WO2002017874A1

WO2002017874A1 - Sunscreen compositions containing triazine derivatives and triazole derivatives

Info

Publication number: WO2002017874A1
Application number: PCT/EP2001/009933
Authority: WO
Inventors: Muriel Morelli; Dominique Castelli; Nathalie Issachar; Bernd Herzog
Original assignee: Ciba Specialty Chemicals Holding Inc.
Priority date: 2000-08-29
Filing date: 2001-08-29
Publication date: 2002-03-07
Also published as: AU2002210469A1

Abstract

The present invention relates to a composition comprising one or more triazine derivatives and one or more triazole derivatives and the topical use of such composition to protect mammalian skin or hair from UV radiation.

Description

SUNSCREEN COMPOSITIONS CONTAINING TRIAZINE DERIVATIVES AND TRIAZOLE DERIVATIVES

FIELD OF THE INVENTION

The present invention relates to improved UV protective sunscreen compositions comprising one or more triazole derivatives and one or more triazine derivatives .

BACKGROUND OF THE INVENTION

The prolonged exposure to UV radiation, such a from the sun, can lead to the formation of light dermatoses and erythemas, as well as increase the risk of skin cancers, such as melanoma, and accelerate skin aging, such as loss of skin elasticity and wrinkling. Both light having wavelengths in the UV-A range (from about 320 to 400 run) and the UV-B range (from about 280 to about 320 run) can cause such skin damage, and, thus, sunscreen compositions should preferably comprise both UV-A and UV-B absorbers/reflectors (UV sunscreens) . In order to provide high SPF protectiveness, actives must be included at their highest permissible levels, which contributes to undesirable cost of materials, as well as to unpleasant aesthetic properties of the preparations. Also hampering the efforts to provide high UV-A protection are strict regulations on the concentrations of these UV-A filters that can be included in sunscreen products. The optimal sunscreen product, thus, would provide high protectiveness by use of low concentrations of UV absorbers . The present invention relates to the discovery that the combination of low concentrations of triazole and triazine UV absorbers provide higher than expected UV protection, thus, allowing for the optimization of product aesthetics and minimization of formulation costs.

SUMMARY OF THE INVENTION

In one aspect, the invention features a composition comprising one or more triazine derivative (s) and one or more triazole derivative (s) . What is meant by a triazine derivative is a compound comprising one or more triazine group (s) and capable of absorbing radiation in the UV-A range (e.g., from about 290 to about 320 nm) . In one embodiment, the triazine derivative is of formula (I)

(i)

wherein,

Ri and R₂, independently, are C₃-Cιa alkyl, C₂-Cιs alkenyl, a radical of the formula -CH₂ -CH(OH) -CH₂-0-R₈, or a radical of the formula (II) (ID

R₉ is a direct bond, Cι-C alkenyl, or a radical of the formula -C_{ml 2m}ι- or -C_mιH_2mι-0- ;

Rio, Rii, and Rι₂, independently, are Cι-Cι₈ alkyl, Ci- Ci₈ alkoxy, or a radical of the formula (III)

(III)

R13 is Ci -C₅ alkyl; ml is 1 to 4; m2 is 0 to 5;

R₆ is a radical of the formula (IV)

(IV)

or of the formula (V)

(V)

or of the formula (VI)

(VI)

R₃ is hydrogen, Cχ-Cιo alkyl, or a radical of the formula - (CH₂CHR₅-0)_m4-R₄-CH₂ or -CH(OH) -CH₂-0-R₈;

R is hydrogen, a metal cation, C₁-C₅ alkyl, or a radical of the formula - (CEb^-O-Rs;

R₅ is hydrogen or methyl;

R₈ is hydrogen or Ci-C₈ alkyl;

R₇ is C1-C₁8 alkyl; m3 is 1 to 4; and m4 is 1 to 16. Examples of compounds of Formula (I) , and the synthesis thereof, are describe in U.S. Patent No. 5,955,060.

What is meant by a triazole derivative is a compound comprising one or more triazole group (s) and capable of absorbing radiation in the UV-A range. In one embodiment, the triazole derivative is of the Formulae (VIII) or (IX) :

(VIII)

(IX)

wherein Rχ₄ is Cι-Cι₈ alkyl or hydrogen; Rχ₅ and R_22/ independently, are Cι-Cι₈ alkyl optionally substituted with a phenyl group, and Rι is Cι-C₈ alkyl. Examples of compounds of Formulae (VIII) and (IX) , and the synthesis thereof, are describe in U.S. Patent No. 5,869,030.

