JPH02265654A - アルコール製造における触媒損失最少化 - Google Patents
アルコール製造における触媒損失最少化Info
- Publication number
- JPH02265654A JPH02265654A JP1320355A JP32035589A JPH02265654A JP H02265654 A JPH02265654 A JP H02265654A JP 1320355 A JP1320355 A JP 1320355A JP 32035589 A JP32035589 A JP 32035589A JP H02265654 A JPH02265654 A JP H02265654A
- Authority
- JP
- Japan
- Prior art keywords
- cobalt
- carbon dioxide
- water
- carbonate
- oxotation
- 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.)
- Pending
Links
- 239000003054 catalyst Substances 0.000 title claims abstract description 20
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 title description 12
- 238000004519 manufacturing process Methods 0.000 title description 12
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims abstract description 74
- 229910017052 cobalt Inorganic materials 0.000 claims abstract description 54
- 239000010941 cobalt Substances 0.000 claims abstract description 54
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims abstract description 51
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 41
- 239000001569 carbon dioxide Substances 0.000 claims abstract description 37
- 229910002092 carbon dioxide Inorganic materials 0.000 claims abstract description 37
- ZOTKGJBKKKVBJZ-UHFFFAOYSA-L cobalt(2+);carbonate Chemical compound [Co+2].[O-]C([O-])=O ZOTKGJBKKKVBJZ-UHFFFAOYSA-L 0.000 claims abstract description 23
- 229910021446 cobalt carbonate Inorganic materials 0.000 claims abstract description 22
- 230000015572 biosynthetic process Effects 0.000 claims abstract description 16
- 239000007795 chemical reaction product Substances 0.000 claims abstract description 10
- 238000003786 synthesis reaction Methods 0.000 claims abstract description 6
- 238000000034 method Methods 0.000 claims description 52
- 239000000047 product Substances 0.000 claims description 28
- 150000001868 cobalt Chemical class 0.000 claims description 24
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 13
- 238000007037 hydroformylation reaction Methods 0.000 claims description 13
- 239000007789 gas Substances 0.000 claims description 12
- 150000001336 alkenes Chemical class 0.000 claims description 9
- 238000000926 separation method Methods 0.000 claims description 8
- 239000010802 sludge Substances 0.000 claims description 8
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 6
- 229910052739 hydrogen Inorganic materials 0.000 claims description 6
- 239000001257 hydrogen Substances 0.000 claims description 6
- 239000007788 liquid Substances 0.000 claims description 6
- 238000001556 precipitation Methods 0.000 claims description 6
- 238000005406 washing Methods 0.000 claims description 4
- 238000002360 preparation method Methods 0.000 claims description 3
- 238000011084 recovery Methods 0.000 claims description 3
- 238000004064 recycling Methods 0.000 claims description 3
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims description 2
- 239000012528 membrane Substances 0.000 claims description 2
- OKTJSMMVPCPJKN-NJFSPNSNSA-N Carbon-14 Chemical compound [14C] OKTJSMMVPCPJKN-NJFSPNSNSA-N 0.000 claims 1
- 230000001105 regulatory effect Effects 0.000 claims 1
- 239000007787 solid Substances 0.000 description 10
- 150000001298 alcohols Chemical class 0.000 description 9
- 239000003518 caustics Substances 0.000 description 9
- 238000006243 chemical reaction Methods 0.000 description 9
- 239000002351 wastewater Substances 0.000 description 8
- 230000002378 acidificating effect Effects 0.000 description 6
- 229910021503 Cobalt(II) hydroxide Inorganic materials 0.000 description 5
