MS37-P03 Study of thermo- and photochromic behaviour of a hydrazone system obtained by mechanosynthesis M├ęgane Van Gysel (Namur Medicine & Drug Innovation Center (NAMEDIC-NARILIS) and Namur Institute of Structured Matter (NISM), Laboratoire de Chimie Biologique Structurale (CBS), University of Namur, Namur, Belgium) Andrea Carletta (Namur Medicine & Drug Innovation Center (NAMEDIC-NARILIS), Laboratoire de Chimie Biologique Structurale (CBS), University of Namur, Namur, Belgium) Nikolay Tumanov (Namur Medicine & Drug Innovation Center (NAMEDIC-NARILIS), Laboratoire de Chimie Biologique Structurale (CBS), University of Namur, Namur, Belgium) Johan Wouters (Namur Medicine & Drug Innovation Center (NAMEDIC-NARILIS), Laboratoire de Chimie Biologique Structurale (CBS), University of Namur, Namur, Belgium)email: megane.vangysel@unamur.be
Hydrazones are compounds widely studied.  They can be made by several synthetic pathways, such as a condensation reaction between a hydrazine or hydrazide with a ketone or aldehyde [1].  These molecules are constituted by an azomethine group, characterized by the fragment C=N-N, allowing the use of hydrazones in various fields of chemistry.  These molecules have many potential applications: they are used in dyes and in conductive materials to name a few [1].  In pharmaceutical field, several hydrazone-based prodrugs of isoniazid have shown less undesired side effects when compared with isoniazid [2].  These molecules can also be studied for their potential thermo- and photochromic properties.
 
Thermo- and photochromism are color change phenomena induced by temperature variation and absorption of electromagnetic radiations, respectively.  These phenomena have many applications: information storage, optical switching devices (optical glasses), etc. [3].

In this work, we are interested in a hydrazone system obtained by a condensation reaction between isoniazid and o-vanillin. This molecule is cocrystallized with various cocrystal formers with the aim to modulate its photo- and thermochromism [3].  Both syntheses of the chromophore and of its cocrystals are accomplished by mechanosynthesis.  All obtained solid forms are characterized by powder X-ray diffraction and single-crystal X-ray diffraction.  Photochromism is studied by UV-Vis diffuse reflectance.
 
Authors acknowledge ARC (UNamur – UCL) for financial support.
 
References:

[1] Su, X. & Aprahamian, I. (2014). Chem. Soc. Rev., 43, 1963-1981.

[2] Ferraresi-Curotto, V. et al. (2017). J. Mol. Struct., 1133, 436-447.

[3] Carletta, A. et al. (2017). Chem. Eur. J., 23, 5317-5329.
Keywords: mechanosynthesis, cocrystals, hydrazones