Glycerol Ketals as Building Blocks for a New Class of Biobased (Meth)acrylate Polymers

Date
2021-07-26
Authors
Goyal, Shailja
Lin, Fang-Yi
Forrester, Michael
Cochran, Eric
Henrichsen, William
Murphy, Grace
Shen, Liyang
Wang, Tung-Ping
Cochran, Eric
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Chemistry
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Chemical and Biological EngineeringChemistry
Abstract

Here, we present an approach for developing the next generation of bio(meth)acrylates using glycerol ketals as a platform for property differentiation. Crude glycerol, a biodiesel byproduct, and ketones, derived from biomass valorization, are the building blocks for these polymeric materials. Biobased materials are witnessing a prominent boom in research and commercialization due to increased awareness about the carbon footprint and depletion of petroleum resources. Biodiesel and biopolymers are major linchpins to improve sustainable energy and material needs of the world in the coming years. Glycerol ketal (meth)acrylate monomers synthesized by the reaction of glycerol and various ketones consist of 65–74 wt % bioderived content. Glycerol ketals from different ketones used in our study (acetone, cyclopentanone, and butanone) are the pendant groups on the (meth)acrylate polymer backbone. We studied the effect of various pendant side chain ketal groups on the thermal and rheological properties of these polymers. The methacrylate polymers had a higher glass transition temperature (Tg) (8–40 °C), whereas the acrylate derivatives had a much lower Tg between −11 and 2 °C. The side chain group on these polymers offers us a robust knob to tune the thermal properties (e.g., Tg) and rheological properties (e.g., modulus and entanglement behavior) for varied applications such as hard block polymers and adhesives.

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This document is the unedited Author’s version of a Submitted Work that was subsequently accepted for publication in ACS Sustainable Chemistry & Engineering, copyright © American Chemical Society after peer review. To access the final edited and published work see DOI: 10.1021/acssuschemeng.1c02931. Posted with permission.

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