A reactive triazine halamine antibacterial precursor suitable for low-temperature and low-salt finishing, a method and a cotton fabric

By introducing triazine halogen amine antibacterial precursors with hydrophilic sulfonic acid groups and 5,5-dimethylhydantoin groups, the energy consumption and hydrolysis problems caused by high temperature and high salt processes are solved, achieving efficient antibacterial finishing under low temperature and low salt conditions, improving the antibacterial properties and stability of cotton fabrics, and making them suitable for industrial applications.

CN122255114APending Publication Date: 2026-06-23NANTONG UNIV

Patent Information

Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
NANTONG UNIV
Filing Date
2026-03-23
Publication Date
2026-06-23

AI Technical Summary

Technical Problem

In existing antibacterial finishing methods for cotton fabrics, high-temperature and high-salt processes increase energy consumption and wastewater treatment burden, and the triazine active groups are easily hydrolyzed and deactivated, resulting in low finishing efficiency and difficulty in maintaining high reactivity and strong bonding under low-temperature and low-salt conditions.

Method used

Using a monochlorotriazine-based halogen amine antibacterial precursor, a low-temperature, low-salt impregnation and finishing process was constructed by introducing hydrophilic sulfonic acid groups and 5,5-dimethylhydantoin antibacterial groups. The sulfonate groups were used to increase the affinity between the molecules and the fibers, and combined with a mild, weakly alkaline environment, covalent bonding with cellulose was achieved.

Benefits of technology

Under low temperature and low salt conditions, the antibacterial properties and structural stability of cotton fabrics are significantly improved, with a sterilization rate of up to 99.99%. The antibacterial agent molecules are firmly bonded to the fibers, exhibiting excellent water resistance, energy saving, and environmental protection, making it suitable for industrial applications.

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Abstract

This invention discloses a precursor of a monochlorotriazine halogen amine antibacterial agent for low-temperature, low-salt finishing, its preparation method, and a cotton fabric and finishing method thereof. The precursor incorporates a 5,5-dimethylhydantoin derivative group linked by a hydrophilic group of sodium p-benzenesulfonate and an ether bond, and is prepared by a temperature- and pH-controlled reaction of cyanuric chloride with sodium p-aminobenzenesulfonate and 3-(3-chloro-2-hydroxypropyl)-5,5-dimethylhydantoin. The cotton fabric finishing process involves precursor dissolution, neutral salt impregnation, low-temperature weak alkali grafting, and chlorination. The process includes impregnation at 25-40°C and alkali reaction at 15-35°C, with a neutral salt concentration of 20-60 g / L and an alkali concentration of 0.5-2 g / L. The precursor has excellent water solubility and fiber compatibility. The finishing process inhibits hydrolysis and reduces energy consumption. The treated cotton fabric has a kill rate of over 99.99% against Staphylococcus aureus and Escherichia coli within 1 minute. After 50 washes, the active chlorine recovery rate exceeds 80%. It has high strength retention, is energy-saving, environmentally friendly and easy to industrialize.
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Description

Technical Field

[0001] This invention relates to the field of antibacterial finishing technology for textiles, specifically to a reactive triazine haloamine antibacterial agent suitable for low-temperature and low-salt finishing, its preparation method, and its application in cotton fabrics as a precursor. Background Technology

[0002] Cotton fabrics are widely used due to their excellent moisture absorption and wearing comfort. However, their porous structure and hydrophilic properties easily absorb moisture and provide conditions for microbial growth, leading to odors, decreased material performance, and potential health risks. Therefore, safe and durable antibacterial finishing of cotton fabrics is of great significance.

[0003] Existing antibacterial finishing methods for cotton fabrics mainly include post-treatment methods and functional fiber methods. Among them, post-treatment methods are relatively simple and suitable for large-scale application, but the binding strength and wash resistance of antibacterial agents on fabrics still need to be improved. Commonly used antibacterial agents include organic, inorganic, and natural materials. Although organic antibacterial agents have high bactericidal efficiency, they are easily soluble and lack durability; inorganic antibacterial agents may have discoloration or safety issues; natural antibacterial agents have poor wash resistance.

