RU2018105361A - Способ приготовления стабилизированного раствора фосфорорганического соединения - Google Patents
Способ приготовления стабилизированного раствора фосфорорганического соединения Download PDFInfo
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- RU2018105361A RU2018105361A RU2018105361A RU2018105361A RU2018105361A RU 2018105361 A RU2018105361 A RU 2018105361A RU 2018105361 A RU2018105361 A RU 2018105361A RU 2018105361 A RU2018105361 A RU 2018105361A RU 2018105361 A RU2018105361 A RU 2018105361A
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- Prior art keywords
- solution
- ligand
- weight
- alkanolamine
- solvent
- Prior art date
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- 238000000034 method Methods 0.000 title claims 15
- 150000001875 compounds Chemical class 0.000 title claims 2
- 239000003446 ligand Substances 0.000 claims 7
- 238000007037 hydroformylation reaction Methods 0.000 claims 5
- 239000002904 solvent Substances 0.000 claims 4
- 239000002994 raw material Substances 0.000 claims 3
- 238000006243 chemical reaction Methods 0.000 claims 2
- 238000000605 extraction Methods 0.000 claims 2
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 claims 2
- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 claims 2
- 229910052723 transition metal Inorganic materials 0.000 claims 2
- 150000003624 transition metals Chemical class 0.000 claims 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 1
- UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical compound CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 claims 1
- AKNUHUCEWALCOI-UHFFFAOYSA-N N-ethyldiethanolamine Chemical compound OCCN(CC)CCO AKNUHUCEWALCOI-UHFFFAOYSA-N 0.000 claims 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 claims 1
- SLINHMUFWFWBMU-UHFFFAOYSA-N Triisopropanolamine Chemical compound CC(O)CN(CC(C)O)CC(C)O SLINHMUFWFWBMU-UHFFFAOYSA-N 0.000 claims 1
- 150000001336 alkenes Chemical class 0.000 claims 1
- 229910002091 carbon monoxide Inorganic materials 0.000 claims 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims 1
- 239000003054 catalyst Substances 0.000 claims 1
- 229960002887 deanol Drugs 0.000 claims 1
- 239000012972 dimethylethanolamine Substances 0.000 claims 1
- 239000000463 material Substances 0.000 claims 1
- CRVGTESFCCXCTH-UHFFFAOYSA-N methyl diethanolamine Chemical compound OCCN(C)CCO CRVGTESFCCXCTH-UHFFFAOYSA-N 0.000 claims 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims 1
- 239000007787 solid Substances 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B63/00—Purification; Separation; Stabilisation; Use of additives
- C07B63/04—Use of additives
-
- 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
- C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
- C07C215/02—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C215/04—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated
- C07C215/06—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated and acyclic
- C07C215/10—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated and acyclic with one amino group and at least two hydroxy groups bound to the carbon skeleton
-
- 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
- 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
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/08—Esters of oxyacids of phosphorus
- C07F9/141—Esters of phosphorous acids
- C07F9/145—Esters of phosphorous acids with hydroxyaryl compounds
-
- 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
-
- 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
- C07F9/65748—Esters of oxyacids of phosphorus the cyclic phosphorus atom belonging to more than one ring system
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Materials Engineering (AREA)
- Engineering & Computer Science (AREA)
- Inorganic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
Claims (10)
1. Способ, включающий: приготовление раствора из сырьевых материалов, включающих растворитель, алканоламин и лигандный сырьевой материал, содержащий гидролизуемый фосфорорганический лиганд, причем общая кислотность сырьевых материалов составляет по меньшей мере 200 частей на миллион по массе фосфористой кислоты в расчете на массу лиганда, концентрация алканоламина в растворе составляет от 0,025 до 1 % масс. в расчете на общую массу раствора, и раствор практически не содержит переходных металлов.
2. Способ по п. 1, отличающийся тем, что лигандный материал представляет собой твердый лиганд и содержит более 200, предпочтительно более 300 частей на миллион по массе фосфористой кислоты.
3. Способ по любому из предшествующих пунктов, отличающийся тем, что растворитель содержит спирт и/или альдегид.
4. Способ по любому из предшествующих пунктов, отличающийся тем, что концентрация алканоламина составляет от 0,2 до 0,7 % масс. в расчете на общую массу раствора.
5. Способ по любому из предшествующих пунктов, отличающийся тем, что алканоламин включает по меньшей мере одно соединение, выбранное из триэтаноламина, триизопропаноламина, метилдиэтаноламина, диметилэтаноламина и этилдиэтаноламина.
6. Способ по любому из предшествующих пунктов, дополнительно включающий подачу раствора лиганда в процесс гидроформилирования.
7. Способ по п. 6, отличающийся тем, что процесс гидроформилирования включает реакционную зону и зону экстракции, и по меньшей мере часть раствора подают из резервуара для смешивания в реакционную зону и/или зону экстракции процесса гидроформилирования.
8. Способ по п. 6, отличающийся тем, что процесс гидроформилирования включает контактирование CO, H2 и по меньшей мере одного олефина в условиях гидроформилирования, достаточных для получения по меньшей мере одного альдегидного продукта в присутствии катализатора, содержащего в качестве компонентов переходный металл и гидролизуемый лиганд.
