Pronounced Chirality Effect on the Ferroelectricity of Hydrogen-Bonded Supramolecular Assemblies of Ambipolar Chromophoric Systems

Chirality effects are well documented in different biological functions, but examples in soft materials physics are lesser known. This paper reports a significant chirality effect on modulating ferroelectricity in hydrogen-bonded supramolecular assemblies of two acceptor (A)-donor (D)-acceptor (A)-type conjugated molecules, namely, AD(2)A-(C) and AD(2)A. Both molecules contain the same naphthalimide-bithiophenenaphthalimide conjugated chromophore, symmetrically functionalized with two substituted benzamide wedges with either a chiral (AD(2)A-(C)) or achiral (AD(2)A) peripheral alkyl chain. They exhibit self-assembly in a hydrocarbon solvent methylcyclohexane (MCH), driven by H-bonding among the amide groups and aromatic stacking of the conjugated chromophore. Despite showing similar entangled fibrillar morphology, ultraviolet-visible (UV-vis) and Fourier transform infrared spectroscopy (FT-IR) spectra of the aggregated samples indicate a significant difference in the internal order of the self-assembled AD(2)A-(C) and AD(2)A. The CD spectra and microscopy images confirm helical assembly for the chiral derivative. In the mixed samples of AD(2)A- (C) + AD(2)A, chirality induction followed a sergeant and soldiers principle. The chiral AD(2)A-(C) exhibits stable ferroelectricity with a Curie temperature of 361 K and a saturation polarization of similar to 2 mu C cm(-2), while the achiral AD(2)A lacks any notable ferroelectricity. The retained ferroelectricity in the mixed samples and the polarization tunability through chirality induction support their direct correlation and are key observations for predicting the future soft ferroelectric low-power electronic systems.

Automated summary

This study reveals a remarkable chirality effect on modulating ferroelectricity in hydrogen-bonded supramolecular assemblies. By investigating two structurally similar conjugated molecules, it is found that the chiral derivative exhibits stable ferroelectricity, while the achiral derivative lacks notable ferroelectricity. This finding is significant for predicting the future soft ferroelectric low-power electronic systems.