Modified amino silicon oil as well as preparation method and application thereof

Abstract

The invention provides modified amino silicon oil as well as a preparation method and application thereof, and belongs to the technical field of silicon oil. The polymer has a structure shown in the following formula: R is a C8-18 alkyl chain, ngt; 0, mgt; 0. A polyhydroxy structure and a polyamide structure are adopted, hydrophilicity is high, the proportion of organic silicon chain segments in the silicone oil structure is high, textiles, fibers and leather can be endowed with unique soft and smooth hand feeling, good stability can be obtained, durability can be improved, yellowing can be reduced, the roll sticking rate can be reduced, and the silicone oil has wide application prospects.

Description

Technical Field

[0001] The present invention relates to the technical field of silicone oils, and in particular to a modified amino silicone oil, a preparation method thereof, and an application thereof. Background Art

[0002] With improved living standards, people are placing higher demands on fabric comfort. In addition to a soft, smooth, and fluffy feel, fabrics are also required to possess a certain degree of hydrophilicity that does not affect their moisture absorption and perspiration wicking properties. This is particularly important for increasing the value of textiles. Consequently, research on modified silicone oils is increasingly trending towards multifunctionality. Common silicone oil modifications include amino, epoxy, and polyether modifications. Amino silicone oils are widely used as softeners in the textile industry, including weaving, dyeing, finishing, and sewing. They are an indispensable raw material for the high value-added and functionalization of natural fiber products (such as cotton, linen, silk, and wool) and synthetic fiber products (such as polyester, polyamide, and polyacrylonitrile). While amino silicone oils and modified amino silicone oils impart a distinctive feel to fabrics, amino or polyether modifications have drawbacks such as yellowing, poor stability, and poor softness. Furthermore, the hydrophilic polyether groups directly distributed on the polysiloxane chain significantly affect the flexibility and film-forming properties of the polysiloxane chain, resulting in a poor finish. In order to balance hydrophilicity and hand feel, the structure of silicone oil needs to be comprehensively designed.

[0003] Chinese patent application CN109180949A discloses a hydrophilic amino silicone oil with a comb-like structure. The side chain polyether segments of the amino silicone oil are evenly distributed in a comb-like shape and are connected to the quaternary ammonium salt. This has little effect on the flexibility of the polysiloxane segments and is not easily completely covered by the polysiloxane segments, thereby improving the hydrophilicity of the silicone oil. However, the amino, polyether, and siloxane segments are all distributed on the main chain, the proportion of silicone segments is low, and the hand feel is poor.

[0004] Chinese patent CN113501962B discloses a low-yellowing hydrophilic block polyether amino silicone oil and its preparation method. By introducing a quaternary ammonium salt structure to replace the original primary and secondary amine structure, a long-chain alkyl group is introduced into the main chain to coordinately improve the yellowing performance and hydrophilic properties. However, further improvement is needed in terms of improving the fabric feel. Summary of the Invention

[0005] The present invention aims to provide a modified amino silicone oil, a preparation method thereof, and an application thereof. The modified amino silicone oil adopts a polyhydroxy structure and a polyamide structure, has strong hydrophilicity, and has a high proportion of organic silicon segments in the silicone oil structure. It can give textiles, fibers, and leather a unique soft and smooth feel, and can also obtain good stability, improve durability, reduce yellowing, and reduce roller sticking rate, and has broad application prospects.

[0006] The technical solution of the present invention is achieved as follows:

[0007] The present invention provides a modified amino silicone oil having a structure as shown in Formula I:

[0008]

[0009] Wherein, R=C8-18 alkyl chain, n>0, m>0.

[0010] As a further improvement of the present invention, the following steps are included:

[0011] S1. Citric acid and p-methoxyaniline undergo a dehydration condensation reaction, followed by demethylation in the presence of boron tribromide. The methyl group then undergoes a dehydration condensation reaction with the silane coupling agent KH602 to produce intermediate 1, the structure of which is as follows:

[0012] S2. Vinyldimethylsilanol and hexamethylcyclotrisiloxane are reacted in the presence of catalyst 1 to prepare α-vinyl-ω-hydroxypolydimethylsiloxane, the structure of which is as follows:

[0013] S3. α-vinyl-ω-hydroxy polydimethylsiloxane, alkyl halide and base are reacted in the presence of to obtain intermediate 2, the structure of which is as follows:

[0014] S4. Octamethylcyclotetrasiloxane, intermediate 1, and 1,1,3,3-tetramethyldisiloxane are mixed and reacted in the presence of catalyst 2 to obtain a terminal hydrogen-containing amino silicone oil having the following structure:

[0015] S5. The terminal hydrogen-containing amino silicone oil and the intermediate 2 are mixed, and stirred to react in the presence of a catalyst 3 to obtain a product.

