MX384336B - Proceso de fabricacion de tetrafluoropropeno. - Google Patents
Proceso de fabricacion de tetrafluoropropeno.Info
- Publication number
- MX384336B MX384336B MX2016015875A MX2016015875A MX384336B MX 384336 B MX384336 B MX 384336B MX 2016015875 A MX2016015875 A MX 2016015875A MX 2016015875 A MX2016015875 A MX 2016015875A MX 384336 B MX384336 B MX 384336B
- Authority
- MX
- Mexico
- Prior art keywords
- fluorination catalyst
- tetrafluoropene
- manufacturing process
- relates
- chlorinated compound
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title abstract 2
- 239000003054 catalyst Substances 0.000 abstract 3
- 238000003682 fluorination reaction Methods 0.000 abstract 3
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 238000000034 method Methods 0.000 abstract 2
- PGJHURKAWUJHLJ-UHFFFAOYSA-N 1,1,2,3-tetrafluoroprop-1-ene Chemical compound FCC(F)=C(F)F PGJHURKAWUJHLJ-UHFFFAOYSA-N 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 239000007789 gas Substances 0.000 abstract 1
- 239000007800 oxidant agent Substances 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 230000001172 regenerating effect Effects 0.000 abstract 1
- 230000008929 regeneration Effects 0.000 abstract 1
- 238000011069 regeneration method Methods 0.000 abstract 1
Classifications
-
- 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
-
- 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
-
- 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
- B01J12/00—Chemical processes in general for reacting gaseous media with gaseous media; Apparatus specially adapted therefor
- B01J12/007—Chemical processes in general for reacting gaseous media with gaseous media; Apparatus specially adapted therefor in the presence of catalytically active bodies, e.g. porous plates
-
- 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
-
- 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
- B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
- B01J2219/00002—Chemical plants
- B01J2219/00027—Process aspects
- B01J2219/00038—Processes in parallel
-
- 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
- B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
- B01J2219/00002—Chemical plants
- B01J2219/00027—Process aspects
- B01J2219/0004—Processes in series
-
- 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
-
- 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
- Y02P20/584—Recycling of catalysts
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
La presente invención se refiere a un proceso de fabricación de tetrafluoropropeno, que comprende, de manera alternada: - al menos una etapa de reacción de un compuesto dorado con ácido fluorhídrico en fase gaseosa, en presencia de un catalizador de fluoración, siendo la proporción del oxígeno eventualmente presente, inferior a 0.05 % mol, con relación al compuesto dorado; - una etapa de regeneración del catalizador de fluoración mediante la puesta en contacto del catalizador de fluoración con un flujo de regeneración que comprende un agente oxidante. La invención también se refiere al equipo adecuado para llevar a cabo el proceso.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR1456303A FR3023286B1 (fr) | 2014-07-02 | 2014-07-02 | Procede de fabrication de tetrafluoropropene |
