阅读说明：本技术 具有二乙氨基羟基苯甲酰基苯甲酸己酯、丁基甲氧基二苯甲酰基甲烷和有机颗粒状uv过滤剂的有效防晒组合物 (Effective sunscreen compositions with diethylamino hydroxybenzoyl hexyl benzoate, butyl methoxydibenzoyl methane and organic particulate UV filters ) 是由 M·索恩 S·克鲁斯 M·施尼德尔 S·阿克尔 于 2020-03-13 设计创作，主要内容包括：本发明涉及包含2-[4-(二乙氨基)-2-羟基苯甲酰基]苯甲酸己酯(INCI二乙氨基羟基苯甲酰基苯甲酸己酯)、1-(4-(1,1-二甲基乙基)苯基)-3-(4-甲氧基苯基)-1,3-丙二酮(INCI丁基甲氧基二苯甲酰基甲烷)和至少一种有机颗粒状UV过滤剂的防晒或日用护理组合物,其中该组合物不包含2-羟基-4-甲氧基二苯甲酮(INCI羟苯甲酮)和2-氰基-3,3-二苯基丙烯酸乙基己基酯(INCI奥克立林)。(The present invention relates to a sunscreen or household care composition comprising hexyl 2- [4- (diethylamino) -2-hydroxybenzoyl ] benzoate (INCI diethylamino hydroxybenzoyl hexyl benzoate), 1- (4- (1, 1-dimethylethyl) phenyl) -3- (4-methoxyphenyl) -1, 3-propanedione (INCI butyl methoxydibenzoylmethane) and at least one organic particulate UV filter, wherein the composition does not comprise 2-hydroxy-4-methoxybenzophenone (INCI oxybenzophenone) and ethylhexyl 2-cyano-3, 3-diphenylacrylate (INCI octocrilin).)

1. A sunscreen or household care composition comprising:

(i)2- [4- (diethylamino) -2-hydroxybenzoyl ] hexyl benzoate (INCI diethylaminohydroxybenzoyl hexyl benzoate) in an amount of 1 to 9% by weight, based on the total weight of the composition; and

(ii)1- (4- (1, 1-dimethylethyl) phenyl) -3- (4-methoxyphenyl) -1, 3-propanedione (INCI butyl methoxydibenzoylmethane); and

(iii) at least one organic particulate UV filter; and

(iv) at least one emollient with a polarity index of <30mN/m,

wherein the composition does not comprise 2-hydroxy-4-methoxybenzophenone (INCI oxybenzophenone), ethylhexyl 2-cyano-3, 3-diphenylacrylate (INCI octocrylene), and benzylidene malonates according to the following preferred structure:

wherein

R¹Is methyl, ethyl, propyl or n-butyl;

if R is¹Is methyl, R is tert-butyl or formulaA group of formula (II) or The group of (a) or (b),

wherein

R²And R³Independently of one another, hydrogen or methyl;

R⁴is methyl, ethyl or n-propyl;

R⁵and R⁶Independently of one another, hydrogen or C₁-C₃An alkyl group;

if R is¹Is ethyl, propyl or n-butyl, R is isopropyl.

2. A sunscreen or daily care composition according to claim 1, wherein said composition does not comprise 2-ethylhexyl (2E) -3- (4-methoxyphenyl) acrylate (ethylhexyl INCI methoxycinnamate) and isoamyl 4-methoxycinnamate (INCI p-methoxycinnamate).

3. A sunscreen or household care composition according to claim 1 or 2, wherein said composition is free of parabens.

4. A sunscreen or household care composition according to any of claims 1 to 3 wherein said at least one organic particulate UV filter is selected from 2,2' -methylenebis [6- (2H-benzotriazol-2-yl) -4- (1,1,3, 3-tetramethylbutyl) phenol](INCI methylenebis-benzotriazolyl tetramethylbutylphenol), 2,4, 6-tris (biphenyl-4-yl) -1,3, 5-triazine (INCI terphenyl triazine), 1' - (1, 4-piperazinediyl) bis [1- [2- [4- (diethylamino) -2-hydroxybenzoyl ] -benzene]Phenyl radical]Methanone (INCI bis (diethylaminohydroxybenzoyl benzoyl) piperazine), 5,6,5',6' -tetraphenyl-3-3 ' - (1, 4-phenylene) bis (1,2, 4-triazine) (INCI phenylenedi-diphenyltriazine), micronized 1, 4-bis (benzo-c-hydroxybenzoyl) piperazine), and a process for their preparationOxazol-2' -yl) benzene and combinations thereof.

