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US3935272A Expired / Lapsed US ⏱️ 0.0 years remaining

Process for the oxidation of olefine compounds

Assignee: Rhone Poulenc SA
•
Filing: 1972-05-02
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Granted: 1976-01-27
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Expires: 1992-05-02
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Abstract

Abstract Olefines of at least 3 carbon atoms are oxidised e.g. to ketones or epoxy compounds using, as oxidising agent, uranium oxide, hafnium oxide or an oxo-metal compound of formula [[(L).sub.x (O).sub.n M-Q].sub.p M(O).sub.n (L).sub.x ].sup.m A in which M represents Ti, Zr, Hf, V, Nb, Ta, Mo, W or U, L represents a monodentate or polydentate ligand, A represents an organic or inorganic anion or cation, Q represents oxygen or sulphur, x is an integer greater than or equal to zero, p is equal to zero or one, m is a positive or negative integer and there is one or more oxygen atoms directly bonded to the metal and not bonded to an organic radical. Typical oxidants are vanadyl-, zirconyl-, titanyl-, molybdyl-, tungstyl- and uranyl-acetylacetonate.

Inventors

  • 👤 Robert Chapurlat

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-31 20:14
CPC Classifications
C; C07; C07D; C07D301/00; C07D301/02; C07D301/03; C07D301/14; C07C; C07C45/00; C07C45/27; C07C45/28; C07D303/00; C07D303/02; C07D303/04

