Basf Se Corporation

Ciba Specialty Chemicals Corporation

Stefan Müller

Thomas Ehlis

Bernd Herzog

Jürg Haase

Barbara Wagner

Jochen Giesinger

Gilbert Kreyer

Katja Quass

Martin Vogt

Pascal Hayoz

Julie Grumelard

Elek Borsos

Brigitte Lindemann

Cyrille Deshayes

Holger Paul

Peter König

The instant invention refers to the use of a concentrated aqueous polymer dispersion with an average particle size of less than 1000 nm comprising (a) a polymer carrier prepared by heterophase radical polymerization of at least one ethylenically unsaturated monomer in the presence of (b) an oil-soluble organic UV absorber selected from the class of p-aminobenzoic acid derivatives; salicylic acid derivatives; benzophenone derivatives; diphenyl acrylate derivatives; benzofuran derivatives; polymeric UV absorbers, comprising one or more organosilicon radicals; cinnamic acid derivatives; camphor derivatives; s-triazine derivatives; trianilino-s-triazine derivatives; menthyl anthranilates; and benzotriazole derivatives; wherein the weight ratio of the oil-soluble organic UV absorber (b) to polymer carrier (a) is greater than 50 parts UV absorber per 100 parts of carrier; for the protection of human and animal hair and skin against the damaging effect of UV radiation. The concentrated aqueous polymer dispersions show unexpectedly high sunscreen effects and a positive skin feeling.

Water based concentrated product forms of oil-soluble organic UV absorbers

Disclosed is the use of an insoluble or sparingly soluble micronized substance class which is not a cosmetic UV absorber and which is dispersed in the oil- or water-phase of a cosmetic or dermatological composition for the enhancement of light protecting action of this cosmetic or dermatological composition comprising at least one cosmetic UV filter which is soluble in the water- or oil-phase. The cosmetic preparation according to the invention shows a remarkable increase in SPF.

Light protecting-effective cosmetic or dermatological preparations

Disclosed is the use of an aqueous dispersion comprising (a) a micronized sparingly soluble organic benzophenone derivative of formula (1), selected from the crystal modifications (B) and (C), wherein the crystal modification (B) is characterized by a peak in the X-ray diffraction pattern at a d-spacing of about 7.70; and wherein the crystal modification (C) is characterized by a peak in the X-ray diffraction pattern at a d-spacing of about 7.06; and (b) a dispersing agent selected from anionic, non-ionic and amphoteric surfactants; for protecting the human skin from browning and skin aging. The new crystal modification (C) represents a thermodynamically stable compound of formula (1) at 25&#xb0; C. This modification is therefore suitable in dispersions comprising micro-fine particles. 

Crystal modifications of transmission dyes

Disclosed is the use of merocyanine derivatives of formula (1) for stabilizing UV-sensitive active ingredients like dibenzoylmethane derivatives. 

Stabilization of UV-sensitive active ingredients

Disclosed is a method of preparing a composition, comprising a micronized insoluble organic UV absorber, which method comprises grinding the insoluble organic UV absorber, in coarse particle form, in a grinding apparatus comprising yttrium-stabilized zirconium oxide grinding beads, in the presence of alkyl polyglucoside having the formula CHO(CHO)H, in which n is an integer ranging from 8 to 16 and x is the mean polymerisation level of the glucoside moiety (CHO) and ranges from 1.4 to 1.6, or an ester thereof and in the presence of an antifoam agent as dispersingagent auxiliary.

Preparation of nanoscalar UV absorbers

Use of benzotriazole derivatives of formula (1), wherein Ris C-Calkyl; CCalkoxy; C-Calkoxycarbonyl; C-Ccycloalkyl; C-Caryl; aralkyl; &#x2014;SOM; a radical of formula (1) Ris hydrogen; CCalkyl; CCalkoxy; halogen, preferably Cl; or hydroxy; Rand Rare each independently of the other hydrogen; or d-Calkyl; m is 1 or 2; n is O or 1; if m=1, Ris hydrogen; unsubstituted or phenyl-substituted d-C-Calkyl; or C-Caryl; if m=2, R2 is the direct bond; or &#x2014;(CH)&#x2014;; and p is 1 to 3; for enhancing the photostability of cosmetic or dermatologic compositions comprising at least one further organic UV absorber. 

