PL89404B1 - - Google Patents
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- Publication number
- PL89404B1 PL89404B1 PL1973165127A PL16512773A PL89404B1 PL 89404 B1 PL89404 B1 PL 89404B1 PL 1973165127 A PL1973165127 A PL 1973165127A PL 16512773 A PL16512773 A PL 16512773A PL 89404 B1 PL89404 B1 PL 89404B1
- Authority
- PL
- Poland
- Prior art keywords
- cobalt
- sulfur
- oxo
- steam
- product
- Prior art date
Links
- 239000010941 cobalt Substances 0.000 claims description 65
- 229910017052 cobalt Inorganic materials 0.000 claims description 64
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims description 58
- 229910052717 sulfur Inorganic materials 0.000 claims description 42
- 239000011593 sulfur Substances 0.000 claims description 42
- 238000000034 method Methods 0.000 claims description 40
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 39
- 239000000047 product Substances 0.000 claims description 35
- 230000015572 biosynthetic process Effects 0.000 claims description 24
- 238000003786 synthesis reaction Methods 0.000 claims description 22
- 150000003464 sulfur compounds Chemical class 0.000 claims description 11
- 150000001868 cobalt Chemical class 0.000 claims description 10
- -1 cobalt carbonyl compounds Chemical class 0.000 claims description 8
- 239000007864 aqueous solution Substances 0.000 claims description 6
- 239000008346 aqueous phase Substances 0.000 claims description 5
- 229910021503 Cobalt(II) hydroxide Inorganic materials 0.000 claims description 3
- 239000007795 chemical reaction product Substances 0.000 claims description 3
- ASKVAEGIVYSGNY-UHFFFAOYSA-L cobalt(ii) hydroxide Chemical compound [OH-].[OH-].[Co+2] ASKVAEGIVYSGNY-UHFFFAOYSA-L 0.000 claims description 3
- 239000012074 organic phase Substances 0.000 claims description 3
- 239000007787 solid Substances 0.000 claims description 3
- 150000002898 organic sulfur compounds Chemical class 0.000 claims description 2
- 239000000725 suspension Substances 0.000 claims description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims 1
- 229910000288 alkali metal carbonate Inorganic materials 0.000 claims 1
- 150000008041 alkali metal carbonates Chemical class 0.000 claims 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims 1
- 229910021446 cobalt carbonate Inorganic materials 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
- 239000003054 catalyst Substances 0.000 description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 13
- 238000006243 chemical reaction Methods 0.000 description 12
- 150000001336 alkenes Chemical class 0.000 description 9
- 239000007789 gas Substances 0.000 description 9
- 239000002253 acid Substances 0.000 description 8
- 229910052751 metal Inorganic materials 0.000 description 8
- 239000002184 metal Substances 0.000 description 8
- QGJOPFRUJISHPQ-UHFFFAOYSA-N Carbon disulfide Chemical compound S=C=S QGJOPFRUJISHPQ-UHFFFAOYSA-N 0.000 description 6
- 150000007513 acids Chemical class 0.000 description 6
- 239000012043 crude product Substances 0.000 description 6
- 239000012071 phase Substances 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 5
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 4
- 150000001299 aldehydes Chemical class 0.000 description 4
- 150000001869 cobalt compounds Chemical class 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 239000007800 oxidant agent Substances 0.000 description 4
- 238000000926 separation method Methods 0.000 description 4
- 239000010802 sludge Substances 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 238000009833 condensation Methods 0.000 description 3
- 230000005494 condensation Effects 0.000 description 3
- 238000004821 distillation Methods 0.000 description 3
- 238000007037 hydroformylation reaction Methods 0.000 description 3
