US20130180887A1 - Process and agents to remove metals from high-boiling hydrocarbon fractions - Google Patents
Process and agents to remove metals from high-boiling hydrocarbon fractions Download PDFInfo
- Publication number
- US20130180887A1 US20130180887A1 US13/811,510 US201113811510A US2013180887A1 US 20130180887 A1 US20130180887 A1 US 20130180887A1 US 201113811510 A US201113811510 A US 201113811510A US 2013180887 A1 US2013180887 A1 US 2013180887A1
- Authority
- US
- United States
- Prior art keywords
- sulfur
- hydrocarbon
- hydrocarbon fraction
- demetallizing agent
- sulfur source
- 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.)
- Abandoned
Links
- 229930195733 hydrocarbon Natural products 0.000 title claims abstract description 72
- 150000002430 hydrocarbons Chemical class 0.000 title claims abstract description 72
- 239000004215 Carbon black (E152) Substances 0.000 title claims abstract description 62
- 229910052751 metal Inorganic materials 0.000 title claims abstract description 47
- 239000002184 metal Substances 0.000 title claims abstract description 47
- 238000000034 method Methods 0.000 title claims abstract description 44
- 230000008569 process Effects 0.000 title claims abstract description 41
- 239000003795 chemical substances by application Substances 0.000 title claims abstract description 27
- 150000002739 metals Chemical class 0.000 title claims abstract description 17
- 238000009835 boiling Methods 0.000 title description 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims abstract description 45
- 229910052717 sulfur Inorganic materials 0.000 claims abstract description 44
- 239000011593 sulfur Substances 0.000 claims abstract description 44
- 238000000926 separation method Methods 0.000 claims abstract description 17
- 239000002244 precipitate Substances 0.000 claims abstract description 16
- 239000000047 product Substances 0.000 claims abstract description 16
- 150000007514 bases Chemical class 0.000 claims abstract description 7
- 238000001914 filtration Methods 0.000 claims abstract description 5
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 16
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 claims description 7
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 claims description 6
- -1 mercaptanes Chemical class 0.000 claims description 6
- 229960004418 trolamine Drugs 0.000 claims description 6
- 229910000037 hydrogen sulfide Inorganic materials 0.000 claims description 5
- 239000007788 liquid Substances 0.000 claims description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 4
- 150000001412 amines Chemical class 0.000 claims description 4
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 3
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 2
- 150000001408 amides Chemical class 0.000 claims description 2
- 229910021529 ammonia Inorganic materials 0.000 claims description 2
- UYJXRRSPUVSSMN-UHFFFAOYSA-P ammonium sulfide Chemical compound [NH4+].[NH4+].[S-2] UYJXRRSPUVSSMN-UHFFFAOYSA-P 0.000 claims description 2
- 238000005119 centrifugation Methods 0.000 claims description 2
- 238000010908 decantation Methods 0.000 claims description 2
- 150000002019 disulfides Chemical class 0.000 claims description 2
- 239000012990 dithiocarbamate Substances 0.000 claims description 2
- 150000004659 dithiocarbamates Chemical class 0.000 claims description 2
- 150000008427 organic disulfides Chemical class 0.000 claims description 2
- 150000008116 organic polysulfides Chemical class 0.000 claims description 2
- 229920001021 polysulfide Polymers 0.000 claims description 2
- 239000005077 polysulfide Substances 0.000 claims description 2
- 150000008117 polysulfides Polymers 0.000 claims description 2
- 150000003222 pyridines Chemical class 0.000 claims description 2
- 238000004062 sedimentation Methods 0.000 claims description 2
- 150000003558 thiocarbamic acid derivatives Chemical class 0.000 claims description 2
- 150000003868 ammonium compounds Chemical class 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 150000004714 phosphonium salts Chemical class 0.000 claims 1
- 239000003054 catalyst Substances 0.000 abstract description 14
- 230000015572 biosynthetic process Effects 0.000 abstract description 13
- 239000000356 contaminant Substances 0.000 abstract description 12
- 238000003786 synthesis reaction Methods 0.000 abstract description 11
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 29
- 229910017052 cobalt Inorganic materials 0.000 description 16
- 239000010941 cobalt Substances 0.000 description 16
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 16
- 229910052759 nickel Inorganic materials 0.000 description 15
- 239000000203 mixture Substances 0.000 description 14
- 229910052782 aluminium Inorganic materials 0.000 description 12
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 12
- 239000012071 phase Substances 0.000 description 12
- 238000003756 stirring Methods 0.000 description 11
- 238000006243 chemical reaction Methods 0.000 description 10
