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A kind of preparation method of structurally stable pH-responsive polymer vesicles

A technology with stable structure and polymer, which is applied in the field of polymer compound synthesis to achieve high application value and stable structure

Active Publication Date: 2022-07-29
ENERGY RESOURCES INST HEBEI ACADEMY OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0005] 2-(Diisopropylamino)ethyl methacrylate (DIPEMA) and glycidyl methacrylate (GlyMA) contain tertiary amine groups and epoxy groups respectively, and the acidity coefficient pKa of DIPEMA Around 6.3, but the preparation of polymersomes by reversible addition-fragmentation chain transfer (RAFT) polymerization of these two monomers has not been reported

Method used

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  • A kind of preparation method of structurally stable pH-responsive polymer vesicles
  • A kind of preparation method of structurally stable pH-responsive polymer vesicles
  • A kind of preparation method of structurally stable pH-responsive polymer vesicles

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036] Step a. Weigh 3.80g mPEG with a molecular weight of 1900, 1.116g CPADB, 0.048g DMAP and 25mL anhydrous CH 2 Cl 2 Put into a 100mL round bottom flask and stir, dissolve 0.619g DCC in 5mL anhydrous CH 2 Cl 2And added dropwise to the above system, the reaction was carried out at room temperature for 72h, after filtration, it was settled in glacial ether for three times, and vacuum-dried to obtain pink solid powder. The obtained pink solid powder was subjected to nuclear magnetic detection. figure 1 , the calculated grafting rate of mPEG was higher than 95%.

[0037] Step b. Add 0.0588g of the product in step a, 0.273g of DIPEMA, 0.0455g of GlyMA, 0.0015g of AIBN, 1.212g of ethanol, and 0.303g of deionized water to a 25mL reaction flask, and pass argon gas for 30min under ice-water bath conditions, Then, after three pumping operations, the reaction bottle was sealed and reacted in an oven at 70 °C for 7 hours. The reaction bottle was taken out and placed in an ice-water ...

Embodiment 2

[0040] The preparation process of step a and macromolecular chain transfer agent is the same as step a in Example 1.

[0041] Step b. Add the prepared macromolecular chain transfer agent 0.066g, 0.410g DIPEMA, 0.068g GlyMA, 0.0015g AIBN, 5.182g ethanol, and 5.182g deionized water into a 25mL reaction flask, freeze and vacuumize with liquid nitrogen, and repeat three times. The tube was sealed, reacted in an oven at 70° C. for 7 h, and the reaction flask was taken out and placed in an ice-water bath to stop the reaction to obtain PEG-b-P (DIPEMA-GlyMA) polymer vesicles.

[0042] Step c, take 0.1 g of PEG-b-P (DIPEMA-GlyMA) polymer vesicles prepared in step b, dilute 10 times with a mixed solvent of ethanol and water, then add ethylenediamine, and stir at room temperature for 24 hours to obtain a cross-linked polymer vesicles, which were characterized by TEM, the results are as follows Image 6 As shown, the average particle size of the cross-linked polymer vesicles prepared un...

Embodiment 3

[0044] Step a. Weigh 1.0g mPEG with a molecular weight of 2000, 0.698g CPADB, 0.024g DMAP and 15mL anhydrous CH 2 Cl 2 Put into a 50mL round bottom flask and stir, dissolve 0.206g DCC in 5mL anhydrous CH 2 Cl 2 It was added dropwise to the above system, the reaction was carried out at room temperature for 72 hours, after filtration, it was settled in glacial ether for three times, and dried in vacuo to obtain a pink solid powder.

[0045] Step b. Add 0.092g, 0.614g DIPEMA, 0.102g GlyMA, 0.002g AIBN, 2.710g ethanol, and 2.710g deionized water of the product in step a into a 25mL reaction flask, freeze and evacuate with liquid nitrogen, repeat three times before sealing. tube, react in an oven at 70 °C for 7 h, take out the reaction flask and put it in an ice-water bath to stop the reaction to obtain PEG-b-P (DIPEMA-GlyMA) polymer vesicles.

[0046] Step c, take 0.1 g of the product in step b, dilute it 20 times with a mixed solvent of ethanol and water, then add ethylenediam...

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Abstract

A preparation method of pH-responsive polymer vesicles with stable structure, the preparation method comprises a monomer, a free radical initiator, a chain transfer agent and a solvent to form a polymerization system, and adopts a RAFT dispersion polymerization method to prepare a compound containing tertiary amine and The polymer vesicles of epoxy bifunctional groups, and continue to react with diamine after polymerization to prepare cross-linked polymer vesicles with stable structure, which specifically include: small molecular chain transfer agent and polyoxyethylene, catalyst, The dehydrating agent reacts to obtain a macromolecular chain transfer agent; the tertiary amine monomer, GlyMA, the macromolecular chain transfer agent and the initiator react in a solvent to obtain polymer vesicles, and then react with diamine to obtain cross-linked polymer vesicles. The invention utilizes the RAFT dispersion polymerization method to prepare pH-responsive polymer vesicles, and then reacts with diamine to prepare cross-linked polymer vesicles, the structure of which is more stable and will not be dissociated by external environment changes.

Description

technical field [0001] The invention relates to a preparation method of a pH-responsive polymer vesicle with stable structure, and belongs to the technical field of polymer compound synthesis. Background technique [0002] Cancer is a serious threat to human life and health. How to use drug delivery methods to improve the targeting performance of drugs is a challenge we have been facing in cancer treatment. The emergence of nano-drug delivery systems provides a new development direction for drug delivery, which can greatly improve the water solubility of poorly soluble anticancer drugs, prolong the circulation time of drugs in the blood, and utilize their enhanced penetration and retention effects at tumor tissues ( EPR effect), with certain targeting, thereby reducing the toxic and side effects of drugs on normal cells and tissues. [0003] The steps of preparing polymer nanoparticles by traditional self-assembly methods are cumbersome and must be carried out at low concen...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08F8/32C08F293/00C08F220/32C08F220/34C08F2/38
CPCC08F8/32C08F293/005C08F220/325C08F220/34C08F2/38C08F2438/03
Inventor 张芬牛艳玲姚倩李彦涛陈孝起周海军周萌萌
Owner ENERGY RESOURCES INST HEBEI ACADEMY OF SCI
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