- 229910000037 hydrogen sulfide Inorganic materials 0.000 description 3
- 239000007791 liquid phase Substances 0.000 description 3
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 150000004763 sulfides Chemical class 0.000 description 3
- 150000001298 alcohols Chemical class 0.000 description 2
- 229910052977 alkali metal sulfide Inorganic materials 0.000 description 2
- UYJXRRSPUVSSMN-UHFFFAOYSA-P ammonium sulfide Chemical compound [NH4+].[NH4+].[S-2] UYJXRRSPUVSSMN-UHFFFAOYSA-P 0.000 description 2
- JJWKPURADFRFRB-UHFFFAOYSA-N carbonyl sulfide Chemical compound O=C=S JJWKPURADFRFRB-UHFFFAOYSA-N 0.000 description 2
- 230000003197 catalytic effect Effects 0.000 description 2
- INPLXZPZQSLHBR-UHFFFAOYSA-N cobalt(2+);sulfide Chemical compound [S-2].[Co+2] INPLXZPZQSLHBR-UHFFFAOYSA-N 0.000 description 2
- PFQLIVQUKOIJJD-UHFFFAOYSA-L cobalt(ii) formate Chemical compound [Co+2].[O-]C=O.[O-]C=O PFQLIVQUKOIJJD-UHFFFAOYSA-L 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 239000002923 metal particle Substances 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 239000012266 salt solution Substances 0.000 description 2
- 239000002002 slurry Substances 0.000 description 2
- VRRFSFYSLSPWQY-UHFFFAOYSA-N sulfanylidenecobalt Chemical compound [Co]=S VRRFSFYSLSPWQY-UHFFFAOYSA-N 0.000 description 2
- 239000000375 suspending agent Substances 0.000 description 2
- ZGEGCLOFRBLKSE-UHFFFAOYSA-N 1-Heptene Chemical class CCCCCC=C ZGEGCLOFRBLKSE-UHFFFAOYSA-N 0.000 description 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- 241000219495 Betulaceae Species 0.000 description 1
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 235000008331 Pinus X rigitaeda Nutrition 0.000 description 1
- 235000011613 Pinus brutia Nutrition 0.000 description 1
- 241000018646 Pinus brutia Species 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 229910002091 carbon monoxide Inorganic materials 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 229910000428 cobalt oxide Inorganic materials 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- 230000006837 decompression Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 238000013467 fragmentation Methods 0.000 description 1
- 238000006062 fragmentation reaction Methods 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 229910052945 inorganic sulfide Inorganic materials 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 238000006053 organic reaction Methods 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000013049 sediment Substances 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 239000007790 solid phase Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 150000003463 sulfur Chemical class 0.000 description 1
- 229910021653 sulphate ion Inorganic materials 0.000 description 1
- KTQYWNARBMKMCX-UHFFFAOYSA-N tetraphenylene Chemical group C1=CC=C2C3=CC=CC=C3C3=CC=CC=C3C3=CC=CC=C3C2=C1 KTQYWNARBMKMCX-UHFFFAOYSA-N 0.000 description 1
- 150000003568 thioethers Chemical class 0.000 description 1
- SLGBZMMZGDRARJ-UHFFFAOYSA-N triphenylene Chemical compound C1=CC=C2C3=CC=CC=C3C3=CC=CC=C3C2=C1 SLGBZMMZGDRARJ-UHFFFAOYSA-N 0.000 description 1
- 238000010626 work up procedure Methods 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
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/90—Regeneration or reactivation
- B01J23/94—Regeneration or reactivation of catalysts comprising metals, oxides or hydroxides of the iron group metals or copper
-
- 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
-
- 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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19722245565 DE2245565B1 (de) | 1972-09-16 | 1972-09-16 | Verfahren zur abtrennung von kobalt aus den primaerprodukten der oxosynthese und dessen wiedereinsatz in der synthesestufe |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| PL89404B1 true PL89404B1 (en, 2012) | 1976-11-30 |
