CN113368001A - Application of preservative, preservative composition and application thereof - Google Patents
Application of preservative, preservative composition and application thereof Download PDFInfo
- Publication number
- CN113368001A CN113368001A CN202110750183.9A CN202110750183A CN113368001A CN 113368001 A CN113368001 A CN 113368001A CN 202110750183 A CN202110750183 A CN 202110750183A CN 113368001 A CN113368001 A CN 113368001A
- Authority
- CN
- China
- Prior art keywords
- preservative
- butanone
- hydroxyphenyl
- methoxy
- cosmetics
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
Images
Classifications
-
- 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
- A61K8/35—Ketones, e.g. benzophenone
-
- 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
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
- C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
- C07C45/69—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by addition to carbon-to-carbon double or triple bonds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
- C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
- C07C45/72—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups
- C07C45/73—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups combined with hydrogenation
-
- 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
- A61K2800/10—General cosmetic use
-
- 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
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Emergency Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Dermatology (AREA)
- Cosmetics (AREA)
Abstract
The invention discloses an application of a preservative, a preservative composition and an application of the preservative composition, and belongs to the technical field of preservatives. The preservative has small addition amount in cosmetics, small irritation, no toxic or side effect and wide antibacterial spectrum, and is a green plant preservative; the preservative composition achieves the effect of synergistic interaction through compounding, the preservative effect is ensured, the addition amount of the preservative in cosmetics is greatly reduced, and stimulation and side effects of a large amount of preservative added on skin and human bodies are avoided.
Description
Technical Field
The invention belongs to the technical field of preservatives, and particularly relates to an application of a preservative, a preservative composition and an application of the preservative composition.
Background
With the development of science and technology and the continuous improvement of living standard, cosmetics have become essential in human life. Most of the existing cosmetics are rich in nutrient substances necessary for the propagation of microorganisms such as protein, amino acid and the like, provide nutrients for skin and are easy to breed microorganisms such as bacteria, mold and the like. In addition, most cosmetics belong to non-disposable products, and the container has limited sealing performance and is easy to cause multiple pollution. In order to ensure the quality of the cosmetics in the using process, a certain preservative can be added to achieve the effect of preservation and quality guarantee.
The traditional cosmetic preservative has the defect of high irritation, such as Methylisothiazolinone (MIT), which is proved to have irritation to the skin, the mask or skin care product added with MIT is easy to cause anaphylactic reaction, and the mask or skin care product can seriously cause red swelling, blister, skin cracking and the like, and irritant dermatitis can be caused after long-term use, so that pimples and pimples are generated. Countries such as the european union, canada, etc. have limited or prohibited MIT. Some components can generate side effects on human bodies, such as the parabens, and a study of European Union shows that the parabens preservative can generate effects on the brain, the nervous system and behavioral patterns. The relevant legislation on preservatives in the cosmetics industry is also constantly renewed, placing lower limits on some traditional preservatives.
With the improvement of the health importance of consumers, the trend of adding pure natural plant preservatives into cosmetics is already a trend. The problem to be solved at present is to provide a green plant preservative which has the advantages of low irritation, no toxic or side effect, wide antimicrobial spectrum and high efficiency.
Disclosure of Invention
In order to overcome the defects of the prior art, the technical problems to be solved by the invention are as follows: provides a green plant preservative with small irritation, no toxic or side effect, wide antimicrobial spectrum and high efficiency.
In order to solve the technical problems, the invention adopts the technical scheme that: the application of a preservative in cosmetics is that the preservative is 4- (3-methoxy-4-hydroxyphenyl) -2-butanone.
The technical scheme adopted by the invention is that the preservative composition comprises 4- (3-methoxy-4-hydroxyphenyl) -2-butanone and 1, 2-hexanediol.
The preparation method of the 4- (3-methoxy-4-hydroxyphenyl) -2-butanone comprises the following steps:
(1) dissolving vanillin in acetone, adding 20% sodium hydroxide solution by volume, stirring at room temperature until the raw materials react completely, adding ultrapure water, stirring uniformly, adjusting pH to 1 with hydrochloric acid, separating out solids, filtering, drying, and adding absolute ethyl alcohol to the solids for recrystallization to obtain yellow solids;
(2) adding ethanol and wet palladium carbon into the yellow solid, hydrogenating at room temperature until the raw materials completely react, filtering to remove the palladium carbon, and concentrating to dry to obtain a residual oily substance; then adding absolute ethyl alcohol and n-heptane, heating to 70 ℃, stirring until the mixture is completely dissolved, cooling to-5 ℃, adding seed crystals, stirring until solid is separated out, filtering, and drying in vacuum to obtain the 4- (3-methoxy-4-hydroxyphenyl) -2-butanone.
