C - Chemistry – Metallurgy – 07 – C
Patent
C - Chemistry, Metallurgy
07
C
C07C 69/604 (2006.01) C07C 69/593 (2006.01) C07C 69/618 (2006.01) C08F 2/38 (2006.01)
Patent
CA 2175655
The present invention relates to a process for the free radical initiated polymerization of unsaturated species characterised by the use of compound of Formula (I) as chain transfer agents, wherein X is selected from hydrogen; CN; optionally substituted aryl; COOH; COOR; C(O)NHR6; C(O)NR7R8; and halogen; Q is selected from COOR1; CN; and C(O)NR7R8; Y is selected from hydrogen; C1 to C6 alkyl; C1 to C6 alkyl substituted with one or more substituents selected from hydroxy, amino, C1 to C6 alkoxy, C1 to C6 alkoxycarbonyl, halogen, CN and optionally substituted aryl; C1 to C6 alkenyl; and C1 to C6 alkynyl; Z is selected from COOR2; CN; and optionally substituted aryl; R3 and R4 may be the same or different and are selected from hydrogen, C1 to C4 alkyl and halogen; or R3 and R4 together with the carbon atom to which they are attached form part of a carbocyclic or heterocyclic ring structure; R is selected from C1 to C18 alkyl; C1 to C12 alkyl substituted with one or more substituents selected from hydroxy, amino, C1 to C6 alkoxy, phenyl, halogen, NCO, CN, and COOR5; R1 and R2 may be the same or different and are selected from C1 to C18 alkyl; C1 to C12 alkyl substituted with one or more substituents selected from hydroxy, C1 to C6 acyloxy, C1 to C6 alkoxy, amino, halogen, Si(R9)3, Si(OR9)3, optionally substituted aryl, CN and NCO; R5 is selected from hydrogen and C1 to C6 alkyl; R6 is selected from hydrogen and C1 to C18 alkyl; R7 and R8 may be the same or different and are selected from C1 to C18 alkyl; and R9 is selected from C1 to C18 alkyl; C1 to C18 cycloalkyl; and optionally substituted aryl.
La présente invention se rapporte à un procédé de polymérisation d'espèces insaturées, amorcée par radicaux libres, caractérisé par l'utilisation, comme agents de transfert de chaîne, de composés de la formule (I), dans laquelle X est choisi parmi hydrogène; CN; aryle éventuellement substitué; COOH; COOR; C(O)NHR?6¿; C(O)NR?7¿R?8¿; et halogène; Q est choisi parmi COOR?1¿; CN; et C(O)NR?7¿R?8¿; Y est choisi parmi hydrogène; alkyle C¿1?-C¿6?; alkyle C¿1?-C¿6? substitué par au moins un substituant choisi parmi hydroxy, amino, alcoxy C¿1?-C¿6?, alcoxycarbonyle C¿1?-C¿6?, halogène, CN et aryle éventuellement substitué; alcényle C¿1?-C¿6?; et alcynyle C¿1?-C¿6?; Z est choisi parmi COOR?2¿; CN; aryle éventuellement substitué; R?3¿ and R?4¿, qui peuvent être identiques ou différents, sont choisis parmi hydrogène, alkyle C¿1?-C¿4? et halogène; ou R?3¿ et R?4¿, ainsi que l'atome de carbone auquel ils sont rattachés, font partie d'une structure de noyau carbocyclique ou hétérocyclique; R est choisi parmi alkyle C¿1?-C¿18?; alkyle C¿1?-C¿12? substitué par au moins un substituant choisi parmi hydroxy, amino, alcoxy C¿1?-C¿6?, phényle, halogène, NCO, CN, et COOR?5¿; R?1¿ and R?2¿, qui peuvent être identiques ou différents, sont choisi parmi alkyle C¿1?-C¿18?, alkyle C¿1?-C¿12? substitué par au moins un substituant choisi parmi hydroxy, acyloxy C¿1? to C¿6?, alcoxy C¿1?-C¿6?, amino, halogène, Si(R?9¿)¿3?, Si(OR?9¿)¿3?, aryle éventuellement substitué, CN et NCO; R?5¿ est choisi parmi hydrogène et alkyle C¿1?-C¿6?; R?6¿ est choisi parmi hydrogène et alkyle C¿1?-C¿18?; R?7¿ et R?8¿, qui peuvent être identiques ou différents, sont choisis parmi alkyle C¿1? à C¿18?; et R?9¿ est choisi parmi alkyle C¿1?-C¿18?; cycloalkyle C¿1? à C¿18?; et aryle éventuellement substitué.
Berge Charles Thomas
Moad Graeme
Rizzardo Ezio
Thang San Hoa
Bennett Jones Llp
Commonwealth Scientific And Industrial Research Organisation
E.i. Du Pont de Nemours And Company
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