EP2814911A1 - Procédé pour la conversion d'huiles renouvelables en carburants de transport liquides - Google Patents

Procédé pour la conversion d'huiles renouvelables en carburants de transport liquides

Info

Publication number
EP2814911A1
EP2814911A1 EP12809979.3A EP12809979A EP2814911A1 EP 2814911 A1 EP2814911 A1 EP 2814911A1 EP 12809979 A EP12809979 A EP 12809979A EP 2814911 A1 EP2814911 A1 EP 2814911A1
Authority
EP
European Patent Office
Prior art keywords
hydrocarbons
product
carbon atoms
renewable
hydrotreating
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.)
Withdrawn
Application number
EP12809979.3A
Other languages
German (de)
English (en)
Inventor
Joshua R. STREGE
Benjamin G. OSTER
Paul D. Pansegrau
Chad A. Wocken
Ted R. Aulich
Marc D. KURZ
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.)
Energy and Environmental Research Center Foundation
Original Assignee
Energy and Environmental Research Center Foundation
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
Priority claimed from US13/335,803 external-priority patent/US8309783B2/en
Application filed by Energy and Environmental Research Center Foundation filed Critical Energy and Environmental Research Center Foundation
Publication of EP2814911A1 publication Critical patent/EP2814911A1/fr
Withdrawn legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
    • C10G3/00—Production of liquid hydrocarbon mixtures from oxygen-containing organic materials, e.g. fatty oils, fatty acids
    • C10G3/60—Controlling or regulating the processes
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/16—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
    • B01J23/24—Chromium, molybdenum or tungsten
    • B01J23/28—Molybdenum
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
    • B01J23/76—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
    • B01J23/84—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36 with arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
    • B01J23/85—Chromium, molybdenum or tungsten
    • B01J23/88—Molybdenum
    • B01J23/883—Molybdenum and nickel
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
    • B01J23/89—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with noble metals
    • B01J23/8913—Cobalt and noble metals
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
    • B01J23/89—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with noble metals
    • B01J23/892—Nickel and noble metals
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
    • B01J23/89—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with noble metals
    • B01J23/8933—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with noble metals also combined with metals, or metal oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
    • B01J23/8993—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with noble metals also combined with metals, or metal oxides or hydroxides provided for in groups B01J23/02 - B01J23/36 with chromium, molybdenum or tungsten
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
    • C10G3/00—Production of liquid hydrocarbon mixtures from oxygen-containing organic materials, e.g. fatty oils, fatty acids
    • C10G3/42—Catalytic treatment
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
    • C10G3/00—Production of liquid hydrocarbon mixtures from oxygen-containing organic materials, e.g. fatty oils, fatty acids
    • C10G3/42—Catalytic treatment
    • C10G3/44—Catalytic treatment characterised by the catalyst used
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
    • C10G3/00—Production of liquid hydrocarbon mixtures from oxygen-containing organic materials, e.g. fatty oils, fatty acids
    • C10G3/42—Catalytic treatment
    • C10G3/44—Catalytic treatment characterised by the catalyst used
    • C10G3/45—Catalytic treatment characterised by the catalyst used containing iron group metals or compounds thereof
    • C10G3/46—Catalytic treatment characterised by the catalyst used containing iron group metals or compounds thereof in combination with chromium, molybdenum, tungsten metals or compounds thereof
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
    • C10G3/00—Production of liquid hydrocarbon mixtures from oxygen-containing organic materials, e.g. fatty oils, fatty acids
    • C10G3/50—Production of liquid hydrocarbon mixtures from oxygen-containing organic materials, e.g. fatty oils, fatty acids in the presence of hydrogen, hydrogen donors or hydrogen generating compounds
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G 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
    • C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
    • C10G2300/00—Aspects relating to hydrocarbon processing covered by groups C10G1/00 - C10G99/00
    • C10G2300/40—Characteristics of the process deviating from typical ways of processing
    • C10G2300/4006—Temperature
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
    • Y02E50/00—Technologies for the production of fuel of non-fossil origin
    • Y02E50/10—Biofuels, e.g. bio-diesel
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P30/00—Technologies relating to oil refining and petrochemical industry
    • Y02P30/20—Technologies relating to oil refining and petrochemical industry using bio-feedstock
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02T—CLIMATE CHANGE MITIGATION TECHNOLOGIES RELATED TO TRANSPORTATION
    • Y02T50/00—Aeronautics or air transport
    • Y02T50/60—Efficient propulsion technologies, e.g. for aircraft
    • Y02T50/678—Aviation using fuels of non-fossil origin

