Preparation method and application of hydrophilic antibacterial silicone oil

Abstract

The invention relates to the field of silicone oil preparation, in particular to a preparation method and application of hydrophilic antibacterial silicone oil, and the preparation method of the hydrophilic antibacterial silicone oil comprises the following steps: S1, adding N, N, N ', N'-tetramethyl-1, 6-hexamethylenediamine and acetic acid into isopropyl alcohol, stirring at room temperature to obtain a solution, adding a double-end epoxy end-capping agent into isopropyl alcohol, stirring at room temperature, adding the solution, stirring at room temperature to obtain a hydrophilic antibacterial silicone oil solution; heating and reacting to obtain a tertiary amine intermediate; s2, adding the tertiary amine intermediate obtained in the step S1, epoxy-terminated polyether silicone oil and a modifier into isopropanol, heating for reaction, and drying to obtain hydrophilic silicone oil; and S3, adding the hydrophilic silicone oil obtained in the step S2 and silver nitrate into water, stirring at room temperature, and drying to obtain the hydrophilic antibacterial silicone oil. The hydrophilic antibacterial silicone oil prepared by the invention has excellent antibacterial performance, hydrophilic performance and heat resistance, and can be used in the fields of cosmetics, medicines, textiles and coatings.

Description

Technical Field

[0001] The present invention relates to the field of silicone oil preparation, and specifically relates to a preparation method and application of a hydrophilic antibacterial silicone oil. Background Art

[0002] As a common organosilicon compound, silicone oil is widely used in fields such as cosmetics, medicine, textiles, coatings, etc. However, traditional silicone oil has hydrophobicity, which limits its application in some hydrophilic environments. In addition, with the improvement of people's requirements for hygiene and health, endowing silicone oil with antibacterial properties has become a research hotspot. Therefore, developing a silicone oil with both hydrophilicity and antibacterial properties has important application value. This new type of silicone oil can not only overcome the hydrophobicity limitation of traditional silicone oil, but also maintain good performance in wet or hydrophilic environments. For example, in the medical field, hydrophilic antibacterial silicone oil can be used in burn dressings, which can not only keep the wound moist and promote healing, but also effectively inhibit bacterial growth. In cosmetics, this silicone oil can be used to develop moisturizing products with antibacterial functions, meeting the dual needs of consumers for health and efficacy. In addition, the application of antibacterial silicone oil in textiles also has great potential. By endowing fabrics with antibacterial properties, it can reduce bacterial growth, reduce odors, and at the same time maintain the softness and hydrophilicity of the fabrics. In the coating field, hydrophilic antibacterial silicone oil can be used to develop antibacterial coatings, which are suitable for the surfaces of public facilities and medical devices, effectively preventing the spread of bacteria.

[0003] Patent CN112062965A discloses a long-chain alkyl and zwitterionic co-modified antibacterial silicone oil emulsion and its preparation method. A hydrophilic antibacterial silicone oil is prepared by reacting a long-chain alkyl and amino-modified silicone oil with 1,3-propane sultone or 1,4-butane sultone, and then emulsifying it to obtain a long-chain alkyl and zwitterionic co-modified antibacterial silicone oil emulsion. The antibacterial silicone oil emulsion disclosed in this invention can improve the interaction between silicone oil and fabrics, enhance water resistance, improve the hand feeling and hydrophilicity of fabrics, and at the same time reduce the yellowing degree of fabrics, and also endow fabrics with the property of antiviral and antibacterial adsorption. However, the long-chain alkane structure on the silicone oil reduces its hydrophilicity.

[0004] Patent CN102505494A discloses a silver-loaded antibacterial amino silicone oil fabric finishing agent and its preparation method. The steps are as follows: First, prepare an amino silicone oil emulsion by oneself; prepare a solution by mixing an anionic modifier with water; prepare a solution by mixing a catalyst with water; then add the amino silicone oil emulsion and the catalyst aqueous solution into a dry reactor. Under the protection of nitrogen and stirring conditions, gradually add the anionic modifier aqueous solution dropwise into the reactor, and keep the temperature at 40°C - 99°C for 0.5 - 100 hours to obtain the target product; finally, adjust the pH of the obtained target product to 1 - 7 with a pH regulator, and add an aqueous silver nitrate solution, and stir evenly. The silver-loaded series of amino silicone oil antibacterial softeners prepared by this invention have a low silver ion concentration, are friendly and harmless to humans and the environment, have a significant antibacterial effect, low production cost, simple reaction steps, mild reaction conditions, and are easy to be industrially produced. However, the antibacterial mechanism of silver ions is relatively single, which easily increases the drug resistance of bacteria and then reduces the antibacterial effect.

