A personal care composition
A topical composition combining THPE, vitamin B3, and resorcinol addresses the need for effective skin protection and brightening by reducing melanin and enhancing UV protection, achieving improved skin tone and protection.
Patent Information
- Application Number
- PCT/EP2024/082069
- Authority / Receiving Office
- WO · WO
- Patent Type
- Applications
- Current Assignee / Owner
- Priority Date
- 2024-01-05
- Filing Date
- 2024-11-12
- Publication Date
- 2025-06-05
AI Technical Summary
Consumers seek personal care compositions that effectively protect skin from the harmful effects of UV-A and UV-B radiation while providing skin brightening benefits, as existing products often fall short in delivering improved skin tone and protection.
A topical composition comprising 0.01 to 10 wt% of a compound of general formula 1, such as N,N,N',N'-Tetrakis(2-hydroxypropyl)ethylenediamine (THPE), combined with 0.1 to 10 wt% of one or more vitamin B3 compounds, and 0.01 to 10 wt% of one or more resorcinol compounds, applied topically to the skin for skin brightening.
The composition achieves an improved skin brightening effect by reducing melanin content, providing enhanced protection against UV radiation, and improving skin tone, as demonstrated by significant melanin reduction in human primary melanocyte experiments.
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Figure EP2024082069_05062025_PF_FP_ABST
Abstract
Description
[0001] A PERSONAL CARE COMPOSITION
[0002] Field of the invention
[0003] The present invention relates to a personal care composition. Particularly, the present invention relates to a personal care composition, that provides skin brightening benefit.
[0004] Background of the invention
[0005] People tend to take care of themselves including care of their skin and scalp including hair, with a desire of enjoying a healthy lifestyle. Specific skin related issues that people are concerned about include, healthy and infection-free skin, good skin tone, adequate moisturization and protection from UV radiation contained in the sunlight.
[0006] Solar radiations include about 5% ultraviolet (UV) radiation, the wavelength of which is between 200 nm and 400 nm. It is further divided into three regions: from 320 to 400 nm (UV-A), 280 to 320 nm (UV-B) and from 200 to 280 nm (UV-C). A substantial portion of UV-C radiation is absorbed by ozone. Scientific studies have indicated that exposure to UV-A and UV-B radiation for a short period causes pigmentation I darkening, reddening of the skin and localized irritation, whereas continued or prolonged exposure can lead to sunburn, formation of wrinkles and age spots. UV radiation is also thought to cause significant damage to hair. Therefore, it is desirable to protect the skin and other keratinous substrates of the human body from the harmful effects of both UV-A and UV-B radiation.
[0007] One of the ways to reduce such potentially harmful effects is to avoid exposure to sunlight. However, in many instances it is unavoidable; and through day-to-day activities, people do tend to get exposed to the sunlight which leads to effects e.g. pigmentation I darkening.
[0008] Therefore, consumers tend to rely on personal care compositions that protect their skin from such potential harmful effects that may be caused by exposure to sunlight and obtain skin brightening benefit. Consumers also tend to look forward to such personal care compositions that deliver such benefits e.g. skin brightening, to an improved extent.
[0009] Need therefore exists to develop personal care compositions that meet consumers’ expectations and provide skin brightening.
[0010] It has now been found that when compounds of general formula 1 , described in detail hereinafter, e.g. N,N,N',N'-Tetrakis(2-hydroxypropyl)ethylenediamine also known as tetrahydroxypropyl Ethylenediamine (THPE), were combined with a vitamin B3 compound and a resorcinol compound, improved skin brightening effect was obtained.
[0011] Summary of the invention
[0012] In a first aspect, the present invention relates to a topical composition comprising: a. from 0.01 to 10 wt% of a compound of general formula 1 : where, Ri, R2, R3, R4 are each, independently, a linear or branched carbon chain having 2 to 6 carbon atoms; and Rs is a carbon chain having 1 to 6 carbon atoms, b. from 0.1 to 10 wt% one or more vitamin B3 compounds; and c. from 0.01 to 10 wt% one or more resorcinol compounds.
[0013] In a second aspect, the present invention relates to a method for providing skin brightening comprising: a. applying the composition of the first aspect to the skin; and b. optionally, rinsing the skin.
[0014] In a third aspect, the present invention relates to use of the composition of the first aspect for providing skin brightening.
[0015] Detailed description of the invention
[0016] Any feature of one aspect of the present invention may be utilized in any other aspect of the invention. The word “comprising” is intended to mean “including” but not necessarily “consisting of” or “composed of.” In other words, the listed steps or options need not be exhaustive. Except in the operating and comparative examples, or where otherwise explicitly indicated, all numbers in this description indicating amounts of material or conditions of reaction, physical properties of materials and / or use are to be understood as modified by the word “about”. Numerical ranges expressed in the format " x to y" are understood to include x and y. When for a specific feature multiple preferred ranges are described in the format "x to y", it is understood that all ranges combining the different endpoints are also contemplated. Unless specified otherwise, amounts as used herein are expressed in percentage by weight based on the total weight of the composition and may be abbreviated as “wt%”. The use of any and all examples or exemplary language e.g. “such as” provided herein is intended merely to better illuminate the invention and does not in any way limit the scope of the invention otherwise claimed. Except in the examples, or where otherwise explicitly indicated, all numbers in this description indicating amounts of material or conditions of reaction, physical properties of materials and / or use may optionally be understood as modified by the word “about”.
