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WO2024016087A1 - Fuel additive compositions and additive-modified fuel compositions - Google Patents

Fuel additive compositions and additive-modified fuel compositions Download PDF

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Publication number
WO2024016087A1
WO2024016087A1 PCT/CA2023/050983 CA2023050983W WO2024016087A1 WO 2024016087 A1 WO2024016087 A1 WO 2024016087A1 CA 2023050983 W CA2023050983 W CA 2023050983W WO 2024016087 A1 WO2024016087 A1 WO 2024016087A1
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Prior art keywords
liquid fuel
additive
composition
modified
hydrocarbon
Prior art date
Application number
PCT/CA2023/050983
Other languages
French (fr)
Inventor
Morteza CHEHEL AMIRANI
Sip Chen LIEW
Timothy Walter Jonathan ROSE
Colleen JACKSON
Original Assignee
Katal Energy Inc.
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Publication date
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Publication of WO2024016087A1 publication Critical patent/WO2024016087A1/en

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Classifications

    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10LFUELS 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
    • C10L10/00Use of additives to fuels or fires for particular purposes
    • C10L10/04Use of additives to fuels or fires for particular purposes for minimising corrosion or incrustation
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10LFUELS 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
    • C10L1/00Liquid carbonaceous fuels
    • C10L1/10Liquid carbonaceous fuels containing additives
    • C10L1/14Organic compounds
    • C10L1/16Hydrocarbons
    • C10L1/1616Hydrocarbons fractions, e.g. lubricants, solvents, naphta, bitumen, tars, terpentine
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10LFUELS 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
    • C10L1/00Liquid carbonaceous fuels
    • C10L1/10Liquid carbonaceous fuels containing additives
    • C10L1/14Organic compounds
    • C10L1/18Organic compounds containing oxygen
    • C10L1/188Carboxylic acids; metal salts thereof
    • C10L1/1881Carboxylic acids; metal salts thereof carboxylic group attached to an aliphatic carbon atom
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10LFUELS 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
    • C10L1/00Liquid carbonaceous fuels
    • C10L1/10Liquid carbonaceous fuels containing additives
    • C10L1/14Organic compounds
    • C10L1/22Organic compounds containing nitrogen
    • C10L1/222Organic 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
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10LFUELS 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
    • C10L1/00Liquid carbonaceous fuels
    • C10L1/10Liquid carbonaceous fuels containing additives
    • C10L1/14Organic compounds
    • C10L1/22Organic compounds containing nitrogen
    • C10L1/222Organic compounds containing nitrogen containing at least one carbon-to-nitrogen single bond
    • C10L1/223Organic compounds containing nitrogen containing at least one carbon-to-nitrogen single bond having at least one amino group bound to an aromatic carbon atom
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10LFUELS 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
    • C10L2200/00Components of fuel compositions
    • C10L2200/02Inorganic or organic compounds containing atoms other than C, H or O, e.g. organic compounds containing heteroatoms or metal organic complexes
    • C10L2200/0204Metals or alloys
    • C10L2200/0209Group I metals: Li, Na, K, Rb, Cs, Fr, Cu, Ag, Au
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10LFUELS 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
    • C10L2200/00Components of fuel compositions
    • C10L2200/04Organic compounds
    • C10L2200/0407Specifically defined hydrocarbon fractions as obtained from, e.g. a distillation column
    • C10L2200/0438Middle or heavy distillates, heating oil, gasoil, marine fuels, residua
    • C10L2200/0446Diesel
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10LFUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
    • C10L2230/00Function and purpose of a components of a fuel or the composition as a whole
    • C10L2230/04Catalyst added to fuel stream to improve a reaction

