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US4420637A
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Meta-phenylenediamines
Assignee: L'Oréal SA
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Filing: 1979-07-02
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Granted: 1983-12-13
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Expires: 1999-07-02
Abstract
Abstract New-meta-phenylenediamines are described for use in dyeing keratin fibres, especially human hair. These have the general formula: ##STR1## in which R represents an alkyl radical containing from 1 to 4 carbon atoms and n is an integer of from 1 to 3, or an acid salt thereof from 1 to 3 and include their acid salts.
Inventors
- 👤 Andree Bugaut
- 👤 Jean-Jacques Vandenbossche
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-01 13:39
CPC Classifications
A; A61; A61Q; A61Q5/00; A61Q5/10; A61K; A61K8/00; A61K8/18; A61K8/30; A61K8/40; A61K8/41; A61K8/411
Claims Analysis
Total Claims: 35
Claim 1
Independent Claim
36 words
A compound of the general formula ##STR8## in which R represents an alkyl radical containing from 1 to 4 carbon atoms and n is an integer of from 1 to 3, or an acid salt thereof.
Claim 2
Dependent Claim
36 words
A compound of the general formula ##STR8## in which R represents an alkyl radical containing from 1 to 4 carbon atoms and n is an integer of from 1 to 3, or an acid salt thereof.
Claim 3
Dependent Claim
21 words
A compound according to claim 1 in which n is 2 and R is a methyl radical or a hydrochloride thereof.
Claim 4
Dependent Claim
21 words
A compound according to claim 1 in which n is 2 and R is an ethyl radical or a hydrochloride thereof.
Claim 5
Dependent Claim
24 words
A composition suitable for dyeing keratin fibres which comprises at least one oxidative base and at least one compound as defined in claim 1.
Claim 6
Dependent Claim
32 words
A composition according to claim 4, in which the compound of formula (I) is present in an amount from 0.005 to 2.5% by weight, relative to the total weight of the composition.
Claim 7
Dependent Claim
14 words
A composition according to claim 4, which has a pH from 8 to 11.5.
Claim 8
Dependent Claim
14 words
A composition according to claim 6 which has a pH from 9 to 11.5.
Claim 9
Dependent Claim
16 words
A composition according to claim 4 in which the oxidative base is a para-phenylenediamine or para-aminophenol.
Claim 10
Dependent Claim
154 words
A composition according to claim 8, in which the oxidative base is a para-phenylenediamine of the general formula: ##STR9## or an acid salt thereof, in which formula R 1 , R 2 and R 3 are identical or different and represent a hydrogen atom, an alkyl radical having from 1 to 4 carbon atoms or an alkoxy radical having 1 or 2 carbon atoms, and R 4 and R 5 are identical or different and represent a hydrogen atom, an alkyl radical, a hydroxyalkyl radical, an alkoxyalkyl radical in which the alkoxy group contains 1 or 2 carbon atoms, a carbamylalkyl radical, a mesylaminoalkyl radical, an acetylaminoalkyl radical, a ureidoalkyl radical or a carbethoxyaminoalkyl radical, the alkyl groups in R 4 and R 5 having from 1 to 4 carbon atoms, with the proviso that R 1 and R 3 represent hydrogen if R 4 and R 5 do not represent a hydrogen atom.
Claim 11
Dependent Claim
47 words
A composition according to claim 8 in which the oxidative base is a para-aminophenol of the general formula ##STR10## or an acid salt thereof, in which formula R 6 represents a hydrogen atom, an alkyl radical containing from 1 to 4 carbon atoms or a halogen atom.
Claim 12
Dependent Claim
29 words
A composition according to claim 4 which contains at least one ortho-phenylenediamine or ortho-aminophenol, which is unsubstituted or substituted on the nucleus or on the amino group, or ortho-diphenol.
Claim 13
Dependent Claim
16 words
A composition according to claim 4 which contain a leuco derivative of an indoaniline or indophenol.
Claim 14
Dependent Claim
18 words
A composition according to claim 12, in which the leuco derivative is 4,4'-dihydroxy-2-amino-5-methyldiphenylamine, 4,4'-dihydroxy-2-N-(β-hydroxyethyl)-amino-5-methyl-2'-chlorodiphenylamine, 2,4'-diamino-4-hydroxy-5-methyldiphenylamine, 2,4-dihydroxy-4'-N-(β-methoxyethyl)aminodiphenylamine or 2,4-dihydroxy-5-methyl-4'-N-(β-methoxyethyl)-aminodiphenylamine.
Claim 15
Dependent Claim
14 words
A composition according to claim 4 which contains at least one direct nitrobenzene dyestuff.
Claim 16
Dependent Claim
17 words
A composition according to claim 4 which contains at least one dyestuff precursor of the naphthalene series.
