JP2011527287A5 - - Google Patents
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- JP2011527287A5 JP2011527287A5 JP2011516877A JP2011516877A JP2011527287A5 JP 2011527287 A5 JP2011527287 A5 JP 2011527287A5 JP 2011516877 A JP2011516877 A JP 2011516877A JP 2011516877 A JP2011516877 A JP 2011516877A JP 2011527287 A5 JP2011527287 A5 JP 2011527287A5
- Authority
- JP
- Japan
- Prior art keywords
- stripper
- products
- catalyst
- stream
- product
- 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
- 239000000047 product Substances 0.000 claims description 32
- 239000007789 gas Substances 0.000 claims description 31
- 239000003054 catalyst Substances 0.000 claims description 30
- 238000000034 method Methods 0.000 claims description 28
- 150000001336 alkenes Chemical class 0.000 claims description 23
- 239000006227 byproduct Substances 0.000 claims description 20
- 239000003446 ligand Substances 0.000 claims description 20
- 238000007037 hydroformylation reaction Methods 0.000 claims description 19
- 239000012071 phase Substances 0.000 claims description 17
- 239000000376 reactant Substances 0.000 claims description 16
- 239000007788 liquid Substances 0.000 claims description 15
- 239000012263 liquid product Substances 0.000 claims description 15
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 15
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 claims description 11
- 229910002091 carbon monoxide Inorganic materials 0.000 claims description 11
- 239000001257 hydrogen Substances 0.000 claims description 11
- 229910052739 hydrogen Inorganic materials 0.000 claims description 11
- 150000001335 aliphatic alkanes Chemical class 0.000 claims description 10
- 230000007704 transition Effects 0.000 claims description 10
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 9
- 238000009835 boiling Methods 0.000 claims description 6
- 150000008301 phosphite esters Chemical class 0.000 claims description 6
- 239000012808 vapor phase Substances 0.000 claims description 5
- 239000011552 falling film Substances 0.000 claims description 4
- 150000002903 organophosphorus compounds Chemical class 0.000 claims description 4
- 229910052703 rhodium Inorganic materials 0.000 claims description 4
- 239000010948 rhodium Substances 0.000 claims description 4
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 3
- 238000001816 cooling Methods 0.000 claims description 2
- 239000012043 crude product Substances 0.000 claims description 2
- 238000007730 finishing process Methods 0.000 claims description 2
- 150000002431 hydrogen Chemical class 0.000 claims description 2
- 238000000926 separation method Methods 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims description 2
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 claims 7
- 150000001299 aldehydes Chemical class 0.000 description 7
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 4
- 239000001273 butane Substances 0.000 description 3
- IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 3
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 3
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 3
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- HGBOYTHUEUWSSQ-UHFFFAOYSA-N pentanal Chemical compound CCCCC=O HGBOYTHUEUWSSQ-UHFFFAOYSA-N 0.000 description 1
