CN116251029A

CN116251029A - Composition and preparation method and application thereof

Info

Publication number: CN116251029A
Application number: CN202310339841.4A
Authority: CN
Inventors: 王冉; 陈�田; 陈金文; 袁旻嘉; 李琦
Original assignee: Shanghai Qiran Biotechnology Co ltd
Current assignee: Shanghai Qiran Biotechnology Co ltd
Priority date: 2023-03-31
Filing date: 2023-03-31
Publication date: 2023-06-13
Anticipated expiration: 2043-03-31
Also published as: CN116251029B

Abstract

The invention discloses a composition, a preparation method and application thereof. The composition contains resveratrol, a solvent and grease; the solvent is an amphiphilic solvent.

Description

Composition and preparation method and application thereof

Technical Field

The invention belongs to the field of daily cosmetics, and particularly relates to an anhydrous resveratrol composition and application thereof.

Background

Resveratrol is a non-flavonoid polyphenol compound produced from various plants, and has chemical name of (E) -3,4', 5-trihydroxy stilbene and molecular formula of C ₁₄ H ₁₂ O ₃ The relative molecular mass was 228.25. White needle-like crystals are difficult to dissolve in water and oil at normal temperature, and are easy to decompose by visible light. Resveratrol has many effects, but is difficult to use due to its physical properties.

The CN 114010512A patent discloses a preparation method and application of a composite nano emulsion, and aims to control grease, an emulsifier and an auxiliary emulsifier to prepare the composite active resveratrol nano emulsion with good stability. Can be used in non-oily cosmetics.

CN 113616572a provides a preparation method of resveratrol microemulsion, which uses a high-pressure homogenizer to prepare resveratrol microemulsion, and has antioxidant, antiinflammatory and moisturizing effects. Can be added into aqueous or emulsion systems.

CN 107822909B discloses a stable non-aqueous system containing resveratrol, said system containing: an oil phase, a polyol phase, an emulsifier, a stabilizer, resveratrol and ferulic acid. An emulsifier-containing polyol-in-oil formulation is provided.

CN 108392462a discloses a moisturizing and anti-aging white quinoa propolis massage honey and a preparation method thereof, the invention comprises the following raw materials: resveratrol, propolis extract, jojoba oil, octyl dodecanoate oleate, hydrolyzed glycosaminoglycans, penetrating moisturizing components, and solvents. The solvent is a mixture composed of water, glycerol and methyl propylene glycol in a weight ratio of 1:2.4-3.2:1.5-2.0, and the invention is an aqueous gel preparation.

CN110235957a discloses a complex solubilization method of resveratrol in peanut oil, according to a specific step sequence, multiple ultrasonic vibration, nitrogen introduction and other complex physical methods are adopted, so that the problem that the solubility solubilization rate of resveratrol in peanut oil is low by the original physical method is solved, and the solubility of resveratrol in peanut oil is improved, but the adding proportion of resveratrol in peanut oil is low and is only 150-200 mg/kg.

CN 109641060a discloses a compatibilizing formulation with micelles consisting of resveratrol, polysorbate-80 and polysorbate-20 and at least one medium chain triglyceride.

The resveratrol preparation is suitable for an emulsifying system and an aqueous cosmetic system, is not suitable for being added into an oil system to realize the antioxidation effect, and the field needs to provide a composite transparent oil containing resveratrol and applied to an oily cosmetic preparation.

Disclosure of Invention

The invention aims to provide a transparent oil containing resveratrol.

In a first aspect of the present invention, there is provided a composition comprising resveratrol, a solvent and a lipid; the solvent is an amphiphilic solvent.

In one or more embodiments, the solvent is ethoxydiglycol or isosorbide dimethyl ether.

In one or more embodiments, the grease is a synthetic grease.

In one or more embodiments, the grease includes one or more of the following: caprylic/capric triglyceride, triglyceride (ethylhexanoate), diisopropyl sebacate.

In one or more embodiments, the composition does not contain water.

In one or more embodiments, based on the total weight of the composition, wherein:

resveratrol 0.001-1.0wt%,

0.1 to 30wt% of solvent,

the balance of grease;

in one or more embodiments, the composition is homogeneous, transparent.

In a second aspect of the invention, there is provided a process for the preparation of the composition of the invention, the process comprising the steps of: mixing resveratrol, solvent and oil.

In a third aspect of the invention there is provided the use of a composition according to the invention in a cosmetic or a care product.

In one or more embodiments, the cosmetic product includes, but is not limited to: emollient oils, cleansing oils, lotions, emulsions (e.g., emollient lotions).

In one or more embodiments, the cosmetic or care product is an oil-containing formulation.

