Composition containing PQQ or its salt, cosmetic raw material, application and cosmetic
Through the combination of PQQ with trimethylpentanediol/adipic acid/glycerol cross-linked polymer, polyquaternary ammonium salt-51 and sodium citrate, the problem of instability of PQQ in cosmetics is solved, the stability and activity of PQQ in cosmetics is achieved, and the stability and activity of PQQ in cosmetics is maintained, and it has a variety of skin care effects.
Patent Information
- Application Number
- CN202510766291.3
- Authority / Receiving Office
- CN · China
- Patent Type
- Patents(China)
- Current Assignee / Owner
- Filing Date
- 2025-06-10
- Publication Date
- 2025-08-26
- Estimated Expiration
- 2045-06-10
AI Technical Summary
PQQ is unstable in cosmetics and is prone to degradation due to light, oxidation, alkaline environment and reaction with other cosmetic ingredients, affecting its activity and color, and limiting its application in the cosmetics field.
The composition of PQQ or its salt with trimethylpentanediol/adipic acid/glycerol crosslinked polymer, polyquaternary ammonium salt-51 and sodium citrate is used to form a stable cosmetic formula by screening moisturizer, skin feeling regulator and pH regulator to maintain the biological activity of PQQ.
This composition maintains the stability of PQQ under various conditions, exerts good skin care effects, and can coexist stably with other active substances, and is prepared into various cosmetic forms, which have the effects of moisturizing, removing redness, soothing and anti-inflammatory.
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Abstract
Description
Technical Field
[0001] The present invention relates to the technical field of skin care products, in particular to a composition containing PQQ or a salt thereof, a cosmetic raw material, an application thereof and a cosmetic. Background Art
[0002] Pyrroloquinoline Quinone (PQQ) is a class of compounds with unique biological activity. Common salts of PQQ include PQQ sodium salt, magnesium salt or calcium salt.
[0003] In recent years, PQQ has garnered significant attention in the pharmaceutical, food, and cosmetic sectors. As a novel redox coenzyme, PQQ possesses diverse physiological functions, including antioxidant activity, mitochondrial function enhancement, and anti-inflammatory and soothing properties. In the cosmetics sector, PQQ and its salts hold particularly promising applications. Their potent antioxidant capacity and skin-repairing properties make them highly promising skincare ingredients.
[0004] However, in cosmetic development, PQQ is often combined with other functional ingredients to further enhance product efficacy. However, research has found that many common cosmetic ingredients, such as moisturizers, antioxidants, and preservatives, can significantly negatively impact PQQ's stability. For example, some cosmetics containing PQQ will discolor and lose activity after storage. Key factors contributing to PQQ degradation include: ① Light and oxidation accelerate its degradation, leading to color change; ② Alkaline environments promote PQQ degradation; ③ PQQ reacts with amino acids to form yellow oxazole derivatives; and ④ Metal ions can complex with PQQ, affecting its stability and changing its color. Therefore, ensuring that PQQ fully utilizes its activity and remains stable after combination with other ingredients is a critical issue that needs to be addressed in cosmetic formulation design.
[0005] Precisely because of PQQ's instability, its application in cosmetics remains limited. Therefore, developing a cosmetic formulation that maintains PQQ's high biological activity while allowing it to coexist stably with moisturizers, skin feel modifiers, and other active ingredients remains an urgent challenge in the field. Summary of the Invention
[0006] In view of this, the technical problem to be solved by the present invention is to provide a composition containing PQQ or its salt, a cosmetic raw material, an application and a cosmetic.
[0007] The composition provided by the present invention is composed of the following components in parts by weight:
[0008] 0.01-0.05 parts of PQQ or its salt, 0.1-10 parts of trimethylpentanediol / adipic acid / glycerin crosslinked polymer, 0.1-5 parts of polyquaternium-51 and 0.01-0.1 parts of sodium citrate.
[0009] To improve the stability of PQQ or its salts while enhancing their physiological activity, the composition provided by the present invention incorporates a selection of moisturizers, skin feel modifiers, and pH adjusters. The resulting composition not only prevents PQQ or its salts from discoloring or degrading during storage but also supports each other, resulting in enhanced skincare benefits. Furthermore, the composition can be prepared by conventionally mixing and stirring the ingredients, making it simple, convenient, safe, and non-irritating.
[0010] In the present invention, the salt of PQQ is mainly the sodium salt of PQQ, for example, pyrroloquinoline quinone disodium salt (PQQ-2Na for short).
[0011] In an embodiment of the present invention, the composition is composed of the following components in parts by mass: 0.02-0.03 parts of PQQ-2Na, 1-3 parts of trimethylpentanediol / adipic acid / glycerol crosslinked polymer, 0.5-3 parts of polyquaternium-51, and 0.00828-0.0449 parts of sodium citrate.
[0012] In some embodiments, the composition is composed of the following components in parts by mass: 0.02-0.03 parts of PQQ-2Na, 1.5 parts of trimethylpentanediol / adipic acid / glycerol crosslinked polymer, 0.5 parts of polyquaternium-51, and 0.00828-0.0449 parts of sodium citrate.
