Medical eye-protecting dressing and preparation method thereof

Abstract

This invention discloses a medical eye dressing and its preparation method, belonging to the field of medical biological dressing material preparation technology. The method includes the following steps: mixing and stirring graphene oxide-sodium hyaluronate oxide, graphene oxide-trehalose oxide, glycerin, emulsifier, moisturizer, chelating agent, calcium chloride, and deionized water to form a dilute viscous matrix material; filling the dilute viscous matrix material into an aluminum-plastic film bag lined with non-woven fabric and sealing it to obtain the medical eye dressing. This invention directly fills the medical eye dressing into an aluminum-plastic film bag lined with non-woven fabric after mixing and stirring graphene oxide-sodium hyaluronate oxide, graphene oxide-trehalose oxide, glycerin, carbomer, Tween-80, polyglutamic acid, disodium edetate, calcium chloride, and deionized water, thereby improving the breathability of the eye dressing and reducing skin irritation.

Description

Technical Field

[0001] This invention belongs to the field of medical biological dressing material preparation technology, specifically relating to a medical eye dressing and its preparation method. Background Technology

[0002] With the rapid development of modern society, the widespread use of electronic products has led to a significant increase in people's screen time. Whether for work, study or entertainment, prolonged staring at computer screens, mobile phones and other digital devices has resulted in frequent occurrences of eye fatigue and dry eye symptoms. Eye fatigue, also known as visual fatigue, is a type of discomfort caused by prolonged use of the eyes. The causes of eye fatigue include: (1) prolonged use of the eyes: working in front of digital devices for a long time requires the eyes to focus continuously, leading to eye muscle fatigue and thus causing eye discomfort; (2) poor eye environment: insufficient or excessive light, screen reflection, dry indoor air and other environmental factors can all increase the burden on the eyes; (3) dry eyes: staring at the screen for a long time reduces the number of blinks, causing tears to evaporate too quickly, making the eyes dry and thus causing discomfort; (4) vision problems: uncorrected vision problems, such as myopia or astigmatism, can cause the eyes to be more tired when using them; (5) age factors: as age increases, the eye's accommodation ability and tear secretion ability gradually decline, which can easily lead to visual fatigue. There are several ways to relieve eye fatigue: (1) Regular rest: Follow the “20-20-20” rule, that is, after staring at the computer screen for 20 minutes, stare at an object 20 feet (about 6 meters) away for at least 20 seconds to relax your eyes; (2) Eye massage: Eye massage can promote blood circulation and relieve eye muscle tension; (3) Hot compress: Using a hot compress eye mask or a warm, damp towel on the eyes can relieve eye fatigue and dryness; (4) Artificial tears: Using artificial tears or lubricating eye drops can effectively relieve dry eye symptoms and increase eye moisture; (5) Use eye patches: Medical eye patches, as an emerging eye care product, are widely welcomed for their convenience, effectiveness and strong targeting, and are gradually becoming a popular choice for relieving eye fatigue and dry eye syndrome.

[0003] Patent CN105363062A discloses a medical hydrogel eye patch. This invention uses carrageenan, konjac gum, calcium chloride, potassium chloride, and purified water as raw materials. The medical hydrogel eye patch is obtained by mixing and compounding. The polymer network structure of carrageenan and konjac gum contains a large amount of deionized water. When applied to the eyes, it improves the tightness of the fit to the eyes through physical cross-linking and chemical cross-linking through the coordination of calcium ions with metal. On the other hand, the large amount of deionized water in the polymer network structure keeps the eyes in a moist environment, which helps to relieve eye discomfort.

[0004] Patent CN113730272A discloses an eye patch with the effect of relieving eye fatigue and its preparation method. The invention mixes and stirs moisturizing ingredients, antibacterial ingredients, skin care ingredients and ingredients with therapeutic activity to relieve eye fatigue to form an eye patch, which improves eye problems such as eye fatigue and fatigue of skin cells around the eyes.

[0005] Patent CN117599228A discloses a multifunctional ophthalmic dressing patch. This invention consists of a transparent porous permeable layer, an antibacterial drug layer, a first porous permeable layer, an anti-inflammatory drug layer, a second porous permeable layer, an oxygen-releasing layer, and a transparent hydrophobic protective layer stacked sequentially to form an ophthalmic dressing patch. It can not only relieve symptoms such as dry eyes and fatigue caused by excessive or unhealthy use of the eyes, but also treat symptoms such as eye infections and inflammatory reactions through the antibacterial and anti-inflammatory drug layers.

[0006] Eye patch materials used to relieve eye fatigue, dryness, and soreness often include gelling macromolecular materials such as sodium hyaluronate, sodium alginate, and carrageenan. While these materials are biocompatible and do not cause severe irritation to human skin, their gelling properties, primarily achieved through hydrogen bonding and chemical cross-linking, improve adhesion to the skin and prevent them from falling off easily. However, this strong cross-linking also leads to insufficient breathability. Insufficient breathability not only affects the user experience but can also cause adverse reactions such as itching and redness at the eye patch application site.

