CN113952497B - Bacterial adhesive anti-infection wound dressing - Google Patents

Bacterial adhesive anti-infection wound dressing Download PDF

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CN113952497B
CN113952497B CN202111144302.2A CN202111144302A CN113952497B CN 113952497 B CN113952497 B CN 113952497B CN 202111144302 A CN202111144302 A CN 202111144302A CN 113952497 B CN113952497 B CN 113952497B
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porous membrane
wound
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bacteria
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CN113952497A (en
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鲁建国
鲁振坦
钟亚平
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Zhende Medical Co Ltd
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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61LMETHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L15/00Chemical aspects of, or use of materials for, bandages, dressings or absorbent pads
    • A61L15/16Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons
    • A61L15/22Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons containing macromolecular materials
    • A61L15/28Polysaccharides or their derivatives
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61LMETHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L15/00Chemical aspects of, or use of materials for, bandages, dressings or absorbent pads
    • A61L15/16Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons
    • A61L15/20Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons containing organic materials
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61LMETHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L15/00Chemical aspects of, or use of materials for, bandages, dressings or absorbent pads
    • A61L15/16Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons
    • A61L15/42Use of materials characterised by their function or physical properties
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61LMETHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L15/00Chemical aspects of, or use of materials for, bandages, dressings or absorbent pads
    • A61L15/16Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons
    • A61L15/42Use of materials characterised by their function or physical properties
    • A61L15/425Porous materials, e.g. foams or sponges
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61LMETHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L2300/00Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices
    • A61L2300/40Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices characterised by a specific therapeutic activity or mode of action
    • A61L2300/404Biocides, antimicrobial agents, antiseptic agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61LMETHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L2300/00Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices
    • A61L2300/40Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices characterised by a specific therapeutic activity or mode of action
    • A61L2300/412Tissue-regenerating or healing or proliferative agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61LMETHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L2400/00Materials characterised by their function or physical properties
    • A61L2400/12Nanosized materials, e.g. nanofibres, nanoparticles, nanowires, nanotubes; Nanostructured surfaces
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61LMETHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L2400/00Materials characterised by their function or physical properties
    • A61L2400/18Modification of implant surfaces in order to improve biocompatibility, cell growth, fixation of biomolecules, e.g. plasma treatment

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Abstract

The invention provides a bacterial adhesive anti-infective wound dressing, which comprises a micron-sized porous membrane with an alkyl chain on the surface and does not contain any bactericide. The alkyl chain is preferably modified with an alkyl chloride, and the microporous membrane is preferably a porous fibrous membrane containing a hydroxyl group such as cellulose fiber. According to the invention, the surface energy of the porous membrane is regulated and controlled through the alkyl chain, and meanwhile, the porous membrane with efficient adhesion to wound bacteria is prepared by regulating and controlling the surface structure of the porous membrane, so that the bacteria are prevented from permeating to wound tissues, and the effects of resisting bacterial infection and preventing adhesion of the wound are realized. The wound surface debridement sterilization dressing is simple in preparation method, low in production cost and excellent in anti-infection effect, does not need to add any bactericide and is good in biocompatibility, so that the wound surface debridement sterilization dressing can be widely applied to the field of wound surface dressings, and the product is prevented from accumulating on the wound surface and aggravating the inflammatory reaction of the wound surface after the bacteria die and break.

Description

Bacterial adhesive anti-infection wound dressing
Technical Field
The invention relates to the technical field of medical materials, in particular to a bacterial adhesive anti-infection wound dressing.
Background
Wound infections are often the result of bacterial invasion. Wound infections can delay the healing process and if not treated in time, the infection can spread to other parts of the body and, in severe cases, can be life threatening. Therefore, controlling wound infection is also a significant challenge in the wound repair process.
