CN115154346A - Organic sunscreen composition with good light stability - Google Patents

Organic sunscreen composition with good light stability Download PDF

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Publication number
CN115154346A
CN115154346A CN202210736301.5A CN202210736301A CN115154346A CN 115154346 A CN115154346 A CN 115154346A CN 202210736301 A CN202210736301 A CN 202210736301A CN 115154346 A CN115154346 A CN 115154346A
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parts
weight
cosmetic
personal care
care product
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李松涛
李建彤
董珊凤
陈斌
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Shanghai Baiqueling Biotechnology Co ltd
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Shanghai Baiqueling Biotechnology Co ltd
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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37Esters of carboxylic acids
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/41Amines
    • A61K8/411Aromatic amines, i.e. where the amino group is directly linked to the aromatic nucleus
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/494Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
    • A61K8/4946Imidazoles or their condensed derivatives, e.g. benzimidazoles
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/494Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
    • A61K8/4966Triazines or their condensed derivatives
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89Polysiloxanes
    • A61K8/891Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • A61Q17/04Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations

Abstract

The invention discloses an organic sunscreen composition with good light stability. The composition comprises the following components: 1-9 parts of octocrylene, 2-5 parts of ethylhexyl salicylate, 0.5-5 parts of polysiloxane-15, 0.5-2 parts of ethylhexyl triazone, 1-4 parts of diethylamino hydroxybenzoyl hexyl benzoate, 1-2.5 parts of bis-ethylhexyloxyphenol methoxyphenyl triazine, 0.5-4 parts of phenylbenzimidazole sulfonic acid and 0.5-5 parts of methylene bis-benzotriazolyl tetramethylbutyl phenol.

Description

Organic sunscreen composition with good light stability
Technical Field
The invention relates to the field of daily-use chemical industry, in particular to an organic sunscreen agent combination scheme with good light stability.
Background
Consumers desire sunscreen products that maintain effective uv protection while also being long lasting in effectiveness and safety. The organic sunscreen agent is transited through an electronic energy level, electrons in an excited state are transited to the excited state after absorbing photons, then energy is released through the modes of releasing fluorescence, heat energy or emitting phosphorescence and the like and finally returns to a ground state, and the ultraviolet ray resistance is realized through the circulation, and the ultraviolet ray protection is realized through the ultraviolet ray in a specific waveband generally. However, some organic sunscreens have the hidden trouble of light stability, and under the irradiation of ultraviolet rays, the organic sunscreens may be isomerized or cracked after absorbing photons, and are degraded to reduce or lose the capability of absorbing ultraviolet rays, even cause skin irritation, and reduce the long-term effectiveness and safety of the product in the application process.
Current combined studies on the photostability of organic sunscreens focus primarily on ensuring that the target SPF and PA values are achieved. US 5,576,354 uses OCR in combination with BMDBM to improve BMDBM photostability. Hallstar (U.S. Pat. No. 5,993,789) and Merck have related studies reporting the stabilization of Avobenzone using diethylhexyl 2,6-naphthalate and diethylhexyl syringylidenemalonate, respectively. In addition, some sunscreen products are also declared to provide lasting sunscreen by adopting light stability technology. These solutions are directed to improving the photostability of certain unstable organic sunscreens by adding stabilizers or antioxidants.
Therefore, there is an urgent need in the art to find new ideas, which avoid the additional formulation cost increase caused by adding stabilizer, the possibility of severe toxic and side effects of stabilizer or partial antioxidant addition, even the possibility of formulation discoloration problem in light, and the theoretical efficacy of single light stabilizer is reduced due to compatibility, migration, volatilization and the like.
Disclosure of Invention
The invention aims to provide an organic sunscreen combination with good light stability.
In a first aspect of the invention, there is provided a composition comprising the following ingredients:
1-9 parts of octocrylene;
2-5 parts by weight of ethylhexyl salicylate;
0.5-5 parts by weight of polysiloxane-15;
0.5 to 2 parts by weight of ethylhexyl triazone;
1-4 parts by weight of diethylamino hydroxybenzoyl hexyl benzoate;
1-2.5 parts by weight of bis-ethylhexyloxyphenol methoxyphenyl triazine;
0.5 to 4 parts by weight of phenylbenzimidazole sulfonic acid; and
0.5 to 5 parts by weight of methylenebis-benzotriazolyl tetramethylbutylphenol.
