MX343206B - Proceso integrado para co-producir trans-1-cloro-3,3,3-trifluoropr openo, trans-1,3,3,3-tetrafluoropropeno y 1,1,1,3,3-pentafluoropro pano. - Google Patents
Proceso integrado para co-producir trans-1-cloro-3,3,3-trifluoropr openo, trans-1,3,3,3-tetrafluoropropeno y 1,1,1,3,3-pentafluoropro pano.Info
- Publication number
- MX343206B MX343206B MX2013002467A MX2013002467A MX343206B MX 343206 B MX343206 B MX 343206B MX 2013002467 A MX2013002467 A MX 2013002467A MX 2013002467 A MX2013002467 A MX 2013002467A MX 343206 B MX343206 B MX 343206B
- Authority
- MX
- Mexico
- Prior art keywords
- trans
- tetrafluoropropene
- chloro
- produce
- trifluoropro
- Prior art date
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/093—Preparation of halogenated hydrocarbons by replacement by halogens
- C07C17/20—Preparation of halogenated hydrocarbons by replacement by halogens of halogen atoms by other halogen atoms
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/25—Preparation of halogenated hydrocarbons by splitting-off hydrogen halides from halogenated hydrocarbons
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/23—Preparation of halogenated hydrocarbons by dehalogenation
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B7/00—Halogens; Halogen acids
- C01B7/01—Chlorine; Hydrogen chloride
- C01B7/07—Purification ; Separation
- C01B7/0706—Purification ; Separation of hydrogen chloride
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B7/00—Halogens; Halogen acids
- C01B7/01—Chlorine; Hydrogen chloride
- C01B7/07—Purification ; Separation
- C01B7/0706—Purification ; Separation of hydrogen chloride
- C01B7/0712—Purification ; Separation of hydrogen chloride by distillation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C1/00—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon
- C07C1/02—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon from oxides of a carbon
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C1/00—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon
- C07C1/02—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon from oxides of a carbon
- C07C1/04—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon from oxides of a carbon from carbon monoxide with hydrogen
- C07C1/0405—Apparatus
- C07C1/041—Reactors
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C1/00—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon
- C07C1/02—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon from oxides of a carbon
- C07C1/04—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon from oxides of a carbon from carbon monoxide with hydrogen
- C07C1/0425—Catalysts; their physical properties
- C07C1/043—Catalysts; their physical properties characterised by the composition
- C07C1/0435—Catalysts; their physical properties characterised by the composition containing a metal of group 8 or a compound thereof
- C07C1/044—Catalysts; their physical properties characterised by the composition containing a metal of group 8 or a compound thereof containing iron
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C1/00—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon
- C07C1/02—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon from oxides of a carbon
- C07C1/04—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon from oxides of a carbon from carbon monoxide with hydrogen
- C07C1/0425—Catalysts; their physical properties
- C07C1/045—Regeneration
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C1/00—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon
- C07C1/02—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon from oxides of a carbon
- C07C1/04—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon from oxides of a carbon from carbon monoxide with hydrogen
- C07C1/08—Isosyntheses
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C1/00—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon
- C07C1/02—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon from oxides of a carbon
