A personal care composition
A personal care composition combining THPE with surfactants and sunscreens addresses the challenge of comprehensive sun protection, significantly reducing ROS generation and offering improved protection against UV and blue light-induced skin damage.
Patent Information
- Application Number
- PCT/EP2024/081127
- Authority / Receiving Office
- WO · WO
- Patent Type
- Applications
- Current Assignee / Owner
- Priority Date
- 2023-11-30
- Filing Date
- 2024-11-05
- Publication Date
- 2025-06-05
AI Technical Summary
Existing personal care compositions struggle to provide comprehensive protection against the harmful effects of sunlight, including UV-A, UV-B, and blue light, which can cause skin damage, oxidative stress, and other issues.
A topical personal care composition comprising a compound of general formula 1, such as N,N,N',N'-Tetrakis(2-hydroxypropyl)ethylenediamine (THPE), combined with non-ionic surfactants, oil-soluble sunscreens, and water-soluble sunscreens, which synergistically enhances protection against sun-induced damages.
The composition effectively reduces the generation of reactive oxygen species (ROS) and provides improved protection against UV and blue light-induced damages, offering enhanced photoprotection compared to traditional sunscreens.
Smart Images

Figure EP2024081127_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 protection from potentially harmful effects that may be caused by exposure to sunlight.
[0004] Background of the invention
[0005] Solar radiations include about 5% ultraviolet (UV) radiation, 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). Substantial portion of UV-C radiation is absorbed by ozone. Scientific studies have indicated that exposure to UV-A and UV-B radiation for short period causes pigmentation, 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. This is often delivered through personal care compositions e.g. cosmetic compositions, which provide protection from UV-B (measured as sun protection factor; SPF) and / or protection from UV-A (measured as UV-A protection factor; UVAPF) due to UV-B sunscreens and UV-A sunscreens contained in such compositions.
[0006] Various personal care compositions are reported for preventing and / or protecting the skin from harmful effects of UV radiation. Numerous organic sunscreens, i.e. oil-soluble sunscreens, capable of absorbing UV-A rays are reported in the field of cosmetics amongst which a particularly useful sunscreen is t-butylmethoxydibenzoylmethane (also known as Avobenzone and sold as Parsol® 1789). Further, a variety of UV-B oil-soluble sunscreens are used in personal care compositions for protection from UV-B radiation e.g. octyl salicylate. Many cosmetic manufacturers prefer to include UV-A as well as UV-B sunscreens in photoprotective compositions to provide protection over the entire range of UV radiation.
[0007] Additionally, water-soluble sunscreens e.g. a UV-B water-soluble sunscreens such as 2- phenylbenzimidazole-5-sulfonic acid, benzophenone-4 and benzylidene camphor sulfonic acid; and water-soluble UV-A sunscreens such as di sodium phenyl dibenzimidazole tetra sulfonate and terephthalylidene dicamphor sulfonic acid; are also known to be included in personal care compositions. On the other hand, solar radiations also include visible light, wavelength of which is between 380 to 700 nm which includes blue light (about 450 to 495 nm). Blue light amongst the visible spectrum is also reported to induce undesired effects.
[0008] Thus, exposure to the sunlight tends to give rise to potentially harmful effects e.g. generation of reactive oxygen species (ROS) which exert oxidative stress, hyperpigmentation, age spots, wrinkles and solar lentigens. One of the ways to reduce such potentially harmful effects is to avoid exposure to the sunlight. However, in many instances it is unavoidable; and through day-to-day activities, people do tend to get exposed to the sunlight.
[0009] 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 the sunlight. Thus, consumers tend to look forward to such compositions that provide protection from such sun induced damages / potentially harmful effects e.g. generation of ROS. Consumers also tend to look forward to such compositions that deliver such benefits to an improved extent.
[0010] Need therefore exists to develop personal are compositions that meet consumers’ expectations and provide protection from sun induced damage. Need also exists to provide personal care compositions that provide such benefits to an improved extent, i.e. improved protection from sun induced damages, using actives or benefits agents in combination with sunscreens.