Definitions

  • the present disclosure relates to fuel additives and fuel compositions containing fuel additives.
  • Fuel-borne catalysts are used to lower the activation energy required for effecting a combustion reaction.
  • challenges in uniformly distributing these catalysts throughout the fuel in order to efficiently effect catalysis of the combustion reaction.
  • challenges exist in mitigating premature oxidation of the fuel, which may contribute to fouling of the fueling system.
  • a liquid fuel additive composition comprising: a catalyst pre-cursor material, defined by at least one organic metal complex, wherein each one of the at least one organic metal complex, independently, includes an organic ligand that is coordinated to a metal of the metal complex.
  • the organic ligand is derived from an ionic liquid.
  • a liquid fuel additive composition comprising: a catalyst pre-cursor material, defined by at least one organic metal complex, wherein each one of the at least one organic metal complex, independently, includes an organic ligand that is coordinated to a metal of the metal complex, and the metal and the organic ligand co-operate such that the catalyst pre-cursor material is configured for co-operating with an oxidant, for effecting a reactive process that produces a reaction product material that includes catalyst material, in response to contacting of the catalyst pre-cursor material with the oxidant within a reaction zone, only if the temperature within the reaction zone is greater than 150 degrees Celsius.
  • a liquid fuel additive composition comprising: a catalyst pre-cursor material, defined by at least one organic metal complex, wherein each one of the at least one organic metal complex, independently, includes an organic ligand that is coordinated to a metal of the metal complex, and a carrier material, wherein the carrier material is a hydrocarbon material, wherein the volumetric ratio of the catalyst pre-cursor material to the carrier material is 1 : 19 to 1 : 1.
  • an additive-modified liquid fuel composition comprising a liquid fuel and any one of the liquid fuel additive compositions, as above-described.
  • an additive-modified liquid fuel composition comprising a liquid hydrocarbon material and a liquid fuel additive composition, wherein the liquid fuel additive composition includes a catalyst pre-cursor material defined by at least one organic metal complex, wherein each one of the at least one organic metal complex, independently, includes an organic ligand, derived from an ionic liquid.
  • the organic ligand is co-ordinated to a metal of the metal complex.
  • an additive-modified liquid fuel composition comprising a liquid hydrocarbon material and a liquid fuel additive composition, wherein the liquid fuel additive composition includes a catalyst pre-cursor material defined by at least one organic metal complex, wherein: each one of the at least one organic metal complex, independently, includes an organic ligand that is co-ordinated to a metal of the metal complex, and the metal and the organic ligand co-operate such that the catalyst pre-cursor material is configured for co-operating with an oxidant, for effecting a reactive process that produces a reaction product material that includes catalyst material, in response to contacting of the catalyst pre-cursor material with the oxidant within a reaction zone, only if the temperature within the reaction zone is greater than 150 degrees Celsius.
  • a process for generating energy including processing an additive-modified liquid fuel composition, including a liquid hydrocarbon material and a catalyst pre-cursor material, via a process configuration such that a combustion-ready fuel composition is obtained, and, during the processing, there is an absence of conversion of the catalyst pre-cursor material to a catalyst material effective for catalyzing combustion of the liquid hydrocarbon material, wherein the processing includes supplying of the combustion-ready fuel composition, derived from a source of the additive-modified liquid fuel composition, to a reaction zone.
  • liquid fuel additive composition comprising a catalyst precursor material and a carrier material.
  • the catalyst pre-cursor material is defined by at least one organic metal complex.
  • Each one of the at least one organic metal complex independently, includes an organic ligand that is co-ordinated to a metal of the metal complex.
  • the metal is a metal atom.
  • the metal is a metal ion.
  • the metal ion is Cu 2+ .
  • the organic ligand is derived from an ionic liquid.
  • the ionic liquid is a protic ionic liquid.
  • the ionic liquid is a compound of formula (I): Q-S; wherein:
  • Q is bonded to S via an ionic bond
  • Q is of formula (II): wherein: each one of R 1 , R 2 , and R 3 , independently, is hydrogen or a methyl group, with the proviso that at least one of R 1 , R 2 , and R 3 is hydrogen; and
  • R 4 is an aliphatic group or an aryl group
  • S is of formula (III): wherein R 5 is an aliphatic group.
  • Exemplary ionic liquids include fatty acid cyclohexyl amine salts, such as, for example, cyclohexylammonium oleate, and cyclohexyl ammonium stearate.
  • the catalyst pre-cursor material is configured for co-operating with an oxidant (e.g. gaseous molecular oxygen), in response to contacting of the catalyst pre-cursor material with the oxidant, for effecting a reactive process that produces a reaction product material, wherein the reaction product material includes catalyst material.
  • an oxidant e.g. gaseous molecular oxygen
  • the metal and the organic ligand co-operate such that the catalyst pre-cursor material is configured for co-operating with an oxidant (e.g.
  • the obtained catalyst material is a metal oxide.
  • each one of the at least one organic metal complex independently, has a structure represented by the following general formula (I): MLn wherein:
  • M represents a metal
  • L represents an organic ligand
  • n represents an integer of one (1) to four (4).
  • the metal organic complex includes at least one ligand
  • exemplary ligands include monodentate ligands, bidentate ligands, and polydentate ligands.
  • n is equal to one (1)
  • the ligand is a bidentate ligand.
  • n is at least two (2), in some of these embodiments, for example, all of the ligands are different.
  • n is at least two (2), in some of these embodiments, for example, all of the ligands are identical.
  • n is at least two (2), in some of these embodiments, for example, only some of the ligands are identical.
  • Exemplary organic metal complexes include:
  • the carrier material is a hydrocarbon material.
  • the hydrocarbon material is defined by at least one hydrocarbon compound.
  • each one of the at least one hydrocarbon compound independently, has a total number of carbon atoms of at least five (5).
  • the total number of carbon atoms is from six (6) to 18 such as, for example, from six (6) to 16.
  • Exemplary hydrocarbon compounds include n-alkanes, iso-alkanes, and cycloalkanes.
  • the viscosity of the hydrocarbon material is 0.22 centipoise to 3.2 centipoise, such as, for example, 0.31 centipoise to 2.5 centipoise, such as, for example, 0.31 centipoise to 2.0 centipoise.
  • the hydrocarbon material contributes to viscosity reduction in the liquid fuel additive composition for enhancing processability.
  • the catalyst pre-cursor material and the carrier material interact via London dispersion forces, ion-dipole interactions, or both of London dispersion forces and ion-dipole interactions.
