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EP4532640A1 - Composition de distillat lourd - Google Patents

Composition de distillat lourd

Info

Publication number
EP4532640A1
EP4532640A1 EP23732303.5A EP23732303A EP4532640A1 EP 4532640 A1 EP4532640 A1 EP 4532640A1 EP 23732303 A EP23732303 A EP 23732303A EP 4532640 A1 EP4532640 A1 EP 4532640A1
Authority
EP
European Patent Office
Prior art keywords
composition
less
boiling range
distillate
blended
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
EP23732303.5A
Other languages
German (de)
English (en)
Inventor
Scott K. Berkhous
Timothy J. Anderson
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
ExxonMobil Technology and Engineering Co
Original Assignee
ExxonMobil Technology and Engineering Co
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by ExxonMobil Technology and Engineering Co filed Critical ExxonMobil Technology and Engineering Co
Publication of EP4532640A1 publication Critical patent/EP4532640A1/fr
Pending legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G OR C10K; LIQUIFIED PETROLEUM GAS; USE OF ADDITIVES TO FUELS OR FIRES; FIRE-LIGHTERS
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/04—Liquid carbonaceous fuels essentially based on blends of hydrocarbons
    • C10L1/08—Liquid carbonaceous fuels essentially based on blends of hydrocarbons for compression ignition
    • 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 OR C10K; LIQUIFIED PETROLEUM GAS; USE OF ADDITIVES TO FUELS OR FIRES; FIRE-LIGHTERS
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/04—Liquid carbonaceous fuels essentially based on blends of hydrocarbons
    • 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 OR C10K; LIQUIFIED PETROLEUM GAS; USE OF ADDITIVES TO FUELS OR FIRES; FIRE-LIGHTERS
    • 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
    • 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 OR C10K; LIQUIFIED PETROLEUM GAS; USE OF ADDITIVES TO FUELS OR FIRES; FIRE-LIGHTERS
    • 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
    • C10L2200/0492—Fischer-Tropsch products

Definitions

  • the cracking and/or dewaxing conditions are selected to form jet boiling range molecules.
  • a fractionation is used to separate out components boiling below and above the jet boiling range.
  • the components boiling above the jet boiling range correspond in part to unconverted n-paraffins.
  • U.S. Patent 8,193,399 describes a system and method for converting a bio-derived feed to form a jet and a diesel fraction.
  • the bio-derived feed is introduced into an initial deoxygenation (hydrotreatment) stage, along with a sufficient amount of a recycled product stream to improve hydrogen solubility, so that low pressure operation can be performed.
  • the deoxygenated liquid effluent is exposed to both isomerization and hydrocracking conditions.
  • Both a diesel product and a jet product are the separated from the isomerized and hydrocracked effluent. A portion of one or both of these products is used to provide the recycle stream.
  • U.S. Patent 8,314,274 describe methods for converting a bio-derived feed to form a jet and a diesel fraction. After hydrotreatment to remove oxygen, the feed is hydroisomerized and hydrocracked. The hydrocracking and hydroisomerization can be performed as a single step if an appropriate catalyst is selected. Otherwise, separate cracking and hydroisomerization steps are performed. The process is described as using recycle to allow for production of diesel boiling range components that correspond to Ci6 or smaller compounds, in order to improve the cold flow properties of the resulting diesel fraction.
  • U.S. Patent 8,431,756 describes processing a bio-derived feed that still includes a substantial oxygen content with a dewaxing catalyst in order to deoxygenate and/or isomerize the feed.
  • U.S. Patent 8,729,330 describes exposing mixtures of a bio-derived feed having substantial oxygen content and a mineral feed to a dewaxing / isomerization catalyst.
  • U.S. Patent 9,617,479 describes hydrodeoxygenation of a wide range of triglyceride-containing feeds under conditions that preserve oxygen and/or olefin content in the feed during hydrodeoxygenation. This can allow for recovery of increased amounts of propylene versus propane when processing triglycerides. The resulting hydrodeoxygenated product can undergo further hydroprocessing.
