A preservative composition, preservative, cosmetic and method of preparation and use thereof

Abstract

The application provides a kind of antiseptic composition, antiseptic, cosmetic and its preparation method and application, belong to the technical field of cosmetics.The antiseptic composition includes: p-hydroxyacetophenone, hexanediol and saccharide isomerate.The antiseptic composition is matched by p-hydroxyacetophenone, hexanediol and saccharide isomerate, uses the anti-allergic effect of p-hydroxyacetophenone and the moisturizing efficacy of saccharide isomerate, and is mild and non-irritating while the inhibition effect on fungi and bacteria is good.

Description

Technical Field

[0001] This invention provides a preservative composition, a preservative, a cosmetic, a preparation method thereof, and its application, belonging to the field of cosmetic technology. Background Technology

[0002] As special daily chemical products that directly act on human skin, hair, and mucous membranes, the complexity of cosmetics' ingredient systems necessitates and underscores the importance of preservatives. Modern cosmetic formulations commonly contain nutrient-rich ingredients such as water, glycerin, plant extracts, proteins, and vitamins. These ingredients are not only crucial for maintaining product efficacy and user experience but also easily become breeding grounds for microbial growth. Common pathogenic microorganisms can proliferate rapidly in such environments.

[0003] Microbial metabolism can cause cosmetics to deteriorate, exhibiting phenomena such as layering, discoloration, off-odors, flocculent matter, or sedimentation, directly damaging product stability and performance, and leading to product failure. my country's "Cosmetic Safety Technical Specifications" (2015 edition) stipulates 51 permitted preservatives in cosmetics, along with their usage requirements and limits. However, traditional cosmetic preservatives largely rely on chemical preservatives, such as parabens and phenoxyethanol. While these preservatives can quickly inhibit microbial growth, some components pose a potential risk of skin irritation. This issue is particularly prominent in mask products or products suitable for sensitive skin. People with sensitive skin have extremely high requirements for product gentleness. As a sheet mask, which needs to remain on the face for 15-20 minutes, the preservatives in its formula come into full contact with the skin along with the essence. Furthermore, the enclosed environment accelerates ingredient penetration, thus requiring extremely high gentleness from the product.

[0004] Chinese patent CN121041153A discloses a composite preservative and a moisturizing face cream containing the composite preservative. The preservative system is a combination of p-hydroxyacetophenone, octyl glycol, and hexanediol. P-hydroxyacetophenone, octyl glycol, and hexanediol are effective preservatives that synergistically enhance the preservative effect. Hexanediol is a good solvent for p-hydroxyacetophenone, improving its solubility, making it suitable for preparing creams and ointments. However, the combination of hydroxyacetophenone, octyl glycol, and hexanediol, especially the presence of octyl glycol, can cause heat-induced irritation in face mask products, resulting in poor gentleness.

[0005] Journal Title: *Daily Chemical Industry*, Article Title: "Efficacy Study of a Cosmetic Compound Preservative System" This study investigated the inhibitory effects of different compound ratios of 1,2-hexanediol and p-hydroxyacetophenone on bacteria and fungi in formulations such as aqueous solutions, open / closed emulsions, gels, and creams. Experimental results showed that when the mass fractions of both 1,2-hexanediol and p-hydroxyacetophenone in the compound were 0.5%, or when the mass fractions of 1,2-hexanediol were 0.8% and p-hydroxyacetophenone were 0.4%, they exhibited excellent inhibitory effects on bacteria and fungi in different formulations. However, the concentration of 1,2-hexanediol required to achieve a good antibacterial concentration can cause significant skin irritation.

[0006] The existing technology has the following unresolved technical problems or defects: the existing compound antiseptic combination cannot simultaneously improve the mildness and antibacterial effect of the product. Summary of the Invention

[0007] This invention provides a preservative composition, a preservative agent, a cosmetic, a method for preparing the same, and its application. The preservative composition is mild and non-irritating and has a good inhibitory effect on fungi and bacteria.

[0008] Terminology Explanation: Unless otherwise defined, all technical terms in this document have the same meanings as commonly understood by one of ordinary skill in the art to which the subject matter of the claims pertains. Unless otherwise stated, all patents, patent inventions, and publications cited in this document are incorporated herein by reference in their entirety. If multiple definitions exist for terms in this document, the definitions in this chapter shall prevail.

