Classifications

• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
  • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
  • A61K8/37—Esters of carboxylic acids
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
  • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
  • A61K8/37—Esters of carboxylic acids
  • A61K8/375—Esters of carboxylic acids the alcohol moiety containing more than one hydroxy group
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
  • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
  • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
  • A61K8/4973—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
  • A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
  • A61P17/00—Drugs for dermatological disorders
  • A61P17/04—Antipruritics
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
  • A61P19/00—Drugs for skeletal disorders
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
  • A61Q19/00—Preparations for care of the skin
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
  • C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
  • C09K23/017—Mixtures of compounds
  • C09K23/018—Mixtures of two or more different organic oxygen-containing compounds
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
  • A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
  • A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
  • A61Q19/00—Preparations for care of the skin
  • A61Q19/004—Aftersun preparations

Definitions

• Sorbitan esters have been used for many years as surface active agents, having emulsifying, dispersing, wetting and/or solubilising properties in a wide range of applications such as personal care, cleaning, general industrial, food, and many others.
• sorbitan esters have been used as emulsifiers in personal care applications, for example skin care, sunscreens, toiletries, decorative cosmetics, perfumes and fragrances.
• sorbitan esters normally involves the reaction of sorbitol with fatty acids or derivatives thereof, and results in a complex mixture of products including sorbitol mono- di-, tri-, and higher esters, sorbitan mono-, di-, and higher- esters, isosorbide mono-, and di-esters, and non-esterified sorbitol, sorbitan and isosorbide.
• concentrations of the aforementioned individual components can vary, but sorbitan esters are the main components. There can be significant amounts of isosorbide esters present, but sorbitol esters are normally present at very low concentrations.
• the number of carbon atoms present in the hydrophobe of the sorbitol/sorbitan/isosorbide esters is dependant upon the particular fatty acid(s) employed in the reaction, and the average number thereof will be substantially the same for all of the components.
• the invention also provides a method of forming a surfactant composition which comprises mixing together a sorbitan ester component and a sorbitol ester component wherein the mean number of carbon atoms of the hydrophobe of the sorbitan ester is greater than that of the sorbitol ester.
• the invention further provides an emulsion comprising a surfactant composition capable of forming liquid crystals in water which comprises at least one sorbitan ester and at least one sorbitol ester wherein the mean number of carbon atoms of the hydrophobe of the sorbitan ester is greater than that of the sorbitol ester.
• a surfactant composition capable of forming liquid crystals in water which comprises at least one sorbitan ester and at least one sorbitol ester wherein the mean number of carbon atoms of the hydrophobe of the sorbitan ester is greater than that of the sorbitol ester.
• the invention further provides a personal care or cosmetic product comprising a surfactant composition comprising at least one sorbitan ester and at least one sorbitol ester wherein the mean number of carbon atoms of the hydrophobe of the sorbitan ester is greater than that of the sorbitol ester.
• the invention still further provides the use of a surfactant composition comprising at least one sorbitan ester and at least one sorbitol ester wherein the mean number of carbon atoms of the hydrophobe of the sorbitan ester is greater than that of the sorbitol ester, to stabilise an emulsion.
• a surfactant composition comprising at least 3% by weight of at least one one sorbitol ester, to form liquid crystals in the water phase of an oil in water emulsion, to stabilise the emulsion.
• the sorbitan and/or sorbitol esters used in the present invention are normally made by reacting sorbitol with fatty acids or derivatives thereof, e.g. fatty acid methyl, ethyl and/or isopropyl esters esters, or fatty acid triglycerides.
• Preferred fatty acids comprise in the range from 8 to 24, more preferably 10 to 22, particularly 12 to 20, and especially 12 to 18 carbon atoms. Linear fatty acids are preferred.
• Suitable fatty acids include capric, lauric, myristic, palmitic, stearic, and/or behenic acid.
• greater than 80%, more preferably greater than 85%, particularly greater than 90%, and especially greater than 95% by weight of saturated fatty acids are employed.