[0011] It has now been found that when compounds of general formula 1 , described in details hereinafter, e.g. N,N,N',N'-Tetrakis(2-hydroxypropyl)ethylenediamine (THPE), were combined with, one or more non-ionic surfactants having an HLB value in the range from 9 to 20, an oilsoluble sunscreen and a water-soluble sunscreen, it provided improved protection from sun induced damages e.g. from generation of ROS. Thus, a new use of compounds of general formula 1 as an antioxidant, is also found.
[0012] Summary of the invention
[0013] 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 oil-soluble sunscreens; and c. from 0.1 to 5 wt% one or more water-soluble sunscreens d. from 0.1 to 5 wt% 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; preferably from a fatty alcohol ethoxylate or a fatty acid ethoxylate.
[0014] In a second aspect, the present invention relates to a method for providing protection to the skin from sunlight induced damages comprising: a. applying the composition of the first aspect to the skin; and b. optionally, rinsing the skin.
[0015] In a third aspect, the present invention relates to use of the composition of the first aspect for providing protection from sunlight induced e.g. e.g. UV light induced and blue light induced, damages.
[0016] Detailed description of the invention
[0017] 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 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”.
[0018] 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.
[0019] ‘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.
[0020] Preferably, the phrase ‘sunlight induced damage’ means damages or harmful or potentially harmful effects that may be caused by exposure to the sunlight. Likewise, the phrase ‘UV induced damages’ preferably means damages or harmful or potentially harmful effects that may be caused by exposure to UV. Further, the phrase ‘visible light induced damages’ preferably means damages or harmful or potentially harmful effects that may be caused by exposure to the visible light e.g. blue light.
[0021] 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 oil-soluble sunscreens; and c. from 0.1 to 5 wt% one or more water-soluble sunscreens d. from 0.1 to 5 wt% 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; preferably from a fatty alcohol ethoxylate or a fatty acid ethoxylate.
[0022] A compound of general formula 1
[0023] 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.
[0024] 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).
[0025] 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.
[0026] Additional examples a compound of general formula 1 include:
[0027] 1 , 1 ', 1 ", 1 "'-(1 ,3-Propanediyldinitrilo)tetrakis[2-propanol] (Registry number 69666-46-2), 2-Propanol, 1 ,1 ',1 ",1 '"-(1 ,5-pentanediyldinitrilo)tetrakis- (Registry number 104867-12-1); and
[0028] 1 , 1 ', 1 ", 1 "'-(1 ,6-Hexanediyldinitrilo)tetrakis[2-propanol] (Registry number 16607-74-2).
[0029] 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.
[0030] Oil-soluble sunscreens
[0031] The composition comprises one or more oil soluble sunscreens.
[0032] By ‘oil-soluble’, it is preferably meant those organic sunscreens which have a solubility in water of less than 10 g / L, preferably less than 5 g / L, more preferably less than 2 g / L.
[0033] The composition comprises from 0.1 to 10 wt% one or more oil-soluble sunscreens. Preferably, the composition comprises from 1 to 8 wt%, more preferably 2 to 7 wt%, even more preferably 3 to 6 wt% and further more preferably 4 to 5 wt% of one or more oil-soluble sunscreens. The one or more oil-soluble sunscreens could be of the IIV-B type or of the IIV-A type.
