Abstract
The divergent synthesis of amphiphilic linear-dendritic block copolymers, LDBCs, that contain linear poly(ethylene glycol), PEG, and dendritic poly(benzyl ester)s is explored in this report. First [G1]- and second [G2]-generation LDBCs are constructed from PEG with a molecular weight of 5000 Da and 3,5-dioxy benzoate as the fundamental dendritic repeat unit. The synthetic strategy is based on the initial coupling of the protected monomer 3,5-bis(tert-butyldimethylsiloxy)benzoyl chloride to PEG (yield 98%) followed by removal of the silyl protective groups under mild conditions to give (HO) 2 [G1]-PEG5K-[G1](OH) 2 , yield 97%. Subsequent coupling of the acid chloride monomer proceeds with 96% yield, and the final deprotection yields 94% of pure (HO) 4 [G 2 ]-PEG5K-[G 2 ](OH)4. Two different chemical reactions (acid-alcohol and alcohol-halide interaction) are evaluated as possible routes to facile surface modification of the aromatic polyester monodendrons.
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