Nucleation and Growth of Crystals of Pharmaceuticals on Functionalized Surfaces Public
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A series of hydrophobic and hydrophilic self-assembled monolayers (SAMs) were deposited by the adsorption of 1- dodecanethiol (SAM I), 11-mercapto-1-undecanol (SAM II), 16- mercaptohexadecanoic acid (SAM III), 5-(10-mercaptodecyloxy) benzene-1,3-dioic acid (SAM IV) and 4-(10-mercaptodecyloxy)- pyridine-2,6-dicarboxylic acid (SAM V) on gold substrates. Crystallization experiments were carried out on SAMs I-V, on control surfaces (bulk gold, glass and PDMS (polydimethlysiloxane)) and in microfluidic devices to screen the polymorphs of two well known drugs, acetaminophen and barbital. Microfluidic devices consist of PDMS (polydimethlysiloxane) patterned with microchannels and then bonded to self-assembled monolayers (SAMs) of organic molecules on gold substrates. The crystallization of acetaminophen was carried out under thermodynamic conditions from solutions at room temperature and under kinetic conditions by rapid cooling. The results of crystallization experiments and the influence of self-assembled monolayers (SAMs) in controlling polymorphism by acting as nucleation sites, or templates, are discussed.
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