US3479428A - Sunscreen composition and method of using the same - Google Patents

Sunscreen composition and method of using the same Download PDF

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Publication number
US3479428A
US3479428A US381244A US3479428DA US3479428A US 3479428 A US3479428 A US 3479428A US 381244 A US381244 A US 381244A US 3479428D A US3479428D A US 3479428DA US 3479428 A US3479428 A US 3479428A
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sunscreen
oil
castor oil
composition
skin
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US381244A
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Douglas Maxwell Bryce
Michael Brian Rooke
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Boots Co PLC
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Boots Pure Drug Co Ltd
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    • 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
    • A61Q17/02—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 containing insect repellants
    • 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
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
    • A61K8/445—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof aromatic, i.e. the carboxylic acid directly linked to the aromatic ring
    • 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

Definitions

  • This invention relates to improvements in cosmetic preparations.
  • it relates to improved preparations for the protection of the skin from the harmful effect of solar radiation.
  • the ultra-violet radiation of wavelength 290 to 313 m may produce a severe erythema especially in fair skinned subjects whose skins contain only small amounts of the protective pigment melanin.
  • Numerous protective agents have been discovered which absorb ultra-violet light of wavelength 290 to 314 III/l. while the radiation of longer wavelength is transmitted.
  • the most highly active selective protective agents of this type are so active that a very thin film on the surface of the skin will protect the skin against erythema but will transmit the longer wavelength radiation which imparts the much sought tan to the skin.
  • compositions are generally referred to as protecting the skin against sunlight but it is to be understood that the compositions may equally Well be used for protection against ultra-violet radiation of 290 to 313 m whatever its source.
  • a sunscreen agent can only exert its maximum effect if it remains in the surface of the skin for as long a time as possible.
  • a sunscreen agent applied to the skin in association with castor oil or certain prepared lanolin fractions remains on the skin surface for a longer time than the same agent associated with conventional carriers.
  • the prepared lanolin fractions as those available commercially under the trademark Fluilan, Lantrol and Westbrooks liquid lanolin (which are liquid lanolins or lanolin oils produced by low vacuum distillation or fractional solvent crystallization, see de Navarre, Chemistry and Manufacture of Cosmetics, vol. 2, Cosmetic Material (1962), p. 202).
  • compositions for the protection of skin against ultraviolet radiation comprising a sunscreen agent and a cosmetically acceptable diluent or carrier comprising not less than 5% of caster oil, and/or a prepared lanolin fraction as herein before defined.
  • compositions according to the present invention comprise oils, lotions, sprays, creams and foams containing a sunscreen agent within the range of 0.2 to 10% and preferably about 2% of the composition.
  • Suitable sunscreen agents comprise derivatives of benzoic acid, salicyclic acid and benzophenone.
  • esters of N-alkyl p-aminobenzoic acids, particularly ethyl p-dimethylaminobenzoate which in addition to its excellent sunscreen properties, is economic in use, readily available and is readily soluble in the formulation bases.
  • Suitable insect repellents which may form part of the compositions according to the present invention include dimethyl phthalate, dibutyl phthalate and N,N-diethyltoluamide.
  • the essential components of the bases according to the invention are castor oil.
  • the formulation base may also contain additional solvents, preservatives, antioxidants, emulsifiers, perfumes, colouring matter and water.
  • Any pharmaceutically acceptable sol-vent may be employed which is compatible with the remaining ingredients.
  • ethanol is especially useful in those oil compositions containing castor oil as it prevents undue stickiness of the preparation. It is generally desirable to include a preservative in aqueous preparations according to the invention and we have found that esters of p-hydroxybenzoic acid are particularly valuable. Those compositions based on castor oil tend to deteriorate on keeping clue to the atmospheric oxidation of the oil.
  • Emulsifying agents which may also be added to the compositions according to the invention include those sold under the trademark Polawax which is prepared from cetostearyl alcohol and containing a polyoxyethylene derivative of a fatty acid ester of sorbitan (see Martindale, The Extra Pharmacopoeia, vol. 1, 24th ed., page 698), and the trademark Lanette Wax SX which is a mixture of partially sulphated octyl and stearyl alcohols. Cosmetically acceptable perfumes and colouring matter may be added as desired.
  • the sunscreen oils according to the invention comprise the sunscreen dissolved in the liquid base. It may be desirable to incorporate a thinning agent in castor oil and prepared lanolin fraction formulations and up to 20% of ethanol may be added for this purpose. In castor oil based preparations, which are the preferred compositions about 5 to 10% of ethanol is normally sufficient to give an acceptable composition.
  • the lotions according to the invention comprise a solution of the sunscreen agent in the oil to which is added aqueous ethanol consistent with complete miscibility.
  • Castor oil is the preferred base for lotions as it is more soluble in alcohol than Fluilan.