[0004] Halogenated amine antibacterial agents, due to their NX covalent bonds, possess broad-spectrum bactericidal and regenerable properties. To improve their bonding strength with fibers, existing technologies employ triazine reactive groups to construct reactive amine precursors, enabling them to form covalent bonds with cellulose. However, current triazine reactive finishing agents typically borrow from the color-fixing process of reactive dyes, relying on high temperatures above 80°C or high-temperature steaming and high concentrations of neutral salts (usually >60 g / L) to overcome the low reactivity of the triazine ring. This high-temperature, high-salt process not only increases energy consumption and wastewater treatment burden, but more seriously, under high-temperature alkaline conditions, the triazine reactive groups are prone to hydrolysis side reactions, causing the active ingredients to become ineffective before binding with the fibers, thus reducing finishing efficiency. Therefore, developing a novel triazine amine finishing system that can maintain high reactivity while avoiding hydrolytic deactivation under mild conditions (low temperature, low salt) is a pressing technical challenge in this field. Summary of the Invention

[0005] To address the problems in existing technologies, this invention provides a monochlorotriazine-based halogen amine antibacterial precursor suitable for low-temperature, low-salt finishing. Using cyanuric chloride as the reactive backbone, it achieves a chemical structure similar to reactive dyes by introducing hydrophilic sulfonic acid groups and 5,5-dimethylhydantoin antibacterial groups. Based on this, a low-temperature, low-salt dyeing and finishing process for cotton fabrics is constructed, effectively overcoming the limitation of traditional halogen amine finishing requiring high-temperature baking. Cotton fabrics treated with this antibacterial agent maintain excellent structural stability and regenerable antibacterial properties, balancing antibacterial performance with fabric mechanical properties. It is energy-saving, environmentally friendly, and suitable for industrial application.

[0006] To achieve the above technical objectives, the present invention provides a precursor for a monochlorotriazine-based halogen amine antibacterial agent suitable for low-temperature and low-salt finishing, the structure of which is shown in general formula (I):

[0007]

[0008] General Formula (I)

[0009] R1 and R2 are each independently represented as H.

[0010] This invention also provides a method for preparing a precursor of a monochlorotriazine halogen amine antibacterial agent suitable for low-temperature and low-salt finishing, comprising at least the following steps:

[0011] Step 1: Add sodium p-aminobenzenesulfonate aqueous solution dropwise to cyanuric chloride solution and react at 0–5℃ for 1.5–3 hours. Adjust the pH of the reaction system to 5–6 by adding an acid-binding agent.

[0012] Step 2: Add an equimolar amount of 3-(3-chloro-2-hydroxypropyl)-5,5-dimethylhydantoin aqueous solution to the reaction system obtained in Step 1, and react at 35-45℃ for 2-4 hours. During the reaction, the pH is continuously adjusted to 6-7 using an acid-binding agent.

[0013] Step 3: After the reaction is complete, the solvent is removed under reduced pressure, and the product is washed with water, filtered, and dried to obtain the precursor of the monochlorotriazine haloamine antibacterial agent.

[0014] In some technical solutions of the present invention, the molar ratio of cyanuric chloride, sodium p-aminobenzenesulfonate and hydantoin derivative in step 1 is 1:(1-2):1.

[0015] In some technical solutions of the present invention, the solvent of the cyanuric chloride solution in step 1 is selected from one or more of water, ethanol, acetone, and N,N-dimethylformamide; the mass concentration of the cyanuric chloride is 10% to 20%.

[0016] In some technical solutions of the present invention, the acid-binding agent in step 2 is selected from one or more of sodium carbonate, sodium bicarbonate, calcium hydroxide, potassium hydroxide, and sodium hydroxide.

[0017] The present invention also provides a method for treating cotton fabrics using the above-mentioned haloamine precursor, comprising at least the following processing steps:

[0018] S1. Dissolve the monochlorotriazine halogen amine antibacterial agent precursor in water to prepare an antibacterial finishing solution, and soak the cotton fabric in the antibacterial finishing solution;

[0019] S2. Add neutral salt auxiliaries to the antibacterial finishing solution and immerse the cotton fabric at 25-40℃ for 10-30 minutes.