[0013] In some other embodiments, the composition is composed of the following components in parts by mass: 0.02-0.03 parts of PQQ-2Na, 3 parts of trimethylpentanediol / adipic acid / glycerol crosslinked polymer, 1 part of polyquaternium-51, and 0.00828-0.0449 parts of sodium citrate.
[0014] In some other embodiments, the composition is composed of the following components in parts by mass: 0.02-0.03 parts of PQQ-2Na, 1 part of trimethylpentanediol / adipic acid / glycerol crosslinked polymer, 3 parts of polyquaternium-51, and 0.00828-0.0449 parts of sodium citrate.
[0015] In some other embodiments, the composition is composed of the following components in parts by mass: 0.02-0.03 parts of PQQ-2Na, 2 parts of trimethylpentanediol / adipic acid / glycerol crosslinked polymer, 2 parts of polyquaternium-51, and 0.00828-0.0449 parts of sodium citrate.
[0016] In some other embodiments, the composition is composed of the following components in parts by mass: 0.02-0.03 parts of PQQ-2Na, 2.66 parts of trimethylpentanediol / adipic acid / glycerol crosslinked polymer, 1.33 parts of polyquaternium-51, and 0.00828-0.0449 parts of sodium citrate.
[0017] In some specific embodiments, the composition is composed of the following components in parts by mass: 0.03 parts of PQQ-2Na, 1.5 parts of trimethylpentanediol / adipic acid / glycerol crosslinked polymer, 0.5 parts of polyquaternium-51, and 0.00828-0.0449 parts of sodium citrate.
[0018] In other specific embodiments, the composition is composed of the following components in parts by mass: 0.03 parts of PQQ-2Na, 3 parts of trimethylpentanediol / adipic acid / glycerol crosslinked polymer, 1 part of polyquaternium-51, and 0.00828-0.0449 parts of sodium citrate.
[0019] In other specific embodiments, the composition is composed of the following components in parts by mass: 0.03 parts of PQQ-2Na, 1 part of trimethylpentanediol / adipic acid / glycerol crosslinked polymer, 3 parts of polyquaternium-51, and 0.00828-0.0449 parts of sodium citrate.
[0020] In other specific embodiments, the composition is composed of the following components in parts by mass: 0.03 parts of PQQ-2Na, 2 parts of trimethylpentanediol / adipic acid / glycerol crosslinked polymer, 2 parts of polyquaternium-51, and 0.00828-0.0449 parts of sodium citrate.
[0021] In other specific embodiments, the composition is composed of the following components in parts by mass: 0.03 parts of PQQ-2Na, 2.66 parts of trimethylpentanediol / adipic acid / glycerol crosslinked polymer, 1.33 parts of polyquaternium-51, and 0.00828-0.0449 parts of sodium citrate.
[0022] More specifically, the composition consists of the following components in parts by mass: 0.03 parts of PQQ-2Na, 1.5 parts of trimethylpentanediol / adipic acid / glycerin crosslinked polymer, 0.5 parts of polyquaternium-51, and 0.0149 parts of sodium citrate.
[0023] Alternatively, the composition is composed of the following components in parts by mass: 0.03 parts of PQQ-2Na, 3 parts of trimethylpentanediol / adipic acid / glycerin crosslinked polymer, 1 part of polyquaternium-51, and 0.0149 parts of sodium citrate.
[0024] Alternatively, the composition is composed of the following components in parts by mass: 0.03 parts of PQQ-2Na, 1 part of trimethylpentanediol / adipic acid / glycerin crosslinked polymer, 3 parts of polyquaternium-51, and 0.0149 parts of sodium citrate.
[0025] Alternatively, the composition is composed of the following components in parts by mass: 0.03 parts of PQQ-2Na, 2 parts of trimethylpentanediol / adipic acid / glycerin crosslinked polymer, 2 parts of polyquaternium-51, and 0.0149 parts of sodium citrate.
[0026] Alternatively, the composition is composed of the following components in parts by mass: 0.03 parts of PQQ-2Na, 2.66 parts of trimethylpentanediol / adipic acid / glycerin crosslinked polymer, 1.33 parts of polyquaternium-51, and 0.0149 parts of sodium citrate.
[0027] Alternatively, the composition is composed of the following components in parts by mass: 0.03 parts of PQQ-2Na, 3 parts of trimethylpentanediol / adipic acid / glycerin crosslinked polymer, 1 part of polyquaternium-51, and 0.00828 parts of sodium citrate.
[0028] Alternatively, the composition is composed of the following components in parts by mass: 0.03 parts of PQQ-2Na, 3 parts of trimethylpentanediol / adipic acid / glycerin crosslinked polymer, 1 part of polyquaternium-51, and 0.0214 parts of sodium citrate.
[0029] Alternatively, the composition is composed of the following components in parts by mass: 0.03 parts of PQQ-2Na, 3 parts of trimethylpentanediol / adipic acid / glycerin crosslinked polymer, 1 part of polyquaternium-51, and 0.0449 parts of sodium citrate.
[0030] Alternatively, the composition is composed of the following components in parts by mass: 0.03 parts of PQQ-2Na, 3 parts of trimethylpentanediol / adipic acid / glycerin crosslinked polymer, 1 part of polyquaternium-51, and 0.00328 parts of sodium citrate.