- 239000000706 filtrate Substances 0.000 description 10
- 238000004458 analytical method Methods 0.000 description 8
- 239000011541 reaction mixture Substances 0.000 description 7
- 239000000126 substance Substances 0.000 description 7
- 238000011109 contamination Methods 0.000 description 5
- 229910001385 heavy metal Inorganic materials 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- 239000008346 aqueous phase Substances 0.000 description 4
- 238000001514 detection method Methods 0.000 description 4
- 239000000155 melt Substances 0.000 description 4
- 238000001556 precipitation Methods 0.000 description 4
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 description 3
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 238000004517 catalytic hydrocracking Methods 0.000 description 3
- 238000000605 extraction Methods 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 229910000040 hydrogen fluoride Inorganic materials 0.000 description 3
- 229910052976 metal sulfide Inorganic materials 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 150000004763 sulfides Chemical class 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- 230000004913 activation Effects 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000005984 hydrogenation reaction Methods 0.000 description 2
- 150000002500 ions Chemical class 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 150000002898 organic sulfur compounds Chemical class 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 238000004886 process control Methods 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- 238000004876 x-ray fluorescence Methods 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 230000000711 cancerogenic effect Effects 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 231100000315 carcinogenic Toxicity 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000003245 coal Substances 0.000 description 1
- WHDPTDWLEKQKKX-UHFFFAOYSA-N cobalt molybdenum Chemical compound [Co].[Co].[Mo] WHDPTDWLEKQKKX-UHFFFAOYSA-N 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- 230000001627 detrimental effect Effects 0.000 description 1
- 238000011143 downstream manufacturing Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 238000005189 flocculation Methods 0.000 description 1
- 230000016615 flocculation Effects 0.000 description 1
- 239000000446 fuel Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 231100000206 health hazard Toxicity 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 239000012263 liquid product Substances 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- XYFCBTPGUUZFHI-UHFFFAOYSA-O phosphonium Chemical compound [PH4+] XYFCBTPGUUZFHI-UHFFFAOYSA-O 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 239000002574 poison Substances 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
- 150000003464 sulfur compounds Chemical class 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
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
- C10G29/00—Refining of hydrocarbon oils, in the absence of hydrogen, with other chemicals
- C10G29/20—Organic compounds not containing metal atoms
- C10G29/28—Organic compounds not containing metal atoms containing sulfur as the only hetero atom, e.g. mercaptans, or sulfur and oxygen as the only hetero atoms
-
- 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
- C10G19/00—Refining hydrocarbon oils in the absence of hydrogen, by alkaline treatment
- C10G19/02—Refining hydrocarbon oils in the absence of hydrogen, by alkaline treatment with aqueous alkaline solutions
-
- 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
- C10G29/00—Refining of hydrocarbon oils, in the absence of hydrogen, with other chemicals
- C10G29/20—Organic compounds not containing metal atoms
-
- 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
- C10G2300/10—Feedstock materials
- C10G2300/1022—Fischer-Tropsch products
-
- 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
- C10G2300/20—Characteristics of the feedstock or the products
- C10G2300/201—Impurities
- C10G2300/205—Metal content
Definitions
- This invention relates to a process for the removal of metals from high-boiling hydrocarbon fractions as well as agents to their removal.
- the invention relates to a process and agents to separate nickel, cobalt and aluminum contaminants originating from catalysts and contained in the primary products of a hydrocarbon synthesis, e.g. pursuant to the Fischer-Tropsch process.
- Hydrocarbons can be generated as synthesis products from chemical-catalytic processes like for example the Fischer-Tropsch process, the basics of which have been described in great detail in specialist literature, e.g. in Ullmann's Encyclopedia of Industrial Chemistry, sixth Edition, 1998 Electronic Release, key word “Coal Liquefaction”, chapter 2.2 “Fischer-Tropsch Synthesis”.
- a modern process variant is the conversion of synthesis gas in a suspension of solid, fine-grain catalyst in the liquid product hydrocarbons (so-called slurry process).
