EP2424659A4 - Catalyseur multi-métallique d'hydroconversion et son procédé de fabrication - Google Patents

Catalyseur multi-métallique d'hydroconversion et son procédé de fabrication

Info

Publication number
EP2424659A4
EP2424659A4 EP10770341.5A EP10770341A EP2424659A4 EP 2424659 A4 EP2424659 A4 EP 2424659A4 EP 10770341 A EP10770341 A EP 10770341A EP 2424659 A4 EP2424659 A4 EP 2424659A4
Authority
EP
European Patent Office
Prior art keywords
metallic
manufacturing
same
hydroconversion catalyst
hydroconversion
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Withdrawn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
EP10770341.5A
Other languages
German (de)
English (en)
Other versions
EP2424659A2 (fr
Inventor
Theodorus Maesen
Alexander E Kuperman
Dennis Dykstra
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.)
Chevron USA Inc
Original Assignee
Chevron USA Inc
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 US12/432,723 external-priority patent/US7931799B2/en
Priority claimed from US12/432,728 external-priority patent/US7964526B2/en
Priority claimed from US12/432,730 external-priority patent/US8080492B2/en
Application filed by Chevron USA Inc filed Critical Chevron USA Inc
Publication of EP2424659A2 publication Critical patent/EP2424659A2/fr
Publication of EP2424659A4 publication Critical patent/EP2424659A4/fr
Withdrawn legal-status Critical Current

Links

Classifications

    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J37/00Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
    • B01J37/20Sulfiding
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/16Catalysts 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
    • B01J23/24Chromium, molybdenum or tungsten
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/70Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
    • B01J23/76Catalysts 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
    • B01J23/84Catalysts 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
    • B01J23/85Chromium, molybdenum or tungsten
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/70Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
    • B01J23/76Catalysts 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
    • B01J23/84Catalysts 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
    • B01J23/85Chromium, molybdenum or tungsten
    • B01J23/888Tungsten
    • B01J23/8885Tungsten containing also molybdenum
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J35/00Catalysts, in general, characterised by their form or physical properties
    • B01J35/60Catalysts, in general, characterised by their form or physical properties characterised by their surface properties or porosity
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J35/00Catalysts, in general, characterised by their form or physical properties
    • B01J35/60Catalysts, in general, characterised by their form or physical properties characterised by their surface properties or porosity
    • B01J35/61Surface area
    • B01J35/61310-100 m2/g
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J35/00Catalysts, in general, characterised by their form or physical properties
    • B01J35/60Catalysts, in general, characterised by their form or physical properties characterised by their surface properties or porosity
    • B01J35/61Surface area
    • B01J35/615100-500 m2/g
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J35/00Catalysts, in general, characterised by their form or physical properties
    • B01J35/60Catalysts, in general, characterised by their form or physical properties characterised by their surface properties or porosity
    • B01J35/63Pore volume
    • B01J35/633Pore volume less than 0.5 ml/g
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J35/00Catalysts, in general, characterised by their form or physical properties
    • B01J35/60Catalysts, in general, characterised by their form or physical properties characterised by their surface properties or porosity
    • B01J35/64Pore diameter
    • B01J35/6472-50 nm
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J37/00Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
    • B01J37/0009Use of binding agents; Moulding; Pressing; Powdering; Granulating; Addition of materials ameliorating the mechanical properties of the product catalyst
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J37/00Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
    • B01J37/0009Use of binding agents; Moulding; Pressing; Powdering; Granulating; Addition of materials ameliorating the mechanical properties of the product catalyst
    • B01J37/0018Addition of a binding agent or of material, later completely removed among others as result of heat treatment, leaching or washing,(e.g. forming of pores; protective layer, desintegrating by heat)
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J37/00Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
    • B01J37/02Impregnation, coating or precipitation
    • B01J37/03Precipitation; Co-precipitation
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J37/00Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
    • B01J37/02Impregnation, coating or precipitation
    • B01J37/03Precipitation; Co-precipitation
    • B01J37/031Precipitation
    • 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
    • C10G45/02Refining of hydrocarbon oils using hydrogen or hydrogen-generating compounds to eliminate hetero atoms without changing the skeleton of the hydrocarbon involved and without cracking into lower boiling hydrocarbons; Hydrofinishing
    • C10G45/04Refining of hydrocarbon oils using hydrogen or hydrogen-generating compounds to eliminate hetero atoms without changing the skeleton of the hydrocarbon involved and without cracking into lower boiling hydrocarbons; Hydrofinishing characterised by the catalyst used
    • 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
    • C10G45/02Refining of hydrocarbon oils using hydrogen or hydrogen-generating compounds to eliminate hetero atoms without changing the skeleton of the hydrocarbon involved and without cracking into lower boiling hydrocarbons; Hydrofinishing
    • C10G45/04Refining of hydrocarbon oils using hydrogen or hydrogen-generating compounds to eliminate hetero atoms without changing the skeleton of the hydrocarbon involved and without cracking into lower boiling hydrocarbons; Hydrofinishing characterised by the catalyst used
    • C10G45/06Refining of hydrocarbon oils using hydrogen or hydrogen-generating compounds to eliminate hetero atoms without changing the skeleton of the hydrocarbon involved and without cracking into lower boiling hydrocarbons; Hydrofinishing characterised by the catalyst used containing nickel or cobalt metal, or compounds thereof
    • C10G45/08Refining of hydrocarbon oils using hydrogen or hydrogen-generating compounds to eliminate hetero atoms without changing the skeleton of the hydrocarbon involved and without cracking into lower boiling hydrocarbons; Hydrofinishing characterised by the catalyst used containing nickel or cobalt metal, or compounds thereof in combination with chromium, molybdenum, or tungsten metals, or compounds thereof
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2235/00Indexing scheme associated with group B01J35/00, related to the analysis techniques used to determine the catalysts form or properties
    • B01J2235/30Scanning electron microscopy; Transmission electron microscopy
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J35/00Catalysts, in general, characterised by their form or physical properties
    • B01J35/30Catalysts, in general, characterised by their form or physical properties characterised by their physical properties
    • B01J35/31Density
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J35/00Catalysts, in general, characterised by their form or physical properties
    • B01J35/30Catalysts, in general, characterised by their form or physical properties characterised by their physical properties
    • B01J35/31Density
    • B01J35/32Bulk density
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J35/00Catalysts, in general, characterised by their form or physical properties
    • B01J35/30Catalysts, in general, characterised by their form or physical properties characterised by their physical properties
    • B01J35/34Mechanical properties
    • B01J35/37Crush or impact strength
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J35/00Catalysts, in general, characterised by their form or physical properties
    • B01J35/30Catalysts, in general, characterised by their form or physical properties characterised by their physical properties
    • B01J35/34Mechanical properties
    • B01J35/38Abrasion or attrition resistance

