Patent Application
20100303746
The present invention relates to a method for producing new formulations of UV absorbers and to their use in sunscreen compositions which, in turn, are useful, in particular, for the protection of human skin.
It has long been known that prolonged exposure to that UV radiation which reaches the surface of the earth can lead to the formation of erythemas or light dermatoses, as well as to an increased incidence of skin cancers or accelerated skin aging.
Various sunscreen formulations have been proposed which include a material which is intended to counteract UV radiation, thereby inhibiting the said undesired effects on the skin.
A great number of compounds has been proposed for use as UV protectants in sunscreen formulations, especially soluble organic UV absorbers and insoluble micronised inorganic compounds, in particular zinc oxide and titanium dioxide.
The high specific weight of insoluble inorganic compounds, such as zinc oxide and titanium dioxide leads to a reduced stability of formulations containing them. Moreover, such inorganic compounds have been claimed to generate toxic radicals under the influence of light (“Redox Mechanisms in Heterogeneous Photocatalysis”, Serpone et al, Electrochemistry in Colloids and Dispersions, Editors Mackay and Texter, VCH Publishers Inc., New York 1992).
Micronised, insoluble organic UV absorbers, when used in sunscreen formulations, provide excellent UV protection and have a high SPF rating. Moreover, micronised, insoluble organic UV absorbers show no tendency, under the influence of light, to generate radicals which could damage or sensitise human skin.
Accordingly, the present invention provides a method of preparing a composition, comprising (a) a micronised insoluble organic UV absorber, which method comprises grinding the insoluble organic UV absorber, in coarse particle form, in a grinding apparatus, in the presence of a grinding aid (b) selected from the groups
(b1) carboxylic acids and their salts;
(b2) fatty acid esters
(b3) alkyl phosphates or phosphoric acid esters;
(b4) ethoxylated carboxylic acids or polyethyleneglycol (PEG) esters;
(b5) fatty alcohol polyethyleneglycol (PEG) ethers of fatty alcohols;
(b6) polyethylene/polypropylene -glycol ethers of saturated or unsaturated C4-C28 fatty acids;
(b7) ethoxylated alkylphenols or ethoxylated alkylphenyl ethers;
(b8) esters of polyol and mono-, di- or tri-glycerides;
(b9) esters of fatty acids and saccharose;
(b10) sorbitan mono- and di-esters of saturated and/or unsaturated C6-C22 fatty acids and ethylene oxide groups; and
(b11) surfactants which are mainly acting as detergent or cleansing agents.
Preferably the micronised insoluble organic UV absorber is selected from the compounds of formula
wherein
A is a radical of formula
R1 and R5 independently from each other are hydrogen; C1-C18alkyl; or C6-C12aryl;
R2, R3 and R4 independently from each other are hydrogen; or a radical of formula
wherein at least one of the radicals R2, R3 and R4 are a radical of formula (1c);
R6, R7, R8, R9 and R10 independently from each other are hydrogen; hydroxy; halogen; C1-C18alkyl; C1-C18alkoxy; C 6-C12aryl; biphenylyl; C6-C12aryloxy; C1-C18alkylthio; carboxy; —COOM; C1-C18-alkylcarboxyl; aminocarbonyl; or mono- or di-C1-C18alkylamino; C1-C10acylamino; —COOH;
M is an alkali metal ion;
x is 1 or 2; and
y is a number from 2 to 10.
More preferably the insoluble UV absorber is selected from the compounds of formula
wherein
R1, R5, R6, R7 and R8 are defined as in formula (1), and preferably R1 and R5 are hydrogen.
Preferably in formulas (1) and (2) R6 and R8 are hydrogen; and
R7 is hydrogen; hydroxy; C1-C5alkyl; C1-C5alkoxy; —COOM; —COOH; or COOR10;
M is an alkali metal ion; and
R10 is C1-C5alkyl.
Most preferred in the method of the present invention are the compounds of formula
Furthermore, the micronized insoluble UV absorber used in the present invention is selected from the compounds of formula
wherein
T1 is C1-C18alkyl, which is optionally substituted by phenyl; and more preferably C1-C8alkyl.