- C07C1/12—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon from oxides of a carbon from carbon dioxide with hydrogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C1/00—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon
- C07C1/20—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only oxygen atoms as heteroatoms
- C07C1/22—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only oxygen atoms as heteroatoms by reduction
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/07—Preparation of halogenated hydrocarbons by addition of hydrogen halides
- C07C17/087—Preparation of halogenated hydrocarbons by addition of hydrogen halides to unsaturated halogenated hydrocarbons
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/093—Preparation of halogenated hydrocarbons by replacement by halogens
- C07C17/20—Preparation of halogenated hydrocarbons by replacement by halogens of halogen atoms by other halogen atoms
- C07C17/202—Preparation of halogenated hydrocarbons by replacement by halogens of halogen atoms by other halogen atoms two or more compounds being involved in the reaction
- C07C17/206—Preparation of halogenated hydrocarbons by replacement by halogens of halogen atoms by other halogen atoms two or more compounds being involved in the reaction the other compound being HX
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/38—Separation; Purification; Stabilisation; Use of additives
- C07C17/383—Separation; Purification; Stabilisation; Use of additives by distillation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C19/00—Acyclic saturated compounds containing halogen atoms
- C07C19/08—Acyclic saturated compounds containing halogen atoms containing fluorine
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C21/00—Acyclic unsaturated compounds containing halogen atoms
- C07C21/02—Acyclic unsaturated compounds containing halogen atoms containing carbon-to-carbon double bonds
- C07C21/18—Acyclic unsaturated compounds containing halogen atoms containing carbon-to-carbon double bonds containing fluorine
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/09—Geometrical isomers
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- 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
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/10—Process efficiency
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- 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
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/582—Recycling of unreacted starting or intermediate materials
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Inorganic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Se describe un proceso de fabricación integrado para co-producir (E) 1-cloro-3,3,3-trifluoropropeno, (E) 1,3,3,3-tetrafluoropropeno y 1,1,1,3,3-pentafluoropropano a partir de una sola corriente de alimentación de hidrocarburos dorados, 240fa. El proceso consiste en una operación combinada de reacción en fase líquida o vapor/purificación la cual produce directamente (E) 1-cloro-3,3,3-trifluoropropeno (1233zd) (E)) a partir de 240fa. En el segundo reactor de fluoración en fase líquida, 1233zd(E) se pone en contacto con HF en presencia de catalizador para producir 1,1,1,3,3-pentafluoropropano (245fa) con alta conversión y selectividad. Se utiliza un tercer reactor para la deshidrofluoración de 245fa para producir (E) 1,3,3,3-tetrafluoropropeno (1234ze(E)) poniéndolo en contacto en fase líquida con solución cáustica o en fase de vapor empleando un catalizador para la deshidrofluoración. Esta operación puede ser seguida por uno o más procesos de purificación para recuperar el producto 1234ze(E).
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US37974510P | 2010-09-03 | 2010-09-03 | |
US13/219,831 US9334207B2 (en) | 2010-09-03 | 2011-08-29 | Integrated process to coproduce trans-1-chloro-3,3,3-trifluoropropene, trans-1,3,3,3-tetrafluoropropene, and 1,1,1,3,3-pentafluoropropane |
PCT/US2011/049665 WO2012030781A2 (en) | 2010-09-03 | 2011-08-30 | Integrated process to coproduce trans-1-chloro-3,3,3-trifluoropropene, trans-1,3,3,3-tetrafluoropropene, and 1,1,1,3,3-pentafluoropropane |