[0020] S3. Adjust the temperature of the antibacterial finishing solution to 15-35℃, add alkali, soak and react for 1-3 hours, take out the fabric, wash with soap and water and then dry.

[0021] S4. The cotton fabric obtained in step S3 is immersed in a chlorination solution to carry out a chlorination reaction. After washing and drying, the antibacterial cotton fabric treated with the haloamine precursor is obtained.

[0022] In some technical solutions of the present invention, the halogenated amine antibacterial precursor in step 2 accounts for 10%-30% (owf) of the fabric weight, specifically 10%, 15%, 20%, 25% or 30%. Preferably, the mass concentration is 15%-25%, within which a higher fixation efficiency and active chlorine content can be obtained.

[0023] In some technical solutions of the present invention, the neutral salt in step S2 is selected from one or more of sodium sulfate, sodium chloride, and magnesium sulfate.

[0024] In some technical solutions of the present invention, the concentration of the neutral salt in the finishing solution in step S2 is 20-60 g / L, preferably 40-60 g / L. The addition of neutral salt can reduce the repulsion between the antibacterial agent and the fabric, promote effective contact between the antibacterial agent precursor molecules and the cotton fibers, and improve the grafting rate.

[0025] In some technical solutions of the present invention, the alkaline agent in step S3 is selected from one or more of sodium hydroxide, sodium carbonate, and sodium bicarbonate.

[0026] In some technical solutions of the present invention, the concentration of the solid alkali in step S3 is 0.5-2 g / L, preferably 1 g / L.

[0027] In some technical solutions of the present invention, the chlorination solution in step S4 is selected from one or more of sodium hypochlorite, potassium hypochlorite, or calcium hypochlorite.

[0028] In some technical solutions of the present invention, the chlorination solution in step S4 is selected from one or more of sodium hypochlorite, potassium hypochlorite, and calcium hypochlorite. After chlorination treatment, R1 and R2 on the monochlorotriazine haloamine antibacterial agent precursor are converted to Cl, forming an N-Cl active structure.

[0029] Based on the above preparation method, the present invention provides a cotton fabric treated with a precursor of a monochlorotriazine N-haloamine antibacterial agent.

[0030] Compared with the prior art, the present invention has the following beneficial effects:

[0031] 1. The monochlorotriazine N-haloamine antibacterial agent precursor provided by this invention simulates the structural characteristics of reactive dyes. It introduces a structure in which a strong hydrophilic group of sodium p-benzenesulfonate is linked to a 5,5-dimethylhydantoin derivative group via an ether bond, resulting in synergistic effects. This endows the precursor molecule with excellent water solubility and a linear conformation similar to that of direct dyes, significantly reducing the energy barrier for molecule diffusion into the fiber interior and improving compatibility with cotton fibers. This allows it to overcome the Coulombic repulsion force on the fiber surface and achieve a high dyeing rate even at lower neutral salt concentrations and lower finishing temperatures.

[0032] 2. The cotton fiber finishing method provided by this invention has the advantages of low-temperature reaction characteristics and hydrolysis resistance. It adopts a low-temperature impregnation process of 15-35℃, which cleverly utilizes the difference in reaction kinetics: under mild conditions, although the instantaneous reaction rate of triazine groups is lower than that under high-temperature conditions, the introduction of sulfonate groups increases the affinity between molecules and fibers. Combined with a specific weakly alkaline environment, the effective grafting reaction dominates, while suppressing competitive hydrolysis side reactions to the maximum extent. This not only achieves energy saving, but also further increases the active chlorine loading of cotton fabrics.

