In an attempt to produce a processible poly(pyrrol-2-ylsquaraine) by f
orming a copolymer of poly(pyrrodl-2-ylsquaraine) with polymethylmetha
crylate, two synthetic routes were utilised. The first included formin
g the polysquaraine and then polymerising the attached methacrylate gr
oups to form the desired product and the second proceeded via the pref
ormed methacrylate polymer, containing N-alkylpyrrole side chains, whi
ch was then condensed with squaric acid. Difficulties arose in the fir
st route when the polysquaraine product was found to be insoluble, hen
ce preventing any further polymerisation but partial solubility during
the second procedure did allow bissquaraines to be formed and, as a c
onsequence, the resultant product exhibited fluorescent properties. Ye
t the desired processible poly(pyrrol-2-ylsquaraine) was not achieved.