Stable Skin Care Compositions Containing Retinoids

A stable skin care composition with retinoids is formulated using a preservative system of hydroxyacetophenone and sodium sulfite, addressing decomposition issues and maintaining product efficacy and appearance.

JP2025532631APending Publication Date: 2025-10-01PROCTER & GAMBLE CO
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Patent Information

Application Number
JP2025516126
Authority / Receiving Office
JP · JP
Patent Type
Applications
Current Assignee / Owner
Priority Date
2022-09-28
Filing Date
2023-09-05
Publication Date
2025-10-01

AI Technical Summary

Technical Problem

Formulating stable skin care products with retinoids is challenging due to their reactivity and decomposition, especially when exposed to light, heat, and interaction with other ingredients, and there is a need for a preservative system that is effective without formaldehyde-releasing agents.

Method used

A skin care composition comprising a preservative system of hydroxyacetophenone, carnosine, and sodium sulfite, along with a dispersed phase of retinyl propionate, which is free of formaldehyde-releasing agents, to maintain stability and color integrity.

Benefits of technology

The composition achieves high retinoid stability and minimal yellowing, ensuring the product remains effective and appealing to consumers over an extended period.

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Abstract

A skin care emulsion composition comprising a continuous phase and a dispersed phase containing one or more retinoids. The continuous phase contains a preservative system including one or more cell wall disrupting agents. The preservative system may be free of DMDM ​​hydantoin, imadazolidinyl urea, diazuridinyl urea, sodium hydroxyl, and methyl glycinate. The continuous phase may also contain one or more antioxidants and one or more reducing agents. The composition may be chemically and physically stable.
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Description

[Technical Field]

[0001] The present invention relates generally to stable skin care compositions containing retinoids. More specifically, the present invention relates to stable skin care compositions containing retinoids in the form of oil-in-water emulsions. [Background technology]

[0002] Skin care products can improve the health and / or appearance of a user's skin. Currently, there are a variety of topical skin care products available that aim to delay, minimize, or even eliminate wrinkles and other changes in skin structure that are typically associated with skin aging and / or environmental damage to human skin. For at least some people, fine lines, wrinkles, and age spots on the skin are reminiscent of a loss of youth. As a result, in a youth-conscious society, removing wrinkles and age spots has become a booming business. Treatments range from cosmetic moisturizers and serums to various forms of cosmetic surgery.

[0003] Many skin care products, including moisturizers and serums, can contain vitamins, vitamin derivatives, and / or other active ingredients to improve skin appearance.For example, vitamin A, also known as retinol, is known to be used in topical skin care compositions to provide skin health and / or appearance benefits.Vitamin A and its derivatives form a class of compounds commonly referred to as "retinoids".Previously, retinoids were mainly used to treat acne.More recently, retinoids have also been used to treat photoaging skin and / or intrinsically aging skin.

[0004] However, formulating a stable skin care product containing retinoids with a shelf life of 3 years can be difficult because retinoids are unnecessarily reactive and prone to decomposition.Some known causes of decomposition include oxidation, light exposure (e.g., ultraviolet light), heat (e.g., temperatures above 40°C), and interaction with other ingredients in the formulation.As retinoids decompose, they become less effective, and the composition may turn yellow and have a noticeable odor reminiscent of sour milk.

[0005] Furthermore, some consumers desire skin care products with cleaner ingredient lists, including formulations that do not contain formaldehyde-releasing agents, so there is pressure to reformulate some retinoid products.For example, DMDM ​​hydantoin (commercially available as Glydant®) is a generally effective preservative for skin care products, including stable retinoid products.However, because it is a formaldehyde-releasing agent, it may be desirable to remove it from skin care products.However, it is difficult to identify a preservative system that is effective and does not affect retinoid stability. Summary of the Invention [Problem to be solved by the invention]

[0006] Therefore, it would be desirable to provide a retinoid-containing skin care composition that is free of formaldehyde-releasing agents and has a preservative system that is stable in color and retinoid concentration. [Means for solving the problem]

[0007] 1. A skin care composition comprising: (a) a continuous phase comprising: (i) a preservative system comprising hydroxyacetophenone; (ii) carnosine; (iii) sodium sulfite; and (iv) water; and (b) a dispersed phase comprising retinyl propionate; wherein the composition is free of DMDM ​​hydantoin, imadazolidinyl urea, diazlidinyl urea, sodium hydroxyl, and methyl glycinate.

[0008] 1. A skin care composition comprising: (a) a continuous phase comprising: (i) from about 0.1% to about 1% of a preservative system comprising one or more cell wall disrupting agents; (ii) from about 0.01% to about 1% of one or more antioxidants; (iii) from about 0.02% to about 0.25% of one or more reducing agents; and (iv) water; and (b) a dispersed phase comprising from about 0.01% to about 2% of one or more retinoids, wherein the skin care composition is free of formaldehyde and formaldehyde-releasing agents. [Brief explanation of the drawings]

[0009] This patent or application file contains at least one color drawing. Copies of this patent or patent application publication with color drawing(s) will be provided by the Office upon request and payment of the necessary fee.

[0010] While the specification concludes with claims particularly pointing out and distinctly claiming the subject matter of the invention, it is believed the present invention may be more readily understood from the following description taken in conjunction with the accompanying drawings. [Figure 1] 1 shows % retinyl propionate (RP) remaining versus time for Examples AG. [Figure 2A] 1 is a photograph of Example 2, which had 54% RP remaining and a b-value of 16.32 after storage under accelerated stability conditions. [Figure 2B] Example 4 shows that after storage under accelerated stability conditions, it had 63% RP remaining and a b value of 17.04. [Figure 3A]RP remaining percentage for Examples 1, 2, and 3 is shown. [Figure 3B] Yellowing as determined by the b-value is shown for Examples 1, 2, and 3. [Figure 4A] 1 shows Serum Example 5 after storage under accelerated stability conditions. [Figure 4B] 1 shows Serum Example 6 after storage under accelerated stability conditions. DETAILED DESCRIPTION OF THE INVENTION

[0011] Retinoids are a class of compounds derived from vitamin A that are often incorporated into skin care compositions for the benefits of anti-wrinkle, anti-acne, and anti-hyperpigmentation. Formulating with retinoids can be difficult due to their high tendency to decompose. Retinoids are sensitive to oxidation, hydrolysis, heat, and UV. As retinoids decompose, fewer active substances are available to penetrate the skin, and the effectiveness of skin care products decreases. In addition, the formulations may be significantly more yellow (as measured by the b value in the color test method described below) and may have an unpleasant odor reminiscent of sour milk.

[0012] DMDM hydantoin (commercially available as Glydant®) and DMDM ​​hydantoin and iodopropynyl butylcarbamate (commercially available as Glydant® Plus Liquid) are common preservatives in skin care products and can be used as preservatives in stable retinoid formulations. However, DMDM ​​hydantoin is a formaldehyde-releasing agent, and some consumers and regulators prefer products that do not contain formaldehyde-releasing agents.

[0013] However, it has been difficult to identify alternative preservatives that are effective in inhibiting microbial growth and that do not interact with retinoids. Figure 1 shows the % retinyl propionate (RP) remaining versus time for Examples A-G (see Table 2 below), which contain Chassis 1 or Chassis 2 (see Table 1 below) spiked with various preservative systems. % RP remaining was determined by the HPLC test method described herein. Examples were stored at ambient conditions, away from direct light, in containers that limit the free flow of oxygen (e.g., aluminum tubes, laminated tubes, glass jars, HDPE jars, PP jars, HDPE pumps) for three years.

