JP2021519277A - Sunscreen composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To develop a sunscreen composition which provides improved UVAPF. Sunscreen compositions comprising: a. 0.1-5 wt% UVA organic sunscreen, b. 0.1-10 wt% 2-ethylhexyl-2-cyano-3,3-diphenylacrylate. , C. 0.1-2.5 wt% resorcinol, phenylethyl resorcinol, 4-alkyl-substituted resorcinol, and compounds selected from mixtures thereof, d. 4-25 wt% fatty acids, and e. 0.1. 10 wt% soap.

Description

The present invention relates to sunscreen compositions. In particular, the present invention relates to sunscreen compositions that provide improved ultraviolet (UV) A protecting factor (UVAPF).

People want to enjoy a healthy lifestyle and seek to care for themselves and, for example, the outer surface of the scalp, including the skin and hair. Certain skin-related issues that people are concerned about include healthy, non-infectious skin, good skin tone, adequate moisturization, and protection from UV radiation contained in sunlight.

Sunlight includes an infrared region (700 nm to 1 mm), a visible region (380 to 780 nm) and a UV region (100 to 400 nm). The UV region consists of UVC (100-280 nm), UVB (280-315 nm), and UVA (315-400 nm). The human body needs some UV radiation to synthesize / maintain the proper amount of vitamin D, but the harmful effects of UV typically outweigh the benefits. Excessive exposure to UVB is said to cause direct damage to DNA and also cause sunburn, and excessive exposure to UVA causes immediate pigment darkening and subsequent sunburn. It is said. In addition, UVA is also said to cause DNA damage through oxidative reactions involving reactive oxygen species (Zhang et al., 1997, Free Radical Biology & Medicine, 23, 980-985).

For this reason, people tend to avoid exposure to sunlight as much as possible. However, in many cases it is very difficult and sometimes impossible to avoid exposure to sunlight. For such unavoidable reasons, people provide at least some protective effect against the unwanted effects caused by excessive exposure to UV radiation contained in sunlight, various topical compositions such as, for example. Tends to use sunscreen compositions. These compositions include sunscreens that absorb UV light and prevent the composition from reaching the surface of the user, such as the skin to which it is applied.

Organic sunscreens, such as 4-tert-butyl-4'-methoxydibenzoylmethane (BMDM), absorb UVA radiation. The ability of sunscreens to provide protective effects by absorbing UVA radiation is represented by UVA protecting factors (UVAPF). On the other hand, organic sunscreens such as 2-ethylhexyl 2-cyano-3,3-diphenylacrylate (OCR) and octylmethoxycinnamate (MCX) absorb UVB radiation. The ability of sunscreens to provide protective effects by absorbing UVB radiation is represented by the sun protection factor (SPF).

European Patent Application Publication No. 2431021 (Uniriva) describes dibenzoylmethane or derivatives thereof, oil-soluble UV-B organic sunscreens, fatty alcohol ethoxylates having saturated carbon chains and HLBs higher than 15.5. Nonionic surfactants selected from the class of acrylate / R-methacrylate copolymers; or polymers selected from the class of fatty alcohol ethoxylates having unsaturated carbon chains with an HLB higher than 12; Disclosed are high SPF sunscreen compositions containing less than 8% total organic sunscreens, including acrylate / R-alkyl acrylate crosspolymers, and cosmetically acceptable bases. The compositions disclosed therein are intended to provide an SPF of greater than 15 without compromising the desired skin sensory properties.

WO 03/080009 (Unilever) discloses a cosmetic composition containing a 4-substituted resorcinol derivative and an organic sunscreen in a cosmetically acceptable base. This composition exhibits improved storage stability and oxidative stability. WO 03/080009 specifically discloses a combination of butylmethoxydibenzoylmethane, octylmethoxycinnamate, stearic acid, and 4-substituted resorcinol.

WO 11/147738 (Unilever) relates to sunscreen compositions that provide SPF (15 and above) and high UVAPF (4 and above). WO 11/147738 is a solid sunscreen composition comprising butylmethoxydibenzoylmethane, a selected class of nonionic surfactant, and a selected class of polymer in a cosmetically acceptable base. Is disclosed. WO 11/147738 further discloses a non-solid sunscreen composition comprising dibenzoylmethane or a derivative thereof, a selected class of nonionic surfactants, fatty acids, and a cosmetically acceptable base. is doing.

