title: Biodegradable gemini surfactants. Correlation of area per surfactant molecule with surfactant structure.
abstract: Values of the area per surfactant molecule of various single chain and gemini quaternary ammonium surfactants containing biodegradable amide and ester groups are obtained from the surface tension measurements and they are mutually compared. It was found that surfactant molecules with the ester group in their structure occupy smaller area at the air/water interface than the corresponding molecules with the amide group, mainly due to the higher conformational flexibility of ester groups. In decreasing the area per surfactant molecule value, hydrogen bonding (both inter- and intramolecular) plays a significant role when amide groups are present in the spacer of a gemini molecule. They must be separated by a polymethylene chain or a flexible group such as cyclohexane which is short enough to allow intramolecular hydrogen bonds. The flexible cyclohexane group with the amide group in single chain surfactants may lead to the formation of intermolecular hydrogen bonds among surfactant molecules which also results in the reduction of the area per surfactant molecule.
authors.affiliation: Department of Chemical Theory of Drugs, Faculty of Pharmacy, Comenius University, Kalinciakova 8, SK-83232 Bratislava, Slovakia. pisarcik@fpharm.uniba.sk
authors.forename: Martin
authors.initials: M
authors.lastname: Pisárcik
authors.forename: Mája
authors.initials: M
authors.lastname: Polakovicová
authors.forename: Matús
authors.initials: M
authors.lastname: Pupák
authors.forename: Ferdinand
authors.initials: F
authors.lastname: Devínsky
authors.forename: Ivan
authors.initials: I
authors.lastname: Lacko
mesh_terms: D000388:Air; D000577:Amides / Q000737:chemistry; D003510:Cyclohexanes / Q000737:chemistry; D006860:Hydrogen Bonding; D008027:Light; D008958:Models, Molecular; D015394:Molecular Structure; D000644:Quaternary Ammonium Compounds / Q000737:chemistry*; D013500:Surface Tension; D013501:Surface-Active Agents / Q000737:chemistry*; D014867:Water / Q000737:chemistry
chemical_list: D000577:Amides; D003510:Cyclohexanes; D000644:Quaternary Ammonium Compounds; D013501:Surface-Active Agents; D014867:Water; C506365:Cyclohexane