CN1950058A - Benzylidene-beta,-dicarbonyl compounds as novel UV absorbers - Google Patents

Abstract

The invention relates to a compound of formula (I) wherein R<1>-R<3> independently represent hydrogen, C1-C8 alkyl or C1-C8 alkoxy; R<4> represents COR, CO2R, or CONR2, wherein R represents C1-C8 alkyl or C3-C8 cycloalkyl; R<5> represents H or C1-C8 alkyl; and R<6> represents aryl, aryl substituted with up to three C1-C8 alkyls or C1-C8 alkoxys, or C3-C8 cycloalkyl. The invention especially relates to the use of said compound as a UV filter in cosmetic formulations, especially combined with UV filters from the group of methoxycinnamate derivatives and/or dibenzoylmethane derivatives, with the proviso that R<5> represents H, when R<4> represents COR.

Description

Benzylidene-beta as new UV absorbent

The present invention relates to some benzylidene-beta at cosmetics and dermatological formulation, for example in sunscreen composition and day care product and the hair products as the purposes of UV lightscreening agent (UV absorbent).The invention still further relates to corresponding cosmetics and dermatological formulation.At last, the present invention also relates to can be as some new benzylidene-beta of UV-B lightscreening agent.

Wavelength according to UV can be divided into it UV-A ray (320-400nm) and UV-B ray (280-320nm).Uv b radiation can cause the generation (erythema) of illeffects, sunburn.Dermatopathology studies show that the UV-A radiation also can cause skin damage.Therefore the radiation of this scope is all influential until skin carcinoma for the old and feeble disease of skin.

Find that based on this modern cosmetics sunscreen has substantially all covered UV-A and these two scopes of UV-B.Therefore, except known UV-B absorbent for example camphor derivatives, salicyclic acid derivatives, benzophenone, cinnamate, benzimidazole and the triazines, also develop and new UV-A absorbent.A most important representative substances is 4-dimethyl ethyl-4 '-methoxy dibenzoyl methane.

But a shortcoming is when using the combination of UV-A and UV-B absorbent in sunscreen composition, incompatibility to take place sometimes.Therefore, for example the combination meeting of 4-dimethyl ethyl-4 '-methoxy dibenzoyl methane and octyl methoxycinnamate does not have light stability owing to their interaction.The result causes protective value in the sun to reduce fast.

Therefore, main purpose of the present invention provides a kind of UV lightscreening agent (UV absorbent), particularly UV-B lightscreening agent, and it not only self has light stability, and can form the cosmetic formulations with suitable light stability with other UV lightscreening agents.In this article, in traditional cosmetics oil the dissolubility of this UV lightscreening agent preferably than higher.

According to the present invention, reach above-mentioned main purpose by the chemical compound that uses general formula I,

Wherein

R ¹-R ³The three is respectively hydrogen, C independently ₁-C ₈Alkyl or C ₁-C ₈Alkoxyl,

R ⁴Be COR, CO ₂R, CONR ₂, wherein R is C ₁-C ₈Alkyl (preferably) or C ₃-C ₈Cycloalkyl,

R ⁵Be H or C ₁-C ₈Alkyl,

R ⁶Be aryl, by maximum 3 C ₁-C ₈Alkyl or C ₁-C ₈Aryl or C that alkoxyl replaces ₃-C ₈Cycloalkyl,

This chemical compound in cosmetics or dermatological formulation as UV lightscreening agent (preferred UV-B lightscreening agent).

In this article, condition is

If R ⁴Be COR, R ⁵Be H.

In the context of this article, this chemical compound is represented with their diagram general formula is auxiliary; Although under individual cases, select illustrated representative compounds, all possible configurational isomer of chemical compound and composition thereof shown in each diagram general formula all comprises; Particularly, also comprise possible E/Z isomer (and composition thereof), when having chiral centre, be also included within R under every kind of situation and S enantiomer (and composition thereof).

The preparation method of a kind of cosmetics or dermatological formulation is wherein mixed one or more compound of Formula I (as above-mentioned definition) of live vol with other components that meet the purposes according to the present invention of cosmetics or dermatological formulation.

A kind of protection skin or hair are avoided the UV radiation; the method of uv b radiation particularly; wherein one or more compound of Formula I (as above-mentioned definition) of live vol are applied to skin or hair with the form of cosmetics or dermatological formulation, wherein cosmetics or dermatological formulation also comprise other components that meets the purposes according to the present invention.

Compound of Formula I used according to the invention is particularly suitable for and is selected from the UV lightscreening agent combination of Methoxycinnamate derivant and/or dibenzoylmethane derivative; Verified, this combination has wonderful light stability.

Really in DE 10 87 902 A1, be described according to chemical compound of the present invention, but the UV that only is used for industry protects, and therefore in specific technical field and specific demand side significant difference is arranged with (very widely) general formula.Industry UV lightscreening agent mixes (and mixing) in plastics, film, fiber etc., therefore be different from fully and be incorporated in the cosmetic formulations (for example O/W Emulsion), wherein this cosmetic formulations is applied to skin and because the chemical constitution of UV lightscreening agent can be passed skin.

DE 19755650 A1 have disclosed a kind of Alpha-Methyl-styrene derivative that can be used as the replacement of light stability UV lightscreening agent application.In this article, disclosed chemical compound comprises that all Alpha-Methyl (is appointed as R with 2 identical end groups ³And R ⁴).Be different from chemical compound used according to the invention, its disclosed chemical compound is the UV-A lightscreening agent.

Therefore, astoundingly, compound of Formula I according to the present invention is good UV-B lightscreening agent, and produces light stability mixture (with other UV lightscreening agent) in very special mode.

Particularly preferably in the above-mentioned compound of Formula I of using as the UV lightscreening agent in cosmetics or the dermatological formulation be:

Wherein

R ¹-R ³The three is respectively hydrogen, C independently ₁-C ₈Alkyl or C ₁-C ₈Alkoxyl,

R ⁴Be CO ₂R, wherein R is C ₁-C ₈Alkyl,

R ⁵Be H or C ₁-C ₈-alkyl,

R ⁶It is aryl or by maximum 3 C ₁-C ₈Alkyl or C ₁-C ₈The aryl that alkoxyl replaces.

With R wherein ⁴Be COR or CONR ₂Chemical compound opposite, this chemical compound that preferably uses can be dissolved in the cosmetics oil easily.With resulting mixture (solution) gross weight is benchmark, this chemical compound that preferably uses cosmetics oil for example the dissolubility among isopropyl myristic acid ester, Miglyol-812 or the Witconol TN generally greater than 10wt.%, and R wherein ⁴Be COR or CONR ₂The dissolubility of chemical compound be generally less than 10wt.%.

Preferred especially employed compound of Formula I is:

Wherein

R ¹Be methoxyl group,

R ²And R ³Be H,

R ⁴Be CO ₂R, wherein R is C ₂-C ₅Alkyl and

R ⁶It is phenyl or by maximum 3 C ₁-C ₈Alkyl or C ₁-C ₈The phenyl that alkoxyl replaces.

Use these chemical compounds can make the stable mixture of light especially, also compare among the embodiment hereinafter.

Still in order to have special fine solubility, the preferred especially chemical compound that uses is:

Wherein

R ¹Be methoxyl group, it is positioned at and has substituent R ⁴, R ⁵And R ⁶The para-position of group,

R ²And R ³Be hydrogen,

R ⁴Be CO ₂R, wherein R is C ₄-C ₅Alkyl (preferred normal-butyl),

R ⁵Be H or C ₁-C ₈Alkyl and

R ⁶It is phenyl.

With R wherein be C ₁-C ₃The similar compound of alkyl is opposite, and R is C ₄-C ₅Therefore the chemical compound of alkyl is liquid (rather than solid), when these particularly preferred chemical compounds of use, does not have the danger that crystallizes out from the cosmetics that made or dermatological formulation.

The preferred UV absorbent that uses following compounds as the UV-B scope:

Especially preferably use wherein R ⁶Be C ₃-C ₈Cycloalkyl, the above-mentioned compound of Formula I of preferred cyclohexyl in cosmetics or dermatological formulation as the UV lightscreening agent.When using them, can make light stable formulation especially.

In the case, in particular for reaching fine solubility, preferred R ⁴Be CO ₂R, wherein R is C ₁-C ₈Alkyl, preferred R is methyl or ethyl.If R is an ethyl, dissolubility is good especially.

Benzylidene-beta used according to the invention can be used as UV lightscreening agent (UV absorbent) in cosmetics or dermatological formulation; especially for protection; to avoid acute (sunburn) and chronic (progeria of skin) skin injury, especially in sunscreen composition, day care product and hair products, use.

Benzylidene-beta used according to the invention can independently use, also can be as mixture in corresponding preparation (prescription); They can also be used in combination with the UV absorbent of other material type, also can combination mutually in any required mixture.

Comprise according to cosmetics of the present invention or dermatological formulation (prescription):

-one or more compound of Formula I as defined above (substituent group with general or preferred kind) are as the UV absorbent.

Preferred cosmetics or dermatological formulation also comprise

-one or more other UV absorbent particularly is selected from Methoxycinnamate derivant (p-methoxycinnamic acid ester) and/or dibenzoylmethane derivative,

And/or

The metal oxide pigment of-coating or uncoated.

These aspects will be described in further detail below, and particularly also are described in preferred embodiments.In cosmetics or dermatological formulation, preferably select employed UV absorbent with pigment and coordinate their relative separately specified quantitatives, make them work in coordination, increase so that the SPF of preparation is collaborative.

Particularly advantageously select employed UV absorbent and coordinate their relative separately specified quantitatives, so that the critical wavelength λ of preparation _Crit. be＞380nm.In this article, critical wavelength is 90% o'clock the wavelength that the integration of spectral absorption curve reaches the 290-400nm integration.

