The new type of stationary bonded phases for liquid chromatography with immobilized artificial membrane properties was synthesized. Based on the modification of diol-bonded silica gel the cholesterol-ester and alkyl-ester stationary phases were obtained. The structures of synthesized material were confirmed by different physico-chemical techniques such as elemental analysis, infrared spectroscopy (FTIR), (13)C CP/MAS NMR and chromatography. Synthesized stationary phases were characterized and visualized by computer modeling that indicates the regions of potential hydrophobic and polar interactions. Synthesized material possess residual hydroxyl groups that reduce the hydrophobicity of the material and causes better stability at high water concentration. Due to surface properties these materials are became polar embedded stationary phases.