CN111840113B - Antibacterial skin cleaning lotion - Google Patents
Antibacterial skin cleaning lotion Download PDFInfo
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- CN111840113B CN111840113B CN202010952044.XA CN202010952044A CN111840113B CN 111840113 B CN111840113 B CN 111840113B CN 202010952044 A CN202010952044 A CN 202010952044A CN 111840113 B CN111840113 B CN 111840113B
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/46—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
- A61K8/463—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfuric acid derivatives, e.g. sodium lauryl sulfate
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
- A61K8/442—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof substituted by amido group(s)
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/4906—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
- A61K8/4926—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having six membered rings
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/86—Polyethers
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/005—Antimicrobial preparations
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/10—Washing or bathing preparations
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/59—Mixtures
- A61K2800/596—Mixtures of surface active compounds
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
- Y02A50/00—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
- Y02A50/30—Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change
Abstract
The invention discloses an antibacterial skin cleansing lotion. The antibacterial skin cleansing lotion comprises the following raw materials in percentage by mass: 1-3% of ammonium dodecyl sulfate; 2.5-5.5% of cocamidopropyl betaine; 3-5% of cocoyl amphodiacetate disodium; 4-8% of sodium dodecyl sulfate; 100.5 to 2.5 percent of laureth; 1.5 to 6.5 percent of antibacterial surfactant; 4.5 to 8.5 percent of glycerin; the balance being water. The antibacterial skin cleaning lotion disclosed by the invention can effectively remove body dirt, is antibacterial and sanitary, and can keep skin fresh and cool for a long time.
Description
Technical Field
The invention relates to an antibacterial skin cleansing lotion.
Background
The surfactant is known as "industrial monosodium glutamate", and is widely applied to various fields of national economy development due to functions of washing, wetting or anti-sticking, emulsifying or demulsifying, foaming or defoaming, solubilizing, dispersing, preserving, antistatic and the like. With the rapid development of science and technology and economy, the traditional surfactant cannot meet the production and living needs of people, and the requirement on the surfactant industry is higher and higher.
In the field of daily chemical products, the requirement on antibiosis and bacteriostasis is high, so that the development of an antibacterial surfactant suitable for daily chemical products is a real demand.
The skin cleaning lotion is a daily chemical product for effectively removing body stains, generally has a good stain removal effect, but is not ideal in antibacterial and bacteriostatic properties.
Disclosure of Invention
Aiming at the defects in the prior art, the invention aims to be realized by the following technical scheme:
the invention discloses an antibacterial skin cleansing lotion which comprises the following raw materials in percentage by mass:
1-3% of ammonium dodecyl sulfate;
2.5-5.5% of cocamidopropyl betaine;
3-5% of cocoyl amphodiacetate disodium;
4-8% of sodium dodecyl sulfate;
100.5 to 2.5 percent of laureth;
4.5 to 8.5 percent of glycerin;
the balance being water.
Adding ammonium lauryl sulfate, cocamidopropyl betaine, disodium cocoyl amphodiacetate, laureth-10 and glycerol into water at 40-50 ℃, stirring and mixing uniformly, and cooling to room temperature to obtain the antibacterial skin cleansing lotion.
Preferably, the antibacterial skin cleansing lotion comprises the following raw materials in percentage by mass:
1-3% of ammonium dodecyl sulfate;
2.5 to 5.5 percent of cocamidopropyl betaine;
3-5% of cocoyl amphodiacetate disodium;
4-8% of sodium dodecyl sulfate;
100.5 to 2.5 percent of laureth;
1.5 to 6.5 percent of antibacterial surfactant;
4.5 to 8.5 percent of glycerin;
the balance being water.
Adding ammonium lauryl sulfate, cocamidopropyl betaine, disodium cocoyl amphodiacetate, laureth-10, an antibacterial surfactant and glycerol into water at 40-50 ℃, stirring and mixing uniformly, and cooling to room temperature to obtain the antibacterial skin cleansing lotion.
The ammonium lauryl sulfate, the cocamidopropyl betaine, the disodium cocoyl amphodiacetate and the disodium cocoyl amphodiacetate are surfactants with good decontamination performance and mild performance, so that the skin is cleaned and is not damaged; laureth-10 as emulsifier gives the product a silky but not greasy feel; the glycerin is an excellent humectant with low cost, and the antibacterial performance of the skin cleansing lotion can be further improved by adding the antibacterial surfactant.