Most preferred are the micronized UV absorbers of formula
Furthermore, the micronized insoluble UV absorber used in the present invention is selected from the compounds of formula
wherein
R11 and R12 independently from each other are C1-C20alkyl; C2-C20alkenyl; C3-C10cycloalkyl; C3-C10cycloalkenyl; or R11 and R12 together with the linking nitrogen atom form a 5- or 6-membered heterocyclic ring;
n1 is a number from 1 to 4;
when n1=1,
R13 is a saturated or unsaturated heterocyclic radical; hydroxy-C1-C5alkyl; cyclohexyl optionally substituted with one or more C1-C5alkyl; phenyl optionally substituted with a heterocyclic radical, aminocarbonyl or C1-C5alkylcarboxy;
when n1 is 2,
R13 is an alkylene-, cycloalkylene, alkenylene or phenylene radical which is optionally substituted by a carbonyl- or carboxy group; a radical of formula *—CH2—C≡C—CH2—* or R13 together with A2 forms a bivalent radical of the formula
wherein
n2 is a number from 1 to 3;
when n1 is 3,
R13 is an alkantriyl radical;
when n1 is 4,
R13 is an alkantetrayl radical;
A2 is —O—; or —N(R15)—; and
R15 is hydrogen; C1-C5alkyl; or hydroxy-C1-C5alkyl.
Most preferred in the method of the present invention is the micronized insoluble UV absorber of the formula
wherein
C1-C20alkyl denotes a linear or branched, unsubstituted or substituted alkyl group such as, for example, methyl, ethyl, propyl, isopropyl, n-butyl, n-hexyl, cyclohexyl, n-decyl, n-dodecyl, n-octadecyl, eicosyl, methoxyethyl, ethoxypropyl, 2-ethylhexyl, hydroxyethyl, chloropropyl, N,N-diethylaminopropyl, cyanoethyl, phenethyl, benzyl, p-tert-butylphenethyl, p-tert-octylphenoxyethyl, 3-(2,4-di-tert-amylphenoxy)-propyl, ethoxycarbonylmethyl-2-(2-hydroxyethoxy)ethyl or 2-furylethyl.
C2-C20alkenyl is for example allyl, methallyl, isopropenyl, 2-butenyl, 3-butenyl, isobutenyl, n-penta-2,4-dienyl, 3-methyl-but-2-enyl, n-oct-2-enyl, n-dodec-2-enyl, iso-dodecenyl, n-dodec-2-enyl or n-octadec-4-enyl.
C3-C10cycloalkyl is for example cyclopropyl, cyclobutyl, cyclopentyl, cycloheptyl, cyclooctyl, cyclononyl or cyclodecyl and preferably cyclohexyl. These radicals may be substituted, for example by one or more oder equal or different C1-C4alkyl radicals, preferably by methyl, and/or hydroxy. If cycloalkyl radicals are substituted by one or more radicals, they are preferably substituted by one, two or four, preferably by one or two equal or radicals.
C3-C10cycloalkenyl is for example cyclopropenyl, cyclobutenyl, cyclopentenyl, cycloheptenyl, cycloocentyl, cyclononenyl or cyclodecenyl and preferably cyclohexenyl. These radicals may be substituted with one or more equal or different C1-C4alkyl radical, preferably with methyl, and/or hydroxy. If cycloalkenyl radicals are substituted with one or more radicals they are preferably substituted with one, two, three or four, preferably with one or two equal or different radicals.
Hydroxy-substituted C1-C5alkyl groups are for example hydroxymethyl, hydroxyethyl, hydroxypropyl, hydroxybutyl or hydroxypentyl.
An alklyene radical is preferably a C1-C12alkylene radical, like for example methylene, ethylene, propylene, butylene, hexylene or octylene.
The alklyene radicals may optionally be substituted by one or more C1-C5alkyl radicals.
If R1 and R2 are heterocyclic radicals, these comprise one, two, three or four equal or different ring hetero atoms. Special preference is given to heterocycles which contain one, two or three, especially one or two, identical or different hetero atoms. The heterocycles may be mono- or poly-cyclic, for example mono-, bi- or tri-cyclic. They are preferably mono- or bi-cyclic, especially monocyclic. The rings preferably contain 5, 6 or 7 ring members. Examples of monocyclic and bicyclic heterocyclic systems from which radicals occurring in the compounds of formula (1) or (2) may be derived are, for example, pyrrole, furan, thiophene, imidazole, pyrazole, 1,2,3-triazole, 1,2,4-triazole, pyridine, pyridazine, pyrimidine, pyrazine, pyran, thiopyran, 1,4-dioxane, 1,2-oxazine, 1,3-oxazine, 1,4-oxazine, indole, benzothiophene, benzofuran, pyrrolidine, piperidine, piperazine, morpholine and thiomorpholine.
