DE3232557A1 - Verfahren zur herstellung eines alkohols durch hydroformylierung - Google Patents
Verfahren zur herstellung eines alkohols durch hydroformylierungInfo
- Publication number
- DE3232557A1 DE3232557A1 DE19823232557 DE3232557A DE3232557A1 DE 3232557 A1 DE3232557 A1 DE 3232557A1 DE 19823232557 DE19823232557 DE 19823232557 DE 3232557 A DE3232557 A DE 3232557A DE 3232557 A1 DE3232557 A1 DE 3232557A1
- Authority
- DE
- Germany
- Prior art keywords
- cobalt
- reaction
- catalyst
- reaction stage
- hydrogen
- 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.)
- Granted
Links
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 title claims description 25
- 238000007037 hydroformylation reaction Methods 0.000 title claims description 14
- 238000004519 manufacturing process Methods 0.000 title description 2
- 238000006243 chemical reaction Methods 0.000 claims description 75
- 239000003054 catalyst Substances 0.000 claims description 60
- 229910017052 cobalt Inorganic materials 0.000 claims description 51
- 239000010941 cobalt Substances 0.000 claims description 51
- 150000001336 alkenes Chemical class 0.000 claims description 45
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims description 41
- 238000000034 method Methods 0.000 claims description 37
- 239000000047 product Substances 0.000 claims description 36
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 28
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 claims description 25
- 239000000203 mixture Substances 0.000 claims description 22
- 150000005673 monoalkenes Chemical class 0.000 claims description 22
- 229910052739 hydrogen Inorganic materials 0.000 claims description 21
- 239000001257 hydrogen Substances 0.000 claims description 21
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 20
- 239000007789 gas Substances 0.000 claims description 20
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 claims description 19
- 229910002091 carbon monoxide Inorganic materials 0.000 claims description 19
- 238000009835 boiling Methods 0.000 claims description 17
- 230000015572 biosynthetic process Effects 0.000 claims description 16
- 239000007795 chemical reaction product Substances 0.000 claims description 11
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 8
- 229910052698 phosphorus Inorganic materials 0.000 claims description 8
- 239000011574 phosphorus Substances 0.000 claims description 8
- 229910052751 metal Inorganic materials 0.000 claims description 7
- 239000002184 metal Substances 0.000 claims description 7
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- RMZAYIKUYWXQPB-UHFFFAOYSA-N trioctylphosphane Chemical compound CCCCCCCCP(CCCCCCCC)CCCCCCCC RMZAYIKUYWXQPB-UHFFFAOYSA-N 0.000 claims description 6
- 239000000654 additive Substances 0.000 claims description 3
- 230000000996 additive effect Effects 0.000 claims description 3
- 238000000605 extraction Methods 0.000 claims description 3
- 238000002360 preparation method Methods 0.000 claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- -1 alicyclic monoolefins Chemical class 0.000 claims description 2
- 238000000354 decomposition reaction Methods 0.000 claims description 2
- TUQOTMZNTHZOKS-UHFFFAOYSA-N tributylphosphine Chemical compound CCCCP(CCCC)CCCC TUQOTMZNTHZOKS-UHFFFAOYSA-N 0.000 claims description 2
- OSRJBXRUXTUMBY-UHFFFAOYSA-N triheptylphosphane Chemical compound CCCCCCCP(CCCCCCC)CCCCCCC OSRJBXRUXTUMBY-UHFFFAOYSA-N 0.000 claims description 2
- FPZZZGJWXOHLDJ-UHFFFAOYSA-N trihexylphosphane Chemical compound CCCCCCP(CCCCCC)CCCCCC FPZZZGJWXOHLDJ-UHFFFAOYSA-N 0.000 claims description 2