At present, the clinical treatment of wounds mainly adopts traditional dressings such as bandages, absorbent cotton and gauze, which are cheap, but can not effectively prevent harmful bacteria from invading wounds, and the wounds are seriously adhered. However, with the advancement of medical technology, especially with the introduction of the theory of moist healing, i.e., the wound can heal more rapidly in a warm and moist environment, the novel dressing has the functions of preventing the wound from being excessively dry, resisting various microorganisms, preventing the wound from being infected again, resisting the wound from being damaged by mechanical factors, and protecting the wound in all directions, so that the novel dressing gradually replaces the conventional dressing.
The prior novel medical dressing can be mainly divided into a fiber type, a hydrogel type, a film type and a sponge type according to the forms, wherein the hydrogel dressing has better water absorption, air permeability, moisture permeability and biocompatibility, and has wide raw material sources and relatively low price, so the research and the application of the dressing are more common.
The existing anti-infective wound dressing is mainly characterized in that various antibacterial agents such as quaternary ammonium salt, silver ion, silver nano ion, copper ion, guanidine salt, antibiotic, various photosensitive antibacterial agents and the like are directly loaded on the dressing. Synthetic antibiotics are generally the most commonly used means to effectively cure wound infections. However, overuse of antibiotics can lead to increased antibiotic resistance. The related antibacterial dressing has better antibacterial performance, but can also generate a plurality of toxic and side effects, and the toxic and side effects are more obvious especially for special groups such as the elderly, infants, patients with chronic diseases and the like. There is an urgent need to develop a new type of anti-infective wound dressing that does not produce any side effects at all.
In view of the above, the present invention provides an improved antimicrobial-free anti-infective wound dressing to solve the above problems.
Disclosure of Invention
In view of the above-mentioned drawbacks of the prior art, the present invention provides a bacterial adhesive anti-infective wound dressing, which comprises a micron-sized porous membrane with a surface modified by alkyl chains, and does not contain any bactericide. According to the invention, the surface energy of the porous membrane is regulated and controlled through the alkyl chain, and meanwhile, the porous membrane with efficient adhesion to bacteria on the wound surface is prepared and obtained through regulating and controlling the surface structure of the porous membrane, so that the effects of resisting bacterial infection and preventing adhesion of the wound surface are realized, the production cost is low, and the popularization and the application are convenient.
In order to achieve the above object, the present invention provides a bacterial adhesive anti-infective wound dressing, comprising a micron-sized porous membrane, wherein the surface of the micron-sized porous membrane contains alkyl chains and does not contain any bactericide; the micron-sized porous membrane forms nonspecific adhesion to bacteria on the wound surface through the self surface energy and the adaptability of the porous membrane structure to the surface energy of the bacteria, so that the infection resistance and the adhesion prevention of the wound surface are realized.
As a further improvement of the invention, the alkyl chain on the surface of the micron-sized porous membrane is grafted or coated on the surface of the micron-sized porous membrane substrate to realize compounding, or the micron-sized alkyl chain modified porous fiber membrane is obtained by spinning the alkyl chain modified polymer spinning solution.
In a further improvement of the present invention, the material of the micron-sized porous membrane substrate is a polymer containing hydroxyl groups.
As a further improvement of the invention, the micron-sized porous membrane substrate is a micron-sized porous fiber membrane substrate, and the material is one or more of cotton fiber, hemp fiber, regenerated cellulose fiber, cellulose nanofiber, hyaluronic acid fiber and sodium alginate fiber.
As a further improvement of the invention, the alkyl chain on the surface of the micron-sized porous membrane is obtained by grafting alkyl acyl chloride.
As a further improvement of the invention, the alkyl acyl chloride is one or more of acetyl chloride, propionyl chloride, 2-ethylbutyryl chloride, hexanoyl chloride and dodecanoyl chloride.
As a further improvement of the invention, the alkyl acid chloride is acetyl chloride.
As a further improvement of the invention, the mass of the alkyl chain is 0.1-5% of the mass of the micron-sized porous membrane.
