Synthesis of fluorine containing polypropylene (PP F) from chlorinated polypropylene (PP Cl) via Cu(I) catalyzed Huisgen type 1,3-dipolar cycloaddition (CuAAC) and its water repellency properties are demonstrated. Initially, clickable azido-functional polypropylene (PP N 3 ) and alkyne-functionalized fluorine compound (F Al) are independently prepared by nucleophilic substitution of PP Cl with azidotrimethylsilane-tetrabutylammonium fluoride and esterification reactions of 2,2,3,3,4,4,5,5-octafluoro-1-pentanol with 4-pentyonic acid. The CuAAC reaction between PP N 3 and F Al leads to corresponding PP F under mild conditions. The chemical structures and surface properties of desired PP F are characterized by Fourier transform infrared, 1 H-NMR, differential scanning calorimetry, scanning electron microscopy, atomic force microscope, and contact angle analyses. Based on water contact angle (WCA) measurement, it is found that both PP Cl and PP N 3 films have shown similar hydrophobicity, whereas the WCA of PP F is surprisingly decreased due to the presence of ester and triazole groups coming from F Al compound and the clicked product. This facile modification procedure could be utilized in order to alter the wetting or thermal properties of the commercial polymers for potential applications.