[0009] It should be understood that the above brief description and the following detailed description are exemplary and for illustrative purposes only, and do not limit the subject matter of the invention in any way. In this invention, the singular is used in conjunction with the plural unless otherwise specifically stated. It should also be noted that, unless otherwise stated, the use of “or” or “or” means “and / or”. Furthermore, the use of the term “comprising” and other forms such as “including,” “containing,” and “contains” are not limiting.

[0010] The definitions of standard chemical terms can be found in the reference "Cosmetic Safety Technical Specifications, 2015 Edition".

[0011] Unless otherwise stated, conventional methods within the scope of the art, such as colony counting and patch testing, shall be used.

[0012] Unless specifically defined herein, the use of all commercially available products herein employs standard techniques. For example, it may be carried out using the manufacturer's instructions for use with the kit, or in accordance with methods known in the art or the description of this invention. The techniques and methods described herein can generally be implemented according to conventional methods well known in the art, based on the descriptions in the various summary and more specific documents cited and discussed in this specification.

[0013] In a first aspect, the present invention provides an antiseptic composition comprising: p-hydroxyacetophenone, hexanediol, and a sugar isomer.

[0014] Furthermore, the mass ratio of the p-hydroxyacetophenone, hexanediol, and sugar isomer is (12-30):(60-85):(3-10).

[0015] Preferably, the mass ratio of p-hydroxyacetophenone, hexanediol and sugar isomer is (12-25):(65-85):(3-10).

[0016] More preferably, the mass ratio of the p-hydroxyacetophenone, hexanediol, and the sugar isomer is 12:65:3, 12:70:4, 12:80:5, 12:85:3, 20:75:5, 12:85:6, 15:75:7, 20:85:8, 25:70:9, 25:65:10, 30:65:10, or any combination thereof.

[0017] More preferably, the mass ratio of p-hydroxyacetophenone, hexanediol, and the sugar isomer is 20:75:5.

[0018] Secondly, the present invention provides a method for preparing an antiseptic composition, comprising the following steps: mixing p-hydroxyacetophenone and hexanediol uniformly at 45-70°C, then adding a sugar isomer at 45-60°C, mixing uniformly, and cooling to obtain the composition.

[0019] Furthermore, the anti-corrosion composition is transparent at 20-30°C.

[0020] Thirdly, the present invention provides a cosmetic comprising the above-described preservative composition.

[0021] Furthermore, the amount of the preservative composition added to the cosmetic is 0.3-30%.

[0022] Preferably, the amount of the preservative composition added to the cosmetic is 0.3%, 0.5%, 0.6%, 0.7%, 0.8%, 0.9%, 1%, 1.2%, 1.4%, 1.5%, 1.6%, 1.8%, 2%, 3%, 4%, 5%, 6%, 7%, 8%, 9%, 10%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 19%, 20%, 21%, 22%, 23%, 24%, 25%, 26%, 27%, 28%, 29%, 30%, or any combination thereof.

[0023] More preferably, the amount of the preservative composition added to the cosmetic is 1.5-30%.

[0024] Furthermore, the cosmetics include: skin care cosmetics, makeup cosmetics, and hair care cosmetics.

[0025] Preferably, the skincare cosmetics include: cleansing cosmetics, moisturizing cosmetics, repairing cosmetics, anti-aging cosmetics, and whitening cosmetics.

[0026] Preferably, the color cosmetics include: base makeup cosmetics, eye makeup cosmetics, lip makeup cosmetics, and facial enhancement cosmetics.

[0027] Preferably, the hair care cosmetics include: hair cleansing cosmetics, hair repair cosmetics, and styling cosmetics.

[0028] Furthermore, the dosage forms of the cosmetics include: solutions, lotions, creams, sprays, and masks.

[0029] Fourthly, the present invention provides the use of the above-mentioned preservative composition in the preparation of cosmetics.

[0030] Furthermore, the application is at least one of reducing irritation and enhancing the inhibitory effect on fungi and bacteria.

[0031] Furthermore, the fungus is at least one of Candida albicans and Aspergillus brasiliensis.