  • the liquid fuel additive composition includes five (5) volume % to 50 volume % of catalyst pre-cursor material, based on the total volume of the liquid fuel additive composition (such as, for example, five (5) volume % to 15 volume % of catalyst pre-cursor material, based on the total volume of the liquid fuel additive composition), and also includes 50 volume % to 95 volume % of carrier material, based on the total volume of the liquid fuel additive composition (such as, for example, 85 volume % to 95 volume % of carrier material, based on the total volume of the liquid fuel additive composition).
  • the volumetric ratio of the catalyst precursor material to the carrier material is 1 : 19 to 1 : 1, such as, for example, 1 : 19 to 1 :5.67.
  • the liquid fuel additive composition is produced in accordance with a process comprising: admixing an ionic liquid with the carrier material, such that a metal extraction-effective liquid material is obtained; contacting a source of the metal with the metal extraction-effective liquid material, with effect that the liquid fuel additive composition is produced.
  • the ionic liquid and the carrier material interact via London dispersion forces, iondipole interactions, or both of London dispersion forces and ion-dipole interactions
  • the relatively low viscosity of the carrier material enhances transportability (e.g. diffusion) of the metal extraction-effective liquid material towards the metal source for increasing the rate at which the liquid fuel additive composition is produced.
  • the contacting of the metal source with the metal extraction-effective liquid material is with effect that a reactive process is effected.
  • a reactive process is effected such that the liquid fuel additive composition is produced.
  • the contacting is effected by passing the metal extraction-effective liquid material through a series of packed columns containing copper mesh rolls.
  • a recirculating liquid material, including the metal extraction-effective liquid material is recirculated through the packed columns, such that the concentration of the liquid fuel additive composition progressively increases over time.
  • the liquid fuel additive composition is configured for admixing with a liquid fuel to produce an additive-modified liquid fuel composition.
  • the hydrocarbon material of the liquid fuel additive composition is a first hydrocarbon material and the liquid fuel defines a second hydrocarbon material, and the second hydrocarbon material is defined by at least one hydrocarbon compound.
  • each one of the at least one hydrocarbon compound of the second hydrocarbon material independently, has a total number of carbon atoms of at least four (4).
  • the total number of carbon atoms is from four (4) to 22, such as, for example, from six (6) to 18.
  • the first hydrocarbon material is identical to the second hydrocarbon material. In some embodiments, for example, the first hydrocarbon material is different from the second hydrocarbon material. In some embodiments, for example, the first hydrocarbon material and the second hydrocarbon material are co-operatively configured such that liquid fuel additive composition is miscible with the liquid fuel. In some embodiments, for example, there is an absence of adverse effect on combustion of the liquid fuel by the first hydrocarbon material. In some embodiments, for example, the liquid fuel is diesel.
  • an additive-modified liquid fuel composition includes the liquid fuel (e.g. diesel) and the liquid fuel additive composition.
  • the liquid fuel and the liquid fuel additive composition interact via London dispersion forces that are effective for establishing miscibility of the liquid fuel additive composition within the liquid fuel.
  • the additive-modified liquid fuel composition includes 96.7 volume % to 99.5 volume % of the liquid fuel, based on the total volume of the additive-modified liquid fuel composition (such as, for example, 97.5 volume % to 99.3 volume % of the liquid fuel, based on the total volume of the additive-modified liquid fuel composition), and also includes 0.5 volume % to 3.3 volume % of the liquid fuel additive composition, based on the total volume of the additive-modified liquid fuel composition (such as, for example, 0.7 volume % to 2.5 volume % of the liquid fuel additive composition, based on the total volume of the additive-modified liquid fuel composition).
  • the volumetric ratio of the liquid fuel to the liquid fuel additive composition is 1 :29 to 1 : 199, such as, for example, 1 :39 to 1 : 149.
  • an additive-modified liquid fuel composition includes a liquid hydrocarbon material and the catalyst pre-cursor material.
  • the liquid hydrocarbon material is defined by at least one hydrocarbon compound.
  • each one of the at least one hydrocarbon compound of the liquid hydrocarbon material independently, has a total number of carbon atoms of at least four (4).
  • the total number of carbon atoms is from four (4) to 22, such as, for example, from six (6) to 18.
  • the additive-modified liquid fuel composition comprises at least 95 volume % of the liquid hydrocarbon material, based on the total volume of the additive-modified liquid fuel composition, such as, for example, at least 96 volume % of the liquid hydrocarbon material, based on the total volume of the additive-modified liquid fuel composition, such as, for example, at least 97 volume % of the liquid hydrocarbon material, based on the total volume of the additive-modified liquid fuel composition, such as, for example, at least 98 volume % of the liquid hydrocarbon material, based on the total volume of the additive-modified liquid fuel composition, such as, for example, at least 99 volume % of the liquid hydrocarbon material, based on the total volume of the additive-modified liquid fuel composition.
  • the liquid hydrocarbon material is the liquid fuel.
  • the concentration of the metal (of the catalyst pre-cursor material) within the additive-modified liquid fuel composition is at least 0.10 mmol/L. In some embodiments, for example, the concentration of the metal (of the catalyst pre-cursor material) within the additive-modified liquid fuel composition is 0.10 mmol/L to 1.0 mmol/L, such as, for example 0.15 mmol/L to 0.85 mmol/L.
  • a process is provided for generating energy, including contacting a combustion-ready fuel composition with an oxidant. In some embodiments, for example, the contacting is effected within a reaction zone.
  • the reaction zone is disposed at a temperature of at least 150 degrees Celsius. In some embodiments, for example, the reaction zone is disposed within a combustion chamber.
  • the contacting of the combustion-ready fuel composition with the oxidant is with effect that the catalyst material is produced, which, in turn, effects catalysis of the combustion of the liquid fuel.
  • the combustion-ready fuel composition is derived from the additive-modified liquid fuel composition. In some embodiments, for example, the combustion-ready fuel composition is the additive-modified liquid fuel composition.
  • the process further includes processing the additive-modified liquid fuel composition via a process configuration such that the combustionready fuel composition is obtained, and, during the processing, there is an absence of conversion of the catalyst pre-cursor catalyst material to a catalyst material effective for catalyzing combustion of the liquid fuel.
  • the processing includes supplying of the combustion -ready fuel composition, derived from a source of the additive-modified liquid fuel composition, to the reaction zone.
  • the temperature of the additive-modified fuel composition is only below 150 degrees Celsius.
  • the process includes admixing the liquid fuel additive composition with the liquid fuel to obtain the source of the additive-modified liquid fuel composition.

