Organic compounds -- part of the class 532-570 series – Organic compounds – Oxygen containing
Patent
1986-03-31
1988-02-02
Reamer, James H.
Organic compounds -- part of the class 532-570 series
Organic compounds
Oxygen containing
568360, C07C 4534
Patent
active
047230410
ABSTRACT:
The addition of redox-active metal components and ligands, alternatively or simultaneously, results in increased conversion and selectivity in the palladium-catalyzed oxidation of olefins to carbonyl products in the presence of polyoxoanions. In preferred modes, heteropolyoxoanions and isopolyoxoanions containing tungsten, molybdenum and vanadium, individually or in combination, are described. The use of copper as the redox-active metal component shows reduced allylic reactivity. The elimination of chloride from the catalyst system provides substantial engineering advantages over the prior art, particularly, the reduction of corrosion and chloro-organic by-product formation. The use of redox-active metal components and/or ligands makes the palladium-polyoxoanion catalyst system industrially practicable.
REFERENCES:
patent: 3215743 (1965-11-01), Riemenscheider et al.
patent: 3365499 (1968-01-01), Clement et al.
patent: 3379651 (1968-04-01), Hargis et al.
patent: 4152354 (1979-05-01), Stapp
patent: 4155879 (1979-05-01), Minioun et al.
patent: 4203927 (1980-05-01), Stapp
patent: 4386217 (1983-05-01), Ainbinder et al.
patent: 4400544 (1983-08-01), Takehira et al.
patent: 4419525 (1983-12-01), Shioyama et al.
patent: 4434082 (1984-02-01), Murtha et al.
patent: 4448892 (1984-05-01), Kukes et al.
patent: 4507506 (1985-03-01), Shimoyama
patent: 4507507 (1985-03-01), Murtha
patent: 4568770 (1986-02-01), Alper et al.
K. I. Matveev et al., "Kinetics of Oxidation of Ethylene to Acetaldyde by Phosphomolybdovanadic Heteropolyacids in the Presence of a Pd(II) Aquo Complex", Kinetika i Kataliz, vol. 18, pp. 320, Mar.-Apr., 1977.
K. Urabe et al., "Liquid Phase Oxidation of 1-Butene by Pd(II)-Heteropoly Acid", VII Int. Cong. on Catalysis, Tokyo, (1980), 1418.
Ogawa et al., "Liquid Phase Oxidation of Cyclo-olefins by a PdSO.sub.4 -Heteropoly-acid Catalyst System", J.C.S. Chem. Comm., pp. 1274-1275, (1981).
Ogawa et al., "Palladium(II) Sulfate-Heterpoly Acid-Catalyzed Oxidation of Cycloolefins", Bull. Chem. Soc., Jpn., vol. 57, pp. 1908-1913, (1984).
S. F. Davison et al., "Phosphomolybdic Acid as a Reoxidant in the Palladium(II)-Catalyzed Oxidation of But-1-ene to Butan-2-one", J.C.S. Dalton Trans., pp. 1223-1228, (1984).
K. Januszkiewicz et al., "Palladium and Phase Transfer Catalyzed Oxidation of Olefins to Ketones. Sensitivity of the Reaction to the Nature of the Phase Transfer Agent", Tetrahedron Letters, vol. 24, No. 47, pp. 5159-5162, (1983).
J. S. Coe et al., "Kinetic Studies on Homogeneous Oxidation of Olefins with Palladium(II) Catalysts", J.C.S. Dalton, pp. 645-649, (1975).
K. I. Matveev, "Development of New Homogeneous Catalysts for the Oxidation of Ethylene to Acetaldehyde", Kinetika i Kataliz, vol. 18, No. 4, pp. 862-877, (1977).
Y. Izumi et al., "The Carbon-Supported Palladium-Vanadyl Sulfate-Sulfuric Acid Catalyst System for Heterogeneous Wacker Reactions", J. Catal., vol. 85, pp. 284-286, (1984).
A. M. Gaffney et al., "Heterogeneous Catalyst for Alcohol Oxycarbonylation to Dialkyl Oxalates", J. Catal. vol. 90, pp. 261-269, (1984).
A. B. Evnin et al., "Heterogeneously Catalized Vapor-Phase Oxidation of Ethylene to Acetaldehyde", Journal of Catalysis, 30, pp. 109-117, (1973).
P. M. Maitlis, "The Organic Chemistry of Palladium, Volume II Catalytic Reactions", Academic Press, New York, pp. 93-108, 1971.
I. V. Kozhevnikov et al., "Acetoxylation of Olefins Catalyzed by a Palladium(II)-Heteropolyacid System", Reaction Kinetics and Catalysis Letters, vol. 7, No. 3, pp. 297-302, (1977).
L. N. Pachkovskaya et al., "Ring Acetoxylation of Aromatic Compounds in the Presence of Palladium Complexes and Heteropoly Acids", Kinetika i Kataliz, vol. 18, No. 4, pp. 1040-1042, Aug., 1977.
A. I. Rudenkov et al., "Development of New Homogeneous Catalysis for the Oxidative Coupling of Aromatic Compound", Kinetika i Kataliz, vol. 18, No. 4, pp. 915-920, Jul.-Aug., 1977.
I. V. Kozhevnikov et al., "Kinetics and Mechanism of the Oxidation of Isopropanol in the Presence of the System Pd(II)-Heteropolyacid", Kinetika i Kataliz, vol. 21, No. 4, pp. 947-953, Jul.-Aug., 1980.
De Deken Jacques C.
Fellmann Jere D.
Kipnis Lyubov S.
Saxton Robert J.
Vasilevskis Janis
Catalytica Associates
Reamer James H.
LandOfFree
Olefin oxidation catalyst system does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Olefin oxidation catalyst system, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Olefin oxidation catalyst system will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-1636786