In another embodiment, the composition consists of the following ingredients:
1-9 parts of octocrylene;
2-5 parts by weight of ethylhexyl salicylate;
0.5-5 parts by weight of polysiloxane-15;
0.5 to 2 parts by weight of ethylhexyl triazone;
1-4 parts by weight of diethylamino hydroxybenzoyl hexyl benzoate;
1-2.5 parts by weight of bis-ethylhexyloxyphenol methoxyphenyl triazine;
0.5 to 4 parts by weight of phenylbenzimidazole sulfonic acid; and
0.5 to 5 parts by weight of methylenebis-benzotriazolyl tetramethylbutylphenol.
In a second aspect of the invention, there is provided the use of a composition as provided herein, as described above, as a cosmetic or personal care product; or for the preparation of cosmetic or personal care products.
In another embodiment, the personal care product comprises a cream, lotion, foundation, ointment, and gel.
In a third aspect of the present invention there is provided a cosmetic or personal care product comprising a composition as provided herein as described above and a cosmetically acceptable carrier.
In another embodiment, the present invention as described above provides a composition in an amount of 5 to 40 wt.%, based on the total weight of the cosmetic or personal care product.
In another embodiment, the cosmetic or personal care product comprises, based on the total weight of the cosmetic or personal care product:
Figure BDA0003715498650000021
Figure BDA0003715498650000031
in another embodiment, the cosmetically acceptable carrier includes a solvent for dissolving the ingredients of the compositions provided herein as described above.
In another embodiment, the solvent includes a solvent for dissolving the oil-soluble ingredient, which is selected from one or two or more of the following: diisopropyl sebacate, dibutyl adipate, dioctyl carbonate, and dimethyl capramide.
In a fourth aspect of the present invention, there is provided a method of preparing a cosmetic or personal care product as provided by the present invention as described above, the method comprising the steps of: the above-mentioned water-soluble ingredients and oil-soluble ingredients in the composition provided by the present invention are mixed with the respective solvents to form respective phases, and the respective phases are homogeneously mixed to obtain the above-mentioned cosmetic or personal care product provided by the present invention.
Accordingly, the present invention provides an organic sunscreen combination having good photostability.
Detailed Description
The inventors have made extensive and intensive studies and have found that light stability can be achieved by a specific combination of sunscreen agents themselves. On the basis of this, the present invention has been completed.
List of sunscreens referred to herein 1:
TABLE 1
Figure BDA0003715498650000041
Figure BDA0003715498650000051
As used herein, the term "cosmetically acceptable carrier" refers to a carrier that allows a cosmetic or personal care product to be applied, including various excipients and diluents, which are not essential active ingredients per se, and which are not excessively toxic after application. Suitable carriers are well known to those of ordinary skill in the art. A sufficient discussion of cosmetically acceptable excipients can be found in the cosmetic hygiene specifications 2015 edition. Such carriers can include solvents, emulsifiers, thickeners, chelating agents, preservatives and the like in the compositions. Such as, but not limited to, water, butylene glycol, glycerol, tromethamine, potassium cetyl phosphate, xanthan gum, propylene glycol, acrylates/C10-30 alkanol acrylate crosspolymer, dioctyl carbonate, diisopropyl sebacate, C4-22 alcohols (and) C12-20 alkyl glucosides, glyceryl stearate/PEG-100 stearate, glyceryl stearate, xanthan gum, decyl glucoside, hydroxyethyl cellulose, carbomer, disodium EDTA, isocetyl palmitate, cetostearyl alcohol, cetearyl alcohol, dimethicone, phenoxyethanol, ethylhexylglycerin, and the like.
The terms "individual" or "individual" and the like are used herein to refer to a person who can receive the compositions and/or methods for application to the skin.
As used herein, "room temperature" means 15-40 deg.C, preferably 20-30 deg.C.
