研究目的
Investigating the development of new Rhodamine derivatives from ketohydrazones for metal ions and pH sensing.
研究成果
The study successfully developed aluminum and copper ion sensing chemosensors through the condensation of rhodamine-hydrazine and diketones. The prepared hydrazone rhodamines were effective in detecting Al3+ through intense fluorescence and Cu2+ through absorptive color change, albeit with limitations in fluorescence detection for Cu2+.
研究不足
The study focused on the development of Rhodamine derivatives for Al3+ and Cu2+ detection, with limitations in fluorescence detection for Cu2+ due to its paramagnetic quenching effect.
1：Experimental Design and Method Selection:
The study involved the condensation of rhodamine-hydrazine with 2,4-pentanedione and 1,3-cyclohexanedione to afford stable enol hydrazone and enamine rhodamines.
2：Sample Selection and Data Sources:
Rhodamine B, hydrazine, 1,2-/1,3-cyclohexanedione and 2,4-pentanedione were purchased from Sigma-Aldrich Co.
3：List of Experimental Equipment and Materials:
Column chromatography was performed on silica gel. 1H nuclear magnetic resonance (NMR) and 13C NMR spectroscopy experiments were conducted using a Bruker AM-300 spectrometer. UV-Vis spectra were measured using a Jasco V-570 UV-Vis spectrometer. Fluorescence spectra were recorded in a Hitach F-4600 fluorescence spectrometer. Elemental analysis was run on a Vario EL elemental analyzer.
4：Experimental Procedures and Operational Workflow:
The synthesis involved refluxing the mixture of rhodamine-hydrazine and carbonyl compounds in benzene, followed by purification through column chromatography.
5：Data Analysis Methods:
The binding constants of the rhodamine-metal complexes were calculated from absorbance upon metal concentration.
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Bruker AM-300 spectrometer
AM-300
Bruker
Used for 1H and 13C NMR spectroscopy experiments to characterize molecular structures.
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Jasco V-570 UV-Vis spectrometer
V-570
Jasco
Used to measure UV-Vis spectra.
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Hitach F-4600 fluorescence spectrometer
F-4600
Hitach
Used to record fluorescence spectra.
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Rhodamine B
Sigma-Aldrich Co.
Used as a starting material for the synthesis of Rhodamine derivatives.
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hydrazine
Sigma-Aldrich Co.
Used in the condensation reaction to form hydrazone-bound Rhodamine.
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1,2-/1,3-cyclohexanedione
Sigma-Aldrich Co.
Used in the condensation reaction with Rhodamine-hydrazine to form ketohydrazone Rhodamines.
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2,4-pentanedione
Sigma-Aldrich Co.
Used in the condensation reaction with Rhodamine-hydrazine to form enol hydrazone and enamine Rhodamines.
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Vario EL elemental analyzer
EL
Vario
Used for elemental analysis.
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