  • U.S. Patent 10,053,639 describes producing both a jet fuel product and a diesel fuel product from a feedstock.
  • the feedstock can optionally include a bio-derived portion.
  • U.S. Patent Application Publication 2008/0066374 describes processing of bioderived feeds over catalysts including both a catalytic metal function and an acidic function to form diesel fuels.
  • Several examples of processing of soybean oil are provided.
  • such a distillate boiling range composition can be blended with one or more distillate fractions, one or more resid fractions, or a combination thereof to form a blended composition.
  • the distillate boiling range composition can correspond to 1.0 wt% to 99 wt% of the blended composition.
  • a distillate boiling range composition is provided with an unexpected distribution of carbon chain lengths for the hydrocarbons in the composition.
  • the composition corresponds to a distillate boiling range composition with a relatively narrow boiling range.
  • the composition can have a T10 distillation point of 290°C or more while also having a T90 distillation point of 325°C or less, or 320°C or less, or 315°C or less, or 310°C or less.
  • the composition can also include a minor portion of aromatics, such as a total aromatics content of roughly 0.1 wt% to 4.0 wt%. Additionally, this narrow boiling range composition can have unexpectedly beneficial cold flow properties.
  • This narrow boiling range can be achieved by starting with a glyceride -based feed (such as a feed based on triglycerides or fatty acid alkyl esters) and then exposing the feed to hydrotreating conditions followed by deep dewaxing conditions using an isomerization catalyst.
  • the resulting isomerized product can then be fractionated to form a jet boiling range fraction and a remaining portion corresponding to a distillate boiling range composition.
  • the jet boiling range fraction includes the majority of the compounds with boiling points below 290°C, so that the distillate boiling range fraction has a T90 of 290°C or higher.
  • the jet boiling range composition can have a density at 15 °C of 765 kg/m 3 or more, or 768 kg/m 3 or more, or 770 kg/m 3 or more, such as up to 775 kg/m 3 or possibly still higher.
  • the hydrocarbon composition can contain 2.5 wt% or less of C19+ hydrocarbons, or 1.5 wt% or less, or 1.0 wt% or less, or 0.5 wt% or less, such as down to having substantially no content of C19+ hydrocarbons (0.1 wt% or less).
  • the cloud point of a fraction can be determined according to ASTM D5773.
  • the freeze point of a fraction (such as a feed or product) can be determined according to ASTM D5972.
  • the flash point of a fraction can be determined according to ASTM D6450.
  • the cold filter plugging point (CFPP) of a fraction can be determined according to ASTM D6371.
  • the pour point of a fraction can be determined according to ASTM D5950.
  • the density of a fraction can be determined according to ASTM D4052.
  • the kinematic viscosity of a fraction (such as kinematic viscosity at 40°C) can be determined according to ASTM D445.
  • a distillate boiling range fraction corresponds to a fraction having T10 distillation point of 170°C or more and a T90 distillation point of 500°C or less.
  • a fraction having a T90 distillation point of more than 500°C is defined as a resid boiling range fraction.
  • the content of n-paraffins and/or isoparaffins in a fraction, product, or other composition can be determined according to UOP 990.
  • Isoparaffins refer to any non-cyclic alkane that has at least one branch.
  • the content of naphthenes in a composition, or the combined content of naphthenes plus aromatics in a composition can be determined according to UOP 990.
  • a “Cx” hydrocarbon refers to a hydrocarbon compound that includes “x” number of carbons in the compound.
  • a stream containing “Cx-Cy” hydrocarbons refers to a stream composed of one or more hydrocarbon compounds that includes at least “x” carbons and no more than “y” carbons in the compound. It is noted that a stream containing “Cx-Cy” hydrocarbons may also include other types of hydrocarbons, unless otherwise specified.
