Analytical chemistry council


(Metody i Ob''ekty Himicheskogo Analiza)

An international journal devoted to all aspects of Analytical chemistry

ISSN 2413-6166 (Online), ISSN 1991-0290 (Print)

Kiev University

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4-Amino-benzo[f]isoindole-1,3-dione Derivatives as Turn-on Fluorescent Indicators for Water Determination in Acetonitrile

R. Linnik*, I. Levkov, A. Chemnyi, O. Radchenko, Z. Voitenko, O. Zaporozhets

* Corresponding authors
Taras Shevchenko National University of Kyiv, Faculty of Chemistry, 64/13, Volodymyrska Str., Kyiv, Ukraine, 01601;

Methods Objects Chem. Anal., 2018, 13(4), p. 183-191 

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4-Amino-9-(2,5-dioxo-pyrrolidin-1-phenyl-3-yl)-1-phenyl-benzo[f]isoindole-1,3-dione (1) and 4-amino-9-(2,5- dioxo-1-(4-methylphenyl)-pyrrolidin-3-yl)-1-(4-methylphenyl)-benzo[f]isoindole-1,3-dione (2) were studied as fluorescent indicators for water determination in acetonitrile. The intensity of fluorescence of these compounds in acetonitrile solutions increases in presence of water along with red shift of the emission peak. Intensity-based and wavelength-based procedures of water determination in acetonitrile are suggested with detection limit of 0.2 % (v/v) H2O in both cases. The linear response covers a concentration range of 0.2–20 % (v/v). The relative standard deviation at 1 % (v/v) water content is 0.20. The interferences of acetic acid, ammonia and metal ions have been studied. Ammonia and acetic acid don’t interfere with the determination of water by wavelength-based fluorescence technique. In intensity-based mode the determination of water is possible at concentration of these impurities up to 0.25 and 0.02 mol·L -1, respectively. Cu(II) ions have almost no effect on fluorescence of indicators up to 1·10 -5 mol·L -1 ; Zn (II) ions enhance fluorescence of 1 at concentration ≥ 5·10-6 mol·L-1 . The 4-amino-benzo[f]- isoindole-1,3-dione-based fluorescent indicators are pH-insensitive.

Keywords: 4-amino-benzo[f]isoindole-1,3-dione derivatives, turn-on fluorescence detection, water content, acetonitrile, solvatochromic shift

Article language: Ukr

Publisher:Taras Shevchenko National University, Kiev Ukraine

(Analytical chemistry department at Taras Shevchenko National University, 64 Vladimirskaya STR., Kiev, 01601 UKRAINE),, +380-44-2393345

Papers published in Methods and Objects of Chemical Analysis are considered as publications suitable for PhD thesis

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