Sustainable antibacterial and odor-removing clothes as well as preparation method and application thereof

Abstract

The invention belongs to the technical field of biomedical treatment, and particularly discloses sustainable antibacterial and odor-removing clothes which are prepared from tea tree essential oil extract, lavender extract, chitosan, polylactic acid-glycolic acid copolymer, glycerol, ethyl 2-methyl-3-hydroxypropionate, methyl 4-amino-3-methoxybenzoate and the like. The invention elaborates the preparation method of each component and the preparation process of the composition. Tests show that the composition is high in antibacterial rate on common bacteria, remarkable in peculiar smell removal effect, good in synergistic effect of all the components, wide in application prospect in the antibacterial and smell removal field and especially suitable for products such as underwear and shoes and socks, and an effective scheme is provided for solving the problems of bacteria and peculiar smells of daily wearing articles.

Description

Technical Field

[0001] The present invention belongs to the field of biomedicine and chemical technology, and specifically relates to sustainable antibacterial and odor-removing clothing and a preparation method and application thereof. Background Art

[0002] In daily life, underwear and shoes are in a special environment. They are in contact with human skin for a long time and are in a relatively closed, humid and warm microenvironment, which provides ideal conditions for the growth of bacteria. The massive reproduction of bacteria will not only cause unpleasant odors in clothing, affecting the comfort and social image of the wearer, but may also cause a series of skin health problems, such as itching, inflammation, allergies, etc. Traditional antibacterial and deodorizing methods have many disadvantages. Although some chemical antibacterial agents can inhibit bacterial growth in the short term, long-term use may cause bacteria to develop drug resistance. At the same time, some chemicals may have potential irritation and harm to human skin, such as causing dry skin, allergies and other adverse reactions. Simple physical adsorption deodorization methods, such as the use of adsorbents such as activated carbon, have limited and short-lasting deodorization effects and cannot fundamentally solve the odor problem. In addition, the traditional fragrance masking method only masks the odor by emitting fragrance, but does not eliminate the root cause of the odor. Over time, the odor will still reappear. As people's living standards improve and their attention to their health and quality of life continues to increase, higher requirements are placed on the antibacterial and odor removal properties of daily wear items such as underwear, shoes and socks. Therefore, the development of a product that is both safe and efficient and has sustainable antibacterial and odor removal properties has become an urgent problem to be solved, which has important practical significance and broad market demand. Summary of the invention

[0003] The present invention provides a sustainable antibacterial and odor-removing clothing comprising the following ingredients in parts by weight: 5-8 parts of tea tree essential oil extract of plant extract A; 3-6 parts of lavender extract of plant extract B; 4-7 parts of natural antibacterial agent chitosan; 30-50 parts of high molecular organic compound polylactic acid-glycolic acid copolymer; 2-4 parts of plasticizer glycerol; 1-3 parts of organic compound C2-methyl-3-hydroxypropionic acid ethyl ester; and 2-4 parts of organic compound D4-amino-3-methoxybenzoic acid methyl ester.

[0004] Furthermore, the tea tree essential oil extract is obtained by washing and drying fresh tea leaves, placing them in a distillation device, adding an appropriate amount of water, performing steam distillation for 3-4 hours, collecting the distillate, separating the distillate, and drying with anhydrous sodium sulfate. Furthermore, the lavender extract is obtained by taking dried lavender flowers, crushing them, using ethanol as a solvent, extracting at 50-60°C for 2-3 hours, and concentrating the extract by rotary evaporation and vacuum drying.

[0005] Further, the preparation method of the organic compound C2-methyl-3-hydroxypropionic acid ethyl ester is: in a three-necked flask equipped with a reflux condenser and a magnetic stirrer, 2-methyl-3-hydroxypropionic acid, ethanol and concentrated sulfuric acid are added, wherein the molar ratio of 2-methyl-3-hydroxypropionic acid to ethanol is 1:2-1:3, and the amount of concentrated sulfuric acid is 2%-5% of the total mass of the reactants, heated to 70-80°C, and refluxed for 4-6 hours. After the reaction is completed, it is cooled to room temperature, the reaction solution is transferred to a separatory funnel, neutralized with a saturated sodium carbonate solution to a pH value of 7-8, the organic phase is separated, and after drying with anhydrous magnesium sulfate, it is subjected to reduced pressure distillation, and a fraction of 100-110°C / 2-3kPa is collected to obtain 2-methyl-3-hydroxypropionic acid ethyl ester. It is mixed with an appropriate amount of ethanol in a mass ratio of 1:3-1:5, and treated for 10-15 minutes at an ultrasonic power of 200-300W to fully disperse it for standby use.

[0006] Further, the preparation method of the organic compound D4-amino-3-methoxybenzoic acid methyl ester is as follows: in a dry three-necked flask, 4-amino-3-methoxybenzoic acid, methanol and concentrated sulfuric acid are added, wherein the molar ratio of 4-amino-3-methoxybenzoic acid to methanol is 1:5-1:8, and the amount of concentrated sulfuric acid is 3%-6% of the total mass of the reactants, heated to 60-70°C, and refluxed for 3-5 hours. After the reaction is completed, it is cooled to room temperature, the reaction solution is poured into ice water, a white solid is precipitated, filtered, and the filter cake is washed with a small amount of ice water to obtain a crude composition. The crude composition is recrystallized with ethanol to obtain high-purity 4-amino-3-methoxybenzoic acid methyl ester. It is dissolved in a small amount of propylene glycol, heated and stirred at 40-50°C for 15-20 minutes to completely dissolve it for standby use.

[0007] Furthermore, the natural antibacterial agent is chitosan, whose deacetylation degree is 80%-90% and molecular weight is 50,000-100,000Da. Furthermore, the high molecular organic compound is polylactic acid-glycolic acid copolymer, whose molar ratio of lactic acid to glycolic acid is 75:25-85:15 and intrinsic viscosity is 0.5-1.0dL / g.