[0031] Alternatively, the composition is composed of the following components in parts by mass: 0.03 parts of PQQ-2Na, 3 parts of trimethylpentanediol / adipic acid / glycerin crosslinked polymer, 1 part of polyquaternium-51, and 0.01061 parts of sodium citrate.
[0032] Alternatively, the composition is composed of the following components in parts by mass: 0.03 parts of PQQ-2Na, 3 parts of trimethylpentanediol / adipic acid / glycerin crosslinked polymer, 1 part of polyquaternium-51, and 0.034 parts of sodium citrate.
[0033] Alternatively, the composition is composed of the following components in parts by mass: 0.03 parts of PQQ-2Na, 3 parts of trimethylpentanediol / adipic acid / glycerin crosslinked polymer, 1 part of polyquaternium-51, and 0.019 parts of sodium citrate.
[0034] The present invention also provides a cosmetic raw material, comprising the composition as described above and a functional component; the functional component is selected from at least one of Spectrastat™ PHL, hydrolyzed sodium hyaluronate, hydroxyethyl urea, PEG / PPG-14 / 7 dimethyl ether, and D-panthenol.
[0035] In the present invention, the mass ratio of the functional component to the PQQ in the composition is (0.1-2): (0.02-0.03).
[0036] In some embodiments, the cosmetic raw materials include the following components in parts by mass: 0.1-2 parts of functional components, 0.01-0.03 parts of PQQ-2Na, 1-3 parts of trimethylpentanediol / adipic acid / glycerin crosslinked polymer, 0.5-3 parts of polyquaternium-51, and 0.00828-0.0449 parts of sodium citrate.
[0037] In some specific embodiments, the functional component is D-panthenol, and the cosmetic raw materials include the following components in parts by mass: 0.5 or 2 parts of D-panthenol, 0.02-0.03 parts of PQQ-2Na, 1-3 parts of trimethylpentanediol / adipic acid / glycerin crosslinked polymer, 0.5-3 parts of polyquaternium-51, and 0.00828-0.0449 parts of sodium citrate.
[0038] In some specific embodiments, the functional component is Spectrastat™ PHL, and the cosmetic raw materials include the following components in parts by weight: 0.3 parts of Spectrastat™ PHL, 0.02-0.03 parts of PQQ-2Na, 1-3 parts of trimethylpentanediol / adipic acid / glycerin crosspolymer, 0.5-3 parts of polyquaternium-51, and 0.00828-0.0449 parts of sodium citrate.
[0039] In some specific embodiments, the functional component is hydrolyzed sodium hyaluronate, and the cosmetic raw materials include the following components in parts by mass: 0.1 part of hydrolyzed sodium hyaluronate, 0.02-0.03 parts of PQQ-2Na, 1-3 parts of trimethylpentanediol / adipic acid / glycerin crosslinked polymer, 0.5-3 parts of polyquaternium-51, and 0.00828-0.0449 parts of sodium citrate.
[0040] In some specific embodiments, the functional component is PEG / PPG-14 / 7 dimethyl ether, and the cosmetic raw materials include the following components in parts by mass: 2 parts of PEG / PPG-14 / 7 dimethyl ether, 0.02-0.03 parts of PQQ-2Na, 1-3 parts of trimethylpentanediol / adipic acid / glycerin crosslinked polymer, 0.5-3 parts of polyquaternium-51, and 0.00828-0.0449 parts of sodium citrate.
[0041] Furthermore, the present invention also provides the use of the aforementioned composition, or the aforementioned cosmetic raw material, in the preparation of cosmetics.
[0042] In the present invention, the cosmetic is a moisturizing and / or redness-removing cosmetic.
[0043] In the present invention, the moisturizing effect includes reducing transepidermal water loss, and the redness reduction effect includes reducing skin hemoglobin. In view of this, the cosmetic may also have the effects of moisturizing and locking in water, soothing and anti-inflammatory, repairing the skin barrier, anti-oxidation, or brightening the skin tone.
[0044] The present invention does not particularly limit the dosage form of the composition; it can adopt any known form of cosmetic or quasi-drug. Possible examples of cosmetics include aqueous solutions (such as perfumes, lotions, and floral waters), oils (such as sunscreens, massage oils, and hair oils), emulsions (including cleansing creams, moisturizers, and body lotions), powders (such as face powders, talcum powders, and baby powders), blocks (such as pressed powders and rouges), suspensions (such as foundations), surfactant-solvent products (such as shampoos, hand soaps, and body washes), gels (such as cleansing gels and sleeping masks), aerosols (such as hairsprays and mousses), creams (including shampoos, cream masks, and lipsticks), tablets (such as lipsticks), and pencils (such as lip liners and eyebrow pencils).
[0045] Furthermore, the present invention also provides a cosmetic comprising the composition as described above, or the cosmetic raw material as described above.