[0033] 3. Cotton fabrics treated with the monochlorotriazine N-haloamine antibacterial agent precursor using a low-temperature, low-salt process provided by this invention exhibit rapid and efficient bactericidal properties, achieving a kill rate of over 99.99% against Staphylococcus aureus and Escherichia coli within 1 minute. Furthermore, the antibacterial agent molecules are firmly bonded to the cotton fibers via covalent bonds, maintaining excellent structural stability and regenerable antibacterial properties. After 50 washing cycles, re-chlorination results in an active chlorine recovery rate exceeding 80%. In addition, the mild finishing conditions effectively prevent excessive degradation of cellulose fibers, maintaining high warp and weft tensile strength. The low-temperature, low-salt finishing strategy proposed in this study balances antibacterial properties with fabric mechanical properties, is energy-saving and environmentally friendly, and can be industrially applied, providing new ideas and methods for the development of novel regenerable antibacterial textiles. Attached Figure Description

[0034] To more clearly illustrate the technical solutions in the embodiments of the present invention, the accompanying drawings used in the description of the embodiments will be briefly introduced below. Obviously, the accompanying drawings described below are only some embodiments of the present invention. For those skilled in the art, other drawings can be obtained based on these drawings without creative effort.

[0035] Figure 1 The preparation route diagram of the monochlorotriazine N-haloamine antibacterial agent precursor provided by the present invention;

[0036] Figure 2 This invention provides a route diagram for preparing antibacterial cotton fabrics using a precursor of a monochlorotriazine N-haloamine antibacterial agent. Detailed Implementation

[0037] The technical solutions of this invention will be clearly and completely described below with reference to the embodiments thereof. These described embodiments are only some, not all, of the embodiments of this invention. All other embodiments obtained by those skilled in the art based on the embodiments of this invention without creative effort are within the scope of protection of this invention.

[0038] Preparation of precursors for monochlorotriazine N-haloamine antibacterial agents:

[0039] Cyanuric chloride (3.73 g, 0.02 mol) was dissolved in 50 mL of icy acetone and stirred for 30 min. Sodium p-aminobenzenesulfonate (3.98 g, 0.02 mol) was added, and the pH was adjusted to 5.0 with 10% Na2CO3 solution. The reaction was carried out at 0-5℃ for 2 h. Subsequently, 3-(3-chloro-2-hydroxypropyl)-5,5-dimethylhydantoin (0.02 mol) was dissolved in 20 mL of deionized water and slowly added dropwise to the above reaction system. The pH was controlled at 6, and the reaction was carried out at 40℃ for 3 h. The crude product was cooled and filtered, washed three times with acetone and deionized water, and dried under vacuum at 45℃ for 24 h to obtain the precursor 1 of the monochlorotriazine N-haloamine antibacterial agent.

[0040] Application Example 1

[0041] 0.12 g of the synthesized halogen amine antibacterial precursor 1 was dissolved in 20 mL of deionized water and stirred for 15 minutes. 0.60 g of raw cotton fabric was placed in the above finishing solution. Then, 1.0 g of anhydrous sodium sulfate (equivalent to 50 g / L) was added, and the mixture was immersed at 30°C for 15 minutes. Next, 0.02 g of sodium hydroxide (equivalent to 1 g / L) was added, and the immersion reaction was continued at 30°C for 2 hours to promote the nucleophilic substitution reaction between the triazine active group and the cellulose hydroxyl group. The fabric was removed and subjected to soaping and washing to remove unreacted residues, followed by drying at 45°C. After drying, the fabric was halogenated in a 0.1 wt% sodium hypochlorite solution for 1 hour, washed with water, and dried at 45°C to obtain antibacterial cotton fabric sample 1. The active chlorine content of the obtained fabric was found to be 0.40%.

[0042] Application Example 2

[0043] 0.12 g of the synthesized halogen amine antibacterial precursor 1 was dissolved in 20 mL of deionized water and stirred for 15 minutes. 0.60 g of raw cotton fabric was placed in the above finishing solution. Then, 0.6 g of anhydrous sodium sulfate (equivalent to 30 g / L) was added, and the mixture was immersed at 30°C for 15 minutes. Next, 0.02 g of sodium hydroxide (equivalent to 1 g / L) was added, and the immersion reaction was continued at 30°C for 2 hours to promote the nucleophilic substitution reaction between the triazine active group and the cellulose hydroxyl group. The fabric was removed and subjected to soaping and washing to remove unreacted residues, followed by drying at 45°C. After drying, the fabric was halogenated in a 0.1 wt% sodium hypochlorite solution for 1 hour, washed with water, and dried at 45°C to obtain antibacterial cotton fabric sample 2. The active chlorine content of the obtained fabric was found to be 0.31%.

