Wet rubbing fastness improver with soft hand feeling and preparation method thereof

By introducing epoxy organosilane and quaternary ammonium modified silane into the wet friction fastness enhancer, polyether polyurethane is formed, which solves the problems of low firmness and insufficient softness of the wet friction fastness enhancer in the prior art, and improves the high-wet friction fastness, water washing resistance and softness of the fabric.

CN119798590AActive Publication Date: 2025-04-11GUANG DONG KE NING SHENG WU KE JI YOU XIAN GONG SI
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Patent Information

Application Number
CN202510024294.X
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Filing Date
2025-01-07
Publication Date
2025-04-11
Estimated Expiration
2045-01-07

AI Technical Summary

Technical Problem

The existing wet friction fastness enhancers have low firmness on fabrics and are difficult to enhance the soft feel of the fabrics.

Method used

By mixing and heating the epoxy organosilane, 2-chloro-1,3-propanediol and N,N-dimethylformamide to produce modified silanes, and further reactions with dimethylaminoethyl acrylate, 3-chloroperoxybenzoic acid and other substances, a quaternary ammonium modified silane was formed, and finally combined with components such as polyurethane prepolymers to prepare a polyether polyurethane containing quaternary ammonium salt and epoxy groups.

Benefits of technology

This method not only improves the wet friction fastness and water washing resistance of the fabric, but also maintains or improves the softness and flexibility of the fabric, giving the fabric a full and thick, breathable and comfortable, soft and bright, and anti-static properties.

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Abstract

The invention discloses a soft-hand-feeling wet rubbing fastness improver and a preparation method thereof, belongs to the technical field of textile chemicals, and aims at solving the problems that in the prior art, a wet rubbing fastness improver used for fabrics is low in firmness degree and low in effect of improving the soft hand feeling of the fabrics. The preparation method of the wet rubbing fastness improver with the soft hand feeling comprises the following steps: adding modified silane and dimethylamino ethyl acrylate into acetone, and reacting to obtain quaternary ammonium salt type modified silane; adding the quaternary ammonium salt type modified silane and 3-chloroperoxybenzoic acid into dichloromethane in a nitrogen atmosphere, and reacting under a low-temperature condition to obtain epoxy-terminated quaternary ammonium salt type modified silane; the prepared wet rubbing fastness improver has good performance, the fabric treated by the improver is more flexible, and the wet rubbing fastness and washing resistance of the fabric are improved.
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Description

Technical Field

[0001] The invention relates to the technical field of textile chemicals, and in particular to a soft-feeling wet friction fastness enhancer and a preparation method thereof. Background Art

[0002] At present, with the improvement of consumption level, people have higher and higher quality requirements for clothing wearability. Among them, the wet friction fastness of water-soluble dyes such as direct dyes, reactive dyes, and acid dyes cannot meet customer requirements. Among them, wet friction color fastness, as an important indicator of clothing wearability, refers to the degree to which the color of the dyed fabric is transferred from the surface of the fabric to the surface of other objects in contact with it when the dyed fabric is in a wet state and subjected to friction. It is an important indicator in the color fastness test of textiles, which is used to evaluate the color fastness of dyed fabrics during actual use (such as contact with water and other wet environments during washing and wearing). At present, dyeing and finishing workers can choose dyes with relatively high fastness or use smoothing agents to smooth and soften the fabrics, reduce the resistance and friction coefficient during friction, and improve the wet friction fastness of dyed fabrics. However, these methods can only improve the wet friction fastness of fabrics to a certain extent.

[0003] Chinese patent CN101503860B discloses a dyed fabric wet friction fastness improver, which is a non-ionic polymer, and is prepared by mixing low hydrogen silicone oil, polyurethane prepolymer and polyacrylic acid-maleic acid copolymer in a mass ratio of (10-30): (30-60): (20-40), and copolymerizing under catalytic heating conditions. However, the dyed fabric wet friction fastness improver prepared by this invention needs to improve its effect on the soft feel of the fabric; Chinese patent CN112341597B discloses a method for preparing an aqueous polyurethane wet friction fastness improver, wherein an appropriate amount of polycaprolactone triol is added into a reactor and then The invention relates to a method for preparing a polyurethane prepolymer comprising the steps of: performing a high-temperature vacuum dehydration treatment; lowering the temperature of the reactor to 60°C, adding an appropriate amount of diisocyanate, and reacting at this temperature for 2 hours, then raising the temperature to 75°C and reacting at this temperature for 3 hours to obtain a polyurethane prepolymer; adding an appropriate amount of a hydrophilic chain extender to the reactor for chain extension, and reacting at this temperature; adding an appropriate amount of a small molecule polyol to the reactor for chain extension, and reacting at this temperature; adding an appropriate amount of triethylamine to the reactor to adjust the pH to 6-7; lowering the temperature of the reactor to room temperature, adding water for uniform emulsification, and obtaining a water-based polyurethane wet friction fastness enhancer. However, the wet friction fastness of the water-based polyurethane wet friction fastness enhancer prepared by this invention is level 3, and the wet friction fastness performance needs to be further enhanced. Summary of the invention

