Pressure-Sensitive Supramolecular Adhesives Based on Lipoic Acid and Biofriendly Dynamic Cyclodextrin and Polyrotaxane Cross-Linkers

Abstract

Slide-ring materials are polymer networks with mobile cross-links that exhibit impressive stress dissipation and fracture resistance owing to the pulley effect. On account of their remarkable ability to dissipate the energy of deformation, these materials have found their way into advanced materials such as abrasion-resistant coatings and elastic battery electrode binders. In this work, we explore the role of mobile cross-links on the properties of a biofriendly pressure-sensitive adhesive made using composites of cyclodextrin-based macromolecules and poly(lipoic acid). We modify cyclodextrin-based hosts and polyrotaxanes with pendant groups of lipoic acid (a commonly ingested antioxidant) to incorporate them as cross-links in poly(lipoic acid) networks obtained by simple heating in open air. By systematically varying the adhesive formulations while probing their mechanical and adhesive properties, we uncover trends in structure–property relationships that enable one to tune network properties and access biofriendly, high-tack adhesives.

Construction of Waterborne Thermoplastic Polymeric Adhesives Based on Hierarchical Hydrogen Bonds in Miniemulsions

“…Besides the intrinsic bonding performance, green manufacturing, green processing, and recyclability of polymer adhesives hold paramount importance to the high-standard requirements of advanced applications and sustainable development of society. Supramolecular interactions, including hydrogen bonding, , metal–ligand complexation, , π–π stacking, , and host–guest interaction, exist widely in natural and synthetic adhesives. , The reversible attribute of supramolecular interaction offers many special advantages including rebonding after tearing, on-demand bonding, environment-responsive bonding, and easy processing. , Thereafter, much effort has been made to develop a variety of supramolecular adhesives utilizing one or more supramolecular interactions. , However, many superior supramolecular adhesives require elaborate design and sophisticated synthesis routes, increasing the difficulty of scalable production and application. , …”

“…14,15 Thereafter, much effort has been made to develop a variety of supramolecular adhesives utilizing one or more supramolecular interactions. 16,17 However, many superior supramolecular adhesives require elaborate design and sophisticated synthesis routes, increasing the difficulty of scalable production and application. 18 2-Ureido-4[1H]-pyrimidinone (UPy) has long been recognized as a star supramolecular building block able to construct quadruple hydrogen bonds with very high dimerization constants.…”

Improvement in Cohesive Properties of Adhesion Systems Using Movable Cross-Linked Materials with Stress Relaxation Properties

“…Moreover, polyrotaxane materials, such as slide-ring materials, − have already proven to have good mechanical properties. Recently, many adhesives using polyrotaxane materials have been developed. − Most are hydrogels and focus on enhancing toughness.…”