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Influence of structurally related impurities on the crystal nucleation of curcumin

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posted on 2023-01-10, 13:48 authored by Claire Heffernan, Marko Ukrainczyk, Jacek Zeglinski, Benjamin K. Hodnett, Åke RasmusonÅke Rasmuson
In this work, the influence of the structurally related impurities, Demethoxycurcumin (DMC) and Bisdemethoxycurcumin (BDMC) on the primary nucleation of Curcumin (CUR) has been investigated in propan-2-ol. The induction time for nucleation was measured at different CUR driving forces and impurity concentrations 0.10 mmol.dm-3, 0.30 mmol.dm-3 and 0.60 mmol.dm-3 and the results are analysed by the classical nucleation theory (CNT). The nucleation rate for the impure systems was noticeably lower than the nucleation rate of the pure system, and the times of growth to visibility were much longer for the impure systems. The pre-exponential factors are clearly lower for the impure system compared to the pure CUR system, while the increase in the solid-liquid interfacial energy is small. DFT and Metadynamic molecular modelling reveal that the 1:1 bonding between CUR and an impurity molecule is stronger than to another CUR molecule, thus suggesting that the developing CUR nucleus has to overcome a certain energy barrier in order to remove the impurity molecules from their surface, which may explain why nucleation of CUR is more difficult in presence of the structurally related impurities; DMC and BDMC.

History

Publication

Crystal Growth and Design;18 (8), pp. 4715-4723

Publisher

American Chemical Society

Note

peer-reviewed

Other Funding information

SFI, HEA

Rights

© Year ACS This document is the Accepted Manuscript version of a Published Work that appeared in final form in Crystal Growth and Design, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see http://dx.doi.org/10.1021/acs.cgd.8b00692

Language

English

Also affiliated with

  • Bernal Institute
  • Synthesis and Solid State Pharmaceutical Centre

Department or School

  • Chemical Sciences

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