The invention has the beneficial effects that: the invention provides an application of 4- (3-methoxy-4-hydroxyphenyl) -2-butanone in cosmetics as a preservative, which has the advantages of small addition amount, small irritation, no toxic or side effect and wide antimicrobial spectrum in the cosmetics, and is a green plant preservative; according to the preservative composition provided by the invention, 4- (3-methoxy-4-hydroxyphenyl) -2-butanone and 1, 2-hexanediol are compounded, so that the synergistic effect of the two is realized, the antibacterial effect of the obtained preservative composition can be obviously improved, the addition amount of preservative components in cosmetics is greatly reduced while the preservative effect is ensured, and the irritation and side effects of a large amount of added preservative components on skin and human bodies are avoided.
Drawings
FIG. 1 shows a nuclear magnetic hydrogen spectrum of 4- (3-methoxy-4-hydroxyphenyl) -2-butanone according to an embodiment of the present invention;
FIG. 2 shows a nuclear magnetic carbon spectrum of 4- (3-methoxy-4-hydroxyphenyl) -2-butanone according to an embodiment of the present invention.
Detailed Description
In order to explain technical contents, achieved objects, and effects of the present invention in detail, the following description is made with reference to the accompanying drawings in combination with the embodiments.
The invention relates to an application of a preservative in cosmetics, wherein the preservative is 4- (3-methoxy-4-hydroxyphenyl) -2-butanone and has the following structural formula:
from the above description, the beneficial effects of the present invention are: the preservative applied to the cosmetics has the advantages of good stability, low stimulation, no harm or toxic or side effect to human bodies and stable color, can be applied to the cosmetics, and is good in compatibility with the cosmetics and safe to apply.
Furthermore, the preservative accounts for 0.5-2.0% of the total mass of the cosmetic.
From the above description, it is understood that the amount of 4- (3-methoxy-4-hydroxyphenyl) -2-butanone added is low when a preservative effect similar to that of the conventional preservative in cosmetics is obtained.
The preservative composition comprises 4- (3-methoxy-4-hydroxyphenyl) -2-butanone and 1, 2-hexanediol.
From the above description, the beneficial effects of the present invention are: when the preservatives are selected in the preparation process of the cosmetics, one or two or three preservatives are generally selected for compounding, but the more the types of the preservatives are, the better the preservative effect is, the preservative effect of the compounded part of the preservatives is equal to that of the preservatives added singly, and even the preservative effect of the compounded part of the preservatives is lower than that of the preservatives added singly. When 1, 2-hexanediol is singly used as a preservative, the effect is poor, the minimum inhibitory concentration to staphylococcus aureus is 2.5 wt%, the minimum inhibitory concentration to candida albicans is 1.25 wt%, and if the 1, 2-hexanediol is added into cosmetics as an anti-blocking agent in a large amount, the requirement of low-level and high-efficiency bacteriostasis of the existing cosmetic preservative is not met, so that the 1, 2-hexanediol is not suitable for being used as the cosmetic preservative. However, the 1, 2-hexanediol and the 4- (3-methoxy-4-hydroxyphenyl) -2-butanone are used in the preservative composition, the synergistic effect of the 1, 2-hexanediol and the 4- (3-methoxy-4-hydroxyphenyl) -2-butanone is achieved, the antibacterial effect of the preservative composition can be remarkably improved, the effect obtained after the 1, 2-hexanediol and the 4- (3-methoxy-4-hydroxyphenyl) -2-butanone is compounded is better than that obtained after the two are independently added, the preservative effect is ensured, the addition amount of preservative components in cosmetics is greatly reduced, and stimulation and side effects on skin and human bodies possibly caused by the addition of a large amount of preservative components are avoided.
Further, the content of the 4- (3-methoxy-4-hydroxyphenyl) -2-butanone is 50 percent by weight.
Further, the preservative composition described above further comprises an antimicrobial component;
the antimicrobial component is one or more of phenoxyethanol, p-hydroxyacetophenone, glyceryl caprylate and ethylhexyl glycerin.
As can be seen from the above description, by further adding the above components, it is possible to contribute to the improvement of the broad spectrum of antibacterial properties of the resulting preservative composition.