Can be following Example with the UV absorbent of compound of Formula I combination:

Para-amino benzoic acid

Ethoxylation ethylaminobenzoate (25mol)

P-(dimethylamino)-benzoic acid 2-ethyl hexyl ester

N-propoxylation ethylaminobenzoate (2mol)

Para-amino benzoic acid glyceride

Salicylic acid homotype menthol ester (homosalate) (Neo-Heliopan ^HMS)

Salicylic acid 2-Octyl Nitrite (Neo-Heliopan ^OS)

Triethanolamine salicylate

4-isopropyl benzyl salicylate

Ortho-aminobenzoic acid menthol ester (Neo Heliopan ^MA)

The diisopropyl ethyl cinnamate

P-methoxycinnamic acid 2-Octyl Nitrite (Neo Heliopan ^AV)

The diisopropyl methyl cinnamate

Iso-amyl p-methoxycinnamate (Neo Heliopan ^E 1000)

The p-methoxycinnamic acid diethanolamine salt

The p-methoxycinnamic acid isopropyl ester

2-cyano group-3,3-diphenylacrylate-2-Octyl Nitrite (Neo Heliopan ^303)

2-cyano group-3,3 '-diphenyl-ethyl acrylate

2-Phenylbenzimidazole sulfonic acid and salt (Neo Heliopan ^Hydro)

3-(4 '-trimethyl ammonium)-benzal-camphyl-2-ketone Methylsulfate

Inferior terephthaldehyde's base-two camphane sulfonic acid and salt (Mexoryl ^SX)

The 4-tert-butyl group-4 '-methoxyl group-dibenzoyl methane (avobenzone)/(Neo Heliopan ^357)

β-imidazoles-4 (5)-acrylic acid (urocanic acid)

2-hydroxyl-4-methoxybenzene ketone (Neo Heliopan ^BB)

2-hydroxyl-4-methoxybenzene ketone-5-sulfonic acid

Dihydroxy-4-methoxybenzene ketone

2,4-dihydroxy benzenes ketone

The tetrahydroxy benzene ketone

2,2 '-dihydroxy-4,4 '-the dimethoxy benzophenone

2-hydroxyl-4-n-octyloxy benzophenone

2-hydroxyl-4-methoxyl group-4 '-the methylbenzene ketone

3-(4 '-sulfo group) benzal-camphyl-2-ketone and salt

3-(4 '-the methyl benzal)-d, l-Camphora (Neo Heliopan ^MBC)

3-benzal-d, l-Camphora

4-isopropyl diphenyl formyl methane

2,4,6-triphen amido-(right-carbon-2 '-ethylhexyl-1 '-oxygen)-1,3,5-triazines

Phenylene-two-benzimidazolyl-tetrasulfonic acid disodium salt (Neo Heliopan ^AP)

2,2 '-(1, the 4-phenylene)-two-(1H-benzimidazole-4,6-disulfonic acid), a sodium salt

N-[(2 and 4)-[2-(oxo inferior Borneolum Syntheticum-3-yl) methyl] benzyl]-acrylamide polymer

Phenol ,-(2H-benzotriazole-2-yl)-4-methyl-6-(2-methyl-3 (1,3,3,3-tetramethyl-1-(trimethyl silyl)-oxygen)-two silyloxies)-propyl group), (Mexoryl ^XL)

4,4 '-[(6-[4-(1, the 1-dimethyl)-amino carbonyl)-phenyl amino]-1,3,5-triazines-2,4-two bases) diimino]-two-(benzoic acid 2-ethyl hexyl ester) (Uvasorb ^HEB)

2,2 '-methylene-two-(6-(2H-benzotriazole-2-yl)-4-1,1,3,3-tetramethyl butyl)-phenol), (Tinosorb ^M)

2,4-two-[4-(2-ethyl hexyl oxy)-2-hydroxyphenyl]-1,3,5-triazines

Toluenyl malonic ester-polysiloxanes (Parsol ^SLX)

Glyceryl thylhexoic acid dimethoxy-cinnamic acid ester

2,2 '-dihydroxy-4,4 '-dimethoxy-5,5 '-disulfo-benzophenone disodium

The dipropylene glycol salicylate

Hydroxyl methoxybenzene ketone sodium sulfonate

4,4 ', 4-(1,3,5-triazines-2,4,6-three basic three imino groups)-three-benzoic acid three (2-ethyl hexyl ester) (Uvinul ^T150)

2,4-two-[(4-(2-ethyl-hexyloxy)-2-hydroxyl }-phenyl]-6-(4-methoxyphenyl)-1,3,5-triazines, (Tinosorb ^S)

2,4-two-[{ (4-(3-sulfuryl)-2-hydroxyl-propoxyl group)-2-hydroxyl }-phenyl]-6-(4-methoxyphenyl)-1,3,5-triazines sodium salt

2,4-two-[{ (3-(2-propoxyl group)-2-hydroxyl-propoxyl group)-2-hydroxyl }-phenyl]-6-(4-methoxyl group-phenyl)-1,3,5-triazines

2,4-two-[{ 4-(2-ethyl-hexyloxy)-2-hydroxyl }-phenyl]-6-[4-(2-methoxyethyl-carbonyl)-phenyl amino]-1,3,5-triazines

2,4-two-[{ 4-(3-(2-propoxyl group)-2-hydroxyl-propoxyl group)-2-hydroxyl }-phenyl]-6-[4-(2-ethyl carbonyl)-phenyl amino]-1,3,5-triazines

2,4-two-[{ 4-(2-ethyl-hexyloxy)-2-hydroxyl }-phenyl]-6-(1-methyl-pyrroles-2-base-)-1,3,5-triazines

2,4-two-[{ 4-three-(trimethylsiloxy group-silicyl propoxyl group)-2-hydroxyl }-phenyl]-6-(4-methoxyphenyl)-1,3,5-triazines

2,4-two-[4-(2 " the methyl-prop oxy alkylene)-the 2-hydroxyl }-phenyl]-6-(4-methoxyphenyl)-1,3,5-triazines

2,4-two-[4-(1 ', 1 ', 1 ', 3 ' 5 ', 5 ', 5 '-seven methyl siloxies-2 " methyl-propoxyl group)-the 2-hydroxyl }-phenyl]-6-(4-methoxyphenyl)-1,3,5-triazines

2-(4-lignocaine-2-hydroxy benzoyl)-benzoic acid hexyl ester (Uvinul ^A Plus)

Inferior indanyl chemical compound according to DE 100 55 940 (=WO 02/38537)

In this article, the UV absorbent that is particularly suitable for making up is

Para-amino benzoic acid

3-(4 '-trimethyl ammonium)-benzal-camphyl-2-ketone Methylsulfate

Salicylic acid homotype menthol ester (homosalate) (Neo-Heliopan ^HMS)

2-hydroxyl-4-methoxyl group-benzophenone (Neo Heliopan ^BB)

2-Phenylbenzimidazole sulfonic acid (Neo Heliopan ^Hydro)

Inferior terephthaldehyde's base-two camphane sulfonic acid and salt (Mexoryl ^SX)

The 4-tert-butyl group-4 '-methoxy dibenzoyl methane (Neo Heliopan ^357)

3-(4 '-sulfo group) benzal-camphyl-2-ketone and salt

2-cyano group-3,3-diphenylacrylate-2-Octyl Nitrite (Neo Heliopan ^303)

N-[(2 and 4)-[2-(oxo inferior Borneolum Syntheticum-3-yl) methyl] benzyl]-acrylamide polymer

P-methoxycinnamic acid-2-Octyl Nitrite (Neo Heliopan ^AV)

Ethoxylation para-amino benzoic acid ethyl ester (25mol)

Iso-amyl p-methoxycinnamate (Neo Heliopan ^E 1000)

2,4,6-triphen amido-(right-carbon-2 '-ethylhexyl-1 '-oxygen)-1,3,5-triazines (Uvinal ^T150)

Phenol, 2-(2H-benzotriazole-2-yl)-4-methyl-6-(2-methyl-3 (1,3,3,3-tetramethyl-1-(trimethyl silyl)-oxygen)-two silyloxies)-propyl group), (Mexoryl ^XL)

4,4 '-[(6-[4-(1, the 1-dimethyl)-amino carbonyl)-phenyl amino]-1,3,5-triazines-2,4-two bases)-diimino]-two-(benzoic acid 2-ethyl hexyl ester) (UvasorbHEB)

3-(4 '-the methyl benzal)-d, l-Camphora (Neo Helipan ^MBC)

The 3-benzylidene camphor

Salicylic acid-2-Octyl Nitrite (Neo Helipan ^OS)

4-dimethylaminobenzoic acid-2-Octyl Nitrite (padimate O)

Hydroxyl-4-methoxyl group-benzophenone-5-sulfonic acid and sodium salt

2,2 '-methylene-two-(6-(2H-benzotriazole-2-yl)-4-1,1,3,3-tetramethyl butyl)-phenol), (Tinosorb ^M)

Phenylene-two-benzimidazolyl-tetrasulfonic acid disodium salt (Neo Heliopan ^AP)

2,4-two-[(4-(2-ethyl-hexyloxy)-2-hydroxyl }-phenyl]-6-(4-methoxyphenyl)-1,3,5-triazines, (Tinosorb ^S)

Toluenyl malonic ester-polysiloxanes (Parsol ^SLX)

O-amino benzoyl acidic group ester (Neo Heliopan ^MA)

2-(4-diethylamino-2-hydroxy benzoyl)-benzoic acid hexyl ester (Uvinul ^A Plus)

Inferior indanyl chemical compound according to DE 100 55 940 (=WO 02/38537)

Use conjugated polymer or polymeric UV absorbent in preparation according to the present invention, particularly for example the described UV absorbent of WO-A-92/20690 also is favourable.Equally, for example titanium dioxide, zinc oxide and ferrum oxide or Tinosorb of the inorganic or organic pigment that in having the sun-proof of UV safeguard function and day care product, also can use benzylidene-beta used according to the invention and fine separation ^The combination of M.

Certainly, the above-mentioned UV lightscreening agent of listing that can be used in combination with the benzylidene-beta of general formula I of the present invention is not exclusive.

