ES2235867T3 - Procedimiento para la dihidroxilacion de olefinas por medio de catalizadores de metales de transicion. - Google Patents
Procedimiento para la dihidroxilacion de olefinas por medio de catalizadores de metales de transicion.Info
- Publication number
- ES2235867T3 ES2235867T3 ES00926978T ES00926978T ES2235867T3 ES 2235867 T3 ES2235867 T3 ES 2235867T3 ES 00926978 T ES00926978 T ES 00926978T ES 00926978 T ES00926978 T ES 00926978T ES 2235867 T3 ES2235867 T3 ES 2235867T3
- Authority
- ES
- Spain
- Prior art keywords
- olefins
- metal catalysts
- dihydroxilation
- procedure
- transitional metal
- 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 - Lifetime
Links
- 150000001336 alkenes Chemical class 0.000 title abstract 3
- 239000003054 catalyst Substances 0.000 title abstract 2
- 238000000034 method Methods 0.000 title abstract 2
- 239000002184 metal Substances 0.000 title 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 2
- 150000000180 1,2-diols Chemical class 0.000 abstract 1
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 abstract 1
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 abstract 1
- 230000001588 bifunctional effect Effects 0.000 abstract 1
- 238000005906 dihydroxylation reaction Methods 0.000 abstract 1
- 229910001882 dioxygen Inorganic materials 0.000 abstract 1
- 150000002697 manganese compounds Chemical class 0.000 abstract 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 abstract 1
- 229910052762 osmium Inorganic materials 0.000 abstract 1
- SYQBFIAQOQZEGI-UHFFFAOYSA-N osmium atom Chemical compound [Os] SYQBFIAQOQZEGI-UHFFFAOYSA-N 0.000 abstract 1
- 229910052707 ruthenium Inorganic materials 0.000 abstract 1
- 239000011877 solvent mixture Substances 0.000 abstract 1
- 229910052723 transition metal Inorganic materials 0.000 abstract 1
- 150000003624 transition metals Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/48—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by oxidation reactions with formation of hydroxy groups
- C07C29/50—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by oxidation reactions with formation of hydroxy groups with molecular oxygen only
-
- 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
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/50—Organo-phosphines
- C07F9/5004—Acyclic saturated phosphines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/14—The ring being saturated
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Catalysts (AREA)
Abstract
Procedimiento para la dihidroxilación de olefinas mediante catalizadores de metales de transición para la obtención de 1, 2-diolefinas monofuncionales, bifuncionales y/o polifuncionales de la fórmula I, R1R2C(OH)-C(OH)R3R4 (I) en la que R1 hasta R4 significan, independientemente entre sí, hidrógeno, alquilo, CN, COOH, COO-alquilo, COO- arilo, CO-alquilo, CO-arilo, O-alquilo, O-arilo, O- CO-arilo, O-CO-alquilo, OCOO-alquilo, N-alquilo2, NH- alquilo, N-arilo2, NH-arilo, NO, NO2, NOH, arilo, flúor, cloro, bromo, yodo, NO2, Sialquilo3, CHO, SO3H, SO3-alquilo, SO2-alquilo, SO-alquilo, CF3, NHCO-alquilo, CONH2, CONH-alquilo, NHCOH, NHCOO- alquilo, CHCHCO2-alquilo, CHCHCO2H, PO-(arilo)2, PO- (alquilo)2, PO3H2, PO(O-alquilo)2 y donde alquilo significa un grupo hidrocarbonado alifático con 1 hasta 18 átomos de carbono, que es lineal, ramificado y/o incluso cíclico, y arilo significa un anillo aromático con 4 hasta 14 átomos de carbono, que contiene cinco, seis o siete miembros en el anillo, pudiendo estar anillado este anillo y pudiendo contener desde 0 hasta 3 heteroátomos tales como N, O, S y donde los grupos alquilo e incluso los grupos arilo pueden portar en caso dado hasta otros seis substituyentes, que significan, independientemente entre sí, hidrógeno, alquilo, O- alquilo, OCO-alquilo, O-arilo, arilo, flúor, cloro, bromo, yodo, OH, NO2, NO, Sialquilo3, CN, COOH, CHO, SO3H, NH2, NH-alquilo, N-alquilo2, PO-alquilo2, SO2- alquilo, SO-alquilo, CF3, NHCO-alquilo, COO-alquilo, CONH2, CO-alquilo, NHCOH, NHCOO-alquilo, CO-arilo, COO-arilo, PO-arilo2, PO3H2, PO(O-alquilo)2, SO3- alquilo, teniendo alquilo y arilo el significado anteriormente indicado, caracterizado porque se hacen reaccionar olefinas de la fórmula general II R1R2C=CR3R4 (II) en la que R1 hasta R4 tienen los significados anteriormente indicados, con oxígeno molecular en presencia de un compuesto de osmio, de rutenio o de manganeso en agua o en una mezcla de disolventes que contenga agua, a un valor el pH de 7, 5 hasta13, activándose el catalizador mediante la adición de una amina.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19920038A DE19920038A1 (de) | 1999-04-25 | 1999-04-25 | Verfahren zur Dihydroxylierung von Olefinen mittels Übergangsmetall-Katalysatoren |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2235867T3 true ES2235867T3 (es) | 2005-07-16 |