Publications (2)
Publication Number | Publication Date |
---|---|
MX2013002467A MX2013002467A (es) | 2013-07-22 |
MX343206B true MX343206B (es) | 2016-10-28 |
Family
ID=45771177
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
MX2013002467A MX343206B (es) | 2010-09-03 | 2011-08-30 | Proceso integrado para co-producir trans-1-cloro-3,3,3-trifluoropr openo, trans-1,3,3,3-tetrafluoropropeno y 1,1,1,3,3-pentafluoropro pano. |
Country Status (8)
Country | Link |
---|---|
US (1) | US9334207B2 (es) |
EP (1) | EP2611760B1 (es) |
JP (1) | JP5974003B2 (es) |
KR (1) | KR101869851B1 (es) |
CN (2) | CN103189338A (es) |
ES (1) | ES2657389T3 (es) |
MX (1) | MX343206B (es) |
WO (1) | WO2012030781A2 (es) |
Families Citing this family (31)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US8436217B2 (en) * | 2011-04-25 | 2013-05-07 | Honeywell International Inc. | Integrated process to co-produce 1,1,1,3,3-pentafluoropropane, trans-1-chloro-3,3,3-trifluoropropene and trans-1,3,3,3-tetrafluoropropene |
US8519200B1 (en) * | 2012-02-23 | 2013-08-27 | Honeywell International Inc. | Azeotropic compositions of 1,1,3,3-tetrachloro-1-fluoropropane and hydrogen fluoride |
US9938212B2 (en) | 2012-03-28 | 2018-04-10 | Honeywell International Inc. | Integrated process to coproduce trans-1-chloro-3,3,3-trifluoropropene, trans-1,3,3,3-tetrafluoropropene, and 1,1,1,3,3-pentafluoropropane |
US8664456B2 (en) | 2012-03-28 | 2014-03-04 | Honeywell International Inc. | Integrated process for the co-production of trans-1-chloro-3,3,3-trifluoropropene, trans-1,3,3,3-tetrafluoropropene, and 1,1,1,3,3-pentafluoropropane |
JP6119388B2 (ja) * | 2012-04-26 | 2017-04-26 | セントラル硝子株式会社 | トランス−1,3,3,3−テトラフルオロプロペンと1,1,1,3,3−ペンタフルオロプロパンとの並産方法 |
GB201207666D0 (en) | 2012-05-02 | 2012-06-13 | Mexichem Amanco Holding Sa | Process |
US9000239B2 (en) | 2012-05-15 | 2015-04-07 | Honeywell International Inc. | Methods for producing 1-chloro-3,3,3-trifluoropropene from 2-chloro-3,3,3-trifluoropropene |
CN103880589B (zh) * | 2012-12-19 | 2015-07-29 | 中化蓝天集团有限公司 | 一种联产制备HFO-1234ze和HFC-245fa的工艺 |
CN103880590B (zh) * | 2012-12-19 | 2016-10-05 | 中化蓝天集团有限公司 | 一种制备1,3,3,3-四氟丙烯的工艺 |
US8877988B2 (en) * | 2012-12-21 | 2014-11-04 | Honeywell International Inc. | Synthesis of 1-BROM0-3,3,3-trifluoropropene |
US9272968B2 (en) | 2013-03-14 | 2016-03-01 | Honeywell International Inc. | Process to suppress the formation of 3,3,3-trifluoropropyne in fluorocarbon manufacture |
US9187386B2 (en) * | 2013-05-23 | 2015-11-17 | The Chemours Company Fc, Llc | Catalytic process of making 1,3,3,3-tetrafluoropropene |
GB2519572B (en) | 2013-10-25 | 2015-12-30 | Mexichem Amanco Holding Sa | Process for isomerising (hydro)(halo)fluoroalkenes |
EP3170803B1 (en) * | 2014-07-15 | 2020-11-11 | Central Glass Company, Limited | Method for producing trans-1-chloro-3,3,3-trifluoropropane |
ES2714752T3 (es) | 2014-08-14 | 2019-05-29 | Chemours Co Fc Llc | Procedimiento para la producción de E-1,3,3,3-tetrafluoropropeno (HFC-1234ZE) por deshidrofluoración |
EP3265508A1 (en) * | 2015-03-02 | 2018-01-10 | The Chemours Company FC, LLC | Azeotropic and azeotrope-like compositions of z-1-chloro-3,3,3-trifluoropropene |
US20160332935A1 (en) * | 2015-05-12 | 2016-11-17 | Honeywell International Inc. | Integrated Process for Making HCFO-1233zd and HFC-245fa |
GB201512510D0 (en) | 2015-07-17 | 2015-08-19 | Mexichem Fluor Sa De Cv | Process |
JP6826280B2 (ja) | 2016-01-15 | 2021-02-03 | セントラル硝子株式会社 | トランス−1−クロロ−3,3,3−トリフルオロプロペンの製造方法 |
CN106349005B (zh) * | 2016-08-25 | 2018-08-28 | 浙江衢州巨新氟化工有限公司 | 一种联产三氟丙烯类产品和四氟丙烯类产品的方法 |
US20180194703A1 (en) * | 2017-01-06 | 2018-07-12 | Honeywell International Inc. | Systems and methods for separating (e)-1-chloro-3,3,3-trifluoropropene, hf, and a heavy organic and reactor purge |
CN107522592B (zh) | 2017-09-07 | 2020-06-02 | 浙江衢化氟化学有限公司 | 一种联产多种卤代烯烃和氟代烷烃的方法 |
CN107721808A (zh) * | 2017-10-23 | 2018-02-23 | 泰州百力化学股份有限公司 | 一种合成十溴二苯乙烷的方法 |
CN107652160A (zh) * | 2017-10-25 | 2018-02-02 | 西安近代化学研究所 | 一种制备反式‑1‑氯‑3,3,3‑三氟丙烯的方法 |