| PCT/FR2015/051653 WO2016001515A1 (fr) | 2014-07-02 | 2015-06-22 | Procede de fabrication de tetrafluoropropene |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| MX2016015875A MX2016015875A (es) | 2017-04-05 |
| MX384336B true MX384336B (es) | 2025-03-14 |
Family
ID=51726670
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MX2016015875A MX384336B (es) | 2014-07-02 | 2015-06-22 | Proceso de fabricacion de tetrafluoropropeno. |
Country Status (8)
| Country | Link |
|---|---|
| US (2) | US10227275B2 (es) |
| EP (2) | EP3495340A1 (es) |
| JP (2) | JP6677658B2 (es) |
| CN (1) | CN106660909B (es) |
| CA (1) | CA2951023C (es) |
| FR (2) | FR3023286B1 (es) |
| MX (1) | MX384336B (es) |
| WO (1) | WO2016001515A1 (es) |
Families Citing this family (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR3023286B1 (fr) | 2014-07-02 | 2018-02-16 | Arkema France | Procede de fabrication de tetrafluoropropene |
| US9302962B2 (en) | 2014-08-14 | 2016-04-05 | The Chemours Company Fc, Llc | Dehydrofluorination of 245fa to 1234ze |
| JP6822964B2 (ja) | 2014-10-16 | 2021-01-27 | スポレク プロ ヘミコウ アー フツニ ブイロブ,アクツィオバ スポレチェノスト | 高純度塩素化アルカンの製造方法 |
| CN107848915A (zh) * | 2015-08-05 | 2018-03-27 | 阿科玛股份有限公司 | 具有高氟化活性的氟氧化铬催化剂 |
| WO2017135443A1 (ja) * | 2016-02-03 | 2017-08-10 | ダイキン工業株式会社 | テトラフルオロプロペンの製造方法 |
| FR3048429B1 (fr) * | 2016-03-04 | 2019-09-27 | Arkema France | Composition azeotropique ou quasi-azeotropique comprenant de la trifluoropropyne |
| US20190127303A1 (en) * | 2016-04-13 | 2019-05-02 | Arkema France | Process for the manufacture of 2,3,3,3-tetrafluoropropene |
| JP2017193511A (ja) * | 2016-04-21 | 2017-10-26 | ダイキン工業株式会社 | ハイドロクロロフルオロカーボン及び/又はハイドロフルオロカーボンの製造方法 |
| FR3051468B1 (fr) * | 2016-05-19 | 2019-07-26 | Arkema France | Procede de fabrication de tetrafluoropropene. |
| FR3051469B1 (fr) | 2016-05-19 | 2018-05-11 | Arkema France | Procede de fabrication de tetrafluoropropene. |
| FR3066926B1 (fr) * | 2017-06-06 | 2020-05-22 | Arkema France | Procede de modification de la distribution en fluor dans un compose hydrocarbure. |
| FR3068970B1 (fr) * | 2017-07-17 | 2019-07-26 | Arkema France | Procede de production du 2,3,3,3-tetrafluoropropene. |
| US10450248B2 (en) * | 2017-11-22 | 2019-10-22 | Honeywell International Inc. | Method for producing 1,3,3,3-tetrafluoropropene (HFO-1234ze) from 1-chloro-3,3,3-trifluoropopene (HCFO-1233zd) |
| FR3078699B1 (fr) | 2018-03-07 | 2020-02-21 | Arkema France | Procede de production du 2,3,3,3-tetrafluoropropene |
| FR3078698B1 (fr) | 2018-03-07 | 2020-02-21 | Arkema France | Procede de production du 2-chloro-3,3,3-trifluoropropene |
| FR3078700B1 (fr) | 2018-03-07 | 2020-07-10 | Arkema France | Procede de production du 2,3,3,3-tetrafluoropropene |
| EP3540035A1 (en) | 2018-03-13 | 2019-09-18 | The Procter & Gamble Company | Hand dishwashing detergent composition |
