Synthesis and chemosensory application of water-soluble polyfluorenes containing carboxylated groups.

Abstract

Detection of metal ions in aqueous solutions is a major issue for environmental protection. Conjugated polyelectrolytes showing high sensitivity and selectivity towards the detection of metal ions are highly desirable. We report a water-soluble polyfluorene containing carboxylated groups (P1), poly[9,9'-bis(3''-propanoate)fluoren-2,7-yl] sodium salt, which shows high recognition capability toward Cu(+) and Cu(2+). P1 was prepared via the hydrolysis of poly[9,9'-bis(tert-butyl-3''-propanoate)fluoren-2,7-yl] (P0) which was synthesized by Suzuki coupling polymerization. The photoluminescence (PL) spectra of P1 in aqueous solution are significantly quenched in the presence of Cu(+) and Cu(2+). P1 shows high selectivity and sensitivity toward Cu(+) and Cu(2+), with the Stern-Volmer constants (Ksv) being 3.5 × 10(6) and 5.78 × 10(6) M(-1), respectively. Moreover, the stoichiometric ratio of the P1 repeat unit to Cu(+) or Cu(2+) is 2 : 1 obtained from Job's plot. P1 maintains high selectivity towards Cu(+) or Cu(2+) in the presence of various metal cations. Our results demonstrate that P1 shows very high sensitivity and selectivity in recognizing Cu(+) and Cu(2+), indicating that it is a promising functional material for chemical sensors.