[0016] As a further improvement of the present invention, the molar ratio of citric acid to p-anisidine in step S1 is 1-1.02:2, EDC (1-ethyl-3-(3-dimethylaminopropyl)carbodiimide) and NHS (N-hydroxysuccinimide) are added during the dehydration condensation reaction, and the demethylation reaction temperature is 15-20° C. and the reaction time is 3-5 h.

[0017] As a further improvement of the present invention, the catalyst 1 in step S2 is DBU (1,8-diazabicyclo[5.4.0]undec-7-ene).

[0018] As a further improvement of the present invention, in step S2, the mass ratio of vinyldimethylsilanol, hexamethylcyclotrisiloxane and catalyst is 10:55-57:1.2-1.6, and the reaction time is 4-6 hours.

[0019] As a further improvement of the present invention, the mass ratio of the α-vinyl-ω-hydroxypolydimethylsiloxane, the alkyl halide and the base in step S3 is 10:2-3:3-4, the base is selected from at least one of triethylamine, diethylamine, and ethylenediamine, the alkyl halide is selected from at least one of 1-chlorooctane, 1-bromooctane, 1-chlorononane, 1-bromononane, 1-chlorodecane, 1-bromodecane, 1-chloroundecane, 1-bromodecane, 1-chlorododecane, 1-bromododecane, 1-chlorotetradecane, 1-bromodetradecane, 1-chlorohexadecane, 1-bromohexadecane, 1-chlorooctadecane, and 1-bromooctadecane, the reaction temperature is 50-60° C., and the reaction time is 3-5 h.

[0020] As a further improvement of the present invention, the catalyst 2 in step S4 is tetramethylammonium hydroxide.

[0021] As a further improvement of the present invention, in step S4, the mass ratio of octamethylcyclotetrasiloxane, intermediate 1, 1,1,3,3-tetramethyldisiloxane, and catalyst 2 is 45-55:12-15:8-13:0.05-0.1, the reaction temperature is 100-120° C., and the reaction time is 4-6 h.

[0022] As a further improvement of the present invention, in step S5, the mass ratio of the terminal hydrogenated amino silicone oil, the intermediate 2, and the catalyst 3 is 10:3-5:0.0001-0.00015, the catalyst 3 is chloroplatinic acid, the reaction temperature is 55-65° C., and the reaction time is 0.5-1.5 h.

[0023] The present invention provides a method for preparing a modified amino silicone oil, comprising the following steps:

[0024] S1. Citric acid and p-methoxyaniline undergo a dehydration condensation reaction, followed by demethylation in the presence of boron tribromide, followed by a dehydration condensation reaction with a silane coupling agent, KH602, to produce intermediate 1. The synthetic route is as follows:

[0025]

[0026] S2. Vinyldimethylsilanol and hexamethylcyclotrisiloxane were reacted in the presence of catalyst 1 to obtain α-vinyl-ω-hydroxypolydimethylsiloxane; the synthesis route is as follows:

[0027]

[0028] S3. The intermediate 2 is prepared by reacting α-vinyl-ω-hydroxy polydimethylsiloxane, an alkyl halide and a base in the presence of the reaction; the synthesis route is as follows:

[0029]

[0030] S4. Octamethylcyclotetrasiloxane, intermediate 1, and 1,1,3,3-tetramethyldisiloxane were mixed and reacted in the presence of catalyst 2 to obtain a terminal hydrogen-containing amino silicone oil; the synthesis route is as follows:

[0031]

[0032] S5. Mix the terminal hydrogen-containing amino silicone oil and intermediate 2, and stir the reaction in the presence of catalyst 3 to obtain the product. The synthesis route is as follows:

[0033]

[0034] The present invention further protects the use of the modified amino silicone oil in the preparation of a lubricant and a softener.

