CN116370328B

CN116370328B - Skin care composition and external skin preparation

Info

Publication number: CN116370328B
Application number: CN202310650943.8A
Authority: CN
Inventors: 舒鹏; 王未燕
Original assignee: Shenzhen Hujia Technology Co ltd
Current assignee: Shenzhen Hujia Technology Co ltd
Priority date: 2023-06-05
Filing date: 2023-06-05
Publication date: 2023-07-28
Anticipated expiration: 2043-06-05
Also published as: CN116370328A

Abstract

The present application provides a skin care composition and an external skin preparation, which comprises: ferulic acid; sorbitol polyether-30 tetraoleate; polyol modified oil esters. More ferulic acid can be added into the composition, and the added ferulic acid is not easy to separate out.

Description

Skin care composition and external skin preparation

Technical Field

The present application relates to the field of cosmetics, and in particular, to a skin care composition and an external skin preparation.

Background

Ferulic Acid (FA) is a phytochemical present in the plant cell wall. As early as the seventh eighties of the last century, the Japanese researchers found that ferulic acid had antioxidant properties and was then applied in various fields such as medicine, foods, health products, cosmetics, etc. In 2005, the repair can push out the ferulic acid, vitamin C and vitamin E compound repair essence which are mainly combined with the golden combination of 15 percent of VC+1 percent of VE+0.5 percent of ferulic acid, and marks that the ferulic acid is formally widely applied in cosmetics.

The main effects of ferulic acid are believed to include:

1) Preventing oxidative damage. Ferulic acid promotes the production of glutathione (protecting a thiol group of proteins from oxidative damage) and nicotinamide adenine dinucleotide phosphate (NADP, an important antioxidant component in human tissue) in the body. In addition, when the ferulic acid is matched with vitamin C and vitamin E for use, the stability and the antioxidant capacity of the ferulic acid and the vitamin C can be effectively enhanced.

2) Inhibiting melanin production. Ferulic acid can inhibit the activities of melanocytes and tyrosinase (the enzyme plays a key role in the process of melanin production by melanocytes), and researches show that 0.1-0.5% ferulic acid solution can lead the number of melanocytes to be increased from 117+/-23/mm ² Reduced to 39 + -7/mm ² Whereas the inhibition rate of the ferulic acid solution with the concentration of 5 mmol/L to the tyrosinase activity can reach 86 percent.

3) Tightening the skin. Ferulic acid can connect fibrous polysaccharide and collagen among cells in series, so that the arrangement of cells is more compact, and the compactness and elasticity of skin are improved.

4) Photoprotection. The ferulic acid has good light absorption effect, particularly has strong absorption (effect) to ultraviolet rays of 290-330 nm, and can prevent ultraviolet rays from damaging skin. Accordingly, ferulic acid is widely used in sunscreens as an effective light stabilizer.

5) Relieving effect. Ferulic acid can cut off the key links in inhibiting inflammatory reaction, and can reduce activation of mast cells, so that the immune system of overexcitation is calm down.

6) And (5) synergistic corrosion prevention. Ferulic acid is a phenol compound, and has been widely used as a preservative, a bactericide and a preservative for foods and cosmetic products. Ferulic acid is used as a multifunctional skin care raw material and is touted by more and more cosmetic manufacturers.

Currently, ferulic acid is commonly added in commercial products in The form of 3% propylene glycol solutions (typically not more than 0.1%) conceptually or like The oridinary. The reason why the addition amount is not high is that: ferulic acid is used as a strong antioxidant, is easy to oxidize, is the main factors influencing the ferulic acid such as illumination, pH value, temperature, concentration and the like, and the content of the ferulic acid can be drastically reduced during sunlight irradiation. In addition, ferulic acid has very poor oil solubility and water solubility, and is difficult to add or dissolve in the formula and is easy to separate out.

Disclosure of Invention

The application solves the technical problems:

the solubility of ferulic acid in oil is low, and even if ferulic acid is dissolved by heating without adding an emulsifier, ferulic acid is precipitated at room temperature. In the case of adding an emulsifier, the addition amount of ferulic acid in the formula is generally not more than 0.1%.

