Dendritic macromolecules containing several types of functional groups were successfully synthesized through divergent method. Poly(ethylene glycol) was functionalized using cyanuric chloride and it was reacted with p‐toluidine at room temperature and a macromolecule containing chloride and methyl functional groups (PEG‐Cl2‐Me2) was obtained. Substitution of chloride functional groups of PEG‐Cl2‐Me2 by hydroxyl functional groups led to a macromolecule containing methyl and hydroxyl functional groups (PEG‐Me2‐OH4). Hydroxyl functional groups of PEG‐Me2‐OH4 were reacted with cyanuric chloride and PEG‐Me2‐Cl8 was obtained. Finally, PEG‐Me2‐Cl8 was reacted with p‐aminophenol at room temperature and a macromolecule containing methyl, hydroxyl, and chloride functional groups (PEG‐Me2‐(PhOH)4‐Cl4) was obtained. © 2009 Wiley Periodicals, Inc. J Appl Polym Sci, 2010