MICRO-PARTICULATE ORGANIC UV ABSORBER COMPOSITION

Abstract

Disclosed are aqueous dispersions (A), comprising a micronized organic UV filter (a) selected from (a.sub.1) the micronized compound of formula (1), wherein R.sub.1 and R.sub.2 independently from each other are C.sub.1-C.sub.20alkyl; C.sub.2-C.sub.20alkenyl; C.sub.3-C.sub.10ocycloalkyl; C.sub.3-C.sub.10cycloalkenyl; or R.sub.1 and R.sub.2 together with the linking nitrogen atom form a 5- or 6-membered heterocyclic ring; A is N(R.sub.3); O; or the direct bond; B is a bivalent radical selected from alkylene, cycloalkylene alkenylene or phenylene radical which is optionally substituted by a carbonyl- or carboxy group; a radical of formula *CH.sub.2CCCH.sub.2; or the divalent radical *-B-* corresponds to the formula (1a), wherein n.sub.1 is a number from 1 to 3; A is N(R.sub.3); or O; and R.sub.3 is hydrogen; C.sub.1-C.sub.5alkyl; or hydroxy-C.sub.1-C.sub.5alkyl; (a.sub.2) the micronized compound of formula (2), wherein T.sub.1 is hydrogen; C.sub.1-C.sub.12alkyl; preferably iso-octyl, or C.sub.1-C.sub.4alkyl substituted by phenyl; (a.sub.3) the micronized compound of formula (3a); wherein R.sub.4 and R.sub.5 independently from each other are hydrogen; C.sub.1-C.sub.18alkyl; or C.sub.6-C.sub.12acryl; R.sub.6, R.sub.7 and R.sub.8 independently from each other, are hydrogen; C.sub.1-C.sub.18alkyl; or a radical of formula (3b); wherein R.sub.9, R.sub.10 and R.sub.11 independently from each other, are hydrogen; or C.sub.1-C.sub.18alkyl; (a.sub.4) the micronized compound of formula (4); wherein R.sub.12 and R.sub.13, independently from each other, represent hydrogen; halogen; C.sub.1-C.sub.12alkyl: C.sub.1-C.sub.18hydroxy; C.sub.1-C.sub.18alkoxy; poly(ethoxy)-alkoxy with a C.sub.1-C.sub.4 alkyl fragment and an ethoxy number ranging from 1 to 4; C.sub.1-C.sub.4mono- or dialkyl amino, R.sub.14 represents halogen; hydroxy; amino; phenyl which is optionally substituted 1 to 3 times by a hydroxy radical situated at least in a para or phenyl position, possibly 1 to 3 times substituted in an ortho, meta or para position by a C.sub.1-C.sub.12alkoxy or cyano or C.sub.1-C.sub.7alkyl-amino group; and (b) a vinylpyrrolidone copolymer or homopolymer.

##STR00001##

Claims

1.-23. (canceled)

24. An aqueous dispersion (A), comprising a micronized organic UV filter (a) selected from (a.sub.1) the micronized compound of formula ##STR00046## wherein R.sub.1 and R.sub.2 independently from each other are C.sub.1-C.sub.20alkyl; C.sub.2-C.sub.20alkenyl; C.sub.3-C.sub.10 cycloalkyl; C.sub.3-C.sub.10 cycloalkenyl; or R.sub.1 and R.sub.2 together with the linking nitrogen atom form a 5- or 6-membered heterocyclic ring; A is N(R.sub.3); O; or the direct bond; B is a bivalent radical selected from alkylene, cycloalkylene alkenylene or phenylene radical which is optionally substituted by a carbonyl- or carboxy group; a radical of formula *CH.sub.2CCCH.sub.2*; or the divalent radical *-B-* corresponds to the formula ##STR00047## wherein n.sub.1 is a number from 1 to 3; A is N(R.sub.3); or O; and R.sub.3 is hydrogen; C.sub.1-C.sub.5alkyl; or hydroxy-C.sub.1-C.sub.5alkyl; (a.sub.2) the micronized compound of formula ##STR00048## wherein T.sub.1 is hydrogen; C.sub.1-C.sub.12 alkyl; (a.sub.3) the micronized compound of formula ##STR00049## wherein R.sub.4 and R.sub.5 independently from each other are hydrogen; C.sub.1-C.sub.18 alkyl; or C.sub.6-C.sub.12 aryl; R.sub.6, R.sub.7 and R.sub.8 independently from each other, are hydrogen; C.sub.1-C.sub.18 alkyl; or a radical of formula ##STR00050## wherein R.sub.9, R.sub.10 and R.sub.11 independently from each other, are hydrogen; or C.sub.1-C.sub.18alkyl; and (a.sub.4) the micronized compound of formula ##STR00051## wherein R.sub.12 and R.sub.13, independently from each other, represent hydrogen; halogen; C.sub.1-C.sub.12 alkyl: C.sub.1-C.sub.18 hydroxy; C.sub.1-C.sub.18alkoxy; poly(ethoxy)-alkoxy with a C.sub.1-C.sub.4 alkyl fragment and an ethoxy number ranging from 1 to 4; C.sub.1-C.sub.4mono- or diallyl amino, R.sub.14 represents halogen; hydroxy; amino; phenyl which is optionally substituted 1 to 3 times by a hydroxy radical situated at least in a para or phenyl position, possibly 1 to 3 times substituted in an ortho, meta or para position by a C.sub.1-C.sub.12alkoxy or cyano or C.sub.1-C.sub.7alkylamino group; and (b) a vinylpyrrolidone copolymer or homopolymer.

25. The dispersion according to claim 24, wherein the dispersion, does not contain any additional thickeners.

26. The dispersion according to claim 25, wherein the dispersion does not contain any additional thickeners selected from the group consisting of propylene glycol, carbomer and vegetable gums.

27. The dispersion according to claim 25, wherein the dispersion does not contain Xanthan gum.

28. The dispersion according to claim 24, wherein the micronized organic UV filter (a.sub.1) corresponds to formula ##STR00052##

29. The dispersion according to claim 24, wherein the micronized organic UV filter (a.sub.2) corresponds to formula ##STR00053##

30. The dispersion according to claim 24, wherein the micronized organic UV filter (a.sub.3) corresponds to formula ##STR00054##

31. The dispersion according to claim 24, wherein the micronized organic UV filter (a.sub.4) corresponds to formula ##STR00055##

32. The dispersion according to claim 24, wherein (b) is polyvinylpyrrolidone according to formula ##STR00056##

33. The dispersion according to claim 24, comprising the micronized organic UV filter (a.sub.1) corresponding to formula ##STR00057## and (b) polyvinylpyrrolidone of formula ##STR00058##

34. The dispersion according to claim 24, wherein the dispersion does not contain glycol compounds as solvent.

35. The dispersion according to claim 24, wherein the particle size of the micronized UV filters (a.sub.1)-(a.sub.4) is from 0.01 to 2.

36. A process for the preparation of the aqueous dispersion (A) as claimed in claim 24, wherein at least one of the UV filters (a.sub.1)-(a.sub.4) is added to an aqueous homogenous dispersion comprising an dispersing agent milling together the resultant slurry with zirconium silicate bells with a dispersant to a mean particle size of d.sub.50 from 100 nm to 170 nm and incorporating an aqueous solution of polyvinylpyrrolidone in the dispersion.