[0014] [Table 1]

[0015] [Table 2]

[0016] Figure 1 shows Example D, which has a preservative system containing DMDM ​​hydantoin and iodopropynyl butylcarbamate (Glydant® Plus Liquid). This preservative system is known to effectively inhibit microorganisms and resulted in the least retinyl propionate degradation at the end of the three-year period compared to other compositions tested. Current retinoid products with this preservative system may have a three-year shelf life. However, some consumers prefer products without this preservative system because DMDM ​​hydantoin is a formaldehyde-releasing agent.

[0017] Figure 1 shows that none of the other preservative systems shown in Examples A-C and E-F had enough RP remaining after three years for three-year storage stability and were therefore unsatisfactory. In fact, many of these formulations had less than 20% RP remaining after three years. Because the preservative systems in these examples did not contain formaldehyde-releasing agents and were effective antimicrobial agents, more research was conducted to determine whether RP could be stabilized in another manner. It was determined that hydroxyacetophenone (commercially available as Symsave® H from Symrise®) would be a good starting point for further investigation.

[0018] Table 3 below shows the % RP remaining for an experimental skin care composition with added antioxidant, Example 2 (see Table 5 below for a formulation for a skin care composition containing RP and a preservative system including 0.05% phenoxyethanol and 0.15% hydroxyacetophenone), compared to Example 2 without antioxidant. The test was conducted under accelerated stability conditions of 40°C and 75% relative humidity for 6 months, away from direct light, with samples stored in a container that restricted the free flow of oxygen. RP% was determined by the HPLC method described below.

[0019] [Table 3]

[0020] There were several antioxidants that performed well and improved RP stability, but carnosine was ultimately chosen to move forward because it is a dipeptide and may be preferred by consumers in skin care compositions compared to the other antioxidants tested.

[0021] It is known that as retinoids decompose, skin care compositions turn yellow. This color change can be noticeable to consumers, and many consumers believe that yellowing means the retinoid is less effective. Surprisingly, it was discovered that even though RP is relatively stable to carnosine, the product still turned yellow under accelerated stability conditions (40°C, 75% RH for 6 months).

[0022] Figure 2A shows Example 2 (see Table 5 below), which had 54% RP remaining and a b-value of 16.32 under accelerated stability conditions (40°C, 75% RH for 6 months). Figure 2B shows Example 2 (see Table 5 below) and an example using 0.1% carnosine. The example in Figure 2B had 63% RP remaining and a b-value of 17.04 under accelerated stability conditions (40°C, 75% RH for 6 months). It was surprising that the formulation with the more stable RP had a higher b-value and was more yellow. This yellowing is unacceptable to consumers, as they perceive more yellow products as less effective and / or of lower quality.

[0023] Therefore, additional ingredients needed to be tested to reduce yellowing. Table 4 below compares the b-values ​​of Example 2 with the additional ingredients (see Table 5 below) compared to Example 2. This test was performed under accelerated stability conditions at 60°C for two weeks, away from direct light, and the samples were stored in a container that restricted the free flow of oxygen. The b-values ​​versus the control example were not noticeably yellow to the unaided human observer's eye (excluding standard corrective lenses fitted to compensate for myopia, hyperopia, or astigmatism, or other corrective vision) in illumination at least equivalent to that of a standard 100-watt incandescent white light bulb at 30 cm. The b-values ​​were determined by the color test method described below.

[0024] As shown in Table 4, the reducing agent, sodium sulfite, was the only ingredient tested that dramatically reduced the b-value of the compositions, and both compositions with 0.05% and 0.1% sodium sulfite could be yellowed less noticeably.

[0025] [Table 4]

[0026] Figures 3A and 3B show the stability and color change under accelerated stability conditions at 60°C for two weeks for Examples 1, 2, and 3, as shown in Table 5 below. Example 1 is similar to a currently available retinoid formulation with a preservative system containing DMDM ​​hydantoin and iodopropynyl butylcarbamate (commercially available as Glydant® Plus Liquid). In Example 2, the DMDM ​​hydantoin and iodopropynyl butylcarbamate preservatives are replaced with a preservative system including hydroxyacetophenone and phenoxyethanol. Example 3 has a preservative system of hydroxyacetophenone and phenoxyethanol, 0.1% carnosine, and 0.05% sodium sulfite. Figure 3A shows that Example 3 has a higher % RP remaining than Examples 1 and 2. Figure 3B shows that Example 3 has a lower b value and is therefore less yellow compared to Examples 1 and 2. Therefore, Example 3 may be more physically and chemically stable compared to formulations such as Examples 1 and 2, and may be more preferred by consumers.

[0027] Figures 4A and 4B show serum formulations containing retinoids after two weeks at accelerated stability conditions at 60°C. Samples were stored away from direct light in containers that restricted the free flow of oxygen. The serums are believed to behave similarly to moisturizers with respect to the physical and chemical stability of the retinoids. Example 5 (see Table 6) has a preservative system including hydroxyacetophenone and phenoxyethanol, while Example 6 has the same preservative system as Example 5, but also includes 0.1% carnosine and 0.05% sodium sulfite. The composition in Figure 4B is significantly whiter, with a b-value of 2.42, compared to the serum composition in Figure 4A, which has a b-value of 14.86. Thus, Example 6 may be preferred by consumers.

[0028] definition As used herein, "formulated without" means that no ingredients are intentionally added. However, "formulated without" does not guarantee "100% free" as trace amounts of contaminants may be present.

[0029] As used herein, "skin care" refers to regulating and / or improving the condition of the skin.Some non-limiting examples include improving the appearance and / or feel of the skin by providing a smoother, more uniform appearance and / or feel, increasing the thickness of one or more layers of the skin, improving the elasticity or resilience of the skin, improving the firmness of the skin, reducing the oily, shiny, and / or dull appearance of the skin, improving the hydration state or moisturizing property of the skin, improving the appearance of fine lines and / or wrinkles, improving skin exfoliation or scaling, plumping the skin, improving the barrier properties of the skin, improving skin tone, reducing the appearance of redness or skin imperfections, and / or improving the brightness, luster, or clarity of the skin, preventing damage to the skin through antioxidant approaches, including UVA and UVB damage, preventing the formation of comedones, balancing the skin microbiome, or preventing acne.

[0030] As used herein, "skin care active" refers to a compound or combination of compounds that, when applied to the skin, provides acute and / or chronic benefits to the skin or cell types commonly found in the skin. Skin care actives can regulate and / or improve the skin or cells associated therewith (e.g., improve skin elasticity, hydration, skin barrier function, and / or cell metabolism). In some examples, the skin care active includes one or more retinoids.

[0031] As used herein, "skin care composition" means a composition that contains skin care actives and that regulates and / or improves the condition of the skin.

[0032] Unless otherwise specifically stated, all percentages are by weight of the cosmetic composition. Unless otherwise specifically stated, all ratios are by weight. All ranges are inclusive and combinable. Significant figures do not represent limitations on the indicated amounts or on the precision of the measurements. Unless otherwise specifically stated, all quantities are understood to be modified by the word "about." Unless otherwise specifically stated, all measurements are understood to be made at about 21°C and ambient conditions, where "ambient conditions" means conditions under about 1 atmosphere and about 50% relative humidity. All weights, as they relate to the listed ingredients, are based on the active level and do not include carriers or by-products that may be included in commercially available materials, unless otherwise specified. All numerical ranges are inclusive of narrower ranges, and the delimited upper and lower range limits are interchangeable to create further ranges not expressly delimited.

