Strongly Emitting Fluorophores Based on 1-Azaperylene Scaffold

Gryko, Daniel T.; Piechowska, Joanna; Gałęzowski, Michał

doi:10.1021/jo902443s

Cited by 68 publications

(63 citation statements)

References 65 publications

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“…Emission peak of high intensity at 500-513 nm for different dyes corresponds to absorption peak in the range of 445-448 nm. This observed phenomenon of absorption and emission verifies the mirror image rule [13].…”

Section: Fluorescence Investigationsupporting

confidence: 79%

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Optical, Electrochemical and Thermoanalytical Investigations on Newly-Synthesized Perylene-3,4,9,10-Dianhydride Fluorescent Dyes

2015

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A series of dyes using tetrachloroperylene dianhydride as fluorescent chromophore was synthesized by the substitution of suitable aliphatic and alicyclic alcohols in alkaline medium, and evaluation of dyes was done for their optical, electrochemical and thermal properties. These dyes exhibited absorption maxima λmax in the range of 440-460 nm in aqueous medium due to the presence of highly-conjugated framework. Fluorescence spectra of these dyes in water showed sharp emission peaks with small bandwidths and large fluorescence rate constants, i e., 1.36 × 10(8) to 2.25 × 10(8) S(-1). Redox potential E1/2 and band gap energy Eg were observed in the range of -0.689 to -0.784 and 2.530 to 2.610 eV, respectively. Thermal stability was noticed up to 300 °C on the basis of TG and DTA findings. The structures of perylene-azo dyes were confirmed by FTIR and NMR spectroscopy. Graphical Abstract Optical, electrochemical and thermoanalytical investigations on newly-synthesized perylene-3,4,9,10-dianhydride fluorescent dyes.

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Section: Fluorescence Investigationsupporting

confidence: 79%

“…Fluorescence spectra were recorded by selecting different excitation wavelengths of the source as excitation spectrum is dependent on emission intensity at single wavelength upon various excitation wavelengths [13] (Fig. 3).…”

Section: Fluorescence Investigationmentioning

confidence: 99%

Optical, Electrochemical and Thermoanalytical Investigations on Newly-Synthesized Perylene-3,4,9,10-Dianhydride Fluorescent Dyes

2015

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“…HBQs seems a very good group to study some of the abovementioned phenomena and also to establish whether these compounds are tautomeric or not, considering that 12-hydroxy-1-azaperylene, a close analogue, has been found to be tautomeric [19,20,21]. …”

Section: Introductionmentioning

confidence: 99%

Deuterium Isotope Effects on 13C-NMR Chemical Shifts of 10-Hydroxybenzo[h]quinolines

2013

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Deuterium isotope effects on 13C-NMR chemical shifts are investigated in a series of 10-hydroxybenzo[h]quinolines (HBQ’s) The OH proton is deuteriated. The isotope effects on 13C chemical shifts in these hydrogen bonded systems are rather unusual. The formal four-bond effects are found to be negative, indicating transmission via the hydrogen bond. In addition unusual long-range effects are seen. Structures, NMR chemical shifts and changes in nuclear shieldings upon deuteriation are calculated using DFT methods. Two-bond deuterium isotope effects on 13C chemical shifts are correlated with calculated OH stretching frequencies. Isotope effects on chemical shifts are calculated for systems with OH exchanged by OD. Hydrogen bond potentials are discussed. New and more soluble nitro derivatives are synthesized.

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“…Synthesis of SJA azo hybrid fluorescent dyes SJA-1 to SJA-7 has been accomplished in dry distilled DMF solvent at temperature 110°C [31,32]. Temperature was not allowed to go beyond this temperature to avoid the decomposition of DMF, which may impart its role for substitution of nitrogen in the ring in place of oxygen.…”

Section: Resultsmentioning

confidence: 99%

Spectroscopic and electrochemical behavior of newly synthesized high fluorescent symmetric 4′-nitrophenyl-3,4,9,10-perylenebisdiimide-azo hybrid dyes

Saeed

Shabir

Mahar

et al. 2015

Spectrochimica Acta Part A: Molecular and Biomolecular Spectros

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Strongly Emitting Fluorophores Based on 1-Azaperylene Scaffold

Cited by 68 publications

References 65 publications

Optical, Electrochemical and Thermoanalytical Investigations on Newly-Synthesized Perylene-3,4,9,10-Dianhydride Fluorescent Dyes

Optical, Electrochemical and Thermoanalytical Investigations on Newly-Synthesized Perylene-3,4,9,10-Dianhydride Fluorescent Dyes

Deuterium Isotope Effects on 13C-NMR Chemical Shifts of 10-Hydroxybenzo[h]quinolines

Spectroscopic and electrochemical behavior of newly synthesized high fluorescent symmetric 4′-nitrophenyl-3,4,9,10-perylenebisdiimide-azo hybrid dyes

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