[0034] Preferably, the one or more oil-soluble IIV-B sunscreen is selected from octyl salicylate, 3,3,5- trimethylclohexyl 2-hydroxybenzoate, ethylhexyl salicylate, 2-ethylhexyl 2-cyano-3,3-diphenyl-2- propenoate which is also known as octocrylene, 2-ethylhexyl-4-methoxycinnamate or octylmethoxycinnamate, ethylhexyl triazone, 3-benzylidene camphor, cinoxate, diethylhexyl butamido triazone, para amino benzoic acid (PABA), ethyl di hydroxy propyl PABA, ethylhexyl dimethoxy benzylidene dioxoimidazoline propionate, isoamyl p-methoxycinnamate, isopentyl trimethoxycinnamate trisiloxane, isopropyl benzyl salicylate, isopropyl methoxycinnamate, 4- methylbenzylidene camphor, PEG-25 PABA, and pentyl dimethyl PABA. More preferred oilsoluble UVB sunscreens are selected from one or more of octyl salicylate, 3,3,5-trimethylclohexyl 2-hydroxybenzoate, ethylhexyl salicylate, 2-ethylhexyl 2-cyano-3,3-diphenyl-2-propenoate, and 2-ethylhexyl-4-methoxycinnamate and further more preferred are selected from one or more of 2-ethylhexyl-4-methoxycinnamate, ethylhexyl salicylate and 2-ethylhexyl 2-cyano-3,3-diphenyl- 2-propenoate. Some of the well-known brands under which the above sunscreens are sold are Octisalate®, Homosalate®, Neo Heliopan®, Neo Heliopan® AV, Neo Heliopan® OS, Octocrylene® and Parsol® MCX. The oil-soluble IIV-B sunscreen has Amax from 280 to 320 nm. Preferably, the one or more oil-soluble IIV-A sunscreen may be selected from one or more of a dibenzoylmethane compound, diethylamino hydroxybenzoyl hexyl benzoate and methyl anthranilate. A dibenzoyl methane compound is most preferred for an oil-soluble UVA-sunscreen. Suitable dibenzoylmethane compounds are selected from one of more of t-butylmethoxy dibenzoylmethane, 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 and 2,6-dimethyl-4-tert-butyl-4'-methoxy-dibenzoylmethane. The most preferred dibenzoyl methane compound is t-butylmethoxy dibenzoylmethane, commercially available as Parsol®1789.
[0035] Preferably, the composition comprises both an organic oil-soluble UVB and an organic oil-soluble IIV-A sunscreens selected from such sunscreens described above.
[0036] Alternately, there are certain oil soluble sunscreens which have both a IIV-A and IIV-B screening efficacy. It is selected from one or more bis-ethylhexyloxyphenol methoxyphenyl triazine, drometrizole trisiloxane, benzophenone and its derivatives. The most preferred one is bis- ethylhexyloxyphenol methoxyphenyl triazine, commercially available as Tinosorb S.
[0037] Water-soluble sunscreens
[0038] The composition comprises one or more water-soluble sunscreens.
[0039] By water soluble sunscreen, whether of the IIV-A type, or of the IIV-B type, is meant that the solubility in water of the sunscreen is higher than 10 g / L, preferably higher than 50 g / L, at 25°C.
[0040] The composition comprises from 0.1 to 5 wt% one or more water-soluble sunscreens. Preferably, the composition comprises from 1 to 4 wt% and more preferably from 2 to 3 wt% one or more water-soluble sunscreens.
[0041] Preferably, the one or more water-soluble sunscreens are selected from IIV-B sunscreen selected from phenyl benzimidazole sulphonic acid (PBSA), benzophenone-4 or benzylidene camphor sulfonic acid, more preferably PBSA. PBSA also known as Ensulizole is commercially available as Eusolex 232 (from Merck KGaA). PBSA is also available under the brand names Neo Heliopan Hydro (from Symrise), Parsol HS (from DSM) and Sunsafe ES (from Uniproma). Preferably, the one or more water-soluble sunscreens is selected from IIV-A sunscreen selected from disodium phenyl dibenzimidazole tetrasulfonate (Neoheliopan AP) or terephthalylidene dicamphor sulfonic acid (TDSA). Di sodium phenyl dibenzimidazole tetra sulfonate is also known as bisdisulizole disodium. This is commercially available as Neo Heliopan AP (from Symrise Shanghai Ltd) or as Sunsafe DPDT (from Uniproma). Terephthalylidene dicamphor sulfonic acid (TDSA) is also known as Ecamsule. This is commercially available as Mexoryl SX (US4585597) by L’ Oreal or Sunsafe TDSA (from Uniproma). It can be used as parent acid or its salts to deliver the desired benefit.
