Antibacterial and virucidal fabric finishing liquid and use thereof

Abstract

The application discloses an antibacterial and antiviral fabric finishing liquid and application thereof, and belongs to the technical field of fabric treatment. The application is characterized in that glutaric acid is subjected to esterification and amidation reactions with 3-(3-hydroxyphenyl)propionic acid and 4-(4-hydroxyphenyl)butyric acid respectively to obtain first and second amidation products; then sodium phosphate and 1,2-epoxy chlorobutane are subjected to ring-opening addition reaction to obtain an addition intermediate; subsequently, the first and second amidation products are reacted with the addition intermediate respectively to obtain first and second addition products, and the two are mixed in a certain proportion to prepare an organic active antibacterial agent. Finally, the organic active antibacterial agent and a nano-silver antibacterial agent are uniformly mixed with water in a certain proportion to obtain the antibacterial and antiviral fabric finishing liquid. The components of the application have good dispersibility and stability, and can endow the fabric with good antibacterial and antiviral properties after treatment.

Description

Technical Field

[0001] This invention relates to the field of fabric treatment technology, and in particular to an antibacterial and antiviral fabric finishing liquid and its application. Background Technology

[0002] Functional treatment of fabrics is a common technique to endow fabrics with corresponding properties. Treating fabrics with different types of antibacterial and antiviral finishing solutions can effectively improve the antibacterial and antiviral properties of fabrics and meet the needs of different scenarios.

[0003] Chinese patent CN106555331A provides an antibacterial finishing solution and its application, comprising a silver sulfide nanomaterial dispersion system and a crosslinking agent, which are stored separately. The silver sulfide nanomaterial dispersion system is compounded with the crosslinking agent in a solvent dispersion during use. The silver sulfide nanomaterial dispersion system is prepared by the following method: (1) mixing higher fatty acids and water-soluble alkylamines at 25–70°C, then adding water and continuing mixing; (2) adding water-soluble silver salt aqueous solution dropwise, mixing until the system becomes transparent, continuing mixing, and adjusting the pH to 9–12; (3) adding water-soluble sulfur salt aqueous solution dropwise, mixing and reacting, cooling, filtering, and collecting the filtrate. The antibacterial finishing solution of this invention is very stable and has good dispersibility, exhibiting excellent broad-spectrum antibacterial effects. Cotton textiles treated with the antibacterial finishing solution of this invention still have a high inhibition rate against various bacteria after 50 standard soap washes.

[0004] Chinese patent CN104447845A discloses a quaternary ammonium salt compound, its preparation method, and its application, as well as an antibacterial finishing agent and antibacterial fabric. The method involves adding an organic solvent, an epoxy alkane containing functional group R3, a tertiary amine containing long-chain alkyl group R1 and functional group R2, and a compound containing functional group R4 to a reaction apparatus under a protective atmosphere at a molar ratio of 4–12:1–2:1:1. The reaction is carried out under reflux at 60–180 degrees Celsius and atmospheric pressure for 6–20 hours, followed by removal of the solvent to obtain the final product, the quaternary ammonium salt compound. This invention also provides an application of the above-mentioned quaternary ammonium salt compound as an antibacterial finishing agent for textiles, comprising a reactive antibacterial finishing agent and finishing liquid containing the above-mentioned quaternary ammonium salt compound, and an antibacterial fabric obtained by antibacterial finishing treatment with the above-mentioned quaternary ammonium salt compound.

[0005] Current technologies still have certain limitations. The small size of silver nanoparticles results in a high surface-to-volume ratio, leading to high surface energy alongside their strong antibacterial and antiviral properties. This high surface energy promotes the aggregation of silver nanoparticles, reducing their antibacterial and antiviral activity. Furthermore, conformational changes caused by the molecular motion of long-chain alkyl groups in quaternary ammonium compounds may shield the active functional groups, also contributing to a decrease in antibacterial and antiviral performance. Summary of the Invention

[0006] In view of the above-mentioned deficiencies of the prior art, the problem to be solved by the present invention is to provide an antibacterial and antiviral fabric finishing liquid and its application.

[0007] This invention involves the esterification and amidation reactions of glutaric acid with 3-(3-hydroxyphenyl)propionic acid and 4-(4-hydroxyphenyl)butyric acid, respectively, to obtain first and second amidated products. Subsequently, sodium phosphate is reacted with 1,2-epoxychlorobutane via a ring-opening addition reaction to obtain an addition intermediate. The first and second amidated products are then reacted with the aforementioned addition intermediate to obtain first and second addition products, which are then mixed in a specific ratio to prepare an organic active antibacterial agent. Finally, the organic active antibacterial agent, nano-silver antibacterial agent, and water are mixed uniformly in a specific ratio to obtain an antibacterial and antiviral fabric finishing solution.

