Polyacrylamide hydrogel antibacterial dressing and its preparation method

TW202633692AActive Publication Date: 2026-08-16ADVANCED ELECTRONICS MATERIALS
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Patent Information

Application Number
TW114105116
Authority / Receiving Office
TW · TW
Patent Type
Applications
Current Assignee / Owner
Filing Date
2025-02-12
Publication Date
2026-08-16
Estimated Expiration
2045-02-11

AI Technical Summary

Technical Problem

Current wound dressings with silver salt antibacterial agents lose transparency over time due to photostability, hindering wound observation.

Method used

A polyacrylamide hydrogel antibacterial dressing is formulated through a polymerization reaction using polymerizable acrylamide material, silver salt, benzoylphenyl oxyphosphine material, eutectic solvent, and crosslinking agent, maintaining colorlessness and transparency.

Benefits of technology

The dressing remains colorless and transparent, allowing continuous wound observation, with a long shelf life and effective antibacterial properties.

✦ Generated by Eureka AI based on patent content.
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Abstract

A polyacrylamide hydrogel antibacterial dressing is formed by a polymerization reaction of raw material components. The raw material components include polymerizable acrylamide material, silver salt, benzoylphenylphosphine oxide material, eutectic solvent, and crosslinking agent. Through the raw material components, the polyacrylamide hydrogel antibacterial dressing is colorless and transparent, and it maintains this colorless and transparent state over a period of time, thus having a long shelf life. Furthermore, when the polyacrylamide hydrogel antibacterial dressing is applied to an injured area, the condition of the injured area can be observed and confirmed in real time. This invention also provides a method for preparing the polyacrylamide hydrogel antibacterial dressing, which includes subjecting the raw material components to a polymerization reaction. The raw material components include polymerizable acrylamide material, silver salt, benzoylphenylphosphine oxide material, eutectic solvent, and crosslinking agent.
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Description

Technical Field

[0001] This invention relates to a dressing, and more particularly to a polyacrylamide hydrogel antibacterial dressing. Prior Technology

[0002] Infection is a common and worrying complication of skin wounds, which can lead to sepsis and death in severe cases. To prevent infection, wound dressings are widely used. Currently, wound dressings come in various forms, including gauze, films, hydrophilic colloids (such as hydrogels), hydrophilic gels, and foam. Hydrophilic colloids and gels are more widely used because their superior transparency facilitates observation of wound changes.

[0003] Currently, to more effectively prevent bacterial infections, silver salt antibacterial agents are often added to hydrophilic colloids and gels. However, silver salt antibacterial agents exhibit photostability, often causing the hydrophilic colloids and gels to lose their color and transparency over time, hindering wound observation. Therefore, improving wound dressings to prevent color changes in the presence of silver salts is a pressing issue that needs to be addressed. Summary of the Invention

[0004] Therefore, one object of the present invention is to provide a polyacrylamide hydrogel antibacterial dressing.

[0005] Therefore, the polyacrylamide hydrogel antibacterial dressing of the present invention is formed by a polymerization reaction of raw material components, and the raw material components include polymerizable acrylamide material, silver salt, benzoylphenyl oxyphosphine material, eutectic solvent and crosslinking agent.

[0006] Another object of the present invention is to provide a method for preparing a polyacrylamide hydrogel antibacterial dressing.

[0007] The present invention discloses a method for preparing a polyacrylamide hydrogel antibacterial dressing, comprising polymerizing raw material components, wherein the raw material components include polymerizable acrylamide material, silver salt, benzoylphenylphosphine oxide material, eutectic solvent and crosslinking agent.

[0008] The advantages of this invention are as follows: through the design of the raw material components, the polyacrylamide hydrogel antibacterial dressing of this invention is colorless and transparent. At the same time, it can maintain its colorless and transparent state after a period of time (such as storage time or use time), which makes the polyacrylamide hydrogel antibacterial dressing have a long shelf life. Moreover, when the polyacrylamide hydrogel antibacterial dressing is used on the injured area, the condition of the injured area can be observed and confirmed at any time. Implementation

[0009] The polyacrylamide hydrogel antibacterial dressing of the present invention is formed by polymerization reaction of raw material components, and the raw material components include polymerizable acrylamide material, silver salt, benzoylphenyl oxyphosphine material, eutectic solvent and crosslinking agent.