[0035] The present invention has the following beneficial effects:

[0036] The core reason why fabrics tend to yellow after being treated with amino silicone oil is that amino groups (especially primary amino groups) are easily oxidized (such as oxygen in the air and free radicals during high-temperature processing) to generate chromophores (such as imines and quinones). Therefore, the present invention replaces straight-chain primary amino groups with secondary amino groups. The substituents on the N atom of the secondary amino group increase steric hindrance and reduce contact with oxygen. At the same time, electron-donating groups such as phenyl groups are introduced into the secondary amino substituent groups to reduce the electronegativity of the N atom through electronic effects, inhibiting oxidation reactions. Carbonyl groups are introduced into the side chain, and their steric hindrance further hinders the oxidation of amino groups, forming an "amino-antioxidant group" synergistic protection structure to reduce yellowing.

[0037] Roller sticking is caused by excessively high surface energy of silicone oil after film formation, too strong adhesion to equipment (metal roller), or too high molecular weight resulting in excessively thick film. The present invention uses long-chain alkyl end-capping to reduce contact with polar equipment through hydrophobic effect, thereby reducing the roll sticking rate and providing a better feel.

[0038] The present invention adopts a polyhydroxy structure and a polyamide structure, has strong hydrophilicity, and has a high proportion of organic silicon segments in the silicone oil structure, which can give textiles, fibers, and leather a unique soft and smooth feel, and can obtain good stability, improve durability, reduce yellowing, and reduce roller sticking rate, and has broad application prospects. DETAILED DESCRIPTION

[0039] The following is a clear and complete description of the technical solutions in the embodiments of the present invention. Obviously, the embodiments described are only some embodiments of the present invention, not all embodiments. Based on the embodiments of the present invention, all other embodiments obtained by ordinary technicians in this field without making any creative efforts are within the scope of protection of the present invention.

[0040] Example 1

[0041] This embodiment provides a method for preparing a modified amino silicone oil, comprising the following steps:

[0042] S1. Add 0.1 mol of citric acid to 200 mL of tetrahydrofuran, add 0.2 mol of EDC and 0.2 mol of NHS, stir and activate for 30 min, add 0.2 mol of p-anisidine, stir and react for 5 h, add water to precipitate, filter, wash, and dry to obtain product 1;

[0043] S2. 0.02 mol of product 1 was added to 200 mL of dichloromethane, cooled to 10 ° C, 300 mL of a dichloromethane solution containing 0.4 mol of boron tribromide was added dropwise, and the reaction was stirred at room temperature for 4 h. The mixture was filtered, washed with 5% aqueous sodium hydroxide solution and distilled water, and dried to obtain product 2;

[0044] S3. 0.01 mol of product 2 was added to 150 mL of ethanol, 0.01 mol of EDC and 0.01 mol of NHS were added, and the mixture was stirred for activation for 30 min. 0.01 mol of silane coupling agent KH602 was added, and the reaction was stirred for 7 h. The mixture was filtered, washed with ethanol, and dried to obtain intermediate 1.

[0045] S4. 10 g of vinyl dimethylsilanol was dissolved in 100 mL of N,N-dimethylformamide. Under nitrogen, 1.2 g of DBU, 20 mL of toluene, and 55 g of hexamethylcyclotrisiloxane were added. The reaction was stirred at room temperature for 4 h, and 0.5 g of acetic acid was added for 10 min. The organic phase was washed with deionized water, and the water was removed with anhydrous sodium sulfate. The toluene and N,N-dimethylformamide were removed under reduced pressure to obtain a colorless and transparent α-vinyl-ω-hydroxypolydimethylsiloxane.