[0005] Therefore, there is an urgent need in the market for a hydrophilic antibacterial silicone oil with excellent antibacterial and hydrophilic properties. Summary of the Invention

[0006] Aiming at the problems existing in the prior art, the purpose of the present invention is to develop a hydrophilic antibacterial silicone oil with excellent antibacterial, hydrophilic and heat-resistant properties.

[0007] In order to achieve the above purpose, the technical solutions adopted by the present invention are as follows:

[0008] On the one hand, the present invention provides a preparation method of a hydrophilic antibacterial silicone oil, which comprises the following steps:

[0009] S1. Add N,N,N',N'-tetramethyl-1,6-hexanediamine and acetic acid into isopropanol and stir at room temperature for 20 - 30 min to obtain a solution. Add a double-ended epoxy capping agent into isopropanol and stir at room temperature for 20 - 30 min, then add the solution, and raise the temperature to 75 - 90°C and react for 3 - 5 h to obtain a tertiary amine intermediate;

[0010] S2. Add the tertiary amine intermediate obtained in step S1, an end-epoxy polyether silicone oil, a modifier, and triethylamine into isopropanol, raise the temperature to 85 - 95°C and react for 5 - 7 h, and then dry to obtain a hydrophilic silicone oil;

[0011] S3. Add the hydrophilic silicone oil obtained in step S2 and silver nitrate into water, stir at room temperature for 8 - 10 h, and then dry to obtain a hydrophilic antibacterial silicone oil.

[0012] This application has developed a preparation method of hydrophilic antibacterial silicone oil. First, N,N,N',N'-tetramethyl-1,6-hexanediamine, acetic acid and a double-end epoxy capping agent are reacted to obtain a tertiary amine intermediate, and then it is reacted with an end-epoxy polyether silicone oil and a modifier to obtain a hydrophilic silicone oil. Finally, the hydrophilic silicone oil is reacted with silver nitrate to obtain the hydrophilic antibacterial silicone oil. The preparation method is simple, and the prepared hydrophilic antibacterial silicone oil has excellent antibacterial, hydrophilic and heat-resistant properties.

[0013] In some embodiments, the double-end epoxy capping agent is 1,3-bis(3-glycidoxypropyl)tetramethyldisiloxane.

[0014] Preferably, the mass ratio of N,N,N',N'-tetramethyl-1,6-hexanediamine to acetic acid is 1:(0.25 - 0.4).

[0015] In some embodiments, the mass ratio of N,N,N',N'-tetramethyl-1,6-hexanediamine to the double-end epoxy capping agent is 1:(1.4 - 1.8).

[0016] By limiting the ratio of N,N,N',N'-tetramethyl-1,6-hexanediamine to the double-end epoxy capping agent in this application, the antibacterial, hydrophilic and heat-resistant properties of the hydrophilic antibacterial silicone oil can be improved. This may be because the tertiary amine groups on the tertiary amine intermediate formed under this ratio can be exposed at both ends, making it easier to react with epoxy groups, which is conducive to the formation of more quaternary ammonium salt groups, increasing the chain segment length and the content of quaternary ammonium salt of the hydrophilic silicone oil, and thus improving the antibacterial and heat-resistant properties of the hydrophilic antibacterial silicone oil.

[0017] In some embodiments, the preparation method of the modifier comprises the following steps:

[0018] A1. Add mercaptoacetic acid and lithium hydroxide to a double-epoxy-capped polyether, heat to 100 - 150 °C and stir for 2 - 3 h to obtain a compound;

[0019] A2. Add the compound obtained in step A1 and ethylene glycol to a solvent, add a catalyst, heat to 80 - 90 °C and react for 2 - 4 h, and dry to obtain the modifier.