[0042] There are certain water-soluble sunscreens which have both a UV-A screening efficacy as well as a UVB screening efficacy. Such sunscreens provide both UV-A and UV-B protection e.g. benzophenone-4 (sold as Sulisobenzone). However for the purposes of the present invention benzophenone- 4 may be included as a water-soluble UV-B sunscreen.
[0043] Preferably, the composition comprises both, a water-soluble UV-B and a water-soluble UV-A sunscreens selected from such sunscreens described above.
[0044] The water-soluble sunscreens for inclusion in the composition are generally commercially available in the acid form. When included in the composition in the acid form (pre-neutralized forms), i.e. having sulphonic acid group (-SO3H), the composition additionally comprises a neutralizing agent to convert the acid form into the salt form, in which form it is known to be active as a sunscreen with an exception to Mexoryl SX which can act as sunscreen with and without neutralization. When included, a neutralizing agent is preferably included in amounts from 0.05 to 4 wt%, more preferably from 0.2 to 2 wt%. A neutralizing agent is preferably an inorganic or an organic alkali. Organic alkali is preferably an amine such as triethanolamine or diethanolamine. The present inventors have observed that the inorganic alkali is especially preferred. Preferred are alkali metal hydroxides. Most preferred metal hydroxide for inclusion as neutralizing agent in the composition of the invention are sodium hydroxide or potassium hydroxide.
[0045] Non-ionic surfactants
[0046] 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.
[0047] 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. 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.
[0048] 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.
[0049] 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).
[0050] 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).
[0051] 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).
[0052] 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).
[0053] 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.
[0054] Preferably, the pH of the composition is in the range from 4.0 to 8.0, preferably 4.5 to 7.5, preferably 5.0 to 7.5, more preferably from 5.5 to 7.0 and even more preferably from 6.0 to 7.0 e.g. 6.5. 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.
[0055] Accordingly, in a preferred aspect, the present invention relates to a personal care composition that 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 oil-soluble sunscreens; and c. from 0.1 to 5 wt% one or more water-soluble sunscreens, d. from 0.1 to 5 wt% 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; preferably from a fatty alcohol ethoxylate or a fatty acid ethoxylate, wherein, the pH of the composition is in the range 4.0 to 8.0, preferably 4.5 to 7.5, preferably 5.0 to 7.5, more preferably from 5.5 to 7.0 and even more preferably from 6.0 to 7.0 e.g. 6.5.
[0056] Preferably, a compound of general formula 1 e.g. TH PE, is neutralized before adding it in the composition. In such case, the pH of an aqueous solution of a compound of formula 1 e.g. aqueous solution of THPE, is preferably in the range 4.0 to 8.0, preferably 4.5 to 7.5, preferably 5.0 to 7.5, more preferably from 5.5 to 7.0 and even more preferably from 6.0 to 7.0. Preferably, pH of the aqueous solution of a compound of formula 1 may be adjusted using known pH adjusting agents e.g. citric acid and hydrochloric acid.
[0057] Preferably, such pre-neutralized aqueous solution of a compound of general formula 1 is added as the last step in the process of preparation of the composition. In such case, the pH of the rest of the composition, i.e. the composition before addition of a compound of general formula 1 into it, is preferably adjusted to be in the same pH range as that of the aqueous solution of a compound of general formula 1. Such range is preferably 4.0 to 8.0, preferably 4.5 to 7.5, preferably 5.0 to 7.5, more preferably from 5.5 to 7.0 and even more preferably from 6.0 to 7.0.
[0058] Thus, in a preferred aspect, the present invention relates to a process of preparing a personal care composition of the present invention comprising the steps: a. mixing oil phase ingredients in a container at a temperature range 60 to 80°C, b. mixing water phase ingredients in a separate container at a temperature range 60 to 80°C, c. mixing the oil phase of step a., into the water phase of step b., at a temperature range 60 to 80°C, d. cooling the mixed phase of step c., to temperature range 40 to 50°C and adjusting the pH thereof in the range 4.0 to 8.0; and e. adding a pre-neutralized aqueous solution of a compound of general formula 1 having the pH in the range 4.0 to 8.0; and cooling it to room temperature.
