RU2015115493A - Способ стабилизации фосфитного лиганда против деградации - Google Patents
Способ стабилизации фосфитного лиганда против деградации Download PDFInfo
- Publication number
- RU2015115493A RU2015115493A RU2015115493A RU2015115493A RU2015115493A RU 2015115493 A RU2015115493 A RU 2015115493A RU 2015115493 A RU2015115493 A RU 2015115493A RU 2015115493 A RU2015115493 A RU 2015115493A RU 2015115493 A RU2015115493 A RU 2015115493A
- Authority
- RU
- Russia
- Prior art keywords
- reaction liquid
- epoxide
- carried out
- extraction
- buffer
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract 23
- 239000003446 ligand Substances 0.000 title claims abstract 7
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 title claims abstract 5
- 230000015556 catabolic process Effects 0.000 title claims abstract 3
- 238000006731 degradation reaction Methods 0.000 title claims abstract 3
- 230000000087 stabilizing effect Effects 0.000 title claims abstract 3
- 239000012295 chemical reaction liquid Substances 0.000 claims abstract 15
- 150000002118 epoxides Chemical class 0.000 claims abstract 8
- 239000000872 buffer Substances 0.000 claims abstract 6
- 238000000605 extraction Methods 0.000 claims abstract 6
- 239000012062 aqueous buffer Substances 0.000 claims abstract 4
- 239000003054 catalyst Substances 0.000 claims abstract 4
- 239000000243 solution Substances 0.000 claims abstract 4
- 150000001412 amines Chemical class 0.000 claims abstract 2
- 239000008346 aqueous phase Substances 0.000 claims abstract 2
- 238000007037 hydroformylation reaction Methods 0.000 claims abstract 2
- 239000002184 metal Substances 0.000 claims abstract 2
- 239000012074 organic phase Substances 0.000 claims abstract 2
- 150000003016 phosphoric acids Chemical class 0.000 claims abstract 2
- 229910052698 phosphorus Inorganic materials 0.000 claims abstract 2
- 239000011574 phosphorus Substances 0.000 claims abstract 2
- -1 phosphorus acidic compounds Chemical class 0.000 claims abstract 2
- 238000006243 chemical reaction Methods 0.000 abstract 1
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
- B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
- B01J2231/30—Addition reactions at carbon centres, i.e. to either C-C or C-X multiple bonds
- B01J2231/32—Addition reactions to C=C or C-C triple bonds
- B01J2231/321—Hydroformylation, metalformylation, carbonylation or hydroaminomethylation
-
- 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
- B01J2531/80—Complexes comprising metals of Group VIII as the central metal
- B01J2531/82—Metals of the platinum group
- B01J2531/822—Rhodium
-
- 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
- B01J31/185—Phosphites ((RO)3P), their isomeric phosphonates (R(RO)2P=O) and RO-substitution derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/49—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reaction with carbon monoxide
- C07C45/50—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reaction with carbon monoxide by oxo-reactions
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/49—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reaction with carbon monoxide
- C07C45/50—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reaction with carbon monoxide by oxo-reactions
- C07C45/505—Asymmetric hydroformylation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6564—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms
- C07F9/6571—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms having phosphorus and oxygen atoms as the only ring hetero atoms
- C07F9/6574—Esters of oxyacids of phosphorus
- C07F9/65744—Esters of oxyacids of phosphorus condensed with carbocyclic or heterocyclic rings or ring systems
-
- 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)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Inorganic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Catalysts (AREA)
Abstract
1. Способ стабилизации фосфитного лиганда против деградации в реакционной жидкости гидроформилирования, содержащей катализатор на основе комплекса металл-органофосфитный лиганд и фосфитный лиганд, указанный способ включает в себя добавление к реакционной жидкости от 0,001 до 5 массовых процентов от веса реакционной жидкости эпоксида и дополнительно включает отделение одного или нескольких фосфорных кислотных соединений от реакционной жидкости путем обработки по меньшей мере части реакционной жидкости водным буферным раствором в условиях, достаточных для нейтрализации и удаления по меньшей мере некоторого количества фосфорных кислотных соединений из реакционной жидкости.2. Способ по п. 1, в котором добавление эпоксида осуществляется непрерывно.3. Способ по п. 1, в котором добавление эпоксида осуществляется по мере необходимости или периодически.4. Способ по п. 1, в котором экстракция буфером осуществляется непрерывно.5. Способ по п. 1, в котором экстракция буфером осуществляется по мере необходимости или периодически.6. Способ по п. 5, в котором экстракция буфером осуществляется с прерыванием.7. Способ по п. 1, в котором реакционная жидкость включает в себя амин.8. Способ по п. 1, в котором металлом катализатора является Rh.9. Способ по п. 1, в котором по меньшей мере часть эпоксида добавляют в реактор.10. Способ по п. 1, в котором реакционная жидкость представляет собой органическую фазу, а водный буферный раствор представляет собой отдельную водную фазу.
