Optical determination of low-level water concentrations in organic solvents using fluorescent acridinyl dyes and dye-immobilized polymer membranes

Daniel Citterio, K. Minamihashi, Y. Kuniyoshi, H. Hisamoto, S. I. Sasaki, K. Suzuki

Research output: Contribution to journalArticle

90 Citations (Scopus)

Abstract

The fluorescent acridinyl indicators 4-(9-acridinyl)-N-(5-hexenyl)-N-methylaniline (KD-F0011), 6-(9-acridinyl)-1,2,2,3-tetramethyl-2,3-dihydro-1H-perimidine (KD-F0021), and 6-(9-acridinyl)-2-(3-butenyl)-1,2,3-trimethyl-2,3-dihydro-1H-perimidine (KD-F0022) were designed, synthesized, and applied for highly sensitive optical determination of low-level water in organic solvents. All these dyes were found useful as fluorescence indicators for the detection of water below 1% (v/v) in different solvent media with a low detection limit of 0.002% (v/v) or 20 mg/L (22 ppm by weight) for KD-F0021 in THF solution. Sensing membranes made from poly(ethylene glycol) dimethacrylate by photocopolymerization with the indicator KD-F0011 were also prepared. Using the membrane sensor, the lowest detection limit of 0.001% (v/v) or 14 mg/L (20 ppm) water was achieved in diethyl ether samples. This system enables the continuous monitoring of the water content in a flow-through arrangement, where single-wavelength excitation (404 nm) and single-wavelength detection (532 nm) can be used for the fluorescence determination, allowing a simple measurement setup. In a continuous-flow experiment using THF samples, fully reversible and fast signal changes with t95% = 1-2 min for water concentrations up to 0.50% (v/v) were observed. A detection limit of 0.004% (v/v) or 40 mg/L (45 ppm) water in THF was achieved. These characteristics make this type of sensor a useful tool for the online continuous monitoring of water present as an impurity in organic media, which is difficult to achieve using a Karl Fischer instrument.

Original languageEnglish
Pages (from-to)5339-5345
Number of pages7
JournalAnalytical Chemistry
Volume73
Issue number21
DOIs
Publication statusPublished - 2001 Nov 1

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Water levels
Organic solvents
Polymers
Coloring Agents
Membranes
Water
Fluorescence
Wavelength
Monitoring
Sensors
Ether
Water content
Impurities
Experiments
perimidine

ASJC Scopus subject areas

  • Analytical Chemistry

Cite this

Optical determination of low-level water concentrations in organic solvents using fluorescent acridinyl dyes and dye-immobilized polymer membranes. / Citterio, Daniel; Minamihashi, K.; Kuniyoshi, Y.; Hisamoto, H.; Sasaki, S. I.; Suzuki, K.

In: Analytical Chemistry, Vol. 73, No. 21, 01.11.2001, p. 5339-5345.

Research output: Contribution to journalArticle

Citterio, Daniel ; Minamihashi, K. ; Kuniyoshi, Y. ; Hisamoto, H. ; Sasaki, S. I. ; Suzuki, K. / Optical determination of low-level water concentrations in organic solvents using fluorescent acridinyl dyes and dye-immobilized polymer membranes. In: Analytical Chemistry. 2001 ; Vol. 73, No. 21. pp. 5339-5345.
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abstract = "The fluorescent acridinyl indicators 4-(9-acridinyl)-N-(5-hexenyl)-N-methylaniline (KD-F0011), 6-(9-acridinyl)-1,2,2,3-tetramethyl-2,3-dihydro-1H-perimidine (KD-F0021), and 6-(9-acridinyl)-2-(3-butenyl)-1,2,3-trimethyl-2,3-dihydro-1H-perimidine (KD-F0022) were designed, synthesized, and applied for highly sensitive optical determination of low-level water in organic solvents. All these dyes were found useful as fluorescence indicators for the detection of water below 1{\%} (v/v) in different solvent media with a low detection limit of 0.002{\%} (v/v) or 20 mg/L (22 ppm by weight) for KD-F0021 in THF solution. Sensing membranes made from poly(ethylene glycol) dimethacrylate by photocopolymerization with the indicator KD-F0011 were also prepared. Using the membrane sensor, the lowest detection limit of 0.001{\%} (v/v) or 14 mg/L (20 ppm) water was achieved in diethyl ether samples. This system enables the continuous monitoring of the water content in a flow-through arrangement, where single-wavelength excitation (404 nm) and single-wavelength detection (532 nm) can be used for the fluorescence determination, allowing a simple measurement setup. In a continuous-flow experiment using THF samples, fully reversible and fast signal changes with t95{\%} = 1-2 min for water concentrations up to 0.50{\%} (v/v) were observed. A detection limit of 0.004{\%} (v/v) or 40 mg/L (45 ppm) water in THF was achieved. These characteristics make this type of sensor a useful tool for the online continuous monitoring of water present as an impurity in organic media, which is difficult to achieve using a Karl Fischer instrument.",
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