[0046] In the present invention, the cosmetics also include other auxiliary ingredients. It has been verified that water or pentylene glycol has no effect on the stability of PQQ in cosmetics. In addition, common cosmetic auxiliary ingredients include solvents (such as water, including deionized water and purified water; alcohols such as ethanol, propylene glycol, butylene glycol, glycerin; oils and fats (such as argan oil, evening primrose oil, olive oil, coconut oil, jojoba oil, rosehip oil, almond oil, shea butter, squalane, hydrogenated vegetable oil, caprylic / capric triglyceride, cetyl ethylhexanoate, isononyl isononanoate, silicone oil, beeswax, palm wax, candelilla wax, lanolin, horse oil, etc.), thickeners (natural thickeners such as xanthan gum, Carrageenan, pectin; synthetic thickeners such as carbomer, sodium polyacrylate), moisturizers (such as sodium PCA, sodium hyaluronate, ceramide, oat extract, aloe extract, tea extract, peptides), emulsifiers (anionic emulsifiers such as fatty acid soaps, sodium lauryl sulfate; cationic emulsifiers are quaternary ammonium salts; non-ionic emulsifiers such as polysorbates, i.e. Tween, glyceryl monostearate, sorbitan esters, polyglyceryl fatty acid esters, lecithin, cetearyl olive oil ester, PEG-100 Stearate, poloxamer), preservatives (alcohol preservatives include benzyl alcohol and phenylethyl alcohol; acid preservatives include benzoic acid and its salts, sorbic acid and its salts; phenolic preservatives are parabens, i.e., parabens), antioxidants (phenolic antioxidants such as butylated hydroxyanisole (BHA) and butylated hydroxytoluene (BHT); quinone antioxidants include coenzyme Q10; natural antioxidants include vitamin C, vitamin E, and tea polyphenols), fragrances (natural fragrances such as rose essential oil, lavender essential oil, and peppermint oil; synthetic fragrances include coumarin, geraniol, and phenylethyl alcohol), pigments (natural pigments such as cochineal red, chlorophyll, and carotene; synthetic pigments include carmine, tartrazine, and sunset yellow) and chelating agents (such as disodium ethylenediaminetetraacetic acid (EDTA-2Na), citric acid, and tartaric acid). As mentioned above, the excipients may also be added to the cosmetics after being verified to have no effect or little effect on stability and / or physiological activity.
[0047] In the present invention, the cosmetic comprises the following components by mass fraction: PQQ-2Na 0.02% to 0.03%, trimethylpentanediol / adipic acid / glycerin crosslinked polymer 1% to 3%, Lipidure-PMB (Ph10) polyquaternium-51 0.5% to 3%, pentylene glycol 4%, sodium citrate 0.00828% to 0.0449%, and the balance is water.
[0048] Furthermore, the present invention also provides a skin care method, which comprises applying the above-mentioned cosmetics on the skin surface.
[0049] In the present invention, the methods of applying on the skin surface include but are not limited to: spreading, i.e. taking an appropriate amount of cosmetics and gently spreading it evenly on the skin surface; wiping, i.e. using a cotton pad or other tool to dip the cosmetics and then gently wiping it on the skin surface; spraying, if the cosmetics are in the form of a spray, they can be sprayed directly on the skin surface; massaging, after applying the cosmetics to the skin, massaging with specific techniques to promote absorption.
[0050] In the present invention, the skin surface includes but is not limited to facial skin, skin around the eyes, lip skin, skin around the ears, scalp skin, neck skin, shoulder skin, chest skin, abdominal skin, back skin, arm skin, hand skin, elbow skin, leg skin, knee skin, foot skin, ankle skin, skin around fingernails and toenails, areola skin, and skin of private parts.
[0051] The composition provided by the present invention comprises 0.01-0.05 parts of PQQ or its salt, 0.1-10 parts of trimethylpentanediol / adipic acid / glycerol crosslinked polymer, 0.1-5 parts of polyquaternium-51, and 0.01-0.1 parts of sodium citrate. The PQQ or its salt in this composition remains stable under various conditions and exhibits excellent moisturizing and / or redness-reducing effects. Furthermore, this composition can be combined with other active substances to form a cosmetic raw material, maintaining excellent physiological activity after preparation into cosmetics. DETAILED DESCRIPTION
[0052] The present invention provides compositions, cosmetic raw materials, applications, and cosmetics containing PQQ or its salts. Those skilled in the art can refer to the present disclosure and appropriately modify process parameters to achieve the desired results. It should be noted that all similar substitutions and modifications readily apparent to those skilled in the art are considered encompassed by the present invention. The methods and applications of the present invention have been described through preferred embodiments. It is apparent that those skilled in the art can modify, alter, and combine the methods and applications herein to implement and apply the present technology without departing from the content, spirit, and scope of the present invention.
[0053] The numerical ranges and parameters involved in this disclosure are presented as precisely as possible in the specific examples. However, any numerical value inherently and inevitably contains standard deviations resulting from individual testing methods. Therefore, unless otherwise expressly stated, it should be understood that all numerical ranges or specific data used in this disclosure are subject to reasonable deviation within a certain range, for example, within ±10%, ±5%, ±1%, or ±0.5%.