Claim 17
Dependent Claim
19 words
A composition according to claim 4 whcih contains at least one coupler other than a coupler of formula (I).
Claim 18
Dependent Claim
22 words
A composition according to claim 16 in which the other coupler is resorcinol, meta-aminophenol, 2-methyl-5-aminophenol, 2-methyl-5-N-(β-hydroxyethyl)-aminophenol, 6-hydroxybenzomorpholine, 2,6-dimethyl-5-acetylaminophenol, 2-methyl-5-carbethoxyaminophenol, 2-methoxy-5-carbethoxyaminophenol or 2-methyl-5-ureidophenol.
Claim 19
Dependent Claim
31 words
A composition according to claim 4 which at least one dyestuff precursor of the benzene series containing, on the nucleus, at least three substituents which are hydroxyl, methoxy or amino groups.
Claim 20
Dependent Claim
23 words
A composition according to claim 18, in which the dyestuff precursor is 2,6-diaminohydroquinone dihydrochloride, 2,6-diamino-4-N,N-ethylaminophenol trihydrochloride, 2,4-diaminophenol dihydrochloride, 1,2,4-trihydroxy benzene, 2,4,5-trihydroxytoluene or 4-methoxy-2-amino-N-(β-hydroxyethyl)-aniline.
Claim 21
Dependent Claim
27 words
A composition according to claim 4 which contains at least one penetrating agent, foaming agent, thickener, antioxidant, alkalising or acidifying agent, perfume, sequestering agent or film-forming product.
Claim 22
Dependent Claim
32 words
A composition according to claim 20 which contains ammonia, an alkylamine, an alkanolamine, an alkylalkanolamine, sodium or potassium hydroxide or sodium potassium or ammonium carbonate, or lactic, acetic, tartaric or phosphoric acid.
Claim 23
Dependent Claim
46 words
A composition according to claim 4 which contains at least one water-soluble surface-active agent which is an alkyl-benzenesulphonate, alkylnaphthalenesulphonate, sulphate, ether-sulphate or sulphonate of a fatty alcohol, a quaternary ammonium salt, a diethanolamide of a fatty acid, a polyoxyethyleneated acid or alcohol or a polyoxyethyleneated alkylphenol.
Claim 24
Dependent Claim
25 words
A composition according to claim 22 which contains from 0.5 to 50% by weight of surface-active agent, relative to the total weight of the composition.
Claim 25
Dependent Claim
34 words
A composition according to claim 4 which contains at least one organic solvent which is ethanol, isopropanol, glycerol, ethylene glycol, propylene glycol, ethylene glycol monobutyl ether, or diethylene glycol monoethyl ether or monomethyl ether.
Claim 26
Dependent Claim
25 words
A composition according to claim 24, which contains from 1 to 40% by weight of organic solvent, relative to the total weight of the composition.
Claim 27
Dependent Claim
33 words
A composition according to claim 4 which contains at least one thickener which is sodium alginate, gum arabic, methylcellulose, hydroxyethylcellulose, hydroxypropylmethyl cellulose, the sodium salt of carboxymethylcellulose, an acrylic acid polymer or bentonite.
Claim 28
Dependent Claim
24 words
A composition according to claim 26, which contains from 0.5 to 5% by weight of thickener, relative to the total weight of the composition.
Claim 29
Dependent Claim
24 words
A composition according to claim 4 which contains at least one antioxidant which is sodium sulphite, thioglycolic acid, sodium bisulphite, ascorbic acid or hydroquinone.
Claim 30
Dependent Claim
24 words
A composition according to claim 28, which contains from 0.05 to 1.5% by weight of anti-oxidant, relative to the total weight of the composition.
Claim 31
Dependent Claim
21 words
A composition according to claim 4 which is in the form of a liquid, a cream, a gel or an aerosol.
Claim 32
Dependent Claim
14 words
A composition according to claim 4 which is suitable for application to human hair.
Claim 33
Dependent Claim
63 words
Process for dyeing keratin fibres which comprises mixing, at the time of use, a composition as defined in claim 4 with at least one oxidising agent and applying the resulting mixture to the keratin fibres at a temperature from ambient temperature to about 30° C. and for about 5 to about 45 minutes, rinsing the keratin fibres and, optionally, shampooing and rinsing them.
Claim 34
Dependent Claim
9 words
Process according to claim 32 for dyeing human hair.
Claim 35
Dependent Claim
18 words
Process according to claim 32 in which the oxidising agent is hydrogen peroxide, urea peroxide or a per-salt.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1986-12-12 | 1987-06-13 | 1987-12-13 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1990-12-12 | 1991-06-13 | 1991-12-13 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1994-12-12 | 1995-06-13 | 1995-12-13 | $7700.00 | Window Closed / Lapsed |