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Multiple stimuli-responsive shell cross-linked polymer micelles and preparation method thereof

A cross-linked polymer, multi-stimulation technology, applied in the directions of pharmaceutical formulations, medical preparations of inactive ingredients, emulsion delivery, etc., to achieve the effect of expanding the application range, uniform size, simple and convenient release rate

Active Publication Date: 2020-05-29
SHAANXI NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] So far, there are few related studies combining dual redox stimuli with other stimuli to prepare multiple stimuli-responsive polymer materials with better practicality and versatility.

Method used

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  • Multiple stimuli-responsive shell cross-linked polymer micelles and preparation method thereof
  • Multiple stimuli-responsive shell cross-linked polymer micelles and preparation method thereof
  • Multiple stimuli-responsive shell cross-linked polymer micelles and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0046]

[0047]

[0048] 1. Dissolve azide-Br (0.047g, 0.2mmol), DMAEMA (3.36ml, 20mmol), PMDETA (0.035g, 0.2mmol) in 4mL DMF, add CuBr (0.029g, 0.2 mmol), followed by continuous freeze-thaw degassing once, and then reacted at 60°C for 4 hours under a nitrogen atmosphere. Precipitate in diethyl ether to obtain a white solid, namely the polymer of formula I-1.

[0049] 2. Dissolve alkyne-ONB-Br (0.0285g, 0.08mmol), MAEFC (1.098g, 3.2mmol), PMDETA (0.0138g, 0.08mmol) in 4mL DMF, add CuBr ( 0.012g, 0.08mmol), followed by continuous freeze-thaw degassing once, and then reacted under nitrogen atmosphere at 90°C for 6 hours. Precipitate in excess n-hexane to obtain a yellow solid, namely the polymer of formula II-1.

[0050] 3. Dissolve the polymer of formula I-1 (2.76g, 0.11mmol), polymer II-1 of formula II-1 (0.76g, 0.1mmol), PMDETA (0.035g, 0.2mmol) in 6mL of DMF, and continuously freeze-thaw and degas Add CuBr (0.029g, 0.2mmol) after 2 times, then freeze-thaw and degas ...

Embodiment 2

[0054]

[0055]

[0056] 1. Dissolve azide-Br (0.094g, 0.4mmol), DMAEMA (5.36ml, 32mmol), PMDETA (0.071g, 0.4mmol) in 6mL DMF, add CuBr (0.058g, 0.4 mmol), followed by continuous freeze-thaw degassing once, and then reacted at 60°C for 4 hours under a nitrogen atmosphere. Precipitate in diethyl ether to obtain a white solid, namely the polymer of formula I-2.

[0057] 2. Dissolve alkyne-ONB-Br (0.0285g, 0.08mmol), MAEFC (1.647g, 4.8mmol), PMDETA (0.0138g, 0.08mmol) in 4mL DMF, add CuBr ( 0.012g, 0.08mmol), followed by continuous freeze-thaw degassing once, and then reacted under nitrogen atmosphere at 90°C for 6 hours. Precipitate in excess n-hexane to obtain a yellow solid, namely the polymer of formula II-2.

[0058] 3. Dissolve the polymer of formula I-2 (1.58g, 0.11mmol), the polymer of formula II-2 (1.04g, 0.1mmol), PMDETA (0.035g, 0.2mmol) in 6mL DMF, and continuously freeze-thaw and degas Add CuBr (0.029g, 0.2mmol) after 2 times, then freeze-thaw and degas once...

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Abstract

The invention discloses a multi-stimuli responsive shell crosslinked polymeric micelle and a preparation method thereof. The polymeric micelle is prepared by: carrying out ATRP and click chemistry reaction to synthesize an amphiphilic diblock polymer with polydimethylaminoethyl methacrylate (PDMAEMA) as the hydrophilic chain and polymethacrylate ferrocenyl formyloxy ethyl ester (PMAFFEE) as the hydrophobic chain, subjecting the polymer to self-assembly in water to form core-shell micelles with uniform size, and then carrying out cross-linking reaction on the micelles and N, N'-di(bromoacetyl)cystamine. The core-shell crosslinked polymeric micelle provided by the invention is responsive to temperature, pH, light, oxidation and reduction stimuli, drugs can be released under single triggering of different stimuli in a controlled release process, and also can achieve controlled release through joint triggering of multiple stimuli. Therefore, the multi-stimuli responsive shell crosslinked polymeric micelle has broad application prospect in controlled release of anti-cancer drugs and other fields.

Description

technical field [0001] The invention belongs to the technical field of stimuli-responsive polymer materials, and in particular relates to a shell cross-linked polymer micelle responsive to temperature, pH, light and double redox five-fold stimuli and a preparation method thereof. Background technique [0002] Smart responsive drug delivery system, also known as stimulus-responsive or environment-sensitive drug delivery system, is a drug (anticancer drug, anti-inflammatory drug, protein, gene, etc.) delivery system with self-feedback function composed of smart polymer materials , and can also be used for the delivery of other guest molecules (enzymes, catalysts, fluorescent molecules, dyes). Through rational molecular design and preparation methods, intelligent polymer materials make the material itself have advanced functions endowed by biology, such as self-repair and self-proliferation, recognition and identification, stimulus-response (pH, temperature, redox substances, u...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G81/02C08F130/04C08F120/34C08J3/24A61K9/107A61K47/34C08L53/00
CPCA61K9/1075A61K47/34C08F120/34C08F130/04C08F2438/01C08G81/021C08J3/24C08J2353/00
Inventor 雷忠利张克虎杨红
Owner SHAANXI NORMAL UNIV
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