[0032] Furthermore, the bacteria are at least one of Pseudomonas aeruginosa and Staphylococcus aureus.

[0033] Beneficial effects of this invention: This invention synergistically enhances the inhibitory effect against bacteria and fungi by combining p-hydroxyacetophenone, hexanediol, and sugar isomers in specific dosage ratios. Simultaneously, it is gentle and non-irritating to the skin, making it widely applicable in the field of cosmetic preservatives.

[0034] This invention combines p-hydroxyacetophenone, hexanediol, and sugar isomers in a specific ratio. The three components work synergistically to produce a significant synergistic antibacterial effect, exhibiting excellent inhibitory activity against common bacteria such as *Pseudomonas aeruginosa* and *Staphylococcus aureus*, and effectively inhibiting the growth and reproduction of fungi such as *Candida albicans* and *Aspergillus brasiliensis*. Simultaneously, this compound system possesses good skin compatibility; skin patch tests have verified that it is gentle and non-irritating to human skin, effectively avoiding the sensitization risks such as redness and itching that may be caused by traditional preservatives. Based on these advantages, this compound composition can be widely used in the preservative systems of various cosmetics such as lotions, creams, serums, and masks, providing reliable assurance for the safety and stability of cosmetics. Detailed Implementation

[0035] The following non-limiting embodiments are intended to enable those skilled in the art to gain a more comprehensive understanding of the present invention, but do not limit the invention in any way. The following content is merely an exemplary description of the scope of protection claimed by the present invention, and those skilled in the art can make various changes and modifications to the present invention based on the disclosed content, and such changes should also fall within the scope of protection claimed by the present invention.

[0036] The present invention will be further described below by way of specific embodiments. Unless otherwise specified, all instruments, devices, equipment, reagents, products, etc., used in the embodiments of the present invention are obtained through conventional commercial means.

[0037] The composition of the present invention is safe, mild and non-irritating when used as a composite preservative; it has a wide range of pH and temperature applications, for example, the pH range can be 3-8 and the temperature range can be 25-80℃, and it has good stability; it is liquid in appearance, has good water solubility, is easy to use, and has excellent preservative effect.

[0038] The hexanediol described in this invention is 2-methyl-2,4-pentanediol, CAS No.: 107-41-5.

[0039] The CAS number of the carbohydrate isomer described in this invention is 100843-69-4.

[0040] I. Materials and Preparation Methods of Examples and Comparative Examples 1. Materials of Examples 1-3 and Comparative Examples 1-9 (a corrosion-resistant composition) The materials used in Examples 1-3 and Comparative Examples 1-8 are shown in Table 1.

[0041] Table 1 (Unit: parts by weight)

[0042] Note: * indicates that hexanediol (CAS No.: 107-41-5) is replaced with 1,2-hexanediol (CAS No.: 6920-22-5). The hexanediol structural formula used in this invention is: .

[0043] CAS number for carbohydrate isomer: 100843-69-4.

[0044] p-Hydroxyacetophenone CAS No.: 99-93-4.

[0045] Comparative Example 9 The materials are the same as those described in Preparation Example 3 of Chinese Patent CN121041153A.

[0046] 2. Preparation methods of Examples 1-3 and Comparative Examples 1-9 (1) Preparation method of Examples 1-3 and Comparative Example 8: p-hydroxyacetophenone and hexanediol were mixed evenly at 60°C, and then sugar isomers were added at 55°C. After mixing evenly and cooling, the product was obtained.

[0047] (2) Preparation method of Comparative Example 1: Hexanediol and sugar isomers were mixed evenly at 55°C and cooled to obtain the product.

[0048] (3) Preparation method of Comparative Example 2: p-hydroxyacetophenone and sugar isomers were mixed evenly at 55°C and cooled to obtain the product.

[0049] (4) Preparation method of Comparative Example 3: p-hydroxyacetophenone and hexanediol were mixed evenly at 60°C and cooled to obtain the product.

[0050] (5) Comparative Examples 4-6 are single materials and do not require preparation.

[0051] (6) Preparation method of Comparative Example 7: p-hydroxyacetophenone and 1,2-hexanediol were mixed evenly at 60°C, and then sugar isomers were added at 55°C. After mixing evenly and cooling, the product was obtained.

