Laundry detergent containing modified gemini quaternary ammonium salt surfactant and preparation method thereof

Through the preparation method of modified bimini quaternary ammonium surfactant, combined with alkyl glycosides and alkaline proteases, the problem of insufficient detergent and antibacterial effects of laundry detergent is solved, and efficient bactericidal and detergent performance is achieved.

CN120248988AInactive Publication Date: 2025-07-04JIANGSU SHIGANJIA BIOTECHNOLOGY CO LTD
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Patent Information

Application Number
CN202510206350.1
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Filing Date
2025-02-25
Publication Date
2025-07-04
Estimated Expiration
Not applicable · inactive patent

AI Technical Summary

Technical Problem

The existing laundry detergent has shortcomings in decontamination and antibacterial effects, which is difficult to meet consumers' high requirements for multifunctional laundry detergent.

Method used

Modified bimini quaternary ammonium surfactant is used to prepare modified bimini quaternary ammonium surfactant through epoxy ring opening reaction, quaternization reaction, reduction reaction and ring opening alkylation reaction, and combined with alkyl glycosides, alkaline proteases, etc. to form a positively charged quaternary ammonium structure and a negatively charged sulfonate structure. The electrostatic action is used to adsorb microorganisms and particles to achieve bactericidal and decontamination effects.

Benefits of technology

The efficient bactericidal and decontamination ability of laundry detergent is achieved, and the electrostatic adsorption of modified biminimum surfactants and the destruction of solid particles is improved, thereby improving the washing effect and antibacterial performance.

✦ Generated by Eureka AI based on patent content.

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Abstract

The invention relates to the technical field of laundry detergents, and discloses a laundry detergent containing a modified gemini quaternary ammonium salt surfactant and a preparation method thereof.The laundry detergent is prepared from iminodiacetonitrile, cardanol glycidyl ether, 1, 8-dibromooctane, Raney Ni, 1, 3-propane sultone, brominated alkane and the like as raw materials through a one-step method. The modified gemini quaternary ammonium salt surfactant is obtained through an epoxy ring-opening reaction, a quaternization reaction, a reduction reaction, a ring-opening alkylation reaction and a substitution reaction. The preparation method comprises the following steps: adding alkyl glycoside and the modified gemini quaternary ammonium salt surfactant into deionized water, uniformly stirring and mixing, adding alkaline protease and the like, and stirring and mixing to obtain the laundry detergent containing the modified gemini quaternary ammonium salt surfactant. Tests prove that the laundry detergent prepared by the invention has better dirt-removing power and antibacterial effect.
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Description

Technical Field

[0001] The present invention relates to the technical field of laundry detergents, and specifically to a laundry detergent containing a modified gemini quaternary ammonium salt surfactant and a preparation method thereof. Background Art

[0002] Laundry detergent is a new generation of washing product that emerged in the 1980s. Compared with washing powder, its formula is milder, less irritating to the skin, and safer and more environmentally friendly. As an item commonly used in daily life, laundry detergent is in close contact with people. Therefore, with the rapid development of the laundry detergent market, consumers have higher requirements for laundry detergent. Multifunctional laundry detergents that integrate decontamination, antibacterial, and softening functions are gradually favored by more people.

[0003] Gemini surfactants refer to a class of surfactant molecules in which two surfactant molecules are connected together through a connecting chain at or near their hydrophilic head groups. Compared with traditional monomer surfactants, Gemini surfactants have a lower critical micelle concentration, higher surface activity, and more excellent solubilization, rheological, and wetting properties, and have become a research and application hotspot in the field of surfactants. Summary of the Invention

[0004] (1) Technical Problems to be Solved

[0005] Aiming at the deficiencies of the prior art, the present invention provides a laundry detergent containing a modified gemini quaternary ammonium salt surfactant and a preparation method thereof. The laundry detergent prepared by the present invention has good antibacterial ability and decontamination ability.

