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Biodegradable hydrogel as well as preparation and application thereof

A biodegradable, hydrogel technology, applied in medical science, prosthesis, etc., can solve the problem of poor acid-base biodegradability, achieve good elastic modulus and swelling performance, low cytotoxicity, and high cell affinity Effect

Inactive Publication Date: 2018-01-30
SOUTHERN MEDICAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the unsaturated aliphatic polyesters reported in the above-mentioned documents must carry out UV curing with monomers containing unsaturated double bonds under the action of photoinitiators.
And the polyester obtained after curing is stable to pH and redox, and has poor acid-base biodegradability

Method used

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  • Biodegradable hydrogel as well as preparation and application thereof
  • Biodegradable hydrogel as well as preparation and application thereof
  • Biodegradable hydrogel as well as preparation and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] (1) preparation of glycidyl p-aldehyde benzoate

[0025] Dissolve 100mmol of 4-formylbenzoic acid, 100mmol of glycidol and 10mmol of N,N-dimethylaminopyridine (DMAP) in 500mL of dichloromethane, and stir at room temperature for 30min. At 0°C, 100 mmol of 1-ethyl-(3-dimethylaminopropyl)carbodiimide hydrochloride (EDC.HCl) was slowly added, and then reacted overnight at room temperature. Wash with 1M hydrochloric acid, saturated aqueous sodium bicarbonate solution and saturated brine successively to remove dichloromethane to obtain the initial product. The initial product was purified by silica gel column chromatography to obtain 18 g (87 mmol) of light yellow solid.

[0026] Compound Characterization

[0027] 1 H NMR (400MHz, CDCl 3 )δ(ppm): 9.74~9.75(s,1H), 7.93~8.04(t,4H), 4.51~4.53(m,1H), 4.27~4.28(m,1H), 3.22~3.23(m,1H) ,2.61~2.63(m,1H),2.33~2.34(m,1H)

[0028] 13 C NMR (200MHz, CDCl3) δ (ppm): 189.3, 163.6, 143.8, 138.4, 131.5, 129.1, 67.8, 52.5, 44.3

[002...

Embodiment 2

[0069] (1) Preparation of aldehyde-containing aliphatic polyester

[0070] Take succinic anhydride (2g, 20mmol), glycidyl p-aldehyde benzoate (2.06g, 10mmol), triethylene glycol glycidyl ether (2.2, 10mmol), o-tert-butylhydroquinone (66.4mg , 0.4mmol) and tetrabutylammonium bromide (128mg, 0.4mmol), were added to 20mL ethyl acetate: butyl acetate = 1:1 volume ratio mixed solution, under the protection of nitrogen, 90 ℃ ring-opening copolymerization reaction 8h, remove the solvent to obtain aldehyde-containing aliphatic polyester.

[0071] Adopt the same method of embodiment 1 to detect the prepared aldehyde-containing aliphatic polyester, the result is: M w =8034, M n =3998, PDI=2.01.

[0072] (2) Preparation and properties of readily biodegradable hydrogels

[0073] (a) Formulation of readily biodegradable hydrogels

[0074] 5 g of aldehyde-containing aliphatic polyester prepared in step 1, and 0.25 g of cystamine.

[0075] (b) Preparation of readily biodegradable hydro...

Embodiment 3

[0093] (1) Preparation of aldehyde-containing aliphatic polyester

[0094] Take succinic anhydride (2g, 20mmol), glycidyl p-aldehyde benzoate (2.06g, 10mmol), triethylene glycol glycidyl ether (2.2, 10mmol), o-tert-butylhydroquinone (66.4mg , 0.4mmol) and tetrabutylammonium bromide (128mg, 0.4mmol), were added to 20mL ethyl acetate: butyl acetate = 1:1 volume ratio mixed solution, under the protection of nitrogen, 110 ℃ ring-opening copolymerization reaction 8h, remove the solvent to obtain aldehyde-containing aliphatic polyester.

[0095] Adopt the same method of embodiment 1 to detect the prepared aldehyde-containing aliphatic polyester, the result is: M w =12906, M n =6003, PDI=2.15.

[0096] (2) Preparation and properties of readily biodegradable hydrogels

[0097] (a) Formulation of readily biodegradable hydrogels

[0098] 5 g of aldehyde-containing aliphatic polyester prepared in step 1, and 1 g of cystamine.

[0099] (b) Preparation of readily biodegradable hydrog...

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Abstract

The invention relates to biodegradable hydrogel. The biodegradable hydrogel is prepared from aldehyde-containing aliphatic polyester, cystamine accounting for 5 to 20 weight percent of the weight of the aldehyde-containing aliphatic polyester and a proper amount of solvents. A tissue engineering scaffold prepared from the hydrogel is biodegradable; good hydrophilia, biocompatibility and low cytotoxicity are realized.

Description

technical field [0001] The invention relates to an organic macromolecular compound, in particular to a medical aldehyde-containing aliphatic polyester, which is suitable for the preparation of a biodegradable hydrogel. Background technique [0002] The main chain of aliphatic polyester is composed of aliphatic structural units connected by easily hydrolyzed ester bonds, and the main chain is flexible, and it is easy to be degraded by enzyme catalysis under the action of microorganisms. Therefore, aliphatic polyester is an important class of biomedical materials because of its good biocompatibility and biodegradability, and is widely used in the field of biomedicine, such as drug sustained release, surgical sutures, bone fixation materials, tissue engineering materials, etc. Commonly used aliphatic polyesters include polyglycolide (PGA), polylactide (PLA), glycolide-lactide copolymer (PLGA), polycaprolactone (PCL), and the like. There are currently two methods for the synth...

Claims

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Application Information

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IPC IPC(8): C08L67/02C08K5/37C08J3/075C08G63/42A61L27/18A61L27/52A61L27/58
Inventor 刘瑞源张志德夏琦
Owner SOUTHERN MEDICAL UNIVERSITY
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