is present in about 0.00001% wt. to about 1% wt. based on the total weight of the composition.
- a method for reducing biodiesel fuel fdter blocking tendency comprising adding at least one fuel additive to a diesel fuel blend to obtain a diesel fuel composition.
- the additive is diethylene triamine (DETA), ethylene diamine, piperazine, aminoethyl piperazine, triethylene tetramine, tetraethylene pentaamine, pentaethylene hexamine, or hexethylene heptamine.
- the additive is a reaction product of Formula (1) and polyisobutylene substituted succinic acid or anhydride.
- the additive is an alkoxylated amine comprising the structure of Formula (I) as the backbone with an average molecular weight of 400 to 25,000 daltons.
- the at least one fuel additive of the present method comprises the Formula (II): where R1 is selected from hydrocarbyl groups containing 10-30 carbon atoms, and R2 and R3 are independently selected from a hydrogen or hydrocarbyl groups containing 10-80 carbon atoms, and n is the number of repeating units ranging from 1 to 100.
- the additive is methoxy propylamine, ethoxy propylamine, propoxy propylamine, monomethyl ethanolamine, dimethyl ethanolamine, ethanolamine, diethanolamine, methyl diethanolamine, or diglycolamine.
- the at least one fuel additive of the present method comprises the Formula (IV): where R1 and R3 are independently selected from hydrogen, hydrocarbyl group with 1 to 20 carbon atoms, hydroxyl, alkoxy groups or an amine group, and R2 is selected from hydrocarbyl groups containing 1 to 20 carbon atoms, such that the formula has at least two electronegative atoms selected from nitrogen or oxygen or both.
- the additive is a reaction product of Formula (IV) and ammonia.
- the at least one fuel additive of the present method comprises the Formula (V): where Rl, R2, R3 and R4 are independently selected from hydrocarbyl groups containing 1 to 20 carbon atoms with n ranging from 0 to 20, and x, y and z ranging from 0 to 20 such that x + y + z is greater than or equal to 1 .
- the additive is the reaction product of polyisobutylene substituted succinic acid or anhydride with polyalcohol with at least two hydroxyl groups.
- the diesel fuel blend is a blend of a biodiesel component and a renewable diesel component. In some embodiments, the ratio of the biodiesel component to the renewable diesel component is about 0.001 to about 99. In some embodiments, the diesel fuel blend is a blend of a biodiesel component and a petroleum fuel component. In some embodiments, the ratio of the biodiesel component to the petroleum diesel component is about 0.001 to about 99. In some embodiments, the diesel fuel blend comprises a biodiesel component, a renewable diesel component, and a petroleum diesel component.
- the at least one fuel additive of the present method is added to the diesel fuel blend by mixing.
- the at least one fuel additive is a dispersant and at least 0.1 ppm of the dispersant is added to the diesel fuel blend.
- the at least one fuel additive is a polyamine and at least 0.1 ppm of the polyamine is added to the diesel fuel blend.
- the diesel fuel composition comprises a fuel blocking tendency (FBT) value of less than about 1.41, where FBT is defined by ASTM D2068 or equivalent methods.
- FBT fuel blocking tendency
- a method for reducing biodiesel fuel filter blocking tendency comprises adding a fuel additive combination to a diesel fuel blend to obtain a diesel fuel composition.
- the fuel additive combination comprises Formula (I), Formula (II), Formula (III), Formula (IV), reaction products of Formula (IV) with ammonia, Formula (V), Formula (VI), polyisobutylene based dispersants, PEI, alkoxylated PEI, Formula (I) with alkoxylation, and/or combinations thereof.
- the fuel additive combination comprises the
- the fuel additive combination comprises the Formula (IV): where Rl and R3 are independently selected from hydrogen, hydrocarbyl group with 1 to 20 carbon atoms, hydroxyl, alkoxy groups or an amine group, and R2 is selected from hydrocarbyl groups containing 1 to 20 carbon atoms, such that the formula has at least two electronegative atoms selected from nitrogen or oxygen or both.
- the fuel additive combination is a reaction product of Formula (IV) and ammonia.
- the fuel additive combination comprises the Formula (V): where Rl, R2, R3 and R4 are independently selected from hydrocarbyl groups containing 1 to 20 carbon atoms with n ranging from 0 to 20, and x, y and z ranging from 0 to 20 such that x + y + z is greater than or equal to 1.
- the fuel additive combination comprises (i) Formula (I), and (ii) Formula (II), polyisobutylene based dispersants, PEI, or alkoxylated PEI.
- the fuel additive combination comprises (i) Formula (III), and (ii) Formula (II), polyisobutylene based dispersants, PEI, or alkoxylated PEI.
- the fuel additive combination comprises (i) Formula (IV), and (ii) Formula (II), polyisobutylene based dispersants, PEI, or alkoxylated PEI.
- the fuel additive combination comprises (i) reaction products of Formula (IV) with ammonia, and (ii) Formula (II), polyisobutylene based dispersants, PEI, or alkoxylated PEI. In some embodiments, the fuel additive combination comprises (i) Formula (V), and (ii) Formula (II), polyisobutylene based dispersants, PEI, or alkoxylated PEI.
- the disclosed technology generally provides for treatment compositions and methods to reduce diesel fuel filter blocking tendency (FBT), and more specifically, treatment compositions and methods to reduce diesel fuel filter blocking tendency from biodiesel contaminants.
- FBT diesel fuel filter blocking tendency
- the compositions and methods provided herein overcome the fuel filter plugging issues caused by biodiesel contaminants that hinder the use of biodiesel blends, especially blends with renewable diesel.
- a diesel fuel composition comprising a diesel fuel blend and an additive.
- the diesel fuel composition further comprises an antioxidant/stabilizer, a corrosion inhibitor, and/or a paraffin cold flow improver.
- the diesel fuel blend comprises a biodiesel component and a renewable diesel component.
- biodiesel refers to mono-alkyl esters of long-chain fatty acids derived from vegetable oils or animal fats
- renewable diesel refers to hydrocarbon produced by hydrotreating vegetable oils, animal fats, greases and algae oil, and pyrolyzed biomass.
- the diesel fuel blend comprises a biodiesel component and a petroleum diesel component.
- biodiesel component refers to diesel produced in refineries from petroleum crude oil processing.
- the diesel fuel blend comprises a biodiesel component, a renewable diesel component, and a petroleum diesel component.
- the diesel fuel composition further comprises an additive.
- the additive comprises an organic compound with at least two electronegative atoms.
- the at least two electronegative atoms comprise (i) nitrogen, (ii) oxygen, or (iii) nitrogen and oxygen.
- the additive is a blend.
- the additive is a polyamine comprises the Formula (I):
- the additive of Formula (I) is diethylene triamine (DETA), ethylene diamine, piperazine, aminoethyl piperazine, triethylene tetramine, tetraethylene pentaamine, pentaethylene hexamine, or hexethylene heptamine.
- the additive is a reaction product of Formula (I) and polyisobutylene substituted succinic acid or anhydride.