37. An aqueous dispersion (B) comprising at least one UV filter selected from (a.sub.1) the micronized compound of formula ##STR00059## wherein R.sub.1 and R.sub.2 independently from each other are C.sub.1-C.sub.20 alkyl; C.sub.2-C.sub.20 alkenyl; C.sub.3-C.sub.10 cycloalkyl; C.sub.3-C.sub.10 cycloalkenyl; or R.sub.1 and R.sub.2 together with the linking nitrogen atom form a 5- or 6-membered heterocyclic ring; A is N(R.sub.3); O; or the direct bond; B is a bivalent radical selected from alkylene, cycloalkylene alkenylene or phenylene radical which is optionally substituted by a carbonyl- or carboxy group; a radical of formula *CH.sub.2CCCH.sub.2*; or the divalent radical *-B-* corresponds to the formula ##STR00060## wherein n.sub.1 is a number from 1 to 3; A is N(R.sub.3); or O; and R.sub.3 is hydrogen; C.sub.1-C.sub.5 alkyl; or hydroxy-C.sub.1-C.sub.5 alkyl; (a.sub.2) the micronized compound of formula ##STR00061## wherein T.sub.1 is hydrogen; C.sub.1-C.sub.12 alkyl; (a.sub.3) the micronized compound of formula ##STR00062## wherein R.sub.4 and R.sub.5 independently from each other are hydrogen; C.sub.1-C.sub.18 alkyl; or C.sub.6-C.sub.12 aryl; R.sub.6, R.sub.7 and R.sub.8 independently from each other, are hydrogen; C.sub.1-C.sub.18 alkyl; or a radical of formula ##STR00063## wherein R.sub.9, R.sub.10 and R.sub.11 independently from each other, are hydrogen; or C.sub.1-C.sub.18alkyl; and (a.sub.4) the micronized compound of formula ##STR00064## wherein R.sub.12 and R.sub.13, independently from each other, represent hydrogen; halogen; C.sub.1-C.sub.12 alkyl: C.sub.1-C.sub.18 hydroxy; C.sub.1-C.sub.18 alkoxy; poly(ethoxy)-alkoxy with a C.sub.1-C.sub.4 alkyl fragment and an ethoxy number ranging from 1 to 4; C.sub.1-C.sub.4 mono- or dialkyl amino, R.sub.14 represents halogen; hydroxy; amino; phenyl which is optionally substituted 1 to 3 times by a hydroxy radical situated at least in a para or phenyl position, possibly 1 to 3 times substituted in an ortho, meta or para position by a C.sub.1-C.sub.12 alkoxy or cyano or C.sub.1-C.sub.7alkylamino group; at least one dispersant (c) selected from the group consisting of glutamates, hydrolyzed proteins, cyclic lipopeptides polyglyceryl ester lactylates and sulfosuccinates; and water.

38. An aqueous dispersion (A) comprising 20 to 60% by weight of at least one UV filter selected from (a.sub.1) the micronized compound of formula ##STR00065## wherein R.sub.1 and R.sub.2 independently from each other are C.sub.1-C.sub.20 alkyl; C.sub.2-C.sub.20 alkenyl; C.sub.3-C.sub.10 cycloalkyl; C.sub.3-C.sub.10 cycloalkenyl; or R.sub.1 and R.sub.2 together with the linking nitrogen atom form a 5- or 6-membered heterocyclic ring; A is N(R.sub.3); O; or the direct bond; B is a bivalent radical selected from alkylene, cycloalkylene alkenylene or phenylene radical which is optionally substituted by a carbonyl- or carboxy group; a radical of formula *CH.sub.2CCCH.sub.2*; or the divalent radical *-B-* corresponds to the formula ##STR00066## wherein n.sub.1 is a number from 1 to 3; A is N(R.sub.3); or O; and R.sub.3 is hydrogen; C.sub.1-C.sub.5alkyl; or hydroxy-C.sub.1-C.sub.5alkyl; (a.sub.2) the micronized compound of formula ##STR00067## wherein T.sub.1 is hydrogen; C.sub.1-C.sub.12alkyl; (a.sub.3) the micronized compound of formula ##STR00068## wherein R.sub.4 and R.sub.5 independently from each other are hydrogen; C.sub.1-C.sub.18 alkyl; or C.sub.6-C.sub.12 aryl; R.sub.6, R.sub.7 and R.sub.8 independently from each other, are hydrogen; C.sub.1-C.sub.18 alkyl; or a radical of formula ##STR00069## wherein R.sub.9, R.sub.10 and R.sub.11 independently from each other, are hydrogen; or C.sub.1-C.sub.18 alkyl; and (a.sub.4) the micronized compound of formula ##STR00070## wherein R12 and R13, independently from each other, represent hydrogen; halogen; C.sub.1-C.sub.12 alkyl: C.sub.1-C.sub.18hydroxy; C.sub.1-C.sub.18alkoxy; poly(ethoxy)-alkoxy with a C.sub.1-C.sub.4 alkyl fragment and an ethoxy number ranging from 1 to 4; C.sub.1-C.sub.4 mono- or dialkyl amino, R.sub.14 represents halogen; hydroxy; amino; phenyl which is optionally substituted 1 to 3 times by a hydroxy radical situated at least in a para or phenyl position, possibly 1 to 3 times substituted in an ortho, meta or para position by a C.sub.1-C.sub.12alkoxy or cyano or C.sub.1-C.sub.7alkylamino group; 0.1 to 20% by weight of at least one dispersant; 0.1 to 2% by weight of polyvinylpyrrolidone (b); 0 to 1% by weight of Ingredients based on polydimethylsioxane/silica; and water.

39. An aqueous dispersion (B) comprising 20 to 60% by weight of at least one UV filter selected from (a.sub.1) the micronized compound of formula ##STR00071## wherein R.sub.1 and R.sub.2 independently from each other are C.sub.1-C.sub.20 alkyl; C.sub.2-C.sub.20 alkenyl; C.sub.3-C.sub.10 cycloalkyl; C.sub.3-C.sub.10 cycloalkenyl; or R.sub.1 and R.sub.2 together with the linking nitrogen atom form a 5- or 6-membered heterocyclic ring; A is N(R.sub.3); O; or the direct bond; B is a bivalent radical selected from alkylene, cycloalkylene alkenylene or phenylene radical which is optionally substituted by a carbonyl- or carboxy group; a radical of formula *CH.sub.2CCCH.sub.2* ; or the divalent radical *-B-* corresponds to the formula ##STR00072## wherein n.sub.1 is a number from 1 to 3; A is N(R.sub.3); or O; and R.sub.3 is hydrogen; C.sub.1-C.sub.5 alkyl; or hydroxy-C.sub.1-C.sub.5 alkyl; (a.sub.2) the micronized compound of formula ##STR00073## wherein T.sub.1 is hydrogen; C.sub.1-C.sub.12alkyl; (a.sub.3) the micronized compound of formula ##STR00074## wherein R.sub.4 and R.sub.5 independently from each other are hydrogen; C.sub.1-C.sub.18 alkyl; or C.sub.6-C.sub.12 aryl; R.sub.6, R.sub.7 and R.sub.8 independently from each other, are hydrogen; C.sub.1-C.sub.18 alkyl; or a radical of formula ##STR00075## wherein R.sub.9, R.sub.10 and R.sub.11 independently from each other, are hydrogen; or C.sub.1-C.sub.18 alkyl; and (a.sub.4) the micronized compound of formula ##STR00076## wherein R.sub.12 and R.sub.13, independently from each other, represent hydrogen; halogen; C.sub.1-C.sub.12 alkyl: C.sub.1-C.sub.18 hydroxy; C.sub.1-C.sub.18 alkoxy; poly(ethoxy)-alkoxy with a C.sub.1-C.sub.4 alkyl fragment and an ethoxy number ranging from 1 to 4; C.sub.1-C.sub.4 mono- or dialkyl amino, R.sub.14 represents halogen; hydroxy; amino; phenyl which is optionally substituted 1 to 3 times by a hydroxy radical situated at least in a para or phenyl position, possibly 1 to 3 times substituted in an ortho, meta or para position by a C.sub.1-C.sub.12alkoxy or cyano or C.sub.1-C.sub.7alkylamino group; 0.1 to 20% by weight of at least one dispersant (c) selected from glutamates, polyglyceryl ester lactylates and sulfosuccinates; 0 to 1% by weight of ingredients based on polydimethylsioxane/silica; and and 100% water.