[0008] Furthermore, the plasticizer is glycerol, and its purity is not less than 95%.

[0009] Furthermore, the method for sustainable antibacterial and odor-removing clothing comprises the following steps: S1: preparing plant extract A tea tree essential oil extract, plant extract B lavender extract, organic compound C2-methyl-3-hydroxypropionic acid ethyl ester dispersion and organic compound D4-amino-3-methoxybenzoic acid methyl ester solution respectively; S2: premixing the natural antibacterial agent chitosan, the plasticizer glycerol and the high molecular organic compound polylactic acid-glycolic acid copolymer in a high-speed mixer for 5-10 minutes, then adding the premix into a twin-screw extruder, and melt-blending for 10-15 minutes at 120-150°C and 300-500 rpm to make them evenly mixed; S3: adding the prepared plant extract A, plant extract B and the treated organic compound C dispersion and organic compound D solution into the above blend through a metering pump, and continuing to stir for 10-15 minutes to make the components fully mixed; S4: forming the mixed materials into the desired composition shape by extrusion molding or injection molding.

[0010] Furthermore, the application of the sustainable antibacterial and odor-removing clothing in the field of antibacterial and odor-removing can be used for underwear, shoes and socks and other items, which can effectively inhibit bacterial growth and remove odors. The antibacterial rate against Escherichia coli can reach more than 90%, and the antibacterial rate against Staphylococcus aureus can reach more than 90%. The removal rate of common odors (such as sweat, foot odor, food spoilage, etc.) can reach more than 85%, and after 10-15 washes, it can still maintain a high antibacterial and odor-removing performance, with an antibacterial rate of not less than 80%, and an odor removal rate of not less than 70%.

[0011] Beneficial effects of the invention:

[0012] The sustainable antibacterial and odor-removing clothing of the present invention has many significant beneficial effects. In terms of antibacterial, plant extract A (tea tree essential oil extract) and plant extract B (lavender extract) are rich in a variety of natural antibacterial ingredients, which can destroy the cell membrane and cell wall structure of bacteria and inhibit the reproduction of bacteria; the natural antibacterial agent chitosan is positively charged and can interact with the negative charge on the surface of bacteria to interfere with the bacterial metabolic process; the hydroxyl and ester groups in the organic compound C (2-methyl-3-hydroxypropionic acid ethyl ester) can react chemically with proteins and enzymes on the surface of bacteria, affecting the normal physiological functions of bacteria, and the amino, methoxy and other functional groups of the organic compound D (4-amino-3-methoxybenzoic acid methyl ester) can act with substances in bacteria to inhibit bacterial growth. These ingredients work synergistically, have a highly effective inhibitory effect on common bacteria such as Escherichia coli and Staphylococcus aureus, and the antibacterial rate can reach more than 90%, which has significant advantages over traditional antibacterial products and can effectively avoid the problem of bacterial resistance. In terms of deodorization, the fragrance of plant extracts can cover up some odors, and their active ingredients can react chemically with odor molecules to decompose or transform odor molecules. Organic compounds C and D can react with common odor molecules such as ammonia, aldehydes, and thiols to form stable compounds, reducing the generation and emission of odors. After testing, the removal rate of sweat odors can reach more than 85%, and the effect is long-lasting. From the perspective of safety, plant extracts are natural, have good biocompatibility, and are non-irritating to the human body. Organic compounds C and D are carefully designed small molecule compounds. Safety is fully considered during synthesis. They have no obvious toxicity and irritation and are suitable for all kinds of people, especially the elderly, children, pregnant women, and people who are sensitive to chemical substances. In terms of durability, high-molecular organic compounds can slowly release active ingredients as carriers, so that the product can still maintain good antibacterial and deodorizing performance after multiple washings, reducing the trouble of frequent replacement or disposal, and providing users with a long-lasting and reliable antibacterial and deodorizing solution, greatly improving the comfort and health protection of wearing, and have broad application prospects and commercial value in the antibacterial and deodorizing market. DETAILED DESCRIPTION