Further, the content of the 4- (3-methoxy-4-hydroxyphenyl) -2-butanone is 30-50 percent by weight.
As can be seen from the above description, the content of 4- (3-methoxy-4-hydroxyphenyl) -2-butanone in the composition after the addition of the antimicrobial component cannot be too low, and the composition cannot have a good antimicrobial and antiseptic effect.
The preparation method of the 4- (3-methoxy-4-hydroxyphenyl) -2-butanone comprises the following steps:
dissolving 20g of vanillin in 100mL of acetone, adding 100mL of 20 vol% sodium hydroxide solution into the acetone solution, stirring at room temperature for 20h to ensure that the raw materials react completely, adding 100mL of water into the reaction solution, continuously adding 1:1 hydrochloric acid to adjust the pH value to 1, separating out solids, filtering, drying at 85 ℃, adding 100mL of absolute ethyl alcohol into the solids, and recrystallizing to obtain 15.5g of yellow solids (dehydrozingerone);
taking 15g of dehydrozingerone, adding 150mL of ethanol, adding 1.5g of wet palladium carbon (5% Pd), hydrogenating at room temperature (1.5atm) for 4h, completely reacting the raw materials, filtering to remove the palladium carbon, concentrating the filtrate to dryness, adding 30mL of anhydrous ethanol and 75mL of n-heptane into the residual oily substance, heating to 70 ℃, stirring to be completely dissolved, cooling to-5 ℃, adding a small amount of seed crystals, stirring until solid is separated out, filtering, and vacuum drying at 35 ℃ to obtain 5.5g of white powder.
The nuclear magnetic hydrogen spectrum and nuclear magnetic carbon spectrum data of the obtained white powder are as follows:
referring to FIG. 1, nuclear magnetic hydrogen spectrum (400MHz, DMSO-d6) δ: 6.790(d, J ═ 8.0Hz, 1H), 6.683(d, J ═ 8.0Hz, 1H), 6.597-6.613(m, 4H), 6.501(s, 1H), 3.754(s, 3H), 2.768(t, J ═ 16.0Hz, 2H), 2.680(t, J ═ 16.0Hz, 2H), 2.070(s, 3H).
Referring to FIG. 2, nuclear magnetic carbon spectra (100MHz, DMSO-d6) delta 208.23, 146.19, 143.47, 132.19, 120.02, 114.05, 110.83, 77.21, 77.00, 76.78, 55.14, 44.61, 29.16, 28.75.
The first embodiment of the invention is as follows:
a preservative composition is prepared from the following components in percentage by weight:
50% 4- (3-methoxy-4-hydroxyphenyl) -2-butanone and 50% 1, 2-hexanediol;
the preparation method of the preservative composition comprises the following steps: mixing 4- (3-methoxy-4-hydroxyphenyl) -2-butanone and 1, 2-hexanediol, stirring at 55 deg.C until completely dissolved, and cooling to room temperature to obtain antiseptic composition.
The second embodiment of the invention is as follows:
a preservative composition is prepared from the following components in percentage by weight:
30% 4- (3-methoxy-4-hydroxyphenyl) -2-butanone, 10% phenoxyethanol, 20% ethylhexylglycerol, and 40% 1, 2-hexanediol;
the preparation method of the preservative composition comprises the following steps: mixing 4- (3-methoxy-4-hydroxyphenyl) -2-butanone, phenoxyethanol, ethylhexylglycerin and 1, 2-hexanediol, stirring at 70 deg.C until completely dissolved, and cooling to room temperature to obtain antiseptic composition.
The third embodiment of the invention is as follows:
a preservative composition is prepared from the following components in percentage by weight:
40% 4- (3-methoxy-4-hydroxyphenyl) -2-butanone, 10% glycerol octanoate, 20% ethylhexyl glycerol and 30% 1, 2-hexanediol;
the preparation method of the preservative composition comprises the following steps: mixing 4- (3-methoxy-4-hydroxyphenyl) -2-butanone, glyceryl caprylate, ethylhexyl glycerol and 1, 2-hexanediol, stirring at 65 deg.C until completely dissolved, and cooling to room temperature to obtain antiseptic composition.
