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Self-repairing and photo-sensitive chitosan hydrogel and preparation method thereof

A chitosan water and light-sensitive technology, which is applied in the direction of pharmaceutical formulations, medical preparations of non-active ingredients, applications, etc., can solve the problem that glutaraldehyde and chitosan aqueous solution are difficult to mix uniformly, and the hydrogel does not have photosensitivity. There are a lot of problems in the gel, which can achieve the effect of strong space-time controllability, good compliance and accelerated healing

Active Publication Date: 2017-05-31
海洋杞纪(海南)生物科技有限公司
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  • Abstract
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  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the formation of these chitosan hydrogels all need to add cross-linking agents such as glutaraldehyde etc. in addition, and the use of cross-linking agents has the following defects: (1) due to the cross-linking reaction between glutaraldehyde and amino groups on chitosan is extremely (2) Due to the high viscosity of the solution, it is difficult to remove a large number of air bubbles in the solution before the crosslinking reaction of the system occurs, resulting in a large number of pores inside the gel, and the coagulation The uniformity of the glue is very poor, and it is easy to break during the swelling process; (3) many drugs contain amino groups, and if the drug is loaded in situ, it is easy to react with glutaraldehyde; (4) glutaraldehyde is toxic and the residual Harmful to the human body
Recently, mussel biomimetic chemistry has aroused great interest, that is, the introduction of catechol groups in the side chain of the polymer to obtain derivatives that can undergo metal coordination, and its solution with metal ions (Fe 3+ , Ca 2+ 、Ag + ) coordination to form a hydrogel, but this hydrogel is not photosensitivity, and its application as a bioadhesive material, tissue engineering and controlled release drug carrier has great limitations

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  • Self-repairing and photo-sensitive chitosan hydrogel and preparation method thereof
  • Self-repairing and photo-sensitive chitosan hydrogel and preparation method thereof
  • Self-repairing and photo-sensitive chitosan hydrogel and preparation method thereof

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preparation example Construction

[0028] The preparation method of the self-repairing, light-sensitive chitosan hydrogel comprises the following steps:

[0029] (1) Using carboxymethyl chitosan and nitrodopamine as raw materials, through the amidation reaction between the carboxyl group of carboxymethyl chitosan and the amino group of nitrodopamine, chitosan has good metal coordination ability and light sensitivity The nitrodopamine group, obtain the chitosan derivative containing nitrodopamine group;

[0030] (2) Mix the aqueous solution of the chitosan derivative containing the nitrodopamine group of a certain concentration with the Fe of a certain concentration 3+ Solution mixing, Fe 3+ It can form monodentate, bidentate and tridentate complexes with dopamine, and Fe 3+ It also has oxidation effect, so that chitosan hydrogel with self-healing and bioadhesive properties can be obtained, such as figure 2 .

[0031] Chitosan is a natural biopolymer with a wide range of sources, safety, non-toxicity, and l...

Embodiment 1

[0033] (1) Preparation of chitosan derivatives containing nitrodopamine groups

[0034] Get 100mg carboxymethyl chitosan (Mn=1.0×10 4 Da, D S =0.3) was dissolved in 50mL of deionized water, added 5mL containing 58mg (0.5mmol) N-hydroxysuccinimide (NHS) and 99mg (0.5mmol) nitrodopamine bisulfate (Mn= 198) in DMF, and 96 mg (0.5 mmol) of 1-ethyl-(3-dimethylaminopropyl) carbodiimide (EDC) was added, and the reaction was stirred at room temperature for 24 h. Dialyzed in deionized water for two days, vacuum freeze-dried to obtain chitosan derivatives containing nitrodopamine groups.

[0035] (2) Preparation of self-healing, light-sensitive chitosan hydrogel

[0036] The chitosan derivative containing the nitrodopamine group prepared by step (1) was dissolved in 20mL water to obtain a solution with a concentration of 10mg / mL, and with 5mL5mmol / L FeCl 3 The acetic acid solution was mixed and stirred, and the pH of the solution was adjusted to 6.5 by slowly adding 1 mol / L NaOH sol...