[0052] (7) The preparation method of Comparative Example 9 is the same as that described in Preparation Example 3 of Chinese Patent CN121041153A.

[0053] II. Examples of Results 1. Preparation of serum products Essence composition (by weight): chelating agent (EDTA-2Na) 0.03%, thickener (carbomer) 0.1%, glycerin 2%, butylene glycol 1%, hyaluronic acid 0.2%, peptide 1%, preservative composition 1.5%, balance water.

[0054] The anti-corrosion compositions are those of Examples 1-3 and Comparative Examples 1-9.

[0055] Preparation method: Mix the above substances evenly to prepare the essence containing Examples 1-3 and Comparative Examples 1-9.

[0056] 2. Microbial preservative efficacy test The extracts from Examples 1-3 and Comparative Examples 1-9 were tested according to the European Pharmacopoeia EP11.0 (5.1.3 Microbial preservative efficacy test).

[0057] The bacteria consisted of a mixture of equal amounts of Pseudomonas aeruginosa and Staphylococcus aureus; the fungi consisted of a mixture of equal amounts of Candida albicans and Aspergillus brasiliensis.

[0058] The amount of bacteria and fungi added is the total number of colonies at day 0 in Table 2.

[0059] The experimental results of the serums in Examples 1-3 and Comparative Examples 1-9 are shown in Tables 2-12.

[0060] Table 2

[0061] Table 3

[0062] Table 4

[0063] Table 5

[0064] Table 6

[0065] Table 7

[0066] Table 8

[0067] Table 9

[0068] Table 10

[0069] Table 11

[0070] Table 12

[0071] Table 13

[0072] Examples 1-3 of this invention have excellent antibacterial effects against bacteria and fungi: the bacterial and fungal colony counts are <10 after 7-14 days, and the lg value is significantly reduced.

[0073] Comparative Examples 1-3 used only two of the following isomers: p-hydroxyacetophenone, hexanediol, and sugar isomers. Their inhibitory effects on bacteria and fungi were significantly reduced.

[0074] Comparative Examples 4-6 consist of only one of the isomers of p-hydroxyacetophenone, hexanediol, and sugars, and their inhibitory effects on bacteria and fungi were significantly reduced.

[0075] Comparative Example 8 altered the ratio of hydroxyacetophenone, hexanediol, and sugar isomers, resulting in a significant reduction in the inhibitory effect of Comparative Example 8 on bacteria and fungi.

[0076] Therefore, in Examples 1-3 of the present invention, the inhibitory effect on bacteria and fungi is synergistically improved by combining hydroxyacetophenone, hexanediol and sugar isomers in specific dosage relationships.

[0077] Comparative Example 9 is a prior art, and its inhibitory effect on bacteria and fungi is lower than that of Examples 1-3 of the present invention.

[0078] 3. Skin irritation test The skin allergy test and open patch test should be conducted according to the standards in the "Cosmetic Safety Technical Specifications": Volunteers aged 18-60 years with good health and no allergic diseases were selected as subjects. The subjects were randomly divided into 5 groups of 10 people each. The test substances were Comparative Example 2, Comparative Examples 1-4, and Comparative Examples 7-8.

[0079] Forearm flexor test site, area 5×5cm 2 The test site should be kept dry and kept away from other topical preparations.

[0080] Apply 0.3g of the test substance evenly to the test site twice a day for 7 consecutive days, and observe the skin reaction.

[0081] Skin reactions were evaluated according to the criteria for skin reactions in open patch tests, see Table 14.

[0082] Table 14

[0083] The test results are shown in Table 15.

[0084] Table 15

[0085] The skin irritation test results of Examples 1 and 3 of the present invention are equivalent to those of Example 2.

[0086] Comparative Examples 1-4, which lacked coordination with p-hydroxyacetophenone and / or hexanediol and / or sugar isomers, resulted in Grade 1 adverse skin reactions.

[0087] In Comparative Example 7, when hexanediol was replaced with 1,2-hexanediol, a grade 2 adverse skin reaction occurred.

[0088] Comparative Example 8 showed no Grade 1 adverse skin reactions when combined with p-hydroxyacetophenone, hexanediol, or sugar isomers in specific dosage relationships.