[0007] Therefore, improving the breathability of eye dressings is of great significance. Summary of the Invention

[0008] To address the shortcomings of existing technologies, this invention provides a medical eye dressing by mixing and stirring graphene oxide-sodium hyaluronate oxide, graphene oxide-trehalose oxide, glycerol, Tween-80, polyglutamic acid, disodium edetate, calcium chloride, and deionized water to obtain a dilute viscous matrix material. This material is then packaged into an aluminum-plastic film bag lined with non-woven fabric, thus solving the technical problems mentioned in the background art. Specifically, the technical solution of this invention includes the following:

[0009] A method for preparing a medical eye dressing, the method comprising the following steps:

[0010] A dilute viscous matrix material is formed by mixing and stirring graphene oxide-sodium hyaluronate oxide, graphene oxide-trehalose oxide, glycerin, emulsifier, moisturizer, chelating agent, calcium chloride and deionized water.

[0011] The thin viscous matrix material is filled into an aluminum-plastic film bag containing non-woven fabric and sealed to obtain a medical eye dressing.

[0012] Furthermore, the preparation method of the graphene oxide-sodium hyaluronate oxide includes the following steps:

[0013] Sodium hyaluronate and buffer solution were ultrasonically mixed at a weight ratio of 1:100-150 to form a dispersion. The dispersion was then mixed with sodium periodate and placed in an environment of 30±2℃ for 3-5 hours for oxidation treatment. After dialysis, an oxidized sodium hyaluronate mixture was obtained.

[0014] Graphene oxide, amino crosslinking agent, EDC hydrochloride and N-hydroxysuccinimide were mixed and dispersed in a weight ratio of 1:10-20:0.5-1:0.5-1 and then stirred and reacted at 25℃-30℃ for 20-22 hours to obtain amino-modified graphene oxide.

[0015] A mixture of amino-modified graphene oxide and sodium hyaluronate oxide was mixed and dispersed at a weight ratio of 1:50-60 and stirred at 25±2℃ for 20-22 hours, followed by drying to obtain graphene oxide-sodium hyaluronate oxide.

[0016] Furthermore, the buffer solution comprises an acetate buffer solution with a pH of 6.

[0017] Furthermore, the amino crosslinking agent includes ethylenediamine or 1,3-propanediamine.

[0018] Furthermore, the preparation method of the graphene oxide-trehalose oxide includes the following steps:

[0019] Trehalose and deionized water were mixed and dissolved in a weight ratio of 1:10-20. Sodium periodate was then added and the mixture was placed in an environment of 30±2℃ for 4-6 hours for oxidation treatment. After dialysis, the oxidized trehalose mixture was obtained.

[0020] Graphene oxide, amino crosslinking agent, EDC hydrochloride and N-hydroxysuccinimide were mixed and dispersed in a weight ratio of 1:10-20:0.5-1:0.5-1 and then stirred and reacted at 25℃-30℃ for 20-22 hours to obtain amino-modified graphene oxide.

[0021] A mixture of amino-modified graphene oxide and oxidized trehalose was mixed and dispersed at a weight ratio of 1:50-60 and stirred at 25±2℃ for 20-22 hours, followed by drying to obtain graphene oxide-oxidized trehalose.

[0022] Furthermore, the amino crosslinking agent includes ethylenediamine or 1,3-propanediamine.

[0023] Furthermore, the emulsifier includes Tween-80.

[0024] Furthermore, the moisturizer includes γ-polyglutamic acid.

[0025] Furthermore, the chelating agent includes disodium edetate.

[0026] Furthermore, the weight percentages of the graphene oxide-sodium hyaluronate oxide: graphene oxide-trehalose oxide: glycerin: emulsifier: humectant: chelating agent: calcium chloride are 0.1%–0.5%: 1%–2%: 22%–25%: 1.6%–2%: 4%–7%: 0.1%–0.2%: 0.008%–0.01%.

[0027] A medical eye dressing prepared by a method for preparing medical eye dressings.

[0028] Compared with the prior art, the beneficial effects of the present invention are as follows:

[0029] This invention uses sodium hyaluronate, which has strong water absorption, and trehalose, which has high water retention, as the main raw materials. Sodium hyaluronate contains a large number of hydrophilic groups such as carboxyl and hydroxyl groups, which can combine with water molecules through hydrogen bonds, thereby increasing the water content. Trehalose has the function of forming a protective film, thereby improving water retention performance. Sodium hyaluronate and trehalose are first oxidized to obtain functional aldehyde groups. After oxidation, the adverse effects of poor breathability of medical eye dressings obtained by directly mixing and gelling these two with other components can be effectively reduced. The oxidized sodium hyaluronate and oxidized trehalose obtained after oxidation are cross-linked with graphene oxide using an amino cross-linking agent, thereby uniformly dispersing graphene oxide on sodium hyaluronate oxide and oxidized trehalose, respectively, to obtain graphene oxide-sodium hyaluronate oxide and graphene oxide-trehalose oxide, respectively. Graphene oxide possesses excellent biocompatibility and has promising applications in the field of medical carriers. Utilizing the high specific surface area and porosity of graphene oxide, the breathability of eye dressings can be improved, reducing adverse reactions such as skin itching and redness caused by prolonged use due to lack of breathability. Finally, a dilute viscous matrix material obtained by mixing graphene oxide-sodium hyaluronate oxide, graphene oxide-trehalose oxide, glycerin, Tween-80, polyglutamic acid, disodium edetate, calcium chloride, and deionized water is filled into aluminum-plastic film bags lined with non-woven fabric to obtain medical eye dressings. Detailed Implementation

[0030] The technical solution of the present invention will be clearly and completely described below through embodiments. Obviously, the described embodiments are only a part of the embodiments of the present invention, and not all of them. Based on the embodiments of the present invention, all other embodiments obtained by those skilled in the art without creative effort are within the scope of protection of the present invention.