Family
ID=7906632
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES00926978T Expired - Lifetime ES2235867T3 (es) | 1999-04-25 | 2000-04-18 | Procedimiento para la dihidroxilacion de olefinas por medio de catalizadores de metales de transicion. |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US6825377B1 (es) |
| EP (1) | EP1175382B1 (es) |
| JP (1) | JP2002543051A (es) |
| AT (1) | ATE288886T1 (es) |
| AU (1) | AU4552000A (es) |
| CA (1) | CA2371183A1 (es) |
| DE (2) | DE19920038A1 (es) |
| ES (1) | ES2235867T3 (es) |
| WO (1) | WO2000064848A1 (es) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE10353746A1 (de) * | 2003-11-17 | 2005-06-09 | Basf Ag | Verfahren zum Entfernen von Hornsubstanzen aus Häuten toter Tiere |
| US7393985B2 (en) * | 2004-04-20 | 2008-07-01 | The University Of Hong Kong | Supported ruthenium nanoparticle catalyst for cis -dihydroxylation and oxidative cleavage of alkenes |
| US10717693B2 (en) | 2015-11-24 | 2020-07-21 | Daikin Industries, Ltd. | Method for producing diol |
| KR20210063321A (ko) | 2018-09-17 | 2021-06-01 | 셰브론 필립스 케미컬 컴퍼니 엘피 | 크롬 촉매의 광 처리, 관련 촉매 제조 시스템 및 중합 공정 |
| CN114401936A (zh) | 2019-09-16 | 2022-04-26 | 切弗朗菲利浦化学公司 | 铬催化从烃生产醇 |
| WO2021055184A1 (en) | 2019-09-16 | 2021-03-25 | Chevron Phillips Chemical Company Lp | Chromium-based catalysts and processes for converting alkanes into higher and lower aliphatic hydrocarbons |
| WO2021091957A1 (en) * | 2019-11-04 | 2021-05-14 | International Flavors & Fragrances Inc. | Dihydroxylation of olefins using osmate (vi) salts |
| WO2022056146A1 (en) | 2020-09-14 | 2022-03-17 | Chevron Phillips Chemical Company Lp | Transition metal-catalyzed production of alcohol and carbonyl compounds from hydrocarbons |
| WO2022260947A1 (en) | 2021-06-08 | 2022-12-15 | Chevron Phillips Chemical Company Lp | Chromium-catalyzed production of alcohols from hydrocarbons in the presence of oxygen |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2769824A (en) | 1954-04-26 | 1956-11-06 | Upjohn Co | Hydroxylation of delta-pregnenes |
| US3317592A (en) * | 1962-02-09 | 1967-05-02 | Celanese Corp | Catalyzed oxidation reactions |
| US4390739A (en) | 1981-10-09 | 1983-06-28 | Exxon Research & Engineering Co. | Hydroxylation of olefins |
| US4496779A (en) | 1984-04-26 | 1985-01-29 | Exxon Research & Engineering Co. | Process for the hydroxylation of olefins using molecular oxygen, an osmium containing catalyst, a copper co-catalyst, and a cycloaliphatic amine based promoter |
| US5302257A (en) | 1992-02-21 | 1994-04-12 | Sepracor, Inc. | Electrocatalytic asymmetric dihydroxylation of olefinic compounds |
-
1999
- 1999-04-25 DE DE19920038A patent/DE19920038A1/de not_active Withdrawn
-
2000
- 2000-04-18 WO PCT/EP2000/003493 patent/WO2000064848A1/de active IP Right Grant
- 2000-04-18 EP EP00926978A patent/EP1175382B1/de not_active Expired - Lifetime
- 2000-04-18 ES ES00926978T patent/ES2235867T3/es not_active Expired - Lifetime
- 2000-04-18 AU AU45520/00A patent/AU4552000A/en not_active Abandoned
- 2000-04-18 US US10/019,996 patent/US6825377B1/en not_active Expired - Fee Related
- 2000-04-18 CA CA002371183A patent/CA2371183A1/en not_active Abandoned
- 2000-04-18 DE DE50009482T patent/DE50009482D1/de not_active Expired - Fee Related
- 2000-04-18 JP JP2000613801A patent/JP2002543051A/ja not_active Withdrawn
- 2000-04-18 AT AT00926978T patent/ATE288886T1/de not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| US6825377B1 (en) | 2004-11-30 |
| JP2002543051A (ja) | 2002-12-17 |
| DE19920038A1 (de) | 2000-10-26 |
| ATE288886T1 (de) | 2005-02-15 |
| DE50009482D1 (de) | 2005-03-17 |
| EP1175382B1 (de) | 2005-02-09 |
| EP1175382A1 (de) | 2002-01-30 |
| WO2000064848A1 (de) | 2000-11-02 |
| CA2371183A1 (en) | 2000-11-02 |
| AU4552000A (en) | 2000-11-10 |
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