• concentration of unsaturated fatty acids used is preferably less than 20%, more preferably less 15%, particularly less than 10%, and especially less than 5% by weight.
• Oleic acid is a particularly suitable unsaturated fatty acid.
• the mean number of carbon atoms (on a molar basis) present in the hydrophobe (derived from the fatty acid or derivative thereof) of the sorbitan esters is suitably at least 1 , preferably at least 2, more preferably in the range from 3 to 7, particularly 4 to 6, and especially 4.5 to 5 greater than the mean number of carbon atoms present in the hydrophobe of the sorbitol esters.
• the mean number of carbon atoms of the sorbitan ester hydrophobe is suitably in the range from 12 to 24, preferably 14 to 20, more preferably 15 to 19, particularly 16 to 18, and especially 16.5 to 17.5.
• the mean number of carbon atoms of the sorbitol ester hydrophobe is suitably in the range from 8 to 20, preferably 10 to 16, more preferably 11 to 14, particularly 11.5 to 13, and especially 12 to 12.5.
• the ratio of sorbitan esters to sorbitol esters present in a composition according to the present invention is suitably in the range from 1 to 50:1, preferably 2 to 30:1, more preferably 4 to 20:1 , particularly 7 to 13:1 , and especially 9 to 11:1 by weight.
• the concentration of sorbitan esters is suitably in the range from 25 to 95%, preferably 45 to 90%, more preferably 60 to 85%, particularly 65 to 80%, and especially 69 to 73% by weight of the total composition.
• the concentration of sorbitol esters is suitably in the range from 1 to 25%, preferably 3 to 15%, more preferably 5 to 12%, particularly 7 to 9%, and especially 7.5 to 8.5% by weight of the total composition.
• the concentration of isosorbide esters is suitably in the range from 3 to 35%, preferably 7 to 25%, more preferably 10 to 20%, particularly 14 to 18%, and especially 15 to 17% by weight of the total composition.
• Suitable sorbitan esters include sorbitan cocoate, sorbitan caprate, sorbitan laurate, sorbitan myristate, sorbitan palmitate and/or sorbitan stearate.
• Preferred sorbitan esters are sorbitan palmitate and/or sorbitan stearate.
• the concentration of sorbitan palmitate and/or sorbitan stearate is at least 70%, more preferably at least 90%, particularly at least 95%, and especially at least 98% by weight of the total concentration of sorbitan esters present in the composition.
• the molar ratio of sorbitan palmitate to sorbitan stearate is preferably in the range from 0.3 to 4:1 , more preferably 0.5 to 2:1 , particularly 0.7 to 1.5:1 , and especially 0.9 to 1.1:1.
• a preferred minor sorbitan ester component is sorbitan laurate which is preferably present at a concentration of less than 5%, more preferably less than 3%, particularly in the range from 0.2 to 2%, and especially 0.5 to 1.5% by weight of the total concentration of sorbitan esters.
• the sorbitan esters used in the present invention preferably comprise a mixture of mono-, di-, tri-, and optionally tetra-, esters.
• the concentration of monoesters is suitably at least 20%, preferably at least 25%, more preferably at least 30%, particularly at least 35%, and especially at least 40% by weight based upon the total concentration of sorbitan esters.
• the concentration of the combination of monoesters and diesters is suitably at least 50%, preferably at least 65%, more preferably at least 75%, particularly at least 80%, and especially at least 85% by weight based upon the total concentration of sorbitan esters.
• the concentration of tri- and tetra-esters is suitably not more than 50%, preferably not more than 35%, more preferably not more than 25%, particularly not more than 20%, and especially not more than 15% by weight based upon the total concentration of sorbitan esters.
• Suitable sorbitol esters include sorbitol cocoate, sorbitol caprate, sorbitol laurate, sorbitol myristate, sorbitol palmitate and/or sorbitol stearate, preferably sorbitol laurate, sorbitol palmitate and/or sorbitol stearate, and more preferably sorbitol laurate.