[0010] The present invention will now be described in detail.

[0011] The polymerizable acrylamide material can be used alone or in combination, and the polymerizable acrylamide material is, for example, but not limited to, N-(2-hydroxyethyl) acrylamide (HEAA), N-(hydroxymethyl) acrylamide, N-(2-hydroxypropyl) methacrylamide, or N-isopropyl acrylamide. In some embodiments of the present invention, the amount of the polymerizable acrylamide material used is 45 wt% to 60 wt%, based on a total raw material component of 100 wt%.

[0012] The silver salt is capable of releasing silver ions and is used to impart antibacterial properties to the polyacrylamide hydrogel antibacterial dressing. The silver salt can be used alone or in combination with other silver salts, and the silver salt is, for example, but not limited to, silver sulfate, silver nitrate, silver oxide, silver lactate, silver acetate, or silver citrate. In some embodiments of the present invention, the amount of silver ions used is 10 ppm to 30 ppm, based on a total raw material component content of 100 wt%.

[0013] This benzoylphenyl phosphorus oxide material serves as a photoinitiator. It can be used alone or in combination with other materials, and includes, but is not limited to, ethyl(2,4,6-trimethylbenzoyl)-phenyl phosphinate (TPO-L) or phenylbis(2,4,6-trimethylbenzoyl)phosphine oxide (819 PI). In some embodiments of the invention, the amount of benzoylphenyl phosphorus oxide material used is from 0.01 wt% to 1.0 wt%, based on a total raw material component of 100 wt%.

[0014] The eutectic solvent is a solvent that does not participate in the polymerization reaction. The eutectic solvent includes hydrogen bond acceptors and hydrogen bond donors. Hydrogen bond acceptors include, but are not limited to, choline chloride [(2-hydroxyethyl)trimethylammonium chloride] or methyltriphenylphosphonium bromide. Hydrogen bond donors include, but are not limited to, ethylene glycol or urea. In some embodiments of the invention, the amount of the eutectic solvent is 25 wt% to 48 wt%, based on a total raw material component of 100 wt%.

[0015] The crosslinking agent can be used alone or in combination with other agents, and the crosslinking agent is, for example, but not limited to, N,N'-methylenebisacrylamid (NMBA). In some embodiments of the present invention, the amount of the crosslinking agent is 0.15 wt% to 0.3 wt% based on a total raw material component of 100 wt%.

[0016] In some embodiments, the raw material component further comprises a chelating agent. This chelating agent can be used alone or in combination, and the chelating agent is, for example, but not limited to, 1,3-dimethylol-5,5-dimethylhydantoin, citric acid, sodium citrate, triethanolamine, or sodium carboxymethyl cellulose. The sodium citrate is, for example, trisodium citrate. In some embodiments of the invention, based on a total raw material component of 100 wt%, the amount of the chelating agent is 0.4 wt% to 0.8 wt%.

[0017] In some embodiments, the raw material component also includes a thickener. This thickener can be used alone or in combination with other thickeners, and the thickener is, for example, but not limited to, styrax or polyvinylpyrrolidone K90. In some embodiments of the present invention, based on a total raw material component of 100 wt%, the amount of the thickener is from 0.3 wt% to 4.0 wt%.

[0018] In some embodiments, the polymerization reaction is a photopolymerization reaction, and the temperature of the photopolymerization reaction is 24°C to 26°C, and the time is 10 seconds to 1 minute.

[0019] The present invention will be further described with reference to the following embodiments, but it should be understood that the embodiments are for illustrative purposes only and should not be construed as limiting the implementation of the present invention.

[0020] Preparation Example 1

[0021] Choline chloride was dried in a vacuum oven at 80°C for at least 2 hours. Then, 18.96 g of choline chloride and 18.39 g of ethylene glycol were weighed and mixed, and stirred on a heating plate at 80°C until the mixture was clear and colorless, thus obtaining a eutectic solvent.

[0022] Preparation Example 2

[0023] Choline chloride was dried in a vacuum oven at 80°C for at least 2 hours. Then, 18.96 g of choline chloride and 17.99 g of ethylene glycol were weighed and mixed, and stirred on a heating plate at 80°C until the mixture was clear and colorless, thus obtaining a eutectic solvent.