The inventor of the application analyzes that ferulic acid has better solubility in a conventional polyol system, and hydrophilic groups with ether bond functional groups can be key, and a large number of experiments show that:

the combination of the specific sorbitol polyether-30 tetraoleate with emulsifying property and the polyol modified oil ester can obviously increase the solubility of the ferulic acid in an oily medium. Meanwhile, the specific polyglycerol-10 dioleate and polyglycerol-6 dicaprate with emulsifying property are combined with the polyol modified oil ester, so that the solubility of the ferulic acid in an oily medium can be obviously increased.

The technical means for solving the technical problems are as follows:

in a first aspect of the present application, there is provided a composition comprising: ferulic acid; sorbitol polyether-30 tetraoleate; polyol modified oil esters.

In a second aspect of the present application, there is provided a composition comprising: ferulic acid; polyglycerol-10 dioleate; polyglycerol-6 dicaprate; polyol modified oil esters.

In a third aspect of the present application, there is provided an external skin preparation comprising the aforementioned composition.

Advantageous effects

The sorbitol polyether-30 tetraoleate and the polyol modified grease in the composition can be used together to obviously increase the solubility of the ferulic acid in the oil, the dissolution stability is higher, the discoloration is not easy, and the skin can be provided with more obvious beneficial effects.

The combination of the polyglycerol-10 dioleate, the polyglycerol-6 dicaprate and the polyol modified grease in the composition can obviously increase the solubility of the ferulic acid in the oil, has higher dissolution stability and difficult discoloration, and can have more obvious beneficial effects on the skin. The composition of the application uses the polyglycerol emulsifier, which is mild, does not bring irritation, has little environmental pollution in the manufacturing process, and has no risk of dioxane residue of the PEG emulsifier.

Drawings

The present application also provides drawings related to the provided technical solutions to illustrate the technical solutions of the present application. The drawings and descriptions are for purposes of illustrating the subject application more clearly, and should not be taken as limiting the scope of the subject application.

FIG. 1 shows the appearance of a sample without added sorbitol polyether-30 tetraoleate in experiment I;

FIG. 2 shows the appearance of the sample after addition of sorbitol polyether-30 tetraoleate in experiment I;

FIG. 3 shows the appearance of a sample with 3% ferulic acid, sorbitol polyether-30 tetraoleate added in experiment II;

fig. 4 shows the appearance state of a sample to which the polyol-modified oil ester was not added in experiment III;

fig. 5 shows the appearance state of a sample to which polyglycerol-10 dioleate was not added in experiment IV;

FIG. 6 shows the appearance of the sample after the addition of polyglycerol-10 dioleate and polyglycerol-6 dicaprate in experiment IV;

FIG. 7 shows the appearance of a sample to which 3% ferulic acid, polyglycerol-10 dioleate and polyglycerol-6 dicaprate were added in experiment V;

fig. 8 shows the appearance of the sample with 1.5% ferulic acid and without polyol-modified oil ester added in experiment VI.

Description of the embodiments

For the purposes, technical solutions and advantages of the embodiments of the present application, the technical solutions in the embodiments of the present application will be clearly and completely described below, and it is obvious that the described embodiments are not all embodiments.

Elements and features described in one embodiment of the present application may be combined with elements and features shown in one or more other embodiments. It should be noted that the illustration and description of components and processes known to those of ordinary skill in the art, which are not relevant to the present application, have been omitted for clarity.

Definition of the definition

Herein, unless otherwise indicated, the term "%" means "% by mass".

Herein, unless otherwise indicated, the term "%" herein refers to based on the total weight of the composition of the present application.

In this context, unless otherwise indicated, the content of a component refers to the net content of the component.

In this context, all ranges defined refer to: including each specific range within a given range as well as combinations of sub-ranges between the given ranges. For example, a range of 1 to 5 specifically includes 1,2, 3, 4 and 5, and also includes sub-ranges such as 2 to 5, 3 to 5, 2 to 3, 2 to 4, 1 to 4, etc.

Herein, not lower includes greater than and equal to.

Herein, not higher includes less than and equal to.

Herein, ferulic Acid refers to Ferulic Acid, which has the chemical name of 3-methoxy-4-hydroxycinnamic Acid, and the structure is shown as the following formula (I):

（I）

in this context, polyol-modified oil esters refer to oil esters formed from the esterification modification reaction of polyol and medium short chain fatty acids. Wherein the polyhydric alcohol refers to polyhydric alcohols mentioned in the 2021 edition of the catalogue of raw materials for cosmetics, such as hexanediol, butanediol, etc.; the medium-short chain fatty acid ester refers to a fatty acid having a carbon chain length of from 4 to 18, and may be a linear chain fatty acid, a branched chain fatty acid, or an unsaturated fatty acid.