[0054] The Examples and Comparative Examples of the present invention describe some examples. The Examples illustrate certain implementations of the present invention. However, this does not mean that the effects of the present invention are achieved only in these examples. In fact, good results can be achieved at any concentration of the components between the two endpoints shown in the Examples. Among the more effective examples, PQQ-2Na, trimethylpentanediol / adipic acid / glycerol crosslinked polymer, Lipidure-PMB (Ph10) polyquaternium-51, and sodium citrate work well together to maintain the stability of PQQ. The following Examples also list some examples of poor results, such as those using different components and different ratios. However, the results of these attempts were not as good as those achieved with the aforementioned ratios, and are not further elaborated here.
[0055] The test materials used in this invention are all common commercial products and can be purchased on the market. Among them:
[0056] BINESTER GL, from Shanghai Zibang Biopharmaceutical Co., Ltd.;
[0057] Lipidure-PMB (Ph10), from NOF CORPORATION;
[0058] Sodium citrate, from Shandong Yingxuan Industrial Co., Ltd.
[0059] Spectrastat™ PHL is from INOLEX, Inc.
[0060] The PQQ-2Na loss rate detection method involved in the embodiment is as follows:
[0061] 1 Principle: PQQ-2Na is dissolved, separated by reversed-phase high performance liquid chromatography, detected by UV detector, and quantified by standard curve method.
[0062] 2 Reagents and materials: Unless otherwise specified, all reagents used in this method were of analytical grade, and the water used was the first-grade water specified in GB / T6682-2008 Specifications and Test Methods for Water Use in Analytical Laboratories.
[0063] 2.1 Dipotassium hydrogen phosphate trihydrate. 2.2 Tetrabutylammonium bromide. 2.3 Phosphoric acid. 2.4 Acetonitrile: chromatographically pure. 2.5 PQQ-2Na standard: purity ≥97.0%. 2.6 Aqueous microporous filter membrane: 0.22 μm.
[0064] 2.7 10mmol / L dipotassium hydrogen phosphate-15mmol / L tetrabutylammonium bromide mixed solution (pH 7.4): Weigh 2.28g of dipotassium hydrogen phosphate trihydrate and 4.84g of tetrabutylammonium bromide into a beaker, add 800mL of water, and sonicate to dissolve. Adjust the pH to 7.4 with phosphoric acid. Transfer the solution to a 1000mL volumetric flask, ditto the volume with water, and shake well. Vacuum filter through a 0.22μm aqueous microporous membrane, then sonicate until free of bubbles.
[0065] 2.8 Acetonitrile-water solution (volume ratio 1:3): Measure 250 mL of acetonitrile and 4750 mL of water respectively, add them to the reagent bottle, and mix well.
[0066] 3 Instruments and equipment
[0067] 3.1 High performance liquid chromatograph with UV detector and autosampler.
[0068] 3.2 Electronic balance: sensitivity is 0.01 mg.
[0069] 4 Analysis steps
[0070] 4.1 Preparation of Standard Solutions Weigh 40 mg of PQQ-2Na standard (accurate to 0.01 mg) into a 100 mL volumetric flask. Dissolve in acetonitrile-water solution and dilute to the mark. Shake well to obtain a 0.4 mg / mL PQQ-2Na standard stock solution. From this solution, prepare a series of PQQ-2Na standard solutions with concentrations of 0.04 mg / mL, 0.08 mg / mL, 0.12 mg / mL, 0.16 mg / mL, 0.20 mg / mL, and 0.24 mg / mL.
[0071] 4.2 Sample Preparation Weigh 20 mg (accurate to 0.01 mg) of each PQQ-2Na sample from Examples 9-12 and place in a 50 mL volumetric flask. Dissolve with acetonitrile aqueous solution and dilute to the mark, then shake well. Accurately pipette 5.0 mL of the above solution into a 10 mL volumetric flask, dilute to the mark with acetonitrile aqueous solution, shake well, and filter the filtrate through a 0.22 μm aqueous microporous filter membrane before use in the assay.
[0072] 4.3 Liquid chromatography reference conditions
[0073] 4.3.1 Chromatographic column: PFchromEPC1888031205-4625 (4.6 mm × 250 mm, 5 μm, 120 Å) or equivalent.
[0074] 4.4 Determination
[0075] Under the specified chromatographic conditions, 20 μL of each standard solution and sample solution were injected into a liquid chromatograph for chromatographic analysis. The PQQ-2Na peak area in the resulting chromatograms for each standard solution and sample solution was recorded. A standard curve was plotted with the PQQ-2Na peak area in the standard solution as the Y-axis and the corresponding standard solution concentration as the X-axis to obtain the PQQ-2Na standard curve. The PQQ-2Na concentration in the sample solution was calculated from the standard curve based on the PQQ-2Na peak area in the sample solution chromatogram.
[0076] 5 Result calculation
[0077] 5.1 Calculation of PQQ-2Na Content
[0078] The content of PQQ-2Na in the sample is expressed as its mass fraction W1, and the value is expressed as percentage (%), calculated according to formula (1):
[0079]
[0080] (1) Where: C is the concentration of pyrroloquinoline quinone in the sample solution obtained from the standard curve, expressed in milligrams per milliliter (mg / mL); V is the sample dilution volume, expressed in milliliters (mL); f is the purity of the PQQ-2Na standard; m is the mass of the sample, expressed in milligrams (mg); W2 is the mass fraction of water in the sample, expressed as a percentage (%). The arithmetic mean of the replicate results is used as the measurement result, and the results are expressed to two decimal places.