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  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Combustion & Propulsion (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Chemistry (AREA)
  • Liquid Carbonaceous Fuels (AREA)

Abstract

There is provided a liquid fuel additive composition comprising a catalyst pre-cursor material, defined by at least one organic metal complex. Each one of the at least one organic metal complex, independently, includes an organic ligand that is co-ordinated to a metal of the metal complex. The organic ligand is derived from an ionic liquid.

Description

FUEL ADDITIVE COMPOSITIONS AND ADDITIVE-MODIFIED FUEL COMPOSITIONS
FIELD
[0001] The present disclosure relates to fuel additives and fuel compositions containing fuel additives.
BACKGROUND
[0002] Fuel-borne catalysts are used to lower the activation energy required for effecting a combustion reaction. However, there are challenges in uniformly distributing these catalysts throughout the fuel in order to efficiently effect catalysis of the combustion reaction. Further, challenges exist in mitigating premature oxidation of the fuel, which may contribute to fouling of the fueling system.
SUMMARY
[0003] In one aspect, there is provided a liquid fuel additive composition comprising: a catalyst pre-cursor material, defined by at least one organic metal complex, wherein each one of the at least one organic metal complex, independently, includes an organic ligand that is coordinated to a metal of the metal complex. The organic ligand is derived from an ionic liquid.
[0004] In another aspect, there is provided a liquid fuel additive composition comprising: a catalyst pre-cursor material, defined by at least one organic metal complex, wherein each one of the at least one organic metal complex, independently, includes an organic ligand that is coordinated to a metal of the metal complex, and the metal and the organic ligand co-operate such that the catalyst pre-cursor material is configured for co-operating with an oxidant, for effecting a reactive process that produces a reaction product material that includes catalyst material, in response to contacting of the catalyst pre-cursor material with the oxidant within a reaction zone, only if the temperature within the reaction zone is greater than 150 degrees Celsius. [0005] In another aspect, there is provided a liquid fuel additive composition comprising: a catalyst pre-cursor material, defined by at least one organic metal complex, wherein each one of the at least one organic metal complex, independently, includes an organic ligand that is coordinated to a metal of the metal complex, and a carrier material, wherein the carrier material is a hydrocarbon material, wherein the volumetric ratio of the catalyst pre-cursor material to the carrier material is 1 : 19 to 1 : 1.
[0006] In another aspect, there is provided an additive-modified liquid fuel composition comprising a liquid fuel and any one of the liquid fuel additive compositions, as above-described.
[0007] In another aspect, there is provided an additive-modified liquid fuel composition comprising a liquid hydrocarbon material and a liquid fuel additive composition, wherein the liquid fuel additive composition includes a catalyst pre-cursor material defined by at least one organic metal complex, wherein each one of the at least one organic metal complex, independently, includes an organic ligand, derived from an ionic liquid. The organic ligand is co-ordinated to a metal of the metal complex.
[0008] In another aspect, there is provided an additive-modified liquid fuel composition comprising a liquid hydrocarbon material and a liquid fuel additive composition, wherein the liquid fuel additive composition includes a catalyst pre-cursor material defined by at least one organic metal complex, wherein: each one of the at least one organic metal complex, independently, includes an organic ligand that is co-ordinated to a metal of the metal complex, and the metal and the organic ligand co-operate such that the catalyst pre-cursor material is configured for co-operating with an oxidant, for effecting a reactive process that produces a reaction product material that includes catalyst material, in response to contacting of the catalyst pre-cursor material with the oxidant within a reaction zone, only if the temperature within the reaction zone is greater than 150 degrees Celsius.
[0009] In another aspect, there is provided a process for generating energy, including processing an additive-modified liquid fuel composition, including a liquid hydrocarbon material and a catalyst pre-cursor material, via a process configuration such that a combustion-ready fuel composition is obtained, and, during the processing, there is an absence of conversion of the catalyst pre-cursor material to a catalyst material effective for catalyzing combustion of the liquid hydrocarbon material, wherein the processing includes supplying of the combustion-ready fuel composition, derived from a source of the additive-modified liquid fuel composition, to a reaction zone.
DETAILED DESCRIPTION
[0010] There is provided a liquid fuel additive composition comprising a catalyst precursor material and a carrier material.
[0011] The catalyst pre-cursor material is defined by at least one organic metal complex. Each one of the at least one organic metal complex, independently, includes an organic ligand that is co-ordinated to a metal of the metal complex.
[0012] In some embodiments, for example, the metal is a metal atom.
[0013] In some embodiments, for example, the metal is a metal ion. In some of these embodiments, for example, the metal ion is Cu2+.
[0014] In some embodiments, for example, the organic ligand is derived from an ionic liquid. In some embodiments, for example, the ionic liquid is a protic ionic liquid.
[0015] In some embodiments, for example, the ionic liquid is a compound of formula (I): Q-S; wherein:
Q is bonded to S via an ionic bond;
Q is of formula (II):
Figure imgf000004_0001
wherein: each one of R1, R2, and R3, independently, is hydrogen or a methyl group, with the proviso that at least one of R1, R2, and R3 is hydrogen; and
R4 is an aliphatic group or an aryl group; and
S is of formula (III):
Figure imgf000005_0001
wherein R5 is an aliphatic group.
[0016] Exemplary ionic liquids include fatty acid cyclohexyl amine salts, such as, for example, cyclohexylammonium oleate, and cyclohexyl ammonium stearate.