WO 16/142129 (Uniriva) discloses a combination of C12-C20 fatty acids and C12-C20 fatty acid soaps, for example white pigments such as titanium dioxide in cosmetically acceptable carriers, wherein the soaps. The molar ratio of fatty acids to fatty acids is 0.23 to 0.5. WO 16/142129 solves the problem of providing photoprotection when a pigment such as titanium dioxide is added to a fatty acid-containing composition while preserving the sensory properties of the composition.

Despite previous efforts, compositions that provide improved UVAPF remain an interesting topic.

Therefore, there is still a need to develop sunscreen compositions that provide improved UVAPF.

A composition comprising resorcinol, phenylethyl resorcinol, 4-alkyl-substituted resorcinol, and a compound selected from mixtures thereof, together with UVA organic sunscreens, selected classes of UVB organic sunscreens, fatty acids, and soaps. It has been found to provide improved UVAPF.

In a first aspect, the invention relates to a sunscreen composition comprising:
0.1 to 5 wt% UVA organic sunscreen,
b. 0.1-10 wt% 2-ethylhexyl-2-cyano-3,3-diphenylacrylate,
c. Compounds selected from 0.1-2.5 wt% resorcinol, phenylethyl resorcinol, 4-alkyl substituted resorcinol, and mixtures thereof.
d. 4-25 wt% fatty acids and
e. 0.1-10 wt% soap.

In a second aspect, the present invention relates to a method of providing improved UVAPF, which method comprises applying the sunscreen composition of the first aspect onto the skin and optionally rinsing with water.

In a third aspect, the invention relates to the use of the composition of the first aspect to provide improved UVAPF.

Features according to one aspect of the invention can be utilized in other aspects of the invention. The word "comprising" means "inclusion" but does not necessarily mean "consisting of" or "composed of". In other words, the steps or options listed are not complete. Except for operational and comparative examples, or unless expressly stated otherwise, all numbers disclosed in this disclosure with respect to the amount or reaction conditions of the material, the physical properties and / or use of the material. It should be understood as being modified by the word "about". Numerical ranges represented in the form "x-y" are understood to include x and y. It is understood that if multiple preferred ranges are represented in the form "xy" for a particular feature, then all ranges that combine different endpoints are also conceivable.

Unless otherwise specified, the amounts used herein are expressed as weight percentages based on the total weight of the composition and are abbreviated as "wt%".

The use of any and all examples or exemplary languages, such as "eg," provided herein, is merely intended to better illustrate the invention and never limits the scope of the invention. It's not something to do.

In a first aspect, the invention relates to a sunscreen composition comprising:
0.1 to 5 wt% UVA organic sunscreen,
b. 0.1-10 wt% 2-ethylhexyl-2-cyano-3,3-diphenylacrylate,
c. Compounds selected from 0.1-2.5 wt% resorcinol, phenylethyl resorcinol, 4-alkyl substituted resorcinol, and mixtures thereof.
d. 4-25 wt% fatty acids and
e. 0.1-10 wt% soap.

UVA Organic Sunscreens The compositions according to the invention include UVA organic sunscreens that absorb UVA radiation and prevent them from reaching the surface, eg, the user's skin.

Sunscreens that can be used as UVA organic sunscreens in the composition include dibenzoylmethane compounds, bisdisullyzole disodium (commercially available as Neo Heliopan® AP), diethylaminohydroxybenzoylhexyl benzoic acid. Examples include acid salts (commercially available as UV (registered trademark) A Plus), ecamsule (commercially available as Mexoryl SX), and methylanthranilate.

Preferably, the sunscreen that can be used as a UVA organic sunscreen is selected from dibenzoylmethane compounds, diethylaminohydroxybenzoylhexylbenzoate, and mixtures thereof.

More preferably, sunscreens that can be used as UVA organic sunscreens include BMDM (commercially available as Parsol® 1789 or Avovenzone), 2-methyldibenzoylmethane, 4-isopropyldibenzoylmethane, 4-tert-Butyldibenzoylmethane, 2,4-dimethyldibenzoylmethane, 2,5-dimethyldibenzoylmethane, 4,4'-diisopropyl-dibenzoylmethane, 2-methyl-5-isopropyl-4'-methoxy Dibenzoyl methane, 2-methyl-5-tert-butyl-4'-methoxydibenzoyl methane, 2,4-dimethyl-4'-methoxydibenzoyl methane, 2,6-dimethyl-4-tert-butyl-4' -Selected from methoxydibenzoylmethane, and mixtures thereof.

