JP2005519968A5 - - Google Patents
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- Publication number
- JP2005519968A5 JP2005519968A5 JP2003576449A JP2003576449A JP2005519968A5 JP 2005519968 A5 JP2005519968 A5 JP 2005519968A5 JP 2003576449 A JP2003576449 A JP 2003576449A JP 2003576449 A JP2003576449 A JP 2003576449A JP 2005519968 A5 JP2005519968 A5 JP 2005519968A5
- Authority
- JP
- Japan
- Prior art keywords
- group
- carbonylation
- phosoxophyte
- composition
- transition 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.)
- Granted
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- 238000000034 method Methods 0.000 claims description 35
- 230000006315 carbonylation Effects 0.000 claims description 25
- 238000005810 carbonylation reaction Methods 0.000 claims description 25
- 239000000203 mixture Substances 0.000 claims description 22
- -1 chloro, bromo, iodo, methyl Chemical group 0.000 claims description 20
- 125000004432 carbon atom Chemical group C* 0.000 claims description 8
- 125000000217 alkyl group Chemical group 0.000 claims description 7
- 125000003118 aryl group Chemical group 0.000 claims description 7
- 238000007037 hydroformylation reaction Methods 0.000 claims description 7
- AFFLGGQVNFXPEV-UHFFFAOYSA-N 1-decene Chemical compound CCCCCCCCC=C AFFLGGQVNFXPEV-UHFFFAOYSA-N 0.000 claims description 6
- HGCIXCUEYOPUTN-UHFFFAOYSA-N cyclohexene Chemical compound C1CCC=CC1 HGCIXCUEYOPUTN-UHFFFAOYSA-N 0.000 claims description 6
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 claims description 5
- GGQQNYXPYWCUHG-RMTFUQJTSA-N (3e,6e)-deca-3,6-diene Chemical compound CCC\C=C\C\C=C\CC GGQQNYXPYWCUHG-RMTFUQJTSA-N 0.000 claims description 4
- XWJBRBSPAODJER-UHFFFAOYSA-N 1,7-octadiene Chemical compound C=CCCCCC=C XWJBRBSPAODJER-UHFFFAOYSA-N 0.000 claims description 4
- CRSBERNSMYQZNG-UHFFFAOYSA-N 1-dodecene Chemical compound CCCCCCCCCCC=C CRSBERNSMYQZNG-UHFFFAOYSA-N 0.000 claims description 4
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 claims description 4
- JRZJOMJEPLMPRA-UHFFFAOYSA-N 1-nonene Chemical compound CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 4
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 claims description 4
- RYPKRALMXUUNKS-UHFFFAOYSA-N 2-Hexene Natural products CCCC=CC RYPKRALMXUUNKS-UHFFFAOYSA-N 0.000 claims description 4
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims description 4
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical compound CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 claims description 4
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 4
- XXROGKLTLUQVRX-UHFFFAOYSA-N allyl alcohol Chemical compound OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 claims description 4
- IAQRGUVFOMOMEM-UHFFFAOYSA-N but-2-ene Chemical compound CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 claims description 4
- MGNZXYYWBUKAII-UHFFFAOYSA-N cyclohexa-1,3-diene Chemical compound C1CC=CC=C1 MGNZXYYWBUKAII-UHFFFAOYSA-N 0.000 claims description 4
- CCCMONHAUSKTEQ-UHFFFAOYSA-N octadec-1-ene Chemical compound CCCCCCCCCCCCCCCCC=C CCCMONHAUSKTEQ-UHFFFAOYSA-N 0.000 claims description 4
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 claims description 4
- QMMOXUPEWRXHJS-UHFFFAOYSA-N pentene-2 Natural products CCC=CC QMMOXUPEWRXHJS-UHFFFAOYSA-N 0.000 claims description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 3
