Calix[4]arene-porphyrin and its Palladium(II) and Zinc(H) complexes are synthesized and studied at air/water interface and in Langmuir-Blodgett film. Their properties are measured by pressure-area isotherm, UV-Visible and Fourier transform infrared spectroscopy. Molecular geometry of the calix[4]arene-porphyrin compound is optimized at ab initio RHF/STO-3G level. UV-Visible spectra of the three compounds confirm that the pi-pi interaction of porphyrin moieties induces H-aggregation of the calix[4]arene-porphyrin and its Palladium complex and J-aggregation of its Zinc complex in Langmuir-Blodgett film. The ordering of alkyl chain for the three compounds is discussed based on infrared data, which is confirmed by their pressure-area isotherms at aqueous subphase.