Oxidation catalytic system and oxidation process using the same

A process for oxidation which comprises the step of contacting, with oxygen, one substrate selected from a cycloalkane, a cycloalkene, a polycyclic hydrocarbon containing a methylidyne group as a constitutive unit of a ring except for adamantane, an aromatic compound having at least one alkyl group and a conjugate compound, in the presence of an oxidation catalyst comprising an imide compound shown by the following formula (1) ##STR9## wherein R.sup.1 and R.sub.2 independently represent a hydrogen atom, a halogen atom, an alkyl group, an aryl group, a cycloalkyl group, a hydroxyl group, an alkoxy group, a carboxyl group, an alkoxycarbonyl group, or an acyl group, or R.sup.1 and R.sup.2 may together form a double bond or an aromatic or non-aromatic ring, and the aromatic or non-aromatic ring formed by R.sup.1 and R.sup.2 may have 1 or 2 of an imide unit shown by the following formula ##STR10## ;

• and X represents an oxygen atom or a hydroxyl group, and n denotes an integer of 1, and
• a co-catalyst containing an element selected from the group consisting of Group 2A elements of the Periodic Table of Elements, transition metals, and Group 3B elements of the Periodic Table of Elements, with a proviso that when the substrate ia an aromatic compound having a hydroxyl group in a benzyl position, the co-catalyst is not phosphovanadomolybdic acid and tetraphenylporphyrinato manganese (III) chloride for epoxidation of an alkene.

A process for oxidation which comprises the step of contacting a substrate with oxygen in the presence of an oxidation catalytic system comprising;

• an imide compound shown by the following formula (1) ##STR11## wherein R.sup.1 and R.sup.2 independently represent a hydrogen atom, a halogen atom, an alkyl group, an aryl group, a cycloalkyl group, a hydroxyl group, an alkoxy group, a carboxyl group, an alkoxycarbonyl group, or an acyl group, or R.sup.1 and R.sub.2 may together form a double bond or an aromatic or non-aromatic ring, and the aromatic or non-aromatic ring formed by R.sup.1 and R.sup.2 may have 1 or 2 of an imide unit shown by the following formula ##STR12## ;
• and X represents an oxygen atom or a hydroxyl group;
• and n denotes an integer of 1, and
• a co-catalyst containing an element selected from the group consisting of Group 2A elements of the Periodic Table of Elements, transition metals, and Group 3B elements of the Periodic Table of Elements, with a proviso that when the substrate is an aromatic compound having a hydroxyl group in a benzyl position, the co-catalyst is not phosphovanadomolybdic acid and tetraphenylporphyrinato manganese (III) chloride, and that the substrate is an alkene.

A process which comprises the step of contacting a substrate with oxygen in the presence of an oxidation catalytic system comprising;

• an imide compound shown by the following formula (1) ##STR14## wherein R.sup.1 and R.sup.2 independently represent a hydrogen atom, a halogen atom, an alkyl group, an aryl group, a cycloalkyl group, a hydroxyl group, an alkoxy group, a carboxyl group, an alkoxycarbonyl groups or an acyl group, or R.sup.1 and R.sup.2 may together form a double bond or an aromatic or non-aromatic ring, and the aromatic or non-aromatic ring formed by R.sup.1 and R.sup.2 may have 1 or 2 of an imide unit shown by the following formula ##STR15## ;
• and X represents an oxygen atom or a hydroxyl group;
• and n denotes an integer of 1, and
• a co-catalyst, except for phosphovanadomolybdic acid and tetraphenylporphyrinato manganese (III) chloride for epoxidation of an alkene, containing an element selected from the group consisting of Group 2A elements of the Periodic Table of Elements, transition metals and Group 3B elements of the Periodic Table of Elements,
• for the production of a ketone, an alcohol, an aldehyde or a carboxylic acid each corresponding to the substrate.

An oxidation catalytic system comprising formula (1):

• ##STR16## wherein R.sup.1 and R.sup.2 independently represent a hydrogen atom, a halogen atom, and alkyl group, am aryl group, a cycloalkyl group, a hydroxyl group, an alkoxy group, a carboxyl group, an alkoxycarbonyl group, or an acyl group, or R.sup.1 and R.sup.2 may together form a double bond or an aromatic or non-aromatic ring, and the aromatic or non-aromatic ring formed by R.sup.1 and R.sup.2 may have 1 or 2 of an imide unit shown by the following formula ##STR17## ;
• and X represents an oxygen atom or a hydroxyl qroup;
• and n denotes an integer of 1, wherein said imide compound is a N-hydroxyimide or N-oxyimide compound corresponding to a polycarboxylic anhydride, and
• a co-catalyst comprising an element selected from the group consisting of group 2A elements or the Periodic Table of Elements, transition metals and Group 3B elements of the Periodic Table of Elements, with a proviso that said co-catalyst is other than phosphovanadomolybdic acid and tetraphenylporphyrinato manganese (III) chloride for epoxidation of an alkene.