GB892157A - Process for the continuous manufacture of aldehydes and ketones - Google Patents
Process for the continuous manufacture of aldehydes and ketonesInfo
- Publication number
- GB892157A GB892157A GB34884/58A GB3488458A GB892157A GB 892157 A GB892157 A GB 892157A GB 34884/58 A GB34884/58 A GB 34884/58A GB 3488458 A GB3488458 A GB 3488458A GB 892157 A GB892157 A GB 892157A
- Authority
- GB
- United Kingdom
- Prior art keywords
- treatment
- pdcl2
- oxidation
- compound
- cucl2
- 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.)
- Expired
Links
- 150000001299 aldehydes Chemical class 0.000 title abstract 4
- 150000002576 ketones Chemical class 0.000 title abstract 4
- 238000000034 method Methods 0.000 title abstract 2
- 238000004519 manufacturing process Methods 0.000 title 1
- 230000003647 oxidation Effects 0.000 abstract 5
- 238000007254 oxidation reaction Methods 0.000 abstract 5
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 abstract 4
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 abstract 4
- 229910002666 PdCl2 Inorganic materials 0.000 abstract 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 4
- 239000003054 catalyst Substances 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 4
- OPQARKPSCNTWTJ-UHFFFAOYSA-L copper(ii) acetate Chemical compound [Cu+2].CC([O-])=O.CC([O-])=O OPQARKPSCNTWTJ-UHFFFAOYSA-L 0.000 abstract 4
- 229910052760 oxygen Inorganic materials 0.000 abstract 4
- 239000001301 oxygen Substances 0.000 abstract 4
- PIBWKRNGBLPSSY-UHFFFAOYSA-L palladium(II) chloride Chemical compound Cl[Pd]Cl PIBWKRNGBLPSSY-UHFFFAOYSA-L 0.000 abstract 4
- 229910021592 Copper(II) chloride Inorganic materials 0.000 abstract 3
- ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 abstract 3
- 229910052751 metal Inorganic materials 0.000 abstract 3
- 239000002184 metal Substances 0.000 abstract 3
- 150000003839 salts Chemical class 0.000 abstract 3
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 abstract 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 abstract 2
- 239000004215 Carbon black (E152) Substances 0.000 abstract 2
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 abstract 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 abstract 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 2
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 abstract 2
- 239000007864 aqueous solution Substances 0.000 abstract 2
- 238000006243 chemical reaction Methods 0.000 abstract 2
- 229910052804 chromium Inorganic materials 0.000 abstract 2
- 239000011651 chromium Substances 0.000 abstract 2
- 229910017052 cobalt Inorganic materials 0.000 abstract 2
- 239000010941 cobalt Substances 0.000 abstract 2
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 abstract 2
- 229910052802 copper Inorganic materials 0.000 abstract 2
- 239000010949 copper Substances 0.000 abstract 2
- 229940076286 cupric acetate Drugs 0.000 abstract 2
- 239000008246 gaseous mixture Substances 0.000 abstract 2
- 229910052736 halogen Inorganic materials 0.000 abstract 2
- 150000002367 halogens Chemical class 0.000 abstract 2
- 229930195733 hydrocarbon Natural products 0.000 abstract 2
- 150000002430 hydrocarbons Chemical class 0.000 abstract 2
- 229910052742 iron Inorganic materials 0.000 abstract 2
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 abstract 2
- 229910052759 nickel Inorganic materials 0.000 abstract 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical group [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 abstract 2
- 239000000243 solution Substances 0.000 abstract 2
- 229910052720 vanadium Inorganic materials 0.000 abstract 2
- GPPXJZIENCGNKB-UHFFFAOYSA-N vanadium Chemical compound [V]#[V] GPPXJZIENCGNKB-UHFFFAOYSA-N 0.000 abstract 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 abstract 1
- 239000005977 Ethylene Substances 0.000 abstract 1
- 229910021578 Iron(III) chloride Inorganic materials 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- XLYOFNOQVPJJNP-ZSJDYOACSA-N heavy water Substances [2H]O[2H] XLYOFNOQVPJJNP-ZSJDYOACSA-N 0.000 abstract 1
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 abstract 1
- 229910000360 iron(III) sulfate Inorganic materials 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 230000001590 oxidative effect Effects 0.000 abstract 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 abstract 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 abstract 1
- 230000008929 regeneration Effects 0.000 abstract 1
- 238000011069 regeneration method Methods 0.000 abstract 1
- 238000000926 separation method Methods 0.000 abstract 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 abstract 1
Classifications
-
- 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
- C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
- C07C45/30—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with halogen containing compounds, e.g. hypohalogenation
-
- 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
- B01J27/06—Halogens; Compounds thereof
-
- 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
