ALTERNATIVE PROCEDURES  FOR THE GREEN SYNTHESIS OF 3,7-BIS(N,N-(2-HYDROXYETHYL)AMINO)PHENOTHIAZINIUM DYE

Melinda GAL; Alexandru TURZA; Bianca STOEAN; Luiza GAINA; Castelia CRISTEA; Emese GAL; Tamas LOVASZ; Dan PORUMB; Luminita SILAGHI-DUMITRESCU

doi:10.24193/subbchem.2022.4.20

ALTERNATIVE PROCEDURES FOR THE GREEN SYNTHESIS OF 3,7-BIS(N,N-(2-HYDROXYETHYL)AMINO)PHENOTHIAZINIUM DYE

Authors

Melinda GAL Babeş-Bolyai University, Faculty of Chemistry and Chemical Engineering, 11 Arany Janos str., RO-400028, Cluj-Napoca, Romania. melinda.gal@.ubbcluj.ro
Alexandru TURZA Department of Mass Spectrometry, Chromatography and Applied Physics, National Institute for Research and Development of Isotopic and Molecular Technologies, 67-103 Donat str., RO-400293 Cluj-Napoca, România. aturza@itim-cj.ro https://orcid.org/0000-0002-1920-9272
Bianca STOEAN Babeş-Bolyai University, Faculty of Chemistry and Chemical Engineering, 11 Arany Janos str., RO-400028, Cluj-Napoca, Romania. bianca.stoean@ubbcluj.ro
Luiza GAINA Babeş-Bolyai University, Faculty of Chemistry and Chemical Engineering, 11 Arany Janos str., RO-400028, Cluj-Napoca, Romania. ioana.gaina@ubbcluj.ro https://orcid.org/0000-0002-1328-0107
Castelia CRISTEA Babeş-Bolyai University, Faculty of Chemistry and Chemical Engineering, 11 Arany Janos str., RO-400028, Cluj-Napoca, Romania. castelia.cristea@ubbcluj.ro https://orcid.org/0000-0003-1138-2596
Emese GAL Babeş-Bolyai University, Faculty of Chemistry and Chemical Engineering, 11 Arany Janos str., RO-400028, Cluj-Napoca, Romania. emese.gal@ubbcluj.ro https://orcid.org/0000-0003-4324-0787
Tamas LOVASZ Babeş-Bolyai University, Faculty of Chemistry and Chemical Engineering, 11 Arany Janos str., RO-400028, Cluj-Napoca, Romania. tamas.lovasz@ubbcluj.ro https://orcid.org/0000-0003-2923-7442
Dan PORUMB Babeş-Bolyai University, Faculty of Chemistry and Chemical Engineering, 11 Arany Janos str., RO-400028, Cluj-Napoca, Romania. ioan.porumb@ubbcluj.ro
Luminita SILAGHI-DUMITRESCU Babeş-Bolyai University, Faculty of Chemistry and Chemical Engineering, 11 Arany Janos str., RO-400028, Cluj-Napoca, Romania. lusi@chem.ubbcluj.ro https://orcid.org/0000-0001-8800-4839

DOI:

https://doi.org/10.24193/subbchem.2022.4.20

Keywords:

Phenothiazinium dye, mechanochemistry, sonochemistry, XRD, UV-vis absorption spectroscopy

Abstract

Two experimental procedures implying mechanochemical and ultrasounds assisted protocols were assessed as alternatives to
the classical synthesis of the title MB analogue, based on the substitution of the phenothiazinium tetraiodide with diethanolamine nucleophile. These greener alternatives required a much shorter reaction time and consequently less energy consumption. The sonochemical procedure gave a crystalline reaction product demanding a facile purification. UV-vis spectroscopic analysis emphasized the optical properties of the 3,7-bis(N,N-(2-hydroxyethyl)amino)phenothiazinium dye characterized by an intense absorption maxima situated at 663 nm and weak fluorescence emission in aqueous solution (quatum yield 0.7% relative to methylene blue standard) with the emission maxima situated at 685 nm (Stokes shift 484 cm^-1). The solid state structure of the dye was determined by X-ray diffraction.

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STUDIA UBB CHEMIA, Volume 67 (LXVII), No. 4, December 2022

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Published

2022-12-30

How to Cite

GAL, M., TURZA, A., STOEAN, B., GAINA, L., CRISTEA, C., GAL, E., … SILAGHI-DUMITRESCU, L. (2022). ALTERNATIVE PROCEDURES FOR THE GREEN SYNTHESIS OF 3,7-BIS(N,N-(2-HYDROXYETHYL)AMINO)PHENOTHIAZINIUM DYE. Studia Universitatis Babeș-Bolyai Chemia, 67(4), 303–314. https://doi.org/10.24193/subbchem.2022.4.20