A rapid (5 min), solventless and heterogeneously catalysed methodology is demonstrated for the first time for the Michael addition of 1,3-dicarbonyls to biomass derived unsaturated polyesters.
Poly(ethylene
terephthalate) (PET) is a ubiquitous thermoplastic
currently produced from nonrenewable fossil resources; as such, sustainable
biobased routes to the key terephthalate monomer are being widely
pursued. Herein is demonstrated a greener solventless route to biobased
diethyl terephthalate via a one-pot heterogeneous Lewis acid catalyzed
Diels–Alder addition and dehydration of 2,5-furandicarboxylic
acid diethyl ester with ethylene, giving yields of terephthalate up
to 59% for the key Diels–Alder addition step. A metrics-based
comparison against alternative published biobased routes (available
from sugars, cellulose and hemicellulose) shows that the clean synthetic
pathway developed herein gives a practical atom economy, overall yield
and selectivity, making it a viable alternative to routes currently
under development.
There is ever increasing demand to develop surfactants based on sophorolipids because they are produced by non-pathogenic organisms, biodegradable and less toxic to humans and the environment. Herein, commercially available...
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