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Method for preparing mesoporous silica nanoparticles with coumarin optically controlled molecular switch by thiol-ene click chemistry

A technology of mesoporous silica and nanoparticles, which can be used in wave energy or particle radiation treatment materials, pharmaceutical formulations, medical preparations of non-active ingredients, etc., which can solve the requirements of harsh reaction conditions, limit technology promotion, and inconvenient transportation , storage and large-scale application, etc., to achieve the effects of easy control of reaction conditions, good light reversibility, and excellent drug-loading performance

Active Publication Date: 2017-01-11
DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] However, the traditional preparation method of mesoporous silica nanoparticles with coumarin light-controlled molecular switches needs to use triethoxysilane and platinum-containing noble metal catalysts. The main disadvantages are: triethoxysilane is not only relatively expensive High, and it is unstable and extremely flammable, which is not convenient for transportation, storage and large-scale application; and due to its instability, the requirements for reaction conditions are relatively harsh, the yield is difficult to guarantee, and the success rate of the reaction is low ; and the use of noble metal catalysts increases production costs and limits the promotion of this technology

Method used

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  • Method for preparing mesoporous silica nanoparticles with coumarin optically controlled molecular switch by thiol-ene click chemistry
  • Method for preparing mesoporous silica nanoparticles with coumarin optically controlled molecular switch by thiol-ene click chemistry

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] 1. Dissolve 600mg of 7-allyloxycoumarin in 15mL of dry toluene.

[0028] 2. Add 870uL 3-mercaptopropyltriethoxysilane.

[0029] 3. After stirring for 10 minutes, add 100 mg of azobisisobutyronitrile.

[0030] 4. Heat at 120°C for 24 hours.

[0031] 5. Evaporate the solvent to dryness with a rotary evaporator to obtain an oily liquid.

[0032] 6. Dilute the oily liquid obtained in 5 with 10 mL of n-hexane.

[0033] 7. Add 1 g of mesoporous silica nanoparticles.

[0034] 8. Stir for 15 minutes to coat the oily liquid obtained in the above 5 on the mesoporous silica nanoparticles.

[0035] 9. Heating and evaporating n-hexane to dryness, and grafting coumarin rings on mesoporous silica nanoparticles to prepare mesoporous silica nanoparticles with coumarin light-controlled molecular switches.

[0036] 10. Weigh 10 mg of the mesoporous silica nanoparticles with coumarin light-controlled molecular switches prepared in the above 9, wash them thoroughly with ethanol, and di...

Embodiment 2~6

[0040] On the basis of the operating conditions in Example 1, the following conditions were changed for the test: the type and amount of the derivatization reagent, ie, the siloxane containing mercapto, the type of solvent, the initiator and the reaction temperature.

[0041] The difference between embodiment 2-6 and embodiment 1 is shown in the table below:

[0042]

[0043]The products in the above examples were characterized by ultraviolet spectroscopy, and the coumarin derivatives showed good switching performance on the surface of mesoporous silica. Through drug loading and release experiments, it is proved that this kind of material can be used for the controlled release of drugs.

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Abstract

The invention provides a method for preparing mesoporous silica nanoparticles with a coumarin optically controlled molecular switch by thiol-ene click chemistry. The method comprises the following steps: a coumarin derivative whose side chain contains a double bond is dissolved in a certain solvent, siloxane containing a mercapto group is added, a reaction is carried out in a proper condition with initiation of light or a free radical generating agent, and a silanization reagent containing a coumarin ring structure is prepared. The silanization reagent is grafted to mesoporous silica nanoparticles, and the mesoporous silica nanoparticles with the coumarin optically controlled molecular switch are obtained. The mesoporous silica nanoparticles with the coumarin optically controlled molecular switch are used for controlled release of medicaments.

Description

technical field [0001] The invention belongs to the field of drug controlled release carrier materials, and in particular relates to a method for preparing mesoporous silicon dioxide nanoparticles with coumarin light-controlled molecular switches by a thiol-ene click chemistry method. Background technique [0002] In order to realize the efficient utilization of drug molecules and minimize their side effects, people hope that drug molecules can be released at specific time points and in specific tissues or organs, thus the concept of controlled release is proposed. At present, the common method of drug controlled release is mainly to load drug molecules through special carrier materials, and let the carrier materials loaded with drug molecules release drug molecules only under specific stimulation signals. Such specific stimulation signals can be physical signals such as temperature, magnetic field, and light, or chemical signals such as pH, ionic strength, and specific mole...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A61K47/22A61K41/00
Inventor 吴仁安彭佳喜史明杰刘胜菊
Owner DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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