Design, synthesis, and properties of novel amino-ester and amino-ester-alcohol polymer backbones. (28th September 2019)

• Record Type: Journal Article
• Authors: Sonnenschein, Mark F.; Patankar, Kshitish; Virgili, Justin; Collins, Thomas; Wendt, Benjamin
• Is Part Of: Polymer. Volume 179(2019)
• Publication Date: 2019-09-28
• Subjects: Aza-Michael -- Polymer design -- Hybrid polymer; Polymers -- Periodicals; Polymerization -- Periodicals; Polymères -- Périodiques; Polymérisation -- Périodiques; 547.7
• DOI: 10.1016/j.polymer.2019.121663
• Languages: English
• ISSNs: 0032-3861

Abstract

Abstract: Simultaneous polymerization of polyacrylic, polyamine, and polyepoxy monomers offers the potential to generate a novel polymer backbone with new and beneficial properties. The Aza-Michael addition of amines to acrylates is fast and exothermic and can thus increase the rate of amine epoxy reactions producing poly amino-ester-alcohol polymer backbones. The polymerization is shown to be remarkably tolerant of organic and aqueous solvent interactions. The resultant polymers are transparent and possess good compressive and thermal properties that are amenable to polymer design. The polymers of this article are predicated on efficient polymerization of the acrylate and amine functionalized monomers, so preliminary rules for their polymerization are provided as a preamble to the hybrid polymers with polyepoxy monomers. Graphical abstract: Aza-Michael-Epoxy hybrid specimens after 25% compression (right) and after 24 h recovery (left). This composition is a product of the reaction of isophorone diamine with bisphenol diglycidyl ether, PPG 800 diacrylate and trimethylolpropane triacrylate.Image 1 Highlights: Aza-Michael chemistry is utilized to prepare novel materials. Aza-Michael networks hybridized with epoxy networks tied through amine co-reactants create new amino-ester-alcohol backbones with interesting properties. Hybridized networks possess very good adhesive and compressive properties. Hybridized networks are able to form to very high conversion in the presence of large amounts of water or organic contamination.