[0031] Unless otherwise stated, all raw materials and reagents used in this invention are commercially available or can be prepared by known methods.

[0032] Preparation Example 1:

[0033] The preparation method of graphene oxide-sodium hyaluronate oxide specifically includes the following steps:

[0034] One part by weight of sodium hyaluronate was added to 100 parts by weight of acetate buffer solution with a pH of 6. The solution was then placed in an ultrasonic disperser and dispersed at 300W for 15 minutes. After ultrasonic mixing, the dispersion was removed, and 0.5 times the weight of sodium periodate was slowly added to the dispersion and stirred. The mixture was then immediately placed in the dark and the oxidation temperature was controlled at 28℃ for 3 hours. After oxidation, 2 times the weight of sodium periodate was added to quench and terminate the oxidation reaction. The reaction solution was then poured into a dialysis bag with a molecular weight cutoff of 3.5 kDa and dialyzed with deionized water to remove small molecule impurities such as sodium periodate and ethylene glycol, yielding an oxidized sodium hyaluronate mixture.

[0035] One part by weight of graphene oxide was added to anhydrous acetone and dispersed and mixed using ultrasonic power of 300 W for 15 min. Then, 0.5 parts by weight of EDC hydrochloride and 0.5 parts by weight of N-hydroxysuccinimide were added and stirred for pre-activation for 1 h. After pre-activation, 10 parts by weight of ethylenediamine crosslinking agent were added to the activated mixture and the temperature was controlled at 25 °C. The mixture was then stirred at 200 r / min for 20 h. After the reaction, the solid particles were collected by filtration, washed successively with ethyl acetate, ethanol, and deionized water, and then dried in a vacuum drying oven to constant weight to obtain amino-modified graphene oxide.

[0036] Weigh 1 part by weight of amino-modified graphene oxide and 50 parts by weight of sodium hyaluronate oxide mixture, mix and stir until uniformly dispersed, then control the temperature environment at 25±2℃ and stir at 200 r / min for 20 h. After the reaction is completed, filter and dry to obtain graphene oxide-sodium hyaluronate oxide.

[0037] Preparation Example 2:

[0038] The preparation method of graphene oxide-sodium hyaluronate oxide specifically includes the following steps:

[0039] One part by weight of sodium hyaluronate was added to 120 parts by weight of acetate buffer solution with a pH of 6, and then placed in an ultrasonic disperser and dispersed and mixed at an ultrasonic power of 300W for 15 minutes. After ultrasonic mixing, the dispersion was removed, and then 0.7 times the weight of sodium periodate was slowly added to the dispersion and stirred. The mixture was then immediately placed in the dark and the oxidation temperature was controlled at 30℃ for 3 hours. After the oxidation treatment, 2 times the weight of sodium periodate was added to quench and terminate the oxidation reaction. The reaction solution was then poured into a dialysis bag with a molecular weight cutoff of 3.5kDa and dialyzed with deionized water to remove small molecule impurities such as sodium periodate and ethylene glycol to obtain an oxidized sodium hyaluronate mixture.

[0040] One part by weight of graphene oxide was added to anhydrous acetone and dispersed and mixed using ultrasonic power of 300 W for 15 min. Then, 0.7 parts by weight of EDC hydrochloride and 0.7 parts by weight of N-hydroxysuccinimide were added and stirred for pre-activation for 1 h. After pre-activation, 14 parts by weight of ethylenediamine crosslinking agent were added to the activated mixture and the temperature was controlled at 25 °C. The mixture was then stirred at 200 r / min for 20 h. After the reaction, the solid particles were collected by filtration, washed successively with ethyl acetate, ethanol, and deionized water, and then dried in a vacuum drying oven to constant weight to obtain amino-modified graphene oxide.

[0041] Weigh 1 part by weight of amino-modified graphene oxide and 54 parts by weight of sodium hyaluronate oxide mixture, mix and stir until uniformly dispersed, then control the temperature environment at 25±2℃ and stir at a stirring speed of 200 r / min for 21 h. After the reaction is completed, filter and dry to obtain graphene oxide-sodium hyaluronate oxide.

[0042] Preparation Example 3:

[0043] The preparation method of graphene oxide-sodium hyaluronate oxide specifically includes the following steps:

[0044] One part by weight of sodium hyaluronate was added to 140 parts by weight of acetate buffer solution with a pH of 6. The solution was then placed in an ultrasonic disperser and dispersed at 400W for 15 minutes. After ultrasonic mixing, the dispersion was removed, and 0.9 times the weight of sodium periodate was slowly added to the dispersion and stirred. The mixture was then immediately placed in the dark and the oxidation temperature was controlled at 30℃ for 4 hours. After oxidation, 2 times the weight of sodium periodate was added to quench and terminate the oxidation reaction. The reaction solution was then poured into a dialysis bag with a molecular weight cutoff of 3.5 kDa and dialyzed with deionized water to remove small molecule impurities such as sodium periodate and ethylene glycol, yielding an oxidized sodium hyaluronate mixture.

[0045] One part by weight of graphene oxide was added to anhydrous acetone and dispersed and mixed using ultrasonic power of 400 W for 15 min. Then, 0.9 parts by weight of EDC hydrochloride and 0.9 parts by weight of N-hydroxysuccinimide were added and stirred for pre-activation for 1 h. After pre-activation, 18 parts by weight of 1,3-propanediamine crosslinking agent were added to the activated mixture and the temperature was controlled at 30 °C. The mixture was then stirred at 300 r / min for 21 h. After the reaction, the solid particles were collected by filtration, washed successively with ethyl acetate, ethanol, and deionized water, and then dried in a vacuum drying oven to constant weight to obtain amino-modified graphene oxide.