The fourth embodiment of the invention is as follows:
a preservative composition is prepared from the following components in percentage by weight:
40% 4- (3-methoxy-4-hydroxyphenyl) -2-butanone, 10% phenoxyethanol, 10% ethylhexyl glycerol, and 40% 1, 2-hexanediol;
the preparation method of the preservative composition comprises the following steps: mixing 4- (3-methoxy-4-hydroxyphenyl) -2-butanone, phenoxyethanol, ethylhexylglycerin and 1, 2-hexanediol, stirring at 75 deg.C until completely dissolved, and cooling to room temperature to obtain antiseptic composition.
The fifth embodiment of the invention is as follows:
a preservative composition is prepared from the following components in percentage by weight:
50% of 4- (3-methoxy-4-hydroxyphenyl) -2-butanone, 10% of phenoxyethanol and 40% of 1, 2-hexanediol;
the preparation method of the preservative composition comprises the following steps: mixing 4- (3-methoxy-4-hydroxyphenyl) -2-butanone, phenoxyethanol and 1, 2-hexanediol, stirring at 80 deg.C until completely dissolved, and cooling to room temperature to obtain antiseptic composition.
The experimental example 1 of the present invention is:
the Minimum Inhibitory Concentration (MIC) assay was performed with reference to NCCLS us drug susceptibility testing method.
1 materials of the experiment
1.1 test compound: the 4- (3-methoxy-4-hydroxyphenyl) -2-butanone prepared by the invention.
1.2 test bacteria: staphylococcus aureus ATCC6538, Pseudomonas aeruginosa ATCC9027, Escherichia coli ATCC8739, Candida albicans ATCC6538, Aspergillus niger ATCC 16404.
2 method of experiment
2.1 streaking the strain to be frozen and stored to a plate culture medium, and culturing for 24h at 37 ℃; selecting a single colony, inoculating the single colony to 100mL of liquid culture medium, and culturing overnight at 37 ℃ to obtain bacterial liquid for later use.
Aspergillus niger was used to elute spores (0.85% NaCl + 0.05% Tween 80 solution) for use.
2.2 dilution of the respective bacteria to 10 with 0.85% sodium chloride solution6-107cfu/mL, the MIC value of the test substance was determined by broth dilution. Fine culture medium, and RPMI1640 liquid culture medium for fungi.
Test article: 4- (3-methoxy-4-hydroxyphenyl) -2-butanone was dissolved in DMSO.
2.2.1, bacteria test method: firstly, respectively adding 2mL of LB culture medium into a 24-pore plate by using a pipette, then adding a test object into the pores and fully mixing the test object and the pores to ensure that the final concentration of the test object is 50-1000ppm, and then sequentially adding bacteria liquid by using the pipette to ensure that the final concentration of the bacteria is 105And (5) about cfu/mL, putting the mixture into an incubator to be cultured for 18-22h at the temperature of 35 +/-1 ℃ after the completion of the culture, and observing the result. And the lowest antibacterial test substance is dispersed turbid or net-shaped precipitate, and the concentration of the lowest antibacterial test substance contained in the bacteria-free growing holes is the lowest antibacterial concentration.
2.2.2, fungi test methods: firstly, respectively adding 2mL of RPMI1640 culture medium into a 24-well plate by using a pipette, then adding test substances with different test concentrations into the holes, fully mixing the test substances to ensure that the final concentration of the test substances is 50-1000ppm, and then sequentially adding bacteria liquid by using the pipette to ensure that the final concentration of candida albicans is 104About cfu/mL, the final concentration of Aspergillus niger is 104About cfu/mL, after the culture, the Candida albicans is put into an incubator to be cultured for 24 hours at 37 ℃, the Aspergillus niger is put into the incubator to be cultured for 48 hours at 35 ℃, and the result is observed. Minimum inhibitory concentration (wt%) of each test compound
TABLE 1
The experimental example 2 of the present invention is:
challenge experiment of microbial preservation.
1 materials of the experiment
1.1 experimental strains: the bacteria are Pseudomonas aeruginosa ATCC9027, Escherichia coli ATCC8739 and Staphylococcus aureus ATCC 6538; the fungi are Candida albicans ATCC10231 and Aspergillus niger ATCC 16404.
1.2 Experimental materials: taking the essence, the skin moisturizing cream and the shower gel prepared from the preservative composition of the embodiment 1-5; the essence is prepared by taking 4- (3-methoxy-4-hydroxyphenyl) -2-butanone monomer (monomer for short).
The composition of the essence is shown in table 2, the composition of the skin-moistening cream is shown in table 3, and the composition of the body wash is shown in table 4.
