ATE312110T1 - Einstufige herstellung von 1,3-propandiol aus ethylenoxid und syngas mit einem katalysator mit einem phospholanoalkanliganden - Google Patents
Einstufige herstellung von 1,3-propandiol aus ethylenoxid und syngas mit einem katalysator mit einem phospholanoalkanligandenInfo
- Publication number
- ATE312110T1 ATE312110T1 AT02748738T AT02748738T ATE312110T1 AT E312110 T1 ATE312110 T1 AT E312110T1 AT 02748738 T AT02748738 T AT 02748738T AT 02748738 T AT02748738 T AT 02748738T AT E312110 T1 ATE312110 T1 AT E312110T1
- Authority
- AT
- Austria
- Prior art keywords
- ruthenium
- phospholanoalkane
- ligande
- syngas
- propanediol
- Prior art date
Links
- 239000003054 catalyst Substances 0.000 title abstract 2
- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 title 1
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 title 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 title 1
- 229920000166 polytrimethylene carbonate Polymers 0.000 title 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 2
- 230000015572 biosynthetic process Effects 0.000 abstract 2
- 238000003786 synthesis reaction Methods 0.000 abstract 2
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 abstract 1
- 150000001335 aliphatic alkanes Chemical class 0.000 abstract 1
- NQZFAUXPNWSLBI-UHFFFAOYSA-N carbon monoxide;ruthenium Chemical group [Ru].[Ru].[Ru].[O+]#[C-].[O+]#[C-].[O+]#[C-].[O+]#[C-].[O+]#[C-].[O+]#[C-].[O+]#[C-].[O+]#[C-].[O+]#[C-].[O+]#[C-].[O+]#[C-].[O+]#[C-] NQZFAUXPNWSLBI-UHFFFAOYSA-N 0.000 abstract 1
- 239000012018 catalyst precursor Substances 0.000 abstract 1
- 229910017052 cobalt Inorganic materials 0.000 abstract 1
- 239000010941 cobalt Substances 0.000 abstract 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 abstract 1
- 150000001869 cobalt compounds Chemical class 0.000 abstract 1
- 239000004210 ether based solvent Substances 0.000 abstract 1
- 238000007037 hydroformylation reaction Methods 0.000 abstract 1
- 238000005984 hydrogenation reaction Methods 0.000 abstract 1
- 239000003446 ligand Substances 0.000 abstract 1
- 150000003303 ruthenium Chemical class 0.000 abstract 1
- 229910052707 ruthenium Inorganic materials 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
Classifications
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- 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
- B01J31/24—Phosphines, i.e. phosphorus bonded to only carbon atoms, or to both carbon and hydrogen atoms, including e.g. sp2-hybridised phosphorus compounds such as phosphabenzene, phosphole or anionic phospholide ligands
-
- 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
- B01J31/24—Phosphines, i.e. phosphorus bonded to only carbon atoms, or to both carbon and hydrogen atoms, including e.g. sp2-hybridised phosphorus compounds such as phosphabenzene, phosphole or anionic phospholide ligands
- B01J31/2404—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring
- B01J31/2419—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring comprising P as ring member
- B01J31/2428—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring comprising P as ring member with more than one complexing phosphine-P atom
- B01J31/2433—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring comprising P as ring member with more than one complexing phosphine-P atom comprising aliphatic or saturated rings
-
- 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
- B01J31/20—Carbonyls
-
- 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
- C07F15/00—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
-
- 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
- C07F15/00—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
- C07F15/06—Cobalt compounds
-
- 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
- B01J2231/40—Substitution reactions at carbon centres, e.g. C-C or C-X, i.e. carbon-hetero atom, cross-coupling, C-H activation or ring-opening reactions
- B01J2231/48—Ring-opening reactions
-
- 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