In a fourth aspect of the invention there is provided a cosmetic or care product comprising a composition according to the invention and a cosmetically acceptable carrier.

Drawings

Fig. 1 shows the transparent composition obtained in example 1 after being left for one month at 5 ℃ (left in fig. 1), 25 ℃ (in fig. 1), and 45 ℃ (right in fig. 1), respectively.

Fig. 2 shows the transparent composition obtained in example 2 after one month of standing at 5 ℃ (left in fig. 2), 25 ℃ (in fig. 2), and 45 ℃ (right in fig. 2), respectively.

Fig. 3 shows the transparent composition obtained in example 3 after one month of standing at 5 ℃ (left in fig. 3), 25 ℃ (in fig. 3), 45 ℃ (right in fig. 3), respectively, from left to right.

Fig. 4 shows the transparent composition obtained in example 4 after one month of standing at 5 ℃ (left in fig. 4), 25 ℃ (in fig. 4), 45 ℃ (right in fig. 4), respectively.

Fig. 5 shows the transparent composition obtained in example 5 after one month of standing at 5 ℃ (left in fig. 5), 25 ℃ (in fig. 5), 45 ℃ (right in fig. 5), respectively, from left to right.

Fig. 6 shows the transparent composition obtained in example 6 after one month of standing at 5 ℃ (left in fig. 6), 25 ℃ (in fig. 6), 45 ℃ (right in fig. 6), respectively.

Fig. 7 shows the transparent composition obtained in example 7 after being left to right for one month at 5 ℃ (left in fig. 7), 25 ℃ (in fig. 7), and 45 ℃ (right in fig. 7), respectively.

Figure 8 shows the precipitation of resveratrol at the bottom on day 2 of the material obtained in comparative example 1.

Fig. 9 shows that propylene glycol (4% of the amount added) in comparative example 2 was not compatible with grease and started to unevenly delaminate and settle.

Fig. 10 shows that pentanediol used in comparative example 3 is not compatible with grease, and that a layered droplet of the oil occurs.

Fig. 11 shows the case where resveratrol in comparative example 4 was not completely dissolved in the hexanediol used.

FIG. 12 shows the next day of sedimentation delamination for comparative example 6, the lower layer being PEG-40 hydrogenated castor oil.

Fig. 13 shows that PEG-7 glycerol cocoate used in comparative example 7 was not compatible with grease GTCC, and was cloudy.

Detailed Description

Through extensive and intensive studies, the inventors have found that some solvents which can be matched with resveratrol can effectively realize the dissolution of resveratrol in grease. On this basis, the present invention has been completed.

So that those skilled in the art can appreciate the features and effects of the present invention, a general description and definition of the terms and expressions set forth in the specification and claims follows. Unless otherwise defined, all technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art to which this invention belongs, and in the event of a conflict, the present specification shall control.

As used herein, "ethoxydiglycol" refers to a compound having the structure shown below:

as used herein, "isosorbide dimethyl ether" refers to a compound having the structure shown below:

as used herein, "GTCC" refers to a high purity oil or fat esterified from caprylic/capric acid and glycerin.

As used herein, the term "cosmetically acceptable carrier" refers to a carrier that makes the cosmetic or personal care product applicable, including various excipients and diluents, which are not per se essential active ingredients, and which are not overly toxic after application. Suitable vectors are well known to those of ordinary skill in the art. A sufficient discussion of cosmetically acceptable excipients can be found in cosmetic hygiene specifications 2015. Such carriers in the compositions may include humectants, emulsifiers, thickeners, chelating agents, emollients, and the like. Such as, but not limited to, butylene glycol, glycerol, betaine, sodium hyaluronate, propylene glycol, glycerol stearate/PEG-100 stearate, glycerol stearate, xanthan gum, hydroxyethyl cellulose, carbomer, EDTA-2Na, isohexadecane, isooctyl palmitate, cetostearyl alcohol, cetylstearyl alcohol, polydimethylsiloxane, and the like.

Notwithstanding that the numerical ranges and parameters setting forth the broad scope of the invention are approximations, the numerical values set forth in the specific examples are reported as precisely as possible. However, any numerical value inherently contains certain standard deviations found in their respective testing measurements. As used herein, "about" generally means that the actual value is within plus or minus 10%, 5%, 1% or 0.5% of a particular value or range. Alternatively, the term "about" means that the actual value falls within an acceptable standard error of the average value, as determined by one of ordinary skill in the art. Except in the experimental examples, or where otherwise explicitly indicated, all ranges, amounts, values, and percentages used herein (e.g., to describe amounts of materials, lengths of time, temperatures, operating conditions, ratios of amounts, and the like) are to be understood to be modified by the term "about". Accordingly, unless indicated to the contrary, the numerical parameters set forth in the present specification and attached claims are approximations that may vary depending upon the desired properties. At least these numerical parameters should be construed as the number of significant digits and by applying ordinary rounding techniques.