- IWPNEBZUNGZQQQ-UHFFFAOYSA-N tripentylphosphane Chemical compound CCCCCP(CCCCC)CCCCC IWPNEBZUNGZQQQ-UHFFFAOYSA-N 0.000 claims description 2
- PKYBDXJPJDJCPS-UHFFFAOYSA-N tris-decylphosphane Chemical compound CCCCCCCCCCP(CCCCCCCCCC)CCCCCCCCCC PKYBDXJPJDJCPS-UHFFFAOYSA-N 0.000 claims description 2
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims 1
- 150000002431 hydrogen Chemical class 0.000 claims 1
- 230000001629 suppression Effects 0.000 claims 1
- 238000005984 hydrogenation reaction Methods 0.000 description 13
- 239000007858 starting material Substances 0.000 description 9
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 8
- 238000007796 conventional method Methods 0.000 description 7
- 238000004817 gas chromatography Methods 0.000 description 7
- 239000012188 paraffin wax Substances 0.000 description 7
- 150000001298 alcohols Chemical class 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 5
- 239000012535 impurity Substances 0.000 description 5
- 239000011541 reaction mixture Substances 0.000 description 5
- 229910001220 stainless steel Inorganic materials 0.000 description 5
- 239000010935 stainless steel Substances 0.000 description 5
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 4
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 4
- 239000004435 Oxo alcohol Substances 0.000 description 4
- 229910052799 carbon Inorganic materials 0.000 description 4
- 239000013078 crystal Substances 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- MQIKJSYMMJWAMP-UHFFFAOYSA-N dicobalt octacarbonyl Chemical group [Co+2].[Co+2].[O+]#[C-].[O+]#[C-].[O+]#[C-].[O+]#[C-].[O+]#[C-].[O+]#[C-].[O+]#[C-].[O+]#[C-] MQIKJSYMMJWAMP-UHFFFAOYSA-N 0.000 description 3
- 238000007086 side reaction Methods 0.000 description 3
- AFABGHUZZDYHJO-UHFFFAOYSA-N 2-Methylpentane Chemical compound CCCC(C)C AFABGHUZZDYHJO-UHFFFAOYSA-N 0.000 description 2
- WWUVJRULCWHUSA-UHFFFAOYSA-N 2-methyl-1-pentene Chemical compound CCCC(C)=C WWUVJRULCWHUSA-UHFFFAOYSA-N 0.000 description 2
- WSSSPWUEQFSQQG-UHFFFAOYSA-N 4-methyl-1-pentene Chemical compound CC(C)CC=C WSSSPWUEQFSQQG-UHFFFAOYSA-N 0.000 description 2
- DFVOXRAAHOJJBN-UHFFFAOYSA-N 6-methylhept-1-ene Chemical compound CC(C)CCCC=C DFVOXRAAHOJJBN-UHFFFAOYSA-N 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 239000008346 aqueous phase Substances 0.000 description 2
- JGDFBJMWFLXCLJ-UHFFFAOYSA-N copper chromite Chemical compound [Cu]=O.[Cu]=O.O=[Cr]O[Cr]=O JGDFBJMWFLXCLJ-UHFFFAOYSA-N 0.000 description 2
- HGCIXCUEYOPUTN-UHFFFAOYSA-N cyclohexene Chemical compound C1CCC=CC1 HGCIXCUEYOPUTN-UHFFFAOYSA-N 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- 239000000543 intermediate Substances 0.000 description 2
- 239000003446 ligand Substances 0.000 description 2
- 229910052759 nickel Inorganic materials 0.000 description 2
- 150000003003 phosphines Chemical class 0.000 description 2
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 2
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 2
- 238000010926 purge Methods 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 1
- OWWIWYDDISJUMY-UHFFFAOYSA-N 2,3-dimethylbut-1-ene Chemical class CC(C)C(C)=C OWWIWYDDISJUMY-UHFFFAOYSA-N 0.000 description 1
- QDTDKYHPHANITQ-UHFFFAOYSA-N 7-methyloctan-1-ol Chemical compound CC(C)CCCCCCO QDTDKYHPHANITQ-UHFFFAOYSA-N 0.000 description 1
- PLLBRTOLHQQAQQ-UHFFFAOYSA-N 8-methylnonan-1-ol Chemical compound CC(C)CCCCCCCO PLLBRTOLHQQAQQ-UHFFFAOYSA-N 0.000 description 1
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 description 1
- 125000002777 acetyl group Chemical class [H]C([H])([H])C(*)=O 0.000 description 1
- 239000003905 agrochemical Substances 0.000 description 1