[0017] In some embodiments, for example, the catalyst pre-cursor material is configured for co-operating with an oxidant (e.g. gaseous molecular oxygen), in response to contacting of the catalyst pre-cursor material with the oxidant, for effecting a reactive process that produces a reaction product material, wherein the reaction product material includes catalyst material. In some embodiments, for example, the metal and the organic ligand co-operate such that the catalyst pre-cursor material is configured for co-operating with an oxidant (e.g. gaseous molecular oxygen), for effecting a reactive process that produces a reaction product material that includes catalyst material, in response to contacting of the catalyst pre-cursor material with the oxidant within a reaction zone, only if the temperature within the reaction zone is greater than 150 degrees Celsius. In some embodiments, for example, the obtained catalyst material is a metal oxide.
[0018] In some embodiments, for example, each one of the at least one organic metal complex, independently, has a structure represented by the following general formula (I): MLn wherein:
M represents a metal.
L represents an organic ligand; and n represents an integer of one (1) to four (4).
[0019] In this respect, the metal organic complex includes at least one ligand, and exemplary ligands include monodentate ligands, bidentate ligands, and polydentate ligands. In those embodiments where n is equal to one (1), in some of these embodiments, for example, the ligand is a bidentate ligand.
[0020] In those embodiments where n is at least two (2), in some of these embodiments, for example, all of the ligands are different.
[0021] In those embodiments where n is at least two (2), in some of these embodiments, for example, all of the ligands are identical.
[0022] In those embodiments where n is at least two (2), in some of these embodiments, for example, only some of the ligands are identical.
[0023] Exemplary organic metal complexes include:
(i) copper dioleate (CseHeeC Cu):
Figure imgf000006_0001
(ii) copper tetracyclohexylammonium (C24H56N4CU):
Figure imgf000007_0001
[0024] The carrier material is a hydrocarbon material. The hydrocarbon material is defined by at least one hydrocarbon compound. In some embodiments, for example, each one of the at least one hydrocarbon compound, independently, has a total number of carbon atoms of at least five (5). In some embodiments, for example, for each one of the at least one hydrocarbon compound, independently, the total number of carbon atoms is from six (6) to 18 such as, for example, from six (6) to 16. Exemplary hydrocarbon compounds include n-alkanes, iso-alkanes, and cycloalkanes.
[0025] In some embodiments, for example, the viscosity of the hydrocarbon material is 0.22 centipoise to 3.2 centipoise, such as, for example, 0.31 centipoise to 2.5 centipoise, such as, for example, 0.31 centipoise to 2.0 centipoise. The hydrocarbon material contributes to viscosity reduction in the liquid fuel additive composition for enhancing processability.
[0026] In some embodiments, for example, for establishing the liquid fuel additive composition, the catalyst pre-cursor material and the carrier material interact via London dispersion forces, ion-dipole interactions, or both of London dispersion forces and ion-dipole interactions.
[0027] In some embodiments, for example, the liquid fuel additive composition includes five (5) volume % to 50 volume % of catalyst pre-cursor material, based on the total volume of the liquid fuel additive composition (such as, for example, five (5) volume % to 15 volume % of catalyst pre-cursor material, based on the total volume of the liquid fuel additive composition), and also includes 50 volume % to 95 volume % of carrier material, based on the total volume of the liquid fuel additive composition (such as, for example, 85 volume % to 95 volume % of carrier material, based on the total volume of the liquid fuel additive composition). In some embodiments, for example, within the liquid fuel additive composition, the volumetric ratio of the catalyst precursor material to the carrier material is 1 : 19 to 1 : 1, such as, for example, 1 : 19 to 1 :5.67.
[0028] In some embodiments, for example, the liquid fuel additive composition is produced in accordance with a process comprising: admixing an ionic liquid with the carrier material, such that a metal extraction-effective liquid material is obtained; contacting a source of the metal with the metal extraction-effective liquid material, with effect that the liquid fuel additive composition is produced.
[0029] In some embodiments, for example, for establishing the metal extraction-effective liquid material, the ionic liquid and the carrier material interact via London dispersion forces, iondipole interactions, or both of London dispersion forces and ion-dipole interactions
[0030] In some embodiments, for example, the relatively low viscosity of the carrier material enhances transportability (e.g. diffusion) of the metal extraction-effective liquid material towards the metal source for increasing the rate at which the liquid fuel additive composition is produced.
[0031] In some embodiments, for example, the contacting of the metal source with the metal extraction-effective liquid material is with effect that a reactive process is effected. In this respect, in some embodiments, for example, in response to the contacting, a reactive process is effected such that the liquid fuel additive composition is produced.
[0032] In some embodiments, for example, the contacting is effected by passing the metal extraction-effective liquid material through a series of packed columns containing copper mesh rolls. In some embodiments, for example, a recirculating liquid material, including the metal extraction-effective liquid material, is recirculated through the packed columns, such that the concentration of the liquid fuel additive composition progressively increases over time.
[0033] The liquid fuel additive composition is configured for admixing with a liquid fuel to produce an additive-modified liquid fuel composition. In some embodiments, for example, the hydrocarbon material of the liquid fuel additive composition is a first hydrocarbon material and the liquid fuel defines a second hydrocarbon material, and the second hydrocarbon material is defined by at least one hydrocarbon compound. In some embodiments, for example, each one of the at least one hydrocarbon compound of the second hydrocarbon material, independently, has a total number of carbon atoms of at least four (4). In some embodiments, for example, for each one of the at least one hydrocarbon compound of the second hydrocarbon material, independently, the total number of carbon atoms is from four (4) to 22, such as, for example, from six (6) to 18. In some embodiments, for example, the first hydrocarbon material is identical to the second hydrocarbon material. In some embodiments, for example, the first hydrocarbon material is different from the second hydrocarbon material. In some embodiments, for example, the first hydrocarbon material and the second hydrocarbon material are co-operatively configured such that liquid fuel additive composition is miscible with the liquid fuel. In some embodiments, for example, there is an absence of adverse effect on combustion of the liquid fuel by the first hydrocarbon material. In some embodiments, for example, the liquid fuel is diesel.
