Colorimetric and fluorometric pH sensor based on bis(methoxycarbonyl)ethenyl functionalized BODIPY

TEKNİKEL E., ÜNALEROĞLU C.

DYES AND PIGMENTS, vol.120, pp.239-244, 2015 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 120
  • Publication Date: 2015
  • Doi Number: 10.1016/j.dyepig.2015.04.021
  • Journal Name: DYES AND PIGMENTS
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.239-244
  • Keywords: pH sensor, Colorimetric sensor, Fluorometric sensor, BODIPY, Knoevenagel condensation, Ester, INDUCED EMISSION ENHANCEMENT, BORON-DIPYRROMETHENE DYES, PHOTOPHYSICAL PROPERTIES, RATIONAL DESIGN, METAL-ION, FLUORESCENCE, AGGREGATION, WATER, PROBES, DERIVATIVES
  • Hacettepe University Affiliated: Yes

Abstract

We report a difluoroboradiaza-s-indacene (BODIPY) dye substituted with bis(methoxycarbonyl)ethenyl at 3 and 5 positions as a near-IR colorimetric and fluorometric "on-off' pH sensor. The sensor absorbs and emits light at ca. 600 nm with high absorbance and fluorescence intensities (log(epsilon) = 5.0, phi f = 0.77 in ethanol) and basification causes dramatic changes on these optical properties. The sensor reversibly responses to pH changes between 7.0 and 10.0 in ethanol/water and can easily be synthesized from 1,9-diformyldipyrromethane with a one pot procedure. (C) 2015 Elsevier Ltd. All rights reserved.