[0033] The compositions of the present invention can comprise, consist essentially of, or consist of the essential and optional components described herein. As used herein, "consisting essentially of" means that the composition or component may include additional ingredients, but only if the additional ingredients do not materially alter the basic and novel characteristics of the claimed composition or method.

[0034] composition The skin care composition can be a homogeneous emulsion comprising a continuous phase and a dispersed phase. The continuous phase can comprise a dermatologically acceptable carrier, which typically comprises water, a polymeric thickener, an antioxidant, and a preservative system. The dispersed phase can comprise an oil, including a silicone oil and a retinoid.

[0035] A dermatologically acceptable carrier allows other components (e.g., active substances) to be delivered to the skin at an appropriate concentration. Thus, the carrier can act as a diluent, dispersant, solvent, etc. for particulate matter, which helps ensure that it can be applied to the selected target at an appropriate concentration and evenly distributed. The carrier can contain one or more dermatologically acceptable solid, semi-solid, or liquid fillers, diluents, solvents, extenders, etc. The carrier can be solid, semi-solid, or liquid. In some cases, the carrier can be inert or can provide its own benefit to keratinous tissue. The concentration of the carrier can vary depending on the selected carrier and the intended concentration of the composition components.

[0036] The type of carrier utilized in the present skin care composition depends on the type of product form desired for the composition. The topical compositions useful in the present invention can be made into a wide variety of product forms as known in the art. Product forms include, but are not limited to, lotions, creams, gels, sticks, sprays, ointments, pastes, mousses, and cosmetics (e.g., solid, semi-solid, or liquid makeup, including foundations, eye makeup, tinted or non-tinted lip treatments, such as lipsticks). These product forms may contain several types of carriers, including, but not limited to, solutions, aerosols, emulsions, gels, solids, and liposomes.

[0037] The skin care composition may be free of formaldehyde and formaldehyde-releasing agents or may be formulated without formaldehyde and formaldehyde-releasing agents.The skin care composition may be free of DMDM ​​hydantoin, imadazolidinyl urea, diazuridinyl urea, sodium hydroxyl, methyl glycinate, and combinations thereof.The skin care composition may also be free of parabens and / or sulfate surfactants, including SLS and SLES.

[0038] The composition may have a b value of less than 25, less than 20, less than 18, less than 14, alternatively less than 13, alternatively less than 12, alternatively less than 11, and alternatively less than or equal to 10, according to the test methods described hereinafter.

[0039] Continuous Phase / Aqueous Phase Preservatives As used herein, a preservative system can be one or more substances and / or chemicals added to a cosmetic composition that can prevent degradation due to microbial growth and / or undesirable chemical changes. The preservative system may be free of formaldehyde and formaldehyde-releasing agents. In some examples, the preservative system may contain one or more ingredients registered as preservatives by the European Chemicals Agency (hereinafter, ECA) as of September 27, 2022. In other examples, the preservative system may contain one or more ingredients that are not registered as preservatives by the ECA. Alternatively, the preservative system may be free of ingredients registered as preservatives by the ECA.

[0040] The compositions may contain from about 0.01% to about 1.5%, alternatively from about 0.05% to about 1.25%, alternatively from about 0.1% to about 1%, alternatively from about 0.2% to about 0.8%, and alternatively from about 0.3% to about 0.5% of a preservative system.

[0041] The preservative system may include one or more cell wall disrupting agents that can inhibit microbial growth by disrupting microbial cell walls. Non-limiting examples of cell wall disrupting agents may include aromatic alcohols, medium chain diols, organic acids, hydroxyacetophenone, 1,2-hexanediol (and) caprylyl glycol, ethylhexylglycerin, methylheptylglycerin, or combinations thereof.

[0042] Non-limiting examples of aromatic alcohols can include phenoxyethanol, tryptophol, tyrosol, phenethyl alcohol, benzyl alcohol, or combinations thereof.

[0043] Non-limiting examples of medium chain diols can include caprylyl glycol, pentylene glycol, hexylene glycol, or combinations thereof.

[0044] Non-limiting examples of organic acids can include benzoic acid, sorbic acid, levulinic acid, and salicylic acid, or combinations thereof.

[0045] chelating agents The cosmetic composition may contain about 0.05% to about 0.5%, and alternatively about 0.1% to about 0.3%, of a chelating agent. As used herein, "chelating agent" refers to an active agent that can remove metal ions from a system by forming a complex so that the metal ions cannot readily participate in or catalyze chemical reactions. In addition, chelating agents can be used in combination with the preservative systems described herein to enhance the efficacy of the preservatives. Non-limiting examples of chelating agents may include EDTA (disodium EDTA, trisodium EDTA), tetrahydroxypropylethylenediamine, etidronic acid, sodium phytate, phytic acid, oxalic acid and derivatives, sodium gluconate, EDDS (trisodium ethylenediamine disuccinate), or combinations thereof.

[0046] antioxidants The cosmetic compositions may comprise from about 0.001% to about 1%, alternatively from about 0.005% to about 0.85%, alternatively from about 0.01% to about 0.75%, alternatively from 0.05% to about 0.5%, and alternatively from about 0.1% to about 0.3% of an antioxidant.

[0047] The antioxidant may be a non-vitamin antioxidant. Non-limiting examples of antioxidants include hydroxycinnamic acid, ferulic acid, bakuchiol, tea extracts, including camellia sinensis leaf extract (white tea) and green tea extract, caffeine, rosemary leaf extract, octadecyl di-t-butyl-4-hydroxyhydrocinnamate, carnosine, ethylene bis(oxyethylene) bis-(3-(5-tert-butyl-4-hydroxy-m-tolyl)propionate), pomegranate fruit extract, butylated hydroxytoluene (BHT), L-ergothioneine (available as THIOTANE™), tetrahydrocurcumin, cetylpyridinium chloride, diethylhexyl syrinylidene malonate (available as OXYNEX™), hexadec-8-ene-1,16-dicarboxylic acid (octadecenedioic acid, ARLATONE™ Dioic Examples may include DCA (manufactured by Uniqema), ubiquinone (coenzyme Q10), yeast extract or yeast culture fluid (e.g., Piteraφ), or combinations thereof.

[0048] The antioxidant may be a vitamin antioxidant, non-limiting examples of which may include vitamin C, B vitamins including niacinamide, vitamin D, vitamin E, vitamin K, or combinations thereof.

[0049] reducing agent One or more reducing agents can be added to the composition to help reduce yellowness. The composition may include from about 0.01% to about 0.5%, alternatively from about 0.02% to about 0.2%, and alternatively from about 0.05% to about 0.1% of the reducing agent.

[0050] Non-limiting examples of reducing agents may include sulfite, acetyl farnesyl cysteine, aminoethanesulfinic acid, butyrolactone thiol, dithiodiglycolic acid ethanolamine, ethyl thioglycolate, formamidine sulfinic acid, hydrolyzed Saccharomyces / Lactobacillus / ubiquinone fermentate, sodium glyoxylate, sodium hydroxymethanesulfonate, sodium oxymethylenesulfoxylate, sodium thioglycolate, sodium thiosulfate pentahydrate, sodium thiosulfate pentahydrate, potassium sulfite, sodium bisulfite, sodium metabisulfite, sodium thiosulfate, potassium metabisulfite, or combinations thereof.

[0051] Non-limiting examples of sulfites include sodium sulfite, potassium sulfite, ammonium bisulfite, ammonium sulfite, potassium metabisulfite, potassium sulfite, sodium bisulfite, sodium hydrosulfite, sodium metabisulfite, or combinations thereof.