[0024] Preparation Example 3

[0025] Choline chloride was dried in a vacuum oven at 80°C for at least 2 hours. Then, 18.96 g of choline chloride and 17.59 g of ethylene glycol were weighed and mixed, and stirred on a heating plate at 80°C until the mixture was clear and colorless, thus obtaining a eutectic solvent.

[0026] Preparation Example 4

[0027] Weigh out 5 grams of methyltriphenylphosphine bromide and 42.53 grams of ethylene glycol, mix them, and stir them on a heating plate set at 80°C until they are clear and colorless to obtain a eutectic solvent.

[0028] Preparation Example 5

[0029] Place choline chloride in a vacuum oven set at 80°C and dry for at least 2 hours. Then, weigh 26 g of choline chloride and 23.65 g of urea, mix them, and stir on a heating plate set at 80°C until the mixture is clear and colorless to obtain a eutectic solvent.

[0030] Preparation Example 6

[0031] Choline chloride was dried in a vacuum oven at 80°C for at least 2 hours. Then, 18.96 g of choline chloride and 17.94 g of ethylene glycol were weighed and mixed, and stirred on a heating plate at 80°C until the mixture was clear and colorless, thus obtaining a eutectic solvent.

[0032] Preparation Example 7

[0033] Weigh out 7 grams of methyltriphenylphosphine bromide and 28.7 grams of ethylene glycol, mix them, and stir them on a heating plate set at 80°C until they are clear and colorless to obtain a eutectic solvent.

[0034] Preparation Example 8

[0035] Weigh out 7 grams of methyltriphenylphosphine bromide and 22.3 grams of ethylene glycol, mix them, and stir them on a heating plate set at 80°C until they are clear and colorless to obtain a eutectic solvent.

[0036] Preparation Example 9

[0037] Choline chloride was dried in a vacuum oven at 80°C for at least 2 hours. Then, 18.96 g of choline chloride and 16.84 g of ethylene glycol were weighed and mixed, and stirred on a heating plate at 80°C until the mixture was clear and colorless, thus obtaining a eutectic solvent.

[0038] Preparation Example 10

[0039] Choline chloride was dried in a vacuum oven at 80°C for at least 2 hours. Then, 18.96 g of choline chloride and 17.64 g of ethylene glycol were weighed and mixed, and stirred on a heating plate at 80°C until the mixture was clear and colorless, thus obtaining a eutectic solvent.

[0040] Preparation Example 11

[0041] Weigh out 5 grams of methyltriphenylphosphine bromide and 41.83 grams of ethylene glycol, mix them, and stir them on a heating plate set at 80°C until they are clear and colorless to obtain a eutectic solvent.

[0042] [Example] [1—] [Polyacrylamide hydrogel antibacterial dressing]

[0043] 59.05 wt% of N-(2-hydroxyethyl)acrylamide, 0.05 wt% of 2,4,6-trimethylbenzylphenyl phosphate ethyl ester, 0.25 wt% of N,N'-methylenebisacrylamide, 10 wt% of an aqueous solution of silver citrate (containing silver citrate and water), and 0.3 wt% of styrax gum were mixed with 30.35 wt% of the eutectic solvent of Preparation Example 1 to obtain a mixed solution. The mixed solution was then stirred until homogeneous at room temperature (approximately 25°C) to obtain the raw material component, wherein the silver ion concentration in the raw material component was 28 ppm. Then, the raw material component is irradiated with ultraviolet light (wavelength 365nm and energy 10W) ​​for 10 seconds to induce a photopolymerization reaction, thereby obtaining a polyacrylamide hydrogel antibacterial dressing with a network structure. The polyacrylamide hydrogel antibacterial dressing contains polyacrylamide, silver citrate, ethyl 2,4,6-trimethylbenzoylphenyl phosphate, a eutectic solvent, and styrax glue.

[0044] [Example] [2] [to]

[12] [and comparative examples] [1] [to] [3]

[0045] The preparation of the polyacrylamide hydrogel antibacterial dressings in Examples 2 to 12 and Comparative Examples 1 to 3 was generally similar to that in Example 1, except for changes in the types and amounts of components, as shown in Tables 1 to 3. In Example 11, a 3.6 wt% aqueous solution of silver sulfate (containing silver sulfate and water) was used, and the silver ion concentration in this raw material component was 29.88 ppm. In Example 12, a 3 wt% aqueous solution of silver acetate (containing silver acetate and water) was used, and the silver ion concentration in this raw material component was 30 ppm.