[0020] In this application, by reacting thioglycolic acid with a diepoxy-terminated polyether and then reacting the resulting compound with ethylene glycol, the polyether groups contained in the modifier can increase the content of hydrophilic segments in the hydrophilic antibacterial silicone oil, further enhancing the hydrophilic property of the hydrophilic antibacterial silicone oil. The sulfur atoms on the modifier can complex silver ions, enabling the hydrophilic antibacterial silicone oil to contain both quaternary ammonium salts and silver ions simultaneously. The quaternary ammonium salts can interact with the negative charges of the bacterial cell membrane through their positive charges, adsorb and penetrate the cell membrane, disrupt the integrity of the cell membrane, cause the leakage of cell contents, and thus kill bacteria. Silver ions can further damage the cell structure by generating reactive oxygen species. The two play a synergistic role to further enhance the antibacterial property of the hydrophilic antibacterial silicone oil. Moreover, during the process of complexing silver ions, the sulfur atoms generate a cross-linked structure between the segments of the hydrophilic antibacterial silicone oil, further enhancing the heat resistance of the hydrophilic antibacterial silicone oil.

[0021] In some embodiments, the number-average molecular weight of the diepoxy-terminated polyether is 400 - 800.

[0022] By limiting the molecular weight of the polyether in this application, the heat resistance and antibacterial property of the hydrophilic antibacterial silicone oil can be improved. This may be because the length of the polyether segment affects the complexation of silver ions by sulfur atoms. Polyethers with a molecular weight outside the limited range may reduce the silver ion content and cross-linked structure on the hydrophilic antibacterial silicone oil, affecting the heat resistance and antibacterial property of the hydrophilic antibacterial silicone oil.

[0023] In some embodiments, the mass ratio of the diepoxy-terminated polyether to thioglycolic acid is 1:(0.05 - 0.15).

[0024] In some embodiments, the mass ratio of the compound to ethylene glycol in step A2 is 1:(0.04 - 0.1).

[0025] By limiting the ratios of the diepoxy-terminated polyether to thioglycolic acid and the compound to ethylene glycol in this application, the antibacterial property, hydrophilic property, and heat resistance of the hydrophilic antibacterial silicone oil can be improved. This may be because the residual carboxylic acid groups in the system will affect the reaction between the epoxy groups and the tertiary amine groups, reducing the segment length and the content of antibacterial groups of the hydrophilic antibacterial silicone oil, and thus affecting the antibacterial property, hydrophilic property, and heat resistance of the hydrophilic antibacterial silicone oil.

[0026] In some embodiments, the mass ratio of the tertiary amine intermediate, modifier, and terminal epoxy polyether silicone oil in step S2 is 1:(0.05 - 0.2):(4 - 8).

[0027] In some embodiments, the mass ratio of the hydrophilic silicone oil to silver nitrate in step S3 is 1:(0.05 - 0.15).

[0028] By defining the ratios of the tertiary amine intermediate, the modifier, the terminal epoxy polyether silicone oil, and the hydrophilic silicone oil to silver nitrate, the present application can improve the antibacterial, heat resistance, and hydrophilic properties of the hydrophilic antibacterial silicone oil. This may be because the polyether segments, silver ions, and quaternary ammonium salts on the hydrophilic antibacterial silicone oil are more evenly distributed and more likely to form a complex network structure, further enhancing the hydrophilic, antibacterial, and heat resistance properties of the hydrophilic antibacterial silicone oil.

[0029] On the other hand, the present invention provides the application of the above-mentioned hydrophilic antibacterial silicone oil in the fields of daily chemical products, medicine, textiles, and coatings.

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

[0031] 1. The present invention develops a preparation method of a hydrophilic antibacterial silicone oil. By first reacting N,N,N',N'-tetramethyl-1,6-hexanediamine, acetic acid with a double-terminal epoxy capping agent to obtain a tertiary amine intermediate, and then reacting it with a terminal epoxy polyether silicone oil and a modifier to obtain a hydrophilic silicone oil, and finally reacting the hydrophilic silicone oil with silver nitrate to obtain a hydrophilic antibacterial silicone oil, which has the characteristics of simple preparation method, excellent antibacterial, hydrophilic, and heat resistance properties.

