Antibacterial blended cotton yarn and method of making the same

Abstract

This invention discloses an antibacterial blended cotton yarn and its preparation method, relating to the field of blended cotton yarn technology. The preparation method of the antibacterial blended cotton yarn includes the following steps: (1) opening, carding, and drawing silk and polyester fibers to obtain a first sliver; (2) opening, carding, and drawing cotton and lyocell fibers to obtain a second sliver; (3) treating the first and second slivers separately with roving, then performing composite spinning, washing, drying, and immersing in a finishing solution, padding, and drying to obtain the antibacterial blended cotton yarn. The antibacterial blended cotton yarn prepared by this invention has excellent mechanical properties, antistatic properties, and antibacterial properties.

Description

Technical Field

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

[0002] With the expanding applications of textiles in medical protective clothing, functional apparel, and home textiles, higher demands are being placed on the functionality of yarns, particularly in terms of antibacterial properties, antistatic properties, and mechanical properties. Cotton fibers are widely used due to their excellent moisture absorption and comfort, but they lack inherent antibacterial properties and are prone to static electricity in dry environments. While synthetic fibers such as polyester possess high strength and abrasion resistance, their poor moisture absorption makes them more susceptible to static electricity buildup. Therefore, blending multiple fibers and applying functional finishing techniques has become an important direction for the development of functional yarns. Current technologies typically employ methods such as adding silver-based antibacterial agents, quaternary ammonium salt antibacterial agents, or chitosan to improve the antibacterial properties of yarns. While silver-based antibacterial agents offer significant antibacterial effects, they suffer from high costs and are prone to discoloration. Quaternary ammonium salt antibacterial agents, although possessing good bactericidal properties, are mostly single-cationic structures that easily migrate and leach from the fiber surface, resulting in poor wash resistance. Chitosan-based substances have a large molecular weight and strong film-forming properties, which can negatively impact the yarn's hand feel and breathability. Meanwhile, existing antibacterial finishing systems often focus on a single function, making it difficult to simultaneously address antistatic properties. Furthermore, to improve the adhesion of functional finishing agents to the fiber surface, cross-linking agents, such as polycarboxylic acid or resin cross-linking agents, are typically introduced. While these cross-linking agents can improve the wash resistance of the finishing agent, they are mostly rigid structures. During the cross-linking process, they easily form rigid networks between fibers, leading to a stiffer yarn feel, reduced toughness, and even brittleness, making it difficult to meet the flexibility requirements of high-performance textiles.

[0003] Chinese invention patent CN115323549A discloses an antibacterial fluffy blended cotton yarn and its production process. The antibacterial fluffy blended cotton yarn includes a core yarn and a shell yarn wound on the core yarn. The core yarn includes soluble fibers and antibacterial polypropylene filaments; the shell yarn includes cotton fibers and hollow coffee carbon lyocell fibers. The cotton fibers undergo the following pretreatment: the cotton fibers are boiled in an alkaline solution to obtain pretreated cotton fibers; banana peel extract, peony bark extract, and witch hazel extract are added to water and mixed to obtain an antibacterial and antifungal agent; the pretreated cotton fibers and the antibacterial and antifungal agent are mixed and ultrasonically treated to obtain antibacterial treated cotton fibers; the antibacterial treated cotton fibers are soaked in a dispersion containing graphene oxide, a penetrant, and water, ultrasonically treated, and reduced to obtain the pretreated cotton fibers. The antibacterial fluffy blended cotton yarn of this application has the advantages of good fluffiness, high antibacterial rate, and long-lasting antibacterial effect, but its antistatic properties are still insufficient.

[0004] Therefore, developing a blended cotton yarn with excellent mechanical properties, antibacterial properties, and antistatic properties is of great significance for meeting the application requirements of high-performance functional textile materials. Summary of the Invention

[0005] To address the shortcomings of existing technologies, the purpose of this invention is to provide an antibacterial blended cotton yarn and its preparation method.

[0006] To achieve the above objectives, the present invention provides the following technical solution: A method for preparing antibacterial blended cotton yarn includes the following steps: (1) The first sliver is made by opening, carding and drawing silk and polyester fibers; (2) The cotton fiber and lyocell fiber are opened, carded and drawn to obtain the second sliver; (3) The first and second slivers are treated with roving and then spun together. After washing and drying, they are immersed in finishing solution, padded and dried to obtain antibacterial blended cotton yarn. The finishing solution comprises the following raw materials in parts by weight: 2-3 parts antibacterial and antistatic additives, 1-1.5 parts crosslinking agent, and 100-120 parts deionized water; The chemical structural formula of the antibacterial and antistatic additive is as follows: ; The chemical structural formula of the crosslinking agent is as follows: .

[0007] The antibacterial and antistatic additive is prepared by the following method: S1: 2,2'-(phenyl-1,4-diyldimethyldiyl)diepoxide reacts with N,N-dimethylundecylamine to generate intermediate 1; the reaction equation is shown below:

[0008] S2: Intermediate 1 reacts with 2-(2,5,8,11-tetraoxadodecyl)ethylene oxide to generate intermediate 2; the reaction equation is shown below:

[0009] S3: Intermediate 2 reacts with sodium 3-carboxybenzenesulfonate to generate an antibacterial and antistatic additive. The reaction equation is shown below:

[0010] In step S1, the molar ratio of 2,2'-(benzene-1,4-dimethyldimethyldiyl)diepoxide to N,N-dimethylundecylamine is 1:(2.05-2.1).

