Patent ID: 6686424
Filing Date: 2004-02-03
Classification: C07D,C08F

Abstract:
A one-pot process for the preparation of functional alkoxyamines of the general formula (I), comprising(1) reacting in a water-containing medium, an oxidizing agent (A) with a sterically hindered secondary amine of the general formula (II), to produce an aqueous phase and a nitroxyl radical â€ƒwherein R4 and R5 are independently selected from the group consisting of C1-C18alkyl, C2-C18alkenyl, C2-C18alkynyl, C3-C12cycloalkyl, C3-C12-heterocycloalkyl, and C6-C24aryl, all of which are optionally substituted by a member selected from the group consisting of NO2, halogen, amino, hydroxy, cyano, carboxy, ketone, C1-C4alkoxy, C1-C4alkylthio, and C1-C4alkylamino; or R4 and R5 form, together with the nitrogen atom linking them, a C3-C12cycloalkyl radical, a (C4-C12alkanol)yl radical or a C2-C13heterocycloalkyl radical containing oxygen, sulfur or nitrogen atoms; or R4 and R5 together form a residue of a polycyclic ring system or a polycyclic heterocycloaliphatic ring system containing oxygen, sulfur or nitrogen atoms; wherein the carbon atom of R4 and R5 directly adjacent to the alkoxyamine nitrogen atom is in each case substituted by 3 further organic substituents and (2) removing of the aqueous phase and (3) adding to the nitroxyl radical one or more vinyl monomer(s) of the general formula (III), HR1C=CR2R3â€ƒâ€ƒ(III) â€ƒwherein R1, R2, R3 are independently selected from the group consisting of hydrogen, C1-C20alkyl, C1-C20cycloalkyl C6-C24aryl, halogen, cyano, C1-C20alkylester C1-C20cycloalkylester, C1-C20alkylamide, C1-C20cycloalkylamide C6-C24-arylester or C6-C24-arylamide, and (B) a system which produces free radicals that includes (B1) a reducing agent and (B2) a compound reactive with (B1) to form radicals.