[0004] In order to solve the above technical problems, the present invention provides a soft feel wet friction fastness improver and a preparation method thereof, which solves the problems of low fastness and low effect of improving the soft feel of fabrics in the prior art wet friction fastness improvers used for fabrics.

[0005] In order to achieve the above object, the present invention provides a method for preparing a soft feel wet friction fastness improving agent, comprising the following steps:

[0006] Step (1) adding epoxy organic silane and 2-chloro-1,3-propanediol to N,N-dimethylformamide, mixing, heating, reacting, and rotary evaporating after the reaction is completed to obtain modified silane;

[0007] Step (2) adding modified silane and dimethylaminoethyl acrylate to acetone, reacting, filtering, washing, and drying after the reaction is completed to obtain quaternary ammonium salt modified silane;

[0008] Step (3) under a nitrogen atmosphere, adding quaternary ammonium salt modified silane and 3-chloroperoxybenzoic acid to dichloromethane, reacting under low temperature conditions, filtering, washing, and drying after the reaction is completed to obtain a quaternary ammonium salt modified silane with an epoxy terminal;

[0009] Step (4) heating and stirring dimethyl diphenyl diisocyanate, polyether diol and tetrahydrofuran to obtain a polyurethane prepolymer; adding a terminal epoxy group quaternary ammonium salt-type modified silane, a chain extender and a catalyst to the polyurethane prepolymer, mixing evenly, heating and degassing to obtain a wet friction fastness enhancer with a soft feel.

[0010] Preferably, in step (1), the mass ratio of epoxysilane, 2-chloro-1,3-propylene glycol and N,N-dimethylformamide is (10-20):(100-180):(1000-1800); the reaction temperature is 60-70°C, and the reaction time is 38-48h.

[0011] Preferably, in step (1), the epoxyorganosilane is any one of 2-(3,4-epoxycyclohexane)ethyltrimethoxysilane, glycidoxyoctyltrimethoxysilane, glycidoxybutyltrimethoxysilane and glycidoxypropylmethyldimethoxysilane.

[0012] Preferably, in step (2), the mass ratio of epoxyorganosilane, dimethylaminoethyl acrylate and acetone is (80-100):(30-50):(1500-3500).

[0013] Preferably, in step (3), the mass ratio of quaternary ammonium salt modified silane, 3-chloroperbenzoic acid and dichloromethane is (40-60):(200-400):(1000-1800); the reaction temperature is 1-5°C, and the reaction time is 2-4h.

[0014] Preferably, the polyether diol is any one of polytetrahydrofuran diol and polyethylene oxide diol.

[0015] Preferably, in step (4), the mass ratio of dimethyl diphenyl diisocyanate, polyether diol and tetrahydrofuran is (30-70):(10-20):(10-30); and the reaction conditions are 70-80° C. for 2-5 hours.

[0016] Preferably, in step (4), the chain extender includes glycerol; and the catalyst includes triisopropanolamine.

[0017] Preferably, in step (4), the mass ratio of the polyurethane prepolymer, the terminal epoxy quaternary ammonium salt modified silane, the chain extender and the catalyst is (80-90):(4-10):(2-3):(0.8-1.2).

[0018] Preferably, in step (4), the second heating temperature is 100-110° C., and the heating time is 1-2 h.

[0019] Preferably, the wet rubbing fastness improving agent with soft feel is prepared by the preparation method of the wet rubbing fastness improving agent with soft feel.

[0020] Preferably, the soft-hand wet friction fastness enhancer is used in fabrics.

[0021] Preferably, the fabric includes cotton fabric, polyester-cotton fabric and nylon fabric.

