CA2754122C - Catalyst composition and process for oligomerization of ethylene - Google Patents
Catalyst composition and process for oligomerization of ethylene Download PDFInfo
- Publication number
- CA2754122C CA2754122C CA2754122A CA2754122A CA2754122C CA 2754122 C CA2754122 C CA 2754122C CA 2754122 A CA2754122 A CA 2754122A CA 2754122 A CA2754122 A CA 2754122A CA 2754122 C CA2754122 C CA 2754122C
- Authority
- CA
- Canada
- Prior art keywords
- catalyst composition
- catalyst
- composition according
- ligand
- modifier
- 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.)
- Expired - Fee Related
Links
Classifications
-
- 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
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/12—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides
- B01J31/14—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides of aluminium or boron
-
- 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
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- B01J31/18—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms
- B01J31/189—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms containing both nitrogen and phosphorus as complexing atoms, including e.g. phosphino moieties, in one at least bidentate or bridging ligand
-
- 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
-
- 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
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/12—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides
- B01J31/14—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides of aluminium or boron
- B01J31/143—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides of aluminium or boron of aluminium
-
- 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
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- B01J31/18—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms
-
- 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
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- B01J31/18—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms
- B01J31/1845—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms the ligands containing phosphorus
- B01J31/1885—Ligands comprising two different formal oxidation states of phosphorus in one at least bidentate ligand, e.g. phosphite/phosphinite
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
- C07C2/02—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons
- C07C2/04—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation
- C07C2/06—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation of alkenes, i.e. acyclic hydrocarbons having only one carbon-to-carbon double bond
- C07C2/08—Catalytic processes
- C07C2/26—Catalytic processes with hydrides or organic compounds
- C07C2/36—Catalytic processes with hydrides or organic compounds as phosphines, arsines, stilbines or bismuthines
-
- 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
- B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
- B01J2231/20—Olefin oligomerisation or telomerisation
-
- 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
- B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
- B01J2531/02—Compositional aspects of complexes used, e.g. polynuclearity
- B01J2531/0238—Complexes comprising multidentate ligands, i.e. more than 2 ionic or coordinative bonds from the central metal to the ligand, the latter having at least two donor atoms, e.g. N, O, S, P
- B01J2531/0258—Flexible ligands, e.g. mainly sp3-carbon framework as exemplified by the "tedicyp" ligand, i.e. cis-cis-cis-1,2,3,4-tetrakis(diphenylphosphinomethyl)cyclopentane
-
- 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
- B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
- B01J2531/60—Complexes comprising metals of Group VI (VIA or VIB) as the central metal
- B01J2531/62—Chromium