The invention provides a composition which is transparent and uniform resveratrol compound oil solution and contains resveratrol, a solvent and grease.

The composition provided by the invention is a liquid with flowability, is in a uniform and transparent state, and has no precipitate, suspended matters and/or sediment and no layering; the composition is colorless, pale yellow, pale brown, yellow, brown, etc.

The composition provided by the invention does not contain water, wherein the solvent can be an amphiphilic solvent, preferably an amphiphilic group with a certain chain length (such as more than 7 carbon atoms) is selected, and in one embodiment of the invention, the solvent is ethoxydiglycol and/or isosorbide dimethyl ether; the fat used in the composition may be synthetic fat or oil, including branched fats or oils such as caprylic/capric triglyceride, triglyceride (ethylhexanoic acid), diisopropyl sebacate, etc.

Resveratrol is included in the compositions of the present invention in an amount of 0.001 to 1.0wt%, such as, but not limited to, 0.005 to 1.0wt%, 0.01 to 1.0wt%, 0.05 to 1.0wt%, 0.1 to 1.0wt%, 0.01 to 0.1wt%, 0.01 to 0.05wt%, 0.4 to 0.7wt%, 0.07 to 0.8wt%, 0.6 to 0.9wt%, etc., based on the total weight of the composition.

The solvent is present in an amount of 0.1 to 30wt%, such as, but not limited to, 0.5 to 30wt%, 1.0 to 30wt%, 2.0 to 15wt%, 4.0 to 30wt%, 3 to 14wt%, 0.7 to 12wt%, 1 to 28wt%, 0.2 to 7wt%, etc., based on the total weight of the composition provided by the present invention.

The invention also provides a preparation method of the composition, which comprises the following steps: mixing resveratrol, solvent and oil to obtain composition.

In one embodiment of the invention, resveratrol and solvent are mixed to dissolve and transparent, and then added into grease, and stirred until the system is uniform and transparent.

In one embodiment of the present invention, resveratrol is mixed with a solvent at 40-50 ℃.

In one embodiment of the present invention, resveratrol is mixed with the solvent by stirring, such as, but not limited to, stirring by 500-1600 rpm.

In one embodiment of the invention, resveratrol is mixed with the solvent and heated for 10-30 minutes (e.g., 15-20 minutes) to make the dissolution transparent.

In one embodiment of the present invention, after resveratrol is mixed with a solvent until it is dissolved and transparent, the mixture is slowly added to the fat while stirring the fat, and stirring is stopped after 10 to 20 minutes.

The composition provided by the invention can be used as a cosmetic or a washing and caring product, is used for removing acnes, acne, whitening, resisting aging and the like, and can also be used for preparing the cosmetic or the washing and caring product. For example, but not limited to, the compositions provided herein are admixed with a cosmetically acceptable carrier to provide various cosmetic or cleansing products for application to human skin.

In some embodiments of the present invention, the compositions provided herein are used to obtain an oil product, using a cosmetically acceptable carrier to form an oily cosmetic or care product, such as, but not limited to, essential oils, care oils, and the like; such carriers include, but are not limited to, one or more of cetyl alcohol ethylhexyl ester, isononyl isononanoate, octyldodecyl myristate, phenyl trimethicone, ethylhexyl palmitate, shea butter, isohexadecane, squalane.

In some embodiments of the present invention, the compositions provided herein are used to obtain emulsified cosmetics or washing products, such as, but not limited to, having the compositions provided herein participate in emulsification, e.g., added to emulsified cosmetics.

The theory or mechanism described and disclosed herein, whether right or wrong, is not meant to limit the scope of the invention in any way, i.e., the present disclosure may be practiced without limitation to any particular theory or mechanism.

The above-mentioned features of the invention, or of the embodiments, may be combined in any desired manner. All of the features disclosed in this specification may be used in combination with any combination of features, provided that the combination of features is not inconsistent and all such combinations are contemplated as falling within the scope of the present specification. The various features disclosed in the specification may be replaced by alternative features serving the same, equivalent or similar purpose. Thus, unless expressly stated otherwise, the disclosed features are merely general examples of equivalent or similar features.

The invention has the main advantages that:

1. the composition provided by the invention is convenient to prepare.

2. The composition provided by the invention can realize the addition amount of resveratrol which cannot be achieved in the traditional oiling agent, so that the efficacy of resveratrol can be fully exerted.

3. The composition provided by the invention can be stable at a low temperature of 5 ℃ for one month and at a high temperature of 45 ℃ for one month.