- ASKVAEGIVYSGNY-UHFFFAOYSA-L cobalt(ii) hydroxide Chemical compound [OH-].[OH-].[Co+2] ASKVAEGIVYSGNY-UHFFFAOYSA-L 0.000 description 5
- 239000002245 particle Substances 0.000 description 5
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 description 4
- 238000005984 hydrogenation reaction Methods 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- SAXCKUIOAKKRAS-UHFFFAOYSA-N cobalt;hydrate Chemical compound O.[Co] SAXCKUIOAKKRAS-UHFFFAOYSA-N 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 238000001914 filtration Methods 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 238000003860 storage Methods 0.000 description 3
- 238000010521 absorption reaction Methods 0.000 description 2
- 239000008346 aqueous phase Substances 0.000 description 2
- 230000003197 catalytic effect Effects 0.000 description 2
- 238000005119 centrifugation Methods 0.000 description 2
- 229910000428 cobalt oxide Inorganic materials 0.000 description 2
- IVMYJDGYRUAWML-UHFFFAOYSA-N cobalt(ii) oxide Chemical compound [Co]=O IVMYJDGYRUAWML-UHFFFAOYSA-N 0.000 description 2
- 230000001627 detrimental effect Effects 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical class [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 150000001241 acetals Chemical class 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 150000001722 carbon compounds Chemical class 0.000 description 1
- 229910002090 carbon oxide Inorganic materials 0.000 description 1
- 230000006315 carbonylation Effects 0.000 description 1
- 238000005810 carbonylation reaction Methods 0.000 description 1
- 239000012018 catalyst precursor Substances 0.000 description 1
- 239000003245 coal Substances 0.000 description 1
- 229940011182 cobalt acetate Drugs 0.000 description 1
- 229910000361 cobalt sulfate Inorganic materials 0.000 description 1
- XLJKHNWPARRRJB-UHFFFAOYSA-N cobalt(2+) Chemical compound [Co+2] XLJKHNWPARRRJB-UHFFFAOYSA-N 0.000 description 1
- QAHREYKOYSIQPH-UHFFFAOYSA-L cobalt(II) acetate Chemical compound [Co+2].CC([O-])=O.CC([O-])=O QAHREYKOYSIQPH-UHFFFAOYSA-L 0.000 description 1
- 229910000001 cobalt(II) carbonate Inorganic materials 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000006482 condensation reaction Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000001351 cycling effect Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 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 1
- 239000000539 dimer Substances 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- -1 ether alcohols Chemical class 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 238000005189 flocculation Methods 0.000 description 1
- 230000016615 flocculation Effects 0.000 description 1
- 238000005188 flotation Methods 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 239000004926 polymethyl methacrylate Substances 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 230000008929 regeneration Effects 0.000 description 1
- 238000011069 regeneration method Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000010517 secondary reaction Methods 0.000 description 1
- 238000004062 sedimentation Methods 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 230000004936 stimulating effect Effects 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000013638 trimer Substances 0.000 description 1
- 239000002699 waste material Substances 0.000 description 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
- B01J31/16—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
- B01J31/40—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