Definitions

  • feedstock can be advantageously converted to a paraffinic product at lower temperatures and pressures than those described previously.
  • the range of carbon atoms in the product can be more finely controlled than other methods, in some examples more efficiently and with less energy or cost expenditure than other methods.
  • brown grease includes waste vegetable oil, animal fat, grease, and the like, such as trap grease (e.g. grease recovered from waste water), sewage grease (e.g., from a sewage plant), and black grease. Brown grease from traps and sewage plants are typically unsuitable for use as animal feed. The term brown grease also encompasses other grease having a FFA content greater than 20% and being unsuitable for animal feed.
  • trap grease e.g. grease recovered from waste water
  • sewage grease e.g., from a sewage plant
  • black grease Brown grease from traps and sewage plants are typically unsuitable for use as animal feed.
  • brown grease also encompasses other grease having a FFA content greater than 20% and being unsuitable for animal feed.
  • the residual fatty acid can be present in an amount such that less than about 5 mg KOH/g hydrocarbon, 1 mg, 0.5 mg, 0.3 mg, 0.2 mg, 0.1 mg, 0.01 mg, or less than about 0.001 mg KOH consumed per gram of hydrocarbon present.
  • the feedstock is converted to a product including predominantly saturated hydrocarbons and aromatic hydrocarbons.
  • the saturated/aromatic hydrocarbon product produced in this manner can include predominantly saturated hydrocarbons.
  • the product can include more than about 50 wt% saturated hydrocarbons, 55 wt%, 60 wt%, 65 wt%, 70 wt%, 75 wt%, 80 wt%, 85 wt%, or more than about 90 wt% saturated hydrocarbons.
  • the first product is suitable for use as a fuel or fuel blendstock with little or no processing.
  • the first product can be subjected to optional further chemically transformative steps such as such as for example isomerization, selective cracking, or aromatization steps; e.g. in some embodiments further chemical transformative steps are performed, while in other embodiments further chemical transformative steps are not performed.
  • the first product can be subjected to an optional isomerization step; e.g. in some embodiments an isomerization step is performed, while in other embodiments an isomerization step is not performed.
  • any first product described herein can be subjected to the isomerization step.
  • the isomerization step can be performed directly on the first product, or can be performed on the first product after any suitable degree of processing of the first product.
  • Any suitable isomerization catalyst can be used to effect the isomerization.
  • catalysts which possess a suitable balance of catalytic metal dehydrogenation/hydrogenation activity and support acidity can be used.
  • Support acidity can be a controlling feature, along with operational temperature, which can determine the amount of carbon chain cracking that will occur. Strongly acidic supports can result in greater amounts of chain cracking at a given temperature than a weakly acidic support at the same temperature.
  • Support acidity can be controlled by the silica-alumina ratio in the support. Additionally, the silica-alumina ratio in the support can control the pore size of the support. Pore size can also control cracking to a certain degree, again based upon operational temperature. Isomerization catalysts with strong
  • Yellow grease was supplied to the reactor at a rate of 1 mL/min. Hydrogen was supplied at a rate of about 1050 seem. The reactor was maintained at about 502°C. The hydrogen pressure was regulated to about 750 psi. The temperature and flow conditions were maintained for about 30 minutes once steady- state conditions were achieved. The product was collected and analyzed. Results are shown in Table 3.
  • FIG. 2 illustrates calculated enthalpy versus temp er ature .
  • Embodiment 24 provides the method of any one of Embodiments 1-23, wherein the hydrotreating catalyst comprises a support selected from alumina, silica, and combinations thereof.