40. An aqueous dispersion (C) comprising 20 to 60% by weight of at least one UV filter selected from (a.sub.1) the micronized compound of formula ##STR00077## wherein R.sub.1 and R.sub.2 independently from each other are C.sub.1-C.sub.20 alkyl; C.sub.2-C.sub.20 alkenyl; C.sub.3-C.sub.10 cycloalkyl; C.sub.3-C.sub.10 to cycloalkenyl; or R.sub.1 and R.sub.2 together with the linking nitrogen atom form a 5- or 6-membered heterocyclic ring; A is N(R.sub.3); O; or the direct bond; B is a bivalent radical selected from alkylene, cycloalkylene alkenylene or phenylene radical which is optionally substituted by a carbonyl- or carboxy group; a radical of formula *CH.sub.2CCCH.sub.2*; or the divalent radical *-B-* corresponds to the formula ##STR00078## wherein n.sub.1 is a number from 1 to 3; A is N(R.sub.3); or O; and R.sub.3 is hydrogen; C.sub.1-C.sub.5alkyl; or hydroxy-C.sub.1-C.sub.5alkyl; (a.sub.2) the micronized compound of formula ##STR00079## wherein T.sub.1 is hydrogen; C.sub.1-C.sub.12alkyl; (a.sub.3) the micronized compound of formula ##STR00080## wherein R.sub.4 and R.sub.5 independently from each other are hydrogen; C.sub.1-C.sub.18 alkyl; or C.sub.6-C.sub.12 aryl; R.sub.6, R.sub.7 and R.sub.8 independently from each other, are hydrogen; C.sub.1-C.sub.18 alkyl; or a radical of formula ##STR00081## wherein R.sub.9, R.sub.10 and R.sub.11 independently from each other, are hydrogen; or C.sub.1-C.sub.18 alkyl; and (a.sub.4) the micronized compound of formula ##STR00082## wherein R.sub.12 and R.sub.13, independently from each other, represent hydrogen; halogen; C.sub.1-C.sub.12 alkyl: C.sub.1-C.sub.18 hydroxy; C.sub.1-C.sub.18 alkoxy; poly(ethoxy)-alkoxy with a C.sub.1-C.sub.4 alkyl fragment and an ethoxy number ranging from 1 to 4; C.sub.1-C.sub.4mono- or dialkyl amino, R.sub.14 represents halogen; hydroxy; amino; phenyl which is optionally substituted 1 to 3 times by a hydroxy radical situated at least in a para or phenyl position, possibly 1 to 3 times substituted in an ortho, meta or para position by a C.sub.1-C.sub.12 alkoxy or cyano or C.sub.1-C.sub.7alkylamino group; 0.1 to 20% by weight of at least one dispersant; 0 to 1% by weight of ingredients based on polydimethylsioxane/silica; and ad 100% water.

41. The aqueous dispersion according to claim 37, wherein the dispersion does not contain any additional thickeners.

42. The aqueous dispersion according to claim 37, wherein the dispersion does not contain thickeners selected from propylene glycol, carbomer and vegetable gums.

43. The aqueous dispersion according to claim 37, wherein the dispersion does not contain Xanthan gum.

44. A sunscreen composition comprising (i) 0.1 to 50% by weight, based on the sunscreen composition of I, II or III, I. the aqueous dispersion (A) as defined in claim 38, II. an aqueous dispersion (B) comprising 20 to 60% by weight of at least one UV filter selected from (a.sub.1) the micronized compound of formula ##STR00083## wherein R.sub.1 and R.sub.2 independently from each other are C.sub.1-C.sub.20 alkyl; C.sub.2-C.sub.20alkenyl; C.sub.3-C.sub.10cycloalkyl; C.sub.3-C.sub.10 cycloalkenyl; or R.sub.1 and R.sub.2 together with the linking nitrogen atom form a 5- or 6-membered heterocyclic ring; A is N(R.sub.3); O; or the direct bond; B is a bivalent radical selected from alkylene, cycloalkylene alkenylene or phenylene radical which is optionally substituted by a carbonyl- or carboxy group; a radical of formula *CH.sub.2CCCH.sub.2*; or the divalent radical *-B-* corresponds to the formula ##STR00084## wherein n.sub.1 is a number from 1 to 3; A is N(R.sub.3); or O; and R.sub.3 is hydrogen; C.sub.1-C.sub.5 alkyl; or hydroxy-C.sub.1-C.sub.5 alkyl; (a.sub.2) the micronized compound of formula ##STR00085## wherein T.sub.1 is hydrogen; C.sub.1-C.sub.12alkyl; (a.sub.3) the micronized compound of formula ##STR00086## wherein R.sub.4 and R.sub.5 independently from each other are hydrogen; C.sub.1-C.sub.18 alkyl; or C.sub.6-C.sub.12 aryl; R.sub.6, R.sub.7 and R.sub.8 independently from each other, are hydrogen; C.sub.1-C.sub.18 alkyl; or a radical of formula ##STR00087## wherein R.sub.9, R.sub.10 and R.sub.11 independently from each other, are hydrogen; or C.sub.1-C.sub.18 alkyl; and (a.sub.4) the micronized compound of formula ##STR00088## wherein R.sub.12 and R.sub.13, independently from each other, represent hydrogen; halogen; C.sub.1-C.sub.12alkyl: C.sub.1-C.sub.18hydroxy; C.sub.1-C.sub.18 alkoxy; poly(ethoxy)-alkoxy with a C.sub.1-C.sub.4 alkyl fragment and an ethoxy number ranging from 1 to 4; C.sub.1-C.sub.4 mono- or dialkyl amino, R.sub.14 represents halogen; hydroxy; amino; phenyl which is optionally substituted 1 to 3 times by a hydroxy radical situated at least in a para or phenyl position, possibly 1 to 3 times substituted in an ortho, meta or para position by a C.sub.1-C.sub.12alkoxy or cyano or C.sub.1-C.sub.7alkylamino group; 0.1 to 20% by weight of at least one dispersant (c) selected from glutamates, polyglyceryl ester lactylates and sulfosuccinates; 0 to 1% by weight of ingredients based on polydimethylsioxane/silica; and water or III. an aqueous dispersion (C) comprising 20 to 60% by weight of at least one UV filter selected from (a.sub.1) the micronized compound of formula ##STR00089## wherein R.sub.1 and R.sub.2 independently from each other are C.sub.1-C.sub.20 alkyl; C.sub.2-C.sub.20 alkenyl; C.sub.3-C.sub.10 cycloalkyl; C.sub.3-C.sub.10 cycloalkenyl; or R.sub.1 and R.sub.2 together with the linking nitrogen atom form a 5- or 6-membered heterocyclic ring; A is N(R.sub.3); O; or the direct bond; B is a bivalent radical selected from alkylene, cycloalkylene alkenylene or phenylene radical which is optionally substituted by a carbonyl- or carboxy group; a radical of formula *CH.sub.2CCCH.sub.2*; or the divalent radical *-B-* corresponds to the formula ##STR00090## wherein n.sub.1 is a number from 1 to 3; A is N(R.sub.3); or O; and R.sub.3 is hydrogen; C.sub.1-C.sub.5alkyl; or hydroxy-C.sub.1-C.sub.5alkyl; (a.sub.2) the micronized compound of formula ##STR00091## wherein T.sub.1 is hydrogen; C.sub.1-C.sub.12alkyl; (a.sub.3) the micronized compound of formula ##STR00092## wherein R.sub.4 and R.sub.5 independently from each other are hydrogen; C.sub.1-C.sub.18 alkyl; or C.sub.6-C.sub.12 aryl; R.sub.6, R.sub.7 and R.sub.8 independently from each other, are hydrogen; C.sub.1-C.sub.18 alkyl; or a radical of formula ##STR00093## wherein R.sub.9, R.sub.10 and R.sub.11 independently from each other, are hydrogen; or C.sub.1-C.sub.18 alkyl; and (a.sub.4) the micronized compound of formula ##STR00094## wherein R.sub.12 and R.sub.13, independently from each other, represent hydrogen; halogen; C.sub.1-C.sub.12 alkyl: C.sub.1-C.sub.18 hydroxy; C.sub.1-C.sub.18 alkoxy; poly(ethoxy)-alkoxy with a C.sub.1-C.sub.4 alkyl fragment and an ethoxy number ranging from 1 to 4; C.sub.1-C.sub.4mono- or dialkyl amino, R.sub.14 represents halogen; hydroxy; amino; phenyl which is optionally substituted 1 to 3 times by a hydroxy radical situated at least in a para or phenyl position, possibly 1 to 3 times substituted in an ortho, meta or para position by a C.sub.1-C.sub.12 alkoxy or cyano or C.sub.1-C.sub.7alkylamino group; 0.1 to 20% by weight of at least one dispersant; 0 to 1% by weight of ingredients based on polydimethylsioxane/silica; and water; and optionally (ii) a cosmetically acceptable carrier.

