Halogen-free chelated orthoborate ionic liquids and organic ionic plastic crystals

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.

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Title Halogen-free chelated orthoborate ionic liquids and organic ionic plastic crystals
Author(s) Shah, Faiz Ullah
Glavatskih, Sergei
Dean, Pamela M.
MacFarlane, Douglas R.
Forsyth, Maria
Antzutkin, Oleg N.
Journal name Journal of materials chemistry
Volume number 22
Issue number 14
Start page 6928
End page 6938
Total pages 11
Publisher Royal Society of Chemistry
Place of publication Cambridge, England
Publication date 2012-04-14
ISSN 0959-9428
1364-5501
Keyword(s) physicochemical properties
electronic-structure
materials science
nmr-spectroscopy
hydrogen-bonds
carbon-dioxide
temperature
salts
imidazolium
extraction
Summary 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.
Language eng
Field of Research 030399 Macromolecular and Materials Chemistry not elsewhere classified
030604 Electrochemistry
Socio Economic Objective 970109 Expanding Knowledge in Engineering
HERDC Research category C1 Refereed article in a scholarly journal
Persistent URL http://hdl.handle.net/10536/DRO/DU:30049607

Document type: Journal Article
Collection: Institute for Frontier Materials
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