[0046] [Comparative Example] [4—] [Polyacrylamide hydrogel dressing]

[0047] A mixture of 50.00 wt% N-(2-hydroxyethyl)acrylamide, 26.65 wt% ethylene glycol, 0.05 wt% 2,4,6-trimethylbenzylphenyl phosphate ethyl ester, 0.3 wt% N,N'-methylenebisacrylamide, 10 wt% aqueous solution of silver citrate (containing silver citrate and water), and 13 wt% water was obtained to form a mixed solution. The mixed solution was then stirred thoroughly at room temperature (approximately 25°C) to obtain a raw material component, wherein the silver ion concentration in this raw material component was 28 ppm. The raw material component was then irradiated with ultraviolet light (wavelength 365 nm and energy 10 W) for 10 seconds to induce a photopolymerization reaction, resulting in a polyacrylamide hydrogel dressing with a network structure.

[0048] [Comparative Example] [5] [to] [7]

[0049] The preparation of the polyacrylamide hydrogel dressings in Comparative Examples 5 to 7 was generally similar to that in Comparative Example 4, except that the types and amounts of the components were changed, as shown in Table 4.

[0050] Evaluation Project

[0051] Appearance and color inspection: The polyacrylamide hydrogel antibacterial dressings of Examples 1 to 12 and the polyacrylamide hydrogel dressings of Comparative Examples 1 to 7 were visually inspected to see if they had color in their initial state. Then, they were left to stand at room temperature (about 25°C) for 1 month. After that, they were visually inspected to see if they had color after irradiation.

[0052] Appearance and color inspection: The polyacrylamide hydrogel antibacterial dressings of Examples 1 to 12 and the polyacrylamide hydrogel dressings of Comparative Examples 1 to 7 were visually inspected to see if they had color in their initial state. Then, they were exposed to sunlight outdoors for 8 hours. After that, they were visually inspected to see if they had color after exposure.

[0053] Odor testing: Under ambient temperature (approximately 25°C) and relative humidity less than 50%, 10 testers (half male and half female, aged 30 to 40 years) evaluated the products. Each tester smelled the polyacrylamide hydrogel antibacterial dressings from Examples 1 and 8 for 10 seconds, with a 30-second interval between evaluations of each dressing. The evaluation criteria were: X indicates no odor; Δ indicates odor but not ammonia; O indicates odor and ammonia.

[0054] Water retention rate (unit: %) measurement: The polyacrylamide hydrogel antibacterial dressings of Examples 1 and 8 were cut into test samples of 3cm × 3cm × 0.1cm. The initial weight (Wo) of these test samples was then weighed. The test samples were then placed in a constant temperature oven set at 27°C for 24 hours for drying. The dried test samples were then removed from the oven, and their final weight (Wf) was weighed. The water retention rate was calculated using the formula [(WfWo) / Wo] x 100%.

[0055] Swelling rate (unit: %) measurement: The polyacrylamide hydrogel antibacterial dressings of Examples 1 and 8 were cut into test samples of 3cm × 3cm × 0.1cm. The initial weight (Wo) of these test samples was then weighed. Next, the test samples were immersed in deionized water for 24 hours at room temperature. The water was then filtered using a Buchner funnel to obtain the immersed test samples. The weight (Wt) of the immersed test samples was then weighed. The swelling rate was calculated using the formula [(WtWo) / Wo] x 100%.

[0056] Stress (unit: kPa) and strain (unit: %) measurements: The polyacrylamide hydrogel antibacterial dressings of Examples 1 and 8 were prepared into test samples with dimensions of 20 mm (length) × 10 mm (width) × 1 mm (thickness). These test samples were then fixed in a tensile mold of a micro-load universal testing machine [Shimadzu Corporation, Japan; model: AG-IS]. The test samples were then stretched at a speed of 30 mm / min, and the load and tensile displacement at fracture were recorded. The load and tensile displacement were then substituted into the stress calculation formula and strain calculation formula, respectively, to calculate the stress and strain. The stress calculation formula is load (N) / cross-sectional area (mm²), and the strain calculation formula is [tensile displacement (mm) / length of test sample (mm)] x 100%.