The inventors have combined in specific parts by weight, octocrylene, ethylhexyl salicylate, polysiloxane-15, ethylhexyl triazone, diethylamino hydroxybenzoyl hexyl benzoate, bis-ethylhexyloxyphenol methoxyphenyl triazine, phenylbenzimidazole sulfonic acid, and methylenebis-benzotriazolyl tetramethylbutylphenol to form compositions which are excellent in light stability, for example, with a light source of CLEO HPA400S and a light intensity of 6.7mW/cm 2 The sunlight simulator irradiates the coated plate, and the absorbance value is not reduced basically (less than 5%) after the coated plate is respectively irradiated for 3min, 6min, 9min, 12min, 15min, 20min, 25min and 30 min.
Further, the above-described composition provided by the present invention may be mixed with a cosmetically acceptable carrier to give various cosmetic or personal care products that can be applied to human skin, including, but not limited to, makeup creams, sun-screen creams, face creams, eye creams, lotions, essences, lotions, toners, and the like. The above-described compositions are provided in an amount of 5 to 40wt%, such as, but not limited to, 7 to 35wt%, 12 to 28wt%, 14 to 36.5wt%, 10 to 30wt%, 15 to 25wt%, etc., based on the total weight of the cosmetic or personal care product.
In one embodiment of the present invention, the water-soluble or water-dispersible sunscreen agent in the above-described composition provided by the present invention is mixed with an aqueous phase formed by some cosmetically acceptable carrier to form mixed phase 1, the oil-soluble sunscreen agent in the above-described composition provided by the present invention is mixed with an oil phase formed by some cosmetically acceptable carrier to form mixed phase 2, and then mixed and homogenized mixed phase 1 and mixed phase 2 to obtain a cosmetic or personal care product that can be applied to human skin.
In some embodiments of the present invention, the cosmetically acceptable carrier for forming the aqueous phase includes, but is not limited to, one or more of glycerin, butylene glycol, carbomer, EDTA-2Na, tromethamine, potassium cetyl phosphate, xanthan gum, water, acrylic acid/C10-30 alkanol acrylate crosspolymer, acryloyldimethyl taurate/VP copolymer, decyl glucoside, propylene glycol, xanthan gum.
In some embodiments of the present invention, the cosmetically acceptable carrier for forming the oil phase includes, but is not limited to, one or more of glyceryl stearate, glyceryl stearate/PEG-100 stearate complex, isomeric hexadecanes, isooctyl palmitate, cetostearyl alcohol, dimethicone, dioctyl carbonate, diisopropyl sebacate, cetearyl alcohol, C14-22 alcohols (and) C12-20 alkyl glucosides, dibutyl adipate, and dimethyl decanamide.
In one embodiment of the present invention, some oils and fats are selected as a solvent for dissolving the crystalline sunscreen agent, such as, but not limited to, one or more of diisopropyl sebacate (DIS), dibutyl adipate (DBA) and dimethyldecanamide (DMDA).
In one embodiment of the present invention, grease is selected as the solvent for dissolving the oil-soluble sunscreen agent in the above composition provided by the present invention, such as, but not limited to, one or more of dioctyl carbonate, diisopropyl sebacate (DIS), dibutyl adipate (DBA) and dimethyl capramide (DMDA).
The following illustrates, but is not limited to, solvent methods that can be used to screen for solvents, particularly oil-soluble sunscreens.
The method of the dissolution test of the crystalline organic sunscreen agent is that the partially crystalline organic sunscreen agent must be dissolved in a proper solvent, the single crystalline sunscreen agent is heated to 80-85 ℃ and dissolved in the solvent (grease), after the temperature is reduced to room temperature, the obtained sample is circulated for 8 times at 0-12 h/RT-12h (namely, the circulation is carried out at 0 ℃ and room temperature to ensure that the sunscreen agent is completely dissolved and no recrystallization occurs), the appearance of the solution is observed to have no crystal precipitation, and a proper solvent suitable for the test of the organic crystalline sunscreen agent is screened. For example, crystalline sunscreens EHT, BMDBM, DHHB, DBT, BEMT are mixed with diisopropyl sebacate, dibutyl adipate, and dimethyldecanamide in a mass ratio of 1:
TABLE 2
Figure BDA0003715498650000081
BEMT appeared precipitated during the third cycle when DIS was used alone. And after DIS/DMDA (23).