[0013] Example 1

[0014] A sustainable antibacterial and deodorizing clothing includes the following components by weight: 5 parts of tea tree essential oil extract of plant extract A; 3 parts of lavender extract of plant extract B; 4 parts of natural antibacterial agent chitosan; 30 parts of high molecular organic compound polylactic acid-glycolic acid copolymer; under the protection of inert gas, lactic acid and glycolic acid are added to a reactor in a predetermined molar ratio (such as 75:25), and an appropriate amount of catalyst (such as stannous octoate) is added. The reaction temperature is controlled at 150°C and the reaction time is 6 hours. Stirring is continued during the reaction to ensure uniform mixing of the materials. After the reaction is completed, the product is cooled to room temperature, dissolved with an organic solvent (such as dichloromethane), and then slowly added dropwise to an excess of a precipitant (such as n-hexane) for precipitation, and the precipitate is collected and vacuum dried to obtain polylactic acid-glycolic acid copolymer. By adjusting the reaction conditions and the ratio of raw materials, products with different intrinsic viscosities (0.5L / g) can be obtained. 2 parts of plasticizer glycerol; 1 part of organic compound C2-methyl-3-hydroxypropionic acid ethyl ester; 2 parts of organic compound D4-amino-3-methoxybenzoic acid methyl ester. The tea tree essential oil extract is obtained by washing and drying fresh tea leaves, placing them in a distillation device, adding an appropriate amount of water, steam distilling for 3 hours, collecting the distillate, separating the liquid, and drying with anhydrous sodium sulfate. The lavender extract is obtained by taking dried lavender flowers, crushing them, using ethanol as a solvent, extracting at 50°C for 2 hours, and concentrating the extract by rotary evaporation and vacuum drying. The preparation method of the organic compound C2-methyl-3-hydroxypropionic acid ethyl ester is as follows: in a three-necked flask equipped with a reflux condenser and a magnetic stirrer, 2-methyl-3-hydroxypropionic acid, ethanol and concentrated sulfuric acid are added, wherein the molar ratio of 2-methyl-3-hydroxypropionic acid to ethanol is 1:2, and the amount of concentrated sulfuric acid is 2% of the total mass of the reactants, heating to 70°C, and reflux reaction for 4 hours. After the reaction is completed, cool to room temperature, transfer the reaction solution to a separatory funnel, neutralize with saturated sodium carbonate solution to a pH value of 7, separate the organic phase, dry with anhydrous magnesium sulfate, perform vacuum distillation, collect the fraction of 100°C / 2kPa, and obtain 2-methyl-3-hydroxypropionic acid ethyl ester. Mix it with an appropriate amount of ethanol in a mass ratio of 1:3, treat it at an ultrasonic power of 200W for 10 minutes, and make it fully dispersed and evenly reserved. The preparation method of the organic compound D4-amino-3-methoxybenzoic acid methyl ester is as follows: in a dry three-necked flask, add 4-amino-3-methoxybenzoic acid, methanol and concentrated sulfuric acid, wherein the molar ratio of 4-amino-3-methoxybenzoic acid to methanol is 1:5, and the amount of concentrated sulfuric acid is 3% of the total mass of the reactants, and heat to 60°C and reflux for 3 hours. After the reaction is completed, cool to room temperature, pour the reaction solution into ice water, precipitate a white solid, filter it with suction, and wash the filter cake with a small amount of ice water to obtain a crude composition. The crude composition was recrystallized from ethanol to obtain high-purity methyl 4-amino-3-methoxybenzoate, which was dissolved in a small amount of propylene glycol and heated and stirred at 40° C. for 15 minutes to completely dissolve it for later use.The natural antibacterial agent is chitosan, with a deacetylation degree of 80% and a molecular weight of 50,000 Da. The high molecular organic compound is a polylactic acid-glycolic acid copolymer, with a molar ratio of lactic acid to glycolic acid of 75:25 and an intrinsic viscosity of 0.5 dL / g. The plasticizer is glycerol, with a purity of not less than 95%. The method for producing sustainable antibacterial and odor-removing clothing comprises the following steps: S1: preparing tea tree essential oil extract of plant extract A, lavender extract of plant extract B, methyl-3-hydroxypropionic acid ethyl ester dispersion of organic compound C2 and methyl-3-amino-3-methoxybenzoate solution of organic compound D4 respectively; S2: premixing natural antibacterial agent chitosan, plasticizer glycerol and high molecular organic compound polylactic acid-glycolic acid copolymer in a high-speed mixer for 5 minutes, then adding the premix into a twin-screw extruder, melt-blending for 10 minutes at 120° C. and 300 rpm to make them evenly mixed; S3: adding the prepared plant extract A, plant extract B and treated dispersion of organic compound C and solution of organic compound D into the above blend through a metering pump, and continuing stirring for 10 minutes to make the components fully mixed; S4: forming the mixed materials into a desired composition shape through extrusion molding or injection molding. The application of the sustainable antibacterial and odor-removing clothing in the field of antibacterial and odor-removing can be used for underwear, shoes and socks and other items, can effectively inhibit bacterial growth and remove odors, the antibacterial rate against Escherichia coli can reach more than 90%, the antibacterial rate against Staphylococcus aureus can reach more than 90%, and the removal rate for common odors (such as sweat, foot odor, food corruption, etc.) can reach more than 85%. After 10 washes, it can still maintain a high antibacterial and odor-removing performance, the antibacterial rate is not less than 80%, and the odor removal rate is not less than 70%.

[0015] The product of the present invention is mainly used in the fields of underwear, shoes and socks, and can effectively inhibit bacterial growth and remove odor. Its antibacterial mechanism is as follows: plant extract A and plant extract B have natural antibacterial active ingredients, which can destroy the cell membrane and cell wall of bacteria and inhibit the reproduction of bacteria; natural antibacterial agents (such as chitosan) are positively charged and can interact with the negative charge on the surface of bacteria, thereby playing an antibacterial role; the hydroxyl and ester groups in organic compound C can react chemically with proteins and enzymes on the surface of bacteria to interfere with the metabolic process of bacteria; functional groups such as amino and methoxy groups in organic compound D can react with certain substances in bacteria to inhibit the growth and reproduction of bacteria. In terms of deodorization, plant extract A and plant extract B themselves have a fresh smell and can cover up some odors; at the same time, they can also react chemically with odor molecules to decompose or convert odor molecules into odorless substances. Organic compound C and organic compound D can react chemically with common odor molecules (such as ammonia, aldehydes, thiols, etc.) to form stable compounds, thereby reducing the generation and emission of odors.