[0052] Dermatologically acceptable carrier The compositions herein include a dermatologically acceptable carrier (which may be referred to as a "carrier"). The phrase "dermatologically acceptable carrier" means that the carrier is suitable for topical application to keratinous tissue, has good aesthetic properties, is compatible with the active agents in the composition, and does not raise any undue safety or toxicity concerns. In one embodiment, the carrier is present in a concentration of from about 50% to about 99%, from about 60% to about 98%, from about 70% to about 98%, or alternatively, from about 80% to about 95% by weight of the composition.

[0053] The carrier may be in a wide variety of forms. In some cases, the form and characteristics of the carrier may be determined by the solubility or dispersibility of the components (e.g., extracts, sunscreen actives, additional components). Non-limiting examples include simple solutions (e.g., aqueous or anhydrous), dispersions, emulsions, and solid forms (e.g., gels, sticks, flowable solids, or amorphous materials). In some cases, the dermatologically acceptable carrier is in the form of an emulsion having a continuous aqueous phase (e.g., oil-in-water or water-in-oil-in-water emulsion) or a continuous oil phase (e.g., water-in-oil or oil-in-water-in-oil emulsion). The oil phase of the emulsion may include silicone oils, non-silicone oils (hydrocarbon oils, esters, ethers, etc.), and mixtures thereof. The aqueous phase may include water and water-soluble ingredients (e.g., water-soluble moisturizers, conditioning agents, antibacterial agents, humectants, and / or other skin care actives). In some cases, the aqueous phase may contain components other than water, including, but not limited to, water-soluble moisturizers, conditioning agents, antibacterial agents, humectants, and / or other water-soluble skin care actives. In some cases, the non-water components of the composition include humectants such as glycerin and / or other polyols. The composition may contain from about 1% to about 15%, alternatively from about 3% to about 10%, alternatively from about 4% to about 9%, and alternatively from about 5% to about 8% of the humectant.

[0054] In some cases, the compositions herein are in the form of oil-in-water ("O / W") emulsions, which provide a light, non-greasy sensory feel. Suitable O / W emulsions herein may comprise greater than 50% by weight of the composition as a continuous aqueous phase, with the remainder being a dispersed oil phase. The aqueous phase may comprise 1% to 99% water, based on the weight of the aqueous phase, along with any water-soluble and / or water-miscible ingredients. In these cases, the dispersed oil phase is typically present at less than 40% by weight of the composition (e.g., 1% to 35%, 2% to 30%, 3% to 25%, 4% to 20%, or even 5% to 18%) to help avoid some of the undesirable sensory effects of oily compositions. The oil phase may comprise one or more volatile and / or non-volatile oils (e.g., vegetable oils, silicone oils, and / or hydrocarbon oils). Some non-limiting examples of oils that may be suitable for use in the present compositions are disclosed in U.S. Pat. No. 9,446,265 and U.S. Patent Application Publication No. 2015 / 0196464.

[0055] The carrier may contain one or more dermatologically acceptable diluents. As used herein, "diluent" refers to a substance capable of dispersing, dissolving, or otherwise incorporating the skin care active herein. Some non-limiting examples of hydrophilic diluents include organic hydrophilic diluents such as water, lower monohydric alcohols (e.g., C1-C4), and low molecular weight glycols and polyols, including propylene glycol, polyethylene glycol (e.g., 200-600 g / mole molecular weight), polypropylene glycol (e.g., 425-2025 g / mole Mw), glycerol, butylene glycol, 1,2,4-butanetriol, sorbitol esters, 1,2,6-hexanetriol, ethanol, isopropanol, sorbitol esters, butanediol, ether propanol, ethoxylated ethers, propoxylated ethers, and combinations thereof.

[0056] thickener The composition may include one or more thickening agents, alternatively at least two thickening agents. In some examples, the composition is a moisturizing agent and may contain from about 0.5% to about 6%, alternatively from about 0.75% to about 5%, and alternatively from about 1% to about 4% of the thickening agent. In other examples, the composition is a serum and may contain from about 0.1% to about 4%, alternatively from about 0.25% to about 3%, and alternatively from about 0.5% to about 2% of the thickening agent. Suitable classes of thickening agents include, but are not limited to, carboxylic acid polymers, polyacrylamide polymers, sulfonated polymers, copolymers thereof, hydrophobically modified derivatives thereof, and mixtures thereof.

[0057] The composition may include a carboxylic acid polymer thickener, such as a carbomer. The composition may contain from about 0.1% to about 1%, alternatively from about 0.2% to about 0.8%, alternatively from about 0.25% to about 0.7%, alternatively from about 0.3% to about 0.6%, and alternatively from about 0.4% to about 0.5% of the carboxylic acid polymer thickener.

[0058] The composition may include a polyacrylamide polymer and copolymer thickener. The composition may contain from about 0.8% to about 3%, alternatively from about 0.9% to about 2.5%, alternatively from about 1% to about 2.2%, alternatively from about 1.1% to about 2.1%, alternatively from about 1.2% to about 1.9%, or alternatively from about 1.3% to about 1.8% of the polyacrylamide polymer and copolymer thickener.

[0059] Suitable thickening agents include carbomers (e.g., CARBOPOL® 900 series, such as CARBOPOL® 954), and carboxylic acid polymers such as Ultrez 10 and Ultrez 30. Other suitable carboxylic acid polymer agents include C 10~30 Alkyl acrylate and acrylic acid, methacrylic acid, or their short chain (i.e., C 1~4 Examples of copolymers include copolymers with one or more monomers of one of the acrylate / C esters, and the crosslinker is an allyl ether of sucrose or pentaerythritol. These copolymers are also known as acrylate / C copolymers.10~30 They are known as alkyl acrylate crosspolymers and are commercially available from Noveon, Inc. as CARBOPOL® 1342, CARBOPOL® 1382, Ultrez 20, Ultrez 21, PEMULEN TR-1, and PEMULEN TR-2.

[0060] Other suitable thickeners include polyacrylamide polymers and copolymers. An exemplary polyacrylamide polymer has the CTFA designation "Polyacrylamide and Isoparaffin and Laureth-7" and is available from Seppic® Corporation (Fairfield, NJ) under the trade name SEPIGEL 305. Other polyacrylamide polymers useful herein include multi-block copolymers of acrylamide and substituted acrylamide with acrylic acid and substituted acrylic acid. Commercially available examples of these multi-block copolymers include HYPAN SR150H, SS500V, SS500W, and SSSA100H from Lipo Chemicals, Inc. (Patterson, NJ).

[0061] Other suitable thickeners useful herein are sulfonated polymers such as sodium polyacryloyldimethyltaurate with the CTFA designation available from Seppic® Corp. under the trade name Simulgel 800 and Viscolam® at 100 P available from Lamberti SpA, Gallarate, Italy. Another commercially available material comprising a sulfonated polymer is Sepiplus™ 400 available from Seppic® Corp.

[0062] Additionally, suitable thickening agents may include superabsorbent polymers. These superabsorbent polymers are crosslinked sodium polyacrylates, such as those sold by Avecia® under the names Octacare X100, X110, and RM100, those sold by SNF® under the names Flocare GB300 and Flosorb 500, those sold by BASF® under the names Luquasorb 1003, Luquasorb 1010, Luquasorb 1280, and Luquasorb 1100, those sold by Grain Processing® under the names Water Lock G400 and G430 (INCI name: acrylamide / sodium acrylate copolymer), or sodium acrylate crosspolymer-2, such as Aqua Keep® 10 SH NF, Aqua Keep® 10 SH NFC offered by Sumitomo Seika, starch grafted with acrylic acid polymers (homopolymers or copolymers), in particular with sodium polyacrylate, such as those sold by Sanfresh®. They may be selected from those sold by Sanyo Chemical Industries® under the names ST-100C, ST100MC, and IM-300MC, Makimousse 12 and Makimousse 25 (INCI name: sodium starch polyacrylate) supplied by Kobo Products Inc., and acrylic acid polymers (homopolymers or copolymers), in particular hydrolyzed starch grafted with acryloacrylamide / sodium acrylate copolymers, such as those sold by Grain Processing® under the names Water Lock A-240, A-180, B-204, D-223, A-100, C-200, and D-223 (INCI name: starch / acrylamide / sodium acrylate copolymer). Preferred superabsorbent polymers include Makimousse 12 and Makimousse 25.

