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A method and product for preparing autofluorescent polystyrene material

A technology of polystyrene and autofluorescence, which is applied in the direction of luminescent materials, chemical instruments and methods, etc., can solve the problems that fluorescent dye molecules are easily disturbed by the environment, it is difficult to obtain high molecular weight polymers, and dyes are easy to fall off, so as to achieve no fluorescence Leakage phenomenon, high mechanical strength, and good stability

Active Publication Date: 2018-04-17
青岛科诺赛生物科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The preparation method of the adsorption method is simple, but the dyes on the surface of the fluorescent microspheres are easy to fall off; the embedding method is to disperse the dyes evenly in the monomer, and prepare them by polymerization reaction or layer-by-layer self-assembly. The obtained microspheres generally have a core-shell structure. The fluorescent properties of the obtained microspheres are stable, but there is a problem of dye leakage; the chemical coupling method is to bond the dye molecules to the surface of the microspheres through chemical reactions, which is easily limited by the number of binding sites on the surface of the microspheres, and the fluorescent dye molecules are easily affected by Environmental interference; the copolymerization method refers to fluorescent microspheres prepared by polymerizing fluorescent substances with polymerizable functional groups and organic monomers, and the fluorescent groups are evenly distributed and difficult to leak (Adv.Mater.,2012,24:637-641) , but the problem of the copolymerization method is that it is easy to produce chain transfer reaction and it is difficult to obtain high molecular weight polymers.

Method used

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  • A method and product for preparing autofluorescent polystyrene material
  • A method and product for preparing autofluorescent polystyrene material
  • A method and product for preparing autofluorescent polystyrene material

Examples

Experimental program
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Effect test

Embodiment 1

[0034] Weigh 2g of linear polystyrene (PS) into a three-necked flask and add 30ml of carbon disulfide to soak and dissolve, then add anhydrous AlCl 3 4.5g and 5.25g of chlorobutyryl chloride (CBC), stirred and reacted for 5h under the condition of reflux condensation, and the reaction temperature was 40°C. After the reaction was completed, it was cooled to room temperature and precipitated with ethanol, and then separated by microporous membrane filtration to obtain The solid matter was quickly poured into glacial hydrochloric acid and stirred, filtered again and washed with deionized water until neutral, finally washed and filtered with absolute ethanol, and dried in a vacuum oven to obtain the autofluorescent polystyrene material PS-CBC. Finally, the prepared polystyrene fluorescent material was heated and dissolved in a tetrahydrofuran solution, and a film was spin-coated on a glass plate, and an autofluorescent polystyrene film was obtained after the solvent evaporated.

Embodiment 2

[0036] Weigh 2 g of cross-linked polystyrene microspheres (PS) into a three-necked flask, add 30 ml of dichloroethane to soak and swell, and then add anhydrous AlCl 34.5g and 4.12g of chloroacetyl chloride (CAC), stirred and reacted for 4h under the condition of reflux condensation, and the reaction temperature was 50°C. After the reaction was completed, the sample was separated by filtration with a microporous membrane, and the filtered solid matter was quickly poured into glacial hydrochloric acid Stir, filter again and wash with deionized water until neutral, finally wash and filter with absolute ethanol, and dry in a vacuum oven to prepare autofluorescent polystyrene microspheres PS-CAC.

Embodiment 3

[0038] Weigh 2 g of cross-linked polystyrene microspheres (PS) and place them in a three-necked flask, add 30 ml of dichloromethane to soak and dissolve, then add anhydrous ZnCl 2 5.0g and 6.32g of 2-bromoisobutyryl bromide (BIBB), stirred and reacted for 5h under the condition of reflux condensation, and the reaction temperature was 60°C. Pour into glacial hydrochloric acid and stir, filter again and wash with deionized water until neutral, and finally wash and filter with absolute ethanol, and dry in a vacuum oven to prepare autofluorescent polystyrene microspheres PS-BIBB.

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Abstract

The invention provides a method and product for preparing autofluorescence polystyrene material, which is characterized in that on the surface of polystyrene material, especially on the surface of polystyrene microspheres, it is acylated by Friedel-Crafts under the action of an acidic catalyst (Alkylation) reaction introduces small molecule color-producing (color-aiding) functional groups, which form π-π (p-π) conjugation with the large π bond of the benzene ring to form a conjugated system, which undergoes electronic transition under the action of excitation light Produce fluorescence. Under the excitation of 405nm laser, the prepared polystyrene fluorescent microspheres can produce obvious fluorescent signals in the blue, green and orange channels of the laser confocal microscope. At the same time, we found that the introduction of electron-withdrawing groups on the conjugated substituents can red-shift the emission peak of polystyrene materials. The preparation method of the invention is simple, high in efficiency and low in cost. The prepared autofluorescent polystyrene microspheres have the characteristics of high fluorescence intensity, stable chemical properties, no fluorescence leakage, high mechanical strength, etc., and have great application potential in the fields of biomedicine and electronic light-emitting devices.

Description

technical field [0001] The invention relates to a method and product for preparing autofluorescent polystyrene materials, especially to functionalize the surface of polystyrene microspheres, and the obtained microspheres can emit fluorescence under the excitation of ultraviolet light, and are used in biomedicine and light-emitting devices. and other fields have great application potential, and belong to the field of preparation of functional polymer materials. Background technique [0002] Organic fluorescent polymer materials are research hotspots in the field of materials science in recent years (Anal. Lett., 2000, 33, 3183-3197; Macromol. Chem. Phys., 2002, 203, 1833-1843), and have been used in various technical fields Especially in the field of biomedical detection, it has been widely used. Compared with fluorescent small molecules, fluorescent polymer materials have the advantages of uniform distribution of chromophores, stable content, and good luminescence performan...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08F8/10C08F8/02C08F8/24C08F8/34C08F8/18C08F12/08C09K11/06
Inventor 曲剑波徐玉良王晓娟刘俊毅刘建国
Owner 青岛科诺赛生物科技有限公司
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