[0022] Compared with the prior art, the present invention has the following beneficial effects:

[0023] 1. In the present invention, the epoxy organic silane has a certain heat resistance and contains a long chain structure, which gives it a certain softness. The epoxy group in the epoxy organic silane reacts with the hydroxyl group in 2-chloro-1,3-propylene glycol to generate an ether group with stronger chemical stability and better water resistance. The chlorine group in the modified silane can react with the tertiary amine group in dimethylaminoethyl acrylate to form a salt to obtain a quaternary ammonium salt modified silane. At this time, there are quaternary ammonium salt cationic groups and silicone hydroxyl groups in the epoxy organic silane. The quaternary ammonium salt cationic group has a strong polarity and can react with the anion of the dye to form an insoluble dye salt precipitate, which plays a role in fixing the dye on the fabric. The silicone hydroxyl group has a strong reactivity and can react with the active groups of the dye on the fabric, such as hydroxyl and amino groups, to undergo a dehydration reaction during the drying process to form a stable chemical bond, which further fixes the dye on the fabric. At the same time, the long chain structure in dimethylaminoethyl acrylate can enhance the flexibility of the polymer, and the lack of it will lead to a tighter polymer structure, thereby affecting the softness of the fabric. The unsaturated double bonds contained in the quaternary ammonium salt modified silane, under the action of 3-chloroperbenzoic acid, obtain epoxy groups with better stability, and the epoxy groups can react with hydroxyl groups, amino groups, etc. on the fabric to form stable covalent bonds, promote wet friction fastness, and increase water resistance. At the same time, this tight and uniform bonding method is conducive to maintaining the original structure and flexibility of the fabric fiber, so that the softness is better maintained or even improved; the quaternary ammonium salt modified silane with terminal epoxy groups contains ether groups, hydroxyl groups and epoxy groups, which can further react with polyurethane prepolymers to form a cross-linked structure, giving the fabric good elasticity, and forming a film layer with a certain fastness on the textile material, thereby improving the washing fastness and wet friction fastness of the fixing agent.

[0024] 2. The soft-touch wet friction fastness enhancer prepared by the present invention is a polyether polyurethane containing quaternary ammonium salt and epoxy group, which has good performance. The fabric treated with it is not only softer, but also improves the wet friction fastness and water washability of the fabric, and can also give the fabric plumpness, thickness, breathability and comfort, softness, brightness and antistatic properties. BRIEF DESCRIPTION OF THE DRAWINGS

[0025] Figure 1 The present invention is a flow chart of the preparation process of the wet friction fastness enhancer with soft hand feel. DETAILED DESCRIPTION

[0026] The technical solution of the present invention will be clearly and completely described below in conjunction with the embodiments. Obviously, the described embodiments are only part of the embodiments of the present invention, rather than all of the embodiments. Based on the embodiments of the present invention, all other embodiments obtained by ordinary technicians in this field without creative work are within the scope of protection of the present invention.

[0027] Example 1

[0028] This embodiment provides a method for preparing a soft-touch wet friction fastness enhancer, comprising the following steps:

[0029] Step (1) mixing glycidoxybutyltrimethoxysilane, 2-chloro-1,3-propylene glycol and N,N-dimethylformamide in a mass ratio of 10:100:1000, reacting at 60° C. for 48 hours, and after the reaction is completed, rotary evaporation is performed to obtain modified silane;

[0030] Step (2) The modified silane, dimethylaminoethyl acrylate and acetone are mixed in a mass ratio of 80:30:1500, reacted at 25° C. for 6 hours, filtered, washed with anhydrous ethanol, and dried at 60° C. for 8 hours to obtain a quaternary ammonium salt modified silane;

[0031] Step (3) under a nitrogen atmosphere, quaternary ammonium salt modified silane, 3-chloroperbenzoic acid and dichloromethane are mixed in a mass ratio of 40:200:1000, reacted at 1°C for 4 hours, the reaction is completed, filtered, washed with acetone 3 times, and dried at 60°C for 16 hours to obtain a quaternary ammonium salt modified silane with an epoxy terminal;

[0032] Step (4) dimethyl diphenyl diisocyanate, polytetrahydrofuran diol and tetrahydrofuran are mixed uniformly in a mass ratio of 30:10:10, and reacted at 70° C. and 100 r / min for 5 hours to obtain a polyurethane prepolymer; quaternary ammonium salt-type modified silane with terminal epoxy group, propylene glycol and triisopropanolamine are added to the polyurethane prepolymer and mixed uniformly, and heated at 100° C. for 2 hours to degas, so as to obtain a wet friction fastness enhancer with a soft feel;

[0033] The mass ratio of the polyurethane prepolymer, the epoxy-terminated quaternary ammonium salt-type modified silane, propylene glycol and triisopropanolamine is 80:4:2:0.8.