• the concentration of sorbitol laurate is suitably in the range from 0.5 to 25%, preferably 2 to 15%, more preferably 4 to 10%, particularly 6 to 8%, and especially 6.5 to 7.5% by weight of the total composition.
• the concentration of sorbitol laurate is suitably at least 30%, preferably at least 50%, more preferably at least 70%, particularly at least 80%, and especially at least 90% by weight of the total concentration of sorbitol esters present in the composition.
• the concentration of sorbitol laurate is preferably at least 1 , more preferably at least 5, particularly at least 7, and especially at least 10 times by weight greater than any other individual sorbitol ester present in the composition.
• sorbitol laurate is preferably the predominant sorbitol ester present in the composition.
• Preferred minor sorbitol esters are sorbitol palmitate and/or sorbitol stearate, suitably present at a combined concentration of less than 7%, preferably less than 5%, more preferably less than 3%, particularly less than 1%, and especially less than 0.5% by weight of the total composition.
• the sorbitol esters used in the present invention preferably comprise a mixture of mono- and di-esters.
• the concentration of monoesters is suitably at least 40%, preferably at least 60%, more preferably at least 70%, particularly at least 80%, and especially at least 85% by weight based upon the total concentration of sorbitol esters.
• the concentration of diesters is suitably less than 60%, preferably less than 40%, more preferably less than 30%, particularly less than 20%, and especially less than 15% by weight based upon the total concentration of sorbitol esters.
• the concentration of free polyol, preferably sorbitol, sorbitan and/or isosorbide, present in a composition according to the present invention is suitably in the range from 0.5 to 20%, preferably 2 to 15%, more preferably 3 to 10%, particularly 4.5 to 6%, and particularly 5 to 5.5% by weight of the total composition. Suitably greater than 20%), preferably in the range from 30 to 80%, more preferably 35 to 70%, particularly 40 to 60%, and especially 45 to 55% by weight of the free polyol is sorbitol.
• the surfactant composition according to the present invention is preferably formed by mixing together (i) a composition predominantly comprising sorbitan ester
• sorbitan ester component (hereinafter referred to as the sorbitan ester component), and (ii) a composition predominantly comprising sorbitol ester (hereinafter referred to as the sorbitol ester component).
• the sorbitan ester component suitably comprises sorbitan ester at a concentration in the range from 25 to 98%, preferably 45 to 90%, more preferably 65 to 85%, particularly 74 to 82%, and especially 76 to 80% by weight of the total composition.
• Suitable sorbitan esters include sorbitan cocoate, sorbitan caprate, sorbitan laurate, sorbitan myristate, sorbitan palmitate and/or sorbitan stearate.
• Preferred sorbitan esters are sorbitan palmitate and/or sorbitan stearate.
• the concentration of sorbitan palmitate and/or sorbitan stearate is preferably at least 75%, more preferably at least 92%, particularly at least 97%, and especially at least 99% by weight of the total concentration of sorbitan esters present in the sorbitan ester component.
• the preferred molar ratios, when present as a mixture, of sorbitan palmitate to sorbitan stearate in the sorbitan ester component are the same as those given above for the surfactant composition according to the present invention.
• the preferred concentration ranges of sorbitan monoesters, diesters, and higher esters in the sorbitan ester component are the same as those given above for the surfactant composition according to the present invention.
• the concentration of sorbitol ester in the sorbitan ester component is suitably less than 10%, preferably less than 6%, more preferably less than 3%, particularly less than 1%, and especially less than 0.5% by weight of the total composition.
• the sorbitol ester suitably comprises sorbitol palmitate and/or sorbitol stearate, preferably present at a molar ratio in the range from 0.3 to 4:1 , more preferably 0.5 to 2:1 , particularly 0.7 to 1.5:1 , and especially 0.9 to 1.1 :1.
