GB817622A - Improvements in or relating to catalytic processes for preparing ketones from secondary alcohols - Google Patents
Improvements in or relating to catalytic processes for preparing ketones from secondary alcoholsInfo
- Publication number
- GB817622A GB817622A GB712557A GB712557A GB817622A GB 817622 A GB817622 A GB 817622A GB 712557 A GB712557 A GB 712557A GB 712557 A GB712557 A GB 712557A GB 817622 A GB817622 A GB 817622A
- Authority
- GB
- United Kingdom
- Prior art keywords
- catalyst
- activation
- secondary alcohol
- compound
- decompose
- 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
- 150000003333 secondary alcohols Chemical class 0.000 title abstract 8
- 150000002576 ketones Chemical class 0.000 title abstract 4
- 238000000034 method Methods 0.000 title abstract 4
- 230000003197 catalytic Effects 0.000 title abstract 3
- 239000003054 catalyst Substances 0.000 abstract 18
- QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 6
- 150000001875 compounds Chemical class 0.000 abstract 6
- 239000007788 liquid Substances 0.000 abstract 6
- 229910052751 metal Inorganic materials 0.000 abstract 6
- 239000002184 metal Substances 0.000 abstract 6
- CSCPPACGZOOCGX-UHFFFAOYSA-N acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 abstract 4
- 230000004913 activation Effects 0.000 abstract 4
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 abstract 4
- 150000002739 metals Chemical class 0.000 abstract 4
- PXHVJJICTQNCMI-UHFFFAOYSA-N nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 abstract 4
- 150000003839 salts Chemical class 0.000 abstract 4
- 239000011780 sodium chloride Substances 0.000 abstract 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 3
- 229910001369 Brass Inorganic materials 0.000 abstract 2
- 229910000635 Spelter Inorganic materials 0.000 abstract 2
- 229910052770 Uranium Inorganic materials 0.000 abstract 2
- DJWUNCQRNNEAKC-UHFFFAOYSA-L Zinc acetate Chemical compound [Zn+2].CC([O-])=O.CC([O-])=O DJWUNCQRNNEAKC-UHFFFAOYSA-L 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 230000003213 activating Effects 0.000 abstract 2
- 238000001994 activation Methods 0.000 abstract 2
- 239000010951 brass Substances 0.000 abstract 2
- BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium Chemical compound [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 abstract 2
- 229910052793 cadmium Inorganic materials 0.000 abstract 2
- 239000000969 carrier Substances 0.000 abstract 2
- 238000006243 chemical reaction Methods 0.000 abstract 2
- 229910052804 chromium Inorganic materials 0.000 abstract 2
- VYZAMTAEIAYCRO-UHFFFAOYSA-N chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 abstract 2
- 239000011651 chromium Substances 0.000 abstract 2
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 abstract 2
- 229910052803 cobalt Inorganic materials 0.000 abstract 2
- 239000010941 cobalt Substances 0.000 abstract 2
- 229910052802 copper Inorganic materials 0.000 abstract 2
- 239000010949 copper Substances 0.000 abstract 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 abstract 2
- 238000006356 dehydrogenation reaction Methods 0.000 abstract 2
- 238000010438 heat treatment Methods 0.000 abstract 2
- 150000004679 hydroxides Chemical class 0.000 abstract 2
- 229910052500 inorganic mineral Inorganic materials 0.000 abstract 2
- 229910052742 iron Inorganic materials 0.000 abstract 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N iso-propanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 abstract 2
- PWHULOQIROXLJO-UHFFFAOYSA-N manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 abstract 2
- 229910052748 manganese Inorganic materials 0.000 abstract 2
- 239000011572 manganese Substances 0.000 abstract 2
- 150000002736 metal compounds Chemical group 0.000 abstract 2
- 239000011707 mineral Substances 0.000 abstract 2
- 229910052759 nickel Inorganic materials 0.000 abstract 2
- 150000007524 organic acids Chemical class 0.000 abstract 2
- 230000000737 periodic Effects 0.000 abstract 2
- 229910052573 porcelain Inorganic materials 0.000 abstract 2
- 238000002360 preparation method Methods 0.000 abstract 2
- 239000008262 pumice Substances 0.000 abstract 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 abstract 2
- 229910052709 silver Inorganic materials 0.000 abstract 2
- 239000004332 silver Substances 0.000 abstract 2
- BQCADISMDOOEFD-UHFFFAOYSA-N silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 abstract 2