| FR3081158B1 (fr) | 2018-05-16 | 2020-07-31 | Arkema France | Procede de production du 1-chloro-3,3,3-trifluoropropene. |
| FR3083232B1 (fr) | 2018-06-27 | 2021-11-12 | Arkema France | Procede de production du 1-chloro-3,3,3-trifluoropropene |
| EP3847145A2 (en) * | 2018-09-07 | 2021-07-14 | The Chemours Company FC, LLC | Fluorine removal from antimony fluorohalide catalyst using chlorocarbons |
| FR3086287B1 (fr) | 2018-09-26 | 2020-09-18 | Arkema France | Stabilisation 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 |
| BR112021022059A2 (pt) | 2018-10-26 | 2021-12-28 | Chemours Co Fc Llc | Composições de fluoropropeno, métodos de produção de uma mistura e de resfriamento, processos para transferência de calor, para tratamento de uma superfície e para formação de uma composição, sistema de refrigeração, aparelhos de refrigeração, uso da composição de fluoropropeno e método para substituição de um refrigerante |
| GB2580623A (en) * | 2019-01-17 | 2020-07-29 | Mexichem Fluor Sa De Cv | Method |
| FR3115786B1 (fr) * | 2020-11-03 | 2022-11-04 | Arkema France | Procédé de production du trifluoroéthylène |
| CN114644546A (zh) * | 2020-12-17 | 2022-06-21 | 陕西中蓝化工科技新材料有限公司 | 一种氟代烯烃的制备方法 |
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| NL98704C (es) * | 1953-04-09 | |||
| NL294955A (es) | 1962-07-06 | |||
| JPH0685878B2 (ja) * | 1988-04-13 | 1994-11-02 | ダイキン工業株式会社 | クロム系フッ素化触媒の賦活方法 |
| US4902838A (en) | 1988-12-28 | 1990-02-20 | E. I. Du Pont De Nemours And Company | Isomerization of saturated fluorohydrocarbons |
| GB9007029D0 (en) | 1990-03-29 | 1990-05-30 | Ici Plc | Chemical process |
| US5227350A (en) * | 1990-09-14 | 1993-07-13 | Imperial Chemical Industries Plc | Fluorination catalyst regeneration |
| GB9224594D0 (en) * | 1991-12-10 | 1993-01-13 | Ici Plc | Water separation process |
| US5322597A (en) | 1992-07-30 | 1994-06-21 | Minnesota Mining And Manufacturing Company | Bipolar flow cell and process for electrochemical fluorination |
| EP0801980B1 (en) * | 1996-04-17 | 2002-09-11 | AUSIMONT S.p.A. | Catalyst for the fluorination of halogenated hydrocarbons |
| DE69909860T2 (de) | 1998-02-26 | 2004-05-27 | Central Glass Co., Ltd., Ube | Verfahren zur Herstellung von fluorierten Propanen |
| FR2808268B1 (fr) | 2000-04-26 | 2002-08-30 | Atofina | Liquides ioniques derives d'acides de lewis a base de titane, niobium, tantale, etain ou antimoine, et leurs applications |
| CN100343210C (zh) * | 2001-08-06 | 2007-10-17 | 昭和电工株式会社 | 六氟乙烷的生产方法及其应用 |
| US8067649B2 (en) | 2004-04-29 | 2011-11-29 | Honeywell International Inc. | Method for producing fluorinated organic compounds |
| US8058486B2 (en) | 2004-04-29 | 2011-11-15 | Honeywell International Inc. | Integrated process to produce 2,3,3,3-tetrafluoropropene |
| FI3336074T3 (fi) | 2006-01-03 | 2025-08-22 | Honeywell Int Inc | Menetelmä fluorattujen orgaanisten yhdisteiden tuottamiseksi |
| KR101397113B1 (ko) | 2006-10-03 | 2014-05-19 | 멕시켐 아만코 홀딩 에스.에이. 데 씨.브이. | 탄소수 3-6의 (하이드로)플루오로알켄의 생성을 위한 탈수소할로겐화 방법 |