Herein, the external skin preparation means any one or more forms commonly used in the field of skin care products or cosmetics including lotions, emulsions, foundations, hand creams, face lotions, shampoos, conditioners, hair conditioners, styling agents, masks, soaps, facial washes, and the like, without affecting the technical effects of the composition of the present application.

The application

In one aspect, the present application provides a composition comprising:

ferulic acid;

sorbitol polyether-30 tetraoleate;

polyol modified oil esters.

Optionally, the polyol modified oil ester is selected from at least one of dibutyl adipate, diisopropyl sebacate, propylene glycol dicaprylate/dicaprate, propylene glycol oleate, propylene glycol heptanoate, propylene glycol laurate, propylene glycol dicaprate, propylene glycol stearate, propylene glycol diethylhexanoate, propylene glycol myristyl ether acetate, butylene glycol dicaprylate/dicaprate, butylene glycol oleate, butylene glycol palmitate, butylene glycol stearate, butylene glycol laurate, butylene glycol isostearate, neopentyl glycol (diethyl hexanoate), neopentyl glycol diheptate, neopentyl glycol dicaprate, neopentyl glycol dilaurate, neopentyl glycol diisostearate, neopentyl glycol dicaprylate/dicaprate, caprylic/capric triglyceride, glycerol heptanoate, glycerol dioleate, glycerol laurate.

Optionally, the polyol modified oil ester is selected from at least one of dibutyl adipate, propylene glycol dicaprylate/dicaprate, butylene glycol dicaprylate/dicaprate.

Alternatively, the polyol modified oil ester is selected from butanediol dicaprylate/dicaprate.

Alternatively, the polyol modified oil ester is selected from propylene glycol dicaprylate/dicaprate.

Alternatively, the polyol modified oil ester is selected from dibutyl adipate.

Optionally, the content of the ferulic acid is 0.001-8%.

Optionally, the content of the ferulic acid is 0.001-5%.

Optionally, the composition further comprises at least one of ethyl ferulate, isooctyl ferulate, ethylhexyl ferulate, oryzanol and tetrahydrocurcumin.

Optionally, the content ratio of the sorbitol polyether-30 tetraoleate to the ferulic acid is not less than 2:1.

Optionally, the content ratio of the polyol modified oil ester to the sorbitol polyether-30 tetraoleate is not less than 1:1.

In another aspect, the present application provides another composition comprising:

ferulic acid;

polyglycerol-10 dioleate;

polyglycerol-6 dicaprate;

polyol modified oil esters.

Optionally, the polyol modified oil ester is dibutyl adipate.

Alternatively, the polyol modified oil ester is propylene glycol dicaprylate/dicaprate.

Alternatively, the polyol modified oil ester is butanediol dicaprylate/dicaprate.

Optionally, the content of the ferulic acid is 0.001-8%.

Optionally, the content of the ferulic acid is 0.001-5%.

Optionally, the content ratio of the polyglycerol-10 dioleate and the polyglycerol-6 dicaprate to the ferulic acid is not lower than 2:1.

Optionally, the content ratio of the polyol modified oil ester to the polyglycerol-10 dioleate and the polyglycerol-6 dicaprate is not less than 1:1.

Optionally, the content ratio of the polyglycerol-10 dioleate to the polyglycerol-6 di-decanoate is not higher than 10:1.

In another aspect, the present application provides an external skin preparation comprising at least any one of the aforementioned compositions.

For the compositions of the present application,

contains at least ferulic acid in an amount not less than an effective amount. Preferably, the content of ferulic acid is not less than 0.01%. Preferably, the content of ferulic acid is not higher than 8%, more preferably not higher than 5%.

At least comprises sorbitol polyether-30 tetraoleate. The content ratio of ferulic acid to sorbitol polyether-30 tetraoleate is preferably not higher than 1:3, more preferably not higher than 1:2.