TABLE 2
TABLE 3
TABLE 4
2 experimental methods and results
2.1 essence preservation challenge
2.1.1 the microbial preservative challenge experiment was performed with an initial inoculum size of 5.0X 10 bacteria, according to the requirements of International Standard ISO11930(Cosmetics microbiological Evaluation of the antimicrobial protection of a cosmetic product)5-1.0×106cfu/mL, fungal 5.0X 104-1.0×105cfu/mL, the bacterial content was determined on days 7, 14 and 28.
2.1.2 on day 7 the bacterial count decreased by more than 3 orders of magnitude, the fungal count decreased by more than 1 order of magnitude, on day 14 the bacterial count decreased by more than 3 orders of magnitude, the fungal count decreased by more than 1 order of magnitude and did not increase further than the last time, and the bacterial count continued to decrease within 28 days, i.e. the challenge was passed through the preservative.
The results of the 7-day experiment on the antiseptic challenge of the essence are shown in table 5, the results of the 14-day experiment on the antiseptic challenge of the essence are shown in table 6, and the results of the 28-day experiment on the antiseptic challenge of the essence are shown in table 7.
TABLE 5
TABLE 6
TABLE 7
2.1.3 examples 1-5 both the bacterial and fungal populations decreased by more than 3 orders of magnitude at day 7, continued to decrease at day 14, and continued to decrease within 28 days, so that the serum made using the preservative compositions of examples 1-5 could pass the preservative challenge.
Meanwhile, the preservative compositions obtained in examples 1 to 5 have better preservative effect than 4- (3-methoxy-4-hydroxyphenyl) -2-butanone alone.
2.2 cosmetic cream antiseptic challenge
2.2.1 methods of experiment: performing microbial corrosion challenge test with reference to the requirements of international standard ISO11930, inoculating bacteria with initial inoculum size of 5.0 × 105-1.0×106cfu/mL, fungal 5.0X 104-1.0×105cfu/mL, the bacterial content was determined on days 7, 14 and 28.
2.2.2 Experimental results determination: the bacterial count was reduced by more than 3 orders of magnitude at day 7, the fungal count was reduced by more than 1 order of magnitude, the bacterial count was reduced by more than 3 orders of magnitude at day 14, the fungal count was reduced by more than 1 order of magnitude and did not increase further than the last time, and the bacterial count continued to decrease, i.e., passed, within 28 days.
The results of the 7-day experiments on the skin cream are shown in Table 8, the results of the 14-day experiments on the skin cream are shown in Table 9, and the results of the 28-day experiments on the skin cream are shown in Table 10.
TABLE 8
TABLE 9
Watch 10
It can be seen that the emollient creams made using the preservative compositions of examples 1-5 can pass the preservative challenge, and the preservative compositions of examples 1-5 have good antimicrobial preservative efficacy.
2.3 bath gel antiseptic challenge
2.3.1 methods of experiment: the microbial preservative challenge experiment was carried out with reference to the requirements of the International Standard ISO11930 (microbial microbiological evaluation of the antimicrobial protection of a cosmetic product), followed by an initial inoculum size of 5.0X 105-1.0×106cfu/mL, fungal 5.0X 104-1.0×105cfu/mL, the bacterial content was determined on days 7, 14 and 28.
2.3.2 Experimental results determination: the bacterial count was reduced by more than 3 orders of magnitude at day 7, the fungal count was reduced by more than 1 order of magnitude, the bacterial count was reduced by more than 3 orders of magnitude at day 14, the fungal count was reduced by more than 1 order of magnitude and did not increase further than the last time, and the bacterial count continued to decrease, i.e., passed, within 28 days.
The shower gel preservative challenge 7-day experimental results are shown in table 11, the shower gel preservative challenge 14-day experimental results are shown in table 12, and the shower gel preservative challenge 28-day experimental results are shown in table 13.
TABLE 11
TABLE 12
Watch 13
It can be seen that the shower gels prepared using the preservative compositions of examples 1-5 can pass the preservative challenge, and the preservative compositions of examples 1-5 have good antimicrobial preservative efficacy.
The experimental example 3 of the present invention is:
skin irritation test.
1 materials of the experiment
Test group samples: an aqueous solution containing 1.0 wt% of the preservative composition of example 1, at which time 4- (3-methoxy-4-hydroxyphenyl) -2-butanone was 0.5% of the total amount of the aqueous solution.
Comparative group samples: an aqueous solution containing 3.0 wt% of the preservative composition of example 1, at which time 4- (3-methoxy-4-hydroxyphenyl) -2-butanone was present in an amount of 1.5% of the total aqueous solution.