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2531/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- C07C2531/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- C07C2531/12—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides
- C07C2531/14—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides of aluminium or boron
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2531/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- C07C2531/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- C07C2531/24—Phosphines
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Inorganic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP09005212A EP2239056B1 (en) | 2009-04-09 | 2009-04-09 | Catalyst composition and process for oligomerization of ethylene |
| EP09005212.7 | 2009-04-09 | ||
| PCT/EP2010/001842 WO2010115520A1 (en) | 2009-04-09 | 2010-03-24 | Catalyst composition and process for oligomerization of ethylene |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2754122A1 CA2754122A1 (en) | 2010-10-14 |
| CA2754122C true CA2754122C (en) | 2015-12-22 |
Family
ID=40673338
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2754122A Expired - Fee Related CA2754122C (en) | 2009-04-09 | 2010-03-24 | Catalyst composition and process for oligomerization of ethylene |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US9018431B2 (https=) |
| EP (1) | EP2239056B1 (https=) |
| JP (1) | JP5571769B2 (https=) |
| KR (1) | KR101466431B1 (https=) |
| CN (1) | CN102387860B (https=) |
| AT (1) | ATE516878T1 (https=) |
| BR (1) | BRPI1013324A2 (https=) |
| CA (1) | CA2754122C (https=) |
| ES (1) | ES2371218T3 (https=) |
| MX (1) | MX2011010660A (https=) |
| MY (1) | MY163116A (https=) |
| RU (1) | RU2525917C2 (https=) |
| SG (1) | SG174160A1 (https=) |
| TW (1) | TWI461242B (https=) |
| WO (1) | WO2010115520A1 (https=) |
Families Citing this family (40)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2371218T3 (es) | 2009-04-09 | 2011-12-28 | Saudi Basic Industries Corporation | Composición de catalizador y procedimiento para la oligomerización de etileno. |
| CN106083927B (zh) | 2009-12-31 | 2018-10-26 | 切弗朗菲利浦化学公司 | 膦基脒化合物、金属络合物、催化剂系统以及它们低聚或聚合烯烃的用途 |
| ES2409707T3 (es) * | 2011-02-16 | 2013-06-27 | Linde Ag | Procedimiento de preparación de una composición catalítica para oligomerización de etileno y unidad de preformación de composición de catalizador respectiva |
| CA2747501C (en) * | 2011-07-26 | 2018-01-23 | Nova Chemicals Corporation | "bulk" ethylene oligomerization |
| CA2765429C (en) | 2012-01-25 | 2019-12-31 | Nova Chemicals Corporation | P-n-p ligand |
| US8865610B2 (en) * | 2012-06-06 | 2014-10-21 | Chevron Phillips Chemical Company Lp | Phosphinyl guanidine compounds, metal salt complexes, catalyst systems, and their use to oligomerize or polymerize olefins |
| EP2684857A1 (en) * | 2012-07-10 | 2014-01-15 | Saudi Basic Industries Corporation | Method for oligomerization of ethylene |
| ES2524905T3 (es) * | 2012-11-28 | 2014-12-15 | Saudi Basic Industries Corporation | Proceso para la oligomerización de etileno |
| ES2624430T3 (es) | 2013-02-11 | 2017-07-14 | Linde Ag | Método de purificación de un compuesto crudo de PNPNH |
| EP2764913A1 (en) | 2013-02-11 | 2014-08-13 | Linde AG | Method for purifying a crude PNPNH compound |
| EP2764914A1 (en) | 2013-02-11 | 2014-08-13 | Linde AG | Metalated PNPNH ligand, catalyst composition and use thereof in the oligomerization of ethylene |
| EP2832445A1 (en) | 2013-07-29 | 2015-02-04 | Linde AG | Catalyst composition and process for oligomerization of ethylene |
| KR101638980B1 (ko) | 2013-09-30 | 2016-07-12 | 주식회사 엘지화학 | 리간드 화합물, 유기크롬 화합물, 에틸렌 올리고머화용 촉매 시스템, 및 이를 이용한 에틸렌 올리고머화 방법 |
| EP3092074A2 (en) * | 2014-01-06 | 2016-11-16 | Saudi Basic Industries Corporation | Modified preformation method for catalyst activation in ethylene reactions |
