US5205837A — Product based on inorganic or organic lamellar pa…

Claim 1

Independent Claim 372 words

A product in the form of a powder consisting of organic or inorganic particles having a lamellar structure and a size less than 50 microns, said particles containing at least one synthetic melanotic pigment formed in situ by oxidation of an indole compound, wherein said indole compound has the formula ##STR2## wherein R 1 and R 3 , each independently, represent hydrogen or C 1 -C 4 alkyl; R 2 represents hydrogen, C 1 -C 4 alkyl, carboxyl or (C 1 -C 4 ) alkoxycarbonyl; R 4 and R 7 , each independently, represent hydrogen, hydroxyl, C 1 -C 4 alkyl, amino, (C 1 -C 4 ) alkoxy, (C 2 -C 14 ) acyloxy or (C 2 -C 4 ) acylamino; R 5 represents hydrogen, hydroxyl, (C 1 -C 4 ) alkoxy, (C 1 -C 4 ) alkyl, halogen, amino, (C 2 -C 4 ) acyloxy, (C 2 -C 4 ) acylamino or trimethylsilyloxy; R 6 represents hydrogen, hydroxyl, (C 1 -C 4 ) alkoxy, amino, (C 2 -C 4 ) acyloxy, (C 2 -C 4 ) acylamino, trimethylsilyloxy or hydroxy (C 2 -C 4 ) alkylamino; or R 5 and R 6 , together with the carbon atoms to which they are attached, form a methylenedioxy ring optionally substituted by C 1 -C 4 alkyl, C 1 -C 4 alkoxy or a carbonyldioxy ring; at least one of R 4 to R 7 represents OZ or NHR and at most one of R 4 to R 7 represents NHR; and at most two of R 4 to R 7 represent OZ, said OZ groups being in the 5- and 6- positions when Z represents hydrogen, and at least one of R 4 to R 7 represents hydrogen and, in this case, if only one of R 4 to R 7 represents hydrogen, only one of R 4 to R 7 represents NHR or OZ, the remainder representing C 1 -C 4 alkyl; and wherein R in said NHR represents hydrogen, C 2 -C 4 acyl or C 2 -C 4 hydroxyalkyl and Z in said OZ represents hydrogen, C 2 -C 14 acyl, C 1 -C 4 alkyl or trimethylsilyl; or a corresponding salt of said indole compound of formula I.

Claim 2

Dependent Claim 372 words

A product in the form of a powder consisting of organic or inorganic particles having a lamellar structure and a size less than 50 microns, said particles containing at least one synthetic melanotic pigment formed in situ by oxidation of an indole compound, wherein said indole compound has the formula ##STR2## wherein R 1 and R 3 , each independently, represent hydrogen or C 1 -C 4 alkyl; R 2 represents hydrogen, C 1 -C 4 alkyl, carboxyl or (C 1 -C 4 ) alkoxycarbonyl; R 4 and R 7 , each independently, represent hydrogen, hydroxyl, C 1 -C 4 alkyl, amino, (C 1 -C 4 ) alkoxy, (C 2 -C 14 ) acyloxy or (C 2 -C 4 ) acylamino; R 5 represents hydrogen, hydroxyl, (C 1 -C 4 ) alkoxy, (C 1 -C 4 ) alkyl, halogen, amino, (C 2 -C 4 ) acyloxy, (C 2 -C 4 ) acylamino or trimethylsilyloxy; R 6 represents hydrogen, hydroxyl, (C 1 -C 4 ) alkoxy, amino, (C 2 -C 4 ) acyloxy, (C 2 -C 4 ) acylamino, trimethylsilyloxy or hydroxy (C 2 -C 4 ) alkylamino; or R 5 and R 6 , together with the carbon atoms to which they are attached, form a methylenedioxy ring optionally substituted by C 1 -C 4 alkyl, C 1 -C 4 alkoxy or a carbonyldioxy ring; at least one of R 4 to R 7 represents OZ or NHR and at most one of R 4 to R 7 represents NHR; and at most two of R 4 to R 7 represent OZ, said OZ groups being in the 5- and 6- positions when Z represents hydrogen, and at least one of R 4 to R 7 represents hydrogen and, in this case, if only one of R 4 to R 7 represents hydrogen, only one of R 4 to R 7 represents NHR or OZ, the remainder representing C 1 -C 4 alkyl; and wherein R in said NHR represents hydrogen, C 2 -C 4 acyl or C 2 -C 4 hydroxyalkyl and Z in said OZ represents hydrogen, C 2 -C 14 acyl, C 1 -C 4 alkyl or trimethylsilyl; or a corresponding salt of said indole compound of formula I.

