GB1269742A - A process for the production of allylidene diacetate - Google Patents

A process for the production of allylidene diacetate

Info

Publication number
GB1269742A
GB1269742A GB2618/70A GB261870A GB1269742A GB 1269742 A GB1269742 A GB 1269742A GB 2618/70 A GB2618/70 A GB 2618/70A GB 261870 A GB261870 A GB 261870A GB 1269742 A GB1269742 A GB 1269742A
Authority
GB
United Kingdom
Prior art keywords
iron
palladium
acetate
potassium
sodium
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
GB2618/70A
Inventor
Wolfgang Swodenk
Gerhard Scharfe
Johann Grolig
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.)
Bayer AG
Original Assignee
Bayer AG
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 Bayer AG filed Critical Bayer AG
Publication of GB1269742A publication Critical patent/GB1269742A/en
Expired legal-status Critical Current

Links

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
    • B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
    • B01J23/89—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with noble metals
    • B01J23/8933—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with noble metals also combined with metals, or metal oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
    • B01J23/8946—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with noble metals also combined with metals, or metal oxides or hydroxides provided for in groups B01J23/02 - B01J23/36 with alkali or alkaline earth 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
    • 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
    • B01J23/54—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
    • B01J23/56—Platinum group metals
    • B01J23/58—Platinum group metals with alkali- or alkaline earth 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
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • B01J31/04—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing carboxylic acids or their salts
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/04—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides onto unsaturated carbon-to-carbon bonds
    • C07C67/05—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides onto unsaturated carbon-to-carbon bonds with oxidation
    • C07C67/055—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides onto unsaturated carbon-to-carbon bonds with oxidation in the presence of platinum group metals or their compounds
    • E—FIXED CONSTRUCTIONS
    • E04—BUILDING
    • E04H—BUILDINGS OR LIKE STRUCTURES FOR PARTICULAR PURPOSES; SWIMMING OR SPLASH BATHS OR POOLS; MASTS; FENCING; TENTS OR CANOPIES, IN GENERAL
    • E04H6/00—Buildings for parking cars, rolling-stock, aircraft, vessels or like vehicles, e.g. garages
    • E04H6/02—Small garages, e.g. for one or two cars
    • 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
    • B01J21/08—Silica
    • 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
    • B01J2531/82—Metals of the platinum group
    • B01J2531/824—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
    • 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
    • B01J2531/842—Iron
    • 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
    • B01J31/22—Organic complexes
    • B01J31/2204—Organic complexes the ligands containing oxygen or sulfur as complexing atoms
    • B01J31/2208—Oxygen, e.g. acetylacetonates
    • B01J31/2226—Anionic ligands, i.e. the overall ligand carries at least one formal negative charge
    • B01J31/223—At least two oxygen atoms present in one at least bidentate or bridging ligand
    • B01J31/2234—Beta-dicarbonyl ligands, e.g. acetylacetonates