- 125000001424 substituent group Chemical group 0.000 claims description 3
- OTTZHAVKAVGASB-HYXAFXHYSA-N 2-Heptene Chemical compound CCCC\C=C/C OTTZHAVKAVGASB-HYXAFXHYSA-N 0.000 claims description 2
- OTTZHAVKAVGASB-UHFFFAOYSA-N 2-heptene Natural products CCCCC=CC OTTZHAVKAVGASB-UHFFFAOYSA-N 0.000 claims description 2
- BKOOMYPCSUNDGP-UHFFFAOYSA-N 2-methylbut-2-ene Chemical group CC=C(C)C BKOOMYPCSUNDGP-UHFFFAOYSA-N 0.000 claims description 2
- ZQDPJFUHLCOCRG-UHFFFAOYSA-N 3-hexene Chemical compound CCC=CCC ZQDPJFUHLCOCRG-UHFFFAOYSA-N 0.000 claims description 2
- JSDZSLGMRRSAHD-UHFFFAOYSA-N 3-methylbutan-2-ylcyclopropane Chemical compound CC(C)C(C)C1CC1 JSDZSLGMRRSAHD-UHFFFAOYSA-N 0.000 claims description 2
- XTVRLCUJHGUXCP-UHFFFAOYSA-N 3-methyleneheptane Chemical compound CCCCC(=C)CC XTVRLCUJHGUXCP-UHFFFAOYSA-N 0.000 claims description 2
- RMZIOVJHUJAAEY-UHFFFAOYSA-N Allyl butyrate Chemical compound CCCC(=O)OCC=C RMZIOVJHUJAAEY-UHFFFAOYSA-N 0.000 claims description 2
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 2
- QQONPFPTGQHPMA-UHFFFAOYSA-N Propene Chemical compound CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 2
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims description 2
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical compound C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 claims description 2
- 125000003342 alkenyl group Chemical group 0.000 claims description 2
- 125000004946 alkenylalkyl group Chemical group 0.000 claims description 2
- 125000003545 alkoxy group Chemical group 0.000 claims description 2
- IEKXSSZASGLISC-UHFFFAOYSA-N but-3-enyl acetate Chemical compound CC(=O)OCCC=C IEKXSSZASGLISC-UHFFFAOYSA-N 0.000 claims description 2
- 239000004359 castor oil Substances 0.000 claims description 2
- 235000019438 castor oil Nutrition 0.000 claims description 2
- UVJHQYIOXKWHFD-UHFFFAOYSA-N cyclohexa-1,4-diene Chemical compound C1C=CCC=C1 UVJHQYIOXKWHFD-UHFFFAOYSA-N 0.000 claims description 2
- XNMQEEKYCVKGBD-UHFFFAOYSA-N dimethylacetylene Natural products CC#CC XNMQEEKYCVKGBD-UHFFFAOYSA-N 0.000 claims description 2
- 229940069096 dodecene Drugs 0.000 claims description 2
- QYDYPVFESGNLHU-UHFFFAOYSA-N elaidic acid methyl ester Natural products CCCCCCCCC=CCCCCCCCC(=O)OC QYDYPVFESGNLHU-UHFFFAOYSA-N 0.000 claims description 2
- UIWXSTHGICQLQT-UHFFFAOYSA-N ethenyl propanoate Chemical compound CCC(=O)OC=C UIWXSTHGICQLQT-UHFFFAOYSA-N 0.000 claims description 2
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 claims description 2
- 125000001475 halogen functional group Chemical group 0.000 claims description 2
- UOGFCIYBLKSQHL-UHFFFAOYSA-N hex-5-en-3-ol Chemical compound CCC(O)CC=C UOGFCIYBLKSQHL-UHFFFAOYSA-N 0.000 claims description 2
- RTKJOHNRJGFJQF-UHFFFAOYSA-N hex-5-enamide Chemical compound NC(=O)CCCC=C RTKJOHNRJGFJQF-UHFFFAOYSA-N 0.000 claims description 2
- JFZUABNDWZQLIJ-UHFFFAOYSA-N methyl 2-[(2-chloroacetyl)amino]benzoate Chemical compound COC(=O)C1=CC=CC=C1NC(=O)CCl JFZUABNDWZQLIJ-UHFFFAOYSA-N 0.000 claims description 2
- QYDYPVFESGNLHU-KHPPLWFESA-N methyl oleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC QYDYPVFESGNLHU-KHPPLWFESA-N 0.000 claims description 2
- 229940073769 methyl oleate Drugs 0.000 claims description 2
- XJRBAMWJDBPFIM-UHFFFAOYSA-N methyl vinyl ether Chemical compound COC=C XJRBAMWJDBPFIM-UHFFFAOYSA-N 0.000 claims description 2
- TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 claims description 2
- UZGCMRVEDHLBGY-UHFFFAOYSA-N oct-1-en-4-ol Chemical compound CCCCC(O)CC=C UZGCMRVEDHLBGY-UHFFFAOYSA-N 0.000 claims description 2
- HVAMZGADVCBITI-UHFFFAOYSA-M pent-4-enoate Chemical compound [O-]C(=O)CCC=C HVAMZGADVCBITI-UHFFFAOYSA-M 0.000 claims description 2
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 claims description 2
- WHFQAROQMWLMEY-UHFFFAOYSA-N propylene dimer Chemical compound CC=C.CC=C WHFQAROQMWLMEY-UHFFFAOYSA-N 0.000 claims description 2
- 239000003549 soybean oil Substances 0.000 claims description 2
- 235000012424 soybean oil Nutrition 0.000 claims description 2
- 239000003446 ligand Substances 0.000 claims 15
- 229910052723 transition metal Inorganic materials 0.000 claims 13
- 150000003624 transition metals Chemical group 0.000 claims 13
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 10
- 229910052739 hydrogen Inorganic materials 0.000 claims 9
- 239000001257 hydrogen Substances 0.000 claims 9
- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 claims 8
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical group [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 claims 6
- 229910002091 carbon monoxide Inorganic materials 0.000 claims 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical group [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 5
- 150000002431 hydrogen Chemical class 0.000 claims 5
- 229910052703 rhodium Inorganic materials 0.000 claims 5
- 239000010948 rhodium Substances 0.000 claims 5
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 claims 5
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 4
- 229910052727 yttrium Inorganic materials 0.000 claims 4
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 claims 3
- 239000003054 catalyst Substances 0.000 claims 3
- 229910017052 cobalt Inorganic materials 0.000 claims 3
- 239000010941 cobalt Substances 0.000 claims 3
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims 3
- 229910052741 iridium Inorganic materials 0.000 claims 3
- GKOZUEZYRPOHIO-UHFFFAOYSA-N iridium atom Chemical compound [Ir] GKOZUEZYRPOHIO-UHFFFAOYSA-N 0.000 claims 3
- 229910052707 ruthenium Inorganic materials 0.000 claims 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 2
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 claims 2
- 150000001261 hydroxy acids Chemical class 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- 150000002894 organic compounds Chemical class 0.000 claims 2
- 125000001181 organosilyl group Chemical group [SiH3]* 0.000 claims 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 2
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 claims 2
- 125000002030 1,2-phenylene group Chemical group [H]C1=C([H])C([*:1])=C([*:2])C([H])=C1[H] 0.000 claims 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims 1
- 239000005977 Ethylene Substances 0.000 claims 1
- 125000002723 alicyclic group Chemical group 0.000 claims 1
- 125000002877 alkyl aryl group Chemical group 0.000 claims 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims 1
- 125000003710 aryl alkyl group Chemical group 0.000 claims 1
- 150000005840 aryl radicals Chemical group 0.000 claims 1
- 125000004104 aryloxy group Chemical group 0.000 claims 1
- VNBGVYNPGOMPHX-UHFFFAOYSA-N but-3-en-2-ylcyclohexane Chemical compound C=CC(C)C1CCCCC1 VNBGVYNPGOMPHX-UHFFFAOYSA-N 0.000 claims 1
