Studies On The Design, Synthesis And Gelation Properties Of Low Molecular Mass Organic Gelators

During the last decade, numerous thermoreversible physical gels formed with low-molecular-mass organic gelators (LMOGs) have been reported. Organogels are materials that consist of a small amount of an gelator and organic liquid. In the gels, the gelators form three-dimensional fibrous networks as a result of the gelator molecules assembling into one-dimensional fibrous structures by means of various driving forces, such as hydrogen bonding, p-p staking, van der Waals forces, coordination interactions, and charge-transfer interactions, etc. Three-dimensional networks of gelator molecules hold the isotropic liquid component in place primarily by interface tension, which leads to the formation of organogels. Different from conventional polymer gels having three-dimensional structures created by cross-linked covalent bonds, LMOG gels are physical gels in essential and have some remarkable characteristics. So the LMOG gels have numerous potential applications such as sensors, preparation of advanced materials, drug immobilization and controlled delivery systems.Cholesterol is a well-known natural product with unique structural characteristics not found in other compounds. Cholesterol derivatives have been proved as versatile LMOGs. Based on cholesterol derivatives, this dissertation is mainly composed of the following three parts:In the first part, different amino acids were selected as linker and six ALS type compounds were synthesized. These six compounds are cholesteryl glycinate anthraqui-none-2-carboxylamide and cholesteryl glycinate, 9,10-dimethyloxylanthracene-2-car-boxylamide, cholesteryl L-alaninate anthraquinone-2-carboxylamide, cholesteryl D-al-aninate anthraquinone-2-carboxylamide, cholesteryl L-phenylalaninate anthraquinone-2-carboxylamide and cholesteryl D-phenylalaninate anthraquinone-2-carboxylamide, respectively. In the same course, ten other cholesterol derivatives were obtained. The structures and compositions of all these sixteen compounds were characterized by elemental analysis, IR and 1HNMR spectroscopy and satisfied results were obtained.In the second part, the gelation properties of these cholesterol amino carboxylate anthraquinone-2-carboxylamides in common solvents were studied systematically. It is...