POLYMERIZABLE DENDRIMERS - SYNTHESIS OF A SYMMETRICALLY BRANCHED METHACRYL DERIVATIVE BEARING 8 ESTER GROUPS

The synthesis of chiral acryl and methacryl derivatives containing four ester groups, tetramethyl 5-((meth)acryloylamino)isophthalamido-di-2L-succinate (2a and 2b), was done by condensation of 5-(N-acryloylamino)isophthalic acid (la) or 5-(N-methacrylamino)isophthalic acid (1b) with L-aspartic acid dimethyl ester in a mole ratio of 1:2. In a similar way, a methacryl monomer bearing eight ester groups, octamethyl 5,5'-[5-(methacryloylamino)isophthalamido]bis(isophthalamido)tetra-2L-succinate (6b), was obtained using the Z-protected intermediate tetramethyl 5-(benzyloxycarbonylamino)isophthalamido succinate (4). The monomers were homopolymerized radically with AIBN as initiator, yielding optically active polymers and oligomers (2a', 2b' and 6b') with branched side groups and degree of polymerization ($) over bar P-n between 2 and 23, depending on the architecture of the monomers.