Solubility experiments on combinations of organic sunscreen agents solubility experiments were performed on the organic sunscreen agent combination protocol (using the same combination of oils and fats for each combination) to ensure that the crystalline sunscreen agent was completely dissolved in the test formulation without precipitation. For example, the following organic sunscreens are combined, for example, in the combination scheme shown in table 3 below:
TABLE 3
Figure BDA0003715498650000082
Figure BDA0003715498650000091
The composition formed by the oil-soluble organic sunscreen agent is mixed with the solvent shown in the table, heated to 80-85 ℃, stirred and dissolved uniformly, cooled to room temperature to form transparent liquid, and then placed in a refrigerator, and the temperature is 0 ℃,12 hours/RT, 12 hours and circulation are carried out for 8 times, and the appearance of the solution is observed to have no crystal precipitation. The combination of oils and fats shown in the table shows that the compositions formed by the respective organic sunscreen agents are well soluble.
"OK" means that the crystalline sunscreen agent is completely dissolved and meets the experimental requirements of the present invention.
Although numerical ranges and parameters setting forth the broad scope of the invention are approximate, the values set forth in the specific examples are presented as precisely as possible. Any numerical value, however, 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" indicates that the actual value falls within the acceptable standard error of the mean, as considered by those of skill in the art. Except in the experimental examples, or where otherwise explicitly indicated, all ranges, amounts, values and percentages herein used (e.g. to describe amounts of material, length of time, temperature, operating conditions, quantitative ratios and the like) are to be understood as modified by the word "about". Accordingly, unless indicated to the contrary, the numerical parameters set forth in the specification and attached claims are approximations that may vary depending upon the desired properties sought to be obtained. At the very least, these numerical parameters are to be understood as meaning the number of significant digits recited and the number resulting from applying ordinary carry notation.
Unless otherwise defined herein, the scientific and technical terms used herein have the same meaning as commonly understood and used by one of ordinary skill in the art. Furthermore, as used herein, a singular noun covers a plural of that noun without conflicting context; the use of plural nouns also covers the singular form of such nouns.
To make the features and effects of the present invention comprehensible to those skilled in the art, general description and definitions are made below with reference to terms and expressions mentioned in the specification and claims. 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 to which this invention belongs.
The theory or mechanism described and disclosed herein, whether correct or incorrect, should not limit the scope of the present invention in any way, i.e., the present disclosure may be practiced without limitation to any particular theory or mechanism.
The features mentioned above with reference to the invention, or the features mentioned with reference to the embodiments, can be combined arbitrarily. All features disclosed in this specification may be combined in any combination, and all possible combinations are intended to be included within the scope of the specification as long as there is no conflict between such features and the combination. Each feature disclosed in this specification may be replaced by an alternative feature serving the same, equivalent, or similar purpose. Thus, unless expressly stated otherwise, the features disclosed are merely generic examples of equivalent or similar features.
The main advantages of the invention are: the organic sunscreen combination scheme with good light stability is provided, the specific sunscreen type combination and the specific proportion are adopted, no additional stability component is required, the obtained composition is basically not degraded (less than 5 percent) under the irradiation of a solar simulator, and the safety is good. The composition is used in sunscreen products to provide long lasting UV protection.
The invention will be further illustrated with reference to the following specific examples. It should be understood that these examples are for illustrative purposes only and are not intended to limit the scope of the present invention. Experimental procedures without specific conditions noted in the following examples, generally according to conventional conditions or according to conditions recommended by the manufacturers. All percentages, ratios, proportions, or parts are by weight unless otherwise specified. The weight volume percentage units in the present invention are well known to those skilled in the art and refer to, for example, the weight of solute in a 100 ml solution. 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 embodiments and materials described herein are intended to be exemplary only.
The photostability test method of the sunscreen agent alone or in combination in the following test examples:
test samples were prepared using each sunscreen alone or in combination with a single sunscreen in the same formulation matrix. Uniformly coating the same amount of test sample on a quartz plate with a light source of CLEO HPA400S and a light intensity of 6.7mW/cm 2 The coated panel was irradiated with sunlight for 3min, 6min, 9min, 12min, 15min, 20min, 25min, and 30min, respectively, calibrated with a blank control (i.e., a cream of the same substrate without sunscreen agent; calibration with a blank sample can avoid the influence of the substrate), measured for ultraviolet absorption before and after the irradiation with an ultraviolet spectrophotometer (instrument model: SHIMADZU UV-2700), and the change in absorbance was recorded.
