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Preparation method of fluorescent polymer capable of realizing fluorescence enhancement by using self-assembly

A fluorescent polymer and fluorescence enhancement technology, applied in chemical instruments and methods, luminescent materials, etc., can solve the problems of small molecular fluorescent compounds that are not easy to use in combination with instruments, poor water solubility of small molecular fluorescent compounds, and low detection sensitivity, etc., to achieve excellent fluorescence The effects of performance enhancement, overcoming high biological toxicity, and simple product purification

Inactive Publication Date: 2014-06-25
EAST CHINA NORMAL UNIV
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Problems solved by technology

In practical applications, small molecule fluorescent compounds have limitations in their use: first, when small molecules are dissolved in the solution to be tested to form a stable homogeneous system, pollution is easy to occur; second, small molecules are added to the system to be tested After molecular fluorescent compounds, it is difficult to extract and separate, and it is generally difficult to reuse; third, some small molecular fluorescent compounds have poor water solubility and strong toxic and side effects, which limit their use in the field of biomedicine; fourth, small molecular fluorescent compounds The compound is not easy to combine with the instrument, making its detection sensitivity not high
Chinese patent CN102675556 uses polyethylene glycol-modified hydroxybenzylidene imidazolinone fluorescent chromophore, and the prepared polymer exhibits good fluorescence after assembly, but the emission wavelength and cell background fluorescence (395-479nm) Overlap, poor performance

Method used

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  • Preparation method of fluorescent polymer capable of realizing fluorescence enhancement by using self-assembly
  • Preparation method of fluorescent polymer capable of realizing fluorescence enhancement by using self-assembly
  • Preparation method of fluorescent polymer capable of realizing fluorescence enhancement by using self-assembly

Examples

Experimental program
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Effect test

Embodiment 1

[0038]Step 1): Add 0.32g of fluorescent chromophore, 2.04g of bromine-activated alkoxyether dendrimers, 1.20g of potassium carbonate and 0.12g of potassium iodide into a dry 100mL three-neck flask, then add 25mL of acetone to dissolve, and keep the temperature at 60°C Reflux for 30 hours. Cool to room temperature, filter to remove potassium carbonate and potassium iodide, and use a rotary evaporator to spin dry acetone. Then it was dissolved in dichloromethane, washed twice with saturated brine, and the organic phases were combined and dried over anhydrous magnesium sulfate. Then pass through the elution column, the eluent is dichloromethane: methanol volume ratio = 20:1, and the eluent is removed to obtain the alkoxyether dendrimer modified by the chromophore.

[0039] Step 2): Add 251 mg of chromophore-modified alkoxyether dendrimers, 456 mg of ε-caprolactone, and 1.6 mg of stannous octoate catalyst into the reaction test tube, and react at 110° C. for 24 hours under nitrog...

Embodiment 2

[0045] Step 1): According to the method of Example 1, the chromophore-modified alkoxyether dendrimer was prepared.

[0046] Step 2): 250 mg of chromophore-modified alkoxyether dendrimers, 120 mg of 2-chloropropionic acid and 15 mg of 4-dimethylaminopyridine were dissolved in 5 mL of dichloromethane, and 227 mg of dicyclohexylcarbodiene was added dropwise in an ice-water bath. Imine 2mL dichloromethane solution, react at room temperature for 48 hours. Stop the reaction, and elute through the column, the eluent is dichloromethane:methanol 15:1, to obtain the chlorochromophore alkoxyether dendrimer initiator.

[0047] Step 3): Dissolve 0.93 g of isopropylacrylamide monomer in 1 mL of isopropanol, and then add 0.107 g of cuprous chloride and 36 μL of isopropyl tris(2-dimethylaminoethyl)amine to the system 1.5 mL of alcohol solution catalytic system was reacted at 45° C. for 24 hours under the protection of nitrogen. The reaction was stopped, dissolved in dichloromethane, precipi...

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Abstract

The invention belongs to the technical field of functional materials, and particularly discloses a preparation method of a fluorescent polymer for realizing fluorescence enhancement by using self-assembly. The preparation method comprises the steps: (1), dissolving a bromine-activated alcoxyl ether dendrimer, a green fluorescence protein chromophore, potassium iodide and potassium carbonate in acetone, carrying out reflux stirring, washing with water and eluting by an eluting column to obtain a chromophore modified alcoxyl ether dendrimer; and (2), performing a polymerization reaction on the chromophore modified alcoxyl ether dendrimer to obtain the fluorescent polymer capable of realizing the fluorescence enhancement by using the self-assembly. The polymer synthesized by the preparation method is safe, and is low in toxicity and good in biocompatibility; and the fluorescence enhancement is remarkable after the fluorescent polymer forms an assembly body through self-assembly.

Description

technical field [0001] The invention belongs to the technical field of functional materials, and in particular relates to a fluorescent polymer which utilizes self-assembly to realize fluorescence enhancement and a preparation method thereof. Background technique [0002] Fluorescence detection technology has high sensitivity, fast response, non-destructive and extremely wide dynamic response range, and has been widely used in molecular and cell biology, analytical chemistry and biological detection. In practical applications, small molecule fluorescent compounds have limitations in their use: first, when small molecules are dissolved in the solution to be tested to form a stable homogeneous system, pollution is easy to occur; second, small molecules are added to the system to be tested After molecular fluorescent compounds, it is difficult to extract and separate, and it is generally difficult to reuse; third, some small molecular fluorescent compounds have poor water solub...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G63/685C08G63/08C08F293/00C08F120/54C09K11/06
Inventor 贺小华刘之龙张莉莉
Owner EAST CHINA NORMAL UNIV
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