[0046] Weigh 1 part by weight of amino-modified graphene oxide and 58 parts by weight of sodium hyaluronate oxide mixture, mix and stir until uniformly dispersed, then control the temperature environment at 25±2℃ and stir at 300 r / min for 21 h. After the reaction is completed, filter and dry to obtain graphene oxide-sodium hyaluronate oxide.

[0047] Preparation Example 4:

[0048] The preparation method of graphene oxide-sodium hyaluronate oxide specifically includes the following steps:

[0049] One part by weight of sodium hyaluronate was added to 150 parts by weight of acetate buffer solution with a pH of 6, and then placed in an ultrasonic disperser and dispersed and mixed at an ultrasonic power of 400W for 15 minutes. After ultrasonic mixing, the dispersion was removed, and then sodium periodate with an equal weight of sodium hyaluronate was slowly added to the dispersion and stirred. The mixture was then immediately placed in a dark environment, and the oxidation temperature was controlled at 32℃ for 5 hours. After the oxidation treatment, ethylene glycol with an equal weight of sodium periodate was added to quench and terminate the oxidation reaction. The reaction solution was then poured into a dialysis bag with a molecular weight cutoff of 3.5 kDa, and dialyzed with deionized water to remove small molecule impurities such as sodium periodate and ethylene glycol to obtain an oxidized sodium hyaluronate mixture.

[0050] One part by weight of graphene oxide was added to anhydrous acetone and dispersed and mixed using ultrasonic power of 400 W for 15 min. Then, one part by weight of EDC hydrochloride and one part by weight of N-hydroxysuccinimide were added and stirred for pre-activation for 1 h. After pre-activation, 20 parts by weight of 1,3-propanediamine crosslinking agent were added to the activated mixture and the temperature was controlled at 30 °C. The mixture was then stirred at 300 r / min for 22 h. After the reaction, the solid particles were collected by filtration, washed successively with ethyl acetate, ethanol, and deionized water, and then dried in a vacuum drying oven to constant weight to obtain amino-modified graphene oxide.

[0051] Weigh 1 part by weight of amino-modified graphene oxide and 60 parts by weight of sodium hyaluronate oxide mixture, mix and stir until uniformly dispersed, then control the temperature environment at 25±2℃ and stir at 300 r / min for 22 h. After the reaction is completed, filter and dry to obtain graphene oxide-sodium hyaluronate oxide.

[0052] Preparation Example 5:

[0053] The preparation method of graphene oxide-sodium hyaluronate oxide specifically includes the following steps:

[0054] One part by weight of sodium hyaluronate was added to 150 parts by weight of acetate buffer solution with a pH of 6, and then placed in an ultrasonic disperser and dispersed and mixed at an ultrasonic power of 400W for 15 minutes. After ultrasonic mixing, the dispersion was removed, and then sodium periodate of one weight of sodium hyaluronate was slowly added to the dispersion and stirred. The mixture was then immediately placed in the dark and the oxidation temperature was controlled at 35℃ for 7 hours. After the oxidation treatment, ethylene glycol of two weights of sodium periodate was added to quench and terminate the oxidation reaction. The reaction solution was then poured into a dialysis bag with a molecular weight cutoff of 3.5 kDa and dialyzed with deionized water to remove small molecule impurities such as sodium periodate and ethylene glycol to obtain an oxidized sodium hyaluronate mixture.

[0055] The remaining process is consistent with that of Preparation Example 4.

[0056] Preparation Example 6:

[0057] The preparation method of graphene oxide-sodium hyaluronate oxide specifically includes the following steps:

[0058] The 1,3-propanediamine crosslinking agent in Preparation Example 4 was replaced with a 1,2-propanediamine crosslinking agent, and the rest of the process was the same as in Preparation Example 4.

[0059] Preparation Example 7:

[0060] The preparation method of graphene oxide-trehalose oxide specifically includes the following steps:

[0061] Weigh 1 part by weight of trehalose and add it to 10 parts by weight of deionized water, stirring at 400 rpm until completely dissolved and homogeneous. Then, slowly add 0.5 times the weight of sodium periodate to the trehalose solution and stir, then immediately place it in the dark and control the oxidation temperature at 28°C for 4 hours. After the oxidation treatment, add 2 times the weight of sodium periodate in ethylene glycol to quench and terminate the oxidation reaction. Then, pour the reaction solution into a dialysis bag with a molecular weight cutoff of 3.5 kDa and dialyze with deionized water to remove small molecule impurities such as sodium periodate and ethylene glycol to obtain an oxidized trehalose mixture.

[0062] One part by weight of graphene oxide was added to anhydrous acetone and dispersed and mixed using ultrasonic power of 300 W for 15 min. Then, 0.5 parts by weight of EDC hydrochloride and 0.5 parts by weight of N-hydroxysuccinimide were added and stirred for pre-activation for 1 h. After pre-activation, 10 parts by weight of ethylenediamine crosslinking agent were added to the activated mixture and the temperature was controlled at 25 °C. The mixture was then stirred at 200 r / min for 20 h. After the reaction, the solid particles were collected by filtration, washed successively with ethyl acetate, ethanol, and deionized water, and then dried in a vacuum drying oven to constant weight to obtain amino-modified graphene oxide.