Claims (10)
1. Способ стабилизации фосфитного лиганда против деградации в реакционной жидкости гидроформилирования, содержащей катализатор на основе комплекса металл-органофосфитный лиганд и фосфитный лиганд, указанный способ включает в себя добавление к реакционной жидкости от 0,001 до 5 массовых процентов от веса реакционной жидкости эпоксида и дополнительно включает отделение одного или нескольких фосфорных кислотных соединений от реакционной жидкости путем обработки по меньшей мере части реакционной жидкости водным буферным раствором в условиях, достаточных для нейтрализации и удаления по меньшей мере некоторого количества фосфорных кислотных соединений из реакционной жидкости.
2. Способ по п. 1, в котором добавление эпоксида осуществляется непрерывно.
3. Способ по п. 1, в котором добавление эпоксида осуществляется по мере необходимости или периодически.
4. Способ по п. 1, в котором экстракция буфером осуществляется непрерывно.
5. Способ по п. 1, в котором экстракция буфером осуществляется по мере необходимости или периодически.
6. Способ по п. 5, в котором экстракция буфером осуществляется с прерыванием.
7. Способ по п. 1, в котором реакционная жидкость включает в себя амин.
8. Способ по п. 1, в котором металлом катализатора является Rh.
9. Способ по п. 1, в котором по меньшей мере часть эпоксида добавляют в реактор.
10. Способ по п. 1, в котором реакционная жидкость представляет собой органическую фазу, а водный буферный раствор представляет собой отдельную водную фазу.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US201261705194P | 2012-09-25 | 2012-09-25 | |
US61/705,194 | 2012-09-25 | ||
PCT/US2013/058714 WO2014051975A1 (en) | 2012-09-25 | 2013-09-09 | Process for stabilizing a phosphite ligand against degradation |
Publications (2)
Publication Number | Publication Date |
---|---|
RU2015115493A true RU2015115493A (ru) | 2016-11-20 |
RU2639156C2 RU2639156C2 (ru) | 2017-12-20 |
Family
ID=49170945
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
RU2015115493A RU2639156C2 (ru) | 2012-09-25 | 2013-09-09 | Способ стабилизации фосфитного лиганда против деградации |
Country Status (13)
Country | Link |
---|---|
US (1) | US9328047B2 (ru) |
EP (1) | EP2900373B1 (ru) |
JP (1) | JP6068652B2 (ru) |
KR (1) | KR102111182B1 (ru) |
CN (1) | CN104955568B (ru) |
BR (1) | BR112015006495B1 (ru) |
IN (1) | IN2015DN02639A (ru) |
MX (1) | MX2015003905A (ru) |
MY (1) | MY176756A (ru) |
PL (1) | PL2900373T3 (ru) |
RU (1) | RU2639156C2 (ru) |
WO (1) | WO2014051975A1 (ru) |
ZA (1) | ZA201502223B (ru) |
Families Citing this family (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP6694396B2 (ja) * | 2014-05-14 | 2020-05-13 | ダウ テクノロジー インベストメンツ リミティド ライアビリティー カンパニー | 安定化された有機リン化合物 |
TWI709568B (zh) * | 2015-09-30 | 2020-11-11 | 美商陶氏科技投資公司 | 用於製造有機磷化合物的方法 |
CN105498855A (zh) * | 2015-12-08 | 2016-04-20 | 中国海洋石油总公司 | 提高醚后c4羰基合成反应铑-双膦催化剂稳定性的方法 |
ES2901236T3 (es) | 2016-02-11 | 2022-03-21 | Dow Technology Investments Llc | Procesos para convertir olefinas en alcoholes, éteres o combinaciones de los mismos |
