CA2614014A1 - Process for the manufacture of diesel range hydrocarbons - Google Patents

Process for the manufacture of diesel range hydrocarbons Download PDF

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Publication number
CA2614014A1
CA2614014A1 CA002614014A CA2614014A CA2614014A1 CA 2614014 A1 CA2614014 A1 CA 2614014A1 CA 002614014 A CA002614014 A CA 002614014A CA 2614014 A CA2614014 A CA 2614014A CA 2614014 A1 CA2614014 A1 CA 2614014A1
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CA
Canada
Prior art keywords
process according
oil
feed
catalyst
ppm
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.)
Granted
Application number
CA002614014A
Other languages
French (fr)
Other versions
CA2614014C (en
Inventor
Jukka Myllyoja
Pekka Aalto
Elina Harlin
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.)
Neste Oyj
Original Assignee
Neste Oil Oyj
Jukka Myllyoja
Pekka Aalto
Elina Harlin
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 EP05014426.0A external-priority patent/EP1741767B2/en
Application filed by Neste Oil Oyj, Jukka Myllyoja, Pekka Aalto, Elina Harlin filed Critical Neste Oil Oyj
Publication of CA2614014A1 publication Critical patent/CA2614014A1/en
Application granted granted Critical
Publication of CA2614014C publication Critical patent/CA2614014C/en
Active legal-status Critical Current
Anticipated expiration legal-status Critical

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Classifications

    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10GCRACKING 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
    • C10G3/00Production of liquid hydrocarbon mixtures from oxygen-containing organic materials, e.g. fatty oils, fatty acids
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10GCRACKING 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
    • C10G3/00Production of liquid hydrocarbon mixtures from oxygen-containing organic materials, e.g. fatty oils, fatty acids
    • C10G3/50Production 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
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10GCRACKING 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
    • C10G3/00Production of liquid hydrocarbon mixtures from oxygen-containing organic materials, e.g. fatty oils, fatty acids
    • C10G3/42Catalytic treatment
    • C10G3/44Catalytic treatment characterised by the catalyst used
    • C10G3/45Catalytic treatment characterised by the catalyst used containing iron group metals or compounds thereof
    • C10G3/46Catalytic treatment characterised by the catalyst used containing iron group metals or compounds thereof in combination with chromium, molybdenum, tungsten metals or compounds thereof
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10GCRACKING 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
    • C10G3/00Production of liquid hydrocarbon mixtures from oxygen-containing organic materials, e.g. fatty oils, fatty acids
    • C10G3/42Catalytic treatment
    • C10G3/44Catalytic treatment characterised by the catalyst used
    • C10G3/47Catalytic treatment characterised by the catalyst used containing platinum group metals or compounds thereof
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10GCRACKING 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
    • C10G45/00Refining of hydrocarbon oils using hydrogen or hydrogen-generating compounds
    • C10G45/58Refining of hydrocarbon oils using hydrogen or hydrogen-generating compounds to change the structural skeleton of some of the hydrocarbon content without cracking the other hydrocarbons present, e.g. lowering pour point; Selective hydrocracking of normal paraffins
    • C10G45/60Refining of hydrocarbon oils using hydrogen or hydrogen-generating compounds to change the structural skeleton of some of the hydrocarbon content without cracking the other hydrocarbons present, e.g. lowering pour point; Selective hydrocracking of normal paraffins characterised by the catalyst used
    • C10G45/64Refining of hydrocarbon oils using hydrogen or hydrogen-generating compounds to change the structural skeleton of some of the hydrocarbon content without cracking the other hydrocarbons present, e.g. lowering pour point; Selective hydrocracking of normal paraffins characterised by the catalyst used containing crystalline alumino-silicates, e.g. molecular sieves
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10GCRACKING 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
    • C10G65/00Treatment of hydrocarbon oils by two or more hydrotreatment processes only
    • C10G65/02Treatment of hydrocarbon oils by two or more hydrotreatment processes only plural serial stages only
    • C10G65/04Treatment of hydrocarbon oils by two or more hydrotreatment processes only plural serial stages only including only refining steps
    • C10G65/043Treatment of hydrocarbon oils by two or more hydrotreatment processes only plural serial stages only including only refining steps at least one step being a change in the structural skeleton
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10GCRACKING 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
    • C10G2300/00Aspects relating to hydrocarbon processing covered by groups C10G1/00 - C10G99/00
    • C10G2300/10Feedstock materials
    • C10G2300/1011Biomass
    • C10G2300/1014Biomass of vegetal origin
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10GCRACKING 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
    • C10G2300/00Aspects relating to hydrocarbon processing covered by groups C10G1/00 - C10G99/00
    • C10G2300/10Feedstock materials
    • C10G2300/1011Biomass
    • C10G2300/1018Biomass of animal origin
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10GCRACKING 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
    • C10G2300/00Aspects relating to hydrocarbon processing covered by groups C10G1/00 - C10G99/00
    • C10G2300/20Characteristics of the feedstock or the products
    • C10G2300/201Impurities
    • C10G2300/202Heteroatoms content, i.e. S, N, O, P
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10GCRACKING 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
    • C10G2300/00Aspects relating to hydrocarbon processing covered by groups C10G1/00 - C10G99/00
    • C10G2300/20Characteristics of the feedstock or the products
    • C10G2300/201Impurities
    • C10G2300/205Metal content
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10GCRACKING 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
    • C10G2300/00Aspects relating to hydrocarbon processing covered by groups C10G1/00 - C10G99/00
    • C10G2300/80Additives
    • C10G2300/802Diluents
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10GCRACKING 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
    • C10G2400/00Products obtained by processes covered by groups C10G9/00 - C10G69/14
    • C10G2400/04Diesel oil
    • YGENERAL 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
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02PCLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P30/00Technologies relating to oil refining and petrochemical industry
    • Y02P30/20Technologies relating to oil refining and petrochemical industry using bio-feedstock

