SI9300505A - Improved hydroformylation process - Google Patents
Improved hydroformylation process Download PDFInfo
- Publication number
- SI9300505A SI9300505A SI9300505A SI9300505A SI9300505A SI 9300505 A SI9300505 A SI 9300505A SI 9300505 A SI9300505 A SI 9300505A SI 9300505 A SI9300505 A SI 9300505A SI 9300505 A SI9300505 A SI 9300505A
- Authority
- SI
- Slovenia
- Prior art keywords
- hydroformylation
- ligand
- bisphosphite
- catalyst
- rhodium
- Prior art date
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- 238000007037 hydroformylation reaction Methods 0.000 title claims abstract description 149
- 238000000034 method Methods 0.000 title claims abstract description 120
- 230000008569 process Effects 0.000 title claims abstract description 107
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 54
- 239000000654 additive Substances 0.000 claims abstract description 48
- 230000003197 catalytic effect Effects 0.000 claims abstract description 42
- 150000007513 acids Chemical class 0.000 claims abstract description 37
- 230000000996 additive effect Effects 0.000 claims abstract description 36
- 239000003446 ligand Substances 0.000 claims description 144
- 239000003054 catalyst Substances 0.000 claims description 93
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 72
- 238000006243 chemical reaction Methods 0.000 claims description 70
- 150000001299 aldehydes Chemical class 0.000 claims description 62
- -1 alkyl radical Chemical class 0.000 claims description 53
- 239000012429 reaction media Substances 0.000 claims description 44
- 229910052739 hydrogen Inorganic materials 0.000 claims description 33
- 239000001257 hydrogen Substances 0.000 claims description 33
- 125000004432 carbon atom Chemical group C* 0.000 claims description 26
- 150000001875 compounds Chemical class 0.000 claims description 24
- LNQFKNCJGVGEGA-UHFFFAOYSA-N [Rh+6].[O-]P([O-])[O-].[O-]P([O-])[O-] Chemical compound [Rh+6].[O-]P([O-])[O-].[O-]P([O-])[O-] LNQFKNCJGVGEGA-UHFFFAOYSA-N 0.000 claims description 23
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 18
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 claims description 16
- 229910002091 carbon monoxide Inorganic materials 0.000 claims description 16
- 150000002431 hydrogen Chemical group 0.000 claims description 15
- 125000000217 alkyl group Chemical group 0.000 claims description 14
- 125000001424 substituent group Chemical group 0.000 claims description 13
- IMHDGJOMLMDPJN-UHFFFAOYSA-N biphenyl-2,2'-diol Chemical group OC1=CC=CC=C1C1=CC=CC=C1O IMHDGJOMLMDPJN-UHFFFAOYSA-N 0.000 claims description 8
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 8
- 125000002947 alkylene group Chemical group 0.000 claims description 7
- 238000004519 manufacturing process Methods 0.000 claims description 7
- 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 description 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 6
- 150000003254 radicals Chemical class 0.000 claims description 6
- 125000000732 arylene group Chemical group 0.000 claims description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 5
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 4
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical group C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 3
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 3
- 235000010290 biphenyl Nutrition 0.000 claims description 2
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- 125000001973 tert-pentyl group Chemical group [H]C([H])([H])C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 2
- 230000006872 improvement Effects 0.000 abstract description 4