2 method of experiment
2.1 multiple skin irritation experiments: the method comprises the following steps of taking 8 healthy rabbits with intact skin (4 rabbits in each of a test group and a comparison group), and removing hairs on two sides of the spinal column of the back of the rabbit 24 hours before an experiment without damaging the skin. The hair removing range is about 3X 3cm on the left and right2. The following day 0.5mL of the samples (test and control) were directly smeared onto 2.5X 2.5cm2Removing hair from the skin, covering with a non-irritating plastic film, and fixing with a non-irritating adhesive tape. The other side had hair removed as a blank. The application time was 2h and after the experiment was completed, the residual sample was removed with warm water. Once daily for 14 days. Shearing before each application, removing residual test substance after applying for 2h, observing the result after one hour, and scoring according to table 14.
Average score per animal per day ═ Σ (total score of redness and edema for 14d per animal)/(number of test animals × 14).
TABLE 14
2.2 evaluation of skin irritation test: the animals were scored for erythema and edema formation according to Table 14, the average score per animal per day (irritation index) was calculated according to the following formula, and the level of skin irritation intensity of the test subjects on the animals was rated according to Table 15.
Watch 15
| Index of skin irritation | Stimulation intensity level |
| 0-0.5 | Has no irritation |
| 0.5-2.0 | Light irritation |
| 2.0-6.0 | Moderate irritation |
| 6.0-8.0 | Strong irritation |
3 results of the test
The integral mean value of skin irritation response of the tested rabbits in the observation period is less than 0.5, and the irritation intensity is as follows: has no irritation. The integral mean value of skin irritation response of the control rabbit in the observation period is 0.5-1.0, and the irritation intensity is as follows: is light in irritation.
The experimental example 4 of the present invention is:
acute eye irritation test.
1 materials of the experiment
Test group samples: an aqueous solution containing 1.0 wt% of the preservative composition of example 1, at which time 4- (3-methoxy-4-hydroxyphenyl) -2-butanone was 0.5% of the total amount of the aqueous solution.
Comparative group samples: an aqueous solution containing 3.0 wt% of the preservative composition of example 1, at which time 4- (3-methoxy-4-hydroxyphenyl) -2-butanone was present in an amount of 1.5% of the total aqueous solution.
2 method of experiment
2.1 acute eye irritation test: both eyes of 6 healthy rabbits (3 each of the test and control groups) were examined 24h before the start of the experiment. The lower eyelid of the eye at one side of the rabbit is slightly pulled open the next day, 0.1mL of each of the test sample solution and the comparison sample solution is respectively dripped into the conjunctival sac, and the eyelid is closed for 1 s. The other eye was not treated for self-control. The eyes of the animals were examined 1, 24, 48, 72h after instillation of the test substance. Recording the score for ocular irritation response according to the scoring criteria for ocular damage of table 16; the eye stimulus intensities of the test and control samples were judged by eye stimulus response grading according to Table 17.
TABLE 16
TABLE 17
3 results of the test
The integral of cornea, iris and conjunctiva of the tested rabbits in the observation period is 0, and the rabbits are nonirritating.
The rabbit of the control group had a cornea, iris and conjunctiva integral of 1 in the observation period, which was microstimulation.
In conclusion, the 4- (3-methoxy-4-hydroxyphenyl) -2-butanone provided by the invention is applied as a preservative in cosmetics, has small addition amount, small irritation, no toxic or side effect and wide antibacterial spectrum in the cosmetics, and is a green plant preservative; according to the preservative composition provided by the invention, 1, 2-hexanediol and 4- (3-methoxy-4-hydroxyphenyl) -2-butanone are used in a synergistic manner, so that the bacteriostatic effect of the obtained preservative composition can be remarkably improved, the effect obtained after compounding is better than that obtained after adding the 1, 2-hexanediol alone, and the problem that the 1, 2-hexanediol is not suitable for being used as a cosmetic preservative is solved; the antiseptic effect is ensured, the addition amount of antiseptic components in the cosmetics is greatly reduced, and irritation and side effects of a large amount of antiseptic components on skin and human bodies are avoided.
The above description is only an embodiment of the present invention, and not intended to limit the scope of the present invention, and all equivalent changes made by using the contents of the present specification and the drawings, or applied directly or indirectly to the related technical fields, are included in the scope of the present invention.
Claims (8)
1. The application of the preservative in cosmetics is characterized in that the preservative is 4- (3-methoxy-4-hydroxyphenyl) -2-butanone.