  • the effluent portion or product portion when describing the current state of an effluent portion or product portion (such as the state of a portion or fraction under the conditions present at the exit from a reaction stage), the effluent portion or product portion is described as being in the gas phase or as being in the liquid phase.
  • a hydroprocessing stage such as a hydrotreating stage or a dewaxing stage
  • the liquid effluent portion of the hydroprocessing effluent may be present partially or entirely in the gas phase.
  • jet boiling range fractions can be formed from any convenient type of bio-derived feedstock, where the term “bio-derived feedstock” refers to a hydrocarbon feedstock derived from a biological raw material source, such as vegetable, animal, fish, and/or algae.
  • suitable feedstocks include diglycerides, monoglycerides, triglycerides, fatty acid methyl esters (FAME), free fatty acids, and the like, derived from plant oils, animal fats, or algae oils.
  • feedstocks can include used cooking oil and/or other waste bio-derived feedstocks.
  • a feedstock can be pretreated to remove metals, gums, and other contaminants (such as refined, bleached, and deodorized (RBD) grade vegetable oil).
  • the term “vegetable oil” refers generally to any plant-based material and can include fats/oils derived from plant sources, such as plants of the genus Jalropha.
  • the biological sources used for the bio-derived feedstock can include vegetable oils/fats, animal oils/fats, fish oils, pyrolysis oils, and/or algae lipids/oils, as well as any components of such biological sources.
  • the biological sources specifically include one or more types of lipid compounds, where the term “lipid compound” generally refers to a biological compound that is insoluble in water, but soluble in nonpolar (or fat) solvents. Non-limiting examples of such solvents include alcohols, ethers, chloroform, alkyl acetates, benzene, and combinations thereof.
  • lipids include, but are not necessarily limited to, fatty acids, glycerol-derived lipids (including fats, oils, and phospholipids), sphingosine-derived lipids (including ceramides, cerebrosides, gangliosides, and sphingomyelins), steroids and their derivatives, terpenes and their derivatives, fat-soluble vitamins, certain aromatic compounds, and long-chain alcohols and waxes.
  • lipids In living organisms, lipids generally serve as the basis for cell membranes and as a form of fuel storage. Lipids can also be found conjugated with proteins or carbohydrates, such as in the form of lipoproteins and lipopolysaccharides.
  • algae examples include rhodophyte, chiorophyte, heteromonyphyte, tribophyte, glaucophyte, chlorarachniophyte, euglenoid, haptophyte, cryptomonad, dinoflagellum, phytoplankton, and the like, and combinations thereof.
  • algae can be of the classes Chlorophyceae and/or Haptophyta.
  • the bio-derived feedstock can include any feedstock that consists primarily of triglycerides and free fatty acids (FFAs).
  • the triglycerides and FFAs typically contain aliphatic hydrocarbon chains in their structure having from 8 to 36 carbons, or preferably from 10 to 26 carbons, or most preferably from 14 to 22 carbons.
  • Types of triglycerides can be determined according to their fatty acid constituents.
  • the fatty acid constituents can be determined according to AOCS Ce Ij -07.
  • a triglyceride is a molecule having a structure substantially identical to the reaction product of glycerol and three fatty acids.
  • a triglyceride is described herein as consisting of fatty acids, it should be understood that the fatty acid component does not necessarily contain a carboxylic acid hydrogen.
  • a majority of triglycerides present in the biocomponent feed can preferably consist of C12 to Cis fatty acid constituents, based on the total triglyceride content.
  • Other types of feeds that are derived from biological raw material components can include fatty acid esters, such as fatty acid alkyl esters (e.g., FAME and/or FAEE).
  • glyceride-based feedstocks correspond to feedstocks containing Cis to C22 carbon chains. This is due to the types of carbon chains found in common vegetable oils and animal fats. Depending on the source, some Ci6- and/or C24+ carbon chains can also be present.