[0006] (2) Technical Solutions

[0007] A laundry detergent containing a modified gemini quaternary ammonium salt surfactant, the laundry detergent is composed of the following components in parts by weight: 8-15 parts of alkyl polyglycoside, 2-10 parts of modified gemini quaternary ammonium salt surfactant, 0.1-0.2 of preservative Kathon, 0.1-0.5 part of essence, 0.1-0.3 part of disodium ethylenediaminetetraacetate, 0.5-1 part of citric acid, 0.1-0.5 part of sodium chloride, 0.01-0.05 part of alkaline protease, and the balance is deionized water;

[0008] The preparation method of the laundry detergent containing a modified gemini quaternary ammonium salt surfactant is as follows:

[0009] Add alkyl polyglycoside and modified gemini quaternary ammonium salt surfactant to deionized water, stir for 5-10 min, then add preservative Kathon, essence, disodium ethylenediaminetetraacetate, citric acid, sodium chloride, neutral protease, and alkaline protease thereto, and stir for 10-15 min to obtain a laundry detergent containing a modified gemini quaternary ammonium salt surfactant.

[0010] Preferably, the preparation method of the modified gemini quaternary ammonium salt surfactant is as follows:

[0011] (1) Add cardanol glycidyl ether to an ethanol solvent, stir to dissolve, then add iminodiacetonitrile thereto, control the reaction temperature at 55 - 70 °C, stir and react for 3 - 6 h. After the reaction is completed, perform rotary evaporation, wash with deionized water, and dry to obtain Intermediate 1. The reaction formula is:

[0012] where R = C 15 H 31-n , n = 0 - 3;

[0013] (2) Add Intermediate 1 and 1,8 - dibromooctane to an ethanol solvent, stir to disperse, heat to 75 - 80 °C, and react for 24 - 36 h. After the reaction is completed, cool to room temperature, perform suction filtration, rotary evaporation, wash with deionized water, and dry to obtain Intermediate 2. The reaction formula is:

[0014]

[0015] (3) Add Intermediate 2 and sodium hydroxide to an ethanol solvent, stir to disperse, then add an 80% by mass aqueous hydrazine hydrate solution and Raney Ni thereto, stir and react for 3 - 6 h, filter, then add a 90% by mass aqueous sodium hydroxide solution thereto, heat to reflux overnight, add a 30% by mass hydrochloric acid to adjust the pH to 11 - 12, filter, rotary evaporate, and dry to obtain Intermediate 3. The reaction formula is:

[0016]

[0017] (4) Under ice - bath conditions, add Intermediate 3 and 1,3 - propane sultone to an ethanol solvent, stir to disperse, heat to room temperature, stir and react for 10 - 15 h, let stand, filter, and dry to obtain Intermediate 4. The reaction formula is:

[0018]

[0019] (5) Add Intermediate 4 to an ethanol solvent, stir to disperse, then add sodium hydroxide and bromoalkane thereto, stir and mix evenly, heat to 70 - 80 °C, stir and react for 4 - 8 h. After the reaction is completed, cool to room temperature, use a 30% by mass hydrochloric acid to adjust the pH to 7 - 8, filter, perform vacuum distillation, wash with deionized water, and dry to obtain the modified gemini quaternary ammonium salt surfactant. The reaction formula is:

[0020]

[0021] Further preferably, in (1), the molar ratio of cardanol glycidyl ether to iminodiacetonitrile is 1 - 1.5:1.

[0022] Further preferably, in (2), the molar ratio of intermediate 1 to 1,8 - dibromooctane is 2 - 2.5:1.

[0023] Further preferably, in (3), the molar ratio of intermediate 2 to Raney Ni is 1:1.4 - 1.8.

[0024] Further preferably, in (4), the molar ratio of intermediate 3 to 1,3 - propane sultone is 1:4.1 - 4.5.

[0025] Further preferably, in (5), the molar ratio of intermediate 4 to bromoalkane is 1:4 - 4.5.

[0026] Further preferably, in (5), the bromoalkane is one of bromotetradecane, bromopentadecane, and bromohexadecane.