- the additive is an alpha-olefin maleic anhydride copolymer (AOMA) comprising the Formula (11): where R1 is selected from hydrocarbyl groups containing 10-30 carbon atoms, and R2 and R3 are independently selected from a hydrogen or hydrocarbyl groups containing 10-80 carbon atoms, and n is the number of repeating units ranging from 1 to 100.
- AOMA alpha-olefin maleic anhydride copolymer
- the additive is an alkoxy alkyl amine.
- the alkoxy alkyl amine includes, but is not limited to methoxy propylamine, ethoxy propylamine, propoxy propylamine, monomethyl ethanolamine, dimethyl ethanolamine, ethanolamine, diethanolamine, methyl diethanolamine, or diglycolamine.
- chemistries e.g. alphaolefin maleic anhydrides (AOMA) and polyamines
- AOMA alphaolefin maleic anhydrides
- polyamines removed the filter blocking tendency (i.e. reduced fuel filter plugging) of biodiesel blends. It is believed that these chemistries prevented the biodiesel contaminants (e.g. saturated monoglycerides and steryl glucosides) from precipitating and depositing on the filter, thus reducing premature fuel filter failure and other related issues.
- the FBT caused by biodiesel contaminants occurs at a temperature higher than cloud point, when no wax/paraffin crystals have precipitated.
- certain polyamines e.g. diethylene triamine (DETA), which is a very small molecule compared to typical polymeric dispersants
- DETA diethylene triamine
- the additive of Formula (III) is methoxy propylamine (MOPA), ethoxy propylamine, propoxy propylamine, monomethyl ethanolamine, dimethyl ethanolamine, ethanolamine, diethanolamine, methyl diethanolamine, or diglycolamine.
- MOPA methoxy propylamine
- ethoxy propylamine propoxy propylamine
- monomethyl ethanolamine dimethyl ethanolamine
- ethanolamine diethanolamine
- diethanolamine diethanolamine
- methyl diethanolamine or diglycolamine.
- the alkoxy alkyl amines e.g., MOPA
- the alkoxy alkyl amines are small molecules, and yet were surprisingly found to reduce FBT of biodiesel blends.
- the additive comprises the Formula (IV): where Rl and R3 are independently selected from hydrogen, hydrocarbyl group with 1 to 20 carbon atoms, hydroxyl, alkoxy groups or an amine group, and R2 is selected from hydrocarbyl groups containing 1 to 20 carbon atoms, such that the formula has at least two electronegative atoms selected from nitrogen or oxygen or both.
- the additive is reaction product of Formula (IV) and ammonia.
- the additive comprises the Formula (V): where Rl, R2, R3 and R4 are independently selected from hydrocarbyl groups containing 1 to 20 carbon atoms with n ranging from 0 to 20, and x, y and z ranging from 0 to 20 such that x + y + z is greater than or equal to 1.
- the additive is a reaction product of polyisobutylene substituted succinic acid or anhydride with polyalcohol with at least two hydroxyl groups. In some embodiments, the additive is present in about 0.0001% wt. to about 1% wt. based on the total weight of the composition.
- the additive is a linear or branched polyethyleneimine (PEI) with an average molecular weight of 400 to 25000 daltons.
- the additive is an alkoxylated PEI comprising a polyethyleneimine backbone with an average molecular weight of 400 to 25,000 daltons.
- the polymer further comprises one or two alkoxylation modifications per nitrogen atom by a polyalkoxylene chain having an average of 1 to 30 alkoxy moi eties, wherein the alkoxy moiety is capped with a hydrogen, hydrocarbyl group with 1 to 20 carbon atoms, or mixtures thereof.
- the additive is an alkoxylated amine comprising the structure of formula (I) as the backbone with an average molecular weight of 400 to 25,000 daltons.
- the polymer further comprises of one or two alkoxylation modifications per nitrogen atom by a polyalkoxylene chain having an average of 1 to 30 alkoxy moieties, wherein the alkoxy moiety is capped with a hydrogen, hydrocarbyl group with 1 to 20 carbon atoms, or mixtures thereof.
- reducing biodiesel fuel filter blocking tendency means reducing biodiesel fuel filter plugging.
- the method comprises adding at least one fuel additive to a diesel fuel blend to obtain a diesel fuel composition.
- the fuel additive of the present method comprises at least one fuel additive. It should be understood that more than one fuel additive can be added to a diesel fuel blend to obtain the diesel fuel composition.
- the fuel additive of the present method comprises Formula (I), in other embodiments, Formula (II); in other embodiments, Formula (III); in other embodiments, Formula (IV); in other embodiments, Formula (V), and in other embodiments, Formula (VI).
- the present method comprises more than one fuel additive, and comprises Formula (I), Formula (II), Formula (III), Formula (IV), reaction products of Formula (IV) with ammonia, Formula (V), Formula (VI), polyisobutylene based dispersants, PEI, alkoxylated PEI, Formula(I) with alkoxylation, or combinations thereof.
- the fuel additive of the present method is diethylene triamine (DETA), ethylene diamine, piperazine, aminoethyl piperazine, triethylene tetramine, tetraethylene pentaamine, pentaethylene hexamine, hexethylene heptamine, or combinations thereof.
- the additive of the present method is methoxy propylamine, ethoxy propylamine, propoxy propylamine, monomethyl ethanolamine, dimethyl ethanolamine, ethanolamine, diethanolamine, methyl diethanolamine, diglycolamine, or combinations thereof.
- the method of the present technology further provides for a diesel fuel blend.
- the diesel fuel blend is a blend of a biodiesel component and a renewable diesel component.
- the ratio of the biodiesel component to the renewable diesel component is about 0.001 to about 99.
- the diesel fuel blend is a blend of a biodiesel component and a petroleum fuel component.
- the ratio of the biodiesel component to the petroleum diesel component is about 0.001 to about 99.
- the diesel fuel blend comprises a biodiesel component, a renewable diesel component, and a petroleum diesel component.
- the ratio of biodiesel component to the combined petroleum and renewable diesel components is about 0.001 to 99, wherein the ratio of petroleum diesel to renewable diesel component is 0.001 to 99.
- the method of the present technology further provides for adding a fuel additive to a diesel fuel blend.
- the fuel additive is added to the diesel fuel blend by mixing. Mixing can be accomplished according to conventional means recognized within the art. It should be understood that the fuel additive or fuel additives can be (i) individually added to the biodiesel, renewable diesel, or petroleum diesel, or (ii) alternately, can be added to a blend of biodiesel and renewable diesel, a blend of biodiesel and petroleum diesel, or a blend of biodiesel, renewable diesel and petroleum diesel.
- At least 0.1 ppm of the fuel additive is added to the diesel fuel blend. In some embodiments, about 0.1 ppm to about 10,000 ppm of the fuel additive is added to the diesel fuel blend. In some embodiments, the fuel additive is a polyamine and at least 0.1 ppm of the polyamine is added to the diesel fuel blend. In some embodiments, about 0.1 ppm to about 10,000 ppm of the polyamine is added to the diesel fuel blend.
- the method of the present technology provides for a diesel fuel composition.
- the diesel fuel composition comprises a fuel blocking tendency (FBT) value of less than about 1.41.
- FBT fuel blocking tendency
- the FBT value is measured/defined by ASTM D2068 or an equivalent method.