In cosmetics of making or dermatological formulation, if desired (single-or poly-) sulfonated water solublity UV lightscreening agent material existence, then the gross weight with preparation is a benchmark, the total amount of all these UV lightscreening agent materials advantageously is selected from 0.1 to 10.0wt.%, preferred 0.5 to 6.0wt.%, wherein said UV lightscreening agent material for example is phenylene-two-benzimidazolyl-tetrasulfonic acid disodium salt and salt thereof and/or corresponding disulfonic acid and salt thereof and/or 2-Phenylbenzimidazole-5-sulfonic acid and salt thereof and/or 2-hydroxyl-4-methoxybenzene ketone-5-sulfonic acid and salt thereof and/or 4-(2-oxygen-3-Borneolum Syntheticum subunit-methyl)-benzenesulfonic acid and salt thereof and/or 2-methyl-5-(2-oxygen-3-bornenyl-methyl)-benzenesulfonic acid and salt and/or benzene-1,4-two-(the bornenyl methyl of 2-oxygen-3-)-10-sulfonic acid and salt thereof.

In cosmetics of making or dermatological formulation, oil-soluble UV lightscreening agent material exists if desired, then the gross weight with preparation is a benchmark, the total amount of oil-soluble UV lightscreening agent material (chemical compound that comprises general formula I) advantageously is selected from 0.1 to 10.0wt.%, preferred 0.5 to 6.0wt.%, wherein said oil-soluble UV lightscreening agent material for example is 4,4 ', 4 " (1; 3; 5-triazine-2,4,6-three basic three imino groups)-three-benzoic acid three-(2-ethyl hexyl ester) and/or the 4-tert-butyl group-4 ' methoxyl group-dibenzoyl methane and/or 4 methyl benzylidene camphor and/or octyldimethyl para-amino benzoic acid and/or Mexoryl ^XL and/or Uvasorb ^HEB and/or Tinosorb ^S and/or benzophenone-3 and/or Parsol ^SLX and/or Neo Heliopan ^MA.

In cosmetics of making or dermatological formulation, p-methoxycinnamic acid-2-Octyl Nitrite and/or iso-amyl p-methoxycinnamate exist if desired, then the gross weight with preparation is a benchmark, and the total amount of these materials advantageously is selected from 0.1 to 15.0wt.%, preferred 0.5 to 7.5wt.%.

In cosmetics of making or dermatological formulation, 2-cyano group-3 if desired, 3-diphenylacrylate Octyl Nitrite exists, and then the gross weight with preparation is a benchmark, and the total amount of this material advantageously is selected from 0.1 to 15.0wt.%, and preferred 0.5 to 10.0wt.%.

In cosmetics of making or dermatological formulation, be benchmark with the gross weight of preparation, the total amount of one or more salicyclic acid derivatives advantageously is selected from 0.1 to 15.0wt.% in many cases, and preferred 0.5 to 10.0wt.%.If selection ethylhexyl salicylate, its total amount advantageously are selected from 0.1 to 5.0wt.%.If selection homosalate, its total amount advantageously are selected from 0.1 to 10.0wt.%.

(a) p-methoxycinnamic acid ester (Methoxycinnamate) and/or dibenzoylmethane derivative, with the chemical compound of (b) general formula I be particularly preferred combination, this combination can the light stable manner be prepared, comprise that use is for example 0.1 to 5wt.%, preferred 1 to 3wt.% the 4-tert-butyl group-4 '-methoxy dibenzoyl methane, 0.1 to 10wt.%, preferred 1 to the ethylhexyl-p-methoxycinnamate of 7.5wt.% or isopentyl ester and 0.2wt.% at least, and preferred 1 arrives the compound of Formula I used according to the invention of 6wt.%.

Preferably, the ratio of determining each material is 1 part of dibenzoylmethane derivative, 2.5-3.5 part p-methoxycinnamic acid ester and 1.5-2.5 part benzylidene-beta used according to the invention.Preferred especially 1 part of dibenzoylmethane derivative, the combination of 3 parts of p-methoxycinnamic acid esters and 2 parts of benzylidene-beta used according to the invention.

It also is favourable adding the stable UV absorbent of one or more non-ordinary lights in this export-oriented this three combination of components, described UV absorbent for example be methyl benzylidene camphor, 2-cyano group-3,3 '-diphenylacrylate-2-Octyl Nitrite, octyl group triazinone, Uvasorb ^HEB, Tinosorb ^S, Tinosorb ^M, ethylhexyl salicylate, homosalate and phenylene benzimidazole sulfonic acid or phenylene-two-benzimidazole tetrasulfonic acid disodium salt, Mexoryl ^SX, Mexoryl ^XL, Parsol ^SLX, Uvinul ^A Plus or according to DE 100 55 940 inferior indanyl chemical compounds.

Astoundingly, by the benzylidene-beta of use general formula I and the combination of other UV lightscreening agents, the concertedness that has reached SPF in cosmetics or dermatological formulation increases.The example that the SPF concertedness increases is cosmetics or the dermatosis Emulsion that comprises compound of Formula I and ethylhexyl methoxy cinnamate and octocrylene, or the combination of compound of Formula I and ethylhexyl methoxy cinnamate and 2-Phenylbenzimidazole sulfonic acid, or the combination of compound of Formula I and ethylhexyl methoxy cinnamate and methyl benzylidene camphor, or compound of Formula I and ethylhexyl methoxy cinnamate and the 4-tert-butyl group-4 '-combination of methoxyl group-dibenzoyl methane, or compound of Formula I and Neo Heliopan ^The combination of AP and ethoxy-cinnamic acid Octyl Nitrite, or the combination of the chemical compound of general formula I and octocrylene, methyl benzylidene camphor and zinc oxide.In addition, the chemical compound of general formula I and dibenzoyl methane, methyl benzylidene camphor, 2-Phenylbenzimidazole sulfonic acid, Neo Heliopan ^AP, Mexoryl ^SX, Mexoryl ^XL, Parsol ^SLX, Tinosorb ^S, Tinosorb ^M, Uvinul ^T150, Uvasorb ^HEB, Uvinul ^A Plus or increase according to the concertedness that the combination of the inferior indanyl chemical compound of DE 100 55 940 and fine pigment zinc oxide and titanium dioxide has also demonstrated SPF.Above-mentioned UV lightscreening agent combination is only used for for example; With the combination of other UV lightscreening agents in also can produce synergism.Therefore, can use all above-mentioned specially suitable UV absorbent (UV lightscreening agent) of mentioning and all UV lightscreening agents of in following publication, ratifying, can independently or with other combinations of substances come and the compound of Formula I coupling.

The U.S.: Food and Drug Administration (FDA).Monograph at the sun-proof medicine that is used for the non-magistral medicines that the people uses is open.

Europe: the resolution 76/768EEC of council that relates to the approximate legal regulations that are used for member state from the cosmetic agent to the technological progress.Be disclosed on the Official Journal of the European Community.

Japan: be disclosed in the cosmetics regulations of health and Department of Welfare (MHW).

Germany: be disclosed in the legislation according to grain and commodity bill (LMBG) to cosmetic agent.

Australia: register and be disclosed in the Australian therapeutic commodity registrations (ARTG) through therapeutic merchandise control office (TGA).

The concertedness that generally can realize the UV SPF by above-mentioned combination increases.

The combination results of compound of Formula I and UV-A absorbent best wide range protective value (290-400nm).Particularly compound of Formula I and Neo Heliopan ^AP (UV-AII absorbent) and can obtain the UV protective value of this wide range according to the combination of the inferior indanyl chemical compound (UV-AI absorbent) of DE 100 55 940.By the combination of itself and compound of Formula I or with compound of Formula I and Neo Heliopan ^AP and/or according to the inferior indanyl chemical compound combination of DE 10,055 940, preferably other UV-A lightscreening agents are Mexoryl ^SX, Mexoryl ^XL, Tinosorb ^M, Tinosorb ^S, benzophenone-3, benzophenone-4, Neo Heliopan ^357, Neo Heliopan ^MA and Uvinul ^A Plus.

By compound of Formula I and Neo Heliopan ^AP and UV-B lightscreening agent, for example for example combination of zinc oxide, titanium dioxide of the fine dispersive metal-oxide of ethylhexyl methoxy cinnamate or UV-B lightscreening agent mixture and coating or uncoated can realize critical wavelength λ _Crit. the UV wide range protective value of＞380nm is (in this article with reference to Int.J.Cosm.Science 16, the Diffey in 47 (1994)).

Some general formula I benzylidene-beta used according to the invention under standard state (25 ℃; 1 atmospheric pressure) is (crystalline) solid, therefore must fully be dissolved in the cosmetic formulations, to avoid after relatively than the long storage time, the problem of recrystallization taking place (in this article, with reference to above-mentioned comment, be for particularly preferred compound of Formula I, because particularly preferred chemical compound is a liquid).Advantageously, for avoiding recrystallization, use oil ingredient, liquid oil-soluble organic UV or the conventional alcohol that uses, for example ethanol, isopropyl alcohol or the 1-butanols in cosmetic formulations of q.s.The preferred especially crystal benzylidene-beta that uses following oil ingredient and/or UV absorbent to make general formula I used according to the invention has enough dissolubilities.

Ethylhexyl methoxy cinnamate, methoxy cinnamic acid isopentyl ester, octocrylene, salicylic acid ethyl hexyl ester, homosalate, methyl 2-aminobenzoate, padimate O, diisopropyl adipate ester, C _12-15-alkyl benzoate (Witconol TN), butanediol dicaprylate/dicaprate (Miglyol 8810), Cortex cocois radicis glyceride (Myritol 331), caprylic/capric triglyceride (Miglyol 812), the different pelargonate of 16 octadecyls (Cetiol SN), PVP/ hexadecylene copolymer (Unimer U151), adipic acid/diethylene glycol/different n-nonanoic acid copolymer (Lexorez 100), propylene glycol dicaprylate/dicaprate (Myritol PC), the just own ester of lauric acid (Cetiol A), dicaprylyl ether (Cetiol OE), naphthalenedicarboxylic acid diethylhexyl ester (Hallbrite ^TQ), salicylic acid butyl monooctyl ester (Hallbrite ^BHB), dibutyl adipate (Cetiol B), triethyl citrate (Hydagen CAT), propylene glycol dibenzoate (Finsolv PG 22), tributyl citrate, malic acid dioctyl ester (Ceraphyl 45), dibenzoic acid dipropylene glycol ester (Benzoflex 245), acetyl group tributyl citrate (Citroflex A-4), acetyl group triethyl citrate (Citroflex A-2).Certainly, listed in the context of the present invention spendable oil is not exclusive.