[0017] The composition of the invention is meant to be used for personal care or for cosmetic use and could also be referred to as a personal photoprotective composition. By “personal care composition” as used herein, is meant to include a composition for topical application to sun- exposed areas of the skin and / or hair of humans. Such a composition may be classified as leave- on or rinse-off, and includes any product applied to a human body for improving appearance, cleansing, odor control or general aesthetics. The composition of the present invention can be in the form of a liquid, lotion, cream, foam, stick or gel. Non-limiting examples of such compositions include leave-on skin lotions, creams, antiperspirants, deodorants, foundations, mascara, sunscreen lotions and wash-off shampoos, conditioners and shower gels. The composition of the present invention is preferably a leave-on composition.
[0018] ‘Skin’ as used herein, preferably means to include skin on any part of the body e.g. face, neck, chest, back, arms, underarms, hands, legs, buttocks and scalp and especially to the sun exposed parts thereof. Compositions of the invention is also of relevance to applications on any other keratinous substrates of the human body other than skin e.g. hair, where products may be formulated with specific aim of improving photoprotection.
[0019] In a first aspect, a personal care composition according to the present invention (the composition) comprises: a. from 0.01 to 10 wt% of a compound of general formula 1 described in detail hereinbelow, b. from 0.1 to 10 wt% one or more vitamin B3 compounds; and c. from 0.01 to 5 wt% one or more resorcinol compounds.
[0020] A compound of general formula 1
[0021] The composition comprises a compound of general formula 1 : where, Ri, R2, R3, R4 are each, independently, a linear or branched carbon chain having 2 to 6 carbon atoms; and Rs is a carbon chain having 1 to 6 carbon atoms.
[0022] Examples of a compound of general formula 1 includes: a. N,N,N',N'-Tetrakis(2-hydroxyethyl)ethylenediamine, where RI=R2=R3=R4=C2; and Rs=C2 (abbreviated as THEE), b. N,N,N',N'-Tetrakis(2-hydroxypropyl)ethylenediamine, where RI=R2=R3=R4=C3; and Rs=C2 (abbreviated as TH PE); and c. N,N,N',N'-Tetrakis(2-hydroxypentyl)ethylenediamine, where RI=R2=R3=R4=C5; and Rs=C2 (abbreviated as THPyE).
[0023] Preferably, a compound of general formula 1 is selected from THEE, THPE, THPyE and mixtures thereof. More preferably, a compound of general formula 1 is THPE.
[0024] Additional examples a compound of general formula 1 include:
[0025] 1 , 1 ', 1 ”, 1 '"-(1 ,3-Propanediyldinitrilo)tetrakis[2-propanol] (Registry number 69666-46- 2),
[0026] - 2-Propanol, 1 ,T,T',T"-(1 ,5-pentanediyldinitrilo)tetrakis- (Registry number 104867- 12-1); and 1 ,T,T',T"-(1 ,6-Hexanediyldinitrilo)tetrakis[2-propanol] (Registry number 16607-74-2).
[0027] The composition comprises from 0.01 to 10 wt%, preferably from 0.1 to 8 wt%, more preferably from 1 to 6 wt%, even more preferably from 2 to 5 wt% of a compound of general formula 1. It will be understood that in case the composition comprises one or more compounds of general formula I, then the composition comprises such one or more compounds of general formula 1 in amounts described hereinabove.
[0028] Vitamin B3 compounds The composition comprises one or more vitamin B3 compounds. Preferably, the one or more vitamin B3 compounds are selected from nicotinamide (vitamin B3), iso-nicotinamide and picolinamide, n-cyclopropyl nicotinamide, n-cyclobutyl nicotinamide, n-cyclopentyl nicotinamide, n-cyclohexyl nicotinamide. More preferably, the one or more vitamin B3 compounds are selected from nicotinamide (vitamin B3), iso-nicotinamide and picolinamide. The most preferred vitamin B3 compound is nicotinamide (vitamin B3; also known as niacinamide).
[0029] The composition comprises from 0.1 to 10 wt%, preferably from 0.5 to 8 wt%, preferably from 1 to 7 wt%, preferably from 2 to 6 wt%, preferably from 3 to 5 wt% e.g. 4 wt% one or more vitamin B3 compounds describe above.
[0030] Resorcinol compounds
[0031] The composition comprises one or more resorcinol compounds. Preferably, the one or more resorcinol compounds are selected from resorcinol, phenylethyl resorcinol and 4-alkyl substituted resorcinol, more preferably 4-alkyl resorcinol. If the one or more resorcinol compound are selected from 4-alkyl substituted resorcinol, then it is preferably selected from 4- ethyl resorcinol, 4-propyl resorcinol, 4-butyl resorcinol, 4-pentyl resorcinol, 4-hexyl resorcinol, 4- heptyl resorcinol and 4-octyl resorcinol. More preferably, the one or more resorcinol compounds are selected from 4-ethyl resorcinol and 4-hexyl resorcinol.