[0008] The organic active antibacterial agent prepared in this invention is an organic compound with two hydrophobic alkyl chains and two cationic quaternary ammonium salt structures. The first and second addition products have different end curvatures of their molecular chains, resulting in configurational differences that interact with each other. The organic active antibacterial agent contains a medium-length saturated fatty acid structure and exhibits antibacterial and antiviral activity. Due to the presence of amide bonds between the saturated fatty acid groups and polar groups, the organic active antibacterial agent demonstrates long-term stability. The cationic polar groups exhibit high persistence in protein substrates and good penetration of microbial cell walls and membranes, demonstrating antibacterial properties by inhibiting cell metabolism and enzyme activity. For viruses, the cationic polar groups can adsorb negatively charged viruses, causing them to aggregate on the viral envelope and react with the phospholipid / protein complex on the membrane, altering the envelope permeability, allowing water to enter, causing the virus to swell and rupture, destroying the viral structure, and thus leading to viral lysis and death.

[0009] Organic active antibacterial agents contain varying end-chain lengths, increasing their surface migration tendency. Two benzene rings connected by a less elastic rigid spacer make the molecules more prone to horizontal tilting, mitigating the technical problem of decreased functionality of active groups caused by molecular chain curling. During the treatment of fabrics with antibacterial and antiviral fabric finishing solutions, the organic active antibacterial agent fully wets the fabric contact surface and rapidly arranges itself at the interface with the nano-silver antibacterial agent, causing it to tightly aggregate at the interface. This maintains its long-term effectiveness on the fabric surface and facilitates its binding with the nano-silver antibacterial agent, optimizing its particle size and dispersion. The reduced size and improved dispersibility of the nano-silver antibacterial agent result in superior antibacterial and antiviral activity.

[0010] A method for preparing an antibacterial and antiviral fabric finishing solution includes the following steps:

[0011] S1. Glutaric acid, 3-(3-hydroxyphenyl)propionic acid, p-toluenesulfonamide, and solvent are mixed evenly, followed by a first esterification reaction. After the first esterification reaction, the mixture is subjected to vacuum distillation and drying to remove the solvent and byproducts, yielding the first esterified product for later use. Glutaric acid, 4-(4-hydroxyphenyl)butyric acid, p-toluenesulfonamide, and solvent are mixed evenly, followed by a second esterification reaction. After the second esterification reaction, the mixture is subjected to vacuum distillation and drying to remove the solvent and byproducts, yielding the second esterified product for later use.

[0012] S2. Under anaerobic and sealed conditions, the first esterification product is mixed evenly with 4-dimethylaminobutamine, and then a first amidation reaction is carried out. After the first amidation reaction is completed, the product is mixed with water and dried to obtain the first amidation product for later use. Under anaerobic and sealed conditions, the second esterification product is mixed evenly with 4-dimethylaminobutamine, and then a second amidation reaction is carried out. After the second amidation reaction is completed, the product is mixed with water and dried to obtain the second amidation product for later use.

[0013] S3. Sodium phosphate, sodium hydroxide and water are mixed evenly, then 1,2-epoxychlorobutane is added and a ring-opening addition reaction is carried out; after the ring-opening addition reaction is completed, the product is subjected to vacuum distillation and drying to obtain the addition intermediate for later use.

[0014] S4. Under anaerobic conditions, the first amidation product, the addition intermediate, and water are mixed evenly, and then a first addition reaction is carried out. After the first addition reaction is completed, the product is dried, washed with acetone, and dried again to obtain the first addition product, which is set aside. Under anaerobic conditions, the second amidation product, the addition intermediate, and water are mixed evenly, and then a second addition reaction is carried out. After the second addition reaction is completed, the product is dried, washed with acetone, and dried again to obtain the second addition product, which is set aside. The first addition product and the second addition product are mixed evenly in a certain proportion to obtain an organic active antibacterial agent, which is set aside.

[0015] S5. Mix the organic active antibacterial agent, nano silver antibacterial agent and water in a certain proportion to obtain an antibacterial and antiviral fabric finishing solution.

[0016] Specifically, a method for preparing an antibacterial and antiviral fabric finishing solution includes the following steps, in parts by weight:

[0017] S1. Mix 5.25–6.85 parts of glutaric acid, 13.30–17.25 parts of 3-(3-hydroxyphenyl)propionic acid, 0.010–0.015 parts of p-toluenesulfonamide, and 125–175 parts of xylene evenly, and then carry out the first esterification reaction. After the first esterification reaction is completed, the mixture is distilled under reduced pressure and dried to remove xylene and byproducts, obtaining the first esterified product for later use. S2. Mix 5.25–6.85 parts of glutaric acid, 14.40–18.75 parts of 4-(4-hydroxyphenyl)butyric acid, 0.010–0.015 parts of p-toluenesulfonamide, and 125–175 parts of xylene evenly, and then carry out the second esterification reaction. After the second esterification reaction is completed, the mixture is distilled under reduced pressure and dried to remove xylene and byproducts, obtaining the second esterified product for later use.

