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Synthesis and evaluation of thermally-responsive coatings based upon Diels–Alder chemistry and renewable materials†
Dahlia N. Amato,Gregory A. Strange,John P. Swanson,Anton D. Chavez,Suzanne E. Roy,Kim L. Varney,Craig A. Machado,Douglas V. Amato,Philip J. Costanzo
Polymer Chemistry Pub Date : 08/20/2013 00:00:00 , DOI:10.1039/C3PY01024D
Abstract

A soybean based coating with thermally responsive Diels–Alder linkages has been prepared following an automotive 2-component formulation. The resulting coatings displayed the capability to be healed following physical deformation by a thermal stimulus, and such a material has significant potential for end users. Various curing agents were employed, and resulted in variation of scratch resistance and re-healablity. Different thermally responsive soybean resins were synthesized to have varying amounts reversible and nonreversible linkages when incorporated into the coating. Additionally, different isocyanates were added at differing ratios of NCO : OH in search of the optimum coating. It was found through the analysis of rehealability, hardness, gloss, and adhesion that the optimal combination was an acetylated resin (no irreversible crosslinks) with 54% reversible Diels–Alder linkages at an NCO : OH ratio of 5 : 1 using isophorone diiscocyanate. Materials were evaluated via differential scanning calorimetry (DSC), scratch resistance, Koenig hardness, gloss measurements, and topographical analysis.

Graphical abstract: Synthesis and evaluation of thermally-responsive coatings based upon Diels–Alder chemistry and renewable materials
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