[0032] 2. The present invention reacts mercaptoacetic acid with a double-epoxy-terminated polyether, and then reacts the obtained compound with ethylene glycol. The polyether group contained in the obtained modifier can increase the content of hydrophilic segments on the hydrophilic antibacterial silicone oil, thereby improving the hydrophilic property of the hydrophilic antibacterial silicone oil.

[0033] 3. The sulfur atoms on the modifier prepared by the present invention can complex silver ions, so that the hydrophilic antibacterial silicone oil contains both quaternary ammonium salts and silver ions. The two play a synergistic role to further improve the antibacterial property of the hydrophilic antibacterial silicone oil. And during the process of complexing silver ions by sulfur atoms, a cross-linked structure is generated between the segments of the hydrophilic antibacterial silicone oil, further enhancing the heat resistance of the hydrophilic antibacterial silicone oil. Specific Embodiments

[0034] The following will illustrate the present invention in combination with specific implementation examples. It should be noted that the following examples are examples of the present invention, only used to illustrate the present invention, and not to limit the present invention. Other combinations and various improvements within the concept of the present invention can be made without departing from the main idea or scope of the present invention.

[0035] In the following preparation examples and examples, the compounds and related reagents used are all commercially available. Among them, the number-average molecular weight of the double-epoxy-terminated polyether-1 is 600; the number-average molecular weight of the double-epoxy-terminated polyether-2 is 1000, purchased from Wuhan Beileye Biomedical Technology Co., Ltd.; the number-average molecular weight of the terminal epoxy polyether silicone oil is 9000.

[0036] Preparation Example 1

[0037] Preparation method of modifier-1, comprising the following steps:

[0038] A1. Add 2 g of mercaptoacetic acid and 0.1 g of lithium hydroxide to 20 g of diepoxy-terminated polyether-1, heat up to 125 °C and stir for 2.5 h to obtain a compound;

[0039] A2. Add 10 g of the compound obtained in step A1 and 0.7 g of ethylene glycol to 30 g of DMF, add 0.1 g of 85 wt% sulfuric acid, heat up to 85 °C and react for 3 h, and dry to obtain modifier-1.

[0040] Preparation Example 2

[0041] Preparation method of modifier-2, the specific implementation method is the same as that of Preparation Example 1, the difference is that diepoxy-terminated polyether-1 is equally replaced by diepoxy-terminated polyether-2.

[0042] Preparation Example 3

[0043] Preparation method of modifier-3, the specific implementation method is the same as that of Preparation Example 1, the difference is that the addition amount of mercaptoacetic acid is 4 g.

[0044] Preparation Example 4

[0045] Preparation method of modifier-4, the specific implementation method is the same as that of Preparation Example 1, the difference is that the addition amount of ethylene glycol is 0.2 g.

[0046] Example 1

[0047] A preparation method of hydrophilic antibacterial silicone oil, comprising the following steps:

[0048] S1. Add 10 g of N,N,N',N'-tetramethyl-1,6-hexanediamine and 3 g of acetic acid to 30 g of isopropanol, stir at room temperature for 25 min to obtain a solution, add 16 g of 1,3-bis(3-glycidoxypropyl)tetramethyldisiloxane to 30 g of isopropanol, stir at room temperature for 25 min, and dropwise add the solution at a rate of 1 g / min, heat up to 80 °C and react for 4 h to obtain a tertiary amine intermediate;

[0049] S2. Add 10 g of the tertiary amine intermediate obtained in step S1, 60 g of terminal epoxy polyether silicone oil, 1 g of modifier-1, and 0.1 g of triethylamine to 100 g of isopropanol, heat up to 90 °C and react for 6 h, and dry to obtain hydrophilic silicone oil;

[0050] S3. Add 10 g of the hydrophilic silicone oil obtained in step S2 and 1 g of silver nitrate to 50 g of deionized water, stir at room temperature for 9 h, and dry to obtain hydrophilic antibacterial silicone oil.

