Amphiphilic dendrimers with both octyl and triethylenoxy methyl ether chain ends

Tertiary amine dendrimers with both hydrophilic and hydrophobic chains on e very end were synthesized from poly(propyleneimine) dendrimers DAB-dendr-(N H2)(n) (n = 8, 32, and 64) using sequential amidations and LiAlH4 reduction s. The tertiary amine dendrimers were quaternized completely with methyl io dide and converted to quaternary ammonium chlorides by ion exchange. The qu aternary ammonium chloride dendrimers are soluble in both organic solvents and water. C-13 NMR spin-lattice relaxation time (T-1) measurements show th at the conformations of the dendrimers depend on solvent. The quaternary am monium chloride dendrimers solubilize lipophilic compounds, such as pyrene and Reichardt's dye, in aqueous solution. The limiting solubility correspon ds to one pyrene per dendrimer molecule. The rates of the decarboxylation o f 6-nitrobenzisoxazole-3-carboxylic acid in aqueous solutions of the cation ic dendrimers were up to 500 times faster than in water alone.