[0018] S2. Under a sealed environment and nitrogen protection, take 4.3–5.6 parts of the first esterification product and mix them evenly with 3.5–4.5 parts of 4-dimethylaminobutyramine, and then carry out the first amidation reaction. After the first amidation reaction is completed, mix the product with 10–20 parts of water at 80–100°C, and dry to obtain the first amidation product for later use. Under a sealed environment and nitrogen protection, take 4.6–5.9 parts of the second esterification product and mix them evenly with 3.5–4.5 parts of 4-dimethylaminobutyramine, and then carry out the second amidation reaction. After the second amidation reaction is completed, mix the product with 10–20 parts of water at 80–100°C, and dry to obtain the second amidation product for later use.

[0019] S3. Mix 2.15-2.80 parts of sodium phosphate, 0.40-0.55 parts of sodium hydroxide, and 30-50 parts of water evenly, then add 27-35 parts of 1,2-epoxychlorobutane and carry out a ring-opening addition reaction; after the ring-opening addition reaction is completed, the product is subjected to vacuum distillation and drying to obtain the addition intermediate for later use.

[0020] S4. Under nitrogen protection, take 5.25–6.85 parts of the first amidation product, 7.55–9.80 parts of the addition intermediate, and 15–30 parts of water, mix them evenly, and then carry out the first addition reaction. After the first addition reaction, the product is dried, washed with acetone at 0–4°C, and dried again to obtain the first addition product, which is set aside. Under nitrogen protection, take 5.55–7.20 parts of the second amidation product, 7.55–9.80 parts of the addition intermediate, and 15–30 parts of water, mix them evenly, and then carry out the second addition reaction. After the second addition reaction, the product is dried, washed with acetone at 0–4°C, and dried again to obtain the second addition product, which is set aside. Mix the first addition product and the second addition product evenly in a certain proportion to obtain an organic active antibacterial agent, which is set aside.

[0021] S5. Mix the organic active antibacterial agent, nano silver antibacterial agent and water in a certain proportion to obtain an antibacterial and antiviral fabric finishing solution.

[0022] Preferably, in step S1, the reaction temperature of the first esterification reaction is 95–135°C and the reaction time is 3–8 h; the reaction temperature of the second esterification reaction is 85–120°C and the reaction time is 2–5 h.

[0023] Preferably, in step S2, the reaction temperature of the first amidation reaction is 205-220°C and the reaction time is 3-6 hours; the reaction temperature of the second amidation reaction in step S2 is 200-220°C and the reaction time is 2-5 hours.

[0024] Preferably, the reaction temperature of the ring-opening addition reaction in step S3 is 80–95°C, and the reaction time is 4–6 h.

[0025] Preferably, in step S4, the reaction temperature of the first addition reaction is 90-100°C and the reaction time is 5-8 hours; the reaction temperature of the second addition reaction is 85-100°C and the reaction time is 4-6 hours.

[0026] In the organic active antibacterial agent, the mass ratio of the first addition product to the second addition product is 1:(3.65-4.85), preferably 1:4.25.

[0027] The antibacterial and antiviral fabric finishing solution contains an organic active antibacterial agent at a content of 0.8–3.0 wt%, preferably 2.1 wt%; a nano-silver antibacterial agent at a content of 0.3–0.6 wt%, preferably 0.4 wt%, with the remainder being water.

[0028] The present invention also provides a method for treating fabrics with the above-mentioned antibacterial and antiviral fabric finishing solution, comprising the following steps:

[0029] The fabric is immersed in an antibacterial and antiviral fabric finishing solution for padding treatment, and the liquid content of the fabric is controlled at 35-48%. Then the fabric is transferred to 90-135℃ for drying treatment for 3-10 minutes. After treatment, the fabric is washed and dried to obtain antibacterial and antiviral fabric.

[0030] Based on common knowledge in the field, the above-mentioned preferred conditions can be combined arbitrarily to obtain various preferred embodiments of the present invention.

[0031] The descriptions and functions of some of the raw materials in the formula of this invention are as follows:

[0032] Glutaric acid: an important organic chemical raw material and intermediate, with the structural formula HOOC(CH2)3COOH. It is a monoclinic columnar or needle-like crystal. The anhydrous form has a melting point of 97.5–98℃ and a boiling point of 303℃ (101 kPa). It is extremely soluble in water, anhydrous ethanol, and ether; soluble in benzene and chloroform; and slightly soluble in petroleum ether.