• the concentration of isosorbide esters in the sorbitan ester component is suitably in the range from 3 to 40%, preferably 8 to 30%, more preferably 12 to 25%, particularly 16 to 20%, and especially 17 to 19% by weight of the total composition.
• the concentration of free polyol, preferably sorbitol, sorbitan and/or isosorbide, present in the sorbitan ester component is suitably in the range from 0.5 to 15%, preferably 1 to 10%, more preferably 1.5 to 6%, particularly 2 to 4%, and particularly 2.5 to 3.5% by weight. Preferably greater than 30%, more preferably in the range from 50 to 95%, particularly 60 to 85%, and especially 70 to 80% by weight of the free polyol is sorbitan.
• the sorbitan ester component suitably has a HLB value in the range from 3 to 10, preferably 3.5 to 8, more preferably 4 to 6, particularly 4.4 to 5, and especially 4.6 to 4.8.
• Suitable sorbitol esters include sorbitol cocoate, sorbitol caprate, sorbitol laurate, sorbitol myristate, sorbitol palmitate and/or sorbitol stearate, and preferably sorbitol laurate.
• the concentration of sorbitol laurate is preferably at least 50%, more preferably at least 80%, particularly at least 90%, and especially at least 95% by weight of the total amount of sorbitol esters present in the sorbitol ester component.
• the concentration of sorbitan ester, preferably sorbitan laurate, in the sorbitol ester component is suitably less than 30%, preferably in the range from 1 to 20%, more preferably 3 to 12%, particularly 5 to 9%, and especially 6 to 8% by weight of the total composition.
• the concentration of free polyol, preferably sorbitol, sorbitan and/or isosorbide, present in the sorbitol ester component is preferably in the range from 2 to 60%, more preferably 10 to 50%, particularly 15 to 40%, and particularly 20 to 30% by weight of the total composition. Preferably greater than 50%, more preferably greater than 75%, particularly greater than 85%, and especially greater than 95% by weight of the free polyol in the sorbitol ester component is sorbitol.
• the preferred concentration ranges of sorbitol monoesters and diesters in the sorbitol ester component are the same as those given above for the surfactant composition according to the present invention.
• the sorbitan ester component is suitably mixed together with the sorbitol ester component at a weight ratio in the range from 0.5 to 100:1 , preferably 3 to 50:1 , more preferably 7 to 15: 1 , particularly 8 to 10: 1 , and especially 8.5 to 9.5: 1.
• the surfactant composition according to the present invention is capable of forming liquid crystals in water, preferably forms liquid crystals, more preferably in emulsions, and particularly in oil in water emulsions.
• the liquid crystals which are formed are preferably lyotropic liquid crystals (i.e. both concentration and temperature dependant), more preferably lamellar phase liquid crystals, and particularly L alpha phase (neat) liquid crystals.
• the surfactant composition is suitable for use in forming emulsions (and dispersions), i.e. as the, or as part of the, emulsifier system, such as water in oil emulsions, oil in polyol (e.g. glycerol) emulsions, particularly oil in water emulsions, and especially for use in personal care or cosmetic products.
• emulsions and dispersions
• water in oil emulsions oil in polyol (e.g. glycerol) emulsions
• polyol e.g. glycerol
• Suitable normally liquid emollient oils include non-polar oils, for example mineral or paraffin, especially isoparaffin, oils, such as that sold by Uniqema as Ariamol (trade mark) HD; or medium polarity oils, for example vegetable ester oils such as jojoba oil, vegetable glyceride oils, animal glyceride oils, such as that sold by Uniqema as Estol (trade mark) 3603 (caprylic/capric triglyceride), synthetic oils, for example synthetic ester oils, such as isopropyl palmitate and those sold by Uniqema as Estol 1512 and Ariamol DOA, ether oils, particularly of two fatty e.g.
• emollients can and often will be used, and in some cases solid emollients may dissolve wholly or partly in liquid emollients or in combination the freezing point of the mixture is suitably low.