Claims Analysis

Total Claims: 19
Claim 1
Independent Claim 158 words
Process for the production of acetone by oxidising propylene in an oxygen-free atmosphere, in the gas phase, in the absence of water or in the presence of up to 5% by weight of water, using, as oxidising agent, an oxy-metal compound containing one or more oxygen atoms directly bonded to the metal and not bonded to an organic radical, selected from an oxo-metal compound of the general formula: [[(L).sub.x (O).sub.n M-Q].sub.p M(O).sub.n (L).sub.x ].sup.m A (I) in which M represents V, L represents a monodentate or polydentate ligand, A represents an organic or inorganic anion or cation, Q represents oxygen or sulphur, x is an integer greater than or equal to zero, p is equal to zero or one, m is a positive or negative integer and n is an integer greater than or equal to zero such that there is one or more oxygen atoms directly bonded to the metal and not bonded to an organic radical.
Claim 2
Dependent Claim 158 words
Process for the production of acetone by oxidising propylene in an oxygen-free atmosphere, in the gas phase, in the absence of water or in the presence of up to 5% by weight of water, using, as oxidising agent, an oxy-metal compound containing one or more oxygen atoms directly bonded to the metal and not bonded to an organic radical, selected from an oxo-metal compound of the general formula: [[(L).sub.x (O).sub.n M-Q].sub.p M(O).sub.n (L).sub.x ].sup.m A (I) in which M represents V, L represents a monodentate or polydentate ligand, A represents an organic or inorganic anion or cation, Q represents oxygen or sulphur, x is an integer greater than or equal to zero, p is equal to zero or one, m is a positive or negative integer and n is an integer greater than or equal to zero such that there is one or more oxygen atoms directly bonded to the metal and not bonded to an organic radical.
Claim 3
Dependent Claim 171 words
Process for the production of acetone by oxidising propylene in an oxygen-free atmosphere, in the gas phase, in the absence of water or in the presence of up to 5% by weight of water, using, as oxidizing agent, an oxy-metal compound containing one or more oxygen atoms directly bonded to the metal and not bonded to an organic radical, selected from uranium oxide, hafnium oxide an oxo-metal compound of the general formula: [[(L).sub.x (O).sub.n M--Q].sub.p M(O).sub.n (L).sub.x ].sup.m A (I) in which M represents Ti, Zr, Hf, V, Nb, Ta, Mo, W or U, L represents a monodentate or polydentate ligand, A represents an organic or inorganic anion or cation, Q represents oxygen or sulphur, x is an integer greater than or equal to zero, p is equal to zero or one, m is a positive or negative integer and n is an integer greater than or equal to zero such that there is one or more oxygen atoms directly bonded to the metal and not bonded to an organic radical.
Claim 4
Dependent Claim 171 words
Process for the production of acetone by oxidising propylene in an oxygen-free atmosphere, in the gas phase, in the absence of water or in the presence of up to 5% by weight of water, using, as oxidizing agent, an oxy-metal compound containing one or more oxygen atoms directly bonded to the metal and not bonded to an organic radical, selected from uranium oxide, hafnium oxide an oxo-metal compound of the general formula: [[(L).sub.x (O).sub.n M--Q].sub.p M(O).sub.n (L).sub.x ].sup.m A (I) in which M represents Ti, Zr, Hf, V, Nb, Ta, Mo, W or U, L represents a monodentate or polydentate ligand, A represents an organic or inorganic anion or cation, Q represents oxygen or sulphur, x is an integer greater than or equal to zero, p is equal to zero or one, m is a positive or negative integer and n is an integer greater than or equal to zero such that there is one or more oxygen atoms directly bonded to the metal and not bonded to an organic radical.
Claim 5
Dependent Claim 47 words
Process according to claim 1 wherein the oxidising agent is a compound of formula (I) in which x is equal to zero, m is a positive integer and A represents an inorganic or organic anion which forms a salt which may be chelated with the oxo-metal cation.
Claim 6
Dependent Claim 29 words
Process according to claim 3, wherein the oxidising agent is a compound of formula (I) which is a salt of a monocarboxylic or polycarboxylic acid, a β-diketonate or diketimine-diketonate.
Claim 7
Dependent Claim 20 words
Process according to claim 4 wherein the oxidising agent is a tungstyl-, vanadyl-, molybdyl-, molybdenyl- zirconyl-, titanyl-, uranyl- or hafnyl-β-diketonate.
Claim 8
Dependent Claim 36 words
Process according to claim 5 wherein the oxidising agent is a tungstyl-, vanadyl-, molybdyl-, molybdenyl-, zirconyl-, titanyl-, uranyl- or hafnyl- acetylacetonate; a tungstyl-, vanadyl-, molybdyl-, molybdenyl-, zirconyl-, titanyl-, uranyl- or hafnyl-ethylene- diimineacetylacetone; bis-(pivaloylmethane)-oxovanadium or vanadyl benzoylacetonate.
Claim 9
Dependent Claim 24 words
Process according to claim 1 wherein the reaction is carried out at a temperature of 20° to 300°C, at atmospheric or super atmospheric pressure.
Claim 10
Dependent Claim 171 words