  • the creams according to the invention contain 0.2 to 10%, preferably about 2% of the sunscreen agent, may be liquid or solid with either water or oil as the continuous phase or they may be vanishing creams or foams. To all of these it is preferable to add a preservative.
  • a liquid water-in-oil cream for example may contain 35 to of total oily phase comprising prepared lanolin fraction or castor oil, together with other oily components such as insect repellants, sunscreen agents and other water insoluble materials, emulsified with water and emulsifying agents where necessary.
  • Liquid oil-in-water creams may contain 5 to 60% of the oil phase together with a suitable emulsifier, for example that available commers e 4 cially under the trademark Lanbritol Wax M21 2 Moderate erythema which is a non-ionic self-emulsifying wax prepared from 3 Severe erythema without oedema higher fatty alcohols melting at 97 C. (see Martindale, 4 Severe erythema with oedema The Extra Pharmacopoeia, vol. 1, 24th edition, p. 1003).
  • a suitable emulsifier for example that available commers e 4 cially under the trademark Lanbritol Wax M21 2 Moderate erythema which is a non-ionic self-emulsifying wax prepared from 3 Severe erythema without oedema higher fatty alcohols melting at 97 C.
  • Solid sunscreen creams according to the invention are 5 v ControlB Treated9 p p Similarly to the liquid creams but y y com Animal Sunscreen dissolved in min. exposure min. exposure tain a higher proportion of the oil phase.
  • Solid water-in- A 4 3 oil creams may contain from 35 to 90% of the oil phase 5;; l y p e i 3 and oil-in-water creams may contain 10 to 80% oil.
  • 3 1 Suitable emulsifiers are included where necessary. 2
  • Vanishing cream or sunscreen foams may comprise 5 Cast on 3 1 to 30% of the oil phase emulsified with a suitable emul- 3 1 sifier such as Polawax, triethanolamine stearate or selfemulsifying glyceryl monostearate.
  • a suitable emul- 3 1 sifier such as Polawax, triethanolamine stearate or selfemulsifying glyceryl monostearate.
  • h control flanks Scored agalhst it may be desirable to incorporate a humeetant Such as 8 for those treated with the sunscreen agent dlssolved 1n glycerol to reduce drying out f the eompositions dimethyl phthalate.
  • the solutions were evenly PP e t0 the ereas on each haelf rahdom applied to human skin and, after 5 minutes, the skin was Order- After anewlhg aperled 0t 15 t 30 mlhhtes 111 the extracted with ethanol and the ethanol solution assayed shade to allow the ihdivldual Preparatlens to penetrate the spectrophotometrically for the content of sunscreen. A Skin, each back was exposed to the Sun for one hour.
  • Solution D Dimethy1 phthalate the transmitted radiation 290 to 360 m approximated Solution E Arachis Oh to that of normal sunlight in each case the left flank was used as a control area and was irradiated for 3 minutes. 60 Similar areas on the right flank of each animal were treated with standard amounts of sunscreen solution and 2 hours after application they were irradiated for 9 minutes. The degree of erythema was assessed visually after The solutions were compared individually with each other in 10 different ways, and the following table shows whether better protection was given by one or other of a particular pair or whether no difference could be noted.
  • the cream formulations described in Examples 12 and 13 have been tested experimentally on human volunteers as follows. A known amount, about to 20 mg. of the cream was applied with a glass rod to an area of 3 sq. cm. of the inner forearm ensuring that the cream was broken down on application to the skin. At the end'of the contact period (5 minutes or 2 hours) the treated skin was extracted with three successive ml. quantities of Cold ethanol applied to the skin from a wide-mouthed glass container, which was shaken for one minute against the arm. The bulked extractives were made up to 50 ml. with ethanol and the amount of sunscreen agent was determined spectrophotometrically. The compositions described in Examples 9 and 10 were compared with a commercially. available sunscreen cream of the following composition.
  • a sunscreen lotion was prepared by dissolving ethyl p-diethylaminobenzoate and butylated hydroxyanisole in castor oil and adding 90% ethanol to give a lotion with the following composition:
  • the screening agent and B.H.T. were dissolved in the previously melted castor oil, Lanbritol Wax and Myrj. After adjusting the temperature to 75 C., the water, at the same temperature and containing the dissolved methyl p-hydroxybenzoate, was added with high speed stirring. Stirring was continued until the product was cold.
  • Example 13 1. 83 87. 5 91. 7 104. 0 C ommercial composition l
  • the following non-limitative examples illustrate our invention. In the examples all percentages are w./w. with the exception of the perfume oil in Examples 8, 9 and 10, where the percentage is v./w.
  • the sunscreen ester was dissolved in the castor oil together with the antioxidant (B.H.T.) and ethanol was added to 100% with stirring.