- slurry process high-activity catalysts are used whose active components contain metals such as cobalt and a support material such as alumina, as described in U.S. Pat. No. 4,801,573.
- heavy metal contamination In addition to the heavy metal contamination also contamination with the metal of the catalyst support matrix (e.g. aluminum) is observed.
- the metal contamination described may be disruptive for a further chemical-catalytic conversion of the product hydrocarbons since it may act as catalyst poison.
- heavy metal contamination irrespective in which substance it is contained, represents a potential environmental and health hazard.
- nickel and cobalt have to be mentioned here which are classified as carcinogenic.
- both heavy metals represent valuable catalyst elements that should be recycled in order to prevent losses.
- German patent publication DE 1212662 describes a process for the treatment of hydrocarbon oils for the purpose of removing metallic contaminants that are detrimental for the catalysts used for their conversion.
- a solution of hydrogen fluoride in an organic solvent whereby the metals are converted into a hardly soluble precipitate that can be separated in a downstream step by means of a mechanical separation process.
- the use of a highly reactive, gaseous hydrogen fluoride for the preparation of the treatment solution represents a downside for reasons of occupational safety and handling.
- the DE patent application 2346058 shows a process for the removal of metal-containing impurities from a hydrocarbon material by contacting this material with a catalyst under hydrogenation conditions whereby the metal-containing contaminants are reduced to an elementary metal that is separated from the hydrocarbon phase as a precipitate.
- the downside of this process is the complex process control to ensure a largely complete hydrogenation of the metallic contaminants while at the same time avoiding the hydrogenating cracking of the hydrocarbons.
- the U.S. Pat. No. 4,518,484 describes a process for the treatment of metal-containing hydrocarbon feed streams that involves the following steps: (a) contacting the hydrocarbon feed streams in an extraction zone with at least one hydrocarbon solvent containing from 2 to 10 carbon atoms per molecule under supercritical conditions in the presence of a demetallizing agent based on an organophosphorus chemical, (b) recovering an overhead stream from the extraction zone that contains hydrocarbons substantially reduced in contaminating metals content and a bottoms product that contains the metal-laden solvent.
- a demetallizing agent based on an organophosphorus chemical e.g., a demetallizing agent based on an organophosphorus chemical
- the underlying task of the present invention therefore is to present a simple technology for the removal of metal contaminants from high-boiling hydrocarbon fractions and adequate means for performing such removal characterized by a simple process—in particular one without the use of aqueous media—that can be applied without the use of substances involving a high risk potential.
- the solution as per this invention mainly results from the features of the characterising portion claim 1 in conjunction with the features of the precharacterising portion of the claim in that—in a process to obtain a hydrocarbon fraction with a low metals content, whereby the metals in the hydrocarbon fraction are chemically bonded or dispersed in colloidal or finely dispersed form in the hydrocarbon fraction, a demetallizing agent is added to the liquid hydrocarbon fraction that comprises the following components:
- the invention also relates to a demetallizing agent as per claims 2 through 6 .
- the feed hydrocarbon fraction to be treated must be liquid.
- Wax-like hydrocarbons like for example those obtained as a product of the Fischer-Tropsch process, must be molten prior to the treatment, where necessary.
- the process as per the present invention is conducted using a demetallizing agent comprising sulfur-impregnated activated carbon as its sulfur source.
- a demetallizing agent comprising sulfur-impregnated activated carbon as its sulfur source.
- the separation of the metal-containing, hardly soluble precipitate as per the present invention is done by means of a mechanical separation process, preferably by filtration, sedimentation, decantation or centrifugation, or combinations thereof.
- the clouding could then be very easily separated from the reaction mixture using a folded filter.
- the analysis of the filtrate did not produce a detectable concentration of nickel and aluminum (detection limit in each case: 5 ppm).
- the cobalt concentration amounted to 5 ppm
- the sulfur content in the filtrate amounted to approx. 50 ppm.
- Leaving the filtrate in a drying cabinet for one hour resulted in slight clouding.
- a repeated filtering of this sample showed that no more cobalt can be detected in the filtrate.
- the sulfur content remained unchanged.
- the analyses of the metal and sulfur contents were again performed by means of x-ray fluorescence analysis (XRF) using the UNIQUANT 2 method.