CN107857690A (zh) * | 2017-10-25 | 2018-03-30 | 西安近代化学研究所 | 一种合成反式‑1‑氯‑3,3,3‑三氟丙烯的方法 |
US10118879B1 (en) * | 2017-10-26 | 2018-11-06 | Honeywell International Inc. | Process for catalytic conversion of mixtures of HCFO-1233zd(Z) and HCFC-244fa into HCFO-1233zd(E) |
FR3081158B1 (fr) * | 2018-05-16 | 2020-07-31 | Arkema France | Procede de production du 1-chloro-3,3,3-trifluoropropene. |
US11209196B2 (en) * | 2018-10-26 | 2021-12-28 | The Chemours Company Fc, Llc | HFO-1234ZE, HFO-1225ZC and HFO-1234YF compositions and processes for producing and using the compositions |
CN110283042B (zh) * | 2019-07-26 | 2022-05-24 | 西安近代化学研究所 | 一种合成2-氯-1,1,1,4,4,4-六氟-2-丁烯的方法 |
FR3100543B1 (fr) * | 2019-09-06 | 2022-07-15 | Arkema France | Procédé de récupération et de séparation d’hydrocarbures fluorés insaturés |
US20230174442A1 (en) * | 2021-12-03 | 2023-06-08 | Honeywell International Inc. | HIGH PURITY HFO-E-1,3,3,3-TETRAFLUOROPROPENE (trans-HFO-1234ze) AND METHODS FOR PRODUCING SAME |
Family Cites Families (18)
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CZ7197A3 (cs) | 1994-07-11 | 1998-02-18 | Alliedsignal Inc. | Způsob výroby 1,1,1,3,3-pentafluorpropanu |
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DE69909860T2 (de) * | 1998-02-26 | 2004-05-27 | Central Glass Co., Ltd., Ube | Verfahren zur Herstellung von fluorierten Propanen |
BE1011765A3 (fr) | 1998-02-26 | 2000-01-11 | Solvay | Procede d'hydrofluoration d'hydrocarbures. |
JP3518321B2 (ja) | 1998-03-23 | 2004-04-12 | ダイキン工業株式会社 | 1,1,1,3,3−ペンタフルオロプロパンの製造方法 |
DE10047163A1 (de) | 2000-09-22 | 2002-04-11 | Basf Ag | Verfahren zur Nitrierung aromatischer Kohlenwasserstoffe |
US7230146B2 (en) | 2003-10-27 | 2007-06-12 | Honeywell International Inc. | Process for producing fluoropropenes |
US7592494B2 (en) | 2003-07-25 | 2009-09-22 | Honeywell International Inc. | Process for the manufacture of 1,3,3,3-tetrafluoropropene |
US6844475B1 (en) * | 2003-08-08 | 2005-01-18 | Honeywell International Business Machines | Low temperature production of 1-chloro-3,3,3-trifluoropropene (HCFC-1233zd) |
US7485760B2 (en) * | 2006-08-24 | 2009-02-03 | Honeywell International Inc. | Integrated HFC trans-1234ze manufacture process |
CN103553871A (zh) | 2006-10-31 | 2014-02-05 | 纳幕尔杜邦公司 | 氟丙烷、卤代丙烯以及2-氯-3,3,3-三氟-1-丙烯与hf的共沸组合物和1,1,1,2,2-五氟丙烷与hf的共沸组合物的制备方法 |
EP2158176A4 (en) | 2007-06-27 | 2011-11-09 | Arkema Inc | TWO-STAGE PROCESS FOR THE PREPARATION OF HYDROFLUOROLEFINES |
WO2010035748A1 (ja) * | 2008-09-25 | 2010-04-01 | セントラル硝子株式会社 | 1,3,3,3-テトラフルオロプロペンの製造方法 |
JP5515555B2 (ja) | 2008-09-25 | 2014-06-11 | セントラル硝子株式会社 | 1,3,3,3−テトラフルオロプロペンの製造方法 |
IT1391452B1 (it) | 2008-09-26 | 2011-12-23 | Univ Degli Studi Modena E Reggio Emilia | Impianto cogenerativo a combustibile metallico |
-
2011
- 2011-08-29 US US13/219,831 patent/US9334207B2/en active Active
- 2011-08-30 CN CN2011800528040A patent/CN103189338A/zh active Pending
- 2011-08-30 ES ES11822463.3T patent/ES2657389T3/es active Active
- 2011-08-30 CN CN201710182277.4A patent/CN107011113A/zh active Pending
- 2011-08-30 KR KR1020137008508A patent/KR101869851B1/ko active IP Right Grant
- 2011-08-30 MX MX2013002467A patent/MX343206B/es active IP Right Grant
- 2011-08-30 JP JP2013527177A patent/JP5974003B2/ja active Active
- 2011-08-30 WO PCT/US2011/049665 patent/WO2012030781A2/en active Application Filing
- 2011-08-30 EP EP11822463.3A patent/EP2611760B1/en not_active Revoked
Also Published As
Publication number | Publication date |
---|---|
US9334207B2 (en) | 2016-05-10 |
ES2657389T3 (es) | 2018-03-05 |
EP2611760B1 (en) | 2017-12-13 |
MX2013002467A (es) | 2013-07-22 |
JP5974003B2 (ja) | 2016-08-23 |
EP2611760A2 (en) | 2013-07-10 |
KR20130136459A (ko) | 2013-12-12 |
KR101869851B1 (ko) | 2018-06-21 |
JP2013540718A (ja) | 2013-11-07 |
US20120059200A1 (en) | 2012-03-08 |
WO2012030781A3 (en) | 2012-07-05 |
CN107011113A (zh) | 2017-08-04 |
CN103189338A (zh) | 2013-07-03 |
EP2611760A4 (en) | 2015-05-20 |
WO2012030781A2 (en) | 2012-03-08 |
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