CN109535197B (zh) * | 2018-12-19 | 2020-04-21 | 山东新和成维生素有限公司 | 一种稳定亚磷酸盐配体的方法及其应用 |
EP3994119A4 (en) * | 2019-07-05 | 2023-07-26 | Perstorp AB | METHOD OF REDUCING HEAVYEND FORMATION AND CATALYST LOSS IN A HYDROFORMYLATION PROCESS |
SE1930237A1 (en) * | 2019-07-05 | 2020-11-17 | Perstorp Ab | A use of epoxide in order to reduce the formation of heavy ends in a hydroformylation process |
CN114929660A (zh) | 2019-12-19 | 2022-08-19 | 陶氏技术投资有限责任公司 | 用于制备异戊二烯和包含至少六个碳原子的单烯烃的方法 |
Family Cites Families (57)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3415906A (en) | 1964-05-29 | 1968-12-10 | Hooker Chemical Corp | Phosphite phospholane and phosphorinane compounds |
US3527809A (en) | 1967-08-03 | 1970-09-08 | Union Carbide Corp | Hydroformylation process |
US4148830A (en) | 1975-03-07 | 1979-04-10 | Union Carbide Corporation | Hydroformylation of olefins |
DE2646792C2 (de) | 1975-10-23 | 1985-05-09 | Mitsubishi Petrochemical Co., Ltd., Tokio/Tokyo | Verfahren zur Herstellung einer α-(arylsubstituierten)-Propionsäure und/oder eines Esters derselben |
US4247486A (en) | 1977-03-11 | 1981-01-27 | Union Carbide Corporation | Cyclic hydroformylation process |
JPS5376262A (en) | 1976-12-20 | 1978-07-06 | Tokico Ltd | Shoe clearance automatic regulator |
US4518809A (en) | 1981-06-11 | 1985-05-21 | Monsanto Company | Preparation of pentyl nonanols |
US4528403A (en) | 1982-10-21 | 1985-07-09 | Mitsubishi Chemical Industries Ltd. | Hydroformylation process for preparation of aldehydes and alcohols |
GB8334359D0 (en) | 1983-12-23 | 1984-02-01 | Davy Mckee Ltd | Process |
US4599206A (en) | 1984-02-17 | 1986-07-08 | Union Carbide Corporation | Transition metal complex catalyzed reactions |
US5110990A (en) | 1984-03-30 | 1992-05-05 | Union Carbide Chemicals & Plastics Technology Corporation | Process for recovery of phosphorus ligand from vaporized aldehyde |
US4567302A (en) | 1984-07-20 | 1986-01-28 | Angus Chemical | Polymeric quaternary ammonium salts possessing antimicrobial activity and methods for preparation and use thereof |
US4737588A (en) | 1984-12-28 | 1988-04-12 | Union Carbide Corporation | Transition metal complex catalyzed reactions |
US4593127A (en) | 1985-01-11 | 1986-06-03 | Union Carbide Corporation | Hydroformylation process |
US4885401A (en) | 1985-09-05 | 1989-12-05 | Union Carbide Corporation | Bis-phosphite compounds |
US4748261A (en) | 1985-09-05 | 1988-05-31 | Union Carbide Corporation | Bis-phosphite compounds |
US4668651A (en) | 1985-09-05 | 1987-05-26 | Union Carbide Corporation | Transition metal complex catalyzed processes |
US4774361A (en) | 1986-05-20 | 1988-09-27 | Union Carbide Corporation | Transition metal complex catalyzed reactions |
US4835299A (en) | 1987-03-31 | 1989-05-30 | Union Carbide Corporation | Process for purifying tertiary organophosphites |
EP0314759A4 (en) | 1987-05-14 | 1990-01-29 | Univ Colorado State Res Found | ASYMMETRIC HYDROFORMYLATIONS OF PROCHIRAL OLEFINS IN CHIRAL ALDEHYDES IN LARGE ENANTIOMER EXCESS QUANTITIES. |
US5113022A (en) | 1988-08-05 | 1992-05-12 | Union Carbide Chemicals & Plastics Technology Corporation | Ionic phosphites used in homogeneous transition metal catalyzed processes |