At least contains polyol modified oil ester. The kind of the polyol modified oil ester may be one or more. Preferably, the polyol modified oil ester is selected from dibutyl adipate, diisopropyl sebacate, propylene glycol dicaprylate/dicaprate, propylene glycol oleate, propylene glycol heptanoate, propylene glycol laurate, propylene glycol dicaprate, propylene glycol diheptate, propylene glycol dicaprate, propylene glycol dicaprylate, propylene glycol stearate, propylene glycol diethylhexanoate, propylene glycol myristyl ether acetate, butylene glycol dicaprylate/dicaprate, butylene glycol oleate, butylene glycol palmitate, butylene glycol stearate, butylene glycol laurate, butylene glycol isostearate, neopentyl glycol (diethyl hexanoate), neopentyl glycol diheptate, neopentyl glycol dicaprate, neopentyl glycol dilaurate, neopentyl glycol diisostearate, neopentyl glycol dicaprylate/dicaprate, caprylic/capric triglyceride, glycerol heptanoate, glycerol dioleate, glycerol laurate, and the like. More preferably selected from dibutyl adipate, propylene glycol dicaprylate/dicaprate, butylene glycol dicaprylate/dicaprate.

The content ratio of polyol modified oil ester to sorbitol polyether-30 tetraoleate is preferably not less than 30:1. Preferably, the content ratio of polyol modified oil ester to sorbitol polyether-30 tetraoleate is not higher than 1:1.

Preferably, the present application may further include derivatives of ferulic acid, such as ethyl ferulate, isooctyl ferulate, ethylhexyl ferulate, oryzanol, tetrahydrocurcumin, and the like.

For the other composition of the present application,

At least comprises polyglycerol-10 dioleate and polyglycerol-6 dicaprate. The content ratio of ferulic acid to polyglycerol-10 dioleate and polyglycerol-6 dicaprate is preferably not higher than 1:3, more preferably not higher than 1:2.

The content ratio of polyglycerol-10 dioleate to polyglycerol-6 dicaprate is preferably not higher than 10:1. The content ratio of polyglycerol-10 dioleate to polyglycerol-6 dicaprate is preferably not less than 1:1.

The content ratio of the polyol-modified oil ester to the polyglycerol-10 dioleate and the polyglycerol-6 dicaprate is preferably not less than 30:1. Preferably, the content ratio of polyol modified oil ester to polyglycerol-10 dioleate and polyglycerol-6 dicaprate is not higher than 1:1.

In addition to the above components, the composition of the present application may contain ingredients commonly used in the cosmetic field, such as stabilizers, surfactants, lubricants, buffers, sweeteners and flavoring agents, binders, antioxidants, coating agents, wetting agents, flavoring agents, coloring agents, coating agents, tonicity agents, emulsifying agents, thickening agents, pH adjusting agents, excipients, dispersing agents, disintegrating agents, antistatics, solubilizing agents, oils, humectants, ultraviolet absorbers, fillers, chelating agents, sunscreens, antifoaming agents, softeners, propellants, acidulants, or, depending on the purpose, may be optionally mixed with alkalizing agents, silicones, vitamins, dyes, pigments, nanopigments, organic solvents such as alcohols, water, etc.

Exemplary include:

whitening agent

Examples of the whitening agent include kojic acid, hydroquinone, ascorbic acid and derivatives thereof, arbutin, ellagic acid, glabridin, tocopherol, ferulic acid, azelaic acid, malonyl diglycine, and plant extracts.

Antioxidant agent

Examples of the antioxidant include glucosyl rutin, sodium metabisulfite, sodium sulfate, ceramide, hyaluronic acid, mineral salts, vitamin B1, vitamin B2, vitamin B6, nicotinic acid, pantothenic acid, vitamin C and its derivatives, vitamin D and its derivatives, vitamin E and its derivatives, polypeptides, polysaccharides, growth factors, dimethylaminoethanol, coenzyme Q10, plant extracts, active components for promoting expression of HSPs, components for activating aquaporins, and the like.