[0033] p-Toluenesulfonamide: An organic compound with the molecular formula C7H9NO2S. It is a white, flaky or leaf-like crystal. Flammable. Soluble in ethanol, sparingly soluble in water and ether.

[0034] Sodium phosphate: With the chemical formula Na3PO4, it is a phosphate salt. It readily deliquesces and effloresces in dry air, forming sodium dihydrogen phosphate and sodium bicarbonate. In water, it almost completely decomposes into disodium hydrogen phosphate and sodium hydroxide.

[0035] The beneficial effects of this invention are:

[0036] Compared with existing technologies, the antibacterial and antiviral fabric finishing liquid of the present invention contains an organic active antibacterial agent that is an organic compound with two hydrophobic alkyl chains and two cationic quaternary ammonium salt structures. The first and second addition products have different end curvatures of their molecular chains, resulting in differences in their configurations that complement each other. The organic active antibacterial agent contains a medium-length saturated fatty acid structure, exhibiting both antibacterial and antiviral activity. Due to the presence of amide bonds between saturated fatty acid groups and polar groups in the organic active antibacterial agent, it demonstrates long-term stability.

[0037] Compared to existing technologies, the organic active antibacterial agent of this invention contains different end chain lengths, increasing its surface migration tendency. Two benzene rings are connected to a less elastic rigid spacer, making the molecule more prone to tilting horizontally, thus mitigating the technical problem of decreased functionality of active groups caused by molecular chain curling. During the treatment of fabrics with the antibacterial and antiviral fabric finishing solution, the organic active antibacterial agent fully wets the fabric contact surface and rapidly arranges itself at the interface of the nano-silver antibacterial agent, causing it to tightly aggregate at the interface, maintaining its long-term effectiveness on the fabric surface. This also helps to combine with the nano-silver antibacterial agent and optimize its particle size and dispersion. The reduced size and improved dispersibility of the nano-silver antibacterial agent result in better antibacterial and antiviral activity. Detailed Implementation

[0038] The present invention is further illustrated below by way of embodiments, but the invention is not limited to the scope of the embodiments described herein. Experimental methods in the following embodiments that do not specify specific conditions were performed according to conventional methods and conditions, or as selected according to the product instructions.

[0039] The following are some raw material parameters in the comparative examples and embodiments of the present invention:

[0040] Nano silver antibacterial agent, model: FF-2210314, provided by Changzhou Jinhudun New Material Technology Co., Ltd.

[0041] Cotton fabric, yarn count: 32*32, density: 68*68, provided by Qingdao Coast Textile Co., Ltd.

[0042] Example 1

[0043] An antibacterial and antiviral fabric finishing liquid is prepared by the following method:

[0044] S1. Mix 5.25 kg of glutaric acid, 13.30 kg of 3-(3-hydroxyphenyl)propionic acid, 0.010 kg of p-toluenesulfonamide, and 125 kg of xylene thoroughly, and then carry out the first esterification reaction at 115℃ for 6 hours. After the first esterification reaction, the mixture is distilled under reduced pressure and dried to remove xylene and byproducts, yielding the first esterified product for later use. S2. Mix 5.25 kg of glutaric acid, 14.40 kg of 4-(4-hydroxyphenyl)butyric acid, 0.010 kg of p-toluenesulfonamide, and 125 kg of xylene thoroughly, and then carry out the second esterification reaction at 105℃ for 4 hours. After the second esterification reaction, the mixture is distilled under reduced pressure and dried to remove xylene and byproducts, yielding the second esterified product for later use.

[0045] S2. Under a sealed environment and nitrogen protection, 4.3 kg of the first esterification product and 3.5 kg of 4-dimethylaminobutyramine were mixed evenly, followed by a first amidation reaction at 210°C for 4 hours. After the first amidation reaction, the product was mixed with 10 kg of water at 90°C and dried to obtain the first amidation product for later use. Under a sealed environment and nitrogen protection, 4.6 kg of the second esterification product and 3.5 kg of 4-dimethylaminobutyramine were mixed evenly, followed by a second amidation reaction at 205°C for 3 hours. After the second amidation reaction, the product was mixed with 10 kg of water at 90°C and dried to obtain the second amidation product for later use.

[0046] S3. Mix 2.15 kg of sodium phosphate, 0.40 kg of sodium hydroxide and 30 kg of water evenly, then add 27 kg of 1,2-epoxychlorobutane and carry out a ring-opening addition reaction. The reaction temperature of the ring-opening addition reaction is 85℃ and the reaction time is 5 h. After the ring-opening addition reaction is completed, the product is subjected to vacuum distillation and drying to obtain the addition intermediate for later use.