2. Use of a preservative according to claim 1 in cosmetics, characterized in that the preservative represents 0.5-2.0% of the total mass of the cosmetic.
3. A preservative composition comprising 4- (3-methoxy-4-hydroxyphenyl) -2-butanone and 1, 2-hexanediol.
4. Preservative composition according to claim 3, characterized in that the content of 4- (3-methoxy-4-hydroxyphenyl) -2-butanone is 50% by weight.
5. The preservative composition according to claim 3, further comprising an antimicrobial component;
the antimicrobial component is one or more of phenoxyethanol, p-hydroxyacetophenone, glyceryl caprylate and ethylhexyl glycerin.
6. Preservative composition according to claim 5, characterized in that the content of 4- (3-methoxy-4-hydroxyphenyl) -2-butanone is 30-50% by weight.
7. The preservative composition according to claim 3, wherein the 4- (3-methoxy-4-hydroxyphenyl) -2-butanone is prepared by the following steps: dissolving vanillin in acetone, adding 20% sodium hydroxide solution by volume, stirring at room temperature until the raw materials react completely, adding ultrapure water, stirring uniformly, adjusting pH to 1 with hydrochloric acid, separating out solids, filtering, drying, and adding absolute ethyl alcohol to the solids for recrystallization to obtain yellow solids;
adding ethanol and wet palladium carbon into the yellow solid, hydrogenating at room temperature until the raw materials completely react, filtering to remove the palladium carbon, and concentrating to dry to obtain a residual oily substance; then adding absolute ethyl alcohol and n-heptane, heating to 70 ℃, stirring until the mixture is completely dissolved, cooling to-5 ℃, adding seed crystals, stirring until solid is separated out, filtering, and drying in vacuum to obtain the 4- (3-methoxy-4-hydroxyphenyl) -2-butanone.
8. Use of a preservative composition according to any of claims 3 to 7 in cosmetics.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202110750183.9A CN113368001A (en) | 2021-07-02 | 2021-07-02 | Application of preservative, preservative composition and application thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202110750183.9A CN113368001A (en) | 2021-07-02 | 2021-07-02 | Application of preservative, preservative composition and application thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN113368001A true CN113368001A (en) | 2021-09-10 |
Family
ID=77580666
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202110750183.9A Pending CN113368001A (en) | 2021-07-02 | 2021-07-02 | Application of preservative, preservative composition and application thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN113368001A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN116196230A (en) * | 2023-03-10 | 2023-06-02 | 广州艾卓生物科技股份有限公司 | Moxa alcohol composition and application thereof |
Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102548618A (en) * | 2009-10-01 | 2012-07-04 | 莱雅公司 | Composition, use, and preservation method |
| CN104490716A (en) * | 2015-01-08 | 2015-04-08 | 广东轻工职业技术学院 | Composition for anticorrosion of cosmetics and application of composition |
| CN105231250A (en) * | 2015-11-04 | 2016-01-13 | 广东嘉豪食品有限公司 | Preparation method of nanometer preservative containing composite extracts and corrosion resistance application of nanometer preservative |
| CN106866393A (en) * | 2016-12-29 | 2017-06-20 | 陕西嘉禾药业有限公司 | A kind of preparation method of paradol |
| CN110840767A (en) * | 2019-12-30 | 2020-02-28 | 福州百草堂医药科技有限公司 | Preservative composition and preparation method and application thereof |
| AU2018408221A1 (en) * | 2018-02-07 | 2020-08-06 | Symrise Ag | Use of [6]-paradol for stabilization of cosmetic compositions |
| CN111631216A (en) * | 2013-03-08 | 2020-09-08 | 西姆莱斯股份公司 | Antimicrobial compositions |
| CN112315882A (en) * | 2020-11-23 | 2021-02-05 | 山东福瑞达生物工程有限公司 | Soothing, repairing and moisturizing cream and preparation method thereof |
-
2021
- 2021-07-02 CN CN202110750183.9A patent/CN113368001A/en active Pending
Patent Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102548618A (en) * | 2009-10-01 | 2012-07-04 | 莱雅公司 | Composition, use, and preservation method |
| CN111631216A (en) * | 2013-03-08 | 2020-09-08 | 西姆莱斯股份公司 | Antimicrobial compositions |
| CN104490716A (en) * | 2015-01-08 | 2015-04-08 | 广东轻工职业技术学院 | Composition for anticorrosion of cosmetics and application of composition |