  • a sunscreen oil was prepared as in Example 1 from the following ingredients:
  • Percent Castor oil 20 Glyceryl monostearate (self-emulsifying) Cetyl alcohol 3 Solan E (registered trademark) 5 Ethyl p-dimethylaminobenzoate 2 Methyl p-hydroxybenzoate 0.1 Butylated hydroxytoluene 0.02 Perfume oil, v./w. 0.4 Water to 100 An ethoxylated lanolin (see International Encyclopedia. of Cosmetic Material Tradenames, ibid., p. 245).
  • a liquid lanolin preparation 10 N,N-diethyltoluamide Ethyl p-dimethylaminobenzoate 2 Glyceryl monostearate (non self-emulsifying) 10 Stearic acid 2 Polychol 5 (registered trademark) 1 Butylated hydroxytoluene 0.02 Cellosize QP 15000 (registered trademark). A hydroxyethyl cellulose 0.25 Ethyl p-hydroxybenzoate 0.15 Triethanolamine B.P.C. 1 Perfume oil, v./w. 0.5 Water to 100 An ethoxylated lanolin alcohol preparation (see International Encyclopedia of Cosmetic Material Tradenames, ibid., p. 213).
  • EXAMPLE 10 A fluid sunscreen, insect repellant, cream was prepared containing the following ingredients:
  • a sunscreen composition comprising a sunscreen agent which absorbs ultra-violet radiation of wavelengths in the erythema producing range of about 290 to 313 my and a cosmetically acceptable diluent comprising not less than 5% of castor oil.
  • An oily composition as claimed in claim 1 comprising castor oil and comprising also a thinning liquid compatible with said castor oil.
  • composition as claimed in claim 1 comprising also an insect repellent.
  • composition as claimed in claim 4 wherein the insect repellent is N,N-diethyltoluarnide.
  • composition as claimed in claim 6 wherein the sunscreen agent is ethyl p-dimethylaminobenzoate.
  • composition as claimed in claim 6 wherein the sunscreen agent is ethyl p-diethylaminobenzoate.
  • a sunscreen composition as claimed in claim 1 also comprising an effective amount of an antioxidant for said castor oil.
  • a method of protecting the skin from the harmful effect of solar radiation comprising applying to the skin a composition comprising a sunscreen agent which absorbs ultra-violet radiation of wavelengths in the erythema producing range of about 290 to 313 my. and a cosmetically acceptable diluent therefor comprising not less than 5% of castor oil.

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Description

United States Patent M US. Cl. 42460 15 Claims ABSTRACT OF THE DISCLOSURE This invention relates to a sunscreen composition comprising a sunscreening agent in castor oil.
This invention relates to improvements in cosmetic preparations. In particular it relates to improved preparations for the protection of the skin from the harmful effect of solar radiation.
In addition to the well-known tanning effect of sun- .light on the skin the ultra-violet radiation of wavelength 290 to 313 m may produce a severe erythema especially in fair skinned subjects whose skins contain only small amounts of the protective pigment melanin. Numerous protective agents have been discovered which absorb ultra-violet light of wavelength 290 to 314 III/l. while the radiation of longer wavelength is transmitted. The most highly active selective protective agents of this type are so active that a very thin film on the surface of the skin will protect the skin against erythema but will transmit the longer wavelength radiation which imparts the much sought tan to the skin. Such compounds of this class which are pharmaceutically acceptable have been incorporated in creams, lotions, oils and foams for application to the skin to prevent sunburn and throughout this specification are referred to as sunscreen agents. The compositions are generally referred to as protecting the skin against sunlight but it is to be understood that the compositions may equally Well be used for protection against ultra-violet radiation of 290 to 313 m whatever its source.
It is an object of the present invention to provide improved sunscreen compositions which afford a longer period of protection per application.
It is known that the base in which a substance is formulated for application to the skin may have a considerable effect on the amount of substrate remaining on the skin after any given time. A sunscreen agent can only exert its maximum effect if it remains in the surface of the skin for as long a time as possible.
We have now discovered that a high proportion of a sunscreen agent applied to the skin in association with castor oil or certain prepared lanolin fractions remains on the skin surface for a longer time than the same agent associated with conventional carriers. For the purposes of this invention we define the prepared lanolin fractions as those available commercially under the trademark Fluilan, Lantrol and Westbrooks liquid lanolin (which are liquid lanolins or lanolin oils produced by low vacuum distillation or fractional solvent crystallization, see de Navarre, Chemistry and Manufacture of Cosmetics, vol. 2, Cosmetic Material (1962), p. 202).
According to the present invention there are provided compositions for the protection of skin against ultraviolet radiation comprising a sunscreen agent and a cosmetically acceptable diluent or carrier comprising not less than 5% of caster oil, and/or a prepared lanolin fraction as herein before defined.