US5277532A (en) | 1989-07-31 | 1994-01-11 | Cefin S.P.A. | Mechanical acceleration device in can welding machines |
DE4026406A1 (de) | 1990-08-21 | 1992-02-27 | Basf Ag | Rhodiumhydroformylierungskatalysatoren mit bis-phosphit-liganden |
US5179055A (en) | 1990-09-24 | 1993-01-12 | New York University | Cationic rhodium bis(dioxaphosphorus heterocycle) complexes and their use in the branched product regioselective hydroformylation of olefins |
US5102505A (en) | 1990-11-09 | 1992-04-07 | Union Carbide Chemicals & Plastics Technology Corporation | Mixed aldehyde product separation by distillation |
TW213465B (ru) | 1991-06-11 | 1993-09-21 | Mitsubishi Chemicals Co Ltd | |
US5360938A (en) | 1991-08-21 | 1994-11-01 | Union Carbide Chemicals & Plastics Technology Corporation | Asymmetric syntheses |
DE4204808A1 (de) | 1992-02-18 | 1993-08-19 | Basf Ag | Verfahren zur herstellung von (omega)-formylalkancarbonsaeureestern |
US5312996A (en) | 1992-06-29 | 1994-05-17 | Union Carbide Chemicals & Plastics Technology Corporation | Hydroformylation process for producing 1,6-hexanedials |
US5288918A (en) * | 1992-09-29 | 1994-02-22 | Union Carbide Chemicals & Plastics Technology Corporation | Hydroformylation process |
US5364950A (en) * | 1992-09-29 | 1994-11-15 | Union Carbide Chimicals & Plastics Technology Corporation | Process for stabilizing phosphite ligands in hydroformylation reaction mixtures |
BE1008017A3 (nl) | 1994-01-06 | 1995-12-12 | Dsm Nv | Werkwijze voor de bereiding van 5-formylvaleriaanzure ester. |
US5430194A (en) | 1994-06-24 | 1995-07-04 | Union Carbide Chemicals & Plastics Technology Corporation | Process for improving enantiomeric purity of aldehydes |
US5756855A (en) | 1994-08-19 | 1998-05-26 | Union Carbide Chemicals & Plastics Technology Corporation | Stabilization of phosphite ligands in hydroformylation process |
KR970703805A (ko) | 1995-05-01 | 1997-08-09 | 유니온 카바이드 케미칼즈 앤드 플라스틱스 테크놀러지 코포레이션 | 막 분리방법(Membrane Separation) |
US5741943A (en) * | 1995-12-06 | 1998-04-21 | Union Carbide Chemicals & Plastics Technology Corporation | Hydroformylation processes employing indicator ligands |
EP0874796B1 (en) * | 1995-12-06 | 2001-02-21 | Union Carbide Chemicals & Plastics Technology Corporation | Improved metal-ligand complex catalyzed processes |
US5731472A (en) * | 1995-12-06 | 1998-03-24 | Union Carbide Chemicals & Plastics Technology Corporation | Metal-ligand complex catalyzed processes |
US5767321A (en) | 1995-12-06 | 1998-06-16 | Union Carbide Chemicals & Plastics Technology Corporation | Metal-ligand complex catalyzed processes |
US5741942A (en) | 1996-11-26 | 1998-04-21 | Union Carbide Chemicals & Plastics Technology Corporation | Metal-ligand complex catalyzed processes |
US5710344A (en) | 1996-11-08 | 1998-01-20 | E. I. Du Pont De Nemours And Company | Process to prepare a linear aldehyde |
US5874640A (en) * | 1996-11-26 | 1999-02-23 | Union Carbide Chemicals & Plastics Technology Corporation | Metal-ligand complex catalyzed processes |