  • 80 wt% or more of a feedstock used for forming a distillate composition can correspond to Ci6 to C22 carbon chains, or 90 wt% or more. In some aspects, 80 wt% or more of a feedstock used for forming a distillate composition can correspond to Cis to C22 carbon chains, or 90 wt% or more.
  • a hydrotreatment catalyst can contain at least one of Group VIB and/or Group VIII metals, optionally on a support such as alumina or silica.
  • a support such as alumina or silica.
  • examples include, but are not limited to, NiMo, C0M0, and NiW supported catalysts. In some embodiments, NiMo and Mo on alumina are preferred catalysts.
  • Effective hydrotreatment conditions can be selected according to the details of each specific implementation.
  • the hydrotreatment conditions include a total pressure of 200 psig to 2000 psig ( ⁇ 1.4 MPa-g to 14 MPa-g), a weighted average bed temperature (WABT) of 260 °C (i.e., 500 °F) to 400 °C (i.e., 752 °F), a hydrogen-rich treat gas rate of 200 standard cubic feet of gas per barrel of feedstock (scf/bbl) to 10,000 scf/bbl ( ⁇ 34 Nm 3 /m 3 to 1700 Nm 3 /m 3 ), and a liquid hourly space velocity (LHSV) of about 0.1 hr 1 to about 10.0 hr 1 .
  • WABT weighted average bed temperature
  • LHSV liquid hourly space velocity
  • the sulfur and nitrogen contents of the feedstock may be advantageously reduced during the hydrotreatment process.
  • the hydrotreatment process reduces the sulfur content of the feedstock to a suitable level, such as, for example, less than about 100 weight parts per million (wppm), less than about 50 wppm, less than about 30 wppm, less than about 25 wppm, less than about 20 wppm, less than about 15 wppm, or less than about 10 wppm, such as down to 0.1 wppm or possibly still lower.
  • wppm weight parts per million
  • the hydrotreatment process reduces the nitrogen content of the feedstock to a suitable level, such as, for example, about 30 wppm or less, about 25 wppm or less, about 20 wppm or less, about 15 wppm or less, about 10 wppm or less, about 5 wppm or less, or about 3 wppm or less, such as down to 0.1 wppm or possibly still lower.
  • a suitable level such as, for example, about 30 wppm or less, about 25 wppm or less, about 20 wppm or less, about 15 wppm or less, about 10 wppm or less, about 5 wppm or less, or about 3 wppm or less, such as down to 0.1 wppm or possibly still lower.
  • the hydrotreatment process is also used to deoxygenate the feedstock.
  • Deoxygenating the feedstock may help to avoid problems with catalyst poisoning or deactivation due to the creation of water (H2O) or carbon oxides (e.g., CO and CO2) during catalytic dewaxing.
  • the hydrotreatment process can be used to remove, for example, at least 90%, at least 95%, at least 98%, at least 99%, at least 99.5%, at least 99.9%, or completely (measurably) all of the oxygen present in the deoxygenated feedstock.
  • a separation stage can be used to separate out impurities from the hydrotreated feedstock prior to passing the hydrotreated feedstock to the isomerization/dewaxing reactor.
  • the separation process minimizes the amount of H2O and CO that is slipped into the isomerization/dewaxing reactor by separating the gas and liquid phases within the hydrotreated feedstock.
  • an interstage stripper is preferred for this purpose, any suitable separation device can be used, such as, for example, any suitable type of separator or fractionator that is configured to separate gas-phase products from liquid-phase products.
  • the gas phase exiting the separation device can be recycled and combined with the hydrogen-rich treat gas that is fed into the hydrotreatment reactor.
  • a portion of the liquid phase exiting the separation stage can be recycled back into the hydrotreatment reactor to provide improved heat release control for the hydrotreatment reactor.
  • the catalyst can consist essentially of ZSM-48, any optional binder, and a hydrogenation metal, so that less than 1.0 wt% or less of the catalyst (relative to the weight of the catalyst) corresponds to a zeotype structure different from an MRE framework structure, or less than 0.1 wt%, such as down to having substantially no zeotype content different from an MRE framework structure (0.01 wt% or less).
