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Preparation method and application of a composite nanomaterial with aggregation-induced luminescent properties and photothermal conversion properties

A technology of aggregation-induced luminescence and composite nanomaterials, which can be used in luminescent materials, chemical instruments and methods, medical preparations containing active ingredients, etc., and can solve the problems of limited application and inability to combine nanomaterials.

Active Publication Date: 2020-11-20
BEIJING UNIV OF CHEM TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0005] The purpose of the present invention is to provide a preparation method and application of a composite nanomaterial with aggregation-induced luminescent properties and photothermal conversion properties, so as to solve the problem that the nanomaterials in the prior art cannot have both adjustable fluorescence and photothermal properties. limit problem

Method used

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  • Preparation method and application of a composite nanomaterial with aggregation-induced luminescent properties and photothermal conversion properties
  • Preparation method and application of a composite nanomaterial with aggregation-induced luminescent properties and photothermal conversion properties
  • Preparation method and application of a composite nanomaterial with aggregation-induced luminescent properties and photothermal conversion properties

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Experimental program
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Embodiment 1

[0044] Embodiment 1: Synthesis of TPE-2

[0045] Structural formula:

[0046]

[0047] Synthesis process see figure 1 The synthetic route shown.

[0048] (1) Synthesis of TPE-002: Take 5mmol of 4,4'-dimethoxybenzophenone and 4,4'-dibromobenzophenone and 40mmol of zinc powder into a 500mL two-necked flask, add magnetic Add 250 mL of anhydrous THF, and freeze-thaw cycle 3 times to remove dissolved oxygen. Slowly add TiCl dropwise to a nitrogen-protected two-necked flask under an ice-acetone bath 4 20mmol. After returning to room temperature naturally, the reaction was heated under reflux for 12 hours. After the reaction was completed, saturated sodium bicarbonate was added dropwise to quench the reaction. The reaction system was suction filtered, and the filtrate was extracted with dichloromethane. The dichloromethane layer was collected, dried with anhydrous sodium sulfate, and separated and purified by column chromatography. The polarity of the eluent was petroleum ...

Embodiment 2

[0051] Embodiment 2: Synthesis of SPC10

[0052] Structural formula:

[0053]

[0054] Synthesis process see figure 2 The synthetic route shown.

[0055] Synthesis of SPC10: Before preparation, dry the long needle, 15mL Shrek reaction tube and magneton in a blast drying oven at 120°C. Weigh 0.2 mmol of dithiophene diketopyrrolopyrrole monomer, 0.2 mmol of cyclopentane dithiophene tin reagent, Pd 2 (dba) 3 0.016mmol, P(o-toly) 3 0.004mmol was added to the reaction tube, and after the reaction tube was replaced with nitrogen, 5.0mL of anhydrous toluene was quickly added, and the dissolved oxygen was removed by freeze-thaw cycles under reduced pressure three times. After the reaction tube returned to room temperature, a nitrogen balloon was stuck on the rubber stopper for protection, the stirring was turned on, covered with tin foil to avoid light, and the temperature was raised to 100°C for 6 hours of reaction. After the reaction was completed and returned to room tem...

Embodiment 3

[0056] Example 3: Preparation of composite nanoparticle STNP.

[0057] Preparation method: This preparation method refers to the nano-sedimentation method, which is a commonly used preparation method for nano-organic rice particles, but changes the concentration of the solution and the ratio of the two phases of oil and water. First dissolve SPC10, TPE-2, and F127 in THF at a certain ratio (Table 1), then quickly transfer the organic solution to a large amount of water, and sonicate for 20 minutes. The obtained nanoparticle solution was centrifuged 5 times by ultrafiltration, with a cut-off molecular weight of 3500 Da, a rotating speed of 3500 rpm, and a centrifugation time of 30 minutes; the obtained polymer nanoparticle solution was diluted to 10 milliliters and filtered with a polysulfone ether filter membrane with a pore size of 0.22 microns, and then used Concentrate by ultrafiltration and centrifugation, and finally dilute to 1 mL, and store at 4°C.

[0058] Table 1: Co...

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Abstract

The invention relates to a composite nanomaterial with an aggregation-induced luminescent property and a photothermal conversion property. The composite nanomaterial comprises molecules with aggregation-induced luminescent property and with tetraphenylethylene as a main body and a semiconductor polymer with near-infrared photothermal conversion property and with a diketopyrrolopyrrole as a skeleton. The material is nano-particles with uniform particle size and good biological safety, and the problems of coexistence and adjustability of fluorescent property and photothermal conversion propertyare solved. The composite nanomaterial has dual-mode imaging properties of fluorescent imaging and photoacoustic imaging, has photothermal conversion ability, and can be used in cell fluorescent imaging, cell organ fluorescent imaging, tumor fluorescent-photoacoustic imaging and tumor photothermal treatment applications, and has potential applications in other biological imaging fields.

Description

technical field [0001] The invention relates to molecular structure design, material preparation method and application of a series of composite nanomaterials with aggregation-induced luminescent properties and photothermal conversion properties. Background technique [0002] In recent years, the application of semiconducting polymer nanomaterials in the field of photoacoustic photothermal has attracted attention. Most of these semiconducting polymers used in photoacoustic photothermal scenes have a narrow energy gap, which can efficiently and quickly convert near-infrared light into heat energy, and have the performance basis of photoacoustic photothermal function integration. It has been widely used in the fields of photoacoustic detection, in vivo pH photoacoustic detection, tumor photoacoustic imaging and photothermal therapy, photothermal-mediated ion channel regulation and gene transfection regulation (Nature Nanotechnology, 2014,9(3):233- 239., Advanced Materials, 20...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C09K11/06C08G61/12A61K41/00A61P35/00A61K49/22A61K49/00G01N21/64G01N21/17G01N21/31G01N21/33
CPCA61K41/0052A61K49/0019A61K49/0021A61K49/22A61P35/00C08G61/126C09K11/06C09K2211/1483G01N21/1702G01N21/31G01N21/33G01N21/6486
Inventor 王卓荔雅文
Owner BEIJING UNIV OF CHEM TECH
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