Landscapes

  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Materials Engineering (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • General Chemical & Material Sciences (AREA)
  • Catalysts (AREA)
  • Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
EP10770341.5A 2009-04-29 2010-04-29 Catalyseur multi-métallique d'hydroconversion et son procédé de fabrication Withdrawn EP2424659A4 (fr)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US12/432,723 US7931799B2 (en) 2009-04-29 2009-04-29 Hydroconversion multi-metallic catalyst and method for making thereof
US12/432,728 US7964526B2 (en) 2009-04-29 2009-04-29 Hydroconversion multi-metallic catalyst and method for making thereof
US12/432,730 US8080492B2 (en) 2009-04-29 2009-04-29 Hydroconversion multi-metallic catalyst and method for making thereof
PCT/US2010/032989 WO2010127130A2 (fr) 2009-04-29 2010-04-29 Catalyseur multi-métallique d'hydroconversion et son procédé de fabrication

Publications (2)

Publication Number Publication Date
EP2424659A2 EP2424659A2 (fr) 2012-03-07
EP2424659A4 true EP2424659A4 (fr) 2014-08-27

Family

ID=43032776

Family Applications (1)

Application Number Title Priority Date Filing Date
EP10770341.5A Withdrawn EP2424659A4 (fr) 2009-04-29 2010-04-29 Catalyseur multi-métallique d'hydroconversion et son procédé de fabrication

Country Status (8)

Country Link
EP (1) EP2424659A4 (fr)
JP (1) JP5502192B2 (fr)
CN (1) CN102413926B (fr)
AU (1) AU2010242953B2 (fr)
CA (1) CA2759044C (fr)
EA (1) EA022003B1 (fr)
SG (1) SG175824A1 (fr)
WO (1) WO2010127130A2 (fr)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU2017215121B2 (en) 2016-02-01 2020-10-29 Albemarle Europe Sprl Nickel containing mixed metal-oxide/carbon bulk hydroprocessing catalysts and their application
RU2640210C1 (ru) * 2016-10-06 2017-12-27 Федеральное государственное бюджетное учреждение науки Ордена Трудового Красного Знамени Институт нефтехимического синтеза им. А.В. Топчиева Российской академии наук (ИНХС РАН) Катализатор гидропереработки нефтяных фракций (варианты)
FR3058909B1 (fr) * 2016-11-24 2018-11-16 Arkema France Sels d'acide sulfonique pour la preparation de catalyseur metallique
CN116917038A (zh) * 2021-02-16 2023-10-20 雪佛龙美国公司 多金属本体加氢加工催化剂
US11707733B2 (en) * 2021-02-22 2023-07-25 Chevron U.S.A. Inc. Multi-metallic bulk hydroprocessing catalysts
CN113649000B (zh) * 2021-06-29 2023-06-20 福建师范大学 一种蜂巢状多孔Fe/Mg(OH)2催化材料及其制备方法

