PMID- 20839836 OWN - NLM STAT- PubMed-not-MEDLINE DCOM- 20110118 LR - 20100930 IS - 1520-5207 (Electronic) IS - 1520-5207 (Linking) VI - 114 IP - 39 DP - 2010 Oct 7 TI - Ether-bond-containing ionic liquids and the relevance of the ether bond position to transport properties. PG - 12488-94 LID - 10.1021/jp104419k [doi] AB - The ionic liquids (ILs) 1-ethoxyethyl-2,3-dimethylimidazolium bis(trifluoromethanesulfonyl)imide, [EtO(CH(2))(2)MMI][Tf(2)N], and N-(ethoxyethyl)-N-methylmorpholinium bis(trifluoromethanesulfonyl)imide, [EtO(CH(2))(2)MMor][Tf(2)N] were synthesized, and relevant properties, such as thermal stability, density, viscosity, electrochemical behavior, ionic conductivity, and self-diffusion coefficients for both ionic species, were measured and compared with those of their alkyl counterparts, 1-n-butyl-2,3-dimethylimidazolium bis(trifluoromethanesulfonyl)imide, [BMMI][Tf(2)N], and N-n-butyl-N-methylpiperidinium bis(trifluoromethanesulfonyl)imide, [BMP][Tf(2)N] and N-n-butyl-N-methylmorpholinium bis(trifluoromethanesulfonyl)imide [BMMor][Tf(2)N]. This comparison was done to evaluate the effects caused by the presence of the ether bond in either the side chain or in the organic cation ring. The salt, LiTf(2)N, was added to the systems to estimate IL behavior with regard to lithium cation transport. Pure [EtO(CH(2))(2)MMI][Tf(2)N] and their LiTf(2)N solutions showed low viscosity and the highest conductivity among the ILs studied. The H(R) (AC conductivity/NMR calculated conductivity ratio) values showed that, after addition of LiTf(2)N, ILs containing the ether bond seemed to have a greater number of charged species. Structural reasons could explain these high observed H(R) values for [EtO(CH(2))(2)MMor][Tf(2)N]. FAU - Monteiro, Marcelo J AU - Monteiro MJ AD - Instituto de Quimica, Universidade de Sao Paulo, CP 26077, 05513-970, Sao Paulo, SP, Brazil. FAU - Camilo, Fernanda F AU - Camilo FF FAU - Ribeiro, Mauro C C AU - Ribeiro MC FAU - Torresi, Roberto M AU - Torresi RM LA - eng PT - Journal Article PL - United States TA - J Phys Chem B JT - The journal of physical chemistry. B JID - 101157530 EDAT- 2010/09/16 06:00 MHDA- 2010/09/16 06:01 CRDT- 2010/09/16 06:00 PHST- 2010/09/16 06:00 [entrez] PHST- 2010/09/16 06:00 [pubmed] PHST- 2010/09/16 06:01 [medline] AID - 10.1021/jp104419k [doi] PST - ppublish SO - J Phys Chem B. 2010 Oct 7;114(39):12488-94. doi: 10.1021/jp104419k.