Abstract

1,269,742. Catalysts comprising palladium. FARBENFABRIKEN BAYER A.G. 20 Jan., 1970 [29 Jan., 1969], No. 2618/70. Heading B1E. [Also in Division C2] Catalyst for use in the preparation of allylidene diacetate from allylacetate, acetic acid and oxygen comprises (a) carrier material, for example selected from silica, natural and synthetic silicates, pumice, activated carbon, titania, alumina and spinels, (b) metallic palladium or a compound thereof, for example an oxide, hydroxide, acetate, propionate, benzoate, acetylacetonate, acetylphenolate or bis (diphenylpropane-1,3-dionate), and (c) an alkali metal acetate or an alkali metal compound which is converted at least in part to an acetate under reaction conditions including a temperature of from 50 to 250‹C. The alkali metal acetate may be an acetate of lithium, sodium, potassium, cesium or rubidium. The convertible alkali metal compound may be a hydroxide, carbonate, phosphate, borate, formate, propionate, citrate, tartrate or lactate; exemplified alkali metal compounds are sodium hydroxide, sodium borate, sodium phosphate, sodium aluminate, sodium citrate, potassium carbonate, potassium hydrogen carbonate, potassium formate, potassium propionate and potassium lactate. The catalyst also may comprise material selected from copper, gold, metals of Groups V to VIII, for example ruthenium, rhodium, iridium and platinum, and comoounds of such metals, for example copper hydroxide, oxides and hydroxides of gold, ruthenium, rhodium, iridium and platinum and oxides, hydroxides, acetates, acetylacetonates and decomposition/conversion products thereof of chromium, molybdenum, tungsten, manganese and iron. Compounds which are free from nitrogen, sulphur and halogens, for example chromium acetylacetonate, manganese acetylacetonate, manganese naphthenate, iron oxide, iron hydroxide, iron acetate, iron citrate and iron acetylacetonate, preferably are used in the preparation of the catalyst; alternatively, compounds which are not free from nitrogen, sulphur and halogens, for example palladium chloride, sodium palladium chloride, copper nitrate, gold chloride, tetrachloro-auric acid, manganese sulphate, iron chloride and iron sulphate, may be used and subsequently converted to compounds which are free from nitrogen, sulphur and halogens. The catalyst may be treated with a reducing agent, for example hydrogen, ethylene, propylene, gaseous methanol or aqueous hydrazine, for example hydrazine hydrate, to convert the palladium, if present as a compound, to the metal. The catalyst, which may be in the form of pellets, "microcylinders" or spheres having a diameter of from 4 to 6 mm, may contain from 1 to 10 grams per litre of palladium, from 1 to 50 grams per litre of alkali metal acetate and, optionally, from 0.1 to 10 grams per litre of iron. Examples relate to catalysts comprising silica, 3.3 grams per litre of palladium derived from palladium acetylacetonate, 30 grams per litre of potassium acetate and, optionally, 0.6 grams per litre of iron derived from iron acetylacetonate, the silica being in the form of spheres having a diameter of 5 mm., an "inner" surface area of 110 m<SP>2</SP>/g and an apparent density of 0.5 kg/litre; preparative details of such catalysts are given.
GB2618/70A 1969-01-29 1970-01-20 A process for the production of allylidene diacetate Expired GB1269742A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE1904236A DE1904236C3 (en) 1969-01-29 1969-01-29 Process for the production of allyl dendiacetate

Publications (1)

Publication Number Publication Date
GB1269742A true GB1269742A (en) 1972-04-06

Family

ID=5723634

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2618/70A Expired GB1269742A (en) 1969-01-29 1970-01-20 A process for the production of allylidene diacetate

Country Status (9)

Country Link
JP (1) JPS4823416B1 (en)
AT (1) AT291959B (en)
BE (1) BE745160A (en)
BR (1) BR7016267D0 (en)
DE (1) DE1904236C3 (en)
FR (1) FR2029650A1 (en)
GB (1) GB1269742A (en)
NL (1) NL7001058A (en)
RO (1) RO56694A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4668819A (en) * 1973-03-26 1987-05-26 Hoechst Aktiengesellschaft Process for the manufacture of unsaturated esters of carboxylic acids
CN104437625A (en) * 2013-09-24 2015-03-25 中国石油化工股份有限公司 Preparation method of propenyl ethanoate catalyst

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4668819A (en) * 1973-03-26 1987-05-26 Hoechst Aktiengesellschaft Process for the manufacture of unsaturated esters of carboxylic acids
CN104437625A (en) * 2013-09-24 2015-03-25 中国石油化工股份有限公司 Preparation method of propenyl ethanoate catalyst

Also Published As

Publication number Publication date
DE1904236B2 (en) 1973-01-11
JPS4823416B1 (en) 1973-07-13
DE1904236A1 (en) 1970-08-06
RO56694A (en) 1975-06-15
FR2029650A1 (en) 1970-10-23
AT291959B (en) 1971-08-10
BR7016267D0 (en) 1973-05-03
DE1904236C3 (en) 1973-10-25
NL7001058A (en) 1970-07-31
BE745160A (en) 1970-07-29

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