4.2 Article

Solvatochromic dipolarity micro-sensor behaviour in binary solvent systems of the (water plus ionic liquid) type: application of preferential solvation model and linear solvation energy relationships

Journal

JOURNAL OF PHYSICAL ORGANIC CHEMISTRY
Volume 27, Issue 11, Pages 841-849

Publisher

WILEY-BLACKWELL
DOI: 10.1002/poc.3346

Keywords

binary solvent mixtures; empirical parameters; ionic liquid; linear solvation energy relationships; microscopic properties; solvatochromic probe

Funding

  1. Science and Technology Secretariat, UNL, CAI + D [501-325]
  2. CONICET, PIP [140]

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The type of specific intermolecular and interionic interactions that are established when an ionic liquid is dissolved in water was here analysed. The study of the solvatochromic response of dipolarity micro-sensors based on Reichardt E-T(30) and Kamlet-Abboud-Taft solvent scales and the application of the solvent exchange model confirmed the formation of different intersolvent complexes in binary mixtures of (water+[C(4)mim] [BF4]/[Br]) type. These complexes provide H-bond or electron pairs to the polar network, respectively. Moreover, for 4-methoxybenzenesulfonyl chloride hydrolysis reaction in the (water+[C(4)mim] [BF4]) system, a higher inhibition (13 times) on the k(obs) values was observed. Multiple linear regression analysis that allows confirming the solvent effect upon the reactive system is due to the hydrogen-bond donor properties of intersolvent complex formed. Then, the correlation between two different solvent-dependent processes proved to be successful. Copyright (c) 2014 John Wiley & Sons, Ltd.

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