- ASTM D2068 is an automated test that flows 300mL of fuel through a 1.6 micron filter at a constant flow rate of 20 mL/min. The pressure is increased, if needed, to maintain the flow rate up to a maximum of 105 kPa. Depending on the final pressure (if all fuel is filtered) or filtered fuel volume (at max pressure), a filter blocking tendency (FBT) number is calculated.
- a FBT value of 1.41 is considered to be a pass.
- Diesel Renewable/Recycle diesel (RD), conventional/petroleum diesel, and surrogate renewable diesel
- Biodiesel Bl 00
- the untreated blends were cold soaked as per ASTM D7501, then warmed to room temperature before FBT testing as per ASTM D2068 or as per CGSB-3.0 no. 142.0-2019.
- Table 1 shows the impact of additives on filter blocking tendency (FBT) with RD and biodiesel blends.
- Table 2 shows the impact of additives on the FBT with conventional/petroleum diesel and biodiesel blends.
- DETA was found to be the most effective chemistry that reduced FBT from 2.5 (Exp. #16) to 1 (Exp. #18) with only 25ppm dose.
- Other polymeric chemistries PIBSI, PIBSE and AOMA
- PIBSI, PIBSE and AOMA reduced FBT to 1.7 and below, at dose of 125ppm.
- a higher dose of 250ppm led to reduced performance indicating a potential overtreatment with this petroleum diesel blend.
- Table 3 shows the impact of additives on the FBT with surrogate renewable diesel (Exxsol D60) and biodiesel blends.
- additional chemistries were tested including Amine C-6 (i.e. reaction product of Formula IV and ammonia), ethyl piperazine (i.e. another variation of Formula I), MOPA (e.g. Formula III), branched nonly phenol and ethylenediamine polymer (e.g. Formula VI), all of which showed reduction in FBT at tested dose of lOOppm.
- Alkylamines such as PrimeneTM (Dow), cyclohexylamine, dimethylisopropylamine, or dimethyl cyclohexylamine, did not show significant reduction in FBT.
- Table 4 shows the impact of order of additive chemistry on the FBT with surrogate renewable diesel (Exxsol D60) and biodiesel blends.
- R100 and B100 refers to renewable and biodiesel components, respectively, before blending.
- Table 5 shows the impact of a combination of more than one additive to achieve a reduction in FBT value.
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Abstract
A diesel fuel composition having a diesel fuel blend and at least one additive is provided. A method for reducing biodiesel fuel filter blocking tendency (FBT) is provided, the method adding at least one fuel additive to a diesel fuel blend to obtain a diesel fuel composition. A method for reducing biodiesel fuel filter blocking tendency (FBT) is provided, the method adding a fuel additive combination to a diesel fuel blend to obtain a diesel fuel composition
Description
DIESEL FUEL COMPOSITION AND METHOD FOR REDUCING DIESEL FUEL FILTER BLOCKING TENDENCY FROM BIODIESEL CONTAMINANTS
CROSS-REFERENCE TO RELATED APPLICATIONS
[0001] This application claims the priority benefit of Application Serial No. 63/357,239 filed lune 30, 2022, the entirety of which is herein incorporated by reference.
FIELD OF INVENTION
[0002] The disclosed technology provides treatment compositions and methods to reduce diesel fuel filter blocking tendency (FBT), and more specifically, treatment compositions and methods to reduce diesel fuel filter blocking tendency from biodiesel contaminants.
BACKGROUND OF THE INVENTION
[0003] The increased thrust on renewable and sustainable fuels has spurred growth of biodiesel and renewable diesel production. Biodiesel comprises fatty acid methyl esters that are produced by transesterification of plant and animal-based oils with smaller alcohols like methanol, and renewable diesel is a drop-in substitute for traditional petroleum diesel. While there is significant economic incentive for refineries and blenders to use biodiesel and renewable diesel, the fuel filter issues caused by biodiesel contaminants hinder the use of biodiesel blends, especially blends with renewable diesel.
[0004] When biodiesel is blended with petroleum or renewable diesel, biodiesel contaminants, especially saturated monoglycerides and steryl glucosides, cause fuel filter plugging, also referred to as filter blocking tendency (FBT) (where FBT is measured by ASTM D2068/ IP 387). FBT test can be preceded by a pre-treatment such as cold-soak, where the blend is cooled to a temperature above cloud point (e.g., 1 °C or 5 °C) for 16 hours followed by warming to 25 °C (ASTM D7501) to assess impact of cold weather. The contaminants in biodiesel have resulted in several cases of premature
diesel fuel filter plugging, which result in poor drivability, long start up times, and increased maintenance of diesel fuel vehicles.
[0005] Thus, what is needed in the art are treatments and methods for reducing filter blocking tendency of biodiesel blends, especially blends with renewable diesel.
SUMMARY OF THE INVENTION
[0006] In one aspect of the disclosed technology, a diesel fuel composition is provided, the composition comprising a diesel fuel blend and at least one additive.
[0007] In some embodiments, the diesel fuel blend comprises a biodiesel component and a renewable diesel component. In some embodiments, the diesel fuel blend comprises a biodiesel component and a petroleum diesel component. In some embodiments, the diesel fuel blend comprises a biodiesel component, a renewable diesel component, and a petroleum diesel component.
[0008] In some embodiments, the additive comprises an organic compound with at least two electronegative atoms. In some embodiments, the at least two electronegative atoms comprise (i) nitrogen, (ii) oxygen, or (iii) nitrogen and oxygen.
[0009] In some embodiments, the additive comprises the Formula (I):
where a, b and c are the number of repeating units with values for a=0 to 10, b=0 to 10, c=0 to 10 and a+b+c is greater than or equal to 1, wherein the different repeating units may either be present as a block or randomly distributed with other repeating units throughout the structure.
[0010] In some embodiments, the additive is a reaction product of Formula (I) and polyisobutylene substituted succinic acid or anhydride. In some embodiments, the additive is diethylene triamine (DETA), ethylene diamine, piperazine, aminoethyl
piperazine, tnethylene tetramine, tetraethylene pentaamine, pentaethylene hexamine, or hexethylene heptamine. In some embodiments, the additive is an alkoxylated amine comprising the structure of Formula (I) as the backbone with an average molecular weight of 400 to 25,000 daltons.
[0011] In some embodiments, the additive comprises the Formula (II):
where R1 is selected from hydrocarbyl groups containing 10-30 carbon atoms, and R2 and R3 are independently selected from a hydrogen or hydrocarbyl groups containing 10-80 carbon atoms, and n is the number of repeating units ranging from 1 to 100.
[0012] In some embodiments, the additive comprises the Formula (III):
where Rl, R2 and R3 are independently selected from hydrogen or a hydrocarbyl group and n= 1 to 20. In some embodiments, the additive is methoxy propylamine, ethoxy propylamine, propoxy propylamine, monomethyl ethanolamine, dimethyl ethanolamine, ethanolamine, diethanolamine, methyl diethanolamine, or diglycolamine.