[0016] Organic compound C (ethyl 2-methyl-3-hydroxypropionate): This compound was selected based on the fact that its structure contains two chemically reactive functional groups, hydroxyl and ester, in order to enable it to interact with biological molecules on the surface of bacteria and odor molecules in a variety of ways, thereby achieving the dual effects of antibacterial and deodorizing. The ester part has a certain lipophilicity, which helps the compound penetrate the bacterial cell membrane, while the hydroxyl group can participate in chemical reactions with biological macromolecules such as enzymes or proteins in bacteria, interfere with the normal metabolic process of bacteria, and inhibit the growth and reproduction of bacteria. At the same time, the relatively low molecular weight and appropriate volatility of the compound enable it to effectively contact and react with odor molecules during the use of the product, thereby achieving the purpose of deodorizing. Antibacterial aspect: The hydroxyl group has strong hydrophilicity and chemical reactivity, and can form hydrogen bond interactions with polar groups (such as carboxyl, amino, etc.) in proteins and enzyme molecules on the surface of bacteria. This interaction may cause the conformation of proteins on the surface of bacteria to change, causing them to lose their normal physiological functions, such as affecting the material transport channels of bacteria and the catalytic activity of enzymes, thereby inhibiting the growth and reproduction of bacteria. In addition, hydroxyl groups may also participate in redox reactions to produce reactive oxygen species, causing oxidative damage to the bacterial cell structure, further enhancing the antibacterial effect. Deodorization: Hydroxyl groups can undergo esterification or condensation reactions with certain functional groups in odor molecules (such as aldehyde groups, carboxyl groups, etc.), converting odor molecules into relatively odorless or weaker compounds. For example, for some odor molecules containing aldehyde groups (such as acetaldehyde, which is common in sweat), hydroxyl groups can undergo nucleophilic addition reactions with them to form stable hemiacetal or acetal compounds, thereby reducing the generation and emission of odor. Antibacterial: The lipophilicity of the ester group enables it to more easily penetrate the lipid bilayer of the bacterial cell membrane and enter the interior of the bacterial cell. Once inside the cell, the ester group may be hydrolyzed by the esterase in the bacteria to produce the corresponding acid and alcohol. These hydrolysis products may change the microenvironment inside the bacterial cell, such as lowering the pH value inside the cell, affecting the normal metabolic process and enzyme activity of the bacteria, thereby producing toxic effects on the bacteria and inhibiting their growth and survival. Deodorization: Under certain conditions, the ester group can also react chemically with odor molecules. For example, for some sulfur-containing odor molecules (such as thiols, which are commonly found in foot odor), the ester group may undergo a nucleophilic substitution reaction with them, converting the thiol group into a relatively stable and odorless compound, thereby reducing the intensity of the odor. At the same time, the presence of the ester group also helps to adjust the volatility and solubility of compound C, so that it can be slowly released in the product and effectively contact and react with odor molecules, prolonging the duration of deodorization.

[0017] Organic compound D (methyl 4-amino-3-methoxybenzoate) The design of organic compound D comprehensively considers the synergistic effects of amino, methoxy and ester groups. The amino group has alkalinity and strong nucleophilicity, and can react chemically with acidic groups on the surface of bacteria and certain active groups in odor molecules. The presence of methoxy groups can adjust the electron cloud distribution and solubility of the compound and enhance its ability to interact with biological molecules and odor molecules. In addition to the lipophilicity and chemical reactivity mentioned above, the ester group can also serve as a connecting group to give the entire molecule a suitable spatial structure and stability so as to better exert its antibacterial and deodorizing functions. This combination of multi-functional groups is designed to enable compound D to target different types of bacteria and odor molecules, achieve efficient antibacterial and deodorizing effects through multiple mechanisms of action, and when synergistically acting with other ingredients (such as plant extracts and polymer carriers), it can further enhance the performance of the entire product. Antibacterial aspect: The alkalinity of amino groups enables them to react with acidic components on the surface of bacteria (such as carboxyl groups in peptidoglycan on the cell wall) by acid-base neutralization reaction, destroying the structural integrity of bacterial cell walls, causing leakage of substances in bacterial cells, and thus inhibiting bacterial growth and survival. In addition, the nucleophilicity of amino groups enables them to react chemically with some key biological molecules in bacteria (such as nucleic acids, proteins, etc.), interfering with the genetic information transmission and protein synthesis process of bacteria. For example, amino groups may interact electrostatically with phosphate groups in nucleic acids, affecting the normal structure and function of nucleic acids, thereby preventing the reproduction of bacteria. Deodorization aspect: For some acidic odor molecules (such as carboxylic acid odors, which are common in the odors produced by the corruption of some foods), amino groups can react with them by acid-base neutralization to generate corresponding salt compounds, which usually have lower volatility and weaker odor, thereby effectively reducing the generation and perception of odor. At the same time, amino groups can also react with aldehyde groups, ketone groups, etc. in odor molecules by nucleophilic addition reaction, converting odor molecules into odorless or less odorous compounds, further improving the deodorization effect. In terms of antibacterial properties: the electron cloud donor effect of the methoxyl group can affect the overall electron cloud distribution of the molecule, increase the electron cloud density on the benzene ring, and thus enhance the π-π stacking and hydrophobic interaction between the molecule and the biological molecules on the bacterial surface. This interaction helps compound D to better adsorb on the bacterial surface, increasing the contact opportunities and efficiency of its antibacterial active ingredients with bacteria. In addition, the presence of the methoxyl group may also affect the conformation and flexibility of the molecule, enabling it to better adapt to the interaction environment with the molecules on the bacterial surface and enhance the antibacterial effect. In terms of deodorization: the methoxyl group can affect the interaction mode and degree between compound D and odor molecules by changing the polarity and solubility of the molecule. It may enhance the dispersibility of the molecule in the odor environment, enabling it to contact and react with the odor molecules more quickly. At the same time, the presence of the methoxyl group may also affect the stability and volatility of the product formed after the odor molecules react with compound D, which helps to further reduce the residual and emission of odor.In terms of antibacterial properties: Similar to the ester group in compound C, the ester group in compound D is lipophilic and can help the molecule penetrate the bacterial cell membrane and enter the cell to exert an antibacterial effect. The hydrolysis products of the ester group in the cell may interfere with the metabolic process of the bacteria, such as affecting the energy metabolism pathway and material synthesis process in the cell, which will have an adverse effect on the survival of the bacteria. In terms of deodorization: the ester group can also react chemically with odor molecules, such as undergoing ester exchange reactions with some alcohol-containing odor molecules, converting odor molecules into new compounds and changing their odor characteristics. In addition, the presence of the ester group also helps to regulate the physical and chemical properties of compound D, so that it can exist stably and be slowly released in the product, continue to exert its deodorization effect, and synergize with other antibacterial and deodorizing ingredients to improve the overall deodorization effect and durability of the product.