[0011] In step S2, the molar ratio of intermediate 1 to 2-(2,5,8,11-tetraoxadodecyl)ethylene oxide is 1:(2.03-2.08).

[0012] In step S3, the molar ratio of intermediate 2 to sodium 3-carboxybenzenesulfonate is 1:(2.08-2.12).

[0013] The crosslinking agent is prepared by the following method: N1: 1,2-Epoxy-9-decene reacts with glycine to generate intermediate A; the reaction equation is shown below:

[0014] N2: Intermediate A reacts with 1-chloro-2,5,8,11-tetraoxadodecane to generate intermediate B; the reaction equation is shown below:

[0015] N3: Intermediate B reacts with m-chloroperoxybenzoic acid to form a crosslinking agent, as shown in the following schematic equation:

[0016] In step N1, the molar ratio of 1,2-epoxy-9-decene to glycine is 1:1.02; in step N2, the molar ratio of intermediate A to 1-chloro-2,5,8,11-tetraoxadodecane is 1:1.05; in step N3, the molar ratio of intermediate B to m-chloroperoxybenzoic acid is 1:1.1.

[0017] In step (1), the weight ratio of silk fiber to polyester fiber is 1:1.

[0018] In step (2), the weight ratio of cotton fiber to lyocell fiber is 2.5:1.

[0019] An antibacterial blended cotton yarn is prepared by the above method.

[0020] Due to the adoption of the above technical solutions, the beneficial effects of the present invention include: The antibacterial blended cotton yarn prepared by this invention has excellent mechanical properties, antistatic properties and antibacterial properties. Attached Figure Description

[0021] Figure 1 The nuclear magnetic resonance hydrogen spectrum of the antibacterial and antistatic additive prepared in Example 1.

[0022] Figure 2 The high-resolution mass spectrum of the antibacterial and antistatic additive prepared in Example 1 is shown.

[0023] Figure 3 The infrared spectrum of the antibacterial and antistatic additive prepared in Example 1.

[0024] Figure 4 The image shows the proton NMR spectrum of the crosslinking agent prepared in Example 4.

[0025] Figure 5 The image shows a high-resolution mass spectrum of the crosslinking agent prepared in Example 4.

[0026] Figure 6 The infrared spectrum of the crosslinking agent prepared in Example 4 is shown. Detailed Implementation

[0027] The following description, in conjunction with specific embodiments, provides further details, but the present invention is not limited to these embodiments.

[0028] Example 1: Preparation of antibacterial and antistatic additives S1: Under nitrogen protection, 250 ml of acetonitrile, 0.1 mol of 2,2'-(phenyl-1,4-dimethyldimethyl)diepoxide, 0.205 mol of N,N-dimethylundecylamine, and 20 ml of 36 wt% hydrochloric acid were stirred and mixed thoroughly. The mixture was heated to reflux and reacted for 12 h. After cooling to room temperature, the mixture was rotary evaporated at 50 °C to constant weight. A mixture of 200 ml of ethyl acetate and anhydrous ethanol (V) was used. 乙酸乙酯 :V 无水乙醇 Recrystallize (7:3 ratio), filter, and dry under vacuum at 50°C for 12 h to obtain intermediate 1; its 1H NMR data are as follows: 1 H NMR (400 MHz, DMSO-d6) δ 7.20-7.16 (m, 4H), 5.52 (d, J = 5.0 Hz, 2H), 4.21 (d, J = 2.0 Hz, 2H), 3.39 (dd, J = 12.0, 1.8 Hz, 8H), 3.19 (s, HRMS (m / z):295.2874[M-2Cl] 2+ ; S2: Under nitrogen protection, 500 ml of anhydrous acetonitrile, 0.1 mol of intermediate 1, 0.203 mol of 2-(2,5,8,11-tetraoxadodecyl)ethylene oxide, and 0.21 mol of boron trifluoride diethyl ether were stirred and mixed. The mixture was heated to reflux for 8 h, cooled to room temperature, filtered, and rotary evaporated at 50 °C to constant weight. 400 ml of cold anhydrous diethyl ether was added and stirred to precipitate the precipitate. The precipitate was filtered, washed with cold anhydrous diethyl ether (3 × 50 ml), and dried under vacuum at 50 °C for 12 h to obtain intermediate 2. Its 1H NMR data are as follows: 1 H NMR (400 MHz, DMSO-d6) δ 7.17 (t, J = 1.5 Hz, 4H), 4.88 (d, J = 5.0 Hz, 2H), 4.22 (d, J =1.8 Hz, 2H), 3.90 (d, J = 1.5 Hz, 2H), 3.63-3.48 (m, 32H), 3.47-3.35 (m, 8H), 3.30 (s, 6H), 3.18 (s, 12H), 2.89-2.74 (m, 4H), 1.82-1.64 (m, 4H), 1.41 (d, J= 2.8 Hz, 4H), 1.35-1.25 (m, 28H), 0.90 (t, J = 6.3 Hz, 6H); HRMS (m / z):515.4187[M-2Cl] 2+ ; S3: Under nitrogen protection, 500 ml of DMF (N,N-dimethylformamide) and 0.208 mol of sodium 3-carboxybenzenesulfonate were stirred and mixed. 0.215 mol of dicyclohexylcarbodiimide and 0.02 mol of 4-dimethylaminopyridine were added, and the mixture was stirred for 15 min. 0.1 mol of intermediate 2 was added, and the reaction was carried out at 25 °C for 18 h. The mixture was filtered, and rotary evaporated at 80 °C to constant weight. A mixture of 450 ml of acetone and deionized water (V) was used. 丙酮 :V 去离子水 =7:3) recrystallized, filtered, and vacuum dried at 50℃ for 10 h to obtain an antibacterial and antistatic additive; its proton nuclear magnetic resonance spectrum is shown below. Figure 1 As shown, the proton NMR data are as follows: 1H NMR (400 MHz, DMSO-d6) δ 8.06 (t, J = 2.0 Hz,2H), 7.96 (dt, J = 7.5, 2.0 Hz, 2H), 7.69 (dt, J = 7.5, 2.0 Hz, 2H), 7.55 (t,J = 7.4 Hz, 2H), 7.16 (t, J = 1.6 Hz, 4H), 4.90 (s, 2H), 4.23 (d, J = 1.5 Hz,2H), 3.89-3.62 (m, 8H), 3.61-3.48 (m, 28H), 3.40 (d, J = 1.5 Hz, 4H), 3.31(s, 6H), 3.20(s, 12H), 2.90-2.73 (m, 4H), 1.83-1.63 (m, 4H), 1.39 (d, J = 1.0 Hz, 4H), 1.33-1.26 (m, 28H), 0.88 (t, J = 6.2 Hz, 6H); its high-resolution mass spectrum is as follows: Figure 2 The mass spectrometry data are as follows: HRMS (m / z): 1396.7879 [M-2Na] 2+ .