[0057] Peel test: The polyacrylamide hydrogel antibacterial dressings of Examples 1 and 8 were adhered to the dehaired pigskin, and then a 90-degree peel test was performed. The load (unit: N) at which the polyacrylamide hydrogel antibacterial dressing was peeled off the pigskin was recorded.

[0058] Allergy test: Using breathable tape, the polyacrylamide hydrogel antibacterial dressings of Examples 1 and 8 were securely applied to the skin on the back of the hand for 8 hours. Then, the polyacrylamide hydrogel antibacterial dressings, along with the breathable tape, were removed. The skin was then carefully observed for any allergic reactions or abnormalities. Evaluation criteria: O indicates no allergic reactions or abnormalities; X indicates an allergic reaction or abnormality.

[0059] Antibacterial rate (unit: %) measurement: The test was conducted according to the standard method for antibacterial performance testing and antibacterial effect of antibacterial products in Japanese Industrial Standard JIS Z-2801 (2012 edition). The polyacrylamide hydrogel antibacterial dressings of Examples 1 and 8 were used as experimental groups and a control group was provided. The preparation of the control group was roughly similar to that of Example 1, except that silver citrate aqueous solution was not added. 0.4 mL of bacterial suspension (containing approximately 2.5 × 10⁵ CFU / mL to 1.0 × 10⁶ CFU / mL of Candida albicans) was added to both the experimental and control groups, with an application area of ​​16 cm². The mixture was then inoculated for 6 hours at a temperature of 25 ± 2 °C. Next, the mixture was rinsed with 10 mL of SCDLP liquid medium (Soya Casein Digest Lecithin Polysorbate Broth) and then serially diluted 10-fold with 9 mL of sterile physiological saline. After continuous dilution, the solution was inoculated onto a culture medium and then incubated at 25±2℃ for 3 days. The growth of *Candida albicans* was then observed, and the colony count was recorded. The antibacterial rate was calculated as [(residual colony count in the control group - residual colony count in the experimental group) / residual colony count in the control group] x 100%. The antibacterial rate measurement process of the polyacrylamide hydrogel antibacterial dressings in Examples 1 and 8 against *Pseudomonas aeruginosa* and *Staphylococcus aureus* was the same as that for *Candida albicans*, except for the culture conditions. The culture temperature for *Pseudomonas aeruginosa* and *Staphylococcus aureus* was 35±2℃, and the culture time was 48±2 hours.

[0060] Table 1 raw material components --: Not measured Example 1 2 3 4 5 6 N-(2-hydroxyethyl)acrylamide (wt%) 59.05 59.05 59.05 59.05 59.05 59.05 Eutectic Solvent Preparation Example 1 2 2 2 2 2 Dosage (wt%) 30.35 29.95 29.95 29.95 29.95 29.95 Photoinitiator 2,4,6-Trimethylbenzoylphenyl phosphate ethyl ester (wt%) 0.05 0.05 0.05 0.05 0.05 0.05 Crosslinking agent N,N'-Methylenebisacrylamide (wt%) 0.25 0.25 0.25 0.25 0.25 0.25 Silver salt Aqueous solution Silver citrate aqueous solution (wt%) 10 10 10 10 10 10 Silver ion concentration (ppm) in the raw material components. 28 28 28 28 28 28 Chelating agents Dihydroxymethyldimethylhydantoin (wt%) 0 0.4 0 0 0 0 Citric acid (wt%) 0 0 0.4 0 0 0 Triethanolamine (wt%) 0 0 0 0.4 0 0 Trisodium citrate (wt%) 0 0 0 0 0.4 0 Sodium carboxymethyl cellulose (wt%) 0 0 0 0 0 0.4 Thickener Three Immortals Glue (wt%) 0.3 0.3 0.3 0.3 0.3 0.3 Appearance color of dressing initial Colorless and transparent Let stand at room temperature for 1 month Colorless and transparent 8 hours of sunlight exposure Colorless and transparent Taste test 9O1X -- -- -- -- -- Water retention rate (%) 16.94 -- -- -- -- -- Swelling rate (%) 483.5 -- -- -- -- -- Stress (kPa) 94.5 -- -- -- -- -- strain(%) 1.44 -- -- -- -- -- Maximum load (N) 1.31 -- -- -- -- -- Anti-allergy O -- -- -- -- -- Antibacterial rate (%) Candida albicans 99.96 -- -- -- -- -- Pseudomonas aeruginosa >99.99 -- -- -- -- -- Staphylococcus aureus >99.99 -- -- -- -- --