[0034] In this respect, in some embodiments, for example, an additive-modified liquid fuel composition is provided and includes the liquid fuel (e.g. diesel) and the liquid fuel additive composition. The liquid fuel and the liquid fuel additive composition interact via London dispersion forces that are effective for establishing miscibility of the liquid fuel additive composition within the liquid fuel. In some embodiments, for example, the additive-modified liquid fuel composition includes 96.7 volume % to 99.5 volume % of the liquid fuel, based on the total volume of the additive-modified liquid fuel composition (such as, for example, 97.5 volume % to 99.3 volume % of the liquid fuel, based on the total volume of the additive-modified liquid fuel composition), and also includes 0.5 volume % to 3.3 volume % of the liquid fuel additive composition, based on the total volume of the additive-modified liquid fuel composition (such as, for example, 0.7 volume % to 2.5 volume % of the liquid fuel additive composition, based on the total volume of the additive-modified liquid fuel composition). In some embodiments, for example, within the additive-modified liquid fuel composition, the volumetric ratio of the liquid fuel to the liquid fuel additive composition is 1 :29 to 1 : 199, such as, for example, 1 :39 to 1 : 149.
[0035] In some embodiments, for example, an additive-modified liquid fuel composition is provided and includes a liquid hydrocarbon material and the catalyst pre-cursor material. In some embodiments, for example, the liquid hydrocarbon material is defined by at least one hydrocarbon compound. In some embodiments, for example, each one of the at least one hydrocarbon compound of the liquid hydrocarbon material, independently, has a total number of carbon atoms of at least four (4). In some embodiments, for example, for each one of the at least one hydrocarbon compound of the liquid hydrocarbon material, independently, the total number of carbon atoms is from four (4) to 22, such as, for example, from six (6) to 18. In some embodiments, for example, the additive-modified liquid fuel composition comprises at least 95 volume % of the liquid hydrocarbon material, based on the total volume of the additive-modified liquid fuel composition, such as, for example, at least 96 volume % of the liquid hydrocarbon material, based on the total volume of the additive-modified liquid fuel composition, such as, for example, at least 97 volume % of the liquid hydrocarbon material, based on the total volume of the additive-modified liquid fuel composition, such as, for example, at least 98 volume % of the liquid hydrocarbon material, based on the total volume of the additive-modified liquid fuel composition, such as, for example, at least 99 volume % of the liquid hydrocarbon material, based on the total volume of the additive-modified liquid fuel composition. In some embodiments, for example, the liquid hydrocarbon material is the liquid fuel. In some embodiments, for example, the concentration of the metal (of the catalyst pre-cursor material) within the additive-modified liquid fuel composition is at least 0.10 mmol/L. In some embodiments, for example, the concentration of the metal (of the catalyst pre-cursor material) within the additive-modified liquid fuel composition is 0.10 mmol/L to 1.0 mmol/L, such as, for example 0.15 mmol/L to 0.85 mmol/L. [0036] In some embodiments, for example, a process is provided for generating energy, including contacting a combustion-ready fuel composition with an oxidant. In some embodiments, for example, the contacting is effected within a reaction zone. In some embodiments, for example, the reaction zone is disposed at a temperature of at least 150 degrees Celsius. In some embodiments, for example, the reaction zone is disposed within a combustion chamber. The contacting of the combustion-ready fuel composition with the oxidant is with effect that the catalyst material is produced, which, in turn, effects catalysis of the combustion of the liquid fuel. The combustion-ready fuel composition is derived from the additive-modified liquid fuel composition. In some embodiments, for example, the combustion-ready fuel composition is the additive-modified liquid fuel composition.
[0037] In some embodiments, for example, the process further includes processing the additive-modified liquid fuel composition via a process configuration such that the combustionready fuel composition is obtained, and, during the processing, there is an absence of conversion of the catalyst pre-cursor catalyst material to a catalyst material effective for catalyzing combustion of the liquid fuel. The processing includes supplying of the combustion -ready fuel composition, derived from a source of the additive-modified liquid fuel composition, to the reaction zone. In some embodiments, for example, during the processing, the temperature of the additive-modified fuel composition is only below 150 degrees Celsius. In some embodiments, for example, during the processing, there is an absence of contacting of the additive-modified liquid fuel composition with an oxidant (such that, in some embodiments, for example, there is an absence of conversion of the catalyst pre-cursor material to a metal oxide). In some embodiments, for example, prior to the processing, the process includes admixing the liquid fuel additive composition with the liquid fuel to obtain the source of the additive-modified liquid fuel composition. By avoiding conversion of the catalyst pre-cursor material to the catalyst material, premature combustion of the liquid fuel is avoided, which could, amongst other things, result, for example, in fouling of process equipment.
[0038] In the above description, for purposes of explanation, numerous details are set forth in order to provide a thorough understanding of the present disclosure. Although certain dimensions and materials are described for implementing the disclosed example embodiments, other suitable dimensions and/or materials may be used within the scope of this disclosure. All such modifications and variations, including all suitable current and future changes in technology, are believed to be within the sphere and scope of the present disclosure. Therefore, it will be understood that certain adaptations and modifications of the described embodiments can be made and that the above discussed embodiments are considered to be illustrative and not restrictive. All references mentioned are hereby incorporated by reference in their entirety.