[0081] 5.2 Calculation of PQQ-2Na Residual Rate
[0082] PQQ-2Na residual rate = 1 - [(PQQ-2Na content of initial sample - PQQ-2Na content of stability sample) / PQQ-2Na content of initial sample × 100%]
[0083] It should be understood that in various embodiments of the present invention, the size of the sequence number does not mean the order of execution. Some or all steps can be executed in parallel or in sequence. The execution order of each process should be determined by its function and internal logic, and should not constitute any limitation on the implementation process of the embodiments of the present application. The present invention is further described below with reference to the following embodiments:
[0084] Experimental Example 1: Verification of Combination Methods for Improving the Residual Rate of PQQ-2Na
[0085] The components listed in Table 1 (by mass percentage) were sequentially added to cold deionized water and mixed to prepare test solutions. These solutions were then filled into 30ml plastic bottles and subjected to two test conditions: 48°C and -15-45°C cycling. The samples from the high-temperature and cycling conditions were then quantified by liquid chromatography to determine the residual PQQ-2Na content (%) after the stability test. The results are shown in Table 1.
[0086] Table 1
[0087]
[0088] As can be seen from the data in the above table, Examples 1-7, trimethylpentanediol / adipic acid / glycerol crosslinked polymer and Lipidure-PMB (Ph10) polyquaternium-51, when compounded in different proportions or used alone, can significantly improve the residual rate of PQQ-2Na compared with Comparative Example 1. Among them, when the addition amount of trimethylpentanediol / adipic acid / glycerol crosslinked polymer and Lipidure-PMB (Ph10) polyquaternium-51 is compounded in a ratio of 3:1 (Examples 1 and 2), the system is more stable and the residual rate of PQQ-2Na is higher.
[0089] Experimental Example 2 Stability Test of PQQ-2Na and Different pH Regulators
[0090] The components (by mass percentage) listed in Table 2 below were sequentially added to cold deionized water and mixed thoroughly. The pH gradients were then adjusted to a similar level using various pH adjusters to prepare test solutions. These solutions were then filled into 30ml plastic bottles and subjected to two test conditions: 48°C and -15-45°C cycling. The samples were then monitored for one month, and their physical and chemical properties and appearance were measured. The samples subjected to both the high-temperature and cycling conditions were quantified by liquid chromatography to determine the residual PQQ-2Na content (%) after the stability test.
[0091] Table 2
[0092]
[0093] As can be seen from the above table, the pH adjusted by adding sodium citrate (Examples 8-10) has very small fluctuations in each gradient pH. In contrast, the pH of aminomethyl propanol and sodium hydroxide fluctuates, especially when the pH is greater than 6 (Comparative Examples 7-8). Excessive pH fluctuation has a strong negative impact on the stability of the product.
[0094] Experimental Example 3: Stability Test of Different pH Adjusters When Introducing Ingredients Incompatible with PQQ-2Na (Using Panthenol as an Example)
[0095] The components (by mass percentage) listed in Table 3 below were sequentially added to cold deionized water and mixed thoroughly. The pH gradients were then adjusted to a similar level using various pH adjusters to prepare test solutions. These solutions were then filled into 30ml plastic bottles and subjected to two test conditions: 48°C and -15-45°C. The samples were then cycled for one month, and their physical and chemical properties and appearance were measured. The samples subjected to both the high-temperature and cycled conditions were quantified by liquid chromatography to determine the residual PQQ-2Na content (%) after the stability test.
[0096] Table 3
[0097]
[0098] As shown in the table above, Examples 12-14 maintain high PQQ-2Na residual rates under various pH conditions, and their residual rates are higher than those of Comparative Examples 10-15. In particular, at a pH of approximately 5.6, Example 13 (using sodium citrate to adjust the pH) achieves significantly higher residual rates than Comparative Examples 12 (using aminomethyl propanol to adjust the pH) and 13 (using sodium hydroxide to adjust the pH). In summary, this demonstrates that sodium citrate can better stabilize PQQ-2Na when incompatible substances are introduced, even under extreme conditions (high temperatures of 48°C). Furthermore, compared to Comparative Example 1 (without any pH adjuster), sodium citrate also improves the residual rate of PQQ-2Na at pH levels between 4 and 6.
[0099] Experimental Example 4 Stability Test of PQQ-2Na
[0100] The components (by mass percentage) listed in Table 4 below were sequentially added to cold deionized water and mixed thoroughly. The pH was then adjusted to a similar value using various pH adjusters to prepare test solutions. These test solutions were filled into 30ml plastic bottles and placed under 48°C testing conditions for one month. Liquid chromatography was used to quantify the residual PQQ-2Na content (%) after the stability test.
[0101] Table 4
[0102]
[0103] As shown in the table above, when a 1.5:0.5 ratio of trimethylpentanediol / adipic acid / glycerol crosslinked polymer and Lipidure-PMB (Ph10) Polyquaternium-51 was mixed and adjusted to a higher pH with sodium citrate (Example 15), a high residual rate of PQQ-2Na was maintained. This indicates that the pH-adjusted combination (Example 15) exhibited significantly higher PQQ-2Na residual rates than the combination (Comparative Examples 16-17) using aminomethyl propanol and sodium hydroxide.