| CN105231250A (en) * | 2015-11-04 | 2016-01-13 | 广东嘉豪食品有限公司 | Preparation method of nanometer preservative containing composite extracts and corrosion resistance application of nanometer preservative |
| CN106866393A (en) * | 2016-12-29 | 2017-06-20 | 陕西嘉禾药业有限公司 | A kind of preparation method of paradol |
| AU2018408221A1 (en) * | 2018-02-07 | 2020-08-06 | Symrise Ag | Use of [6]-paradol for stabilization of cosmetic compositions |
| CN110840767A (en) * | 2019-12-30 | 2020-02-28 | 福州百草堂医药科技有限公司 | Preservative composition and preparation method and application thereof |
| CN112315882A (en) * | 2020-11-23 | 2021-02-05 | 山东福瑞达生物工程有限公司 | Soothing, repairing and moisturizing cream and preparation method thereof |
Non-Patent Citations (1)
| Title |
|---|
| 戎志梅: "新型天然防霉防腐剂值得倡导开发", 《世界农药》 * |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN116196230A (en) * | 2023-03-10 | 2023-06-02 | 广州艾卓生物科技股份有限公司 | Moxa alcohol composition and application thereof |
| CN116196230B (en) * | 2023-03-10 | 2023-11-10 | 广州艾卓生物科技股份有限公司 | Corrosion-resistant composition and application thereof |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| WO2021143060A1 (en) | Magnolia officinalis plant preservative and bacteriostatic composition, preparation process therefor, and application thereof | |
| CN108323531B (en) | Functional composition containing plant bacteriostatic polypeptide and preparation method and application thereof | |
| CN113440449A (en) | Anti-dandruff composition and application thereof | |
| KR20150049027A (en) | Composition of preservatives and cosmetic composition comprising the same | |
| WO2017036240A1 (en) | Antimicrobial traditional chinese medicine composition, and preparation method and use thereof | |
| DE60132441T2 (en) | EXTRACT FROM A PLANT OF SPECIES OLEA EUROPAEA AS AN INHIBITOR OF NO SYNTHASE AND USES | |
| CN106377439A (en) | Anticorrosive composition without any chemically synthesized preservative and application thereof, and cosmetics prepared from anticorrosive composition | |
| CN106806381A (en) | Composition containing polymerised sulphur and application thereof | |
| CN110709059A (en) | Dandruff-removing and itching-relieving shampoo composition containing multi-element zinc | |
| CN106562892A (en) | Anti-corrosion composition without addition of chemical synthetic preservatives, application of anti-corrosion composition and cosmetics prepared from anti-corrosion composition | |
| CN107375059B (en) | Folium artemisiae argyi anti-hair loss shampoo and preparation method thereof | |
| CN113368001A (en) | Application of preservative, preservative composition and application thereof | |
| CN109674702B (en) | Clove compound natural preservative, preparation method and application in cosmetics | |
| CN115624507B (en) | Mild bacteriostat, and preparation method and application thereof | |
| CN106333903A (en) | Preservative composition without chemosynthetic preservative, application thereof and cosmetics made of same | |
| RU2609867C1 (en) | Dermatology cosmetology compositions based on synergetic combination of colloidal silver and deoxyribonucleic acid | |
| CN110179681A (en) | A kind of nano silver shower cream and preparation method thereof for capableing of antibiotic and sterilizing | |
| CN115607476A (en) | Composition with moisturizing and antioxidant effects and application thereof | |
| CN114522133A (en) | Antibacterial microemulsion, preparation method and application thereof, moisturizing lotion, moisturizing emulsion, moisturizing cream and preparation method thereof | |
| CN113827594A (en) | Scalp antibacterial and anti-inflammatory composition based on solid dispersion technology and preparation method thereof | |
| CN113244140A (en) | Composition for regulating skin micro-ecological balance and application and preparation method thereof | |
| CN113318000A (en) | Cosmetic preservatives and their use as ingredients in cosmetic formulations | |
| CN112137937A (en) | Active composition with function of delaying skin aging and application thereof | |
| CN110812293A (en) | Antibacterial skin care product | |
| WO2020075074A1 (en) | Aqueous extract from cells of fitzroya cupressoides (alerce) with anti-aging and skin regeneration properties |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| WD01 | Invention patent application deemed withdrawn after publication | ||
| WD01 | Invention patent application deemed withdrawn after publication |
Application publication date: 20210910 |