5. A sunscreen or household care composition according to claim 4, wherein the at least one organic particulate UV filter is selected from the group consisting of 2,2 '-methylenebis [6- (2H-benzotriazol-2-yl) -4- (1,1,3, 3-tetramethylbutyl) phenol ] (INCI methylenebis-benzotriazolyl tetramethylbutylphenol), 2,4, 6-tris (biphenyl-4-yl) -1,3, 5-triazine (INCI terphenyl triazine), 5,6,5',6 '-tetraphenyl-3-3' - (1, 4-phenylene) bis (1,2, 4-triazine) (INCI phenylene bis-diphenyl triazine), and combinations thereof.

6. A sunscreen or household care composition according to any of claims 1 to 5, wherein said composition is free of phenoxyethanol.

7. A sunscreen or daily care composition according to any of claims 1 to 6 wherein the composition comprises hexyl 2- [4- (diethylamino) -2-hydroxybenzoyl ] benzoate (INCI diethylamino hydroxybenzoyl hexyl benzoate) in an amount of 2 to 8 wt. -%, preferably 4 to 6 wt. -%, based on the total weight of the composition.

8. A sunscreen or daily care composition according to any of claims 1 to 7 wherein said composition comprises 1- (4- (1, 1-dimethylethyl) phenyl) -3- (4-methoxyphenyl) -1, 3-propanedione (INCI butyl methoxydibenzoylmethane) in an amount of 1 to 5% by weight, based on the total weight of the composition.

9. A sunscreen or household care composition according to any of claims 1 to 8, wherein said composition comprises said at least one organic particulate UV filter in an amount of from 0.5 to 10% by weight, based on the total weight of the composition.

10. A sunscreen or household care composition according to any of claims 1 to 9, wherein said composition further comprises at least one compound selected from the group consisting of tris (2-ethylhexyl) 4,4'- (1,3, 5-triazine-2, 4, 6-triyltrimethylamino) tribenzoate (INCI ethylhexyl triazone), bis (2-ethylhexyl) 4,4' - [ [6- [ [4- [ [ (1, 1-dimethylethyl) amino ] carbonyl ] phenyl ] amino ] -1,3, 5-triazine-2, 4-diyl ] diimino ] dibenzoate (INCI diethylhexylbutamido triazone), 2, 4-bis { [4- (2-ethylhexyloxy) -2-hydroxy ] phenyl } -6- (4-methoxyphenyl) -1,3, 5-triazine (INCI diethylhexyloxyphenol methoxyphenyl triazine) and combinations thereof.

11. A sunscreen or household care composition according to any of claims 1 to 10, wherein said composition comprises at least one perfume.

12. A sunscreen or household care composition according to any of claims 1 to 11 wherein said at least one particulate UV filter (iii) is 2,2' -methylenebis [6- (2H-benzotriazol-2-yl) -4- (1,1,3, 3-tetramethylbutyl) phenol ] (INCI methylenebis-benzotriazolyl tetramethylbutylphenol).

13. A sunscreen or household care composition according to any of claims 1-12, wherein said composition comprises (iii) - (ii) in a ratio of 1: 1.

14. A sunscreen or household care composition according to any of claims 1 to 13, wherein said at least one polarity index<Emollients having a concentration of 30mN/m are selected from esters of linear or branched fatty acids with linear or branched fatty alcohols, esters of dicarboxylic and tricarboxylic acids with linear or branched alcohols, esters of hydroxycarboxylic acids with linear or branched fatty alcohols, esters of linear or branched fatty acids with polyols and based on D₆-D₁₈Mono-, di-and triglycerides of fatty acids.

Use of 2- [4- (diethylamino) -2-hydroxybenzoyl ] benzoic acid hexyl ester (INCI diethylamino hydroxybenzoyl benzoic acid hexyl ester) and at least one organic particulate UV filter for the photostabilization of 1- (4- (1, 1-dimethylethyl) phenyl) -3- (4-methoxyphenyl) -1, 3-propanedione (INCI butyl methoxydibenzoylmethane) in sunscreen or household care compositions, wherein the composition does not comprise 2-hydroxy-4-methoxybenzophenone (INCI hydroxybenzophenone) and ethylhexyl 2-cyano-3, 3-diphenylacrylate (INCI octocrilene).

Examples

Method for producing sunscreen compositions

The ingredients of part a and the ingredients of part B provided below in table 1 for each test sunscreen composition were combined and heated to 80 ℃ respectively, wherein part a was added to part B with stirring and further homogenized. The sunscreen compositions were then cooled to room temperature with stirring and the pH of each composition was adjusted to 6.5-7.00 with NaOH.

All amounts mentioned in the table below relate to the respective amounts in weight% based on the total weight of the composition.

Sunscreen composition

TABLE 1

This amount relates to the active, 5% MBBT corresponds to 10% of the commercial product Tinosorb M.