As a further improvement of the invention, the micron-sized porous fiber membrane substrate is a micron-sized porous fiber membrane composite substrate consisting of cotton fibers and cellulose nanofibers.
As a further improvement of the invention, the pore diameter of the micron-sized porous membrane is 1-10 μm, and the fiber diameter is 0.1-7 μm.
Advantageous effects
Compared with the prior art, the invention has the following beneficial effects:
(1) the bacterial adhesive anti-infective wound dressing provided by the invention is a micron-sized porous membrane with the surface containing alkyl chains, and does not contain any bactericide. The hydrophilicity/hydrophobicity of the surface of the micron-sized porous membrane is regulated and controlled through the carbon atom number and the grafting density of the alkyl chain, and the surface energy is changed along with the regulation; meanwhile, the surface of the micron-sized porous membrane can form good adaptability with bacteria by regulating and controlling the surface physical structure of the micron-sized porous membrane. When the dressing is covered on the wound surface, the dressing can form high-efficiency adsorption effect on the bacteria on the wound surface and prevent the bacteria from permeating into the wound surface tissue, thereby realizing the antibacterial infection effect of the wound surface. The wound surface debridement sterilization dressing is simple in preparation method, low in production cost and excellent in anti-infection effect, does not need to add any bactericide and is good in biocompatibility, so that the wound surface debridement sterilization dressing can be widely applied to the field of wound surface dressings, and the serious inflammatory reaction caused by accumulation of products generated after bacteria die and are cracked is avoided.
(2) According to the bacterial adhesive anti-infection wound dressing provided by the invention, the bacteria adhesive property of the micron-sized porous membrane material is utilized to adhere the bacteria on the wound surface, the bacteria on the wound surface can be removed through a dressing change method, the bacteria concentration on the wound surface is reduced, and the risk of infection on the wound surface is further reduced. Therefore, compared with the common anti-infection dressing, no antibacterial component is required to be added, and the dressing has good biocompatibility, so that the recovery of the wound surface is inhibited without any negative influence, the inherent antibacterial thought of the anti-infection dressing is broken, and the high-efficiency anti-infection and anti-adhesion effects can be realized by pertinently selecting and designing the material and the surface tissue structure of the porous membrane material.
(3) The bacterial adhesive anti-infective wound dressing provided by the invention is preferably a composite porous membrane consisting of cotton fibers and nano cellulose fibers, and is modified by acyl chloride. The adhesion of the alkyl nano cellulose fiber membrane to bacteria is strong, but the mechanical strength is poor, the wound surface is polluted once the fiber membrane is broken in the dressing change process, adverse effects are brought to wound surface healing, the conventional alkyl modified cotton fiber fabric also has the bacteria adhesion capacity, but the conventional alkyl modified cotton fiber fabric is weaker than the nano cellulose fiber, the high-efficiency bacteria adhesion capacity of the alkyl modified nano cellulose fiber and the high mechanical strength of the alkyl conventional cotton fiber can be fully exerted by the nano cellulose fiber membrane and the conventional cotton fiber, the comprehensive effect of high strength and high-efficiency bacteria adhesion is obtained, and the optimal treatment effect is achieved. Moreover, the cotton fiber raw material has wide source, low price and easy obtainment, and has very good air permeability and biocompatibility, thereby being convenient for large-scale preparation, popularization and application.
Drawings
FIG. 1 is a graph showing the results of the bacterial absorbance value tests of examples 1 to 8 and comparative example 1.
Detailed Description
The technical solutions of the embodiments of the present invention will be described clearly and completely below, and it is obvious that the described embodiments are only a part of the embodiments of the present invention, and not all embodiments; all other embodiments, which can be derived by a person skilled in the art from the embodiments of the present invention without any inventive step, are within the scope of the present invention.