Family
ID=5856552
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL1973165127A PL89404B1 (en, 2012) | 1972-09-16 | 1973-09-10 |
Country Status (17)
| Country | Link |
|---|---|
| US (1) | US3993695A (en, 2012) |
| JP (1) | JPS5111084B2 (en, 2012) |
| AR (1) | AR195761A1 (en, 2012) |
| AT (1) | AT317162B (en, 2012) |
| BE (1) | BE804629A (en, 2012) |
| BR (1) | BR7307120D0 (en, 2012) |
| CA (1) | CA1008883A (en, 2012) |
| CS (1) | CS194165B2 (en, 2012) |
| DE (1) | DE2245565B1 (en, 2012) |
| FR (1) | FR2200201B1 (en, 2012) |
| GB (1) | GB1439044A (en, 2012) |
| IT (1) | IT997553B (en, 2012) |
| NL (1) | NL158476B (en, 2012) |
| PL (1) | PL89404B1 (en, 2012) |
| RO (1) | RO64631A (en, 2012) |
| SE (1) | SE411341B (en, 2012) |
| ZA (1) | ZA737194B (en, 2012) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2737633C2 (de) * | 1977-08-20 | 1979-09-27 | Ruhrchemie Ag, 4200 Oberhausen | Verfahren zur Herstellung von Aldehyden |
| JPS5716874U (en, 2012) * | 1980-06-18 | 1982-01-28 | ||
| DE3032252C2 (de) * | 1980-08-27 | 1982-07-01 | Ruhrchemie Ag, 4200 Oberhausen | Verfahren zum Entmetallisieren von Primärprodukten der Oxosynthese |
| JPH0328423U (en, 2012) * | 1989-07-31 | 1991-03-20 | ||
| US20100226838A1 (en) * | 2007-05-30 | 2010-09-09 | Anand Kumar Bachasingh | Process for the removal of catalyst degradation products |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2683177A (en) * | 1949-10-29 | 1954-07-06 | Standard Oil Co | Single stage process for preparing alcohols from co, h2 and olefins |
| US2779796A (en) * | 1950-11-02 | 1957-01-29 | Du Pont | Decobalting of oxo products with live steam |
| US2754331A (en) * | 1950-11-17 | 1956-07-10 | Exxon Research Engineering Co | Cooling and catalyst recycle in oxo synthesis |
-
1972
- 1972-09-16 DE DE19722245565 patent/DE2245565B1/de not_active Ceased
- 1972-10-05 AT AT852972A patent/AT317162B/de not_active IP Right Cessation
-
1973
- 1973-08-31 NL NL7312067.A patent/NL158476B/xx not_active IP Right Cessation
- 1973-09-07 AR AR249979A patent/AR195761A1/es active
- 1973-09-07 BE BE135467A patent/BE804629A/xx unknown
- 1973-09-10 PL PL1973165127A patent/PL89404B1/pl unknown
- 1973-09-10 ZA ZA737194*A patent/ZA737194B/xx unknown
- 1973-09-10 GB GB4239473A patent/GB1439044A/en not_active Expired
- 1973-09-11 RO RO7300076046A patent/RO64631A/ro unknown
- 1973-09-13 CA CA180,907A patent/CA1008883A/en not_active Expired
- 1973-09-13 US US05/397,045 patent/US3993695A/en not_active Expired - Lifetime
- 1973-09-13 BR BR7120/73A patent/BR7307120D0/pt unknown
- 1973-09-13 CS CS736347A patent/CS194165B2/cs unknown
- 1973-09-14 FR FR7333146A patent/FR2200201B1/fr not_active Expired
- 1973-09-14 IT IT52527/73A patent/IT997553B/it active
- 1973-09-14 SE SE7312557A patent/SE411341B/xx unknown
- 1973-09-17 JP JP48104832A patent/JPS5111084B2/ja not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| NL7312067A (en, 2012) | 1974-03-19 |
| US3993695A (en) | 1976-11-23 |
| BR7307120D0 (pt) | 1974-07-18 |
| BE804629A (fr) | 1974-03-07 |
| AR195761A1 (es) | 1973-10-31 |
| GB1439044A (en) | 1976-06-09 |
| IT997553B (it) | 1975-12-30 |
| CS194165B2 (en) | 1979-11-30 |
| CA1008883A (en) | 1977-04-19 |
| AT317162B (de) | 1974-08-12 |
| ZA737194B (en) | 1974-08-28 |
| NL158476B (nl) | 1978-11-15 |
| SE411341B (sv) | 1979-12-17 |
| JPS5111084B2 (en, 2012) | 1976-04-08 |
| DE2245565A1 (en, 2012) | 1974-04-04 |
| FR2200201B1 (en, 2012) | 1978-12-01 |
| AU6027673A (en) | 1975-03-13 |
| RO64631A (fr) | 1979-01-15 |
| FR2200201A1 (en, 2012) | 1974-04-19 |
| DE2245565B1 (de) | 1974-04-04 |
| JPS4969606A (en, 2012) | 1974-07-05 |
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