Specifically, the polypeptide includes, for example, a polypeptide having an anti-wrinkle effect, such as tripeptide-1, acetyl hexapeptide-8, acetyl octapeptide-3, dipeptide diamino Ding Xianbian amide diacetate, beta-alanyl hydroxyproline diamino Ding Xianbian amide, palmitoyl pentapeptide-4, palmitoyl tetrapeptide-7, carnosine, tripeptide-1 copper, palmitoyl tripeptide-1, palmitoyl tripeptide-5, palmitoyl oligopeptide, hexapeptide-9, hexapeptide-11, and the like. Polypeptides having acne-removing and repairing effects, such as myristoyl hexapeptide-5, myristoyl hexapeptide-23, tetrapeptide-1, antibacterial pentadecapeptide, hexapeptide-9, palmitoyl pentapeptide-4, etc. Polypeptides having whitening and freckle-removing effects, such as nonapeptide-1, tetrapeptide-27, decapeptide-12, hexapeptide-2, carnosine, glutathione, etc. Polypeptides having a soothing anti-allergic effect such as palmitoyl tripeptide-8, acetyl tetrapeptide-15, acetyl tetrapeptide-40, acetyl dipeptide-1 cetyl ester, acetyl hexapeptide-49, etc. Polypeptides having an effect of removing eye bags, such as acetyl tetrapeptide-5, palmitoyl tetrapeptide-7, dipeptide-2, palmitoyl tripeptide-1, palmitoyl pentapeptide-4, etc.

Specifically, examples of the plant extract include extracts derived from the following plants or specific parts thereof: chamomile, ivy, lemon, ginseng, raspberry, gardenia, carrot, orange, peach, pineapple, gentian, cottonrose hibiscus, walnut leaf, pumpkin, peony, quinoa, bole leafflower, field bindweed, sage, pomegranate, oregano, ginger, marjoram, cranberry, grape, tomato, ginger root, green tea, black tea, aloe vera, pagodatree, papaya, pineapple, pumpkin, sweet potato, bupleurum, pure She Haojiao tree, cockscomb, centella asiatica, quinoa, golden chamomile, bitter orange, coffee, mao Hourui flowers, myrrh, fennel, clove, ginkgo, ivy, hydrolyzed algae, roselle, parague, palmaria, guarana, japanese apricot, prunella, ruscus acuminata, ruscus aculeatus, broom, elder, white willow, lupin, peashrub, rye, yerba, nutgrass, cactus, flos Farfarae, millettia speciosa, black tea seed oil, sunflower seed oil unsaponifiable matter, indian chinaberry tree, osmunda japonica, bread tree, herba Bidentis Bipinnatae, broussonetia papyrifera, chlorella, cinnamomum cassia, fructus Phyllanthi, glycyrrhiza glabra, glycyrrhiza uralensis, crocus sativa, ilex, ligusticum chuanxiong, morinda citrifolia, morus alba, prunus mume, radix Pseudostellariae, rumex crispus, rumex, coprinus edodes/leaf/vine, sapindus mukurossi, saxifraga stolonifera, the plant growth regulator comprises a plant growth regulator comprising Scutellaria baicalensis, sedum sarmentosum, wheat, bearberry, withania somnifera, musk rose, echinacea, equisetum arvense, hypericum perforatum, mimosa pudica, butyrospermum parkii, pycnanthera philoxeroides, potato, rosmarinus officinalis, vaccinium myrtillus, cynanchum komarovii, rumex praecox, cynara scolymus, cotton, pan millet, morus alba, sesame, wild soybean, malt, flax, red clover, white lupin, hazelnut, corn, fagus crenata, new Zealand flax, cinnamomum zeylanicum, laminaria sacchari, olive leaf, spiraea ulmaria, nettle root, arnica, hops, peppermint, thyme, silybum plant, corn, burdock, photinia, passion flower, blackcurrant leaf, boswellia serrata, bark, alfalfa, radish and golden chrysanthemum, fucus plant, seaweed, terminalia leaves and the like.

Humectant type

The humectant is not particularly limited in this application. Optionally, the humectant is an inorganic humectant, such as calcium chloride. Optionally, the humectant is an organic humectant, such as polyols, amino acids, and polysaccharides. Optionally, the humectant is a metal-organic humectant, such as lactate, gluconate. The humectant may be selected from the group consisting of glycerin, glycerol, propylene glycol, 1, 3-butylene glycol, 2, 3-butylene glycol, 1, 2-pentylene glycol, hexylene glycol, dipropylene glycol, glucosyl glycerol, sorbitol, and sorbitol polyether-20. Amide type moisturizers, glycerin polyether type moisturizers, lactic acid and sodium lactate, sodium pyrrolidone carboxylate, hydroxyethyl urea, erythritol, glycerin polyether-5 lactate, sodium hyaluronate, saccharide isomers, D-panthenol, polyethylene glycol, diglycerol, methacryloxyethyl phosphorylcholine, and the like.

