Calorimetric and molecular modeling studies of N-alkoxycarbonylmethyl-N-alkyl-piperidinium chlorides
- 作者：Boż ; enna Ró ; ż ; ycka-Roszak ; Paweł ; Misiak ; Edyta Woź ; niak ; Anna Mozrzymas ; Zofia Dega-Szafran
- 关键词：N-Alkoxycarbonylmethyl-N-alkyl-piperidinium chlorides ; Micellization ; Microbiological activity ; Molecular modeling
- 刊名：Colloids and Surfaces A ; Physicochemical and Engineering Aspects
- 出版年：2008
- 期刊代码：22_09277757
- 类别：ch
- 出版时间：1 April 2008
- 卷：318
- 期：1-3
- 页码：301-306
- 文件大小：456 K
摘要
The micellization processes of N-alkoxycarbonylmethyl-N-alkyl-piperidinium chlorides were studied by means of isothermal titration calorimetry (ITC). The critical micelle concentrations (cmc) and enthalpies of micellization (
) were measured and presented in comparison with those for similar surfactants. The molecular modeling studies including the conformational analysis and hydration energy calculations were done to elucidate the experimental results on the atomic level. The results show, that the piperidinium ring in single-chain compounds gives almost negligible effect on cmc compared to analogous surfactants with methyl groups instead, but the effect is stronger on 
. The presence of the second chain in double-chain compounds influences both the cmc and 
compared to single-chained analogs. Numerical simulations show that the part of the short chain containing ester group is involved in the Stern region, and the terminal ethyl group partakes in the intramicellar interactions. The results may also contribute to the elucidation of microbial activity of the studied compounds.