[0032] The composition comprises from 0.01 to 5 wt%, more preferably from 0.1 to 4 wt%, even more preferably from 0.1 to 3 wt%, further more preferably from 0.25 to 2 wt% and still more preferably from 0.5 to 1 wt% one or more resorcinol compounds described above.
[0033] Non-ionic surfactants
[0034] Preferably, the composition comprises one or more non-ionic surfactants having an HLB value in the range from 9 to 20 selected from a fatty alcohol ethoxylate, a fatty acid ethoxylate, an alkyl phenol ethoxylate and polyoxyethylene sorbitan alkyl esters.
[0035] More preferably, the composition comprises one or more non-ionic surfactants having an HLB value in the range from 9 to 20 selected from a fatty alcohol ethoxylate, a fatty acid ethoxylate.
[0036] Preferably, the nonionic surfactant is selected from those having HLB value in the range from 9 to 20, more preferably from 12 to 20 and even more preferably from 12 to 18. HLB is calculated using the Griffin method wherein HLB = 20 x Mh / M wherein Mh is the molecular mass of the hydrophilic portion of the molecule and M is the molecular mass of the whole molecule, giving a result on an arbitrary scale of 0 to 20.
[0037] Examples of fatty alcohol ethoxylates that may 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 Laureth -9 (C12EO9; HLB=14.3; commercially available as Brij® L9).
[0038] Fatty acid ethoxylates are available under the Myrj class. Suitable examples of commercially available non-ionic surfactants for use in the composition of this class are Myrj S40 (PEG-40 stearate), Myrj S50 (PEG-50 stearate), or Myrj 59 (PEG-100 stearate).
[0039] Examples of alkyl phenol ethoxylates that may be used as nonionic surfactant in the composition include octylphenol ethoxylate (HLB=15.5; commercially available as Triton™ X165), octylphenol ethoxylate (HLB=17.6; commercially available as Triton™ X405) and octylphenol ethoxylate (HLB=18.4; commercially available as Triton™ X705).
[0040] Examples of polyoxyethylene sorbitan alkyl esters that may be used as the nonionic surfactant in the composition include polyoxyethylenesorbitan monolaurate (HLB=13.3; commercially available as Tween® 21), polyoxyethylenesorbitan monolaurate (HLB=16.7; commercially available as Tween® 20), Polyoxyethylenesorbitan monopalmitate (HLB=15.6; commercially available as Tween® 40) and polyoxyethylene sorbitan monostearate (HLB= 14.9; commercially available as Tween® 60).
[0041] Preferably, the composition comprises from 0.1 to 5 wt%, more preferably from 0.5 to 4 wt%, even more preferably from 1 to 3 wt% and further more preferably from 2 to 3 wt% one or more nonionic surfactants having HLB in the range 9 to 20.
[0042] Fatty acids
[0043] Preferably, the composition further comprises from 3 to 25 wt% C8 to C22 fatty acid. The fatty acid is preferably a C10 to C22 fatty acid, more preferably a C16 to 018 fatty acid. Most preferably, the fatty acids are stearic acid or palmitic acid or a mixture thereof. The fatty acid is often hystric acid which is substantially (generally about 90 to 95 %) a mixture of stearic acid and palmitic acid. Preferred hystric acid are ones having 40 to 65% C16 and 34 to 58% C18; or ones having 52 to 58% C16 and 40 to 47% C18 fatty acids. It is particularly preferred that the composition comprises from 4 to 23 wt%, more preferably from 5 to 20 wt%, even more preferably from 6 to 17 wt%, and further more preferably from 8 to 16 wt% fatty acid. Preferably, the composition comprises soap that is formed in-situ.
[0044] Examples of soap include soaps that may be used as anionic surfactants in a wash-off composition include those formed after saponification of fatty acids having carbon atoms in the range from C8 to C22 with an aqueous alkali e.g. sodium hydroxide, potassium hydroxide and ammonium hydroxide. Typical examples of soap include caprylate (C8), caprates (C10), laurate (C12), myristate (C14), palmitate (C16, stearate (C18) and oleate (C18:1) formed with an aqueous alkali mentioned earlier. Thus, preferred soaps are selected from potassium caprylate, potassium caprate, potassium laurate, potassium myristate, potassium palmitate, potassium stearate, potassium oleate, sodium caprylate, sodium caprate, sodium laurate, sodium myristate, sodium palmitate sodium stearate, sodium oleate and mixtures thereof. Often, soaps may be present as a mixture of soaps formed from fatty acids of varying chain lengths.
[0045] Humectants
[0046] Preferably, the composition further comprises one or more humectants. Humectants of the polyhydric alcohol-type can be employed as cosmetically acceptable carriers. Preferably the humectant is at least one of propylene glycol, dipropylene glycol, polypropylene glycol, polyethylene glycol, sorbitol, hydroxypropyl sorbitol, hexylene glycol, 1 ,3-butylene glycol, isoprene glycol, 1 ,2,6-hexanetriol, glycerol, ethoxylated glycerol, and propoxylated glycerol. Preferred humectants are selected from one or more of glycerol, sorbitol, propylene glycol and 1 ,3-butylene glycol. Glycerol is the most preferred humectant. It is preferred that the amount of humectant is in the range from 1 to 10 wt%, more preferably from 2 to 8 wt% and further more preferably from 2 to 5 wt%.