  • the ZSM-48 in the catalyst can have a silica to alumina ratio of 90 : 1 or less, or 75 : 1 or less, such as down to 60 : 1 or possibly still lower.
  • the isomerization/dewaxing reactor may include any suitable type of reactor arranged in any suitable configuration.
  • the isomerization/dewaxing reactor is a fixed-bed adiabatic reactor or a trickle-bed reactor that is loaded with a ZSM-48-based isomerization/dewaxing catalyst.
  • the isomerization / dewaxing conditions include a total pressure of 200 psig (1.4 MPa-g) to 2000 psig (14 MPa- g), a WABT of 300°C to 35O°C, a treat gas rate of 200 scf/bbl to 10,000 scf/bbl (-34 Nm 3 /m 3 to 1700 Nm 3 /m 3 ), and an LHSV of 1.0 hr 1 to about 8.0 hr 1 (relative to a volume of the dewaxing catalyst).
  • the liquid portion of the dewaxed effluent can have a T90 distillation point of 310°C or less, or 300°C or less, or 290°C or less. It is noted that the T90 distillation point is always equal to or greater than the temperature of the T10 distillation point, so the T10 distillation point acts as a lower bound on the T90 distillation point, while the T90 distillation point acts as an upper bound on the T10 distillation point.
  • the liquid portion of the dewaxed effluent can have a cloud point of -20°C or less, or -30°C or less, or -30°C or less, such as down to -60°C or possibly still lower.
  • the liquid portion of the dewaxed effluent can have a cold filter plugging point of -20°C or less, or -30°C or less, or - 40°C or less, such as down to -70°C or possibly still lower.
  • the narrow boiling range is due in part to a relatively narrow distribution of carbon chain lengths within the distillate boiling range composition. Because a jet boiling range composition is formed at the same time, the resulting distillate boiling range composition has a reduced or minimized content of Ci6- carbon chains. Due to the feedstock being a glyceride- based feed, the resulting distillate boiling range composition also has a reduced or minimized content of C21+ carbon chains. In some aspects, 90 wt% or more of the distillate boiling range composition corresponds to compounds having C17+ carbon chains, or 95 wt% or more, such as up to substantially all of the composition.
  • the distillate boiling range composition can include 15 wt% or less of n-paraffins, or 10 wt% or less, or 5.0 wt% or less, such as down to substantially no n-paraffins (1.0 wt% or less). Additionally or alternately, the distillate boiling range composition can include 80 wt% or more of isoparaffins, or 85 wt% or more, or 90 wt% or more, such as up to 99 wt% or possibly still higher.
  • the distillate boiling range composition can include 0.1 wt% to 4.0 wt% of total aromatics, or 0.1 wt% to 2.5 wt%, or 0.2 wt% to 4.0 wt%, or 0.2 wt% to 2.5 wt%, or 0.5 wt% to 4.0 wt%, or 0.5 wt% to 2.5 wt%.
  • the distillate boiling range composition can include 0.07 wt% to 4.0 wt% of one-ring aromatics, or 0.07 wt% to 2.5 wt%, or 0.1 wt% to 4.0 wt%, or 0.1 wt% to 2.5 wt%, or 0.2 wt% to 4.0 wt%, or 0.2 wt% to 2.5 wt%.
  • the distillate boiling range composition can have a cold filter plugging point of -15°C or less, or -20°C or less, or -25°C or less, such as down to -50°C or possibly still lower.
  • the distillate boiling range composition can have a kinematic viscosity at 40°C of 2.5 cSt to 4.5 cSt, or 2.5 cSt to 4.1 cSt, or 3.0 cSt to
  • the oxygen content of the distillate boiling range composition can be 100 wppm or less, or 10 wppm or less, or 5.0 wppm or less, or 1.0 wppm or less, such as down to having substantially no oxygen content (0.1 wppm or less).