Claim 3

Dependent Claim 63 words

The product of claim 1 wherein said indole compound is selected from the group consisting of 4-hydroxyindole, 5-hydroxyindole, 6-hydroxyindole, 7-hydroxyindole, 4-hydroxy-5-methoxyindole, 4-hydroxy-5-ethoxyindole, 2-carboxy-5-hydroxyindole, 5-hydroxy-6-methoxyindole, 6-hydroxy-7-methoxyindole, 5-methoxy-6-hydroxyindole, 5,6-dihydroxyindole, N-methyl-5,6-dihydroxyindole, 2-methyl-5,6-dihydroxyindole, 3-methyl-5,6-dihydroxyindole, 2,3-dimethyl-5,6-dihydroxyindole, 2-carboxy-5,6-dihydroxyindole, 4-hydroxy-5-methylindole, 2-carboxy-6-hydroxyindole, 6-hydroxy-N-methylindole, 2-ethoxycarbonyl-5,6-dihydroxyindole, 4-hydroxy-7-methoxy-2,3-dimethylindole, 4-hydroxy-5-ethoxy-N-methylindole, 6-hydroxy-5-methoxy-2-methylindole, 6-hydroxy-5-methoxy-2,3-dimethylindole, 6-hydroxy-2-ethoxycarbonylindole, 7-hydroxy-3-methylindole, 5-hydroxy-6-methoxy-2,3-dimethylindole, 5-hydroxy-3-methylindole, 5-acetoxy-6-hydroxyindole, 5-hydroxy-2-ethoxycarbonylindole, 6-hydroxy-2-carboxy-5-methylindole, 6-hydroxy-2-ethoxycarbonyl-5-methoxyindole, 6-N-β-hydroxyethylaminoindole, 4-aminoindole, 5-aminoindole, 6-aminoindole, 7-aminoindole, N-methyl-6-β-hydroxyethylaminoindole, 6-amino-2,3-dimethylindole, 6-amino-2,3,4,5-tetramethylindole, 6-amino-2,3,4-trimethylindole, 6-amino-2,3,5-trimethylindole, 6-amino-2,3,6-trimethylindole, 5,6-diacetoxyindole, 5-methoxy-6-acetoxyindole and 5,6-dimethoxyindole.

Claim 4

Dependent Claim 17 words

The product of claim 1, wherein said indole compound is 5,6-dihydroxyindole or 6-hydroxyindole or a mixture thereof.

Claim 5

Dependent Claim 42 words

The product of claim 1, wherein said particles having a lamellar structure are selected from the group consisting of L-lauroyllysine, ceramic microparticles optionally covered with zirconium powder, lamellar titanium dioxide, lamellar talc, boron nitride, mica, bismuth oxychloride and red transparent iron oxide.

Claim 6

Dependent Claim 32 words

The product of claim 1 wherein said particles having a lamellar structure consist of thin plates for which the ratio between the largest dimension and the thickness is between 2 and 100.

Claim 7

Dependent Claim 24 words

The product of claim 1 wherein said particles having a lamellar structure have a size greater than 0.5 micron and less than 50 microns.

Claim 8

Dependent Claim 24 words

The product of claim 1 wherein said particles having a lamellar structure have a size greater than 0.5 micron and less than 25 microns.

Claim 9

Dependent Claim 40 words

A process for preparing the product of claim 1 comprising mixing in an aqueous medium said organic or inorganic particles having a lamellar structure with said indole compound and oxidizing said indole compound so as to form said melanotic pigment.

Claim 10

Dependent Claim 20 words

The process of claim 8 wherein the oxidation of said indole compound is effected in air at an alkaline pH.

Claim 11

Dependent Claim 23 words

The process of claim 8 wherein the oxidation of said indole compound is effected in oxygen in the presence of a metal catalyst.

Claim 12

Dependent Claim 78 words

The process of claim 8 wherein the oxidation of said indole compound is effected by the addition of an oxidizing agent selected from the group consisting of hydrogen peroxide, periodic acid or a salt thereof, a permanganate, a bichromate, sodium hypochlorite, potassium ferricyanide, ammonium persulfate, silver oxide, lead oxide, ferric chloride, sodium nitrite, a rare earth salt, ortho-benzoquinone, para-benzoquinone, ortho-benzoquinone monoimine, ortho-benzoquinone diimine, para-benzoquinone monoimine, para-benzoquinone diimine, 1,2-naphthoquinone, 1,4-naphthoquinone, 1,2-naphthoquinone monoimine, 1,2-naphthoquinone diimine, 1,4-naphthoquinone monoimine and 1,4-naphthoquinone diimine.