| EP3102616B1 (en) * | 2014-02-03 | 2020-10-14 | Saudi Basic Industries Corporation | Catalyst composition pre-formation unit for preparing a catalyst composition for oligomerization of ethylene |
| ES2676354T3 (es) * | 2014-07-24 | 2018-07-18 | Sabic Global Technologies B.V. | Composición de catalizador y proceso para la oligomerización de etileno para producir 1-hexeno y/o 1-octeno |
| CN105481662B (zh) * | 2014-09-18 | 2017-10-24 | 江苏和成新材料有限公司 | 制备用于生产含二氟甲氧基液晶化合物的中间体的方法 |
| US9505675B2 (en) * | 2015-02-09 | 2016-11-29 | Chevron Phillips Chemical Company Lp | Deactivation of a process by-product |
| WO2017046701A1 (en) | 2015-09-16 | 2017-03-23 | Sabic Global Technologies B.V. | Process for deactivation of an olefin oligomerization catalyst |
| US10253559B2 (en) | 2015-09-29 | 2019-04-09 | Alliance For Sustainable Energy, Llc | Energy-harvesting chromogenic devices |
| FR3045414B1 (fr) * | 2015-12-18 | 2019-12-27 | IFP Energies Nouvelles | Nouvelle composition catalytique a base de nickel et de ligand de type phosphine et d'une base de lewis et son utilisation dans un procede d'oligomerisation des olefines |
| US10781147B2 (en) | 2015-12-22 | 2020-09-22 | Sabic Global Technologies B.V. | Methods for toluene recovery from linear alpha olefin production |
| KR102545533B1 (ko) * | 2016-05-27 | 2023-06-21 | 에스케이이노베이션 주식회사 | 올리고머화 촉매 및 이를 이용한 에틸렌 올리고머의 제조방법 |
| ES2868123T3 (es) * | 2016-12-30 | 2021-10-21 | Sabic Global Technologies Bv | Método de preparación de una solución de catalizador para la producción selectiva de 1-hexeno |
| ES2962319T3 (es) | 2016-12-30 | 2024-03-18 | Sabic Global Technologies Bv | Método de preparación de un catalizador homogéneo para la producción selectiva de 1-hexeno |
| US11043335B2 (en) | 2017-05-10 | 2021-06-22 | Alliance For Sustainable Energy, Llc | Multilayer carbon nanotube film-containing devices |
| KR102284949B1 (ko) * | 2017-06-16 | 2021-08-03 | 에스케이이노베이션 주식회사 | 파울링 방지방법 및 올레핀의 올리고머화 방법 |
| KR102604431B1 (ko) * | 2018-07-26 | 2023-11-22 | 에스케이이노베이션 주식회사 | 선형 알파 올레핀 제조방법 |
| KR102780340B1 (ko) * | 2019-03-13 | 2025-03-11 | 티피씨 그룹 엘엘씨 | 상이한 선형 알파 올레핀을 선택적으로 생산하기 위한 유연 제조 시스템 |
| US11458462B2 (en) | 2020-11-30 | 2022-10-04 | Saudi Arabian Oil Company | Catalyst systems |
| WO2022115749A1 (en) * | 2020-11-30 | 2022-06-02 | Saudi Arabian Oil Company | Catalyst systems |
| WO2022115748A1 (en) | 2020-11-30 | 2022-06-02 | Saudi Arabian Oil Company | Catalyst systems |
| US11458463B2 (en) | 2020-11-30 | 2022-10-04 | Saudi Arabian Oil Company | Catalyst systems |
| WO2022115750A1 (en) | 2020-11-30 | 2022-06-02 | Saudi Arabian Oil Company | Catalyst systems |
| WO2022191882A1 (en) | 2021-03-12 | 2022-09-15 | Saudi Arabian Oil Company | Catalyst systems |
| WO2023027749A1 (en) | 2021-08-26 | 2023-03-02 | Saudi Arabian Oil Company | Catalyst systems |
| US11623901B1 (en) | 2022-08-31 | 2023-04-11 | Saudi Arabian Oil Company | Catalyst systems that include silyl ether moieties |
| US11639321B1 (en) | 2022-08-31 | 2023-05-02 | Saudi Arabian Oil Company | Catalyst systems that include meta-alkoxy substituted n-aryl bis-diphosphinoamine ligands |
| CN115445667B (zh) * | 2022-09-22 | 2023-12-22 | 中化泉州石化有限公司 | 一种乙烯齐聚用催化剂及其应用 |
| LU506480B1 (en) | 2024-02-28 | 2025-08-28 | Sabic Global Technologies Bv | Method for oligomerization of ethylene |
Family Cites Families (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2659871B1 (fr) * | 1990-03-20 | 1992-06-05 | Inst Francais Du Petrole | Composition liquide non aqueuse a caractere ionique et son utilisation comme solvant. invention de mm. yves chauvin, dominique commereuc, isabelle guibard, andre hirschauer, helene olivier, lucien saussine. |
| JP3289372B2 (ja) * | 1993-03-15 | 2002-06-04 | 三菱化学株式会社 | α−オレフィンの低重合方法 |
| US6133495A (en) * | 1996-03-14 | 2000-10-17 | Mitsubishi Chemical Corporation | Process for producing α-olefin oligomer |
