The transformation of cooking oils and their waste into
polyesters
is a challenge for circular chemistry. Herein, we have used epoxidized
olive oil (EOO), obtained from cooking olive oil (COO), and various
cyclic anhydrides (such as phthalic anhydride PA, maleic anhydride
MA, and succinic anhydride SA) as raw materials for the preparation
of new bio-based polyesters. For the synthesis of these materials,
we have used the bis(guanidine) organocatalyst 1 and
tetrabutylammonium iodide (Bu4NI) as cocatalyst. The optimal
reaction conditions for the preparation of poly(EOO-co-PA) and poly(EOO-co-MA) were 80 °C for 5 h
using toluene as solvent; however, the synthesis of poly(EOO-co-SA) required more extreme reaction conditions. Furthermore,
we have exclusively succeeded in obtaining the trans isomer for MA-polyester.
The obtained biopolyesters were characterized by NMR, Fourier transform
infrared, thermogravimetric analysis, and scanning electron microscopy
analyses. Since there are few examples of functionalized and defined
compounds based on olive oil, it is innovative and challenging to
transform these natural-based compounds into products with high added
value.