Further, the preparation method of the antibacterial surfactant comprises the following steps:
step 1: adding bromo-diethyl maleate and N, N-dimethyl-3, 5-pyridine diamine into a solvent N, N-dimethylformamide at the temperature of 130 ℃ and 160 ℃, reacting for 4-5 hours, cooling, filtering, washing and drying to obtain an intermediate product;
and 2, step: and adding the intermediate product into bromododecane at the temperature of 100 ℃ and 120 ℃, reacting for 3-4 hours, cooling, filtering, and drying to obtain the antibacterial surfactant.
Preferably, the first and second electrodes are formed of a metal,
in step 1, n-hexane is used for washing.
In the step 1, the mass ratio of the diethyl bromomaleate to the N, N-dimethyl-3, 5-pyridine diamine is (18-28) to (39-66).
In the step 1, the mass ratio of the diethyl bromomaleate to the N, N-dimethylformamide is (4-14): 100.
In the step 2, the mass ratio of bromododecane to the intermediate product is 100: (28-48).
In the invention, diethyl bromomaleate reacts with NN, N-dimethyl-3, 5-pyridine diamine to obtain pyridyl amide compound, and further reacts with bromododecane to obtain pyridine quaternary ammonium salt surfactant, besides, the diethyl bromomaleate, the bromododecane and the N, N-dimethyl-3, 5-pyridine diamine participate in the reaction, and the introduction of dimethylamino groups in the diethyl bromomaleate, the bromododecane and the N, N-dimethyl-3, 5-pyridine diamine further improves the antibacterial and bacteriostatic performance of the surfactant.
Further preferably, a method for preparing an antibacterial surfactant comprises the following steps:
step 1: adding bromo-diethyl maleate, N-dimethyl-3, 5-pyridinediamine and 6-methyl-2-pyridinecarbonyl bromide into a solvent N, N-dimethylformamide at the temperature of 130 ℃ and 160 ℃, reacting for 4-5 hours, cooling, filtering, washing and drying to obtain an intermediate product;
and 2, step: adding the intermediate product into bromododecane at 100-120 ℃, reacting for 3-4 hours, cooling, filtering, and drying to obtain the antibacterial surfactant.
Preferably, the first and second electrodes are formed of a metal,
in the step 1, n-hexane is used for washing.
In the step 1, the mass ratio of the diethyl bromomaleate, the N, N-dimethyl-3, 5-pyridine diamine and the 6-methyl-2-pyridine carbonyl bromide is (18-28): (25-40): (14-26).
In the step 1, the mass ratio of the diethyl bromomaleate to the N, N-dimethylformamide is (4-14): 100.
In the step 2, the mass ratio of bromododecane to the intermediate product is 100: (28-48).
In the invention, the pyridyl amide compound is obtained by reacting diethyl bromomaleate, N-dimethyl-3, 5-pyridinediamine and 6-methyl-2-pyridinecarbonyl bromide, and the antibacterial performance of the subsequent surfactant can be improved by newly introducing the 6-methyl-2-pyridinecarbonyl bromide, probably due to the introduction of bromine.
The antibacterial skin cleaning lotion disclosed by the invention can effectively remove body dirt, is antibacterial and sanitary, and can keep skin fresh and cool for a long time.
Drawings
In order to more clearly illustrate the embodiments of the present invention or the technical solutions in the prior art, the drawings used in the description of the embodiments or the prior art will be briefly described below, it is obvious that the drawings in the following description are only some embodiments of the present invention, and for those skilled in the art, other drawings can be obtained according to the drawings without creative efforts.
FIG. 1 is a test chart of the antibacterial ratio of the antibacterial cleansing lotion to Escherichia coli.
FIG. 2 is a test chart of the bactericidal rate of the antibacterial skin-cleaning leuconostoc leucotrichum.
Detailed Description
The present invention will be more readily understood by reference to the following detailed description of preferred embodiments of the invention and the examples included therein. Unless defined otherwise, all technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art to which this invention belongs. In case of conflict, the present specification, including definitions, will control.