- 239000012018 catalyst precursor Substances 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 claims 1
- 239000007859 condensation product Substances 0.000 claims 1
- 150000002170 ethers Chemical class 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 150000002367 halogens Chemical class 0.000 claims 1
- 238000005669 hydrocyanation reaction Methods 0.000 claims 1
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 claims 1
- 150000002576 ketones Chemical class 0.000 claims 1
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims 1
- 150000002825 nitriles Chemical class 0.000 claims 1
- 239000003960 organic solvent Substances 0.000 claims 1
- 239000002243 precursor Substances 0.000 claims 1
- 125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 claims 1
- 229930195734 saturated hydrocarbon Natural products 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
- 125000005270 trialkylamine group Chemical group 0.000 claims 1
- 125000005023 xylyl group Chemical group 0.000 claims 1
- 150000001336 alkenes Chemical class 0.000 description 4
- 239000004711 α-olefin Substances 0.000 description 3
- 239000000376 reactant Substances 0.000 description 2
- BBDKZWKEPDTENS-UHFFFAOYSA-N 4-Vinylcyclohexene Chemical compound C=CC1CCC=CC1 BBDKZWKEPDTENS-UHFFFAOYSA-N 0.000 description 1
- JKKGWWVALZSCBO-PRMPXCKISA-N CC(C)(C)/C(/C=C(\C)/[Si](C)(C)C)=C/C(/c1cc(C(C)(C)C)cc([Si](C)(C)C)c1C)=C/OP(C)Oc(c(C(C)(C)C)cc(OC(C(C)(C)C)=O)c1)c1-c1cc(OC(C(C)(C)C)=O)cc(C(C)(C)C)c1OP([O-])Oc(c(C=O)cc(Br)c1)c1Br Chemical compound CC(C)(C)/C(/C=C(\C)/[Si](C)(C)C)=C/C(/c1cc(C(C)(C)C)cc([Si](C)(C)C)c1C)=C/OP(C)Oc(c(C(C)(C)C)cc(OC(C(C)(C)C)=O)c1)c1-c1cc(OC(C(C)(C)C)=O)cc(C(C)(C)C)c1OP([O-])Oc(c(C=O)cc(Br)c1)c1Br JKKGWWVALZSCBO-PRMPXCKISA-N 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- SJNALLRHIVGIBI-UHFFFAOYSA-N allyl cyanide Chemical compound C=CCC#N SJNALLRHIVGIBI-UHFFFAOYSA-N 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 125000001188 haloalkyl group Chemical group 0.000 description 1
- KJBRZWADVLEUIE-UHFFFAOYSA-N propyl oct-7-enoate Chemical compound CCCOC(=O)CCCCCC=C KJBRZWADVLEUIE-UHFFFAOYSA-N 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US36372502P | 2002-03-11 | 2002-03-11 | |
| US60/363,725 | 2002-03-11 | ||
| PCT/US2003/006456 WO2003078444A2 (en) | 2002-03-11 | 2003-03-04 | Bisphosphite ligands for carbonylation processes |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2005519968A JP2005519968A (ja) | 2005-07-07 |
| JP2005519968A5 true JP2005519968A5 (cg-RX-API-DMAC10.html) | 2006-03-30 |
| JP4694787B2 JP4694787B2 (ja) | 2011-06-08 |
Family
ID=28041804
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2003576449A Expired - Fee Related JP4694787B2 (ja) | 2002-03-11 | 2003-03-04 | 新規なホスオキソファイト配位子及びカルボニル化方法におけるそれらの使用 |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US7196230B2 (cg-RX-API-DMAC10.html) |
| EP (1) | EP1485392B1 (cg-RX-API-DMAC10.html) |
| JP (1) | JP4694787B2 (cg-RX-API-DMAC10.html) |
| CN (1) | CN1639177B (cg-RX-API-DMAC10.html) |
| AT (1) | ATE320438T1 (cg-RX-API-DMAC10.html) |
| AU (1) | AU2003230587A1 (cg-RX-API-DMAC10.html) |
| DE (1) | DE60304034T2 (cg-RX-API-DMAC10.html) |
| WO (1) | WO2003078444A2 (cg-RX-API-DMAC10.html) |
Families Citing this family (27)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7196230B2 (en) | 2002-03-11 | 2007-03-27 | Union Carbide Chemicals & Plastics Technology Corporation | Phosoxophite ligands and use thereof in carbonylation processes |