[0013] In some embodiments, the additive comprises the Formula (IV):
where Rl and R3 are independently selected from hydrogen, hydrocarbyl group with 1 to 20 carbon atoms, hydroxyl, alkoxy groups or an amine group, and R2 is selected from hydrocarbyl groups containing 1 to 20 carbon atoms, such that the formula has at least two electronegative atoms selected from nitrogen or oxygen or both. In some embodiments, the additive is a reaction product of Formula (IV) and ammonia.
[0014] Tn some embodiments, the additive comprises the Formula (V):
where Rl, R2, R3 and R4 are independently selected from hydrocarbyl groups containing 1 to 20 carbon atoms with n ranging from 0 to 20, and x, y and z ranging from 0 to 20 such that x + y + z is greater than or equal to 1.
[0015] In some embodiments, the additive is the reaction product of polyisobutylene substituted succinic acid or anhydride with polyalcohol with at least two hydroxyl groups. In some embodiments, the additive is a linear or branched polyethyleneimine with an average molecular weight of 400 to 25000 daltons.
[0016] In some embodiments, the additive comprises the Formula (VI):
where, Rl, R2, R3, R4, R5 and R6 are independently selected from hydrogen or a hydrocarbyl group with 1 to 50 carbon atoms and n = 0 to 50.
[0017] In some embodiments, the additive is present in about 0.00001% wt. to about 1% wt. based on the total weight of the composition.
[0018] In another aspect of the disclosed technology, a method for reducing biodiesel fuel fdter blocking tendency (FBT) is provided, the method comprising adding at least one fuel additive to a diesel fuel blend to obtain a diesel fuel composition.
[0019] In some embodiments, the at least one fuel additive of the present method comprises the Formula (I):
where a, b and c are the number of repeating units with values for a=0 to 10, b=0 to 10, c=0 to 10 and a+b+c is greater than or equal to 1, wherein the different repeating units may either be present as a block or randomly distributed with other repeating units throughout the structure.
[0020] In some embodiments, the additive is diethylene triamine (DETA), ethylene diamine, piperazine, aminoethyl piperazine, triethylene tetramine, tetraethylene pentaamine, pentaethylene hexamine, or hexethylene heptamine. In some embodiments, the additive is a reaction product of Formula (1) and polyisobutylene substituted succinic acid or anhydride. In some embodiments, the additive is an
alkoxylated amine comprising the structure of Formula (I) as the backbone with an average molecular weight of 400 to 25,000 daltons.
[0021] In some embodiments, the at least one fuel additive of the present method comprises the Formula (II):
where R1 is selected from hydrocarbyl groups containing 10-30 carbon atoms, and R2 and R3 are independently selected from a hydrogen or hydrocarbyl groups containing 10-80 carbon atoms, and n is the number of repeating units ranging from 1 to 100.
[0022] In some embodiments, the at least one fuel additive of the present method comprises the Formula (III):
where Rl, R2 and R3 are independently selected from hydrogen or a hydrocarbyl group and n= 1 to 20. In some embodiments, the additive is methoxy propylamine, ethoxy propylamine, propoxy propylamine, monomethyl ethanolamine, dimethyl ethanolamine, ethanolamine, diethanolamine, methyl diethanolamine, or diglycolamine.
[0023] In some embodiments, the at least one fuel additive of the present method comprises the Formula (IV):
where R1 and R3 are independently selected from hydrogen, hydrocarbyl group with 1 to 20 carbon atoms, hydroxyl, alkoxy groups or an amine group, and R2 is selected from hydrocarbyl groups containing 1 to 20 carbon atoms, such that the formula has at least two electronegative atoms selected from nitrogen or oxygen or both. In some embodiments, the additive is a reaction product of Formula (IV) and ammonia.
[0024] Tn some embodiments, the at least one fuel additive of the present method comprises the Formula (V):
where Rl, R2, R3 and R4 are independently selected from hydrocarbyl groups containing 1 to 20 carbon atoms with n ranging from 0 to 20, and x, y and z ranging from 0 to 20 such that x + y + z is greater than or equal to 1 . Tn some embodiments, the additive is the reaction product of polyisobutylene substituted succinic acid or anhydride with polyalcohol with at least two hydroxyl groups. [0025] In some embodiments, the at least one fuel additive of the present method comprises the Formula (VI):
where, Rl, R2, R3, R4, R5 and R6 are independently selected from hydrogen or a hydrocarbyl group with 1 to 50 carbon atoms and n = 0 to 50.
[0026] In some embodiments, the diesel fuel blend is a blend of a biodiesel component and a renewable diesel component. In some embodiments, the ratio of the biodiesel component to the renewable diesel component is about 0.001 to about 99. In some embodiments, the diesel fuel blend is a blend of a biodiesel component and a petroleum fuel component. In some embodiments, the ratio of the biodiesel component to the petroleum diesel component is about 0.001 to about 99. In some embodiments, the diesel fuel blend comprises a biodiesel component, a renewable diesel component, and a petroleum diesel component.
[0027] In some embodiments, the at least one fuel additive of the present method is added to the diesel fuel blend by mixing. In some embodiments, the at least one fuel additive is a dispersant and at least 0.1 ppm of the dispersant is added to the diesel fuel blend. In some embodiments, the at least one fuel additive is a polyamine and at least 0.1 ppm of the polyamine is added to the diesel fuel blend. In some embodiments, the diesel fuel composition comprises a fuel blocking tendency (FBT) value of less than about 1.41, where FBT is defined by ASTM D2068 or equivalent methods.
[0028] In another aspect of the disclosed technology, a method for reducing biodiesel fuel filter blocking tendency (FBT) is provided. The method comprises adding a fuel additive combination to a diesel fuel blend to obtain a diesel fuel composition.
[0029] In some embodiments, the fuel additive combination comprises Formula (I), Formula (II), Formula (III), Formula (IV), reaction products of Formula (IV) with
ammonia, Formula (V), Formula (VI), polyisobutylene based dispersants, PEI, alkoxylated PEI, Formula (I) with alkoxylation, and/or combinations thereof.
[0030] In some embodiments, the fuel additive combination comprises the Formula (I):
where a, b and c are the number of repeating units with values for a=0 to 10, b=0 to 10, c=0 to 10 and a+b+c is greater than or equal to 1, wherein the different repeating units may either be present as a block or randomly distributed with other repeating units throughout the structure. [0031] In some embodiments, the fuel additive combination comprises the
Formula (II):
where R1 is selected from hydrocarbyl groups containing 10-30 carbon atoms, and R2 and R3 are independently selected from a hydrogen or hydrocarbyl groups containing 10-80 carbon atoms, and n is the number of repeating units ranging from 1 to 100.
[0032] In some embodiments, the fuel additive combination comprises the Formula (III):
where Rl, R2 and R3 are independently selected from hydrogen or a hydrocarbyl group and n= 1 to 20.
[0033] In some embodiments, the fuel additive combination comprises the Formula (IV):
where Rl and R3 are independently selected from hydrogen, hydrocarbyl group with 1 to 20 carbon atoms, hydroxyl, alkoxy groups or an amine group, and R2 is selected from hydrocarbyl groups containing 1 to 20 carbon atoms, such that the formula has at least two electronegative atoms selected from nitrogen or oxygen or both.
[0034] In some embodiments, the fuel additive combination is a reaction product of Formula (IV) and ammonia.