[0063] Suitable thickeners for use herein include gums. "Gum" is a term broadly defined in the art. Gums include acacia, agar, algin, alginic acid, ammonium alginate, amylopectin, calcium alginate, calcium carrageenan, carnitine, carrageenan, dextrin, gelatin, gellan gum, guar gum, guar hydroxypropyltrimonium chloride, hectorite, hyaluronic acid, hydrated silica, hydroxypropyl chitosan, hydroxypropyl guar, karaya gum, kelp, locust bean gum, natto gum, potassium alginate, potassium carrageenan, propylene glycol alginate, sclerotium gum, sodium carboxymethyldextran, sodium carrageenan, tragacanth gum, xanthan gum, derivatives thereof, and mixtures thereof.

[0064] Natural gums are naturally occurring polysaccharides that can significantly increase the viscosity of a solution, even at low concentrations. They can be used as thickeners, gelling agents, emulsifiers, and stabilizers. Most often, these gums are found in the woody elements of plants or in the skins of seeds. Natural gums can be classified according to their origin. They can also be classified as uncharged or ionic polymers (polyelectrolytes), examples of which include natural gums obtained from seaweed, such as agar, alginic acid, sodium alginate, and carrageenan. Natural gums obtained from non-marine plant sources include gum arabic from the sap of the Acacia tree, gum ghatti from the sap of the Anogeissus tree, gum tragacanth from the sap of the Astragalus shrub, and gum karaya from the sap of the Sterculia tree. Examples of uncharged gums include guar gum from guar beans, locust bean gum from the seeds of the carob tree, beta-glucan from oat or wheat bran, chicle gum, an older base for chewing gum obtained from the chicle tree, dammar gum from the sap of the Dipterocarpaceae tree, glucomannan from the konjac plant, mastic gum, a chewing gum from ancient Greece obtained from the mastic tree, psyllium seed husks from the Plantago plant, spruce gum, a Native American chewing gum obtained from spruce trees, and tara gum from the seeds of the tara tree. Natural gums produced by bacterial fermentation include gellan gum and xanthan gum.

[0065] Dispersed phase / oil phase Retinoids The skin care compositions herein comprise a safe and effective amount of a retinoid. As used herein, "retinoid" includes all natural and / or synthetic analogs of vitamin A or retinol or retinol-like compounds that retain the biological activity of vitamin A in the skin, as well as geometric and stereoisomers of these compounds. For example, retinoids include retinol esters (e.g., C2-C6 of retinol, including retinyl palmitate, retinyl acetate, and retinyl propionate). 22The retinoid may be a hydroxybenzoate (e.g., hydroxybenzoate ... Other suitable retinoids are tocopheryl retinoate (tocopherol ester (trans- or cis-) of retinoic acid), adapalene {6-[3-(1-adamantyl)-4-methoxyphenyl]-2-naphthoic acid}, and tazarotene (ethyl 6-[2-(4,4-dimethylthiochroman-6-yl)-ethynyl]nicotinate). The retinoid may be included as a pure or substantially pure substance, or as an extract obtained by suitable physical and / or chemical isolation from natural (e.g., plant) sources.

[0066] The composition may contain 0.0001% to 2% (e.g., 0.005% to 2%, 0.01% to 1%, 0.01% to 0.5%, 0.1% to 0.4%, 0.15% to 0.3%) of a retinoid. In some cases, a mixture of two or more retinoids may be used.

[0067] The retinoids present in the skin care compositions herein are stable. In order for the skin care composition to provide the desired health or appearance benefit, it is important to provide a suitable amount of the retinoid active.

[0068] The composition may have 70% or more RP remaining, alternatively 65% ​​or more RP remaining, alternatively 60% or more RP remaining, alternatively 55% or more RP remaining, alternatively 50% or more RP remaining at any point during the shelf life of the product. % RP remaining is determined using the HPLC method described below. Initial RP is the concentration of RP at the time of manufacture and may be the % RP claimed on product packaging or other materials (e.g., website, SmartLabel®, etc.).

[0069] Silicone oil The composition may comprise a silicone oil selected from volatile silicone oils, nonvolatile silicone oils, and combinations thereof. The silicone oil may be in a dispersed phase. The composition may comprise from about 1% to about 35% silicone oil, alternatively from about 5% to about 30%, and alternatively from about 10% to about 28% silicone oil.

[0070] Volatile silicone oil Suitable volatile silicones may include cyclic and linear volatile silicones. A description of various volatile silicones can be found in Todd, et al., "Volatile Silicone Fluids for Cosmetics," 91 Cosmetics and Toiletries 27-32 (1976). Suitable cyclic volatile silicones include cyclic dimethylsiloxane chains containing an average of about 3 to about 5 silicon atoms, preferably about 4 to about 5 silicon atoms. Exemplary cyclic volatile silicones of various viscosities include Dow Corning DC244, DC245, DC344, and DC345, GE Silicones-OSi Specialties Volatile Silicone 7207 and Volatile Silicone 7158, and GE Silicones SF1202. Suitable volatile linear silicones include polydimethylsiloxanes containing an average of about 2 to about 8 silicon atoms. Exemplary linear volatile silicones include the Dow Corning DC200 series, which have viscosities of 0.65 cst, 1.0 cst, and 2.0 cst. In certain embodiments, linear volatile silicones generally have viscosities of about 4 centistokes or less at 25° C., and cyclic materials generally have viscosities of less than about 6 centistokes at 25° C.

[0071] Non-volatile silicone oil Suitable nonvolatile silicone oils include polysiloxanes. The nonvolatile polysiloxanes may have a viscosity of from about 10 to about 1,000,000 centistokes at 25° C. Such polysiloxanes may be represented by the general chemical formula: R3SiO[R2SiO] x SiR3 wherein each R is independently selected from hydrogen or C1-30 linear or branched, saturated or unsaturated alkyl, phenyl or aryl, and trialkylsiloxy; and x is an integer from 0 to about 10,000. In certain embodiments, R is methyl or ethyl. Commercially available polysiloxanes include polydimethylsiloxanes, also known as dimethicones, examples of which include the DM-Fluid series from Shin-Etsu, the Vicasil series sold by Momentive Performance Materials Inc., and the Dow Corning 200 series sold by Dow Corning Corporation. A specific example of a suitable polydimethylsiloxane is Dow Corning 200 Fluid (also sold as Xiameter PMX-200 Silicone Fluids). Suitable dimethicones include those represented by the following chemical formula: R3SiO[R2SiO] x [RR'SiO] y SiR3 wherein R and R' are each independently hydrogen or a C1-30 linear or branched, saturated or unsaturated alkyl, aryl, or trialkylsiloxy, and x and y are each an integer from 1 to 1,000,000. Examples include alkyl dimethicones, where at least R' is a fatty alkyl (e.g., C12-22). A suitable alkyl dimethicone is cetyl dimethicone, where R' is a C16 linear chain and R is methyl, available commercially from Dow Corning as 2502 Cosmetic Fluid.