[0059] Examples of oil-phase ingredients include oil-soluble sunscreens and that of water-phase include water-soluble sunscreens and nonionic surfactants.
[0060] Humectants
[0061] 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%.
[0062] Fatty acids
[0063] Preferably, the composition further comprises from 3 to 25 wt% C8 to C22 fatty acid. The fatty acid is preferably a C10 to 022 fatty acid, more preferably a 016 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% 016 and 34 to 58% 018; or ones having 52 to 58% 016 and 40 to 47% 018 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.
[0064] 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 08 to C22 with an aqueous alkali e.g. sodium hydroxide, potassium hydroxide and ammonium hydroxide. Typical examples of soap include caprylate (08), caprates (010), laurate (012), myristate (014), palmitate (016, stearate (018) and oleate (018:1) 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.
[0065] A polymer of dimethicone / vinyldimethicone crosspolymer with or without silica
[0066] 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.
[0067] 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%.
[0068] 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:
[0069] Dimethicone / Vinyl Dimethicone Crosspolymer(and) Silica (and) Butylene Glycol available as DOWSIL™ EP-9801 Hydro Cosmetic Powder,
[0070] Dimethicone (and) Dimethicone / Vinyl Dimethicone Crosspolymer(and) Dimethicone Crosspolymer(and) Beeswax (and) Silica (and) Silica Silylate available as DOWSIL™9576 Smooth Away Elastomer
[0071] Dimethicone / Vinyl Dimethicone Crosspolymer(and) Polymethylsilsesquioxane(and) Silica Dimethyl Silylate Available as SSP100
[0072] Dimethicone / Vinyl Dimethicone Crosspolymer(and) LauroylLysine available as DOWSIL™EP- 9289 LL
[0073] Hydrophobically modified silica is preferably selected from Silica Silylate available as DOWSIL™ VM-2270 AerogelFine Particles, HDK® H2000 and Silica dimethyl silylate available as HDK® H15, HDK® H20, HDK® H30, HDK® H18.
[0074] 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.
[0075] 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.
[0076] 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%.
[0077] 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. 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.
[0078] Hydrocarbons, which are suitable cosmetically acceptable carriers include petrolatum, mineral oil, C8-Ci8 isoparaffins, polybutenes and especially isohexadecane, available commercially as Permethyl® 101A from Presperse Inc.
[0079] 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.
[0080] Preferably, the composition further comprises a skin brightening compound selected from vitamin B3 (niacinamide) and its derivatives such as picolinamide, isonicotinamide and mixtures thereof. If included in the composition, one or more of these skin brightening compounds are included preferably from 0.1 to 10 wt%, more preferably from 1 to 8 wt%, even more preferably from 2 to 7 wt% and further more preferably from 3 to 5 wt%.
[0081] Preferably, the composition further comprises a resorcinol compound selected from resorcinol, phenyl ethyl resorcinol (PER) and 4-substituted resorcinol e.g. 4-alkyl substituted resorcinol such as 4-ethyl resorcinol (ER), 4-butyl resorcinol (BR), 4-pentyl resorcinol (PR), 4-hexyl resorcinol (HR) and mixtures thereof. If included in the composition, one or more of these compounds are included in an amount 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%.
[0082] More preferably, the composition comprises at least one skin brightening compound selected from vitamin B3 and its derivatives such as picolinamide, isonicotinamide; along with at least one resorcinol compounds described above. For example, the composition preferably further comprises vitamin B3 and HR, vitamin B3 and ER.
[0083] 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%.
[0084] 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%.
[0085] 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%. 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%.
[0086] 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.
[0087] 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.
[0088] 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.
[0089] 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.
[0090] 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.
[0091] 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.
[0092] 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.
[0093] 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.
[0094] 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.
[0095] 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. Examples of AES that may be used as non-soap anionic surfactants include anionic surfactants of the general formula:
[0096] R1-(OR’)n-O-SO3- M+, wherein:
[0097] 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;
[0098] 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,
[0099] M+ is a suitable cation which provides charge neutrality, preferably sodium, calcium, potassium, or magnesium, ammonium, more preferably a sodium cation or ammonium.