Recovery measurements on photostability of BMDBM

Comparative compositions 1a and 1b and composition 1 were applied to a roughened quartz plate (2. mu.l/cm)²). Each panel was irradiated using an Atlas CPS device at different durations:

-0h (0MED, no irradiation)

-1h(5MED)，

-2h(10MED)，

-4h(20MED)。

A total of 4 plates were prepared for each irradiation condition. Plates were rinsed with tetrahydrofuran after irradiation. The rinse solution was further analyzed via HPLC to determine recovery of BMDBM.

TABLE 2

Measurement of interfacial tension (polarity index)

Interfacial tension of the corresponding emollients listed below were measured using a Tensimat Densimat TD 2000.

TABLE 3.1

UV Filter Properties

The wavelength of the maximum absorption value (λ max) is an indicator describing the effect of the UV filter molecules. It gives the wavelength at which the absorption is maximum. For UVA filters, the wavelength of maximum absorption should be close to 359nm corresponding to the peak of the PPD (persistent tanning) effect spectrum. The PPD effect spectrum corresponds to the product of the PPD (permanent tanning) action spectrum and the light intensity (see ISO 24443).

The UV transmission spectrum of each UV filter-emollient mixture was measured from 290nm to 400nm using a UV/Vis Spectrophotometer Perkin Elmer Lambda 25. For each mixture 3 stock solutions were prepared with a concentration of 1mM UV filter. In addition, three dilutions of each stock solution were prepared so that there were a total of 9 measurements for each UV filter-emollient solution. All solutions were then packed in a UV transparent quartz cuvette with a 1cm path length to measure UV transmittance.

Lambda max value for BMDBM

TABLE 3.2

Lambda max value of DHHB

TABLE 3.3

Solubility measurement

0.02g of UV filter was added to 2ml of the corresponding emollient listed below, previously filled in 20ml vials with caps. The vial was placed in a constant temperature water bath (25 ℃) and the blend was stirred for 7 days. If the tested UV filters were completely soluble, additional filters were added until precipitation was observed. After 7 days the samples were centrifuged for 30 minutes at 13000 rpm. If the supernatant is cloudy, it is filtered through a 0.2 μm non-sterile Membrex 25PET filter. Each sample was diluted with a suitable solvent prior to measurement or measured without further dilution in a 1cm path length quartz cuvette at lower concentrations. The concentration of the UV filter was then determined by UV/Vis spectroscopy using a Perkin Elmer Lambda 20 apparatus (method a according to Herzog b., Giesinger j., Schnyder m., SOFW Journal, 2013, 139(7), pages 7-14).

TABLE 3.4

TABLE 3.5

In particularly preferred embodiments, the present invention relates to the following other items.

1. A sunscreen or household care composition comprising:

(i)2- [4- (diethylamino) -2-hydroxybenzoyl ] benzoic acid hexyl ester (INCI diethylaminohydroxybenzoyl benzoic acid hexyl ester); and

(ii)1- (4- (1, 1-dimethylethyl) phenyl) -3- (4-methoxyphenyl) -1, 3-propanedione (INCI butyl methoxydibenzoylmethane); and

(iii) at least one organic particulate UV filter;

wherein the composition does not comprise 2-hydroxy-4-methoxybenzophenone (INCI oxybenzophenone) and ethylhexyl 2-cyano-3, 3-diphenylacrylate (INCI octocrylene).

2. A sunscreen or daily care composition according to item 1, wherein the composition does not comprise 2-ethylhexyl (2E) -3- (4-methoxyphenyl) acrylate (ethylhexyl INCI methoxycinnamate) and isoamyl 4-methoxycinnamate (INCI p-methoxycinnamate).

3. A sunscreen or household care composition according to item 1 or 2, wherein the composition is free of parabens.

4. A sunscreen or household care composition according to any of claims 1 to 3 wherein the at least one organic particulate UV filter is selected from 2,2' -methylenebis [6- (2H-benzotriazol-2-yl) -4- (1,1,3, 3-tetramethylbutyl) phenol](INCI methylenebis-benzotriazolyl tetramethylbutylphenol), 2,4, 6-tris (biphenyl-4-yl) -1,3, 5-triazine (INCI terphenyl triazine), 1' - (1, 4-piperazinediyl) bis [1- [2- [4- (diethylamino) -2-hydroxybenzoyl ] -benzene]Phenyl radical]Methanone (INCI bis (diethylaminohydroxybenzoylbenzoyl) piperazine), 5,6,5',6' -tetraphenyl-3-3' - (1, 4-phenylene) bis (1,2, 4-triazine) (INCI phenylene bis-diphenyltriazine), micronized 1, 4-bis (benzoOxazol-2' -yl) benzene and combinations thereof.