[0046] S5. 10 g of α-vinyl-ω-hydroxypolydimethylsiloxane, 2 g of 1-chlorooctane, and 3 g of ethylenediamine were added to 150 mL of toluene, heated to 50 ° C, stirred for 3 h, washed with deionized water, and the solvent and excess alkyl halide were removed under reduced pressure to obtain intermediate 2;

[0047] S6. 45 g of octamethylcyclotetrasiloxane, 12 g of intermediate 1, and 8 g of 1,1,3,3-tetramethyldisiloxane were mixed, heated to 60 ° C under nitrogen protection, stirred for 15 min, and distilled under reduced pressure to remove water. The temperature was raised to 100 ° C, and 0.05 g of tetramethylammonium hydroxide was added and stirred for 4 h. After the reaction was completed, the temperature was raised to 150 ° C and the reaction was continued for 30 min to decompose the tetramethylammonium hydroxide. Finally, the decomposition products and low-boiling substances of the tetramethylammonium hydroxide were removed by vacuum treatment again for 1 h to obtain a transparent, clear terminal hydrogen-containing amino silicone oil;

[0048] S7. Add 10 g of terminal hydrogenated amino silicone oil and 3 g of intermediate 2 to 100 mL of isopropanol, raise the temperature to 55°C and stir for 15 min, add 0.0001 g of chloroplatinic acid, stir and react for 0.5 h, and remove the solvent by reduced pressure distillation at 75°C to obtain modified amino silicone oil.

[0049] Chemical titration analysis showed that the amine value of the modified amino silicone oil dichloromethane solution was 0.68 mol / g, of which the secondary amine content was 0.68 mol / g and the hydroxyl value was 0.51 mol / g.

[0050] Example 2

[0051] This embodiment provides a method for preparing a modified amino silicone oil, comprising the following steps:

[0052] S1. Add 0.102 mol of citric acid to 200 mL of tetrahydrofuran, add 0.2 mol of EDC and 0.2 mol of NHS, stir and activate for 30 min, add 0.2 mol of p-anisidine, stir and react for 5 h, add water to precipitate, filter, wash, and dry to obtain product 1;

[0053] S2. 0.02 mol of product 1 was added to 200 mL of dichloromethane, cooled to 10 ° C, 300 mL of a dichloromethane solution containing 0.4 mol of boron tribromide was added dropwise, and the reaction was stirred at room temperature for 4 h. The mixture was filtered, washed with 5% aqueous sodium hydroxide solution and distilled water, and dried to obtain product 2;

[0054] S3. 0.01 mol of product 2 was added to 150 mL of ethanol, 0.01 mol of EDC and 0.01 mol of NHS were added, and the mixture was stirred for activation for 30 min. 0.01 mol of silane coupling agent KH602 was added, and the mixture was stirred for 7 h. The mixture was filtered, washed with ethanol, and dried to obtain intermediate 1.

[0055] S4. 10 g of vinyl dimethylsilanol was dissolved in 100 mL of N,N-dimethylformamide. Under nitrogen, 1.6 g of DBU, 20 mL of toluene, and 57 g of hexamethylcyclotrisiloxane were added. The reaction was stirred at room temperature for 6 h, and 0.5 g of acetic acid was added for neutralization for 10 min. The organic phase was washed with deionized water, and the water was removed with anhydrous sodium sulfate. The toluene and N,N-dimethylformamide were removed under reduced pressure to obtain a colorless and transparent α-vinyl-ω-hydroxypolydimethylsiloxane.

[0056] S5. 10 g of α-vinyl-ω-hydroxypolydimethylsiloxane, 3 g of 1-bromododecane, and 4 g of diethylamine were added to 150 mL of toluene, heated to 60°C, stirred, and reacted for 5 h. The mixture was washed with deionized water, and the solvent and excess alkyl halide were removed under reduced pressure to obtain intermediate 2.

[0057] S6. 55 g of octamethylcyclotetrasiloxane, 15 g of intermediate 1, and 13 g of 1,1,3,3-tetramethyldisiloxane were mixed, heated to 60 ° C under nitrogen protection, stirred for 15 min, and distilled under reduced pressure to remove water. The temperature was raised to 120 ° C, and 0.1 g of tetramethylammonium hydroxide was added and stirred for 6 h. After the reaction was completed, the temperature was raised to 150 ° C and the reaction was continued for 30 min to decompose the tetramethylammonium hydroxide. Finally, the decomposition products and low-boiling substances of the tetramethylammonium hydroxide were removed by vacuum treatment again for 1 h to obtain a transparent, clear terminal hydrogen-containing amino silicone oil;

[0058] S7. Add 10 g of terminal hydrogenated amino silicone oil and 5 g of intermediate 2 to 100 mL of isopropanol, raise the temperature to 65°C and stir for 15 min, add 0.00015 g of chloroplatinic acid, stir and react for 1.5 h, and remove the solvent by reduced pressure distillation at 75°C to obtain modified amino silicone oil.