Chelating agent

The chelating agent is not particularly limited in the present invention. Optionally, the chelating agent is selected from ethylenediamine tetraacetic acid and its sodium salt, glycine, citric acid, succinic acid, and the like.

Preservative agent

The preservative is not particularly limited in the present invention. Preferably, the preservative is p-hydroxyacetophenone, phenoxyethanol, chlorpheniramine, and the like.

PH regulator

The pH adjustor is not particularly limited in the present invention. Such as acetate, phosphate, citrate, sodium hydroxide, triethanolamine, aminomethylpropanol, arginine, succinic acid, carbonate, and the like.

Experimental part

Experiment I

The formulations of experimental examples 1 to 6 are shown in table 1. Two sets of parallel experiments were set up.

The prepared experimental examples 1 to 6 were left standing in an environment of 25℃and the results were observed and recorded.

The prepared experimental examples 1 to 6 were allowed to stand for 24 hours at-18℃and then returned to room temperature, and the results were observed and recorded.

The results are shown in Table 2 and FIGS. 1 to 3.

TABLE 1

Raw material name	Experimental example 1	Experimental example 2	Experimental example 3	Experimental example 4	Experimental example 5	Experimental example 6
							Ferulic acid	1.5	1.5	2	3	4	5
Ferulic acid ethyl ester	1	1	1	1	1	1
							Adipic acid dibutyl ester	87.45	87.45	86.95	85.95	84.95	83.95
Pentaerythritol tetra (di-tert-butyl hydroxy cinnamic acid) ester	0.05	0.05	0.05	0.05	0.05	0.05
							Sorbitol polyether-30 tetraoleate	0	10	10	10	10	10
peg-20 triisostearate	10	0	0	0	0	0

TABLE 2

Experimental example 1

Experimental example 2

Experimental example 3

Experimental example 4

Experimental example 5

Experimental example 6

Paste state at 25 DEG C

With crystal precipitation

Transparent and foreign matter-free

Negative 18 DEG C&Recovering the room temperature for 24 hours

With crystal precipitation

Transparent and foreign matter-free

As shown in the results, the crystallization phenomenon occurred in experimental example 1 (see fig. 1), but the crystallization phenomenon did not occur in experimental examples 2 to 6 (the material bodies of experimental examples 2 to 6 were all clear and indiscriminate, taking fig. 2 as an example), indicating that the sorbitol polyether-30 tetraoleate could solubilize ferulic acid without changing other components in experimental I.

Experiment II

Experimental examples 7 to 9, the formulations of experimental examples 7 to 9 are shown in table 3.

Treatment 1: the prepared experimental examples 7 to 9 were left standing in an environment of 25℃and the results were observed and recorded.

Treatment 2: the prepared experimental examples 7 to 9 were allowed to stand for 24 hours at-18℃and then returned to room temperature, and the results were observed and recorded.

The results are shown in Table 4.

TABLE 3 Table 3

Raw material name	Experimental example 7	Experimental example 8	Experimental example 9
				Ferulic acid	3	3	3
Ferulic acid ethyl ester	1	1	1
				Propylene glycol dicaprylate/dicaprate	88.95	87.95	85.95
Pentaerythritol tetra (di-tert-butyl hydroxy cinnamic acid) ester	0.05	0.05	0.05
				Sorbitol polyether-30 tetraoleate	7	8	10

TABLE 4 Table 4

	Experimental example 7	Experimental example 8	Experimental example 9
				Paste state at 25 DEG C	Transparent and foreign matter-free	Transparent and foreign matter-free	Transparent and foreign matter-free
Negative 18 DEG C&Recovering the room temperature for 24 hours	Transparent and foreign matter-free	Transparent and foreign matter-free	Transparent and foreign matter-free

In examples 7 to 9, 3% of ferulic acid was added, and no crystal precipitation occurred (the material bodies in experimental examples 7 to 9 were clear and indiscriminate, and fig. 3 is an example).

Experiment III

The formulations of examples 10 to 15 are shown in Table 5.

Treatment 1: the prepared experimental examples 10 to 15 were left standing in an environment of 25℃and the results were observed and recorded.

Treatment 2: the prepared experimental examples 10 to 15 were allowed to stand for 24 hours at-18℃and then returned to room temperature, and the results were observed and recorded.

The results are shown in Table 6.