45. The sunscreen composition according to claim 44 for the suppression of reactive oxygen species (ROS).

46. The sunscreen composition according to claim 44 for the suppression of induction of gene expression related to skin aging and inflammation reactions.

Description

A. PREPARATION EXAMPLES

A1. Preparation of a UV Filter Dispersion (Rinse-Off Dispersants)

[0307] Dispersion 1

[0308] Slurry Preparation:

[0309] In a beaker equipped with a stirrer 35.7 g of Sodium Myreth Sulfate (aqueous paste with 70 wt-% active matter) are dissolved in 801.8 g of deionized water. 275 g of decyl glucoside (50 wt-% active in water) are added, and the solution is adjusted to pH=4.5 with 62.5 g of a 20 wt-% aqueous solution of citric acid. Then 25 g of Simethicone (mixture of Dimethicone with an average chain length of 200 to 350 dimethylsiloxane units and hydrated silica, 20 wt-% in water) are added. After homogenization 1250 g of the compound of formula

##STR00044##

are added.

[0310] Pre-Grinding Process:

[0311] The slurry is passed twice through a colloid mill (Fryma) for homogenization. Then the colloid mill is switched to circulation mode and the slurry is wet-grinded for five minutes.

[0312] Fine-Grinding Process:

[0313] The mill is filled with 440 ml Draison grinding beads having a diameter of 0.3 to 0.4 mm. The pre-grinded slurry is transferred into a beaker equipped with a IKA stirrer. A Watson-Marlow pump is used for slurry circulation. The grinding compartment is filled with the slurry without running the mill, at low speed of the Watson-Marlow pump. The mill is switched on as soon as the initial pressure in the mill increases.

[0314] The fine grinding is carried out with the following parameters:

[0315] Rotation speed of the mill: 2389 rpm

[0316] Rotation speed of the pump: 20-40 rpm

[0317] IKA stirrer speed: 80 rpm

[0318] Temp.sub.max: 48 C.

[0319] Pressure: 0.2-0.5 bar

[0320] Current: 4.5-6 A

[0321] Power uptake for grinding: initial: 1420 W; at the end of the process: 550-500 W

[0322] Energy consumption: 3000 W/h

[0323] After 5 h the fine grinding is finished. The mill is discharged, and the final product is stored at room temperature.

[0324] UV filter dispersion 1 contains rinse-off surfactants as grinding aids.

[0325] Using the same procedure, the UV filter dispersions 2-12 are prepared. Optionally, a preservation system is added to the UV filter dispersion.

[0326] The particle size of the micronized UV filter dispersions is characterized with a Mastersizer 2000 (Malvern Instruments) equipped with a wet dispersion unit. This instrument measures the particle size distribution of the dispersed particles by laser diffraction.

[0327] The d50 value is a measure for the average particle size of the micronized UV filter particles.

[0328] The compositions are summarised as follows:

TABLE-US-00003 UV dispersion No. 1 2 3 4 5 6 7 8 9 10 11 12 UV Filter [wt-%] (a.sub.1) compound of 50 50 50 50 50 50 50 50 50 formula (1c) (a.sub.2) compound of 50 formula (2b) (a.sub.3) compound of 40 formula (3c) (a.sub.4) compound of 50 formula (4b) Dispersant Sodium myreth 5 [active matter sulfate wt-%] Alkyl polyglucoside 1 6.5 Polyglyceryl 10 12 8 10 Laurate Sodium C12-18 Alkyl 4 Sulfosuccinate Sodium Cocoyl 5 5 Glutamate Disodium Cocoyl 5 5 5 Glutamate Sodium Stearoyl 5 Glutamate Sodium Surfactin 0.5 0.5 1 0.5 0.5 0.5 Hydrolyzed Wheat 0.3 Protein Defoamer [active Simethicone 0.2 0.2 0.2 matter, wt-%] Citric acid 0.4 0.1 Additive for pH Citric acid 0.4 0.1 adjustment [wt-%] Caustic soda 0.1 Preservative Phenoxyethanol 1 1 1 [active matter, Caprylyl glycole 1 1 1 1 wt-%]: Benzyl alcohol (and) 1 dehydroacetic acid Thickener [wt-%] Xanthan Gum 0.2 0.4 Water ad ad ad ad ad ad ad ad ad ad ad ad 100 100 100 100 100 100 100 100 100 100 100 100 PSD: d50 [nm] 128 135 130 122 126 119 121 124 115 121 121 121

[0329] The UV filter dispersions 1-12 contain only mild leave-on dispersants and are suitable for the formulation of mild cosmetic sunscreens and skin care consumer products.