9. Способ по п. 6, отличающийся тем, что период хранения раствора перед конечным применением составляет более 1 дня.
10. Способ по п. 1, отличающийся тем, что содержание карбоновой кислоты в растворителе составляет от 0,02 до 1 % масс. в расчете на массу растворителя.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201562197853P | 2015-07-28 | 2015-07-28 | |
| US62/197,853 | 2015-07-28 | ||
| PCT/US2016/040948 WO2017019259A1 (en) | 2015-07-28 | 2016-07-05 | Method for the preparation of a stabilized organophosphorous compound solution |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| RU2018105361A true RU2018105361A (ru) | 2019-08-14 |
| RU2018105361A3 RU2018105361A3 (ru) | 2019-12-26 |
| RU2730501C2 RU2730501C2 (ru) | 2020-08-24 |
Family
ID=56464315
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2018105361A RU2730501C2 (ru) | 2015-07-28 | 2016-07-05 | Способ приготовления стабилизированного раствора фосфорорганического соединения |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US10487020B2 (ru) |
| EP (1) | EP3328818B1 (ru) |
| JP (1) | JP6916164B2 (ru) |
| KR (1) | KR102614484B1 (ru) |
| CN (1) | CN107848905B (ru) |
| BR (1) | BR112018000239B1 (ru) |
| CA (1) | CA2993161C (ru) |
| MX (1) | MX2018000404A (ru) |
| MY (1) | MY184773A (ru) |
| PL (1) | PL3328818T3 (ru) |
| RU (1) | RU2730501C2 (ru) |
| TW (1) | TWI702221B (ru) |
| WO (1) | WO2017019259A1 (ru) |
| ZA (1) | ZA201800756B (ru) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2020117417A (ru) * | 2017-11-13 | 2021-11-29 | Дау Текнолоджи Инвестментс Ллк | Способы извлечения родия из процесса гидроформилирования |
| CN114075244B (zh) * | 2020-08-18 | 2024-06-04 | 中国石油化工股份有限公司 | 一种双齿亚磷酸酯及其纯化方法和应用 |
Family Cites Families (33)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4487972A (en) | 1967-10-02 | 1984-12-11 | Mobil Oil Corporation | Production of oxygenated compounds |
| US3703496A (en) * | 1967-10-20 | 1972-11-21 | Hooker Chemical Corp | Hydrolytic stabilizer of phosphite esters and use as epoxy resin stabilizer |
| US3553298A (en) * | 1967-10-20 | 1971-01-05 | Hooker Chemical Corp | Hydrolytic stabilized phosphite esters |
| FR2101275A5 (ru) * | 1970-07-17 | 1972-03-31 | Ugine Kuhlmann | |
| GB8334359D0 (en) | 1983-12-23 | 1984-02-01 | Davy Mckee Ltd | Process |
| US4650894A (en) * | 1984-07-05 | 1987-03-17 | Argus Chemical Corporation | Tris-organophosphite compositions having improved hydrolytic stability |
| US4835299A (en) | 1987-03-31 | 1989-05-30 | Union Carbide Corporation | Process for purifying tertiary organophosphites |
| US5210318A (en) | 1990-05-04 | 1993-05-11 | Union Carbide Chemicals & Plastics Technology Corporation | Catalysts and processes useful in producing 1,3-diols and/or 3-hydroxyldehydes |
| US5183943A (en) | 1991-03-18 | 1993-02-02 | Union Carbide Chemicals & Plastics Technology Corporation | Reactivation of hydroformylation catalysts |
| ATE203044T1 (de) * | 1992-10-05 | 2001-07-15 | Ciba Sc Holding Ag | Verfahren zur stabilisierung dreiwertiger phosphorverbindungen mit aminen |
| ZA937339B (en) * | 1992-10-05 | 1994-03-29 | Ciba Geigy | Process for stabilizing trivalent phosphorus compounds with amines |
| IN188332B (ru) | 1994-06-16 | 2002-09-07 | Council Scient Ind Res | |
| US5767321A (en) | 1995-12-06 | 1998-06-16 | Union Carbide Chemicals & Plastics Technology Corporation | Metal-ligand complex catalyzed processes |
| US5744650A (en) | 1995-12-06 | 1998-04-28 | Union Carbide Chemicals & Plastics Technology Corporation | Metal-Ligand complex catalyzed processes |
| US5731472A (en) * | 1995-12-06 | 1998-03-24 | Union Carbide Chemicals & Plastics Technology Corporation | Metal-ligand complex catalyzed processes |
| AU1147897A (en) * | 1995-12-06 | 1997-06-27 | Union Carbide Chemicals & Plastics Technology Corporation | Improved metal-ligand complex catalyzed processes |