[0029] Figure 3 The infrared spectrum of the prepared antibacterial and antistatic additive is shown in the figure. It can be seen from the figure that at 2925 cm⁻¹... -1 and 2854cm -1 A distinct absorption peak appears nearby, attributed to the stretching vibration of -CH2- in the long-chain alkyl group, indicating that the long-chain alkyl structure has been introduced into the molecule; at 1750 cm⁻¹... -1 The presence of a strong absorption peak nearby is attributed to the stretching vibration of the C=O group in the ester group, indicating that the carboxyl group in sodium 3-carboxybenzenesulfonate has undergone an esterification reaction with the hydroxyl group in intermediate 2, successfully forming an ester bond structure; at 1500 cm⁻¹ -1 An absorption peak for the C=C stretching vibration of the benzene ring skeleton appears nearby, at 700 cm⁻¹. -1 and 835cm -1 The presence of an out-of-plane bending vibration absorption peak of the aromatic ring near the product indicates the presence of an aromatic ring structure; furthermore, an absorption peak at 1250 cm⁻¹... -1 The CO stretching vibration absorption peak appears nearby, which is attributed to ester and ether bonds; at 1185 cm⁻¹ -1 An absorption peak for the stretching vibration of S=O in the sulfonate group appears nearby, at 1120 cm⁻¹. -1 and 1075cm -1 The presence of COC and CN-related absorption peaks nearby indicates that the product contains polyether segments, quaternary ammonium salt structures, and sulfonate structures simultaneously.

[0030] Example 2 Preparation of antibacterial and antistatic additives S1: Under nitrogen protection, 250 ml of acetonitrile, 0.1 mol of 2,2'-(phenyl-1,4-dimethyldimethyl)diepoxide, 0.208 mol of N,N-dimethylundecylamine, and 20 ml of 36 wt% hydrochloric acid were stirred and mixed thoroughly. The mixture was heated to reflux and reacted for 13 h. After cooling to room temperature, the mixture was rotary evaporated at 50 °C to constant weight. A mixture of 200 ml of ethyl acetate and anhydrous ethanol (V) was used. 乙酸乙酯 :V 无水乙醇 =7:3) recrystallized, filtered, and vacuum dried at 50℃ for 12h to obtain intermediate 1; S2: Under nitrogen protection, 500 ml of anhydrous acetonitrile, 0.1 mol of intermediate 1, 0.205 mol of 2-(2,5,8,11-tetraoxadodecyl)ethylene oxide, and 0.21 mol of boron trifluoride diethyl ether were stirred and mixed. The mixture was heated to reflux for 7.5 h, cooled to room temperature, filtered, and rotary evaporated at 50 °C to constant weight. 400 ml of cold anhydrous diethyl ether was added and stirred to precipitate the precipitate. The precipitate was filtered, washed with cold anhydrous diethyl ether (3 × 50 ml), and dried under vacuum at 50 °C for 12 h to obtain intermediate 2. S3: Under nitrogen protection, 500 ml of DMF and 0.21 mol of sodium 3-carboxybenzenesulfonate were stirred and mixed thoroughly. 0.215 mol of dicyclohexylcarbodiimide and 0.02 mol of 4-dimethylaminopyridine were added, and the mixture was stirred for 15 min. 0.1 mol of intermediate 2 was added, and the reaction was carried out at 25 °C for 18 h. The mixture was filtered, and rotary evaporated at 80 °C to constant weight. A mixture of 450 ml of acetone and deionized water (V) was used. 丙酮 :V 去离子水 The mixture was recrystallized (7:3 ratio), filtered, and vacuum dried at 50°C for 10 hours to obtain an antibacterial and antistatic additive.