  • the distillate boiling range composition can be used in a variety of applications.
  • the distillate boiling range composition can be used as-is (i.e. as a neat product) as a coolant and/or heat transfer fluid or in a coolant and/or heat transfer formulation.
  • coolant and/or heat transfer fluids include, among others, battery coolants, coolants for data storage, process coolant fluids, heat transfer fluids, and electric vehicle fluids such as coolant or heat transfer fluid for batteries, motors and/or electrical components.
  • the distillate boiling range composition can be used in combination with ingredients typically used in coolants and heat transfer fluids. In such applications, the distillate boiling range composition can provide a combination of favorable cold flow properties, a relatively high flash point, and relatively low aromatics content.
  • distillate boiling range composition having good cold flow properties (such as low pour point) which is needed for outdoor applications in cold weather; low aromatics which results in an improved odor and improved safety but also ensures good color stability (no yellowing with UV exposure); increased compatibility and solvency which enables the use of a higher percentage of the distillate boiling range composition as extender oil in the acrylic and silicone mastics and sealants; and decreased shrinkage due in part to a relatively high flash point.
  • the distillate boiling range composition can also be used in reprographic applications, such as printing ink distillates for off-set printing, piezo ink jet technology, coldset printing, and heat-set printing.
  • distillate boiling range composition can include, but are not limited to, use as a process oil; use in consumer products (e.g., cosmetics); use in agricultural chemicals (such as formulation in pesticides and/or spray oils); use in water treatment; use as a dielectric fluid, such as a transformer oil; use in construction projects; and use as a lubricant, such as for demolding.
  • a process oil e.g., cosmetics
  • agricultural chemicals such as formulation in pesticides and/or spray oils
  • water treatment e.g., water treatment
  • use as a dielectric fluid such as a transformer oil
  • use in construction projects e.g., a lubricant, such as for demolding.
  • the favorable cold flow properties, high compatibility or solvency, and low aromatics content can be beneficial for various types of applications.
  • the Figure shows an example of a reaction system 100 for producing a dewaxed effluent that includes a jet boiling range product and a distillate boiling range composition.
  • a bio-derived feedstock 102 is introduced into a hydrotreatment reactor 104.
  • a first portion 106 of a hydrogen-rich treat gas stream 108 is also introduced into the hydrotreatment reactor 104.
  • the hydrogen-rich treat gas stream 108 may be introduced into the hydrotreatment reactor 104 at various locations, such as at quench locations corresponding to each reactor bed.
  • the bio-derived feedstock 102 is then exposed to effective hydrotreatment conditions in the hydrotreatment reactor 104 in the presence of one or more catalyst beds that contain a suitable hydrotreating catalyst, resulting in the generation of a hydrotreated feedstock 110.
  • a separation device 112 such as an interstage stripper.
  • a gas product portion is separated from liquid product portion.
  • the gas product portion is then output as a first overhead stream 114 that can optionally be recycled and combined with the first portion 106 of the hydrogen-rich treat gas stream 108 entering the hydrotreatment reactor 104.
  • the liquid product portion corresponds to liquid stream 116.
  • some portion of the liquid stream 116 may (optionally) be recycled back into the hydrotreatment reactor 104 to provide heat release control for the hydrotreatment reactor 104.
  • the rest of the liquid stream 116 (or the entirety of the liquid stream 116 for embodiments that do not include liquid recycling) is then introduced into an isomerization/dewaxing reactor 118.
  • a second portion 120 of the hydrogen-rich treat gas stream 108 is also introduced into the isomerization/dewaxing reactor 118.
  • the hydrogen-rich treat gas stream 108 may be introduced into the isomerization/dewaxing reactor 118 at various locations, such as at the quench locations corresponding to each reactor bed.
  • the separation device 112 in the Figure is omitted from the reaction system 100, and the hydrotreated feedstock is passed directly from the hydrotreatment reactor 104 to the isomerization/dewaxing reactor 118.