The invention provides a bacterial adhesive anti-infective wound dressing, which comprises a micron-sized porous membrane, wherein the surface of the micron-sized porous membrane contains an alkyl chain and does not contain any bactericide; the micron-sized porous membrane forms nonspecific adhesion to bacteria on the wound surface through the self surface energy and the adaptability of the porous membrane structure to the surface energy of the bacteria, so that the infection resistance and the adhesion prevention of the wound surface are realized. Through the arrangement, the hydrophobicity of the surface of the micron-sized porous membrane is changed through the alkyl chain, and the surface energy is changed along with the change; meanwhile, the surface of the micron-sized porous membrane can form good adaptability with bacteria by regulating and controlling the surface physical structure of the micron-sized porous membrane. When the dressing is covered on the wound surface, the dressing can form high-efficiency adsorption effect on the bacteria on the wound surface and prevent the bacteria from permeating into the wound surface tissue, thereby realizing the antibacterial infection effect of the wound surface. Compared with the prior art, no bactericide is added; and the problem that bacteria are killed by the bactericide and the generated bacterial fragments aggravate the inflammation of the wound surface can not occur. Therefore, the invention breaks through the inherent antibacterial idea of the antibacterial dressing, can realize the infection resistance of the bacteria on the wound surface only by selecting and regulating the tissue structure and the surface energy of the dressing, is particularly suitable for the conditions of infection resistance at the early stage of the wound and low bacteria concentration, and can replace the dressing in time when in use so as to improve the bacteria adhesion efficiency. The bacteria on the wound surface are transferred and removed through a dressing change method, the concentration of the bacteria on the wound surface is reduced, and the risk of infection on the wound surface is further reduced.
The alkyl chain on the surface of the micron-sized porous membrane is grafted or coated on the surface of the micron-sized porous membrane substrate to realize compounding, and preferably the alkyl chain is modified through grafting; or spinning the alkyl chain modified polymer spinning solution to obtain the micron-sized alkyl chain modified porous fiber membrane. The pore diameter of the micro porous membrane is preferably 1 to 10 μm, and the fiber diameter is preferably 0.1 to 7 μm. The research result of the invention shows that under the parameter condition, the adhesion effect to bacteria and the tissue anti-adhesion effect are optimal. The conventional cotton fabric compounded with the microporous film may be a non-woven fabric or a woven fabric.
The material of the micron-sized porous membrane substrate is a polymer containing hydroxyl; the alkyl chain on the surface of the micron-sized porous membrane is obtained by grafting alkyl acyl chloride. And (3) carrying out substitution reaction on alkyl acyl chloride and hydroxyl to realize grafting so as to obtain an amide or carboxylic ester structure. The mass of the alkyl chain is 0-5% of that of the micron-sized porous membrane.
The research of the invention shows that the surface structure modified by alkyl acyl chloride has good bacterial adhesion, such as one or more of acetyl chloride, propionyl chloride, 2-ethylbutyryl chloride, hexanoyl chloride and dodecanoyl chloride, preferably acetyl chloride, the adhesion rate of escherichia coli is 120-290%, and the adhesion rate of staphylococcus aureus is 320-610%. And (3) blending the cultured second-generation bacteria with cotton cloth for 12h, adding a CCK-8 solution, reacting for 2h, and measuring the absorbance value at 450 nm.
The micron-sized porous membrane substrate is preferably a micron-sized porous fibrous membrane substrate, the material is one or more of cotton fiber, hemp fiber, cellulose nanofiber, hyaluronic acid fiber and sodium alginate fiber, and preferably a composite membrane containing the cotton fiber and the cellulose nanofiber.