In comprising the cosmetic emulsions of compound of Formula I, the gross weight of all components of oil phase is preferably 0.5 to 30%, and preferred 2 to 15%.Oil ingredient that all are above-mentioned and liquid oil dissolubility UV lightscreening agent all are the fine solvents of all crystals oil-soluble organic UV.

If it is very disadvantageous that the UV absorbent can stay the stain that can not wash off from clothes product.Especially, known UV-A absorbent tert-butyl group methoxy dibenzoyl methane can produce the stain that can't wash off on textile.But benzylidene-beta used according to the invention does not have such shortcoming, because any stain on textile can be washed off easily.

Sunscreen product should be water-proof, so just can guarantee user, and particularly the child has enough UV protective effects in swimming or during taking a shower.This demand of the special adaptation of chemical compound used according to the invention.In comprising the O/W Emulsion of 3% benzylidene-beta of the present invention, after cleaning, be measured to the UV absorbent and approximately also have 97%, and in W/O Emulsion, this numeral is 95%.In addition, comprise water solublity, list-or how sulfonated UV lightscreening agent, for example Neo Heliopan ^AP, Mexoryl ^SX, benzophenone-4, Neo Heliopan ^The sunscreen product of Hydro and/or the above-mentioned oil-soluble organic UV of listing, when making up with compound of Formula I, its resistance to water can significantly increase.

In addition, UV absorbent of the present invention with for example at EP-A 496 434, the chelating agen material that EP-A 313 305 and WO-94/04128 list, or during with poly-Aspartic Acid and ethylenediamine-tetramethyl-phosphonate combination, also be quite favourable.

In addition; the invention provides the purposes of compound of Formula I; it is used according to the invention; make up with the UV absorbent of routine and to strengthen radiating protective effect, the protective effect degree (having synergism) that has realized when it has surpassed the conventional UV lightscreening agent that uses uniform amt or UV lightscreening agent self used according to the invention deleterious UV.

In cosmetics according to the present invention or dermatological formulation, gross weight with preparation is a benchmark, no matter be to form required mixture arbitrarily with independent material or with other materials, the total amount of UV lightscreening agent (UV-A, UV-B and/or wide range lightscreening agent) advantageously 0.1 arrives 30wt.%, preferred 0.1 to 10.0wt.%, particularly 0.5 arrive 5.0wt.%.

Though also nonessential, advantageously also comprise based on the metal-oxide of fine dispersion and/or the inorganic pigment of other metallic compounds described pigment slightly soluble or water insoluble, particularly titanium oxide (TiO according to cosmetics of the present invention and dermatological formulation ₂), zinc oxide (ZnO), iron oxides (Fe for example ₂O ₃), Zirconium oxide (ZrO ₂), Si oxide (SiO ₂), Mn oxide (for example MnO), aluminum oxide (Al ₂O ₃), cerium oxide (Ce for example ₂O ₃), mixed oxide and these hopcalites of respective metal.These pigment are unbodied or unbodied for X-ray right and wrong for the X-ray.Particularly preferred pigment is based on TiO ₂.

For the X-ray is that unbodied oxide pigment is to show non-crystal structure or non-metal-oxide or the quasi-metal oxide of surveying crystal structure in the X-ray diffraction experiment.These pigment obtain by flame reaction usually, for example pass through metal halide or metalloid halogenide and hydrogen and air (or purity oxygen) and react acquisition in flame.

For the X-ray is that unbodied oxide pigment is used as thickening agent and thixotropic agent, the flow promortor that is used for stable emulsion and dispersant in cosmetics, dermatosis or pharmaceutical preparation, and can be used as carrier mass (for example, being used to increase the powder of fine dispersion or the volume of dust).Be unbodied and be generally used for preparing cosmetics or the known oxide pigment of dermatosis compositions is, for example highly purified silicon oxide for the X-ray.Be that the particle diameter of unbodied high-purity silicon dioxide pigment is 5 to 40nm for the X-ray preferably, active surface area (BET) is 50 to 400m ²/ g, preferred 150 to 300m ²/ g, this granule can be considered as having the very spheroidal particle of uniform-dimension.By visual, can observe silica pigment is loose white powder.Silica pigment is with Aerosil ^(CASNo.7631-85-9) or the title of Carb-O-Sil in commercial sale.

Favourable Aerosil ^Type is, for example Aerosil ^0X50, Aerosil ^130, Aerosil ^150, Aerosil ^200, Aerosil ^300, Aerosil ^380, Aerosil ^MQX 80, Aerosil ^MOX 170, Aerosil ^COK 84, Aerosil ^R 202, Aerosil ^R 805, Aerosil ^R 812, Aerosil ^R 972, Aerosil ^R 974, Aerosil ^R976.

Advantageously comprise 0.1 to 20wt.% according to cosmetics of the present invention or dermatological sunscreens, advantageously 0.5 to 10wt.%, preferred especially 1 to 5wt.% is unbodied oxide pigment for the X-ray.

According to the present invention, for X-ray right and wrong unbodied inorganic pigments hydrophobic type advantageously, promptly the water proofing property processing has been carried out on their surface.This surface treatment can comprise, provides thin hydrophobic layer by known method own on pigment.This method comprises, for example produces the hydrophobic surface layer according to following reaction:

In this reaction equation, n and m are the stoichiometry parameters that needs use, and R and R ' are required organic groups.The hydrophobicity pigment of preparation for example, advantageously is similar to DE-A 33 14 742.

The TiO that can mention ₂The example of pigment for example is that Degussa is with trade name T805 product sold.Preferably use TiO in addition ₂/ Fe ₂O ₃Mixed oxide, for example, equally by Degussa with trade name T817 product sold.

In cosmetics of making or dermatological formulation, be benchmark with the gross weight of preparation, inorganic pigment is the total amount advantageously 0.1 to 30wt.%, preferred 0.1 to 10.0wt.% of the inorganic little pigment of hydrophobicity particularly, and particularly 0.5 to 6.0wt.%.

Can have conventional composition according to cosmetics of the present invention and/or dermatological formulation; and can be used for making up and/or dermopathic solar protection; treatment, nursing and the cleaning that can be used for skin and/or hair in addition, in decorative cosmetic product having as cosmetics.Can be correspondingly for example use according to preparation of the present invention according to their composition, as skin protection emulsifiable paste, detergent cream, sunscreen cream, nutrition emulsifiable paste, in the daytime or night emulsifiable paste etc.When suitable, can and advantageously use the substrate of preparation according to the present invention as pharmaceutical preparation.The cosmetics and the dermatological formulation of preferred especially skin protection or cosmetics form.A representational embodiment is emulsifiable paste, gel, lotion, alcohol and water/alcoholic solution, Emulsion or viscosity preparation.In addition, these compositionss can comprise other complementary material and additive, gentle surfactant, coemulsifier, superfatting agent, pearl order wax, the reagent of giving denseness, thickening agent, polymer, silicone compounds, fat, wax, stabilizing agent, bioactive compound, deodorize reactive compound, antidandruff agent, film former, sweller, water absorbing agent, antiseptic, anthelmintic, tanning agent, artificial half tanning agent (for example dihydroxy acetone), solubilizing agent, flavor oil, dyestuff, microbial inhibitor etc.

In use, according to the cosmetic method of routine, on skin and/or hair, use according to cosmetics of the present invention and dermatological formulation with enough amounts.

Preferred especially is the form that is used for the cosmetic composition of skin protection and hair care according to cosmetics of the present invention and/or dermatological formulation.It outside UV-B and/or the wide range lightscreening agent, can also advantageously comprise at least a inorganic pigment except comprising UV-A used according to the invention, preferred inorganic little pigment.

Can comprise the cosmetics auxiliary substance according to cosmetics of the present invention and/or dermatological formulation, the conventional material that uses in these preparations for example, for example antiseptic, antibacterial, flavouring agent, prevent other conventional components of blistered material, dyestuff, pigment, thickening agent, humidizer and/or the material of preserving moisture, fat, oil, wax or cosmetics or dermatological formulation, for example alcohol, polyhydric alcohol, polymer, foam stabiliser, electrolyte, organic solvent or silicone derivative with pigmentation.Possible nonionic emulsifier or dispersant are selected from polyglyceryl 2-two multi-hydroxy stearic acid ester (Dehymuls ^PGPH), polyglyceryl 3-diisopstearate (Lameform ^TGI), polyglyceryl 4-isostearate (Isolan ^GI 34), polyglyceryl 3-oleate, two isostearoyl polyglyceryl 3-diisopstearate (Isolan ^PDI), polyglyceryl 3-methyl glucoside distearate (Tego Carey ^450), polyglyceryl 3-Cera Flava (Cera Bellina ^), polyglyceryl 4-decanoin (polyglycereol decanoin T2010/90), polyglyceryl 3-cetyl ether (Chimexane ^NL), polyglyceryl 3-distearate (Cremophor ^GS 32), polyglyceryl 2-stearate (Hostacerin ^DGMS) and the poly-ricinoleate ester (Admul of polyglyceryl ^WOL 1403) and composition thereof.

Those skilled in the art can pass through simple experiment, determine easily that according to the character of specific products employed cosmetics or dermatosis are assisted and the specified quantitative of carrier mass and flavouring agent.

Usually the preferred antioxidant that adds.According to the present invention, all are fit to or are generally used for the antioxidant that cosmetics and/or dermatosis use and to use as good antioxidants.

