We report on a novel colorimetric and fluorometric chemosensor for fluoride ions based on 4( 2-acryloyloxyethylamino)-7-nitro-2,1,3-benzoxadiazole (NBDAE)-labeled polymers. Upon gradual addition of fluoride ions (F-), the green fluorescence emission of NBDAE moieties can be dramatically quenched, accompanied with the distinct colorimetric transition from green to yellow. NBDAE moieties are capable of selectively recognizing F- ions via hydrogen-bonding (H-bonds) interactions at low F- concentration and subjected to further deprotonation process at high F- concentration. NBDAE-labeled polymers in organic solvents possess high selectivity and fluorescence "turn-off" characteristics toward the sensing of F- ions with the detection limit down to approximate to 0.8 mu M.