[0047] A polymer of dimethicone / vinyldimethicone crosspolymer with or without silica
[0048] Preferably, the composition comprises a polymer of dimethicone / vinyldimethicone crosspolymer which may be with or without silica, more preferably, with silica. Preferably, the polymer included in the composition provides desired sensory properties.
[0049] Preferably, such polymer may be included in the composition in amounts from 0.25 to 5%, more preferably from 0.5 to 4%, even more preferably from 1 to 3%. Various polymers of the above types could be used in the present invention. Dimethicone / vinyl dimethicone crosspolymer which is a preferred polymer as per the invention is available as KM- 9729, DOWSIL™ EP-9215, SeraSnowSP 13, DOWSIL™9506 Powder, SpecsilSPD. An even more preferred polymer as per the invention is Dimethicone / Vinyl Dimethicone Crosspolymer (and) Silica which is available as DOWSIL™9701 Cosmetic Powder. Other suitable polymers which may be used are listed below:
[0050] Dimethicone / Vinyl Dimethicone Crosspolymer(and) Silica (and) Butylene Glycol available as DOWSIL™ EP-9801 Hydro Cosmetic Powder,
[0051] Dimethicone (and) Dimethicone / Vinyl Dimethicone Crosspolymer(and) Dimethicone Crosspolymer(and) Beeswax (and) Silica (and) Silica Silylate available as DOWSIL™9576 Smooth Away Elastomer
[0052] Dimethicone / Vinyl Dimethicone Crosspolymer(and) Polymethylsilsesquioxane(and) Silica Dimethyl Silylate Available as SSP100
[0053] Dimethicone / Vinyl Dimethicone Crosspolymer(and) LauroylLysine available as DOWSIL™ EP- 9289 LL
[0054] Hydrophobically modified silica is preferably selected from Silica Silylate available as DOWSIL™ VM-2270 AerogelFine Particles, HDK® H2000 and
[0055] Silica dimethyl silylate available as HDK® H15, HDK® H20, HDK® H30, HDK® H18.
[0056] The composition may optionally include spherical microporous particles. Preferred particles of this type are of the acrylate crosspolymer type. One especially preferred particle is available as Ganzpearl 820 GMP. It may be included in the composition to get a smooth creamy feel and to achieve high oil absorbency. Other polymeric particles which may be included are styrene / acrylates copolymer which are available under the brand name of SunSpheres™ Powder, SunSpheres™ PGL and SunSpheres™ LOG from Dow.
[0057] Preferably, the composition further comprises modified starch. Preferred modified start is aluminium or sodium starch octenylsuccinate, more preferably aluminium starch octenylsuccinate. Aluminum Starch Octenylsuccinate is a chemically modified starch, in particular starches that have undergone esterification. Such aluminum starch Octenylsuccinate is commercially available from suppliers like Akzo Nobel or Nouryon under the names Dry Flo® Pure and Dry Flo® PC. In cosmetics and personal care products, Aluminum Starch Octenylsuccinate is used in the formulation of lotions, powders, makeup and underarm deodorants. It is used as a thickener and binder, anticaking agent and oil absorbent. The composition may comprise aluminium starch octenylsuccinate which is further compounded with other ingredients to deliver other benefits, e.g. the ingredient having INCI name Aluminum Starch Octenylsuccinate (and) Acrylates Copolymer (and) Magnesium Carbonate may be included. It is available from Nouryon as NATRASORB® HFB.
[0058] Preferably, the composition further comprises emollients that may serve as cosmetically acceptable carriers. These may be in the form of silicone oils, natural or synthetic esters, and hydrocarbons. Amounts of the emollients may range anywhere from 0.1 to 25 wt%, preferably between 1 and 10 wt%.
[0059] Silicone oils may be divided into the volatile and nonvolatile variety. The term "volatile" as used herein refers to those materials which have a measurable vapor pressure at ambient temperature. Volatile silicone oils are preferably chosen from cyclic (cyclomethicone) or linear polydimethylsiloxanes containing from 3 to 9, preferably from 5 to 6, silicon atoms. Nonvolatile silicone oils useful as an emollient material include polyalkyl siloxanes, polyalkylaryl siloxanes and polyether siloxane copolymers. The essentially nonvolatile polyalkyl siloxanes useful herein include, for example, polydimethyl siloxanes with viscosities of from 5 x 10"6to 0.1 m2 / s at 25 °C. Among the preferred nonvolatile emollients useful in the present compositions are the polydimethyl siloxanes having viscosities from 1 x 105to 4 x 104m2 / s at 25 °C.