Advantageously; antioxidant is selected from aminoacid (glycine for example; histidine; the ester propylhomoserin; tryptophan) and derivant; imidazoles (for example urocanic acid) and derivant thereof; peptide is D for example; the L-carnosine; the D-carnosine; L-carnosine and derivant thereof (for example anserine); carotenoid; carotenes (a-carotene for example; b-carotene; lycopene) and derivant; chlorogenic acid and derivant thereof; liponic acid and derivant thereof (for example dihydro liponic acid); aurothioglucose; propylthiouracil and other sulfide (thioredoxin for example; glutathion; cysteine; cystine; cystamine and glycosyl thereof; the N-acetyl group; methyl; ethyl; propyl group; amyl group; butyl and lauryl; palmityl; oil base; γ-Ya oil base; cholesteryl and glyceride) and salt; two ten diester of thiodipropionic acid; the two octadecyl esters of thiodipropionic acid; thiodipropionic acid and derivant (ester thereof; ether; peptide; lipid; nucleotide; nucleoside and salt) and sulfoxide amines (buthionine sulfoximine for example; homocysteine sulfoxide amine; fourth methyllanthionine sulfone; five-; six-; seven-thionine sulfoxide amine); it uses with low-down drug resistance dosage (for example pmol is to μ mol/kg); (metal) chelating agen (for example in addition; Alpha-hydroxy-fatty acid; Palmic acid; phytic acid; lactoferrin); 'alpha '-hydroxy acids (citric acid for example; lactic acid; malic acid); humic acid; bile acid; bile extract; bilirubin; biliverdin; EDTA; EGTA and derivant thereof; unsaturated fatty acid and derivant thereof (for example, gamma-Linolenic acid; linoleic acid; oleic acid); folic acid and derivant thereof; ubiquinone and pantothenylol and derivant thereof; vitamin C and derivant (ascorbyl palmitate for example; the ascorbyl magnesium phosphate; the ascorbic acid guanidine-acetic acid); tocopherol and derivant (for example vitamin E); the coniferyl benzoate of vitamin A and derivant (vitamin A palmitate) and benzoin resin; rutic acid and derivant thereof; the alpha-glycosyl rutin; ferulic acid; bran subunit sorbitol; carnosine; butylated hydroxytolyene; Butylated hydroxyanisole; the nordihydroguaiaretic acid resinic acid; nordihydroguaiaretic acid; THBP 2,4,5 trihydroxybutyrophenone; uric acid and derivant thereof; mannose and derivant thereof; zinc and derivant thereof (ZnO for example; ZnSO ₄), being fit to of selenium and derivant (for example selenium methionine), stilbene class and derivant thereof (for example stibene oxide, anti--the stibene oxide) and above-mentioned reactive compound according to derivant of the present invention (salt, ester, ether, sugar, nucleotide, nucleoside, peptide and lipid).

Gross weight with preparation is a benchmark, and the amount of above-mentioned antioxidant in preparation (one or more chemical compounds) preferably 0.001 to 30wt.%, preferred especially 0.05 arrives 20wt.%, particularly 1 arrives 10wt.%.

If one or more antioxidants are vitamin E and/or its derivant, be benchmark with the gross weight of preparation, advantageously selecting its specific concentrations is 0.001 to 10wt.%.

If one or more antioxidants are vitamin A or vitamin A derivative, perhaps carotenes or derivatives thereof is a benchmark with the gross weight of preparation, and advantageously selecting its specific concentrations is 0.001 to 10wt.%.

Fat can advantageously be selected from following material mutually:

-mineral oil, mineral wax;

-oil, for example capric acid or sad triglyceride, comprise natural oil, for example Oleum Ricini in addition;

-fat, wax and other natural and synthetic fatty materials, preferred fatty acid and low carbon number alcohol be the ester of isopropyl alcohol, propylene glycol or glycerol for example, or the ester of aliphatic alcohol and low carbon number alkanoic acid or fatty acid;

-alkyl benzoate;

-silicone oil, for example dimethione, poly-diethyl siloxanes, poly-hexichol siloxanes and mixed form thereof.

In the context of the present invention, the oil phase in Emulsion, oleogel or aqueous dispersion or the fat dispersion advantageously comprises and is selected from following material: have saturated and/or unsaturated, the side chain and/or the non-branched-chain alkyl carboxylic acid of 3 to 30 carbon atom chain length and have saturated and/or unsaturated, the side chain of 3 to 30 carbon atom chain length and/or the ester of non-branched-chain alcoho; Aromatic carboxylic acid and have saturated and/or unsaturated, the side chain of 3 to 30 carbon atom chain length and/or the ester of non-branched-chain alcoho.Then, these esters oil can advantageously be selected from synthetic, semisynthetic and natural mixture, for example Simmondsia chinensis oil of myristic acid isopropyl esters, cetylate, stearate, oleate, stearic acid n-butyl, lauric acid n-hexyl ester, the positive decyl ester of oleic acid, stearic acid isooctyl acrylate, the different nonyl ester of stearic acid, the different nonyl ester of different n-nonanoic acid, Palmic acid 2-ethyl hexyl ester, lauric acid ethyl hexyl ester, stearic acid 2-hexyl decyl ester, 2-octyl group lauryl cetylate, Cetiol, oleyl erucate, oleic acid mustard ester and these esters.

In addition, oil phase can advantageously be selected from the alcohol and the fatty acid triglycercide of side chain and non-branched-chain hydrocarbons and chloroflo, silicone oil, dialkyl ether, saturated or unsaturated, side chain or non-side chain, promptly having chain length is 8 to 24, particularly the triglyceride of the alkyl carboxylic acid of saturated and/or unsaturated, the side chain of 12 to 18 carbon atoms and/or non-side chain.Fatty acid triglycercide can advantageously be selected from, for example synthetic, semi-synthetic or natural oil, for example similar oil of olive oil, Oleum helianthi, Oleum Glycines, Oleum Arachidis hypogaeae semen, Oleum Brassicae campestris, almond oil, Petiolus Trachycarpi oil, Oleum Cocois, palm-kernel oil and other.

The arbitrarily suitable mixture of these oil and wax component also can be advantageously used in the context of the present invention.If suitable, also can advantageously use wax for example the cetyl cetylate as unique lipidic component of oil phase (its UV-that does not have degree of correlation absorbs).

Oil phase advantageously comprises one or more materials, and it is selected from isostearic acid 2-Octyl Nitrite, octadecyl lauryl alcohol, the different pelargonate of isotridecyl, Isoeicosane, 2-ethylhexyl cocos nucifera oil ester, C _12-15-alkyl benzoate, caprylic/capric triglyceride, dicaprylyl ether.

C _12-15Mixture, the C of-alkyl benzoate and 2-ethylhexyl isostearate _12-15The mixture of-alkyl benzoate and the different pelargonate of isotridecyl, and C _12-15The mixture of-alkyl benzoate, 2-ethylhexyl isostearate and the different pelargonate of isotridecyl is particularly advantageous.

Oil phase also can advantageously comprise ring-type or chain silicone oil, but preferably except one or more silicone oil, also uses other oil phase component.

Cyclomethicone (octamethylcy-clotetrasiloxane) can advantageously use as silicone oil.But, also can advantageously use other silicone oil in the context of the present invention, for example hexamethyl cyclotrisiloxane, polydimethylsiloxane, poly-(methyl phenyl siloxane).

In addition, the mixture of cyclomethicone and the different pelargonate of isotridecyl, the mixture of cyclomethicone and 2-ethylhexyl isostearate is particularly advantageous.

According to the optional alcohol that advantageously comprises of the water of preparation of the present invention, glycol or many alcohol (than low alkyl group) and ether thereof, preferred alcohol, isopropyl alcohol, propylene glycol, glycerol, glycol monomethyl ethyl or single-butyl ether, propylene glycol monomethyl, single ethyl or single-butyl ether, diglycol monotertiary methyl or single ethylether and similar products, and other alcohol (than low alkyl group), ethanol for example, 1,2-propylene glycol and glycerol, one or more thickening agents particularly, it can advantageously be selected from silicon dioxide, aluminium silicate, polysaccharide and derivant thereof, hyaluronic acid for example, xanthan gum and hydroxypropyl emthylcellulose, particularly advantageously be selected from polyacrylate, preferably be called as the polyacrylate of Carbopol, for example 980,981, the Carbopol of 1382,2984 and 5984 types, their independence or be used in combination respectively in each case.

The raw material that in cosmetic composition, uses and the comprehensive description of reactive compound in DE 199 19 630 A1, have been provided.

The present invention also relates to the noval chemical compound of general formula I

Particularly wherein

R ¹Be C ₁-C ₈Alkoxyl, it is positioned at and has substituent R ⁴, R ⁵And R ⁶The para-position of group, methoxyl group preferably,

R ²And R ³Be hydrogen,

R ⁴Be CO ₂R, wherein R is C ₁-C ₈Alkyl,

R ⁵Be H,

R ⁶Be phenyl or cyclohexyl.

In this article, preferred chemical compound is (a), wherein:

R ⁴Be CO ₂R, wherein R is methyl, ethyl, n-pro-pyl, isopropyl, normal-butyl, sec-butyl, isobutyl group, the tert-butyl group, isopentyl, preferred normal-butyl and

R ⁶It is phenyl.

But, preferred chemical compound also can be (b) wherein:

R ⁴Be CO ₂R, wherein R is methyl, ethyl, n-pro-pyl, isopropyl, normal-butyl, sec-butyl, isobutyl group or the tert-butyl group, preferred ethyl and

R ⁶It is cyclohexyl.

The embodiment of present invention further optimization will show from the following examples (comprising formulation Example, light stability embodiment etc.) and appended claims.

The embodiment of preparation and absorbent properties:

Embodiment 1

1mol benzoyl acetic acid isopropyl ester and 1mol P-methoxybenzal-dehyde are mixed in 200g toluene, add 0.1mol ammonium acetate and 0.1mol propanoic acid.Heating blends is separated out formed water to boiling point by water separator.After 4 hours, cooling mixture is to room temperature, and uses the 100g water washing, and product of distillation is as E/Z mixture (86: 14).Yield: 60% of theoretical value, delustring: at the 316nm place is 640.

Embodiment 2

Be similar to embodiment 1, react with 1mol benzoyl acetic acid n-propyl.Yield: 60% (E/Z mixture 86: 14) delustring of theoretical value: at the 316nm place is 660.

Embodiment 3

Be similar to embodiment 1, react with 1mol benzoyl acetic acid isobutyl ester.Yield: 60% (E/Z mixture 80: 20) of theoretical value, delustring: at the 316nm place is 640.

