Peroxides, their preparation process and use

Details Peroxides, their preparation process and use Peroxides, their preparation process and use

C - Chemistry, Metallurgy

07

C

C07C 409/22 (2006.01) C07C 407/00 (2006.01) C07C 409/00 (2006.01) C07C 409/40 (2006.01) C08F 4/34 (2006.01) C08F 4/36 (2006.01) C08F 283/01 (2006.01) C08K 5/14 (2006.01)

Patent

CA 2340229

The present invention relates to a new class of peroxides and to a process for the preparation of these peroxides having general formula (I), wherein n=1 or 2, R1, R2, R4, R5 and R6 are independently selected from the group comprising hydrogen, C1-C20 alkyl, C3-C20 cycloalkyl, C6-C20 aryl, C7-C20 aralkyl, and C7- C20 alkaryl, or R1 and R2 form a C3-C12 cycloalkyl group, which groups may include linear or branched alkyl moieties; and each of R1, R2, R4, R5 and R6 may optionally be substituted with one or more groups selected from hydroxy, alkoxy, linear or branched alkyl, aryloxy, halogen, ester, carboxy, nitrile, and amido, and R1 and R2 may form a ring, and R3 is independently selected from the group comprising C1-C20 alkyl, C3-C20 cycloalkyl, C6-C20 aryl, C7-C20 aralkyl, and C7-C20 alkaryl, which groups may include linear or branched alkyl moieties; and R3 may optionally be substituted with one or more groups selected from hydroxy, alkoxy, linear or branched alkyl, aryloxy, halogen, ester, carboxy, nitrile, and amido, and any pair of the optionally substituted R3, R4, R5, and R6 may form a ring, comprising the reaction of the corresponding ketone peroxide with general formula (II), wherein n, R1, and R2 have the identified meaning, with an alkyl vinyl ether with general formula (IIIa) or with an acetal with general formula (IIIb), wherein R3, R4, R5, and R6 have the identified meaning, in the presence of a catalyst, to the use of these peroxides as polymerization initiator, curing for unsaturated polyester, and/or modifying agent, and to formulations comprising these peroxides and a carrier or diluent.

L'invention concerne une nouvelle classe de peroxydes et un procédé permettant de préparer lesdits peroxydes, de formule générale (I), dans laquelle n = 1 ou 2; R¿1?, R¿2?, R¿4?, R¿5? et R¿6? sont choisis indépendamment dans le groupe comprenant hydrogène, alkyle C¿1?-C¿20?, cycloalkyle C¿3?-C¿20?, aryle C¿6?-C¿20?, aralkyle C¿7?-C¿20? et alkaryle C¿7?-C¿20?, et R¿1? et R¿2? peuvent former un groupe cycloalkyle C¿3?-C¿12?, lesdits groupes pouvant renfermer des résidus alkyle linéaires ou ramifiés; R¿1?, R¿2?, R¿4?, R¿5? ou R¿6? peuvent être éventuellement substitué par un ou plusieurs groupes choisis entre hydroxy, alcoxy, alkyle linéaire ou ramifié, aryloxy, halogène, ester, carboxy, nitrile et amido; R¿1? et R¿2? peuvent former un noyau; R¿3? est choisi indépendamment dans le groupe comprenant alkyle C¿1?-C¿20?, cycloalkyle C¿3?-C¿20?, aryle C¿6?-C¿20?, aralkyle C¿7?-C¿20? et alkaryle C¿7?-C¿20?, lesdits groupes pouvant renfermer des résidus alkyle linéaires ou ramifiés; R¿3? peut éventuellement être substitué par un ou plusieurs groupes choisis entre hydroxy, alcoxy, alkyle linéaire ou ramifié, aryloxy, halogène, ester, carboxy, nitrile et amido, et n'importe quelle paire formée de R¿3?, R¿4?, R¿5? et R¿6? éventuellement substitués peut former un noyau. Ledit procédé consiste à faire réagir le peroxyde cétonique correspondant, de formule générale (II), dans laquelle n, R¿1? et R¿2? ont la signification indiquée, avec un alkylvinyléther de formule générale (IIIa) ou avec un acétal de formule générale (IIIb), dans lesquelles R¿3?, R¿5? et R¿6? ont la signification indiquée, en présence d'un catalyseur. L'invention concerne également l'utilisation de ces peroxydes comme initiateurs de polymérisation et comme agents de cuisson et/ou de modification pour le polyester insaturé, ainsi que des formulations renfermant ces peroxydes comme véhicules ou diluants.

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