[0061] Table 2 raw material components --: Not measured Example 7 8 9 10 11 12 N-(2-hydroxyethyl)acrylamide (wt%) 59.05 49.12 47 59.05 56.45 56.45 Eutectic Solvent Preparation Example 3 4 5 6 7 8 Dosage (wt%) 29.55 40.53 42.65 29.9 35.7 36.3 Photoinitiator 2,4,6-Trimethylbenzoylphenyl phosphate ethyl ester (wt%) 0.05 0.1 0.1 0 0.1 0.1 Phenylacetylbis(2,4,6-trimethylbenzoyl)phosphine oxide (wt%) 0 0 0 0.5 0 0 Crosslinking agent N,N'-Methylenebisacrylamide (wt%) 0.25 0.25 0.25 0.25 0.15 0.15 Silver salt aqueous solution Silver citrate aqueous solution 10 10 10 10 0 0 silver sulfate aqueous solution 0 0 0 0 3.6 0 Silver acetate aqueous solution 0 0 0 0 0 3 Silver ion concentration (ppm) in the raw material components. 28 28 28 28 29.88 30 Chelating agents Dihydroxymethyldimethylhydantoin (wt%) 0.4 0 0 0 0 0 Citric acid (wt%) 0.4 0 0 0 0 0 Thickener Three Immortals Glue (wt%) 0.3 0 0 0.3 0 0 Polyvinylpyrrolidone K90 (wt%) 0 0 0 0 4 4 Appearance color of dressing initial Colorless and transparent Let stand at room temperature for 1 month Colorless and transparent 8 hours of sunlight exposure Colorless and transparent Taste test -- 4Δ6X -- -- -- -- Water retention rate (%) -- 6.28 -- -- -- -- Swelling rate (%) -- 483.0 -- -- -- -- Stress (kPa) -- 74.0 -- -- -- -- strain(%) -- 1.19 -- -- -- -- Anti-allergy -- O -- -- -- -- Antibacterial rate (%) Candida albicans -- 99.96 -- -- -- -- Pseudomonas aeruginosa -- >99.99 -- -- -- -- Staphylococcus aureus -- >99.99 -- -- -- --

[0062] Table 3 raw material components Comparative example 1 2 3 4 N-(2-hydroxyethyl)acrylamide (wt%) 59.05 59.05 49.12 50 Ethylene glycol (wt%) 0 0 0 26.65 Eutectic Solvent Preparation Example 9 10 11 -- Dosage (wt%) 28.8 29.6 39.83 -- solvent Water (wt%) 0 0 0 13 Initiator 2,4,6-Trimethylbenzoylphenyl phosphate ethyl ester (wt%) 0 0 0 0.05 2-Hydroxy-1-[4-(2-hydroxyethoxy)phenyl]-2-methyl-1-propanone (wt%) 0.8 0.8 0.8 0 Crosslinking agent N,N'-Methylenebisacrylamide (wt%) 0.25 0.25 0.25 0.3 Silver salt aqueous solution Silver citrate aqueous solution 10 10 10 10 Silver ion concentration (ppm) in the raw material components. 28 28 28 28 Chelating agents Dihydroxymethyldimethylhydantoin (wt%) 0.4 0 0 0 Citric acid (wt%) 0.4 0 0 0 Thickener Three Immortals Glue (wt%) 0.3 0.3 0 0 Appearance color of dressing initial Colorless and transparent Let stand at room temperature for 1 month Colorless and transparent pale yellow 8 hours of sunlight exposure pale yellow pale yellow pale yellow pale yellow