And (3) calculating the light absorption value at the maximum absorption peak of each sunscreen agent, scanning an absorption curve in the range of 290-400nm by an ultraviolet spectrophotometer during the combination test of the sunscreen agents, and selecting the light absorption value at the maximum absorption position from the absorption curve.
The initial absorbance value, namely the absorbance value before irradiation is recorded as A0, the absorbance value after illumination is recorded as A1, and the absorbance value reduction rate delta A after different times of illumination is calculated by the following method:
ΔA=1-A1/A0*100%
the larger Δ a represents the more photodegradation and the worse the photostability.
Test example 1
Single sunscreen photostability test
13 organic sunscreens were tested by proofing with grease (e.g., DIS/DMDA complex solvent or DBA) according to the following formulation in Table 4:
TABLE 4
Figure BDA0003715498650000111
Figure BDA0003715498650000121
Heating phase A to 80-85 deg.C, and stirring; heating the phase C to 80-85 deg.C, and stirring. Adding phase A to stir and dissolve uniformly when phase B is an oil-soluble sunscreen agent, and adding phase C to stir and dissolve uniformly when phase B is a water-soluble sunscreen agent (PBSA needs to be neutralized by tromethamine until pH is about 7.2); slowly adding the phase A into the phase C, homogenizing at 5000rpm for 2-5min, stirring, cooling to room temperature, detecting, and discharging.
The results are shown in Table 5:
TABLE 5
Figure BDA0003715498650000122
The negative number in the table is because the light stability of the sun-screening agent is very good and basically has no degradation, but the light absorption value is slightly higher than the initial value due to normal error in the experiment, and the negative value is obtained by a calculation formula.
Preferably an organic sunscreen agent with an absorbance value decreasing less than 30% after 3min irradiation and an absorbance value decreasing less than 30% after 30min irradiation.
When DIS/DMDA is used as solvent, the decrease rate of the absorbance values of PBSA, MBBT, PS15, EHT, BEMT, OCR, DHHB, EHS and TDSA is lower than 30%, and the decrease of the absorbance values after 3min irradiation of the TDSA is higher.
When DBA is used as a solvent, the reduction rate of the absorbance values of PBSA, MBBT, EHS, TDSA and EHT is lower than 30%, but the reduction rate of the absorbance values after 3min irradiation of the TDSA is higher; by combining two solvents, 8 sunscreens with better relative ultraviolet stability are preferably selected: PBSA, MBBT, PS15, EHT, BEMT, OCR, DHHB, EHS.
Due to the fact that OMC has better solubility and cost performance, in recent years, with the change of national sun protection marking laws and regulations, the market demand of sun protection products with high protection value is increased, and the selection of sun protection agents is generally increased when high protection sun protection formulations are designed, so that DBT is increased as an alternative according to the test result of a single sun protection agent.
And (3) final selection: PBSA, MBBT, PS15, EHT, BEMT, OCR, DHHB, EHS, OMC, DBT 10 sunscreens.
Test example 2
Photostability test of organic sunscreen compositions
The compositions of examples 1-6 and comparative examples 1-7 were prepared according to the raw materials listed in Table 6: accurately weighing the components, heating phase A to 75-85 deg.C, stirring for dissolving, cooling to about 40-45 deg.C, adding phase B, stirring, and homogenizing at high speed for 3-5min; pre-dispersing phase E, adding phase D, rapidly stirring phase D + E, slowly adding into phase A + B, homogenizing at high speed for 2-5min, adding phase C, homogenizing at medium speed for 1-3min, stirring, cooling to room temperature, testing, and discharging.