[0031] Example 3 Preparation of antibacterial and antistatic additives S1: Under nitrogen protection, 250 ml of acetonitrile, 0.1 mol of 2,2'-(phenyl-1,4-dimethyldimethyl)diepoxide, 0.21 mol of N,N-dimethylundecylamine, and 20 ml of 36 wt% hydrochloric acid were stirred and mixed thoroughly. The mixture was heated to reflux and reacted for 14 h. After cooling to room temperature, the mixture was rotary evaporated at 50 °C to constant weight. A mixture of 200 ml of ethyl acetate and anhydrous ethanol (V) was used. 乙酸乙酯 :V 无水乙醇 =7:3) recrystallized, filtered, and vacuum dried at 50℃ for 12h to obtain intermediate 1; S2: Under nitrogen protection, 500 ml of anhydrous acetonitrile, 0.1 mol of intermediate 1, 0.208 mol of 2-(2,5,8,11-tetraoxadodecyl)ethylene oxide, and 0.21 mol of boron trifluoride diethyl ether were stirred and mixed. The mixture was heated to reflux for 7 h, cooled to room temperature, filtered, and rotary evaporated at 50 °C to constant weight. 400 ml of cold anhydrous diethyl ether was added and stirred to precipitate the precipitate. The precipitate was filtered, washed with cold anhydrous diethyl ether (3 × 50 ml), and dried under vacuum at 50 °C for 12 h to obtain intermediate 2. S3: Under nitrogen protection, 500 ml of DMF and 0.212 mol of sodium 3-carboxybenzenesulfonate were stirred and mixed thoroughly. Then, 0.215 mol of dicyclohexylcarbodiimide and 0.02 mol of 4-dimethylaminopyridine were added, and the mixture was stirred for 15 min. 0.1 mol of intermediate 2 was added, and the mixture was reacted at 30 °C for 17 h. After filtration, the mixture was rotary evaporated at 80 °C to constant weight. A mixture of 450 ml of acetone and deionized water (V) was used. 丙酮 :V 去离子水 The mixture was recrystallized (7:3 ratio), filtered, and vacuum dried at 50°C for 10 hours to obtain an antibacterial and antistatic additive.

[0032] Example 4 Preparation of crosslinking agent N1: Under nitrogen protection, 150 ml of DMF, 0.102 mol of glycine, and 0.1 mol of potassium carbonate were mixed and stirred. 0.1 mol of 1,2-epoxy-9-decene was slowly added dropwise over 20 minutes. The mixture was then heated to 60 °C and reacted for 6 hours. After cooling to room temperature, the mixture was rotary evaporated at 80 °C to constant weight. 80 ml of acetone was added and stirred to precipitate the precipitate. The precipitate was filtered, washed with 80 wt% acetone aqueous solution (2 × 30 ml), and dried under vacuum at 60 °C for 8 hours to obtain intermediate A. Its 1H NMR data are as follows: 1 H NMR (400 MHz, Chloroform-d) δ 11.15(s, 1H), 5.69-5.63 (m, 1H), 5.07-4.92 (m, 2H), 4.80 (t, J = 1.6 Hz, 1H), 3.67(d, J = 5.0 Hz, 1H), 3.63-3.54 (m, 2H), 3.51 (d, J = 5.0 Hz, 1H), 2.85-2.72(m, 2H), 2.08-1.95 (m, 2H), 1.53-1.26 (m, 10H); HRMS (m / z):230.1682[M+H] + ; Under nitrogen protection, 250 ml of acetonitrile, 0.1 mol of intermediate A, and 0.105 mol of 1-chloro-2,5,8,11-tetraoxadodecane were stirred and mixed. Then, 0.01 mol of potassium iodide and 0.12 mol of triethylamine were added, and the mixture was heated to reflux for 10 h. After cooling to room temperature, the mixture was filtered, and the solution was rotary evaporated at 50 °C to constant weight. The solution was then purified by silica gel column chromatography (V...). 二氯甲烷 :V 甲醇 The ratio of intermediate B to 10:1 (equal to 20:1) was converted to 10:1. The intermediate was rotary evaporated at 40℃ to constant weight to obtain intermediate B. Its 1H NMR data are as follows: 1 H NMR (400 MHz, Chloroform-d) δ 11.36 (s,1H), 5.68-5.62 (m, 1H), 5.08-4.91 (m, 2H), 4.16-4.03 (m, 2H), 3.73 (d, J =7.3 Hz, 1H), 3.71-3.54 HRMS (m / z):406.2733[M+H] + ; N3: Under nitrogen protection, 300 ml of dichloromethane and 0.1 mol of intermediate B were stirred and mixed thoroughly. Under ice bath conditions, 0.11 mol of m-chloroperoxybenzoic acid was added, and the mixture was stirred for 30 min. The temperature was then raised to 25 °C and reacted for 4 h. The reaction solution was washed successively with 100 ml of 10 wt% sodium sulfite solution and 80 ml of 10 wt% sodium carbonate solution, washed with deionized water until neutral, dried over 30 g of anhydrous sodium sulfate, filtered, and rotary evaporated at 35 °C to constant weight to obtain the crosslinking agent. Its 1H NMR spectrum is shown below. Figure 4 As shown, the proton NMR data are as follows: 1 ¹H NMR (400 MHz, Chloroform-d) δ 11.35 (s, 1H), 4.17–4.02 (m, 2H), 3.72 (d, J = 7.1 Hz, 1H), 3.70–3.53 (m, 14H), 3.51 (d, J = 4.8 Hz, 1H), 3.31 (s, 3H), 3.29–3.20 (m, 1H), 2.89 (dd, J = 14.2, 5.0 Hz, 2H), 2.83–2.65 (m, 2H), 1.81–1.62 (m, 2H), 1.56–1.25 (m, 10H); its high-resolution mass spectrum is shown below. Figure 5As shown, the mass spectrometry data are as follows: HRMS (m / z): 422.2679 [M+H] + .