[0047] S4. Under nitrogen protection, 5.25 kg of the first amidation product, 7.55 kg of the addition intermediate, and 15 kg of water were mixed evenly, followed by a first addition reaction at 95°C for 6 hours. After the first addition reaction, the product was dried, washed with acetone at 0°C, and dried again to obtain the first addition product for later use. Under nitrogen protection, 5.55 kg of the second amidation product, 7.55 kg of the addition intermediate, and 15 kg of water were mixed evenly, followed by a second addition reaction at 90°C for 5 hours. After the second addition reaction, the product was dried, washed with acetone at 0°C, and dried again to obtain the second addition product for later use. The first addition product and the second addition product were mixed evenly at a mass ratio of 1:4.25 to obtain an organic active antibacterial agent for later use.

[0048] S5. The organic active antibacterial agent, the nano silver antibacterial agent and water are mixed evenly in proportion, the content of the organic active antibacterial agent is 2.1wt%, the content of the nano silver antibacterial agent is 0.4wt%, and the remainder is water, to obtain an antibacterial and antiviral fabric finishing solution.

[0049] Example 2

[0050] An antibacterial and antiviral fabric finishing liquid is prepared by the following method:

[0051] S1. Mix 5.25 kg of glutaric acid, 13.30 kg of 3-(3-hydroxyphenyl)propionic acid, 0.010 kg of p-toluenesulfonamide and 125 kg of xylene evenly, and then carry out an esterification reaction at 115℃ for 6 h. After the esterification reaction is completed, remove xylene and by-products by vacuum distillation and drying to obtain the esterified product for later use.

[0052] S2. Under a sealed environment and nitrogen protection, 4.3 kg of the esterified product and 3.5 kg of 4-dimethylaminobutyramine were mixed evenly, and then amidation reaction was carried out at a reaction temperature of 210℃ for 4 h. After the amidation reaction was completed, the product was mixed with 10 kg of water at 90℃ and dried to obtain the amidated product for later use.

[0053] S3. Mix 2.15 kg of sodium phosphate, 0.40 kg of sodium hydroxide and 30 kg of water evenly, then add 27 kg of 1,2-epoxychlorobutane and carry out a ring-opening addition reaction. The reaction temperature of the ring-opening addition reaction is 85℃ and the reaction time is 5 h. After the ring-opening addition reaction is completed, the product is subjected to vacuum distillation and drying to obtain the addition intermediate for later use.

[0054] S4. Under nitrogen protection, 5.25 kg of the amidation product, 7.55 kg of the addition intermediate, and 15 kg of water were mixed evenly and then an addition reaction was carried out at a temperature of 95°C for 6 hours. After the addition reaction was completed, the product was dried, washed with acetone at 0°C, and dried again to obtain an organic active antibacterial agent for later use.

[0055] S5. The organic active antibacterial agent, the nano silver antibacterial agent and water are mixed evenly in proportion, the content of the organic active antibacterial agent is 2.1wt%, the content of the nano silver antibacterial agent is 0.4wt%, and the remainder is water, to obtain an antibacterial and antiviral fabric finishing solution.

[0056] Example 3

[0057] An antibacterial and antiviral fabric finishing liquid is prepared by the following method:

[0058] S1. Mix 5.25 kg of glutaric acid, 14.40 kg of 4-(4-hydroxyphenyl)butyric acid, 0.010 kg of p-toluenesulfonamide, and 125 kg of xylene evenly, and then carry out an esterification reaction at 105℃ for 4 hours. After the esterification reaction is completed, the product is removed by vacuum distillation and drying to remove xylene and byproducts, and the esterified product is prepared for use.

[0059] S2. Under a sealed environment and nitrogen protection, 4.6 kg of the esterified product and 3.5 kg of 4-dimethylaminobutyramine were mixed evenly, and then amidation reaction was carried out at a reaction temperature of 205℃ for 3 hours. After the amidation reaction was completed, the product was mixed with 10 kg of water at 90℃ and dried to obtain the amidated product for later use.

[0060] S3. Mix 2.15 kg of sodium phosphate, 0.40 kg of sodium hydroxide and 30 kg of water evenly, then add 27 kg of 1,2-epoxychlorobutane and carry out a ring-opening addition reaction. The reaction temperature of the ring-opening addition reaction is 85℃ and the reaction time is 5 h. After the ring-opening addition reaction is completed, the product is subjected to vacuum distillation and drying to obtain the addition intermediate for later use.

[0061] S4. Under nitrogen protection, 5.55 kg of the amidation product, 7.55 kg of the addition intermediate, and 15 kg of water were mixed evenly, and then an addition reaction was carried out at a reaction temperature of 90°C for 5 h. After the addition reaction was completed, the product was dried, washed with acetone at 0°C, and dried again to obtain an organic active antibacterial agent for later use.

[0062] S5. The organic active antibacterial agent, the nano silver antibacterial agent and water are mixed evenly in proportion, the content of the organic active antibacterial agent is 2.1wt%, the content of the nano silver antibacterial agent is 0.4wt%, and the remainder is water, to obtain an antibacterial and antiviral fabric finishing solution.