[0035] In some embodiments, the fuel additive combination comprises the Formula (V):
where Rl, R2, R3 and R4 are independently selected from hydrocarbyl groups containing 1 to 20 carbon atoms with n ranging from 0 to 20, and x, y and z ranging from 0 to 20 such that x + y + z is greater than or equal to 1.
[0036] In some embodiments, the fuel additive combination comprises the
where, Rl, R2, R3, R4, R5 and R6 are independently selected from hydrogen or a hydrocarbyl group with 1 to 50 carbon atoms and n = 0 to 50.
[0037] In some embodiments, the fuel additive combination comprises (i) Formula (I), and (ii) Formula (II), polyisobutylene based dispersants, PEI, or alkoxylated PEI. In some embodiments, the fuel additive combination comprises (i) Formula (III), and (ii) Formula (II), polyisobutylene based dispersants, PEI, or alkoxylated PEI. In some embodiments, the fuel additive combination comprises (i) Formula (IV), and (ii) Formula (II), polyisobutylene based dispersants, PEI, or alkoxylated PEI. In some embodiments, the fuel additive combination comprises (i) reaction products of Formula (IV) with ammonia, and (ii) Formula (II), polyisobutylene based dispersants, PEI, or alkoxylated PEI. In some embodiments, the fuel additive combination comprises (i) Formula (V), and (ii) Formula (II), polyisobutylene based dispersants, PEI, or alkoxylated PEI.
DETAILED DESCRIPTION OF EXEMPLARY EMBODIMENTS
[0038] The disclosed technology generally provides for treatment compositions and methods to reduce diesel fuel filter blocking tendency (FBT), and more specifically, treatment compositions and methods to reduce diesel fuel filter blocking tendency from biodiesel contaminants. The compositions and methods provided herein overcome the
fuel filter plugging issues caused by biodiesel contaminants that hinder the use of biodiesel blends, especially blends with renewable diesel.
[0039] In one aspect of the present technology, a diesel fuel composition is provided. The diesel fuel composition as described herein comprises a diesel fuel blend and an additive. In some embodiments, the diesel fuel composition further comprises an antioxidant/stabilizer, a corrosion inhibitor, and/or a paraffin cold flow improver.
[0040] In some embodiments, the diesel fuel blend comprises a biodiesel component and a renewable diesel component. It should be understood that “biodiesel” refers to mono-alkyl esters of long-chain fatty acids derived from vegetable oils or animal fats, and “renewable diesel” refers to hydrocarbon produced by hydrotreating vegetable oils, animal fats, greases and algae oil, and pyrolyzed biomass.
[0041] In some embodiments, the diesel fuel blend comprises a biodiesel component and a petroleum diesel component. It should be understood that “petroleum diesel” refers to diesel produced in refineries from petroleum crude oil processing.
[0042] In some embodiments, the diesel fuel blend comprises a biodiesel component, a renewable diesel component, and a petroleum diesel component.
[0043] The diesel fuel composition further comprises an additive. In some embodiments, the additive comprises an organic compound with at least two electronegative atoms. In some embodiments, the at least two electronegative atoms comprise (i) nitrogen, (ii) oxygen, or (iii) nitrogen and oxygen. In some embodiments, the additive is a blend.
(I),
where a, b and c are the number of repeating units with values for a=0 to 10, b=0 to 10, c=0 to 10 and a+b+c is greater than or equal to 1, wherein the different repeating units may either be present as a block or randomly distributed with other repeating units throughout the structure.
[0045] In some embodiments, the additive of Formula (I) is diethylene triamine (DETA), ethylene diamine, piperazine, aminoethyl piperazine, triethylene tetramine, tetraethylene pentaamine, pentaethylene hexamine, or hexethylene heptamine. In some embodiments, the additive is a reaction product of Formula (I) and polyisobutylene substituted succinic acid or anhydride.
[0046] In some embodiments, the additive is an alpha-olefin maleic anhydride copolymer (AOMA) comprising the Formula (11):
where R1 is selected from hydrocarbyl groups containing 10-30 carbon atoms, and R2 and R3 are independently selected from a hydrogen or hydrocarbyl groups containing 10-80 carbon atoms, and n is the number of repeating units ranging from 1 to 100.
[0047] In some embodiments, the additive is an alkoxy alkyl amine. For example, the alkoxy alkyl amine, includes, but is not limited to methoxy propylamine, ethoxy propylamine, propoxy propylamine, monomethyl ethanolamine, dimethyl ethanolamine, ethanolamine, diethanolamine, methyl diethanolamine, or diglycolamine.
[0048] It was surprisingly discovered that disclosed chemistries (e.g. alphaolefin maleic anhydrides (AOMA) and polyamines) removed the filter blocking
tendency (i.e. reduced fuel filter plugging) of biodiesel blends. It is believed that these chemistries prevented the biodiesel contaminants (e.g. saturated monoglycerides and steryl glucosides) from precipitating and depositing on the filter, thus reducing premature fuel filter failure and other related issues. The FBT caused by biodiesel contaminants occurs at a temperature higher than cloud point, when no wax/paraffin crystals have precipitated. However, it was surprisingly determined that the disclosed chemistries reduced and/or prevented the FBT above cloud point. It was also surprisingly found that certain polyamines (e.g. diethylene triamine (DETA), which is a very small molecule compared to typical polymeric dispersants), reduced FBT in biodiesel blends.
[0049] In some embodiments, the additive comprises the Formula (III):
where Rl, R2 and R3 are independently selected from hydrogen or a hydrocarbyl group and n= 1 to 20. In some embodiments, the additive of Formula (III) is methoxy propylamine (MOPA), ethoxy propylamine, propoxy propylamine, monomethyl ethanolamine, dimethyl ethanolamine, ethanolamine, diethanolamine, methyl diethanolamine, or diglycolamine. Unlike polymeric dispersants, the alkoxy alkyl amines (e.g., MOPA) are small molecules, and yet were surprisingly found to reduce FBT of biodiesel blends.
[0050] In some embodiments, the additive comprises the Formula (IV):
where Rl and R3 are independently selected from hydrogen, hydrocarbyl group with 1 to 20 carbon atoms, hydroxyl, alkoxy groups or an amine group, and R2 is selected from hydrocarbyl groups containing 1 to 20 carbon atoms, such that the formula has at
least two electronegative atoms selected from nitrogen or oxygen or both. In some embodiments, the additive is reaction product of Formula (IV) and ammonia.
[0051] In some embodiments, the additive comprises the Formula (V):
where Rl, R2, R3 and R4 are independently selected from hydrocarbyl groups containing 1 to 20 carbon atoms with n ranging from 0 to 20, and x, y and z ranging from 0 to 20 such that x + y + z is greater than or equal to 1.
[0052] In some embodiments, the additive is a reaction product of polyisobutylene substituted succinic acid or anhydride with polyalcohol with at least two hydroxyl groups. In some embodiments, the additive is present in about 0.0001% wt. to about 1% wt. based on the total weight of the composition.