[0060] Another class is of ester emollients, which are alkyl esters of saturated fatty acids having 10 to 24 carbon atoms. Examples thereof include behenyl neopentanoate, isononyl isonanonoate, isopropyl myristate and octyl stearate. Alternatively, they are ether-esters such as fatty acid esters of ethoxylated saturated fatty alcohols. Further alternatively they are polyhydric alcohol esters such as ethylene glycol mono and di-fatty acid esters, diethylene glycol mono- and di-fatty acid esters, polyethylene glycol (200-6000) mono- and di- fatty acid esters, propylene glycol mono- and di-fatty acid esters, polypropylene glycol 2000 monostearate, ethoxylated propylene glycol monostearate, glyceryl mono- and di-fatty acid esters, polyglycerol poly-fatty esters, ethoxylated glyceryl mono-stearate, 1 ,3-butylene glycol monostearate, 1 ,3-butylene glycol distearate, polyoxyethylene polyol fatty acid ester, sorbitan fatty acid esters, and polyoxyethylene sorbitan fatty acid esters are satisfactory polyhydric alcohol esters. Particularly useful are pentaerythritol, trimethylolpropane and neopentyl glycol esters of C1-C30 alcohols. Further, natural ester emollients are those based on mono-, di- and tri- glycerides. Representative glycerides include sunflower seed oil, cottonseed oil, borage oil, borage seed oil, primrose oil, castor and hydrogenated castor oils, rice bran oil, soybean oil, olive oil, safflower oil, shea butter, jojoba oil and combinations thereof. Amounts of the natural esters may range from 0.1 to 20 % by weight of the compositions.
[0061] Hydrocarbons, which are suitable cosmetically acceptable carriers include petrolatum, mineral oil, C8-Ci8 isoparaffins, polybutenes and especially isohexadecane, available commercially as Permethyl® 101 A from Presperse Inc.
[0062] Preferably, the composition further comprises fatty alcohols having from 10 to 30 carbon atoms as another useful category of cosmetically acceptable carrier. Illustrative of this category are stearyl alcohol, lauryl alcohol, myristyl alcohol, oleyl alcohol and cetyl alcohol and mixtures thereof. Thickeners can be utilized as part of the cosmetically acceptable carrier of compositions according to the present invention. Typical thickeners include crosslinked acrylates (e.g. Carbopol® 982 and Carbopol® llltrez 10), hydrophobically-modified acrylates (e.g. Carbopol 1382(R)), polyacrylamides (e.g. Sepigel® 305), acryloylmethylpropane sulfonic acid / salt polymers and copolymers (e.g. Aristoflex® HMB and AVC), cellulosic derivatives and natural gums. Among useful cellulosic derivatives are sodium carboxymethylcellulose, hydroxypropyl methocellulose, hydroxypropyl cellulose, hydroxyethyl cellulose, ethyl cellulose and hydroxymethyl cellulose. Natural gums suitable for the present invention include guar, xanthan, sclerotium, carrageenan, pectin and combinations of these gums. Inorganics may also be utilized as thickeners, particularly clays such as bentonites and hectorites, fumed silicas, talc, calcium carbonate and silicates such as magnesium aluminum silicate (Veegum®). Amounts of the thickener may range from 0.0001 to 10 %, usually from 0.001 to 2.5 %, optimally from 0.01 to 1 % by weight of the composition.
[0063] The composition may further comprise additional skin brightening agents selected from arbutin, kojic acid, ferulic acid, hydroquinone, dicarboxylic acids represented by the formula HOOC- (CxHy)-COOH where x=4 to 20 and y=6 to 40 such as azelaic acid, sebacic acid, oxalic acid, succinic acid, fumaric acid, octadecenedioic acid or their salts or a mixture thereof, most preferably fumaric acid or salt thereof, especially di-sodium salt. Such additional skin brightening agents may be included in amounts from 0.1 to 10 wt%, more preferably from 1 to 3 wt%.
[0064] Preferably, the composition further comprises colorants, opacifiers and abrasives. Each of these substances may range from 0.05 to 5 wt%, preferably between 0.1 and 3 wt%. Preferably, the pH of the composition is in the range from 5.0 to 8.0, more preferably from 5.5 to 7.5 and even more preferably from 6.0 to 7.0. When required, pH of the composition may be adjusted using known pH adjusting agents e.g. sodium hydroxide, potassium hydroxide, citric acid and hydrochloric acid.
[0065] Preferably, the composition comprises water in amounts from 35 to 90 wt%, more preferably from 50 to 85 wt% and further more preferably from 50 to 80 wt%.
[0066] Preservatives could be incorporated into the compositions of this invention to protect against the growth of potentially harmful microorganisms. Suitable traditional preservatives for compositions of this invention are alkyl esters of para-hydroxybenzoic acid. Other preservatives which have come into use include hydantoin derivatives, propionate salts, and a variety of quaternary ammonium compounds. Cosmetic chemists are familiar with appropriate preservatives and routinely choose them to satisfy the preservative challenge test and to provide product stability. Particularly preferred preservatives are iodopropynyl butyl carbamate, phenoxyethanol, alkane diols, C1-6 parabens (especially, methyl paraben and / or propyl paraben), imidazolidinyl urea, sodium dehydroacetate and benzyl alcohol. The alkane diols that are suitable for use as preservative are C6-C12 alkanes that are vicinally substituted with hydroxy groups. Illustrative examples include 1 ,2-octane diol (caprylyl glycol), 2,3-octane diol, 1 ,2-nonane diol, 1 ,2-decane diol, 1 ,2-hexane diol, 3,4-octane diol, mixtures thereof or the like where caprylyl glycol is typically the most preferred. When present in the composition, preservatives are added preferably in an amount 0.001 to 5 wt%, more preferably 0.01 to 3 wt% and most preferably 0.02 to 2 wt%.
