Thermoreversible Polymorph Transitions in Supramolecular Polymers of Hydrogen-Bonded Squaramides

Angew Chem Int Ed Engl. 2022 Nov 21;61(47):e202213345. doi: 10.1002/anie.202213345. Epub 2022 Oct 25.

Abstract

Hydrogen-bonded squaramide (SQ) supramolecular polymers exhibit uncommon thermoreversible polymorph transitions between particle- and fiber-like nanostructures. SQs 1-3, with different steric bulk, self-assemble in solution into particles (AggI) upon cooling to 298 K, and SQs 1 and 2, with only one dendronic group, show a reversible transformation into fibers (AggII) by further decreasing the temperature to 288 K. Nano-DSC and UV/Vis studies on SQ 1 reveal a concentration-dependent transition temperature and ΔH for the AggI-to-AggII conversion, while the kinetic studies on SQ 2 indicate the on-pathway nature of the polymorph transition. Spectroscopic and theoretical studies reveal that these transitions are triggered by the molecular reorganization of the SQ units changing from slipped to head-to-tail hydrogen bonding patterns. This work unveils the thermodynamic and kinetic aspects of reversible polymorph transitions that are of interest to develop stimuli-responsive systems.

Keywords: Hydrogen Bonding; Squaramides; Stimuli-Responsive Systems; Supramolecular Polymers; Supramolecular Polymorphism.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Hydrogen Bonding
  • Hydrogen*
  • Kinetics
  • Polymers* / chemistry

Substances

  • Polymers
  • squaramide
  • Hydrogen