In one embodiment, the triazole derivative of formula (IX) is methylene bis-benzotriazolyl tetramethylbutylphenol . In one embodiment, the triazine derivative of formula (I) is 2, 4-Bis{ [4- (2-ethyl- hexyloxy) -2-hydroxy] -phenyl} -6- (4-methoxyphenyl) - (1,3,5) -triazine .

In one embodiment, the triazine derivative is present in an amount from about 0.1% to about 20%, by weight, of said composition (e.g., about 1% to about 10%, by weight, of the composition) and the triazole derivative is present in an amount from about 0.1% to about 20%, by weight, of said composition (e.g., about 1% to about 10%, by weight, of the composition) .

The present invention also features a method of protecting skin and hair from UV radiation comprising administering the above compositions.

Other features and advantages of the present invention will be apparent from the detailed description of the invention and from the claims .

DETAILED DESCRIPTION OF THE INVENTION

It is believed that one skilled in the art can, based upon the description herein, utilize the present invention to its fullest extent. The following specific embodiments are to be construed as merely illustrative, and not limitative of the remainder of the disclosure in any way whatsoever.

Unless defined otherwise, all technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art to which the invention belongs. Also, all publications, patent applications, patents, and other references mentioned herein are incorporated by reference. As used herein, unless otherwise indicated, all alkyl, alkenyl, and alkoxy groups may be straight or branched chain groups.

The present invention relates to compositions containing one or more triazole derivatives and one or more triazine derivatives. In one embodiment, the composition further comprises a dibenzoylmethane derivative UV-A absorbing agent. What is meant by a dibenzoylmethane UV-A absorbing agent is a compound comprising a dibenzoylmethane group and capable of absorbing radiation in the UV-A range (e.g., from about 320 to 400 nm) . Examples of dibenzoylmethane derivative UV-A absorbing agent include those of the formula (VII) : (VII)

wherein Rig and R₂o, independently, are Cι-C₈ alkyl or Cι-C₈ alkoxy, m9 is 0 to 3, and mlO is 1 to 3. Examples and the synthesis of such compositions are disclosed in U.S. Patent No. 4,489,057 and include, but are not limited to, 4- (1, 1-dimethylethyl) -4 ' -methoxydibenzoylmethane (avobenzone and sold as Parsol® 1789, Roche Vitamins and Fine Chemicals, Nutley, New Jersey, USA) , 2- 2- methyldibenzoylmethane, 4- methyl-dibenzoylmethane, 4- isopropyldibenzoylmethane, 4-tert-butyldibenzoylmethane, 4-tert-butyl-4' -methoxydibenzoylmethane , 2,4- dimethylbenzoylmethane, 2,5- dimethylbenzoylmethane, 4,4' -diisopropylbenzoylmethane, 2-methyl-5-isopropyl-4 ' - methoxydibenzoylmethane, 2-methyl-5-tert-butyl-4 ' - methoxydibenzoylmethane, 2 , 4-dimethyl-4 ' - methoxydibenzoylmethane, and 2 , 6-dimethyl-4-tert-butyl- 4 ' -methoxydibenzoylmethane . In one embodiment, the dibenzoylmethane derivative can range from about 0.1% to about 20%, by weight, of the total composition (e.g., from about 1% to about 10%, by weight) .

In one embodiment, the composition further comprises one or more additional UV-A and/or UV-B absorbing/reflecting agent (s). Examples of such absorbing/reflecting agents include, but are not limited to : methoxycinnamate derivatives such as octyl methoxycinnamate and isoamyl methoxycinnamate; camphor derivatives such as 4-methyl benzylidene camphor, camphor benzalkonium methosulfate, and terephthalylidene dicamphor sulfonic acid; salicylate derivatives such as octyl salicylate, trolamine salicylate, and homosalate; sulfonic acid derivatives such as phenylbenzimidazole sulfonic acid; benzone derivatives such as dioxybenzone, sulisobenzone, and oxybenzone; benzoic acid derivatives such as aminobenzoic acid and octyldimethyl para-amino benzoic acid; octocrylene; dioctyl butamido triazone, titanium dioxide; zinc oxide; iron oxides; octyl triazone; butyl methoxydibenzoyl methane; drometrizole trisiloxane; and menthyl anthranilate. Other UV absorbers/reflectors useful herein can be found in Sagarin, Cosmetics Science and Technology, Chapter VIII, pages 189 et seq. and the ICI Handbook page 1672. A list of such compounds is also disclosed in U.S. Patent Number 4,919,934. The individual UV absorbing/reflecting agent concentration can range from about 0.1% to about 30%, by weight, of the composition (e.g., from about 1% to about 20%, by weight) . The total concentration of all such agents should be based on the desired sunscreen protection factor ("SPF") level (e.g., an SPF level of from about 10 to about 60) .

