Physical properties and chemical reactivities of novel amphiphilic compounds

Abstract

New kinds of reactive catanionic vesicles were formed and their physical and chemical properties were studied. All ion-paired amphiphiles studied formed vesicular aggregates of over 100 nm in diameter as determined by differential scanning calorimetry and quasielastic light scattering. This is the first report on cross-linked ion-paired amphiphiles containing heterobifunctional fatty acid components. The reaction of heterobifunctional fatty acids produced, depending on the type of initiator, different polymers. Redox initiation produced cross-linked polymers and hydrogen peroxide produced linear-ladder-like polymers. These polymerized structures were analyzed by UV and NMR spectroscopy, vesicle dissolution experiments, and solubility experiments. The polymerization of some reactive catanionic vesicles gave information on the competition between 1,4 and 3,4-addition of monomers. These polymerized structures are a new class of compounds with promising properties. A new form of polymerizable reactive ester was synthesized in conjunction with different types of polymerizable phospholipids and their behavior at the air-water interface and ability to form Langmuir-Blodgett type films was tested.