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.
提供用作有机荧光体的新型
金属
卟啉组合物。这些新型组合物是从商业可获得的含
卟啉起始原料制备的。在一个实例中,通过首先与
醋酸钯(II)反应,然后与
2-溴-2-甲基丙酰溴反应,并在CuBr存在下将α-
溴酯基团与9,9-二辛基-2-
乙烯基芴进行基团转移反应,制备了一个平均分子量大于12,000克/摩尔的新型含
钯卟啉组合物,起始原料为5,10,15,20-四(3′,5′-二(羟基)苯基)-21H-23H-
卟啉。该产物聚合物的平均分子量为12,884克/摩尔,重均分子量为14,338克/摩尔,具有稳健的红色
磷光发射。类似地制备了含
卟啉的共聚物,其结构单元源自9,9-二辛基-2-
乙烯基芴和9-
蒽甲基丙烯酸甲酯。