[0018] Example 2

[0019] A sustainable antibacterial and odor-removing clothing includes the following ingredients in parts by weight: 8 parts of tea tree essential oil extract of plant extract A; 6 parts of lavender extract of plant extract B; 7 parts of natural antibacterial agent chitosan; 50 parts of high molecular organic compound polylactic acid-glycolic acid copolymer. Under the protection of inert gas, lactic acid and glycolic acid are added to a reactor in a predetermined molar ratio (such as 85:15), and an appropriate amount of catalyst (such as stannous octoate) is added. The reaction temperature is controlled at 180°C and the reaction time is 10 hours. Stirring is continued during the reaction to ensure uniform mixing of the materials. After the reaction is completed, the product is cooled to room temperature, dissolved with an organic solvent (such as dichloromethane), and then slowly added dropwise to an excess of a precipitant (such as n-hexane) for precipitation, and the precipitate is collected and vacuum dried to obtain a polylactic acid-glycolic acid copolymer. By adjusting the reaction conditions and the ratio of raw materials, products with different intrinsic viscosities (1.0 dL / g) can be obtained; 4 parts of plasticizer glycerol; 1-3 parts of organic compound C2-methyl-3-hydroxypropionic acid ethyl ester; 4 parts of organic compound D4-amino-3-methoxybenzoic acid methyl ester. The tea tree essential oil extract is obtained by washing and drying fresh tea leaves, placing them in a distillation device, adding an appropriate amount of water, and performing steam distillation for 4 hours, collecting the distillate, separating the liquid, and drying with anhydrous sodium sulfate. The lavender extract is obtained by taking dried lavender flowers, crushing them, using ethanol as a solvent, extracting at 60°C for 3 hours, and concentrating the extract by rotary evaporation and vacuum drying. The preparation method of the organic compound C2-methyl-3-hydroxypropionic acid ethyl ester is as follows: in a three-necked flask equipped with a reflux condenser and a magnetic stirrer, 2-methyl-3-hydroxypropionic acid, ethanol and concentrated sulfuric acid are added, wherein the molar ratio of 2-methyl-3-hydroxypropionic acid to ethanol is 1:3, and the amount of concentrated sulfuric acid is 5% of the total mass of the reactant, heated to 80 ° C, and refluxed for 6 hours. After the reaction is completed, it is cooled to room temperature, the reaction solution is transferred to a separating funnel, neutralized with a saturated sodium carbonate solution to a pH value of 8, the organic phase is separated, and after drying with anhydrous magnesium sulfate, it is subjected to reduced pressure distillation, and a fraction of 110 ° C / 3kPa is collected to obtain 2-methyl-3-hydroxypropionic acid ethyl ester. It is mixed with an appropriate amount of ethanol in a mass ratio of 1:5, and treated for 15 minutes at an ultrasonic power of 300W to fully disperse it for standby use. The preparation method of the organic compound D4-amino-3-methoxybenzoic acid methyl ester is as follows: in a dry three-necked flask, 4-amino-3-methoxybenzoic acid, methanol and concentrated sulfuric acid are added, wherein the molar ratio of 4-amino-3-methoxybenzoic acid to methanol is 1:8, the amount of concentrated sulfuric acid is 6% of the total mass of the reactants, heated to 70°C, and refluxed for 5 hours. After the reaction is completed, it is cooled to room temperature, the reaction solution is poured into ice water, a white solid is precipitated, suction filtered, and the filter cake is washed with a small amount of ice water to obtain a crude composition. The crude composition is recrystallized with ethanol to obtain high-purity 4-amino-3-methoxybenzoic acid methyl ester.Dissolve it in a small amount of propylene glycol, heat and stir at 40-50°C for 20 minutes to completely dissolve it for use. The natural antibacterial agent is chitosan, whose deacetylation degree is 90% and molecular weight is 100,000Da. The polymer organic compound is polylactic acid-glycolic acid copolymer, whose molar ratio of lactic acid to glycolic acid is 85:15 and intrinsic viscosity is 1.0dL / g. The plasticizer is glycerol, whose purity is not less than 95%. The method for producing sustainable antibacterial and odor-removing clothing comprises the following steps: S1: preparing plant extract A, tea tree essential oil extract, plant extract B, lavender extract, organic compound C2-methyl-3-hydroxypropionic acid ethyl ester dispersion and organic compound D4-amino-3-methoxybenzoic acid methyl ester solution respectively; S2: premixing natural antibacterial agent chitosan, plasticizer glycerol and high molecular organic compound polylactic acid-glycolic acid copolymer in a high-speed mixer for 10 minutes, then adding the premix into a twin-screw extruder, melt-blending for 15 minutes at 150° C. and 500 rpm to make them evenly mixed; S3: adding the prepared plant extract A, plant extract B and treated organic compound C dispersion and organic compound D solution into the above blend through a metering pump, and continuing to stir for 15 minutes to make the components fully mixed; S4: forming the mixed materials into a desired composition shape through extrusion molding or injection molding.

[0020] Furthermore, the application of the sustainable antibacterial and odor-removing clothing in the field of antibacterial and odor-removing can be used for underwear, shoes and socks and other items, which can effectively inhibit bacterial growth and remove odors. The antibacterial rate against Escherichia coli can reach more than 90%, and the antibacterial rate against Staphylococcus aureus can reach more than 90%. The removal rate of common odors (such as sweat, foot odor, food spoilage, etc.) can reach more than 85%, and after 15 washes, it can still maintain a high antibacterial and odor-removing performance, with an antibacterial rate of not less than 80%, and an odor removal rate of not less than 70%.

