Novel metal porphyrin compositions useful as organic phosphors are
provided. The novel compositions are prepared from commercially available
porphyrin-containing starting materials. In one instance a novel
palladium-containing porphyrin composition having a number average
molecular weight of greater than 12,000 grams per mole was prepared from
5,10,15,20-tetrakis(3',5'-di(hydroxy)phenyl)-21H-23H-porphyrin by
reaction first with palladium(II) acetylacetonate, followed by reaction
with 2-bromo-2-methylpropionyl bromide, and subsequent group transfer
reaction of the alpha-bromo ester groups with 9,9-dioctyl-2-vinylfluorene
in the presence of CuBr as a radical initiator. The product polymer
exhibited a number average molecular weight of 12,884 grams per mole, a
weight average molecular weight of 14,338 grams per mole, and a robust
red phosphorescent emission. Porphyrin containing copoylmers comprising
structural units derived from 9,9-dioctyl-2-vinylfluorene and
9-anthracenylmethyl methacrylate were prepared in a similar fashion.