3,479,428 Patented Nov. 18, 1969 The compositions according to the present invention comprise oils, lotions, sprays, creams and foams containing a sunscreen agent within the range of 0.2 to 10% and preferably about 2% of the composition. Suitable sunscreen agents comprise derivatives of benzoic acid, salicyclic acid and benzophenone. We prefer to use esters of N-alkyl p-aminobenzoic acids, particularly ethyl p-dimethylaminobenzoate which in addition to its excellent sunscreen properties, is economic in use, readily available and is readily soluble in the formulation bases.
In addition to the sunscreen agents other compatible, pharmaceutically acceptable, active ingredients may be included, for example insect repellants. Suitable insect repellents which may form part of the compositions according to the present invention include dimethyl phthalate, dibutyl phthalate and N,N-diethyltoluamide.
The essential components of the bases according to the invention are castor oil.
In addition to the essential components, the formulation base may also contain additional solvents, preservatives, antioxidants, emulsifiers, perfumes, colouring matter and water. Any pharmaceutically acceptable sol-vent may be employed which is compatible with the remaining ingredients. We have found that ethanol is especially useful in those oil compositions containing castor oil as it prevents undue stickiness of the preparation. It is generally desirable to include a preservative in aqueous preparations according to the invention and we have found that esters of p-hydroxybenzoic acid are particularly valuable. Those compositions based on castor oil tend to deteriorate on keeping clue to the atmospheric oxidation of the oil. It is desirable to include an anti-oxidant in such compositions to prevent this deterioration and well-known compounds such as butylated hydroxyanisole and butylated hydroxytolune give excellent results. Emulsifying agents which may also be added to the compositions according to the invention include those sold under the trademark Polawax which is prepared from cetostearyl alcohol and containing a polyoxyethylene derivative of a fatty acid ester of sorbitan (see Martindale, The Extra Pharmacopoeia, vol. 1, 24th ed., page 698), and the trademark Lanette Wax SX which is a mixture of partially sulphated octyl and stearyl alcohols. Cosmetically acceptable perfumes and colouring matter may be added as desired.
The sunscreen oils according to the invention comprise the sunscreen dissolved in the liquid base. It may be desirable to incorporate a thinning agent in castor oil and prepared lanolin fraction formulations and up to 20% of ethanol may be added for this purpose. In castor oil based preparations, which are the preferred compositions about 5 to 10% of ethanol is normally sufficient to give an acceptable composition.
The lotions according to the invention comprise a solution of the sunscreen agent in the oil to which is added aqueous ethanol consistent with complete miscibility. Castor oil is the preferred base for lotions as it is more soluble in alcohol than Fluilan.
The creams according to the invention contain 0.2 to 10%, preferably about 2% of the sunscreen agent, may be liquid or solid with either water or oil as the continuous phase or they may be vanishing creams or foams. To all of these it is preferable to add a preservative. A liquid water-in-oil cream for example may contain 35 to of total oily phase comprising prepared lanolin fraction or castor oil, together with other oily components such as insect repellants, sunscreen agents and other water insoluble materials, emulsified with water and emulsifying agents where necessary. Liquid oil-in-water creams may contain 5 to 60% of the oil phase together with a suitable emulsifier, for example that available commers e 4 cially under the trademark Lanbritol Wax M21 2 Moderate erythema which is a non-ionic self-emulsifying wax prepared from 3 Severe erythema without oedema higher fatty alcohols melting at 97 C. (see Martindale, 4 Severe erythema with oedema The Extra Pharmacopoeia, vol. 1, 24th edition, p. 1003).
Solid sunscreen creams according to the invention are 5 v ControlB Treated9 p p Similarly to the liquid creams but y y com Animal Sunscreen dissolved in min. exposure min. exposure tain a higher proportion of the oil phase. Solid water-in- A 4 3 oil creams may contain from 35 to 90% of the oil phase 5;; l y p e i 3 and oil-in-water creams may contain 10 to 80% oil. 3 1 Suitable emulsifiers are included where necessary. 2
