US4391603A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Hydroxyl derivatives of benzaldehyde for coloring keratin fibres in the absence of oxidizing agent
Assignee: L'Oréal SA
•
Filing: 1981-04-15
•
Granted: 1983-07-05
•
Expires: 2001-04-15
Abstract
Abstract The invention discloses the use of hydroxyl derivatives of benzaldehyde for coloring keratin fibres without an oxidizing agent. These derivatives are of the type which correspond to the formula: <IMAGE> in which R denotes a linear or branched lower alkyl group which is optionally substituted by one or two OH groups, n is equal to 1, 2 or 3, m is equal to 0, 1 or 2 and the sum n+m is equal to 2 or 3.
Inventors
- 👤 Georges Rosenbaum
- 👤 Jean F. Grollier
- 👤 Jean Cotteret
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 21:46
CPC Classifications
A; A61; A61K; A61K8/00; A61K8/18; A61K8/30; A61K8/33; A61K8/34; A61K8/347; A61Q; A61Q5/00; A61Q5/06; A61Q5/065; D; D06; D06P; D06P3/00; D06P3/02; D06P3/04; D06P3/30; D06P3/305
Claims Analysis
Total Claims: 18
Claim 1
Independent Claim
190 words
Process for colouring keratin fibres in the absence of an oxidising agent, which comprises applying thereto at least one composition containing a cosmetically acceptable medium and a dyestuff corresponding to the formula: ##STR7## in which R denotes a linear or branched lower alkyl group which is optionally substituted by one or two hydroxyl groups, n is equal to 1, 2 or 3, m is equal to 0, 1 or 2 such that n+m is equal to 2 or 3, with the proviso that (i) if m is equal to 0 (and n is equal to 2 or 3), the OH groups occupy the following positions of the ring: ______________________________________
2 3 4 5 6
______________________________________
OH OH
OH OH
OH OH
OH OH OH
OH OH OH
OH OH OH
OH OH OH
OH OH OH
OH OH
______________________________________ and (ii) if m and n both denote 1, the substituents occupy the following positions of the rings: ______________________________________
2 3 4 5 6
______________________________________
OH OR
OR OH
OH OR
OH OR
OH OR
OH OCH.sub.2 CH.sub.2 OH
(3)
OH
##STR8##
OH OC.sub.2 H.sub.5
______________________________________ or a bisulphite adduct thereof.
Claim 2
Dependent Claim
190 words
Process for colouring keratin fibres in the absence of an oxidising agent, which comprises applying thereto at least one composition containing a cosmetically acceptable medium and a dyestuff corresponding to the formula: ##STR7## in which R denotes a linear or branched lower alkyl group which is optionally substituted by one or two hydroxyl groups, n is equal to 1, 2 or 3, m is equal to 0, 1 or 2 such that n+m is equal to 2 or 3, with the proviso that (i) if m is equal to 0 (and n is equal to 2 or 3), the OH groups occupy the following positions of the ring: ______________________________________
2 3 4 5 6
______________________________________
OH OH
OH OH
OH OH
OH OH OH
OH OH OH
OH OH OH
OH OH OH
OH OH OH
OH OH
______________________________________ and (ii) if m and n both denote 1, the substituents occupy the following positions of the rings: ______________________________________
2 3 4 5 6
______________________________________
OH OR
OR OH
OH OR
OH OR
OH OR
OH OCH.sub.2 CH.sub.2 OH
(3)
OH
##STR8##
OH OC.sub.2 H.sub.5
______________________________________ or a bisulphite adduct thereof.
Claim 3
Dependent Claim
239 words
Process according to claim 1 in which the dyestuff corresponds to formula (I) as defined in claim 1 in which the substituents and the position thereof are as specified in the following table: ______________________________________
Com-
pound
No. 2 3 4 5 6
______________________________________
1 OH OH
2 OH OH
3 OH OH
4 OH OH
5 OH OH OH
6 OH OH OH
7 OH OH OH
8 OH OH OH
9 OH OH OH
10 OH OCH.sub.3
11 OCH.sub.3
OH
12 OH OCH.sub.3
13 OH OCH.sub.3
14 OH OC.sub.2 H.sub.5
15 OH OC.sub.2 H.sub.5
16 OH OH OCH.sub.3
17 OH OH OCH.sub.3
18 OH OH OCH.sub.3
19 OH OCH.sub.3 OH
20 OH OH OCH.sub.3
21 OH OCH.sub.3 OH
22 OH OCH.sub.3
OH
23 OH OH OCH.sub.3
24 OH OCH.sub.3 OH
25 OH OH OCH.sub.3
26 OH OH OCH.sub.3
27 OH OCH.sub.3 OH
28 OCH.sub.3
OH OH
29 OH OH OCH.sub.3
30 OCH.sub. 3
OH OH
31 OH OCH.sub.3
OH
32 OH OC.sub.2 H.sub.5 OH
33 OH OH OC.sub.2 H.sub.5
34 OH OCH.sub.3 OCH.sub.3
35 OCH.sub.3
OH OCH.sub.3
36 OH OCH.sub.3
OCH.sub.3
37 OCH.sub.3 OH OCH.sub.3
38 OH OCH.sub.3 OCH.sub.3
39 OH OCH.sub.3 OCH.sub.3
40 OH OCH.sub.3 OCH.sub.3
41 OH OCH.sub.3
OCH.sub.3
42 OCH.sub.3
OH OCH.sub.3
43 OCH.sub.3
OH OCH.sub.3
44 OH OCH.sub.3 OCH.sub.3
45 OH OCH.sub.3
OCH.sub.3
46 OCH.sub.3
OCH.sub.3 OH
47 OCH.sub.3 OH OCH.sub.3
48 OCH.sub.3 OH OCH.sub.3
49 OH OCH.sub.2 CH.sub.2 OH
50 OH
##STR9##
______________________________________
Claim 4
Dependent Claim
12 words
Process according to claim 1 in which n+m is equal to 3.