[0033] Figure 6 The infrared spectrum of the prepared crosslinking agent is shown in the figure. It can be seen from the figure that at 3420 cm⁻¹... -1 The presence of a broad absorption peak nearby is attributed to the stretching vibrations of the hydroxyl and carboxyl groups in the molecule, indicating that the product contains hydroxyl and carboxyl structures; at 2928 cm⁻¹... -1 and 2855cm -1 A distinct absorption peak appears nearby, attributed to the stretching vibration of -CH2- in the aliphatic chain segment, indicating the presence of a long-chain alkyl structure in the product; at 1722 cm⁻¹... -1 A strong absorption peak appears nearby, attributed to the stretching vibration of the C=O group in the carboxyl group, confirming that the glycine structural unit has been introduced into the target molecule. Furthermore, at 1248 cm⁻¹... -1 A CO stretching vibration absorption peak appears nearby, at 1115 cm⁻¹. -1 and 1068cm -1 The presence of a distinct COC stretching vibration absorption peak nearby indicates the presence of ether bonds and polyether segments in the product; at 910 cm⁻¹ -1 and 845cm -1 The presence of a characteristic absorption peak of an epoxy group nearby indicates that the terminal alkenyl group in intermediate B was oxidized to form an epoxy structure.

[0034] Example 5: Preparation of antibacterial blended cotton yarn (1) 275g of silk fiber and 275g of polyester fiber were put into the opening machine and opened for 15min at 600r / min. Then, the fiber was processed by the carding machine (cylinder speed of 280r / min, doffer speed of 20r / min, sliver weight of 18g / 5m). Then, two draws were performed (the first draw combined 6 strands, output speed of 180m / min, and draft ratio of 5.85 times; the second draw combined 6 strands, output speed of 200m / min, and draft ratio of 6.15 times) to obtain the first sliver. (2) 625g of cotton fiber and 250g of lyocell fiber were put into an opening machine and opened for 15 minutes at 900r / min. Then, the fiber was processed by a carding machine (cylinder speed of 380r / min, doffer speed of 22r / min, sliver weight of 20g / 5m). Then, two draws were performed (the first draw combined 6 fibers, output speed of 200m / min, and draft ratio of 5.9 times; the second draw combined 6 fibers, output speed of 220m / min, and draft ratio of 6.1 times) to obtain the second sliver. (3) The first sliver and the second sliver are treated with roving (the roving twist is 60 twists / meter and the output linear density is 400 tex). Then the first roving and the second roving are fed into the spinning machine in parallel and composite spinning is carried out using Siro spinning process (the center distance between the two rovings is 6 mm, the mass ratio of the first roving to the second roving is 1:1, the front roller speed is 15 m / min, the total draft ratio of the spinning is 40 times, the twist is 500 twists / meter, and the spindle speed is 7500 r / min) to obtain blended cotton yarn; (4) Mix 10,000 g of deionized water, 200 g of antibacterial and antistatic agent (prepared in Example 1), and 100 g of crosslinking agent (prepared in Example 4), add saturated sodium carbonate solution to adjust the pH to 8.5, and stir at 500 r / min for 20 min to obtain the finishing solution; (5) Soak the blended cotton yarn in 30℃ deionized water for 20 min, dehydrate it at 1000 r / min for 5 min, dry it at 80℃ for 30 min, then soak it in finishing solution for 10 min, and then pad it (roller pressure is 0.3 MPa, and the padding rate is 80%). Then pre-dry it at 90℃ for 15 min, dry it at 110℃ for 10 min, and cool it naturally to room temperature to obtain antibacterial blended cotton yarn.

[0035] Example 6 Preparation of antibacterial blended cotton yarn (1) 275g of silk fiber and 275g of polyester fiber were put into the opening machine and opened for 12 minutes at 650r / min. Then, the fiber was processed by the carding machine (cylinder speed of 300r / min, doffer speed of 22r / min, sliver weight of 20g / 5m). Then, two draws were performed (the first draw combined 6 strands, output speed of 180m / min, and draft ratio of 5.85 times; the second draw combined 6 strands, output speed of 200m / min, and draft ratio of 6.15 times) to obtain the first sliver. (2) 687.5g of cotton fiber and 275g of lyocell fiber were put into an opening machine and opened for 12 minutes at 1000r / min. Then, the fiber was processed by a carding machine (cylinder speed of 400r / min, doffer speed of 25r / min, sliver weight of 22g / 5m). Then, two draws were performed (the first draw had 6 slivers combined, the output speed was 200m / min, and the draft ratio was 5.9 times; the second draw had 6 slivers combined, the output speed was 220m / min, and the draft ratio was 6.1 times) to obtain the second sliver. (3) The first sliver and the second sliver are treated with roving (the roving twist is 70 twists / meter and the output linear density is 500 tex). Then the first roving and the second roving are fed into the spinning machine in parallel and composite spinning is carried out using Siro spinning process (the center distance between the two rovings is 6 mm, the mass ratio of the first roving to the second roving is 1:1, the front roller speed is 15 m / min, the total draft ratio of the spinning is 40 times, the twist is 500 twists / meter, and the spindle speed is 7500 r / min) to obtain blended cotton yarn; (4) Mix 11000g of deionized water, 250g of antibacterial and antistatic agent (prepared in Example 2), and 120g of crosslinking agent (prepared in Example 4), add saturated sodium carbonate solution to adjust the pH to 8.5, and stir at 500r / min for 20min to obtain the finishing solution; (5) Soak the blended cotton yarn in 35℃ deionized water for 15 min, dehydrate it at 1100 r / min for 4 min, dry it at 85℃ for 25 min, immerse it in finishing solution for 12 min, then pad it (roller pressure is 0.4 MPa, padding rate is 75%), pre-dry it at 95℃ for 12 min, dry it at 115℃ for 9 min, and cool it naturally to room temperature to obtain antibacterial blended cotton yarn.