[0067] Preferably, the composition further comprises one or more organic sunscreens. A wide variety of organic sunscreens is suitable for use in compositions of this invention.
[0068] Suitable IIV-A / IIV-B sunscreens include, 2- hydroxy-4-methoxybenzophenone, octyldimethyl p- aminobenzoic acid, digalloyltrioleate, 2,2-dihydroxy-4-methoxybenzophenone, ethyl-4-
[0069] (bis(hydroxypropyl)) aminobenzoate, 2-ethylhexyl-2-cyano-3,3-diphenylacrylate, 2- ethylhexylsalicylate, glyceryl p-aminobenzoate, 3,3,5-trimethylcyclohexylsalicylate, methylanthranilate, p- dimethyl- aminobenzoic acid or aminobenzoate, 2-ethylhexyl-p-dimethyl- aminobenzoate, 2-phenylbenzimidazole-5-sulfonic acid, 2-(p-dimethylaminophenyl)-5- sulfonicbenzoxazoic acid, 2-ethylhexyl-p-methoxycinnamate, dibenzoylmethance derivatives, , 2- hydroxy-4- methoxybenzophenone, octyldimethyl-p- aminobenzoic acid, diethylhexyl naphthylate, Mexoryl, Tinosorb S, Tinosorb M and mixtures thereof. Preferred dibenzoylmethane derivatives are 4-tert-butyl- 4'-methoxydibenzoylmethane, 2- methyldibenzoylmethane, 4-methyl-dibenzoyl- ethane, 4-isopropyldibenzoyl-methane, 4-tert- butyldibenzoylmethane, 2,4- dimethyldibenzoylmethane, 2,5-dimethyldibenzoylmethane, 4,4'- diisopropyl- dibenzoylmethane, 2-methyl-5-isopropyl-4'-methoxydibenzoylmethane, 2-methyl- 5- tert-butyl-4'-methoxy-dibenzoyl methane, 2,4-dimethyl-4'- methoxy dibenzoylmethane or 2,6- dimethyl-4-tert-butyl-4'-methoxy-dibenzoylmethane.
[0070] Preferred organic sunscreens are 2- ethylhexyl-p-methoxycinnamate (Parsol MCX), dibenzoylmethane derivative; in particular 4-tert.-butyl-4'- methoxydibenzoylmethane (Parsol 1789), 2-ethylhexyl 2-cyano-3,3-diphenyl-2-propenoate (Octocrylene) or mixtures thereof.
[0071] The composition preferably comprises from 0.1 to 15 wt%, more preferably from 1 to 10 wt%, most preferably from 2 to 5 wt% one or more organic sunscreens.
[0072] The compositions of the present invention can comprise a wide range of other optional components. The CTFA Cosmetic Ingredient Handbook, Second Edition, 1992, which is incorporated by reference herein in its entirety, describes a wide variety of non-limiting cosmetic and pharmaceutical ingredients commonly used in the skin care industry, which are suitable for use in the compositions of the present invention. Examples include antioxidants, binders, buffering agents, astringents, fragrance, conditioners, exfoliating agents, skin sensates, skin soothing agents and skin healing agents.
[0073] Preferably, the composition may be formulated in the form of a leave-on composition such as a cream, a lotion, a serum, a roll-on composition and a deodorant. By ‘leave-on’ it is preferably meant that a composition which is not required to be removed from the human body after the application of the composition like e.g. a cream.
[0074] Alternatively, the composition may be in the form of a wash-off composition. Examples of such wash-off composition include a hand-wash composition, a body-wash composition and a shampoo composition.
[0075] By ‘wash-off’, it is preferably meant that the composition applied on to a surface e.g. skin, is removed from the surface preferably with water. In other words, the surface is rinsed-off with water and the composition so applied is removed. Typically, if the composition is formulated in the form of a wash-off composition, then the composition so applied is removed preferably within 5 minutes, more preferably within 3 minutes, even more preferably within 1 minute and further more preferably within 30 seconds e.g. 10 or 15 seconds, of it being applied on a surface. If the composition is formulated in the form of a wash-off composition, e.g. a shampoo or wash composition, then the composition preferably comprises a surfactant. Preferably, surfactants present in such wash-off compositions may be selected from an anionic surfactant and an amphoteric surfactant and mixtures thereof. In such case, the composition preferably comprises surfactants in an amount from 3 to 80 wt%, more preferably from 5 to 75 wt%, even more preferably from 7 to 65 wt%, further more preferably form 10 to 60 wt%, still more preferably from 15 to 50 wt%, yet more preferably from 20 to 40 wt% surfactants and still further more preferably from 25 to 35 wt% surfactants.
[0076] Based on the whether the wash-off composition is formulated in a liquid format or a solid format, amounts and types of surfactants may vary.