Claims

1. A liquid fuel additive composition comprising: a catalyst pre-cursor material, defined by at least one organic metal complex; wherein: each one of the at least one organic metal complex, independently, includes an organic ligand that is co-ordinated to a metal of the metal complex; and the organic ligand is derived from an ionic liquid.
2. The liquid fuel additive composition as claimed in claim 1 : wherein: the ionic liquid is a compound of formula (I):
Q-S; wherein:
Q is bonded to S via an ionic bond;
Q is of formula (II):
Figure imgf000013_0001
wherein: each one of R1, R2, and R3, independently, is hydrogen or a methyl group, with the proviso that at least one of R1, R2, and R3 is hydrogen; and R4 is an aliphatic group or an aryl group; and
S is of formula (III):
Figure imgf000014_0001
wherein R5 is an aliphatic group.
3. The liquid fuel additive composition as claimed in claim 1 or 2; further comprising: a carrier material; wherein: the carrier material is a hydrocarbon material.
4. A liquid fuel additive composition comprising: a catalyst pre-cursor material, defined by at least one organic metal complex; wherein: each one of the at least one organic metal complex, independently, includes an organic ligand that is co-ordinated to a metal of the metal complex; and the metal and the organic ligand co-operate such that the catalyst pre-cursor material is configured for co-operating with an oxidant, for effecting a reactive process that produces a reaction product material that includes catalyst material, in response to contacting of the catalyst pre-cursor material with the oxidant within a reaction zone, only if the temperature within the reaction zone is greater than 150 degrees Celsius.
5. The liquid fuel additive composition as claimed in claim 4; wherein: the organic ligand is derived from an ionic liquid.
6. The liquid fuel additive composition as claimed in claim 5: wherein: the ionic liquid is a compound of formula (I):
Q-S; wherein:
Q is bonded to S via an ionic bond;
Q is of formula (II):
Figure imgf000015_0001
wherein: each one of R1, R2, and R3, independently, is hydrogen or a methyl group, with the proviso that at least one of R1, R2, and R3 is hydrogen; and
R4 is an aliphatic group or an aryl group; and
S is of formula (III):
Figure imgf000016_0001
wherein R5 is an aliphatic group.
7. The liquid fuel additive composition as claimed in any one of claims 4 to 6; further comprising: a carrier material; wherein: the carrier material is a hydrocarbon material.
8. A liquid fuel additive composition comprising: a catalyst pre-cursor material, defined by at least one organic metal complex; wherein: each one of the at least one organic metal complex, independently, includes an organic ligand that is co-ordinated to a metal of the metal complex; and a carrier material, wherein the carrier material is a hydrocarbon material; wherein: the volumetric ratio of the catalyst pre-cursor material to the carrier material is 1 : 19 to 1 :1.
9. The liquid fuel additive composition as claimed in any one of claims 3, 7, and 8; wherein: the viscosity of the hydrocarbon material is 0.22 centipoise to 3.2 centipoise.
10. The liquid fuel additive composition as claimed in any one of claims 3, 7, 8, and 9; wherein: the hydrocarbon material, of the carrier material, is defined by at least one hydrocarbon compound, and each one of the at least one hydrocarbon compound, independently, has a total number of carbon atoms of at least five (5).
11. The liquid fuel additive composition as claimed in claim 10; wherein: the hydrocarbon material, of the carrier material, is defined by at least one hydrocarbon compound, and for each one of the at least one hydrocarbon compound, independently, the total number of carbon atoms is from six (6) to 18.
12. The liquid fuel additive composition as claimed in any one of claims 3, 7, 8, 9, and 10; wherein: the liquid fuel additive composition includes five (5) volume % to 50 volume % of catalyst pre-cursor material, based on the total volume of the liquid fuel additive composition
13. The liquid fuel additive composition as claimed in claim 12; wherein: the liquid fuel additive composition includes 50 volume % to 95 volume % of carrier material, based on the total volume of the liquid fuel additive composition
14. The liquid fuel additive composition as claimed in claim 3 or 7; wherein: the volumetric ratio of the catalyst pre-cursor material to the carrier material is 1 : 19 to 1 :1.
15. An additive-modified liquid fuel composition comprising a liquid fuel and the liquid fuel additive composition as claimed in any one of claims 1 to 14.
16. The additive-modified liquid fuel composition as claimed in claim 15; wherein: the additive-modified liquid fuel composition comprises at least 96.7 volume % of the liquid fuel, based on the total volume of the additive-modified liquid fuel composition.
17. The additive-modified liquid fuel composition as claimed in claim 15 or 16; wherein: the concentration of the metal, of the catalyst pre-cursor material, within the additive- modified liquid fuel composition is at least 0.10 mmol/L.
18. The additive-modified liquid fuel composition as claimed in any one of claims 15 to 17; wherein: the liquid fuel is diesel.
19. The additive-modified liquid fuel composition as claimed in any one of claims 15 to 18; wherein: the additive-modified liquid fuel composition includes the carrier material; and the carrier material is a hydrocarbon material.
20. The additive-modified liquid fuel composition as claimed in claim 19; wherein: the viscosity of the hydrocarbon material, of the carrier material, is 0.22 centipoise to 3.2 centipoise.
21. The additive-modified liquid fuel composition as claimed in any one of claims 15 to 20; wherein: the volumetric ratio of the liquid fuel to the liquid fuel additive composition is 1:29 to 1:199.