[0063] Example 4

[0064] An antibacterial and antiviral fabric finishing liquid is prepared by the following method:

[0065] S1. Mix 6.85 kg of glutaric acid, 17.25 kg of 3-(3-hydroxyphenyl)propionic acid, 0.015 kg of p-toluenesulfonamide, and 175 kg of xylene thoroughly, and then carry out the first esterification reaction at 115℃ for 6 hours. After the first esterification reaction, the mixture is distilled under reduced pressure and dried to remove xylene and byproducts, yielding the first esterified product for later use. S2. Mix 6.85 kg of glutaric acid, 18.75 kg of 4-(4-hydroxyphenyl)butyric acid, 0.015 kg of p-toluenesulfonamide, and 175 kg of xylene thoroughly, and then carry out the second esterification reaction at 105℃ for 4 hours. After the second esterification reaction, the mixture is distilled under reduced pressure and dried to remove xylene and byproducts, yielding the second esterified product for later use.

[0066] S2. Under a sealed environment and nitrogen protection, 5.6 kg of the first esterification product and 4.5 kg of 4-dimethylaminobutyramine were mixed evenly, followed by a first amidation reaction at 210°C for 4 hours. After the first amidation reaction, the product was mixed with 10 kg of water at 90°C and dried to obtain the first amidation product for later use. Under a sealed environment and nitrogen protection, 5.9 kg of the second esterification product and 4.5 kg of 4-dimethylaminobutyramine were mixed evenly, followed by a second amidation reaction at 205°C for 3 hours. After the second amidation reaction, the product was mixed with 10 kg of water at 90°C and dried to obtain the second amidation product for later use.

[0067] S3. Mix 2.80 kg of sodium phosphate, 0.55 kg of sodium hydroxide and 50 kg of water evenly, then add 35 kg of 1,2-epoxychlorobutane and carry out a ring-opening addition reaction. The reaction temperature of the ring-opening addition reaction is 85℃ and the reaction time is 5 h. After the ring-opening addition reaction is completed, the product is subjected to vacuum distillation and drying to obtain the addition intermediate for later use.

[0068] S4. Under nitrogen protection, 6.85 kg of the first amidation product, 9.80 kg of the addition intermediate, and 30 kg of water were mixed evenly, followed by a first addition reaction at 95°C for 6 hours. After the first addition reaction, the product was dried, washed with acetone at 0°C, and dried again to obtain the first addition product for later use. Under nitrogen protection, 7.20 kg of the second amidation product, 9.80 kg of the addition intermediate, and 30 kg of water were mixed evenly, followed by a second addition reaction at 90°C for 5 hours. After the second addition reaction, the product was dried, washed with acetone at 0°C, and dried again to obtain the second addition product for later use. The first addition product and the second addition product were mixed evenly at a mass ratio of 1:4.25 to obtain an organic active antibacterial agent for later use.

[0069] S5. The organic active antibacterial agent, the nano silver antibacterial agent and water are mixed evenly in proportion, the content of the organic active antibacterial agent is 2.1wt%, the content of the nano silver antibacterial agent is 0.4wt%, and the remainder is water, to obtain an antibacterial and antiviral fabric finishing solution.

[0070] Compare with Example 1

[0071] An antibacterial and antiviral fabric finishing liquid is prepared by the following method:

[0072] The nano-silver antibacterial agent was mixed with water in a certain proportion, with the nano-silver antibacterial agent content being 2.5 wt% and the remainder being water, to obtain an antibacterial and antiviral fabric finishing solution.

[0073] Test Example 1

[0074] Cotton fabrics were treated with the antibacterial and antiviral fabric finishing solutions used in the examples and control examples. The cotton fabrics were immersed in the antibacterial and antiviral fabric finishing solutions for padding treatment, controlling the liquid content of the fabric to 42%. The fabrics were then transferred to 120°C for drying for 7 minutes. After treatment, the fabrics were washed and dried to obtain antibacterial and antiviral fabrics. The antibacterial and antiviral properties of the antibacterial and antiviral fabrics were tested. Antibacterial performance testing was conducted according to the specific methods and procedures in GB / T 20944.2-2007 "Evaluation of antimicrobial properties of textiles - Part 2: Absorption method", and the tested bacteria were Staphylococcus aureus (ATCC 6538), Escherichia coli (ATCC 11229), and Klebsiella pneumoniae (ATCC 4352). Antiviral performance testing was conducted according to the specific methods and procedures in ISO 18184-2019 "Textiles - Determination of antiviral activity of textiles", and the tested virus was influenza A virus H1N1 (ATCC VR-1469). The test results of the antibacterial and antiviral properties of the antibacterial and antiviral fabrics are shown in Table 1.