Claim 5
Dependent Claim
24 words
Process according to claim 1 in which m is 0 and n is 2, the two OH groups being in the 2,6- or 3,5-positions.
Claim 6
Dependent Claim
15 words
Process according to claim 1 in which the dyestuff is applied in an acid medium.
Claim 7
Dependent Claim
88 words
Process according to claim 5, in which the dyestuff of formula (I) is one in which the substituents and the position thereof are as specified in the following table: ______________________________________
2 3 4 5 6
______________________________________
OH OH
OH OH
OH OH
OH OH OH
OH OH OH
OH OH OH
OH OH OH
OH OH OH
OH OH OCH.sub.3
OH OH OCH.sub.3
OH OH OCH.sub.3
OH OCH.sub.3 OH
OH OH OCH.sub.3
OH OCH.sub.3 OH
OH OCH.sub.3 OH
OH OH OCH.sub.3
OH OCH.sub.3 OH
OH OH OCH.sub.3
______________________________________
Claim 8
Dependent Claim
15 words
Process according to claim 1, in which the dyestuff is applied in an alkaline medium.
Claim 9
Dependent Claim
66 words
Process according to claim 7, in which the dyestuff of formula (I) is one in which the substituents and the position thereof are as specified in the following table: ______________________________________
2 3 4 5 6
______________________________________
OH OH
OH OH OH
OH OH OH
OH OH OH
OH OH OH
OH OH OH
OH OCH.sub.3 OCH.sub.3
OCH.sub.3 OH OCH.sub.3
OH OCH.sub.3 OCH.sub.3
OCH.sub.3 OH OCH.sub.3
______________________________________
Claim 10
Dependent Claim
35 words
Process according to claim 1, in which the dyestuff is applied in the form of a poultice with one or more powdered solids, and after the fibres have been impregnated, they are rinsed and dried.
Claim 11
Dependent Claim
28 words
A composition suitable for dyeing keratin fibres, which contains, in a diluent or carrier, at least one dyestuff corresponding to the formula defined in claims 1 or 2.
Claim 12
Dependent Claim
19 words
A composition according to claim 10, in which the dyestuff is one in which n+m is equal to 3.
Claim 13
Dependent Claim
31 words
A composition according to claim 11, in which the dyestuff is one in which m is 0 and n is 2, the two OH groups being in the 2,6- or 3,5-positions.
Claim 14
Dependent Claim
16 words
A composition according to claim 10, in which the dyestuff is 2,4-dihydroxybenzaldehyde, 3,4-dihydroxybenzaldehyde, 3-hydroxy-4-methoxybenzaldehyde or 4-hydroxy-3,5-dimethoxybenzaldehyde.
Claim 15
Dependent Claim
28 words
A composition according to claim 10 which is in the form of a poultice powder comprising a clay, silica, flour, starchy or mucilaginous substance and a powdered plant.
Claim 16
Dependent Claim
17 words
A composition according to claim 10 which contains one or more direct dyestuffs and/or other natural dyestuffs.
Claim 17
Dependent Claim
36 words
A composition according to claim 10 in which the diluent is aqueous and contains one or more surface-active agents, organic solvents, thickeners, antioxidants, penetrating agents, sequestering agents, film-forming polymers, buffers, alkalising or acidifying agents or perfumes.
Claim 18
Dependent Claim
24 words
A composition according to claim 10 in which the dyestuff of formula I is present in an amount from 0.05 to 10% by weight.
References Cited (Backward Citations)
US2944869A
Cited
US3957424A
Cited
US3893803A
Cited
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Cited
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Cited
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Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1986-07-04 | 1987-01-03 | 1987-07-05 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1990-07-04 | 1991-01-03 | 1991-07-05 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1994-07-04 | 1995-01-03 | 1995-07-05 | $7700.00 | Window Closed / Lapsed |