The micron-sized porous fiber membrane substrate is preferably a micron-sized porous fiber membrane composite substrate consisting of cotton fibers and cellulose nano fibers, and the content of the cotton fibers is preferably 50-80 wt%, and more preferably 55-70 wt%; the diameter of the cotton fiber is 10-15 μm, and the diameter of the cellulose superfine fiber is 0.1-9 μm, preferably 2-4 μm. According to the arrangement, the surface structure of the porous membrane is regulated and controlled by utilizing the diameter difference of the cotton fibers and the cellulose fibers, and efficient adhesion of bacteria is realized through the synergistic regulation and control of the surface structure and chemical grafting modification; the conventional alkyl modified cotton fiber fabric also has bacterial adhesion capacity but is weaker than the nano cellulose fiber, and the nano cellulose fiber film and the conventional cotton fiber can fully exert the advantages of high-efficiency bacterial adhesion capacity and high mechanical strength of the alkyl conventional cotton fiber of the alkyl modified nano cellulose fiber, so that the comprehensive effect of high strength and high-efficiency bacterial adhesion is obtained, and the optimal treatment effect is achieved. The cotton fiber has wide source, low price and easy obtainment of raw materials, and has very good air permeability and biocompatibility, thereby being convenient for large-scale preparation, popularization and application.
Taking a cotton fiber membrane as an example, the method for modifying the cotton fiber membrane by adopting acyl chloride comprises the following steps:
a) and (3) heating the cotton fiber membrane in a water bath by using NaOH, and then washing the cotton fiber membrane to be neutral by using deionized water. A
The concentration of NaOH is preferably 1mol/L, the heating temperature of the water bath is 90 ℃, and the heating time is 3 h.
b) Weighing the dried cotton fiber membrane, adding an organic solvent under the protection of inert gas, adding acyl chloride under an ice-water bath environment, then adding triethylamine, and stirring for a certain time. The inert gas is preferably N 2
The organic solvent is preferably dichloromethane, the molar ratio of triethylamine to acyl chloride is 1:1.2, and the stirring time after adding triethylamine is 24 h.
c) And then washing the cotton fabric with an organic solvent for at least three times, then washing the cotton fabric with deionized water for at least three times, and drying.
The organic solvent used for washing is preferably N, N-dimethylformamide, and the drying temperature is 50 ℃.
Examples 1 to 8 and comparative example 2
The bacterial adhesive anti-infective wound dressings provided in examples 1 to 8 and comparative example 2 were obtained by modifying a cotton fiber porous fiber membrane with acyl chloride as a substrate, and the specific types are shown in table 1. Wherein the diameter of the cotton fiber is 13 μm.
Is prepared by the following steps:
(1) material pretreatment: heating with 1mol/L NaOH in water bath at 90 deg.C for 3 hr, washing with deionized water to neutrality, and oven drying.
(2) Grafting: weighing the dried cotton fabric in inert gas N 2 Under protection, adding an organic solvent dichloromethane, adding acyl chloride in an ice-water bath environment, then adding triethylamine, wherein dichloromethane and triethylamine are added in a ratio of 1:1.2, and stirring for 24 hours.
(3) And then washing the cotton fabric with an organic solvent N, N-dimethylformamide for at least three times, then washing with deionized water for at least three times, drying in an oven at 50 ℃, weighing, and calculating the weight gain percentage.
Comparative example 1
A bacterial adhesive anti-infective wound dressing is prepared from acetate fiber fabric as substrate, and hydrophobic dialkyl carbamoyl chloride impregnated on the surface of the acetate fiber fabric.
Mixing the cultured second-generation bacteria (escherichia coli and staphylococcus aureus) with cotton cloth for 12h, adding a CCK-8 solution, reacting for 2h, taking out the cotton cloth, soaking the cotton cloth in the solution to enable the bacteria adsorbed on the cotton cloth to fall off, and finally testing the absorbance value of the solution at 450nm to show the quantity of the bacteria adsorbed on the cotton cloth. The absorbance values were converted into bacterial adhesion rates, and then the bacterial adhesion efficiencies thereof were set to 100% based on the adhesion rate of comparative example 1, to obtain bacterial adhesion rates of the respective examples of the present invention with respect to comparative example 1. For example, if the bacterial adhesion rate of the product to staphylococcus aureus is 320%, the adhesion efficiency of the product to staphylococcus aureus reaches 3.2 times of that of a control product.