[0053] In some embodiments, the additive is a linear or branched polyethyleneimine (PEI) with an average molecular weight of 400 to 25000 daltons. In some embodiments, the additive is an alkoxylated PEI comprising a polyethyleneimine backbone with an average molecular weight of 400 to 25,000 daltons. In such embodiments, the polymer further comprises one or two alkoxylation modifications per nitrogen atom by a polyalkoxylene chain having an average of 1 to 30 alkoxy moi eties, wherein the alkoxy moiety is capped with a hydrogen, hydrocarbyl group with 1 to 20 carbon atoms, or mixtures thereof.
[0054] In some embodiments, the additive is an alkoxylated amine comprising the structure of formula (I) as the backbone with an average molecular weight of 400 to 25,000 daltons. In such embodiments, the polymer further comprises of one or two
alkoxylation modifications per nitrogen atom by a polyalkoxylene chain having an average of 1 to 30 alkoxy moieties, wherein the alkoxy moiety is capped with a hydrogen, hydrocarbyl group with 1 to 20 carbon atoms, or mixtures thereof.
[0055] In some embodiments, the additive comprises the Formula (VI):
(VI), where, Rl, R2, R3, R4, R5 and R6 are independently selected from hydrogen or a hydrocarbyl group with 1 to 50 carbon atoms and n = 0 to 50.
[0056] In yet another aspect of the disclosed technology, a method for reducing biodiesel fuel filter blocking tendency (FBT) is provided. It should be understood that “reducing biodiesel fuel filter blocking tendency” means reducing biodiesel fuel filter plugging. The method comprises adding at least one fuel additive to a diesel fuel blend to obtain a diesel fuel composition.
[0057] The fuel additive of the present method comprises at least one fuel additive. It should be understood that more than one fuel additive can be added to a diesel fuel blend to obtain the diesel fuel composition.
[0058] In some embodiments, the fuel additive of the present method comprises Formula (I), in other embodiments, Formula (II); in other embodiments, Formula (III); in other embodiments, Formula (IV); in other embodiments, Formula (V), and in other embodiments, Formula (VI).
[0059] In some embodiments, the present method comprises more than one fuel additive, and comprises Formula (I), Formula (II), Formula (III), Formula (IV), reaction products of Formula (IV) with ammonia, Formula (V), Formula (VI), polyisobutylene based dispersants, PEI, alkoxylated PEI, Formula(I) with alkoxylation, or combinations thereof.
[0060] In some embodiments, the fuel additive of the present method is diethylene triamine (DETA), ethylene diamine, piperazine, aminoethyl piperazine, triethylene tetramine, tetraethylene pentaamine, pentaethylene hexamine, hexethylene heptamine, or combinations thereof. In some embodiments, the additive of the present method is methoxy propylamine, ethoxy propylamine, propoxy propylamine, monomethyl ethanolamine, dimethyl ethanolamine, ethanolamine, diethanolamine, methyl diethanolamine, diglycolamine, or combinations thereof.
[0061] The method of the present technology further provides for a diesel fuel blend. In some embodiments, the diesel fuel blend is a blend of a biodiesel component and a renewable diesel component. In some embodiments, the ratio of the biodiesel component to the renewable diesel component is about 0.001 to about 99. In some embodiments, the diesel fuel blend is a blend of a biodiesel component and a petroleum fuel component. In some embodiments, the ratio of the biodiesel component to the petroleum diesel component is about 0.001 to about 99. In some embodiments, the diesel fuel blend comprises a biodiesel component, a renewable diesel component, and a petroleum diesel component. In some embodiments, the ratio of biodiesel component to the combined petroleum and renewable diesel components is about 0.001 to 99, wherein the ratio of petroleum diesel to renewable diesel component is 0.001 to 99.
[0062] The method of the present technology further provides for adding a fuel additive to a diesel fuel blend. In some embodiments, the fuel additive is added to the diesel fuel blend by mixing. Mixing can be accomplished according to conventional means recognized within the art. It should be understood that the fuel additive or fuel additives can be (i) individually added to the biodiesel, renewable diesel, or petroleum diesel, or (ii) alternately, can be added to a blend of biodiesel and renewable diesel, a blend of biodiesel and petroleum diesel, or a blend of biodiesel, renewable diesel and petroleum diesel.
[0063] In some embodiments, at least 0.1 ppm of the fuel additive is added to the diesel fuel blend. In some embodiments, about 0.1 ppm to about 10,000 ppm of the fuel additive is added to the diesel fuel blend. In some embodiments, the fuel additive is a polyamine and at least 0.1 ppm of the polyamine is added to the diesel fuel blend. In
some embodiments, about 0.1 ppm to about 10,000 ppm of the polyamine is added to the diesel fuel blend.
[0064] The method of the present technology provides for a diesel fuel composition. In some embodiments, the diesel fuel composition comprises a fuel blocking tendency (FBT) value of less than about 1.41. The FBT value is measured/defined by ASTM D2068 or an equivalent method. As one skilled in the art would know and understand, ASTM D2068 is an automated test that flows 300mL of fuel through a 1.6 micron filter at a constant flow rate of 20 mL/min. The pressure is increased, if needed, to maintain the flow rate up to a maximum of 105 kPa. Depending on the final pressure (if all fuel is filtered) or filtered fuel volume (at max pressure), a filter blocking tendency (FBT) number is calculated. A FBT value of 1.41 is considered to be a pass.
EXAMPLES
[0065] The present technology will be further described in the following examples, which should be viewed as being illustrative and should not be construed to narrow the scope of the disclosed technology or limit the scope to any particular embodiments.
[0066] Diesel (Renewable/Recycle diesel (RD), conventional/petroleum diesel, and surrogate renewable diesel) was blended with Biodiesel (Bl 00). The untreated blends were cold soaked as per ASTM D7501, then warmed to room temperature before FBT testing as per ASTM D2068 or as per CGSB-3.0 no. 142.0-2019.
[0067] Table 1 shows the impact of additives on filter blocking tendency (FBT) with RD and biodiesel blends.
[0068] As shown in Table 1, the untreated BIO and B20 blends, Exp. #2 and Exp. #14, gave a FBT value of 7.6 and 15, respectively. The traditional cloud and pour point additives (such as ethylene vinyl acetate (EVA) terpolymer, polydialkyl fumarate vinyl acetate, polyoctadecenyl maleimide) did not reduce the FBT, but PIBS-based dispersants improved FBT score, and AOMA-ester and polyamines kept the FBT at the lowest value of 1, indicating superior performance in preventing or reducing filter blocking tendency. The AOMA broad ester chemistries were also successful in reducing the FBT of B20 blend from 15 (Exp. #14) to 1 (Exp. #15).
[0069] Table 2 shows the impact of additives on the FBT with conventional/petroleum diesel and biodiesel blends. With petroleum diesel, DETA was found to be the most effective chemistry that reduced FBT from 2.5 (Exp. #16) to 1 (Exp. #18) with only 25ppm dose. Other polymeric chemistries (PIBSI, PIBSE and AOMA) reduced FBT to 1.7 and below, at dose of 125ppm. However, a higher dose of
250ppm led to reduced performance indicating a potential overtreatment with this petroleum diesel blend.