Abstract

The invention relates to a process for the manufacture of diesel range hydro-carbons wherein a feed comprising fresh feed is hydrotreated in a hy-drotreating step and isomerised in an isomerisation step and the fresh feed contains at least 20 % by weight triglyceride C12-C16 fatty acids or C12-C16fatty acid esters or C12-C16 fatty acids or combinations of thereof and feed contains 50 - 20000 w-ppm sulphur calculated as elemental sulphur.

Claims (20)

1. Process for the manufacture of diesel range hydrocarbons wherein a feed is hydrotreated in a hydrotreating step and isomerised in an isomerisation step, characterized in that the feed comprises fresh feed containing at least 20 %
by weight of triglyceride C12-C16 fatty acids or C12-C16 fatty acid esters or C12-fatty acids or combinations of thereof and the total feed contains 50 - 20000 w-ppm sulphur calculated as elemental sulphur.
2. Process according to claim 1, characterized in that the fresh feed contains at least 30 % by weight and preferably at least 40 % by weight of triglyceride C16 fatty acids or other fatty acid esters or combinations of thereof.
3. Process according to claim 1 or 2, characterized in that the fresh feed contains more than 5 % by weight of free fatty acids.
4. Process according to any one of claims 1- 3, characterised in that the feed contains less than 10 w-ppm alkaline and alkaline earth metals, calculated as ele-mental alkaline and alkaline earth metals, less than 10 w-ppm other metals, calcu-lated as elemental metals and less than 30 w-ppm phosphorus, calculated as ele-mental phosphorus.
5. Process according to any one of claims 1- 4, characterized in that the feed comprises less than 20 wt-% of fresh feed and additionally at least one diluting agent.
6. Process according to claim 5, characterized in that the diluting agent is dilut-ing agent is selected from hydrocarbons and recycled products of the process or mixtures thereof and the diluting agent / fresh feed-ratio is 5-30:1, preferably 10-30:1 and most preferably 12-25:1.
7. Process according to any one of claims 1- 6, characterized in that the feed contains 1000-8000 w-ppm and preferably 2000-5000 w-ppm of sulphur calcu-lated as elemental sulphur.
8. Process according to any one of claims 1- 7, characterized in that at least one inorganic or organic sulphur compound or a refinery gas and/or liquid stream con-taining sulphur compounds is added to the feed.
9. Process according to any one of claims 1- 8, characterized in that the fresh feed is of biological origin selected from plant oils/fats, animal fats/oils, fish fats/oils, fats contained in plants bred by means of gene manipulation, recycled fats of the food industry and mixtures thereof.
10. Process according to any one of claims 1- 9, characterized in that the fresh feed is selected from rapeseed oil, colza oil, canola oil, tall oil, sunflower oil, soy-bean oil, hempseed oil, olive oil, linseed oil, mustard oil, palm oil, peanut oil, cas-tor oil, coconut oil, lard, tallow, train oil or fats contained in milk or mixtures thereof.
11. Process according to any one of claims 1- 10, characterized in that the fresh feed comprises feed of biological origin and a hydrocarbon/hydrocarbons.
12. Process according to any of the claims 1- 11, characterized in that in the hydrotreatment step a catalyst bed system is used comprising one or more catalyst beds.