[0063] Weigh 1 part by weight of amino-modified graphene oxide and 50 parts by weight of oxidized trehalose mixture, mix and stir until uniformly dispersed, then control the temperature environment at 25±2℃ and stir at 200 r / min for 20 h. After the reaction is completed, filter and dry to obtain graphene oxide-oxidized trehalose.

[0064] Preparation Example 8:

[0065] The preparation method of graphene oxide-trehalose oxide specifically includes the following steps:

[0066] Weigh 1 part by weight of trehalose and add it to 14 parts by weight of deionized water. Stir at 400 rpm until completely dissolved and homogeneous. Then, slowly add 0.7 times the weight of sodium periodate to the trehalose solution and stir. Immediately place the solution in the dark and control the oxidation temperature at 30°C for 4 hours. After the oxidation treatment, add 2 times the weight of sodium periodate in ethylene glycol to quench and terminate the oxidation reaction. Then, pour the reaction solution into a dialysis bag with a molecular weight cutoff of 3.5 kDa and dialyze with deionized water to remove small molecule impurities such as sodium periodate and ethylene glycol to obtain an oxidized trehalose mixture.

[0067] One part by weight of graphene oxide was added to anhydrous acetone and dispersed and mixed using ultrasonic power of 300 W for 15 min. Then, 0.7 parts by weight of EDC hydrochloride and 0.7 parts by weight of N-hydroxysuccinimide were added and stirred for pre-activation for 1 h. After pre-activation, 14 parts by weight of ethylenediamine crosslinking agent were added to the activated mixture and the temperature was controlled at 25 °C. The mixture was then stirred at 200 r / min for 20 h. After the reaction, the solid particles were collected by filtration, washed successively with ethyl acetate, ethanol, and deionized water, and then dried in a vacuum drying oven to constant weight to obtain amino-modified graphene oxide.

[0068] Weigh 1 part by weight of amino-modified graphene oxide and 54 parts by weight of oxidized trehalose mixture, mix and stir until uniformly dispersed, then control the temperature environment at 25±2℃ and stir at a stirring speed of 200 r / min for 21 h. After the reaction is completed, filter and dry to obtain graphene oxide-oxidized trehalose.

[0069] Preparation Example 9:

[0070] The preparation method of graphene oxide-trehalose oxide specifically includes the following steps:

[0071] Weigh 1 part by weight of trehalose and add it to 18 parts by weight of deionized water. Stir at 400 rpm until completely dissolved and homogeneous. Then, slowly add 0.9 times the weight of sodium periodate to the trehalose solution and stir. Immediately place the solution in the dark and control the oxidation temperature at 30°C for 5 hours. After the oxidation treatment, add 2 times the weight of sodium periodate in ethylene glycol to quench and terminate the oxidation reaction. Then, pour the reaction solution into a dialysis bag with a molecular weight cutoff of 3.5 kDa and dialyze with deionized water to remove small molecule impurities such as sodium periodate and ethylene glycol to obtain an oxidized trehalose mixture.

[0072] One part by weight of graphene oxide was added to anhydrous acetone and dispersed and mixed using ultrasonic power of 400 W for 15 min. Then, 0.9 parts by weight of EDC hydrochloride and 0.9 parts by weight of N-hydroxysuccinimide were added and stirred for pre-activation for 1 h. After pre-activation, 18 parts by weight of 1,3-propanediamine crosslinking agent were added to the activated mixture and the temperature was controlled at 30 °C. The mixture was then stirred at 300 r / min for 21 h. After the reaction, the solid particles were collected by filtration, washed successively with ethyl acetate, ethanol, and deionized water, and then dried in a vacuum drying oven to constant weight to obtain amino-modified graphene oxide.

[0073] Weigh 1 part by weight of amino-modified graphene oxide and 58 parts by weight of oxidized trehalose mixture, mix and stir until uniformly dispersed, then control the temperature environment at 25±2℃ and stir at 200 r / min for 21 h. After the reaction is completed, filter and dry to obtain graphene oxide-oxidized trehalose.

[0074] Preparation Example 10:

[0075] The preparation method of graphene oxide-trehalose oxide specifically includes the following steps:

[0076] Weigh 1 part by weight of trehalose and add it to 20 parts by weight of deionized water, stirring at 400 rpm until completely dissolved and homogeneous. Then, slowly add sodium periodate (1 times the weight of trehalose) to the trehalose solution and stir. Immediately place the solution in the dark and control the oxidation temperature at 32°C for 6 hours. After the oxidation treatment, add ethylene glycol (2 times the weight of sodium periodate) to quench and terminate the oxidation reaction. Then, pour the reaction solution into a dialysis bag with a molecular weight cutoff of 3.5 kDa and dialyze with deionized water to remove small molecule impurities such as sodium periodate and ethylene glycol to obtain an oxidized trehalose mixture.

[0077] One part by weight of graphene oxide was added to anhydrous acetone and dispersed and mixed using ultrasonic power of 400 W for 15 min. Then, one part by weight of EDC hydrochloride and one part by weight of N-hydroxysuccinimide were added and stirred for pre-activation for 1 h. After pre-activation, 20 parts by weight of 1,3-propanediamine crosslinking agent were added to the activated mixture and the temperature was controlled at 30 °C. The mixture was then stirred at 300 r / min for 22 h. After the reaction, the solid particles were collected by filtration, washed successively with ethyl acetate, ethanol, and deionized water, and then dried in a vacuum drying oven to constant weight to obtain amino-modified graphene oxide.