[0044] Application Example 3

[0045] 0.12 g of the synthesized halogen amine antibacterial precursor 1 was dissolved in 20 mL of deionized water and stirred for 15 minutes. 0.60 g of raw cotton fabric was placed in the above finishing solution. Then, 0.6 g of anhydrous sodium sulfate (equivalent to 30 g / L) was added, and the mixture was immersed at 30°C for 15 minutes. Next, 0.02 g of sodium hydroxide (equivalent to 1 g / L) was added, and the immersion reaction was continued at 20°C for 2 hours to promote the nucleophilic substitution reaction between the triazine active group and the cellulose hydroxyl group. The fabric was removed and subjected to soaping and water washing to remove unreacted residues, followed by drying at 45°C. After drying, the fabric was halogenated in a 0.1 wt% sodium hypochlorite solution for 1 hour, washed with water, and dried at 45°C to obtain antibacterial cotton fabric sample 3. The active chlorine content of the obtained fabric was found to be 0.51%.

[0046] Application Example 4

[0047] 0.06 g of the synthesized halogen amine antibacterial precursor 1 was dissolved in 20 mL of deionized water and stirred for 15 minutes. 0.60 g of raw cotton fabric was placed in the above finishing solution. Then, 1.0 g of anhydrous sodium sulfate (equivalent to 50 g / L) was added, and the mixture was immersed at 30°C for 15 minutes. Next, 0.02 g of sodium hydroxide (equivalent to 1 g / L) was added, and the immersion reaction was continued at 30°C for 2 hours to promote the nucleophilic substitution reaction between the triazine active group and the cellulose hydroxyl group. The fabric was removed and subjected to soaping and washing to remove unreacted residues, followed by drying at 45°C. After drying, the fabric was halogenated in a 0.1 wt% sodium hypochlorite solution for 1 hour, washed with water, and dried at 45°C to obtain antibacterial cotton fabric sample 1. The active chlorine content of the obtained fabric was found to be 0.27%.

[0048] Comparative Example 1

[0049] The only difference between this comparative example and Example 1 is the finishing temperature, which is 60°C. The resulting fabric had an active chlorine content of 0.11%, indicating that higher temperatures reduce the active chlorine load. This is the basis for Comparative Sample 1.

[0050] Comparative Example 2

[0051] This comparative example differs from Example 1 only in that it does not contain neutral salt. The resulting fabric had an active chlorine content of 0.09%. This indicates that an appropriate amount of neutral salt helps improve fixation efficiency, but the present invention achieves efficient grafting even with a lower salt content. Thus, Comparative Sample 2 was obtained.

[0052] Comparative Example 3

[0053] Preparation of the water-soluble triazine haloamine precursor CBTDMH:

[0054] Weigh cyanuric chloride (3.37 g, 0.02 mol) and dissolve it in acetone (50 mL); separately dissolve sodium p-aminobenzenesulfonate (3.98 g, 0.02 mol) in 20 mL of deionized water. Mix the two solutions and add them to a 250 mL three-necked flask. Stir and react for 2 hours at 0°C and pH 5.0. Then, dissolve the synthesized aminoethylhydantoin (0.02 mol) in 20 mL of water and slowly pour it into the above reaction system. Continue the reaction for 3 hours at 40°C and pH 6.0 to obtain a secondary intermediate. Raise the temperature of the secondary intermediate reaction system to 90°C, and then add a sodium nicotinic acid solution (2.96 g, 0.02 mol) prepared by dissolving it in 20 mL of deionized water to the secondary intermediate reaction system. Control the pH at 7.0 and react for 4 hours. After the reaction is complete, the solvent is removed by rotary evaporation. Then, an appropriate amount of dilute sulfuric acid is added. The resulting solid is filtered, purified and dried to obtain the water-soluble triazine haloamine precursor CBTDMH.