[0330] Thickening of the UV Filter Dispersions:

[0331] Thickening of dispersions 1-5, 8 and 9 with polyvinylpyrrolidone:

[0332] 5 g of polyvinylpyrrolidone are dissolved in 5 g water (preferably 24 h bevor the grinding) and mixed into the slurry with a stirrer.

[0333] Viscosity of the UV Filter Dispersions:

[0334] The viscosity of the UV filter dispersions is analysed in a Contrave Rheomat RM115 viscosimeter, which determines the flow behaviour and viscosity of the sample.

TABLE-US-00004 Dispersion Dispersion Dispersion Dispersion Sample 1 w/o 1 6 w/o 7 w/o Thickener thickener PVP thickener thickener Viscosity [mPa s] at 248 404 560 513 80 rpm at 25 C., increasing shear rate Viscosity [mPa s] at 72 119 165 157 500 rpmat 25 C., constant shear rate

[0335] The data demonstrate that the flow behaviour of the dispersions 6 and 7 based on mild dispersants as grinding aids is similar to dispersion 2 with added PVP, and do not require a thickener.

B. FORMULATION EXAMPLES

[0336] The below formulation efficacy (SPF, UVA-PF) was assessed with BASF Simulator (www.basf.com/sunscreensimulator; Herzog, B.; Osterwalder, U. In Silico Determination of Topical Sun Protection. Cosm Sci Tech. 2011; 62: 1-8).

TABLE-US-00005 Example F1: Cream Gel Carbopol % by Phase Ingredients INCI weight A Cetiol AB C12-15 Alkyl Benzoate 12.00 DUB DIS Diisopropyl Sebacate 10.00 Uvinul A Plus Diethylamino Hydroxybenzoyl Hexyl 5.00 Benzoate Tinosorb S Bis-Ethylhexyloxyphenol Methoxyphenyl 2.00 Triazine Uvinul T 150 Ethylhexyl Triazone 1.50 B Water, demin. Aqua 27.30 Butylene Glycol Butylene Glycol 4.00 Glycerin Glycerin 3.00 Tinocare GL Sclerotium Gum 3.00 Edeta B Powder Tetrasodium EDTA 0.20 Rheocare TTA Acrylates Copolymer 0.30 Carbopol Ultrez 10 Carbomer 0.20 Polymer Pemulen TR-2 Polymeric Acrylates/C10-30 Alkyl Acrylate 0.15 Emulsifier Crosspolymer Keltrol RD Xanthan Gum 0.15 C Water, demin. Aqua 5.00 Eusolex 232 Phenylbenzimidazole Sulfonic Acid 3.00 AMP-Ultra PC 2000 Aminomethyl Propanol 0.20 D Ethanol Alcohol 5.00 E Siclone SR-5 C13-C16 Isoparaffin, C12-C14 Isoparaffin, 4.00 C13-C15 Alkane Micropearl M305 Methylmethacrylate Crosspolymer 3.00 UV dispersion 1 or 2 or 3 or 4 or 5 or 6 or 7 or 8 or 9 or 10 or 11 or 12 10.00 according to Example A1 Geogard 221 Benzyl alcohol (and) dehydroacetic acid 1.00 Perfume Alpha-Isomethylionon, Benzylalkohol, qs Benzylcinnamat, Benzylsalicylat, Citronellol, Coumarin, Eugenol, Geraniol, Hexyl- cinnamal, Linalool, Limonen SPF 35.8 UVA-PF 26.1

TABLE-US-00006 Example F2: Cream Gel Carbopol % by Phase Ingredients INCI weight A Cetiol AB C12-15 Alkyl Benzoate 12.00 DUB DIS Diisopropyl Sebacate 10.00 Uvinul A Plus Diethylamino Hydroxybenzoyl Hexyl 6.00 Benzoate Tinosorb S Bis-Ethylhexyloxyphenol Methoxyphenyl 2.00 Triazine Uvinul T 150 Ethylhexyl Triazone 1.50 B Water, demin. Aqua 26.30 Butylene Glycol Butylene Glycol 4.00 Glycerin Glycerin 3.00 Tinocare GL Sclerotium Gum 3.00 Edeta B Powder Tetrasodium EDTA 0.20 Rheocare TTA Acrylates Copolymer 0.30 Carbopol Ultrez 10 Carbomer 0.20 Polymer Pemulen TR-2 Polymeric Acrylates/C10-30 Alkyl Acrylate 0.15 Emulsifier Crosspolymer Keltrol RD Xanthan Gum 0.15 C Water, demin. Aqua 5.00 Eusolex 232 Phenylbenzimidazole Sulfonic Acid 3.00 AMP-Ultra PC 2000 Aminomethyl Propanol 0.20 D Ethanol Alcohol 5.00 E Siclone SR-5 C13-C16 Isoparaffin, C12-C14 Isoparaffin, 4.00 C13-C15 Alkane Micropearl M305 Methylmethacrylate Crosspolymer 3.00 UV dispersion 1 or 2 or 3 or 4 or 5 or 6 or 7 or 8 or 9 or 10 or 11 or 12 10.00 according to Example A1 Tinosorb M Methylene Bis-Benzotriazolyl Tetramethyl- 10.00 butylphenol (nano), Aqua, Decyl Glucoside, Propylene Glycol, Xanthan Gum Geogard 221 Benzyl alcohol (and) dehydroacetic acid 1.00 Perfume Alpha-Isomethylionon, Benzylalkohol, qs Benzylcinnamat, Benzylsalicylat, Citronellol, Coumarin, Eugenol, Geraniol, Hexylcinnamal, Linalool, Limonen SPF 50.3 UVA-PF 43.8

TABLE-US-00007 F3-A F3-B Example F3: Prisma SP % by % by Phase Ingredients INCI weight weight A Eumulgin Prisma Disodium Cetearyl 1.500 1.500 Sulfosuccinate Cutina HVG Hydrogenated Vegetable 2.000 2.000 Glycerides Lanette O Cetearyl Alcohol 2.000 2.000 Cutina PES Pentaerythrityl Distearate 1.000 1.000 Cetiol B Dibutyl Adipate 10.000 10.000 Cetiol AB C12-15 Alkyl Benzoate 5.000 5.000 Cetiol CC Dicaprylyl Carbonate 3.000 3.000 Uvinul A Plus Diethylamino 4.500 4.500 Hydroxybenzoyl Hexyl Benzoate Uvinul T 150 Ethylhexyl Triazone 2.000 2.000 B Water, demin. Aqua 36.400 30.400 Glycerin Glycerin 3.000 3.000 Cosmedia SP Sodium Polyacrylate 0.700 0.700 Rheocare XG Xanthan Gum 0.200 0.200 (Europe only) Edeta BD Disodium EDTA 0.200 0.200 C Water, demin. Aqua 6.000 6.000 Eusolex 232 Phenylbenzimidazole 1.000 1.000 Sulfonic Acid Tris Amino Ultra Pur Tromethamine 0.500 0.500 D Xiameter PMX-0246 Cyclohexasiloxane, 2.000 2.000 Cyclohexasiloxane Cyclopentasiloxane Techpolymer MBP 8 Polymethyl Methacrylate 1.000 1.000 E Tinosorb S Aqua Aqua, Bis- 10.000 10.000 Ethylhexyloxyphenol Methoxyphenyl Triazine, Polymethyl Methacrylate, Sodium Laureth Sulfate, Aminomethyl Propanol UV dispersion 1 or 2 or 3 or 4 or 5 or 6 or 7 or 8 8.000 8.000 or 9 or 10 or 11 or 12 according to Example A1 Triasorb Phenylene bis- 6.000 diphenyltriazine, PPG-1 PEG-9lauryl glycol ether, benzoic acid Preservative qs qs SPF 28.6 33.6 UVA-PF 24.6 29.7