[0036] Example 7 Preparation of antibacterial blended cotton yarn (1) 275g of silk fiber and 275g of polyester fiber were put into the opening machine and opened for 10 minutes at 700r / min. Then, the fiber was processed by the carding machine (cylinder speed of 320r / min, doffer speed of 25r / min, sliver weight of 22g / 5m). Then, two draws were performed (the first draw combined 6 strands, output speed of 180m / min, and draft ratio of 5.85 times; the second draw combined 6 strands, output speed of 200m / min, and draft ratio of 6.15 times) to obtain the first sliver. (2) 750g of cotton fiber and 300g of lyocell fiber were put into an opening machine and opened for 10 minutes at 1100r / min. Then, the fiber was processed by a carding machine (cylinder speed of 420r / min, doffer speed of 28r / min, sliver weight of 24g / 5m). Then, two draws were performed (the first draw had 6 slivers combined, the output speed was 200m / min, and the draft ratio was 5.9 times; the second draw had 6 slivers combined, the output speed was 220m / min, and the draft ratio was 6.1 times) to obtain the second sliver. (3) The first sliver and the second sliver are treated with roving (the roving twist is 80 twists / meter and the output linear density is 600 tex). Then the first roving and the second roving are fed into the spinning machine in parallel and composite spinning is carried out using Siro spinning process (the center distance between the two rovings is 6 mm, the mass ratio of the first roving to the second roving is 1:1, the front roller speed is 15 m / min, the total draft ratio of the spinning is 40 times, the twist is 500 twists / meter, and the spindle speed is 7500 r / min) to obtain blended cotton yarn; (4) Mix 12000g of deionized water, 300g of antibacterial and antistatic agent (prepared in Example 3), and 150g of crosslinking agent (prepared in Example 4), add saturated sodium carbonate solution to adjust the pH to 8.5, and stir at 500r / min for 20min to obtain the finishing solution; (5) Soak the blended cotton yarn in 40℃ deionized water for 10 min, dehydrate it at 1200 r / min for 3 min, dry it at 90℃ for 20 min, immerse it in finishing solution for 15 min, then pad it (roller pressure is 0.5 MPa, padding rate is 70%), pre-dry it at 100℃ for 10 min, dry it at 120℃ for 8 min, and cool it naturally to room temperature to obtain antibacterial blended cotton yarn.

[0037] Comparative Example 1 The preparation method of the antibacterial blended cotton yarn is basically the same as that in Example 6, except that the antibacterial and antistatic auxiliaries are replaced with an equal weight of antibacterial and antistatic auxiliaries prepared by the following method: The preparation method of the antibacterial and antistatic additive is basically the same as that in Example 2, except that 2,2'-(benzene-1,4-dimethyldimethyl)diethylene oxide in step S1 is replaced with 0.2 mol of 2-benzylethylene oxide; the amount of 2-(2,5,8,11-tetraoxadodecyl)ethylene oxide in step S2 is replaced with 0.103 mol; and the amount of sodium 3-carboxybenzenesulfonate in step S3 is replaced with 0.11 mol.

[0038] Comparative Example 2 The preparation method of the antibacterial blended cotton yarn is basically the same as that in Example 6, except that the antibacterial and antistatic auxiliaries are replaced with an equal weight of antibacterial and antistatic auxiliaries prepared by the following method: The preparation method of the antibacterial and antistatic additive is basically the same as that in Example 2, except that N,N-dimethylundecylamine in step S1 is replaced with an equimolar amount of N,N-dimethylbutylamine.

[0039] Comparative Example 3 The preparation method of the antibacterial blended cotton yarn is basically the same as that in Example 6, except that the antibacterial and antistatic auxiliaries are replaced with an equal weight of antibacterial and antistatic auxiliaries prepared by the following method: The preparation method of the antibacterial and antistatic additive is basically the same as that in Example 2, except that 2-(2,5,8,11-tetraoxadodecyl) ethylene oxide in step S2 is replaced with an equimolar amount of 2-methoxyethyl glycidyl ether.

[0040] Comparative Example 4 The preparation method of the antibacterial blended cotton yarn is basically the same as that in Example 6, except that the antibacterial and antistatic auxiliaries are replaced with an equal weight of antibacterial and antistatic auxiliaries prepared by the following method: The preparation method of the antibacterial and antistatic additive is basically the same as that in Example 2, except that the amount of sodium 3-carboxybenzenesulfonate in step S3 is replaced with 0.11 mol.

[0041] Comparative Example 5 The preparation method of the antibacterial blended cotton yarn is basically the same as that in Example 6, except that the crosslinking agent is replaced with an equal weight of the crosslinking agent prepared by the following method: The preparation method of the crosslinking agent is basically the same as that in Example 4, except that the 1,2-epoxy-9-decene in step N1 is replaced with an equimolar amount of 1,2-epoxy-5-hexene.