• the emollient composition is a solid (such as fatty alcohols) at ambient temperature
• the resulting dispersion may technically not be an emulsion (although in most cases the precise phase of the oily disperse phase cannot readily be determined) but such dispersions behave as if they were true emulsions and the term emulsion is used herein to include such compositions.
• the concentration of the oil phase may vary widely.
• the amount of oil in the emulsion is suitably in the range from 1 to 90%, preferably 3 to 60%, more preferably 5 to 40%, particularly 8 to 20%, and especially 10 to 15% by weight of the total composition.
• the amount of water (or polyol, e.g. glycerin) present in the emulsion is suitably greater than 5%, preferably in the range from 30 to 90%, more preferably 50 to 90%, particularly 70 to 85%, and especially 75 to 80% by weight of the total composition.
• the amount of surfactant composition defined herein in an emulsion or personal care or cosmetic product according to the present invention is suitably in the range from 0.1 to 10%, preferably 0.5 to 8%, more preferably 1 to 7%, particularly 1.5 to 6%, and especially 2 to 5.5%, by weight of the total composition.
• Personal care or cosmetic emulsions can be divided by viscosity into milks and lotions, which preferably have a low shear viscosity (measured at shear rates of about 0.1 to 10 s "1 as is typically used in Brookfield viscometers) of up to 10,000 mPa.s, and creams which preferably have a low shear viscosity of more than 10,000 mPa.s.
• Milks and lotions preferably have a low shear viscosity in the range from 100 to 10,000, more preferably 200 to 5,000, and particularly 300 to 1 ,000 mPa.s.
• the amount of surfactant composition according to the present invention present in a milk or lotion is preferably in the range from 2 to 3% by weight of the total composition.
• Creams preferably have a low shear viscosity of at least 20,000, more preferably in the range from 30,000 to 80,000, and particulariy 40,000 to 70,000 mPa.s, although even higher viscosities e.g. up to about 10 6 mPa.s, may also be used.
• the amount of surfactant composition present in a cream is preferably in the range from 4 to 5.5% by weight of the total composition.
• the emulsions of the invention may be made by generally conventional emulsification and mixing methods.
• the surfactant composition may be added to (i) the oil phase, which is then added to the aqueous phase, or (ii) both the combined oil and water phases, or (iii) the water phase, which is then added to the oil phase.
• Method (iii) is preferred.
• the resulting mixture can then be emulsified using standard techniques. It is preferred to either heat the aqueous and oil phases usually above about 60°C, e.g. to about 80 to 85°C, or to subject the aqueous phase to high intensity mixing at lower, e.g. about ambient, temperature. Vigorous mixing and the use of moderately elevated temperatures can be combined if desired.
• the heating and/or high intensity mixing can be carried out before, during or after addition of the oil phase but once emulsified, care should be taken not to destroy the liquid crystal system by excessive mixing or stirring.
• the emulsions can also be made by inverse emulsification methods, whereby the surfactant composition is added to either the oil phase or the aqueous phase, and the aqueous phase is mixed into the oil phase to initially form a water in oil emulsion. Aqueous phase addition is continued until the system inverts to form an oil in water emulsion. Plainly a substantial amount of aqueous phase will generally be needed to effect inversion and so this method is not likely to be used for high oil phase content emulsions. Vigorous mixing and the use of moderately elevated temperatures can be combined if desired. Heating can be carried out during or after addition of the aqueous phase and before, during or after inversion. High intensity mixing can be carried out during or after addition of the aqueous phase, and before or during inversion
• the emulsions may for example be microemulsions or nanoemulsions, having a mean droplet size over a wide range, preferably in the range from 10 to 10,000 nm.
• the emulsion droplet size may be reduced, for example by high pressure homogenisation, preferably to a value in the range from 100 to 1 ,000 nm, more preferably 300 to 600 nm.
