Crown Ethers Assisted Cesium Extraction from Aqueous Solutions into a Hydrophobic Room Temperature Ionic Liquid 1-Butyl-3-methylimidazolium Bis[(trifluoromethyl)sulfonyl]imide

Аndrey G. Vendilo, Vyacheslav I. Chistov, Julia M. Dikareva, and Кonstantin I. Popov^@

RJSC R&D Fine Chemicals Centre, 107564 Moscow, Russia

@Corresponding author E-mail: ki-popov49@yandex.ru

DOI: 10.6060/mhc141242p

Macroheterocycles 2015 8(2) 181-184

Crown ethers (L) assisted extraction of Cs^I from aqueous neutral solutions (рН 5-6) into a hydrophobic ionic liquid 1-butyl-3-methylimidazolium bis[(trifluoromethyl)sulfonyl]imide was studied at 22 ^оС operating with: 12-crown-4 (12С4), 15-crown-5 (15С5), 18-crown-6 (18С6), dibenzo-18-crown-6 (DB18C6), dibenzo-21-crown-7 (DB21C7) and dibenzo-24-crown-8 (DB24C8). The distribution coefficients (logDCsL) are found to increase from 0.30 до 1.7 as the size of L is changing from 15С5 to DB21C7. A further increase of L size (DB24C8) leads to a sufficient decrease of logD_Cs^L up to 0.9. The maximal logD_Cs^L value corresponds to the better cation–crown ether fitting. Well expressed correlation between logD_Cs^L values and stability constants of CsL in ionic liquid (logK_Cs^L) is obtained and is interpreted for the crown ether series. .

References:

Click here to expand or collapse this section

1. Bradshaw J.S., Izatt R.M. Acc. Chem. Res. 1997, 30, 338–345.

http://dx.doi.org/10.1021/ar950211m

2. Takeda Y., Kawarabayashi A., Endō K., Yahata T., Kudo Y., Katsuta S. Anal. Sci. 1998, 14, 215–223.

http://dx.doi.org/10.2116/analsci.14.215

3. Robak W., Apostoluk W., Maciejewski P. Anal. Chim. Acta 2006, 569, 119–131.

http://dx.doi.org/10.1016/j.aca.2006.03.098

4. Levitskaia T.G., Maya L., van Berkel G.J., Moyer B.A. Inorg. Chem. 2007, 46, 261–272.

http://dx.doi.org/10.1021/ic061605k

5. Abramov A.A. Vestnik Mosk. Univ., Ser. 2: Khim. (Moscow Univ. Chem. Bull.) 2000, 41, 3–15 (in Russ.).

6. Dai S., Ju Y.H., Barnes C.E. J. Chem. Soc., Dalton Trans. 1999, 1201–1202.

http://dx.doi.org/10.1039/a809672d

7. Visser A.E., Swatloski R.P., Reichert W.M., Griffin S.T., Rogers R.D. Ind. Eng. Chem. Res. 2000, 39, 3596–3604.

http://dx.doi.org/10.1021/ie000426m

8. Chun S., Dzyuba S.V., Bartsch R.A. Anal. Chem. 2001, 73, 3737–3741.

http://dx.doi.org/10.1021/ac010061v

9. Yakshin V.V., Tsarenko N.A., Koshcheev A.M., Tananaev I.G., Myasoedov B.F. Radiochemistry 2012, 54, 54–58.

http://dx.doi.org/10.1134/S1066362212010079M

10. Garvey S.L., Dietz M.L. Sep. Purif. Technol. 2014, 123,145–152.

http://dx.doi.org/10.1016/j.seppur.2013.12.005

11. Sun Tao Xiang, Shen Xing Hai, Chen Qing De Sci. China Chem. 2013, 782–788.

http://dx.doi.org/10.1007/s11426-013-4859-z

12. Turanov A.N., Karandashev V.K., Baulin V.E. Solvent Extr. Ion Exch. 2012, 30, 244–261.

http://dx.doi.org/10.1080/07366299.2011.639248

13. Germani R., Mancini M.V., Spreti N., Di Profio P., Savelli G. Green and Sustainable Chemistry 2011, 1, 155–164.

http://dx.doi.org/10.4236/gsc.2011.14024

14. Torrejos R.E.C., Nisola G.M., Park M.J., Beltran A.B., Seo J.G., Lee S.-P, Chung W.-J. Desalination and Water Treatment 2015, 53, 2774–2871.

http://dx.doi.org/10.1080/19443994.2014.931534

15. Vendilo A.G., Djigailo D.I., Rönkkömäki H., Lajunen M., Chernikova E.A., Lajunen L.H.J., Pletnev I.V., Popov K.I. Mendeleev Commun. 2010, 20, 122–124.

http://dx.doi.org/10.1016/j.mencom.2010.03.020

16. Vendilo A.G., Djigailo D.I., Smirnova S.V., Torocheshnikova I.I., Popov K.I., Krasovsky V.G., Pletnev I.V. Molecules 2009, 14, 5001–5016.

http://dx.doi.org/10.3390/molecules14125001

17. Arnaud-Neu F., Delgado R., Chaves S. Pure Appl. Chem. 2003, 75, 71–102.

http://dx.doi.org/10.1351/pac200375010071

18. IUPAC Stability Constants Database. Version 2007, Academic Software, Timble, UK.

19. Vendilo A., Popov K., Lajunen M., Chistov V., Djigailo D., Rönkkömäki H., Privalov V., Pletnev I. Polyhedron 2014, 81, 341–348.

http://dx.doi.org/10.1016/j.poly.2014.05.070

20. Vendilo A.G., Chistov V.I., Privalov V.I. Russ. J. Inorg. Chem. 2012, 57, 629–633.

http://dx.doi.org/10.1134/S0036023612040262

21. Buschmann H.-J., Cleve E., Denter U., Schollmeyer E. J. Phys. Org. Chem. 1997, 10, 781–785.

http://dx.doi.org/10.1002/(SICI)1099-1395(199710)10:10<781::AID-POC939>3.0.CO;2-M

22. Pedersen C.J. Angew. Chem. Int. Ed. 1988, 27, 1021–1027.

http://dx.doi.org/10.1002/anie.198810211

23. Lamb J.D., Izatt R.M., Swain C.S., Christensen J.J. J. Am. Chem. Soc. 1980, 102, 475–482.

http://dx.doi.org/10.1021/ja00522a005

24. Gjikaj M., Adam A. Z. Anorg. Allg. Chem. 2006, 632, 2475–2480.

http://dx.doi.org/10.1002/zaac.200600189

25. Ellerman J., Bauer W., Schuetz M., Heinemann F.W., Moll M. Monatshefte fuer Chemie 1998, 129, 547–566.

http://dx.doi.org/10.1007/PL00013467

26. Ozutsumi K., Natsuhara M., Ohtaki H. Bull. Chem. Soc. Jpn. 1989, 62, 2807–2818.

http://dx.doi.org/10.1246/bcsj.62.2807

27. Dang L.X. J. Am. Chem. Soc. 1995, 117, 6954–6969.

http://dx.doi.org/10.1021/ja00131a018

Attachment	Size
mhc141242p.pdf	736.06 KB

Журнал "Макрогетероциклы"

Navigation

Languages

News

Search

Crown Ethers Assisted Cesium Extraction from Aqueous Solutions into a Hydrophobic Room Temperature Ionic Liquid 1-Butyl-3-methylimidazolium Bis[(trifluoromethyl)sulfonyl]imide

References: