CN111000743A - Cocoamidopropyl PG-dimethyl ammonium chloride and polyalcohol compound and application thereof - Google Patents
Cocoamidopropyl PG-dimethyl ammonium chloride and polyalcohol compound and application thereof Download PDFInfo
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- CN111000743A CN111000743A CN201911171369.8A CN201911171369A CN111000743A CN 111000743 A CN111000743 A CN 111000743A CN 201911171369 A CN201911171369 A CN 201911171369A CN 111000743 A CN111000743 A CN 111000743A
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- cocamidopropyl
- dimethyl ammonium
- ammonium chloride
- aqueous solution
- polyalcohol
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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
- A61K8/42—Amides
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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
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/34—Alcohols
- A61K8/345—Alcohols containing more than one hydroxy group
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/10—Antimycotics
-
- 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
-
- 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
-
- 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
- A61K2800/52—Stabilizers
- A61K2800/524—Preservatives
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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
- A61K2800/592—Mixtures of compounds complementing their respective functions
-
- 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 a compound of cocamidopropyl PG-dimethyl ammonium chloride and polyalcohol, which is characterized in that: the composite material comprises a cocamidopropyl PG-dimethyl ammonium chloride aqueous solution and polyhydric alcohol, wherein the mass ratio of the cocamidopropyl PG-dimethyl ammonium chloride aqueous solution to the polyhydric alcohol is 1: 10-10: 1. The invention also discloses application of the complex of the cocamidopropyl PG-dimethylammonium chloride and the polyalcohol as a bacteriostatic agent and application of the complex as the bacteriostatic agent in daily chemical products. Compared with the prior art, the invention has the advantages that: the invention provides a compound of cocamidopropyl PG-dimethylammonium chloride and polyalcohol, wherein the cocamidopropyl PG-dimethylammonium chloride and the polyalcohol can play a role in synergy and improve the antibacterial effect.
Description
Technical Field
The invention relates to the technical field of bacteriostasis, in particular to application of a compound of cocamidopropyl PG-dimethyl ammonium chloride and polyalcohol as a bacteriostat and application of the compound as the bacteriostat in daily chemical products.
Background
The commonly used cocamidopropyl PG-dimethyl ammonium chloride phosphate ester in the market at present is a derivative of cocamidopropyl PG-dimethyl ammonium chloride, is also called natural bionic phospholipid, has good affinity with skin, has a certain repairing function on damaged skin and hair, can supplement phospholipid and grease lost by the skin, is a very mild amphoteric surfactant, and has data showing that the surfactant has broad-spectrum antibacterial property.
For example, patent application No. CN201811235175.5 (publication No. CN109172480A) discloses a mite-removing itching-relieving hair lotion and a preparation process thereof, which is characterized in that cocoamidopropyl PG-dimethyl ammonium chloride phosphate is added into the hair lotion, and the cocoamidopropyl PG-dimethyl ammonium chloride phosphate has a certain repair function on damaged hair, is a very mild amphoteric surfactant, and has excellent foamability and foam stability.
For example, the invention patent with the patent application number of CN201910433538.4 (publication number of CN110184135A) discloses a propolis bacteriostatic detergent and a preparation method thereof, the surfactant in the liquid detergent is a composition consisting of sodium cocoamidopropyl PG-dimethyl ammonium chloride phosphate, sodium laureth sulfate, tea saponin, octyl glucoside and dodecyl glucoside, and indicates that cocoamidopropyl PG-dimethyl ammonium chloride sodium phosphate is a phospholipid compound, mainly consists of phosphodiester and triester with multiple long chain groups, is prepared from pure natural coconut oil, is completely compatible with natural lipid on the surface layer of skin, has extremely wide functional characteristics, has mild cleaning, low stimulation, skin softening and broad-spectrum antibacterial action, but the so-called broad-spectrum antibacterial action is not proved by data.
Cocamidopropyl PG-dimonium chloride (CAS number: 136920-08-6), which is known as Cocamidopropyl PG-dimonium chloride, has good antistatic performance and can improve the combing performance of hair, and is generally used as a hair conditioner, and no data shows that the Cocamidopropyl PG-dimonium chloride has antibacterial performance.
Wherein, the invention patent with the patent application number of CN201710638891.7 (with the publication number of CN107296771A) discloses an anti-dandruff composition and a two-component multi-effect silicone oil-free shampoo, which contains DM-846, wherein DM-846 is a mixture of dichlorobenzyl alcohol, sodium isostearoyl lactylate, cocamidopropyl PG-dimethyl ammonium chloride and sodium lactate, has broad-spectrum high-efficiency bactericidal effect and strong bacteriostatic and bactericidal effects on fungi of scalp, but does not disclose the bactericidal property of the cocamidopropyl PG-dimethyl ammonium chloride and has no data to prove the specific effect of each component in DM-846, wherein among the components, the dichlorobenzyl alcohol is often used as a broad-spectrum antibacterial agent, the sodium isostearoyl lactylate is often used as an emulsifier, the cocamidopropyl PG-dimethyl ammonium chloride is often used as a conditioner for hair, sodium lactate has a strong water absorption capacity and is often used as a moisturizer, and therefore from the information provided in this document, dichlorobenzyl alcohol is generally considered to be bacteriostatic rather than cocamidopropyl PG-dimethyl ammonium chloride.
In addition, no data show that the compound of the cocamidopropyl PG-dimethyl ammonium chloride and the polyalcohol has the bacteriostatic effect.
Disclosure of Invention
The first technical problem to be solved by the invention is to provide a compound of cocamidopropyl PG-dimethylammonium chloride and polyalcohol, which can improve antibacterial performance, aiming at the current situation of the prior art.
The second technical problem to be solved by the invention is to provide a new application of the compound of the cocamidopropyl PG-dimethyl ammonium chloride and the polyalcohol.
The third technical problem to be solved by the invention is to provide a new application of the compound of the cocamidopropyl PG-dimethyl ammonium chloride and the polyalcohol in daily chemical products.
The technical scheme adopted by the invention for solving the first technical problem is as follows: a compound of cocamidopropyl PG-dimethyl ammonium chloride and polyalcohol is characterized in that: the composite material comprises a cocamidopropyl PG-dimethyl ammonium chloride aqueous solution and polyhydric alcohol, wherein the mass ratio of the cocamidopropyl PG-dimethyl ammonium chloride aqueous solution to the polyhydric alcohol is 1: 10-10: 1.
Preferably, the concentration of the aqueous solution of cocamidopropyl PG-dimethylammonium chloride is 33-37 wt%.
Preferably, the polyhydric alcohol is at least one of glycerol, 1, 3-butanediol, 1, 3-propanediol, 1, 2-propanediol, caprylic glycol, ethylhexylglycerol, 1, 2-hexanediol, pentanediol, isoprene glycol, and methyl propylene glycol.
The technical scheme adopted by the invention for solving the second technical problem is as follows: an application of the complex of the cocamidopropyl PG-dimethylammonium chloride and the polyalcohol as a bacteriostatic agent.
Preferably, the bacteriostatic agent is a product capable of inhibiting microorganisms.
Further, the microorganism is at least one of Staphylococcus aureus ATCC6538, Escherichia coli ATCC8739, Pseudomonas aeruginosa ATCC9027, Burkholderia cepacia ATCC25416, Enterobacter gourmentii ATCC33028, Candida albicans ATCC10231 and Aspergillus niger ATCC 16404.
The technical scheme adopted by the invention for solving the third technical problem is as follows: the application of the compound of the cocamidopropyl PG-dimethylammonium chloride and the polyalcohol as a bacteriostatic agent in daily chemical products.
Preferably, the bacteriostatic agent is a product capable of inhibiting microorganisms.
Further, the microorganism is at least one of Staphylococcus aureus ATCC6538, Escherichia coli ATCC8739, Pseudomonas aeruginosa ATCC9027, Burkholderia cepacia ATCC25416, Enterobacter gourmentii ATCC33028, Candida albicans ATCC10231 and Aspergillus niger ATCC 16404.
Preferably, the daily chemical product is a wet tissue or a cosmetic, the daily chemical product comprises a daily chemical product solution, the daily chemical product solution comprises the compound, and the addition amount of the compound is 0.55-0.8 wt%.
Compared with the prior art, the invention has the advantages that: the invention provides a compound of cocamidopropyl PG-dimethyl ammonium chloride and polyalcohol, the cocamidopropyl PG-dimethyl ammonium chloride and the polyalcohol can play a role in synergy and improve the bacteriostatic effect, and the compound of cocamidopropyl PG-dimethyl ammonium chloride and the polyalcohol can be applied to the field of daily chemical products as a bacteriostatic agent to play a good bacteriostatic effect.
Detailed Description
The present invention will be described in further detail with reference to examples.
Examples A1 to A5:
the minimum inhibitory concentration of the complex of aqueous solution of cocamidopropyl PG-dimethylammonium chloride and polyhydric alcohol was determined according to the Sterilization specification (2002 edition) 2.1.8.3 minimum inhibitory concentration determination test (agar dilution method). The test microorganisms were Staphylococcus aureus ATCC6538, Escherichia coli ATCC8739, Pseudomonas aeruginosa ATCC9027, Burkholderia cepacia ATCC25416, Enterobacter gourme ATCC33028, Candida albicans ATCC10231, Aspergillus niger ATCC 16404.
The method comprises the following specific steps: 5g of a sample to be detected is taken by aseptic technique and put into 45ml of sterilized PBS (0.03mol/L phosphate buffer solution), and the sample is fully shaken and dissolved to prepare a 10 percent evenly dispersed solution. Then diluting the solution into test solutions with different concentrations by PBS, and placing the test solutions in a water bath with the temperature of 45-50 ℃ for standby at constant temperature. Respectively taking 10ml serial dilutionsThe antibacterial liquid is added into the plate. 10ml of a double medium (MH agar for bacteria and Sabouraud's dextrose agar medium for fungi) in a water bath at 45 ℃ to 50 ℃ is added into a plate, and the plate is shaken while adding the medium, and is fully mixed. After the plate is solidified, taking 1-2 mul (the bacterial content is about 10)7cfu/ml, the fungus content is about 106cfu/ml) bacterial suspension is spotted on a plate containing a bacteriostatic solution culture medium, and the diameter of a bacterial liquid ring formed after inoculation is about 5 mm-8 mm. Culture medium plates without bacteriostatic components were inoculated in the same manner as positive controls. And (3) placing the plate inoculated with the bacteria in an incubator at 36 +/-1 ℃, carrying out inverted culture for 18-24 h, and observing the result. And (3) placing the plate inoculated with the fungus in an incubator at 28 +/-1 ℃, culturing for 3-5d, and observing the result. The lowest bacteriostatic concentration of the completely inhibited colony growth is the MIC of the sample on the tested bacteria. Single colonies grew negligibly.
Comparative examples a1 to a 5:
the minimum inhibitory concentrations of the aqueous solution of cocamidopropyl PG-dimethylammonium chloride and the polyol were determined according to the minimum inhibitory concentration determination test (agar dilution method) of Disinfection Specification (2002 edition) 2.1.8.3.
The formulation and test results for the formulations of examples A1-A5 and comparative examples A1-A5 are detailed in tables 1 and 2.
