SYNTHESIS OF PHENOLIC BODIPY-BASED FLUORESCENT SENSOR FOR DETECTION OF ANTHRACENE
Lenggah Purwandari(1,) Muhammad Yudhistira Azis(2), Dikhi Firmansyah(1*)

1) Organic Chemistry Division, Bandung Institute of Technology, Jalan Ganesha 10, Bandung, 40132, Indonesia.

2) Analytical Chemistry Research Group, Bandung Institute of Technology, Jalan Ganesha 10, Bandung, 40132, Indonesia.

Abstract

PAH exposure in ambient air comes from tobacco, smoke, and vehicle exhaust emissions. Due to their carcinogenic properties, it needs to be monitored. Anthracene (ANT) is tricyclic PAH on the EPA^s priority polutan lists, it is ubiquitous in the atmosphere and aqueous media. Despite its very low solubility in water (0,04 mg/L), it remains a highly toxic micropollutant. Previously, Boron-dipyrromethene (BODIPY)-PAH interaction was reported. Compared to phenyl BODIPY, phenolic BODIPY showed better fluorescent sensing for PAH. In this research, we synthesized phenolic-BODIPY (i.e., vanillin-BODIPY) to further study the interaction.1H NMR and 13C NMR studies were carried out to investigate the structure of BODIPY. Isosbestic absorption points were obtained on anthracene titration with vanillin-BODIPY (362 nm, 369 nm, 379 nm) and fluorescence studies of anthracene addition to vanillin-BODIPY showed an increased intensity. These results indicate a weak interaction that led to a fluorescence enhancement in a linear fashion, showing phenolics BODIPY could be a potential candidate for fluorescence anthracene sensors.

Keywords: Phenolic-BODIPY, Anthracene interaction, Fluorescence, Chemical sensors

Topic: CHEMISTRY AND MATERIAL SCIENCES