Disclosed are a nitrogen-doped hierarchical-porous carbon-loaded nano-Pd catalyst and a preparation method thereof. The preparation method includes preparing nitrogen-doped hierarchical-porous carbon, mixing the nitrogen-doped hierarchical-porous carbon with water, adjusting a pH value of the mixed solution to be alkaline, mixing the mixed solution with a Pd metal precursor aqueous solution, and then adding a reducing agent to obtain the nitrogen-doped hierarchical-porous carbon-loaded nano-Pd catalyst after reduction. The prepared nitrogen-doped hierarchical-porous carbon-loaded nano-Pd catalyst includes a nitrogen-doped porous carbon material carrier with hierarchical pores and Pd metal nanoparticles loaded in the hierarchical pores of the carrier. The Pd metal nanoparticles have a size of 2˜14 nm and a regular polyhedron shape. The nitrogen-doped hierarchical-porous carbon-loaded nano-Pd catalyst has excellent catalytic performance, especially has ultra-high conversion rate, selectivity and cycle stability in the selective hydrogenation reaction of unsaturated ketones, and is a key to open a new synthetic route of vitamin E.

Disclosed are a nitrogen-doped hierarchical-porous carbon-loaded nano-Pd catalyst and a preparation method thereof. The preparation method includes preparing nitrogen-doped hierarchical-porous carbon, mixing the nitrogen-doped hierarchical-porous carbon with water, adjusting a pH value of the mixed solution to be alkaline, mixing the mixed solution with a Pd metal precursor aqueous solution, and then adding a reducing agent to obtain the nitrogen-doped hierarchical-porous carbon-loaded nano-Pd catalyst after reduction. The prepared nitrogen-doped hierarchical-porous carbon-loaded nano-Pd catalyst includes a nitrogen-doped porous carbon material carrier with hierarchical pores and Pd metal nanoparticles loaded in the hierarchical pores of the carrier. The Pd metal nanoparticles have a size of 2˜14 nm and a regular polyhedron shape. The nitrogen-doped hierarchical-porous carbon-loaded nano-Pd catalyst has excellent catalytic performance, especially has ultra-high conversion rate, selectivity and cycle stability in the selective hydrogenation reaction of unsaturated ketones, and is a key to open a new synthetic route of vitamin E.

The present invention relates to: a method for converting a hydroxyl group of an alcohol; and a catalyst which makes the method possible. A method for converting a hydroxyl group of an alcohol according to the present invention is characterized by producing a compound represented by CH(R.sup.1)(R.sup.2)Nu (wherein R.sup.1, R.sup.2 and Nu are as defined below) by reacting an alcohol represented by CH(R.sup.1)(R.sup.2)OH (wherein each of R.sup.1 and R.sup.2 represents a hydrogen atom, an optionally substituted alkyl group, or the like) and a compound having an active proton, which is represented by H-Nu (wherein Nu represents a group represented by CHX.sup.1-EWG.sup.1 or NR.sup.3R.sup.4; X.sup.1 represents a hydrogen atom or the like; EWG.sup.1 represents an electron-withdrawing group; and each of R.sup.3 and R.sup.4 represents a hydrogen atom, an optionally substituted alkyl group, or the like), with each other in the presence of a complex of a group 7-11 metal of the periodic table and at least one solid base that is selected from the group consisting of layered double hydroxides, composite oxides and calcium hydroxide.

The present invention relates to: a method for converting a hydroxyl group of an alcohol; and a catalyst which makes the method possible. A method for converting a hydroxyl group of an alcohol according to the present invention is characterized by producing a compound represented by CH(R.sup.1)(R.sup.2)Nu (wherein R.sup.1, R.sup.2 and Nu are as defined below) by reacting an alcohol represented by CH(R.sup.1)(R.sup.2)OH (wherein each of R.sup.1 and R.sup.2 represents a hydrogen atom, an optionally substituted alkyl group, or the like) and a compound having an active proton, which is represented by H-Nu (wherein Nu represents a group represented by CHX.sup.1-EWG.sup.1 or NR.sup.3R.sup.4; X.sup.1 represents a hydrogen atom or the like; EWG.sup.1 represents an electron-withdrawing group; and each of R.sup.3 and R.sup.4 represents a hydrogen atom, an optionally substituted alkyl group, or the like), with each other in the presence of a complex of a group 7-11 metal of the periodic table and at least one solid base that is selected from the group consisting of layered double hydroxides, composite oxides and calcium hydroxide.