[0027] (III) Beneficial technical effects

[0028] In the present invention, through the epoxy ring - opening reaction between iminodiacetonitrile and cardanol glycidyl ether, intermediate 1 is obtained. Then, it undergoes a quaternization reaction with 1,8 - dibromooctane to obtain intermediate 2. Under the catalysis of hydrazine hydrate and Raney Ni, the cyano group in intermediate 2 is reduced to an amino group to obtain intermediate 3. Then, it undergoes a ring - opening alkylation reaction with 1,3 - propane sultone to obtain intermediate 4. Finally, it undergoes a substitution reaction with a bromoalkane containing a long chain to obtain a modified gemini quaternary ammonium salt surfactant. Finally, alkyl polyglycoside and the modified gemini quaternary ammonium salt surfactant are added to deionized water, stirred and mixed evenly, and then alkaline protease, etc. are added and stirred and mixed to obtain a laundry detergent containing the modified gemini quaternary ammonium salt surfactant.

[0029] The laundry detergent prepared by the present invention contains a gemini quaternary ammonium salt structure. The quaternary ammonium salt structure carries a positive charge and can adsorb onto the surface of negatively charged microorganisms through electrostatic interaction, gradually penetrate into the lipid layer and protein layer of the cells, thereby changing the permeability of the cell membrane and causing the leakage of cell contents to achieve the purpose of killing bacteria.

[0030] In addition, the modified gemini quaternary ammonium salt surfactant prepared by the present invention contains relatively long alkyl chains, a positively charged quaternary ammonium salt structure, and a negatively charged sulfonate structure. When the clothing contains solid dirt particles, since the solid dirt particles generally carry charges, and the modified gemini quaternary ammonium salt surfactant molecules prepared by the present invention contain a bisquaternary ammonium salt structure and a tetrasulfonate structure, they can adsorb the particles through electrostatic interaction, and have more excellent adsorption performance for particles compared with a single quaternary ammonium salt structure and sulfonate structure. Therefore, a firm adsorption film is formed on the particle surface. This adsorption film has the ability to break the cohesive force of solid particles. Under the synergistic action of wetting force, rubbing or stirring force, the dirt particles crack, and the surfactant molecules quickly adsorb the new surface of the dirt particles. Finally, the solid particles break into tiny particles and are surrounded by the "micelles" of the surfactant molecules and dispersed in the washing bath, and do not easily return to the fabric fibers, achieving a good decontamination effect. The present invention prepares a modified gemini quaternary ammonium salt surfactant that integrates the functions of sterilization and decontamination, and synergistically acts with nonionic surfactants such as alkyl polyglycoside and alkaline protease to further improve the decontamination effect and antibacterial effect of the laundry detergent. Detailed Embodiments

[0031] To understand the present invention, the present invention will be further described below in conjunction with embodiments; the following embodiments are illustrative and not restrictive, and the protection scope of the present invention cannot be limited by the following embodiments.

[0032] Preparation method of cardanol glycidyl ether: Weigh 0.1 mol of cardanol and 0.3 mol of epichlorohydrin and add them to a flask. Control the reaction temperature at 70 °C, add 3 mmol of benzyltriethylammonium chloride to it, react for 3 h. After the reaction is completed, add an aqueous sodium hydroxide solution with a mass fraction of 30% to it, react for 4 h. After the reaction is completed, cool to room temperature, wash with deionized water, rotary evaporate, filter, and dry to obtain cardanol glycidyl ether.

[0033] Example 1

[0034] (1) Add 0.1 mol of cardanol glycidyl ether to an ethanol solvent, stir to dissolve it, and then add 0.1 mol of iminodiacetonitrile to it. Control the reaction temperature at 70 °C and stir and react for 4 h. After the reaction is completed, rotary evaporate, wash with deionized water, and dry to obtain Intermediate 1.

[0035] (2) Add 0.09 mol of Intermediate 1 and 0.04 mol of 1,8-dibromooctane to an ethanol solvent, stir and disperse them, heat up to 80 °C, and react for 32 h. After the reaction is completed, cool to room temperature, filter, rotary evaporate, wash with deionized water, and dry to obtain Intermediate 2.

