Process for oxidizing primary alcohols
AssigneeSCA Hygiene Products Zeist B.V.
InventorsPetter Bragd, Arie Cornelis Besemer
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Abstract
Primary hydroxyl groups in a substrate having both primary and secondary hydroxyl groups can be selectively oxidized to carbaldehyde and/or carboxyl groups by contacting the substrate with a cyclic nitroxyl compound in the presence of a peroxosulfate as a co-oxidant and by carrying out the reaction at a temperature below 30° C. and at a pH below 9. The process is halogen-free and metal-free and is especially suitable for oxidizing polysaccharides.
Claims13
A halogen-free process of selectively oxidizing primary hydroxyl groups to carbaldehyde and/or carboxyl groups in a substrate having both primary and secondary hydroxyl groups comprising contacting the substrate with a cyclic nitroxyl compound in the presence of a co-oxidant in an aqueous medium, wherein the co-oxidant is a peroxosulfate, the oxidation is carried out at a temperature below 30° C. and at a pH below 9 and the oxidation is carried out in the absence of a metal catalyst;
- and
- wherein the substrate is a polysaccharide.
A halogen-free process of selectively oxidizing primary hydroxyl groups to carbaldehyde and/or carboxyl groups in a polysaccharide having a chain length of at least 5 anhydroglycose units, comprising contacting the polysaccharide with a cyclic nitroxyl compound in the presence of a co-oxidant in an aqueous medium, wherein the co-oxidant is a peroxosulfate and the oxidation is carried out at a temperature below 30° C. and at a pH below 9.
A halogen-free process of selectively oxidizing primary hydroxyl groups to carbaldehyde and/or carboxyl groups in a substrate having both primary and secondary hydroxyl groups, comprising contacting the substrate with a cyclic nitroxyl compound in the presence of a co-oxidant in an aqueous medium, wherein the co-oxidant is a peroxosulfate and the oxidation is carried out at a temperature below 30° C. and at a pH below 9, and wherein the cyclic nitroxyl compound is 4-acetamido-TEMPO or 4-hydroxy-TEMPO or a derivative thereof;
- and
- wherein the substrate is a polysaccharide.
Dependencies are inferred from the claim text.