Saltar al contenido
Merck
  • Novel Coumarin Substituted Water Soluble Cyclophosphazenes as "Turn-Off" Type Fluorescence Chemosensors for Detection of Fe(3+) ions in Aqueous Media.

Novel Coumarin Substituted Water Soluble Cyclophosphazenes as "Turn-Off" Type Fluorescence Chemosensors for Detection of Fe(3+) ions in Aqueous Media.

Journal of fluorescence (2015-10-01)
Gönül Yenilmez Çiftçi, Elif Şenkuytu, Mustafa Bulut, Mahmut Durmuş
RESUMEN

In the present work, 3-[2-(diethylamino)ethyl]-7-oxy-4-methylcoumarin substituted cyclotriphosphazene (4) and cyclotetraphosphazene (5) derivatives were synthesized by the reactions of hexachlorocyclotriphosphazene (1) or octachlorocyclotetraphosphazene (2) with 3-[2-(diethylamino)ethyl]-7-hydroxy-4-methylcoumarin (3) for the first time. The quaternized cationic (6 and 7) and zwitterionic (8 and 9) derivatives of these compounds (4 and 5) were obtained by the reactions of dimethyl sulfate and 1,3-propanesultone, respectively. All newly synthesized cyclophosphazene compounds (4-9) were fully characterized by elemental analysis and general spectroscopic techniques such as FT-IR, (31)P-NMR, (1)H-NMR and MALDI-TOF mass. All these coumarin substituted cyclophosphazene compounds (4-9) were soluble in most of organic solvents and quaternized ionic and zwitterionic compounds (6-9) also showed excellent solubility in water. The fluorescence behaviors of novel cyclophosphazene compounds were investigated in methanol and water solutions. The chemosensor properties of newly synthesized water soluble quaternized ionic and zwitterionic cyclotriphosphazene and cyclotetraphosphazene derivatives (6-9) were investigated in aqueous media. These cyclophosphazene derivatives showed fluorescence chemosensor behavior with high selectivity for Fe(3+) ions in aqueous solution.

MATERIALES
Referencia del producto
Marca
Descripción del producto

Sigma-Aldrich
Óxido de deuterio, 99.9 atom % D
Sigma-Aldrich
Acetato de etilo, ACS reagent, ≥99.5%
Sigma-Aldrich
Cloroformo-d, 99.8 atom % D
Sigma-Aldrich
Diclorometano, contains 40-150 ppm amylene as stabilizer, ACS reagent, ≥99.5%
Sigma-Aldrich
Tetrahidrofuran, contains 250 ppm BHT as inhibitor, ACS reagent, ≥99.0%
Sigma-Aldrich
Hexano, ReagentPlus®, ≥99%
Sigma-Aldrich
Cloroformo-d, 99.8 atom % D, contains 0.03 % (v/v) TMS
Sigma-Aldrich
Hexano, Laboratory Reagent, ≥95%
Sigma-Aldrich
Carbonato de cesio, ReagentPlus®, 99%
Sigma-Aldrich
Diclorometano, ACS reagent, ≥99.5%, contains 40-150 ppm amylene as stabilizer
Sigma-Aldrich
Óxido de deuterio, 99.9 atom % D, contains 0.05 wt. % 3-(trimethylsilyl)propionic-2,2,3,3-d4 acid, sodium salt
Sigma-Aldrich
Cloroformo-d, 99.8 atom % D, contains 0.05 % (v/v) TMS
Sigma-Aldrich
Carbonato de cesio, 99.9% trace metals basis
Sigma-Aldrich
Cloroformo-d, 99.8 atom % D, contains 1 % (v/v) TMS
Sigma-Aldrich
1,3-Propanesultone, 98%
Sigma-Aldrich
Cloroformo-d, 99.8 atom % D, contains 0.1 % (v/v) TMS
Sigma-Aldrich
Dimethyl sulfate, ≥99%
Sigma-Aldrich
Óxido de deuterio, 99.9 atom % D, contains 0.75 wt. % 3-(trimethylsilyl)propionic-2,2,3,3-d4 acid, sodium salt
Sigma-Aldrich
Tetrahidrofuran, ACS reagent, ≥99.0%, contains 250 ppm BHT as inhibitor
Sigma-Aldrich
Diclorometano, ACS reagent, ≥99.5%, contains 40-150 ppm amylene as stabilizer
Sigma-Aldrich
Cloroformo-d, ≥99.8 atom % D, contains 0.5 wt. % silver foil as stabilizer, 0.03 % (v/v) TMS
Sigma-Aldrich
1,3-Propanesultone, ≥99%
Sigma-Aldrich
Óxido de deuterio, filtered, 99.8 atom % D
Sigma-Aldrich
Acetato de etilo, ≥99%, FCC, FG
Sigma-Aldrich
Cloroformo-d, ≥99.8 atom % D, contains 0.5 wt. % silver foil as stabilizer
Sigma-Aldrich
Cloroformo-d, "100%", 99.95 atom % D
Sigma-Aldrich
Óxido de deuterio, 99.9 atom % D, contains 1 % (w/w) 3-(trimethylsilyl)-1-propanesulfonic acid, sodium salt (DSS)
Sigma-Aldrich
Cloroformo-d, ≥99.8 atom % D, anhydrous
Sigma-Aldrich
Acetato de etilo
Sigma-Aldrich
Dimethyl sulfate, ≥99.5%