Rhodamine B derivative containing 8-aminoquinoline group, preparation method, application and method for carrying out fluorescence analysis on Cr<3+> and Cu<2+>

A technology for aminoquinoline and fluorescence analysis, which is applied in the direction of material analysis, material analysis, fluorescence/phosphorescence, etc. through optical means, can solve problems such as single action and function, complex synthesis process, etc., and achieve high sensitivity and wide application prospects Effect

Active Publication Date: 2015-05-27
XI AN JIAOTONG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, some fluorescent probes that have been reported so far have a single role and function, and can only detect Cr 3+ or Cu 2+ One of them, and the synthesis process is more complicated

Method used

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  • Rhodamine B derivative containing 8-aminoquinoline group, preparation method, application and method for carrying out fluorescence analysis on Cr&lt;3+&gt; and Cu&lt;2+&gt;
  • Rhodamine B derivative containing 8-aminoquinoline group, preparation method, application and method for carrying out fluorescence analysis on Cr&lt;3+&gt; and Cu&lt;2+&gt;
  • Rhodamine B derivative containing 8-aminoquinoline group, preparation method, application and method for carrying out fluorescence analysis on Cr&lt;3+&gt; and Cu&lt;2+&gt;

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Embodiment 1

[0038] The preparation method of the rhodamine B derivative containing 8-aminoquinoline group of the present invention comprises the following steps:

[0039] 1) Take a certain amount of N-bromoethylrhodamine B lactam, 8-aminoquinoline and acetonitrile, then dissolve N-bromoethylrhodamine B lactam and 8-aminoquinoline in acetonitrile, and then Then add triethylamine to obtain solution A, wherein the ratio of N-bromoethylrhodamine B-lactam, 8-aminoquinoline, triethylamine and acetonitrile is 100 mg: 50 mg: 100 μL: 10 mL;

[0040] 2) Protect the solution A obtained in step 1) with nitrogen, and stir the reaction under reflux conditions. After the reaction is completed, cool to room temperature, remove the solvent, and then elute through column chromatography to obtain a light yellow solid It is a rhodamine B derivative containing 8-aminoquinoline group.

[0041] Step 2) stirring 70h reaction under the condition of reflux;

[0042] The specific process of column chromatography ...

Embodiment 2

[0044] The preparation method of the rhodamine B derivative containing 8-aminoquinoline group of the present invention comprises the following steps:

[0045] 1) Take a certain amount of N-bromoethylrhodamine B lactam, 8-aminoquinoline and acetonitrile, then dissolve N-bromoethylrhodamine B lactam and 8-aminoquinoline in acetonitrile, and then Then add triethylamine to obtain solution A, wherein the ratio of N-bromoethylrhodamine B lactam, 8-aminoquinoline, triethylamine and acetonitrile is 100mg: 100mg: 50 μL: 15mL;

[0046] 2) Protect the solution A obtained in step 1) with nitrogen, and stir the reaction under reflux conditions. After the reaction is completed, cool to room temperature, remove the solvent, and then elute through column chromatography to obtain a light yellow solid It is a rhodamine B derivative containing 8-aminoquinoline group.

[0047] Step 2) stirring 60h reaction under the condition of reflux;

[0048] The specific process of column chromatography elu...

Embodiment 3

[0050] The preparation method of the rhodamine B derivative containing 8-aminoquinoline group of the present invention comprises the following steps:

[0051] 1) Take a certain amount of N-bromoethylrhodamine B lactam, 8-aminoquinoline and acetonitrile, then dissolve N-bromoethylrhodamine B lactam and 8-aminoquinoline in acetonitrile, and then Then add triethylamine to obtain solution A, wherein the ratio of N-bromoethylrhodamine B lactam, 8-aminoquinoline, triethylamine and acetonitrile is 100 mg: 70 mg: 80 μL: 14 mL;

[0052] 2) Protect the solution A obtained in step 1) with nitrogen, and stir the reaction under reflux conditions. After the reaction is completed, cool to room temperature, remove the solvent, and then elute through column chromatography to obtain a light yellow solid It is a rhodamine B derivative containing 8-aminoquinoline group.

[0053] Step 2) stirring the reaction for 55h under the condition of reflux;

[0054] The specific process of column chromato...

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PUM

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Abstract

The invention discloses a rhodamine B derivative containing an 8-aminoquinoline group, a preparation method, an application and a method for carrying out fluorescence analysis on Cr<3+> and Cu<2+>. The rhodamine B derivative containing the 8-aminoquinoline group is capable of selectively and quantitatively detecting chromium ions (Cr<3+>) in acetonitrile, and is capable of selectively and quantitatively detecting copper ions (Cu<2+>) in ethanol and generating an obvious fluorescence increment effect. The rhodamine B derivative containing the 8-aminoquinoline group is simple in synthesis method, and is capable of quantitatively detecting different heavy metal ions Cr<3+> and Cu<2+> in different solvents at high selectivity and high sensitivity, is a dual-functional fluorescence probe, and has a good application prospect in the fields of environment analysis and detection.

Description

technical field [0001] The present invention relates to a derivative, a preparation method, an application and a fluorescence analysis method, in particular to a rhodamine B derivative containing an 8-aminoquinoline group, a preparation method, an application and an anti-Cr 3+ and Cu 2+ Methods for Fluorescence Analysis. Background technique [0002] Metal ions are closely related to the fields of life science, medicine and environmental science, and their identification and detection play an important role in analytical chemistry. Chromium ion (Cr 3+ ) and copper ions (Cu 2+ ) are essential trace elements for living organisms. Cr 3+ It plays a special role in the body's glucose metabolism and lipid metabolism. Cr 3+ The lack of will cause many diseases such as diabetes and arteriosclerosis, but too high content of Cr 3+ It can bind to DNA and destroy cell structure and composition, thus causing damage to organisms. On the other hand, due to the current Cr 3+ It is...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D491/107C09K11/06G01N21/64
CPCC07D491/107C09K11/06C09K2211/1088G01N21/6428
Inventor 张祯邓成权邹媛
Owner XI AN JIAOTONG UNIV
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