[0072] Preferred non-volatile oils include dimethicones (polydimethylsiloxanes), preferably having a viscosity of 10 cst to 1000 cst, more preferably 15 cst to 400 cst, and most preferably 20 cst to 200 cst. These preferred dimethicone materials have an average chain length of about 12 to about 375 dimethylsiloxane units, more preferably about 20 to about 200 dimethylsiloxane units, and most preferably about 27 to about 125 dimethylsiloxane units. In one embodiment, the second composition comprises at least one non-volatile silicone oil. In one such embodiment, at least about 70% by weight of the non-volatile oil is a non-volatile silicone oil. In another embodiment, at least about 80% by weight of the non-volatile oil is a non-volatile silicone oil. In yet another embodiment, at least about 90% by weight of the non-volatile oil is a non-volatile silicone oil.

[0073] Other optional ingredients The present compositions may optionally contain one or more additional ingredients commonly used in cosmetic compositions (e.g., colorants, skin care actives, anti-inflammatory agents, sunscreens, emulsifiers, buffers, rheology modifiers, combinations thereof, etc.), provided that the additional ingredients do not undesirably alter the skin health or appearance benefits provided by the present compositions. If incorporated into the compositions, the additional ingredients should be suitable for use in contact with human skin tissue without undue toxicity, incompatibility, instability, allergic reaction, etc. Other optional ingredients may be present in the continuous and / or dispersed phases. Some non-limiting examples of additional actives include vitamins, minerals, peptides and peptide derivatives, sugar amines, sunscreens, oil control agents, microparticles, flavonoid compounds, hair growth regulators, antioxidants and / or antioxidant precursors, preservatives, protease inhibitors, tyrosinase inhibitors, anti-inflammatory agents, moisturizers, exfoliants, skin lightening agents, sunless tanning agents, lubricants, anti-acne actives, anti-cellulite actives, chelating agents, anti-wrinkle actives, anti-atrophy actives, phytosterols and / or plant hormones, N-acyl amino acid compounds, antibacterial agents, and antifungal agents. In some examples, the composition may include a fragrance, particularly a natural fragrance, or a colorant, particularly a natural colorant.Other non-limiting examples of additional ingredients and / or skin care actives that may be suitable for use herein are described in U.S. Patent Application Publication Nos. 2002 / 0022040, 2003 / 0049212, 2004 / 0175347, 2006 / 0275237, 2007 / 0196344, 2008 / 0181956, 2008 / 0206373, 2010 / 00092408, 2008 / 0206373, 2010 / 0239510, 2010 / 0189669, 2010 / 0196344, 2010 / 0196344, 2010 / 0196344, 2010 / 0181956, 2010 / 0206373, 2010 / 019634 ... Nos. 0272667, 2011 / 0262025, 2011 / 0097286, U.S. Patent Application Publication Nos. 2012 / 0197016, 2012 / 0128683, 2012 / 0148515, 2012 / 0156146, and 2013 / 0022557, and U.S. Patent Nos. 5,939,082, 5,872,112, 6,492,326, 6,696,049, 6,524,598, 5,972,359, and 6,174,533.

[0074] When including optional ingredients in the compositions herein, it may be desirable to select ingredients that do not complex or otherwise interact undesirably with other ingredients in the composition, particularly pH-sensitive ingredients such as niacinamide, salicylates, and peptides. When present, optional ingredients may be included in an amount of 0.0001% to 50%, 0.001% to 20%, or even 0.01% to 10% (e.g., 50%, 40%, 30%, 20%, 10%, 5%, 4%, 3%, 2%, 1%, 0.5%, or 0.1%) by weight of the composition.

[0075] How to use The skin care composition may be applied to the face, neck, and / or portions thereof, or a combination thereof, at least once daily, twice daily, or more frequently per day during the treatment period. If applied twice daily, the first and second applications are separated by at least 1 to 12 hours. Typically, the composition is applied in the morning and / or at night before bedtime. The treatment period herein is ideally long enough for the retinoid and / or other skin care actives to improve the appearance of the skin. The treatment period may last for at least one week (e.g., about two, four, eight, or even twelve weeks). In some cases, the treatment period extends for several months (i.e., three to twelve months). In some cases, the composition may be applied at least once daily, or even twice daily, for a majority of days per week (e.g., at least four, five, or six days per week) during a treatment period of at least two, four, eight, or twelve weeks.

[0076] The skin care composition can visibly improve fine lines and wrinkles, smoothness, brightness, firmness, dark spots, and pores. The skin care composition can leave skin feeling moisturized and filled. The skin care composition can be applied at night. The skin care composition can even out skin texture and minimize the appearance of pores.

[0077] Test Method Color Test Methods For purposes of this invention, color is defined according to values ​​in the CIELAB color system, which is based on the XYZ color system defined by the International Commission on Illumination (CIE system) to provide an objective way of expressing perceived color and color differences. X, Y, and Z can be expressed in various ways, or "scales," one of which is the Hunter scale. The Hunter scale has three variables, L, a, and b, that are mathematically related to X, Y, and Z, and is described by Robertson, A.R., in "The CIE 1976 Color Difference Formulas," Color Research Applications, vol. 2, pp. 7-11 (1977).

[0078] To measure the color of the compositions of the present invention, approximately 8 mL of the product to be tested is transferred to a Petri dish (35 x 10 mm disposable) using a syringe. The Petri dish is then placed on the black half of a standard opacity chart (Form N2A or equivalent from Leneta Company, Manwah, NJ, with the top half black and the bottom half white). The color (L, a, and b values) of the product in the Petri dish is then measured using an integrating sphere spectrophotometer with settings selected to eliminate specular reflection. The "a" value correlates with values ​​along the red-green (horizontal) axis, and the "b" value correlates with values ​​along the blue-yellow (vertical) axis. For example, a yellow sample will have a positive b value, while a green sample will have a negative a value. More positive or negative values ​​represent greater color intensity. The "L" value is an indicator of lightness and / or darkness and correlates with values ​​along the z-axis, which is perpendicular to both the horizontal and vertical axes.

[0079] HPLC Test Method This method provides a convenient means for determining the amount of RP lost in a composition.

[0080] A sufficient amount of the test composition is placed in a controlled environment chamber / room at the desired temperature, humidity, and duration. Once accelerated aging is complete, the sample is removed from the controlled environment and allowed to equilibrate to room temperature (21°C ± 2°C) for 24 hours, and then measured for chemical analysis immediately thereafter. Note that retinoids are photosensitive and should not be exposed to direct light. All test compositions are thoroughly mixed before sampling.

[0081] RP loss is determined on a % w / w basis by HPLC (isocratic elution) as follows: The HPLC column is conditioned according to conventional practice.

[0082] Chromatographic conditions 1. Column: C18 (5 microns), 250 mm x 4.6 mm 2. Mobile phase (eluent): methanol / 2-propanol (70 / 30 v / v) 3. Column temperature: approximately 25°C (ambient) 4.UV wavelength: 280nm 5. Injection volume: 20 microliters 6.Flow rate: 1.0mL / min 7. Operating time: Approximately 22.0 minutes 8.RP retention time: 6 minutes

[0083] Preparation of the aqueous phase Prepare 1 L of mobile phase (eluent) by mixing 700 mL of methanol with 300 mL of 2-propanol.

[0084] Preparation of external standards (prepared fresh on the day of use) In a 25 mL amber flask, dissolve 25 mg of retinyl propionate in 10 mL of mobile phase. Avoid exposing the RP to light. Dilute to volume with mobile phase. Transfer a 5.0 mL aliquot to a 50 mL amber flask and dilute to volume with mobile phase. Mix well. Filter approximately 1 mL of the external standard through a suitable 0.45 micrometer filter (e.g., Whatman GD / X) into an amber HPLC sample vial.