[0051] Example 2

[0052] A preparation method of a hydrophilic antibacterial silicone oil, comprising the following steps:

[0053] S1. Add 10 g of N,N,N',N'-tetramethyl-1,6-hexanediamine and 2.5 g of acetic acid to 30 g of isopropanol, stir at room temperature for 20 min to obtain a solution. Add 14 g of 1,3-bis(3-glycidyletheroxypropyl)tetramethyldisiloxane to 30 g of isopropanol, stir at room temperature for 20 min, and dropwise add the solution at a rate of 1 g / min. Heat up to 75 °C and react for 5 h to obtain a tertiary amine intermediate;

[0054] S2. Add 10 g of the tertiary amine intermediate obtained in step S1, 40 g of terminal epoxy polyether silicone oil, 0.5 g of modifier-1, and 0.1 g of triethylamine to 100 g of isopropanol, heat up to 85 °C and react for 7 h, then dry to obtain a hydrophilic silicone oil;

[0055] S3. Add 10 g of the hydrophilic silicone oil obtained in step S2 and 0.5 g of silver nitrate to 50 g of deionized water, stir at room temperature for 8 h, and dry to obtain a hydrophilic antibacterial silicone oil.

[0056] Example 3

[0057] A preparation method of a hydrophilic antibacterial silicone oil, comprising the following steps:

[0058] S1. Add 10 g of N,N,N',N'-tetramethyl-1,6-hexanediamine and 4 g of acetic acid to 30 g of isopropanol, stir at room temperature for 30 min to obtain a solution. Add 18 g of 1,3-bis(3-glycidyletheroxypropyl)tetramethyldisiloxane to 30 g of isopropanol, stir at room temperature for 30 min, and dropwise add the solution at a rate of 1 g / min. Heat up to 90 °C and react for 3 h to obtain a tertiary amine intermediate;

[0059] S2. Add 10 g of the tertiary amine intermediate obtained in step S1, 80 g of terminal epoxy polyether silicone oil, 2 g of modifier-1, and 0.1 g of triethylamine to 100 g of isopropanol, heat up to 95 °C and react for 5 h, then dry to obtain a hydrophilic silicone oil;

[0060] S3. Add 10 g of the hydrophilic silicone oil obtained in step S2 and 1.5 g of silver nitrate to 50 g of deionized water, stir at room temperature for 10 h, and dry to obtain a hydrophilic antibacterial silicone oil.

[0061] Example 4

[0062] A preparation method of a hydrophilic antibacterial silicone oil, the specific implementation manner is the same as that of Example 1, the difference is that the addition amount of 1,3-bis(3-glycidyletheroxypropyl)tetramethyldisiloxane is 20 g.

[0063] Example 5

[0064] A preparation method of a hydrophilic antibacterial silicone oil, the specific implementation manner is the same as that of Example 1, the difference is that the addition amount of modifier-1 is 0.3 g.

[0065] Example 6

[0066] A preparation method of a hydrophilic antibacterial silicone oil, the specific implementation manner is the same as that of Example 1, the difference is that the addition amount of terminal epoxy polyether silicone oil is 90 g.

[0067] Example 7

[0068] A preparation method of a hydrophilic antibacterial silicone oil, the specific implementation manner is the same as that of Example 1, the difference is that the addition amount of silver nitrate is 0.3 g.

[0069] Example 8

[0070] A preparation method of a hydrophilic antibacterial silicone oil, the specific implementation manner is the same as that of Example 1, the difference is that modifier-1 is replaced with modifier-2 in equal amounts.

[0071] Example 9

[0072] A preparation method of a hydrophilic antibacterial silicone oil, the specific implementation manner is the same as that of Example 1, the difference is that modifier-1 is replaced with modifier-3 in equal amounts.

[0073] Example 10

[0074] A preparation method of a hydrophilic antibacterial silicone oil, the specific implementation manner is the same as that of Example 1, the difference is that modifier-1 is replaced with modifier-4 in equal amounts.

