An antibacterial fabric and a method for manufacturing the same

Abstract

The application relates to the technical field of fabric, and discloses an antibacterial fabric and a preparation method thereof. Water, an organic silicon quaternary ammonium salt musk thymol finishing agent and cotton / spandex blended fabric are added into a container, then two-dip-two-rolling, pre-drying and baking are carried out, and the antibacterial fabric is obtained. The organic silicon quaternary ammonium salt musk thymol finishing agent contains hydrophilic groups such as phenolic hydroxyl, quaternary ammonium salt cation and urea group, so that the finished fabric has good moisture regain and hydrophilic and hygroscopic properties. The finishing agent contains musk thymol natural antibacterial agent and organic silicon quaternary ammonium salt antibacterial groups, has a strong killing and inhibiting effect on bacteria and microorganisms. The finishing agent is firmly attached to the surface of the fabric, and the fabric has excellent antibacterial performance.

Description

Technical Field

[0001] This invention relates to the field of fabric technology, specifically to an antibacterial fabric and its preparation method. Background Technology

[0002] Spandex fiber's main component is polyurethane, which possesses properties such as high resilience and good hydrophilicity. Blending spandex fiber with cotton, polyester, and other fibers can produce high-performance fabrics. These are widely used in clothing, mattresses, curtains, and other home textile products. Finishing cotton blended fabrics with silicone-based agents can improve their softness, wrinkle resistance, and hand feel. However, silicone-based agents have strong hydrophobic properties, which can affect the fabric's hydrophilic and moisture-wicking properties.

[0003] Cotton fabrics, due to their high moisture absorption, are prone to bacterial and mold growth, thus requiring antibacterial finishing. Antibacterial agents mainly include natural antibacterial agents such as tea polyphenols and thymol, synthetic antibacterial agents such as organosilicon quaternary ammonium salts, and inorganic antibacterial agents such as nano-silver. This invention aims to utilize organosilicon finishing agents with a thymol structure to improve the antibacterial properties, wrinkle resistance, and hand feel of cotton / spandex fabrics, while maintaining good hydrophilic and moisture-absorbing properties. Summary of the Invention

[0004] (I) Technical problem to be solved: The present invention provides a fabric with good wrinkle resistance, hydrophilicity and antibacterial properties and its preparation method.

[0005] (II) Technical Solution: A method for preparing an antibacterial fabric:

[0006] Step A: Add solvent, aminopropyl-terminated polydimethylsiloxane, and chloroethyl isocyanate to the reaction vessel. Stir and react for 18-24 hours at 20-35°C under a nitrogen atmosphere. Distill under reduced pressure, wash with water, and dry to obtain chloroethyl polydimethylsiloxane.

[0007] Step B: Add N,N-dimethylformamide, chloroethyl polydimethylsiloxane, and N,N-dimethylamine thymol to the reaction vessel. Stir and react at 100-130℃ for 12-24 hours. Distill under reduced pressure, add saturated sodium chloride solution, stir, and centrifuge to remove the aqueous phase. Dry the oil phase to obtain the organosilicon quaternary ammonium salt thymol finishing agent. The reaction formula is:

[0008]

[0009] Step C: Add water and organosilicon quaternary ammonium salt thymol finishing agent to the container, stir, add cotton / spandex blended fabric, then perform two dips and two nips, with a nip-off rate of 70-85%, and perform pre-drying and baking to obtain antibacterial fabric.

[0010] Preferably, the mass of chloroethyl isocyanate in step A is (22-25) of the mass of aminopropyl-terminated polydimethylsiloxane.

[0011] Preferably, the solvent in step A is toluene, tetrahydrofuran, or dichloromethane.

[0012] Preferably, in step B, the mass of N,N-dimethylamine thymol is 35-40% of the mass of chloroethyl polydimethylsiloxane.

[0013] Preferably, in step C, the mass of the organosilicon quaternary ammonium salt thymol finishing agent is 2.5-6% of the mass of water.

[0014] Preferably, the pre-baking temperature is 85-90℃ and the time is 10-15 min; the baking temperature is 160-165℃ and the time is 3-4 min.

[0015] (III) Technical Effects: This invention involves reacting aminopropyl-terminated polydimethylsiloxane sequentially with chloroethyl isocyanate and N,N-dimethylamine thymol to obtain an organosilicon quaternary ammonium salt thymol finishing agent. This agent is then used to finish cotton / spandex blended fabrics, resulting in a significant improvement in the fabric's wrinkle recovery angle and hand feel.

[0016] The organosilicon quaternary ammonium salt thymol finishing agent of the present invention contains hydrophilic groups such as phenolic hydroxyl groups, quaternary ammonium salt cations, and urea groups, which enable the finished fabric to exhibit good moisture regain and hydrophilic hygroscopicity.