Embodiment 4

Be similar to embodiment 1, with the positive butyl ester reaction of 1mol benzoyl acetic acid.Yield: 60% (E/Z mixture 85: 15) of theoretical value, delustring: at the 316nm place is 660.

Embodiment 5

Be similar to embodiment 1, react with 1mol benzoyl acetic acid isopentyl ester.Yield: 60% (E/Z mixture 86: 14) of theoretical value, delustring: at the 316nm place is 630.

Embodiment 6

Be similar to embodiment 1, with 1mol 3-cyclohexyl-3-oxygen-ethyl propionate reaction.Yield: 60% (E/Z mixture 70: 30) of theoretical value, delustring: at the 316nm place is 700.

Embodiment 7

Be similar to embodiment 1,1mol ethyl benzoylacetate and p-methylphenyl aldehyde reaction.Yield: 60% (E/Z mixture 84: 16) of theoretical value, delustring: at the 292nm place is 690.

Embodiment 8

Be similar to embodiment 1, react with the 1mol benzoyl acetone.Yield: 60% (E/Z mixture 15: 85) of theoretical value.The pure Z isomer that recrystallization obtains in methanol is solid (fusing point: 76 ℃), and delustring: at the 323nm place is 816.

Embodiment 9

Be similar to embodiment 1,1mol is to toluyl ethyl acetate and P-methoxybenzal-dehyde reaction.Yield: 60% (E/Z mixture 86: 14) of theoretical value, delustring: at the 316nm place is 660.

Formulation Example 1

Sun-proof ointment (O/W), external SPF 3, water-proof

Part	Raw material	The INCI title	％(wt.)
				A	Crodafos MCA	The cetyl phosphate ester	1.50
	Cutina MD	Tristerin	2.00
					Copherol 1250	Tocopherol acetate	0.50
	Lanette 16	Spermol	1.00
					Tegosoft TN	The C12-15 alkyl benzoate	24.00
	Prisorine 3505	Isostearic acid	1.00
					UV lightscreening agent chemical compound according to formula I		3.00
B	Distilled water	Water (liquid)	59.60
					EDETAB liquid	Tetrasodium ethylenediamine tetraacetate	0.20
	Glycerol, 99%	Glycerol	3.00
					Phenoxyethanol	Phenoxyethanol	0.70
	Solbrol M	Methyl parahydroxybenzoate	0.20
					Solbrol P	Propyl p-hydroxybenzoate	0.10
	Carbopol ETD 2050	Carbomer	0.20
				C	Sodium hydroxide solution, 10% aqueous solution	Sodium hydroxide	2.70
D	Aromatic oil	Spice (aromatic substance)	0.30

Preparation method

A part: be heated to about 85 ℃.

B part: except that Carbopol, raw material is weighed.Be distributed among the Carbopol with the Ultra rotary head.Be heated to about 85 ℃.B is joined among the A.

The C part: join immediately among the A/B, (Ultra rotary head) then homogenizes under the heating.Stir cooling down.

D part: add and stirring.

Formulation Example 2

Sunlight lotion (O/W), external SPF 20

Part	Raw material	The INCI title	％(wt.)
				A	Crodafos MCA	The cetyl phosphate ester	1.50
	Cutina MD	Tristerin	2.00
					Copherol 1250	Tocopherol acetate	0.50
	Lanette 16	Spermol	1.00
					Tegosoft TN	The C12-15 alkyl benzoate	10.60
	Prisorine 3505	Isostearic acid	1.00
					UV lightscreening agent chemical compound according to formula I		2.00
	Neo HeliopanAV	Ethylhexyl methoxy cinnamate	5.00
				B	Distilled water	Water (liquid)	55.07
	EDETAB liquid	Tetrasodium ethylenediamine tetraacetate	0.20
					Glycerol, 99%	Glycerol	3.00
	Phenoxyethanol	Phenoxyethanol	0.70
					Solbrol M	Methyl parahydroxybenzoate	0.20
	Solbrol P	Propyl p-hydroxybenzoate	0.10
					Carbopol ETD 2050	Carbomer	0.20
C	Sodium hydroxide solution, 10% aqueous solution	Sodium hydroxide	3.30
					Neo Heliopan  Hydro is with the solution of neutral 15% concentration of NaOH	Phenylbenzimidazolesulfonic acid	13.33
				D	Aromatic oil	Spice (aromatic substance)	0.30

Preparation method

A part: be heated to about 85 ℃.

B part: except that Carbopol, raw material is weighed.Be distributed among the Carbopol with the Ultra rotary head.Be heated to about 85 ℃.B is joined among the A.

The C part: join immediately among the A/B, (Ultra rotary head) then homogenizes under the heating.Stir cooling down.

D part: add and stirring.

Formulation Example 3

Sunscreen (O/W), external SPF 6

Part	Raw material	The INCI title	％(wt.)
				A	Tegin M	Tristerin	2.50
	Tagat S	Polyoxyethylene (30) glycerin ether stearate	1.95
					Lanette O	16/octadecanol	2.20
	Copherol 1250	Tocopherol acetate	0.50
					Miglyol 8810	Two caprylic/capric butanediol esters	12.00
	Tegsoft TN	The C12-C15 alkyl benzoate	8.00
					Phenonip	Phenoxyethanol (with) methyl parahydroxybenzoate (with) butyl p-hydroxybenzoate (with) ethylparaben (with) propyl p-hydroxybenzoate	0.15
	UV lightscreening agent chemical compound according to formula I		5.00
				B	Distilled water	Water (liquid)	43.90
	EDETABD	Disodiumedetate	0.10
					1, the 2-propylene glycol	Propylene glycol	2.00
	Phenonip	Phenoxyethanol (with) methyl parahydroxybenzoate (with) butyl p-hydroxybenzoate (with) ethylparaben (with) propyl p-hydroxybenzoate	0.30
				C	Distilled water	Water (liquid)	19.00
	Carbopol 2050	Carbomer	0.40
					NaOH, 10% concentration	Sodium hydroxide	1.70
D	Aromatic oil	Spice (aromatic substance)	0.30

Preparation method

A part: be heated to 80-85 ℃.

B part: be heated to 80-85 ℃.Stir down, B is partly joined in the A part.

C part: Carbopol is dispersed in the water, and under agitation neutralizes with NaOH.Stir down and add the C part at about 60 ℃.Be cooled to room temperature (room temperature is 25 ℃).

D part: add and stirring.

Formulation Example 4

Sunlight lotion (O/W), external SPF 21

Part	Raw material	The INCI title	％(wt.)
				A	Tegin M	Tristerin	2.50
	Tagat S	Polyoxyethylene (30) glycerin ether stearate	1.95
					Lanette O	16/octadecanol	2.20
	Copherol 1250	Tocopherol acetate	0.50
					Miglyol 8810	Two caprylic/capric butanediol esters	12.00
	Tegosoft TN	The C12-C15 alkyl benzoate	8.00
					Phenonip	Phenoxyethanol (with) methyl parahydroxybenzoate (with) butyl p-hydroxybenzoate (with) ethylparaben (with) propyl p-hydroxybenzoate	0.20
	UV lightscreening agent chemical compound according to formula I		2.00
					Neo HeliopanAV	Ethylhexyl methoxy cinnamate	5.00
	Neo Heliopan357	Butyl methoxydibenzoylmethise	1.00
				B	Distilled water	Water (liquid)	39.35
	EDETABD	Disodiumedetate	0.10
					1, the 2-propylene glycol	Propylene glycol	2.00
	Phenonip	Phenoxyethanol (with) methyl parahydroxybenzoate (with) butyl p-hydroxybenzoate (with) ethylparaben (with) propyl p-hydroxybenzoate	0.30
					Vitamin C	Ascorbic acid	0.10
C	Distilled water	Water (liquid)	20.00
					Carbopol 2050	Carbomer	0.40
	NaOH, 10% concentration	Sodium hydroxide	1.70
				D	Aromatic oil	Spice (aromatic substance)	0.30

Preparation method

A part: be heated to 80-85 ℃.

B part: be heated to 80-85 ℃.Stir down, B is partly joined in the A part.

C part: Carbopol is dispersed in the water, and under agitation neutralizes with NaOH.Stir down and add the C part at about 60 ℃.Be cooled to room temperature.

D part: add and stirring.

Formulation Example 5

Sunlight lotion (O/W), external SPF 11

Part	Raw material	The INCI title	％(wt.)
				A	Eumulgin VL 75	The lauryl glucoside (with) polyglyceryl-2-dimerization hydroxy stearic acid ester (with) glycerol	3.00
	Tegosoft TN	The C12-25 alkyl benzoate	20.00
					Copherol 1250	Tocopherol acetate	0.50
	UV lightscreening agent chemical compound according to formula I		3.00
					Aromatic oil	Spice (aromatic substance)	0.20
	Neo Heliopan303	Octocrylene	5.00
					Carbopol 2984	Carbomer	0.35
	Pemulen TR-1	Acrylate/C10-30 alkyl acrylate cross-linked copolymer	0.15
				B	Distilled water	Water (liquid)	60.50
	EDETABD	Disodiumedetate	0.10
					Glycerol, 99%	Glycerol	5.00
	Phenoxyethanol	Phenoxyethanol	0.70
					Solbrol M	Methyl parahydroxybenzoate	0.20
	Solbrol P	Propyl p-hydroxybenzoate	0.10
				C	NaOH, 10% concentration	Sodium hydroxide	1.20

Preparation method

A part: the UV absorbent (being heated to about 70 ℃) of dissolving general formula I in oil or lipid UV lightscreening agent.Be cooled to about 30 ℃, add the remaining ingredient except that Carbopol and Pemulen, and at room temperature mix (stir about 5 minutes).In Carbopol and Pemulen, stir.

The B part: Solbrols is dissolved in heating down in phenoxyethanol.Mix with water and glycerol, join in the A part stir about 60 minutes under stirring.

C part: join among the A/B, homogenize with the Ultra rotary head.