Most preferably, the sunscreen that can be used as a UVA organic sunscreen is BMDM.

The composition is 0.1 to 5% by weight, preferably 0.5 to 4.5% by weight, more preferably 1 to 4% by weight, even more preferably 1 to 3.5% by weight, still more preferably 1. Includes one or more UVA organic sunscreens from ~ 3% by weight, even more preferably 1 to 2.5% by weight.

2-Ethylhexyl 2-cyano-3,3-diphenylacrylate (OCR)
The composition comprises OCR (commercially available as Octocrylene®) that absorbs UVB radiation and prevents them from reaching surfaces such as the skin.

The composition is 0.1 to 10% by weight, preferably 0.5 to 9% by weight, more preferably 1 to 8% by weight, even more preferably 1.5 to 7% by weight, still more preferably 2 to 6% by weight. It contains% by weight, even more preferably 2.5-5% by weight, most preferably 3-4% by weight OCR.

Resorcinol, phenylethyl resorcinol (PER), 4-alkyl-substituted resorcinol The composition comprises a compound selected from resorcinol, PER, 4-alkyl-substituted resorcinol, and mixtures thereof. Such compounds are known to provide the effect of brightening the skin.

Preferably, the compound of choice is 4-alkyl-substituted resorcinol. The alkyl group in the 4-alkyl substituted resorcinol can be a straight chain alkyl or a branched chain alkyl. For example, the alkyl group may be straight chain alkyl as in the case of 4-propyl resorcinol, or may be branched chain alkyl as in the case of 4-isopropyl resorcinol (IPR).

Examples of 4-alkyl-substituted resorcinols include 4-methylresorcinol, 4-ethylresorcinol (ER), 4-propylresorcinol, IPR, 4-butylresorcinol (BR), 4-pentylresorcinol, 4-hexylresorcinol (HR). , 4-Heptylresorcinol, 4-octylresorcinol, and mixtures thereof.

Preferred 4-alkyl substituted resorcinols are ER, BR, HR, and mixtures thereof. More preferred 4-alkyl substituted resorcinols are ER, HR, and mixtures thereof.

It is understood that the composition may comprise a combination of one or more compounds selected from resorcinol, PER and 4-alkyl substituted resorcinol. For example, the composition may contain one or more 4-alkyl substituted resorcinols in the presence or absence of resorcinol. Preferably, the composition comprises one compound selected from resorcinol, PER, 4-alkyl substituted resorcinol.

The composition is 0.1 to 2.5% by weight, preferably 0.1 to 2.25% by weight, more preferably 0.25 to 2% by weight, still more preferably 0.25 to 1.5% by weight. , More preferably 0.25 to 1% by weight, even more preferably 0.25 to 0.75% by weight, most preferably 0.25 to 0.5% by weight of resorcinol, PER, 4-alkyl substituted resorcinol, And a mixture thereof.

Fatty Acids The composition comprises fatty acids. When present in the composition with soap, the fatty acids provide a so-called vanishing cream effect, i.e., when applied to human skin, the fatty acids vanish on the skin, leaving no apparent streaks in the composition.

The composition preferably contains fatty acids having carbon atoms in the range of 10-22, more preferably 12-22, even more preferably 14-22, even more preferably 16-22, even more preferably 18-22. include. Fatty acids with increased chain length have been found to result in increased UVAPF and / or increased SPF.

Examples of fatty acids that can be used in the composition include lauric, myristic, palmitic acid, stearin, isostearin, olein, linoleic acid, arachidic acid, behenic acid, erucic acid, and mixtures thereof.

Alternatively, a fatty acid that may be preferably used is stearic acid, palmitic acid, or a mixture thereof. The fatty acid in the present invention is preferably historic acid (generally about 90-95%), which is a mixture of stearic acid and palmitic acid in a ratio of 55:45 to 45:55.

The composition comprises 4-25% by weight, preferably 6-22% by weight, more preferably 8-20% by weight, even more preferably 10-19% by weight, even more preferably 12-18% by weight of fatty acids. ..

Soap The composition comprises soap. Soaps, when present in the composition in combination with fatty acids, provide a so-called elimination effect.

