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Preparation method of injectable aquagel based on polyaspartic acid derivative

A technology of polyaspartic acid and its derivatives, which is applied in the fields of biotechnology, biomedical materials and tissue engineering, can solve the problems of lack of stability in quality and molecular weight distribution, and achieve easy implementation, simple synthesis, and short gelation time Effect

Inactive Publication Date: 2013-07-10
NANKAI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, in general, whether it is thermally initiated, photoinitiated or chemically initiated in situ polymerization or crosslinking agent reaction, toxic organic solvents, small molecule crosslinking agents or catalysts are usually used to solidify and form the scaffold. During the process, these toxic substances may have adverse effects on cells and bioactive molecules
On the other hand, most of the current injectable hydrogels are composed of natural polymers. Due to differences in sources, such polymers lack stability in quality, molecular weight distribution and other indicators, and have certain immunogenicity. have more limitations

Method used

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  • Preparation method of injectable aquagel based on polyaspartic acid derivative
  • Preparation method of injectable aquagel based on polyaspartic acid derivative
  • Preparation method of injectable aquagel based on polyaspartic acid derivative

Examples

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Effect test

Embodiment 1

[0028] A method for preparing an injectable hydrogel based on polyaspartic acid derivatives, the steps are as follows:

[0029] 1) Polysuccinimide is made by thermal polycondensation reaction:

[0030] Weigh 13.3g of L-aspartic acid powder, add 1mL of phosphoric acid with a concentration of 85% by weight into a 100mL three-neck flask, add sulfolane and 1,3,5-trimethylbenzene as a mixture in a ratio of 3:7 by volume Reaction solvent, a total of 30mL; under a nitrogen atmosphere, control the temperature at 180-220°C, stir mechanically for 4.5 hours, and remove the water and volatilized solvent generated during the reaction with a water separator; at the beginning of the reaction, L-Asp is a white crystal dispersed in the solvent , as the reaction temperature increases, a large amount of light yellow sticky lumps are generated, which is the intermediate polysuccinimide; after the reaction is completed, dissolve the product with DMF while it is hot, and add 4 mL of DMF per gram of...

Embodiment 2

[0042] A method for preparing an injectable hydrogel based on polyaspartic acid derivatives, the steps are as follows:

[0043] 1) The preparation of polysuccinimide is the same as in Example 1.

[0044] 2) The preparation of polyaspartic acid hydrazide is the same as in Example 1.

[0045] 3) Using 3-aminopropanediol and ethanolamine as nucleophiles, sequentially attack polysuccinimide for ring-opening reaction to obtain poly(2-hydroxyethylasparagine) modified by poly3-amino-1,2-propanediol ) (APDOL-PHEA):

[0046] Weigh 0.97g of vacuum-dried polysuccinimide, dissolve it in 10mL DMF, stir magnetically until it is completely dissolved to obtain a polysuccinimide solution; weigh 0.455g of 3-aminopropanediol and add it to 2.3mL DMF, Under the atmosphere of 3-aminopropanediol, N, N-dimethylformamide solution was added dropwise to the solution of polysuccinimide, the dropping rate was 2-5 drops / min; After cooling to room temperature, add 0.762g of ethanolamine, and continue to ...

Embodiment 3

[0053] 1) The preparation of polysuccinimide is the same as in Example 1.

[0054] 2) The preparation of polyaspartic acid hydrazide is the same as in Example 1.

[0055] 3) Using 3-aminopropanediol and ethanolamine as nucleophiles, sequentially attack polysuccinimide for ring-opening reaction to obtain poly(2-hydroxyethylasparagine) modified by poly3-amino-1,2-propanediol ) (APDOL-PHEA):

[0056] Weigh 0.97g of vacuum-dried polysuccinimide, dissolve in 10mL N,N-dimethylformamide, stir magnetically until completely dissolved to obtain a polysuccinimide solution; weigh 0.546g of 3-aminopropylene glycol to dissolve In 2.73mL DMF, under a nitrogen atmosphere, add the DMF solution of 3-aminopropanediol to the solution of polysuccinimide drop by drop at a rate of 2-5 drops / min; After cooling to room temperature, add 0.610g of ethanolamine, and continue to react for 6h; filtered and washed three times with acetone, and the product was vacuum-dried for 24 hours to obtain poly(2-hy...

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Abstract

The invention discloses a preparation method of injectable aquagel based on a polyaspartic acid derivative. The method comprises the following steps of: undergoing a thermal polycondensation reaction by taking L-aspartic acid as a raw material, taking phosphoric acid as a catalyst and taking a mixed solvent of sulfolane and 1,3,5-trimethylbenzene as a reaction solvent to obtain polysuccinimide, and undergoing a ring-opening reaction by attacking with a hydrazine hydrate serving as a nucleophilic reagent to obtain a polyaspartamide hydrate; making 3-aminopropylene glycol and ethanol amine undergo a ring-opening reaction with polysuccinimide in sequence to obtain poly-3-amino-1,2-propylene glycol-modified poly(2-hydroxyethyl asparagine), and adding sodium periodate for undergoing an oxidation reaction to prepare formyl-modified poly(2-hydroxyethyl asparagine); and dissolving two prepared products into a phosphoric acid buffer solution respectively, and mixing the two solutions to formedaquagel. The preparation method disclosed by the invention has the advantages of easiness for implementing, low manufacturing cost and short gel forming time; and the injectable aquagel can be widelyapplied to medicament carriers and tissue engineering bracket materials.

Description

technical field [0001] The invention relates to the technical fields of biotechnology, biomedical materials and tissue engineering, in particular to a method for preparing an injectable hydrogel based on polyaspartic acid derivatives. Background technique [0002] People will inevitably suffer from diseases and accidental trauma in the course of life activities. For organ and tissue defects caused by various reasons, the main commonly used clinical treatment methods are tissue and organ transplantation and artificial device replacement. However, clinical surgery has problems such as not easy to plastic, easy to induce inflammation and immune response. Using injectable hydrogel to load antibiotics or osteoblasts for filling the lesion or repairing the connection of tissues can well avoid a series of problems in clinical surgery, accelerate the speed of bone tissue reconstruction and improve the postoperative effect , has a good application prospect. [0003] Chemically cros...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08J3/075C08L79/06C08L77/04A61K47/34A61L27/18A61L27/52
Inventor 马建标伍国琳逯彩彩王晓娟王亦农范云鸽
Owner NANKAI UNIV
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