[0078] Weigh 1 part by weight of amino-modified graphene oxide and 60 parts by weight of oxidized trehalose mixture, mix and stir until uniformly dispersed, then control the temperature environment at 25±2℃ and stir at 200 r / min for 22 h. After the reaction is completed, filter and dry to obtain graphene oxide-oxidized trehalose.

[0079] Preparation Example 11:

[0080] The preparation method of graphene oxide-trehalose oxide specifically includes the following steps:

[0081] Weigh 1 part by weight of trehalose and add it to 20 parts by weight of deionized water, stirring at 400 rpm until completely dissolved and homogeneous. Then, slowly add sodium periodate (1 times the weight of trehalose) to the trehalose solution and stir. Immediately place the solution in the dark and control the oxidation temperature at 35°C for 7 hours. After the oxidation treatment, add ethylene glycol (2 times the weight of sodium periodate) to quench and terminate the oxidation reaction. Then, pour the reaction solution into a dialysis bag with a molecular weight cutoff of 3.5 kDa and dialyze with deionized water to remove small molecule impurities such as sodium periodate and ethylene glycol to obtain an oxidized trehalose mixture.

[0082] The remaining procedures are consistent with those in Preparation Example 10.

[0083] Preparation Example 12:

[0084] The preparation method of graphene oxide-trehalose oxide specifically includes the following steps:

[0085] The 1,3-propanediamine crosslinking agent in Preparation Example 10 was replaced with a 1,2-propanediamine crosslinking agent, and the rest of the process was the same as in Preparation Example 10.

[0086] Example 1:

[0087] A method for preparing a medical eye dressing specifically includes the following steps:

[0088] According to weight percentage, 0.1% of graphene oxide-sodium hyaluronate obtained in Preparation Example 1, 1% of graphene oxide-trehalose obtained in Preparation Example 7, and 50% deionized water were mixed and heated to 55°C and stirred until uniformly dispersed. Then, 22% glycerol, 1.6% Tween-80, 4% γ-polyglutamic acid, 0.1% disodium edetate, and 0.008% calcium chloride powder were added and the mixture was stirred for another 10 minutes. Deionized water was then added to bring the volume to 100%, and finally, after defoaming in a vacuum drying oven, the mixture was cooled to room temperature to form a dilute viscous matrix material.

[0089] In a room temperature environment, the dilute viscous matrix material is filled into an aluminum-plastic film bag containing non-woven fabric, and then sealed to complete the preparation of the medical eye dressing.

[0090] Example 2:

[0091] A method for preparing a medical eye dressing specifically includes the following steps:

[0092] According to weight percentage, 0.2% of graphene oxide-sodium hyaluronate obtained in Preparation Example 2, 1.4% of graphene oxide-trehalose obtained in Preparation Example 8, and 50% deionized water were mixed and heated to 55°C until uniformly dispersed. Then, 23% glycerol, 1.7% Tween-80, 5% γ-polyglutamic acid, 0.1% disodium edetate, and 0.009% calcium chloride powder were added, and mixing and stirring continued for 10 minutes. Deionized water was then added to bring the mixture to 100%, and finally, after defoaming in a vacuum drying oven, it was cooled to room temperature to form a dilute viscous matrix material.

[0093] In a room temperature environment, the dilute viscous matrix material is filled into an aluminum-plastic film bag containing non-woven fabric, and then sealed to complete the preparation of the medical eye dressing.

[0094] Example 3:

[0095] A method for preparing a medical eye dressing specifically includes the following steps:

[0096] According to weight percentage, 0.4% of graphene oxide-sodium hyaluronate obtained in Preparation Example 3, 1.8% of graphene oxide-trehalose obtained in Preparation Example 9, and 50% deionized water were mixed and heated to 55°C until uniformly dispersed. Then, 24% glycerol, 1.9% Tween-80, 6% γ-polyglutamic acid, 0.2% disodium edetate, and 0.01% calcium chloride powder were added, and mixing and stirring continued for 10 minutes. Deionized water was then added to bring the mixture to 100%, and finally, after defoaming in a vacuum drying oven, it was cooled to room temperature to form a dilute viscous matrix material.

[0097] In a room temperature environment, the dilute viscous matrix material is filled into an aluminum-plastic film bag containing non-woven fabric, and then sealed to complete the preparation of the medical eye dressing.

[0098] Example 4:

[0099] A method for preparing a medical eye dressing specifically includes the following steps:

[0100] According to weight percentage, 0.5% of graphene oxide-sodium hyaluronate obtained in Preparation Example 4, 2% of graphene oxide-trehalose obtained in Preparation Example 10, and 50% deionized water were mixed and heated to 55°C and stirred until uniformly dispersed. Then, 25% glycerol, 2% Tween-80, 7% γ-polyglutamic acid, 0.2% disodium edetate, and 0.01% calcium chloride powder were added and the mixture was stirred for another 10 minutes. Deionized water was then added to bring the volume to 100%, and finally, after defoaming in a vacuum drying oven, the mixture was cooled to room temperature to form a dilute viscous matrix material.

[0101] In a room temperature environment, the dilute viscous matrix material is filled into an aluminum-plastic film bag containing non-woven fabric, and then sealed to complete the preparation of the medical eye dressing.