The invention discloses an antibacterial skin cleansing lotion which comprises the following raw materials in percentage by mass:
1-3% of ammonium dodecyl sulfate;
2.5-5.5% of cocamidopropyl betaine;
3-5% of cocoyl amphodiacetate disodium;
4-8% of sodium dodecyl sulfate;
100.5 to 2.5 percent of laureth;
4.5 to 8.5 percent of glycerin;
the balance being water.
Adding ammonium lauryl sulfate, cocamidopropyl betaine, disodium cocoyl amphodiacetate, laureth-10 and glycerol into water at 40-50 ℃, stirring and mixing uniformly, and cooling to room temperature to obtain the antibacterial skin cleansing lotion.
Preferably, the antibacterial skin cleansing lotion comprises the following raw materials in percentage by mass:
1-3% of ammonium dodecyl sulfate;
2.5-5.5% of cocamidopropyl betaine;
3-5% of cocoyl amphodiacetate disodium;
4-8% of sodium dodecyl sulfate;
100.5 to 2.5 percent of laureth;
1.5 to 6.5 percent of antibacterial surfactant;
4.5 to 8.5 percent of glycerin;
the balance being water.
Adding ammonium lauryl sulfate, cocamidopropyl betaine, disodium cocoyl amphodiacetate, laureth-10, an antibacterial surfactant and glycerol into water at 40-50 ℃, stirring and mixing uniformly, and cooling to room temperature to obtain the antibacterial skin cleansing lotion.
The ammonium lauryl sulfate, the cocamidopropyl betaine, the disodium cocoyl amphodiacetate and the disodium cocoyl amphodiacetate are surfactants with good decontamination performance and mild performance, so that the skin is cleaned without damaging the skin; laureth-10 as an emulsifier imparts a silky but not greasy feel to the product; the glycerin is an excellent humectant with low cost, and the antibacterial performance of the skin cleansing lotion can be further improved by adding the antibacterial surfactant.
| Name of raw materials | CAS number |
| Dodecyl ammonium sulfate | 2235-54-3 |
| Cocoamidopropyl betaine | 86438-79-1 |
| Cocoiloyl amphodiacetic acid disodium salt | 68650-39-5 |
| Sodium dodecyl sulfate | 151-21-3 |
| Laureth-10 | 6540-99-4 |
The invention discloses a preparation method of an antibacterial surfactant, which comprises the following steps:
step 1: adding bromo-diethyl maleate and N, N-dimethyl-3, 5-pyridine diamine into a solvent N, N-dimethylformamide at the temperature of 130 ℃ and 160 ℃, reacting for 4-5 hours, cooling, filtering, washing and drying to obtain an intermediate product;
step 2: adding the intermediate product into bromododecane at 100-120 ℃, reacting for 3-4 hours, cooling, filtering, and drying to obtain the antibacterial surfactant.
Preferably, the first and second electrodes are formed of a metal,
in the step 1, n-hexane is used for washing.
In the step 1, the mass ratio of the diethyl bromomaleate to the N, N-dimethyl-3, 5-pyridine diamine is (18-28) to (39-66).
In the step 1, the mass ratio of the diethyl bromomaleate to the N, N-dimethylformamide is (4-14): 100.
In the step 2, the mass ratio of bromododecane to the intermediate product is 100: (28-48).
In the invention, diethyl bromomaleate reacts with N, N-dimethyl-3, 5-pyridinediamine to obtain pyridyl amide compound, and further reacts with bromododecane to obtain pyridine quaternary ammonium salt surfactant, besides, diethyl bromomaleate, bromododecane and N, N-dimethyl-3, 5-pyridinediamine participate in the reaction, and the introduction of dimethylamino groups in the diethyl bromomaleate, the bromododecane and the N, N-dimethyl-3, 5-pyridinediamine further improves the antibacterial and bacteriostatic properties of the surfactant.
