Open chain alkoxyamine compounds and their use as polymerization regulators

A compound according to formula Ia, Ib or Ic

• 38
• wherein
• Y is O or CH2;
• Q is O or NR20, wherein R20 is hydrogen or C1-C18alkyl;
• R1 is tertiary C4-C18alkyl or phenyl, which are unsubstituted or substituted by halogen, OH, COOR21 or C(O)—R22 wherein R21 is hydrogen, a alkali metal atom or C1-C18alkyl and R22 is C1-C18alkyl;
• or
• R1 is C5-C12cycloalkyl, C5-C12cycloalkyl which is interrupted by at least one O or N atom, a polycyclic alkyl radical or a polycyclic alkyl radical which is interrupted by at least one O or N atom;
• R2 and R3 are independently C1-C18alkyl, benzyl, C5-C12cycloalkyl or phenyl, which are unsubstituted or substituted by halogen, OH, COOR21 or C(O)—R22 or together with the carbon atom form a C5-C12cycloalkyl ring;
• if Y is O,
• R4 and R12 are OH, O(alkali-metal) C1-C18alkoxy, benzyloxy, NR23R24, wherein R23 and R24 are independently from each other hydrogen, C1-C18alkyl or phenyl, which are unsubstituted or substituted by halogen, OH, COOR21 or C(O)—R22;
• if Y is CH2,
• R4 is OH, C1-C18alkoxy, benzyloxy, O—C(O)—(C1-C18)alkyl or NR23R24;
• R12 are a group C(O)R25, wherein R25 is OH, C1-C18alkoxy, benzyloxy, NR23R24, wherein R23 and R24 are independently from each other hydrogen, C1-C18alkyl or phenyl, which are unsubstituted or substituted by halogen, OH, COOR21 or C(O)—R22;
• R5, R6, R7 and R8 are independently of each other C1-C18alkyl, C5-C12cycloalykyl or phenyl, with the proviso that not more than two are phenyl;
• or
• R5 and R6 and/or R7 and R8 together with the carbon atom form a C5-C12cycloalkyl ring;
• R9 and R10 are independently of each other hydrogen, formyl, C2-C18alkylcarbonyl, benzoyl, C1-C18alkyl, C5-C12cycloalkyl, C5-C12cycloalkyl which is interrupted by at least one O or N atom, benzyl or phenyl which are unsubstituted or substituted by halogen, OH, COOR21 or C(O)—R22;
• R11, is formyl, C2-C18alkylcarbonyl, benzoyl, C1-C18alkyl, C5-C12cycloalkyl, C5-C12cycloalkyl which is interrupted by at least one O or N atom, benzyl or phenyl which are unsubstituted or substituted by halogen, OH, COOR21 or C(O)—R22;
• and
• X represents a group having at least one carbon atom and is such that the free radical X. derived from X is capable of initiating polymerization of ethylenically unsaturated monomers.