- 229910052718 tin Inorganic materials 0.000 abstract 2
- ATJFFYVFTNAWJD-UHFFFAOYSA-N tin hydride Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 abstract 2
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 abstract 2
- 229910052721 tungsten Inorganic materials 0.000 abstract 2
- 239000010937 tungsten Substances 0.000 abstract 2
- JFALSRSLKYAFGM-UHFFFAOYSA-N uranium(0) Chemical compound [U] JFALSRSLKYAFGM-UHFFFAOYSA-N 0.000 abstract 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 abstract 2
- 229910052725 zinc Inorganic materials 0.000 abstract 2
- 239000011701 zinc Substances 0.000 abstract 2
- 239000004246 zinc acetate Substances 0.000 abstract 2
- 125000004432 carbon atoms Chemical group C* 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- 238000004519 manufacturing process Methods 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
- B01J37/00—Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
Abstract
The catalyst in a continuous vapour phase catalytic dehydrogenation process for the preparation of a ketone from a secondary alcohol is activated or regenerated by contacting it with the secondary alcohol in liquid state and containing at least one metal compound which will decompose to form a catalytically active deposit on the catalyst. Suitable catalysts may contain one or more metals such as copper, silver, chromium, manganese, nickel, tungsten, cobalt, iron, cadmium, uranium, tin and zinc, either as such or as the oxides or hydroxides. They may be supported on carriers such as kieselguhr, pumice, majolica or porcelain. The compound contained in the secondary alcohol during the activation is preferably a salt or salts (advantageously of an organic acid such as acetic acid) of one or more of the catalyst metals which will decompose to form a catalytically active compound, usually the oxide, of the metal(s) on the catalyst. The total amount of activating compound(s) may be between 1 and 10 pounds per ton of catalyst. The activation process is usually repeated during the operation of the plant, e.g. at periodic intervals of between 500 and 1000 hours. The activation may be effected by passing the liquid feed through the catalyst while gradually heating to reaction temperature (e.g. 300-500 DEG C.). The catalyst may be in a fixed bed or fluidized. In an example a catalyst comprising brass spelter previously pickled in mineral acid is activated by adding aqueous zinc acetate to the liquid feed during the warming-up stage and used for preparing acetone from isopropanol/water azeotrope.ALSO:The catalyst in a continuous vapour phase catalytic dehydrogenation process for the preparation of a ketone from a secondary alcohol is activated or regenerated by contacting it with the secondary alcohol in liquid state and containing at least one metal compound which will decompose to form a catalytically active deposit on the catalyst. Suitable catalysts may contain one or more metals such as copper, silver, chromium, manganese, nickel, tungsten, cobalt, iron, cadmium, uranium, tin and zinc, either as such or as the oxides or hydroxides. They may be supported on carriers such as kieselguhr, pumice, majolica or porcelain. The compound contained in the secondary alcohol during the activation is preferably a salt or salts (advantageously of an organic acid such as acetic acid) of one or more of the catalyst metals which will decompose to form a catalytically active compound, usually the oxide, of the metal(s) on the catalyst. The total amount of activating compound(s) may be between 1 and 10 pounds per ton of catalyst. The activation process is usually repeated during the operation of the plant, e.g. at periodic intervals of between 500 and 1000 hours. The activation may be effected by passing the liquid feed through the catalyst while gradually heating to reaction temperature (e.g. 300-500 DEG C.). The process is particularly suitable in the production of ketones from secondary alcohols containing up to about four carbon atoms. The alcohol may be anhydrous or admixed with water, e.g. as the azeotrope. The catalyst may be in a fixed bed or fluidized. In an example a catalyst comprising brass spelter previously pickled in mineral acid is activated by adding aqueous zinc acetate to the liquid feed during the warming-up stage and used for preparing acetone from isopropanol/water azeotrope.