TABLE 5

Raw material name	Experimental example 10	Experimental example 11	Experimental example 12	Experimental example 13	Experimental example 14	Experimental example 15
							Ferulic acid	1.5	1.5	1.5	1.5	1.5	1.5
Ferulic acid ethyl ester	1	1	1	1	1	1
							Propylene glycol dicaprylate/dicaprate	87.45	0	40	0	0	0
Adipic acid dibutyl ester	0	87.45	47.45	0	0	0
							Isononyl isononanoate	0	0	0	87.45	0	0
Jojoba oil	0	0	0	0	87.45	0
							Neopentyl glycol dicaprate	0	0	0	0	0	87.45
Pentaerythritol tetra (di-tert-butyl hydroxy cinnamic acid) ester	0.05	0.05	0.05	0.05	0.05	0.05
							Sorbitol polyether-30 tetraoleate	10	10	10	10	10	10

TABLE 6

Experimental example 10

Experimental example 11

Experimental example 12

Experimental example 13

Experimental example 14

Experimental example 15

Paste state at 25 DEG C

Transparent and foreign matter-free

With crystal precipitation

Negative 18 DEG C&Recovering the room temperature for 24 hours

Transparent and foreign matter-free

With crystal precipitation

In examples 10 to 15, 1.5% of ferulic acid was added, and in experimental examples 13, 14 and 15, crystal precipitation was observed, and in the case where the oil was a non-polyol-modified oil ester, even if a suitable emulsifier was added, the solubility of ferulic acid was significantly affected (see fig. 4).

Experiment IV

The formulations of examples 16 to 21 are shown in Table 7. Two sets of parallel experiments were set up.

The prepared experimental examples 16 to 22 were left standing in an environment of 25℃to observe and record the results.

The prepared experimental examples 16 to 22 were allowed to stand for 24 hours at-18℃and then returned to room temperature, and the results were observed and recorded.

The results are shown in Table 8 and FIGS. 5 to 7.

TABLE 7

Raw material name	Experimental example 16	Experimental example 17	Experimental example 18	Experimental example 19	Experimental example 20	Experimental example 21
							Ferulic acid	1.5	1.5	2	3	4	5
Ferulic acid ethyl ester	1	1	1	1	1	1
							Adipic acid dibutyl ester	87.45	87.45	86.95	85.95	84.95	83.95
Propylene glycol dicaprylate/dicaprate	0	0	0	0	0	0
							Pentaerythritol tetra (di-tert-butyl hydroxy cinnamic acid) ester	0.05	0.05	0.05	0.05	0.05	0.05
Polyglycerol-6-dicaprate	2.5	2.5	2.5	2.5	2.5	2.5
							Polyglycerol-10 dioleate	0	7.5	7.5	7.5	7.5	7.5
peg-20 triisostearate	7.5	0	0	0	0	0

TABLE 8

Experimental example 1

Experimental example 2

Experimental example 3

Experimental example 4

Experimental example 5

Experimental example 6

Paste state at 25 DEG C

With crystal precipitation

Transparent and foreign matter-free

Negative 18 DEG C&Recovering the room temperature for 24 hours

With crystal precipitation

Transparent and foreign matter-free

As shown in the results, the crystallization phenomenon occurred in Experimental example 16 (see FIG. 5), but not in Experimental examples 17 to 21 (the material bodies of Experimental examples 17 to 21 were clear and indiscriminate, and FIG. 6 was taken as an example), indicating that the polyglycerin-6 dicaprate and polyglycerin-10 dioleate were able to solubilize ferulic acid without changing the other components in experiment IV.

Experiment V

Examples 22 to 24, and the formulations of examples 22 to 24 are shown in Table 9.

Treatment 1: the prepared experimental examples 22 to 24 were left standing in an environment of 25℃and the results were observed and recorded.

Treatment 2: the prepared experimental examples 22 to 24 were allowed to stand for 24 hours at-18 ℃ before the reaction, and then the reaction was allowed to return to room temperature, and the results were observed and recorded.

The results are shown in Table 10.