[0059] Chemical titration analysis showed that the amine value of the modified amino silicone oil dichloromethane solution was 0.72 mol / g, of which the secondary amine content was 0.72 mol / g and the hydroxyl value was 0.54 mol / g.

[0060] Example 3

[0061] This embodiment provides a method for preparing a modified amino silicone oil, comprising the following steps:

[0062] S1. Add 0.101 mol of citric acid to 200 mL of tetrahydrofuran, add 0.2 mol of EDC and 0.2 mol of NHS, stir and activate for 30 min, add 0.2 mol of p-anisidine, stir and react for 5 h, add water to precipitate, filter, wash, and dry to obtain product 1;

[0063] S2. 0.02 mol of product 1 was added to 200 mL of dichloromethane, cooled to 10 ° C, 300 mL of a dichloromethane solution containing 0.4 mol of boron tribromide was added dropwise, and the reaction was stirred at room temperature for 4 h. The mixture was filtered, washed with 5% aqueous sodium hydroxide solution and distilled water, and dried to obtain product 2;

[0064] S3. 0.01 mol of product 2 was added to 150 mL of ethanol, 0.01 mol of EDC and 0.01 mol of NHS were added, and the mixture was stirred for activation for 30 min. 0.01 mol of silane coupling agent KH602 was added, and the mixture was stirred for 7 h. The mixture was filtered, washed with ethanol, and dried to obtain intermediate 1.

[0065] S4. 10 g of vinyl dimethylsilanol was dissolved in 100 mL of N,N-dimethylformamide. Under nitrogen, 1.4 g of DBU, 20 mL of toluene, and 56 g of hexamethylcyclotrisiloxane were added. The reaction was stirred at room temperature for 5 h, and 0.5 g of acetic acid was added for 10 min. The organic phase was washed with deionized water, and the water was removed with anhydrous sodium sulfate. The toluene and N,N-dimethylformamide were removed under reduced pressure to obtain a colorless and transparent α-vinyl-ω-hydroxypolydimethylsiloxane.

[0066] S5. 10 g of α-vinyl-ω-hydroxypolydimethylsiloxane, 2.5 g of 1-bromotetradecane, and 3.5 g of triethylamine were added to 150 mL of toluene, heated to 55 ° C, stirred and reacted for 4 h, washed with deionized water, and the solvent and excess alkyl halide were removed under reduced pressure to obtain intermediate 2;

[0067] S6. 50 g of octamethylcyclotetrasiloxane, 13 g of intermediate 1, and 10 g of 1,1,3,3-tetramethyldisiloxane were mixed and heated to 60 ° C under nitrogen protection, stirred for 15 min, and distilled under reduced pressure to remove water. The temperature was raised to 110 ° C and 0.07 g of tetramethylammonium hydroxide was added and stirred for 5 h. After the reaction was completed, the temperature was raised to 150 ° C and the reaction was continued for 30 min to decompose the tetramethylammonium hydroxide. Finally, the decomposition products and low-boiling substances of the tetramethylammonium hydroxide were removed by vacuum treatment again for 1 h to obtain a transparent, clear terminal hydrogen-containing amino silicone oil;

[0068] S7. Add 10 g of terminal hydrogenated amino silicone oil and 4 g of intermediate 2 to 100 mL of isopropanol, raise the temperature to 60°C and stir for 15 min, add 0.00012 g of chloroplatinic acid, stir and react for 1 h, and remove the solvent by reduced pressure distillation at 75°C to obtain modified amino silicone oil.

[0069] Chemical titration analysis showed that the amine value of the modified amino silicone oil dichloromethane solution was 0.76 mol / g, of which the secondary amine content was 0.76 mol / g and the hydroxyl value was 0.57 mol / g.

[0070] Comparative Example 1

[0071] Compared with Example 3, the difference is that the intermediate 1 in step S6 is replaced by an equimolar amount of KH602.