[0075] Table 1:

[0076]

[0077] When the inhibition rate is ≥90%, the sample has an antibacterial effect; when the inhibition rate is ≥99%, the sample has a good antibacterial effect. An antiviral activity value of 3.0 > Mv ≥ 2.0 indicates a good antiviral effect; an antiviral activity value of Mv ≥ 3.0 indicates an excellent antiviral effect. As can be seen from the test results in Table 1, the optimal example 1 has the best antibacterial and antiviral effects.

[0078] Test Example 2

[0079] The antibacterial and antiviral properties of the antibacterial and antiviral fabric were tested after 50 washes. The treatment method for the antibacterial and antiviral fabric was the same as in Test Example 1. The washing operation was carried out according to the specific steps in GB / T8629-2017 "Textiles - Testing - Household Washing and Drying Procedures", using a Type C standard washing machine, with washing program number 4N. The antibacterial and antiviral properties of the fabric after washing were consistent with those in Test Example 1. The test results of the antibacterial and antiviral properties of the antibacterial and antiviral fabric after 50 washes are shown in Table 2.

[0080] Table 2:

[0081]

[0082] For non-disposable textiles, the antiviral activity value Mv of the fabric after washing is ≥2.0. As can be seen from the test results in Table 2, Example 1 maintains good antibacterial and antiviral activity even after 50 washes.

[0083] Based on the results of the above test examples, the phenomenon may be due to the fact that the organic active antibacterial agent in the antibacterial and antiviral fabric finishing solution is an organic compound with two hydrophobic alkyl chains and two cationic quaternary ammonium salt structures. The first and second addition products have different end curvatures of their molecular chains, resulting in configuration differences that interact with each other. The organic active antibacterial agent contains a medium-length saturated fatty acid structure, exhibiting antibacterial and antiviral activity. Due to the presence of amide bonds between saturated fatty acid groups and polar groups in the organic active antibacterial agent, it exhibits long-term stability. The cationic polar groups have high persistence in protein substrates and good ability to penetrate microbial cell walls and cell membranes, demonstrating antibacterial properties by inhibiting cell metabolism and enzyme activity. For viruses, the cationic polar groups can adsorb negatively charged viruses, causing them to aggregate on the viral envelope and react with the phospholipid / protein complex on the membrane, altering the envelope permeability, allowing water to enter, causing the virus to swell and rupture, destroying the viral structure, and thus leading to viral dissolution and death.

[0084] Furthermore, the organic active antibacterial agents contain varying end chain lengths, increasing their surface migration tendency. The two benzene rings connected by a less elastic rigid spacer make the molecules more prone to horizontal tilting, mitigating the technical problem of decreased functionality of active groups caused by molecular chain curling. During the treatment of fabrics with antibacterial and antiviral fabric finishing solutions, the organic active antibacterial agents, due to thorough wetting of the fabric contact surface and rapid alignment at the interface with the nano-silver antibacterial agent, tightly aggregate at the interface, maintaining their long-term effectiveness on the fabric surface. This also facilitates binding with the nano-silver antibacterial agent and optimizes its particle size and dispersion. The reduced size and improved dispersibility of the nano-silver antibacterial agent result in superior antibacterial and antiviral activity.

Claims

1. A method for preparing an antibacterial and antiviral fabric finish solution, characterized in that, Comprising the following steps: S1, 5.25~6.85 parts of glutaric acid, 13.30~17.25 parts of 3-(3-hydroxyphenyl) propionic acid, 0.010~0.015 parts of p-toluene sulfonamide and 125~175 parts of xylene are mixed uniformly, and then a first esterification reaction is carried out; after the first esterification reaction is completed, xylene and by-products are removed by vacuum distillation and drying to obtain a first esterification product for standby; 5.25~6.85 parts of glutaric acid, 14.40~18.75 parts of 4-(4-hydroxyphenyl) butyric acid, 0.010~0.015 parts of p-toluene sulfonamide and 125~175 parts of xylene are mixed uniformly, and then a second esterification reaction is carried out; after the second esterification reaction is completed, xylene and by-products are removed by vacuum distillation and drying to obtain a second esterification product for standby; S2, under the conditions of airtightness and nitrogen protection, 4.3~5.6 parts of the first esterification product and 3.5~4.5 parts of 4-dimethylaminobutylamine are mixed uniformly, and then a first amidation reaction is carried out; after the first amidation reaction is completed, the product is mixed with 10~20 parts of 80~100℃ water, and dried to obtain a first amidation product for standby; under the conditions of airtightness and nitrogen protection, 4.6~5.9 parts of the second esterification product and 3.5~4.5 parts of 4-dimethylaminobutylamine are mixed uniformly, and then a second amidation reaction is carried out; after the second amidation reaction is completed, the product is mixed with 10~20 parts of 80~100℃ water, and dried to obtain a second amidation product for standby; S3, 2.15~2.80 parts of sodium phosphate, 0.40~0.55 parts of sodium hydroxide and 30~50 parts of water are mixed uniformly, then 27~35 parts of 1,2-epoxy chlorobutane is added and a ring-opening addition reaction is carried out; after the ring-opening addition reaction is completed, the product is vacuum distilled and dried to obtain an addition intermediate for standby; S4, under the conditions of nitrogen protection, 5.25~6.85 parts of the first amidation product, 7.55~9.80 parts of the addition intermediate and 15~30 parts of water are mixed uniformly, and then a first addition reaction is carried out; after the first addition reaction is completed, the product is dried, washed with acetone at 0~4℃ and dried to obtain a first addition product for standby; under the conditions of nitrogen protection, 5.55~7.20 parts of the second amidation product, 7.55~9.80 parts of the addition intermediate and 15~30 parts of water are mixed uniformly, and then a second addition reaction is carried out; after the second addition reaction is completed, the product is dried, washed with acetone at 0~4℃ and dried to obtain a second addition product for standby; the first addition product and the second addition product are mixed uniformly in proportion to obtain an organic active antibacterial agent for standby; S5, the organic active antibacterial agent, nano-silver antibacterial agent and water are mixed uniformly in proportion to obtain an antibacterial and antiviral fabric finishing liquid.