5. A sunscreen or household care composition according to item 4, wherein the at least one organic particulate UV filter is selected from the group consisting of 2,2 '-methylenebis [6- (2H-benzotriazol-2-yl) -4- (1,1,3, 3-tetramethylbutyl) phenol ] (INCI methylenebis-benzotriazolyl tetramethylbutylphenol), 2,4, 6-tris (biphenyl-4-yl) -1,3, 5-triazine (INCI terphenyl triazine), 5,6,5',6 '-tetraphenyl-3-3' - (1, 4-phenylene) bis (1,2, 4-triazine) (INCI phenylene bis-diphenyl triazine), and combinations thereof.

6. A sunscreen or household care composition according to any of claims 1-5, wherein the composition is free of phenoxyethanol.

7. A sunscreen or household care composition according to any of claims 1-6, wherein the composition comprises hexyl 2- [4- (diethylamino) -2-hydroxybenzoyl ] benzoate (INCI diethylaminohydroxybenzoyl hexyl benzoate) in an amount of 1-10% by weight, based on the total weight of the composition.

8. A sunscreen or household care composition according to any of claims 1-7, wherein the composition comprises 1- (4- (1, 1-dimethylethyl) phenyl) -3- (4-methoxyphenyl) -1, 3-propanedione (INCI butyl methoxydibenzoylmethane) in an amount of 1 to 5% by weight, based on the total weight of the composition.

9. A sunscreen or household care composition according to any of claims 1 to 8, wherein the composition comprises the at least one organic particulate UV filter in an amount of from 0.5 to 10% by weight, based on the total weight of the composition.

10. A sunscreen or household care composition according to any of claims 1 to 9, wherein the composition further comprises at least one compound selected from the group consisting of tris (2-ethylhexyl) 4,4'- (1,3, 5-triazine-2, 4, 6-triyltrimethylamino) tribenzoate (INCI ethylhexyl triazone), bis (2-ethylhexyl) 4,4' - [ [6- [ [4- [ [ (1, 1-dimethylethyl) amino ] carbonyl ] phenyl ] amino ] -1,3, 5-triazine-2, 4-diyl ] diimino ] dibenzoate (INCI diethylhexylbutamido triazone), 2, 4-bis { [4- (2-ethylhexyloxy) -2-hydroxy ] phenyl } -6- (4-methoxyphenyl) -1,3, 5-triazine (INCI diethylhexyloxyphenol methoxyphenyl triazine) and combinations thereof.

11. A sunscreen or household care composition according to any of claims 1 to 10, wherein the composition comprises a perfume.

12. A sunscreen or household care composition according to any of claims 1 to 11 comprising:

(i)2- [4- (diethylamino) -2-hydroxybenzoyl ] benzoic acid hexyl ester (INCI diethylaminohydroxybenzoyl benzoic acid hexyl ester); and

(ii)1- (4- (1, 1-dimethylethyl) phenyl) -3- (4-methoxyphenyl) -1, 3-propanedione (INCI butyl methoxydibenzoylmethane); and

(iii)2,2' -methylenebis [6- (2H-benzotriazol-2-yl) -4- (1,1,3, 3-tetramethylbutyl) phenol ] (INCI methylenebis-benzotriazolyl tetramethylbutylphenol);

wherein the composition does not comprise 2-hydroxy-4-methoxybenzophenone (INCI oxybenzophenone) and ethylhexyl 2-cyano-3, 3-diphenylacrylate (INCI octocrylene).

13. A sunscreen or household care composition according to item 12 wherein the composition comprises (iii) - (ii) in a ratio of 1: 1.

14. A sunscreen or household care composition according to item 12 or 13, wherein the composition comprises hexyl 2- [4- (diethylamino) -2-hydroxybenzoyl ] benzoate (INCI diethylaminohydroxybenzoyl hexyl benzoate) in an amount of 1 to 8 wt. -%, based on the total weight of the composition.

15. A sunscreen or daily care composition according to any of claims 12 to 14 wherein the composition comprises 1- (4- (1, 1-dimethylethyl) phenyl) -3- (4-methoxyphenyl) -1, 3-propanedione (INCI butyl methoxydibenzoylmethane) in an amount of 1 to 5% by weight, based on the total weight of the composition.

16. A sunscreen or household care composition according to any of claims 12-15, wherein the composition comprises 2,2' -methylenebis [6- (2H-benzotriazol-2-yl) -4- (1,1,3, 3-tetramethylbutyl) phenol ] (INCI methylenebis-benzotriazolyl tetramethylbutylphenol) in an amount of 1 to 10 weight% based on the total weight of the composition.