[0072] Comparative Example 2

[0073] Compared with Example 3, the difference is that the intermediate 2 in step S7 is replaced by an equimolar amount of α-vinyl-ω-hydroxypolydimethylsiloxane.

[0074] Test Example 1

[0075] The modified amino silicone oil prepared in Examples 1-3 and Comparative Examples 1-2 was used to finish polyester. The padding process was as follows: the emulsion concentration was 30 g / L, one dip and one padding (pad rate 60%), drying (100°C), setting (150°C×30s), and regaining moisture for 4 hours.

[0076] Hand feel: After cooling and moisture regain, the finished fabric samples were evaluated comprehensively by several experienced hand feel evaluation professionals in terms of smoothness, softness, fluffiness, etc. The hand feel of the original fabric was rated as 1 point, and the best hand feel evaluation was 5 points. The average value was taken.

[0077] Yellowing: Use the COLOR-EYE3100 tester to test the whiteness values ​​of the untreated (original) and treated fabrics, and then compare them. The smaller the whiteness value of the tested fabric, the greater the yellowing.

[0078] The results are shown in Table 1.

[0079] Table 1

[0080] Group feel Whiteness Original cloth 1 142.5 Example 1 4.8 140.1 Example 2 4.9 140.4 Example 3 4.9 140.9 Comparative Example 1 4.7 136.2 Comparative Example 2 4.2 138.3

[0081] As can be seen from the above table, the polyester treated with the modified amino silicone oil prepared in Examples 1-3 of the present invention has a better hand feel, high whiteness, and good yellowing resistance.

[0082] Test Example 2

[0083] The modified amino silicone oils prepared in Examples 1-3 and Comparative Examples 1-2 were used to finish linen fabrics. The finishing process was as follows: preparing the finishing solution (bath ratio 1:20) → padding the fabric sample (two dips and two pads, with a padding rate of 80%-90% in a water bath at 40°C for 30 min) → pre-drying (80°C for 2 min) → baking [(145-155)°C for 3 min] → alkali washing (1 g / L washing powder aqueous solution) → washing twice with water → padding → drying (85°C for 5 min).

[0084] After finishing, the linen fabric is placed at a constant temperature and humidity for more than 24 hours, and the wrinkle recovery angle is tested according to the method of GB / T3819-1997; the breaking strength is tested according to GB3923.1-1997 "Tensile properties of textile fabrics Part 1: Determination of breaking strength and elongation at break - Strip method".

[0085] The results are shown in Table 2.

[0086] Table 2

[0087]

[0088] As can be seen from the table above, the linen fabric treated with modified amino silicone oil prepared in Examples 1-3 of the present invention is

[0089] The modified amino silicone oils prepared in Examples 1-3 and Comparative Examples 1-2 were subjected to performance tests. The results are shown in Table 3.

[0090] Shear stability: Take 200g / L of the modified amino silicone oil solution to be sheared (solid content 10%-20%) and shear it at 3000 rpm on a high-speed shear instrument for 30 minutes. After shearing, leave it for 24 hours to observe whether the solution has oil floating and demulsification.

[0091] Alkali resistance stability: Use 10% sodium carbonate solution to adjust the pH value of 30g / L modified amino silicone oil to 10.5, leave it at room temperature for 1 hour, and observe its stability. If there is no obvious change, heat it to 50℃ and maintain it for 1 hour, and continue to observe its stability;

[0092] Electrolyte resistance stability: Weigh 100g of 30g / L modified amino silicone oil, add 3g of 10% sodium sulfate solution, stir evenly, and leave at room temperature for 1 hour to observe its stability. If there is no obvious change, heat to 50℃ and maintain for 1 hour, and continue to observe its stability;

[0093] Hard water resistance: weigh 100g of 30g / L modified amino silicone oil, add hard water (hardness 10000×10 -6 )1g, stir evenly, leave it at room temperature for 1 hour, observe its stability. If there is no obvious change, heat it to 50℃ and maintain it for 1 hour, and continue to observe its stability.

