PMID- 15848423 OWN - NLM STAT- PubMed-not-MEDLINE DCOM- 20061101 LR - 20091111 IS - 0021-9797 (Print) IS - 0021-9797 (Linking) VI - 286 IP - 1 DP - 2005 Jun 1 TI - Distribution of amines in water/AOT/n-hexane reverse micelles: influence of the amine chemical structure. PG - 245-52 AB - The distribution of different aliphatic and aromatic amines: n-butylamine (n-BA), isobutylamine (i-BA), tert-butylamine (t-BA), piperidine (PIP), N,N-dimethylaniline (DMA) and N-methylaniline (MA) in water/sodium 1,4-bis(2-ethylhexyl)sulfosuccinate(AOT)/n-hexane reverse micelles was investigated by steady-state fluorescence measurements. The partition constants were measured by an indirect method based on the effect that amine partitioning exert on the bimolecular rate of the reaction between a microphase incorporated fluorophore (Ru(bpy)2+(3)) and the quencher, (Fe(CN)3-(6)). For MA, that can act as a quencher of the fluorophore a direct method was used. The results show that primary amines have larger partition constants than the secondary ones. For tertiary amines the distribution constants were practically negligible. Laser flash photolysis experiments confirmed that tertiary amines, both aliphatic and aromatic, are not incorporated to the micellar pseudophase. The effect of the amine structure on the partition constant was analyzed through linear solvation free energy relationships (LSER) using solute parameters and compared with those obtained for alcohols. Hydrogen bond interactions with the AOT polar heads appear to be the main driving force for the distribution of amines between the organic and micellar pseudophases, whereas the size of the alkyl or aromatic group tends to hinder it. FAU - Zingaretti, Lilian AU - Zingaretti L AD - Departamento de Quimica, Universidad Nacional de Rio Cuarto, Agencia Postal No. 3, 5800 Rio Cuarto, Argentina. FAU - Mariano Correa, N AU - Mariano Correa N FAU - Boscatto, Liliana AU - Boscatto L FAU - Chiacchiera, Stella M AU - Chiacchiera SM FAU - Durantini, Edgardo N AU - Durantini EN FAU - Bertolotti, Sonia G AU - Bertolotti SG FAU - Rivarola, Claudia R AU - Rivarola CR FAU - Silber, Juana J AU - Silber JJ LA - eng PT - Journal Article PL - United States TA - J Colloid Interface Sci JT - Journal of colloid and interface science JID - 0043125 EDAT- 2005/04/26 09:00 MHDA- 2005/04/26 09:01 CRDT- 2005/04/26 09:00 PHST- 2003/12/23 00:00 [received] PHST- 2004/12/20 00:00 [accepted] PHST- 2005/04/26 09:00 [pubmed] PHST- 2005/04/26 09:01 [medline] PHST- 2005/04/26 09:00 [entrez] AID - S0021-9797(05)00062-7 [pii] AID - 10.1016/j.jcis.2004.12.057 [doi] PST - ppublish SO - J Colloid Interface Sci. 2005 Jun 1;286(1):245-52. doi: 10.1016/j.jcis.2004.12.057.