The sparingly soluble organic compounds which are used in the present invention are present in the micronized state and are preferably prepared by wet-milling processes.
As milling apparatus for the preparation of the sparingly soluble micronised organic compounds there may be used, for example, a jet mill, ball mill, vibratory mill or hammer mill, preferably a high-speed mixing mill. Even more preferable mills are modern ball mills; manufacturers of these types of mill are, for example, Netzsch (LMZ mill), Drais (DCP-Viscoflow or Cosmo), Bühler AG (centrifugal mills) or Bachhofer.
The insoluble organic UV absorbers used in the present invention are preferably micronized in the presence of a grinding aid.
Preferred useful grinding aids are any surface active ingredients that can be used as dispersing agents. Such surface active ingredient may comprise an anionic, a non ionic, an amphoteric or/and a cationic surfactant, or mixture thereof.
Preferably the grinding aid is used in a concentration of 0.1 to 20% by weight, preferably 1 to 15% b.w. based on the total weight of the UV protection composition.
Preferred grinding aids are carboxylic acids and their salts (b1), for example
Most preferred is Sodium Lauroyl Lactylate.
Further preferred grinding aids are fatty acid esters (b2), for example
Most preferred is isocetyl isostearate or glycol oleate.
Further preferred grinding aids (b3) are alkyl phosphates or phosphoric acid esters; such as DEA-oleth-3 phosphate.
Further preferred grinding aids (b4) are ethoxylated carboxylic acids or polyethyleneglycol (PEG) esters such as PEG-n Acylates, except PEG-n Stearate, PEG-n Oleate, PEG-n
Cocoate, in which the carboxylic acids have alkyl group, ethoxylated or not, with 8 to 22 carbon atoms such as butyric, caproic, caprylic, capric, lauric, myristic, myristoleic, palmitic, palmitoleic, linoleic, arachidic, arachidonic, behenic, eicosapentanoic, erucic or docosahexanoic.
Most preferred is PEG-20 laurate.
Further preferred grinding aids (b5) are fatty alcohol polyethyleneglycol (PEG) ethers of fatty alcohols.
Where linear or branched fatty alcohols having from 8 to 22 carbon atoms (isopropyl, ethylhexyl, capryl/caprylyl, isotridecyl, myristyl, palmoleyl, isostearyl, linoyl, linolenyl, arachidyl, behenyl or erucyl.
Most preferred is ceteth-10, Laureth-7 or PEG-10 behenyl ether (Beheneth-10).
Further preferred grinding aids (b7) are ethoxylated alkylphenols or ethoxylated alkylphenyl ethers such as PEG-10 nonyl phenyl ether.
Further preferred grinding aids (b8) are esters of polyol and mono-, di- or tri-glycerides such as PEG-10 polyglyceryl-2 laurate.
Further preferred grinding aids (b9) are esters of fatty acids and saccharose such as PEG-120 methyl glucose dioleate or polyglyceryl-3 methylglucose distearate.
Further preferred grinding aids (b10) are sorbitan mono- and di-esters of saturated and/or unsaturated fatty acids such as PEG-20 sorbitan Isostearate and polysorbate-80.
Further preferred grinding aids (b11) are surfactants which are generally acting as detergent or cleansing agents. Examples are listed below:
Anionic surfactants are designated as such due to the presence of a negatively charged fatty moiety. Such ionised moiety can be a carboxylate, a sulfate, a sulfonate or a phosphate.
General form of anionic surfactant is
R X− M+, wherein
R defines the carbon chain length;
X: is negatively charged species such as carboxylate (RCOO−), sulfate (ROSO2O−), sulfonate (RSO2O−), or phosphate (ROPO(OH)O−)
M is a neutralizing group such as sodium, ammonium, TEA or magnesium.
a. Sulfates; Sulfuric Acids and Salts
Most preferred is Sodium dicocoylethylene diamine PEG-15 sulfate.