[0094] Table 3

[0095] Group Shear resistance Alkali resistance Electrolyte resistance Hard water resistant Example 1 Stablize Stablize Stablize Stablize Example 2 Stablize Stablize Stablize Stablize Example 3 Stablize Stablize Stablize Stablize Comparative Example 1 Stablize drift oil drift oil drift oil Comparative Example 2 drift oil drift oil Stablize Stablize

[0096] It can be seen from the above table that the modified amino silicone oils prepared in Examples 1-3 of the present invention have good stability.

[0097] The above description is only a preferred embodiment of the present invention and is not intended to limit the present invention. Any modifications, equivalent substitutions, improvements, etc. made within the spirit and principles of the present invention should be included in the scope of protection of the present invention.

Claims

1. A modified amino silicone oil, characterized in that, Having the structure shown in Formula I: Wherein, R=C8-18 alkyl chain, n>0, m>0.

2. A method for preparing the modified amino silicone oil according to claim 1, characterized in that: The following steps are involved: S1. Citric acid and p-methoxyaniline undergo a dehydration condensation reaction, followed by demethylation in the presence of boron tribromide. The dehydration condensation reaction with the silane coupling agent KH602 is then carried out to obtain intermediate 1, the structure of which is as follows: S2. Vinyldimethylsilanol and hexamethylcyclotrisiloxane are reacted in the presence of catalyst 1 to prepare α-vinyl-ω-hydroxypolydimethylsiloxane, the structure of which is as follows: S3. α-vinyl-ω-hydroxy polydimethylsiloxane, alkyl halide and base are reacted in the presence of to obtain intermediate 2, the structure of which is as follows: S4. Octamethylcyclotetrasiloxane, intermediate 1, and 1,1,3,3-tetramethyldisiloxane are mixed and reacted in the presence of catalyst 2 to obtain a terminal hydrogen-containing amino silicone oil having the following structure: S5. The terminal hydrogen-containing amino silicone oil and the intermediate 2 are mixed, and stirred to react in the presence of a catalyst 3 to obtain a product.

3. The preparation method according to claim 2, characterized in that In step S1, the molar ratio of citric acid to p-anisidine is 1-1.02:2, EDC and NHS are added during the dehydration condensation reaction, and the temperature of the demethylation reaction is 15-20° C. and the reaction time is 3-5 hours.

4. The preparation method according to claim 2, characterized in that The catalyst 1 in step S2 is DBU.

5. The preparation method according to claim 2, characterized in that In step S2, the mass ratio of vinyldimethylsilanol, hexamethylcyclotrisiloxane and catalyst is 10:55-57:1.2-1.6, and the reaction time is 4-6 hours.

6. The preparation method according to claim 2, characterized in that In step S3, the mass ratio of the α-vinyl-ω-hydroxypolydimethylsiloxane, the alkyl halide and the base is 10:2-3:3-4, the base is selected from at least one of triethylamine, diethylamine and ethylenediamine, and the alkyl halide is selected from at least one of 1-chlorooctane, 1-bromooctane, 1-chlorononane, 1-bromononane, 1-chlorodecane, 1-bromodecane, 1-chloroundecane, 1-bromodecane, 1-chlorododecane, 1-bromododecane, 1-chlorotetradecane, 1-bromodetradecane, 1-chlorohexadecane, 1-bromohexadecane, 1-chlorooctadecane and 1-bromooctadecane. The reaction temperature is 50-60° C. and the reaction time is 3-5 hours.

7. The preparation method according to claim 2, characterized in that The catalyst 2 in step S4 is tetramethylammonium hydroxide.

8. The preparation method according to claim 2, characterized in that In step S4, the mass ratio of octamethylcyclotetrasiloxane, intermediate 1, 1,1,3,3-tetramethyldisiloxane, and catalyst 2 is 45-55:12-15:8-13:0.05-0.1, the reaction temperature is 100-120° C., and the reaction time is 4-6 hours.

9. The preparation method according to claim 2, characterized in that In step S5, the mass ratio of the terminal hydrogenated amino silicone oil, the intermediate 2, and the catalyst 3 is 10:3-5:0.0001-0.00015, the catalyst 3 is chloroplatinic acid, the reaction temperature is 55-65° C., and the reaction time is 0.5-1.5 h.

10. Use of the modified amino silicone oil according to claim 1 in the preparation of a lubricant or a softener.

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