The soaps of the present invention are generally prepared by in-situ neutralization of fatty acids present in the composition. Therefore, the soap preferably has a carbon chain length corresponding to the chain length of the fatty acid in the composition. Soaps are formed from fatty acids by the use of alkali metal hydroxides such as sodium hydroxide or potassium hydroxide. Of these, potassium hydroxide is more preferable. Therefore, the soap is preferably potassium soap (potassium salt of fatty acid).

The composition is 0.1 to 10% by weight, preferably 1 to 8% by weight, more preferably 2 to 7% by weight, even more preferably 2 to 6% by weight, even more preferably 2 to 5% by weight, most. It preferably contains 2-4% by weight of soap.

Preferably, the composition is a nonionic interface having an HLB value in the range of 9-20, preferably 10-19, more preferably 12-18, even more preferably 13-17, even more preferably 15-17. Further contains an activator.

The HLB is calculated using the Griffin method, where HLB = 20 × Mh / M (in the formula, Mh is the molecular weight of the hydrophilic portion of the molecule and M is the molecular weight of the entire molecule, from 0 to 20. Gives results on any scale). Typical values for various surfactants are shown below:
Value less than 10: fat-soluble (water-insoluble)
Values greater than 10: Water-soluble values in the range 4-8, values in the range 7-11 indicating antifoaming agents, values in the range 12-16 indicating W / O (water in oil) emulsifiers , Values in the range 11-14 for oil-in-water emulsifiers, values in the range 12-15 for wetting agents, values in the range 16-20 for typical detergents, solubilizers or hydrotropes. Is shown.

Preferably, the nonionic surfactant having an HLB value in the range of 9 to 20 is selected from fatty alcohol ethoxylates, alkylphenol ethoxylates, polyoxyethylene sorbitan alkyl esters, and mixtures thereof. Preferably, the nonionic surfactant has at least 9 alkylene oxide groups, preferably at least 9 ethylene oxide groups.

Examples of fatty alcohol ethoxylates that can be used as nonionic surfactants in the composition include polyoxyethylene lauryl ether (HLB = 16.9; commercially available as Brij® 35). Polyoxyethylene (20) cetyl ether (HLB = 16; commercially available as Brij® 58), polyethylene glycol octadecyl ether (HLB = 18.8; commercially available as Brij® 700), And Laures-9 (C12EO9; HLB = 14.3; commercially available as Brij® L9).

Examples of alkylphenol ethoxylates that can be used as nonionic surfactants in the composition are octylphenol ethoxylates (HLB = 15.5; commercially available as Triton® X165), octylphenol ethoxylates. (HLB = 17.6; commercially available as Triton® X405), and octylphenol ethoxylate (HLB = 18.4; commercially available as Triton® X705) are included.

An example of a polyoxyethylene sorbitan alkyl ester that can be used as a nonionic surfactant in the composition is commercially available as polyoxyethylene sorbitan monolaurate (HLB = 13.3; Tween® 21). ), Polyoxyethylene sorbitan monolaurate (HLB = 16.7; commercially available as Tween® 20), Polyoxyethylene sorbitan monopalmitate (HLB = 15.6; Tween®) 40) and polyoxyethylene sorbitan monostearate (HLB = 14.9; commercially available as Tween® 60).

More preferably, the nonionic surfactant having an HLB value in the range of 9 to 20 that may be present in the composition is a fatty alcohol ethoxylate having a saturated carbon chain with an HLB higher than 15.5.

Preferably, the composition comprises 0.5-5% by weight, more preferably 1-4% by weight, even more preferably 2-3% by weight of nonionic surfactant having an HLB in the range of 9-20. include.

Preferably, the composition further comprises a polymer. The polymer acts as a thickener in the composition and improves the sensory properties of the composition.

The polymer is preferably selected from the following classes:
--Acrylate / R-methacrylate copolymers such as acrylate / steares-20 methacrylate copolymer (commercially available as Aculyn® 22) and acrylate / Behen-25 methacrylate copolymer (commercially available as Aculyn® 28). ),
--Acrylate / R-methacrylate crosspolymer, such as acrylate / steerless-20 methacrylate crosspolymer (commercially available as Aculyn® 88),
--Acrylate copolymer (commercially available as Aculyn33),
—— Acrylate / R-alkyl acrylate crosspolymers such as acrylate / C10-C30 alkyl acrylate crosspolymers (commercially available as Pemulen® TR-2),
--Copolymer of ammonium acryloyldimethyltoolate and vinylpyrrolidone (commercially available as Aristoflex® AVC),
--Copolymer of sodium acryloyldimethylturate and vinylpyrrolidone (commercially available as Aristoflex® AVS), and
--Cross polymer of acryloyl dimethylturic acid and R-alkyl acrylate and methacrylate. For example, acryloyldimethyltaurate ammonium / behenate-25 methacrylate crosspolymer (commercially available as Aristoflex® HMB and Aristoflex® BLV); and mixtures thereof.