[0100] 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.
[0101] 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.
[0102] 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.
[0103] 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.
[0104] 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.
[0105] In a second aspect, the present invention relates to a method of providing protection to the skin from sunlight induced damages comprising: a. applying the composition of the first aspect to the skin; and b. optionally, rinsing the skin.
[0106] In step a., the composition of the first aspect is applied on to a surface e.g. 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.
[0107] Optionally, the method of the invention comprises a further step, step b, where the surface 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.
[0108] 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.
[0109] In third aspect, the preset invention relates to use of the composition of the first aspect for providing protection from sunlight induced damages. When the composition of the first aspect is applied on a surface e.g. skin, it protects the surface from potentially harmful effects that may be induced by exposure to the sunlight. Preferably, the use is non-therapeutic or cosmetic in nature.
[0110] Examples
[0111] Protocols Media and reagents
[0112] Growth media (Dulbecco’s modified Eagle medium; DMEM) and growth supplements for Keratinocytes (HaCaT cell line), were purchased from Cascade Biologies (USA) and were reconstituted as per the supplier’s instructions, with supplied growth factors and antibiotics (100 U / mL penicillin and 100 pg / mL streptomycin). Trypsin EDTA and trypsin neutralizer were obtained from Cascade Biologies (USA).
[0113] Cell culture and exposure to UV and blue light
[0114] Keratinocytes (HaCaT cells) were seeded in 48-well plates at a density of 3.5 x 104cells / well and were maintained in the DMEM medium reconstituted as described above, for 24 to 48 h. The cells were exposed to UV light using a Solar simulator comprising a Xenon arc lamp and to blue light using LED source, as required. As control (example A) below, cells that were not exposed to either to UV or to blue light, were used as control. Prior to exposure, compositions (as shown in table 1 below) were applied evenly on PMMA plate (2 mg / cm2). For the UV or Blue light exposure, the media was carefully removed, and the cells were gently washed with sterile 1X Phosphate buffered saline (PBS). Exposure was carried out with a PMMA plate on top of the culture plate with a lid and minimal levels of 1X PBS coating the cell layer. After exposure, PBS was removed and replaced with the media in all wells. To mimic the penetration of THPE into the skin, some cells were treated with media containing THPE as shown in case of examples D and 1 in tables 2 and 3 below. Plates were incubated in 5% CO2 / 37°C incubator for 6 h and post incubation, cells were harvested, and ROS levels were measured by DCFDA assay.
[0115] DCFDA Assay
[0116] Cells were exposed with and without UVA at 100 mJ / cm2and then incubated at 37°C in the CO2 incubator for 6 h. Post 6 h, cells were washed with 1X PBS and treated with media containing DCFDA reagent and incubated at 37°C in the CO2 incubator for 30 minutes. Then cells were washed with 1x PBS once followed by the addition of fresh PBS. The plates were then wrapped with aluminum foil and taken reading at an excitation wavelength of 485 nm and emission wavelength of 535 nm. The amount of ROS generated was calculated as percentage control after background subtraction.
[0117] SPF and UVAPF Measurements
[0118] The invitro SPF and UVAPF values for the samples shown in table 4 below were measured using the following procedure: Thin film transmittance measurements were done using Labsphere’s Ultraviolet transmittance analyzer. In this study, 70 x 70 mm PMMA plate with ~6 pm roughness from Schonberg GmbH & Co were used. The percent transmittance of the various compositions was measured using a procedure as outlined below. 2 mg / cm2of sample was applied on PMMA plate, distributed uniformly using a syringe, and spread uniformly. The drying time for the PMMA plates was 30 minutes. After the drying time, sample plates were exposed to UV light and transmittance scan was recorded. This scan gives the transmittance as a function of wavelength (290 - 400 nm) for a given sample. For a single plate six to nine different spots were scanned. The same was repeated for 2 or 3 plates. The data reported is thus an average over 12 -18 readings. The reference transmittance scan was obtained using a blank plate, with no sample on the PMMA plates with glycerin spread on it. The transmittance values were used to arrive at the SPF values using the UV -2000s application provided with the instrument.
