Eugenol, a natural compound with numerous biological
activities,
can be extracted from plants or obtained by depolymerizing lignin.
It is also a prime building block for the design of biobased resins
and polymers. As the transition from conventional to eco-friendly
electronics is underway, new green synthetic approaches are being
developed to obtain π-conjugated polymers. Therefore, the potential
for using eugenol in this context caught our attention. Herein, we
report the synthesis and single-crystal structural determination of
a eugenol-based diacetylene (Eug-DA) monomer grafted with a carbamate
moiety to achieve the stacking required for polymerization. The characteristic
blue-violet color of polydiacetylenes (PDA) appears when DA monomer
single crystals are left in ambient light or subjected to X-ray or
UV irradiation. Similar blue-purple PDA crystals were also obtained
by leaving a DA sample for 1 month at room temperature away from light.
The characteristic peaks of PDA in Raman spectroscopy were observed,
as were the usual thermochromism and solvatochromism properties of
PDA.