TABLE-US-00008 Example F4: Lotion O-W SG % by Phase Ingredients INCI weight A Eumulgin SG Sodium Stearoyl Glutamate 2.00 Tegosoft XC Phenoxyethyl Caprylate 8.00 Cetiol B Dibutyl Adipate 5.00 Finsolv EB Ethylhexyl Benzoate 5.00 Lanette 18 Stearyl Alcohol 1.00 Uvinul A Plus Diethylamino Hydroxybenzoyl Hexyl 7.00 Benzoate Uvinul T 150 Ethylhexyl Triazone 3.00 Tinosorb S Bis-Ethylhexyloxyphenol 4.00 Methoxyphenyl Triazine B Water, demin. Aqua 36.00 Edeta BD Disodium EDTA 0.20 Rheocare XG Xanthan Gum 0.50 C UV dispersion 1 or 2 or 3 or 4 or 5 or 6 or 7 or 20.00 8 or 9 or 10 or 11 or 12 according to Example A1 Tinosorb W PGL Methylene Bis-Benzotriazolyl 8.00 Tetramethylbutylphenol (nano), Aqua, Polyglyceryl-10 laurate, butylene Glycol, D Perfume Parfum 0.10 Preservative 0.20 SPF 54.4 UVA-PF 59

TABLE-US-00009 Example F5: SWOP lotion % by Phase Ingredients INCI weight A Dehymuls PGPH Polyglyceryl-2 Dipolyhydroxystearate 4.00 Cetiol B Dibutyl Adipate 15.00 Cetiol AB C12-15 Alkyl Benzoate 10.00 Lanette O Cetearyl Alcohol 2.50 Uvinul A Plus Diethylamino Hydroxybenzoyl Hexyl 5.2 Benzoate Uvinul T 150 Ethylhexyl Triazone 3.20 Tinosorb S Bis-Ethylhexyloxyphenol 2.50 Methoxyphenyl Triazine B Water, demin. Aqua 33.95 Glycerin Glycerin 3.00 Plantapon LGC Sodium Lauryl Glucose Carboxylate 1.50 SORB (and) Lauryl Glucoside Cosmedia SP Sodium Polyacrylate 0.80 Edeta BD Disodium EDTA 0.20 Keltrol CG-RD Xanthan Gum 0.15 C Tinosorb A2B Tris-Biphenyl Triazine (nano), Aqua, 8.00 Decyl Glucoside, Butylene Glycol, Disodium Phosphate, Xanthan Gum UV dispersion 1 or 2 or 3 or 4 or 5 or 6 or 7 or 8 or 8.00 9 or 10 or 11 or 12 according to Example A1 Techpolymer MB 8C Polymethyl Methacrylate 2.00 Preservative qs Perfume Parfum qs SPF 60.2 UVA-PF 26.7

TABLE-US-00010 Example F6: Suco Prisma % by Phase Ingredients INCI weight A Emulgade Sucro Sucrose Polystearate, Cetyl 3.00 Plus Palmitate Eumulgin Prisma Disodium Cetearyl 1.00 Sulfosuccinate Lanette O Cetearyl Alcohol 1.00 DUB DIS Diisopropyl Sebacate 10.00 Exceparl LM-LC Lauryl Lactate 5.00 Uvinul A Plus Diethylamino Hydroxybenzoyl 5.00 Hexyl Benzoate Uvinul T 150 Ethylhexyl Triazone 3.00 B Water, demin. Aqua 52.10 Glycerin Glycerin 2.00 Cosmedia SP Sodium Polyacrylate 1.00 Keltrol CG-RD Xanthan Gum 0.20 Edeta BD Disodium EDTA 0.20 C Tinosorb M Methylene Bis-Benzotriazolyl 7.00 Tetramethylbutylphenol (nano), Aqua, Decyl Glucoside, Propylene Glycol, Xanthan Gum UV dispersion 1 or 2 or 3 or 4 or 5 or 6 or 7 or 8 or 6.00 9 or 10 or 11 or 12 according to Example A1 D Cetiol Ultimate Undecane, Tridecane 1.50 Techpolymer MBP 8 Polymethyl Methacrylate 1.00 Orgasol Caresse Polyamide-5 1.00 Preservative qs SPF 30.3 UVA-PF 24.4

TABLE-US-00011 Example F7: PL68-50-Prisma % by Phase Ingredients INCI weight A Emulgade PL Cetearyl Glucoside, Cetearyl 4.00 68/50 Alcohol Eumulgin Prisma Disodium Cetearyl Sulfosuccinate 1.00 Lanette O Cetearyl Alcohol 1.00 Cutina PES Pentaerythrityl Distearate 1.00 Cetiol B Dibutyl Adipate 8.00 Cetiol CC Dicaprylyl Carbonate 3.00 Uvinul N 539T Octocrylene 10.00 Parsol 1789 Butyl Methoxydibenzoylmethane 5.00 Neo Heliopan OS Ethylhexyl Salicylate 5.00 Tinosorb S Bis-Ethylhexyloxyphenol 1.00 Methoxyphenyl Triazine B Water, demin. Aqua 38.70 Glycerin Glycerin 3.00 Mais PO4 PH B Distarch Phosphate 1.00 Keltrol CG-RD Xanthan Gum 0.30 C Tinosorb A2B Tris-Biphenyl Triazine (nano), Aqua, 6.00 Decyl Glucoside, Butylene Glycol, Disodium Phosphate, Xanthan Gum UV dispersion 1 or 2 or 3 or 4 or 5 or 6 or 7 or 8 or 6.00 9 or 10 or 11 or 12 according to Example A1 Tinosorb M Methylene Bis-Benzotriazolyl 2.00 Tetramethylbutylphenol (nano), Aqua, Decyl Glucoside, Propylene Glycol, Xanthan Gum D Xiameter PMX-0245 Cyclopentasiloxane 2.00 Cyclopentasiloxane Orgasol 2002 EXD Nylon-12 2.00 NAT COS Perfume Parfum qs Preservative qs SPF 54.6 UVA-PF 27.9

TABLE-US-00012 Example F8: GTC UID % by Phase Ingredients INCI weight A Cetiol CC Dicaprylyl Carbonate 5.00 Cetiol C 5C Coco-Caprylate/Caprate 3.00 Uvinul MC 80 Ethylhexyl Methoxycinnamate 10.00 Uvinul A Plus Diethylamino Hydroxybenzoyl 8.00 Hexyl Benzoate Neo Heliopan OS Ethylhexyl Salicylate 5.00 Uvinul T 150 Ethylhexyl Triazone 2.50 B Water, demin. Aqua 31.00 Tinocare GL Sclerotium Gum 2.50 Tinovis GTC UP Acrylates/Beheneth-25 2.00 Methacrylate Copolymer C Sodium Hydroxide Sodium Hydroxide qs (30% solution) D Tinosorb M Methylene Bis-Benzotriazolyl 4.00 Tetramethylbutylphenol (nano), Aqua, Decyl Glucoside, Propylene Glycol, Xanthan Gum UV dispersion 1 or 2 or 3 or 4 or 5 or 6 or 7 or 8 or 9 10.00 or 10 or 11 or 12 according to Example A1 E Ethanol Alcohol 10.00 Xiameter PMX-0246 Cyclohexasiloxane, 4.00 Cyclohexasiloxane Cyclopentasiloxane Orgasol 4000 EXD Nylon-6/12 2.00 NAT COS Caresse Tospearl A145 Polymethylsilsesquioxane 1.00 SPF 57.40 UVA-PF 21.00