Vanishing cream or sunscreen foams may comprise 5 Cast on 3 1 to 30% of the oil phase emulsified with a suitable emul- 3 1 sifier such as Polawax, triethanolamine stearate or selfemulsifying glyceryl monostearate. In addition to the \Summlhg the hhmerleal gradlngs for all the ahlrlfals additives already mentioned for other cream formulations on each treatment, h control flanks Scored agalhst it may be desirable to incorporate a humeetant Such as 8 for those treated with the sunscreen agent dlssolved 1n glycerol to reduce drying out f the eompositions dimethyl phthalate. The control flanks scored 14 against The effieaey f the Compositions f the present only 5 for those treated with the same sunscreen agent vention has been demonstrated in the following ways. dlssolved 1n Castor Sunscreen agents were dissolved in various solvents to Rectangular areas of X were marked out i a concentration f 2% a concentration f tl back of each of 4 human volunteers, and test solutions employed in commercial preparations. The solutions were were evenly PP e t0 the ereas on each haelf rahdom applied to human skin and, after 5 minutes, the skin was Order- After anewlhg aperled 0t 15 t 30 mlhhtes 111 the extracted with ethanol and the ethanol solution assayed shade to allow the ihdivldual Preparatlens to penetrate the spectrophotometrically for the content of sunscreen. A Skin, each back was exposed to the Sun for one hour. The similar quantity of sunscreen solution applied to another Volunteers then remained in the Shade, and four hours t h f ki was ll d t remain for 2 hours b for later definite erythemal response was obtained from surt a ti ith th l d assayed f sunscreen rounding areas, while the treated areas showed little or tent as before. Assuming the figure obtained 5 minutes 110 Teddehihg- Adjacent areas were compared Visually for after application to correspond to the presence of 100% comparative whiteness, the greater the whiteness the better of the screen in the skin the percentage remaining after the Protection which had been afforded, and this was 2 hours showed the efficiency of the solvent or base in scored in favour of that solution giving the best protecretaining the sunscreen within extractable of the skin surtion from the suns actinic rays. Where no diflerence face. This figure is quoted in the following table for a could be seen this was recorded, number of solutions of sunscreen agents. Five solutions were prepared, each containing as active Percent residual sunscreen agent after 2 hours Methyl p- Ethyl p-di- Ethyl p-di- 2-hydroxy-medimethyl aminomethyLaminQ- ethyl-aminothoxy4-methyl- Solvent benzoate benzoate benzoate benzophenone 42 51 42 55 as 61 Liquid paraffin. Insoluble 64 76 Insoluble 89 7s Oleyl alcohol- Fluilan Castor oil Castor oil +1% polyethylene glycol 400 dilaurate Castor oil +1% triethauolamine ole- Liifriiffpii'rerhn /ea stb r'ou @131.- Liquid paraIfin/castor oil (1:2)
A comparison between the effect of 2% solutions of sunscreen agent 2% w./v. of ethyl p-dirnethylaminobenethyl p-diethylaminobenzoate in dimethyl phthalate and zoate. The cosmetic bases of the sunscreen solutions were castor oil has been made as follows. The flanks of guinea as follows: pigs were shaved, depilated and were irradiated for cer- 55 Solution B F1ui1an (registered trade name) tam times with ultra-violet radiation from a Kromayer Solution c castor oil lamp fitted with a Woods glass filter. The wavelength of Solution D Dimethy1 phthalate the transmitted radiation, 290 to 360 m approximated Solution E Arachis Oh to that of normal sunlight in each case the left flank was used as a control area and was irradiated for 3 minutes. 60 Similar areas on the right flank of each animal were treated with standard amounts of sunscreen solution and 2 hours after application they were irradiated for 9 minutes. The degree of erythema was assessed visually after The solutions were compared individually with each other in 10 different ways, and the following table shows whether better protection was given by one or other of a particular pair or whether no difference could be noted.
For example, under the column for the combination C/D the figure 8.0 occurs in the second line. This indi- 20 hours and raded numericall as follows: 65
g y cates that for this particular pair of solutions, solution C 0 No effect gave the better protection in 8 tests, and in none of the 1 Erythema just visible tests did D give the better protection.
Combination of pairs B/C BID B/E CID O/E DIE N0. of times better protection given 3, 3 6, 0 4, 0 8, 0 6, 0 1, 0
No. of times no difference 5 0 1 3 3 1 Total No. of comparisons 11 6 6 11 9 2 It would appear from these tests that castor oil (C) is equal to or slightly better than Fluilan (B) while arachis oil (E) and dimethyl phthalate (D) have the poorest figures for sunscreen agents.
The cream formulations described in Examples 12 and 13 have been tested experimentally on human volunteers as follows. A known amount, about to 20 mg. of the cream was applied with a glass rod to an area of 3 sq. cm. of the inner forearm ensuring that the cream was broken down on application to the skin. At the end'of the contact period (5 minutes or 2 hours) the treated skin was extracted with three successive ml. quantities of Cold ethanol applied to the skin from a wide-mouthed glass container, which was shaken for one minute against the arm. The bulked extractives were made up to 50 ml. with ethanol and the amount of sunscreen agent was determined spectrophotometrically. The compositions described in Examples 9 and 10 were compared with a commercially. available sunscreen cream of the following composition.
COMPOSITION A Percent Stearic acid 2 Wool alcohol 1 Cetyl alcohol 3.5 Polawax (registered trademark) 5 Arachis oil 15 Ethyl p-dimethylaminobenzoate 1.2 Ethyl p-diethylaminobenzoate 0.75 Butylated hydroxytoluene 0.02 Glycerol 3 Sodium citrate 0.05 Methyl p-hydroxybenzoate 0.1 Silicone fluid M8200 1 Perfume oil, v./w. 0.4 Water to 100 A range of dimethylsiloxane polymers covering a viscosity range of 0.65 to 100,000 centistokes, the Extra Pharmacopoeia, ibid, p. 1005.