In one embodiment, the composition further comprises a diester or polyester of a naphthalene dicarboxylic acid. Examples of diesters and polyesters of a naphthalene dicarboxylic acid are compounds of formulae (X) or (XI) :

(X)

(XI )

wherein Ri₆ and R₂₃, independently, are selected from the group consisting of a Ci-C₂₂ alkyl, a diol having the structure HO-Rι₈-OH, and a polyglycol having the structure H0-Rι₇- (-0-Rι₈-) 5-OH; R₁₇ and Rι₈, independently, - 11 -

are Ci-Cβ alkenyl; and m5 and m6, independently, are each in the range of 1 to about 100. Examples, including the synthesis, of such diesters or polyesters of naphthalene dicarboxylic acid are described in U.S. Patent No. 5,993,789, and include, but not limited to, diethylhexyl naphthalate (HallBrite® TQ, C.P. Hall Company, Bedford Park, Illinois, USA). See Bonda, et al . , Allured's Cosmetic & Toiletries Magazine, 115(6) :37-45 (2000) disclosing the uses of such compounds in sunscreen compositions. In one embodiment, the diester or polyester of a naphthalene dicarboxylic acid can range from about 0.1% to about 30%, by weight, of the total composition (e.g., from about 1% to about 10%, by weight) .

In one embodiment, the composition further comprises an alkyl benzoate derivative. Examples of alkyl benzoate derivatives are compounds of the formulae (XII) or (XIII) :

(XII)

wherein m7 is 5, 7, or 9 and n is 4, 6, or 8; (XIII )

wherein m8 is 5 or 7 and p is 4 or 6.

The compounds of formulae (XII) and (XIII) may be formed by typical esterification and transesterification reactions, e.g., as describe in U.S. Patent No. 5,783,173. Examples of such long branched chain alkyl benzoates are listed in U.S. Patent No. 5,783,173 and include, but not limited to, butyloctyl salicylate (HallBrite® BHB, C.P. Hall Company, Bedford Park, Illinois, USA) . In one embodiment, the alkyl benzoate derivative can range from about 0.1% to about 30%, by weight, of the total composition (e.g., from about 1% to about 10%, by weight) .

In one embodiment, the compositions of the present invention further comprise one or more other cosmetically active agent (s) . What is meant by a "cosmetically active agent" is a compound that has a cosmetic or therapeutic effect on the skin, e.g., agents to treat wrinkles, acne, or to lighten the skin. In one embodiment, the agent is selected from, but not limited to, the group consisting of: hydroxy acids; benzoyl peroxide; sulfur resorcinol; D-panthenol ; hydroquinone ; anti-inflammatory agents; skin lightening agents; antimicrobial and antifungal agents such a miconazole, ketoconazole, and elubial; vitamins such as ascorbic acid; tocopherols and tocotrienols such as tocopheryl acetate; retinoids such retinol, retinal, retinyl palmitate, retinyl acetate, and retinoic acid; hormones such as estrogens and dihydroxyandrostene dione; 2- dimethylaminoethanol ; lipoic acid; amino acids such a proline and tyrosine; lactobionic acid; self-tanning agents such as dihydroxy acetone; dimethyl aminoethano1; acetyl-coenzyme A; niacin; riboflavin; thiamin; ribose; electron transporters such as NADH and FADH2 ; botanical extracts such as ginkgo biloba, aloe vera, and soy; and derivatives thereof. The cosmetically active agent will typically be present in the composition of the invention in an amount of from about 0.001% to about 20% by weight of the composition, e.g., about 0.01% to about 10% such as about 0.1% to about 5% by weight of the composition. Examples of hydroxy acids include, but are not limited, to (i) alpha-hydroxy acids such as glycolic acid, lactic acid, malic acid, citric acid, and tartaric acid, (ii) beta-hydroxy acids such as salicylic acid, and/or (iii) polyhydroxy acids. See, e.g., European Patent Application No. 273,202.

