FR2450802A1 - Prepn. of allyl acetate by oxidn of propylene with oxygen - in presence of solvent and specified palladium catalyst - Google Patents

Prepn. of allyl acetate by oxidn of propylene with oxygen - in presence of solvent and specified palladium catalyst

Info

Publication number
FR2450802A1
FR2450802A1 FR7905874A FR7905874A FR2450802A1 FR 2450802 A1 FR2450802 A1 FR 2450802A1 FR 7905874 A FR7905874 A FR 7905874A FR 7905874 A FR7905874 A FR 7905874A FR 2450802 A1 FR2450802 A1 FR 2450802A1
Authority
FR
France
Prior art keywords
oxidn
prepn
propylene
oxygen
solvent
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.)
Granted
Application number
FR7905874A
Other languages
French (fr)
Other versions
FR2450802B1 (en
Inventor
Lucien Saussine
Jean-Pierre Laloz
Hubert Mimoun
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.)
IFP Energies Nouvelles IFPEN
Original Assignee
IFP Energies Nouvelles IFPEN
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 IFP Energies Nouvelles IFPEN filed Critical IFP Energies Nouvelles IFPEN
Priority to FR7905874A priority Critical patent/FR2450802A1/en
Publication of FR2450802A1 publication Critical patent/FR2450802A1/en
Application granted granted Critical
Publication of FR2450802B1 publication Critical patent/FR2450802B1/fr
Granted 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
    • 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
    • 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
    • B01J31/0215—Sulfur-containing compounds
    • B01J31/0225—Sulfur-containing compounds comprising sulfonic acid groups or the corresponding salts
    • 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
    • B01J31/0215—Sulfur-containing compounds
    • B01J31/0225—Sulfur-containing compounds comprising sulfonic acid groups or the corresponding salts
    • B01J31/0227—Sulfur-containing compounds comprising sulfonic acid groups or the corresponding salts being perfluorinated, i.e. comprising at least one perfluorinated moiety as substructure in case of polyfunctional compounds
    • 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
    • B01J31/0231—Halogen-containing compounds
    • 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
    • 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
    • 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
    • B01J31/2282—Unsaturated compounds used as ligands
    • B01J31/2291—Olefins
    • 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
    • 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
    • B01J2531/10—Complexes comprising metals of Group I (IA or IB) as the central metal
    • B01J2531/16—Copper
    • 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

Abstract

The reaction is carried out in the liq. phase using at least one catalyst of formula PdAA1mL in which A and A' are each an anion of acetic acid, fluorocarboxylic acids, sulphonic acids and fluorosulphonic acids and A' is also OOR1 in which R1 is a tert hydrocarbyl radical or a pi -allylic gp.; L is a basic ligand and m is 0 or 2. The process, avoiding halide and cyanate ions previously proposed, enables conversion in a homogeneous phase at a relatively low temp. with a very high selectivity.
FR7905874A 1979-03-07 1979-03-07 Prepn. of allyl acetate by oxidn of propylene with oxygen - in presence of solvent and specified palladium catalyst Granted FR2450802A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
FR7905874A FR2450802A1 (en) 1979-03-07 1979-03-07 Prepn. of allyl acetate by oxidn of propylene with oxygen - in presence of solvent and specified palladium catalyst

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR7905874A FR2450802A1 (en) 1979-03-07 1979-03-07 Prepn. of allyl acetate by oxidn of propylene with oxygen - in presence of solvent and specified palladium catalyst

Publications (2)

Publication Number Publication Date
FR2450802A1 true FR2450802A1 (en) 1980-10-03
FR2450802B1 FR2450802B1 (en) 1983-02-04

Family

ID=9222859

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7905874A Granted FR2450802A1 (en) 1979-03-07 1979-03-07 Prepn. of allyl acetate by oxidn of propylene with oxygen - in presence of solvent and specified palladium catalyst

Country Status (1)

Country Link
FR (1) FR2450802A1 (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0128713A1 (en) * 1983-06-03 1984-12-19 Babcock-Hitachi Kabushiki Kaisha Process for producing organic compounds by utilizing oxygen complexes
US4732883A (en) * 1983-12-07 1988-03-22 Sun Refining And Marketing Company Catalytic oxidation of propylene to allyl acetate
US4824817A (en) * 1986-12-05 1989-04-25 Shell Oil Company Catalyst for the carbonylation of conjugated dienes

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1593075B1 (en) * 1965-08-27 1971-06-09 Mitsui Petrochemical Ind Process for the preparation of vinyl and propenyl esters of aliphatic monocarboxylic acids

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1593075B1 (en) * 1965-08-27 1971-06-09 Mitsui Petrochemical Ind Process for the preparation of vinyl and propenyl esters of aliphatic monocarboxylic acids

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0128713A1 (en) * 1983-06-03 1984-12-19 Babcock-Hitachi Kabushiki Kaisha Process for producing organic compounds by utilizing oxygen complexes
US4732883A (en) * 1983-12-07 1988-03-22 Sun Refining And Marketing Company Catalytic oxidation of propylene to allyl acetate
US4824817A (en) * 1986-12-05 1989-04-25 Shell Oil Company Catalyst for the carbonylation of conjugated dienes

Also Published As

Publication number Publication date
FR2450802B1 (en) 1983-02-04

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