b. Sulfonates; Sulfonic Acids and Salts
Acyl Isethionates salts such as sodium acyllsethionate, sodium Cocoyl Isethionate, alkylaryl sulfonates salts such as sodium alkylbenzene sulfonate, sodium dodecylbenzene sulfonate; alkyl Sulfonates salts such as sodium alkylether sulfonate (sodium C12-15 pareth-15 sulfonate); Sodium C14-C16 olefin sulfonate, Sodium decylglucosides Hydroxypropyl sulfonate, or Sodium Laurylglucosides Hydroxypropyl sulfonate
Most preferred is hydroxypropyl sulfonate.
c. Sulfosuccinates; Sulfosuccinic Acids and Salts
Most preferred is disodium alkylamido PEG-n sulfosuccinate (Disodium oleamido MEA-sulfosuccinate).
d. Phosphates; Phosphoric Acids and Salts
PEG-n alkyl phosphates such as DEA oleth-10 phosphate, di PEG-n alkyl phosphates (di-esters) such as dilaureth-4 phosphate.
e. Acylamino Acid and Salts
Acyl glutamates such as Di-TEA palmitoyl aspartate, sodium hydrogenated tallow glutamate; Sodium stearoyl glutamate; acyl peptides such as palmitoyl hydrolysed milk protein, sodium cocoyl hydrolysed soy protein, TEA-cocoyl hydrolysed collagen; Sarcosinates or acyl sarcosides such as myristoyl sarcosine, Sodium lauroyl sarcosinate, sodium myristoyl sarcosinate TEA-lauroyl sarcosinate; taurates and sodium methyl acyltaurates such as sodium lauroyl taurate or sodium methyl cocoyl taurate.
Amine Oxides
Examples are cocamidopropyl amine oxide or lauramine oxide.
Surfactants that carry a positive charge in strongly acidic media, carry anegative charge in strongly basic media and form zwitterionic species at intermediate pH.
a. Acyl/Dialkyl Ethylenediamines
Examples are disodium acylamphodipropionate, sodium acylamphohydroxypropylsulfonate, disodium acylamphodiacetate, sodium acylamphopropionate.
Surfactants that carry a positive charge; major interesting hair care for conditioning and anti-static effects.
a. Alkylamines
Such as dimethyl alkylamine (dimethyl lauramine), dihydroxyethyl alkylamine dioleate, Acylamidopropyldimethylamine lactate (cocamidopropyl dimethylamine lactate)
b. Alkyl Imidazolines
Such as alkyl hydroxyethyl imidazoline, Ethylhydroxymethyl oleyl oxazoline, alkyl aminoethyl imidazoline
c. Quaternary Compounds
Examples are dialkyldimonium chloride (hydroxyethyl cetyldimonium chloride), alkylamidopropyl alkyldimonium tosylate (Cocamidopropyl ethyldimonium ethosulfate
Further preferred grinding aids (b12) are silicones or organosubstituted polysiloxanes, i.e. any organosilicon polymers or oligomers having a linear or cyclic, branched or crosslinked structure, of variable molecular weight, and essentially based of recurring structural units in which the silicone atoms are linked to each other by oxygen atoms (siloxane bond SiOSi), optionally substituted hydrocarbon radicals being directly linked via a carbon atom to the silicone atoms.
a. Silanol Compounds or Dimethiconols
Dimethyl siloxane terminated with hydroxyl groups (—OH) of the general formula
b. Silicone Elastomers & Resins
Crosslinking of siloxane structures such as Dimethicones. Elastomer: medium crosslinking with a density that allows elongation/distorsion of the molecule. We have to exclude PEG-modified Dimethicone Crosspolymers. Resin: high crosslinking with a density that provides some rigidity to the molecule
c. Silicone Elastomers as Co-emulsifier Systems
Dimethicone Crosspolymer in Cyclopentasiloxane; DC 9045 silicone elastomer blend (Dow Corning);Dimethicone Crosspolymer in Dimethicone; DC 9041 silicone elastomer blend (Dow Corning); polymer of Dimethicone (q.v.) crosslinked with a C3 to C20 alkyl group Dimethicone/Vinyldimethicone Crosspolymer; DC 9506 powder (Dow Corning) ; Dimethicone/Vinyldimethicone Crosspolymer in Cyclopentasiloxane; SFE 839 (GE silicones) or KSG 15(Shin-Etsu); copolymer of dimethylpolysiloxane crosslinked with vinyl dimethylpolysiloxane.