  • multiple hydrotreatment reactors and/or multiple isomerization/dewaxing reactors are included within a reaction system.
  • the reaction system 100 in FIG. 1 is depicted as including separate hydrotreatment and isomerization/dewaxing reactors 104 and 118, respectively, one of skill in the art will appreciate that the hydrotreatment and isomerization/dewaxing stages can alternatively be combined into a single reactor without changing the overall technical effect of the reaction system 100.
  • the roughly 97 wt% content of C17+ components in the distillate boiling range composition is in contrast to the typical distribution of carbon chain lengths in a conventional diesel fuel.
  • a representative conventional diesel fuel was analyzed using UOP 990.
  • the conventional diesel fuel only 11 wt% of the fuel corresponded to paraffins (n-paraffins plus isoparaffins) with carbon chain lengths of C17 or more. More generally, less than 35 wt% of the conventional diesel corresponded to C17+ compounds.
  • Example 3 Blended Products
  • the distillate boiling range composition corresponding to Sample 1 and the dewaxed effluent corresponding to Sample 2 were used to make blended compositions.
  • the blends corresponded to 30 wt% of Sample 1 or Sample 2 mixed with 70 wt% of the conventional diesel shown in Table 1.
  • Table 3 shows results from characterization of the blended products. It is noted that some of the values for the blend containing Sample 2 correspond to modeled values.
  • the dewaxed effluent and/or a distillate boiling range composition can be blended with other fractions in any convenient amount.
  • Such blends can include 1.0 wt% to 99 wt% of the dewaxed effluent and/or the distillate boiling range composition, or 10 wt% to 99 wt%, or 25 wt% to 99 wt%, or 1.0 wt% to 90 wt%, or 10 wt% to 90 wt%, or 25 wt% to 90 wt%.
  • the dewaxed effluent and/or distillate boiling range composition can be blended with any convenient type of fraction.
  • Such fractions can include mineral distillate fractions, mineral diesel fractions, mineral jet fractions, mineral resid fractions, bio-derived fractions (such as renewable diesel, renewable jet, hydrotreated vegetable oil, FAME), Fischer-Tropsch fractions, or combinations thereof.
  • the one or more additional fractions can correspond to 1.0 wt% to 99 wt% of the blended composition, or 1.0 wt% to 90 wt%, or 1.0 wt% to 75 wt%, or 10 wt% to 99 wt%, or 10 wt% to 90 wt%, or 10 wt% to 75 wt%.
  • the blended composition can have a T90 distillation point of 500°C or higher.
  • the blended composition can have a boiling range corresponding to a distillate fuel, such as a T10 distillation point of 170°C or more and a T90 distillation point of 370°C or less.
  • Embodiment 1 A distillate boiling range composition, comprising 80 wt% or more of isoparaffins, 15 wt% or less of n-paraffins, a T10 distillation point of 290°C or more, a T90 distillation point of 325°C or less, and i) 0.1 wt% or more of total aromatics, ii) 0.07 wt% or more of one-ring aromatics, or iii) a combination of i) and ii).
  • Embodiment 2 The composition of Embodiment 1, wherein a difference between the T90 distillation point and the T10 distillation point is 20°C or less.
  • Embodiment 3 The composition of any of the above embodiments, wherein the composition has a cloud point of -20°C or less, or wherein the composition has a density of 800 kg/m 3 or less, or wherein the composition has a kinematic viscosity at 40°C of 4.5 cSt or less, or a combination thereof
  • Embodiment 6 The composition of any of the above embodiments, wherein the composition comprises 1.0 wppm or less of oxygen, or wherein the composition comprises 10 wppm or less of sulfur, or a combination thereof.
  • Embodiment 7 The composition of any of the above embodiments, wherein the composition comprises a final boiling point of 340°C or less, or wherein the composition comprises a T90 distillation point of 310°C or less, or a combination thereof.