[0089] 4. Preparation of facial mask products and their irritation tests (1) Preparation of facial mask products Preparation method of facial mask product 1: Soak the facial mask sheet in the essence prepared in Example 1 above to allow it to be fully absorbed, thereby obtaining facial mask product 1.

[0090] Preparation method of mask product 2: Soak the mask sheet in the essence prepared in comparative example 9 above to allow it to be fully absorbed, and mask product 2 is obtained.

[0091] Preparation method of mask product 3: The essence composition (mass percentage) is 0.03% chelating agent (EDTA-2Na), 0.1% thickener (carbomer), 2% glycerin, 1% butylene glycol, 0.2% hyaluronic acid, 1% polypeptide, 6% of the preservative composition of Example 1, and the balance is water. The mask sheet is soaked in the essence to fully absorb it, and mask product 3 is obtained.

[0092] Volunteers aged 18-60 with good health and no allergies were selected as subjects. Subjects were randomly divided into three groups of 10 each. The test products were mask product 1, mask product 2, and mask product 3. After cleansing their skin, subjects applied mask product 1, mask product 2, and mask product 3 for 20 minutes each. Skin reactions were observed over 24 hours, and subjects' experiences were recorded.

[0093] Mask Product 1: After using Mask Product 1, the subjects felt good and had no stinging or burning sensations. There were no adverse skin reactions after the application was completed.

[0094] Mask Product 2: After using Mask Product 2, the subjects experienced stinging and burning sensations on their skin within 3-5 minutes. The subjects could not tolerate these sensations and did not leave the mask on for the full 20 minutes.

[0095] Mask Product 3: After using Mask Product 1, the subjects felt good and had no stinging or burning sensations. There were no adverse skin reactions after the application was completed.

[0096] The preservative composition of this invention remains mild and non-irritating in facial mask products, even with increased dosage. However, in Comparative Example 9, the addition of caprylyl glycol increased the irritation of the facial mask and significantly reduced the user experience.

[0097] 5. Product stability test The serums prepared in Examples 1-3, Comparative Examples 2, 4 and 8 were sealed and protected from light at room temperature (25°C), and the serum states were recorded at 0h, 6h, 12h and 24h respectively.

[0098] Comparative Examples 2, 4 and 8 began to precipitate crystals after 6 hours, indicating poor stability.

[0099] Examples 1-3 were all transparent at 0h, 6h, 12h and 24h, with no crystal precipitation, and showed good stability.

[0100] Finally, it should be noted that the above content is only used to illustrate the technical solution of the present invention, and is not intended to limit the scope of protection of the present invention. Simple modifications or equivalent substitutions made by those skilled in the art to the technical solution of the present invention do not depart from the essence and scope of the technical solution of the present invention.

Claims

1. A corrosion-preserving composition, characterized in that, It is composed of p-hydroxyacetophenone, hexanediol and sugar isomers in a mass ratio of (12-30):(60-85):(3-10); the CAS number of the hexanediol is 107-41-5; the CAS number of the sugar isomer is 100843-69-4.

2. The anti-corrosion composition according to claim 1, characterized in that, The mass ratio of p-hydroxyacetophenone, hexanediol and sugar isomer is (12-25):(65-85):(3-10).

3. The anti-corrosion composition according to claim 2, characterized in that, The mass ratio of p-hydroxyacetophenone, hexanediol, and the sugar isomer is 20:75:

5.

4. A method for preparing the anticorrosive composition according to any one of claims 1-3, characterized in that, Includes the following steps: p-Hydroxyacetophenone and hexanediol are mixed evenly at 45-70℃, and then the sugar isomer is added at 45-60℃. After mixing evenly and cooling, the product is obtained.

5. The preparation method according to claim 4, characterized in that, The anti-corrosion composition is transparent at 20-30°C.

6. The use of the preservative composition according to any one of claims 1-3 in the preparation of cosmetics, characterized in that, The application is at least one of reducing irritation and improving the inhibitory effect on fungi and bacteria; The fungus is at least one of Candida albicans and Aspergillus brasiliensis; The bacteria are at least one of Pseudomonas aeruginosa and Staphylococcus aureus.

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