[0063] Table 4 raw material components Comparative example 5 6 7 N-(2-hydroxyethyl)acrylamide (wt%) 50 50 50 Ethylene glycol (wt%) 26.25 25.85 25.1 solvent Water (wt%) 13 13 13 Initiator 2,4,6-Trimethylbenzoylphenyl phosphate ethyl ester (wt%) 0.05 0.05 0 2-Hydroxy-1-[4-(2-hydroxyethoxy)phenyl]-2-methyl-1-propanone (wt%) 0 0 0.8 Crosslinking agent N,N'-Methylenebisacrylamide (wt%) 0.3 0.3 0.3 Silver salt aqueous solution Silver citrate aqueous solution (wt%) 10 10 10 Silver ion concentration (ppm) in the raw material components. 28 28 28 Chelating agents Dihydroxymethyldimethylhydantoin (wt%) 0 0.4 0.4 Citric acid (wt%) 0 0.4 0.4 Sodium carboxymethyl cellulose (wt%) 0.4 0 0 Thickener Three Immortals Glue (wt%) 0 0 0 Appearance color of dressing initial Colorless and transparent Colorless and transparent pale yellow Let stand at room temperature for 1 month pale yellow Colorless and transparent pale yellow 8 hours of sunlight exposure pale yellow pale yellow pale yellow

[0064] Referring to Tables 1 to 3, the raw material components used in the polyacrylamide hydrogel antibacterial dressings of Examples 1 to 12 include polymerizable acrylamide material, silver salt, and benzoylphenyl phosphine oxide material. Under this design, the polyacrylamide hydrogel antibacterial dressings of Examples 1 to 12 are colorless and transparent in the initial state, remain colorless and transparent after standing at room temperature for 1 month, and remain colorless and transparent after 8 hours of exposure to sunlight. In contrast, the raw material components used in the polyacrylamide hydrogel dressings of Comparative Examples 1 to 3 include polymerizable acrylamide material, silver salt, and 2-hydroxy-1-[4-(2-hydroxyethoxy)phenyl]-2-methyl-1-propanone, which is a non-benzoylphenyl phosphine oxide material. Under this design, although the polyacrylamide hydrogel dressings of Comparative Examples 1 to 3 are colorless and transparent in the initial state and after standing at room temperature for 1 month, they turn pale yellow after 8 hours of exposure to sunlight. Therefore, it can be seen that, under the design of raw material components containing benzoylphenyl phosphorus oxide material and eutectic solvent, the polyacrylamide hydrogel antibacterial dressing of the present invention can not only maintain its colorless and transparent properties after standing for 1 month, but also maintain its colorless and transparent properties even under the harsh test of 8 hours of sunlight exposure.

[0065] Referring to Tables 1 to 4, in the polyacrylamide hydrogel antibacterial dressings of Examples 1 to 12, the raw material components used included polymerizable acrylamide material, silver salt, eutectic solvent, and benzoylphenyl phosphine oxide material. Under this design, the polyacrylamide hydrogel antibacterial dressings of Examples 1 to 12 were colorless and transparent after standing at room temperature for one month and after being exposed to sunlight for 8 hours. In contrast, in Comparative Examples 4 to 7, the polyacrylamide hydrogel dressings used included polymerizable acrylamide material, silver salt, water, and photoinitiator. Under this design, the polyacrylamide hydrogel dressings of Comparative Examples 4, 5, and 7 were pale yellow after standing at room temperature for one month, and the polyacrylamide hydrogel dressings of Comparative Examples 4 to 7 were pale yellow after being exposed to sunlight for 8 hours. Therefore, compared with the system in which water is the solvent, the polyacrylamide hydrogel antibacterial dressing obtained by the present invention, with the design of benzoylphenyl phosphorus oxide material and eutectic solvent, can not only maintain its colorless and transparent properties after standing for 1 month, but also maintain its colorless and transparent properties even under the harsh test of 8 hours of sunlight exposure.

[0066] As can be seen from the above, through the design of the raw material components of the present invention, the polyacrylamide hydrogel antibacterial dressing of the present invention can indeed maintain a colorless and transparent state after a period of time (e.g., storage time or usage time), thus giving the polyacrylamide hydrogel antibacterial dressing a longer shelf life.

[0067] Furthermore, referring to Example 1 in Table 1 and Example 8 in Table 2, in the polyacrylamide hydrogel antibacterial dressing of Example 1, the eutectic solvent used was formed by choline chloride and ethylene glycol, while in the polyacrylamide hydrogel antibacterial dressing of Example 8, the eutectic solvent used was formed by methyltriphenylphosphine bromide and ethylene glycol. In terms of odor detection, compared with the polyacrylamide hydrogel antibacterial dressing of Example 1, the polyacrylamide hydrogel antibacterial dressing of Example 8 has no odor and no ammonia smell. It can be seen that by using a technical solution in which the eutectic solvent is formed by methyltriphenylphosphine bromide and ethylene glycol, the presence of ammonia smell can be avoided, thereby increasing consumers' willingness to purchase.