TABLE 9

Raw material name	Experimental example 22	Experimental example 23	Experimental example 24
				Ferulic acid	3	3	3
Ferulic acid ethyl ester	1	1	1
				Propylene glycol dicaprylate/dicaprate	88.95	87.95	85.95
Pentaerythritol tetra (di-tert-butyl hydroxy cinnamic acid) ester	0.05	0.05	0.05
				Polyglycerol-6-dicaprate	2	2	2.5
Polyglycerol-10 dioleate	5	6	7.5

Table 10

	Experimental example 22	Experimental example 23	Experimental example 24
				Paste state at 25 DEG C	Transparent and foreign matter-free	Transparent and foreign matter-free	Transparent and foreign matter-free
Negative 18 DEG C&Recovering the room temperature for 24 hours	Transparent and foreign matter-free	Transparent and foreign matter-free	Transparent and foreign matter-free

In examples 22 to 24, 3% of ferulic acid was added, and no crystal precipitation occurred (the material bodies in experimental examples 22 to 24 were clear and indiscriminate, and fig. 7 is an example).

Experiment VI

The formulations of examples 25 to 30 are shown in Table 11.

Treatment 1: the prepared experimental examples 25 to 30 were left standing in an environment of 25℃and the results were observed and recorded.

Treatment 2: the prepared experimental examples 25 to 30 were allowed to stand for 24 hours at-18℃and then returned to room temperature, and the results were observed and recorded.

The results are shown in Table 12.

TABLE 11

Raw material name	Experimental example 25	Experimental example 26	Experimental example 27	Experimental example 28	Experimental example 29	Experimental example 30
							Ferulic acid	1.5	1.5	1.5	1.5	1.5	1.5
Ferulic acid ethyl ester	1	1	1	1	1	1
							Propylene glycol dicaprylate/dicaprate	87.45	0	40	0	0	0
Adipic acid dibutyl ester	0	87.45	47.45	0	0	0
							Isononyl isononanoate	0	0	0	87.45	0	0
Jojoba oil	0	0	0	0	87.45	0
							Neopentyl glycol dicaprate	0	0	0	0	0	87.45
Pentaerythritol tetra (di-tert-butyl hydroxy cinnamic acid) ester	0.05	0.05	0.05	0.05	0.05	0.05
							Polyglycerol-6-dicaprate	2.5	2.5	2.5	2.5	2.5	2.5
Polyglycerol-10 dioleate	7.5	7.5	7.5	7.5	7.5	7.5

Table 12

Experimental example 25

Experimental example 26

Experimental example 27

Experimental example 28

Experimental example 29

Experimental example 30

Paste state at 25 DEG C

Transparent and foreign matter-free

With crystal precipitation

Negative 18 DEG C&Recovering the room temperature for 24 hours

Transparent and foreign matter-free

With crystal precipitation

In examples 25 to 30, 1.5% of ferulic acid was added, and in experimental examples 28, 29 and 30, crystal precipitation was observed, and the solubility of ferulic acid was significantly affected even when a suitable emulsifier was added to the surface of the oil in the case where the oil was a non-polyol-modified oil ester (see fig. 8).

All other embodiments, which can be made by one of ordinary skill in the art based on the embodiments herein without undue burden, are within the scope of the present application.

Modifications of the technical solutions described in the above embodiments or equivalent substitutions of some technical features thereof may be made by those skilled in the art; these modifications or substitutions do not depart from the essence of the corresponding technical solutions from the protection scope of the technical solutions of the embodiments of the present application.

Claims

1. A skin care composition, characterized in that it comprises:

ferulic acid;

polyglycerol-10 dioleate;

polyglycerol-6 dicaprate;

a polyol-modified oil ester selected from at least one of dibutyl adipate, propylene glycol dicaprylate/dicaprate, wherein:

the content ratio of the total amount of the polyglycerol-10 dioleate and the polyglycerol-6 dicaprate to the ferulic acid is not lower than 2:1;

the content ratio of the total amount of the polyglycerol-10 dioleate and the polyglycerol-6 dicaprate to the polyol modified oil ester is not higher than 1:1.

2. The skin care composition of claim 1 wherein the ratio of polyglycerol-10 dioleate to polyglycerol-6 didecanoate is not higher than 10:1.

3. A skin care composition, characterized in that it comprises:

ferulic acid;

sorbitol polyether-30 tetraoleate;

the content ratio of the sorbitol polyether-30 tetraoleate to the ferulic acid is not lower than 2:1;

the content ratio of the polyol modified oil ester to the sorbitol polyether-30 tetraoleate is not lower than 1:1.

4. A skin preparation for external use, characterized in that it comprises at least the skin care composition according to any one of claims 1 to 3.