[0017] The organosilicon quaternary ammonium salt thymol finishing agent of this invention contains thymol, a natural antibacterial agent, and organosilicon quaternary ammonium salt antibacterial groups, which have a strong killing and inhibitory effect on bacteria and microorganisms. It also contains urea groups, phenolic hydroxyl groups, etc., which form hydrogen bonds and other interactions with the hydroxyl groups of cotton fibers in cotton / spandex fabrics and the urethane groups of spandex polyurethane, allowing the finishing agent to adhere firmly to the fabric surface and not easily fall off even after multiple washes, thus maintaining a high antibacterial rate and antibacterial properties of the fabric. Detailed Implementation

[0018] The aminopropyl-terminated polydimethylsiloxane used in the specific implementation methods and examples has a molecular weight of 1000 and is manufactured by Guangdong Fangxin Biotechnology Co., Ltd.

[0019] Cotton / spandex blended fabric, with 95% cotton and 5% spandex.

[0020] N,N-dimethylamine thymol was prepared according to the method described in the journal *Enzyme Inhibition and Medicinal Chemistry*, in the article "Carbonic anhydrase inhibition and cytotoxicity studies of Mannich basederivatives of thymol" (DOI: 10.3109 / 14756366.2016.1140755).

[0021] 15 mL of methanol, 6.6 mmol of thymol, an aqueous solution containing 6.6 mmol of formaldehyde, and an aqueous solution containing 6.6 mmol of dimethylamine were added to a reaction vessel. The mixture was heated to 60 °C and refluxed for 18 h. The methanol was removed by concentration under reduced pressure. The precipitate was precipitated by cooling in an ice-water bath. After filtration, the precipitate was separated by silica gel column chromatography to obtain N,N-dimethylmethylamine thymol. The structural formula is as follows:

[0022] Example 1:

[0023] (1) Add 400 mL of dichloromethane, 40 g of aminopropyl-terminated polydimethylsiloxane and 8.8 g of chloroethyl isocyanate to the reaction vessel. Stir and react for 24 h at 25 °C under nitrogen atmosphere. Distill under reduced pressure, wash with water and dry to obtain chloroethyl polydimethylsiloxane.

[0024] (2) Add 400 mL of N,N-dimethylformamide, 40 g of chloroethyl polydimethylsiloxane, and 14 g of N,N-dimethylamine thymol to the reaction vessel. Stir and react at 120 °C for 18 h. Distill under reduced pressure, add saturated sodium chloride solution, stir and centrifuge to remove the aqueous phase, and dry the oil phase to obtain organosilicon quaternary ammonium salt thymol finishing agent.

[0025] (3) Add 1L of water and 25g of organosilicon quaternary ammonium salt thymol finishing agent to the container, stir, add cotton / spandex blended fabric, then perform two dips and two nips, with a nip-out rate of 85%, pre-dry at 85℃ for 15min and bake at 160℃ for 4min to obtain antibacterial fabric.

[0026] Example 2:

[0027] (1) Add 450 mL of toluene, 40 g of aminopropyl-terminated polydimethylsiloxane and 10 g of chloroethyl isocyanate to the reaction vessel. Stir the reaction at 20 °C for 24 h under nitrogen atmosphere. Distill under reduced pressure, wash with water and dry to obtain chloroethyl polydimethylsiloxane.

[0028] (2) Add 500 mL of N,N-dimethylformamide, 40 g of chloroethyl polydimethylsiloxane, and 14.8 g of N,N-dimethylamine thymol to the reaction vessel. Stir and react at 100 °C for 24 h. Distill under reduced pressure, add saturated sodium chloride solution, stir and centrifuge to separate the aqueous phase, and dry the oil phase to obtain organosilicon quaternary ammonium salt thymol finishing agent.

[0029] (3) Add 1L of water and 25g of organosilicon quaternary ammonium salt thymol finishing agent to the container, stir, add cotton / spandex blended fabric, then perform two dips and two nips, with a nip rate of 70%, pre-dry at 90℃ for 10min and bake at 165℃ for 3min to obtain antibacterial fabric.

[0030] Example 3:

[0031] (1) Add 400 mL of tetrahydrofuran, 40 g of aminopropyl-terminated polydimethylsiloxane and 9.2 g of chloroethyl isocyanate to the reaction vessel. Stir the reaction at 35 °C for 18 h under nitrogen atmosphere. Distill under reduced pressure, wash with water and dry to obtain chloroethyl polydimethylsiloxane.

[0032] (2) Add 500 mL of N,N-dimethylformamide, 40 g of chloroethyl polydimethylsiloxane, and 16 g of N,N-dimethylamine thymol to the reaction vessel. Stir and react at 130 °C for 12 h. Distill under reduced pressure, add saturated sodium chloride solution, stir and centrifuge to remove the aqueous phase, and dry the oil phase to obtain organosilicon quaternary ammonium salt thymol finishing agent.