TABLE 1 preparation conditions and results of bacteria adhesion Performance test for examples 1-8
Figure RE-GDA0003430032580000071
1-8 in FIG. 1 correspond to examples 1-8, and 9 is comparative example 1. As can be seen from FIG. 1 and Table 1, the adhesion rate of the present invention to Escherichia coli was 120% to 290%, and the adhesion rate to Staphylococcus aureus was 320% to 610%. It can be seen in connection with table 1 that the graft modification of acetyl chloride on a substrate of the same physical structure is optimal for the adhesion efficiency of bacteria and is much higher than in comparative example 1. With the increase of the acetyl chloride grafting rate, the bacterial adhesion rate is increased and then reduced, which shows that the excessively high grafting rate is not beneficial to the improvement of the bacterial adhesion. From comparative example 2 it can be seen that the adhesion to bacteria is lower when the dialkyl carbamoyl chloride is grafted onto the cotton cloth than when the non-amino acid chloride according to the present invention is grafted. Therefore, the specific acyl chloride grafting modification is carried out on the cotton fiber, the non-lethal anti-infection function of the bacteria on the wound can be realized through the good adhesion to the bacteria, and the method has important significance and research value on the practical application of the infection resistance of the wound.
Table 2 results of cell proliferation activity and bacteriostatic rate test of example 1 and comparative example 2
Figure RE-GDA0003430032580000081
The method for testing the proliferation activity of the surface cells comprises the following steps: the sterilized material was plated in a 24-well plate, and then 200. mu.l of the cell suspension was added and the culture was continued for 48 hours. Taking out the materials from the 24-well plate, placing the materials in a clean 24-well plate, adding 200 microliters of cck8 reagent, and incubating for 2-4 hours. After removing material from the well plate, the plate was tested for absorbance. A high absorbance indicates that there are many cells proliferating on the material, indicating that the material is more cell-compatible.
As can be seen from Table 2, the cotton cloth has a certain bacteriostatic function when the dialkyl carbamoyl chloride is grafted. Therefore, when the antibacterial agent is used for resisting the wound infection, besides the adhesion anti-infection function, the antibacterial agent also has a certain inhibiting effect on bacteria, and killed bacterial fragments can bring adverse effects on wound healing, so that the comprehensive protection performance is not as good as that of the antibacterial agent.
Examples 9 to 12
Examples 9-12 provide bacterial adherent anti-infective wound dressings that were modified with acetyl chloride by compounding a porous nanocellulose membrane onto a common cotton fiber substrate. Compared with the example 1, the difference is that a layer of nano-cellulose porous membrane is compounded on the common cotton fiber substrate, the fiber diameter and the pore diameter of the nano-cellulose porous fiber membrane are shown in the table 2, and the rest is the same as the example 1, and the description is omitted.
TABLE 2 preparation conditions and Performance test results for examples 9-12
Figure RE-GDA0003430032580000082
Figure RE-GDA0003430032580000091
As can be seen from Table 2, the micro-pores having diameters of 1.5 to 3 μm have the best bacterial adhesion efficiency. The reason is as follows: the diameter of the bacteria is about 1 micron, so when the diameter of the micropores is less than 1 micron, the bacteria can only adhere to the surface, so the adhesion efficiency is lower, even lower than that of the common cotton fiber fabric without the composite porous membrane; the diameter of the micropores is in a proper range of 1.5-3 μm, the fibrous membrane has a large specific surface area and bacteria can be embedded into the fibrous membrane, so that a large bacteria adhesion efficiency is obtained; after the micropores are enlarged again, the specific surface area is reduced, the bacterial adhesion rate is also reduced, and the bacterial adhesion rate is reduced to be equivalent to that of the microporous-free composite membrane.