- B01J2531/02—Compositional aspects of complexes used, e.g. polynuclearity
- B01J2531/0202—Polynuclearity
- B01J2531/0211—Metal clusters, i.e. complexes comprising 3 to about 1000 metal atoms with metal-metal bonds to provide one or more all-metal (M)n rings, e.g. Rh4(CO)12
-
- 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
- B01J2531/02—Compositional aspects of complexes used, e.g. polynuclearity
- B01J2531/0238—Complexes comprising multidentate ligands, i.e. more than 2 ionic or coordinative bonds from the central metal to the ligand, the latter having at least two donor atoms, e.g. N, O, S, P
- B01J2531/0258—Flexible ligands, e.g. mainly sp3-carbon framework as exemplified by the "tedicyp" ligand, i.e. cis-cis-cis-1,2,3,4-tetrakis(diphenylphosphinomethyl)cyclopentane
-
- 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
- B01J2531/821—Ruthenium
-
- 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
- B01J2531/84—Metals of the iron group
- B01J2531/845—Cobalt
-
- 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
- B01J31/22—Organic complexes
- B01J31/2204—Organic complexes the ligands containing oxygen or sulfur as complexing atoms
- B01J31/2208—Oxygen, e.g. acetylacetonates
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Breeding Of Plants And Reproduction By Means Of Culturing (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US29576901P | 2001-06-04 | 2001-06-04 | |
| PCT/EP2002/006184 WO2002098887A1 (en) | 2001-06-04 | 2002-06-04 | One-step production of 1,3-propanediol from ethylene oxide and syngas with a catalyst with a phospholanoalkane ligand |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ATE312110T1 true ATE312110T1 (de) | 2005-12-15 |
Family
ID=23139159
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT02748738T ATE312110T1 (de) | 2001-06-04 | 2002-06-04 | Einstufige herstellung von 1,3-propandiol aus ethylenoxid und syngas mit einem katalysator mit einem phospholanoalkanliganden |
Country Status (15)
| Country | Link |
|---|---|
| US (2) | US6576802B2 (de) |
| EP (1) | EP1392709B1 (de) |
| JP (1) | JP4315800B2 (de) |
| KR (1) | KR100878911B1 (de) |
| CN (1) | CN100497357C (de) |
| AT (1) | ATE312110T1 (de) |
| BR (1) | BR0210140A (de) |
| CA (1) | CA2449418A1 (de) |
| DE (1) | DE60207853T2 (de) |
| MX (1) | MXPA03011134A (de) |
| MY (1) | MY126190A (de) |
| RU (1) | RU2302897C2 (de) |
| SA (1) | SA02230137B1 (de) |
| TW (1) | TW593239B (de) |
| WO (1) | WO2002098887A1 (de) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6750373B2 (en) * | 2001-05-18 | 2004-06-15 | Shell Oil Company | One-step production of 1, 3-propanediol from ethylene oxide and syngas with a cobalt-iron catalyst |
| AU2006283726C1 (en) | 2005-08-24 | 2015-05-07 | Immunogen, Inc. | Process for preparing maytansinoid antibody conjugates |
| US8304584B2 (en) * | 2007-06-27 | 2012-11-06 | H R D Corporation | Method of making alkylene glycols |
| US7491856B2 (en) | 2007-06-27 | 2009-02-17 | H R D Corporation | Method of making alkylene glycols |
| MX349210B (es) | 2009-06-03 | 2017-07-18 | Immunogen Inc | Métodos de conjugación. |
| KR20220009505A (ko) | 2011-03-29 | 2022-01-24 | 이뮤노젠 아이엔씨 | 일-단계 방법에 의한 메이탄시노이드 항체 접합체의 제조 |
| US10035817B2 (en) | 2012-10-04 | 2018-07-31 | Immunogen, Inc. | Method of purifying cell-binding agent-cytotoxic agent conjugates with a PVDF membrane |
Family Cites Families (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3463819A (en) | 1965-10-21 | 1969-08-26 | Shell Oil Co | Glycol production |
| US3456017A (en) | 1965-10-21 | 1969-07-15 | Shell Oil Co | Glycol production |
| US3687981A (en) | 1968-01-17 | 1972-08-29 | Du Pont | Process for making a dioxane |
| JPH05505056A (ja) | 1990-03-14 | 1993-07-29 | シーメンス アクチエンゲゼルシヤフト | 通信ネットワークにおける分配器のための接触機構部品 |
| DE69410442T2 (de) * | 1993-02-05 | 1998-10-15 | Shell Int Bv | Verfahren zur herstellung von 1,3-diolen und 3-hydroxyaldehyden |
| US5256827A (en) | 1993-02-05 | 1993-10-26 | Shell Oil Company | Process for making 3-hydroxypropanal and 1,3-propanediol |