Landscapes

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

Abstract

La présente invention concerne la production de carburants ou de charges de mélange de carburants à partir de sources renouvelables. Divers modes de réalisation concernent un procédé de fabrication d'un produit hydrocarboné par hydrotraitement d'une charge d'alimentation comprenant au moins l'un parmi un triacylglycéride renouvelable (TAG), un acide gras libre renouvelable (FFA), et un ester d'alkyle en C1-C5 d'acide gras (FAE en C1-C5) renouvelable en présence d'un catalyseur d'hydrotraitement non sulfuré pour produire un premier produit comprenant des hydrocarbures. Dans certains exemples, le premier produit peut être soumis à de nouvelles transformations chimiques telles qu'une aromatisation, un craquage ou une isomérisation pour produire un second produit comprenant des hydrocarbures. Dans divers modes de réalisation, le premier ou second produit hydrocarboné ayant un traitement ultérieur minimal ou sensiblement aucun traitement ultérieur peut être approprié comme carburant de transport de liquide ou charge de mélange de carburants de transport liquides, comprenant des carburants tels que l'essence, le naphta, le kérosène, le carburant d'aviation et les carburants diesel.
EP12809979.3A 2011-12-22 2012-12-18 Procédé pour la conversion d'huiles renouvelables en carburants de transport liquides Withdrawn EP2814911A1 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US13/335,803 US8309783B2 (en) 2008-11-04 2011-12-22 Process for the conversion of renewable oils to liquid transportation fuels
US13/673,400 US8530715B2 (en) 2008-11-04 2012-11-09 Process for the conversion of renewable oils to liquid transportation fuels
PCT/US2012/070381 WO2013096326A1 (fr) 2011-12-22 2012-12-18 Procédé pour la conversion d'huiles renouvelables en carburants de transport liquides

Publications (1)

Publication Number Publication Date
EP2814911A1 true EP2814911A1 (fr) 2014-12-24

Family

ID=48669413

Family Applications (1)

Application Number Title Priority Date Filing Date
EP12809979.3A Withdrawn EP2814911A1 (fr) 2011-12-22 2012-12-18 Procédé pour la conversion d'huiles renouvelables en carburants de transport liquides

Country Status (3)

Country Link
EP (1) EP2814911A1 (fr)
CA (1) CA2870281A1 (fr)
WO (1) WO2013096326A1 (fr)

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA2149685C (fr) 1994-06-30 1999-09-14 Jacques Monnier Conversion en additif pour carburant diesel de tallol dont on a extrait le brai
US8022258B2 (en) 2005-07-05 2011-09-20 Neste Oil Oyj Process for the manufacture of diesel range hydrocarbons
US8119847B2 (en) * 2007-06-15 2012-02-21 E. I. Du Pont De Nemours And Company Catalytic process for converting renewable resources into paraffins for use as diesel blending stocks
US7989671B2 (en) * 2008-11-04 2011-08-02 Energy & Environmental Research Center Foundation Process for the conversion of renewable oils to liquid transportation fuels
FR2940144B1 (fr) * 2008-12-23 2016-01-22 Inst Francais Du Petrole Methode de transformation d'effluents d'origine renouvelable en carburant d'excellente qualite mettant en oeuvre un catalyseur a base de molybdene
FR2943071B1 (fr) * 2009-03-10 2011-05-13 Inst Francais Du Petrole Procede d'hydrodesoxygenation de charges issues de sources renouvelables avec conversion limitee en decarboxylation mettant en oeuvre un catalyseur a base de nickel et de molybdene
FR2951733B1 (fr) * 2009-10-27 2012-08-10 Inst Francais Du Petrole Procede d'hydrotraitement de charges issues de sources renouvelables avec chauffe indirecte mettant en oeuvre un catalyseur a base de molybdene

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO2013096326A1 *

Also Published As

Publication number Publication date
CA2870281A1 (fr) 2013-06-27
WO2013096326A1 (fr) 2013-06-27

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