- B01J31/403—Regeneration or reactivation of catalysts containing metals containing iron group metals, noble metals or copper containing iron group metals or copper
-
- 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
- B01J31/4061—Regeneration or reactivation of catalysts containing metals involving membrane separation
-
- 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
- B01J31/4092—Regeneration or reactivation of catalysts containing metals involving a stripping step, with stripping gas or solvent
-
- 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
-
- 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
- B01J2531/84—Metals of the iron group
- B01J2531/845—Cobalt
-
- 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
- B01J27/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- B01J27/20—Carbon compounds
- B01J27/232—Carbonates
-
- 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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Polyesters Or Polycarbonates (AREA)
- Inorganic Compounds Of Heavy Metals (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB888828695A GB8828695D0 (en) | 1988-12-08 | 1988-12-08 | Minimising catalyst loss in production of alcohols |
GB8828695.0 | 1988-12-08 |
Publications (1)
Publication Number | Publication Date |
---|---|
JPH02265654A true JPH02265654A (ja) | 1990-10-30 |
Family
ID=10648190
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP1320355A Pending JPH02265654A (ja) | 1988-12-08 | 1989-12-08 | アルコール製造における触媒損失最少化 |
Country Status (12)
Country | Link |
---|---|
US (1) | US5130107A (en, 2012) |
EP (1) | EP0372925B1 (en, 2012) |
JP (1) | JPH02265654A (en, 2012) |
CN (1) | CN1028971C (en, 2012) |
AR (1) | AR245389A1 (en, 2012) |
AT (1) | ATE112701T1 (en, 2012) |
AU (1) | AU623711B2 (en, 2012) |
BR (1) | BR8906368A (en, 2012) |
CA (1) | CA2004894A1 (en, 2012) |
DE (1) | DE68918815T2 (en, 2012) |
GB (1) | GB8828695D0 (en, 2012) |
IN (1) | IN178459B (en, 2012) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2015119738A (ja) * | 2009-10-07 | 2015-07-02 | 三菱化学株式会社 | コハク酸の製造方法 |
Families Citing this family (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5750772A (en) * | 1997-01-30 | 1998-05-12 | E. I. Du Pont De Nemours And Company | Decolorization of hydroxy-containing methacrylate homopolymers and copolymers |
AU2003222120A1 (en) * | 2002-03-29 | 2003-10-13 | Exxonmobil Chemical Patents Inc. | Oxon process |
US7214290B2 (en) * | 2002-09-04 | 2007-05-08 | Shaw Liquid Solutions Llc. | Treatment of spent caustic refinery effluents |
GB0706887D0 (en) * | 2007-04-10 | 2007-05-16 | Exxonmobil Chem Patents Inc | Cobalt recovery from cobalt catalysed hydroformylation reactions |
US20100226838A1 (en) * | 2007-05-30 | 2010-09-09 | Anand Kumar Bachasingh | Process for the removal of catalyst degradation products |
CN111302404A (zh) * | 2020-03-11 | 2020-06-19 | 吕文广 | 一种降低碳酸镍或碳酸钴中杂质的方法 |
Family Cites Families (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3816337A (en) * | 1970-09-01 | 1974-06-11 | Toa Nenryo Kogyo Kk | Process for preparing a catalytic cobalt carbonyl reaction product |
BE772495A (fr) * | 1970-09-14 | 1972-01-17 | Daicel Ltd | Procede de recuperation de cobalt a partir de produits de reaction oxo |
DE2103454C3 (de) * | 1971-01-26 | 1974-11-28 | Basf Ag, 6700 Ludwigshafen | Verfahren zur kontinuierlichen Herstellung von Metallcarbonylen |
JPS5638576B2 (en, 2012) * | 1974-07-25 | 1981-09-08 | ||
US4041057A (en) * | 1975-07-02 | 1977-08-09 | Ethyl Corporation | Hydroesterification process |