| 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 |
| FR2916755B1 (fr) | 2007-05-31 | 2009-08-21 | Arkema France | Procede de preparation d'(hydro)(chloro)(fluoro)olefines |
| WO2009003084A1 (en) | 2007-06-27 | 2008-12-31 | Arkema Inc. | Process for the manufacture of hydrofluoroolefins |
| CA2713086A1 (en) * | 2008-02-21 | 2009-08-27 | E.I. Du Pont De Nemours And Company | Processes for separation of 2,3,3,3-tetrafluoropropene from hydrogen fluoride by azeotropic distillation |
| FR2929271B1 (fr) | 2008-03-28 | 2010-04-16 | Arkema France | Procede pour la preparation du 1,2,3,3,3-pentafluoropropene- 1 |
| CA3008510C (en) | 2008-05-07 | 2021-03-09 | E. I. Du Pont De Nemours And Company | Compositions comprising 2,3-dichloro-1,1,1-trifluoropropane, 2-chloro-1,1,1-trifluoropropene, 2-chloro-1,1,1,2-tetrafluoropropane or 2,3,3,3-tetrafluoropropene |
| FR2936806B1 (fr) * | 2008-10-08 | 2012-08-31 | Arkema France | Fluide refrigerant |
| KR101374000B1 (ko) * | 2009-04-23 | 2014-03-12 | 다이킨 고교 가부시키가이샤 | 2,3,3,3-테트라플루오로프로펜의 제조 방법 |
| GB0918069D0 (en) * | 2009-10-15 | 2009-12-02 | Ineos Fluor Holdings Ltd | Process |
| WO2011077192A1 (en) | 2009-12-23 | 2011-06-30 | Arkema France | CATALYTIC GAS PHASE FLUORINATION OF 1233xf TO 1234yf |
| GB201010958D0 (en) | 2010-06-30 | 2010-08-11 | 3M Innovative Properties Co | Process for manufacturing perfluoroolefins by pyrolysis of perfluorocarbons in the presence of hydrogen |
| JP5747684B2 (ja) * | 2010-09-14 | 2015-07-15 | セントラル硝子株式会社 | ヒドロフルオロカーボンまたはヒドロクロロフルオロカーボンの脱水方法、および該脱水方法を用いた1,3,3,3−テトラフルオロプロペンの製造方法 |
| MX347872B (es) | 2010-10-22 | 2017-05-16 | Arkema France | Proceso para la preparacion de 2,3,3,3-tetrafluoropropeno. |
| CN103313960B (zh) * | 2011-01-21 | 2016-06-08 | 阿克马法国公司 | 催化气相氟化 |
| RU2541541C1 (ru) * | 2011-01-21 | 2015-02-20 | Аркема Франс | Каталитическое газофазное фторирование |
| FR2980474B1 (fr) | 2011-09-27 | 2013-08-30 | Arkema France | Procede de fabrication du 2,3,3,3-tetrafluoropropene |
| PL2791093T3 (pl) * | 2011-12-14 | 2018-01-31 | Arkema France | Sposób wytwarzania 2,3,3,3-tetrafluoropropenu |
| FR2986525B1 (fr) | 2012-02-03 | 2014-02-14 | Arkema France | Procede de production de 2,3,3,3-tetrafluoropropene |
| EP2837613B1 (en) * | 2012-04-09 | 2017-12-20 | Asahi Glass Company, Limited | Azeotropic or azeotrope like composition, and method for producing 2,3,3,3-tetrafluoropropene or chloromethane |
| JP2013241390A (ja) * | 2012-04-27 | 2013-12-05 | Asahi Glass Co Ltd | フルオロオレフィンの精製方法、およびフルオロオレフィンの製造方法 |
| FR2991598B1 (fr) | 2012-06-08 | 2015-08-07 | Arkema France | Regeneration de catalyseur par injection de gaz chauffe |
| JP6107466B2 (ja) * | 2012-06-28 | 2017-04-05 | 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の精製方法 |
| US9708234B2 (en) * | 2012-07-10 | 2017-07-18 | Daikin Industries, Ltd. | Process for producing fluorine-containing olefin |
| US9422211B2 (en) * | 2012-08-08 | 2016-08-23 | Daikin Industries, Ltd. | Process for producing 2,3,3,3-tetrafluoropropene |