More preferably, the polymer is selected from acrylate / R-methacrylate copolymers, acrylate copolymers, and mixtures thereof.

Preferably, the composition is 0.1 to 5% by weight, more preferably 0.5 to 4.5% by weight, even more preferably 1 to 4% by weight, even more preferably 1.5 to 3.5% by weight. , And even more preferably 2-3% by weight of polymer.

Preferably, the composition comprises water and is contained in the composition in an amount of 5 to 99.9% by weight, preferably 10 to 95% by weight, more preferably 15 to 90% by weight, even more preferably 20 to 80% by weight. It further comprises a cosmetically acceptable vehicle that may be present in an amount of 25-75% by weight, even more preferably 30-70% by weight.

Preferably, the composition further comprises one or more skin whitening agents. One or more of these skin whitening agents are niacinamide, vitamin B6, vitamin C, vitamin A, glutathione precursor, galazine, adaparene, aloe extract, ammonium lactate, alibtin, azelaic acid, butylhydroxyanisole, butylhydroxytoluene. , Citrate ester, deoxyalibtin, 1,3-diphenylpropane derivative, 2,5-dihydroxybenzoic acid and its derivatives, 2- (4-acetoxyphenyl) -1,3-dithian, 2- (4-hydroxyphenyl) ) -1,3-Ditian, ellagic acid, glucopyranosyl-1-ascorbic acid, gluconic acid, glycolic acid, green tea extract, 4-hydroxy-5-methyl-3 [2H] -furanone, 4-hydroxyanisole and its derivatives , 4-Hydroxybenzoic acid derivative, hydroxycapric acid, inositol ascorbic acid, lactic acid, lemon extract, linoleic acid, ascorbic magnesium phosphate, 5-octanoyl salicylic acid, salicylic acid, 3,4,5-trihydroxybenzyl derivative, acetyl Glucosamine, pitera extract, thin white, calcium pantothenate (melanoblock), sepi white, soybean extract (Bowmann birk inhibitor), 12-hydroxystearic acid, and mixtures thereof. When used in the composition, 12-hydroxystearic acid is used as a skin whitening agent and not as a fatty acid.

Preferably, the skin whitening agent that can be used in the composition is niacinamide, vitamin B6, 12-hydroxystearic acid, glutathione precursor, garaldine, and mixtures thereof.

When incorporated into the composition, the skin whitening agent is 0.001 to 15% by weight, preferably 0.01 to 10% by weight, more preferably 0.1 to 5% by weight, even more preferably. It may be added in an amount of 0.5 to 3% by weight.

Preferably, the composition further comprises a emollient. Examples of skin softeners that can be used in the composition are stearyl alcohol, glyceryl monolithinol acid, minced oil, cetyl alcohol, isopropyl isostearate, isobutyl palmitate, oleyl alcohol, isopropyl laurate, hexyl laurate, decylole. Silicone oils such as ate, octadecane-2-ol, isosetyl alcohol, eikosan alcohol, behenyl alcohol, cetyl palmitate, dimethylpolysiloxane, dibutyl sebacate, isopropyl myristate, isopropyl palmitate, isopropyl stearate, butyl stearate, Polyethylene glycol, triethylene glycol, lanolin, cocoa oil, corn seed oil, olive kernel oil, palm kernel oil, rapeseed seed oil, saflower seed oil, evening primrose oil, soybean oil, sunflower seed oil, avocado oil, sesame seed oil, Palm oil, lacquer oil, castor oil, acetylated lanolin alcohol, petroleum jelly, mineral oil, butyl myristate, isopropyl linoleate, lauryl lactate, myristyl lactate, decyl oleate, myristyl myristate, and mixtures thereof.