DE2949878A1 (de) * | 1979-12-12 | 1981-06-19 | Chemische Werke Hüls AG, 4370 Marl | Verfahren zur hydrierenden aufarbeitung der bei der hydrocarboxylierung eingesetzten kobalthaltigen katalysatoren |
FR2480276A1 (fr) * | 1980-04-14 | 1981-10-16 | Delnik Vladlen | Procede d'elimination du cobalt de produits d'hydroformylation des composes insatures |
US4404119A (en) * | 1981-12-23 | 1983-09-13 | Exxon Research & Engineering Co. | Process for recovery of cobalt oxo catalysts |
US4435517A (en) * | 1982-09-02 | 1984-03-06 | Texaco Inc. | Cobalt hydroformylation catalysts |
-
1988
- 1988-12-08 GB GB888828695A patent/GB8828695D0/en active Pending
-
1989
- 1989-12-06 AT AT89312708T patent/ATE112701T1/de not_active IP Right Cessation
- 1989-12-06 IN IN1157DE1989 patent/IN178459B/en unknown
- 1989-12-06 DE DE68918815T patent/DE68918815T2/de not_active Expired - Fee Related
- 1989-12-06 EP EP89312708A patent/EP0372925B1/en not_active Expired - Lifetime
- 1989-12-07 AR AR89315629A patent/AR245389A1/es active
- 1989-12-07 CA CA002004894A patent/CA2004894A1/en not_active Abandoned
- 1989-12-08 BR BR898906368A patent/BR8906368A/pt not_active IP Right Cessation
- 1989-12-08 CN CN89109117A patent/CN1028971C/zh not_active Expired - Fee Related
- 1989-12-08 AU AU46050/89A patent/AU623711B2/en not_active Ceased
- 1989-12-08 JP JP1320355A patent/JPH02265654A/ja active Pending
-
1990
- 1990-12-21 US US07/632,037 patent/US5130107A/en not_active Expired - Fee Related
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2015119738A (ja) * | 2009-10-07 | 2015-07-02 | 三菱化学株式会社 | コハク酸の製造方法 |
Also Published As
Publication number | Publication date |
---|---|
GB8828695D0 (en) | 1989-01-11 |
EP0372925B1 (en) | 1994-10-12 |
ATE112701T1 (de) | 1994-10-15 |
US5130107A (en) | 1992-07-14 |
IN178459B (en, 2012) | 1997-05-03 |
CN1043310A (zh) | 1990-06-27 |
BR8906368A (pt) | 1990-08-21 |
DE68918815D1 (de) | 1994-11-17 |
AU623711B2 (en) | 1992-05-21 |
EP0372925A1 (en) | 1990-06-13 |
CA2004894A1 (en) | 1990-06-08 |
DE68918815T2 (de) | 1995-02-09 |
CN1028971C (zh) | 1995-06-21 |
AR245389A1 (es) | 1994-01-31 |
AU4605089A (en) | 1990-06-14 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
EP0183546B1 (en) | Hydroformylation catalyst removal | |
JP2748337B2 (ja) | 直接エステル化によるブチルアクリレートの製造方法 | |
US3920760A (en) | Process for the production of neopentyl glycol | |
US5237105A (en) | Method for removing hydroformylation catalyst | |
EP2450342B1 (en) | Process for production of a dried carboxylic acid cake suitable for use in polyester production | |
US5872288A (en) | Process for producing (meth) acrylic acid | |
JPH02265654A (ja) | アルコール製造における触媒損失最少化 | |
CN107469862B (zh) | 一种铑/双亚膦酸酯催化剂的两步逆流萃取纯化方法 | |
JP2557578B2 (ja) | パラキシレンの液相酸化触媒の回収方法 | |
JP4575530B2 (ja) | アルドール反応およびそれに後続する水素化反応からの廃水の浄化法 | |
CN1325453C (zh) | 制备多元醇的方法 | |
US5237104A (en) | Cobalt catalyst recovery using heavy olefin absorbent | |
EP0642488B1 (en) | Catalyst regeneration | |
CN1697823B (zh) | 处理含(甲基)丙烯酸酯溶液的方法 | |
US5410090A (en) | Airless cobalt demetalling in the cobalt flash combination catalyst cycle | |
CN109963632A (zh) | 提纯包含乙醛缩二乙醇的水溶液的方法 | |
CN113735910B (zh) | 乙酰丙酮三苯基膦羰基铑废剂的处理方法和乙酰丙酮三苯基膦羰基铑催化剂 | |
JP4635300B2 (ja) | ポリオールの製造方法 | |
JP7493942B2 (ja) | ビス(2-ヒドロキシ-2-プロピル)ベンゼンの製造方法 | |
JP2003321419A (ja) | 高純度(メタ)アクリル酸の製造方法 | |
JP4691756B2 (ja) | ポリオールの製造法 | |
JP2000072706A (ja) | オレフィンのヒドロホルミル化反応方法 | |
JP2011021039A (ja) | ポリオールの製造法 | |
JPH06256238A (ja) | フェノール及びメチルエチルケトンの製造方法 | |
SU1321459A1 (ru) | Способ регенерации ртути из отработанной катализаторной жидкости |