GB1015003A - Production of ketones - Google Patents

Production of ketones

Info

Publication number
GB1015003A
GB1015003A GB4276563A GB4276563A GB1015003A GB 1015003 A GB1015003 A GB 1015003A GB 4276563 A GB4276563 A GB 4276563A GB 4276563 A GB4276563 A GB 4276563A GB 1015003 A GB1015003 A GB 1015003A
Authority
GB
United Kingdom
Prior art keywords
catalyst
palladium
aldolization
silica
catalysts
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
Application number
GB4276563A
Inventor
William Joseph Fox
David Arthur Lawton
Leslie Ernest Cooper
Malcolm Leslie Sutcliffe
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Distillers Co Yeast Ltd
Distillers Co Ltd
Original Assignee
Distillers Co Yeast Ltd
Distillers Co Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Distillers Co Yeast Ltd, Distillers Co Ltd filed Critical Distillers Co Yeast Ltd
Priority to GB4276563A priority Critical patent/GB1015003A/en
Priority to NL6412182A priority patent/NL6412182A/xx
Priority to DE1964D0045741 priority patent/DE1232942B/en
Priority to FR993154A priority patent/FR1412860A/en
Priority to BE655139D priority patent/BE655139A/xx
Publication of GB1015003A publication Critical patent/GB1015003A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/06—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom containing only hydrogen and carbon atoms in addition to the ring nitrogen atom
    • C07D213/14—Preparation from compounds containing heterocyclic oxygen
    • 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
    • B01J21/00—Catalysts comprising the elements, oxides, or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium, or hafnium
    • 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
    • B01J21/00—Catalysts comprising the elements, oxides, or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium, or hafnium
    • B01J21/02—Boron or aluminium; Oxides or hydroxides thereof
    • B01J21/04—Alumina
    • 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
    • B01J21/00—Catalysts comprising the elements, oxides, or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium, or hafnium
    • B01J21/06—Silicon, titanium, zirconium or hafnium; Oxides or hydroxides thereof
    • B01J21/063—Titanium; Oxides or hydroxides thereof
    • 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
    • B01J21/00—Catalysts comprising the elements, oxides, or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium, or hafnium
    • B01J21/06—Silicon, titanium, zirconium or hafnium; Oxides or hydroxides thereof
    • B01J21/066—Zirconium or hafnium; Oxides or hydroxides thereof
    • 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
    • B01J23/06—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of zinc, cadmium or mercury
    • 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
    • B01J23/10—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of rare earths
    • 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
    • B01J23/14—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of germanium, tin or lead
    • 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
    • B01J23/16—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
    • B01J23/24—Chromium, molybdenum or tungsten
    • B01J23/28—Molybdenum
    • 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
    • B01J23/16—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
    • B01J23/32—Manganese, technetium or rhenium
    • B01J23/34—Manganese
    • 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
    • B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
    • B01J23/40—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals of the platinum group metals
    • B01J23/44—Palladium
    • 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
    • B01J27/14—Phosphorus; Compounds thereof
    • B01J27/185—Phosphorus; Compounds thereof with iron group metals or platinum group metals
    • B01J27/1856—Phosphorus; Compounds thereof with iron group metals or platinum group metals with platinum group metals
    • 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
    • B01J37/04—Mixing
    • 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
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
    • C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
    • C07C45/72—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups
    • C07C45/73—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups combined with hydrogenation
    • 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

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)

Abstract

A process for the production of higher ketones, viz methylisobutylketone, diisobutylketone, mesityl oxide and dihydroisophorone, comprises contacting a mixture of hydrogen and acetone in the vapour phase and at an elevated temperature with a catalyst comprising an aldolization/dehydration catalyst and a palladium catalyst. The two catalysts may be present as a mixed catalyst or in separate beds, the palladium catalyst being second. Suitable aldolization/dehydration catalysts include zinc oxide, alumina, titania, zirconia, thoria, and oxides, hydroxides, carbonates, borates, phosphates and silicates of alkali and alkaline earth metals (including magnesium), or mixtures thereof. Promoters such as chromic oxide and bismuth trioxide may be present. A carrier may be used. The palladium is preferably supported on a carrier such as carbon or silica, or the aldolization/dehydration catalyst where this is in a suitable physical form. Temperatures of 140-500 DEG C. are mentioned. Excess hydrogen is preferably used.ALSO:Catalysts for the production of higher ketones from acetone and hydrogen consist of: Example 6, palladium and a mixture of ground calcined magnesite and a microspheroidal silica and, Example 10, palladium and ground calcined magnesite, silica and bismuth trioxide, pelleted in each example.
GB4276563A 1963-10-30 1963-10-30 Production of ketones Expired GB1015003A (en)