Examples 14 to 16
A bacterial adhesive anti-infective wound dressing, compared with example 1, except that a micron-sized porous fibrous membrane composed of cotton fibers and cellulose fibers is used as a composite substrate, and the content of the cotton fibers is shown in table 3. The rest is substantially the same as embodiment 1, and will not be described herein.
TABLE 3 Material compositions and mechanical Property test results for examples 14-16
Figure RE-GDA0003430032580000092
As can be seen from table 3, the composite fabric of nanocellulose and cotton fabric has the highest tensile strength and elongation at break, and as a wound dressing, has more excellent durability in use. In addition, the invention can regulate and control the pores of the cotton cloth by utilizing the micro-nano size diameter of the cellulose fiber by inserting the cellulose fiber into the cotton fabric, thereby improving the adhesion effect of the composite material to bacteria.
In summary, the bacterial adhesive anti-infective wound dressing provided by the invention is a micron-sized porous membrane with an alkyl chain on the surface, and does not contain any bactericide. The hydrophobicity of the surface of the micron-sized porous membrane is changed through an alkyl chain, and the surface energy is changed along with the change; meanwhile, the surface structure of the micron-sized porous membrane is regulated and controlled, so that the surface of the micron-sized porous membrane can form good adaptability with bacteria. When the dressing is covered on the wound surface, the dressing can form high-efficiency adsorption effect on the bacteria on the wound surface and prevent the bacteria from permeating into the wound surface tissue, thereby realizing the antibacterial infection effect of the wound surface. Compared with the common anti-infection dressing, no antibacterial component is needed to be added, and the dressing has good biocompatibility, so that the dressing can not generate any negative influence on the wound surface to inhibit the recovery of the wound surface, and breaks through the inherent antibacterial idea of the antibacterial dressing.

Claims (8)

1. The bacterial adhesive anti-infective wound dressing is characterized by comprising a micron-sized porous membrane, wherein the surface of the micron-sized porous membrane contains alkyl chains and does not contain any bactericide; the micron-sized porous membrane forms nonspecific adhesion to bacteria on the wound surface through the self surface energy and the adaptability of the porous membrane structure to the surface energy of the bacteria, so that the infection resistance and the adhesion prevention of the wound surface are realized;
the alkyl chain on the surface of the micron-sized porous membrane is obtained by grafting alkyl acyl chloride; the alkyl acyl chloride is one or more of acetyl chloride, propionyl chloride, 2-ethylbutyryl chloride, hexanoyl chloride and dodecanoyl chloride.
2. The bacterial-adhesive anti-infective wound dressing of claim 1, wherein the alkyl acid chloride is acetyl chloride.
3. The bacterial adhesive anti-infective wound dressing according to claim 1, wherein the alkyl chains on the surface of the micron-sized porous membrane are compounded by grafting or coating on the surface of the micron-sized porous membrane substrate, or the micron-sized alkyl chain modified porous fiber membrane is obtained by spinning the alkyl chain modified polymer spinning solution.
4. The bacterial-adhesive anti-infective wound dressing of claim 3, wherein the micro-scale porous membrane substrate is a hydroxyl-containing polymer.
5. The bacterial adhesive anti-infective wound dressing of claim 3, wherein the micro-porous membrane substrate is a micro-porous fibrous membrane substrate made of one or more of cotton fibers, hemp fibers, regenerated cellulose fibers, cellulose nanofibers, hyaluronic acid fibers, or sodium alginate fibers.
6. The bacterial adhesive wound dressing according to claim 1, wherein the mass of the alkyl chain is 0.1-5% of the mass of the micro-scale porous membrane.
7. The bacterial-adhesive anti-infective wound dressing of claim 5, wherein the micron-sized porous fibrous membrane substrate is a micron-sized porous fibrous membrane composite substrate composed of cotton fibers and cellulose nanofibers.
8. The bacterial adhesive wound dressing according to claim 1, wherein the micron porous membrane has a pore size of 1 to 10 μm and a fiber diameter of 0.1 to 7 μm.
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