Landscapes
- Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- 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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE102010032263 | 2010-07-26 | ||
| DE102010032263 | 2010-07-26 | ||
| DE102011013470A DE102011013470A1 (de) | 2010-07-26 | 2011-03-09 | Verfahren und Mittel zur Entfernung von Metallen aus hochsiedenden Kohlenwasserstofffraktionen |
| DE102011013470.0 | 2011-03-09 | ||
| PCT/EP2011/062587 WO2012013581A2 (fr) | 2010-07-26 | 2011-07-21 | Processus et agents pour élimination de métaux contenus dans des fractions d'hydrocarbures à point d'ébullition élevé |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US20130180887A1 true US20130180887A1 (en) | 2013-07-18 |
Family
ID=44629994
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US13/811,510 Abandoned US20130180887A1 (en) | 2010-07-26 | 2011-07-21 | Process and agents to remove metals from high-boiling hydrocarbon fractions |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US20130180887A1 (fr) |
| EP (1) | EP2598607A2 (fr) |
| CN (1) | CN103025850A (fr) |
| DE (1) | DE102011013470A1 (fr) |
| WO (1) | WO2012013581A2 (fr) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20210388462A1 (en) * | 2018-12-11 | 2021-12-16 | Eni S.P.A. | Process for the selective recovery of transition metals from organic residues |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102013104696A1 (de) | 2013-05-07 | 2014-11-13 | L'Air Liquide, Société Anonyme pour l'Etude et l'Exploitation des Procédés Georges Claude | Verfahren zur Entfernung von Metallen aus hochsiedenden Kohlenwasserstofffraktionen |
| DE102013106439A1 (de) | 2013-06-20 | 2014-12-24 | L'Air Liquide, Société Anonyme pour l'Etude et l'Exploitation des Procédés Georges Claude | Verfahren zur Entfernung von Metallen aus hochsiedenden Kohlenwasserstofffraktionen |
| DE102013106441A1 (de) | 2013-06-20 | 2014-12-24 | L'Air Liquide, Société Anonyme pour l'Etude et l'Exploitation des Procédés Georges Claude | Verfahren zur Entfernung von Metallen aus hochsiedenden Kohlenwasserstofffraktionen |
| DE102014107375A1 (de) | 2014-05-26 | 2015-11-26 | L'Air Liquide, Société Anonyme pour l'Etude et l'Exploitation des Procédés Georges Claude | Verfahren zur Metallentfernung aus hochsiedenden Kohlenwasserstofffraktionen |
| DE102014107374A1 (de) | 2014-05-26 | 2015-11-26 | L'Air Liquide, Société Anonyme pour l'Etude et l'Exploitation des Procédés Georges Claude | Verfahren zur Entfernung von Metallen aus hochsiedenden Kohlenwasserstofffraktionen |
| EP3103858A1 (fr) | 2015-06-08 | 2016-12-14 | L'Air Liquide Société Anonyme pour l'Etude et l'Exploitation des Procédés Georges Claude | Procede de lavage de liquides organiques avec une solution comprenant des composés fluorohydrocarbonés |
| JP6817656B2 (ja) * | 2016-10-04 | 2021-01-20 | エンライテン イノベーションズ インコーポレイテッド | 液体炭化水素からアルカリ金属塩を含む粒子を分離するための方法 |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20060091067A1 (en) * | 2004-11-02 | 2006-05-04 | Agouron Pharmaceuticals, Inc. | Methods for the removal of heavy metals |
Family Cites Families (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DD26308A (fr) | ||||
| US2683683A (en) * | 1951-04-06 | 1954-07-13 | Houdry Process Corp | Purification of oils |
| AT205229B (de) | 1957-04-18 | 1959-09-10 | Ici Ltd | Verfahren zur Entfernung metallhältiger Katalysatorrückstände aus festen Polymeren ungesättigter Kohlenwasserstoffe |
| GB1001190A (en) | 1961-10-16 | 1965-08-11 | Synthesewerk Schwarzeide Veb | Process for the removal of metal contaminents from hydrocarbons |
