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Antibacterial and antifouling double-functional polyurethane surface crosslinking composite film and preparation method thereof

A polyurethane film, polyurethane technology, applied in the field of biomedical materials, achieves good cell compatibility and blood compatibility, broad application prospects, and the effect of reducing the amount of adhesion

Inactive Publication Date: 2018-05-01
TIANJIN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

If the polyurethane film is used as the matrix, combined with eugenol-modified chitosan and betaine zwitterionic copolymer to make a composite film material, it can combine the characteristics of various components and have dual functions of antibacterial and antifouling. This work No reports so far

Method used

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  • Antibacterial and antifouling double-functional polyurethane surface crosslinking composite film and preparation method thereof
  • Antibacterial and antifouling double-functional polyurethane surface crosslinking composite film and preparation method thereof
  • Antibacterial and antifouling double-functional polyurethane surface crosslinking composite film and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] (1) preparation of chitosan-g-eugenol:

[0025] Weigh 1g chitosan (M n =20kDa) was dissolved in 35mL 2% (v / v) hydrochloric acid aqueous solution, 408.5mg eugenol (40% of chitosan amino molar weight) was dissolved in 20mL ethanol, after the two were mixed evenly, cerium ammonium nitrate was dissolved in 25mL of 1M nitric acid aqueous solution forms a solution with a concentration of 6mM and adds it to the above system, and reacts at 40°C under N 2 Under atmosphere for 6h. After the reaction, the product was precipitated in acetone, washed three times with methanol, then dissolved in deionized water, dialyzed for three days and lyophilized.

[0026] (2) Synthesis of P(SBMA-co-AEMA) copolymer:

[0027] According to the molar ratio of 36:12:1:0.2, weigh the monomer 1005.8mg sulfobetaine methacrylate, 198.7mg 2-aminoethyl methacrylate, 28mg chain transfer agent 4-cyanovaleric acid di Thiobenzoic acid, 3.3mg initiator azobisisobutyronitrile; be dissolved in 4.8mL methanol...

Embodiment 2

[0032] (1) synthesis of chitosan-g-eugenol:

[0033] Weigh 1g chitosan (M n =10kDa) was dissolved in 35mL 2% (v / v) hydrochloric acid aqueous solution, 306.4mg eugenol (30% of chitosan amino molar weight) was dissolved in 20mL ethanol, after the two were mixed evenly, cerium ammonium nitrate was dissolved in 25mL of 1M nitric acid aqueous solution to form a solution with a concentration of 4mM was added to the above system, and the reaction was carried out at 30°C under N 2 Under atmosphere for 4h. After the reaction, the product was precipitated in a large amount of acetone, washed three times with methanol, then dissolved in deionized water, dialyzed for three days and lyophilized.

[0034] (2) Synthesis of P(SBMA-co-AEMA) copolymer:

[0035] According to the molar ratio of 30:10:1:0.2, 838.2 mg of monomer sulfobetaine methacrylate, 165.6 mg of 2-aminoethyl methacrylate, 28 mg of chain transfer agent 4-cyanovaleric acid di Thiobenzoic acid, 3.3mg initiator azobisisobutyroni...

Embodiment 3

[0039] (1) preparation of chitosan-g-eugenol:

[0040] Weigh 1g chitosan (M n =40kDa) was dissolved in 35mL 2% (v / v) hydrochloric acid aqueous solution, 408.5mg eugenol (40% of chitosan amino molar weight) was dissolved in 20mL ethanol, after the two were mixed evenly, cerium ammonium nitrate was dissolved in 25mL of 1M nitric acid aqueous solution forms a solution with a concentration of 5mM and adds it to the above system, and reacts at 35°C under N 2 Under atmosphere for 5h. After the reaction, the product was precipitated in a large amount of acetone, washed three times with methanol, then dissolved in deionized water, dialyzed for three days and lyophilized.

[0041] (2) Synthesis of P(SBMA-co-AEMA) copolymer:

[0042] According to the molar ratio of 36:12:1:0.2, weigh the monomer 1005.8mg sulfobetaine methacrylate, 198.7mg 2-aminoethyl methacrylate, 28mg chain transfer agent 4-cyanovaleric acid di Thiobenzoic acid, 3.3mg initiator azobisisobutyronitrile; be dissolved...

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Abstract

The invention discloses an antibacterial and antifouling double-functional polyurethane surface crosslinking composite film and a preparation method thereof. The polyurethane surface crosslinking composite film is formed by covalently conjugating a natural antibacterial agent eugenol on a chitosan chain to synthesize chitosan-g-eugenol, synthesizing a poly(methacrylic acid sulfonic acid betaine-co-methacrylic acid 2-amino ethyl ester) copolymer by utilizing reversible addition-fragmentation chain transfer polymerization method and taking a natural biological crosslinking agent genipin as a crosslinking agent to carry out crosslinking on the surface of a polyurethane film. The natural antibacterial agents, i.e., the chitosan and the eugenol, can have a cooperative antibacterial effect; a betaine zwitter ion copolymer can be used for effectively resisting bacterium and platelet adhesion and protein adsorption, so that the composite film has dual functions of antibacterial and antifoulingand has good cell compatibility and blood compatibility. The antibacterial and antifouling double-functional polyurethane surface crosslinking composite film has the advantages that raw materials have a wide source and are easy to obtain and a preparation process is simple and convenient and has a wide application prospect in the field of biomedical implant materials.

Description

technical field [0001] The invention relates to a polyurethane surface cross-linked chitosan-g-eugenol / betaine amphoteric ion copolymer composite membrane with antibacterial and antifouling functions and a preparation method thereof, belonging to the field of biomedical materials. Background technique [0002] In recent years, various biomaterials and medical implants such as artificial blood vessels and artificial urinary catheters have been widely used in the treatment of human diseases. Clinical complications; in addition, when the implant is in contact with human body fluids (blood, urine, etc.), in addition to the adhesion of pathogens such as bacteria, the adhesion of platelets, proteins and other components may easily cause embolism of the implanted pipeline, resulting in graft failure. Although a variety of antibacterial or anti-adhesion biomaterials have been developed and used, it is difficult for single-functional implant materials to solve the above-mentioned pro...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01D71/60B01D71/08B01D69/12B01D69/02B01D67/00
CPCB01D69/02B01D69/125B01D71/08B01D71/60B01D2325/48
Inventor 袁晓燕李珍光胡文虹赵蕴慧任丽霞
Owner TIANJIN UNIV
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