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- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- WHFQAROQMWLMEY-UHFFFAOYSA-N propylene dimer Chemical group CC=C.CC=C WHFQAROQMWLMEY-UHFFFAOYSA-N 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 1
- GRWFGVWFFZKLTI-UHFFFAOYSA-N rac-alpha-Pinene Natural products CC1=CCC2C(C)(C)C1C2 GRWFGVWFFZKLTI-UHFFFAOYSA-N 0.000 description 1
- 230000007420 reactivation Effects 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- ZMQAAUBTXCXRIC-UHFFFAOYSA-N safrole Chemical compound C=CCC1=CC=C2OCOC2=C1 ZMQAAUBTXCXRIC-UHFFFAOYSA-N 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- 229930195734 saturated hydrocarbon Natural products 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000000547 substituted alkyl group Chemical group 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 125000000475 sulfinyl group Chemical group [*:2]S([*:1])=O 0.000 description 1
- 150000003464 sulfur compounds Chemical class 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- 239000003053 toxin Substances 0.000 description 1
- 231100000765 toxin Toxicity 0.000 description 1
- 108700012359 toxins Proteins 0.000 description 1
- BJIOGJUNALELMI-UHFFFAOYSA-N trans-isoeugenol Natural products COC1=CC(C=CC)=CC=C1O BJIOGJUNALELMI-UHFFFAOYSA-N 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
- 239000013638 trimer Substances 0.000 description 1
- 125000002221 trityl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1C([*])(C1=C(C(=C(C(=C1[H])[H])[H])[H])[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- 239000003643 water by type Substances 0.000 description 1
- 125000005023 xylyl group Chemical group 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
-
- 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
- C07F15/0006—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table compounds of the platinum group
- C07F15/0073—Rhodium compounds
- C07F15/008—Rhodium compounds without a metal-carbon linkage
-
- 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
- C07C47/00—Compounds having —CHO groups
-
- 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
- C07F9/65746—Esters of oxyacids of phosphorus the molecule containing more than one cyclic phosphorus atom
-
- 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
- B01J2531/02—Compositional aspects of complexes used, e.g. polynuclearity
- B01J2531/0261—Complexes comprising ligands with non-tetrahedral chirality
- B01J2531/0266—Axially chiral or atropisomeric ligands, e.g. bulky biaryls such as donor-substituted binaphthalenes, e.g. "BINAP" or "BINOL"
-
- 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
-
- 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)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General 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)
- Lubricants (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US07/953,016 US5288918A (en) | 1992-09-29 | 1992-09-29 | Hydroformylation process |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SI9300505A true SI9300505A (en) | 1994-06-30 |
Family
ID=25493467
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SI9300505A SI9300505A (en) | 1992-09-29 | 1993-09-28 | Improved hydroformylation process |
Country Status (16)
| Country | Link |
|---|---|
| US (1) | US5288918A (de) |
| EP (1) | EP0590613B1 (de) |
| JP (1) | JP2942693B2 (de) |
| KR (1) | KR100198688B1 (de) |
| CN (1) | CN1056364C (de) |
| AU (1) | AU4864393A (de) |
| BR (1) | BR9303934A (de) |
| CA (1) | CA2107192A1 (de) |
| DE (1) | DE69307240T2 (de) |
| ES (1) | ES2096828T3 (de) |
| MX (1) | MX9305979A (de) |
| PL (1) | PL300521A1 (de) |
| RO (1) | RO112273B1 (de) |
| SI (1) | SI9300505A (de) |
