SYNTHESIS AND PHOTOPHYSICAL INVESTIGATION OF AIEGEN DYES BEARING QUINOLINE AND BODIPY SCAFFOLDS

Authors

  • Yavuz Derin Department of Chemistry, Faculty of Arts and Sciences, Sakarya University, Sakarya 54050, Turkey
  • Barış Seçkin Arslan Department of Chemistry, Faculty of Arts and Sciences, Sakarya University, Sakarya 54050, Turkey
  • Büşra Albayrak Mısır Department of Chemistry, Faculty of Arts and Sciences, Sakarya University, Sakarya 54050, Turkey
  • İlkay Şişman Department of Chemistry, Faculty of Arts and Sciences, Sakarya University, Sakarya 54050, Turkey Biomedical, Magnetic and Semiconductor Materials Research Center (BIMAS-RC), Sakarya University, Sakarya 54050, Turkey
  • Mehmet Nebioğlu Department of Chemistry, Faculty of Arts and Sciences, Sakarya University, Sakarya 54050, Turkey Biomedical, Magnetic and Semiconductor Materials Research Center (BIMAS-RC), Sakarya University, Sakarya 54050, Turkey
  • Ahmet Tutar Department of Chemistry, Faculty of Arts and Sciences, Sakarya University, Sakarya 54050, Turkey

DOI:

https://doi.org/10.1007/5689

Keywords:

BODIPY, quinoline, aggregation-induced emission, fluorescence quantum yield.

Abstract

Quinoline-based BODIPY AIEgen dyes were synthesized and the structures were elucidated by 1H, 13C, 19F NMR, FT-IR spectroscopy and mass spectrometry methods. Their photophysical properties were investigated. The dyes showed fluorescence quantum yield in the range of 0.16–1.29% in MeOH. It was found that the presence of methoxy group and tetrazole moiety led to blue and red spectral shift, respectively, of the UV absorption maxima of these dyes compared to their chloroquinoline analog. Stokes shifts of the dyes were in the range of 637–955 cm–1. Aggregation-induced emission behavior of the dyes was investigated in EtOH–H2O mixture so that the dyes
exhibited 1.6- to 2.3-fold fluorescence enhancement.

Author Biography

Yavuz Derin, Department of Chemistry, Faculty of Arts and Sciences, Sakarya University, Sakarya 54050, Turkey

Sakarya University, Department of Chemistry, Faculty of Arts and Sciences, Sakarya 54187, Turkey

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Published

2020-12-18

Issue

Vol. 56 No. 12 (2020)

Section

Original Papers