d. Resin Silicones
Examples are dispersing agents such as KP-545 (Shin-Etsu); acrylates/dimethicone copolymer in cyclopentasiloxane; copolymer of dimethicone and one or more monomers of acrylic acid, methacrylic acid or one of their simple esters; Siloxysilicates such as Trimethylsiloxysilicates ; T-resins; branched polymer of T-Units; Q-resins; branched polymer of Q-Units:
Film-forming and water-resistant agents such as Trimethylsiloxysilicate; SR 399 (GE Silicones) or Wacker-Belsil TMS803 (Wacker Chemie); mixtures from Dow Corning such as DC 749 cosmetic fluid (Trimethylsiloxysilicate in Cyclopentasiloxane) or DC 593 fluid (Trimethylsiloxysilicate in Dimethicone); Alkyl-Modified Siloxanes (AMS); AMS improve spreadability and wash-off resistance.
For inorganic sunscreens, it improves particle dispersion, reduce the re-agglomeration and better long-lasting effect on skin.
Alkyl Dimethicone of the general formula
wherein
R is —(CH2)n—CH3
For example: Bis-Phenylpropyl Dimethicone (SF 1555 fluid; GE Silicone)
Alkyl Methicone of the general formula
wherein
R is —(CH2)n—CH3.̂
Silicone waxes such as DC 2503 cosmetic wax (Dow Corning); Stearyl Dimethicone; DC 2502 fluid (Dow Corning); Cetyl Dimethicone; DC AMS-C30 wax (Dow Corning); C30-C45 Alkyl Methicone; DC 580 wax (Dow Corning); Stearoxytrimethylsilane and Stearyl Alcohol
Also suitable are simethicones, which are mixtures of dimethicones having an average chain length of from 200 to 300 dimethylsiloxane units with hydrogenated silicates. A detailed survey by Todd et al. of suitable volatile silicones may in addition be found in Cosm. Toil. 91, 27 (1976).
Silicone emulsifiers particularly suitable for such kind of emulsions are those corresponding to the following formula
wherein
m is a number from 1 to 20;
n is a umber from 0 to 500; and
p is a number from 0 to 50;
R1 is linear or branched C1-C30 alkyl radical or phenyl radical;
R2 is —CcH2c(—O—C2H4)a—(—O—C3H6)b—(—O—C4H8)d—R3;
R3 is H, —OH; linear or branched C1-C12alkyl, linear or branched C1-C6alkoxy, or linear or branched C2-C12acyloxy; —NHCH2CH2COOM; aminoalkyl radical optionally substituted on the amine function; —NHCO(CH2)d—COOM, C1-C30carboxyacyl radical;
M is H; Na; K; Li; NH4; or organic amine; optionally substituted phosphono group; —NHCO(CH2)d OH; NH3Y;
Y is a monovalent organic or inorganic anion such as Cl, Br, Sulfate, Carboxylate (Acetate, Lactate, Citrate);
a is a number from 0 to 100;
c is a number from 0 to 5;
b is a number from 0 to 50; and
d is a number from 0 to 10.
These compounds represent the oxyalkylenated organo-modified silicones. Other nomenclature used is PEG/PPG Dimethicones (Dimethicone copolyols) or Silicone polyethers which clearly show surface active properties necessary to emulsify.
Preferred silicone emulsifiers which are particularly recommended correspond to formula
wherein
R is linear or branched C1-C30 alkyl radical or phenyl radical;
R2 is —CcH2c—(—O—C2H4)a—(—O—C3H6)b—O(—C4H8)d—R3;
n is a number from1 to 500; and
R3, a, b, c and d have the same meaning as described above
Most preferred is dimethicone PEG/PPG—7/4 phosphate.
Rheology modifiers (component (c)) are optionally added to the UV protection composition which help to stabilize across the time such composition.
Examples for rheology modifiers are synthetic polymers, natural polymers and their derivatives, mineral polymers etc., but also according to their ionic character such as anionic, cationic, nonionic or amphoteric as listed in the Table below:
Most preferred rheology modifier (c) is Xanthan Gum, amorphous Silica or modified Starch.
Any known process suitable for the preparation of microparticles can be used for the preparation of the micronised UV absorbers, for example:
Both processes may be used preferably.
As milling apparatus for the preparation of the micronised organic UV absorbers there may be used, for example, a jet mill, ball mill, vibratory mill or hammer mill, preferably a high-speed mixing mill. Even more preferable mills are modern ball mills; manufacturers of these types of mill are, for example, Netzsch (LMZ mill), Drais (DCP-Viscoflow or Cosmo), Bühler AG (centrifugal mills) or Bachhofer. The grinding is preferably carried out with a grinding aid.
