Freezing-Tolerant Supramolecular Adhesives from Tannic Acid-Based Low-Transition-Temperature Mixtures.

Natural polyphenols like tannic acid (TA) have recently emerged as multifunctional building blocks for designing advanced materials. Herein, we show the benefits of having TA in a dynamic liquid state using low-transition-temperature mixtures (LTTMs) for developing freezing-tolerant glues. TA was combined with betaine or choline chloride to create LTTMs, which direct the self-assembly of guanosine into supramolecular viscoelastic materials with high adhesion. Molecular dynamics simulations showed that the structural properties of the material are linked to strong hydrogen bonding in TA-betaine and TA-choline chloride mixtures. Notably, long-term and repeatable adhesion was achieved even at -196 °C due to the binding ability of TA's catechol and gallol units and the mixtures' glass transition temperature. Additionally, the adhesives demonstrated injectability and low toxicity against fibroblasts . These traits reveal the potential of these systems as bioadhesives for tissue repair, opening new avenues for creating multifunctional soft materials with bioactive properties.