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Attenuating the Size and Molecular Carrier Capabilities of Polyacrylate Nanoparticles by a Hydrophobic Fluorine Effect

Attenuating the Size and Molecular Carrier Capabilities of Polyacrylate Nanoparticles by a Hydrophobic Fluorine Effect

Raphaël Labruère, Edward Turos

Bioorg Med Chem. 2012 Aug 15;20(16):5042-5.

PMID: 22789705

Abstract:

This study investigates the effect of introducing alkyl chain fluorination on the properties of polyacrylate nanoparticles prepared in aqueous solution by emulsion polymerization. For this, 2,2,3,3,4,4,4-heptafluorobutyl acrylate (1) and methyl trifluoroacrylate (2) were tested as monomers as a means to prepare fluorinated polyacrylate nanoparticles to evaluate how side chain fluorination may affect nanoparticle size and drug carrier properties. Our results show that as fluorine content within the polyacrylate matrix increases, the size of the nanoparticle systematically diminishes, from 45 nm (for nanoparticles containing no fluoroacrylate) to ~7 nm (for nanoparticles constructed solely of fluoroacrylate). We also observe that as fluoroacrylate content and hydrophobicity increases, the nanoparticles decrease their ability to incorporate lipophilic molecules during the process of emulsification. These findings have meaningful implications in the implementation of fluorinated nanoparticles in molecular delivery.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP424646	2,2,3,3,4,4,4-Heptafluorobutyl acrylate		424-64-6	Price

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