TABLE 2
[0070] Table 3 shows the impact of additives on the FBT with surrogate renewable diesel (Exxsol D60) and biodiesel blends. Here, additional chemistries were tested including Amine C-6 (i.e. reaction product of Formula IV and ammonia), ethyl piperazine (i.e. another variation of Formula I), MOPA (e.g. Formula III), branched nonly phenol and ethylenediamine polymer (e.g. Formula VI), all of which showed reduction in FBT at tested dose of lOOppm. Alkylamines, such as Primene™ (Dow), cyclohexylamine, dimethylisopropylamine, or dimethyl cyclohexylamine, did not show significant reduction in FBT. Dibutylamine-HCHO (Exp. #50) and Dipropylamine- HCHO adducts (Exp. #51) were not effective, and in fact, increased the FBT at the tested dose of lOOppm.
TABLE 3
[0071] Table 4 shows the impact of order of additive chemistry on the FBT with surrogate renewable diesel (Exxsol D60) and biodiesel blends. R100 and B100 refers to renewable and biodiesel components, respectively, before blending.
TABLE 4
[0072] The data suggests that the treated samples where FBT was significantly reduced likely exhibited very small particles that easily passed through the filter (i.e. no fuel filter blocking/plugging). In contrast, with the untreated samples, it is believed that the large particles were unable to pass through the filter, thus resulting in filter blocking.
[0073] Table 5 shows the impact of a combination of more than one additive to achieve a reduction in FBT value.
[0074] While embodiments of the disclosed technology have been described, it should be understood that the present disclosure is not so limited and modifications may be made without departing from the disclosed technology. The scope of the disclosed technology is defined by the appended claims, and all devices, processes, and methods
that come within the meaning of the claims, either literally or by equivalence, are intended to be embraced therein.
Claims
CLAIMS A diesel fuel composition, the composition comprising: a. a diesel fuel blend; and b. at least one additive. The composition of Claim 1, wherein the diesel fuel blend comprises a biodiesel component and a renewable diesel component. The composition of Claim 1, wherein the diesel fuel blend comprises a biodiesel component and a petroleum diesel component. The composition of Claim 1, wherein the diesel fuel blend comprises a biodiesel component, a renewable diesel component, and a petroleum diesel component. The composition of Claim 1, wherein the additive comprises an organic compound with at least two electronegative atoms. The composition of Claim 5, wherein the at least two electronegative atoms comprise (i) nitrogen, (ii) oxygen, or (iii) nitrogen and oxygen. The composition of Claim 1, wherein the additive comprises the Formula (I):
where a, b and c are the number of repeating units with values for a=0 to 10, b=0 to 10, c=0 to 10 and a+b+c is greater than or equal to 1, wherein the different
repeating units may either be present as a block or randomly distributed with other repeating units throughout the structure. The composition of Claim 7, wherein the additive is a reaction product of Formula (I) and polyisobutylene substituted succinic acid or anhydride. The composition of Claim 7, wherein the additive is diethylene triamine (DETA), ethylene diamine, piperazine, aminoethyl piperazine, triethylene tetramine, tetraethylene pentaamine, pentaethylene hexamine, or hexethylene heptamine. The composition of Claim 7, wherein the additive is an alkoxylated amine comprising the structure of Formula (I) as the backbone with an average molecular weight of 400 to 25,000 daltons. The composition of Claim 1, wherein the additive comprises the Formula (II):
where R1 is selected from hydrocarbyl groups containing 10-30 carbon atoms, and R2 and R3 are independently selected from a hydrogen or hydrocarbyl groups containing 10-80 carbon atoms, and n is the number of repeating units ranging from 1 to 100.
The composition of Claim 1, wherein the additive comprises the Formula (III):
where Rl, R2 and R3 are independently selected from hydrogen or a hydrocarbyl group and n= 1 to 20. The composition of Claim 12, wherein the additive is methoxy propylamine, ethoxy propylamine, propoxy propylamine, monomethyl ethanolamine, dimethyl ethanolamine, ethanolamine, diethanolamine, methyl diethanolamine, or diglycolamine. The composition of Claim 1, wherein the additive comprises the Formula (IV):
where Rl and R3 are independently selected from hydrogen, hydrocarbyl group with 1 to 20 carbon atoms, hydroxyl, alkoxy groups or an amine group, and R2 is selected from hydrocarbyl groups containing 1 to 20 carbon atoms, such that the formula has at least two electronegative atoms selected from nitrogen or oxygen or both. The composition of Claim 14, wherein the additive is a reaction product of Formula (IV) and ammonia. The composition of Claim 1, wherein the additive comprises the Formula (V):
where Rl, R2, R3 and R4 are independently selected from hydrocarbyl groups containing 1 to 20 carbon atoms with n ranging from 0 to 20, and x, y and z ranging from 0 to 20 such that x + y + z is greater than or equal to 1.
17. The composition of Claim 1, wherein the additive is the reaction product of polyisobutylene substituted succinic acid or anhydride with polyalcohol with at least two hydroxyl groups. 18. The composition of Claim 1, wherein the additive is a linear or branched polyethyleneimine with an average molecular weight of 400 to 25000 daltons.
19. The composition of Claim 1, wherein the additive comprises the Formula (VI):
where, Rl, R2, R3, R4, R5 and R6 are independently selected from hydrogen or a hydrocarbyl group with 1 to 50 carbon atoms and n = 0 to 50.
The composition of Claim 1, wherein the additive is present in about 0.00001% wt. to about 1% wt. based on the total weight of the composition. A method for reducing biodiesel fuel filter blocking tendency (FBT), the method comprising: adding at least one fuel additive to a diesel fuel blend to obtain a diesel fuel composition. The method of Claim 21, wherein the at least one fuel additive comprises the
where a, b and c are the number of repeating units with values for a=0 to 10, b=0 to 10, c=0 to 10 and a+b+c is greater than or equal to 1, wherein the different repeating units may either be present as a block or randomly distributed with other repeating units throughout the structure. The method of Claim 22, wherein the additive is diethylene triamine (DETA), ethylene diamine, piperazine, aminoethyl piperazine, triethylene tetramine, tetraethylene pentaamine, pentaethylene hexamine, or hexethylene heptamine. The method of Claim 22, wherein the additive is a reaction product of Formula (I) and polyisobutylene substituted succinic acid or anhydride.
25. The method of Claim 22, wherein the additive is an alkoxylated amine comprising the structure of Formula (I) as the backbone with an average molecular weight of 400 to 25,000 daltons. 26. The method of Claim 21, wherein the at least one fuel additive comprises the
Formula (II):
where R1 is selected from hydrocarbyl groups containing 10-30 carbon atoms, and R2 and R3 are independently selected from a hydrogen or hydrocarbyl groups containing 10-80 carbon atoms, and n is the number of repeating units ranging from 1 to 100.
27. The method of Claim 21, wherein the at least one fuel additive comprises the Formula (III):
where Rl, R2 and R3 are independently selected from hydrogen or a hydrocarbyl group and n= 1 to 20.