Examples of derivatives of ascorbic acid include, but are not limited to, ascorbyl palmitate, magnesium ascorbyl phosphate, sodium ascorbyl phosphate, zinc ascorbyl phosphate, ascorbyl glucoside, sodium ascorbate, and ascorbyl polypeptide. An example of a derivative of hydroquinone includes, but is not limited to, arbutin. The compositions of the present invention may also comprise one or more of the following: antioxidants (e.g., ascorbic acid, tocopherols, polyphenols, tocotrienols, BHA, and BHT) , chelating agents (e.g., EDTA) , and preservatives (e.g., parabens) . Examples of suitable antioxidants, preservatives, and chelating agents are listed in pp. 1612-13, 1626, and 1654-55 of the ICI Handbook. In addition, the topical compositions useful herein can contain conventional cosmetic adjuvants, such as dyes, opacifiers (e.g., titanium dioxide), pigments, and fragrances.

The compositions of the present invention can be used by topically administering it to a mammal, e.g., by the direct laying on or spreading of the composition on the skin of a human. The cosmetic compositions useful in the subject invention, thus, involve formulations suitable for topical application to mammalian skin, the formulation comprising (i) one or more triazole derivative (s, (ii) one or more triazine derivative (s) , (iii) optionally, other compounds/agents such as other UV-A and UV-B absorbers/reflectors, listed herein, and

(iv) a cosmetically-acceptable topical carrier. The term "cosmetically-acceptable topical carrier" refers to a carrier for topical use that is capable of having the triazole and triazine derivative (s) and any other agents dispersed or dissolved therein, and possessing acceptable safety properties .

The topical compositions useful in the present invention may be used for a variety of cosmetic uses, including, but not limited to, protection the skin or hair from UV radiation. The compositions, thus, may be made into a wide variety of product types. These include, but are not limited to lotions, creams, gels, sticks, sprays, ointments, mousses, and cosmetics/makeup. These products may comprise several types of carrier systems including, but not limited to single phase solutions (e.g., oil based solutions), emulsions, and gels. The compositions of the present invention may be prepared using methodology that is well known by an artisan of ordinary skill . The following is a description of the manufacturing of cosmetic compositions of the present invention. Other compositions of the invention can be prepared in an analogous manner by a person of ordinary skill in the art .

Example 1: SUNSCREEN COMPOSITIONS CONTAINING TRIAZOLE DERIVATIVES AND TRIAZINE DERIVATIVES Five sunscreen formulations were manufactured containing the ingredients, at listed weight percentages, as indicated below in Table I and various levels of 2 , 4-Bis{ [4- (2-ethyl-hexyloxy) -2-hydroxy] - phenyl} -6- (4-methoxyphenyl) -(1,3,5) -triazine ("TS") (Tinosorb S®, Ciba Specialty Chemicals Corporation, Greensboro, North Carolina, USA) and methylene bis- benzotriazolyl tetramethylbutylphenol in water, decyl glucoside and xanthan gum ("TM") (Tinosorb M®, Ciba Specialty Chemicals Corporation) as set forth in Table II. These three examples were manufactured as follows:

Table I

Table II

The PEG 100 stearate/glyceryl stearate (Arlacel 165V, Uniqema, Everberg, Belgium) , potassium cetyl phosphate, cetearyl alcohol, glycerin monomyristate, PVP/hexadecane copolymer, C12-15 alkyl benzoate, isononyl isononoate, octyl methoxycinnamate, TS, and 4-methyl benzylidene camphor were added, mixed, and heated to approximately 85°C in a first beaker. The tocopheryl acetate was then added to the first beaker. In a second beaker, the xanthan gum was dispersed in the glycerin. The mixture of the second beaker was then added to a third beaker containing the water, EDTA disodium, phenoxyethanol, methyl paraben, propyl paraben, and butylene glycol. The resulting mixture of the third beaker was then heated to 80°C. The heated mixture of the first beaker was then added to the third beaker under mixing conditions for approximately 20 min. The resulting emulsion was then allowed to mix and cool first to 68°C, at which time the eyelomethicone was added, then allowed to mix and cool to 65°C, at which time the ammonium polyacrylate/ isohexadecane/ PEG-40 castor oil (Simulgel A, Seppie, Paris, France) was added, and then allowed to mix and cool to 60°C, at which time the TM was added.