- 125000002723 alicyclic group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 239000003426 co-catalyst Substances 0.000 description 1
- IUZCCOPYZPLYBX-UHFFFAOYSA-N cobalt;phosphane Chemical compound P.[Co] IUZCCOPYZPLYBX-UHFFFAOYSA-N 0.000 description 1
- 238000010924 continuous production Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- VSSAZBXXNIABDN-UHFFFAOYSA-N cyclohexylmethanol Chemical compound OCC1CCCCC1 VSSAZBXXNIABDN-UHFFFAOYSA-N 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 239000012847 fine chemical Substances 0.000 description 1
- 239000002778 food additive Substances 0.000 description 1
- 235000013373 food additive Nutrition 0.000 description 1
- 230000022244 formylation Effects 0.000 description 1
- 238000006170 formylation reaction Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 238000004445 quantitative analysis Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000000271 synthetic detergent Substances 0.000 description 1
- WLPUWLXVBWGYMZ-UHFFFAOYSA-N tricyclohexylphosphine Chemical compound C1CCCCC1P(C1CCCCC1)C1CCCCC1 WLPUWLXVBWGYMZ-UHFFFAOYSA-N 0.000 description 1
- 239000013638 trimer Substances 0.000 description 1
- JSPLKZUTYZBBKA-UHFFFAOYSA-N trioxidane Chemical compound OOO JSPLKZUTYZBBKA-UHFFFAOYSA-N 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
Classifications
-
- 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
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
- C07C29/136—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
- C07C29/14—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of a —CHO group
- C07C29/141—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of a —CHO group with hydrogen or hydrogen-containing gases
-
- 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
- C07C29/16—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by oxo-reaction combined with reduction
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C31/00—Saturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
- C07C31/02—Monohydroxylic acyclic alcohols
- C07C31/125—Monohydroxylic acyclic alcohols containing five to twenty-two carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C31/00—Saturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
- C07C31/13—Monohydroxylic alcohols containing saturated rings
- C07C31/133—Monohydroxylic alcohols containing saturated rings monocyclic
- C07C31/135—Monohydroxylic alcohols containing saturated rings monocyclic with a five or six-membered rings; Naphthenic alcohols
- C07C31/1355—Monohydroxylic alcohols containing saturated rings monocyclic with a five or six-membered rings; Naphthenic alcohols with a six-membered ring
-
- 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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Catalysts (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP56140664A JPS5841830A (ja) | 1981-09-07 | 1981-09-07 | オキソ法によるアルコ−ルの製造方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE3232557A1 true DE3232557A1 (de) | 1983-03-17 |
| DE3232557C2 DE3232557C2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1992-02-06 |
Family
ID=15273888
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19823232557 Granted DE3232557A1 (de) | 1981-09-07 | 1982-09-01 | Verfahren zur herstellung eines alkohols durch hydroformylierung |
Country Status (3)
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0646563A1 (de) * | 1993-09-30 | 1995-04-05 | Hoechst Aktiengesellschaft | Decylalkoholgemische, daraus erhältliche Phthalsäureester und ihre Verwendung als Weichmacher |
| EP0987243A1 (de) * | 1998-09-16 | 2000-03-22 | Oxeno Olefinchemie GmbH | Verfahren zur Herstellung von höheren Oxo-Alkoholen aus Olefingemischen durch zweistufige Hydroformylierung |
