We
report the use of biobased plasticizers prepared from citric
acid in poly(vinyl chloride) (PVC). The use of citric ester plasticizers
is well known for PVC. However, these are known to leach out of the
plastic material over time. Currently, this problem is resolved by
the acetylation of the tertiary hydroxyl group of citric acid through
environmentally polluting processes. An alternative strategy consists
of the reductive removal of the tertiary hydroxyl group, resulting
in propane-1,2,3-tricarboxylic acid. Esters of this compound lead
to plasticizers that have not been tested in PVC yet. In this work,
the syntheses of citrate esters, acetylated citrate esters, and esters
of propane-1,2,3-tricarboxylic acid are evaluated based on their sustainability
using the CHEM21 metric toolkit and lab-scale data. Next, the different
esters of propane-1,2,3-tricarboxylic acid were blended in PVC. Their
influence on the thermal, i.e., glass-transition temperature (T
g), and mechanical (Young’s modulus,
stress, and strain) properties of PVC along with their migration out
of the PVC material were compared to that of commercially available
citric acid-based plasticizers. Our results show that similar or better
results were obtained with these green plasticizers, while their synthesis
showed a high degree of sustainability.