2. The method of preparing an anti-bacterial and anti-viral fabric finish solution as claimed in claim 1, wherein: In step S1, the reaction temperature of the first esterification reaction is 95~135℃, and the reaction time is 3~8h; the reaction temperature of the second esterification reaction is 85~120℃, and the reaction time is 2~5h.

3. The method of preparing an anti-bacterial and anti-viral fabric finish solution as claimed in claim 1, wherein: The reaction temperature of the first amidation reaction in step S2 is 205-220 DEG C, and the reaction time is 3-6 h; the reaction temperature of the second amidation reaction in step S2 is 200-220 DEG C, and the reaction time is 2-5 h.

4. The method of preparing an anti-bacterial and anti-viral fabric finish solution as claimed in claim 1, wherein: The reaction temperature of the ring-opening addition reaction in step S3 is 80-95 DEG C, and the reaction time is 4-6 h.

5. The method of preparing an anti-bacterial and anti-viral fabric finish solution as claimed in claim 1, wherein: The reaction temperature of the first addition reaction in step S4 is 90-100 DEG C, and the reaction time is 5-8 h; the reaction temperature of the second addition reaction is 85-100 DEG C, and the reaction time is 4-6 h.

6. The method of preparing an anti-bacterial and anti-viral fabric finish solution as claimed in claim 1, wherein: The mass ratio of the first addition product to the second addition product in the organic active antibacterial agent is 1: (3.65-4.85).

7. The method of preparing an anti-bacterial and anti-viral fabric finish solution as claimed in claim 1, wherein: The content of the organic active antibacterial agent in the antibacterial and virucidal fabric finishing liquid is 0.8-3.0 wt%, the content of the nano-silver antibacterial agent is 0.3-0.6 wt%, and the rest is water.

8. An antimicrobial virucidal fabric finish solution characterized in that: Prepared by the method as claimed in any one of claims 1-7.

9. Use of the antibacterial virucidal fabric finish of claim 8 in treating a fabric, characterized in that, Comprising the following steps: The fabric is immersed in the antibacterial and virucidal fabric finishing liquid for padding treatment, the liquid retention rate of the fabric is controlled to be 35-48%, and then the fabric is transferred to a drying treatment at 90-135 DEG C for 3-10 min; the treated fabric is washed and dried to obtain an antibacterial and virucidal fabric. The reaction temperature of the ring-opening addition reaction in step S3 is 80-95 DEG C, and the reaction time is 4-6 h. The reaction temperature of the first addition reaction in step S4 is 90-100 DEG C, and the reaction time is 5-8 h; the reaction temperature of the second addition reaction is 85-100 DEG C, and the reaction time is 4-6 h. The mass ratio of the first addition product to the second addition product in the organic active antibacterial agent is 1: (3.65-4.85). The content of the organic active antibacterial agent in the antibacterial and virucidal fabric finishing liquid is 0.8-3.0 wt%, the content of the nano-silver antibacterial agent is 0.3-0.6 wt%, and the rest is water. Prepared by the method as claimed in any one of claims 1-7. Comprising the following steps: The fabric is immersed in the antibacterial and virucidal fabric finishing liquid for padding treatment, the liquid retention rate of the fabric is controlled to be 35-48%, and then the fabric is transferred to a drying treatment at 90-135 DEG C for 3-10 min; the treated fabric is washed and dried to obtain an antibacterial and virucidal fabric.

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