Formulation Example 6

Sunscreen cream (W/O), external SPF 4, water-fast

Part	Raw material	The INCI title	％(wt.)
				A	Dehymuls PGPH	Polyglyceryl-2-dimerization hydroxy stearic acid ester	5.00
	Copherol 1250	Tocopherol acetate	0.50
					Permulgin 3220	Ceresine	0.50
	Zinc stearate	Zinc stearate	0.50
					Tegosoft TN	The C12-15 alkyl benzoate	25.00
	UV lightscreening agent chemical compound according to formula I		5.00
				B	Distilled water	Water (liquid)	57.90
	EDETABD	Disodiumedetate	0.10
					Glycerol, 99%	Glycerol	4.00
	Phenoxyethanol	Phenoxyethanol	0.70
					Solbrol M	Methyl parahydroxybenzoate	0.20
	Solbrol P	Propyl p-hydroxybenzoate	0.10
					Magnesium sulfate	Magnesium sulfate	0.50

Preparation method

A part: be heated to about 85 ℃.

B part: be heated to about 85 ℃.(oxygen-free zinc; Zinc oxide is distributed to wherein with the Ultra rotary head) B is added among the A.

Stir cooling down, homogenize subsequently.

Formulation Example 7

Sun-proof ointment (W/O), external SPF 40

Part	Raw material	The INCI title	％(wt.)
				A	Dehymuls PGPH	Polyglyceryl-2-dimerization hydroxy stearic acid ester	5.00
	Copherol 1250	Tocopherol acetate	0.50
					Permulgin 3220	Ceresine	0.50
	Zinc stearate	Zinc stearate	0.50
					Tegosoft TN	The C12-15 alkyl benzoate	10.00
	UV lightscreening agent chemical compound according to formula I		2.00
					Neo Heliopan303	Octocrylene	5.00
	Neo HeliopanMBC	4 methyl benzylidene camphor	3.00
					Neutral zinc oxide	Zinc oxide	5.00
B	Distilled water	Water (liquid)	62.90
					EDETABD	Disodiumedetate	0.10
	Glycerol, 99%	Glycerol	4.00
					Phenoxyethanol	Phenoxyethanol	0.70
	Solbrol M	Methyl parahydroxybenzoate	0.20
					Solbrol P	Propyl p-hydroxybenzoate	0.10
	Magnesium sulfate	Magnesium sulfate	0.50
C	Aromatic oil	Spice (aromatic substance)	0.20

Preparation method

A part: be heated to about 85 ℃.

B part: be heated to about 85 ℃.(oxygen-free zinc; Zinc oxide is distributed to wherein with the Ultra rotary head).B is added among the A.

Stir cooling down

The C part: adding also homogenizes subsequently.

Formulation Example 8

Sunscreen (W/O)

Part	Raw material	The INCI title	％(wt.)
				A	Dehymuls PGPH	Polyglyceryl-2-dimerization hydroxy stearic acid ester	3.00
	Cera Flava 8100	Cera Flava	1.00
					Monomuls 90-0-18	Olein	1.00
	Zinc stearate	Zinc stearate	1.00
					Cetiol SN	The different pelargonate of 16/octadecyl	5.00
	Cetiol OE	Two caprylyl ethers	5.00
					Tegosoft TN	The C12-15 alkyl benzoate	4.00
	Copherol 1250	Tocopherol acetate	0.50
					Solbrol P	Propyl p-hydroxybenzoate	0.10
	Neo HeliopanOS	Ethylhexyl salicylate	5.00
					Neo HeliopanAV	Ethylhexyl methoxy cinnamate	7.50
	UV lightscreening agent chemical compound according to formula I		1.50
				B	Distilled water	Water (liquid)	44.10
	Trilon BD	Disodiumedetate	0.10
					Glycerol, 99%	Glycerol	5.00
	Solbrol M	Methyl parahydroxybenzoate	0.20
					Phenoxyethanol	Phenoxyethanol	0.70
	The Neo Heliopan  AP solution of neutral 10% concentration of NaOH	Phenyl bisbenzimidazole tetrasulfonic acid disodium	15.00
				C	Aromatic oil	Spice (aromatic substance)	0.30
	Bisabolol	Bisabolol	0.10

Preparation method

A part: be heated to about 85 ℃.

B part: be heated to about 85 ℃.B is added A.Stir cooling down.

The C part: adding also homogenizes subsequently.

Formulation Example 9

Day care emulsifiable paste with UV protective effect

Part	Raw material	The INCI title	％(wt.)
				A	Emulgade PL 68/50	16/octadecyl glucoside (with) 16/octadecanol	4.50
	Cetiol PGL	Hexyldecanol (with) hexyl decyl laurate	8.00
					Myritol 331	Cortex cocois radicis glyceride	8.00
	Copherol 1250	Tocopherol acetate	0.50
					Neo HeliopanE1000	Isopentyl p-methoxycinnamic acid ester	2.00
	UV lightscreening agent chemical compound according to formula I		2.00
				B	Distilled water	Water (liquid)	45.40
	Glycerol	Glycerol	3.00
					Phenonip	Phenoxyethanol (with) methyl parahydroxybenzoate (with) butyl p-hydroxybenzoate (with) ethylparaben (with) propyl p-hydroxybenzoate	0.50
C	Distilled water	Water (liquid)	25.00
					Carbopol ETD 2050	Carbomer	0.20
	NaOH, 10% concentration	Sodium hydroxide	0.60
				D	Aromatic oil	Spice (aromatic substance)	0.30

Preparation method

A part: be heated to 80 ℃.

B part: be heated to 80 ℃.Join under stirring in the A part.

C part: Carbopol is distributed in the water and with sodium hydroxide solution neutralizes.Under about 55 ℃, join in the A/B part.

D part: add under the room temperature and homogenize.

Formulation Example 10

Sun-proof spray

Part	Raw material	The INCI title	％(wt.)
				A	Demineralization water	Water (liquid)	69.50
	Glycerol, 99%	Glycerol	4.00
					1,3 butylene glycol	Butanediol	5.00
	D-panthenol	Pantothenylol	0.50
					Lara Care A-200	Galactoarabinan	0.25
B	Baysilonel M 10	Polydimethylsiloxane	1.00
					Edeta BD	Disodiumedetate	0.10
	Copherol 1250	Tocopherol acetate	0.50
					Cetiol OE	Two caprylyl ethers	3.00
	Neo HeliopanHMS	The high  ester of salicylic acid	5.00
					Neo HeliopanAV	Ethylhexyl methoxy cinnamate	6.00
	Neo Heliopan357	Butyl methoxydibenzoylmethise	1.00
					UV lightscreening agent chemical compound according to formula I		2.00
	Natural α bisabolol	Bisabolol	0.10
					Pemulen TR-2	Acrylate/C10-30 alkyl acrylate cross-linked polymer	0.25
C	Phenoxyethanol	Phenoxyethanol	0.70
					Solbrol M	Methyl parahydroxybenzoate	0.20
	Solbrol P	Propyl p-hydroxybenzoate	0.10
				D	NaOH, 10% concentration	Sodium hydroxide	0.60
E	Aromatic oil	Spice (aromatic substance)	0.20

Preparation method

A part: stir down, Lara Care A-200 is dissolved in other components of A part.

B part: all raw materials (except Pemulen) are weighed and under heating, dissolve crystalline solid.Be distributed among the Permulen.Partly join in the A part and homogenized 1 minute B.

Portion C+D adds and homogenized 1-2 minute with the Ultra rotary head once more.

Formulation Example 11

Sun water dispersion gel (balsam)

Part	Raw material	The INCI title	％(wt.)
				A	Distilled water	Water (liquid)	74.90
	Carbopol 1342	Acrylate/C10-30 alkyl acrylate cross-linked polymer	1.00
					Triethanolamine	Triethanolamine	1.20
B	Neo Heliopan  Hydro is with the neutral 30% concentration solution of TEA	Phenylbenzimidazolesulfonic acid	10.00
				C	Neo HeliopanAV	Ethylhexyl methoxy cinnamate	3.00
	UV lightscreening agent chemical compound according to formula I		2.00
					Isopropyl myristate	Isopropyl myristate	4.00
	Baysilone OL PK 20	Phenyl gathers trimethicone	3.00
					Phenonip	Phenoxyethanol (with) methyl parahydroxybenzoate (with) butyl p-hydroxybenzoate (with) ethylparaben (with) propyl p-hydroxybenzoate	0.50
	Aromatic oil	Spice (aromatic substance)	0.30
					The neutral red bisabolol	Bisabolol	0.10

Preparation method

A part: Carbopol is distributed in the water and with sodium hydroxide solution neutralizes.

B part: join under stirring in the A part.

The C part: (maximum 40 ℃) are dissolved into crystal composition in other raw materials of C part under heating, and join in the A/B part.Fully stir, (Homozenta) subsequently homogenizes.

Formulation Example 12

The hair conditioner that contains the UV lightscreening agent

Part	Raw material	The INCI title	％(wt.)
				A	Emulgade 1000 NI	16/octadecanol (with) 16/octodecyl alcohol polyoxyethylene (20) ether	2.00
	Lanette 16	Spermol	1.00
					Neo HeliopanAV	Methoxy cinnamic acid 2-Octyl Nitrite	3.00
	UV lightscreening agent chemical compound according to formula I		1.00
				B	Distilled water	Water (liquid)	91.70
	Edeta BD	Disodiumedetate	0.10
					Phenonip	Phenoxyethanol (with) methyl parahydroxybenzoate (with) butyl p-hydroxybenzoate (with) ethylparaben (with) propyl p-hydroxybenzoate	0.40
	Dehyquart A-CA	Hexadecyltrimethylammonium chloride	0.20
					NaOH, 1% concentration	Sodium hydroxide	0.30
C	Aromatic oil	Spice (aromatic substance)	0.30

Preparation method

A part: be heated to 80 ℃.

B part: be heated to 80 ℃.Join under stirring in the A part.

C part: add and cool to room temperature at 40 ℃.