[0021] Example 3

[0022] The differences between the product of the present invention and the traditional antibacterial and deodorizing products in terms of antibacterial performance, deodorizing effect and durability were compared.

[0023] Test sample 1: underwear lining sample containing high molecular weight organic compounds prepared according to the present invention, with the content of each component within the specified range. Traditional antibacterial and deodorizing products: underwear commonly added with chemical antibacterial agents and fragrances on the market. Test bacteria: Escherichia coli and Staphylococcus aureus. Test odor source: sweat collected from human body after exercise, sealed and stored as odor source.

[0024] The agar plate diffusion method was used to evenly spread the test strains on the nutrient agar plate, and then the test sample 1 and the traditional antibacterial and deodorizing product were cut into circular pieces of the same size, placed on the plate, and cultured at 37°C for 24 hours. The size of the inhibition zone was observed, and each sample was repeated 3 times. At the same time, the colony counting method was used to contact a certain concentration of the test strain suspension with the test sample 1 and the traditional antibacterial and deodorizing product for a certain period of time (such as 2 hours), and then an appropriate amount of bacterial liquid was spread on the nutrient agar plate. After culture, the number of colonies was counted and the antibacterial rate was calculated. Each sample was repeated 3 times.

[0025] Test sample 1 and traditional antibacterial and deodorizing products were placed in a sealed container with an equal amount of test odor source, and after being placed at 30°C for a certain period of time (such as 4 hours), the concentration of odorous gas in the container was detected by gas chromatography-mass spectrometry, and the odor removal rate was calculated. Each sample was repeated 3 times. After the test sample 1 and the traditional antibacterial and deodorizing products were washed multiple times (such as 10 times), they were tested according to the above-mentioned antibacterial performance test and deodorizing effect determination methods to observe the changes in their performance. Size of inhibition zone: The inhibition zone of test sample 1 against Escherichia coli and Staphylococcus aureus is significantly larger than that of traditional antibacterial and deodorizing products. Antibacterial rate: The antibacterial rate of test sample 1 against Escherichia coli is 92%, and the antibacterial rate against Staphylococcus aureus is 95%; while the antibacterial rate of traditional antibacterial and deodorizing products against Escherichia coli is 70%, and the antibacterial rate against Staphylococcus aureus is 75%.

[0026] The removal rate of sweat odor by test sample 1 was 88%, while the removal rate of traditional antibacterial and odor removal products was 65%. After 10 washes, test sample 1 still maintained a high antibacterial rate (85% against Escherichia coli and 88% against Staphylococcus aureus) and odor removal rate (75%); while the antibacterial performance and odor removal effect of traditional antibacterial and odor removal products declined significantly, with the antibacterial rate dropping to 40% and 50% respectively, and the odor removal rate dropping to about 30%.

[0027] Example 4

[0028] The synergistic effect of organic compound C and organic compound D in the product of the present invention was studied and compared with the product without these two compounds. Test sample 2: A complete product prepared according to the present invention, comprising plant extract A, plant extract B, a natural antibacterial agent, a high molecular organic compound, a plasticizer, and organic compound C and organic compound D, and the content of each component is within the specified range. Test sample 3: Similar to test sample 2, but does not contain organic compound C and organic compound D, and the content of other components is adjusted accordingly. The test strains and odor sources are the same as in Example 2. Antibacterial performance test: the same antibacterial performance test method as in Example 2. Deodorization effect determination: the same deodorization effect determination method as in Example 2.

[0029] The antibacterial rate of test sample 2 against Escherichia coli is 94%, and the antibacterial rate against Staphylococcus aureus is 96%; while the antibacterial rate of test sample 3 against Escherichia coli is 80%, and the antibacterial rate against Staphylococcus aureus is 82%. The removal rate of sweat odor by test sample 2 is 90%, while the removal rate of test sample 3 is 70%. From the test results of Example 1 and Example 2, it can be seen that the high-molecular organic compound product of the present invention with sustainable antibacterial and odor removal has significant advantages over traditional antibacterial and odor removal products, and organic compound C and organic compound D play an important synergistic role in the product, which can effectively improve the antibacterial and odor removal properties of the product while maintaining good durability, and has broad market application prospects.

[0030] Example 5

[0031] Test on the effect of adding organic compound C alone

[0032] Two groups of sustainable antibacterial and odor-removing clothing samples were prepared. Except for the addition of organic compounds, other ingredients and contents were the same as those in Example 1.

[0033] Sample Group 1: Prepared according to the complete formulation of Example 1.

[0034] Sample group 2: No organic compound D was added, and only organic compound C (ethyl 2-methyl-3-hydroxypropionate) was retained, and its content was still 1 part.

[0035] The test was carried out according to the antibacterial performance test and deodorizing effect determination method of Example 3.

[0036] Antibacterial performance: The antibacterial rate of sample group 1 against Escherichia coli is 92%, and the antibacterial rate against Staphylococcus aureus is 95%; the antibacterial rate of sample group 2 against Escherichia coli is 85%, and the antibacterial rate against Staphylococcus aureus is 88%.

[0037] Deodorizing effect: The removal rate of sweat odor in sample group 1 is 88%; the removal rate of sweat odor in sample group 2 is 78%.

[0038] Example 6

[0039] Test on the effect of adding organic compound D alone

[0040] Two groups of sustainable antibacterial and odor-removing clothing samples were prepared. Except for the addition of organic compounds, other ingredients and contents were the same as those in Example 1.

[0041] Sample Group 3: Prepared according to the complete formulation of Example 1.

[0042] Sample group 4: No organic compound C was added, and only organic compound D (methyl 4-amino-3-methoxybenzoate) was retained, and its content was still 2 parts.

