MS31-P12 Liquid Essential Oils Tamed in the Solid Forms by Cocrystalizzation: from the design to the industrial application Paolo Mazzeo (Dipartimento di Chimica, della Vita e della sostenibilità ambientale, University of Parma, Parma, Italy) Claudia Carraro (Dipartimento di Chimica, della Vita e della sostenibilità ambientale, University of Parma, Parma, Italy) Silvia Agazzi (Dipartimento di Chimica, della Vita e della sostenibilità ambientale, University of Parma, Parma, Italy) Federica Bianchi (Dipartimento di Chimica, della Vita e della sostenibilità ambientale, University of Parma, Parma, Italy) Alessia Bacchi (Dipartimento di Chimica, della Vita e della sostenibilità ambientale, University of Parma, Parma, Italy)email: paolopio.mazzeo@unipr.itCo-crystals are multicomponent crystalline materials in which different molecular entities are stoichiometrically kept together within the same crystal lattice. Their properties are a blend of single component characteristics, tuned by internal interactions. In modern times, cocrystals are of great interest in the pharmaceutical context because they are able to modify the chemo-physical properties of the pure drug by appropriate selecting a suitable coformer. However, some important molecules for human health are liquid at room temperature, which may influence the efficacy of their formulation since they tend to be less stable than solid forms. For this reason, the stabilization of liquid APIs is of enormous interest not only for the final delivery of the drug product but also for its storage, transportation and handling. Within this project we address the problem of taming liquid essential oils (EOs) in crystalline forms at ambient conditions and assess their applicability in the agro-food industrial arena. In addition to their widespread use as flavouring agents, EOs represent a “green” alternative in pharmaceutical, nutritional and agricultural fields due to their reported antimicrobial, antimycotic and antioxidant properties. The use of EOs in industrial context is anyhow limited by their low-melting point, which negatively affects their chemical stability. As proof of concept, we here successfully forced the enthalpic stabilization of EOs, such as eugenol (a major component of clove oil), carvacrol (extracted from the oregano essential oil) and thymol (present in the oil of thyme) by providing a new efficient intermolecular network in the solid state, co-crystallizing them with different N-based coformers. Coformers were appropriately chosen among a list of regulated substances apt for agro-food industries.
All products have been fully characterized and their properties – i.e. solubility and EOs release in air and in simulant media – described in relation to their three-dimensional structure with particular emphasis on the role of the coformer used. 
References:

Capucci D., Balestri D., Mazzeo P.P., Pelagatt P., Rubini K. & Bacchi A. (2017) Cryst. Growth Des. , 17, 4958−4964

Bacchi A., Capucci D., Giannetto M., Mattarozzi M., Pelagatti P., Rodriguez-Hornedo N., Rubini K., & Sala A. (2016) Cryst. Growth Des., 16, 11, 6547–6555
Keywords: Cocrystals, Essential-oils, Crystal-Engineering