Priority Applications (5)

Application Number Priority Date Filing Date Title
GB4276563A GB1015003A (en) 1963-10-30 1963-10-30 Production of ketones
NL6412182A NL6412182A (en) 1963-10-30 1964-10-20
DE1964D0045741 DE1232942B (en) 1963-10-30 1964-10-29 Process for the production of higher ketones
FR993154A FR1412860A (en) 1963-10-30 1964-10-29 Process for the production of ketones
BE655139D BE655139A (en) 1963-10-30 1964-10-30

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB4276563A GB1015003A (en) 1963-10-30 1963-10-30 Production of ketones
GB4276663 1963-10-30

Publications (1)

Publication Number Publication Date
GB1015003A true GB1015003A (en) 1965-12-31

Family

ID=49000270

Family Applications (1)

Application Number Title Priority Date Filing Date
GB4276563A Expired GB1015003A (en) 1963-10-30 1963-10-30 Production of ketones

Country Status (5)

Country Link
BE (1) BE655139A (en)
DE (1) DE1232942B (en)
FR (1) FR1412860A (en)
GB (1) GB1015003A (en)
NL (1) NL6412182A (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3666816A (en) * 1968-10-12 1972-05-30 Sumitomo Chemical Co Method for production of methyl isobutyl ketone
US4339606A (en) * 1981-02-06 1982-07-13 Mobil Oil Corporation Conversion of ketones over metal-containing zeolite catalysts
CN109701536A (en) * 2017-10-26 2019-05-03 中国石油化工股份有限公司 A kind of acetone synthesizing methyl isobutyl alcohol and the catalyst of isopropanol and its preparation method and application
CN109701549A (en) * 2017-10-26 2019-05-03 中国石油化工股份有限公司 A kind of acetone through one-step method prepares catalyst of methyl iso-butyl ketone (MIBK) and its preparation method and application
CN109701539A (en) * 2017-10-26 2019-05-03 中国石油化工股份有限公司 A kind of acetone prepares the catalyst and the preparation method and application thereof of methyl iso-butyl ketone (MIBK) and methyl isobutyl alcohol

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6178745A (en) * 1984-09-25 1986-04-22 Sumitomo Chem Co Ltd Production of methyl isobutyl ketone
CN116217349B (en) * 2023-03-03 2023-08-15 山东达民化工股份有限公司 Method for coproducing isopropyl ether by MIBK

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2499172A (en) * 1946-02-09 1950-02-28 Commercial Solvents Corp Process for converting lower-boiling ketones into higher-boiling ketones
DE1063592B (en) * 1954-02-25 1959-08-20 Knapsack Ag Process for the production of methyl isobutyl ketone and diisobutyl ketone
GB909941A (en) * 1959-09-15 1962-11-07 Exxon Research Engineering Co Condensation of ketones to prepare higher molecular weight ketones
FR1262951A (en) * 1960-07-20 1961-06-05 Exxon Research Engineering Co Catalytic condensation of ketones, to make higher molecular weight ketones

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3666816A (en) * 1968-10-12 1972-05-30 Sumitomo Chemical Co Method for production of methyl isobutyl ketone
US4339606A (en) * 1981-02-06 1982-07-13 Mobil Oil Corporation Conversion of ketones over metal-containing zeolite catalysts
CN109701536A (en) * 2017-10-26 2019-05-03 中国石油化工股份有限公司 A kind of acetone synthesizing methyl isobutyl alcohol and the catalyst of isopropanol and its preparation method and application
CN109701549A (en) * 2017-10-26 2019-05-03 中国石油化工股份有限公司 A kind of acetone through one-step method prepares catalyst of methyl iso-butyl ketone (MIBK) and its preparation method and application
CN109701539A (en) * 2017-10-26 2019-05-03 中国石油化工股份有限公司 A kind of acetone prepares the catalyst and the preparation method and application thereof of methyl iso-butyl ketone (MIBK) and methyl isobutyl alcohol
CN109701549B (en) * 2017-10-26 2022-03-29 中国石油化工股份有限公司 Catalyst for preparing methyl isobutyl ketone by acetone one-step method and preparation method and application thereof

Also Published As

Publication number Publication date
FR1412860A (en) 1965-10-01
DE1232942B (en) 1967-01-26
NL6412182A (en) 1965-05-03
BE655139A (en) 1965-04-30

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