Process for the preparation of brominated, alkoxy-substituted me

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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540136, C09B 4704

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055941281

ABSTRACT:
A process for the preparation of a mixture of positionally isomeric brominated tetraalkoxymetal phthalocyanines of the formula I, ##STR1## where Me is Cu(II), Pd(II), Zn(II), Sn(II), Ni(II), Co(II), Pb(II), Mn(O) or V(O), x is a number from 1 to 5, and R.sub.1 to R.sub.4, independently of one another, are linear or branched C.sub.1 -C.sub.16 alkyl, C.sub.3 -C.sub.16 alkenyl or C.sub.3 -C.sub.16 alkynyl radicals which are unsubstituted or substituted by C.sub.1 -C.sub.12 alkoxy, CN, NO.sub.2, halogen, OH, phenyl, cyanophenyl, nitrophenyl, halophenyl, hydroxyphenyl or (C.sub.1 -C.sub.12 alkoxy)phenyl,
by reacting a tetraalkoxy metal phthalocyanine of the formula II with bromine, ##STR2## which comprises carrying out the reaction in a halogenated, aromatic solvent, essentially water-immiscible in the presence of a second, aqueous phase.
Substituted phthalocyanines are an important class of dyes for optical information recording, since they have high NIR absorption in the range from 700 nm to 900 nm in the case of appropriate peripheral substitution, depending on the central metal atom.

REFERENCES:
patent: 5270463 (1993-12-01), Itoh et al.
patent: 5358833 (1994-10-01), Itoh et al.
M. Emmelius et al., pp. 1475-1502, Angewandte Chemie, 1989/11.
Tse Wai Hall et al., pp. 653-658, vol. 6, Nouveau Journal de Chimie, (1982).
F. H. Moser and A. L. Thomas pp. 54-59, Phthalocyanine Compounds (Reinhold Publishing Corporation, New York 1963).
Derwent Abstract 92-069967 of JP 4,015,264.

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