• the emulsions according to the present invention are stable, measured as described herein, preferably for greater than one month, more preferably greater than two months, particularly greater than three months, and especially greater than four months at ambient temperature (23°C), and also preferably at 40°C.
• the stability at even higher temperatures can be particularly important, and therefore the emulsion is stable, measured as described herein, suitably for greater than one week, preferably greater than two weeks, more preferably greater than 3 weeks, particularly greater than one month, and especially greater than two months at 50°C.
• the liquid crystals created during emulsion formation are substantially maintained during the aforementioned time and temperature testing regimes.
• components may be included in the emulsions to make personal care or cosmetic compositions or products.
• These components can be oil soluble, water soluble or non-soluble.
• examples of such materials include: (i) preservatives such as those based on parabens (alkyl esters of 4-hydroxybenzoic acid), phenoxyethanol, substituted ureas and hydantoin derivatives e.g. those sold commercially under the trade names Germaben II Nipaguard BPX and Nipaguard DMDMH, when used preferably at a concentration in the range from 0.5 to 2% by weight of the total composition;
• sunfilter or sunscreen materials including organic sunscreens and/or inorganic sunscreens including those based on titanium dioxide or zinc oxide; when used preferably at a concentration in the range from 0.1% to 20%, more preferably 1 to 15%, and particularly 2 to 10% by weight of the total composition;
• alpha hydroxy acids such as glycolic, citric, lactic, malic, tartaric acids and their esters; self-tanning agents such as dihydroxyacetone;
• vitamins and their precursors including: (a) Vitamin A, e.g. as retinyl palmitate and other tretinoin precursor molecules, (b) Vitamin B, e.g. as panthenol and its derivatives, (c) Vitamin C, e.g. as ascorbic acid and its derivatives, (d) Vitamin E, e.g. as tocopheryl acetate, (e) Vitamin F, e.g. as polyunsaturated fatty acid esters such as gamma-linolenic acid esters; (viii) skin care agents such as ceramides either as natural materials or functional mimics of natural ceramides;
• cooling additives such as menthol or camphor
• insect repellents such as N,N-diethyl-3-methylbenzamide (DEET) and citrus or eucalyptus oils;
• pigments including microfine pigments, particularly oxides and silicates, e.g. iron oxide, particularly coated iron oxides, and/or titanium dioxide, and ceramic materials such as boron nitride, or other solid components, such as are used in make up and cosmetics, to give suspoemulsions, preferably used in an amount in the range from 1 to 15%, more preferably at least 5% and particularly approximately 10%.
• the surfactant composition and emulsions according to the present invention are suitable for use in a wide range of compositions and end-use applications, such as moisturizers, sunscreens, after sun products, body butters, gel creams, high perfume containing products, perfume creams, baby care products, hair conditioners, skin toning and skin whitening products, water-free products, anti-perspirant and deodorant products, tanning products, cleansers, 2-in-1 foaming emulsions, multiple emulsions, preservative free products, emulsifier free products, mild formulations, scrub formulations e.g. containing solid beads, silicone in water formulations, pigment containing products, sprayable emulsions, colour cosmetics, conditioners, shower products, foaming emulsions, make-up remover, eye make-up remover, and wipes.
• moisturizers e.g. containing solid beads, silicone in water formulations, pigment containing products, sprayable emulsions, colour cosmetics, conditioners, shower products,
• Formulations containing a surfactant composition or emulsion according to the present invention may have a pH value over a wide range, preferably in the range from 3 to 13, more preferably 5 to 10, and especially 6 to 8.
• One preferred embodiment is as a sunscreen which contains one or more organic sunscreens and/or inorganic sunscreens such as metal oxides, but preferably comprises at least one particulate titanium dioxide and/or zinc oxide, particularly included in the composition in the form of an aqueous and/or organic, preferably aqueous, dispersion available commercially from Uniqema under the trade marks Tioveil and Solaveil Clarus (both titanium dioxide) and Spectraveil (zinc oxide).