[0042] Comparative Example 6 The preparation method of the antibacterial blended cotton yarn is basically the same as that in Example 6, except that the crosslinking agent is replaced with an equal weight of the crosslinking agent prepared by the following method: The preparation method of the crosslinking agent is basically the same as that in Example 4, except that 1-chloro-2,5,8,11-tetraoxadodecane in step N2 is replaced with an equimolar amount of 2-methoxyethoxymethyl chloride.

[0043] Comparative Example 7 The preparation method of the antibacterial blended cotton yarn is basically the same as that in Example 6, except that the crosslinking agent is replaced with an equal weight of the crosslinking agent prepared by the following method: The preparation method of the crosslinking agent is basically the same as that in Example 4, except that 1-chloro-2,5,8,11-tetraoxadodecane in step N2 is replaced with an equimolar amount of 1-chlorododecane.

[0044] The silk fibers used in the embodiments and comparative examples of this application are silkworm silk fibers with a fineness of 1.3 dtex and a length of 38 mm; polyester fibers with a fineness of 1.8 dtex and a length of 40 mm; lyocell fibers with a fineness of 1.3 dtex and a length of 38 mm; cotton fibers with a fineness of 1.6 dtex and a length of 36 mm; the CAS number of 2,2'-(phenyl-1,4-dimethyldimethyl)diepoxide is 51026-21-2; the CAS number of 1-chloro-2,5,8,11-tetraoxadodecane is 1442374-57-3; and the CAS number of sodium 3-carboxybenzenesulfonate is 17625-03-5.

[0045] The antibacterial blended cotton yarns prepared in Examples 5-7 and Comparative Examples 1-7 were tested for mechanical properties, antibacterial properties, and antistatic properties. The test results are shown in Table 1.

[0046] Mechanical property testing: Random samples were taken from the antibacterial blended cotton yarns prepared in Examples 5-7 and Comparative Examples 1-7. Single yarns with a length of 700 mm were cut, and 50 yarns were randomly selected as samples. The samples were conditioned for 24 hours at a temperature of 20℃ and a relative humidity of 65%. The breaking strength and elongation at break were tested according to Method A in GB / T 3916-2013 standard. The spacing was 500 mm, and the tensile speed was 500 mm / min. The average value of the test results was taken.

[0047] Antistatic performance test: The antibacterial blended cotton yarns prepared in Examples 5-7 and Comparative Examples 1-7 were evenly and densely wound laterally onto a 4.5cm × 4.5cm plate, and the electrostatic voltage half-life test was performed according to GB / T 12703.1-2008 standard. Then, according to GB / T 8629-2001 standard, the antibacterial blended cotton yarns prepared in Examples 5-7 and Comparative Examples 1-7 were washed 5 times using the 4N washing program of a Type A standard washing machine, naturally air-dried, and the electrostatic voltage half-life test was performed again.

[0048] Antibacterial performance test: 0.75g of blended cotton yarn prepared in Examples 5-7 and Comparative Examples 1-7 was taken as the sample, and Staphylococcus aureus was selected as the test strain. The sample was fully contacted with 5ml of cultured bacterial solution and placed on a constant temperature shaker. The mixture was shaken at 250r / min for 1min at 24℃. Then the bacterial solution was taken out, diluted with 9ml of PBS buffer, and the diluted bacterial solution was quantitatively inoculated into a culture dish containing sterile agar medium (AGAR). After incubation at 37℃ for 48h, the colonies were counted. The control group was blended cotton yarn prepared without the addition of antibacterial and antistatic additives in the finishing solution (the preparation method of blended cotton yarn is basically the same as that in Example 6, except that no antibacterial and antistatic additives are added in step (4)). The antibacterial rate was calculated according to the following formula:

[0049] In the formula, W—antibacterial inhibition rate; A—number of colonies after treatment of the control group; B—number of colonies after treatment of the blended cotton yarn prepared in Examples 5-7 and Comparative Examples 1-7.

[0050] Table 1 Performance Test Data

[0051] As can be seen from Table 1, the blended cotton yarns prepared in Examples 5-7 of this application have excellent mechanical properties, antistatic properties and antibacterial properties.

[0052] The blended cotton yarn prepared in this application possesses a short electrostatic half-life and antibacterial properties due to the addition of an antibacterial and antistatic auxiliaries with a unique structure. These auxiliaries, with a benzene ring as the core, have quaternary ammonium salt cationic groups, long-chain alkyl groups, flexible ether chains, and sulfonate anionic groups symmetrically introduced at both ends of the molecule, forming a multifunctional small molecule structure that combines cationic bactericidal function with zwitterionic conductivity. The quaternary ammonium salt group can adsorb onto the negatively charged bacterial cell membrane surface through electrostatic interactions, and then the long-chain alkyl group inserts into the lipid layer of the cell membrane, thereby disrupting the cell membrane structure and achieving highly efficient synergistic antibacterial activity. The sulfonate anion and the quaternary ammonium salt cation form a stable zwitterionic structure within the same molecule, constructing a microscopic conductive network with ion-pair characteristics on the fiber surface. Combined with the excellent hygroscopic properties of the flexible ether chain, it can adsorb water molecules and form a continuous hydrogen bond network under ambient humidity, further promoting ion migration. This creates a stable and efficient ion conduction channel on the fiber surface, enabling rapid charge dissipation and significantly reducing static electricity accumulation. Furthermore, the zwitterionic structure within the molecule and the conductive channel constructed by the flexible ether chain possess a certain structural stability, maintaining a continuous ion migration path even during washing, thus ensuring good antistatic properties after washing. Simultaneously, the introduction of the rigid benzene ring framework helps improve the overall structural stability of the molecule and enhances its π–π interactions and hydrophobic interactions on the fiber surface, significantly reducing the migration and loss of auxiliaries during use. The presence of the flexible ether chain further improves the toughness of the blended cotton yarn. The synergistic effect of the functional groups in the antibacterial and antistatic auxiliaries significantly improves the antibacterial and antistatic properties of the blended cotton yarn. In Comparative Example 3, the flexible ether chain in the antibacterial and antistatic auxiliaries is shorter, resulting in a weakened hygroscopic and conductive effect, which leads to a decrease in the antistatic properties of the prepared blended cotton yarn.