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2002004117A1 (fr) * 2000-07-12 2002-01-17 Akzo Nobel N.V. Procede de preparation d'un catalyseur metallique melange a base d'additif
US7288182B1 (en) * 1997-07-15 2007-10-30 Exxonmobil Research And Engineering Company Hydroprocessing using bulk Group VIII/Group VIB catalysts
US20090057201A1 (en) * 2004-09-10 2009-03-05 Axel Brait Hydroprocessing bulk catalyst and uses thereof
WO2009058783A1 (fr) * 2007-10-31 2009-05-07 Chevron U.S.A. Inc. Procédés d'hydroconversion utilisant des catalyseurs multimétalliques et leur procédé de fabrication

Family Cites Families (12)

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Publication number Priority date Publication date Assignee Title
JPH04243547A (ja) * 1991-01-22 1992-08-31 Sumitomo Metal Mining Co Ltd 炭化水素油の水素化処理用触媒を製造する方法
CN1053459C (zh) * 1996-08-02 2000-06-14 中国石油化工总公司 一种加氢处理催化剂的制备方法
FR2775200B1 (fr) * 1998-02-20 2000-04-28 Inst Francais Du Petrole Catalyseur comprenant une zeolithe nu-88, un element du groupe vb et son utilisation en hydroconversion de charges petrolieres hydrocarbonees
US6585952B1 (en) * 2000-05-25 2003-07-01 Board Of Trustees Operating Michigan State University Ultrastable hexagonal, cubic and wormhole aluminosilicate mesostructures
AU2003289408A1 (en) * 2002-12-18 2004-07-09 Cosmo Oil Co., Ltd. Hydrotreating catalyst for gas oil, process for producing the same, and method of hydrotreating gas oil
KR20070104517A (ko) * 2004-09-08 2007-10-26 쉘 인터내셔날 리써취 마트샤피지 비.브이. 수소화분해 촉매 조성물
FR2874837B1 (fr) * 2004-09-08 2007-02-23 Inst Francais Du Petrole Catalyseur dope et procede ameliore de traitement de charges hydrocarbonees
US20060058174A1 (en) * 2004-09-10 2006-03-16 Chevron U.S.A. Inc. Highly active slurry catalyst composition
CA2579616C (fr) * 2004-09-22 2011-02-01 Exxonmobil Research And Engineering Company Catalyseurs en masse ni-mo-w fabriques a partir de precurseurs contenant un agent organique
CN101365538B (zh) * 2005-10-26 2013-02-13 雅宝荷兰有限责任公司 含有镍钨金属氧化物颗粒的本体催化剂
PL1945351T3 (pl) * 2005-10-26 2015-03-31 Albemarle Netherlands Bv Katalizator do hydroobróbki nieosadzony na nośniku zawierający metal z grupy VIII i molibden, jego wytwarzanie i zastosowanie
HUE027017T2 (en) * 2006-01-17 2016-08-29 Exxonmobil Res & Eng Co Process for the preparation of a catalyst for hydrodesulfurization of petrol

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7288182B1 (en) * 1997-07-15 2007-10-30 Exxonmobil Research And Engineering Company Hydroprocessing using bulk Group VIII/Group VIB catalysts
WO2002004117A1 (fr) * 2000-07-12 2002-01-17 Akzo Nobel N.V. Procede de preparation d'un catalyseur metallique melange a base d'additif
US20090057201A1 (en) * 2004-09-10 2009-03-05 Axel Brait Hydroprocessing bulk catalyst and uses thereof
WO2009058783A1 (fr) * 2007-10-31 2009-05-07 Chevron U.S.A. Inc. Procédés d'hydroconversion utilisant des catalyseurs multimétalliques et leur procédé de fabrication

Also Published As

Publication number Publication date
AU2010242953A1 (en) 2011-11-03
CA2759044A1 (fr) 2010-11-04
SG175824A1 (en) 2011-12-29
EA022003B1 (ru) 2015-10-30
AU2010242953A2 (en) 2011-11-03
CN102413926B (zh) 2014-01-01
CN102413926A (zh) 2012-04-11
AU2010242953B2 (en) 2015-03-19
WO2010127130A3 (fr) 2011-02-24
WO2010127130A2 (fr) 2010-11-04
EP2424659A2 (fr) 2012-03-07
CA2759044C (fr) 2017-09-26
EA201171322A1 (ru) 2012-04-30
JP2012525255A (ja) 2012-10-22
JP5502192B2 (ja) 2014-05-28

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