[0119] Percentage of transmittance (and therefore the SPF) was measured invitro SPF at zero time (line 0 min). Same plate was exposed to solar simulated light and % of transmittance measured at designated time intervals from 0 and 60 min. Average absorbance at 310 and 355 nm was recorded to measure % UVB & UVA photostability respectively. UV was generated using solar simulator (Atlas kW system) using irradiance of 550 W rrr2, at a distance of ~ 20 cm.
[0120] DPPH assay protocol
[0121] 20 pl of 2 mM DPPH reagent was mixed with 180 pl of THPE, an example of compound of general formula I, different concentrations (0.1 %, 0.5% and 1 %), separately in the 96 well plate. Post 30 minutes of incubation, the reading was taken at 517 nm using the TECAN instrument. The free radical scavenging activity was calculated in percentage by normalizing to the DPPH reagent control.
[0122] Examples
[0123] As described above, cells that were not exposed to UV or blue light were taken as control, example A. Further, compositions as shown in table 1 , examples B, C, D and 1 , were prepared.
[0124] Briefly, these compositions were prepared as follows:
[0125] In a container phenylbenzimidazole sulfonic Acid (Ensulizole) was neutralized by pre-weighed sodium hydroxide to obtain a homogenous transparent solution. The pre-neutralized Ensulizole, EDTA and Glycerin were added to water in the main container and homogenized at 75°C (water phase). Hysteric acid, glyceryl stearate, glycol monostearate, PEG-100 stearate, octocrylene, butyl methoxydibenzoylmethane, octyl salicyalte and emollients were added to separate containers and melted at 75°C to obtain the clear oil phase. DC 9701 or acrylate crosspolymer (e.g available as Ganezpearl 820 GMP) are pre-dispersed using spatula in the molten oil phase before addition. In the meantime, in a separate container, required polymers like xanthan gum and llltrez 10 (carbomer, crosslinked polyacrylic acid) were dispersed in water (polymer phase). The molten oil phase containing sunscreens and sensory modifying agents added to the main container and homogenized for complete mixing. The pre-dispersed polymers were added to this mix and continued mixing. At this stage, the polymer neutralized using KOH (45%). Post neutralization, dimethicone was added to the main container and continued mixing for another 5 to 8 minutes. At this stage, it was ensured that the pH of this mixture (the rest of the composition) is in the range 4.0 to 8.0 e.g. 6.0 to 7.0. With continuous mixing the temperature of the main container was brought down to 45°C to add an aqueous solution of THPE having pH in the range 6.0 to 7.0; and continued mixing to attain room temperature. The pre-neutralized solution of THPE was prepared using citric acid as shown in table 1 below. The formulation was stored overnight; and in-vitro SPF was measured the next day.
[0126] Table 1 pH = 6.0 to 7.0
[0127] The compositions as shown in table 1 above were exposed to blue light or UV light as described earlier; and ROS generation was measured with example A (unexposed control; ROS 100%) using the DCFDA assay as described earlier. The ROS levels were found to be as shown in table 2 below:
[0128] Table 2: ROS levels obtained upon exposure to blue light The data in the table 2 above shows that when a compound of general formula 1 , e.g. THPE, is used in combination with one or more oil-soluble sunscreens and one or more water-soluble sunscreens, it synergistically reduced the ROS production despite the cells were exposed to blue light. Further, the compositions as shown in table 1 above were exposed to UV light as described earlier; and ROS generation was measured as described above. Here too, example A was taken as unexposed control (ROS 100%). The results obtained were as shown in table 3 below:
[0129] Table 3: ROS levels obtained upon exposure to UV light
[0130] The data in the table 3 above shows that when a compound of general formula 1 , e.g. THPE, is used in combination with one or more oil-soluble sunscreens and one or more water-soluble sunscreens, it synergistically reduced the ROS generation despite the cells were exposed to UV light.