With the exception of the perfume oil all percentages are w./w.
The results were as follows:
6 EXAMPLE 3 A sunscreen lotion was prepared by dissolving ethyl p-diethylaminobenzoate and butylated hydroxyanisole in castor oil and adding 90% ethanol to give a lotion with the following composition:
Percent Ethyl p-diethylaminobenzoate 2 Castor oil 20 Butylated hydroxyanisole 0.02 90% aqueous ethanol to 100 EXAMPLE 4 A pourable oil-in-water sunscreen cream was prepared from the following ingredients:
Known under the trademark Myrj 49, polyoxyethylene monostearate (see International Encyclopedia of Cosmetic Material Tradenames, Moore Publishing Company, 1957, p. 178.
The screening agent and B.H.T. were dissolved in the previously melted castor oil, Lanbritol Wax and Myrj. After adjusting the temperature to 75 C., the water, at the same temperature and containing the dissolved methyl p-hydroxybenzoate, was added with high speed stirring. Stirring was continued until the product was cold.
Percent total sunscreen re- Percent w./w. covere of sunscreen in Composition 2 hour recovery as percent of composition After 5 mins. After 2 hrs. 5 min. recovery Example 12 1. 95 95. 6 so. 4 93. 5
Example 13 1. 83 87. 5 91. 7 104. 0 C ommercial composition l The following non-limitative examples illustrate our invention. In the examples all percentages are w./w. with the exception of the perfume oil in Examples 8, 9 and 10, where the percentage is v./w.
The sunscreen ester was dissolved in the castor oil together with the antioxidant (B.H.T.) and ethanol was added to 100% with stirring.
EXAMPLE 2 A sunscreen oil was prepared as in Example 1 from the following ingredients:
Percent Ethyl p-dimethylaminobenzoate 2 Flnilan 85 Ethanol to 100 EXAMPLE 5 By a similar method to that described in Example 4, a more solid cream was prepared from the following ingredients:
Percent Castor oil 40 Lanbritol Wax M21 10 Ethyl p-dimethylaminobenzoate 21 Methyl p-hydroxybenzoate 0.1 B.H.T. 0.02 Water to EXAMPLE 6 A cream similar to that described in Example 5 was prepared from the following ingredients:
Percent Castor oil 40 Polyglycol 400 distearate 10 Methyl p-hydroxybenzoate 0.1
B.H.T. 0.02 Ethyl p-diethylaminobenzoate 2 Water to 100 7 EXAMPLE 7 A sunscreen cream in a vanishing base was prepared with the following composition:
Percent Castor oil 20 Stearic acid 8 Triethanolamine 4 Ethyl p-diethylaminobenzoate 2 B.H.T. 0.02 Methyl p-hydroxybenzoate 0.1 Water to 100 EXAMPLE 8 A soft sunscreen cream was prepared with the following composition:
Percent Castor oil 20 Glyceryl monostearate (self-emulsifying) Cetyl alcohol 3 Solan E (registered trademark) 5 Ethyl p-dimethylaminobenzoate 2 Methyl p-hydroxybenzoate 0.1 Butylated hydroxytoluene 0.02 Perfume oil, v./w. 0.4 Water to 100 An ethoxylated lanolin (see International Encyclopedia. of Cosmetic Material Tradenames, ibid., p. 245).
EXAMPLE 9 A fiuid sunscreen, insect repellant, cream was prepared containing the following ingredients:
Percent Fluilan (registered trademark). A liquid lanolin preparation 10 N,N-diethyltoluamide Ethyl p-dimethylaminobenzoate 2 Glyceryl monostearate (non self-emulsifying) 10 Stearic acid 2 Polychol 5 (registered trademark) 1 Butylated hydroxytoluene 0.02 Cellosize QP 15000 (registered trademark). A hydroxyethyl cellulose 0.25 Ethyl p-hydroxybenzoate 0.15 Triethanolamine B.P.C. 1 Perfume oil, v./w. 0.5 Water to 100 An ethoxylated lanolin alcohol preparation (see International Encyclopedia of Cosmetic Material Tradenames, ibid., p. 213).
EXAMPLE 10 A fluid sunscreen, insect repellant, cream was prepared containing the following ingredients:
Percent Castor oil 10 N,N-diethyltoluamide l5 Ethyl p-dimethylaminobenzoate 2 Glyceryl monostearate (non-self-emulsifying) 10 Stearic acid 2 Polychol 5 (registered trademark), an ethoxylated lanolin alcohol preparation Butylated hydroxytoluene 0.02 Cellosize QP 15000 (registered trademark), a hydroxyethyl cellulose 0.25 Methyl p-hydroxybenzoate 0.15 Triethanolamine B.P.C. 1
We claim:
1. A sunscreen composition comprising a sunscreen agent which absorbs ultra-violet radiation of wavelengths in the erythema producing range of about 290 to 313 my and a cosmetically acceptable diluent comprising not less than 5% of castor oil.
