Design and synthesis of highly selective fluorine ion probes become particularly important owing to the specific role of fluorine ion in chemical and biomedical progresses. As a new-type of fluorescent material, conjugated polymers with unique photometric properties have been widely researched by scientists in the field of the fluorescence sensors. In this study, the polymer PBTPV-OSi containing benzothiazole moiety is synthesized via palladium-catalyzed Heck coupling reaction. This polymer not only exhibits good solubility in organic solvents but also shows high selectivity for fluorine ion detection in comparison to other anions. Upon addition of F− to PBTPV-OSi solution, Si–O cleavage of PBTPV-OSi leads to the fluorescence quenching of the polymer in tetrahydrofuran dramatically, and the detection limit is 8 × 10−6 mol/L. Moreover, besides detecting fluorine ion from organic phase, the probe can also effectively detect potassium fluoride from inorganic phase. More importantly, a naked-eye detectable chromogenic and fluorogenic dual response to fluorine ion (F−) can be visibly noted and the detection process of fluorine ion is relatively fast.

AbstractTwo benzimidazole-based conjugated polyelectrolytes (+)-PPBIPV and (-)-PPBIPV which have opposite charges on their side chains were synthesized via Heck coupling reaction and characterized by 1H-NMR, UV-vis and PL spectroscopy. These two polyelectrolytes are both consisted of benzimidazole derivatives and phenylenevinylene units. The absorption and emission spectra reveal that the polymers both have solvent-dependency and concentration-dependency, and they exhibit aggregation effect in aqueous solution. In the respect of ion detection, the aqueous solution of (+)-PPBIPV has excellent selectivity and sensitivity for Fe3+. Moreover, Pd2+ can almost completely quench the fluorescence of (+)-PPBIPV in methanol solution, and its quenching constant KSV is 5.93×104 M-1. For (-)-PPBIPV, Sn2+ can double the fluorescence intensity of its aqueous solution, while (-)-PPBIPV has good identification for Fe3+ in methanol with a KSV = 3.44×105 M-1. Hence, two polyelectrolytes have considerable potential to become effective fluorescent sensing materials for some specific metal ions. All of the stoichiometric relationships between metal ions and conjugated polyelectrolytes were calculated using Benesi-Hildebrand equation.