Publications (1)
Publication Number | Publication Date |
---|---|
GB817622A true GB817622A (en) | 1959-08-06 |
Family
ID=1628864
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB712557A Expired GB817622A (en) | 1957-03-04 | Improvements in or relating to catalytic processes for preparing ketones from secondary alcohols |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB817622A (en) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4421933A (en) * | 1982-07-02 | 1983-12-20 | Shell Oil Company | Process for the co-production of ketones and mono-olefins |
US4453015A (en) * | 1981-10-16 | 1984-06-05 | Shell Oil Company | Methyl ethyl ketone process |
US4472593A (en) * | 1981-10-16 | 1984-09-18 | Shell Oil Company | Conversion of isopropyl alcohol to acetone |
US6794331B2 (en) | 2000-02-18 | 2004-09-21 | Degussa Ag | Raney copper |
-
1957
- 1957-03-04 GB GB712557A patent/GB817622A/en not_active Expired
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4453015A (en) * | 1981-10-16 | 1984-06-05 | Shell Oil Company | Methyl ethyl ketone process |
US4472593A (en) * | 1981-10-16 | 1984-09-18 | Shell Oil Company | Conversion of isopropyl alcohol to acetone |
US4421933A (en) * | 1982-07-02 | 1983-12-20 | Shell Oil Company | Process for the co-production of ketones and mono-olefins |
US6794331B2 (en) | 2000-02-18 | 2004-09-21 | Degussa Ag | Raney copper |
US7632967B2 (en) | 2000-02-18 | 2009-12-15 | Degussa Ag | Raney copper |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US4837368A (en) | Low pressure catalytic hydrogenation of carbonyl-containing compounds and supported catalysts therefor | |
GB1318528A (en) | Catalysts | |
US4409395A (en) | Process for the production of glycollic acid esters | |
JPS6045938B2 (en) | Method for producing oxalic acid diester hydrogenation catalyst | |
EP0397650B1 (en) | Low pressure catalytic hydrogenation of carbonyl-containing compounds and catalysts therefor | |
JP2990568B2 (en) | Method for preparing copper-containing hydrogenation catalyst and method for producing alcohol | |
JPS5915021B2 (en) | Method for producing catalyst containing nickel and/or cobalt and zinc oxide | |
GB817622A (en) | Improvements in or relating to catalytic processes for preparing ketones from secondary alcohols | |
GB942963A (en) | Purification of butynediol | |
EP0023699B1 (en) | Process for the preparation of cyclohexanone | |
EP0126552B1 (en) | Process for producing carbonyl compounds | |
US3880940A (en) | Manufacture of aliphatic alcohols | |
US3075016A (en) | Catalytic decarboxylation of fatty acids to produce ketones | |
GB802100A (en) | Selective hydrogenation of acetylene in ethylene | |
GB804132A (en) | Process for the dehydrogenation of alcohols | |
US2191053A (en) | Preparation of addition products of | |
GB825602A (en) | Process for the dehydrogenation of alcohols | |
GB590479A (en) | Production of olefin oxides | |
US3235602A (en) | Acetylenic ketones and methods of preparation | |
KR830008980A (en) | Preparation of Oxalic Acid Diester | |
US3650986A (en) | Carrier catalyst for the manufacture of unsaturated esters of carboxylic acids | |
NO125814B (en) | ||
US2191464A (en) | Certificate op correction | |
JPS6144843A (en) | Manufacture of alkylidene- and arylidene compound | |
US1239867A (en) | Art of hydrogenating organic substances. |