Two azo dyes were prepared with mono and bis sulfonamide groups ortho diazo group respectively, 2-(4-methylbenzenesulfonamido)-2'-amino azobenzene (L1) and 2,2'-bis 4-methylbenzenesulfonamido azobenzene (L2), that recognized F À anions with color change from yellow to orange red in aprotic solvents. The quantitative detection of F À via UV absorption intensity is available, as the plot of absorbance of L2 vs F À (37.5 ∼ 150 μM) concentration showed a good linear relation in DMF solution (R 2 = 0.9960). The low detection limit of L2 for F À is 8.74 μM. The binding mechanism of L1 and L2 with F À in aprotic solvents solvent was supposed as sulfonamide group reacted with two fluoride anions along with the deprotonating process, which has demonstrated by UV-Vis spectra, 1 HNMR titration, DFT calculation and relative chemical reaction. The deprotonated (anionic) forms of L2 combined with F À are re-protonated in present of water. The L2-F have been used as colorimetric sensors exhibiting high sensitivity for water in DMSO, DMF, CH 3 CN, and THF with the detection limit of 0.0107 %, 0.0116 %, 0.0013 % and 0.0032 wt%, respectively.