Example 2: SUNSCREEN COMPOSITIONS CONTAINING TRIAZOLE DERIVATIVES AND TRIAZINE DERIVATIVES

The above formulations were tested for both their sunscreen protection factor ("SPF") and their UV-A protection factor determined using Persistent

Pigmentation Darkening ("PPD") method and reported in Table III.

The SPFs of the above formulations were determined in vivo on human volunteers using a standard sunscreen testing protocol (the "Colipa Method"). Briefly, the minimum dose of solar-simulated ultraviolet radiation (UVR) required to induce a minimally perceptible erythema on human skin was determined for untreated skin and for the skin treated with one or the formulations (erythema readings were taken 24 hours after irradiation) . The ratio of the dose of UV radiation needed to induce minimally perceptible erythema for formulation protected skin (MEDp) , divided by the dose required for a minimally perceptible erythema for unprotected skin (MEDu) resulted in the SPF value of the formulation.

The irradiation apparatus used for SPF determinations was a Multiport Solar Simulator Model 601 (Solar Light Co., Philadelphia, Pennsylvania, USA) which consists of a 150W Xenon lamp filtered with a UGll 1mm thick filter and a WG320 1mm filter (Schott Co., Philadelphia, Pennsylvania, USA) to allow exposure to UV between 295 and 400 nanometers.

The determination of the protectiveness of the sunscreen in the UV-A portion of the spectrum was determined using the PPD test protocol. The procedure of this test was similar to the SPF test except that the PPD test uses only the longer portion of the UV spectrum (from 320 to 400nm) by using UGll 1mm thick and WG335 3mm thick filters (Schott Co.). Also, the biological reaction measured was not erythema as for the SPF determination, but rather pigmentation examined 2 hours after exposure ("persistent pigment darkening" or "PPD") . The PPD protection factor is the ratio of the UVA dose required to induce minimally perceptible pigment darkening for formulation protected skin (MPPDp) , divided by the UV-A dose required for unprotected skin (MPPDu) .

Table III

As indicated in Table III, Formulation No. 5, which . contained both the triazole derivative TM and the triazine derivative TS, had a higher SPF then either Formulation No. 1, which contained the same amount of TS but no TM, or Formulation No. 3, which contained the same amount of TM but no TS . Even more surprisingly, Formulation No. 5, which contained both the triazole derivative TM and the triazine derivative TS at 1% (W/W) , had a higher SPF than either Formulation No. 2, which contained 2% (W/W) of TS or Formulation No. 3, which contained 2% (W/W) of TM. Formulation No. 5 also showed a higher UV-A absorbency, as indicated by its PPD Protection Factor, than any of the other formulations. The combination of the triazole and triazine derivatives, thus, unexpectedly enhanced the SPF more than any of the two derivatives use alone, even twice the concentration.

It is understood that while the invention has been described in conjunction with the detailed description thereof, that the foregoing description is intended to illustrate and not limit the scope of the invention, which is defined by the scope of the appended claims. Other aspects, advantages, and modifications are within the claims.

Claims

What is claimed is :

1. A composition comprising : a triazine derivative of formula (I )

(i)

wherein,

Ri and R₂, independently, are C₃-Cι₈ alkyl, Ca-Cis alkenyl, a radical of the formula -CH₂ -CH(OH) -CH₂-0-R₈, or a radical of the formula (II)

( II )

R_g is a direct bond, C1-C4 alkenyl, or a radical, of the formula -C_mιH₂mi- or -C_mιH_2mι-0-;

Rio R11, and R₁₂, independently, are Cι-Cι₈ alkyl, C_x- Cis alkoxy, or a radical of the formula (III)

(III)

R₁₃ is Ci -C₅ alkyl; ml is 1 to 4; m2 is 0 to 5;

R₆ is a radical of the formula (IV)

(IV)

or of the formula (V)

(V)

or of the formula (VI) (VI)

R₃ is hydrogen, Cι-Cι₀ alkyl, or a radical of the formula - (CH₂CHR₅-0)_m4-R₄-CH2 or -CH (OH) -CH₂-0-R₈;

R₄ is hydrogen, a metal cation, C₁-C₅ alkyl, or a radical of the formula - (CH)_m3-0-R₈;

R₅ is hydrogen or methyl;

R₈ is hydrogen or Ci-Cs alkyl;

R₇ is Ci-Cis alkyl; m3 is 1 to 4; and m4 is 1 to 16; and (b) a triazole derivative of formula (IX)

(IX)

wherein R₁₅ and R₂₂, independently, are Ci-Ciβ alkyl optionally substituted with a phenyl group.