[0033] (3) Add 1L of water and 25g of organosilicon quaternary ammonium salt thymol finishing agent to the container, stir, add cotton / spandex blended fabric, then perform two dips and two nips, with a nip-out rate of 75%, pre-dry at 85℃ for 15min and bake at 165℃ for 3min to obtain antibacterial fabric.

[0034] Example 4:

[0035] (1) Add 1L of water and 40g of organosilicon quaternary ammonium salt thymol finishing agent (prepared from Example 1) to a container, stir, add cotton / spandex blended fabric, and then perform two dips and two nips with a nip-out rate of 85%. Pre-dry at 85℃ for 15min and bake at 160℃ for 4min to obtain antibacterial fabric.

[0036] Example 5:

[0037] (1) Add 1L of water and 60g of organosilicon quaternary ammonium salt thymol finishing agent (prepared from Example 1) to a container, stir, add cotton / spandex blended fabric, and then perform two dips and two nips with a nip-out rate of 85%. Pre-dry at 85℃ for 15min and bake at 160℃ for 4min to obtain antibacterial fabric.

[0038] Comparative Example 1 is an unfinished cotton / spandex blend fabric.

[0039] Comparative Example 2:

[0040] (1) Add 1L of water and 25g of aminopropyl-terminated polydimethylsiloxane to a container, stir, add cotton / spandex blended fabric, then perform two dips and two nips, with a nip-out rate of 85%, pre-dry at 85℃ for 15min and bake at 160℃ for 4min to obtain antibacterial fabric.

[0041] Comparative Example 3:

[0042] (1) Add 1L of water and 25g of chloroethyl polydimethylsiloxane (prepared from Example 1) to a container, stir, add cotton / spandex blended fabric, and then perform two dips and two nips with a nip-out rate of 85%. Pre-dry at 85°C for 15min and bake at 160°C for 4min to obtain antibacterial fabric.

[0043] Comparative Example 4:

[0044] (1) Add 400 mL of N,N-dimethylformamide, 40 g of chloroethyl polydimethylsiloxane (prepared from Example 1), and 14 g of N,N-dimethylbenzylamine to the reaction vessel. Stir and react at 120 °C for 18 h. Distill under reduced pressure, add saturated sodium chloride solution, stir and centrifuge to remove the aqueous phase, and dry the oil phase to obtain organosilicon quaternary ammonium salt finishing agent.

[0045] (2) Add 1L of water and 25g of organosilicon quaternary ammonium salt finishing agent to the container, stir, add cotton / spandex blended fabric, then perform two dips and two nips, with a nip-out rate of 85%, pre-dry at 85℃ for 15min and bake at 160℃ for 4min to obtain antibacterial fabric.

[0046] The wrinkle recovery angle is tested according to GB / T 3819-1997 standard.

[0047] The moisture regain was tested according to GB / T 9995-1997 standard. The test temperature was 20℃ and the relative humidity was 65%.

[0048] The test group consisted of 10 textile industry professionals. Using a subjective judgment method, they scored the softness, elasticity, and hand feel of blended fabrics by grasping, pinching, touching, and squeezing. 1 point was the worst in terms of softness, elasticity, and hand feel, and 10 points was the best. The average value was taken.

[0049] Table 1

[0050] Wrinkle recovery angle (°) Moisture regain (%) Hand feel rating Example 1 235.4 3.57 8.3 Example 2 234.8 3.51 8.3 Example 3 235.5 3.63 8.2 Example 4 244.7 4.10 8.8 Example 5 249.8 4.54 9.0 Comparative Example 1 196.7 4.78 5.2 Comparative Example 2 237.1 0.96 8.5 Comparative Example 3 233.9 0.84 8.0 Comparative Example 4 234.6 2.71 8.2

[0051] The antibacterial properties of the fabric were tested according to the national standard GB / T 20944.3-2008. The tested bacteria were *Escherichia coli* and *Staphylococcus aureus*. The antibacterial rate was calculated as (WQ) / Q × 100%. W is the average concentration of viable bacteria (CFU / mL) in the flask after 18 hours of shaking contact with the control sample (untreated cotton / spandex blend fabric of Comparative Example 1). Q is the average concentration of viable bacteria (CFU / mL) in the flask after 18 hours of shaking contact with the antibacterial fabric.

[0052] The fabric was washed and dried repeatedly 30 times before its antibacterial properties were tested.

[0053] Table 2

[0054]

[0055] After testing, Comparative Example 1, an unfinished cotton / spandex blended fabric, showed that although it had a high moisture regain and good hydrophilicity and hygroscopicity, it had a very low wrinkle recovery angle, poor wrinkle resistance, and poor softness and hand feel.