[0104] Experimental Example 5 Stability Test of PQQ-2Na in a Formula Containing D-Panthenol
[0105] The components (by mass percentage) listed in Table 5 below were sequentially added to cold deionized water and mixed to prepare test solutions. These test solutions were filled into 30ml plastic bottles and subjected to two test conditions: 48°C and -15-45°C for one month. The PQQ-2Na content before and after the test was quantified by liquid chromatography, and the residual percentage (%) of the component after storage was determined.
[0106] Table 5
[0107]
[0108] As shown in Table 5, the residual rate of PQQ-2Na in the solution containing only PQQ-2Na (Comparative Example 18) was reduced by at least 25.74% due to the combined use of PQQ-2Na and D-panthenol. However, by combining the solution with trimethylpentanediol / adipic acid / glycerol crosslinked polymer and Lipidure-PMB (Ph10) polyquaternium-51, the PQQ2Na content was restored to at least 8.46%.
[0109] Experimental Example 6: Stability Test of PQQ-2Na in a Formula Containing Spectrastat™ PHL
[0110] The components shown in Table 6 below were sequentially added to cold deionized water and mixed thoroughly to prepare test solutions. These test solutions were filled into 30 ml plastic bottles and subjected to two test conditions: 48°C and -15-45°C. The PQQ-2Na content before and after the test was quantified by liquid chromatography, and the residual percentage (%) of the component after storage was determined.
[0111] Table 6
[0112]
[0113] As shown in Table 6, the PQQ-2Na content in the solution alone (Comparative Example 19) was significantly reduced by at least 9.88% due to the combined use of the preservative PHL. Furthermore, the addition of trimethylpentanediol / adipic acid / glycerin crosspolymer and Lipidure-PMB (Ph10) Polyquaternium-51 restored the PQQ-2Na content by at least approximately 4%.
[0114] Experimental Example 7 Stability Test of PQQ-2Na in a Formula Containing Hydrolyzed Sodium Hyaluronate
[0115] The components (by mass percentage) listed in Table 7 below were sequentially added to cold deionized water and mixed to prepare test solutions. These test solutions were filled into 30ml plastic bottles and subjected to two test conditions: 48°C and -15-45°C. The PQQ-2Na content before and after the test was quantified by liquid chromatography, and the residual percentage (%) of the component after storage was determined.
[0116] Table 7
[0117]
[0118] As shown in Table 7, the PQQ-2Na solution alone (Comparative Example 20) significantly reduced the PQQ-2Na content by at least 8.04% when used in combination with hydrolyzed sodium hyaluronate. Furthermore, the addition of trimethylpentanediol / adipic acid / glycerin crosspolymer and Lipidure-PMB (Ph10) Polyquaternium-51 restored the PQQ-2Na content by at least approximately 5.83%.
[0119] Experimental Example 8 Stability Test of PQQ-2Na in a Formula Containing Hydroxyethyl Urea
[0120] The components shown in Table 8 below were sequentially added to cold deionized water and mixed thoroughly to prepare test solutions. These test solutions were filled into 30 ml plastic bottles and subjected to two test conditions: 48°C and -15-45°C. The PQQ-2Na content before and after the test was quantified by liquid chromatography, and the residual percentage (%) of the component after storage was determined.
[0121] Table 8
[0122]
[0123] As shown in Table 8, the PQQ-2Na content in the solution alone (Comparative Example 21) was significantly reduced by at least 27.16% when used in combination with hydroxyethyl urea. Furthermore, the PQQ-2Na content was restored by at least approximately 10.25% when combined with trimethylpentanediol / adipic acid / glycerol crosslinked polymer and Lipidure-PMB (Ph10) Polyquaternium-51.
[0124] Experimental Example 9 Stability Test of PQQ-2Na in a Formula Containing PEG / PPG-14 / 7 Dimethyl Ether
[0125] The components (by mass percentage) listed in Table 9 below were sequentially added to cold deionized water and mixed to prepare test solutions. These test solutions were filled into 30ml plastic bottles and subjected to two test conditions: 48°C and -15-45°C for one month. The PQQ-2Na content before and after the test was quantified by liquid chromatography, and the residual percentage (%) of the component after storage was determined.
[0126] Table 9
[0127]
[0128] Table 9 shows that the PQQ-2Na solution alone (Comparative Example 22) significantly reduced the PQQ-2Na content by at least 12.62% when used in combination with PEG / PPG-14 / 7 dimethyl ether. Furthermore, the addition of trimethylpentanediol / adipic acid / glycerol crosslinker and Lipidure-PMB (Ph10) Polyquaternium-51 restored the PQQ-2Na content by at least approximately 5.47%.
[0129] Experimental Example 10: Instant Repair and Soothing Efficacy Test
[0130] Table 10
[0131]
[0132] Purpose of the test: Single-center open trial, with more than 30 people, using tape stripping to damage the skin barrier. The subjects use the sample once, and with the help of instrumental testing methods, verify the repair and soothing effects of the sample before and after use.
