YU43040B - Process for the removal of an alkyl-substituted phosphine side product because of reactivating a radium complex catalyst for the hydroformylation - Google Patents
Process for the removal of an alkyl-substituted phosphine side product because of reactivating a radium complex catalyst for the hydroformylationInfo
- Publication number
- YU43040B YU43040B YU2280/81A YU228081A YU43040B YU 43040 B YU43040 B YU 43040B YU 2280/81 A YU2280/81 A YU 2280/81A YU 228081 A YU228081 A YU 228081A YU 43040 B YU43040 B YU 43040B
- Authority
- YU
- Yugoslavia
- Prior art keywords
- hydroformylation
- reactivating
- complex catalyst
- alkyl
- removal
- Prior art date
Links
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Natural products P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 title abstract 2
- 239000003054 catalyst Substances 0.000 title abstract 2
- 238000007037 hydroformylation reaction Methods 0.000 title abstract 2
- 238000000034 method Methods 0.000 title abstract 2
- 150000003003 phosphines Chemical class 0.000 title abstract 2
- 229910000073 phosphorus hydride Inorganic materials 0.000 title abstract 2
- 239000006227 byproduct Substances 0.000 title 1
- 229910052705 radium Inorganic materials 0.000 title 1
- HCWPIIXVSYCSAN-UHFFFAOYSA-N radium atom Chemical compound [Ra] HCWPIIXVSYCSAN-UHFFFAOYSA-N 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 230000002708 enhancing effect Effects 0.000 abstract 1
- 238000006213 oxygenation reaction Methods 0.000 abstract 1
- 229910052703 rhodium Inorganic materials 0.000 abstract 1
- 239000010948 rhodium Substances 0.000 abstract 1
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- 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
- B01J31/40—Regeneration or reactivation
- B01J31/4015—Regeneration or reactivation of catalysts containing metals
- B01J31/4023—Regeneration or reactivation of catalysts containing metals containing iron group metals, noble metals or copper
- B01J31/4038—Regeneration or reactivation of catalysts containing metals containing iron group metals, noble metals or copper containing noble metals
- B01J31/4046—Regeneration or reactivation of catalysts containing metals containing iron group metals, noble metals or copper containing noble metals containing rhodium
-
- 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
- B01J31/40—Regeneration or reactivation
-
- 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
-
- 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
-
- 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
- B01J38/00—Regeneration or reactivation of catalysts, in general
- B01J38/04—Gas or vapour treating; Treating by using liquids vaporisable upon contacting spent catalyst
- B01J38/12—Treating with free oxygen-containing gas
-
- 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
- C07C47/02—Saturated compounds having —CHO groups bound to acyclic carbon atoms or to hydrogen
-
- 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
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/50—Organo-phosphines
- C07F9/53—Organo-phosphine oxides; Organo-phosphine thioxides
-
- 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
- B01J2531/80—Complexes comprising metals of Group VIII as the central metal
- B01J2531/82—Metals of the platinum group
- B01J2531/822—Rhodium
-