| TW (1) | TW328950B (de) |
| ZA (1) | ZA937192B (de) |
Families Citing this family (139)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9119955D0 (en) * | 1991-09-18 | 1991-10-30 | Imperial College | Treatment of aqueous supplies containing organic material |
| CN1072980C (zh) | 1994-04-14 | 2001-10-17 | 纳幕尔杜邦公司 | 用于单烯烃氢氰化的双配位亚磷酸酯和镍的催化剂复合物 |
| US5756855A (en) * | 1994-08-19 | 1998-05-26 | Union Carbide Chemicals & Plastics Technology Corporation | Stabilization of phosphite ligands in hydroformylation process |
| US5648553A (en) * | 1994-12-09 | 1997-07-15 | Mitsubishi Chemical Corporation | Method for producing aldehydes |
| US5672766A (en) * | 1994-12-12 | 1997-09-30 | Mitsubishi Chemical Corporation | Method for producing aldehydes |
| IN187044B (de) * | 1995-01-27 | 2002-01-05 | Du Pont | |
| US5821378A (en) * | 1995-01-27 | 1998-10-13 | E. I. Du Pont De Nemours And Company | Hydrocyanation of diolefins and isomerization of nonconjugated 2-alkyl-3-monoalkenenitriles |
| US5648554A (en) * | 1995-04-12 | 1997-07-15 | Mitsubishi Chemical Corporation | Method for producing aldehydes |
| KR970703805A (ko) * | 1995-05-01 | 1997-08-09 | 유니온 카바이드 케미칼즈 앤드 플라스틱스 테크놀러지 코포레이션 | 막 분리방법(Membrane Separation) |
| JPH0977713A (ja) * | 1995-09-19 | 1997-03-25 | Mitsubishi Chem Corp | アルデヒド類の製造方法 |
| US5886235A (en) * | 1995-12-06 | 1999-03-23 | 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 |
| AU719941B2 (en) * | 1995-12-06 | 2000-05-18 | Union Carbide Chemicals & Plastics Technology Corporation | Improved metal-ligand complex catalyzed processes |
| US5744650A (en) * | 1995-12-06 | 1998-04-28 | 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 |
| US5789625A (en) * | 1995-12-06 | 1998-08-04 | Union Carbide Chemicals & Plastics Technology Corporation | Metal-ligand complex catalyzed processes |
| US5786517A (en) * | 1995-12-06 | 1998-07-28 | 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 |
| EP0839787A1 (de) * | 1996-11-04 | 1998-05-06 | Dsm N.V. | Verfahren zur Herstellung eines Aldehyds |
| US6153795A (en) * | 1996-08-09 | 2000-11-28 | Aag Industries, Inc. | Ethyleneimine-containing resins, manufacture, and use for chemical separations |
| US6090950A (en) * | 1996-08-23 | 2000-07-18 | Zeeland Chemicals, Inc. | Chiral hydride complexes |
| EP0839794A1 (de) * | 1996-11-04 | 1998-05-06 | Dsm N.V. | Verfahren zum Herstellen einer 5-Formylvaleriansäurealkylesterverbindung |
| US6274773B1 (en) | 1996-11-04 | 2001-08-14 | Dsm | Process for the continuous preparation of alkyl 5-formylvalerate compounds using homogeneous rhodium hydroformylation catalysts |
| US5917095A (en) * | 1996-11-26 | 1999-06-29 | Union Carbide Chemicals & Plastics Technology Corporation | Metal-ligand complex catalyzed processes |
| ZA9610314B (en) * | 1996-11-26 | 1998-09-07 | Union Carbide Chem Plastic | Metal-ligand complex catalyzed processes |
| US5874640A (en) * | 1996-11-26 | 1999-02-23 | Union Carbide Chemicals & Plastics Technology Corporation | Metal-ligand complex catalyzed processes |
| US6127582A (en) * | 1997-08-27 | 2000-10-03 | Shell Oil Company | Hydroformylation process |
| EP0903333B1 (de) * | 1997-09-18 | 2001-11-07 | Shell Internationale Researchmaatschappij B.V. | Hydroformylierungsverfahren |
| JP3812095B2 (ja) | 1997-10-28 | 2006-08-23 | 三菱化学株式会社 | アルデヒド類の製造方法及びこれに用いるビスホスファイト |
| EP0943597B1 (de) * | 1998-03-16 | 2003-06-04 | Shell Internationale Researchmaatschappij B.V. | Hydroformylation von Dien enthaltenden olefinischen Speiseströmen |
| US6156936A (en) * | 1998-03-16 | 2000-12-05 | Shell Oil Company | Hydroformylation of olefin feeds containing dienes |