[0131] The data in table 2 and 3 above shows that a compound of general formula 1 , e.g. THPE, functions as an antioxidant as it reduced ROS generation. Further, when a substituted resorcinol e.g. a 4-alkyl substituted resorcinol such as 4-hexyl resorcinol (HR) or 4-ethyl resorcinol (ER); and a vitamin e.g. vitamin B3, were added to the composition of example 1 , it reduced the ROS further extent as shown in table 4 below:
[0132] Table 4: Effect of addition of HR and vitamin B3 on ROS levels ER: 1 M, HR: 1 pM and vitamin B3: 0.00125%
[0133] Further, for compositions shown in table 1 above, SPF and LIVAPF were measured as described earlier. The results obtained were as shown in table 5 below: Table 5: SPF and UVAPF
[0134] Further, free radical scavenging function of THPE, an example of compound according to general formula I was studied using the DPPH assay protocol provided above. The results obtained were as shown in table 6 below:
[0135] Table 6:
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 Rs is a carbon chain having 1 to 6 carbon atoms, b. from 0.1 to 10 wt% one or more oil-soluble sunscreens, c. from 0.1 to 5 wt% one or more water-soluble sunscreens; and d. from 0.1 to 5 wt% 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; preferably from a fatty alcohol ethoxylate or a fatty acid ethoxylate.
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 Rs=C2, b. N,N,N',N'-Tetrakis(2-hydroxypropyl)ethylenediamine, where RI=R2=R3=R4=C3; and Rs=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 oilsoluble sunscreens are selected from:a. a UV-B sunscreen selected from one or more of octyl salicylate, 3,3,5- trimethylclohexyl 2-hydroxybenzoate, ethylhexyl salicylate, 2-ethylhexyl 2-cyano- 3,3-diphenyl-2-propenoate, 2-ethylhexyl-4-methoxycinnamate and octylmethoxycinnamate; and / or b. a UV-A sunscreen selected from one or more of a dibenzoylmethane compound, diethylamino hydroxybenzoyl hexyl benzoate and methyl anthranilate.
5. The composition as claimed in claim 4 wherein the dibenzoylmethane compound is selected from one or more of t-butylmethoxydibenzoylmethane, 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 and 2,6-dimethyl-4-tert-butyl-4'-methoxy- dibenzoylmethane.
6. The composition as claimed in any one of claims 1 to 5 wherein the one or more water- soluble sunscreen is selected from: a. a UV-B sunscreen selected from one or more of 2-phenylbenzimidazole-5- sulfonic acid, benzophenone-4 and benzylidene camphor sulfonic acid; and / or b. a water-soluble UV-A sunscreen selected from one or more of di sodium phenyl dibenzimidazole tetra sulfonate and terephthalylidene dicamphor sulfonic acid.
7. The composition as claimed in any one of claims 1 to 6 wherein the one or more non-ionic surfactant having HLB value in the range from 9 to 20 is selected from a fatty alcohol ethoxylate or a fatty acid ethoxylate.
8. The composition as claimed in any one of claims 1 to 7 wherein the composition further comprises one or more humectants selected from 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.
9. The composition as claimed in any one of claims 1 to 8 wherein the composition further comprises from 3 to 25 wt% Cs to C22 fatty acid, preferably from palmitic acid and / or stearic acid.
10. The composition as claimed in any one of claims 1 to 9 wherein the composition further comprises a polymer of dimethicone / vinyldimethicone crosspolymer with or without silica.
11. The composition as claimed in any one of claims 1 to 10 wherein the pH of the composition is in the range 4.0 to 8.0.
12. The composition according to any one of claims 1 to 11 wherein the composition is in the form of leave-on composition such as a cream, a lotion, a serum and a deodorant.
13. The composition according to any one of claims 1 to 11 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.
14. A method for providing protection to the skin from sunlight induced damages comprising: a. applying the composition as claimed in anyone claims 1 to 13 to the skin; and b. optionally, rinsing the skin.
15. Use of the composition as claimed in any one of claims 1 to 13 for providing protection from sunlight induced damages.
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