[0036] (3) 50 mmol of intermediate 2 and 40 mmol of sodium hydroxide were added to an ethanol solvent, stirred and dispersed, then an 80% by mass aqueous hydrazine hydrate solution and 80 mmol of Raney Ni were added thereto, and the mixture was stirred and reacted for 5 h, filtered, then a 90% by mass aqueous sodium hydroxide solution was added thereto, heated under reflux overnight, a 30% by mass hydrochloric acid was added thereto to adjust the pH to 12, filtered, rotary evaporated, and dried to obtain intermediate 3.

[0037] (4) Under ice bath conditions, 50 mmol of intermediate 3 and 205 mmol of 1,3 - propane sultone were added to an ethanol solvent, stirred and dispersed, the temperature was raised to room temperature, and the mixture was stirred and reacted for 10 h, allowed to stand, filtered, and dried to obtain intermediate 4.

[0038] (5) 50 mmol of intermediate 4 was added to an ethanol solvent, stirred and dispersed, then 200 mmol of sodium hydroxide and 200 mmol of tetradecyl bromide were added thereto, stirred and mixed evenly, the temperature was raised to 75 °C, and the mixture was stirred and reacted for 8 h. After the reaction was completed, it was cooled to room temperature, a 30% by mass hydrochloric acid was used to adjust the pH to 7, filtered, distilled under reduced pressure, washed with deionized water, and dried to obtain the modified gemini quaternary ammonium salt surfactant.

[0039] (6) 15 g of alkyl polyglycoside and 2 g of the modified gemini quaternary ammonium salt surfactant were added to 81.09 g of deionized water, stirred for 10 min, then 0.15 g of the preservative Kathon, 0.4 g of bluebell fragrance, 0.25 g of disodium ethylenediaminetetraacetate, 1 g of citric acid, 0.1 g of sodium chloride, and 0.01 g of alkaline protease were added thereto, and the mixture was stirred for 15 min to obtain the laundry detergent containing the modified gemini quaternary ammonium salt surfactant.

[0040] Example 2

[0041] (1) 0.12 mol of cardanol glycidyl ether was added to an ethanol solvent, stirred and dissolved, then 0.1 mol of iminodiacetonitrile was added thereto, the reaction temperature was controlled at 60 °C, and the mixture was stirred and reacted for 6 h. After the reaction was completed, it was rotary evaporated, washed with deionized water, and dried to obtain intermediate 1.

[0042] (2) 0.1 mol of intermediate 1 and 0.04 mol of 1,8 - dibromooctane were added to an ethanol solvent, stirred and dispersed, the temperature was raised to 80 °C, and the reaction was carried out for 30 h. After the reaction was completed, it was cooled to room temperature, suction filtered, rotary evaporated, washed with deionized water, and dried to obtain intermediate 2.

[0043] (3) 50 mmol of intermediate 2 and 40 mmol of sodium hydroxide were added to an ethanol solvent, stirred and dispersed, then an 80% by mass aqueous hydrazine hydrate solution and 80 mmol of Raney Ni were added thereto, and the mixture was stirred and reacted for 5 h. After filtration, a 90% by mass aqueous sodium hydroxide solution was added thereto, and the mixture was heated under reflux overnight. Then, a 30% by mass hydrochloric acid was added thereto to adjust the pH to 12. After filtration, rotary evaporation was carried out, and drying was performed to obtain intermediate 3.

[0044] (4) Under ice bath conditions, 50 mmol of intermediate 3 and 220 mmol of 1,3 - propanesultone were added to an ethanol solvent, stirred and dispersed, the temperature was raised to room temperature, and the mixture was stirred and reacted for 12 h. After standing, filtration was carried out, and drying was performed to obtain intermediate 4.