Further preferably, a method for preparing an antibacterial surfactant comprises the following steps:
step 1: adding bromomaleic acid diethyl ester, N-dimethyl-3, 5-pyridine diamine and 6-methyl-2-pyridine carbonyl bromide into a solvent N, N-dimethylformamide at the temperature of 130-160 ℃, reacting for 4-5 hours, cooling, filtering, washing and drying to obtain an intermediate product;
and 2, step: and adding the intermediate product into bromododecane at the temperature of 100 ℃ and 120 ℃, reacting for 3-4 hours, cooling, filtering, and drying to obtain the antibacterial surfactant.
Preferably, the first and second electrodes are formed of a metal,
in step 1, n-hexane is used for washing.
In the step 1, the mass ratio of the diethyl bromomaleate, the N, N-dimethyl-3, 5-pyridine diamine and the 6-methyl-2-pyridine carbonyl bromide is (18-28): (25-40): (14-26).
In the step 1, the mass ratio of the diethyl bromomaleate to the N, N-dimethylformamide is (4-14): 100.
In the step 2, the mass ratio of bromododecane to the intermediate product is 100: (28-48).
In the invention, the pyridyl amide compound is obtained by reacting diethyl bromomaleate, N-dimethyl-3, 5-pyridinediamine and 6-methyl-2-pyridinecarbonyl bromide, and the new introduction of the 6-methyl-2-pyridinecarbonyl bromide can improve the antibacterial performance of the subsequent surfactant, possibly due to the introduction of bromine.
The pyridine amide quaternary ammonium salt surfactant is prepared by carrying out amidation reaction on diethyl bromomaleate and N, N-dimethyl-3, 5-pyridine diamine to obtain pyridine amide compound, and adding 6-methyl-2-pyridine carbonyl bromide on the basis of the above substances and introducing bromine, so that the antibacterial and bacteriostatic properties of the surfactant are further improved. And bromododecane is added to obtain the pyridine amide biquaternary ammonium salt surfactant, so that molecules can be easily adsorbed and extend into bacteria, and the bacteria die. The possible reasons for this are one: the molecular structure of the pyridine amide biquaternary ammonium salt surfactant not only introduces an amide group and an ester group, but also introduces bromine, a dimethyl amino group and a biquaternary ammonium salt, and the structure ensures that the surfactant has good antibacterial and mildewproof performance in the use process. II, secondly, the method comprises the following steps: the pyridine amide quaternary ammonium salt surfactant contains three N with positive charges in the molecule + The positive charge density on the nitrogen atoms in the molecules is increased through induction, which is more beneficial to the adsorption of the bactericide molecules on the surface of bacteria, increases the permeability of cell walls and enables the bacteria bodies to be cracked; meanwhile, the zigzag long-chain alkyl structure can wrap bacteria and puncture the inside of a cell body, so that bacterial cytoplasm leaks, and the antibacterial performance is further enhanced. And the pyridine quaternary ammonium salt has good surface activity, can be highly gathered on the surface of thalli, and influences the metabolism of bacteria. The antibacterial surfactant has complementary advantages, is synergistic, and effectively improves antibacterial property.
Example 1
A preparation method of an antibacterial surfactant comprises the following steps:
step 1: adding diethyl bromomaleate and N, N-dimethyl-3, 5-pyridinediamine into a solvent N, N-dimethylformamide at 145 ℃, reacting for 4.5 hours, cooling, filtering, washing with N-hexane, and drying at 80 ℃ to constant weight to obtain an intermediate product;
step 2: at 110 deg.c, the intermediate product is added into bromododecane to react for 3.5 hr, cooled, filtered and dried at 80 deg.c to constant weight.
In the step 1, the mass ratio of the diethyl bromomaleate to the N, N-dimethyl-3, 5-pyridinediamine is 24: 52.
In the step 1, the mass ratio of the diethyl bromomaleate to the N, N-dimethylformamide is 8: 100.
In the step 2, the mass ratio of bromododecane to the intermediate product is 100: 38.
comparative example 1
A preparation method of an antibacterial surfactant comprises the following steps:
step 1: adding diethyl bromomaleate and alpha-bromoazabenzene into N, N-dimethylformamide serving as a solvent at 145 ℃, reacting for 4.5 hours, cooling, filtering, washing with N-hexane, and drying at 80 ℃ to constant weight to obtain an intermediate product;
step 2: adding the intermediate product into bromododecane at 110 ℃, reacting for 3.5 hours, cooling, filtering, and drying at 80 ℃ to constant weight.
