Patent ID: 6191182
Filing Date: 2001-02-20
Classification: C07D,C08F,G03F

Abstract:
A process for the preparation of a photoinitiator of formula IV ##STR84##or the acid addition salt thereof, wherein:R.sub.1 and R.sub.2 together are straight-chain or branched, unsubstituted C.sub.3 -C.sub.20 alkylene optionally interrupted by one or more than one --O--, --S-- or --N(R.sub.4) group and/or optionally substituted by hydroxy, C.sub.1 -C.sub.4 alkoxy, hydroxymethyl, C.sub.1 -C.sub.4 alkoxymethyl, --COO(C.sub.1 -C.sub.4 alkyl) or phenyl;R.sub.3 is straight-chain or branched C.sub.2 -C.sub.20 alkyl which is unsubstituted or substituted by C.sub.1 -C.sub.4 alkoxy, phenoxy, cyclohexyl or phenyl,R.sub.4 is hydrogen, C.sub.1 -C.sub.3 alkyl, C.sub.3 -C.sub.5 alkenyl, C.sub.7 -C.sub.9 phenylalkyl, C.sub.1 -C.sub.4 hydroxyalkyl or phenyl;R.sub.5 is either(a) a radical of formula ##STR85##wherein p is 0 or 1, or(b) a radical of formula ##STR86##wherein q is 0, 1, 2 or 3, orc) a radical of formula ##STR87##wherein Ar is a phenyl, naphthyl, furyl, thienyl or pyridyl radical which is unsubstituted or substituted by halogen, OH, C.sub.1 -C.sub.12 alkyl, or by C.sub.1 -C.sub.4 alkyl which is substituted by OH, halogen, --N(R.sub.12).sub.2, C.sub.1 -C.sub.12 alkoxy, --COO(C.sub.1 -C.sub.18 alkyl), --CO(OCH.sub.2 CH.sub.2).sub.n OCH.sub.3 or --OCO(C.sub.1 -C.sub.4)-alkyl; by C.sub.1 -C.sub.12 -alkoxy, or by C.sub.1 -C.sub.4 alkoxy which is substituted by --COO(C.sub.1 -C.sub.18 alkyl) or --CO(OCH.sub.2 CH.sub.2).sub.n OCH.sub.3 ; or by --(OCH.sub.2 CH.sub.2).sub.n OH, --(OCH.sub.2 CH.sub.2).sub.n OCH.sub.3, C.sub.1 -C.sub.8 alkylthio, phenoxy, --COO(C.sub.1 -C.sub.18 alkyl), --CO(OCH.sub.2 CH.sub.2).sub.n OCH.sub.3, phenyl or benzoyl, wherein n is 1-20, in which formulaeR.sub.12 is hydrogen, C.sub.1 -C.sub.8 alkyl, C.sub.3 -C.sub.5 alkenyl, C.sub.7 -C.sub.9 phenylalkyl, C.sub.1 -C.sub.4 hydroxyalkyl or phenyl,R.sub.8 is hydrogen, C.sub.1 -C.sub.8 alkyl or phenyl, andR.sub.9, R.sub.10 and R.sub.11 are each independently of one another hydrogen or C.sub.1 -C.sub.4 alkyl, or R.sub.9 andR.sub.10 taken together are C.sub.3 -C.sub.7 alkylene,R.sub.6 is hydrogen, C.sub.1 -C.sub.12 alkyl; C.sub.2 -C.sub.4 alkyl which is substituted by hydroxy, C.sub.1 -C.sub.4 alkoxy, --CN or --COO(C.sub.1 -C.sub.4 alkyl); C.sub.3 -C.sub.5 alkenyl, C.sub.5 -C.sub.12 cycloalkyl or C.sub.7 -C.sub.9 phenylalkyl,R.sub.7 is C.sub.1 -C.sub.12 alkyl; C.sub.2 -C.sub.4 alkyl which is substituted by hydroxy, C.sub.1 -C.sub.4 alkoxy, --CN or --COO(C.sub.1 -C.sub.4 alkyl); C.sub.3 -C.sub.5 alkenyl, C.sub.5 -C.sub.12 cycloalkyl, C.sub.7 -C.sub.9 phenylalkyl, phenyl, or phenyl which is substitued by halogen, C.sub.1 -C.sub.12 alkyl, C.sub.1 -C.sub.4 alkoxy or --COO(C.sub.1 -C.sub.4 alkyl), or R.sub.7, together with R.sub.3, is C.sub.1 -C.sub.7 alkylene, C.sub.7 -C.sub.10 phenylalkylene, o-xylylene, 2-butenylene or C.sub.2 -C.sub.3 oxaalkylene or azaalkylene, orR.sub.6 and R.sub.7 together are C.sub.3 -C.sub.7 alkylene optionally interrupted by --O--, --S--, --CO-- or --N(R.sub.13)--or optionally substituted by hydroxy, C.sub.1 -C.sub.4 alkoxy or --COO(C.sub.1 -C.sub.4 alkyl), wherein R.sub.13 is hydrogen, C.sub.1 -C.sub.12 alkyl which may be interrupted by one or more than one --O--; C.sub.3 -C.sub.5 alkenyl, C.sub.7 C.sub.9 phenylalkyl, C.sub.1 -C.sub.4 hydroxyalkyl, --CH.sub.2 CH.sub.2 CN, --CH.sub.2 CH.sub.2 COO(C.sub.1 -C.sub.4 alkyl), C.sub.2 -C.sub.8 alkanoyl or benzoyl,by aminolysis of a p-halophenyl alkyl ketone of formula II ##STR88##with a cyclic amine of formula III ##STR89##in water at a temperature of at least