| US6229052B1 (en) * | 1998-05-29 | 2001-05-08 | E. I. Du Pont De Nemours And Company | Hydroformylation of olefins using supported bis(phosphorus) ligands |
| US6090987A (en) * | 1998-07-06 | 2000-07-18 | Union Carbide Chemicals & Plastics Technology Corporation | Metal-ligand complex catalyzed processes |
| KR100434589B1 (ko) * | 1998-11-25 | 2004-09-08 | 현대석유화학 주식회사 | 하이드로포르밀레이션반응용촉매의배위자,이를포함하는촉매및이를이용한혼합올레핀의하이드로포르밀레이션방법 |
| DE19940249A1 (de) * | 1999-08-25 | 2001-03-01 | Celanese Chem Europe Gmbh | Verfahren zur Herstellung von Aldehyden |
| US6610891B1 (en) | 1999-12-03 | 2003-08-26 | Mitsubishi Chemical Corporation | Method of producing aldehydes |
| EP1249441A1 (de) | 2001-04-13 | 2002-10-16 | Dsm N.V. | Kontinuierliches Hydroformylierungsverfahren |
| EP1249438A1 (de) * | 2001-04-13 | 2002-10-16 | Dsm N.V. | Kontinuierliches Hydroformylierungsverfahren zur Herstellung von Aldehyden |
| EP1249444A1 (de) * | 2001-04-13 | 2002-10-16 | Dsm N.V. | Kontinuierliches Hydroformylierungsverfahren zur Herstellung eines Aldehyds |
| US6693219B2 (en) | 2001-06-02 | 2004-02-17 | Eastman Chemical Company | Epoxide stabilization of fluorophosphite-metal catalyst system in a hydroformylation process |
| US6831035B2 (en) | 2002-01-22 | 2004-12-14 | Eastman Kodak Company | Stabilization of fluorophosphite-containing catalysts |
| DE10220801A1 (de) * | 2002-05-10 | 2003-11-20 | Oxeno Olefinchemie Gmbh | Verfahren zur Rhodium-katalysierten Hydroformylierung von Olefinen unter Reduzierung der Rhodiumverluste |
| US6664427B1 (en) * | 2002-08-29 | 2003-12-16 | E. I. Du Pont De Nemours And Company | Process for preparing aldehyde compounds |
| EP1532094A1 (de) * | 2002-08-31 | 2005-05-25 | Oxeno Olefinchemie GmbH | Verfahren zur hydroformylierung von olefinisch ungesättigten verbindungen, insbesondere olefinen in gegenwart cyclischer kohlensäureester |
| DE60332965D1 (en) * | 2003-01-16 | 2010-07-22 | Teijin Fibers Ltd | Differential-shrinkage-filamentgarn in kombination mit polyester |
| BRPI0411948B1 (pt) * | 2003-07-03 | 2014-03-25 | Dow Technology Investments Llc | Método para minimizar a produção de um ou mais produtos de degradação de ligantes de íons fosfônio e processo para minimizar a formação de um ou mais produtos de degradação de ligantes de íons fosfônio |
| GB0322246D0 (en) * | 2003-09-23 | 2003-10-22 | Exxonmobil Chem Patents Inc | Improvement in or relating to isobutylene |
| GB0322247D0 (en) | 2003-09-23 | 2003-10-22 | Exxonmobil Chem Patents Inc | Improvement in or relating to an isobutylene containing stream |
| CN1309728C (zh) * | 2004-07-30 | 2007-04-11 | 中国科学院上海有机化学研究所 | 一类手性有机－无机高分子组装体催化剂、合成方法及用途 |
| EP1776328B1 (de) | 2004-08-02 | 2018-04-18 | Dow Technology Investments LLC | Stabilisierung eines hydroformulierungsverfahrens |
| JP2006306815A (ja) * | 2005-04-28 | 2006-11-09 | Mitsubishi Chemicals Corp | アルデヒドの製造方法 |
| CA2680484C (en) * | 2007-03-20 | 2015-04-07 | Union Carbide Chemicals & Plastics Technology Llc | Hydroformylation process with improved control over product isomers |
| US7674937B2 (en) * | 2008-05-28 | 2010-03-09 | Eastman Chemical Company | Hydroformylation catalysts |
| WO2010021863A1 (en) * | 2008-08-19 | 2010-02-25 | Dow Technology Investments Llc | Hydroformylation process using a symmetric bisphosphite ligand for improved control over product isomers |
| CN102281948B (zh) | 2008-11-14 | 2015-11-25 | 堪萨斯大学 | 聚合物负载的过渡金属催化剂络合物及使用方法 |
| RU2541537C2 (ru) | 2009-03-31 | 2015-02-20 | Дау Текнолоджи Инвестментс Ллс | Способ гидроформилирования с помощью двойного открыто-концевого бисфосфитного лиганда |
| EP2488539B2 (de) | 2009-10-16 | 2023-12-20 | Dow Technology Investments LLC | Gasphasenhydroformulierungsverfahren |
