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Nanoparticle structure in TPGS-750M surfactant based organic synthesis modeled by COSMO-RS

Andersson, Martin and Lipshutz, Bruce and Gallou, Fabrice (2018) Nanoparticle structure in TPGS-750M surfactant based organic synthesis modeled by COSMO-RS. European journal of organic chemistry, 24. pp. 6778-6786.

Abstract

Using density functional theory and the COSMO-RS implicit solvent model, we predict the structure and physical chemical properties of TPGS-750M micelles used in organic synthesis. We predict that the influence of chain length of the PEG region is low, while the termination of the PEG chain (-OH vs –OCH3) has a very large role to play. The interfacial tension is considerably lower between the surfactant and the water phase for the –OH terminated surfactant than the –OCH3 terminated surfactant, and our calculations reproduce the large difference observed in particle size as a function of PEG chain termination. We also demonstrate through calculations and experiments that Vitamin E succinate is responsible for the stabilization of nanoparticles and is in fact more surface active than the surfactants themselves. We propose a structure for the TPGS-750M nanoparticles with ~50 nm diameter, that each nanoparticle consists of 30-40 TPGS-750M micelles, with considerable amounts of water in the PEG region. The whole particle is stabilized by Vitamin E succinate at the nanoparticle-water interface. In the presence of Zn, the lipophilic cores are predicted to preferentially attach to the Zn surface, protecting water sensitive organo-Zn species, which explains why XXX couplings work in surfactant-water systems.

Item Type: Article
Date Deposited: 12 Jun 2018 00:45
Last Modified: 12 Jun 2018 00:45
URI: https://oak.novartis.com/id/eprint/34201

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