[0034] Example 2

[0035] This embodiment provides a method for preparing a soft-touch wet friction fastness enhancer, comprising the following steps:

[0036] Step (1) mixing glycidoxybutyltrimethoxysilane, 2-chloro-1,3-propylene glycol and N,N-dimethylformamide in a mass ratio of 12:120:1200, reacting at 62° C. for 45.5 hours, and after the reaction is completed, rotary evaporation is performed to obtain modified silane;

[0037] Step (2) The modified silane, dimethylaminoethyl acrylate and acetone are mixed in a mass ratio of 85:35:2000, reacted at 27° C. for 5.3 h, filtered, washed with anhydrous ethanol, and dried at 65° C. for 7.5 h to obtain a quaternary ammonium salt modified silane;

[0038] Step (3) under a nitrogen atmosphere, quaternary ammonium salt modified silane, 3-chloroperoxybenzoic acid and dichloromethane are mixed in a mass ratio of 45:250:1200, reacted at 2°C for 3.5h, the reaction was completed, filtered, washed with acetone 3 times, and dried at 65°C for 15h to obtain a quaternary ammonium salt modified silane with an epoxy terminal;

[0039] Step (4) dimethyl diphenyl diisocyanate, polytetrahydrofuran diol and tetrahydrofuran are mixed in a mass ratio of 40:12:15, and reacted at 72° C. and 125 r / min for 4.3 h to obtain a polyurethane prepolymer; quaternary ammonium salt-type modified silane with terminal epoxy group, propylene glycol and triisopropanolamine are added to the polyurethane prepolymer and mixed evenly, and heated at 102° C. for 1.8 h, and degassed to obtain a wet friction fastness enhancer with a soft feel;

[0040] Among them, the mass ratio of polyurethane prepolymer, terminal epoxy quaternary ammonium salt modified silane, propylene glycol and triisopropanolamine is 82:5.5:2.2:0.9.

[0041] Example 3

[0042] This embodiment provides a method for preparing a soft-touch wet friction fastness enhancer, comprising the following steps:

[0043] Step (1) mixing glycidoxybutyltrimethoxysilane, 2-chloro-1,3-propylene glycol and N,N-dimethylformamide in a mass ratio of 15:140:1400, reacting at 65° C. for 43 hours, and after the reaction is completed, rotary evaporation is performed to obtain modified silane;

[0044] Step (2) The modified silane, dimethylaminoethyl acrylate and acetone are mixed in a mass ratio of 90:40:2500, reacted at 30° C. for 4.5 hours, filtered, washed with anhydrous ethanol, and dried at 70° C. for 7 hours to obtain a quaternary ammonium salt modified silane;

[0045] Step (3) under a nitrogen atmosphere, quaternary ammonium salt modified silane, 3-chloroperbenzoic acid and dichloromethane are mixed in a mass ratio of 50:300:1400, reacted at 3°C ​​for 3h, the reaction is completed, filtered, washed with acetone 3 times, and dried at 70°C for 14h to obtain a quaternary ammonium salt modified silane with an epoxy terminal;

[0046] Step (4) dimethyl diphenyl diisocyanate, polytetrahydrofuran diol and tetrahydrofuran are mixed in a mass ratio of 50:15:20, and reacted at 75° C. and 150 r / min for 3.5 hours to obtain a polyurethane prepolymer; quaternary ammonium salt-type modified silane with terminal epoxy group, propylene glycol and triisopropanolamine are added to the polyurethane prepolymer and mixed evenly, and heated at 105° C. for 1.5 hours to degas, so as to obtain a wet friction fastness enhancer with a soft feel;

[0047] The mass ratio of the polyurethane prepolymer, the epoxy-terminated quaternary ammonium salt-type modified silane, propylene glycol and triisopropanolamine is 85:7:2.5:1.