[0085] HPLC sample preparation Using a 1 cc tuberculin syringe, weigh out 500 mg of sample composition and transfer to a 25 mL amber volumetric flask. Add 10 mL of mobile phase and vortex at high speed for 2 minutes or until the product is completely dispersed. Dilute to volume with mobile phase and mix thoroughly. Filter approximately 1 mL into an autosampler vial using a syringe filter (e.g., Whatman GD / X filter unit). Perform 20 injections using the conditions described. (A) / (B) × (B) / (W) × (DF) × 100 = retinyl propionate (% w / w) During the ceremony, A = peak area of ​​retinyl propionate of the sample B = peak area of ​​calibrant retinyl propionate C = standard weight of retinyl propionate in mg W = sample weight (mg) DF = dilution factor (e.g., 0.1) [Example]

[0086] The following data and examples are provided to help illustrate the skin care compositions described herein.The exemplified compositions are provided for illustrative purposes only and should not be construed as limiting the present disclosure, as many variations thereof are possible without departing from the spirit and scope of the present disclosure.All parts, percentages, and ratios herein are by weight unless otherwise specified.

[0087] Tables 5 and 6 illustrate examples of skin care compositions made as follows: Add the water phase ingredients to a suitable mixing vessel and mix until homogeneous. Add the oil phase ingredients to a separate vessel and mix until homogeneous. Add the oil phase to the water phase and mill the mixture for 2-3 minutes at 9000-11000 RPM using a Tekmar® Mill TK-25 or equivalent. Replace the mill with a propeller mixer and add the remaining ingredients (e.g., pH adjusters, starches, and feel / appearance modifiers such as TiO2) and / or phases, if present, to the composition one at a time and continue mixing until homogeneous. Transfer the batch to a final container.

[0088] [Table 5] 1 Symsave® H from Symrise® 2 Glydant® Plus Liquid from Arxada® 4 GLW75 PFAP-PE from Kobo® Products Inc. 5 AMAZE® HTP from Nouryon®

[0089] [Table 6] 1 Symsave® H from Symrise® 2 From Shin-Etsu, KF-6011 3 Sepimax Zen from Seppic® The examples in Table 7 may be made according to the methods described herein.

[0090] [Table 7] Table 7: Examples 7-13 1 Octadecyl di-t-butyl-4-hydroxyhydrocinnamate from BASF® 2 1,2-Hexanediol and Caprylyl Glycol from Symrise® 3 Iodopropynyl butylcarbamate, PEG-4 laurate, PEG-4 dilaurate, and polyethylene glycol from Arxada® 4 Undecylenoyl phenylalanine from Seppic® Corporation 5 Water and Hydrolyzed Serotonia siliqua Seed Extract from Silab® 6 Water, glycerin, decyl glucoside, lactic acid, benzyl alcohol, and palmitoyl dipeptide-7 from Sederma® 7 PEG-7 Sodium Olive Oil Carboxylate from B&T Srl 8 From Sederma, water, glycerin, PEG-100 stearate, benzyl alcohol, and palmitoyl pentapeptide-4 9 Polyacrylamide, C13-14 isoparaffin, and laureth-7 from Seppic® Corporation 10 Hydroxyethyl acrylate / sodium acryloyldimethyl taurate copolymer (and) isohexadecane (and) polysorbate 60 from Seppic® Corporation 11 Sodium starch polyacrylate from Kobo® Products Inc. 12 Carbomer from Lubrizol® 13 Acrylates C10-30 Alkyl Acrylate Crosspolymer from Lubrizol® 14 Dimethicone (and) Dimethicone Crosspolymer from Dow Corning® 15 Retinol and Caprylic / Capric Triglyceride from BASF® 16 Dimethicone (and) Dimethiconol from Dow Corning®

[0091] combination: A. A skin care composition comprising: a. A continuous phase i. about 0.01% to about 1.5% of a preservative system, preferably about 0.1% to about 1% of a preservative system, and more preferably about 0.15% to about 0.5% of a preservative system, comprising one or more cell wall disrupting agents; ii. about 0.01% to about 1% of one or more antioxidants, preferably about 0.05% to about 0.75% of one or more antioxidants, and more preferably about 0.1% to about 0.3% of one or more antioxidants; iii. about 0.01% to about 0.5% of one or more reducing agents, preferably about 0.02% to about 0.2%, and more preferably about 0.05% to about 0.1% of one or more reducing agents; iv. Water, a continuous phase comprising: b. a dispersed phase comprising about 0.01% to about 1%, preferably about 0.01% to about 0.5%, more preferably about 0.1% to about 0.4% of one or more retinoids; Including, A skin care composition, wherein the composition is free of DMDM ​​hydantoin, imadazolidinyl urea, diazuridinyl urea, sodium hydroxyl, and methyl glycinate. B. The skin care composition of paragraph A, wherein the one or more retinoids comprise retinyl palmitate, retinyl acetate, retinyl propionate, or a combination thereof. C. The skin care composition of paragraph A or B, wherein the cell wall disrupting agent is selected from the group consisting of aromatic alcohols, medium chain diols, organic acids, hydroxyacetophenone, 1,2-hexanediol (and) caprylyl glycol, ethylhexylglycerin, methylheptylglycerin, or combinations thereof. D. The skin care composition of paragraphs A-C, wherein the cell wall disrupting agent comprises hydroxyacetophenone and an aromatic alcohol selected from the group consisting of phenoxyethanol, tryptophol, tyrosol, phenethyl alcohol, benzyl alcohol, or combinations thereof. E. The skin care composition of paragraph D, wherein the aromatic alcohol comprises phenoxyethanol. F. The skin care composition of paragraphs A-E, wherein the antioxidant comprises a non-vitamin antioxidant comprising hydroxycinnamic acid, ferulic acid, bakuchiol, tea extract, caffeine, rosemary leaf extract, octadecyl di-t-butyl-4-hydroxyhydrocinnamate, carnosine, ethylene bis(oxyethylene) bis-(3-(5-tert-butyl-4-hydroxy-m-tolyl)propionate), pomegranate fruit extract, butylated hydroxytoluene, L-ergothioneine, tetrahydrocurcumin, cetylpyridinium chloride, diethylhexyl silylidene malonate, hexadec-8-ene-1,16-dicarboxylic acid, ubiquinone, yeast extract, yeast culture fluid, or a combination thereof. G. The skin care composition of paragraphs A-F, wherein the antioxidant comprises carnosine. H. The skin care composition of paragraphs A-G, wherein the reducing agent comprises sulfite, acetyl farnesyl cysteine, aminoethanesulfinic acid, butyrolactone thiol, ethanolamine dithiodiglycolate, ethyl thioglycolate, formamidine sulfinic acid, hydrolyzed Saccharomyces / Lactobacillus / ubiquinone ferment, sodium glyoxylate, sodium hydroxymethanesulfonate, sodium oxymethylenesulfoxylate, sodium thioglycolate, sodium thiosulfate pentahydrate, sodium thiosulfate pentahydrate, potassium sulfite, sodium bisulfite, sodium metabisulfite, sodium thiosulfate, potassium metabisulfite, or a combination thereof. I. The skin care composition of paragraphs A-H, wherein the reducing agent comprises a sulfite salt, including sodium sulfite, potassium sulfite, ammonium bisulfite, ammonium sulfite, potassium metabisulfite, potassium sulfite, sodium bisulfite, sodium hydrosulfite, sodium metabisulfite, or a combination thereof. J. The skin care composition of paragraphs AI, further comprising one or more chelating agents including disodium EDTA, trisodium EDTA, tetrahydroxypropylethylenediamine, etidronic acid, sodium phytate, phytic acid, oxalic acid and derivatives, sodium gluconate, trisodium ethylenediamine disuccinate, or combinations thereof. K. The skin care composition of paragraphs AJ, wherein the chelating agent comprises disodium EDTA. L. The skin care composition of paragraphs A-K, wherein the composition comprises a b value of less than 25, preferably less than 20, and more preferably less than 15 according to the Color Test Method. M. The skin care composition of paragraphs A-L, wherein the composition comprises retinyl propionate, and wherein the skin care composition comprises 50% or more retinyl propionate remaining, preferably 65% ​​or more retinyl propionate remaining, and more preferably 70% or more retinyl propionate remaining, compared to the amount of retinyl propionate at the time of manufacture, according to an HPLC test method. N. The skin care composition of paragraphs A-M, wherein the skin care composition is free of formaldehyde and formaldehyde-releasing agents. O. The skin care composition of paragraphs A-N, wherein the skin care composition is free of parabens and sulfate surfactants. P. The skin care composition of paragraphs A-O, wherein the dispersed phase further comprises a silicone. Q. The skin care composition of paragraphs A-P, wherein the dispersed phase further comprises from about 1% to about 35% silicone oil, preferably from about 5% to about 30% silicone oil, and more preferably from about 10% to about 28% silicone oil.