Preferably, the composition further comprises a solvent. Examples of solvents that can be used in the composition include ethyl alcohol, isopropanol, acetone, ethylene glycol monoethyl ether, diethylene glycol monobutyl ether, diethylene glycol monoethyl ether, and mixtures thereof.

Preferably, the composition further comprises a powder. Examples of powders that can be used in the composition are choke, talc, fuller clay, kaolin, starch, gum, colloidal silica sodium polyacrylate, tetraalkyl and / or trialkylarylammonium smectite, chemically modified silicate. Included are magnesium aluminum, organically modified montmorillonite clay, hydrated aluminum silicate, fumed silica, carboxyvinyl polymers, sodium carboxymethyl cellulose, ethylene glycol monostearate, and mixtures thereof.

Preferably, the composition further comprises a preservative to protect against the growth of potentially harmful microorganisms. Examples of components that can be used as preservatives in the composition include alkyl esters of para-hydroxybenzoic acid, hydantoin derivatives, propionic acid salts, and various quaternary ammonium compounds. More preferably, the components that can be used as a preservative in the composition are sodium benzoate, iodopropynylbutylcarbamate, methylisothiazolinone, iodopropynylbutylcarbamate, phenoxyethanol, methylparaben, propylparaben, imidazolidinylurea, sodium dehydroacetate, Ethylhexyl glycerin, benzyl alcohol, alkanediol, and mixtures thereof. A suitable alkane diol for use as a preservative is C _6- C ₁₂ alkane, which is adjacently substituted with a hydroxy group. Illustrative examples include 1,2-octanediol (caprylyl glycol), 2,3-octanediol, 1,2-nonanediol, 1,2-decanediol, 1,2-hexanediol, 3,4. -Octanediol, mixtures thereof and the like, with caprylyl glycol being typically the most preferred.

When present in the composition, the preservative is added in an amount of preferably 0.001-5% by weight, more preferably 0.01-3% by weight, most preferably 0.02-2% by weight.

Compositions include antioxidants, binders, biological additives, buffers, colorants, astringents, fragrances, opalescents, conditioners, release agents, pH regulators, skin sedatives, and skin healing agents. It may further include a series of other optional components, including.

The composition is preferably formed in the form of powders, flakes, lotions, creams, gels, or mousses. More preferably, the composition is formed in the form of a cream or lotion, most preferably in the form of a cream. The composition can be a leave-on or wash-off type composition. The composition is preferably a leave-on type composition. The packaging for the compositions of the present invention can be a patch, bottle, tube, roll ball applicator, propulsion driven aerosol device, squeeze container, or lidded jar.

Resorcinol, phenylethyl resorcinol, 4-alkyl substituted resorcinol, and mixtures thereof, when present in the composition of the first embodiment, are found to improve UVAPF. It has also been found that such improved UVAPF is only available when OCR is used in the presence of UVA organic sunscreens. When other UVB organic sunscreens, such as MCX, were used in place of OCR, no improved UVAPF was obtained. OCR is known to stabilize dibenzoylmethane compounds such as BMDM. The improvement in UVAPF obtained in the presence of resorcinol, phenylethyl resorcinol, 4-alkyl substituted resorcinol, and compounds selected from mixtures thereof is the UVAPF obtained when OCR is used instead of MCX in the same composition. Is found to exceed. Thus, surprisingly, replacing one UVB sunscreen, i.e. MCX, with another UVB sunscreen, i.e. OCR, improved UVAPF, which is the function of UVA sunscreens to provide UVAPF.

Preferably, the sunscreen composition is a composition comprising:
0.1 to 5% by weight of dibenzoylmethane compound,
b. 0.1-10 wt% 2-ethylhexyl 2-cyano-3,3-diphenylacrylate,
c. Compounds selected from 0.1 to 2.5% by weight BR, ER, HR, and mixtures thereof,
d. 4-25% by weight fatty acids and
e. 0.1-10% by weight soap.

More preferably, the composition comprises a sunscreen composition:
0.1 to 5% by weight 4-tert-butyl-4'-methoxydibenzoylmethane,
b. 0.1-10 wt% 2-ethylhexyl 2-cyano-3,3-diphenylacrylate,
c. Compounds selected from 0.1 to 2.5% by weight ER, HR, and mixtures thereof,
d. 4-25% by weight fatty acids and
e. 0.1-10% by weight soap.