[0045] (5) 50 mmol of intermediate 4 was added to an ethanol solvent, stirred and dispersed, then 200 mmol of sodium hydroxide and 220 mmol of bromopentadecane were added thereto, and the mixture was stirred and mixed evenly. The temperature was raised to 70 °C, and the mixture was stirred and reacted for 8 h. After the reaction was completed, it was cooled to room temperature, and a 30% by mass hydrochloric acid was used to adjust the pH to 8. After filtration, vacuum distillation was carried out, washing with deionized water was performed, and drying was carried out to obtain the modified gemini quaternary ammonium salt surfactant.

[0046] (6) 10 g of alkyl glycoside and 4 g of the modified gemini quaternary ammonium salt surfactant were added to 84.33 g of deionized water, and the mixture was stirred for 10 min. Then, 0.15 g of the preservative Kathon, 0.4 g of bluebell fragrance, 0.1 g of disodium ethylenediaminetetraacetate, 0.5 g of citric acid, 0.5 g of sodium chloride, and 0.02 g of alkaline protease were added thereto, and the mixture was stirred for 12 min to obtain the laundry detergent containing the modified gemini quaternary ammonium salt surfactant.

[0047] Example 3

[0048] (1) 0.15 mol of cardanol glycidyl ether was added to an ethanol solvent, stirred and dissolved, then 0.1 mol of iminodiacetonitrile was added thereto, the reaction temperature was controlled at 55 °C, and the mixture was stirred and reacted for 6 h. After the reaction was completed, rotary evaporation was carried out, washing with deionized water was performed, and drying was carried out to obtain intermediate 1.

[0049] (2) 0.08 mol of intermediate 1 and 0.04 mol of 1,8 - dibromooctane were added to an ethanol solvent, stirred and dispersed, the temperature was raised to 75 °C, and the reaction was carried out for 36 h. After the reaction was completed, it was cooled to room temperature, suction filtration was carried out, rotary evaporation was carried out, washing with deionized water was performed, and drying was carried out to obtain intermediate 2.

[0050] (3) 50 mmol of intermediate 2 and 40 mmol of sodium hydroxide were added to an ethanol solvent, stirred and dispersed, then an 80% by mass aqueous hydrazine hydrate solution and 90 mmol of Raney Ni were added thereto, and the mixture was stirred and reacted for 3 h, filtered, then a 90% by mass aqueous sodium hydroxide solution was added thereto, heated under reflux overnight, 30% by mass hydrochloric acid was added thereto to adjust the pH to 12, filtered, rotary evaporated, and dried to obtain intermediate 3.

[0051] (4) Under ice bath conditions, 50 mmol of intermediate 3 and 225 mmol of 1,3 - propanesultone were added to an ethanol solvent, stirred and dispersed, heated to room temperature, stirred and reacted for 15 h, allowed to stand, filtered, and dried to obtain intermediate 4.

[0052] (5) 50 mmol of intermediate 4 was added to an ethanol solvent, stirred and dispersed, then 200 mmol of sodium hydroxide and 225 mmol of tetradecyl bromide were added thereto, stirred and mixed evenly, heated to 80 °C, stirred and reacted for 4 h. After the reaction was completed, it was cooled to room temperature, 30% by mass hydrochloric acid was used to adjust the pH to 8, filtered, distilled under reduced pressure, washed with deionized water, and dried to obtain the modified gemini quaternary ammonium salt surfactant.

[0053] (6) 8 g of alkyl glycoside and 6 g of the modified gemini quaternary ammonium salt surfactant were added to 83.77 g of deionized water, stirred for 5 min, then 0.1 g of the preservative Kathon, 0.5 g of bluebell fragrance, 0.1 g of disodium ethylenediaminetetraacetate, 1 g of citric acid, 0.5 g of sodium chloride, and 0.03 g of alkaline protease were added thereto, and stirred for 15 min to obtain the laundry detergent containing the modified gemini quaternary ammonium salt surfactant.