[0077] For example, if the wash-off composition is formulated as a solid wash-off composition e.g. a bar, then the composition may comprise preferably from 25 to 70 wt%, preferably from 30 to 65 wt%, preferably from 35 to 60 wt%, preferably from 40 to 55 wt% surfactant e.g. a fatty acid soap and / or from 3 to 25 wt% non-soap synthetic surfactant whereby the bars typically comprise less than 15 wt% water.
[0078] Alternatively, for example, if the wash-off composition is formulated as a liquid wash-off composition e.g. hand-wash or body-wash composition, then the composition comprises from 5 to 20 wt%, more preferably from 6 to 18 wt%, even more preferably from 7 to 15 wt%, further more preferably from 9 to 14 wt% and still more preferably from 10 to 12 wt% surfactant.
[0079] A suitable anionic surfactant may be selected from a soap that are described hereinabove and / or a non-soap synthetic anionic surfactant. Preferably, a non-soap synthetic anionic surfactants is selected from alkyl sulfates, alkyl ether sulfates (AES), alpha olefin sulfonates (AOS), isethnionates, taurates and mixtures thereof.
[0080] Examples of alkyl sulfates that may be used as non-soap anionic surfactant in the composition include sodium lauryl sulfate (SLS), sodium myristyl sulfate, ammonium lauryl sulfate (ALS); and mixtures thereof.
[0081] Examples of AES that may be used as non-soap anionic surfactants include anionic surfactants of the general formula:
[0082] R1-(OR’)n-O-SO3- M+, wherein: R1 is saturated or unsaturated C8-C16, preferably C12-C14 alkyl chain; preferably, R1 is a saturated C8-C16, more preferably a saturated C12-C14 alkyl chain;
[0083] R’ is ethylene; n is from 1 to 18; preferably from 1 to 15, more preferably from 1 to 10 and even more preferably from 1 to 5,
[0084] M+ is a suitable cation which provides charge neutrality, preferably sodium, calcium, potassium, or magnesium, ammonium, more preferably a sodium cation or ammonium.
[0085] Examples of AES that may be used as non-soap anionic surfactants in the composition include sodium lauryl ether sulfate (SLES), sodium myristyl ether sulfate and sodium palmityl ether sulfate, ammonium lauryl ether sulfate (ALES) and mixtures thereof. Preferred AES is SLES having 1 to 3 ethylene oxide units per molecule. SLES having 1 to 2 ethylene oxide units per molecule is more preferred.
[0086] Examples of AOS that may be used as non-soap anionic surfactant in the composition include sodium olefin sulfonate. Examples of isethionate that may be used as non-soap anionic surfactant in the composition include, sodium lauryl isethionate; sodium cocoyl isethionate. Examples of taurates that may be used as non-soap anionic surfactant in the composition include sodium taurates such as sodium lauryl methyl taurate and sodium cocoyl methyl taurate.
[0087] Preferably, amphoteric surfactants are selected from betaine e.g. cocamidopropyl betaine (CAPB), sulfobetaine, cocoamphoacetate and mixtures thereof. More preferably, amophoteric surfactants are selected from betaine, sulfobetaine and mixtures thereof. Further more preferably, amphoteric surfactants selected is CAPB. Amphoteric surfactants provide foam boost and improve sensorial properties of the composition.
[0088] If the composition is formulated as a wash-off composition, then it preferably comprises water in an amount from 50 to 95 wt%, more preferably from 60 to 90 wt%, even more preferably from 70 to 85 wt%, further more preferably from 75 to 80 wt% and still more preferably from 80 to 85 wt% water.
[0089] The compositions that are deodorants and / or antiperspirant products suitable to include the components of the present invention can be pump sprays, aerosol sprays, roll-ons, sticks, soft solids or gels made with conventional bases. When deodorant products, the same can comprise aluminium, nonaluminum active or both. In a second aspect, the present invention relates to a method of providing skin brightening comprising: a. applying the composition of the first aspect to the skin; and b. optionally, rinsing the skin.
[0090] In step a., the composition of the first aspect is applied on to skin. This step may be carried out in such a way that a consumer applies an appropriate quantity of the composition e.g. 2 grams, or in case of liquid products e.g. 5 mL, on to a surface. The step of applying the composition may be carried out using hands or may be using applicators e.g. a spatula and a sponge. The composition so applied is spread over the area so as to form a layer of appropriate thickness.
[0091] Optionally, the method of the invention comprises a further step, step b, where the skin on to which the composition is applied in the previous step, step a., is rinsed with water. In other words, the surface is washed with water at the same time of removing the composition so applied. The step b. is an optional step which is not required to be carried out when the composition is formulated as a leave-on composition. However, it is an essential step if the composition is formulated as a wash-off composition.
[0092] When the composition is formulated in the format of a wash-off composition, the step b. is preferably carried out within 15 minutes from carrying out step a., more preferably, step b. is carried out within 10 minutes, even more preferably within 5 minutes and further more preferably within 1 minute e.g. 15 seconds, 30 seconds. Preferably, the method is non-therapeutic or cosmetic in nature.
[0093] In third aspect, the preset invention relates to use of the composition of the first aspect for providing skin brightening. Preferably, the use is non-therapeutic or cosmetic in nature.