- IAQRGUVFOMOMEM-ONEGZZNKSA-N trans-but-2-ene Chemical compound C\C=C\C IAQRGUVFOMOMEM-ONEGZZNKSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US7804608P | 2008-07-03 | 2008-07-03 | |
| US61/078,046 | 2008-07-03 | ||
| PCT/US2009/049540 WO2010003073A1 (en) | 2008-07-03 | 2009-07-02 | Process of controlling heavies in a recycle catalyst stream |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2011527287A JP2011527287A (ja) | 2011-10-27 |
| JP2011527287A5 true JP2011527287A5 (enExample) | 2012-08-16 |
| JP5587877B2 JP5587877B2 (ja) | 2014-09-10 |
Family
ID=41128560
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2011516877A Expired - Fee Related JP5587877B2 (ja) | 2008-07-03 | 2009-07-02 | 循環触媒流中の重質物の制御プロセス |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US8404903B2 (enExample) |
| EP (2) | EP2297077B1 (enExample) |
| JP (1) | JP5587877B2 (enExample) |
| KR (1) | KR101629043B1 (enExample) |
| CN (1) | CN102143933B (enExample) |
| CA (1) | CA2729643C (enExample) |
| ES (2) | ES2495748T3 (enExample) |
| MX (1) | MX2010014570A (enExample) |
| MY (1) | MY155290A (enExample) |
| PL (2) | PL2703380T3 (enExample) |
| WO (1) | WO2010003073A1 (enExample) |
| ZA (1) | ZA201100027B (enExample) |
Families Citing this family (44)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR101310552B1 (ko) | 2010-04-20 | 2013-09-23 | 주식회사 엘지화학 | 올레핀의 하이드로포르밀화에 의한 알데히드 제조 방법 |
| MX2015004527A (es) * | 2012-10-12 | 2015-07-14 | Evonik Degussa Gmbh | Mezcla de bisfosfitos y su uso como mezcla catalizadora en la hidroformilacion. |
| EP2740535A1 (en) * | 2012-12-04 | 2014-06-11 | Dow Technology Investments LLC | Bidentate ligands for hydroformylation of ethylene |
| US9382180B2 (en) * | 2012-12-06 | 2016-07-05 | Dow Technology Investments Llc | Hydroformylation process |
| DE102012223572A1 (de) | 2012-12-18 | 2014-06-18 | Evonik Industries Ag | Steuerung der Viskosität von Reaktionslösungen in Hydroformylierungverfahren |
| CN106103399B (zh) * | 2013-12-19 | 2019-07-09 | 陶氏技术投资有限责任公司 | 氢甲酰化方法 |
| 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 |
| MY184826A (en) * | 2014-12-04 | 2021-04-24 | Dow Technology Investments Llc | Hydroformylation process |
| PL3374340T3 (pl) * | 2015-11-10 | 2022-04-11 | Dow Technology Investments Llc | Sposób wytwarzania aldehydów |
| RU2751511C9 (ru) | 2016-02-11 | 2021-08-18 | Дау Текнолоджи Инвестментс Ллк | Способы превращения олефинов в спирты, простые эфиры или их комбинации |
| CN107141204B (zh) | 2016-03-01 | 2022-03-15 | 陶氏技术投资有限责任公司 | 氢甲酰化工艺 |
| MX2018010980A (es) * | 2016-03-18 | 2018-11-15 | Dow Technology Investments Llc | Proceso de hidroformilacion. |
| TW201840362A (zh) | 2016-11-08 | 2018-11-16 | 美商陶氏科技投資有限公司 | 使去活化的氫甲醯化催化劑溶液再生的方法 |
| TWI758353B (zh) | 2016-11-08 | 2022-03-21 | 美商陶氏科技投資有限公司 | 使去活化的氫甲醯化催化劑溶液再生的方法 |
| TW201840363A (zh) | 2016-11-08 | 2018-11-16 | 美商陶氏科技投資有限公司 | 處理氫甲醯化催化劑溶液之方法 |
| TWI788364B (zh) | 2017-06-23 | 2023-01-01 | 美商陶氏科技投資有限公司 | 氫甲醯化反應製程 |
| WO2019005731A1 (en) | 2017-06-28 | 2019-01-03 | Dow Global Technologies Llc | MIXTURES FOR EASILY BIODEGRADABLE ALCOXYLATES |
| CN107469860B (zh) * | 2017-08-22 | 2020-05-19 | 中国海洋石油集团有限公司 | 一种提高铑/双亚膦酸酯催化剂稳定性的方法 |
| TWI793216B (zh) | 2017-12-07 | 2023-02-21 | 美商陶氏科技投資公司 | 氫甲醯化方法 |
