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Abstract
Motivated by a desire to develop flexible covalent adhesives that afford some of the same malleability in the adhesive layer as traditional polymer-based adhesives, we designed and synthesized two flexible, highly fluorinated bis-diazirines. Both molecules are shown to function as effective crosslinkers for polymer materials, and to act as strong adhesives when painted between two polymer objects of low surface energy, prior to thermal activation. Data obtained from lap-shear experiments suggests that greater molecular flexibility is correlated with improved mechanical compliance in the adhesive layer.
Highlights
Traditional adhesives are polymeric materials that work to hold two objects together through physical adsorption effects that depend on surface energy (Fig. 1a).[1,2,3] Household adhesives like cyanoacrylates (‘super glues’) that spontaneously polymerize when exposed to moisture, structural adhesives, pressure-sensitive adhesives used in tape and bandages, and hobby glue used for paper and wood all provide adhesion to substrate materials through a combination of van der Waals forces, hydrogen bonds, and mechanical interlocking
Motivated by a desire to develop flexible covalent adhesives that afford some of the same malleability in the adhesive layer as traditional polymer-based adhesives, we designed and synthesized two flexible, highly fluorinated bis-diazirines
Both molecules are shown to function as effective crosslinkers for polymer materials, and to act as strong adhesives when painted between two polymer objects of low surface energy, prior to thermal activation
Summary
Traditional adhesives are polymeric materials that work to hold two objects together through physical adsorption effects that depend on surface energy (Fig. 1a).[1,2,3] Household adhesives like cyanoacrylates (‘super glues’) that spontaneously polymerize when exposed to moisture, structural adhesives (e.g. polyurethanes), pressure-sensitive adhesives used in tape and bandages (e.g. polyacrylates), and hobby glue used for paper and wood (e.g. polyvinyl acetate or polyvinyl alcohol) all provide adhesion to substrate materials through a combination of van der Waals forces, hydrogen bonds, and mechanical interlocking. These types of polymeric adhesives can provide both strong bonds (especially when the substrate surface contains polar functional groups) and tough bonds, since the polymer adhesive itself can undergo plastic deformation without experiencing catastrophic mechanical failure.[4,5] adhesion of low-surface energy materials (e.g. polyethylene or polypropylene) remains challenging.
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