| ATE388956T1 (de) * | 2002-10-15 | 2008-03-15 | Union Carbide Chem Plastic | Bischelatligand und seine verwendung in carbonylierungs-verfahren |
| US7351868B2 (en) | 2003-07-03 | 2008-04-01 | Union Carbide Chemicals & Plastics Technology Corporation | Minimization of ligand degradation products, of reversion of same to useful phosphine ligands |
| DE10360772A1 (de) * | 2003-12-23 | 2005-07-28 | Oxeno Olefinchemie Gmbh | Verfahren zur Herstellung von Organoacylphosphiten |
| US7156098B2 (en) * | 2004-03-19 | 2007-01-02 | Dolezal Creative Innovations, Llc | Breathing air filtration system |
| US8833369B2 (en) * | 2004-03-19 | 2014-09-16 | Airware, Inc. | Breathing air filtration devices |
| US7671231B2 (en) | 2006-01-18 | 2010-03-02 | Lloyd Michael C | Process for making amino acids |
| CA2652016C (en) * | 2006-05-15 | 2015-02-03 | Dow Global Technologies Inc. | Hydroformylation process and product separation with improved recovery of rhodium |
| DE102006058682A1 (de) | 2006-12-13 | 2008-06-19 | Evonik Oxeno Gmbh | Bisphosphitliganden für die übergangsmetallkatalysierte Hydroformylierung |
| WO2009120529A1 (en) * | 2008-03-28 | 2009-10-01 | Union Carbide Chemicals & Plastics Technology Llc (Formerly Union Carbide Chemicals & Plastics Technology Corporation) | Slurry process for phosphoromonochloridite synthesis |
| US8097749B2 (en) * | 2008-03-28 | 2012-01-17 | Union Carbide Chemical and Plastics Technology Technology | Isothermal process for phosphoromonochloridite synthesis |
| EP2346887B1 (en) * | 2008-10-08 | 2013-12-25 | Dow Technology Investments LLC | Slurry process for synthesis of bisphosphites |
| DE102009001225A1 (de) | 2009-02-27 | 2010-09-02 | Evonik Oxeno Gmbh | Verfahren zur Anreicherung eines Homogenkatalysators aus einem Prozessstrom |
| EP2637994B1 (en) | 2010-11-12 | 2019-01-09 | Dow Technology Investments LLC | Mitigation of fouling in hydroformylation processes by water addition |
| SA112330271B1 (ar) | 2011-04-18 | 2015-02-09 | داو تكنولوجى انفستمنتس ال ال سى | تخفيف التلوث في عمليات هيدروفورملة عن طريق إضافة الماء |
| MY172419A (en) | 2012-06-04 | 2019-11-25 | Dow Technology Investments Llc | Hydroformylation process |
| PL2900373T3 (pl) | 2012-09-25 | 2019-09-30 | Dow Technology Investments Llc | Sposób stabilizacji ligandu fosforynowego przeciwko degradacji |
| CN104837800B (zh) | 2012-12-06 | 2017-08-29 | 陶氏技术投资有限责任公司 | 氢甲酰化方法 |
| CN104248860A (zh) | 2013-06-27 | 2014-12-31 | 陶氏技术投资有限责任公司 | 热管理方法 |
| CN104725170B (zh) | 2013-12-19 | 2019-08-23 | 陶氏技术投资有限责任公司 | 加氢甲酰化方法 |
| JP2016540780A (ja) | 2013-12-19 | 2016-12-28 | 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 | ヒドロホルミル化プロセス |
| CN106103400B (zh) | 2014-03-31 | 2020-03-03 | 陶氏技术投资有限责任公司 | 氢甲酰化方法 |
| US10647651B2 (en) * | 2015-10-12 | 2020-05-12 | Basf Se | Hydroformylation process for producing 1,6-disubstituted hexane derivatives |
| CN114072231B (zh) | 2019-06-27 | 2024-10-22 | 陶氏技术投资有限责任公司 | 从加氢甲酰化工艺制备溶液以用于贵金属回收的工艺 |
| CN114929660A (zh) | 2019-12-19 | 2022-08-19 | 陶氏技术投资有限责任公司 | 用于制备异戊二烯和包含至少六个碳原子的单烯烃的方法 |
| US11884614B2 (en) | 2022-05-26 | 2024-01-30 | Chevron Phillips Chemical Company Lp | Normal alpha olefin synthesis using decarbonylative olefination |
| WO2024228768A1 (en) | 2023-05-04 | 2024-11-07 | Dow Technology Investments Llc | Hydroformylation process |