Examples of kneading apparatus for the preparation of the micronised organic UV absorbers are typical sigma-blade batch kneaders but also serial batch kneaders (IKA-Werke) or continuous kneaders (Continua from Werner and Pfleiderer).
PREFERRED EXAMPLES OF PREPARATION OF MICRONIZED UV PROTECTION DISPERSIONS
For each example of micronized UV protection dispersion, the manufacturing process is operated as following;
Compound of formula (7), (5) or (3) respectively are milled together with zirconium silicate bells (diameter 0.1 to 4 mm) as grinding aids, the dispersing agent (as described inside examples A1 to A19) and the continuous phase, containing water, polyol and preservative system, in a ball mill (as described previously) to a mean particle size of d50 from 100 nm to 170 nm. After the micropigment dispersion of UV absorber of formula (7), (5) or (3) respectively is obtained, the formulator incorporate the thickening agent according to the concentration mentioned in examples A1 to A19.
Other preferred preparation of micronized UV protection dispersions are detailed as following:
For each example of micronized UV protection dispersion, the manufacturing process is operated as following:
Compound of formula (7) is milled together with zirconium silicate bells (diameter 0.1 to 4 mm) as grinding aids, the dispersing agent (as described inside dispersions 20 to 34) and the continuous phase, containing water, simethicone and occasionally citric acid, in a ball mill (as described previously) to a mean particle size of d50 from 100 nm to 170 nm. After the micropigment dispersion of UV absorber of formula (7 is obtained, the formulator incorporate the thickening agent (Xanthan Gum) according to the concentration mentioned in dispersions 20 to 34.
The UV absorber composition preferably comprises
The UV absorber composition according to the present invention may comprise one or more than one additional UV absorbers as described in the Tables 3 and 4.
Preference is given to the use of mixing ratios of the compound of formula (1), (2) or (3) according to the present invention and optionally further UV absorbers as described in the Table 1 and 2 from 1:99 to 99:1, preferably from 1:95 to 95:1 and most preferably from 10:90 to 90:10, based on weight.
Of special interest are mixing ratios of from 20:80 to 80:20 and most preferably from 40:60 to 60:40.
The cosmetic or pharmaceutical preparations may be, for example, creams, gels, lotions, alcoholic and aqueous/alcoholic solutions, emulsions, wax/fat compositions, stick preparations, powders or ointments. In addition to the above-mentioned UV filters, the cosmetic or pharmaceutical preparations may contain further adjuvants as described below.
As water- and oil-containing emulsions (e.g. W/O, O/W, O/W/O and W/O/W emulsions or microemulsions) the preparations contain, for example, from 0.1 to 30% by weight, preferably from 0.1 to 15% by weight and especially from 0.5 to 10% by weight, based on the total weight of the composition, of one or more UV absorbers, from 1 to 60% by weight, especially from 5 to 50% by weight and preferably from 10 to 35% by weight, based on the total weight of the composition, of at least one oil component, from 0 to 30% by weight, especially from 1 to 30% by weight and preferably from 4 to 20% by weight, based on the total weight of the composition, of at least one emulsifier, from 10 to 90% by weight, especially from 30 to 90% by weight, based on the total weight of the composition, of water, and from 0 to 88.9% by weight, especially from 1 to 50% by weight, of further cosmetically acceptable adjuvants.
The cosmetic or pharmaceutical compositions/preparations according to the invention may also contain one or one more additional compounds like fatty alcohols, esters of fatty acids, natural or synthetic triglycerides including glyceryl esters and derivatives, pearlescent waxes:hydrocarbon oils: silicones or siloxanes, organosubstituted super-fatting agents, surfactantsconsistency regulators/thickeners and rheology modifiers, polymers, biogenic active ingredients, deodorising active ingredients, anti-dandruff agents, antioxidants, hydrotropic agents, preservatives and bacteria-inhibiting agents, perfume oils, colorants, polymeric beads or hollow spheres as spa enhancers.
Cosmetic or pharmaceutical formulations are contained in a wide variety of cosmetic preparations. There come into consideration, for example, especially the following preparations:
The final formulations listed may exist in a wide variety of presentation forms, for example:
Of special importance as cosmetic preparations for the skin are light-protective preparations, such as sun milks, lotions, creams, oils, sunblocks or tropicals, pretanning preparations or after-sun preparations, also skin-tanning preparations, for example self-tanning creams. Of particular interest are sun protection creams, sun protection lotions, sun protection milk and sun protection preparations in the form of a spray.