| CN120271422A (zh) | 2018-05-30 | 2025-07-08 | 陶氏技术投资有限责任公司 | 在加氢甲酰化过程中减缓催化剂失活和/或减缓四膦配位体使用的方法 |
| BR112020022070B1 (pt) | 2018-05-30 | 2023-09-26 | Dow Technology Investments Llc | Método para controlar um processo de hidroformilação para produzir aldeídos |
| MY207749A (en) | 2018-05-30 | 2025-03-16 | Dow Technology Investments Llc | Catalyst composition comprising the combination of a monophopsphine, a tetraphosphine ligand and a hydroformylation process using it |
| MY203235A (en) | 2018-11-29 | 2024-06-19 | Dow Technology Investments Llc | Hydroformylation process |
| GB201907659D0 (en) | 2019-05-30 | 2019-07-17 | Johnson Matthey Davy Technologies Ltd | Process |
| KR102489171B1 (ko) | 2019-07-04 | 2023-01-18 | 주식회사 엘지화학 | 디에스터계 물질의 제조 유닛 및 이를 포함하는 디에스터계 물질의 제조 시스템 |
| KR102489172B1 (ko) | 2019-07-04 | 2023-01-18 | 주식회사 엘지화학 | 디에스터계 물질의 제조 유닛 및 이를 포함하는 디에스터계 물질의 제조 시스템 |
| CN112441892B (zh) * | 2019-08-30 | 2023-03-14 | 中国石油化工股份有限公司 | 来自混合丁烯烃氢甲酰化反应装置的液相物流的分离方法和装置 |
| WO2021126421A1 (en) | 2019-12-19 | 2021-06-24 | Dow Technology Investments Llc | Processes for preparing isoprene and mono-olefins comprising at least six carbon atoms |
| GB202012930D0 (en) | 2020-08-19 | 2020-09-30 | Johnson Matthey Davy Technologies Ltd | Process for hydroformylation with removal of dissolved hydrogen |
| KR20220037341A (ko) * | 2020-09-17 | 2022-03-24 | 주식회사 엘지화학 | 알데히드의 제조방법 및 알데히드의 제조장치 |
| CN112403401B (zh) * | 2020-11-06 | 2022-06-21 | 中国海洋石油集团有限公司 | 一种烯烃氢甲酰化制醛中醛和催化剂分离的装置和方法 |
| WO2022132372A1 (en) | 2020-12-14 | 2022-06-23 | Dow Technology Investments Llc | Processes to improve catalytic metal accountability in hydroformylation processes |
| GB202102673D0 (en) * | 2021-02-25 | 2021-04-14 | Johnson Matthey Davy Technologies Ltd | Process |
| WO2023086718A1 (en) | 2021-11-11 | 2023-05-19 | Dow Technology Investments Llc | Processes for recovering rhodium from hydroformylation processes |
| EP4448170B1 (en) | 2021-12-16 | 2025-08-20 | Dow Technology Investments LLC | Compounds, transition metal complex hydroformylation catalyst precuror compositions comprising such compounds, and hydroformylation processes |
| CN118338965A (zh) | 2021-12-16 | 2024-07-12 | 陶氏技术投资有限责任公司 | 包含此类化合物的过渡金属络合物加氢甲酰化催化剂前体组合物和加氢甲酰化方法 |
| CN114773172B (zh) * | 2022-06-20 | 2022-10-18 | 中海油天津化工研究设计院有限公司 | 一种烯烃氢甲酰化制醛工艺优化方法 |
| WO2024123510A1 (en) * | 2022-12-06 | 2024-06-13 | Dow Technology Investments Llc | Process of controlling heavies in a recycle catalyst stream |
| WO2024129290A1 (en) | 2022-12-13 | 2024-06-20 | Dow Technology Investments Llc | Process to minimize polyphosphine usage by making use of degradation products |
| WO2025006020A1 (en) | 2023-06-26 | 2025-01-02 | Dow Technology Investments Llc | Methods of controlling hydroformylation processes |
| WO2025029369A1 (en) | 2023-08-03 | 2025-02-06 | Dow Technology Investments Llc | Process for improving rhodium/phosphite- based homogenous hydroformylation catalyst activity |
| WO2025029349A1 (en) | 2023-08-03 | 2025-02-06 | Dow Technology Investments Llc | Hydroformylation process |
| CN119925959B (zh) * | 2023-11-03 | 2025-10-31 | 中国石油化工股份有限公司 | 一种羰基合成催化剂与羰基合成产物的分离系统、分离方法及应用 |
| CN119925960B (zh) * | 2023-11-03 | 2025-10-31 | 中国石油化工股份有限公司 | 一种羰基合成催化剂的回收系统、回收方法及应用 |
