Abstract
The Front Cover illustrates a concept to switch the raw material basis for plasticizer production from fossil to bio-based feedstocks. The bicyclic plasticizers, which were synthesized as target molecules, are accessible from bio-based 2-methylfuran, maleic anhydride and 2-ethylhexanol. Evaluating the performance of this new bio-based plasticizer generation revealed promising plasticizing properties. More information can be found in the Full Paper by R. Otter, A. Liese, H. Gröger et al.
Highlights
Plastics are currently controversially discussed for pollution issues, the use of polymers is still inevitable for numerous applications, e. g., in the construction and automotive industry or as vital disposables for medical use.[1]
Addressing this challenge of such a bio-based novel plasticizers generation, in this work we present the synthesis and technical evaluation of novel bicyclic plasticizer candidates 1 and 2, which are fully accessible from renewable feedstocks (Scheme 1)
When converting 2-methylfuran (4, being readily accessible from furfural) in a Diels-Alder reaction with maleic anhydride (5), which represents a bio-based building block being accessible by fermentation, the resulting cycloalkene derivative 6 is formed, which can subsequently be transformed via hydrogenation into the desired cyclic anhydride 7
Summary
Structure-Performance Guided Design of Sustainable Plasticizers from Biorenewable Feedstocks. The search for more sustainable solutions for plastics production, moving away from petrochemical feedstocks as today's major raw material basis, is a research area of increasing interest This task goes far beyond the issue of designing greener polymers and their related monomers as tailor-made plastics require, besides the polymer itself, further components. Today‘s plasticizers are based on fossil feedstocks, and some of them such as specific ortho-phthalates as the most important product class of plasticizers are subject to restrictions and authorization by the EU’s REACH legislation due to their toxicological profile In this contribution, we report the synthesis and technical evaluation of alternative, novel bicyclic plasticizer candidates, which are fully accessible from renewable feedstocks. A range of performance tests enabled an insight into structure-performance relationships and revealed promising plasticizing properties of this new bio-based plasticizer generation with, e. g., an attractive solution temperature fulfilling the criterium for a “fast fuser” as well as good compatibility with PVC
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