[0055] 0.12 g of the synthesized halogenated antibacterial precursor CBTDMH was dissolved in 20 ml of deionized water for 15 minutes. 0.60 g of raw cotton fabric was placed in the above finishing solution. Then, 1.0 g of anhydrous sodium sulfate was added and the mixture was immersed in the solution at room temperature for 15 minutes. The finishing system temperature was maintained at 30°C, and 0.02 g of sodium hydroxide was added to adjust the alkaline environment. Under these conditions, the immersion reaction continued for 2 hours to promote the nucleophilic substitution reaction between the halogenated antibacterial precursor and the hydroxyl groups in the cellulose molecule. The fabric was then removed and subjected to soaping and washing to remove unreacted residues. It was then dried in an oven and subsequently placed in a 0.1 wt% sodium hypochlorite solution for halogenation treatment for 1 hour. The fabric was then removed and dried in an oven at 45°C to obtain control sample 3. Testing showed that the antibacterial precursor could not be grafted under these conditions.

[0056] I. Test Experiment:

[0057] 1. Antimicrobial performance test: The test was conducted according to the revised AATCC 100-2004 antimicrobial performance test standard. Unchlorinated precursor-grafted cotton fabric and original cotton fabric were used as control samples. Antimicrobial tests were conducted on cotton fabric samples 1-3. The inoculated bacteria were Staphylococcus aureus and Escherichia coli O157:H7. The test results are shown in Table 1.

[0058] 2. Washing Stability Test: The washing stability of chlorinated modified cotton fabrics was evaluated according to AATCC 61-2010 standard. Several chlorinated cotton fabric samples, each 5.08cm × 2.54cm in size, were prepared in advance, along with 150mL of 0.15% soap solution. The washing temperature was set at 49°C, and the washing cycle was repeated 10 times (each cycle lasting 45 minutes, equivalent to 5 household washes). After heating the washing machine to the specified temperature, six fabric samples and 150mL of soap solution were placed in steel cups, with 50 steel balls added to each cup. The washing cycle was repeated as specified. After each washing cycle, the fabrics were removed, thoroughly soaped, washed, and dried. The chlorine content of three chlorinated fabric samples was first determined, and then the remaining three samples were chlorinated again, and the chlorine content was determined. The washing stability of the chlorinated cotton fabrics was evaluated by comparing and analyzing the experimental data.

[0059] II. Test Results Explanation

[0060] 1. Antibacterial performance test

[0061] Table 1. Antibacterial performance test results

[0062]

[0063] Note: The inoculation concentration for Staphylococcus aureus is 7.2 × 10⁻⁶. 6CFU / sample; the inoculation concentration for Escherichia coli O157:H7 was 6.0 × 10⁻⁶. 6 CFU / sample.

[0064] The antibacterial cotton fabrics prepared in Examples 1-4 of this invention exhibit excellent antibacterial properties and high antibacterial efficiency, achieving a 100% sterilization rate against Staphylococcus aureus and Escherichia coli O157:H7 within 1 minute. In contrast, Comparative Examples 2 (heating) and 3 (without neutral salt) achieved a 100% sterilization rate against Staphylococcus aureus and Escherichia coli O157:H7 within 30 minutes, a slower sterilization rate compared to Examples 1-4. Comparative Example 3 could not be grafted and its fabric contained no chlorine, therefore it did not achieve a sterilization effect.

[0065] 2. Water wash resistance stability test

[0066] Table 2 Results of water wash resistance stability test

[0067]

[0068] In the application example, after 50 wash cycles, the active chlorine content decreased to 0.01%, but the recovery rate after re-chlorination reached 80% or more, while the recovery rate of the comparative example was less than 60%. This indicates that the antibacterial agent is stably bound to the fiber surface through covalent bonds and has excellent wash cycle resistance. The precursor in Comparative Example 3 could not be grafted, and the chlorine content was 0, so no wash resistance test was performed.