Use of benzotriazole derivatives for photostabilisation

Disclosed is the use of an effective photo-stabilizing amount of stabilizing agent (a) selected from a diphenylacrylate UV filter (a1), a benzylidene amphor derivative (a2), an organosiloxane comprising benzalemalonate groups (a3), a fluoren derivative (a4), and a naphthalene dicarboxylic acid derivative (a5) for improving the stability with respect to UV radiation of a cosmetic or dermatological composition comprising a UV filter combination of at least one dibenzoylmethane derivative (b) and of at least one specific amino-substituted 2-hydroxybenzophenone derivative (c).

Photo-stable cosmetic or dermatological compositions

Disclosed is the use of an aqueous dispersion comprising (a) a micronized sparingly soluble organic compound which has a UV-Vis spectrum with a maximum from 380 to 420 nm; and (b) an anionic dispersing agent for protecting the human skin from browning and skin aging.

Use of transmission dyes for protecting human skin from browning and ageing

Disclosed are hydroxyphenylbenzophenone derivatives of formula (1), wherein Rand Rindependently from each other are hydrogen; C-Calkenyl; C-Ccycloalkyl; or Rand Rtogether with the linking nitrogen atom form a 5- 6-membered heterocyclic ring; R, Rand Rindependently from each other are C-Calkyl; C-Calkoxy; or a radical of formula (1a) Ris C-Calkyl; and A is a straight-chain or branched C-Calkylene, which is optionally interrupted by one or more *&#x2014;O&#x2014;*, or *&#x2014;O&#x2014;(CO)&#x2014;* groups; and m is 0; or a number from 1 to 5. The compounds are useful as cosmetic UV filters with outstanding solubility properties in cosmetic oils. 

Hydroxybenzophenone derivatives

Described are merocyanine derivatives of formula wherein Said merocyanine derivatives are useful in protecting human and animal hair and skin from UV radiation and to cosmetic compositions comprising said derivatives.

Merocyanine derivatives for cosmetic use

Described are merocyanine derivatives of formula (1a) or (1b) wherein n and o are integers from 2 to 4 and aminocyclohexenone intermediates. They are used in protecting human and animal hair and skin from UV radiation. 

 Described are amino substituted hydroxyphenyl benzophenone derivatives of formula (I), wherein R, and Rindependently from each other are; C-Calkyl; C-C-alkenyl; C-Ccycloalkyl; C-Ccycloalkenyl; or R, and Rtogether with the linking nitrogen atom form a 5- or 6-membered heterocyclic ring; nis a number from 1 to 4; when n=1, Ris a saturated or unsaturated heterocyclic radical; hydroxy-C-Calkyl; cyclohexyl optionally substituted with one or more C-Calkyl; phenyl optionally substituted with a heterocyclic radical, aminocarbonyl or C-Calkylcarboxy; when nis 2, Ris an alkylene-, cycloalkylene- or alkenylene radical which is optionally substituted by a carbonyl- or carboxy group; o Rtogether with A forms a bivalent radical of the formula (Ia), wherein nis a number from 1 to 3; when nis 3, Ris an alkanetriyl radical; when nis 4, Ris an alkanetetrayl radical; A is &#x2014;O&#x2014;; or &#x2014;N(R)&#x2014;; and Ris hydrogen; C-Calkyl; or hydroxy-C-Calkyl. The compounds are useful as UV filters in sunscreen applications.

Amino substituted hydroxyphenyl benzophenone derivatives

Disclosed is the use of the compounds of formula    The compounds of formula (1) are high effective UV absorbers for cosmetic formulations aund can be&#x2014;depending on their physical properties be used in micronized or soluble form.

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Weil am Rhein, Germany

Stefan Müller