| EP0850105B1 (en) | 1996-04-04 | 2004-02-04 | BP Chemicals Limited | A compound which is usable in a catalytic composition |
| JPH10109946A (ja) * | 1996-08-12 | 1998-04-28 | Mitsubishi Chem Corp | α−オレフィン低重合体の製造方法 |
| GB9918635D0 (en) | 1999-08-06 | 1999-10-13 | Bp Chem Int Ltd | Polymerisation process |
| GB0016895D0 (en) * | 2000-07-11 | 2000-08-30 | Bp Chem Int Ltd | Olefin oligomerisation |
| JP2002066329A (ja) * | 2000-08-28 | 2002-03-05 | Tosoh Corp | エチレンの三量化触媒及びこの触媒を用いたエチレンの三量化方法 |
| JP2002233764A (ja) * | 2000-12-05 | 2002-08-20 | Tosoh Corp | エチレンの三量化触媒およびこの触媒を用いたエチレンの三量化方法 |
| JP4266827B2 (ja) | 2001-12-20 | 2009-05-20 | サソル テクノロジー (ピーティーワイ)リミテッド | クロムを主成分とした触媒を使用したオレフィン類の三量化およびオリゴマー化 |
| CA2470885C (en) | 2001-12-20 | 2011-05-24 | Sasol Technology (Pty) Ltd | Trimerisation and oligomerisation of olefins using a chromium based catalyst |
| JP4181125B2 (ja) | 2002-12-19 | 2008-11-12 | 松下電器産業株式会社 | 印刷制御装置及び印刷制御方法 |
| KR20060002742A (ko) | 2002-12-20 | 2006-01-09 | 사솔 테크날러지 (프로프라이어터리) 리미티드 | 올레핀의 사량체화 |
| CN100486944C (zh) | 2003-09-19 | 2009-05-13 | 中国石油天然气股份有限公司 | 一种在乙烯齐聚催化剂体系存在下制备1-己烯的新方法 |
| US7273959B2 (en) | 2003-10-10 | 2007-09-25 | Shell Oil Company | Catalytic trimerization of olefinic monomers |
| JP5443762B2 (ja) | 2005-11-21 | 2014-03-19 | 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 | オレフィンモノマーのオリゴマー化のための接触プロセス |
| CN100443178C (zh) * | 2006-03-10 | 2008-12-17 | 中国石油天然气股份有限公司 | 一种乙烯低聚的催化剂组合物及其应用 |
| CA2672385C (en) * | 2006-12-28 | 2014-10-14 | Mitsubishi Chemical Corporation | Process for production of .alpha.-olefin low polymers using chromium catalyst |
| JP5158726B2 (ja) | 2007-07-11 | 2013-03-06 | リンデ アーゲー | エチレンの二、三および/または四量体化のための触媒組成物およびプロセス |
| MY150515A (en) * | 2007-11-28 | 2014-01-30 | Linde Ag | Catalyst composition and process for oligomerization of ethylene |
| ES2371218T3 (es) | 2009-04-09 | 2011-12-28 | Saudi Basic Industries Corporation | Composición de catalizador y procedimiento para la oligomerización de etileno. |
-
2009
- 2009-04-09 ES ES09005212T patent/ES2371218T3/es active Active
- 2009-04-09 AT AT09005212T patent/ATE516878T1/de not_active IP Right Cessation
- 2009-04-09 EP EP09005212A patent/EP2239056B1/en active Active
-
2010
- 2010-03-24 CN CN2010800159253A patent/CN102387860B/zh active Active
- 2010-03-24 MY MYPI2011004601A patent/MY163116A/en unknown
- 2010-03-24 WO PCT/EP2010/001842 patent/WO2010115520A1/en not_active Ceased
- 2010-03-24 MX MX2011010660A patent/MX2011010660A/es active IP Right Grant
- 2010-03-24 SG SG2011061603A patent/SG174160A1/en unknown
- 2010-03-24 US US13/263,113 patent/US9018431B2/en active Active
- 2010-03-24 BR BRPI1013324A patent/BRPI1013324A2/pt active Search and Examination
- 2010-03-24 KR KR1020117023365A patent/KR101466431B1/ko active Active
- 2010-03-24 JP JP2012503886A patent/JP5571769B2/ja active Active
- 2010-03-24 RU RU2011145325/04A patent/RU2525917C2/ru active
- 2010-03-24 CA CA2754122A patent/CA2754122C/en not_active Expired - Fee Related
- 2010-04-09 TW TW099111066A patent/TWI461242B/zh not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| MY163116A (en) | 2017-08-15 |
| US20120029258A1 (en) | 2012-02-02 |
| MX2011010660A (es) | 2011-10-28 |
| KR101466431B1 (ko) | 2014-11-28 |
| JP2012523306A (ja) | 2012-10-04 |
| US9018431B2 (en) | 2015-04-28 |
| SG174160A1 (en) | 2011-10-28 |
| JP5571769B2 (ja) | 2014-08-13 |
| ES2371218T3 (es) | 2011-12-28 |
| EP2239056A1 (en) | 2010-10-13 |
| CA2754122A1 (en) | 2010-10-14 |
| CN102387860A (zh) | 2012-03-21 |
| ATE516878T1 (de) | 2011-08-15 |
| TW201038327A (en) | 2010-11-01 |
| CN102387860B (zh) | 2013-11-20 |
| EP2239056B1 (en) | 2011-07-20 |
| TWI461242B (zh) | 2014-11-21 |
| RU2011145325A (ru) | 2013-05-20 |
| WO2010115520A1 (en) | 2010-10-14 |
| KR20120004985A (ko) | 2012-01-13 |
| BRPI1013324A2 (pt) | 2019-08-27 |
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