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| US4748261A (en) * | 1985-09-05 | 1988-05-31 | Union Carbide Corporation | Bis-phosphite compounds |
| DE3627776A1 (de) * | 1986-08-16 | 1988-02-18 | Basf Ag | Verfahren zur herstellung von 1,1,2-trialkoxyethan |
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| US5756855A (en) * | 1994-08-19 | 1998-05-26 | Union Carbide Chemicals & Plastics Technology Corporation | Stabilization of phosphite ligands in hydroformylation process |
| US5663403A (en) | 1995-01-24 | 1997-09-02 | Mitsubishi Chemical Corporation | Bisphosphite compound and method for producing aldehydes |
| JP3829346B2 (ja) | 1995-09-28 | 2006-10-04 | 三菱化学株式会社 | 新規ビスホスファイトロジウム錯体及び該錯体を用いたアルデヒド類の製造方法 |
| TW343195B (en) * | 1996-03-15 | 1998-10-21 | Dsm Nv | Process to prepare a terminal aldehyde |
| US5874641A (en) * | 1996-03-15 | 1999-02-23 | Dsm N.V. | Process to prepare a terminal aldehyde |
| US6156936A (en) * | 1998-03-16 | 2000-12-05 | Shell Oil Company | Hydroformylation of olefin feeds containing dienes |
| DE19836807A1 (de) | 1998-08-14 | 2000-02-17 | Basf Ag | Verfahren zur Herstellung von Aldehyden und/oder Alkoholen oder Aminen |
| DE69916560T2 (de) | 1998-12-10 | 2005-04-14 | Mitsubishi Chemical Corp. | Verfahren zur Herstellung von Aldehyden |
| DE19954510A1 (de) | 1999-11-12 | 2001-05-17 | Oxeno Olefinchemie Gmbh | Verfahren zur katalytischen Herstellung von Aldehyden aus Olefinen unter Einsatz von Ligandenmischungen |
| DE19954721A1 (de) | 1999-11-12 | 2001-05-17 | Oxeno Olefinchemie Gmbh | Verfahren zur Herstellung von Aldehyden aus Olefinen durch Hydroformylierung |
| DE10005794A1 (de) | 2000-02-10 | 2001-08-16 | Basf Ag | Verbindungen des Phosphors, Arsens und des Antimons |
| DE10023471A1 (de) | 2000-05-12 | 2001-11-15 | Basf Ag | Verfahren zur Hydroformylierung, verbrückte Phosphine und Katalysator, umfassend einen Komplex dieser verbrückten Phosphine |
| DE10031493A1 (de) | 2000-06-28 | 2002-01-10 | Oxeno Olefinchemie Gmbh | Neue Bisphosphitverbindungen und deren Metallkomplexe |
| DE10053272A1 (de) * | 2000-10-27 | 2002-05-08 | Oxeno Olefinchemie Gmbh | Neue Bisphosphitverbindungen und deren Metallkomplexe |
| DE10140083A1 (de) | 2001-08-16 | 2003-02-27 | Oxeno Olefinchemie Gmbh | Neue Phosphitverbindungen und deren Metallkomplexe |
| US7196230B2 (en) | 2002-03-11 | 2007-03-27 | Union Carbide Chemicals & Plastics Technology Corporation | Phosoxophite ligands and use thereof in carbonylation processes |
| ATE388956T1 (de) | 2002-10-15 | 2008-03-15 | Union Carbide Chem Plastic | Bischelatligand und seine verwendung in carbonylierungs-verfahren |
-
2003
- 2003-03-04 US US10/504,247 patent/US7196230B2/en not_active Expired - Lifetime
- 2003-03-04 EP EP03723671A patent/EP1485392B1/en not_active Expired - Lifetime
- 2003-03-04 AU AU2003230587A patent/AU2003230587A1/en not_active Abandoned
- 2003-03-04 DE DE60304034T patent/DE60304034T2/de not_active Expired - Lifetime
- 2003-03-04 WO PCT/US2003/006456 patent/WO2003078444A2/en not_active Ceased
- 2003-03-04 AT AT03723671T patent/ATE320438T1/de not_active IP Right Cessation
- 2003-03-04 CN CN038054256A patent/CN1639177B/zh not_active Expired - Fee Related
- 2003-03-04 JP JP2003576449A patent/JP4694787B2/ja not_active Expired - Fee Related
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