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Method for preparing aggregation-induced emission type polymer fluorescent nanoparticle through mini-emulsion polymerization initiated by water-soluble initiator

A technology of aggregation-induced luminescence and water-soluble initiators, which is applied in the direction of luminescent materials, chemical instruments and methods, etc., can solve the problems of complex processing and cumbersome process, and achieve the effect of simple preparation process, simple process and convenient coupling modification

Inactive Publication Date: 2015-05-20
ZHEJIANG SCI-TECH UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

For method (3), two sol-gel processes are required. In order to remove unreacted precursors, the product needs to be obtained by centrifugation. When it is applied to cell imaging, fluorescent nanoparticles need to be dispersed in water, which is a cumbersome process. , the follow-up processing is complex

Method used

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  • Method for preparing aggregation-induced emission type polymer fluorescent nanoparticle through mini-emulsion polymerization initiated by water-soluble initiator
  • Method for preparing aggregation-induced emission type polymer fluorescent nanoparticle through mini-emulsion polymerization initiated by water-soluble initiator
  • Method for preparing aggregation-induced emission type polymer fluorescent nanoparticle through mini-emulsion polymerization initiated by water-soluble initiator

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0053] The emulsifier is selected from sodium lauryl sulfate, weighs 4 grams, and dissolves in 125 grams of distilled water to obtain an aqueous emulsifier solution.

[0054] 1.0 g of 1-allyl-1-methyl-2,3,4,5-tetraphenylsilole and 0.6 g of hexadecane were dissolved in 9.0 g of methyl methacrylate to obtain an oil phase solution. The obtained oil phase solution is added to the emulsifier aqueous solution, and the obtained mixed dispersion is pre-emulsified by stirring to obtain a coarse emulsion. The container containing the coarse emulsion is placed in an ice-water bath at 0°C, and ultrasonic waves with a power of 400W are used for 10 minutes to obtain Stable monomer miniemulsion.

[0055] Add 0.5 g of water-soluble initiator potassium persulfate to the above-mentioned monomer miniemulsion, pass nitrogen to remove oxygen, raise the temperature to 70° C., and react under nitrogen protection for 3 hours to obtain aggregation-induced luminescent polymer fluorescent nanoparticle e...

Embodiment 2

[0058] The emulsifier is cetyltrimethylammonium bromide, weighed 0.6 g, and dissolved in 40 g of distilled water to obtain an emulsifier aqueous solution.

[0059] 2.5 g of 1-vinyl-1-methyl-2,3,4,5-tetraphenylsilole and 1 g of n-eicosane were dissolved in 7.5 g of styrene to obtain an oil phase solution. The obtained oil phase solution is added to the emulsifier aqueous solution, and the obtained mixed dispersion liquid is stirred and pre-emulsified to obtain a coarse emulsion. The container containing the coarse emulsion is placed in an ice-water bath at 0° C., and the ultrasonic wave with a power of 125W is used for 50 minutes. A stable monomer miniemulsion is obtained.

[0060] Add 0.9 g of initiator 2,2'-azobisisobutylamidine dihydrochloride to the above-mentioned monomer miniemulsion, pass nitrogen to remove oxygen, raise the temperature to 60°C, and react for 20 hours under the protection of nitrogen to obtain Aggregation-Induced Luminescent Polymer Fluorescent Nanopart...

Embodiment 3

[0063] The emulsifier is selected from the compound emulsification system of sodium dodecylbenzenesulfonate and OP-10, each weighing 0.5 g, and dissolving in 200 g of distilled water to obtain an aqueous emulsifier solution.

[0064] 0.5 g of the compound represented by formula (IV) (for the synthesis method, refer to the literature [Polym Chem 2014, 5, 683-688]) and 0.3 g of n-hexadecane were dissolved in 9.5 g of methyl methacrylate to obtain an oil phase solution. The obtained oil phase solution is added to the emulsifier aqueous solution, and the obtained mixed dispersion liquid is stirred and pre-emulsified to obtain a coarse emulsion. The container containing the coarse emulsion is placed in an ice-water bath at 0° C., and ultrasonic waves with a power of 600W are used for 5 minutes. A stable monomer miniemulsion is obtained.

[0065] Add 0.1 g of triethanolamine to the above-mentioned monomer miniemulsion, pass nitrogen to remove oxygen, and raise the temperature to 55°...

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Abstract

The invention discloses a method for preparing an aggregation-induced emission type polymer fluorescent nanoparticle through mini-emulsion polymerization initiated by a water-soluble initiator. The method comprises the steps of dissolving an aggregation-induced emission type fluorescent monomer and a co-stabilizer into a monomeric compound to obtain an oil-phase solution; dissolving a water-soluble emulsifying agent into water to obtain a water solution of the emulsifying agent; and adding the oil-phase solution into the water solution of the emulsifying agent, stirring and pre-emulsifying to obtain a rough emulsion, carrying out ultrasonic dispersion on the rough emulsion in a 0-DEG C ice water bath to prepare a monomeric mini-emulsion, adding a water-soluble initiator, then, introducing nitrogen, removing oxygen, and reacting at the temperature of 40-90 DEG C for 0.5 hour to 2 days under the protection of nitrogen gas to prepare an emulsion of the aggregation-induced emission type polymer fluorescent nanoparticle. The method disclosed by the invention has the advantages that the nanoparticle size, size distribution and fluorescent brightness are conveniently regulated, the stability of a system is good, the preparation process is simple, the process flow is short, and no organic solvents are consumed in preparation and after-treatment processes.

Description

(1) Technical field [0001] The invention relates to a method for preparing aggregation-induced luminescent polymer fluorescent nanoparticles, in particular to a method for preparing polymer fluorescent nanoparticles with aggregation-induced luminescence characteristics by free radical copolymerization of miniemulsion initiated by a water-soluble initiator. (2) Background technology [0002] Fluorescent nanoparticles have been widely used in chemical sensing, optical materials, coatings, biological monitoring, and cell imaging. Traditional organic light-emitting molecules have good fluorescence properties in dilute solutions, but in the aggregated state or solid state, the fluorescence is greatly weakened, or even does not emit light. This property restricts the application of organic light-emitting molecules in solid light-emitting materials to a certain extent. Aggregation-induced luminescence refers to the phenomenon that some molecules do not emit light in the solution s...

Claims

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Application Information

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IPC IPC(8): C08F212/08C08F220/14C08F230/08C08F228/06C08F226/06C08F2/26C08F2/28C08F2/30C08F4/30C08F4/04C08F4/40C09K11/06
Inventor 曹志海徐畅赵祖金戚栋明
Owner ZHEJIANG SCI-TECH UNIV
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