[0075] Comparative Example 1

[0076] A preparation method of a hydrophilic antibacterial silicone oil, comprising the following steps:

[0077] S1. Add 10 g of N,N,N',N'-tetramethyl-1,6-hexanediamine and 3 g of acetic acid to 30 g of isopropanol, stir at room temperature for 25 min to obtain a solution, add 16 g of 1,3-bis(3-glycidyletheroxypropyl)tetramethyldisiloxane to 30 g of isopropanol, stir at room temperature for 25 min, dropwise add the solution at a rate of 1 g / min, and raise the temperature to 80 °C and react for 4 h to obtain a tertiary amine intermediate;

[0078] S2. Add 10 g of the tertiary amine intermediate obtained in step S1 and 60 g of terminal epoxy polyether silicone oil to 100 g of isopropanol, raise the temperature to 90 °C and react for 6 h, and dry to obtain a hydrophilic antibacterial silicone oil;

[0079] S3. Add 10 g of the hydrophilic silicone oil obtained in step S2 and 1 g of silver nitrate to 50 g of deionized water, stir at room temperature for 9 h, and dry to obtain a hydrophilic antibacterial silicone oil.

[0080] Performance Test

[0081] (1) Specimen Preparation

[0082] Add the hydrophilic antibacterial silicone oil prepared in each example and comparative example into deionized water. The dosage of the hydrophilic antibacterial silicone oil is 40 g / L to obtain each impregnating solution. Take cotton towels of the same size and put them into each impregnating solution. Immerse them at 40°C for 20 min, dehydrate, dry at 100°C, bake at 160°C for 2 min, and then let them regain moisture for 4 h to obtain each sample.

[0083] (2) Performance Test

[0084] Hydrophilicity Performance Test: According to HG / T 4917-2016, drop water vertically from a height of 1 cm onto the surface of each sample, and use a high-speed camera to record the complete penetration time of the water droplet to judge the hydrophilicity of each sample.

[0085] Antibacterial Performance Test: According to GB / T 20944.3-2008, use the oscillation method to determine the antibacterial effects of each sample against Escherichia coli and Staphylococcus aureus.

[0086] The test results are shown in Table 1:

[0087] Table 1

[0088] Group Hydrophilicity / second Inhibitory rate against Escherichia coli / % Inhibitory rate against Staphylococcus aureus / % Example 1 0.5 98.31 99.99 Example 2 0.6 98.27 99.99 Example 3 0.6 98.22 99.99 Example 4 0.8 97.56 98.78 Example 5 1 96.84 98.21 Example 6 1 96.76 98.03 Example 7 0.9 97.15 98.37 Example 8 0.8 97.54 98.73 Example 9 0.9 97.37 98.52 Example 10 0.9 97.26 98.46 Comparative Example 1 1.2 95.21 96.54

[0089] As can be seen from the data in Table 1, the hydrophilic and antibacterial silicone oils prepared in Examples 1-3 still have excellent hydrophilic and antibacterial properties after high-temperature baking. From the comparison between Example 4 and Example 1, it can be seen that changing the ratio of N,N,N',N'-tetramethyl-1,6-hexanediamine to the double-end epoxy capping agent may make the tertiary amine groups on the tertiary amine intermediate not easily exposed at both ends, resulting in poor reactivity between the tertiary amine intermediate and the epoxy group, and thus leading to a decrease in the hydrophilic and antibacterial properties of the hydrophilic and antibacterial silicone oil; from the comparison between Examples 5, 6, 7 and Example 1, it can be seen that changing the ratio of the tertiary amine intermediate, the modifier to the terminal epoxy polyether silicone oil or the hydrophilic silicone oil to silver nitrate may make the polyether chain segments, silver ions and quaternary ammonium salts on the hydrophilic and antibacterial silicone oil unevenly distributed, making it difficult to form a complex network structure in the hydrophilic silicone oil, affecting its heat resistance and the antibacterial synergistic effect between the quaternary ammonium salt and silver ions, and thus making the hydrophilic and antibacterial properties of the hydrophilic and antibacterial silicone oil worse; from the comparison between Example 8 and Example 1, it can be seen that changing the molecular weight of the double-epoxy-terminated polyether will affect the complexation of sulfur atoms with silver ions, and thus lead to a decrease in the hydrophilic and antibacterial properties of the hydrophilic and antibacterial silicone oil; from the comparison between Examples 9, 10 and Example 1, it can be seen that after changing the ratio of the double-epoxy-terminated polyether to mercaptoacetic acid or the compound to ethylene glycol, the residual carboxylic acid groups in the system will affect the reaction between the epoxy group and the tertiary amine group, reducing the chain length and the content of antibacterial groups of the hydrophilic and antibacterial silicone oil, and thus making the antibacterial and hydrophilic properties of the hydrophilic and antibacterial silicone oil worse; from the comparison between Comparative Example 1 and Example 1, it can be seen that the hydrophilic and antibacterial silicone oil without the modifier has poor hydrophilic and antibacterial properties.