[0048] Example 4

[0049] This embodiment provides a method for preparing a soft-touch wet friction fastness enhancer, comprising the following steps:

[0050] Step (1) mixing glycidoxybutyltrimethoxysilane, 2-chloro-1,3-propylene glycol and N,N-dimethylformamide in a mass ratio of 17:160:1600, reacting at 67° C. for 40.5 h, and after the reaction is completed, rotary evaporation is performed to obtain modified silane;

[0051] Step (2) The modified silane, dimethylaminoethyl acrylate and acetone are mixed in a mass ratio of 95:45:3000, reacted at 32° C. for 3.8 h, filtered, washed with anhydrous ethanol, and dried at 75° C. for 6.5 h to obtain a quaternary ammonium salt modified silane;

[0052] Step (3) under a nitrogen atmosphere, quaternary ammonium salt modified silane, 3-chloroperoxybenzoic acid and dichloromethane are mixed in a mass ratio of 55:350:1600, reacted at 4°C for 2.5 hours, the reaction is completed, filtered, washed with acetone 3 times, and dried at 75°C for 13 hours to obtain a terminal epoxy quaternary ammonium salt modified silane;

[0053] Step (4) dimethyl diphenyl diisocyanate, polytetrahydrofuran diol and tetrahydrofuran are mixed in a mass ratio of 60:17:25, and reacted at 77° C. and 175 r / min for 2.8 h to obtain a polyurethane prepolymer; quaternary ammonium salt-type modified silane with terminal epoxy group, propylene glycol and triisopropanolamine are added to the polyurethane prepolymer and mixed evenly, and heated at 107° C. for 1.2 h to degas, thereby obtaining a wet friction fastness enhancer with a soft feel;

[0054] Among them, the mass ratio of polyurethane prepolymer, terminal epoxy quaternary ammonium salt modified silane, propylene glycol and triisopropanolamine is 87:8.5:2.7:1.1.

[0055] Example 5

[0056] This embodiment provides a method for preparing a soft-touch wet friction fastness enhancer, comprising the following steps:

[0057] Step (1) mixing glycidoxybutyltrimethoxysilane, 2-chloro-1,3-propylene glycol and N,N-dimethylformamide in a mass ratio of 20:180:1800, reacting at 70° C. for 38 hours, and after the reaction is completed, rotary evaporation is performed to obtain modified silane;

[0058] Step (2) The modified silane, dimethylaminoethyl acrylate and acetone are mixed in a mass ratio of 100:50:3500, reacted at 35° C. for 3 h, filtered, washed with anhydrous ethanol, and dried at 80° C. for 6 h to obtain a quaternary ammonium salt modified silane;

[0059] Step (3) under a nitrogen atmosphere, quaternary ammonium salt modified silane, 3-chloroperbenzoic acid and dichloromethane are mixed in a mass ratio of 60:400:1800, reacted at 5°C for 2h, the reaction is completed, filtered, washed with acetone 3 times, and dried at 80°C for 12h to obtain a quaternary ammonium salt modified silane with an epoxy terminal;

[0060] Step (4) dimethyl diphenyl diisocyanate, polytetrahydrofuran diol and tetrahydrofuran are mixed in a mass ratio of 70:20:30, and reacted at 80° C. and 200 r / min for 2 hours to obtain a polyurethane prepolymer; quaternary ammonium salt-type modified silane with terminal epoxy group, propylene glycol and triisopropanolamine are added to the polyurethane prepolymer and mixed evenly, and heated at 110° C. for 1 hour to degas, so as to obtain a wet friction fastness enhancer with a soft feel;

[0061] The mass ratio of the polyurethane prepolymer, the epoxy-terminated quaternary ammonium salt-type modified silane, propylene glycol and triisopropanolamine is 90:10:3:1.2.

[0062] Comparative Example 1

[0063] This comparative example provides a method for preparing a soft-feel wet friction fastness enhancer, comprising the following steps:

[0064] Step (1) mixing glycidoxybutyltrimethoxysilane, 2-chloro-1,3-propylene glycol and N,N-dimethylformamide in a mass ratio of 10:100:1000, reacting at 60° C. for 48 hours, and after the reaction is completed, rotary evaporation is performed to obtain modified silane;

[0065] Step (2) The modified silane, dimethylaminoethyl acrylate and acetone are mixed in a mass ratio of 80:30:1500, reacted at 25° C. for 6 hours, filtered, washed with anhydrous ethanol, and dried at 60° C. for 8 hours to obtain a quaternary ammonium salt modified silane;

[0066] Step (3) dimethyl diphenyl diisocyanate, polytetrahydrofuran diol and tetrahydrofuran are mixed uniformly in a mass ratio of 30:10:10, and reacted at 70° C. and a speed of 100 r / min for 5 hours to obtain a polyurethane prepolymer; quaternary ammonium salt modified silane, propylene glycol and triisopropanolamine are added to the polyurethane prepolymer and mixed uniformly, and heated at a temperature of 100° C. for 2 hours to degas, thereby obtaining a wet friction fastness enhancer with a soft feel;

[0067] Among them, the mass ratio of polyurethane prepolymer, quaternary ammonium salt modified silane, propylene glycol and triisopropanolamine is 80:4:2:0.8.