[0043] The test was carried out according to the antibacterial performance test and deodorizing effect determination method of Example 3.

[0044] Antibacterial performance: The antibacterial rate of sample group 3 against Escherichia coli is 92%, and the antibacterial rate against Staphylococcus aureus is 95%; the antibacterial rate of sample group 4 against Escherichia coli is 83%, and the antibacterial rate against Staphylococcus aureus is 86%.

[0045] Deodorizing effect: The removal rate of sweat odor in sample group 3 is 88%; the removal rate of sweat odor in sample group 4 is 75%.

[0046] Example 7

[0047] The synergistic effect of organic compounds C and D was further verified

[0048] Three groups of sustainable antibacterial and odor-removing clothing samples were prepared. Except for the addition of organic compounds, other ingredients and contents were the same as those in Example 1.

[0049] Sample Group 5: Prepared according to the complete formulation of Example 1.

[0050] Sample Group 6: The addition amounts of organic compounds C and D were reduced to half of the original formula (0.5 parts of organic compound C and 1 part of organic compound D).

[0051] Sample Group 7: The addition amounts of organic compounds C and D were increased to 1.5 times of the original formula (1.5 parts of organic compound C and 3 parts of organic compound D).

[0052] The test was carried out according to the antibacterial performance test and deodorizing effect determination method of Example 3.

[0053] Antibacterial performance: The antibacterial rate of sample group 5 against Escherichia coli is 92%, and the antibacterial rate against Staphylococcus aureus is 95%; the antibacterial rate of sample group 6 against Escherichia coli is 88%, and the antibacterial rate against Staphylococcus aureus is 90%; the antibacterial rate of sample group 7 against Escherichia coli is 94%, and the antibacterial rate against Staphylococcus aureus is 96%.

[0054] Deodorizing effect: The removal rate of sweat odor of sample group 5 is 88%; the removal rate of sweat odor of sample group 6 is 82%; the removal rate of sweat odor of sample group 7 is 92%.

[0055] By comparing the above examples, it can be seen that when organic compounds C and D are added alone, the antibacterial and deodorizing properties of the product are improved to a certain extent, but not as significant as when the two are added together. Moreover, as the addition amount of the two changes, the antibacterial and deodorizing properties of the product also change accordingly, further proving their combined synergistic effect in the product and the importance of the appropriate addition amount.

[0056] Example 8

[0057] Synergistic test of different plant extract ratios

[0058] Three groups of sustainable antibacterial and odor-removing clothing samples were prepared, and the ingredients and contents were as follows:

[0059] Sample group 8: 3 parts of plant extract A (tea tree essential oil extract), 8 parts of plant extract B (lavender extract), and the remaining ingredients are the same as those in Example 1.

[0060] Sample group 9: 8 parts of plant extract A, 3 parts of plant extract B, and other ingredients are the same as those in Example 1.

[0061] Sample group 10: according to the formulation of Example 1 (5 parts of plant extract A and 3 parts of plant extract B).

[0062] The test was carried out according to the antibacterial performance test and deodorizing effect determination method of Example 3.

[0063] Antibacterial performance: The antibacterial rate of sample group 8 against Escherichia coli is 86%, and the antibacterial rate against Staphylococcus aureus is 89%; the antibacterial rate of sample group 9 against Escherichia coli is 84%, and the antibacterial rate against Staphylococcus aureus is 87%; the antibacterial rate of sample group 10 against Escherichia coli is 92%, and the antibacterial rate against Staphylococcus aureus is 95%.

[0064] Deodorizing effect: the removal rate of sweat odor of sample group 8 is 80%; the removal rate of sweat odor of sample group 9 is 78%; the removal rate of sweat odor of sample group 10 is 88%.

[0065] Example 9

[0066] Synergistic test of different natural antimicrobial agents combined with organic compounds

[0067] Three groups of sustainable antibacterial and odor-removing clothing samples were prepared, and the ingredients and contents were as follows:

[0068] Sample Group 11: Chitosan was replaced with 6 parts of chitosan with a deacetylation degree of 70% and a molecular weight of 30,000 Da. The other ingredients were the same as those in Example 1.

[0069] Sample group 12: Based on Example 1, 2 parts of chitosan were added (total 6 parts), and the other ingredients remained unchanged.

[0070] Sample Group 13: According to the formulation of Example 1.

[0071] The test was carried out according to the antibacterial performance test and deodorizing effect determination method of Example 3.

[0072] Antibacterial performance: The antibacterial rate of sample group 11 against Escherichia coli is 82%, and the antibacterial rate against Staphylococcus aureus is 85%; the antibacterial rate of sample group 12 against Escherichia coli is 93%, and the antibacterial rate against Staphylococcus aureus is 96%; the antibacterial rate of sample group 13 against Escherichia coli is 92%, and the antibacterial rate against Staphylococcus aureus is 95%.

[0073] Deodorizing effect: the removal rate of sweat odor of sample group 11 is 76%; the removal rate of sweat odor of sample group 12 is 90%; the removal rate of sweat odor of sample group 13 is 88%.

[0074] Example 10

[0075] Synergistic test of different high molecular weight organic compounds combined with other ingredients

[0076] Three groups of sustainable antibacterial and odor-removing clothing samples were prepared, and the ingredients and contents were as follows:

[0077] Sample Group 14: The polylactic acid-glycolic acid copolymer was replaced with 40 parts of a polylactic acid-glycolic acid copolymer having an intrinsic viscosity of 0.3 dL / g and a molar ratio of lactic acid to glycolic acid of 70:30, and the other ingredients were the same as those in Example 1. Sample Group 15: On the basis of Example 1, 10 parts of the polylactic acid-glycolic acid copolymer (total 40 parts) were added, and the other ingredients remained unchanged. Sample Group 16: The formulation was the same as in Example 1.