[0054] Example 4

[0055] (1) 0.14 mol of cardanol glycidyl ether was added to an ethanol solvent, stirred and dissolved, then 0.1 mol of iminodiacetonitrile was added thereto, the reaction temperature was controlled at 60 °C, and the mixture was stirred and reacted for 3 h. After the reaction was completed, it was rotary evaporated, washed with deionized water, and dried to obtain intermediate 1.

[0056] (2) 0.1 mol of intermediate 1 and 0.04 mol of 1,8 - dibromooctane were added to an ethanol solvent, stirred and dispersed, heated to 80 °C, and reacted for 24 h. After the reaction was completed, it was cooled to room temperature, suction filtered, rotary evaporated, washed with deionized water, and dried to obtain intermediate 2.

[0057] (3) 50 mmol of intermediate 2 and 40 mmol of sodium hydroxide were added to an ethanol solvent, stirred and dispersed, then an 80% by mass aqueous hydrazine hydrate solution and 80 mmol of Raney Ni were added thereto, and the mixture was stirred and reacted for 5 h, filtered, then a 90% by mass aqueous sodium hydroxide solution was added thereto, and the mixture was heated to reflux overnight. A 30% by mass hydrochloric acid was added thereto to adjust the pH to 11, filtered, rotary evaporated, and dried to obtain intermediate 3.

[0058] (4) Under ice bath conditions, 50 mmol of intermediate 3 and 220 mmol of 1,3 - propane sultone were added to an ethanol solvent, stirred and dispersed, the temperature was raised to room temperature, and the mixture was stirred and reacted for 14 h, allowed to stand, filtered, and dried to obtain intermediate 4.

[0059] (5) 50 mmol of intermediate 4 was added to an ethanol solvent, stirred and dispersed, then 200 mmol of sodium hydroxide and 225 mmol of bromopentadecane were added thereto, stirred and mixed evenly, the temperature was raised to 75 °C, and the mixture was stirred and reacted for 5 h. After the reaction was completed, it was cooled to room temperature, and a 30% by mass hydrochloric acid was used to adjust the pH to 8, filtered, distilled under reduced pressure, washed with deionized water, and dried to obtain the modified gemini quaternary ammonium salt surfactant.

[0060] (6) 10 g of alkyl glycoside and 8 g of the modified gemini quaternary ammonium salt surfactant were added to 80.36 g of deionized water, stirred for 5 min, then 0.2 g of the preservative Kathon, 0.1 g of bluebell fragrance, 0.2 g of disodium ethylenediaminetetraacetate, 1 g of citric acid, 0.1 g of sodium chloride, and 0.04 g of alkaline protease were added thereto, and the mixture was stirred for 15 min to obtain the laundry detergent containing the modified gemini quaternary ammonium salt surfactant.

[0061] Example 5

[0062] (1) 0.1 mol of cardanol glycidyl ether was added to an ethanol solvent, stirred and dissolved, then 0.1 mol of iminodiacetonitrile was added thereto, the reaction temperature was controlled at 60 °C, and the mixture was stirred and reacted for 5 h. After the reaction was completed, it was rotary evaporated, washed with deionized water, and dried to obtain intermediate 1.

[0063] (2) 0.09 mol of intermediate 1 and 0.04 mol of 1,8 - dibromooctane were added to an ethanol solvent, stirred and dispersed, the temperature was raised to 80 °C, and the reaction was carried out for 30 h. After the reaction was completed, it was cooled to room temperature, suction filtered, rotary evaporated, washed with deionized water, and dried to obtain intermediate 2.

[0064] (3) 50 mmol of intermediate 2 and 40 mmol of sodium hydroxide were added to an ethanol solvent, stirred and dispersed, then an 80% hydrazine hydrate aqueous solution and 70 mmol of Raney Ni were added thereto, and the mixture was stirred and reacted for 6 h, filtered, then a 90% sodium hydroxide aqueous solution was added thereto, and the mixture was heated to reflux overnight. 30% hydrochloric acid was added thereto to adjust the pH to 12, filtered, rotary evaporated, and dried to obtain intermediate 3.