[0068] Comparative Example 2

[0069] This comparative example provides a method for preparing a soft-feel wet friction fastness enhancer, comprising the following steps:

[0070] Step (1) mixing glycidoxybutyltrimethoxysilane, 2-chloro-1,3-propylene glycol and N,N-dimethylformamide in a mass ratio of 10:100:1000, reacting at 60° C. for 48 hours, and after the reaction is completed, rotary evaporation is performed to obtain modified silane;

[0071] Step (2) dimethyl diphenyl diisocyanate, polytetrahydrofuran diol and tetrahydrofuran are mixed uniformly in a mass ratio of 30:10:10, and reacted at 70° C. and a speed of 100 r / min for 5 hours to obtain a polyurethane prepolymer; modified silane, propylene glycol and triisopropanolamine are added to the polyurethane prepolymer and mixed uniformly, and heated at a temperature of 100° C. for 2 hours to degas, so as to obtain a wet friction fastness enhancer with a soft feel;

[0072] Among them, the mass ratio of polyurethane prepolymer, modified silane, propylene glycol and triisopropanolamine is 80:4:2:0.8.

[0073] In the embodiments and comparative examples of the present invention, 2-chloro-1,3-propanediol comes from Guangdong Wengjiang Chemical Reagent Co., Ltd., CAS No.: 497-04-1; dimethylaminoethyl acrylate comes from Shanghai Huafutai Chemical Co., Ltd., CAS No.: 2439-35-2; polytetrahydrofuran diol comes from Jining Liduo Chemical Co., Ltd., content ≥99 (%), product P1000; propylene glycol comes from Wuhan Jixinyibang Biotechnology Co., Ltd., 56-81-5; dimethylbiphenyl diisocyanate comes from Shanghai Titan Technology Co., Ltd., CAS No.: 91-97-4, and tetrahydrofuran comes from Shaanxi Ruijia Optimization Chemical Co., Ltd., CAS No.: 109-99-9.

[0074] The soft feel wet friction fastness enhancer prepared in Examples 1-5 and Comparative Examples 1-2 was tested. The fabric used was cotton fabric, and the soft feel wet friction fastness enhancer was used in an amount of 15 g / L. The process flow was as follows: one dip and one roll (rolling rate: 70%) → shaping (180°C x 60s) → moisture regain → performance evaluation; the test items were as follows:

[0075] (1) Wet rubbing fastness test: Tested in accordance with GB / T 3920-2008 “Textiles - Tests for colour fastness - Colour fastness to rubbing”. The specific results are shown in Table 1.

[0076] (2) Washing resistance test: After the cotton fabric was fixed with a soft-touch wet rubbing fastness enhancer at a standard of 5 g / L, the wet rubbing fastness of the cotton fabric after 50 washes was recorded. The specific results are shown in Table 1.

[0077] (3) Softness test: The softness, smoothness and fluffiness of the fabric are measured by hand touch. The comparison standard is that the softness of the fabric with the best hand feel is rated as level 5; the softness of the unfinished fabric is rated as level 1; other finished fabrics are rated relative to this standard. The specific test results are shown in Table 1.

[0078] Table 1

[0079]

[0080] It can be seen from the test results in Table 1 that the soft-hand feeling wet rubbing fastness enhancer prepared in the present invention has good wet rubbing fastness and water washing resistance, and its effect on fabrics can increase the soft hand feeling. In Example 1, the double bonds contained in the quaternary ammonium salt modified silane are unstable. Under the action of 3-chloroperbenzoic acid, the carbon-carbon double bonds can be epoxidized, and the formation of epoxy groups increases the stability on the one hand, and can react with hydroxyl groups, amino groups, etc. on the fabric on the other hand to form stable covalent bonds, promote wet friction fastness, and increase water resistance. At the same time, this tight and uniform bonding method is conducive to maintaining the original structure and flexibility of the fabric fiber, so that the softness is better maintained or even improved. Once it is missing, the performance is reduced. Therefore, the wet friction fastness and water washing resistance of Example 1 are better than those of Comparative Example 1, and the softness grade of Example 1 is higher than that of Comparative Example 1; Comparative Example 2 lacks the formation of quaternary ammonium salt compared to Comparative Example 1, so the wet friction fastness and water washing resistance of Comparative Example 1 are better than those of Comparative Example 2, and there is no addition of dimethylaminoethyl acrylate, the long chain structure is reduced, and the flexibility is reduced, so the softness grade of Comparative Example 1 is higher than that of Comparative Example 2.