[0102] Comparative Example 1:

[0103] A method for preparing a medical eye dressing specifically includes the following steps:

[0104] According to weight percentage, 0.5% of graphene oxide-sodium hyaluronate obtained in Preparation Example 5, 2% of graphene oxide-trehalose obtained in Preparation Example 11, and 50% deionized water were mixed and heated to 55°C and stirred until uniformly dispersed. Then, 25% glycerol, 2% Tween-80, 7% γ-polyglutamic acid, 0.2% disodium edetate, and 0.01% calcium chloride powder were added and the mixture was stirred for another 10 minutes. Deionized water was then added to bring the volume to 100%, and finally, after defoaming in a vacuum drying oven, the mixture was cooled to room temperature to form a dilute viscous matrix material.

[0105] In a room temperature environment, the dilute viscous matrix material is filled into an aluminum-plastic film bag containing non-woven fabric, and then sealed to complete the preparation of the medical eye dressing.

[0106] Comparative Example 2:

[0107] A method for preparing a medical eye dressing specifically includes the following steps:

[0108] According to weight percentage, 0.5% of graphene oxide-sodium hyaluronate obtained in Preparation Example 6, 2% of graphene oxide-trehalose obtained in Preparation Example 12, and 50% deionized water were mixed and heated to 55°C and stirred until uniformly dispersed. Then, 25% glycerol, 2% Tween-80, 7% γ-polyglutamic acid, 0.2% disodium edetate, and 0.01% calcium chloride powder were added and the mixture was stirred for another 10 minutes. Deionized water was then added to bring the volume to 100%, and finally, after defoaming in a vacuum drying oven, the mixture was cooled to room temperature to form a dilute viscous matrix material.

[0109] In a room temperature environment, the dilute viscous matrix material is filled into an aluminum-plastic film bag containing non-woven fabric, and then sealed to complete the preparation of the medical eye dressing.

[0110] Comparative Example 3:

[0111] A method for preparing a medical eye dressing specifically includes the following steps:

[0112] By weight percentage, 0.5% sodium hyaluronate, 2% trehalose, and 50% deionized water were mixed and heated to 55°C until uniformly dispersed. Then, 25% glycerol, 2% Tween-80, 7% γ-polyglutamic acid, 0.2% disodium edetate, and 0.01% calcium chloride powder were added, and mixing was continued for 10 minutes. Deionized water was then added to bring the mixture to 100%. Finally, the mixture was defoamed in a vacuum drying oven and cooled to room temperature to form a thin, viscous matrix material.

[0113] In a room temperature environment, the dilute viscous matrix material is filled into an aluminum-plastic film bag containing non-woven fabric, and then sealed to complete the preparation of the medical eye dressing.

[0114] Comparative Example 4:

[0115] A method for preparing a medical eye dressing specifically includes the following steps:

[0116] According to weight percentage, 0.5% of graphene oxide-sodium hyaluronate obtained in Preparation Example 4, 2% of graphene oxide-trehalose obtained in Preparation Example 10, and 50% deionized water were mixed and heated to 55°C and stirred until uniformly dispersed. Then, 25% glycerol, 2% Tween-80, 0.2% disodium edetate, and 0.01% calcium chloride powder were added and the mixture was stirred for another 10 minutes. Deionized water was then added to bring the volume to 100%, and finally, after defoaming in a vacuum drying oven, the mixture was cooled to room temperature to form a dilute viscous matrix material.

[0117] In a room temperature environment, the dilute viscous matrix material is filled into an aluminum-plastic film bag containing non-woven fabric, and then sealed to complete the preparation of the medical eye dressing.

[0118] (1) Adhesion performance verification

[0119] After removing the anti-adhesive protective layer, the medical eye dressings prepared in Examples 1-4 and Comparative Examples 1-4 were adhered to the surface of fresh pigskin. Then, tensile adhesion tests were performed using a universal testing machine at 25±2℃. The adhesion strength when the medical eye dressing completely detached was taken as the final adhesion strength value. The results are shown in Table 1 below.

[0120] Table 1 Adhesion properties

[0121] Source of materials Adhesion strength (kPa) Example 1 42.80 Example 2 49.53 Example 3 56.07 Example 4 58.23 Comparative Example 1 4.58 Comparative Example 2 110.41 Comparative Example 3 55.14 Comparative Example 4 5.91

[0122] (2) Breathability test:

[0123] Remove the anti-adhesive protective layer from the medical eye dressings prepared in Examples 1-4 and Comparative Examples 1-4, and test the air permeability using a fully automated air permeability meter according to ASTM D 737, with a test area of ​​20 cm². 2 The test pressure was 100 Pa, and the results are shown in Table 2 below.

[0124] Table 2 Air permeability

[0125] Source of materials Air permeability (mm / s) Example 1 5.1 Example 2 5.8 Example 3 6.3 Example 4 6.6 Comparative Example 1 6.2 Comparative Example 2 0.8 Comparative Example 3 1.1 Comparative Example 4 6.4

[0126] (3) Skin irritation test:

[0127] Remove the anti-adhesive protective layer of the medical eye dressings prepared in Examples 1-4 and Comparative Examples 1-4, and stick them to the upper and lower eyelids of the experimental mice. After 1 hour, observe the fall-off of the medical eye dressings, whether they are easy to remove, and whether the eyelids are red and swollen after removing the medical eye dressings. The results are shown in Table 3 below.

[0128] Table 3 Stimulation Tests

[0129]

[0130]

[0131] The following conclusions can be drawn from the test results in Tables 1-3 above:

[0132] (1) As can be seen from Examples 1 to 4, the medical eye dressing prepared by mixing graphene oxide-sodium hyaluronate oxide, graphene oxide-trehalose oxide and other additives and filling them into an aluminum-plastic film bag with non-woven fabric has low skin irritation and good adhesion and breathability.