TABLE-US-00013 Example F9: Ace prisma % by Phase Ingredients INCI weight A Eumulgin Prisma Disodium Cetearyl 0.50 Sulfosuccinate Cetiol CC Dicaprylyl Carbonate 11.00 Cetiol B Dibutyl Adipate 8.00 Cetiol Ultimate Undecane, Tridecane 5.00 Cetiol C 5 Coco-Caprylate 8.00 Preservative qs Tinosorb S Bis-Ethylhexyloxyphenol 2.50 Methoxyphenyl Triazine Uvinul T 150 Ethylhexyl Triazone 2.00 B Water, demin. Aqua 23.50 Glycerin Glycerin 3.00 Keltrol CG-RD Xanthan Gum 0.30 Edeta BD Disodium EDTA 0.20 C Cosmedia Ace Sodium Polyacrylate, Dicaprylyl 1.00 Carbonate, Polyglyceryl-3 Caprate D Sodium Hydroxide Sodium Hydroxide qs (30% solution) E Tinosorb M Methylene Bis-Benzotriazolyl 12.00 Tetramethylbutylphenol (nano), Aqua, Decyl Glucoside, Propylene Glycol, Xanthan Gum Tinosorb A2B Tris-Biphenyl Triazine (nano), 8.00 Aqua, Decyl Glucoside, Butylene Glycol, Disodium Phosphate, Xanthan Gum UV dispersion 1 or 2 or 3 or 4 or 5 or 6 or 7 or 8 or 9 10.00 or 10 or 11 or 12 according to Example A1 F Lipofructyl Argan Argania Spinosa Kernel Oil 2.50 LS 9779 Melhydran LS 4420 Honey Extract 2.50 Perfume Parfum qs SPF 60.90 UVA-PF 26.40

TABLE-US-00014 Example F10: Ace % by Phase Ingredients INCI weight A Cetiol C 5 Coco-Caprylate 3.00 Uvinul MC 80 Ethyl hexyl Methoxycinnamate 10.00 Uvinul A Plus Diethylamino Hydroxybenzoyl Hexyl 5.50 Benzoate Neo Heliopan OS Ethylhexyl Salicylate 3.00 Preservative qs B Water, demin. Aqua 31.50 1,2 Butanediol Butylene Glycol 2.50 C Cosmedia Ace Sodium Polyacrylate, Dicaprylyl 1.00 Carbonate, Polyglyceryl-3 Caprate D Tinosorb M Methylene Bis-Benzotriazolyl Tetra- 4.00 methylbutylphenol (nano), Aqua, Decyl Glucoside, Propylene Glycol, Xanthan Gum Triasorb Phenylene bis-diphenyltriazine, PPG-1 4.00 PEG-9lauryl glycol ether, benzoic acid UV dispersion 1 or 2 or 3 or 4 or 5 or 6 or 7 or 8 20.00 or 9 or 10 or 11 or 12 according to Example A1 E Ethanol Alcohol 10.00 Cetiol Ultimate Undecane, Tridecane 4.00 Techpolymer Acrylates/Ethylhexyl Acrylate 1.50 ACP-8C Crosspolymer Sodium Hydroxide Sodium Hydroxide qs (30% solution) SPF 51.90 UVA-PF 31.10

TABLE-US-00015 Example F11: ADE % by Phase Ingredients INCI weight A Cosmedia DC Hydrogenated Dimer 2.00 Dilinoleyl/Dimethylcarbonate Copolymer Cetiol C 5 Coco-Caprylate 5.00 Uvinul A Plus B Ethyl hexyl Methoxycinnamate, 6.0 Diethylamino Hydroxybenzoyl Hexyl Benzoate Cetiol B Dibutyl Adipate 10.00 B Water, demin. Aqua 58.8 Edeta BD Disodium EDTA 0.20 C Tinovis ADE Sodium Acrylates Copolymer, 1.00 Hydrogenated Polydecene, PPG-1 Trideceth-6 D Tinosorb M Methylene Bis-Benzotriazolyl Tetra- 8.0 methylbutylphenol (nano), Aqua, Decyl Glucoside, Propylene Glycol, Xanthan Gum UV dispersion 1 or 2 or 3 or 4 or 5 or 6 or 7 or 8 8.0 or 9 or 10 or 11 or 12 according to Example A1 E Perfume Parfum qs Protectol PE Phenoxyethanol 1.00 SPF 26.4 UVA-PF 14.4

TABLE-US-00016 Example F12: % by Phase Trade name INCI weight A Emulgade PL 68/50 Ceateryl Glucoside (nad) Cetearyl 4.00 Alcohol Eumulgin prisma Disodium Cetearyl Sulfosuccinate 1.00 Cetiol AB C12-15 Alkyl Benzoate 8.00 Cetiol B Dibutyl Adipate 8.00 Cetiol C 5 Coco-Caprylate 4.00 Cutina PES Pentaerythrityl Distearate 1.00 Tinosorb S Bis-Ethylhexyloxyphenol 2.00 Methoxyphenyl Triazine B Water Aqua 46.25 Glycerin 85% Glycerin 3.00 EDTA BD Di Na EDTA 0.20 Rheocare XG Xanthan Gum 0.40 Protectol PE Phenoxyethanol 1.00 Rheocare C Plus Carbomer 0.15 C UV dispersion 1 or 2 or 3 or 4 or 5 or 6 or 7 or 8 or 4.00 9 or 10 or 11 or 12 according to Example A1 Tinosorb S Aqua Aqua, Bis-Ethylhexyloxyphenol 5.00 Methoxyphenyl Triazine, Polymethyl Methacrylate, Sodium Laureth Sulfate, Aminomethyl Propanol Spheron 1500 Silica 1.00 Orgasol Polyamide-5 2.00 carresseCaresse 50% LsSolsol. Tetrahydroxypropyl 1.00 Neutrol TE Ethylenediamine 11.7 Manufacturing instruction: Heat up Part A to 85 C. Let swell Rheocare C Plus into water. When homogenous add the rest of part B and heat to 80 C. Heat up Part B to 80 C. Add Part A into B under Turrax Cool down to RT Add ingredients of Part C under stirring Continue stirring for a while