[0065] (4) Under ice bath conditions, 50 mmol of intermediate 3 and 225 mmol of 1,3 - propane sultone were added to an ethanol solvent, stirred and dispersed, heated to room temperature, stirred and reacted for 14 h, allowed to stand, filtered, and dried to obtain intermediate 4.

[0066] (5) 50 mmol of intermediate 4 was added to an ethanol solvent, stirred and dispersed, then 200 mmol of sodium hydroxide and 200 mmol of cetyl bromide were added thereto, stirred and mixed evenly, heated to 80 °C, stirred and reacted for 6 h. After the reaction was completed, it was cooled to room temperature, and 30% hydrochloric acid was used to adjust the pH to 8, filtered, distilled under reduced pressure, washed with deionized water, and dried to obtain the modified gemini quaternary ammonium salt surfactant.

[0067] (6) 15 g of alkyl glycoside and 10 g of the modified gemini quaternary ammonium salt surfactant were added to 73.15 g of deionized water, stirred for 10 min, then 0.2 g of preservative Kathon, 0.4 g of bluebell fragrance, 0.3 g of disodium ethylenediaminetetraacetate, 0.5 g of citric acid, 0.4 g of sodium chloride, and 0.05 g of alkaline protease were added thereto, and stirred for 10 min to obtain the laundry detergent containing the modified gemini quaternary ammonium salt surfactant.

[0068] Antibacterial performance test: The antibacterial performance of the laundry detergent was tested with reference to QB / T2738 - 2012, and the test strains were Staphylococcus aureus and Escherichia coli.

[0069] Table 1:

[0070]

[0071]

[0072] Comparative example 1 was a commercially available antibacterial laundry detergent.

[0073] As can be seen from the table, the laundry detergent prepared by the present invention has good antibacterial effects.

[0074] Detergency performance test: Place 1 g of the laundry detergent in a beaker, add 10 mL of tap water to it, and stir evenly with a glass rod to obtain a laundry detergent solution. Drop cooking oil and milk on a clean white cloth piece, let it stand for 10 min, measure the whiteness value of the cloth piece using a colorimetric and color matching instrument, then put the cloth piece with stains into the laundry detergent solution, take it out after stirring for 10 min, measure the whiteness value of the cloth piece, and calculate the difference in the whiteness values of the cloth piece before and after washing to obtain the whiteness improvement value.

[0075] Table 2:

[0076]

[0077] Comparative example 1 is a commercially available antibacterial laundry detergent in a certain city.

[0078] The larger the whiteness improvement value, the better the detergency effect. As can be seen from the table, the laundry detergent prepared by the present invention has a better detergency effect compared to a commercially available laundry detergent in a certain city.

[0079] Softness test: Select 20 volunteers and conduct a blind test on the softness of the dried fabric after being washed with the laundry detergent by touching it by hand, and conduct a rating. 1 point is the worst and 5 points is the best.

[0080] Table 3:

[0081] Flexibility score (points) Example 1 4 Example 2 4.5 Example 3 4.5 Example 4 4.5 Example 5 5 Comparative Example 1 3.5

[0082] Comparative example 1 is a commercially available antibacterial laundry detergent in a certain city.

[0083] As can be seen from the table, the laundry detergent prepared by the present invention has good softness performance. This is because it contains more alkyl long chains, which play a role similar to that of grease softening, reduce the static and dynamic friction coefficients of the fabric, improve the soft touch, and thus has good softness performance.

[0084] The above are only the embodiments of the present invention, and do not limit the patent scope of the present invention accordingly. Any equivalent structural or equivalent process transformation made by using the content of the specification of the present invention, or directly or indirectly applied in other related technical fields, shall be equally included in the patent protection scope of the present invention.