- 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
- B01J31/1875—Phosphinites (R2P(OR), their isomeric phosphine oxides (R3P=O) and RO-substitution derivatives thereof)
-
- 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
- Y02P20/584—Recycling of catalysts
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Inorganic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US06/190,280 US4605780A (en) | 1980-09-24 | 1980-09-24 | Reactivation of rhodium complex hydroformylation catalysts |
Publications (2)
Publication Number | Publication Date |
---|---|
YU228081A YU228081A (en) | 1984-08-31 |
YU43040B true YU43040B (en) | 1989-02-28 |
Family
ID=22700690
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
YU2280/81A YU43040B (en) | 1980-09-24 | 1981-09-23 | Process for the removal of an alkyl-substituted phosphine side product because of reactivating a radium complex catalyst for the hydroformylation |
Country Status (13)
Country | Link |
---|---|
US (1) | US4605780A (ko) |
EP (1) | EP0049781B1 (ko) |
JP (1) | JPS607941B2 (ko) |
KR (1) | KR880000058B1 (ko) |
AT (1) | ATE6992T1 (ko) |
BR (1) | BR8105868A (ko) |
CA (1) | CA1187100A (ko) |
DE (1) | DE3163094D1 (ko) |
ES (1) | ES505725A0 (ko) |
MX (1) | MX158918A (ko) |
PL (1) | PL131753B1 (ko) |
SU (1) | SU1757458A3 (ko) |
YU (1) | YU43040B (ko) |
Families Citing this family (20)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5976034A (ja) * | 1982-10-21 | 1984-04-28 | Mitsubishi Chem Ind Ltd | ヒドロホルミル化法 |
US4929767A (en) * | 1988-08-12 | 1990-05-29 | Union Carbide Chemicals And Plastics Company Inc. | Treatment of rhodium catalysts |
US4861918A (en) * | 1988-08-12 | 1989-08-29 | Union Carbide Corporation | Reactivation of hydroformylation catalysts |
US5099047A (en) * | 1989-11-17 | 1992-03-24 | Mitsubishi Kasei Corporation | Method for recovering a group viii metal solid complex and hydroformylation method |
DE4135050A1 (de) * | 1991-10-24 | 1993-04-29 | Hoechst Ag | Verfahren zur reaktivierung wasserloeslicher hydroformylierungskatalysatoren |
US5237106A (en) * | 1992-01-24 | 1993-08-17 | Union Carbide Chemicals & Plastics Technology Corporation | Reactivation of hydroformylation catalysts |
US5290743A (en) * | 1993-03-22 | 1994-03-01 | Arco Chemical Technology L.P. | Process for regenerating a deactivated rhodium hydroformylation catalyst system |
CZ283697A3 (cs) * | 1996-09-11 | 1998-04-15 | Mitsubishi Chemical Corporation | Způsob přípravy roztoku komplexu rhodia a jeho použití |
CN104045532B (zh) | 2013-03-15 | 2018-05-25 | 陶氏技术投资有限责任公司 | 加氢甲酰化方法 |
CN104248994B (zh) * | 2013-06-25 | 2018-03-20 | 中国石油化工股份有限公司 | 羰基化铑膦催化剂的活性恢复方法 |
CN103570514B (zh) * | 2013-10-07 | 2015-11-18 | 青岛科技大学 | 一种均相催化-两相分离烯烃氢甲酰化的方法 |
MY189779A (en) | 2015-11-10 | 2022-03-07 | Dow Technology Investments Llc | Process for producing aldehydes |
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 |
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 |
EP3712126B1 (en) | 2017-11-15 | 2023-08-23 | Mitsubishi Chemical Corporation | Method for producing aldehyde and method for producing alcohol |
TW202126385A (zh) | 2019-11-05 | 2021-07-16 | 美商陶氏科技投資有限公司 | 自氫甲醯化製程回收銠之方法 |
CN113351249B (zh) * | 2021-04-29 | 2023-02-03 | 四川大学 | 一种催化内烯烃氢甲酰化制醛的催化体系 |
WO2023095907A1 (ja) * | 2021-11-29 | 2023-06-01 | 三菱ケミカル株式会社 | アルデヒドの製造方法 |