In the step 1, the mass ratio of the diethyl bromomaleate to the alpha-bromoazabenzene is 24: 52.
In the step 1, the mass ratio of the diethyl bromomaleate to the N, N-dimethylformamide is 8: 100.
In the step 2, the mass ratio of bromododecane to the intermediate product is 100: 38.
comparative example 2
A preparation method of an antibacterial surfactant comprises the following steps:
step 1: adding diethyl bromomaleate and 6-methyl-2-pyridine carbonyl bromide into a solvent N, N-dimethylformamide at 145 ℃, reacting for 4.5 hours, cooling, filtering, washing with N-hexane, and drying at 80 ℃ to constant weight to obtain an intermediate product;
and 2, step: at 110 deg.c, the intermediate product is added into bromododecane to react for 3.5 hr, cooled, filtered and dried at 80 deg.c to constant weight.
In the step 1, the mass ratio of the diethyl bromomaleate to the 6-methyl-2-pyridinecarbonyl bromide is 24: 52.
In the step 1, the mass ratio of the diethyl bromomaleate to the N, N-dimethylformamide is 8: 100.
In the step 2, the mass ratio of bromododecane to the intermediate product is 100: 38.
comparative example 3
A preparation method of an antibacterial surfactant comprises the following steps:
step 1: adding diethyl bromomaleate, N-dimethyl-3, 5-pyridinediamine and alpha-bromoazabenzene into a solvent N, N-dimethylformamide at 145 ℃, reacting for 4.5 hours, cooling, filtering, washing with N-hexane, and drying at 80 ℃ to constant weight to obtain an intermediate product;
step 2: at 110 deg.c, the intermediate product is added into bromododecane to react for 3.5 hr, cooled, filtered and dried at 80 deg.c to constant weight.
In the step 1, the mass ratio of the diethyl bromomaleate, the N, N-dimethyl-3, 5-pyridinediamine and the alpha-bromoazabenzene is 24:32: 20.
In the step 1, the mass ratio of the diethyl bromomaleate to the N, N-dimethylformamide is 8: 100.
In the step 2, the mass ratio of bromododecane to the intermediate product is 100: 38.
example 2
A preparation method of an antibacterial surfactant comprises the following steps:
step 1: adding diethyl bromomaleate, N-dimethyl-3, 5-pyridinediamine and 6-methyl-2-pyridinecarbonyl bromide into a solvent N, N-dimethylformamide at 145 ℃, reacting for 4.5 hours, cooling, filtering, washing with N-hexane, and drying at 80 ℃ to constant weight to obtain an intermediate product;
step 2: adding the intermediate product into bromododecane at 110 ℃, reacting for 3.5 hours, cooling, filtering, and drying at 80 ℃ to constant weight.
In the step 1, the mass ratio of the diethyl bromomaleate, the N, N-dimethyl-3, 5-pyridinediamine and the 6-methyl-2-pyridinecarbonyl bromide is 24:32: 20.
In the step 1, the mass ratio of the diethyl bromomaleate to the N, N-dimethylformamide is 8: 100.
In the step 2, the mass ratio of bromododecane to the intermediate product is 100: 38.
example 3
A preparation method of an antibacterial surfactant comprises the following steps:
step 1: adding diethyl bromomaleate, N-dimethyl-3, 5-pyridinediamine and 6-methyl-2-pyridinecarbonyl bromide into a solvent N, N-dimethylformamide at 145 ℃, reacting for 4.5 hours, cooling, filtering, washing with N-hexane, and drying at 80 ℃ to constant weight to obtain an intermediate product;
step 2: at 110 deg.c, the intermediate product is added into bromododecane to react for 3.5 hr, cooled, filtered and dried at 80 deg.c to constant weight.
In the step 1, the mass ratio of the diethyl bromomaleate, the N, N-dimethyl-3, 5-pyridinediamine and the 6-methyl-2-pyridinecarbonyl bromide is 18:25: 26.
In the step 1, the mass ratio of the diethyl bromomaleate to the N, N-dimethylformamide is 4: 100.