Processes for converting a hydrocarbon reactant into an alcohol compound and/or a carbonyl compound are disclosed, and these processes include the steps of forming a supported chromium catalyst comprising chromium in a hexavalent oxidation state, irradiating the hydrocarbon reactant and the supported chromium catalyst with a light beam at a wavelength in the UV-visible spectrum to reduce at least a portion of the supported chromium catalyst to form a reduced chromium catalyst, and hydrolyzing the reduced chromium catalyst to form a reaction product comprising the alcohol compound and/or the carbonyl compound. The supported chromium catalyst can be formed by heat treating a supported chromium precursor, contacting a chromium precursor with a solid support while heat treating, or heat treating a solid support and then contacting a chromium precursor with the solid support.

Processes for converting a hydrocarbon reactant into an alcohol compound and/or a carbonyl compound are disclosed, and these processes include the steps of forming a supported chromium catalyst comprising chromium in a hexavalent oxidation state, irradiating the hydrocarbon reactant and the supported chromium catalyst with a light beam at a wavelength in the UV-visible spectrum to reduce at least a portion of the supported chromium catalyst to form a reduced chromium catalyst, and hydrolyzing the reduced chromium catalyst to form a reaction product comprising the alcohol compound and/or the carbonyl compound. The supported chromium catalyst can be formed by heat treating a supported chromium precursor, contacting a chromium precursor with a solid support while heat treating, or heat treating a solid support and then contacting a chromium precursor with the solid support.

Processes for converting an olefin reactant into a diol compound are disclosed, and these processes include the steps of contacting the olefin reactant and a supported chromium catalyst comprising chromium in a hexavalent oxidation state to reduce at least a portion of the supported chromium catalyst to form a reduced chromium catalyst, and hydrolyzing the reduced chromium catalyst to form a reaction product comprising the diol compound. While being contacted, the olefin reactant and the supported chromium catalyst can be irradiated with a light beam at a wavelength in the UV-visible spectrum. Optionally, these processes can further comprise a step of calcining at least a portion of the reduced chromium catalyst to regenerate the supported chromium catalyst.

Processes for converting an olefin reactant into a diol compound are disclosed, and these processes include the steps of contacting the olefin reactant and a supported chromium catalyst comprising chromium in a hexavalent oxidation state to reduce at least a portion of the supported chromium catalyst to form a reduced chromium catalyst, and hydrolyzing the reduced chromium catalyst to form a reaction product comprising the diol compound. While being contacted, the olefin reactant and the supported chromium catalyst can be irradiated with a light beam at a wavelength in the UV-visible spectrum. Optionally, these processes can further comprise a step of calcining at least a portion of the reduced chromium catalyst to regenerate the supported chromium catalyst.

Processes for converting a hydrocarbon reactant into an alcohol compound and/or a carbonyl compound are disclosed, and these processes include the steps of irradiating the hydrocarbon reactant and a supported chromium catalyst comprising chromium in a hexavalent oxidation state with a light beam at a wavelength in the UV-visible spectrum to reduce at least a portion of the supported chromium catalyst to form a reduced chromium catalyst, and hydrolyzing the reduced chromium catalyst to form a reaction product comprising the alcohol compound and/or the carbonyl compound. In addition, these processes can further comprise a step of calcining all or a portion of the reduced chromium catalyst to regenerate the supported chromium catalyst.

Processes for converting a hydrocarbon reactant into an alcohol compound and/or a carbonyl compound are disclosed, and these processes include the steps of irradiating the hydrocarbon reactant and a supported chromium catalyst comprising chromium in a hexavalent oxidation state with a light beam at a wavelength in the UV-visible spectrum to reduce at least a portion of the supported chromium catalyst to form a reduced chromium catalyst, and hydrolyzing the reduced chromium catalyst to form a reaction product comprising the alcohol compound and/or the carbonyl compound. In addition, these processes can further comprise a step of calcining all or a portion of the reduced chromium catalyst to regenerate the supported chromium catalyst.