| US5304686A (en) | 1993-07-13 | 1994-04-19 | Shell Oil Company | Process for making 3-hydroxypropanal and 1,3-propanediol |
| US5304691A (en) | 1993-07-13 | 1994-04-19 | Shell Oil Company | Process for making 1,3-propanediol and 3-hydroxypropanal |
| US5344993A (en) | 1993-10-01 | 1994-09-06 | Shell Oil Company | Process or making 3-hydroxyaldehydes |
| US5459299A (en) | 1994-09-02 | 1995-10-17 | Cheng; Yu-Feng | Car cigarette lighter with U-shaped engaging means |
| US5545765A (en) | 1994-09-30 | 1996-08-13 | Shell Oil Company | Cobalt-catalyzed process for preparing 1,3-propanediol using a lipophilic quaternary arsonium salt promoter |
| US5463145A (en) | 1994-09-30 | 1995-10-31 | Shell Oil Company | Process for preparing 1,3-propanediol |
| US5463144A (en) | 1994-09-30 | 1995-10-31 | Shell Oil Company | Process for preparing 1,3-propanediol |
| US5563302A (en) | 1994-09-30 | 1996-10-08 | Shell Oil Company | Cobalt-catalyzed process for preparing 1,3-propanediol using a lipophilic phosphine oxide promoter |
| US5689016A (en) | 1994-09-30 | 1997-11-18 | Shell Oil Company | Cobalt-catalyzed process for preparing alkanediols using a rhodium promoter |
| US5545766A (en) | 1994-09-30 | 1996-08-13 | Shell Oil Company | Cobalt-catalyzed process for preparing 1,3-propanediol using a lipophilic bidentate phosphine promotor |
| US5463146A (en) | 1994-09-30 | 1995-10-31 | Shell Oil Company | Process for preparing 1,3-propanediol |
| US5545767A (en) | 1994-09-30 | 1996-08-13 | Shell Oil Company | Process for preparing 1,3-propanediol |
| DE60023914T2 (de) * | 1999-08-23 | 2006-08-10 | The Penn State Research Foundation | Chirale liganden, ihre übergangsmetallkomplexe und die anwendung dieser in asymmetrischen reaktionen |
| US6469222B2 (en) | 2000-03-27 | 2002-10-22 | Shell Oil Company | One step process for preparing A 1,3-diol |
-
2002
- 2002-05-30 TW TW091111528A patent/TW593239B/zh not_active IP Right Cessation
- 2002-05-30 US US10/158,452 patent/US6576802B2/en not_active Expired - Fee Related
- 2002-05-31 MY MYPI20022006A patent/MY126190A/en unknown
- 2002-06-04 CA CA002449418A patent/CA2449418A1/en not_active Abandoned
- 2002-06-04 MX MXPA03011134A patent/MXPA03011134A/es active IP Right Grant
- 2002-06-04 CN CNB028112725A patent/CN100497357C/zh not_active Expired - Fee Related
- 2002-06-04 AT AT02748738T patent/ATE312110T1/de not_active IP Right Cessation
- 2002-06-04 BR BR0210140-8A patent/BR0210140A/pt not_active IP Right Cessation
- 2002-06-04 SA SA02230137A patent/SA02230137B1/ar unknown
- 2002-06-04 RU RU2003137822/04A patent/RU2302897C2/ru not_active IP Right Cessation
- 2002-06-04 DE DE60207853T patent/DE60207853T2/de not_active Expired - Fee Related
- 2002-06-04 KR KR1020037015779A patent/KR100878911B1/ko not_active IP Right Cessation
- 2002-06-04 EP EP02748738A patent/EP1392709B1/de not_active Expired - Lifetime
- 2002-06-04 WO PCT/EP2002/006184 patent/WO2002098887A1/en active IP Right Grant
- 2002-06-04 JP JP2003502007A patent/JP4315800B2/ja not_active Expired - Fee Related
-
2003
- 2003-02-21 US US10/371,462 patent/US6753289B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| KR20040077450A (ko) | 2004-09-04 |
| EP1392709B1 (de) | 2005-12-07 |
| RU2003137822A (ru) | 2005-04-20 |
| RU2302897C2 (ru) | 2007-07-20 |
| CA2449418A1 (en) | 2002-12-12 |
| EP1392709A1 (de) | 2004-03-03 |
| SA02230137B1 (ar) | 2007-03-18 |
| US20030055298A1 (en) | 2003-03-20 |
| US20030153796A1 (en) | 2003-08-14 |
| BR0210140A (pt) | 2004-06-08 |
| CN1520420A (zh) | 2004-08-11 |
| KR100878911B1 (ko) | 2009-01-15 |
| MY126190A (en) | 2006-09-29 |
| JP4315800B2 (ja) | 2009-08-19 |
| CN100497357C (zh) | 2009-06-10 |
| WO2002098887A1 (en) | 2002-12-12 |
| JP2004538131A (ja) | 2004-12-24 |
| US6753289B2 (en) | 2004-06-22 |
| DE60207853D1 (de) | 2006-01-12 |
| US6576802B2 (en) | 2003-06-10 |
| TW593239B (en) | 2004-06-21 |
| MXPA03011134A (es) | 2004-03-19 |
| DE60207853T2 (de) | 2006-08-24 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| RER | Ceased as to paragraph 5 lit. 3 law introducing patent treaties |