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A quadruple stimuli-responsive polyamino acid nanogel and its preparation method and application

A technology of polyamino acid and nanogel, which is applied in the direction of pharmaceutical formulations, medical preparations of non-active ingredients, aerosol delivery, etc., can solve the problems of restricted application range, complicated preparation process, and limited application fields, and achieve good results. The effect of biocompatibility and chirality, simple preparation process, and clear chemical structure

Active Publication Date: 2019-11-19
BEIFANG UNIV OF NATITIES
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] In summary, the main problems in the prior art are: (1) the existing single or dual stimulus-responsive nanogels only respond to one or two stimuli, which limits their application fields; (2) the traditional Multiple stimuli-responsive nanogels are usually obtained by copolymerization of monomers with different stimuli-responsive properties. Due to the differences in polymerization activity and reactivity ratio between monomers, there is a deviation between the actual composition of the polymer and the theoretical design value. and homopolymer solubility, resulting in complex preparation process and high cost; (3) the existing multi-response polymers obtained by homopolymerization of monomers with multiple stimuli-response mechanisms have poor stability and biocompatibility. Good, so its scope of application is restricted

Method used

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  • A quadruple stimuli-responsive polyamino acid nanogel and its preparation method and application
  • A quadruple stimuli-responsive polyamino acid nanogel and its preparation method and application
  • A quadruple stimuli-responsive polyamino acid nanogel and its preparation method and application

Examples

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Embodiment 1

[0049] Weigh 9.5 g of polyethylene glycol monomethyl ether methacrylate (equivalent to 10 mmol), 44.2 mg of chain transfer agent cyanoisopropyl dithiobenzoate (equivalent to 0.2 mmol), and 1.64 mg of initiator AIBN (equivalent to 0.01 mmol) was placed in a 50ml single-necked bottle, and 10 mL of toluene was added to dissolve it. After 15 minutes of deoxygenation with nitrogen gas, it was heated to 70°C for 2 hours, and precipitated with petroleum ether to obtain polymethacrylic acid polyethylene glycol monomethyl ether Ester (macromolecular chain transfer agent CTA-1) 4.7 g. The weight-average molecular weight of gained poly(ethylene glycol monomethyl ether) methacrylate M w = 24940 g / mol, number average molecular weight M n = 23750 g / mol, degree of polymerization n=25.

[0050] weigh N -Acryloyl-Glycine-L-Leucine- N,N -Dimethylaminoacetamide (monomer A-1) 3.8 g (equivalent to 12 mmol), poly(ethylene glycol monomethyl ether methacrylate) (macromolecular chain transfer a...

Embodiment 2

[0053] 1. Preparation of quadruple stimuli-responsive polyamino acid nanogels

[0054] Weigh 9.9 g of N,N-dimethylacrylamide (equivalent to 100 mmol), 808 mg of 4-cyano-4-[[(dodecylthio)thionemethyl]thio]valeric acid (equivalent to 2 mmol), AIBN 66 mg (equivalent to 0.4 mmol) were placed in a 50 ml single-necked bottle, dissolved in 10 mL of tetrahydrofuran, deoxygenated by nitrogen gas for 15 min, then heated to 65 °C for 3 h, and precipitated with ether to obtain polyN, N-dimethylacrylamide (macromolecular chain transfer agent CTA-2) 7.8 g. The weight-average molecular weight of the polyN,N-dimethylacrylamide obtained M w = 4320 g / mol, number average molecular weight M n = 4000 g / mol, degree of polymerization n=39.

[0055] Weigh methacryloyl-L-alanine- N,N Diethylacetamide (monomer B-1) 3.83 g (equivalent to 15 mmol), poly N,N-dimethylacrylamide (macromolecular chain transfer agent CTA-2) 1.2 g (equivalent to 0.3 mmol), Azodicyanovaleric acid 28 mg (equivalent to 0....

Embodiment 3

[0071] Weigh 2.0 g of 4-cyano-4-[[(dodecylthio)thionemethyl]thio]valeric acid (equivalent to 5 mmol), polyethylene glycol monomethyl ether (average molecular weight 2000 g / mol) 4.0 g (equivalent to 2 mmol), 1-ethyl-(3-dimethylaminopropyl) carbodiimide hydrochloride 0.48 g (equivalent to 2.5 mmol) were placed in a 50 ml single-necked bottle, and no Dissolve 10 mL of dichloromethane in water, and react at room temperature for 24 hours under nitrogen protection. After the reaction, add 90 mL of dichloromethane, extract and separate layers, take the organic phase and wash with 0.1 M HCl aqueous solution, saturated sodium bicarbonate aqueous solution, and saturated brine, respectively, 80 mL. Dry the organic phase with anhydrous magnesium sulfate, filter, take the filtrate and evaporate to remove the organic solvent to obtain 4-cyano-4-[[(dodecylthio)thionemethyl]thio]valeric acid polyethylene glycol Monomethyl ether ester (macromolecular chain transfer agent CTA-3) 5.6 g.

[00...

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Abstract

The invention belongs to the technical field of intelligent polymer materials, and relates to quadruple stimulation response polyamino acid nano-gel and a preparation method and application thereof. According to the method, vinyl amino acid functional monomers are utilized, and the nano-gel is prepared by means of a water-phase controllable free radical polymerization method in the presence of a macro-molecular chain transfer agent and an initiator. According to the method, a polymerization-induced self-assembly method is adopted for preparation of the nano-gel, and a micro-molecular surfactant or an organic solvent is not used in the nano-gel preparing and drug loading process; the obtained nano-gel has good biocompatibility and chirality, the outside temperature and pH are reduced, the particle size after introduction of CO2 gas is increased, the nano-gel is dissolved into water-soluble macro-molecules after a reducing agent is added, and therefore the nano-gel can be used for controlling intelligent release of load molecules.

Description

technical field [0001] The invention belongs to the technical field of intelligent materials, and relates to a preparation method and application of a polymer nanogel, in particular to a quadruple stimulus-responsive polyamino acid nanogel and a preparation method and application thereof. Background technique [0002] Smart materials generally refer to materials that can sense and respond to the external environment. Smart materials can produce corresponding changes in physical properties or structures according to changes in ambient light, magnetic field, temperature, pH, redox agents, etc., so they have a wide range of applications in tissue engineering, drug delivery and sustained release, biosensors, and nanomedicine. Applications. Nanogel generally refers to a three-dimensional cross-linked polymer network with a particle size of less than 200 nm, consisting of hydrogel particle entities with nanometer-sized spaces. Due to its internal voids, it can be loaded with var...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08F120/60C08F2/38C08F2/10A61K47/32A61K9/06
CPCA61K9/06A61K47/34C08F2/10C08F2/38C08F120/60C08F2438/00
Inventor 雒春辉位宁王峰
Owner BEIFANG UNIV OF NATITIES
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