Examples B1 to B4:
the compound of the cocamidopropyl PG-dimethylammonium chloride aqueous solution and the polyalcohol is added into the wet tissue liquid to be used as a bacteriostatic agent, and a corrosion prevention challenge test is carried out according to a method for testing the microbial corrosion prevention efficacy of United states pharmacopoeia USP32 (51). The test microorganisms were Staphylococcus aureus ATCC6538, Escherichia coli ATCC8739, Pseudomonas aeruginosa ATCC9027, Burkholderia cepacia ATCC25416, Enterobacter gourmei ATCC33028, Candida albicans ATCC10231, Aspergillus niger ATCC 16404. The enterobacter Riviensis is a common pollution bacterium in daily chemical product factories in south China and has certain drug resistance, so the microorganism is specially added for testing in the experiment. Burkholderia cepacia is a common contaminant in wet towel manufacturing plants, and therefore this microorganism is intentionally added in wet towel liquid tests for testing. And suspensions of bacterial bacteriaThe concentrations are respectively adjusted to 108cfu/ml, wherein staphylococcus aureus, escherichia coli and pseudomonas aeruginosa are uniformly mixed into mixed bacteria in equal amount. The concentrations of the mold and yeast suspension were adjusted to 107cfu/ml, equal amount of mould and yeast are mixed to form the mixed fungus. Taking 4 samples to be tested, adding 50g of each sample into 4 samples respectively, and adding 0.5ml of mixed bacteria, Burkholderia cepacia, Enterobacter gourme and mixed fungi into the 4 samples respectively to ensure that the inoculation concentration of each bacteria in the samples is 106cfu/g, fungal 105cfu/g. And fully stirring and uniformly mixing the sample inoculated with the bacterial liquid by using a stirring rod. The mixed sample is placed at 22.5 +/-2.5 ℃. The microbial content was determined at 0h, 2, 7, 14, 21, 28d after inoculation and the log reduction of colony counts was calculated.
Comparative example B1:
the wet tissue fluid is subjected to a preservative challenge test according to a method of a microorganism preservative efficacy test of the United states pharmacopoeia USP32 (51).
Comparative example B2:
the cocamidopropyl PG-dimethylammonium chloride aqueous solution is added into the wet tissue liquid to be used as a bacteriostatic agent, and a preservative challenge test is carried out according to a method of a microorganism preservative efficacy test of United states pharmacopoeia USP32 (51).
The wet wipe formulations and test results of examples B1-B4 and comparative examples B1-B2 are detailed in tables 3 and 4.
Examples C1 to C4:
the formulation of aqueous solution of cocamidopropyl PG-dimethylammonium chloride and a polyol was added to the emulsion for use as a bacteriostatic for the preservative challenge test according to the United states pharmacopoeia USP32(51) method for testing the preservative efficacy of microorganisms.
Comparative example C:
the emulsions were tested for preservative challenge according to the USP32(51) microbial preservative efficacy test.
The emulsion formulations and test results for examples C1-C4, comparative example C are detailed in tables 5 and 6.
Note: the above aqueous solution of cocamidopropyl PG-dimethylammonium chloride is obtained from England chemical company of AmericaUnder the trade name of LexquatTMThe concentration of C-PF is 33-37 wt%.
As can be seen from tables 1 to 6:
(1) as can be seen from tables 1 and 2, the aqueous solution of cocamidopropyl PG-dimethylammonium chloride has a very good bacteriostatic effect on both bacteria and fungi, and is a very good broad-spectrum bacteriostatic agent; the compound of the cocamidopropyl PG-dimethyl ammonium chloride aqueous solution and the polyalcohol also has better antibacterial effect; compared with the MIC result of compounding the cocamidopropyl PG-dimethyl ammonium chloride aqueous solution, the caprylyl glycol and the cocamidopropyl PG-dimethyl ammonium chloride aqueous solution with the caprylyl glycol, the bacteriostasis of the cocamidopropyl PG-dimethyl ammonium chloride aqueous solution and the caprylyl glycol to pseudomonas aeruginosa and aspergillus niger is improved after the cocamidopropyl PG-dimethyl ammonium chloride aqueous solution and the caprylyl glycol are compounded, the cocamidopropyl PG-dimethyl ammonium chloride aqueous solution and the caprylyl glycol are compounded to have a synergistic effect, and it is noted that the values of certain data in the examples are greater than those of the corresponding comparative example A1, but this is due to the dilution of the aqueous solution of cocamidopropyl PG-dimethylammonium chloride with a less bacteriostatic polyol, the diluted compound still has higher antibacterial activity, but the synergistic effect of the cocamidopropyl PG-dimethylammonium chloride aqueous solution and the polyalcohol can be proved.