[0094] Examples
[0095] Protocols
[0096] Media and reagents
[0097] Human primary melanocytes and melanocyte growth media were purchased from Cascade Biologies (USA). Trypsin EDTA and trypsin neutralizer were obtained from Cascade Biologies (USA). Cell culture and Melanin content assay
[0098] Human primary melanocytes were seeded at a density of 5x104cells per well into a 24-well plate. Post 24 h of incubation, cells were treated with and without compositions shown in table 1 below and incubated further for 72 h at 5% CO2 / 37°C. After 72 h of incubation, cells were harvested; and melanin content was estimated by spectrophotometry at 405 nm with a microplate reader (Genios Pro, Tecan).
[0099] Table 1
[0100] The data in table 1 above showed that the combination of a compound of formula 1 (THPE) in combination with a vitamin B3 compound (vitamin B3 1 niacinamide) and a resorcinol compound (ER) showed 22% melanin reduction which is significantly higher than the melanin reduction shown by controls (examples A to C) and significantly higher than that shown by the combination of ER+ vitamin B3 (example D).
[0101] Additionally, another experiment was carried out where human primary melanocytes were treated as shown in table 2 below; and reduction in melanin was assessed as described earlier.
[0102] Table 2
[0103] It is to be understood that the experiments described above were conducted in an invitro assay to evaluate the technical effect, i.e. melanin reduction. It is expected that the concentrations to be actually used to prepare a composition for topical use would be vastly different. The concentrations could be orders of magnitude higher due to the following reasons that affect the difference in concentration in the bulk as compared to that at the cellular level. The composition may be formulated as an emulsion or a gel with very many additional ingredients. The concentration of the desired actives in the oil phase and in the water phase, is expected to be very different. They may also have very different physical and hydrodynamic properties like partition coefficients, diffusional rates, convective transport rates, rheological properties etc. Therefore, it is expected that the concentrations to be used when formulated as a composition would be very different from that at the cellular level.
Claims
Claims1. A personal care composition comprising: a. from 0.01 to 10 wt% of a compound of general formula 1 :where, Ri, R2, R3, R4 are each, independently, a linear or branched carbon chain having 2 to 6 carbon atoms; and R5is a carbon chain having 1 to 6 carbon atoms, b. from 0.1 to 10 wt% one or more vitamin B3 compounds; and c. from 0.01 to 5 wt% one or more resorcinol compounds.
2. The composition according to claim 1 wherein the compound of general formula 1 is selected from: a. N,N,N',N'-Tetrakis(2-hydroxyethyl)ethylenediamine, where RI=R2=R3=R4=C2; and R5=C2, b. N,N,N',N'-Tetrakis(2-hydroxypropyl)ethylenediamine, where RI=R2=R3=R4=C3; and R5=C2; and c. N,N,N',N'-Tetrakis(2-hydroxypentyl)ethylenediamine, where RI=R2=R3=R4=C5; and Rs=C2; and mixtures thereof.
3. The composition according to claims 1 or 2 wherein the compound of general formula 1 is N,N,N',N'-Tetrakis(2-hydroxypropyl)ethylenediamine, where RI=R2=R3=R4=C3; and R5=C2.
4. The composition according to any one of claims 1 to 3 wherein the one or more vitamin B3 compounds are selected from nicotinamide, iso-nicotinamide and picolinamide, n- cyclopropyl nicotinamide, n-cyclobutyl nicotinamide, n-cyclopentyl nicotinamide, n- cyclohexyl nicotinamide.
5. The composition according to claim 4 wherein the vitamin B3 compound is nicotinamide.
6. The composition as claimed in any one of claims 1 to 5 wherein the one or more resorcinol compounds are selected from resorcinol, phenyl ethyl resorcinol and 4-alkyl substituted resorcinol.
7. The composition as claimed in claim 1 to 6 wherein the one or more resorcinol compounds are selected from 4-alkyl substituted resorcinol selected from 4-ethyl resorcinol, 4-propyl resorcinol, 4-butyl resorcinol, 4-pentyl resorcinol, 4-hexyl resorcinol, 4-heptyl resorcinol and 4-octyl resorcinol.
8. The composition as claimed in claim 7 wherein the 4-alkyl substituted resorcinol is selected from 4-ethyl resorcinol and 4-hexyl resorcinol.
9. The composition as claimed in any one of claims 1 to 8 wherein the composition further comprises one or more non-ionic surfactants.
10. The composition as claimed in any one of claims 1 to 9 wherein the composition further comprises from 3 to 25 wt% Cs to C22 fatty acid.
11. The composition according to any one of claims 1 to 10 wherein the composition is in the form of leave-on composition such as a cream, a lotion, a serum and a deodorant.
12. The composition according to any one of claims 1 to 10 wherein the composition is in the form of a wash-off composition such as a hand wash composition, a body wash composition and a shampoo.
13. A method for providing skin brightening comprising: a. applying the composition as claimed in any one of claims 1 to 12 to the skin; and b. optionally, rinsing the skin.
14. Use of the composition as claimed in any one of claims 1 to 13 for providing skin brightening.
Citation Information
Patent Citations
A cosmetic composition comprising 6-methyl-picolinamide
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A skin brightening composition
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