Optical sensing of aqueous boron based on polymeric hydroxytriphenylene derivatives

Abstract

The detection of boron in natural water and wastewaters is still limited to a few methods, requiring a compromise between sensitivity, reliability and accessibility. Here we present a novel polymeric fluorescent boron sensor with excellent water solubility, boron sensitivity, ease of handling, which can be easily recovered and reused. The new off-on fluorescent boron sensor is able to detect and quantify ppb amounts of boron in water, with a limit of detection of 10 ppb of boron, both for boric acid and phenylboronic acid. The sensor was prepared by copolymerizing methacrylic acid with a polymerizable asymmetric hexa-substituted triphenylene, obtained by oxidative cyclization of biphenyl and catechol precursors.

Sequential Formal [4+1]‐Cycloaddition, C−H Functionalization and Suzuki–Miyaura Cross‐Coupling for the Synthesis of Trisubstituted Isoxazolines

“…R f = 0.18 (PE/EA 3 : 1); 1 H NMR (300 MHz, CDCl 3 ): δ 7.10 (dd, J =8.2, 2.0 Hz, 2H, 6‐H Ar and 6‘‐H Ar ), 7.06 (d, J =2.0 Hz, 2H, 2‐H Ar and 2‘‐H Ar ), 6.93 (d, J =8.2 Hz, 2H, 5‐H Ar and 5‘‐H Ar ), 3.95 (s, 6H, 2×CH 3 O), 3.92 (s, 6H, 2×CH 3 O) ppm. NMR matches previously reported data [30] …”

Bright and Stable Nanomaterials for Imaging and Sensing

“…One approach to incorporating fluorescent dyes or sensor groups in the polymer chains is to modify them with polymerizable groups. For example, a new fluorescent boron sensor, 2,3,6,7,10,11-Hexahydroxytriphenylene [58], was modified with an acrylate group for copolymerization with acrylic acid to increase the signal in boron detection (Figure 2) [59][60][61]. Although this strategy can be quite cumbersome, it can be adapted for different fluorescent dyes [62,63] in order to incorporate them in different polymer chains [64][65][66][67][68][69].…”