(2) As can be seen from tables 3 and 4, the complex of the cocamidopropyl PG-dimethylammonium chloride aqueous solution and the polyhydric alcohol has a good bacteriostatic property in the wet wipe liquid; in addition, compared with the wet tissue liquid 654-078G only added with the aqueous solution of cocamidopropyl PG-dimethylammonium chloride, the anti-corrosion capability of the aqueous solution of cocamidopropyl PG-dimethylammonium chloride and 1, 2-hexanediol added with the wet tissue liquid 654-078R1 added with the aqueous solution of cocamidopropyl PG-dimethylammonium chloride and octaethylene glycol on Burkholderia cepacia is greatly improved, which indicates that the combined use of the aqueous solution of cocamidopropyl PG-dimethylammonium chloride and 1, 2-hexanediol or octaethylene glycol in the wet tissue liquid has better bacteriostatic action on the Burkholderia cepacia than the independent use of the aqueous solution of cocamidopropyl PG-dimethylammonium chloride;
(3) as can be seen from tables 5 and 6, the complex of aqueous solution of cocamidopropyl PG-dimethylammonium chloride and polyhydric alcohol has better antibacterial performance in the emulsion.
TABLE 1 formulation of the formulations of examples A1-A5, comparative examples A1-A5
TABLE 2 test results for examples A1-A5 and comparative examples A1-A5
TABLE 3 Wet towel formulations of examples B1-B4 and comparative examples B1-B2
TABLE 4 test results of examples B1-B4 and comparative examples B1-B2
TABLE 5 emulsion formulations for examples C1-C4, comparative example C
TABLE 6 emulsion formulations and test results for examples C1-C4, comparative example C
Claims (10)
1. A compound of cocamidopropyl PG-dimethyl ammonium chloride and polyalcohol is characterized in that: the composite material comprises a cocamidopropyl PG-dimethyl ammonium chloride aqueous solution and polyhydric alcohol, wherein the mass ratio of the cocamidopropyl PG-dimethyl ammonium chloride aqueous solution to the polyhydric alcohol is 1: 10-10: 1.
2. The complex of cocamidopropyl PG-dimethylammonium chloride and polyol of claim 1, characterized in that: the concentration of the aqueous solution of the cocamidopropyl PG-dimethylammonium chloride is 33-37 wt%.
3. The complex of cocamidopropyl PG-dimethylammonium chloride and polyol of claim 1, characterized in that: the polyalcohol is at least one of glycerol, 1, 3-butanediol, 1, 3-propanediol, 1, 2-propanediol, caprylic glycol, caprylic glyceride, ethylhexyl glycerol, 1, 2-hexanediol, pentanediol, isopentyl diol and methyl propanediol.
4. Use of a combination of cocamidopropyl PG-dimethylammonium chloride and a polyol as defined in any one of claims 1 to 3 as a bacteriostatic agent.
5. Use according to claim 4, characterized in that: the bacteriostatic agent is a product capable of inhibiting microorganisms.
6. Use according to claim 5, characterized in that: the microorganism is at least one of staphylococcus aureus ATCC6538, escherichia coli ATCC8739, pseudomonas aeruginosa ATCC9027, Burkholderia cepacia ATCC25416, Enterobacter gourmet ATCC33028, candida albicans ATCC10231 and aspergillus niger ATCC 16404.
7. Use of a complex of cocamidopropyl PG-dimethylammonium chloride and a polyol according to any of claims 1 to 3 as a bacteriostatic agent in a daily chemical product.
8. Use according to claim 7, characterized in that: the bacteriostatic agent is a product capable of inhibiting microorganisms.
9. Use according to claim 8, characterized in that: the microorganism is at least one of staphylococcus aureus ATCC6538, escherichia coli ATCC8739, pseudomonas aeruginosa ATCC9027, Burkholderia cepacia ATCC25416, Enterobacter gourmet ATCC33028, candida albicans ATCC10231 and aspergillus niger ATCC 16404.
10. Use according to claim 7, characterized in that: the daily chemical product is a wet tissue or a cosmetic, and comprises a daily chemical product solution, wherein the daily chemical product solution comprises the compound, and the addition amount of the compound is 0.55-0.8 wt%.
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Cited By (1)
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| Publication number | Publication date |
|---|---|
| CN111000743B (en) | 2022-08-12 |
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