TABLE-US-00017 Example F13: % by Phase Trade name INCI weight A Emulgade PL 68/50 Ceateryl Glucoside (nad) Cetearyl Alcohol 4.00 Eumulgin prisma Disodium Cetearyl Sulfosuccinate 1.50 Cetiol AB C12-15 Alkyl Benzoate 8.00 Cetiol B Dibutyl Adipate 8.00 DUB DIS Diisopropyl Sebacate 5.00 Cetiol C 5 Coco-Caprylate 4.00 Cutina PES Pentaerythrityl Distearate 1.00 Uvinul A Plus DBT 3.00 Uvinul T 150 Ethylhexyl Triazone 2.00 Tinosorb S Bis-Ethylhexyloxyphenol 2.00 Methoxyphenyl Triazine B Water Aqua 25.45 Glycerin 85% Glycerin 3.00 EDTA BD Di Na EDTA 0.20 Rheocare XG Xanthan Gum 0.40 Protectol PE Phenoxyethanol 1.00 Rheocare C Plus Carbomer 0.15 C Tinosorb S Aqua Aqua, Bis-Ethylhexyloxyphenol 7.50 Methoxyphenyl Triazine, Polymethyl Methacrylate, Sodium Laureth Sulfate, Aminomethyl Propanol UV dispersion 1 or 2 or 3 UV dispersion 1 or 2 or 3 or 4 or 5 or 6 or 7 20.00 or 4 or 5 or 6 or 7 or 8 or or 8 or 9 or 10 or 11 or 12 according to 9 or 10 or 11 or 12 according Example A1 to Example A1 Spheron 1500 Silica 1.00 Orgasol Caresse Polyamide-5 2.00 50% SolSol. Neutrol TE Tetrahydroxypropyl Ethylenediamine 0.80 SPF 48.3 Manufacturing instruction: Heat up Part A to 85 C. Let swell Rheocare C Plus into water. When homogenous add the rest of part B and heat to 80 C. Heat up Part B to 80 C. Add Part A into B under Turrax Cool down to RT Add ingredients of Part C under stirring Continue stirring for a while

TABLE-US-00018 Example F14: % by Trade name INCI weight Eumulgin B 2 Ceteareth-20 1.50 Eumulgin Prisma Disodium Cetearyl Sulfosuccinate 2.50 Cetiol B Dibutyl Adipate 11.00 DUB DIS Diisopropyl Sebacate 7.00 Uvinul A Plus Diethylamino Hydroxybenzoyl Hexyl 8.00 Benzoate Uvinul T 150 Ethylhexyl Triazone 3.00 Tinosorb S Bis-Ethylhexyloxyphenol 2.00 Methoxyphenyl Triazine Water Aqua 21.40 EDTA BD Di Na EDTA 0.20 Rheocare XG Xanthan Gum 0.50 Protectol PE Phenoxyethanol 1.00 Eusolex 232 Phenylbenzimidazole Sulfonic Acid 1.00 Water Aqua 50% Sol. Neutrol TE Tetrahydroxypropyl Ethylenediamine 2.90 UV dispersion 1 or 2 or 3 or 4 or 5 or 6 or 7 or 8 or 9 20 or 10 or 11 or 12 according to Example A1 Tinosorb S Aqua Aqua, Bis-Ethylhexyloxyphenol 10.00 Methoxyphenyl Triazine, Polymethyl Methacrylate, Sodium Laureth Sulfate, Aminomethyl Propanol Techpolymer Polymethyl Methacrylate 2.00 MBP-8 SPF 129

C. APPLICATION EXAMPLES

Investigation of the Different Protective Effects of a Conventional Sunscreen Formulation and a Sunscreen Formulation with Comparable Sun Protection Factor (SPF) But Also Containing the UV Filter of Formula (1c)

[0337] ##STR00045##

[0338] Keratinocyte cell cultures are employed which are irradiated through UV transparent PMMA substrates on which the different sunscreens or a placebo formulation are distributed, respectively.

[0339] Four types of endpoints are used:

[0340] 1. Cell viability,

[0341] 2. Reactive oxygen species (ROS) formation,

[0342] 3. DNA damage, and

[0343] 4. Gene induction.

[0344] As light sources two light emitting diode (LED) arrays are used (Loctite), one emitting at 385 nm and the other at 405 nm. The emission spectra are shown in FIG. 1. The 405 nm LED array shows considerable emission in the visible light rang, more than 76%, in contrast to the 385 nm LED array which has about 95% of its emission in the UVA range and only 5% in the visible.

[0345] Model sunscreens are prepared containing the filter compositions shown in Table 3. The SPF is calculated using the BASF Sunscreen Simulator software. The UV spectra of film absorbance simulated with the same program are shown in FIG. 2.

TABLE-US-00019 TABLE 3 Sunscreens used in the study UV-C3 Formu- UV-C1a UV-C1b UV-C2 Trad + lation Placebo Glycerol Traditional C1332 UVAPF/SPF = UVAPF/SPF = 0.34 0.83 UV filter No UV Glycerol 1.5% Uvinul 1.0% Uvinul com- filters No UV T150 T150 ponents filters 2.0% PBSA 1.5% PBSA 2.0% Uvinul 2.0% Uvinul A Plus A Plus 10.0% of the UV dispersion 1 according to Example 1A SPF calc. 15.0 15.8 UVA-PF 5.1 13.2 Calc.

[0346] ResultsCell Viability

[0347] FIGS. 3 and 4 show the results of cell viability at 385 nm and 405 nm, respectively, both after a dose of 150 J/cm.sup.2. A linear dose response relationship had been previously shown to exist up to that dose.

[0348] The negative control (without irradiation) is set to 100% cell viability. The positive control refers to irradiation without any protection and gives in the case of 385 nm a reading of about 60% cell viability and in the case of 405 nm of 80%. In both cases the cell viability of the negative control can be achieved when using the sunscreen containing compound (1c).

[0349] ResultsReactive Oxygen Species (ROS)

[0350] FIGS. 5 and 6 show the results of ROS formation in the cells at 385 nm after a UV dose of 50 J/cm.sup.2 and at 405 nm at a light dose of 100 J/cm.sup.2, respectively. In both cases dose response experiments are carried out previously, showing linear relationships of ROS formation up to the respective dose. The negative control refers to the situation without irradiation, the positive control to that with irradiation without any protection. The best results in terms of suppression of ROS formation are achieved at both wavebands with the sunscreen containing compound (1c).

[0351] ResultsGene Expression Experiments at 385 nm

[0352] FIGS. 7 and 8 show gene expression experiments with 385 nm radiation for HMOX-1, MMP-1, IL-1a and IL-6, all involved with skin aging and inflammation processes, all after a dose of 60 J/cm.sup.2 and 24 hours after termination of irradiation.

[0353] The expression of these genes is induced by 385 nm radiation and a linear dose-response relationship had been demonstrated previously up to 100 J/cm.sup.2. In each case the induction is suppressed best by applying the sunscreen containing compound (1c).

[0354] ResultsGene Expression Experiments at 405 nm

[0355] FIGS. 9 and 10 show gene expression experiments after with 405 nm radiation for HMOX-1, MMP-1, IL-1a and IL-6, all involved with skin aging and inflammation processes, all after a dose of 105 J/cm.sup.2 and 24 hours after termination of irradiation.

[0356] The expression of these genes is induced by 405 nm radiation and a linear dose-response relationship had been demonstrated previously up to 150 J/cm.sup.2. In each case the induction is suppressed best by applying the sunscreen containing compound (1c).

CONCLUSION

[0357] The experimental work on keratinocyte cell cultures shows that a sunscreen of SPF 15 containing compound (1c) shows beneficial effects in comparison to a conventional sunscreen of SPF 15. The beneficial effects are related to cell viability, ROS production in the cells and expression of genes related to skin aging and inflammation reactions.