Claims

1. A laundry detergent containing a modified gemini quaternary ammonium salt surfactant, characterized in that, The laundry detergent is composed of the following components in parts by weight: 8-15 parts of alkyl polyglycoside, 2-10 parts of modified gemini quaternary ammonium salt surfactant, 0.1-0.2 of preservative Kathon, 0.1-0.5 parts of essence, 0.1-0.3 parts of disodium ethylenediaminetetraacetate, 0.5-1 part of citric acid, 0.1-0.5 parts of sodium chloride, 0.01-0.05 parts of alkaline protease, and the balance is deionized water; The preparation method of the laundry detergent containing the modified gemini quaternary ammonium salt surfactant is as follows: Add the alkyl polyglycoside and the modified gemini quaternary ammonium salt surfactant to deionized water, stir for 5-10 min, and then add the preservative Kathon, essence, disodium ethylenediaminetetraacetate, citric acid, sodium chloride, and alkaline protease thereto, and stir for 10-15 min to obtain the laundry detergent containing the modified gemini quaternary ammonium salt surfactant.

2. The laundry detergent containing the modified gemini quaternary ammonium salt surfactant according to claim 1, characterized in that, The preparation method of the modified gemini quaternary ammonium salt surfactant is as follows: (1) Add cardanol glycidyl ether to an ethanol solvent, stir to dissolve, and then add iminodiacetonitrile thereto, control the reaction temperature at 55-70 °C, stir and react for 3-6 h, after the reaction is completed, perform rotary evaporation, wash with deionized water, and dry to obtain intermediate 1; (2) Add intermediate 1 and 1,8-dibromooctane to an ethanol solvent, stir and disperse, heat up to 75-80 °C, react for 24-36 h, after the reaction is completed, cool to room temperature, perform suction filtration, rotary evaporation, wash with deionized water, and dry to obtain intermediate 2; (3) Add intermediate 2 and sodium hydroxide to an ethanol solvent, stir and disperse, then add an 80% by mass aqueous hydrazine hydrate solution and RaneyNi thereto, stir and react for 3-6 h, filter, add a 90% by mass aqueous sodium hydroxide solution thereto, heat and reflux overnight, add a 30% by mass hydrochloric acid to adjust the pH to 11-12, filter, rotary evaporate, and dry to obtain intermediate 3; (4) Under ice bath conditions, add intermediate 3 and 1,3-propanesultone to an ethanol solvent, stir and disperse, heat up to room temperature, stir and react for 10-15 h, let stand, filter, and dry to obtain intermediate 4; (5) Add intermediate 4 to an ethanol solvent, stir and disperse, then add sodium hydroxide and bromoalkane thereto, stir and mix evenly, heat up to 70-80 °C, stir and react for 4-8 h, after the reaction is completed, cool to room temperature, use a 30% by mass hydrochloric acid to adjust the pH to 7-8, filter, perform vacuum distillation, wash with deionized water, and dry to obtain the modified gemini quaternary ammonium salt surfactant.

3. The laundry detergent containing the modified gemini quaternary ammonium salt surfactant according to claim 2, wherein, In the above (1), the molar ratio of cardanol glycidyl ether to iminodiacetonitrile is 1-1.5:

1.

4. The laundry detergent containing the modified gemini quaternary ammonium salt surfactant according to claim 2, characterized in that, In the above (2), the molar ratio of intermediate 1 to 1,8-dibromooctane is 2-2.5:

1.

5. The laundry detergent containing the modified gemini quaternary ammonium salt surfactant according to claim 2, characterized in that, In the above (3), the molar ratio of intermediate 2 to RaneyNi is 1:1.4-1.

8.

6. The laundry detergent containing the modified gemini quaternary ammonium salt surfactant according to claim 2, characterized in that, In the above (4), the molar ratio of intermediate 3 to 1,3-propanesultone is 1:4.1-4.

5.

7. The laundry detergent containing the modified gemini quaternary ammonium salt surfactant according to claim 2, wherein In the above (5), the molar ratio of intermediate 4 to bromoalkane is 1:4-4.

5.

8. The laundry detergent containing the modified gemini quaternary ammonium salt surfactant according to claim 2, characterized in that, In the above (5), the bromoalkane is one of bromotetradecane, bromopentadecane, and bromohexadecane.

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