In the step 2, the mass ratio of bromododecane to the intermediate product is 100: 48.
example 4
A preparation method of an antibacterial surfactant comprises the following steps:
step 1: adding diethyl bromomaleate, N-dimethyl-3, 5-pyridinediamine and 6-methyl-2-pyridinecarbonyl bromide into a solvent N, N-dimethylformamide at 145 ℃, reacting for 4.5 hours, cooling, filtering, washing with N-hexane, and drying at 80 ℃ to constant weight to obtain an intermediate product;
step 2: adding the intermediate product into bromododecane at 110 ℃, reacting for 3.5 hours, cooling, filtering, and drying at 80 ℃ to constant weight.
In the step 1, the mass ratio of the diethyl bromomaleate, the N, N-dimethyl-3, 5-pyridinediamine and the 6-methyl-2-pyridinecarbonyl bromide is 28:40: 14.
In the step 1, the mass ratio of the diethyl bromomaleate to the N, N-dimethylformamide is 14: 100.
In the step 2, the mass ratio of bromododecane to the intermediate product is 100: 28.
example 5
An antibacterial skin cleansing lotion comprises the following raw materials by mass percent:
2 percent of ammonium dodecyl sulfate;
cocamidopropyl betaine 4%;
4% of cocoyl amphodiacetate disodium salt;
6 percent of sodium dodecyl sulfate;
laureth-101.5%;
6.5 percent of glycerin;
the balance being water.
Adding ammonium lauryl sulfate, cocamidopropyl betaine, disodium cocoyl amphodiacetate, laureth-10 and glycerol into water at 45 ℃, stirring and mixing uniformly, and cooling to room temperature to obtain the antibacterial skin cleaning lotion.
Example 6
An antibacterial skin cleansing lotion is composed of the following raw materials by mass percent:
2 percent of ammonium dodecyl sulfate;
cocamidopropyl betaine 4%;
4% of cocoyl amphodiacetate disodium salt;
6 percent of lauryl sodium sulfate;
laureth-101.5%;
4% of the antimicrobial surfactant prepared in example 1;
6.5% of glycerol;
the balance being water.
Adding ammonium lauryl sulfate, cocamidopropyl betaine, disodium cocoyl amphodiacetate, laureth-10, an antibacterial surfactant and glycerol into water at 45 ℃, stirring and mixing uniformly, and cooling to room temperature to obtain the antibacterial skin cleansing lotion.
Example 7
An antibacterial skin cleansing lotion comprises the following raw materials by mass percent:
2 percent of ammonium dodecyl sulfate;
cocamidopropyl betaine 4%;
4% of cocoyl amphodiacetate disodium salt;
6 percent of lauryl sodium sulfate;
laureth-101.5%;
4% of the antimicrobial surfactant prepared in comparative example 2;
6.5% of glycerol;
the balance being water.
Adding ammonium lauryl sulfate, cocamidopropyl betaine, disodium cocoyl amphodiacetate, laureth-10, an antibacterial surfactant and glycerol into water at 45 ℃, stirring and mixing uniformly, and cooling to room temperature to obtain the antibacterial skin cleansing lotion.
Example 8
An antibacterial skin cleansing lotion is composed of the following raw materials by mass percent:
2 percent of ammonium dodecyl sulfate;
cocamidopropyl betaine 4%;
4% of cocoyl amphodiacetate disodium salt;
6 percent of sodium dodecyl sulfate;
laureth-101.5%;
4% of the antimicrobial surfactant prepared in example 2;
6.5% of glycerol;
the balance being water.
Adding ammonium lauryl sulfate, cocamidopropyl betaine, disodium cocoyl amphodiacetate, laureth-10, an antibacterial surfactant and glycerol into water at 45 ℃, stirring and mixing uniformly, and cooling to room temperature to obtain the antibacterial skin cleansing lotion.
Test example 1
The test is carried out by adopting a sterilization effect test method (suspension quantification method) of 7.2 antibacterial daily chemical products in a standard evaluation method for antibacterial and bacteriostatic effects of QB/T2738 and 2012 daily chemical products.
Test strains: coli ATCC25922, Candida albicans ATCC 10231.
Acting time: 15min, action concentration: 1:100.