[0133] Testing instruments: Skin melanin and hemoglobin tester MexameterMX18 (Courage & Khazaka, Germany), transepidermal water loss meter Teaxmeter (Courage & Khazaka, Germany)
[0134] Test environment: Environmental requirements: temperature 21.0℃±1.0℃; humidity 50%+10%
[0135] Experimental design: before use, immediately after peeling injury, 4 hours after use, and 6 hours after use
[0136] Test Procedure: After signing in to the laboratory, participants uniformly wiped the inner forearms of both arms with dry tissue paper. Test areas measuring 2cm x 2cm were marked, with at least 1cm between each area. The participants rested in the test environment for 15-20 minutes. A blank control and sample application area were randomly distributed. The test area was stripped 20 times with tape, and data was immediately collected using a Teaxmeter. After the test, the sample application area was smeared according to the sample application instructions. Data was collected on the arm using a CM825 or Teaxmeter 4 and 6 hours after application.
[0137] Data Statistical Analysis Methods: Software was used to perform descriptive statistics on each measurement value, including quantity, mean, standard deviation, minimum, and maximum values. The Shapiro-Wilk test was used to test for significance of normal distribution of the data; if the sig. (two-sided) > 0.05, the data were normally distributed. If the test data were normally distributed, the t-test was used for statistical analysis; if the test data were non-normally distributed, the rank sum test was used for statistical analysis.
[0138] Table 11 Comparison of improvement rate of transepidermal water loss between groups - sample application and blank control
[0139]
[0140] Table 12 Comparison of skin hemoglobin improvement rate between groups - sample application and blank control
[0141]
[0142] Note: The P values and significance analysis in Tables 11 and 12 were obtained by analyzing the examples and the blank control.
[0143] Thirty volunteers were subjected to tape stripping to damage the skin barrier. After a single application of the sample from Example 26 (compound composition), the transepidermal water loss (TEWL) in the test area was significantly improved 4 and 6 hours after application, compared to the values immediately after the stripping injury, compared to those in Example 23 (using PQQ-2Na alone) and Comparative Example 24 (using trimethylpentanediol / adipic acid / glycerin crosspolymer and Lipidure-PMB Polyquaternium-51 alone), with significant differences (P < 0.05). The results are shown in Tables 11-12. Six hours after application, the TEWL change in the sample-applied area was significantly greater than that in the blank control area and Comparative Examples 23-24, with significant differences (P < 0.05). This demonstrates that the stable composition synergizes with PQQ to enhance repair and soothing effects.
[0144] The above are only preferred embodiments of the present invention. It should be pointed out that for ordinary technicians in this technical field, several improvements and modifications can be made without departing from the principles of the present invention. These improvements and modifications should also be regarded as the scope of protection of the present invention.
Claims
1. A composition containing PQQ or a salt thereof, characterized in that It is composed of the following components in parts by mass: 0.01-0.05 parts of PQQ or its salt, 0.1-10 parts of trimethylpentanediol / adipic acid / glycerin crosslinked polymer, 0.1-5 parts of polyquaternium-51, and 0.00828-0.0449 parts of sodium citrate.
2. The composition according to claim 1, characterized in that The invention is composed of the following components in parts by mass: 0.02-0.03 parts of PQQ-2Na, 1-3 parts of trimethylpentanediol / adipic acid / glycerol crosslinked polymer, 0.5-3 parts of polyquaternium-51 and 0.00828-0.0449 parts of sodium citrate.
3. A cosmetic raw material, characterized in that: Comprising the composition and functional components according to claim 1 or 2; The functional component is selected from at least one of Spectrastat™ PHL, hydrolyzed sodium hyaluronate, hydroxyethyl urea, PEG / PPG-14 / 7 dimethyl ether, and D-panthenol.
4. The cosmetic raw material according to claim 3, characterized in that The mass ratio of the functional component to the PQQ in the composition is (0.1-2): (0.02-0.03).
5. The cosmetic raw material according to claim 3, characterized in that The invention comprises the following components in parts by mass: 0.1-2 parts of functional components, 0.01-0.03 parts of PQQ-2Na, 1-3 parts of trimethylpentanediol / adipic acid / glycerin crosslinked polymer, 0.5-3 parts of polyquaternium-51 and 0.00828-0.0449 parts of sodium citrate.
6. Use of the composition according to claim 1 or 2, or the cosmetic raw material according to any one of claims 3 to 5, in the preparation of cosmetics.
7. The use according to claim 6, characterized in that The cosmetics are moisturizing and / or redness-removing cosmetics.
8. A cosmetic, characterized in that: The invention comprises the composition according to claim 1 or 2.
9. The cosmetic according to claim 8, characterized in that The following components are included in the mass fraction: PQQ-2Na 0.02%~0.03%, trimethylpentanediol / adipic acid / glycerol crosslinked polymer 1%~3%, polyquaternium-51 0.5%~3%, pentylene glycol 4%, sodium citrate 0.00828%~0.0449%, and the balance is water.
Citation Information
Patent Citations
Cosmetic comprising powder
JP2006335641A
Composition for external application
WO2012137932A1