• useful organic sunscreens include benzophenone-1 , benzophenone-2, benzophenone-3, benzophenone-6, benzophenone-8, benzophenone-12, isopropyl dibenzoyl methane, butyl methoxy dibenzoyl methane, ethyl dihydroxypropyl PABA, glyceryl PABA, octyl dimethyl PABA, octyl methoxycinnamate, homosalate, octyl salicylate, octyl triazone, octocrylene, etocrylene, menthyl anthranilate, 4-methylbenzylidene camphor, benzophenone 4, and phenyl benzimidazole sulphonic acid.
• End use sunscreen formulations containing the surfactant composition according to the present invention can exhibit surprisingly improved water resistance and/or sun protection (SPF values).
• HPLC system employed was Agilent 1100 series comprising G1379A de-gasser, G1311A quaternary pump, G1313A autosampler and G1316A column oven with a
• Stability was assessed by observing the emulsions after storage at ambient temperature (23°C), cold at 5°C or under elevated temperature storage at 40°C and 50°C. Measuring storage stability at 50°C is a very severe test. The composition was stable if no visible separation of the emulsion occurred. The stability of the liquid crystals in the emulsion was also assessed by observing under a microscope using polarized light.
• Viscosity was measured at 23°C with a Brookfield LVT viscometer using an appropriate spindle (LV1, LV2, LV3, or LV4 - depending on the viscosity of the emulsion being tested) at 6 rpm (0.1 Hz), 1 day after making the emulsions and results are quoted in mPa.s.
• the product was analysed as described herein and comprised 78% by weight of C16/C18 sorbitan esters, 18% by weight of C16/C18 isosorbide esters, ⁇ 1 % by weight of C16/C18 sorbitol esters, and 3% by weight of polyol.
• the product was analysed as described herein and comprised 2% by weight of C12 sorbitan esters, 73% by weight of C12 sorbitol esters, and 25% by weight of polyol.
• Example 8 Oil in water aqua gel sunscreen cream.
• Surfactant Composition produced in Example 1(iii)) 5 Carbopol Ultrez 10 0.2 Veegum Ultra 0.8 MONAMATE RMEA 40 (trade mark, ex Uniqema) 0.2 Propylene glycol 4 Water 57.7
• phase B into A with high sheer mixing while maintaining the temperature at 75-80°C.
• A/B mixture into C with high sheer mixing and homogenise at 10,000 rpm for 1 minute.
• the resultant opaque cream showed no visible separation after 3 months storage at 5°C, ambient temperature (23°C), and at 40°C.
• the cream showed no visible separation after 1 month at 50°C.

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• Bioinformatics & Cheminformatics (AREA)
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• Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
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• 2004
  • 2004-04-23 GB GBGB0409066.8A patent/GB0409066D0/en not_active Ceased
• 2005
  • 2005-04-12 ES ES05732804T patent/ES2392438T3/es not_active Expired - Lifetime
  • 2005-04-12 RU RU2006141355/15A patent/RU2380083C2/ru active
  • 2005-04-12 WO PCT/GB2005/001389 patent/WO2005102265A1/en not_active Ceased
  • 2005-04-12 PL PL05732804T patent/PL1755545T3/pl unknown
  • 2005-04-12 CN CN2005800126117A patent/CN101060828B/zh not_active Expired - Lifetime
  • 2005-04-12 EP EP05732804A patent/EP1755545B1/en not_active Expired - Lifetime
  • 2005-04-12 BR BRPI0509981-1A patent/BRPI0509981A2/pt not_active Application Discontinuation
  • 2005-04-12 US US11/587,043 patent/US8673987B2/en active Active
  • 2005-04-12 JP JP2007508956A patent/JP2007533712A/ja not_active Withdrawn
  • 2005-04-12 KR KR1020067021857A patent/KR101256228B1/ko not_active Expired - Lifetime
• 2012
  • 2012-07-27 JP JP2012167258A patent/JP2012229265A/ja active Pending

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