[0092] The dimensions and values ​​disclosed herein should not be understood as being strictly limited to the exact numerical values ​​recited. Instead, unless otherwise specified, each such dimension is intended to mean both the recited value and a functionally equivalent range surrounding that value. For example, a dimension disclosed as "40 mm" is intended to mean "approximately 40 mm."

[0093] All documents cited herein, including any cross-referenced or related patents or patent applications, and any patent application or patent to which this application claims priority or benefit, are incorporated herein by reference in their entirety, unless expressly excluded or otherwise limited. The citation of any document shall not be deemed to be prior art to any invention disclosed or claimed herein, or to teach, suggest, or disclose any such invention, either alone or in combination with any other reference or references. Furthermore, to the extent that any meaning or definition of a term in this document conflicts with any meaning or definition of the same term in a document incorporated by reference, the meaning or definition assigned to that term in this document shall control.

[0094] While particular embodiments of the present invention have been illustrated and described, it would be obvious to those skilled in the art that various other changes and modifications can be made without departing from the spirit and scope of the invention. It is therefore intended to cover in the appended claims all such changes and modifications that are within the scope of this invention.

Claims

1. 1. A skin care composition comprising: a. a continuous phase, i. a preservative system comprising from about 0.01% to about 1.5%, preferably from about 0.1% to about 1%, and more preferably from about 0.15% to about 0.5%, of one or more cell wall disrupting agents; ii. about 0.01% to about 1% of one or more antioxidants, preferably about 0.05% to about 0.75%, and more preferably about 0.1% to about 0.3% of one or more antioxidants; iii. about 0.01% to about 0.5% of one or more reducing agents, preferably about 0.02% to about 0.2%, and more preferably about 0.05% to about 0.1% of one or more reducing agents; iv. water; a continuous phase comprising: b. a dispersed phase comprising from about 0.01% to about 1%, preferably from about 0.01% to about 0.5%, more preferably from about 0.1% to about 0.4%, of one or more retinoids; Including, A skin care composition, wherein the composition is free of DMDM ​​hydantoin, imadazolidinyl urea, diazuridinyl urea, sodium hydroxyl, and methyl glycinate.

2. 10. The skin care composition of claim 1, wherein the one or more retinoids are selected from retinyl palmitate, retinyl acetate, retinyl propionate, or mixtures thereof.

3. 3. The skin care composition of claim 1 or 2, wherein the cell wall disrupting agent is selected from aromatic alcohols, medium chain diols, organic acids, hydroxyacetophenone, 1,2-hexanediol (and) caprylyl glycol, ethylhexylglycerin, methylheptylglycerin, or mixtures thereof.

4. 4. The skin care composition of claim 1, wherein the antioxidant comprises a non-vitamin antioxidant selected from hydroxycinnamic acid, ferulic acid, bakuchiol, tea extract, caffeine, rosemary leaf extract, octadecyl di-t-butyl-4-hydroxyhydrocinnamate, carnosine, ethylene bis(oxyethylene) bis-(3-(5-tert-butyl-4-hydroxy-m-tolyl)propionate), pomegranate fruit extract, butylated hydroxytoluene, L-ergothioneine, tetrahydrocurcumin, cetylpyridinium chloride, diethylhexyl silylidene malonate, hexadec-8-ene-1,16-dicarboxylic acid, ubiquinone, yeast extract, yeast culture fluid, or a mixture thereof.

5. The skin care composition of claim 4 , wherein the antioxidant comprises carnosine.

6. 6. The skin care composition of any one of claims 1 to 5, wherein the reducing agent is selected from sulfites, acetyl farnesyl cysteine, aminoethanesulfinic acid, butyrolactone thiol, dithiodiglycolic acid ethanolamine, ethyl thioglycolate, formamidine sulfinic acid, hydrolyzed Saccharomyces / Lactobacillus / ubiquinone ferment, sodium glyoxylate, sodium hydroxymethanesulfonate, sodium oxymethylenesulfoxylate, sodium thioglycolate, sodium thiosulfate pentahydrate, sodium thiosulfate pentahydrate, potassium sulfite, sodium bisulfite, sodium metabisulfite, sodium thiosulfate, potassium metabisulfite, or combinations thereof.

7. 7. The skin care composition of claim 6, wherein the reducing agent comprises a sulfite salt selected from sodium sulfite, potassium sulfite, ammonium bisulfite, ammonium sulfite, potassium metabisulfite, potassium sulfite, sodium bisulfite, sodium hydrosulfite, sodium metabisulfite, or mixtures thereof.

8. 8. The skin care composition of any one of claims 1 to 7, further comprising one or more chelating agents including disodium EDTA, trisodium EDTA, tetrahydroxypropylethylenediamine, etidronic acid, sodium phytate, phytic acid, oxalic acid and derivatives, sodium gluconate, trisodium ethylenediamine disuccinate, or combinations thereof.

9. The skin care composition of claim 8 , wherein the chelating agent comprises disodium EDTA.

10. 10. The skin care composition of any one of claims 1 to 9, wherein the composition comprises a b value of less than 25, preferably less than 20, and more preferably less than 15, according to the Colour Test Method.

11. The skin care composition of any one of claims 1 to 10, wherein the skin care composition is free of formaldehyde and formaldehyde-releasing agents.

12. The skin care composition of any one of claims 1 to 11, wherein the skin care composition is free of parabens and sulfate surfactants.

13. 13. The skin care composition of any one of claims 1 to 12, wherein the dispersed phase further comprises from about 1% to about 35% silicone oil, preferably from about 5% to about 30% silicone oil, and more preferably from about 10% to about 28% silicone oil.

14. the cell wall disrupting agent comprises hydroxyacetophenone, and the preservative system further comprises an aromatic alcohol selected from phenoxyethanol, tryptophol, tyrosol, phenethyl alcohol, benzyl alcohol, or mixtures thereof; the one or more antioxidants include carnosine; The skin care composition of any one of claims 1 to 13, wherein the one or more reducing agents comprises sodium sulfite.

15. The skin care composition of claim 14, wherein the aromatic alcohol comprises phenoxyethanol.

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