Of special importance as cosmetic preparations for the hair are the above-mentioned preparations for hair treatment, especially hair-washing preparations in the form of shampoos, hair conditioners, hair-care preparations, e.g. pretreatment preparations, hair tonics, styling creams, styling gels, pomades, hair rinses, treatment packs, intensive hair treatments, hair-straightening preparations, liquid hair-setting preparations, hair foams and hairsprays. Of special interest are hair-washing preparations in the form of shampoos.
A shampoo has, for example, the following composition: from 0.01 to 5% by weight of a UV absorber composition according to the invention, 12.0% by weight of sodium laureth-2-sulfate, 4.0% by weight of cocamidopropyl betaine, 3.0% by weight of sodium chloride, and water ad 100%.
Other typical ingredients in such formulations are preservatives, bactericides and bacteriostatic agents, perfumes, dyes, pigments, thickening agents, moisturizing agents, humectants, fats, oils, waxes or other typical ingredients of cosmetic and personal care formulations such as alcohols, poly-alcohols, polymers, electrolytes, organic solvents, silicon derivatives, emollients, emulsifiers or emulsifying surfactants, surfactants, dispersing agents, antioxidants, anti-irritants and anti-inflammatory agents etc.
The cosmetic preparation according to the invention is distinguished by excellent protection of human skin against the damaging effect of sunlight.
End-product application rate 1.4 mg/cm2 on PMMA plates (Helioplates®) UV Transmittance analysis with Labsphere UV-1000S Transmittance Analyser
wherein Eλ=erythema action spectrum; Sλ=solar spectral irradiance and Tλ=spectral transmittance of the sample.
End-product application rate 1.2 mg/cm2 on PMMA plates (Helioplates®)
UV Transmittance analysis with Labsphere UV-1000S Transmittance Analyser
Pre-irradiation step (to take the sun care product photostability into account) via a solar simulator suc as Atlas Suntest CPS+
Wherein Tλ=sunscreen product transmittance at wave length λ and Tm=mean arithmetical value of Transmittance data in the UVA range.
Part A is prepared by incorporating all ingredients, then stirred under moderate speed and heated to 75° C. Part C is prepared and heated to 75° C. At this temperature, part A is poured into part C under progressive stirring speed. Below 65° C. the ingredients of part B are added separately. After cooling down under moderate stirring to 40° C. part D is added. The mixture is homogenized for 30 sec at 10000 rpm.
Part A is prepared by incorporating all ingredients, then stirred under moderate speed and heated to 75° C. Part C is prepared and heated to 75° C. At this temperature, part A is poured into part C under progressive stirring speed. Below 65° C. the ingredients of part B are added separately. After cooling down under moderate stirring to 40° C. part D is added. Then the pH is checked and adjusted with triethanolamine.
Part A is prepared by incorporating all ingredients, then stirred under moderate speed and heated to 75° C. Part C is prepared and heated to 75° C. At this temperature, part A is poured into part C under progressive stirring speed. Below 65° C. the ingredients of part B are added separately. After cooling down under moderate stirring to 40° C. part D is added. Then, part E is added to the emulsion formed and the pH is checked and adjusted with triethanolamine.
Part A is prepared by incorporating all ingredients, then stirred under moderate speed and heated to 75° C. Part C is prepared and heated to 75° C. At this temperature, part A is poured into part C under progressive stirring speed. Below 65° C. the ingredients of part B are added separately. After cooling down under moderate stirring to 40° C. part D is added. Then the pH is checked and adjusted with triethanolamine.
Part A is prepared by incorporating all ingredients, then stirred under moderate speed and heated to 75° C. Part C is prepared and heated to 75° C. At this temperature, part A is poured into part C under progressive stirring speed. Below 65° C. the ingredients of part B are added separately. After cooling down under moderate stirring to 40° C. part D is added. Then, part E is added to the emulsion formed and the pH is checked and adjusted with sodium hydroxide.
Part A is prepared by incorporating all ingredients, then stirred under moderate speed and heated to 75° C. Part C is prepared and heated to 75° C. At this temperature, part A is poured into part C under progressive stirring speed. Below 65° C. the ingredients of part B are added separately. After cooling down under moderate stirring to 40° C. part D is added. Then the pH is checked and adjusted with triethanolamine.