[0133] (2) Comparative Example 1 shows that although the prepared medical eye dressing has good air permeability, its adhesion strength is low when the performance test is conducted. This may be because further increasing the oxidation degree of sodium hyaluronate and trehalose in this system may lead to the breakage of glycosidic bonds. Furthermore, the aldehyde groups produced by oxidation may compete with the original carboxyl and hydroxyl groups for water molecules, weakening the stability of the hydrogen bond network. Consequently, the final prepared medical eye dressing has poor adhesion to the skin and is not suitable for use.

[0134] (3) Comparative Example 2 shows that the prepared medical eye dressing has high adhesion strength and poor air permeability during performance testing. This may be because in this system, the two amino groups of the 1,2-propanediamine crosslinking agent are located on adjacent carbon atoms of propane. The molecular structure is compact and the steric hindrance is small. This proximity enhances the synergistic effect of the amino groups, making it easier for the amino groups to undergo multi-point crosslinking reactions with the target functional groups to form a denser three-dimensional network structure. However, the highly dense three-dimensional network structure is not conducive to the air permeability of the material. Therefore, the final prepared medical eye dressing not only has poor air permeability, but the improved adhesion performance will cause pain and other irritation to the skin when removing the medical eye dressing, which is not conducive to use.

[0135] (4) Comparative Example 3 shows that although the prepared medical eye dressing has good adhesion performance, it has poor breathability and is prone to adverse reactions such as redness and swelling of the skin during use. This may be because the cross-linked network structure formed by sodium hyaluronate and trehalose through their own hydrogen bond cross-linking and chemical cross-linking is too dense, which makes it difficult to achieve good breathability under the formulation of this system, which is not conducive to use.

[0136] (5) Comparative Example 4 shows that the medical eye dressing prepared without the addition of the moisturizing agent γ-polyglutamic acid has good air permeability but low adhesion strength during performance testing. This may be because in this system, hyaluronic acid and trehalose are oxidized and their own structures are damaged, resulting in lower adhesion performance. Although glycerin has a certain moisturizing effect, the hydroxyl groups in the glycerin structure have a poorer coordination and crosslinking effect on metal ions and calcium ions compared to the carboxyl and amino groups on γ-polyglutamic acid, which leads to poor adhesion strength.

[0137] The embodiments described above provide a detailed explanation of the technical solutions and beneficial effects of the present invention. It should be understood that the above descriptions are merely specific embodiments of the present invention and are not intended to limit the present invention. Various changes and modifications can be made to the present invention without departing from its spirit and scope, and all such changes and modifications fall within the scope of the present invention as claimed.

Claims

1. A method for preparing a medical eye dressing, characterized in that, The preparation method includes the following steps: A dilute viscous matrix material is formed by mixing and stirring graphene oxide-sodium hyaluronate oxide, graphene oxide-trehalose oxide, glycerin, emulsifier, moisturizer, chelating agent, calcium chloride and deionized water. A thin viscous matrix material is filled into an aluminum-plastic film bag containing non-woven fabric and sealed to obtain a medical eye dressing; The preparation method of the graphene oxide-sodium hyaluronate oxide includes the following steps: Sodium hyaluronate and buffer solution were ultrasonically mixed at a weight ratio of 1:100~150 to form a dispersion. The dispersion was then mixed with sodium periodate and placed in an environment of 30±2℃ for 3h~5h for oxidation treatment, followed by dialyzing to obtain an oxidized sodium hyaluronate mixture. Graphene oxide, amino crosslinking agent, EDC hydrochloride and N-hydroxysuccinimide were mixed and dispersed in a weight ratio of 1:10~20:0.5~1:0.5~1 and then stirred and reacted at 25℃~30℃ for 20h~22h to obtain amino-modified graphene oxide. A mixture of amino-modified graphene oxide and sodium hyaluronate oxide was mixed and dispersed at a weight ratio of 1:50~60 and stirred at 25±2℃ for 20h~22h before drying to obtain graphene oxide-sodium hyaluronate oxide. The preparation method of the graphene oxide-trehalose oxide includes the following steps: Trehalose and deionized water were mixed and dissolved in a weight ratio of 1:10~20. Sodium periodate was then added and the mixture was placed in an environment of 30±2℃ for 4h~6h for oxidation treatment. After dialysis, the oxidized trehalose mixture was obtained. Graphene oxide, amino crosslinking agent, EDC hydrochloride and N-hydroxysuccinimide were mixed and dispersed in a weight ratio of 1:10~20:0.5~1:0.5~1 and then stirred and reacted at 25℃~30℃ for 20h~22h to obtain amino-modified graphene oxide. A mixture of amino-modified graphene oxide and oxidized trehalose was mixed and dispersed at a weight ratio of 1:50~60 and stirred at 25±2℃ for 20h~22h before drying to obtain graphene oxide-oxidized trehalose. The amino crosslinking agent is 1,3-propanediamine.

2. The method for preparing a medical eye dressing according to claim 1, characterized in that, The weight percentages of the graphene oxide-sodium hyaluronate oxide, graphene oxide-trehalose oxide, glycerin, emulsifier, humectant, chelating agent, and calcium chloride are 0.1%~0.5%: 1%~2%: 22%~25%: 1.6%~2%: 4%~7%: 0.1%~0.2%: 0.008%~0.01%.

3. A medical eye dressing, characterized in that, The medical eye dressing is prepared by any one of the preparation methods described in claims 1 to 2.

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