US6265620B1 (en) | 1997-03-27 | 2001-07-24 | Mitsubishi Chemical Corporation | Process for producing aldehydes |
DE19810794A1 (de) | 1998-03-12 | 1999-09-16 | Basf Ag | Katalysator, umfassend einen Komplex eines Metalls der VIII. Nebengruppe auf Basis eines Phosphonitliganden und Verfahren zur Hydroformylierung |
US6693219B2 (en) * | 2001-06-02 | 2004-02-17 | Eastman Chemical Company | Epoxide stabilization of fluorophosphite-metal catalyst system in a hydroformylation process |
DE10140083A1 (de) | 2001-08-16 | 2003-02-27 | Oxeno Olefinchemie Gmbh | Neue Phosphitverbindungen und deren Metallkomplexe |
CN1639177B (zh) | 2002-03-11 | 2010-05-05 | 陶氏技术投资有限责任公司 | 用于羰基化过程的双亚磷酸酯 |
DE10242636A1 (de) | 2002-09-13 | 2004-03-18 | Basf Ag | Verfahren zur Herstellung von Dialdehyden und/oder ethylenisch ungesättigten Monoaldehyden durch Hydroformylierung ethylenisch ungesättigter Verbindungen |
KR20060096433A (ko) | 2003-10-21 | 2006-09-11 | 바스프 악티엔게젤샤프트 | 알데히드의 연속식 제조 방법 |
DE102006058682A1 (de) | 2006-12-13 | 2008-06-19 | Evonik Oxeno Gmbh | Bisphosphitliganden für die übergangsmetallkatalysierte Hydroformylierung |
US7586010B2 (en) | 2006-12-21 | 2009-09-08 | Eastman Chemical Company | Phosphonite-containing catalysts for hydroformylation processes |
RU2320412C1 (ru) * | 2006-12-27 | 2008-03-27 | ООО "Объединенный центр исследования и разработок" | Катализатор для гидроформилирования олефинов c6+, способ его получения и способ получения альдегидов c7+ |
US7872156B2 (en) | 2007-12-26 | 2011-01-18 | Eastman Chemical Company | Fluorophosphite containing catalysts for hydroformylation processes |
US7674937B2 (en) | 2008-05-28 | 2010-03-09 | Eastman Chemical Company | Hydroformylation catalysts |
RU2727149C2 (ru) | 2010-11-12 | 2020-07-21 | Дау Текнолоджи Инвестментс Ллс | Снижение загрязнения в процессах гидроформилирования посредством добавления воды |
US8513468B2 (en) * | 2010-12-30 | 2013-08-20 | Eastman Chemical Company | Process for removing degradation acids from hydroformylation reactions |
SA112330271B1 (ar) | 2011-04-18 | 2015-02-09 | داو تكنولوجى انفستمنتس ال ال سى | تخفيف التلوث في عمليات هيدروفورملة عن طريق إضافة الماء |
-
2013
- 2013-09-09 EP EP13762708.9A patent/EP2900373B1/en active Active
- 2013-09-09 CN CN201380058158.8A patent/CN104955568B/zh active Active
- 2013-09-09 KR KR1020157007384A patent/KR102111182B1/ko active IP Right Grant
- 2013-09-09 US US14/429,672 patent/US9328047B2/en active Active
- 2013-09-09 PL PL13762708T patent/PL2900373T3/pl unknown
- 2013-09-09 IN IN2639DEN2015 patent/IN2015DN02639A/en unknown
- 2013-09-09 BR BR112015006495-7A patent/BR112015006495B1/pt not_active IP Right Cessation
- 2013-09-09 WO PCT/US2013/058714 patent/WO2014051975A1/en active Application Filing
- 2013-09-09 JP JP2015533094A patent/JP6068652B2/ja active Active
- 2013-09-09 MY MYPI2015700945A patent/MY176756A/en unknown
- 2013-09-09 RU RU2015115493A patent/RU2639156C2/ru active
- 2013-09-09 MX MX2015003905A patent/MX2015003905A/es active IP Right Grant
-
2015
- 2015-03-31 ZA ZA2015/02223A patent/ZA201502223B/en unknown
Also Published As