22. An additive-modified liquid fuel composition comprising a liquid hydrocarbon material and a liquid fuel additive composition, wherein the liquid fuel additive composition includes a catalyst pre-cursor material defined by at least one organic metal complex; wherein: each one of the at least one organic metal complex, independently, includes an organic ligand that is co-ordinated to a metal of the metal complex; and the organic ligand is derived from an ionic liquid.
23. The liquid fuel additive composition as claimed in claim 22; wherein: the ionic liquid is a compound of formula (I):
Q-S; wherein:
Q is bonded to S via an ionic bond;
Q is of formula (II):
Figure imgf000021_0001
wherein: each one of R1, R2, and R3, independently, is hydrogen or a methyl group, with the proviso that at least one of R1, R2, and R3 is hydrogen; and
R4 is an aliphatic group or an aryl group; and
S is of formula (III):
Figure imgf000021_0002
wherein R5 is an aliphatic group.
24. An additive-modified liquid fuel composition comprising a liquid hydrocarbon material and a liquid fuel additive composition, wherein the liquid fuel additive composition includes a catalyst pre-cursor material defined by at least one organic metal complex; wherein: each one of the at least one organic metal complex, independently, includes an organic ligand that is co-ordinated to a metal of the metal complex; and the metal and the organic ligand co-operate such that the catalyst pre-cursor material is configured for co-operating with an oxidant, for effecting a reactive process that produces a reaction product material that includes catalyst material, in response to contacting of the catalyst pre-cursor material with the oxidant within a reaction zone, only if the temperature within the reaction zone is greater than 150 degrees Celsius.
25. The additive-modified liquid fuel composition as claimed in claim 23 or 24; wherein: the additive-modified liquid fuel composition comprises at least 95 volume % of the liquid hydrocarbon material, based on the total volume of the additive-modified liquid fuel composition.
26. The additive-modified liquid fuel composition as claimed in any one of claims 23 to 25; wherein: the concentration of the metal, of the catalyst pre-cursor material, within the additive- modified liquid fuel composition is at least 0.10 mmol/L.
27. The additive-modified liquid fuel composition as claimed in any one of claims 23 to 26; wherein: the liquid hydrocarbon material is defined by at least one hydrocarbon compound; and each one of the at least one hydrocarbon compound of the liquid hydrocarbon material, independently, has a total number of carbon atoms of at least four (4).
28. The additive-modified liquid fuel composition as claimed in claim 27; wherein: for each one of the at least one hydrocarbon compound of the liquid hydrocarbon material, independently, the total number of carbon atoms is from four (4) to 22.
29. A process for generating energy, including processing an additive-modified liquid fuel composition, including a liquid hydrocarbon material and a catalyst pre-cursor material, via a process configuration such that a combustion-ready fuel composition is obtained, and, during the processing, there is an absence of conversion of the catalyst pre-cursor material to a catalyst material effective for catalyzing combustion of the liquid hydrocarbon material, wherein the processing includes supplying of the combustion-ready fuel composition, derived from a source of the additive-modified liquid fuel composition, to a reaction zone.
30. The process as claimed in claim 29; wherein: the absence of conversion of the catalyst pre-cursor material to a catalyst material effective for catalyzing combustion of the liquid hydrocarbon material is based on at least an absence of contacting of the additive-modified liquid fuel composition with an oxidant.
31. The process as claimed in claim 29 or 30; wherein: during the processing, the temperature of the additive-modified fuel composition is only below 150 degrees Celsius.
32. The process as claimed in any one of claims 29 to 31; further comprising: contacting the combustion-ready fuel composition with an oxidant within the reaction zone.
33. The process as claimed in any one of claims 29 to 32; further comprising: prior to the processing, admixing the liquid fuel additive composition, as claimed in any one of claims 1 to 12, with liquid fuel, including at least a portion of the liquid hydrocarbon material, to obtain the source of the additive-modified liquid fuel composition.
PCT/CA2023/050983 2022-07-22 2023-07-21 Fuel additive compositions and additive-modified fuel compositions WO2024016087A1 (en)

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Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4892562A (en) * 1984-12-04 1990-01-09 Fuel Tech, Inc. Diesel fuel additives and diesel fuels containing soluble platinum group metal compounds and use in diesel engines
US5912190A (en) * 1995-04-24 1999-06-15 The Associated Octel Company Limited Synergistic process for improving combustion
US20060069169A1 (en) * 2004-09-17 2006-03-30 California Institute Of Technology Use of ionic liquids as coordination ligands for organometallic catalysts

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4892562A (en) * 1984-12-04 1990-01-09 Fuel Tech, Inc. Diesel fuel additives and diesel fuels containing soluble platinum group metal compounds and use in diesel engines
US5912190A (en) * 1995-04-24 1999-06-15 The Associated Octel Company Limited Synergistic process for improving combustion
US20060069169A1 (en) * 2004-09-17 2006-03-30 California Institute Of Technology Use of ionic liquids as coordination ligands for organometallic catalysts

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