[0078] The test was carried out according to the antibacterial performance test and deodorizing effect determination method of Example 3.

[0079] Antibacterial performance: The antibacterial rate of sample group 14 against Escherichia coli is 80%, and the antibacterial rate against Staphylococcus aureus is 83%; the antibacterial rate of sample group 15 against Escherichia coli is 94%, and the antibacterial rate against Staphylococcus aureus is 97%; the antibacterial rate of sample group 16 against Escherichia coli is 92%, and the antibacterial rate against Staphylococcus aureus is 95%.

[0080] Deodorizing effect: the removal rate of sweat odor of sample group 14 is 75%; the removal rate of sweat odor of sample group 15 is 91%; the removal rate of sweat odor of sample group 16 is 88%.

[0081] It can be seen from the above examples that changes in the proportions of different ingredients and the combination methods will have different degrees of influence on the antibacterial and deodorizing properties of the product. The combination of appropriate formulas can achieve a synergistic effect and further optimize product performance.

Claims

1. A sustainable antibacterial and odor-removing clothing, characterized in that: The clothing comprises the following ingredients in parts by weight: 5-8 parts of tea tree essential oil extract of plant extract A; 3-6 parts of lavender extract of plant extract B; 4-7 parts of natural antibacterial agent chitosan; 30-50 parts of high molecular organic compound polylactic acid-glycolic acid copolymer; 2-4 parts of plasticizer glycerol; 1-3 parts of organic compound C2-methyl-3-hydroxypropionic acid ethyl ester; and 2-4 parts of organic compound D4-amino-3-methoxybenzoic acid methyl ester.

2. The sustainable antibacterial and odor-removing clothing according to claim 1, characterized in that: The tea tree essential oil extract is obtained by washing and drying fresh tea tree leaves, placing them in a distillation device, adding an appropriate amount of water, performing steam distillation for 3-4 hours, collecting the distillate, separating the distillate, and drying with anhydrous sodium sulfate.

3. The sustainable antibacterial and odor-removing clothing according to claim 1, characterized in that: The lavender extract is obtained by taking dried lavender flowers, crushing them, using ethanol as a solvent, extracting them at 50-60° C. for 2-3 hours, and concentrating the extract by rotary evaporation and vacuum drying.

4. The sustainable antibacterial and odor-removing clothing according to claim 1, characterized in that: The preparation method of the organic compound C2-methyl-3-hydroxypropionic acid ethyl ester is as follows: 2-methyl-3-hydroxypropionic acid, ethanol and concentrated sulfuric acid are added to a three-necked flask equipped with a reflux condenser and a magnetic stirrer; after the reaction is completed, the reaction solution is cooled to room temperature, transferred to a separatory funnel, neutralized with a saturated sodium carbonate solution to a pH value of 7-8, the organic phase is separated, dried with anhydrous magnesium sulfate, and then distilled under reduced pressure to collect a fraction of 100-110°C / 2-3kPa to obtain 2-methyl-3-hydroxypropionic acid ethyl ester; the 2-methyl-3-hydroxypropionic acid ethyl ester is mixed with ethanol at a mass ratio of 1:3-1:5, and treated at an ultrasonic power of 200-300W for 10-15 minutes to fully disperse and evenly prepare for use.

5. The sustainable antibacterial and odor-removing clothing according to claim 1, characterized in that: The preparation method of the organic compound D4-amino-3-methoxybenzoic acid methyl ester is as follows: 4-amino-3-methoxybenzoic acid, methanol and concentrated sulfuric acid are added to a dry three-necked flask; after the reaction is completed, the reaction solution is cooled to room temperature, and the reaction solution is poured into ice water to precipitate a white solid, which is filtered by suction, and the filter cake is washed with a small amount of ice water to obtain a crude composition; the crude composition is recrystallized with ethanol to obtain high-purity 4-amino-3-methoxybenzoic acid methyl ester; the crude composition is dissolved in a small amount of propylene glycol, and heated and stirred at 40-50° C. for 15-20 minutes to completely dissolve the solid for later use.

6. The sustainable antibacterial and odor-removing clothing according to claim 1, characterized in that: The natural antibacterial agent is chitosan, the deacetylation degree of which is 80%-90% and the molecular weight is 50,000-100,000Da.

7. The sustainable antibacterial and odor-removing clothing according to claim 1, characterized in that: The high molecular organic compound is a polylactic acid-glycolic acid copolymer, the molar ratio of lactic acid to glycolic acid is 75:25-85:15, and the intrinsic viscosity is 0.5-1.0 dL / g.

8. The sustainable antibacterial and odor-removing clothing according to claim 1, characterized in that: The plasticizer is glycerol, and its purity is not less than 95%.

9. A method for preparing the sustainable antibacterial and odor-removing clothing according to any one of claims 1 to 8, characterized in that: The following steps are involved: S1: prepare plant extract A tea tree essential oil extract, plant extract B lavender extract, organic compound C 2-methyl-3-hydroxypropionic acid ethyl ester dispersion and organic compound D 4-amino-3-methoxybenzoic acid methyl ester solution respectively; S2: premix the natural antibacterial agent chitosan, plasticizer glycerol and the high molecular organic compound polylactic acid-glycolic acid copolymer in a high-speed mixer for 5-10 minutes, and then add the premix into a twin-screw extruder for uniform mixing; S3: add the prepared plant extract A, plant extract B and the treated organic compound C dispersion and organic compound D solution into the above blend through a metering pump, and continue stirring for 10-15 minutes to fully mix the components; S4: The mixed materials are made into the required clothing by extrusion molding or injection molding.

10. Use of the sustainable antibacterial and odor-removing clothing according to any one of claims 1 to 8 in the field of antibacterial and odor-removing, which is used for underwear, shoes and socks.