Family Cites Families (41)
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| US3415906A (en) | 1964-05-29 | 1968-12-10 | Hooker Chemical Corp | Phosphite phospholane and phosphorinane compounds |
| US3527809A (en) | 1967-08-03 | 1970-09-08 | Union Carbide Corp | Hydroformylation process |
| US4148830A (en) | 1975-03-07 | 1979-04-10 | Union Carbide Corporation | Hydroformylation of olefins |
| US4166773A (en) * | 1977-12-22 | 1979-09-04 | Union Carbide Corporation | Continuous process for separating high boiling, heat sensitive materials |
| DE16286T1 (de) | 1979-03-21 | 1983-05-11 | Davy Mckee (London) Ltd., London | Hydroformylierungsverfahren. |
| NO156742C (no) | 1979-03-28 | 1987-11-18 | Union Carbide Corp | Fremgangsmaate for fremstilling av et hydroformyleringsmedium, og fremgangsmaate for fremstilling av aldehyder. |
| GB8334359D0 (en) | 1983-12-23 | 1984-02-01 | Davy Mckee Ltd | Process |
| US4599206A (en) | 1984-02-17 | 1986-07-08 | Union Carbide Corporation | Transition metal complex catalyzed reactions |
| US4789753A (en) | 1984-02-17 | 1988-12-06 | Union Carbide Corporation | Phosphite ligands |
| US4567302A (en) | 1984-07-20 | 1986-01-28 | Angus Chemical | Polymeric quaternary ammonium salts possessing antimicrobial activity and methods for preparation and use thereof |
| US4737588A (en) | 1984-12-28 | 1988-04-12 | Union Carbide Corporation | Transition metal complex catalyzed reactions |
| US4748261A (en) | 1985-09-05 | 1988-05-31 | Union Carbide Corporation | Bis-phosphite compounds |
| US4668651A (en) | 1985-09-05 | 1987-05-26 | Union Carbide Corporation | Transition metal complex catalyzed processes |
| US4885401A (en) | 1985-09-05 | 1989-12-05 | Union Carbide Corporation | Bis-phosphite compounds |
| US4774361A (en) | 1986-05-20 | 1988-09-27 | Union Carbide Corporation | Transition metal complex catalyzed reactions |
| US4835299A (en) | 1987-03-31 | 1989-05-30 | Union Carbide Corporation | Process for purifying tertiary organophosphites |
| US5113022A (en) | 1988-08-05 | 1992-05-12 | Union Carbide Chemicals & Plastics Technology Corporation | Ionic phosphites used in homogeneous transition metal catalyzed processes |
| US5059710A (en) | 1988-08-05 | 1991-10-22 | Union Carbide Chemicals And Plastics Technology Corporation | Ionic phosphites and their use in homogeneous transition metal catalyzed processes |
| US5114473A (en) | 1988-08-25 | 1992-05-19 | Union Carbide Chemicals And Plastics Technology Corporation | Transition metal recovery |
| US5001274A (en) | 1989-06-23 | 1991-03-19 | Union Carbide Chemicals And Plastics Company Inc. | Hydroformylation process |
| US5277532A (en) | 1989-07-31 | 1994-01-11 | Cefin S.P.A. | Mechanical acceleration device in can welding machines |
| 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 |
| DE4026406A1 (de) | 1990-08-21 | 1992-02-27 | Basf Ag | Rhodiumhydroformylierungskatalysatoren mit bis-phosphit-liganden |
| US5179055A (en) | 1990-09-24 | 1993-01-12 | New York University | Cationic rhodium bis(dioxaphosphorus heterocycle) complexes and their use in the branched product regioselective hydroformylation of olefins |
| US5087763A (en) | 1990-11-09 | 1992-02-11 | Union Carbide Chemicals & Plastics Technology Corporation | Hydroformylation process |