Embodiment 2

[0051] (1) Preparation of chitosan derivatives containing nitrodopamine groups

[0052] Get 100mg carboxymethyl chitosan (Mn=3.6×10 4 Da, D S =0.4) was dissolved in 50mL of deionized water, added 5mL containing 230mg (2.0mmol) N-hydroxysuccinimide (NHS) and 792mg (4.0mmol) nitrodopamine bisulfate (Mn= 198) in DMF, and 384 mg (2.0 mmol) of 1-ethyl-(3-dimethylaminopropyl) carbodiimide (EDC) was added, and the reaction was stirred at room temperature for 5 h. Then it was dialyzed in deionized water for two days and vacuum freeze-dried to obtain chitosan derivatives containing nitrodopamine groups.

[0053] (2) Preparation of self-healing, light-sensitive chitosan gel

[0054] The chitosan derivative containing the nitrodopamine group prepared by step (1) was dissolved in 20mL water to obtain a concentration of 40mg / mL solution, and with 5mL80mmol / L of FeCl 3 The acetic acid solution was mixed and stirred, and a 1mol / L NaOH solution was slowly added dropwise to adjust the pH o...

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Abstract

The invention discloses self-repairing and photo-sensitive chitosan hydrogel and a preparation method thereof. The preparation method of the chitosan hydrogel comprises the steps as follows: (1) carboxymethyl chitosan and nitro-dopamine are taken as raw materials and subjected to acylation reaction, and a chitosan derivative containing a nitro-dopamine group is obtained; (2) a chitosan derivative aqueous solution containing the nitro-dopamine group is mixed with a Fe <3+> solution, the pH of the mixed solution is adjusted to 6.5-9.5, and the self-repairing and photo-sensitive chitosan hydrogel is obtained. The chitosan derivative containing the nitro-dopamine group and a metal ion are coordinated to be crosslinked with a mussel bionic chemistry method, and dopamine has good biocompatibility, so that toxicity to organisms due to hydrogel prepared with a traditional method is reduced; the prepared self-repairing and photo-sensitive chitosan hydrogel has high adhesion, good compliance and high time and space controllability, and can maintain the best moist environment for a long time on the wound surface, promote wound epithelialization and accelerate wound healing when used as a wound dressing.

Description

technical field [0001] The invention relates to a hydrogel and a preparation method thereof, in particular to a self-repairing, light-sensitive chitosan hydrogel and a preparation method thereof. Background technique [0002] Chitosan is the only positive linear polysaccharide in nature. Its basic unit is glucosamine. It has the characteristics of good biocompatibility, no toxic and side effects, and rich sources. It has been used in the synthesis of food industry, pharmaceutical preparations, and medical polymer materials. fields have been widely developed and applied. Based on different mechanisms (covalent, ionic, hydrogen bonding), chitosan can form hydrogels, which have been reported by many. Chitosan can form chemical gels with glutaraldehyde, etc., and can also form physical gels with thioglycolic acid, acrylic acid, oxalic acid, etc. In addition, chitosan and metal ions or other biopolymers (for example: reduced gum, carrageenan, etc.) form ionic crosslinks through...

Claims

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Application Information

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IPC IPC(8): C08J3/24C08J3/075C08B37/08A61L15/28A61L15/42A61L15/44A61L24/08A61L24/00A61K47/36
CPCA61K47/36A61L15/28A61L15/42A61L15/44A61L24/0015A61L24/0031A61L24/08A61L2300/232A61L2300/412C08B37/003C08J3/075C08J3/24C08J2305/08C08L5/08
Inventor 张怀红仓辉孙柏旺孙玉蔡照胜
Owner 海洋杞纪(海南)生物科技有限公司
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