[0081] Although the embodiments of the present invention have been shown and described, it will be understood by those skilled in the art that various changes, modifications, substitutions and variations may be made to the embodiments without departing from the principles and spirit of the present invention, and that all equivalent changes and improvements made within the scope of the present invention should still fall within the scope of the patent coverage of the present invention.

Claims

1. A method for preparing a soft-feel wet friction fastness enhancer, characterized in that: The following steps are involved: Step (1) adding epoxy organic silane and 2-chloro-1,3-propanediol to N,N-dimethylformamide, mixing, heating, reacting, and rotary evaporating after the reaction is completed to obtain modified silane; Step (2) adding modified silane and dimethylaminoethyl acrylate to acetone, reacting, filtering, washing, and drying after the reaction is completed to obtain quaternary ammonium salt modified silane; Step (3) under a nitrogen atmosphere, adding quaternary ammonium salt modified silane and 3-chloroperoxybenzoic acid to dichloromethane, reacting under low temperature conditions, filtering, washing, and drying after the reaction is completed to obtain a quaternary ammonium salt modified silane with an epoxy terminal; Step (4) heating and stirring dimethyl diphenyl diisocyanate, polyether diol and tetrahydrofuran to obtain a polyurethane prepolymer; adding a terminal epoxy group quaternary ammonium salt-type modified silane, a chain extender and a catalyst to the polyurethane prepolymer, mixing evenly, heating and degassing to obtain a wet friction fastness enhancer with a soft feel.

2. The method for preparing a soft-feel wet friction fastness enhancer according to claim 1, characterized in that: In step (1), the mass ratio of epoxysilane, 2-chloro-1,3-propylene glycol and N,N-dimethylformamide is (10-20):(100-180):(1000-1800); the reaction temperature is 60-70°C, and the reaction time is 38-48h.

3. The method for preparing a soft-feel wet friction fastness enhancer according to claim 1, characterized in that: In step (2), the mass ratio of epoxyorganosilane, dimethylaminoethyl acrylate and acetone is (80-100):(30-50):(1500-3500).

4. The method for preparing a soft-feel wet friction fastness enhancer according to claim 1, characterized in that: In step (3), the mass ratio of quaternary ammonium salt modified silane, 3-chloroperbenzoic acid and dichloromethane is (40-60):(200-400):(1000-1800); the reaction temperature is 1-5°C, and the reaction time is 2-4h.

5. The method for preparing a soft-feel wet friction fastness enhancer according to claim 1, characterized in that: The polyether diol is any one of polytetramethylene glycol and polyethylene oxide glycol.

6. The method for preparing a soft-feel wet friction fastness improving agent according to claim 1, characterized in that: In step (4), the mass ratio of dimethylbiphenyl diisocyanate, polyether diol and tetrahydrofuran is (30-70):(10-20):(10-30); the reaction conditions are 70-80°C for 2-5h.

7. The method for preparing a soft-feel wet friction fastness improving agent according to claim 1, characterized in that: In step (4), the chain extender includes propylene glycol; and the catalyst includes triisopropanolamine.

8. The method for preparing a soft-feel wet friction fastness improving agent according to claim 1, characterized in that: In step (4), the mass ratio of the polyurethane prepolymer, the terminal epoxy quaternary ammonium salt modified silane, the chain extender and the catalyst is (80-90):(4-10):(2-3):(0.8-1.2).

9. The method for preparing a soft-feel wet friction fastness enhancer according to claim 1, characterized in that: In step (4), the second heating temperature is 100-110° C. and the heating time is 1-2 h.

10. A soft-hand wet-rubbing fastness improving agent prepared by the method for preparing a soft-hand wet-rubbing fastness improving agent according to any one of claims 1 to 9.

Citation Information

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