| CN102741210B (zh) * | 2009-12-22 | 2016-02-24 | 陶氏技术投资有限责任公司 | 控制混合配体加氢甲酰化工艺中的正构∶异构醛比率 |
| JP2013515058A (ja) | 2009-12-22 | 2013-05-02 | 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 | シンガス分圧を制御することによる、混合配位子ヒドロホルミル化プロセスにおけるノルマル：イソアルデヒド比の制御 |
| EP2516371B2 (de) † | 2009-12-22 | 2022-08-17 | Dow Technology Investments LLC | Steuerung des verhältnisses von normal-zu-iso-aldehyd in einem mischligand-hydroformylierungsverfahren mittels steuerung des olefin-partialdrucks |
| JP5652052B2 (ja) * | 2010-08-24 | 2015-01-14 | 三菱化学株式会社 | アルデヒドの製造方法 |
| EP2624953B1 (de) | 2010-10-05 | 2018-10-24 | Dow Technology Investments LLC | Hydroformylierungsverfahren |
| WO2012064586A1 (en) * | 2010-11-12 | 2012-05-18 | Dow Technology Investments Llc | Mitigation of fouling in hydroformylation processes by water addition |
| WO2012084914A1 (de) | 2010-12-23 | 2012-06-28 | Basf Se | Thermoplastische elastomer-zusammensetzung und verfahren zu deren herstellung |
| 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 |
| CN102826974B (zh) * | 2011-06-17 | 2015-11-25 | 中国石油化工股份有限公司 | 一种丙烯氢甲酰化反应制备丁醛的方法 |
| WO2013066712A1 (en) | 2011-10-31 | 2013-05-10 | Dow Technology Investments Llc | Preventing solvent of crystallization in production of polyphosphite ligands |
| JP5890535B2 (ja) | 2011-12-20 | 2016-03-22 | 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 | 改良されたヒドロホルミル化プロセス |
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| 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 |
| US5095061A (en) * | 1990-07-13 | 1992-03-10 | The Dow Chemical Company | Process to reduce propenyl polyethers in hydroxyfunctional polyethers |
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- 1992-09-29 US US07/953,016 patent/US5288918A/en not_active Expired - Lifetime
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- 1993-09-28 DE DE69307240T patent/DE69307240T2/de not_active Expired - Lifetime
- 1993-09-28 CN CN93114199A patent/CN1056364C/zh not_active Expired - Lifetime
- 1993-09-28 ZA ZA937192A patent/ZA937192B/xx unknown
- 1993-09-28 EP EP93115652A patent/EP0590613B1/de not_active Expired - Lifetime
- 1993-09-28 SI SI9300505A patent/SI9300505A/sl unknown
- 1993-09-28 ES ES93115652T patent/ES2096828T3/es not_active Expired - Lifetime
- 1993-09-28 RO RO93-01284A patent/RO112273B1/ro unknown
- 1993-09-28 CA CA002107192A patent/CA2107192A1/en not_active Abandoned
- 1993-09-28 KR KR1019930020125A patent/KR100198688B1/ko not_active IP Right Cessation
- 1993-09-28 PL PL93300521A patent/PL300521A1/xx unknown
- 1993-09-28 MX MX9305979A patent/MX9305979A/es unknown
- 1993-09-28 BR BR9303934A patent/BR9303934A/pt not_active Application Discontinuation
- 1993-09-28 AU AU48643/93A patent/AU4864393A/en not_active Abandoned
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1994
- 1994-01-13 TW TW83100232A patent/TW328950B/zh active
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| KR940006983A (ko) | 1994-04-26 |
| PL300521A1 (en) | 1994-04-05 |
| ZA937192B (en) | 1994-04-21 |
| EP0590613A2 (de) | 1994-04-06 |
| KR100198688B1 (ko) | 1999-06-15 |
| ES2096828T3 (es) | 1997-03-16 |
| JP2942693B2 (ja) | 1999-08-30 |
| MX9305979A (es) | 1995-01-31 |
| EP0590613A3 (de) | 1994-04-27 |
| CN1056364C (zh) | 2000-09-13 |
| US5288918A (en) | 1994-02-22 |
| DE69307240D1 (de) | 1997-02-20 |
| TW328950B (en) | 1998-04-01 |
| BR9303934A (pt) | 1994-07-26 |
| AU4864393A (en) | 1994-04-14 |
| DE69307240T2 (de) | 1997-05-07 |
| EP0590613B1 (de) | 1997-01-08 |
| RO112273B1 (ro) | 1997-07-30 |
| JPH06199728A (ja) | 1994-07-19 |
| CA2107192A1 (en) | 1994-03-30 |
| CN1092401A (zh) | 1994-09-21 |
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