[0090] Finally, it should be noted that the above specific embodiments are only used to illustrate the technical solutions of the present invention and are not intended to limit them. Although the present invention has been described in detail with reference to the examples, those of ordinary skill in the art should understand that the technical solutions of the present invention can be modified or equivalently replaced without departing from the spirit and scope of the technical solutions of the present invention, and they should all be covered within the scope of the claims of the present invention.

Claims

1. A preparation method of a hydrophilic antibacterial silicone oil, characterized in that, It includes the following steps: S1. Add N,N,N',N'-tetramethyl-1,6-hexanediamine and acetic acid into isopropanol, stir at room temperature for 20 - 30 min to obtain a solution. Add the double-ended epoxy capping agent into isopropanol, stir at room temperature for 20 - 30 min, then add the solution, heat up to 75 - 90 °C and react for 3 - 5 h to obtain a tertiary amine intermediate; S2. Add the tertiary amine intermediate obtained in step S1, terminal epoxy polyether silicone oil, modifier, and triethylamine into isopropanol, heat up to 85 - 95 °C and react for 5 - 7 h, then dry to obtain hydrophilic silicone oil; S3. Add the hydrophilic silicone oil obtained in step S2 and silver nitrate into water, stir at room temperature for 8 - 10 h, then dry to obtain hydrophilic antibacterial silicone oil.

2. The preparation method of the hydrophilic antibacterial silicone oil according to claim 1, characterized in that, The double-ended epoxy capping agent is 1,3-bis(3-glycidylethoxypropyl)tetramethyldisiloxane.

3. The preparation method of the hydrophilic antibacterial silicone oil according to claim 1, wherein, The mass ratio of N,N,N',N'-tetramethyl-1,6-hexanediamine to the double-ended epoxy capping agent is 1:(1.4 - 1.8).

4. The preparation method of the hydrophilic antibacterial silicone oil according to claim 1, characterized in that, The preparation method of the modifier includes the following steps: A1. Add mercaptoacetic acid and lithium hydroxide into double epoxy-capped polyether, heat up to 100 - 150 °C and stir for 2 - 3 h to obtain a compound; A2. Add the compound obtained in step A1 and ethylene glycol into a solvent, add a catalyst, heat up to 80 - 90 °C and react for 2 - 4 h, then dry to obtain the modifier.

5. The preparation method of the hydrophilic antibacterial silicone oil according to claim 4, wherein The number-average molecular weight of the double epoxy-capped polyether is 400 - 800.

6. The preparation method of the hydrophilic antibacterial silicone oil according to claim 4, characterized in that, The mass ratio of the double epoxy-capped polyether to mercaptoacetic acid is 1:(0.05 - 0.15).

7. The preparation method of the hydrophilic antibacterial silicone oil according to claim 4, wherein, The mass ratio of the compound to ethylene glycol in step A2 is 1:(0.04 - 0.1).

8. The preparation method of the hydrophilic antibacterial silicone oil according to claim 1, characterized in that, In step S2, the mass ratio of the tertiary amine intermediate, modifier, and terminal epoxy polyether silicone oil is 1:(0.05 - 0.2):(4 - 8).

9. The preparation method of the hydrophilic antibacterial silicone oil according to claim 1, characterized in that In step S3, the mass ratio of the hydrophilic silicone oil to silver nitrate is 1:(0.05 - 0.15).

10. Use of the hydrophilic antibacterial silicone oil obtained by the preparation method according to any one of claims 1-9, characterized in that, The application of the hydrophilic antibacterial silicone oil in the fields of daily chemical products, medicine, textile, and coating.