2. An oily composition as claimed in claim 1 comprising castor oil and comprising also a thinning liquid compatible with said castor oil.
3. An oily composition as claimed in claim 2 wherein the thinning liquid is ethanol.
4. A composition as claimed in claim 1 comprising also an insect repellent.
5. A composition as claimed in claim 4 wherein the insect repellent is N,N-diethyltoluarnide.
6. A composition as claimed in claim 1 in which the sunscreen agent is present in a concentration of 0.2 to 10 W./w.
7. A composition as claimed in claim 6 wherein the sunscreen agent is ethyl p-dimethylaminobenzoate.
8. A composition as claimed in claim 6 wherein the sunscreen agent is ethyl p-diethylaminobenzoate.
9. A liquid, water-in-oil, sunscreen cream as claimed in claim 1 in which the total oily phase comprising the castor oil comprises 35 to of the composition.
10. A solid, water-in-oil, sunscreen cream as claimed in claim 1 in which the total oil phase comprising the castor oil comprises 35 to of the composition.
11. A liquid, water-in-oil, sunscreen cream as claimed in claim 1 in which the total oily phase comprising the castor oil comprises 5 to 60% of the composition.
12. A solid, water-in-oil, sunscreen cream as claimed in claim 1 in which the total oily phase comprising the castor oil comprises 10 to 80% of the composition.
13. A vanishing cream as claimed in claim 1 in which the total oily phase comprising the castor oil comprises 5 to 30% of the composition.
14. A sunscreen composition as claimed in claim 1 also comprising an effective amount of an antioxidant for said castor oil. I
15. A method of protecting the skin from the harmful effect of solar radiation comprising applying to the skin a composition comprising a sunscreen agent which absorbs ultra-violet radiation of wavelengths in the erythema producing range of about 290 to 313 my. and a cosmetically acceptable diluent therefor comprising not less than 5% of castor oil.
References Cited UNITED STATES PATENTS 2,698,824 1/1955 Morgulis 16790 2,853,423 9/1958 Via up 167-90 3,069,319 12/1962 Stearns et al. l6790 OTHER REFERENCES Tajkowski et al.: Proceeding of the Scientific Section of the Toilet Goods Assoc, December 1953, No. 20, pp. 1-7, 167-90.
Manufacturing Chemist, 4160, vol. 31, No. 4, pp. 156 to 157.
Stetson American Perfumer and Essential Oil Review, August 1954, vol. 64, No. 2, pp. 97-100.
ALBERT T. MEYERS, Primary Examiner D. R. MAHANAND, Assistant Examiner U.S. 01. x11.
US381244A 1963-07-12 1964-07-08 Sunscreen composition and method of using the same Expired - Lifetime US3479428A (en)

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Cited By (15)

* Cited by examiner, † Cited by third party
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US3670074A (en) * 1971-01-22 1972-06-13 Cyril Doner Sunscreen formulation containing triethanolamine neutralized 2-hydroxy-4-methoxy-benzophenone-5-sulfonic acid
US4052513A (en) * 1974-12-13 1977-10-04 Plough, Inc. Stable topical anesthetic compositions
US4129644A (en) * 1974-10-15 1978-12-12 L'oreal Protecting skin and hair with cosmetic compositions containing superoxide dismutase
US4132774A (en) * 1976-12-06 1979-01-02 Gaf Corporation Method of and composition for screening erythema inducing ultraviolet bands
US4136163A (en) * 1971-02-04 1979-01-23 Wilkinson Sword Limited P-menthane carboxamides having a physiological cooling effect
US4254102A (en) * 1975-09-08 1981-03-03 Plough, Inc. Substantive PABA compositions
US4310511A (en) * 1980-10-02 1982-01-12 Massachusetts General Hospital Sunscreen compositions containing Δ5,7 steroidal dienes
EP0087161A3 (en) * 1982-02-24 1984-04-04 Key Pharmaceuticals, Inc. Isopropylmyristate 4-alkyl-2,6-(bis-tert-butyl)-phenol medicament
US4584190A (en) * 1983-11-17 1986-04-22 Kao Corporation Novel chalcone derivatives and ultraviolet absorbers comprising the same
US4929439A (en) * 1987-02-06 1990-05-29 L'oreal Cosmetic screening composition in the form of an oil-in-water emulsion comprising a UV-A screening compound and a UV-B screening compound and its use for the protection of the skin against ultra-violet radiation
FR2972923A1 (en) * 2011-03-25 2012-09-28 Urgo Lab FILMOGENIC COMPOSITION CONTAINING A SOLAR FILTER, ITS USE FOR THE TREATMENT OF SCARS