- C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
- C07C45/28—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation of CHx-moieties
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
A catalyst for use in the oxidation of olefines to aldehydes and ketones consists of an aqueous solution comprising a compound of a metal of the platinum group and a salt of vanadium, chromium, manganese, iron, cobalt, nickel or copper. After separation of the product and unchanged hydrocarbon the catalyst is generated by an oxidizing treatment comprising anodic oxidation or treatment with ozone, a halogen or a peroxidic compound. The regeneration process is preferably carried out in conjunction with a treatment with oxygen, air, or other gaseous mixture containing oxygen. In the examples catalysts consisting of aqueous solutions of the following mixtures are used; (a) PdCl2, FeCl3, CuCl2 . 2M2O, cupric acetate and hydrochloric acid; (b) PdCl2, CuCl2 . 2M2O and cupric acetate; (c) CuCl2 . 2H2O and PdCl2; and (d) Fe2(SO4)3 . 9H2O, PdCl2 and sulphuri acid.ALSO:Aldehydes and ketones are produced by reacting an olefinically unsaturated hydrocarbon with an aqueous catalyst solution containing a compound of a metal of the platinum group and a salt of vanadium, chromium, manganese, iron, cobalt, nickel or copper, the reaction solution being freed of the aldehyde or ketone formed and then being subjected in the absence of the hydrocarbon to an oxidising treatment comprising anodic oxidation or treatment with ozone, a halogen or a peroxidic compound. The oxidising treatment is preferably carried out in conjunction with treatment with oxygen, air, or another gaseous mixture containing oxygen. The oxidation treatment restores the metal salts to their original state of oxidation. The oxidising treatment may be carried out at a temperature or 0 DEG C.-200 DEG C. Examples are given of the conversion of ethylene to acetaldehyde and propylene to acetone. Specifications 884,962 and 884,963 are referred to.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE892157X | 1957-10-30 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB892157A true GB892157A (en) | 1962-03-21 |
Family
ID=6846221
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB34884/58A Expired GB892157A (en) | 1957-10-30 | 1958-10-30 | Process for the continuous manufacture of aldehydes and ketones |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB892157A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1211617B (en) * | 1963-05-21 | 1966-03-03 | Hoechst Ag | Process and device for the oxidation of olefins |
| DE1266744B (en) * | 1964-04-06 | 1968-04-25 | Eastman Kodak Co | Process for the production of acetaldehyde by the oxidation of ethylene |
-
1958
- 1958-10-30 GB GB34884/58A patent/GB892157A/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1211617B (en) * | 1963-05-21 | 1966-03-03 | Hoechst Ag | Process and device for the oxidation of olefins |
| DE1266744B (en) * | 1964-04-06 | 1968-04-25 | Eastman Kodak Co | Process for the production of acetaldehyde by the oxidation of ethylene |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US2407066A (en) | Process for manufacturing furoic acid and furoic acid salts | |
| US3514492A (en) | Dehydrogenation catalyst and a process for dehydrogenating cyclic alcohols and ketones | |
| GB892157A (en) | Process for the continuous manufacture of aldehydes and ketones | |
| US2246569A (en) | Process for oxidizing ethers | |
| GB1016101A (en) | Catalytic oxidation of aliphatic olefins | |
| US3666815A (en) | Method for the catalytic oxidation of alkyl aromates | |
| GB1056125A (en) | Palladium salts of condensed phosphoric acid | |
| GB884963A (en) | Process for the manufacture of aldehydes and ketones | |
| GB884962A (en) | Process for the production of aldehydes and ketones | |
| US3103535A (en) | Oxidation of aldehydes to cakboxylic | |
| US2743300A (en) | Production of dimethyl phenyl carbinol | |
| GB955421A (en) | Improvements in and relating to the oxidation of aldehydes | |
| GB898790A (en) | Process for oxidizing olefines to aldehydes, ketones and acids | |
| NO126627B (en) | ||
| GB840272A (en) | Improvements in methods of recovering aldehydes and alcohols | |
| US2027378A (en) | Method of converting alcohols to acids | |
| GB280522A (en) | Improvements in the manufacture and production of organic compounds containing oxygen | |
| GB469959A (en) | Improvements in the manufacture and production of hydrocarbons and their derivatives containing oxygen from carbon monoxide and hydrogen | |
| GB1012556A (en) | A process for preparing acetic anhydride | |
| PL93328B1 (en) | ||
| JPS6169740A (en) | Production of glycol aldehyde | |
| Hotanahalli et al. | Oxidation of acetaldehyde to glyoxal by nitric acid | |
| GB902136A (en) | Process for removing acetylene from gases | |
| GB902081A (en) | Method of removing hydrogen sulphide from gaseous mixtures by means of arsenical solutions | |
| SU823380A1 (en) | Method of producing acrolenin or methylacrolein |