WO2024129290A1 (en) | 2022-12-13 | 2024-06-20 | Dow Technology Investments Llc | Process to minimize polyphosphine usage by making use of degradation products |
Family Cites Families (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3527809A (en) * | 1967-08-03 | 1970-09-08 | Union Carbide Corp | Hydroformylation process |
US3555098A (en) * | 1967-12-13 | 1971-01-12 | Union Oil Co | Hydroformylation |
US3547964A (en) * | 1968-07-24 | 1970-12-15 | Union Oil Co | Group viii noble metal catalyst recovery |
JPS5123212A (en) * | 1974-08-17 | 1976-02-24 | Mitsubishi Chem Ind | Arudehidono seizohoho |
US4148830A (en) * | 1975-03-07 | 1979-04-10 | Union Carbide Corporation | Hydroformylation of olefins |
US4247486A (en) * | 1977-03-11 | 1981-01-27 | Union Carbide Corporation | Cyclic hydroformylation process |
US4221743A (en) * | 1976-07-07 | 1980-09-09 | Union Carbide Corporation | Hydroformylation process |
AT356639B (de) * | 1977-01-20 | 1980-05-12 | Stamicarbon | Verfahren zur katalytischen umsetzung ole- finisch ungesaettigter verbindungen mit wasser- stoff und kohlenmonoxid |
US4135911A (en) * | 1977-07-28 | 1979-01-23 | E. I. Du Pont De Nemours And Company | Rhodium recovery from hydroformylation still heel with triaryl phosphite ligand |
FR2428021A1 (fr) * | 1978-06-05 | 1980-01-04 | Kuraray Co | Hydroformylation de composes olefiniques |
EP0007768A3 (en) * | 1978-07-27 | 1980-02-20 | DAVY McKEE (LONDON) LIMITED | Hydroformylation of alpha-olefinic compounds |
US4196096A (en) * | 1979-02-12 | 1980-04-01 | Eastman Kodak Company | Process for regeneration of rhodium hydroformylation catalysts |
US4283304A (en) * | 1979-05-21 | 1981-08-11 | Union Carbide Corporation | Process for removing triorganophosphine from a liquid composition |
US4260828A (en) * | 1980-04-16 | 1981-04-07 | Union Carbide Corporation | Hydroformylation process |
-
1980
- 1980-09-24 US US06/190,280 patent/US4605780A/en not_active Expired - Lifetime
-
1981
- 1981-08-14 CA CA000383918A patent/CA1187100A/en not_active Expired
- 1981-09-15 BR BR8105868A patent/BR8105868A/pt unknown
- 1981-09-18 DE DE8181107434T patent/DE3163094D1/de not_active Expired
- 1981-09-18 EP EP81107434A patent/EP0049781B1/en not_active Expired
- 1981-09-18 AT AT81107434T patent/ATE6992T1/de active
- 1981-09-22 JP JP56148906A patent/JPS607941B2/ja not_active Expired
- 1981-09-22 KR KR1019810003535A patent/KR880000058B1/ko active
- 1981-09-23 SU SU813336900A patent/SU1757458A3/ru active
- 1981-09-23 MX MX189273A patent/MX158918A/es unknown
- 1981-09-23 PL PL1981233146A patent/PL131753B1/pl unknown
- 1981-09-23 YU YU2280/81A patent/YU43040B/xx unknown
- 1981-09-23 ES ES505725A patent/ES505725A0/es active Granted
Also Published As
Publication number | Publication date |
---|---|
MX158918A (es) | 1989-03-30 |
JPS607941B2 (ja) | 1985-02-28 |
CA1187100A (en) | 1985-05-14 |
BR8105868A (pt) | 1982-06-08 |
DE3163094D1 (en) | 1984-05-17 |
US4605780A (en) | 1986-08-12 |
KR880000058B1 (ko) | 1988-02-22 |
PL131753B1 (en) | 1984-12-31 |
ATE6992T1 (de) | 1984-04-15 |
ES8207189A1 (es) | 1982-08-16 |
YU228081A (en) | 1984-08-31 |
PL233146A1 (ko) | 1982-05-24 |
EP0049781A1 (en) | 1982-04-21 |
EP0049781B1 (en) | 1984-04-11 |
JPS5787845A (en) | 1982-06-01 |
KR830007136A (ko) | 1983-10-14 |
ES505725A0 (es) | 1982-08-16 |
SU1757458A3 (ru) | 1992-08-23 |
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