| FR3013606B1 (fr) | 2013-11-28 | 2015-11-13 | Arkema France | Procede de purification d'acide chlorhydrique |
| US9255045B2 (en) | 2014-01-13 | 2016-02-09 | Arkema France | E-1-chloro-3,3,3-trifluoropropene production process from 1,1,3,3-tetrachloropropene |
| FR3023286B1 (fr) | 2014-07-02 | 2018-02-16 | Arkema France | Procede de fabrication de tetrafluoropropene |
| FR3036398B1 (fr) | 2015-05-22 | 2019-05-03 | Arkema France | Compositions a base de 1,1,3,3-tetrachloropropene |
| US20190127303A1 (en) | 2016-04-13 | 2019-05-02 | Arkema France | Process for the manufacture of 2,3,3,3-tetrafluoropropene |
| FR3078699B1 (fr) | 2018-03-07 | 2020-02-21 | Arkema France | Procede de production du 2,3,3,3-tetrafluoropropene |
| FR3078700B1 (fr) | 2018-03-07 | 2020-07-10 | Arkema France | Procede de production du 2,3,3,3-tetrafluoropropene |
| FR3078698B1 (fr) | 2018-03-07 | 2020-02-21 | Arkema France | Procede de production du 2-chloro-3,3,3-trifluoropropene |
| FR3081158B1 (fr) | 2018-05-16 | 2020-07-31 | Arkema France | Procede de production du 1-chloro-3,3,3-trifluoropropene. |
| FR3083232B1 (fr) | 2018-06-27 | 2021-11-12 | Arkema France | Procede de production du 1-chloro-3,3,3-trifluoropropene |
| FR3086287B1 (fr) | 2018-09-26 | 2020-09-18 | Arkema France | Stabilisation du 1-chloro-3,3,3-trifluoropropene |
-
2014
- 2014-07-02 FR FR1456303A patent/FR3023286B1/fr active Active
-
2015
- 2015-06-22 JP JP2016575837A patent/JP6677658B2/ja active Active
- 2015-06-22 CN CN201580035389.6A patent/CN106660909B/zh not_active Expired - Fee Related
- 2015-06-22 EP EP19153219.1A patent/EP3495340A1/fr active Pending
- 2015-06-22 MX MX2016015875A patent/MX384336B/es unknown
- 2015-06-22 WO PCT/FR2015/051653 patent/WO2016001515A1/fr not_active Ceased
- 2015-06-22 US US15/321,462 patent/US10227275B2/en active Active
- 2015-06-22 EP EP15738402.5A patent/EP3164376B1/fr active Active
- 2015-06-22 CA CA2951023A patent/CA2951023C/fr active Active
-
2017
- 2017-12-11 FR FR1761894A patent/FR3059999B1/fr active Active
-
2019
- 2019-01-17 US US16/250,141 patent/US11459285B2/en active Active
- 2019-10-21 JP JP2019191703A patent/JP6847182B2/ja active Active
Also Published As
| Publication number | Publication date |
|---|---|
| JP6677658B2 (ja) | 2020-04-08 |
| US20170210686A1 (en) | 2017-07-27 |
| CN106660909A (zh) | 2017-05-10 |
| FR3059999A1 (fr) | 2018-06-15 |
| US10227275B2 (en) | 2019-03-12 |
| JP2017525669A (ja) | 2017-09-07 |
| WO2016001515A1 (fr) | 2016-01-07 |
| JP2020037560A (ja) | 2020-03-12 |
| EP3164376B1 (fr) | 2019-03-27 |
| FR3059999B1 (fr) | 2020-05-08 |
| EP3164376A1 (fr) | 2017-05-10 |
| FR3023286A1 (fr) | 2016-01-08 |
| CA2951023A1 (fr) | 2016-01-07 |
| EP3495340A1 (fr) | 2019-06-12 |
| MX2016015875A (es) | 2017-04-05 |
| CN106660909B (zh) | 2021-07-27 |
| US20190152883A1 (en) | 2019-05-23 |
| JP6847182B2 (ja) | 2021-03-24 |
| US11459285B2 (en) | 2022-10-04 |
| CA2951023C (fr) | 2022-06-21 |
| WO2016001515A9 (fr) | 2017-05-11 |
| FR3023286B1 (fr) | 2018-02-16 |
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