Abstract
| - Synthesis and studies of poly(alkyl aryl ether) dendrimers, possessing carboxylic acid functionalitiesat their peripheries, are reported. 5-Bromopentyloxy methylisophthalate was utilized as the monomer to O-alkylate the phenolic hydroxyl groups of poly(alkyl aryl ether) dendrimers. Dendrimersof first, second, and third generations, possessing 6, 12, and 24 carboxylic acids, respectively, werethus prepared. These dendrimers were soluble in alkaline aqueous solutions, and the ensuing microenvironmental properties of the aqueous solutions were assessed by pyrene solubilization studies.Upon establishing the presence of nonpolar microenvironments within the dendritic structures,solubilizations of few organic substrates were conducted and their photochemical behaviors wereassessed. Specifically, the photolysis of 1-phenyl-3-p-tolyl-propan-2-one and benzoin ethyl etherand photodimerization of acenaphthylene were conducted. These studies revealed that the productdistribution and the “cage effect” were more distinct and efficient for the third generation dendrimer,than for the first and second generation dendrimers. The photochemical studies of carboxylic acidfunctionalized dendrimers were compared to that of hydroxyl group terminated poly(alkyl aryl ether)dendrimers.
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