| EP0987242A1 (de) * | 1998-09-16 | 2000-03-22 | Oxeno Olefinchemie GmbH | Verfahren zur Herstellung von höheren Oxo-Alkoholen aus Olefingemsichen |
| WO2005080302A1 (de) * | 2004-02-14 | 2005-09-01 | Oxeno Olefinchemie Gmbh | Verfahren zur herstellung von olefinen mit 8 bis 12 kohlenstoffatomen |
| EP1669337A1 (de) | 2004-12-09 | 2006-06-14 | Oxeno Olefinchemie GmbH | Verfahren zur Herstellung von Alkoholen aus Olefinen durch Hydroformylierung und Hydrierung |
| DE102007061648A1 (de) | 2007-12-20 | 2009-07-02 | Evonik Oxeno Gmbh | Mehrstufiges kontinuierliches Verfahren zur Hydroformylierung von höheren Olefinen oder Olefingemischen |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4210026A1 (de) * | 1992-03-27 | 1993-09-30 | Hoechst Ag | Decylalkoholgemische, daraus erhältliche Phthalsäureester und ihre Verwendung als Weichmacher |
| US5406006A (en) * | 1994-05-24 | 1995-04-11 | Exxon Chemical Patents Inc | Method for preparing a preformer catalyst via in-situ activation |
| US5821389A (en) * | 1996-04-24 | 1998-10-13 | Union Carbide Chemicals & Technology Corporation | Processes for producing hydroxyaldehydes |
| US6172269B1 (en) | 1996-04-24 | 2001-01-09 | Union Carbide Chemicals & Plastics Technology Corporation | Processes for producing 1,6-hexanediols |
| US5817883A (en) * | 1996-04-24 | 1998-10-06 | Union Carbide Chemicals & Plastics Technology Corporation | Processes for producing hydroxyaldehydes |
| US5925754A (en) * | 1997-04-15 | 1999-07-20 | Union Carbide Chemicals & Plastics Technology Corporation | Epsilon caprolactam compositions |
| JP4368454B2 (ja) * | 1999-05-31 | 2009-11-18 | 協和発酵ケミカル株式会社 | アルコールの製造法 |
| US7202205B1 (en) * | 1999-09-01 | 2007-04-10 | Daniel Stedman Connor | Processes for making surfactants via adsorptive separation and products thereof |
| US6762332B2 (en) * | 2000-03-22 | 2004-07-13 | Shell Oil Company | Process for preparing an alcohol from an olefin |
| DE102004059293A1 (de) * | 2004-12-09 | 2006-06-14 | Oxeno Olefinchemie Gmbh | Verfahren zur Hydroformylierung von Olefinen |
| WO2008142143A1 (en) * | 2007-05-23 | 2008-11-27 | Shell Internationale Research Maatschappij B.V. | Hydroformylation process |
| WO2008142141A2 (en) | 2007-05-23 | 2008-11-27 | Shell Internationale Research Maatschappij B.V. | Hydroformylation process |
| EP2072491A1 (en) * | 2007-12-17 | 2009-06-24 | BP p.l.c. | Process for the conversion of alcohol(s) into alcohol(s) with increased carbon-chain |
| DE102013203117A1 (de) * | 2013-02-26 | 2014-08-28 | Evonik Industries Ag | Optimierte Trenntechnik zur Aufarbeitung von homogen katalysierten Hydroformylierungsmischungen |
| RU2724349C2 (ru) | 2016-03-18 | 2020-06-23 | Дау Текнолоджи Инвестментс Ллк | Способ гидроформилирования |
| CN115701418B (zh) * | 2021-08-02 | 2024-05-17 | 中国石油化工股份有限公司 | 醛醇组合物及其制备方法、一种连续制备醛、醇的方法 |
| CN116063155B (zh) * | 2021-10-29 | 2024-12-06 | 中国石油化工股份有限公司 | 一种烯烃氢甲酰化反应制备醇的方法 |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1186455B (de) * | 1960-07-22 | 1965-02-04 | Shell Int Research | Verfahren zur Herstellung von Aldehyden und/oder Alkoholen durch die Oxo-Synthese |
| CA727641A (en) * | 1966-02-08 | H. Slaugh Lynn | Hydroformylation of olefins | |
| US3255259A (en) * | 1961-03-07 | 1966-06-07 | Exxon Research Engineering Co | Oxo process for producing alcohols from olefins |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3127451A (en) * | 1960-01-25 | 1964-03-31 | Exxon Research Engineering Co | Conversion of aldox aldehydes to alcohols |
| US3448157A (en) * | 1965-09-27 | 1969-06-03 | Shell Oil Co | Hydroformylation of olefins |
