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Photosensitive monomer, photosensitive polymer based on photosensitive monomer, synthetic method and application

A technology of photosensitive polymer and synthesis method, which is applied in the field of stimuli-responsive carrier synthesis to achieve the effects of easy quality control, low synthesis cost, and good biocompatibility

Pending Publication Date: 2022-08-02
ANHUI UNIVERSITY OF TECHNOLOGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

In the prior art, there is a lack of drug carriers with good photoresponse

Method used

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  • Photosensitive monomer, photosensitive polymer based on photosensitive monomer, synthetic method and application
  • Photosensitive monomer, photosensitive polymer based on photosensitive monomer, synthetic method and application
  • Photosensitive monomer, photosensitive polymer based on photosensitive monomer, synthetic method and application

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preparation example Construction

[0037] Its preparation method comprises the following steps:

[0038] 1) Alkylation reaction: Vanillyl ethyl ketone is dissolved in DMF, 4-bromobutyric acid ethyl ester is added after nitrogen purging for a period of time, potassium carbonate is added after nitrogen purging for a period of time, then water is added to stir, and vacuum-dried;

[0039] 2) nitration reaction: nitric acid is placed in an ice-water mixture to cool and slowly add acetic anhydride, then slowly add the alkylated product dissolved in acetic anhydride into the above-mentioned cold nitric acid solution dropwise, react in an ice-water bath, and in cold distilled water Carry out precipitation in, suction filtration, vacuum drying after washing, obtain nitration product;

[0040] 3) acidification reaction: react the nitrated product with an aqueous trifluoroacetic acid solution, filter after cooling, wash the solid residue, and vacuum dry to obtain the acidified product;

[0041] 4) Alcoholization reaction...

Embodiment 1

[0046] A kind of photosensitive monomer, its preparation method comprises the steps:

[0047] 1) Alkylation reaction: dissolve vanillyl ketone in DMF (N,N-dimethylformamide), purge with nitrogen for 10 min, add ethyl 4-bromobutyrate, vanilla ethyl ketone and 4-bromobutyric acid The molar ratio of ethyl ester was 1:1.5, 12.46 g of potassium carbonate was added to react for 24 hours after purging with nitrogen for 10 minutes, water was added and stirred for 2 hours, overnight at 4°C, suction filtration and vacuum drying at 40°C overnight.

[0048]2) Nitration reaction: place 70% nitric acid in an ice-water mixture and cool it to below 5°C, slowly add acetic anhydride in a ratio of 5:1, then slowly add the alkylated product dissolved in acetic anhydride to the above cold nitric acid solution dropwise , after reacting in an ice-water bath for 5 h, precipitation in cold distilled water at 4 °C overnight, suction filtration, and washing, and then vacuum drying at 40 °C overnight.

...

Embodiment 2

[0053] A kind of synthetic method of photosensitive polymer, this synthetic method is:

[0054] The synthesized 50 mg photosensitive monomer was dissolved in 10 mL DMSO with 70 mg EDC (1-ethyl-(3-dimethylaminopropyl) carbodiimide) and 25 mg NHS (N-hydroxythiosuccinimide) After mixing and stirring for half an hour, 50 mL of a 0.3 mg / mL chitosan solution dissolved in a 2.1% (w / v) aqueous acetic acid solution was added. The mixture was stirred at room temperature for 24 h, filtered, centrifuged at high speed, washed with deionized water, and freeze-dried. The particle size of the nano-drug carrier was measured after reconstitution with water, see Figure 5 .

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Abstract

The invention belongs to the technical field of stimuli-responsive carrier synthesis, and particularly relates to a photosensitive monomer, a photosensitive polymer based on the photosensitive monomer, a synthesis method and application, and the synthesis method of the photosensitive monomer comprises the following steps: 1) alkylation reaction; 2) nitration reaction; 3) acidification reaction; 4) alcoholization reaction; 5) hydroformylation reaction; the photosensitive polymer is obtained by stirring a chitosan solution formed by mixing a synthesized photosensitive monomer with EDC and NHS. The photosensitive polymer provided by the invention is prepared on the basis of a photosensitive monomer, has good biocompatibility, is relatively low in synthesis cost, is convenient for quality control, can be used as a photoresponse drug carrier, and is beneficial to popularization of a photoresponse controlled drug delivery system in cancer diagnosis and treatment.

Description

technical field [0001] The invention belongs to the technical field of stimuli-responsive carrier synthesis, and in particular relates to a photosensitive monomer, a photosensitive polymer based thereon, a synthesis method and application. Background technique [0002] Photopolymers are currently receiving great attention from researchers due to their excellent spatiotemporal localization properties. Since these polymers exhibit reversible changes in their chemical and physical properties under the action of light, such polymers are also referred to as "photopolymers". [0003] Light is a particularly fascinating source of stimulus for manipulating the properties of a carrier, because it is a clean energy source, capable of remote stimulation, and is spatiotemporal, allowing for very convenient controlled release at a specific location and at a specific time. Furthermore, on-demand controlled drug delivery can be achieved by adjusting light parameters (such as intensity, wa...

Claims

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Application Information

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IPC IPC(8): C07C205/42C07C201/12C08B37/08
CPCC07C205/42C07C201/12C07C201/08C07C67/31C07C51/60C08B37/003C07C205/37C07C205/45C07C69/712C07C59/74Y02P20/55Y02E10/549
Inventor 徐霞包雨亭赵迎庆张楷王肖肖
Owner ANHUI UNIVERSITY OF TECHNOLOGY
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