120th General Meeting of the KCS

Type Poster Presentation
Area Polymer Chemistry
Room No. Exhibition Hall 2+3
Time 10월 20일 (금요일) 13:00~14:30
Code POLY.P-25
Subject Study of Supramolecular Polymerization of pH-dependent Hydrazone Pyridinium Conjugates
Authors Hye Jin Cho, Kyung-su Kim, Seonggyun Ha, Changsik Song*
Department of Chemistry, Sungkyunkwan University, Korea
Abstract Hydrazones, one of the most well-known functional group in the field of dynamic covalent chemistry, have been utilized to construct stimuli-responsive self-assemblies. However, the role of hydrazone was mostly a simple H-bonding donor, a molecular linker or a site for metal binding. In this study, we have designed and synthesized novel benzoyl hydrazone para-pyridinium conjugates which showed wire-type supramolecular polymers. The hydrazone dye molecules were pH-dependent that they disassembled in a basic solution. UV-vis spectroscopic data of mono-hydrazones (H1, H(Me), Hm) were collected to study the behavior of the dyes. The combination of an acid dissociation model and a dimerization model allowed us to examine the UV-vis spectra of H1, calculate each fraction of the dimer (D), hydrazone (H), and zwitterionic hydrazone (Z) upon changing its concentration. Furthermore, we obtained the crystal network structure of H1 by X-ray crystallography. We could figure out the intermolecular interaction of the hydrazone dyes by Hirshfeld surface analysis; the packing of H1 into the crystal is mainly occurred by CH-π and π- π stacking interactions, along with van der Waals and dipole-dipole interactions.
E-mail chj9420@naver.com