Renewable Polymers Prepared from Vanillin and Its Derivatives

Vanillin and vanillyl alcohol are modified into methacrylated derivatives, which are subsequently polymerized by a free‐radical process. The rheokinetics of the polymerization are investigated to determine the cure behavior and optimize the polymerization conditions for these two monomers. The effec...

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Bibliographic Details
Published in:Macromolecular chemistry and physics 2015-09, Vol.216 (17), p.1816-1822
Main Authors: Zhang, Chaoqun, Madbouly, Samy A., Kessler, Michael R.
Format: Article
Language:English
Subjects:
Alcohols
biopolymers
Cures
Density
Derivatives
green monomer
Monomers
Polymerization
Polymers
Temperature
thermomechanical properties
Vanillin
vanillyl alcohol
Vinyl ester resins
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Summary:Vanillin and vanillyl alcohol are modified into methacrylated derivatives, which are subsequently polymerized by a free‐radical process. The rheokinetics of the polymerization are investigated to determine the cure behavior and optimize the polymerization conditions for these two monomers. The effects of both structure and functionalities of the vanillin‐based monomers on the thermomechanical properties of the resulting polymers are investigated and discussed. The high cross‐linking density of the polymers from methacrylated vanillyl alcohol results in higher storage modulus and glass transition temperature, as well as better thermal resistance, than seen in polymers from methacrylated vanillin. These properties, combined with methacrylated vanillyl alcohol's low viscosity at room temperature, make it a promising bio‐based reactive diluent for unsaturated polyester resins and vinyl esters. Two methacrylated derivatives from vanillin and vanillyl alcohol are developed using a solvent‐free method for vinyl ester resins. The rheokinetics of the polymerization are investigated to determine the cure behavior and optimize the free‐radical polymerization conditions for these two monomers. The thermomechanical behaviors of these renewable resins indicate that they are promising candidates for polymer composite applications.
ISSN:1022-1352
1521-3935
DOI:10.1002/macp.201500194