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제120회 대한화학회 학술발표회, 총회 및 기기전시회 안내 Study of Supramolecular Polymerization of pH-dependent Hydrazone Pyridinium Conjugates

2017년 8월 24일 11시 01분 09초
POLY.P-25 이곳을 클릭하시면 발표코드에 대한 설명을 보실 수 있습니다.
10월 20일 (금요일) 13:00~14:30
Polymer Chemistry
저자 및
Hye Jin Cho, Kyung-su Kim, Seonggyun Ha, Changsik Song*
Department of Chemistry, Sungkyunkwan University, Korea
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.