Preparation and application of Al<3+> fluorescent probe based on rhodamine B derivative
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A technology of fluorescent probes and derivatives, applied in the direction of fluorescence/phosphorescence, luminescent materials, chemical instruments and methods, etc., to achieve high yield, low detection limit, and good selectivity
Inactive Publication Date: 2016-02-24
HAINAN MEDICAL COLLEGE
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But on Al 3+ There are few reports on detection
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Embodiment 1
[0022] Synthesis of rhodamine B derivative P compound shown in formula 1 (see figure 1 ):
[0023] 1mmol rhodamine B hydrazinolysis product (X.F.YangX.Q.Guo, Y.B.Zhao, Talanta, 2002, 57, 883890.) and 5mmol glyoxal in absolute ethanol, stirred at room temperature for 6-8h, filtered, and then used Wash with absolute ethanol and dry to obtain the intermediate compound.
[0024] Then the obtained intermediate was reacted with o-aminophenol in absolute ethanol at 80°C for 4 hours at a molar ratio of 1:1. Petroleum ether-ethyl acetate is used as eluent to obtain yellow solid P through chromatographic column separation; Wherein, petroleum ether:ethyl acetate (v:v)=5:1, productive rate 85% (see figure 2 and 3 ).
[0025] From figure 2 Molecular ion peaks and image 3 The chemical shift of H in can be used to know the formation of rhodamine B derivative P.
[0026] Rhodamine B derivatives (P) to Al 3+ optical recognition
[0027] 1) The diluent is: in ethanol / water (9 / 1, v / v...
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Abstract
The present invention relates to a fluorescent molecular probe and particularly to preparation and application of a rhodamine B derivative. A preparation method comprises the following steps of enabling a rhodamine B hydrazinolysis product to react with glyoxal in anhydrous ethanol at the room temperature for 6-8 hours, and precipitating a solid to obtain an intermediate compound; and enabling the intermediate to react with ortho-aminophenol in the anhydrous ethanol at the temperature of 70-80 DEG C for 4-6 hours, cooling down the reaction product, then carrying out suction filtration on the precipitated solid, and performing washing, drying and separating to obtain a yellow solid P as shown in a formula 1. The rhodamine B derivative P can be used as a fluorescent probe to implement identification and detection on aluminum ions. According to the present invention, the rhodamine B derivative P obtained by an effective combination means shows good selectivity for Al<3+>, and on the basis of optimizing an experimental condition, detection on the aluminum ions can be implemented. The formula 1 is shown as the specification.
Description
technical field [0001] The invention relates to a fluorescent molecular probe, in particular to the preparation and application of a rhodamine B derivative. Background technique [0002] In the reported aluminum ion fluorescent probes, most of the fluorescence peaks are at short wavelengths, which cannot be observed by naked eyes (F.Dai, F.Liu, Q.Luo, C.W.YuandQ.L.Huang, International Journal of Science and Technology, 2014, 3, 1 -4.; J. Zhang, N. Li, F. Dai, Q. Luo and Y. X. Ji, Sensors & Transdusors, 2015, 186, 125-128.; S. B. Wen, Y. X. Ji, C. X. Guan, and Q. Y. Fu, Sensors & Transdusors, 2015,190,31-34.), this pair of Al 3+ The detection has brought great influence and inconvenience. Especially due to the influence of the coordination properties of aluminum ions themselves, Al 3+ There are fewer studies on probes (A. Banerjee, A. Sahana, S. Das, S. Lohar, S. Guha, B. Sarkar, S. K. Mukhopadhyay, A. K. Mukherjee and D. Das, Analyst, 2012, 139, 2166-2175.) . [0003] R...
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