| US5741942A (en) | 1996-11-26 | 1998-04-21 | Union Carbide Chemicals & Plastics Technology Corporation | Metal-ligand complex catalyzed processes |
| JPH10324525A (ja) * | 1997-05-22 | 1998-12-08 | Mitsubishi Chem Corp | ロジウム錯体溶液の調製方法 |
| US5984640A (en) | 1998-01-05 | 1999-11-16 | Sen-Kun Hsu | Suspension assemblies for ceiling fans |
| DE10349343A1 (de) | 2003-10-23 | 2005-06-02 | Basf Ag | Stabilisierung von Hydroformylierungskatalysatoren auf Basis von Phosphoramiditliganden |
| DE102005042464A1 (de) | 2005-09-07 | 2007-03-08 | Oxeno Olefinchemie Gmbh | Carbonylierungsverfahren unter Zusatz von sterisch gehinderten sekundären Aminen |
| US8008383B2 (en) * | 2006-06-20 | 2011-08-30 | Chemtura Corporation | Liquid amylaryl phosphite compositions |
| CN101472986B (zh) * | 2006-06-20 | 2012-04-11 | 科聚亚公司 | 作为稳定剂的液体亚磷酸酯共混物 |
| MY146608A (en) | 2007-03-20 | 2012-09-14 | Dow Technology Investments Llc | Hydroformylation process with improved control over product isomers |
| DE102008002187A1 (de) | 2008-06-03 | 2009-12-10 | Evonik Oxeno Gmbh | Verfahren zur Herstellung von C5-Aldehydgemischen mit hohem n-Pentanalanteil |
| AR080273A1 (es) * | 2009-07-31 | 2012-03-28 | Chemtura Corp | Procesos para formar composiciones de fosfito de arilo alquiladas a partir de corrientes de hidrocarburo compleja |
| US8735628B2 (en) * | 2009-07-31 | 2014-05-27 | Addivant Usa Llc | Processes for forming alkylated aryl phosphite compositions from complex hydrocarbon streams |
| CN102482302A (zh) * | 2010-07-28 | 2012-05-30 | 科聚亚公司 | 水解稳定的亚磷酸酯组合物 |
| SA112330271B1 (ar) | 2011-04-18 | 2015-02-09 | داو تكنولوجى انفستمنتس ال ال سى | تخفيف التلوث في عمليات هيدروفورملة عن طريق إضافة الماء |
| US9108988B2 (en) | 2011-12-30 | 2015-08-18 | Basf Se | Method of purifying organic diphosphite compounds |
| EP2855016A1 (en) * | 2012-06-04 | 2015-04-08 | Dow Technology Investments LLC | Hydroformylation process |
| EP3126319B1 (en) | 2014-03-31 | 2019-07-17 | Dow Technology Investments LLC | Hydroformylation process |
| 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 |
-
2016
- 2016-07-05 US US15/574,322 patent/US10487020B2/en active Active
- 2016-07-05 JP JP2018500892A patent/JP6916164B2/ja active Active
- 2016-07-05 MY MYPI2018000077A patent/MY184773A/en unknown
- 2016-07-05 CA CA2993161A patent/CA2993161C/en active Active
- 2016-07-05 WO PCT/US2016/040948 patent/WO2017019259A1/en active Application Filing
- 2016-07-05 BR BR112018000239-9A patent/BR112018000239B1/pt active IP Right Grant
- 2016-07-05 RU RU2018105361A patent/RU2730501C2/ru active
- 2016-07-05 EP EP16741207.1A patent/EP3328818B1/en active Active
- 2016-07-05 MX MX2018000404A patent/MX2018000404A/es unknown
- 2016-07-05 PL PL16741207T patent/PL3328818T3/pl unknown
- 2016-07-05 KR KR1020187004209A patent/KR102614484B1/ko active IP Right Grant
- 2016-07-05 CN CN201680041422.0A patent/CN107848905B/zh active Active
- 2016-07-12 TW TW105121970A patent/TWI702221B/zh active
-
2018
- 2018-02-05 ZA ZA2018/00756A patent/ZA201800756B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| MY184773A (en) | 2021-04-21 |
| EP3328818B1 (en) | 2020-06-03 |
| CA2993161C (en) | 2023-09-26 |
| JP2018522006A (ja) | 2018-08-09 |
| CA2993161A1 (en) | 2017-02-02 |
| KR102614484B1 (ko) | 2023-12-18 |
| PL3328818T3 (pl) | 2020-10-19 |
| BR112018000239B1 (pt) | 2022-07-19 |
| JP6916164B2 (ja) | 2021-08-11 |
| BR112018000239A2 (pt) | 2018-09-04 |
| WO2017019259A1 (en) | 2017-02-02 |
| RU2018105361A3 (ru) | 2019-12-26 |
| RU2730501C2 (ru) | 2020-08-24 |
| MX2018000404A (es) | 2018-03-14 |
| TW201710273A (zh) | 2017-03-16 |
| KR20180035831A (ko) | 2018-04-06 |
| CN107848905A (zh) | 2018-03-27 |
| TWI702221B (zh) | 2020-08-21 |
| EP3328818A1 (en) | 2018-06-06 |
| CN107848905B (zh) | 2021-05-28 |
| US10487020B2 (en) | 2019-11-26 |
| US20180141881A1 (en) | 2018-05-24 |
| ZA201800756B (en) | 2019-07-31 |
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