[0069] Finally, it should be noted that although the present invention has been described in detail above with general descriptions and specific embodiments, the above embodiments are only used to illustrate the technical solutions of the present invention, and not to limit it; although the present invention has been described in detail with reference to the foregoing embodiments, those skilled in the art should understand that modifications can still be made to the technical solutions described in the foregoing embodiments, or equivalent substitutions can be made to some or all of the technical features; and these modifications or substitutions do not cause the essence of the corresponding technical solutions to deviate from the scope of the technical solutions of the embodiments of the present invention.

Claims

1. A precursor for a monochlorotriazine-based halogenated amine antibacterial agent suitable for low-temperature, low-salt finishing, characterized in that, The structure of the precursor is shown in general formula (Ⅰ): General Formula (I) R1 and R2 are each independently represented as H.

2. The method for preparing the precursor of the monochlorotriazine halogen amine antibacterial agent according to claim 1, characterized in that, The preparation method includes at least the following steps: Step 1: Add sodium p-aminobenzenesulfonate aqueous solution dropwise to cyanuric chloride solution, react at 0–5℃ for 1.5–3 h, and adjust the pH of the reaction system to 5–6 by adding an acid-binding agent; Step 2: Add an equimolar amount of 3-(3-chloro-2-hydroxypropyl)-5,5-dimethylhydantoin aqueous solution to the reaction system obtained in Step 1, and react at 35–45°C for 2–4 h. During the reaction, the pH is continuously adjusted to 6–7 using an acid-binding agent. Step 3: After the reaction is complete, the solvent is removed under reduced pressure, and the product is washed with water, filtered, and dried to obtain the precursor of the monochlorotriazine haloamine antibacterial agent.

3. The method for preparing the precursor of the monochlorotriazine halogen amine antibacterial agent according to claim 2, characterized in that, The molar ratio of cyanuric chloride, sodium p-aminobenzenesulfonate and hydantoin derivative in step 1 is 1:(1-2):

1.

4. The method for preparing the precursor of the monochlorotriazine haloamine antibacterial agent according to claim 2, characterized in that, The solvent for the cyanuric chloride solution in step 1 is selected from one or more of water, ethanol, acetone, and N,N-dimethylformamide; the mass concentration of the cyanuric chloride is 10% to 20%.

5. The method for preparing the precursor of the monochlorotriazine halogen amine antibacterial agent according to claim 2, characterized in that, The acid-binding agent mentioned in step 2 is selected from one or more of sodium carbonate, sodium bicarbonate, calcium hydroxide, potassium hydroxide, and sodium hydroxide.

6. The method for treating cotton fabrics with the monochlorotriazine halogen amine antibacterial agent precursor according to claim 1, characterized in that, It should include at least the following processing steps: S1. Dissolve the monochlorotriazine halogen amine antibacterial agent precursor in water to prepare an antibacterial finishing solution, and soak the cotton fabric in the antibacterial finishing solution; S2. Add neutral salt auxiliaries to the antibacterial finishing solution and immerse the cotton fabric at 25-40℃ for 10-30 minutes. S3. Adjust the temperature of the antibacterial finishing solution to 15-35℃, add alkali, soak and react for 1-3 hours, take out the fabric, wash with soap and water and then dry. S4. The cotton fabric obtained in step S3 is immersed in a chlorination solution to carry out a chlorination reaction. After washing and drying, the antibacterial cotton fabric treated with the haloamine precursor is obtained.

7. The method for finishing cotton fabrics according to claim 6, characterized in that, The halogenated amine antimicrobial precursor described in step S2 accounts for 10%–30% (owf) of the fabric weight.

8. The method for finishing cotton fabrics according to claim 6, characterized in that, The neutral salt mentioned in step S2 is selected from one or more of sodium sulfate, sodium chloride, and magnesium sulfate; the concentration of the neutral salt in the finishing solution is 20–60 g / L.

9. The method for finishing cotton fabrics according to claim 6, characterized in that, The alkali agent in step S3 is selected from one or more of sodium hydroxide, sodium carbonate, and sodium bicarbonate; the concentration of the solid alkali is 0.5–2 g / L, preferably 1 g / L.

10. A cotton fabric treated with a precursor of a monochlorotriazine N-haloamine antibacterial agent, prepared according to the preparation method described in any one of claims 6-9.