In a second aspect, the invention further relates to a method of providing improved UVAPF, wherein the method comprises the following steps:
The sunscreen composition of the first aspect is applied to the skin and
b. Optionally, rinse with water.

The present invention also provides a method of providing an improved UVAPF comprising applying the composition of the first aspect to a surface, eg, the skin, in the case of a leave-on composition. The method optionally comprises an additional step of removing the composition from the surface, at least partially, if the composition is in the form of a wash-off composition. Preferably, the method is non-therapeutic or cosmetic. When the composition is applied to the skin, improved UVAPF is obtained.

In a third aspect, the invention relates to the use of the composition of the first aspect for improved UVAPF.

Here, the present invention will be described by the following non-limiting examples.

protocol
Preparation of Composition Briefly, the compositions of the present invention were prepared as follows: a beaker (main beaker) equipped with demineralized water and potassium hydroxide on a magnetic stirrer and heater. I put it in. The aqueous phase was heated to 75 ° C. and maintained at the same temperature. In the side pot, the fatty acids described in the examples below were heated to 75 ° C. for melting and added to the main beaker maintained at 75 ° C. The system was stirred at 75 ° C. for 5 minutes. Sunscreens, other oil-soluble ingredients, and nonionic surfactants as mentioned in the examples were placed in separate beakers and heated to 65-70 ° C. for melting. These were mixed well and added to the main beaker. Stirring was continued at 75 ° C. for an additional 5 minutes. The stirrer and heater were switched off and mixed manually until the temperature reached ambient temperature (25 ° C.).

Measurement of in vitro SPF / UVA-PF Thin film transmittance measurement was performed using an SPF-290S SPF meter (Optometrics Corporation). A 70 x 70 mm PMMA plate with a roughness of 6 μm from Schoenberg GmbH & Co. was used in this test. The transmittance (%) of various compositions was measured as follows. A test sample of 2 mg / cm ² was applied onto a PMMA plate, uniformly distributed using a syringe, and uniformly dispersed. The drying time of the PMMA plate was 30 minutes. After drying, the sample plate was exposed to UV light and a transmittance scan was recorded. This scan gives transmission as a function of wavelength (290-400 nm) for a given sample. Six to eight different spots were scanned for a single plate. The same was repeated for the three plates. Therefore, the reported data is an average over 18 reads. Referential transparency scans were taken using blank plates and there were no glycerin-coated samples on PMMA plates. The transmission value reached the SPF value by using the Win SPF software provided to the instrument using the transmission value. The transmission value is used to calculate the UVAPF value for each composition.

In-vivo SPF / UVAPF
The compositions described in the examples shown in Table 1 were tested in randomly extracted human volunteers performed under appropriate control. Briefly, the minimum erythema dose (MED) and minimum sustained dye darkening dose (MPPDD) for each volunteer were estimated prior to sample application (compositions in Table 1). Test samples were blinded with standard samples known for SPF / UVAPF. The required amount of sample (2 mg / cm ² ) was applied to the back skin of the volunteers. The samples were uniformly distributed using a syringe and uniformly applied using a finger cot over a period of 20-50 seconds, depending on the ease of application of the composition. A new finger cot is used for each sample. After sample application, the subject is exposed to UV and its dose is calculated based on MED and MPPDD (specific for each volunteer), as well as expected or targeted SPF / UVAPF. After exposure, volunteers were evaluated for erythema and MPPDD. Assessment of SPF was performed using ISO Standard 24444: 2010. The evaluation of UVAPF was performed using ISO 24442: 2011. The data reported here is the average of five volunteers.

According to the data in Table 1, the compositions according to the invention containing HR along with BMDM, OCR, fatty acids, and soap as compared to Comparative Examples without HR (Examples A and B; not according to the invention). It has been shown that improved UVAPF can be obtained by using (Examples 1 and 2).

In addition, the data show the same amount in both of these compositions, i.e. 0. It has been shown that improved UVAPF is obtained despite the inclusion of 5% by weight HR. Thus, HR provides improved UVAPF when used in combination with UVA organic sunscreens, 2-ethylhexyl 2-cyano-3,3-diphenylacrylate, fatty acids, and soaps. This improved UVAPF was not obtained in the presence of MCX instead of OCR.

The data in Table 1 also show that in the compositions of Examples B and C, the presence or absence of HR does not affect UVAPF.