Process for the production of acetone by oxidising propylene in an oxygen-free atmosphere, in an organic liquid in the absence of water or in the presence of up to 5% by weight of water, using, as oxidising agent, an oxy-metal compound containing one or more oxygen atoms directly bonded to the metal and not bonded to an organic radical, selected from uranium oxide, hafnium oxide an oxo-metal compound of the general formula: [[(L).sub.x (O).sub.n M--Q].sub.p M(O).sub.n (L).sub.x ].sup.m A (I) in which M represents Ti, Zr, Hf, V, Nb, Ta, Mo, W or U, L represents a monodentate or polydentate ligand, A represents an organic or inorganic anion or cation, Q represents oxygen or sulphur, x is an integer greater than or equal to zero, p is equal to zero or one, m is a positive or negative integer and n is an integer greater than or equal to zero such that there is one or more oxygen atoms directly bonded to the metal and not bonded to an organic radical.
Claim 11
Dependent Claim 171 words
Process for the production of acetone by oxidising propylene in an oxygen-free atmosphere, in an organic liquid in the absence of water or in the presence of up to 5% by weight of water, using, as oxidising agent, an oxy-metal compound containing one or more oxygen atoms directly bonded to the metal and not bonded to an organic radical, selected from uranium oxide, hafnium oxide an oxo-metal compound of the general formula: [[(L).sub.x (O).sub.n M--Q].sub.p M(O).sub.n (L).sub.x ].sup.m A (I) in which M represents Ti, Zr, Hf, V, Nb, Ta, Mo, W or U, L represents a monodentate or polydentate ligand, A represents an organic or inorganic anion or cation, Q represents oxygen or sulphur, x is an integer greater than or equal to zero, p is equal to zero or one, m is a positive or negative integer and n is an integer greater than or equal to zero such that there is one or more oxygen atoms directly bonded to the metal and not bonded to an organic radical.
Claim 12
Dependent Claim 158 words
Process for the production of acetone by oxidising propylene in an oxygen-free atmosphere, in an organic liquid in the absence of water or in the presence of up to 5% by weight of water, using, as oxidising agent, an oxy-metal compound containing one or more oxygen atoms directly bonded to the metal and not bonded to an organic radical, selected from an oxo-metal compound of the general formula: [[(L).sub.x (O).sub.n M--Q].sub.p M(O).sub.n (L).sub.x ].sup.m A (I) in which M represents V, L represents a monodentate or polydentate ligand, A represents an organic or inorganic anion or cation, Q represents oxygen or sulphur, x is an integer greater than or equal to zero, p is equal to zero or one, m is a positive or negative integer and n is an integer greater than or equal to zero such that there is one or more oxygen atoms directly bonded to the metal and not bonded to an organic radical.
Claim 13
Dependent Claim 158 words
Process for the production of acetone by oxidising propylene in an oxygen-free atmosphere, in an organic liquid in the absence of water or in the presence of up to 5% by weight of water, using, as oxidising agent, an oxy-metal compound containing one or more oxygen atoms directly bonded to the metal and not bonded to an organic radical, selected from an oxo-metal compound of the general formula: [[(L).sub.x (O).sub.n M--Q].sub.p M(O).sub.n (L).sub.x ].sup.m A (I) in which M represents V, L represents a monodentate or polydentate ligand, A represents an organic or inorganic anion or cation, Q represents oxygen or sulphur, x is an integer greater than or equal to zero, p is equal to zero or one, m is a positive or negative integer and n is an integer greater than or equal to zero such that there is one or more oxygen atoms directly bonded to the metal and not bonded to an organic radical.
Claim 14
Dependent Claim 47 words
Process according to claim 9 wherein the oxidising agent is a compound of formula (I) in which x is equal to zero, m is a positive integer and A represents an inorganic or organic anion which forms a salt which may be chelated with the oxometal cation.
Claim 15
Dependent Claim 29 words
Process according to claim 10, wherein the oxidising agent is a compound of formula (I) which is a salt of a monocarboxylic or polycarboxylic acid, a β-diketonate or diketiminediketonate.
Claim 16
Dependent Claim 20 words
Process according to claim 11 wherein the oxidising agent is a tungstyl-, vanadyl-, molybdyl-, molybdenyl-, zirconyl-, titanyl-, uranyl- or hafnyl-β-diketonate.
Claim 17
Dependent Claim 34 words
process according to claim 12 wherein the oxidising agent is a tungstyl-, vanadyl-, molybdyl-, molybdenyl-, zirconyl-, titanyl-, uranyl- or hafnyl-acetylacetonate; a tungstyl-, vanadyl-, molybdyl-, molybdenyl-, zirconyl-, titanyl-, uranyl-, or hafnyl-ethylene-diimineacetylacetone; bis-(pivaloymethane)-oxovanadium or vanadyl benzoylacetonate.
Claim 18
Dependent Claim 24 words
Process according to claim 9 wherein the reaction is carried out at a temperature of 20° to 300°C., at atmospheric or super atmospheric pressure.
Claim 19
Dependent Claim 22 words
Process according to claim 9 wherein the oxidation is carried out in the presence of an organic solvent for the olefinic compound.

References Cited (Backward Citations)

US3133968A Cited
US1999620A Cited
US3259638A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1979-01-26 1979-07-28 1980-01-27 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1983-01-26 1983-07-28 1984-01-27 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1987-01-26 1987-07-28 1988-01-27 $7700.00 Window Closed / Lapsed

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