[0053] The crosslinking agent molecule added to the blended cotton yarn prepared in this application simultaneously introduces epoxy groups, carboxyl groups, hydroxyl groups, flexible ether chains, and alkyl chains, constructing a crosslinking system with synergistic effects of multiple reaction sites and flexible segments. Specifically, the epoxy groups can undergo ring-opening reactions with the hydroxyl and amino groups in the fiber, forming stable covalent bonds; the carboxyl and hydroxyl groups can improve the dispersibility and interfacial bonding of the crosslinking agent on the fiber surface through hydrogen bonding. Meanwhile, the introduced flexible ether and alkyl chains possess excellent flexibility, providing a certain degree of chain segment movement capability in the crosslinking network, effectively buffering external stress and dispersing stress concentration, thereby improving the fracture toughness of the system. The synergistic effect of the multifunctional groups in the crosslinking agent molecule significantly enhances the mechanical properties of the blended cotton yarn. In Comparative Example 7, the flexible ether segments were replaced with alkyl segments in the crosslinking agent, resulting in a decrease in the overall flexibility of the molecule compared to the example, leading to a reduction in the toughness of the prepared blended cotton yarn.

[0054] The above description is merely a preferred embodiment of the present invention and is not intended to limit the present invention. However, any modifications, alterations, and variations made by those skilled in the art without departing from the scope of the present invention based on the disclosed technical content are equivalent embodiments of the present invention. Furthermore, any modifications, alterations, and variations made to the above embodiments based on the essential technology of the present invention are still within the protection scope of the present invention.

Claims

1. A method for preparing antibacterial blended cotton yarn, characterized in that, Includes the following steps: (1) The first sliver is made by opening, carding and drawing silk and polyester fibers; (2) The cotton fiber and lyocell fiber are opened, carded and drawn to obtain the second sliver; (3) The first and second slivers are treated with roving and then spun together. After washing and drying, they are immersed in finishing solution, padded and dried to obtain antibacterial blended cotton yarn. The finishing solution comprises the following raw materials in parts by weight: 2-3 parts antibacterial and antistatic additives, 1-1.5 parts crosslinking agent, and 100-120 parts deionized water; The chemical structural formula of the antibacterial and antistatic additive is as follows: ； The chemical structural formula of the crosslinking agent is as follows: 。 2. The method for preparing an antibacterial blended cotton yarn according to claim 1, characterized in that, The antibacterial and antistatic additive is prepared by the following method: S1: 2,2'-(phenyl-1,4-diyldimethyldiyl)diepoxide reacts with N,N-dimethylundecylamine to form intermediate 1. S2: Intermediate 1 reacts with 2-(2,5,8,11-tetraoxadodecyl)ethylene oxide to generate intermediate 2. S3: Intermediate 2 reacts with sodium 3-carboxybenzenesulfonate to generate an antibacterial and antistatic additive.

3. The method for preparing an antibacterial blended cotton yarn according to claim 2, characterized in that, In step S1, the molar ratio of 2,2'-(benzene-1,4-dimethyldimethyldiyl)diepoxide to N,N-dimethylundecylamine is 1:(2.05-2.1).

4. The method for preparing an antibacterial blended cotton yarn according to claim 2, characterized in that, In step S2, the molar ratio of intermediate 1 to 2-(2,5,8,11-tetraoxadodecyl)ethylene oxide is 1:(2.03-2.08).

5. The method for preparing an antibacterial blended cotton yarn according to claim 2, characterized in that, In step S3, the molar ratio of intermediate 2 to sodium 3-carboxybenzenesulfonate is 1:(2.08-2.12).

6. The method for preparing an antibacterial blended cotton yarn according to claim 1, characterized in that, The crosslinking agent is prepared by the following method: N1: 1,2-Epoxy-9-decene reacts with glycine to generate intermediate A; N2: Intermediate A reacts with 1-chloro-2,5,8,11-tetraoxadodecane to generate intermediate B; N3: Intermediate B generates a crosslinking agent under the action of m-chloroperoxybenzoic acid.

7. The method for preparing an antibacterial blended cotton yarn according to claim 6, characterized in that, In step N1, the molar ratio of 1,2-epoxy-9-decene to glycine is 1:1.02; in step N2, the molar ratio of intermediate A to 1-chloro-2,5,8,11-tetraoxadodecane is 1:1.05; in step N3, the molar ratio of intermediate B to m-chloroperoxybenzoic acid is 1:1.

1.

8. The method for preparing an antibacterial blended cotton yarn according to claim 1, characterized in that, In step (1), the weight ratio of silk fiber to polyester fiber is 1:

1.

9. The method for preparing an antibacterial blended cotton yarn according to claim 1, characterized in that, In step (2), the weight ratio of cotton fiber to lyocell fiber is 2.5:

1.

10. An antibacterial blended cotton yarn, characterized in that, It is prepared by the method described in any one of claims 1-9.

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