TABLE 6 (raw material numerical units wt%)
Figure BDA0003715498650000141
Figure BDA0003715498650000151
The results of neutralization of PBSA with tromethamine to pH around 7.2 (absorbance decrease) are shown in Table 7:
TABLE 7
Irradiation time 3min 6min 9min 12min 15min 20min 25min 30min
Comparative example 1 6.63% 8.19% 10.04% 14.05% 16.62% 18.53% 20.86% 23.19%
Comparative example 2 7.61% 10.33% 12.93% 16.51% 18.74% 21.89% 25.17% 27.83%
Example 1 -1.06% -1.06% -0.89% 1.95% 2.83% 2.30% 3.37% 2.66%
Comparative example 3 5.14% 6.21% 7.86% 10.58% 12.12% 14.13% 15.72% 17.55%
Comparative example 4 3.89% 5.08% 6.20% 8.51% 9.50% 10.96% 12.61% 14.06%
Comparative example 5 5.47% 7.25% 8.70% 10.80% 12.06% 14.10% 16.14% 17.79%
Comparative example 6 7.33% 10.06% 13.32% 15.26% 17.32% 20.79% 23.38% 26.32%
Comparative example 7 6.61% 8.94% 12.37% 14.27% 16.17% 19.23% 22.05% 24.74%
Example 2 1.86% 2.10% 2.10% 2.15% 2.05% 2.72% 2.77% 2.87%
Example 3 0.66% 0.51% 0.56% 0.81% 1.11% 1.46% 1.52% 1.67%
Example 4 0.17% 0.23% 0.06% 0.29% 0.29% 0.80% 1.67% 0.86%
Example 5 0.31% 0.42% 0.63% 0.57% 0.78% 0.83% 0.86% 0.83%
Example 6 0.13% 0.26% 0.46% 0.46% 0.59% 1.12% 0.83% 1.78%
The results show that the reduction in absorbance values after 30min of irradiation of each sunscreen combination of examples 1-6 is very low (< 5%), meaning that the compositions provided by the present invention have better photostability, whereas the reduction in absorbance values after 30min of irradiation of the sunscreen combinations of comparative examples 1-7 is greater.
Irradiation intensity of solar simulator set experimentally in this application (6.7 mW/cm) 2 ) And irradiating for 30min, wherein the average daily irradiation dose in Shanghai city described in GB 53064-2005 appendix A is converted into the sunlight irradiation time corresponding to summer in Shanghai city of approximately 4 hours, which means that the degradation rate of the sunscreen combination described in the example is less than 5% after the sunscreen combination is continuously irradiated by actual sunlight for 4 hours, and the sunscreen combination can provide a lasting protection effect.
The results show that the absorbance values of the sunscreen combinations of examples 1-6 decreased substantially to zero with the increase of irradiation time, while the absorbance values of the sunscreen combinations of comparative examples 1-7 decreased more frequently with the increase of irradiation time.
Use example 1
The composition is applied to O/W sun-proof emulsion
Figure BDA0003715498650000171
Accurately weighing phase A, stirring, mixing, heating to 80-85 deg.C for dissolving, heating phase B to 80-85 deg.C for dissolving completely, adding phase B into phase A, homogenizing at 3000rpm for 2-5min, stirring, cooling to 45 deg.C, adding phase C dissolved uniformly with water, stirring, adding phase D, stirring, cooling to room temperature, testing, and discharging.
Use example 2
The composition is applied to O/W sunscreen cream
Figure BDA0003715498650000181
Accurately weighing phase A, stirring, mixing, heating to 80-85 deg.C for dissolving, heating phase B to 80-85 deg.C for dissolving completely, adding phase B into phase A, homogenizing at 3000rpm for 2-5min, stirring, cooling to 45 deg.C, adding phase C dissolved uniformly with water, stirring, adding phase D, stirring, cooling to room temperature, testing, and discharging.
Use example 3
The composition is applied to W/O sun-proof emulsion
Figure BDA0003715498650000191
Figure BDA0003715498650000201
Accurately weighing the components, heating phase A to 80-85 deg.C, stirring for dissolving, cooling to about 40-45 deg.C, adding phase B, stirring, and homogenizing at 6000rpm for 3-5min; pre-dispersing phase F, adding phase E, slowly adding phase E into phase A, stirring for 3min,3000rpm, homogenizing for 2-3min, adding phase C and phase D, continuously homogenizing for 1min, stirring, cooling to room temperature, detecting, and discharging.