The invention will be further illustrated with reference to specific examples. It is to be understood that these examples are illustrative of the present invention and are not intended to limit the scope of the present invention. The experimental procedures, which do not address the specific conditions in the examples below, are generally carried out under conventional conditions or under conditions recommended by the manufacturer. All percentages, ratios, proportions, or parts are by weight unless otherwise indicated. The units in weight volume percent are well known to those skilled in the art and refer, for example, to the weight of solute in 100 milliliters of solution (grams). Unless defined otherwise, all technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art. In addition, any methods and materials similar or equivalent to those described herein can be used in the methods of the present invention. The preferred methods and materials described herein are presented for illustrative purposes only.

Examples 1 to 5

According to the formulation in table 1 (referring to the percentage added, amounts by weight), resveratrol was first added to ethoxydiglycol or isosorbide dimethyl ether solvent, heated with stirring at 500-1600rpm at 40-50 ℃ for 15-20min until transparent, then slowly added to the oil phase with stirring the oil phase, and stirring was stopped after 15min to obtain the composition.

TABLE 1

	Example 1	Example 2	Example 3	Example 4	Example 5
						Resveratrol	0.1	0.3	0.5	1	0.1
Ethoxydiglycol	4	10	20	30	-
						Isosorbide dimethyl ether	-	-	-	-	10
GTCC	To 100.0	To 100.0	To 100.0	To 100.0	To 100.0

Examples 6 to 7

According to the formulation in Table 2 (referring to the percentage added, amounts by weight), resveratrol was first added to ethoxydiglycol solvent, heated with stirring at 500-1600rpm at 40-50 ℃ for 15-20min until the solution became clear, then slowly added to the oil phase with stirring the oil phase, and stirring was stopped after 15min to obtain the composition.

TABLE 2

	Example 6	Example 7
			Resveratrol	0.1	0.1
Ethoxydiglycol	10	10
			Glycerol tris (ethylhexanoate)	To 100.0	-
Diisopropyl sebacate	-	To 100.0

Comparative examples 1 to 7

According to the formulations in table 3 (referring to the percentages added, amounts by weight), the corresponding compositions were obtained according to a similar method to the above examples, respectively.

TABLE 3 Table 3

Test examples

The compositions obtained in examples 1 to 7 were left at 5℃and 25℃and 45℃for one month, respectively, without precipitation of resveratrol and delamination. As in table 4 and figures 1-7.

TABLE 4 Table 4

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The compositions obtained in comparative examples 1 to 7 were placed at 25℃and the results are shown in Table 5 and FIGS. 8 to 13.

TABLE 5

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The results show that the solvents, solubilizers, etc. used in the comparative examples do not help the dissolution stability of resveratrol in caprylic/capric triglyceride. The solvents selected in the examples produced a uniform transparent finish as compared to the comparative examples.

Application examples

The composition of the invention can be applied to the preparation of various cosmetics and washing and caring products. In this application example, examples of emollient oil, cleansing oil, emollient cream and emollient cream are shown in tables 6, 8, 10 and 12, and the preparation methods are shown in tables 7, 9, 11 and 13.

TABLE 6

TABLE 7

TABLE 8

TABLE 9

Table 10

TABLE 11

Table 12

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TABLE 13

The foregoing description is only illustrative of the preferred embodiments of the present invention and is not intended to limit the scope of the invention, which is defined broadly in the appended claims, and any person skilled in the art to which the invention pertains will readily appreciate that many modifications, including those that fall within the metes and bounds of the claims, or equivalence of such metes and bounds thereof.

Claims

1. A composition comprising resveratrol, a solvent and an oil; the solvent is an amphiphilic solvent.

2. The composition of claim 1, wherein the solvent is ethoxydiglycol or isosorbide dimethyl ether.

3. The composition of claim 1, wherein the grease is a synthetic grease.

4. A composition according to claim 1 or claim 3, wherein the grease comprises one or more of the following: caprylic/capric triglyceride, triglyceride (ethylhexanoate), diisopropyl sebacate.

5. The composition of claim 1, wherein the composition is free of water.

6. The composition of claim 1, wherein the composition comprises, based on the total weight of the composition:

resveratrol 0.001-1.0wt%,

0.1 to 30wt% of solvent,

the balance of grease;

preferably, the composition is homogeneous and transparent.

7. A process for preparing a composition according to any one of claims 1 to 6, comprising the steps of: mixing resveratrol, solvent and oil.

8. Use of a composition according to any one of claims 1 to 6 in cosmetic or toiletry products.

9. The use according to claim 8, wherein the cosmetic or care product is an oil-containing formulation.

10. A cosmetic or care product comprising the composition of any one of claims 1-6 and a cosmetically acceptable carrier.