  • Embodiment 9 A blended composition, comprising: 1.0 wt% to 99 wt% of a distillate boiling range composition according to any of Embodiments 1 - 8; and 1.0 wt% to 99 wt% of one or more distillate fractions, one or more resid fractions, or a combination thereof.
  • Embodiment 10 The blended composition of Embodiment 9, wherein the blended composition comprises a T10 distillation point of 170°C or more and a T90 distillation point of 370°C or less.
  • Embodiment 11 The blended composition of Embodiment 9, wherein the blended composition comprises a T90 distillation point of 500°C or more.
  • Embodiment 12 The blended composition of any of Embodiments 9 to 11, wherein the blended composition comprises 10 wt% to 90 wt% of the distillate boiling range composition.
  • Embodiment 14 The blended composition of any of Embodiments 9 to 13, wherein the one or more distillate fractions, one or more resid fractions, or a combination thereof comprise at least one of a bio-derived fraction and a Fischer-Tropsch fraction.

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  • Chemical & Material Sciences (AREA)
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  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)

Abstract

Une composition à plage d'ébullition de distillat est pourvue d'une distribution inattendue de longueurs de chaîne de carbone pour les hydrocarbures dans la composition. La composition correspond à une composition à plage d'ébullition de distillat ayant une plage d'ébullition relativement étroite. De plus, la composition à plage d'ébullition étroite peut avoir des propriétés d'écoulement à froid étonnamment avantageuses.
EP23732303.5A 2022-05-31 2023-05-24 Composition de distillat lourd Pending EP4532640A1 (fr)

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EP4547792A1 (fr) * 2022-06-29 2025-05-07 ExxonMobil Technology and Engineering Company Procédé et système de production d'un carburéacteur renouvelable

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WO2000020535A1 (fr) * 1998-10-05 2000-04-13 Sasol Technology (Pty) Ltd Procede de production de distillats moyens et distillats moyens produits par ce procede
US20080066374A1 (en) 2006-09-19 2008-03-20 Ben-Gurion University Of The Negev Research & Development Authority Reaction system for production of diesel fuel from vegetable and animals oils
US8193399B2 (en) 2008-03-17 2012-06-05 Uop Llc Production of diesel fuel and aviation fuel from renewable feedstocks
CA2742820C (fr) 2008-11-06 2017-06-20 Exxonmobil Research And Engineering Company Hydrotraitement de biocarburants diesels et de melanges
US8314274B2 (en) 2008-12-17 2012-11-20 Uop Llc Controlling cold flow properties of transportation fuels from renewable feedstocks
CA2791690C (fr) 2010-03-09 2017-05-16 Exxonmobil Research And Engineering Company Deparaffinage de gazole renouvelable
US8729330B2 (en) 2010-03-09 2014-05-20 Exxonmobil Research And Engineering Company Hydroprocessing of diesel range biomolecules
US8431756B2 (en) 2010-12-13 2013-04-30 Exxonmobil Research And Engineering Company Conversion catalysts and processes having oxygenate and water stability
US10053639B2 (en) 2013-11-04 2018-08-21 Exxonmobil Research And Engineering Company Production of low cloud point diesel fuels and low freeze point jet fuels
US9469583B2 (en) * 2014-01-03 2016-10-18 Neste Oyj Composition comprising paraffin fractions obtained from biological raw materials and method of producing same
US9617479B2 (en) 2014-01-30 2017-04-11 Exxonmobil Research And Engineering Company Production of renewable diesel and propylene
JP2017521510A (ja) * 2014-05-28 2017-08-03 シエル・インターナシヨナル・リサーチ・マートスハツペイ・ベー・ヴエー フィッシャー−トロプシュ軽油留分
FI129044B (en) 2019-11-19 2021-05-31 Neste Oyj Hydrocarbon composition

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WO2023235201A1 (fr) 2023-12-07
US20250084330A1 (en) 2025-03-13

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