[0068] In addition to being colorless and transparent and not changing color over time, the polyacrylamide hydrogel antibacterial dressing of the present invention also has the advantages of high swelling rate, creating a moist environment that is conducive to absorbing wound exudate, as well as good water retention, good tensile strength, good bioadhesion, good antibacterial efficiency and simple manufacturing process.

[0069] In summary, through the design of the raw material components, the polyacrylamide hydrogel antibacterial dressing of the present invention is colorless and transparent. At the same time, it can maintain its colorless and transparent state after a period of time (such as storage time or use time), which gives the polyacrylamide hydrogel antibacterial dressing a long shelf life. Moreover, when the polyacrylamide hydrogel antibacterial dressing is used on the injured area, the condition of the injured area can be observed and confirmed at any time. Therefore, the purpose of the present invention can be achieved.

[0070] However, the above description is merely an embodiment of the present invention and should not be construed as limiting the scope of the present invention. Any simple equivalent changes and modifications made in accordance with the scope of the patent application and the contents of the patent specification of the present invention shall still fall within the scope of the patent of the present invention.

Claims

1. A polyacrylamide hydrogel antibacterial dressing, formed by a polymerization reaction of raw material components, wherein the raw material components include polymerizable acrylamide material, silver salt, benzoylphenylphosphine oxide material, eutectic solvent and crosslinking agent.

2. The polyacrylamide hydrogel antibacterial dressing as claimed in claim 1, wherein, The polymerizable acrylamide material is selected from N-(2-hydroxyethyl)acrylamide, N-(hydroxymethyl)acrylamide, N-(2-hydroxypropyl)methacrylamide, N-isopropylacrylamide, or any combination thereof.

3. The polyacrylamide hydrogel antibacterial dressing as claimed in claim 1, wherein, The silver salt is selected from silver sulfate, silver nitrate, silver acetate, silver oxide, silver lactate, silver citrate, or any combination thereof.

4. The polyacrylamide hydrogel antibacterial dressing as claimed in claim 1, wherein, Based on a total raw material component of 100 wt%, the amount of silver ions used is 10 ppm to 30 ppm.

5. The polyacrylamide hydrogel antibacterial dressing as claimed in claim 1, wherein, The benzoylphenyl phosphorus oxide material is selected from 2,4,6-trimethylbenzoylphenyl phosphate ethyl ester, phenyl bis(2,4,6-trimethylbenzoyl)phosphorus oxide, or a combination thereof.

6. The polyacrylamide hydrogel antibacterial dressing as claimed in claim 1, wherein, Based on a total raw material component of 100 wt%, the amount of the benzoylphenyl phosphorus oxide material used is 0.01 wt% to 1.0 wt%.

7. The polyacrylamide hydrogel antibacterial dressing as claimed in claim 1, wherein, The eutectic solvent includes a hydrogen bond acceptor and a hydrogen bond donor, wherein the hydrogen bond acceptor is selected from choline chloride or methyltriphenylphosphine bromide, and the hydrogen bond donor is selected from ethylene glycol or urea.

8. The polyacrylamide hydrogel antibacterial dressing as claimed in claim 1, wherein, Based on a total raw material component of 100 wt%, the amount of the eutectic solvent is 25 wt% to 48 wt%.

9. The polyacrylamide hydrogel antibacterial dressing as claimed in claim 1, wherein, The crosslinking agent is N,N'-methylenebisacrylamide.

10. The polyacrylamide hydrogel antibacterial dressing as claimed in claim 1, wherein, Based on a total raw material component of 100 wt%, the amount of crosslinking agent used is 0.15 wt% to 0.3 wt%.

11. The polyacrylamide hydrogel antibacterial dressing as claimed in claim 1, wherein, Based on a total raw material component of 100 wt%, the amount of polymerizable acrylamide material used is 45 wt% to 60 wt%.

12. A method for preparing a polyacrylamide hydrogel antibacterial dressing, comprising polymerizing raw material components, wherein the raw material components include polymerizable acrylamide material, silver salt, benzoylphenylphosphine oxide material, eutectic solvent and crosslinking agent.