[0056] Comparative Examples 2 and 3 used aminopropyl-terminated polydimethylsiloxane and chloroethyl polydimethylsiloxane to treat cotton / spandex blended fabrics. The wrinkle recovery angle and hand feel score of the two fabrics were significantly improved, and the wrinkle resistance and soft hand feel were improved. However, the large difference between aminopropyl-terminated polydimethylsiloxane and hydrophobic chloroethyl polydimethylsiloxane led to a decrease in the moisture regain of the blended fabric and a deterioration in its hydrophilicity.

[0057] Examples 1-4 demonstrate the use of organosilicon quaternary ammonium salt thymol finishing agents to treat cotton / spandex blended fabrics. This significantly improved the crease recovery angle and hand feel score, while also resulting in high moisture regain, good hydrophilicity and absorbency. Furthermore, the finishing agents exhibited high antibacterial rates against *Escherichia coli* and *Staphylococcus aureus*, primarily due to the presence of thymol, a natural antibacterial agent, and organosilicon quaternary ammonium salt antibacterial groups, which possess strong bactericidal and inhibitory effects on bacteria and microorganisms. The finishing agents also contain phenolic hydroxyl groups, quaternary ammonium salt cations, and urea groups. The presence of hydrophilic groups gives the finished fabric excellent hydrophilic and moisture-wicking properties. Furthermore, the fabric retains a high antibacterial rate even after washing. This is primarily due to the interaction of urea groups, phenolic hydroxyl groups, etc., with the hydroxyl groups in cotton fibers and the urethane groups in spandex polyurethane. The interaction forces, such as hydrogen bonds, allow the finishing agent to adhere firmly to the fabric surface and not easily fall off even after multiple washes, thus maintaining a high antibacterial rate for the fabric.

[0058] Comparative Example 4 utilizes chloroethyl polydimethylsiloxane and N,N-dimethylbenzylamine for quaternization reaction to obtain an organosilicon quaternary ammonium salt finishing agent. After finishing the fabric, the fabric wrinkle recovery angle and hand feel score are significantly improved, but the moisture regain and antibacterial rate are significantly lower than those of the Example. This is mainly because the organosilicon quaternary ammonium salt finishing agent does not contain phenolic hydroxyl groups, urea hydrophilic groups, or thymol natural antibacterial agents, resulting in lower hydrophilicity, hygroscopicity, and antibacterial properties. Furthermore, the lack of phenolic hydroxyl groups and urea groups in the organosilicon quaternary ammonium salt finishing agent leads to lower interaction with the surface of cotton / spandex fabrics, making it difficult for the finishing agent to adhere firmly to the fabric surface. After multiple washes, the finishing agent will wash off, resulting in a significant decrease in the antibacterial rate of the fabric.

Claims

1. A method for preparing an antibacterial fabric, characterized in that, The preparation method is as follows: Step A: Add solvent, aminopropyl-terminated polydimethylsiloxane, and chloroethyl isocyanate to the reaction vessel, stir and react under nitrogen atmosphere, distill under reduced pressure, wash and dry to obtain chloroethyl polydimethylsiloxane. Step B: Add N,N-dimethylformamide, chloroethyl polydimethylsiloxane, and N,N-dimethylamine thymol to the reaction vessel, stir to carry out the reaction, distill under reduced pressure, add saturated sodium chloride solution, stir and centrifuge to separate, remove the aqueous phase, dry the oil phase to obtain organosilicon quaternary ammonium salt thymol finishing agent; The structural formula of N,N-dimethylamine thymol is as follows: ; Step C: Add water and organosilicon quaternary ammonium salt thymol finishing agent to the container, stir, add cotton / spandex blended fabric, then perform two dips and two nips with a nip-off rate of 70-85%, and perform pre-drying and baking to obtain antibacterial fabric.

2. The method for preparing antibacterial fabric according to claim 1, characterized in that, The solvent in step A is toluene, tetrahydrofuran, or dichloromethane.

3. The method for preparing antibacterial fabric according to claim 1, characterized in that, The reaction temperature in step A is 20-35℃, and the reaction time is 18-24h.

4. The method for preparing antibacterial fabric according to claim 1, characterized in that, In step B, the mass of N,N-dimethylamine thymol is 35-40% of the mass of chloroethyl polydimethylsiloxane.

5. The method for preparing antibacterial fabric according to claim 1, characterized in that, The reaction temperature in step B is 100-130℃, and the reaction time is 12-24h.

6. The method for preparing antibacterial fabric according to claim 1, characterized in that, In step C, the mass of the organosilicon quaternary ammonium salt thymol finishing agent is 2.5-6% of the mass of water.

7. The method for preparing antibacterial fabric according to claim 1, characterized in that, In step C, the pre-baking temperature is 85-90℃ and the time is 10-15 minutes; the baking temperature is 160-165℃ and the time is 3-4 minutes.

8. An antibacterial fabric obtained by the preparation method according to any one of claims 1-7.

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