Surprisingly, it was found that the improvement in UVAPF was independent of the dose of HR used. As can be seen from Example 2 (0.25 wt% HR), UVAPF equal to 17 was obtained, whereas Example 1 (0.5 wt% HR) showed UVAPF equal to 14. Such an effect is believed to be based on the superoxide quenching effect found to increase as the concentration of HR increases to a concentration (2 mM). After that, the superoxide quenching efficiency decreased despite the increase in HR concentration under uniform exposure conditions.

Effect of Amount of Soap in Composition on UVAPF and SPF The compositions outlined in Table 2 show the effect of the presence of soap in the composition as compared to controls (without soap).

The data in Table 2 show that when soap is present in the compositions of the present invention, it enhances SPF as well as UVAPF.

In addition, the additional compositions shown in Table 3 below were prepared as described above and UVAPF and SPF were measured as described above. The results obtained are as shown in Table 3 below.

The data in Table 3 show that improved UVAPF is obtained when palmitic acid as shown in Example 6 or stearic acid as shown in Example 7 is used in the composition.

The data in Table 3 also show that improved UVAPF is obtained when BR as shown in Example 8 or ER as shown in Example 9 is used in the composition.

In conclusion, the sunscreen compositions of the present invention provide improved UVAPF.

Claims (15)

Sunscreen composition including:
0.1 to 5 wt% UVA organic sunscreen,
b. 0.1-10 wt% 2-ethylhexyl-2-cyano-3,3-diphenylacrylate,
c. Compounds selected from 0.1-2.5 wt% resorcinol, phenylethyl resorcinol, 4-alkyl substituted resorcinol, and mixtures thereof.
d. 4-25 wt% fatty acids and
e. 0.1-10 wt% soap. The sunscreen composition according to claim 1, further comprising a nonionic surfactant having an HLB value in the range of 9 to 20. The sunscreen composition according to claim 1 or 2, wherein the nonionic surfactant is a fatty alcohol ethoxylate having a saturated carbon chain having an HLB in the range of 15.5 to 20. The sunscreen composition according to any one of claims 1 to 3, further comprising 0.1 to 5% by weight of a polymer. The sunscreen composition according to any one of claims 1 to 4, which comprises 0.1 to 3% by weight of soap. The sunscreen composition according to any one of claims 1 to 5, which comprises 8 to 20% by weight of fatty acid. 4-alkyl-substituted resorcinols are 4-methylresorcinol, 4-ethylresorcinol, 4-propylresorcinol, 4-isopropylresorcinol, 4-butylresorcinol, 4-pentylresorcinol, 4-hexylresorcinol, 4-heptylresorcinol, 4-octyl. The sunscreen composition according to any one of claims 1 to 6, selected from resorcinol and mixtures thereof. The sunscreen composition according to any one of claims 1 to 7, wherein the 4-alkyl-substituted resorcinol is selected from 4-ethylresorcinol, 4-hexylresorcinol, and mixtures thereof. The sunscreen composition according to any one of claims 1 to 8, further comprising 0.001 to 15% by weight of a skin whitening agent. The UVA sunscreen is 4-tert-butyl-4'-methoxydibenzoylmethane, 2-methyldibenzoylmethane, 4-isopropyldibenzoylmethane, 4-tert-butyldibenzoylmethane, 2,4-dimethyldi. Benzoylmethane, 2,5-dimethyldibenzoylmethane, 4,4'-diisopropyldibenzoylmethane, 2-methyl-5-isopropyl-4'-methoxydibenzoylmethane, 2-methyl-5-tert-butyl-4' Claims 1-9, selected from −methoxydibenzoylmethane, 2,4-dimethyl-4'-methoxydibenzoylmethane, or 2,6-dimethyl-4-tert-butyl-4'-methoxydibenzoylmethane. The sunscreen composition according to any one of the above. The sunscreen composition according to any one of claims 1 to 10, wherein the UVA sunscreen is 4-tert-butyl-4'-methoxydibenzoylmethane. The sunscreen composition according to any one of claims 1 to 11, wherein the composition is a leaf-on composition. The sunscreen composition according to any one of claims 1 to 11, wherein the composition is a wash-off composition. A method of providing improved UVAPF, said method comprising:
f. Apply the sunscreen composition according to any one of claims 1 to 13 to the skin.
g. Optionally, rinse with water. Use of the composition according to any one of claims 1 to 13 for an improved UV A protecting factor.