13. Process according to any of the above claims 1-12, characterized in that in the hydrotreating step, the pressure varies in the range of 2-15 MPa, preferably in the range of 3-10 MPa, the temperature varying between 200 and 400 °C, prefera-bly between 250 and 350 °C, and most preferably between 280 and 345 °C.
14. Process according to any of the above claims 1-13, characterized in that in the isomerisation step, the pressure varies in the range of 2-15 MPa, preferably in the range of 3-10 MPa, the temperature varying between 200 and 500 °C, prefera-bly between 280 and 400 °C.
15. Process according to any of the above claims 1-14, characterized in that the hydrotreatment is carried out in the presence of a hydrogenation catalyst, said hy-drogenation catalyst containing a metal from the Group VIII and/or VIB of the Periodic System.
16. Process according to claim 15, characterized in that the hydrotreating catalyst is a supported Pd, Pt, Ni, NiMo or a CoMo catalyst, the support being alumina and/or silica.
17. Process according to any of the above claims 1-16, characterized in that an isomerisation catalyst containing molecular sieve is used in the isomerisation step.
18. Process according to claim 17, characterized in that isomerisation catalyst comprises a metal from the Element Group VIII.
19. Process according to claim 17 or 18, characterized in that the isomerisation catalyst contains Al2O3 or SiO2.
20. Process according to any one of claims 17 -19, characterized in that the isom-erisation catalyst contains SAPO-11 or SAPO-41 or ZSM-22 or ZSM-23 or ferrier-ite and Pt or Pd or Ni and Al2O3 or SiO2.
CA2614014A 2005-07-04 2006-06-29 Process for the manufacture of diesel range hydrocarbons Active CA2614014C (en)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
EP05014426.0A EP1741767B2 (en) 2005-07-04 2005-07-04 Process for the manufacture of diesel range hydrocarbons
EP05014426.0 2005-07-04
US69585205P 2005-07-05 2005-07-05
US60/695,852 2005-07-05
PCT/FI2006/050300 WO2007003708A1 (en) 2005-07-04 2006-06-29 Process for the manufacture of diesel range hydrocarbons

Publications (2)

Publication Number Publication Date
CA2614014A1 true CA2614014A1 (en) 2007-01-11
CA2614014C CA2614014C (en) 2012-07-24

Family

ID=37122665

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2614014A Active CA2614014C (en) 2005-07-04 2006-06-29 Process for the manufacture of diesel range hydrocarbons

Country Status (11)

Country Link
KR (1) KR101037583B1 (en)
AU (1) AU2006264899B2 (en)
CA (1) CA2614014C (en)
EA (1) EA013754B1 (en)
EG (1) EG25348A (en)
HK (1) HK1119734A1 (en)
MA (1) MA29689B1 (en)
MX (1) MX2008000290A (en)
NO (1) NO20080282L (en)
TN (1) TNSN07486A1 (en)
WO (1) WO2007003708A1 (en)

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US8158842B2 (en) * 2007-06-15 2012-04-17 Uop Llc Production of chemicals from pyrolysis oil
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Also Published As

Publication number Publication date
KR20080036064A (en) 2008-04-24
TNSN07486A1 (en) 2009-03-17
EA200800243A1 (en) 2008-06-30
KR101037583B1 (en) 2011-05-30
EA013754B1 (en) 2010-06-30
CA2614014C (en) 2012-07-24
EG25348A (en) 2011-12-15
NO20080282L (en) 2008-04-02
MA29689B1 (en) 2008-08-01
WO2007003708A1 (en) 2007-01-11
AU2006264899A1 (en) 2007-01-11
MX2008000290A (en) 2008-03-11
HK1119734A1 (en) 2009-03-13
AU2006264899B2 (en) 2011-03-31

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