PMID- 26864607 OWN - NLM STAT- MEDLINE DCOM- 20161213 LR - 20161230 IS - 1522-2683 (Electronic) IS - 0173-0835 (Linking) VI - 37 IP - 7-8 DP - 2016 Apr TI - Stability of nicotinate and dodecyl sulfate in a Lewis acidic ionic liquid for aluminum electroplating and characterization of their degradation products. PG - 1095-100 LID - 10.1002/elps.201500452 [doi] AB - Plating bath additives are essential for optimization of the morphology of electroplated layers. The ionic liquid 1-ethyl-3-methylimidazolium (EMIM) chloride plus 1.5 mol equivalents of AlCl3 has great potential for electroplating of aluminum. In this study, the chemical and electrochemical stability of the additives EMIM-nicotinate and sodium dodecyl sulfate and their effect on the stability of EMIM was investigated and analyzed. Nicotinate and its electrochemical decomposition product beta-picoline could be detected and we show with a single HPLC-UV-MS method that EMIM is not affected by the decomposition of this additive. An adapted standard HPLC-UV-MS method together with GC-MS and ion chromatography was used to analyze the decomposition products of SDS and possible realkylation products of EMIM. Several volatile medium and short chain-length alkanes as well as sulfate ions have been found as decomposition products of SDS. Alkenium ions formed as intermediates during the decomposition of SDS realkylate EMIM to produce mono- up to pentasubstituted alkyl-imidazoles. A reaction pathway involving Wagner-Meerwein rearrangements and Friedel-Crafts alkylations has been suggested to account for the formation of the detected products. CI - (c) 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. FAU - Kosmus, Patrick AU - Kosmus P AD - Institute for Chemistry and Technology of Materials, Graz University of Technology, NAWI Graz, Graz, Austria. FAU - Steiner, Oliver AU - Steiner O AD - Institute for Chemistry, Analytical Chemistry, University of Graz, NAWI Graz, Graz, Austria. FAU - Goessler, Walter AU - Goessler W AD - Institute for Chemistry, Analytical Chemistry, University of Graz, NAWI Graz, Graz, Austria. FAU - Gollas, Bernhard AU - Gollas B AD - Institute for Chemistry and Technology of Materials, Graz University of Technology, NAWI Graz, Graz, Austria. FAU - Fauler, Gisela AU - Fauler G AD - VARTA Micro Innovation GmbH, Graz, Austria. LA - eng PT - Journal Article PT - Research Support, Non-U.S. Gov't PL - Germany TA - Electrophoresis JT - Electrophoresis JID - 8204476 RN - 0 (Ionic Liquids) RN - 2679MF687A (Niacin) RN - 368GB5141J (Sodium Dodecyl Sulfate) RN - CPD4NFA903 (Aluminum) RN - DIQ16UC154 (dodecyl sulfate) SB - IM MH - Aluminum/*chemistry MH - Chromatography, High Pressure Liquid MH - Electroplating/*methods MH - Gas Chromatography-Mass Spectrometry MH - Ionic Liquids/*chemistry MH - Niacin/*chemistry MH - Sodium Dodecyl Sulfate/*chemistry OTO - NOTNLM OT - Additive OT - Aluminum electroplating OT - GC MS OT - HPLC MS OT - Ionic liquids EDAT- 2016/02/13 06:00 MHDA- 2016/12/15 06:00 CRDT- 2016/02/12 06:00 PHST- 2015/10/08 00:00 [received] PHST- 2015/12/29 00:00 [revised] PHST- 2016/01/29 00:00 [accepted] PHST- 2016/02/12 06:00 [entrez] PHST- 2016/02/13 06:00 [pubmed] PHST- 2016/12/15 06:00 [medline] AID - 10.1002/elps.201500452 [doi] PST - ppublish SO - Electrophoresis. 2016 Apr;37(7-8):1095-100. doi: 10.1002/elps.201500452.