Claim 13

Dependent Claim 23 words

The process of claim 8 wherein the oxidation of said indole compound is effected by means of hydrogen peroxide in an ammoniacal medium.

Claim 14

Dependent Claim 40 words

The process of claim 8 wherein said aqueous medium is essentially a non-solvent for said particles having a lamellar structure and a solvent for said indole compound, said aqueous medium being water or a mixture of water and a solvent.

Claim 15

Dependent Claim 35 words

The process of claim 8 wherein said solvent is selected from the group consisting of ethyl alcohol, propyl alcohol, isopropyl alcohol, tert. butyl alcohol, an alkylene glycol, an alkylene glycol alkyl ether and methyl lactate.

Claim 16

Dependent Claim 63 words

The process of claim 8 wherein said indole compound is present in an amount ranging from 0.1 to 10 percent by weight based on the total weight of the reaction mixture and said organic or inorganic particles having a lamellar structure are present in an amount ranging from 0.05 to 35 percent by weight based on the total weight of the reaction mixture.

Claim 17

Dependent Claim 63 words

The process of claim 8 wherein said indole compound is present in an amount ranging from 0.5 to 5 percent by weight based on the total weight of the reaction mixture and said organic or inorganic particles having a lamellar structure are present in an amount ranging from 0.05 to 35 percent by weight based on the total weight of the reaction mixture.

Claim 18

Dependent Claim 75 words

A cosmetic composition comprising in a cosmetically acceptable medium a product in the form of a powder consisting of organic or inorganic particles having a lamellar structure and a size less than 50 microns, said particles containing at least one synthetic melanotic pigment formed in situ by oxidation of an indole compound, said product being present in an amount ranging from 0.1 to 35 percent by weight based on the total weight of said composition.

Claim 19

Dependent Claim 75 words

A cosmetic composition comprising in a cosmetically acceptable medium a product in the form of a powder consisting of organic or inorganic particles having a lamellar structure and a size less than 50 microns, said particles containing at least one synthetic melanotic pigment formed in situ by oxidation of an indole compound, said product being present in an amount ranging from 0.1 to 35 percent by weight based on the total weight of said composition.

Claim 20

Dependent Claim 32 words

The cosmetic composition of claim 17 in the form of a lotion, a gel, a cream, a milk, a powder, a stick or a spray or foam packaged in an aerosol container.

Claim 21

Dependent Claim 30 words

The cosmetic composition of claim 17 wherein said cosmetically acceptable medium is an anhydrous or aqueous solid or pasty form for use in making up the skin, eyelashes or eyebrows.

Claim 22

Dependent Claim 51 words

The cosmetic composition of claim 17 for use in protecting human epidermis against solar UV radiation, said composition being in the form of a suspension or dispersion in a solvent or fat or being in the form of an emulsion, an ointment, a gel, a solid stick or an aerosol foam.

Claim 23

Dependent Claim 60 words

The cosmetic composition of claim 17 which also contains at least one of a fat, an organic solvent, a silicone, a thickener, an emollient, a surfactant, a sun filter, an antifoam agent, a hydrating agent, a perfume, a preservative, an antioxidant, a filler, a sequestering agent, a treatment agent, a propellant, an alkalinizing agent, an acidifying agent or another pigment.

Claim 24

Dependent Claim 46 words

The cosmetic composition of claim 17 which also includes a metal oxide nanopigment selected from the group consisting of titanium oxide, zinc oxide, cerium oxide, zirconium oxide and mixtures thereof, said nanopigment having an average diameter of less than 100 nm and being coated or non-coated.

Claim 25

Dependent Claim 29 words

The cosmetic composition of claim 17 wherein said product is present in an amount ranging from 0.5 to 20 weight percent based on the total weight of said composition.

Annuity Stage	Window Opens	Payment Deadline	Surcharge Period Until	Estimated Fee	Status
3.5 Years (Year 4)	1996-04-26	1996-10-26	1997-04-27	$2000.00	Window Closed / Lapsed
7.5 Years (Year 8)	2000-04-26	2000-10-26	2001-04-27	$3760.00	Window Closed / Lapsed
11.5 Years (Year 12)	2004-04-26	2004-10-26	2005-04-27	$7700.00	Window Closed / Lapsed

Product based on inorganic or organic lamellar particles, containing a melanotic pigment, process for preparing it and its use in cosmetics

Abstract

Inventors

Bibliographic Details

Claims Analysis

References Cited (Backward Citations)

USPTO Annuity & Maintenance Windows

Assigned Categories & Tags

Assign Category Tag