Surfactant antibacterial effect test meter
| The bactericidal rate of Escherichia coli% | Degree of killing Candida albicans% | |
| Example 1 | 82.4 | 85.7 |
| Comparative example 1 | 68.2 | 74.1 |
| Comparative example 2 | 73.8 | 77.4 |
| Comparative example 3 | 75.1 | 80.8 |
| Example 2 | 93.9 | 95.2 |
| Example 3 | 85.0 | 90.3 |
| Example 4 | 84.3 | 88.5 |
In the invention, diethyl bromomaleate reacts with N, N-dimethyl-3, 5-pyridinediamine to obtain pyridyl amide compound, and further reacts with bromododecane to obtain pyridine quaternary ammonium salt surfactant, besides, diethyl bromomaleate, bromododecane and N, N-dimethyl-3, 5-pyridinediamine participate in the reaction, and the introduction of dimethylamino groups in the diethyl bromomaleate, the bromododecane and the N, N-dimethyl-3, 5-pyridinediamine further improves the antibacterial and bacteriostatic properties of the surfactant.
Test example 2
The antimicrobial surfactants prepared in examples 1 to 4 were diluted to 1 wt% aqueous solutions, and subjected to acute oral toxicity test, acute inhalation toxicity test, skin irritation test, acute eye irritation test, and skin allergy test by the "Disinfection technical Specification" of the Ministry of public health of the people's republic of China, and the test results were all acceptable.
The surfactant disclosed by the invention has good surface activity and emulsifying property, particularly has good antibacterial effect, and is suitable for resisting and inhibiting bacteria in daily chemical products.
The antibacterial surfactant can also be used in the fields of plastics, coatings and the like. The addition amount of the additive in the plastic and paint formula can be 0.5 wt% to 10 wt%.
Test example 3
The antibacterial cleansing lotion prepared in examples 5 to 8 was subjected to an antibacterial test by using a bactericidal effect test method (suspension quantification method) of 7.2 antibacterial daily chemical products in the evaluation method of antibacterial and bacteriostatic effects of QB/T2738 and 2012 daily chemical products.
Test strains: coli ATCC25922, Candida albicans ATCC 10231.
Acting time: 20min, action concentration: 1:100.
Test table for antibacterial effect of antibacterial skin cleaning lotion
| The bactericidal rate of Escherichia coli% | Degree of killing by Candida albicans | |
| Example 5 | 81.7 | 84.6 |
| Example 6 | 93.6 | 94.9 |
| Example 7 | 90.2 | 91.4 |
| Example 8 | 99.5 | 99.8 |
The antibacterial skin cleaning lotion disclosed by the invention can effectively remove body dirt, is antibacterial and sanitary, and can keep skin fresh and cool for a long time.
The above description is only an embodiment of the present invention, but the scope of the present invention is not limited thereto, and any changes or substitutions that are not thought of through the inventive work should be included in the scope of the present invention. Therefore, the protection scope of the present invention shall be subject to the protection scope defined by the claims.
Claims (2)
1. The antibacterial skin cleansing lotion is characterized by comprising the following raw materials in percentage by mass:
1-3% of ammonium dodecyl sulfate;
2.5-5.5% of cocamidopropyl betaine;
3-5% of cocoyl amphodiacetate disodium;
4-8% of sodium dodecyl sulfate;
100.5 to 2.5 percent of laureth;
1.5 to 6.5 percent of antibacterial surfactant;
4.5 to 8.5 percent of glycerin;
the balance of water;
the antibacterial surfactant is prepared by the following method:
step 1: adding bromo-diethyl maleate, N-dimethyl-3, 5-pyridinediamine and 6-methyl-2-pyridinecarbonyl bromide into a solvent N, N-dimethylformamide at the temperature of 130 ℃ and 160 ℃, reacting for 4-5 hours, cooling, filtering, washing and drying to obtain an intermediate product;
step 2: adding the intermediate product into bromododecane at the temperature of 100 ℃ and 120 ℃, reacting for 3-4 hours, cooling, filtering and drying.
2. The antibacterial cleansing lotion according to claim 1, wherein the mass ratio of diethyl bromomaleate, N-dimethyl-3, 5-pyridinediamine, and 6-methyl-2-pyridinecarbonylbromide in step 1 is (18-28) to (25-40) to (14-26).
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