2. The composition of claim 1, wherein said triazole derivative of formula (IX) is methylene bis- benzotriazolyl tetramethylbutylphenol .

3. The composition of claim 1 wherein said triazine derivative of formula (I) is 2 , 4-Bis{ [4- (2- ethy1-hexyloxy) -2-hydroxy] -phenyl} -6- (4-methoxyphenyl) (1,3,5) -triazine.

4. The composition of claim 2 wherein said triazine derivative of formula (I) is 2, 4-Bis{ [4- (2- ethyl-hexyloxy) -2-hydroxy] -phenyl} -6- (4-methoxyphenyl) (1,3,5) -triazine .

5. The composition of claim 1, wherein said triazine derivative of formula (I) is present in an amount from about 0.1% to about 20%, by weight, of said composition and said triazole derivative of formula (IX) is present in an amount from about 0.1% to about 20%, by weight, of said composition.

6. The composition of claim 4, wherein said methylene bis-benzotriazolyl tetramethylbutylphenol is present in an amount from about 0.1% to about 20%, by weight, of said composition and said 2, 4-Bis{ [4- (2- ethyl-hexyloxy) -2-hydroxy] -phenyl}-6- (4-methoxyphenyl) - (1, 3 , 5) -triazine is present in an amount from about 0.1% to about 20%, by weight, of said composition.

7. The composition of claim 1 further comprising a dibenzoylmethane derivative UV-A absorbing agent .

8. The composition of claim 7 wherein said dibenzoylmethane derivative UV-A absorbing agent is selected from the group consisting of: 2- methyldibenzoylmethane, 4- methyl-dibenzoylmethane, 4- isopropyldibenzoylmethane, 4-ter-butyldibenzoylmethane, 2 , 4-dimethylbenzoylmethane, 4-tert-butyl- 4 'methoxydibenzoylmethane 2,5- dimethylbenzoylmethane,

4,4' -diisopropylbenzoylmethane, 2-methyl-5-isopropyl-4' - methoxydibenzoylmethane, 2-methyl-5-tert-butyl-4 ' - methoxydibenzoyImethane, 2,4-dimethy1-4 ' - methoxydibenzoylmethane, and 2, 6-dimethyl-4-ter-butyl- 4 ' - methoxydibenzoylmethane.

9. The composition of claim 7 wherein said dibenzoylmethane derivative UV-A absorbing agent is 4- tert-butyl-4 ' -methoxydibenzoylmethane .

10. The composition of claim 7 wherein said dibenzoylmethane derivative UV-A absorbing agent is present in an amount from about 0.1% to about 20%, by weight, of said composition.

11. The composition of claim 1 further comprising a UV-B absorbing agent .

12. The composition of claim 11 wherein said UV-B absorbing agent is selected from the group consisting of methyl benzylidene camphor, octyl salicylate, phenylbenzimidazole sulfonic acid, homosalate, titanium dioxide, zinc oxide, dioxybenzone, sulisobenzone, oxybenzone, and dioctyl butamido triazone.

13. The composition of claim 11 wherein said composition comprises octyl methoxycinnamate.

14. The composition of claim 11 wherein said UV-B absorbing agent is present in an amount from about 0.1%, to about 20%, by weight, of said composition.

15. The composition of claim 4 further comprising a UV-B absorbing agent.

16. The composition of claim 15 wherein said UV-B absorbing agent is selected from the group consisting of methyl benzylidene camphor, octyl salicylate, phenylbenzimidazole sulfonic acid, homosalate, titanium dioxide, zinc oxide, dioxybenzone, sulisobenzone, oxybenzone, and dioctyl butamido triazone.

17. The composition of claim 15 wherein said composition comprises octyl methoxycinnamate.

18. The composition of claim 15 wherein said UV-B absorbing agent is present in an amount from about 0.1%, to about 20%, by weight, of said composition.

19. A method of protecting mammalian skin or hair from UV radiation comprising topically applying to the skin or hair a composition of claim 1.