Part A is prepared by incorporating all ingredients, then stirred under moderate speed and heated to 75° C. Part C is prepared and heated to 75° C. At this temperature, part A is poured into part C under progressive stirring speed. Below 65° C. the ingredients of part B are added separately. After cooling down under moderate stirring to 40° C. part D is added. Then the pH is checked and adjusted with sodium hydroxide
Part A is prepared by incorporating all ingredients, then stirred under moderate speed and heated to 75° C. Part C is prepared and heated to 75° C. At this temperature, part A is poured into part C under progressive stirring speed. Below 65° C. the ingredients of part B are added separately. After cooling down under moderate stirring to 40° C. part D is added.
Part A is prepared by incorporating all ingredients, then stirred under moderate speed and heated to 75° C. Part C is prepared and heated to 75° C. At this temperature, part A is poured into part C under progressive stirring speed. Below 65° C. the ingredients of part B are added separately. After cooling down under moderate stirring to 40° C. part E and D are added. Then, incorporate fragrance and check the pH.
Part A is prepared by incorporating all ingredients, then stirred under moderate speed and heated to 75° C. Part C is prepared and heated to 75° C. At this temperature, part A is poured into part C under progressive stirring speed. Below 65° C. the ingredients of part B are added separately. After cooling down under moderate stirring to 40° C. part D is added.
Part A is prepared by incorporating all ingredients, then stirred under moderate speed. Part D is prepared. At room temperature, part A is poured into part D under progressive stirring speed. Below 65° C. the ingredients of part C are added separately. Then the pH is checked and adjusted.
Part A is prepared by incorporating all ingredients, then stirred under moderate speed and heated to 75° C. Part C is prepared and heated to 75° C. At this temperature, part A is poured into part C under progressive stirring speed. Immediately after homogenization of the mixture, part D is poured under stirring. Below 65° C. the ingredients of part B are added separately. After cooling down under moderate stirring to 40° C. part E is added . Then, check the pH.
Part A is prepared by incorporating all ingredients, then stirred under moderate speed and heated to 75° C. Part B is prepared and heated to 75° C. At this temperature, part A is poured into part B under progressive stirring speed. Below 65° C. the ingredient of part C is added separately. After cooling down under moderate stirring to 40° C. part E is added . Then, check the pH.
Part A is prepared by incorporating all ingredients, then stirred under moderate speed .Part D is prepared. Part A is poured into part D under progressive stirring speed. Immediately after homogenization of the mixture, part C is poured under stirring. Part B is added to the mixture by specific process for continuous spray system.
Part A is prepared by incorporating all ingredients, then stirred under moderate speed. Part C is prepared. At room temperature, part A is poured into part C under progressive stirring speed. Part D is incorporated into the previously obtained mixture, under moderate stirring. Then the ingredient of part B is added separately. Then the pH is checked and adjusted.
Part A is prepared by incorporating all ingredients, then stirred under moderate speed and heated to 75° C. Part C is prepared and heated to 75° C. At this temperature, part C is poured into part A under progressive stirring speed. Below 65° C. the ingredient of part B is added separately. After cooling down under moderate stirring to 40° C. part D is added . Then, check the pH.
Part A is prepared by incorporating all ingredients, then stirred under moderate speed. Part C is prepared and heated to 60° C. At this temperature, part C is poured into part A under progressive stirring speed. Then the ingredient of part B is added separately.
Part A is prepared by incorporating all ingredients, then stirred under moderate speed. Part C is prepared and heated to 60° C. At this temperature, part C is poured into part A under progressive stirring speed. Then the ingredient of part B is added separately and the part E is added under moderate stirring.
All the ingredients are dispersed or solubilized inside the water phase under moderate stirring till an homogeneous gel appears. Then pH is checked.
Part A is prepared by incorporating all ingredients, then stirred under moderate speed. Part B is prepared and heated to 40° C. At this temperature, part A is poured into part B under progressive stirring speed till an homogeneous cream appears.
| Number | Date | Country | Kind |
|---|---|---|---|
| 07121894.5 | Nov 2007 | EP | regional |
| Filing Document | Filing Date | Country | Kind | 371c Date |
|---|---|---|---|---|
| PCT/EP08/65916 | 11/20/2008 | WO | 00 | 8/20/2010 |
