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Phase-Transfer Behavior of Cross-Linked Poly(acrylic acid) Particles Prepared by Dispersion Polymerization from Ionic Liquid to Water

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Hideto Minami*, Yusuke Mizuta, and Akira Kimura

Graduate School of Engineering, Kobe University, Kobe 657-8501, Japan

Langmuir, 2012, 28 (5), pp 2523–2528

DOI: 10.1021/la2047883

Publication Date (Web): January 11, 2012

*Fax: (+81) 78 803 6197. E-mail: minamihi@kobe-u.ac.jp.

Section:

Chemistry of Synthetic High Polymers

Abstract

The phase-transfer behavior of poly(acrylic acid) (PAA) particles from the hydrophobic ionic liquid N,N-diethyl-N-methyl-N-(2-methoxyethyl)ammonium bis(trifluoromethanesulfonyl)amide phase to the water phase in the particle state, which we reported previously, was examined in more detail. PAA particles were prepared in the ionic liquid 1-butyl-3-methylimidazolium bis(trifluoromethanesulfonyl)amide ([Bmim][TFSA]) and the organic solvent chloroform and were extracted. The transfer of PAA particles to water in the particle state was also observed in [Bmim][TFSA] systems. In contrast, the transfer phenomenon was not observed in the chloroform system. It was clarified that water/oil interfacial tension γ_wo is an important parameter in the extraction of PAA in the particle state from the viewpoint of free energy. When the cationic surfactant tetradecyltrimethylammonium bromide, aqueous solution was used as the extraction medium, the PAA particles were extracted in the particle state from chloroform to water, in which γ_wo became as low as that of the ionic liquid. This suggests that the phase-transfer phenomenon of PAA particles in the particle state was induced by the ionic liquid’s unique property of low interfacial tension with water despite its high hydrophobic character.

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