The above description is only a preferred embodiment of the present invention, and is not intended to limit the scope of the present invention, which is defined in the appended claims, and any other technical entity or method implemented by another person is deemed to be covered by the claims if it is exactly the same as or equivalent to the claims.

Claims (10)

1. A composition, comprising the following ingredients:
1-9 parts of octocrilene
2-5 parts of ethylhexyl salicylate
0.5-5 parts by weight of polysiloxane-15
0.5-2 parts by weight of ethylhexyl triazone
1-4 parts by weight of diethylamino hydroxybenzoyl hexyl benzoate
1-2.5 parts by weight of bis-ethylhexyloxyphenol methoxyphenyl triazine
0.5 to 4 parts by weight of phenylbenzimidazole sulfonic acid
0.5-5 parts by weight of methylenebis-benzotriazolyl tetramethylbutylphenol.
2. The composition of claim 1, wherein the composition consists of:
1-9 parts of octocrilene
2-5 parts by weight of ethylhexyl salicylate
0.5-5 parts by weight of polysiloxane-15
0.5 to 2 parts by weight of ethylhexyl triazone
1-4 parts by weight of diethylamino hydroxybenzoyl hexyl benzoate
1-2.5 parts by weight of bis-ethylhexyloxyphenol methoxyphenyl triazine
0.5 to 4 parts by weight of phenylbenzimidazole sulfonic acid
0.5-5 parts by weight of methylenebis-benzotriazolyl tetramethylbutylphenol.
3. Use of a composition according to claim 1 or 2 as a cosmetic or personal care product; or for the preparation of cosmetic or personal care products.
4. Use according to claim 3, wherein the personal care products comprise creams, lotions, foundations, ointments and gels.
5. A cosmetic or personal care product, characterized in that it comprises a composition according to claim 1 or 2 and a cosmetically acceptable carrier.
6. Cosmetic or personal care product according to claim 5, wherein the composition according to claim 1 or 2 is present in an amount of from 5 to 40 wt.%, based on the total weight of the cosmetic or personal care product.
7. The cosmetic or personal care product of claim 5 comprising, based on the total weight of the cosmetic or personal care product:
Figure FDA0003715498640000021
8. the cosmetic or personal care product of claim 5, wherein the cosmetically acceptable carrier comprises a solvent for dissolving the ingredients of the composition of claim 1 or 2.
9. The cosmetic or personal care product of claim 8 wherein the solvent comprises a solvent for dissolving oil soluble ingredients selected from one or more of the following: diisopropyl sebacate, dibutyl adipate, dioctyl carbonate, and dimethyl capramide.
10. A process for the preparation of a cosmetic or personal care product according to any one of claims 5 to 9, characterized in that it comprises the steps of: the cosmetic or personal care product according to any one of claims 5 to 8 is obtained by homogeneously mixing the phases formed by mixing the water-soluble ingredients and the oil-soluble ingredients in the composition according to claim 1 or 2, respectively, with the respective solvents.
CN202210736301.5A 2022-06-27 2022-06-27 Organic sunscreen composition with good light stability Pending CN115154346A (en)

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Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20120288456A1 (en) * 2009-12-09 2012-11-15 Alexander Schlifke-Poschalko Novel compound
CN103068786A (en) * 2010-08-05 2013-04-24 考格尼斯知识产权管理有限责任公司 Cosmetic preparations
CN111000761A (en) * 2019-12-23 2020-04-14 苏州绿叶日用品有限公司 Sunscreen stick containing water-soluble components and preparation method thereof
EP3878519A1 (en) * 2020-03-09 2021-09-15 Société De Recherche Cosmétique S.à.r.L. Topical sun protection composition

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20120288456A1 (en) * 2009-12-09 2012-11-15 Alexander Schlifke-Poschalko Novel compound
CN103068786A (en) * 2010-08-05 2013-04-24 考格尼斯知识产权管理有限责任公司 Cosmetic preparations
CN111000761A (en) * 2019-12-23 2020-04-14 苏州绿叶日用品有限公司 Sunscreen stick containing water-soluble components and preparation method thereof
EP3878519A1 (en) * 2020-03-09 2021-09-15 Société De Recherche Cosmétique S.à.r.L. Topical sun protection composition

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