| TW213465B (enExample) | 1991-06-11 | 1993-09-21 | Mitsubishi Chemicals Co Ltd | |
| DE4204808A1 (de) | 1992-02-18 | 1993-08-19 | Basf Ag | Verfahren zur herstellung von (omega)-formylalkancarbonsaeureestern |
| US5312996A (en) | 1992-06-29 | 1994-05-17 | Union Carbide Chemicals & Plastics Technology Corporation | Hydroformylation process for producing 1,6-hexanedials |
| US5364950A (en) | 1992-09-29 | 1994-11-15 | Union Carbide Chimicals & Plastics Technology Corporation | Process for stabilizing phosphite ligands in hydroformylation reaction mixtures |
| US5463137A (en) * | 1993-09-30 | 1995-10-31 | The Boc Group, Inc. | Process for the production of oxo products |
| DE19530698A1 (de) * | 1995-08-21 | 1997-02-27 | Basf Ag | Verfahren zur Aufarbeitung eines flüssigen Hydroformylierungsaustrags |
| US5892119A (en) | 1996-11-26 | 1999-04-06 | Union Carbide Chemicals & Plastics Technology Corporation | Metal-ligand complex catalyzed processes |
| US5874640A (en) | 1996-11-26 | 1999-02-23 | Union Carbide Chemicals & Plastics Technology Corporation | Metal-ligand complex catalyzed processes |
| US6090987A (en) | 1998-07-06 | 2000-07-18 | Union Carbide Chemicals & Plastics Technology Corporation | Metal-ligand complex catalyzed processes |
| DE19913352A1 (de) | 1999-03-24 | 2000-09-28 | Basf Ag | Katalysator, umfassend einen Komplex eines Metalls der VIII. Nebengruppe auf Basis eines Phospinamiditliganden |
| DE10006489A1 (de) * | 2000-02-14 | 2001-08-16 | Basf Ag | Verfahren zur Aufarbeitung eines flüssigen Hydroformylierungsaustrages |
| US6294700B1 (en) | 2000-03-15 | 2001-09-25 | Union Carbide Chemicals & Plastics Technology Corporation | Separation processes |
| DE10031519A1 (de) * | 2000-06-28 | 2002-01-10 | Basf Ag | Verfahren zur Hydroformylierung von Olefinen mit 2 bis 8 Kohlenstoffatomen, I |
| DE10031520A1 (de) * | 2000-06-28 | 2002-01-10 | Basf Ag | Verfahren zur Hydroformylierung von Olefinen mit 2 bis 8 Kohlenstoffatomen |
| CN1997616B (zh) | 2003-07-03 | 2011-01-19 | 陶氏技术投资有限责任公司 | 配体降解产物的最小化,或其向有用的膦配体的转化 |
| CN100526279C (zh) * | 2006-04-11 | 2009-08-12 | 中国科学院兰州化学物理研究所 | 连续制备正戊醛的工艺过程 |
-
2009
- 2009-07-02 CN CN200980134089.8A patent/CN102143933B/zh active Active
- 2009-07-02 ES ES09774522.8T patent/ES2495748T3/es active Active
- 2009-07-02 WO PCT/US2009/049540 patent/WO2010003073A1/en not_active Ceased
- 2009-07-02 MX MX2010014570A patent/MX2010014570A/es active IP Right Grant
- 2009-07-02 US US13/002,078 patent/US8404903B2/en active Active
- 2009-07-02 CA CA2729643A patent/CA2729643C/en not_active Expired - Fee Related
- 2009-07-02 KR KR1020117002619A patent/KR101629043B1/ko not_active Expired - Fee Related
- 2009-07-02 ES ES13184322.9T patent/ES2558465T3/es active Active
- 2009-07-02 EP EP09774522.8A patent/EP2297077B1/en active Active
- 2009-07-02 JP JP2011516877A patent/JP5587877B2/ja not_active Expired - Fee Related
- 2009-07-02 EP EP13184322.9A patent/EP2703380B1/en active Active
- 2009-07-02 MY MYPI2010006276A patent/MY155290A/en unknown
- 2009-07-02 PL PL13184322T patent/PL2703380T3/pl unknown
- 2009-07-02 PL PL09774522T patent/PL2297077T3/pl unknown
-
2011
- 2011-01-03 ZA ZA2011/00027A patent/ZA201100027B/en unknown
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