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Preparation method of migration-resistant fluorescent organic silicon elastomer

A silicone and elastomer technology, applied in fluorescence/phosphorescence, chemical instruments and methods, luminescent materials, etc., can solve the problems of easy aggregation and crystallization of fluorescein, and achieve the effects of saving raw materials, reducing manufacturing costs, and increasing luminous intensity

Active Publication Date: 2021-12-14
BEIJING UNIV OF CHEM TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The invention obtains the fluorescent silicone elastomer by preparing and adding macromolecular fluorescent compounds, which overcomes the problems of easy aggregation, crystallization and migration of fluorescein in traditional fluorescent silicone elastomers

Method used

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  • Preparation method of migration-resistant fluorescent organic silicon elastomer
  • Preparation method of migration-resistant fluorescent organic silicon elastomer
  • Preparation method of migration-resistant fluorescent organic silicon elastomer

Examples

Experimental program
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Embodiment 1

[0031] (1) Synthesis of polymerizable small molecule fluorescent units in this example:

[0032] In a 100mL three-neck flask washed and dried, dissolve monohydroxytetraphenylethylene (TPE-OH, 1.0g, 2.87mmol) and triethylamine (0.544mL, 4.305mmol) in 40mL of dichloromethane, and place In a cold water bath, a solution of acryloyl chloride (0.354 mL, 4.305 mmol) in dichloromethane (20 mL) was slowly added dropwise under nitrogen atmosphere. The reaction mixture was stirred in a cold water bath for 3 min, and then stirred at reflux for 2 h at room temperature. The reaction solution was transferred to a 125mL separatory funnel, washed three times with 15mL water and twice with 20mL saturated brine, and the organic phase was concentrated to 2-3mL by rotary evaporation. Column chromatography (silica gel 200-300 mesh) separation, using a mixed solvent of dichloromethane and petroleum ether (8 / 1, V / V) as eluent, rotary evaporation to dryness, then placed in a 35 ° C vacuum oven to dry...

Embodiment 2

[0044] (1) Synthesis of macromolecular fluorescent compounds in the present embodiment:

[0045] Weigh 1g (0.005mol) of vinyl carbazole, 24.6mg (0.15mmol) of initiator azobisisobutyronitrile into a 10mL Schlenk reaction tube, weigh 27mg (0.1mmol) of chain transfer agent diisopropyl yellow disulfide The orthoester was dissolved in 2 mL of 1,4-dioxane, injected into a Schlenk reaction tube, stirred and sonicated. Freezing with liquid nitrogen-vacuumizing-argon filling-thawing cycle was performed three times, and then stirred and reacted at 70° C. for 3 h under a nitrogen atmosphere. Stop the reaction, cool down to room temperature, add a small amount of 1,4-dioxane dissolved product, and stir evenly. The reaction solution was added dropwise into 60mL of cold methanol and stirred continuously to obtain a white precipitate, 10000r·min -1 Centrifuge for 10 minutes. Then it was dissolved in THF, precipitated in cold methanol, and purified by centrifugation once. The product was ...

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Abstract

The invention discloses a preparation method of a migration-resistant fluorescent organic silicon elastomer, and belongs to the technical field of organic silicon macromolecules. The method comprises the following steps: realizing macromolecular fluorescent substances through molecular design; then, adding the macromolecular fluorescent compound and the organic silicon elastomer base material into the organic good solvent, stirring and ultrasonically dispersing uniformly; and finally, carrying out rotary evaporation to remove the solvent, pouring the residual mixture into a mold, and curing and molding to obtain the fluorescent organic silicon elastomer. According to the method, the problem that small-molecule chromophores are easy to aggregate, crystallize, migrate and separate out is effectively solved through the macromolecularization of the fluorescent substance, and the method is simple, convenient and more universal. In addition, fluorescence emission of the film shows stimulation responsiveness to stress, temperature and part of organic solvents, so that the film has potential application in the field of large-area flexible fluorescent films or sensors.

Description

technical field [0001] The invention relates to a preparation method and application of a migration-resistant fluorescent silicone elastomer, belonging to the technical field of silicone polymers. Background technique [0002] Silicone elastomers are resistant to high and low temperatures, aging resistance, high flexibility, high chemical inertness, and biocompatibility, which are incomparable and replaceable by other carbon-based elastomers. They are widely used in aerospace, electronic devices, and medical and health care, etc. field. Fluorescent silicone elastomers, in particular, exhibit unique photoelectric properties, making them promising for wide application in fields such as organic light-emitting diodes, fluorescent probes, and biochemical sensors. [0003] However, in practical applications, it is found that the fluorescein in the fluorescent silicone device made by the general doping method is easy to aggregate and crystallize, migrate and precipitate, resulting...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08J5/18C08L83/07C08L33/08C08L39/04C08K5/549C08K5/00G01N21/64C09K11/06
CPCC08J5/18G01N21/643C09K11/06G01N2021/6432C08J2383/07C08J2483/07C08J2433/08C08J2439/04C08K5/549C08K5/0091C09K2211/1425C09K2211/1466Y02E10/549
Inventor 吴友平陈健邓建平
Owner BEIJING UNIV OF CHEM TECH
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