Formulation Example 13

Sunlight lotion (O/W)

Part	Raw material	The INCI title	％(wt.)
				A	Tegin M	Tristerin	2.50
	Tagat S	Polyoxyethylene (30) glycerin ether stearate	1.95
					Lanette O	16/octadecanol	2.20
	Hallbrite TQ	The naphthalenedicarboxylic acid ethylhexyl	7,00
					Cetiol B	Dibutyl adipate	5,00
	Tegosoft TN	The C12-C15 alkyl benzoate	4.00
					Myritol PC	Two sad/didecyl acid propylene glycol esters	4.00
	Phenonip	Phenoxyethanol (with) methyl parahydroxybenzoate (with) butyl p-hydroxybenzoate (with) ethylparaben (with) propyl p-hydroxybenzoate	0.15
					UV lightscreening agent chemical compound according to formula I		2.00
	Neo HeliopanAV	Ethylhexyl methoxy cinnamate	5.00
				B	Distilled water	Water (liquid)	42,80
	1, the 2-propylene glycol	Propylene glycol	2.00
					Phenonip	Phenoxyethanol (with) methyl parahydroxybenzoate (with) butyl p-hydroxybenzoate (with) ethylparaben (with) propyl p-hydroxybenzoate	0.30
C	Distilled water	Water (liquid)	19.00
					Carbopol 2050	Carbomer	0.40
	NaOH, 10% concentration	Sodium hydroxide	1.70

Preparation method

A part: be heated to 80-85 ℃.

B part: be heated to 80-85 ℃, stir a following B and partly join in the A part.

The C part: stirring is distributed to Carbopol in the water and with sodium hydroxide solution down and neutralizes.Heating adds the C part at about 60 ℃ down.

The embodiment of light stability test:

Use Suntester to carry out the light stability test from Her  us.Therein, be 290-400nm according to the scope of UV, radiant intensity is 80W/m ²Radiated time was total up to 4 hours, passed through the light degradation of HPLC assay determination UV lightscreening agent after radiated time is 2 hours and 4 hours.In myristic acid isopropyl esters solution, carry out the radiation of UV lightscreening agent mixture.The value (concentration reduction) that percent value is measured during with respect to radiation not.

Comparative determination (reference)

3% methoxy cinnamic acid octyl group ester (OMC)

1%4-dimethyl ethyl-4 '-methoxy dibenzoyl methane (DMDBM)

Time	OMC	DMDBM
			2h	58％	67％
4h	76％	87％

Relatively be used for compd A 1 of the present invention, A2 below and be not used in compound B-11 of the present invention, B2 and B3:

Test 1 (according to the present invention):

3% methoxy cinnamic acid octyl group ester (OMC)

1%4-dimethyl ethyl-4 '-methoxy dibenzoyl methane (DMDBM)

2% compd A 1 (n-butyl), preferred compound of formula I, wherein

R ¹Be methoxyl group, it is positioned at and has substituent R ⁴, R ⁵And R ⁶The para-position of group,

R ²And R ³Be hydrogen,

R ⁴Be CO ₂R, wherein R is a normal-butyl

R ⁵Be hydrogen and

R ⁶It is phenyl.

Time	A1	OMC	DMDBM
				2h	0％	12％	24％
4h	0％	17％	38％

This studies show that, compares with comparative determination, is not only compd A 1 itself, and all has significant light stability with the UV lightscreening agent OMC and the DMDBM of its combination.

Attention: in other tests of not describing in detail in this article, for all chemical compound (A ₁-Arrcostab),

Wherein

R ¹Be methoxyl group, it is positioned at and has substituent R ⁴, R ⁵And R ⁶The para-position of group,

R ²And R ³Be hydrogen,

R ⁴Be CO ₂R, wherein R is C ₁-C ₅Alkyl,

R ⁵Be hydrogen and

R ⁶Be phenyl,

All has similar good light stability value.

Test 2 (according to the present invention):

3% methoxy cinnamic acid octyl group ester (OMC)

1%4-dimethyl ethyl-4 '-methoxy dibenzoyl methane (DMDBM)

2% compd A 2 (note: A2 is a solid)

Time	A2	OMC	DMDBM
				2h	3％	11％	20％
4h	3％	17％	28％

Test 3 (according to the present invention):

3% methoxy cinnamic acid octyl group ester (OMC)

1%4-dimethyl ethyl-4 '-methoxy dibenzoyl methane (DMDBM)

2% compound A-13

Time	A2	OMC	DMDBM
				2h	0％	11％	20％
4h	0％	17％	28％

Test 4 (non-) according to the present invention:

3% methoxy cinnamic acid octyl group ester (OMC)

1%4-dimethyl ethyl-4 '-methoxy dibenzoyl methane (DMDBM)

2% compound B-11

Time	B1	OMC	DMDBM
				2h	7％	11％	27％
4h	12％	18％	48％

Test 5 (non-) according to the present invention:

3% methoxy cinnamic acid octyl group ester (OMC)

1%4-dimethyl ethyl-4 '-methoxy dibenzoyl methane (DMDBM)

2% compd B 2

Time	B2	OMC	DMDBM
				2h	2％	15％	27％
4h	7％	30％	60％

Test 6 (non-) according to the present invention:

3% methoxy cinnamic acid octyl group ester (OMC)

1%4-dimethyl ethyl-4 '-methoxy dibenzoyl methane (DMDBM)

2% compd B 3

Time	B3	OMC	DMDBM
				2h	0％	13％	27％
4h	8％	25％	52％

Dissolubility embodiment (by weight percentage)

Material	Isopropyl myristate	Miglyol-812	Witconol-TN
				The A1-methyl ester	＜10％	＜10％	＜10％
The A1-ethyl ester	＜10％	＜10％	＜10％
				The A1-isopropyl ester	＞10％	＞10％	＞10％
The A1-n-propyl	＞10％	＞10％	＞10％
				The A1-isobutyl ester	＞20％	＞20％	＞20％
The positive butyl ester of A1-	＞20％	＞20％	＞20％
				The A1-isopentyl ester	＞20％	＞20％	＞20％
A2	＜10％	＜10％	＜10％
				A3	＞20％	＞20％	＞20％

(weight percentage data)

About the structure of research chemical compound, referring to test 1-3.

Claims (15)

1. the chemical compound of general formula I

Wherein

R ¹-R ³The three is respectively hydrogen, C independently ₁-C ₈Alkyl or C ₁-C ₈Alkoxyl,

R ⁴Be COR, CO ₂R, CONR ₂, wherein R is C ₁-C ₈Alkyl or C ₃-C ₈Cycloalkyl,

R ⁵Be H or C ₁-C ₈Alkyl,

R ⁶Be aryl, by maximum 3 C ₁-C ₈Alkyl or C ₁-C ₈Aryl or C that alkoxyl replaces ₃-C ₈Cycloalkyl,

As the purposes of UV lightscreening agent, particularly with the UV lightscreening agent combination that is selected from Methoxycinnamate derivant and/or dibenzoylmethane derivative, condition is if R in cosmetic formulations ⁴Be COR, R ⁵Be H.

2. the purposes of claim 1, wherein

R ¹-R ³The three is respectively hydrogen, C independently ₁-C ₈Alkyl or C ₁-C ₈Alkoxyl,

R ⁴Be CO ₂R, wherein R is C ₁-C ₈Alkyl,

R ⁵Be H or C ₁-C ₈Alkyl,

R ⁶It is aryl or by maximum 3 C ₁-C ₈Alkyl or C ₁-C ₈The aryl that alkoxyl replaces.

3. claim 1 or 2 purposes, wherein

R ¹Be methoxyl group,

R ²And R ³Be hydrogen,

R ⁴Be CO ₂R, wherein R is C ₂-C ₅Alkyl and

R ⁶It is phenyl or by maximum 3 C ₁-C ₈Alkyl or C ₁-C ₈The phenyl that alkoxyl replaces.

4. the purposes one of any according to claim 1-3, wherein

R ¹Be methoxyl group, it is positioned at and has substituent R ⁴, R ⁵And R ⁶The para-position of group,

R ²And R ³Be hydrogen,

R ⁴Be CO ₂R, wherein R is C ₄-C ₅Alkyl,

R ⁵Be H or C ₁-C ₈Alkyl and

R ⁶It is phenyl.

5. according to the purposes of claim 1, wherein

R ⁶Be C ₃-C ₈Cycloalkyl.

6. according to the purposes of claim 5, wherein

R ⁶It is cyclohexyl.

7. according to the purposes of claim 5 or 6, wherein

R ⁴Be CO ₂R, wherein R is C ₁-C ₈Alkyl.

8. according to claim 5,6 or 7 one of any purposes, wherein

R ⁴Be CO ₂R, wherein R is an ethyl.

9. cosmetics or dermatological formulation comprise

-one or more compound of Formula I of one of any definition of claim as described above are as the UV absorbent.

10. according to the cosmetics or the dermatological formulation of claim 9, also comprise

-one or more other UV absorbent particularly is selected from Methoxycinnamate derivant and/or dibenzoylmethane derivative, and/or

The metal oxide pigment of-coating or uncoated.

11. according to the cosmetics or the dermatological formulation of claim 10, wherein select employed UV absorbent and pigment, and coordinate their relative separately specified quantitatives, make them work in coordination, make collaborative the increasing of SPF of said preparation.

12. according to the cosmetics or the dermatological formulation of claim 10, wherein select employed UV absorbent, and coordinate their relative separately specified quantitatives, so that the critical wavelength λ of said preparation _Crit.Be＞380nm.

13. the chemical compound of general formula I

Wherein

R ¹Be C ₁-C ₈Alkoxyl, it is positioned at and has substituent R ⁴, R ⁵And R ⁶The para-position of group,

R ²And R ³Be hydrogen,

R ⁴Be CO ₂R, wherein R is C ₁-C ₈Alkyl,

R ⁵Be H,

R ⁶Be phenyl or cyclohexyl.

14. according to the chemical compound of claim 13, wherein

R ⁴Be CO ₂R, wherein R be methyl, ethyl, n-pro-pyl, isopropyl, normal-butyl, sec-butyl, isobutyl group, the tert-butyl group or isopentyl and

R ⁶It is phenyl.

15. according to the chemical compound of claim 14, wherein

R ⁴Be CO ₂R, wherein R be methyl, ethyl, n-pro-pyl, isopropyl, normal-butyl, sec-butyl, isobutyl group or the tert-butyl group and

R ⁶It is cyclohexyl.