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Selective and Quantitative Oxidation of Xanthate End-Groups of RAFT Poly(n-butyl Acrylate) Latexes by Ozonolysis

Selective and Quantitative Oxidation of Xanthate End-Groups of RAFT Poly(n-butyl Acrylate) Latexes by Ozonolysis

Dimitri Matioszek, Pierre-Emmanuel Dufils, Jérôme Vinas, Mathias Destarac

Macromol Rapid Commun. 2015 Jul;36(14):1354-61.

PMID: 25959658

Abstract:

Although various successful strategies have been reported in the past for the postpolymerization modification of the reversible addition-fragmentation chain transfer (RAFT) terminal group in homogeneous media, no solution is proposed for the tedious case of aqueous polymer dispersions where most of the thiocarbonylthio terminal group is buried into the core of the polymer particle. In this work, ozone is proposed to tackle this important academic and industrial challenge. After preliminary model ozonolysis reactions performed on a xanthate RAFT agent and a derived low molar mass poly(n-butyl acrylate) (PBA) in dichloromethane solution, it is shown that the hydrophobic nature and strong oxidant properties of ozone are responsible for its efficient diffusion in aqueous PBA latex particles obtained by RAFT and selective and complete transformation of the xanthate terminal group into a thiocarbonate end-group. In addition to the beneficial total discoloration of the final product, this chemical treatment does not generate any volatile organic compound and leaves the colloidal stability of the polymer particles unaffected, provided that a PBA latex with a sufficiently high Mn of 5000 g mol(-1) is selected.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP9003490	Poly(butyl acrylate) solution		9003-49-0	Price

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