Shah, Faiz Ullah, Glavatskih, Sergei, Dean, Pamela M., MacFarlane, Douglas R., Forsyth, Maria and Antzutkin, Oleg N.. (2012) Halogen-free chelated orthoborate ionic liquids and organic ionic plastic crystals. Journal of Materials Chemistry, Vol.22 (No.14). pp. 6928-6938. ISSN 0959-9428

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Abstract

Five halogen-free orthoborate salts comprised of three different cations (cholinium, pyrrolidinium and imidazolium) and two orthoborate anions, bis(mandelato)borate and bis(salicylato)borate, were synthesised and characterised by DSC, X-ray diffraction and NMR. DSC measurements revealed that glass transition points of these orthoborate salts are in the temperature range from −18 to −2 °C. In addition, it was found that [EMPy][BScB] and [EMIm][BScB] salts have solid–solid phase transitions below their melting points, i.e. they exhibit typical features of plastic crystals. Salts of the bis(salicylato)borate anion [BScB]− have higher melting points compared with corresponding salts of the bis(mandelato)borate anion [BMB]−. Single crystal X-ray diffraction crystallography (for [Chol][BScB] crystals) and solid-state multinuclear (13C, 11B and 15N) NMR spectroscopy were employed for the structural characterisation of [Chol][BScB], [EMPy][BScB] and [EMIm][BScB], which are solids at room temperature: a strong interaction between [BScB]− anions and [Chol]+ cations was identified as (i) hydrogen bonding between OH of [Chol]+ and carbonyl groups of [BScB]− and (ii) as the inductive C–Hπ interaction. In the other salt, [EMIm][BScB], anions exhibit ππ stacking in combination with C–Hπ interactions with [EMIm]+ cations. These interactions were not identified in [EMPy][BScB] probably because of the lack of aromaticity in cations of the latter system. Our data on the formation of a lanthanum complex with bis(salicylato)borate in the liquid mixture of La3+(aq) with [Chol][BScB] suggest that this class of novel ILs can be potentially used in the extraction processes of metal ions of rare earth elements.

Item Type:	Journal Article
Divisions:	Faculty of Science > Physics
Journal or Publication Title:	Journal of Materials Chemistry
Publisher:	Royal Society of Chemistry
ISSN:	0959-9428
Date:	2012
Volume:	Vol.22
Number:	No.14
Page Range:	pp. 6928-6938
Identification Number:	10.1039/c2jm12657e
Status:	Peer Reviewed
Publication Status:	Published
URI:	http://wrap.warwick.ac.uk/id/eprint/48701

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