Publication number | Publication date |
---|---|
ZA201502223B (en) | 2017-01-25 |
CN104955568B (zh) | 2017-05-03 |
MY176756A (en) | 2020-08-21 |
MX2015003905A (es) | 2015-07-17 |
US20150232403A1 (en) | 2015-08-20 |
PL2900373T3 (pl) | 2019-09-30 |
EP2900373A1 (en) | 2015-08-05 |
KR20150060714A (ko) | 2015-06-03 |
CN104955568A (zh) | 2015-09-30 |
JP6068652B2 (ja) | 2017-01-25 |
BR112015006495B1 (pt) | 2020-12-15 |
JP2015530407A (ja) | 2015-10-15 |
IN2015DN02639A (ru) | 2015-09-18 |
WO2014051975A1 (en) | 2014-04-03 |
EP2900373B1 (en) | 2019-04-17 |
KR102111182B1 (ko) | 2020-05-14 |
US9328047B2 (en) | 2016-05-03 |
RU2639156C2 (ru) | 2017-12-20 |
BR112015006495A2 (pt) | 2017-07-04 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
RU2015115493A (ru) | Способ стабилизации фосфитного лиганда против деградации | |
MX2013005299A (es) | Moderación de suciedad en procesos de hidroformilación mediante adición de agua. | |
RU2014153106A (ru) | Способ гидроформилирования | |
MX365892B (es) | Procedimiento para la preparacion de un material zeolitico. | |
MX2016011527A (es) | Metodo para recuperacion de vanadio y tungsteno a partir de una solucion de lixiviacion del catalizador de desnitrificacion de desecho. | |
AR082147A1 (es) | Metodo para la extraccion economica de litio de una solucion que contiene litio | |
FI20115217L (fi) | Menetelmä polttoainekomponenttien tuottamiseksi | |
EA201992696A3 (ru) | Составы собирателей и способы их применения | |
MY164856A (en) | Liquid cation exchanger | |
BR112012016473A2 (pt) | ligando bidentado, processo para a carbonilação de compostos etilenicamente insaturados, complexo, e, sistema catalisador | |
AR082684A1 (es) | Un metodo para extraer litio de alta pureza desde una solucion portadora de litio por electrolisis | |
RU2014139221A (ru) | Способ обработки аминами для селективного отделения кислых газов | |
RU2016105805A (ru) | Способ получения пропиленоксида | |
IN2014DN07599A (ru) | ||
JP2014512266A5 (ru) | ||
MY181657A (en) | Catalyst for hydrogenolysis of polyhydric alcohol and method for producing 1,3-propanediol using catalyst for hydrogenolysis of polyhydric alcohol | |
FR2983087B1 (fr) | Procede d'elimination de composes acides d'un effluent gazeux avec une solution absorbante a base de bis(amino-3-propyl) ethers ou de (amino-2-ethyl)-(amino-3-propyl) ethers | |
MX363186B (es) | Ácidos grasos de cadena ramificada como intercambiadores de cationes líquidos. | |
MX357519B (es) | Un proceso para la produccion de un catalizador de metal alcalino en soporte de silice. | |
WO2011132888A3 (ko) | 시클로프로펜 화합물 및 이를 농작물에 부가하는 방법 | |
WO2013007371A3 (en) | Kinetic resolution of chiral amines | |
MY157220A (en) | Cyclohexanol, method for producing cyclohexanol, and method for producing adipic acid | |
MX2014012935A (es) | Proceso para la eliminacion de compuestos de azufre de los gasoleos de vacio. | |
EA201400699A1 (ru) | Методы подавления изомеризации продуктов обмена олефинов, методы рафинации натуральных масел и методы производства топливных композиций | |
EA201391380A1 (ru) | Способ улавливания металлов |