| DE1212662B (de) | 1962-05-09 | 1966-03-17 | Universal Oil Prod Co | Verfahren zum Entfernen metallischer und stickstoffhaltiger Verunreinigungen aus Kohlenwasserstoffoelen |
| US3449243A (en) | 1966-09-30 | 1969-06-10 | Standard Oil Co | Treating of heavy oils to remove metals,salts and coke forming materials employing a combination of an alcohol,organic acid and aromatic hydrocarbon |
| US3617530A (en) | 1969-11-12 | 1971-11-02 | Atlantic Richfield Co | Metals removal from heavy hydrocarbon fractions |
| CA999821A (en) | 1972-10-04 | 1976-11-16 | Chevron Research And Technology Company | Process for removing metalliferous contaminants from hydrocarbons |
| AU533444B2 (en) | 1978-09-28 | 1983-11-24 | Salusinszky, A.L. | Regeneration of used lubricating oils |
| US4518484A (en) | 1984-02-16 | 1985-05-21 | Phillips Petroleum Company | Metals removal with a light hydrocarbon and an organophosphorous compound |
| US4801573A (en) | 1987-10-23 | 1989-01-31 | 501 Den Norske Stats Oljeslenskap A.S. | Catalyst for production of hydrocarbons |
| AU720266B2 (en) | 1996-12-16 | 2000-05-25 | Res Usa, Llc | Catalyst/wax separation device for slurry fischer-tropsch reactor |
| US6013176A (en) * | 1998-12-18 | 2000-01-11 | Exxon Research And Engineering Co. | Method for decreasing the metals content of petroleum streams |
| US20020179493A1 (en) * | 1999-08-20 | 2002-12-05 | Environmental & Energy Enterprises, Llc | Production and use of a premium fuel grade petroleum coke |
| US20050004415A1 (en) * | 2003-07-02 | 2005-01-06 | Chevron U.S.A. Inc. | Ion exchange methods of treating a Fischer-Tropsch derived hydrocarbon stream |
| US20050204867A1 (en) * | 2004-03-17 | 2005-09-22 | Bo Wang | Mercury adsorbent composition, process of making same and method of separating mercury from fluids |
| HRP20180270T1 (hr) | 2008-01-24 | 2018-03-23 | Dorf Ketal Chemicals (I) Private Limited | Metoda uklanjanja metala iz ugljikovodične sirovine upotrebom estera karboksilnih kiselina |
| WO2009116988A1 (fr) * | 2008-03-17 | 2009-09-24 | Shell Oil Company | Procédé de préparation de distillats moyens à partir du kérogène |
| US7955496B2 (en) * | 2008-04-22 | 2011-06-07 | Kellogg Brown & Root Llc | Systems and methods for upgrading hydrocarbons |
-
2011
- 2011-03-09 DE DE102011013470A patent/DE102011013470A1/de not_active Ceased
- 2011-07-21 EP EP11741548.9A patent/EP2598607A2/fr not_active Withdrawn
- 2011-07-21 CN CN2011800363334A patent/CN103025850A/zh active Pending
- 2011-07-21 WO PCT/EP2011/062587 patent/WO2012013581A2/fr not_active Ceased
- 2011-07-21 US US13/811,510 patent/US20130180887A1/en not_active Abandoned
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20060091067A1 (en) * | 2004-11-02 | 2006-05-04 | Agouron Pharmaceuticals, Inc. | Methods for the removal of heavy metals |
Non-Patent Citations (3)
| Title |
|---|
| Ayoub, G.M. et al. (1995). Environmental Toxicology and Chemistry, 14(2), 193-196. * |
| Krishnan K.A. et al. (2002). Ind. Eng. Chem. Res. 41, 5085-5093. * |
| Tosato, M.L. et al. (1966). Journal of the Chemical Society C, 909-910. * |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20210388462A1 (en) * | 2018-12-11 | 2021-12-16 | Eni S.P.A. | Process for the selective recovery of transition metals from organic residues |
| US12392011B2 (en) * | 2018-12-11 | 2025-08-19 | Eni S.P.A. | Process for the selective recovery of transition metals from organic residues |
Also Published As
| Publication number | Publication date |
|---|---|
| DE102011013470A1 (de) | 2012-01-26 |
| CN103025850A (zh) | 2013-04-03 |
| EP2598607A2 (fr) | 2013-06-05 |
| WO2012013581A2 (fr) | 2012-02-02 |
| WO2012013581A3 (fr) | 2012-05-24 |
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