G. Draheim et H. Ritter, POLYMERIZABLE DENDRIMERS - SYNTHESIS OF A SYMMETRICALLY BRANCHED METHACRYL DERIVATIVE BEARING 8 ESTER GROUPS, Macromolecular chemistry and physics, 196(7), 1995, pp. 2211-2222
The synthesis of chiral acryl and methacryl derivatives containing fou
r ester groups, tetramethyl (meth)acryloylamino)isophthalamido-di-2L-s
uccinate (2a and 2b), was done by condensation of 5-(N-acryloylamino)i
sophthalic 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 w
ay, a methacryl monomer bearing eight ester groups, octamethyl ophthal
amido]bis(isophthalamido)tetra-2L-succinate (6b), was obtained using t
he Z-protected intermediate tetramethyl 5-(benzyloxycarbonylamino)isop
hthalamido succinate (4). The monomers were homopolymerized radically
with AIBN as initiator, yielding optically active polymers and oligome
rs (2a', 2b' and 6b') with branched side groups and degree of polymeri
zation ($) over bar P-n between 2 and 23, depending on the architectur
e of the monomers.