The method of Claim 27, wherein the additive is methoxy propylamine, ethoxy propylamine, propoxy propylamine, monomethyl ethanolamine, dimethyl ethanolamine, ethanolamine, diethanolamine, methyl diethanolamine, or diglycolamine. The method of Claim 21, wherein the at least one fuel additive comprises the Formula (IV):
where R1 and R3 are independently selected from hydrogen, hydrocarbyl group with 1 to 20 carbon atoms, hydroxyl, alkoxy groups or an amine group, and R2 is selected from hydrocarbyl groups containing 1 to 20 carbon atoms, such that the formula has at least two electronegative atoms selected from nitrogen or oxygen or both. The method of Claim 29, wherein the additive is a reaction product of Formula (IV) and ammonia. The method of Claim 21, wherein the at least one fuel additive comprises the Formula (V):
where Rl, R2, R3 and R4 are independently selected from hydrocarbyl groups containing 1 to 20 carbon atoms with n ranging from 0 to 20, and x, y and z ranging from 0 to 20 such that x + y + z is greater than or equal to 1. The method of Claim 21, wherein the additive is the reaction product of polyisobutylene substituted succinic acid or anhydride with polyalcohol with at least two hydroxyl groups. The method of Claim 21, wherein the at least one fuel additive comprises the
where, Rl, R2, R3, R4, R5 and R6 are independently selected from hydrogen or a hydrocarbyl group with 1 to 50 carbon atoms and n = 0 to 50. The method of Claim 21, wherein the diesel fuel blend is a blend of a biodiesel component and a renewable diesel component. The method of Claim 34, wherein the ratio of the biodiesel component to the renewable diesel component is about 0.001 to about 99. The method of Claim 21, wherein the diesel fuel blend is a blend of a biodiesel component and a petroleum fuel component. The method of Claim 36, wherein the ratio of the biodiesel component to the petroleum diesel component is about 0.001 to about 99.
The method of Claim 21, wherein the diesel fuel blend comprises a biodiesel component, a renewable diesel component, and a petroleum diesel component. The method of Claim 21, wherein the at least one fuel additive is added to the diesel fuel blend by mixing. The method of Claim 21, wherein the at least one fuel additive is a dispersant and at least 0.1 ppm of the dispersant is added to the diesel fuel blend. The method of Claim 21, wherein the at least one fuel additive is a polyamine and at least 0.1 ppm of the polyamine is added to the diesel fuel blend. The method of Claim 21, wherein the diesel fuel composition comprises a fuel blocking tendency (FBT) value of less than about 1.41, where FBT is defined by ASTM D2068 or equivalent methods. A method for reducing biodiesel fuel filter blocking tendency (FBT), the method comprising: adding a fuel additive combination to a diesel fuel blend to obtain a diesel fuel composition. The method of Claim 43, wherein the fuel additive combination comprises Formula (I), Formula (II), Formula (III), Formula (IV), reaction products of Formula (IV) with ammonia, Formula (V), Formula (VI), polyisobutylene based dispersants, PEI, alkoxylated PEI, Formula (I) with alkoxylation, and/or combinations thereof.
The method of Claim 44, wherein the fuel additive combination comprises the
Formula (I):
where a, b and c are the number of repeating units with values for a=0 to 10, b=0 to 10, c=0 to 10 and a+b+c is greater than or equal to 1, wherein the different repeating units may either be present as a block or randomly distributed with other repeating units throughout the structure. The method of Claim 44, wherein the fuel additive combination comprises the
Formula (II):
where R1 is selected from hydrocarbyl groups containing 10-30 carbon atoms, and R2 and R3 are independently selected from a hydrogen or hydrocarbyl groups containing 10-80 carbon atoms, and n is the number of repeating units ranging from 1 to 100.
The method of Claim 44, wherein the fuel additive combination comprises the Formula (III):
where Rl, R2 and R3 are independently selected from hydrogen or a hydrocarbyl group and n= 1 to 20. The method of Claim 44, wherein the fuel additive combination comprises the Formula (IV):
where Rl and R3 are independently selected from hydrogen, hydrocarbyl group with 1 to 20 carbon atoms, hydroxyl, alkoxy groups or an amine group, and R2 is selected from hydrocarbyl groups containing 1 to 20 carbon atoms, such that the formula has at least two electronegative atoms selected from nitrogen or oxygen or both. The method of Claim 48, wherein the fuel additive combination is a reaction product of Formula (IV) and ammonia.
50. The method of Claim 44, wherein the fuel additive combination comprises the Formula (V):
where Rl, R2, R3 and R4 are independently selected from hydrocarbyl groups containing 1 to 20 carbon atoms with n ranging from 0 to 20, and x, y and z ranging from 0 to 20 such that x + y + z is greater than or equal to 1.
51. The method of Claim 44, wherein the fuel additive combination comprises the Formula (VI):
where, Rl, R2, R3, R4, R5 and R6 are independently selected from hydrogen or a hydrocarbyl group with 1 to 50 carbon atoms and n = 0 to 50. 52. The method of Claim 44, wherein the fuel additive combination comprises (i)
Formula (I), and (ii) Formula (II), polyisobutylene based dispersants, PEI, or alkoxylated PEI.
53. The method of Claim 44, wherein the fuel additive combination comprises (i) Formula (III), and (ii) Formula (II), polyisobutylene based dispersants, PEI, or alkoxylated PEI. 54. The method of Claim 44, wherein the fuel additive combination comprises (i)
Formula (IV), and (ii) Formula (II), polyisobutylene based dispersants, PEI, or alkoxylated PEI.
55. The method of Claim 44, wherein the fuel additive combination comprises (i) reaction products of Formula (IV) with ammonia, and (ii) Formula (II), polyisobutylene based dispersants, PEI, or alkoxylated PEI.
56. The method of Claim 44, wherein the fuel additive combination comprises (i) Formula (V), and (ii) Formula (II), polyisobutylene based dispersants, PEI, or alkoxylated PEI.
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Publication number | Priority date | Publication date | Assignee | Title |
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GB2622678A (en) * | 2022-07-26 | 2024-03-27 | Innospec Fuel Specialties Llc | Improvements in fuels |
Citations (3)
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US20100005706A1 (en) * | 2008-07-11 | 2010-01-14 | Innospec Fuel Specialties, LLC | Fuel composition with enhanced low temperature properties |
US20100064576A1 (en) * | 2006-10-27 | 2010-03-18 | Basf Se | Oligo- or polyamines as oxidation stabilizers for biofuel oils |
EP4166633A1 (en) * | 2021-10-15 | 2023-04-19 | Innospec Fuel Specialties LLC | Improvements in fuels |
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- 2023-06-26 WO PCT/US2023/069067 patent/WO2024006694A1/en unknown
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
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US20100064576A1 (en) * | 2006-10-27 | 2010-03-18 | Basf Se | Oligo- or polyamines as oxidation stabilizers for biofuel oils |
US20100005706A1 (en) * | 2008-07-11 | 2010-01-14 | Innospec Fuel Specialties, LLC | Fuel composition with enhanced low temperature properties |
EP4166633A1 (en) * | 2021-10-15 | 2023-04-19 | Innospec Fuel Specialties LLC | Improvements in fuels |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
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GB2622678A (en) * | 2022-07-26 | 2024-03-27 | Innospec Fuel Specialties Llc | Improvements in fuels |
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