| US3448158A (en) * | 1966-01-28 | 1969-06-03 | Shell Oil Co | Hydroformylation of olefins |
| US4183871A (en) * | 1968-05-09 | 1980-01-15 | Badische Anilin-& Soda-Fabrik Aktiengesellschaft | Production of aldehydes and alcohols by the oxo method |
| US3896047A (en) * | 1973-06-06 | 1975-07-22 | Gen Electric | Process for recycling a cobalt hydroformylation catalyst |
| DE2538037C3 (de) * | 1975-08-27 | 1988-11-10 | Hüls AG, 4370 Marl | Verfahren zur Hydroformylierung von Olefinen |
| JPS5645436A (en) * | 1979-09-21 | 1981-04-25 | Mitsubishi Chem Ind Ltd | Hydroformylation of olefin |
-
1981
- 1981-09-07 JP JP56140664A patent/JPS5841830A/ja active Granted
-
1982
- 1982-09-01 DE DE19823232557 patent/DE3232557A1/de active Granted
- 1982-09-07 US US06/415,236 patent/US4447661A/en not_active Expired - Fee Related
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA727641A (en) * | 1966-02-08 | H. Slaugh Lynn | Hydroformylation of olefins | |
| DE1186455B (de) * | 1960-07-22 | 1965-02-04 | Shell Int Research | Verfahren zur Herstellung von Aldehyden und/oder Alkoholen durch die Oxo-Synthese |
| US3255259A (en) * | 1961-03-07 | 1966-06-07 | Exxon Research Engineering Co | Oxo process for producing alcohols from olefins |
Non-Patent Citations (5)
| Title |
|---|
| FALBE, J.: Carbon Monoxide in Organic Synthesis (1970), S. 17 * |
| FALBE, J.: New Syntheses with Carbon Monoxide (1980), S. 70, 71, 90, 91, 174 * |
| Patents Abstr. Japan, C-32, 29.11.80, Vol. 4, Nr. 173 * |
| Ullmanns Encyklopädie der technischen Chemie, 3. Auflage, Band 13, S. 66-67 * |
| Ullmanns Encyklopädie der technischen Chemie, 4. Auflage, Band 7, S. 123-125 * |
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0646563A1 (de) * | 1993-09-30 | 1995-04-05 | Hoechst Aktiengesellschaft | Decylalkoholgemische, daraus erhältliche Phthalsäureester und ihre Verwendung als Weichmacher |
| US5462986A (en) * | 1993-09-30 | 1995-10-31 | Hoechst Aktiengesellschaft | Decyl alcohol mixtures, phthalic esters obtainable therefrom and their use as placticizers |
| US5463147A (en) * | 1993-09-30 | 1995-10-31 | Hoechst Aktiengesellschaft | Decyl alcohol mixtures, phthalic esters obtainable therefrom and their use as plasticizers |
| US6331657B1 (en) * | 1998-09-09 | 2001-12-18 | Oxeno Olefinchemie Gmbh | Process for preparing higher oxo alcohols from olefin mixtures by two-stage hydroformylation |
| EP0987243A1 (de) * | 1998-09-16 | 2000-03-22 | Oxeno Olefinchemie GmbH | Verfahren zur Herstellung von höheren Oxo-Alkoholen aus Olefingemischen durch zweistufige Hydroformylierung |
| EP0987242A1 (de) * | 1998-09-16 | 2000-03-22 | Oxeno Olefinchemie GmbH | Verfahren zur Herstellung von höheren Oxo-Alkoholen aus Olefingemsichen |
| US6407295B1 (en) | 1998-09-16 | 2002-06-18 | Oxeno Olefinchemie Gmbh | Process for preparing higher oxo alcohols from olefin mixtures |
| WO2005080302A1 (de) * | 2004-02-14 | 2005-09-01 | Oxeno Olefinchemie Gmbh | Verfahren zur herstellung von olefinen mit 8 bis 12 kohlenstoffatomen |
| EP1669337A1 (de) | 2004-12-09 | 2006-06-14 | Oxeno Olefinchemie GmbH | Verfahren zur Herstellung von Alkoholen aus Olefinen durch Hydroformylierung und Hydrierung |
| DE102007061648A1 (de) | 2007-12-20 | 2009-07-02 | Evonik Oxeno Gmbh | Mehrstufiges kontinuierliches Verfahren zur Hydroformylierung von höheren Olefinen oder Olefingemischen |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH027295B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1990-02-16 |
| US4447661A (en) | 1984-05-08 |
| JPS5841830A (ja) | 1983-03-11 |
| DE3232557C2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1992-02-06 |
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