WO2021198198A1 (en) * 2020-03-31 2021-10-07 Firmenich Sa Oil-in-water emulsion comprising a solid lipid material
WO2023052456A1 (en) * 2021-09-29 2023-04-06 Firmenich Sa Arthropod control products
US12059487B2 (en) 2022-10-15 2024-08-13 LCS Advanced Solutions, LLC Structurally diverse, stable, and radiation-protective particle matrix sunscreen and cosmetic compositions and related methods
US12083199B2 (en) 2019-09-10 2024-09-10 LCS Advanced Solutions, LLC Mineral, anhydrous, broad-spectrum sunscreen

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4426374A (en) 1977-03-23 1984-01-17 Wheeler William B Sunscreen formulation
US4671955A (en) * 1986-03-31 1987-06-09 Victor Palinczar Waterproof sunscreen compositions

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2698824A (en) * 1953-08-04 1955-01-04 Morgulis Sergius Skin protective substance
US2853423A (en) * 1955-05-20 1958-09-23 Olin Mathieson Aerosol sun-screening composition
US3069319A (en) * 1959-10-14 1962-12-18 American Cyanamid Co Sprayable composition

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2698824A (en) * 1953-08-04 1955-01-04 Morgulis Sergius Skin protective substance
US2853423A (en) * 1955-05-20 1958-09-23 Olin Mathieson Aerosol sun-screening composition
US3069319A (en) * 1959-10-14 1962-12-18 American Cyanamid Co Sprayable composition

Cited By (21)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3670074A (en) * 1971-01-22 1972-06-13 Cyril Doner Sunscreen formulation containing triethanolamine neutralized 2-hydroxy-4-methoxy-benzophenone-5-sulfonic acid
US4136163A (en) * 1971-02-04 1979-01-23 Wilkinson Sword Limited P-menthane carboxamides having a physiological cooling effect
US4129644A (en) * 1974-10-15 1978-12-12 L'oreal Protecting skin and hair with cosmetic compositions containing superoxide dismutase
US4052513A (en) * 1974-12-13 1977-10-04 Plough, Inc. Stable topical anesthetic compositions
US4254102A (en) * 1975-09-08 1981-03-03 Plough, Inc. Substantive PABA compositions
US4132774A (en) * 1976-12-06 1979-01-02 Gaf Corporation Method of and composition for screening erythema inducing ultraviolet bands
US4310511A (en) * 1980-10-02 1982-01-12 Massachusetts General Hospital Sunscreen compositions containing Δ5,7 steroidal dienes
EP0087161A3 (en) * 1982-02-24 1984-04-04 Key Pharmaceuticals, Inc. Isopropylmyristate 4-alkyl-2,6-(bis-tert-butyl)-phenol medicament
US4584190A (en) * 1983-11-17 1986-04-22 Kao Corporation Novel chalcone derivatives and ultraviolet absorbers comprising the same
US4929439A (en) * 1987-02-06 1990-05-29 L'oreal Cosmetic screening composition in the form of an oil-in-water emulsion comprising a UV-A screening compound and a UV-B screening compound and its use for the protection of the skin against ultra-violet radiation
FR2972923A1 (en) * 2011-03-25 2012-09-28 Urgo Lab FILMOGENIC COMPOSITION CONTAINING A SOLAR FILTER, ITS USE FOR THE TREATMENT OF SCARS
WO2012131237A1 (en) * 2011-03-25 2012-10-04 Laboratoires Urgo Film-forming composition containing a sun filter, and use thereof for the treatment of scars
CN103517738A (en) * 2011-03-25 2014-01-15 于尔戈实验室 Film-forming compositions containing sunscreens and their use for the treatment of scars
CN103517738B (en) * 2011-03-25 2015-09-02 于尔戈实验室 Fluid composition containing sunscreen agent and its use for treating scar
US12083199B2 (en) 2019-09-10 2024-09-10 LCS Advanced Solutions, LLC Mineral, anhydrous, broad-spectrum sunscreen
WO2021198198A1 (en) * 2020-03-31 2021-10-07 Firmenich Sa Oil-in-water emulsion comprising a solid lipid material
CN115397385A (en) * 2020-03-31 2022-11-25 弗门尼舍有限公司 Oil-in-water emulsion comprising solid lipid material
US20230095618A1 (en) * 2020-03-31 2023-03-30 Firmenich Sa Oil-in-water emulsion comprising a solid lipid material
JP2023519722A (en) * 2020-03-31 2023-05-12 フイルメニツヒ ソシエテ アノニム Oil-in-water emulsions containing solid lipid materials
WO2023052456A1 (en) * 2021-09-29 2023-04-06 Firmenich Sa Arthropod control products
US12059487B2 (en) 2022-10-15 2024-08-13 LCS Advanced Solutions, LLC Structurally diverse, stable, and radiation-protective particle matrix sunscreen and cosmetic compositions and related methods

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