Oxidation dyeing process using a substrate bearing at least one oxidation dye, several preservatives and an oxidizing aqueous composition

Abstract

Oxidation dyeing process using a substrate bearing at least one oxidation dye, several preservatives and an oxidizing aqueous composition The present invention relates to a process for the oxidation dyeing of keratin fibres, in particular human keratin fibres such as the hair, comprising a step of application, to said keratin fibres, i) of a substrate comprising on its surface one or more oxidation dyes, one or more thiolated reducing agents and one or more organic reducing agents of reductone type, and a step of application, to said keratin fibres, ii) of an oxidizing aqueous composition comprising one or more oxidizing agents. The present invention also relates to a process for preparing said substrate. The invention also relates to an element in sheet form, pretreated by a composition comprising one or more oxidation dyes, one or more thiolated reducing agents, and one or more organic reducing agents of reductone type.

Claims

1. Process for the oxidation dyeing of keratin fibres, comprising: i) a step of application, to said keratin fibres, of a substrate comprising a surface coated with at least one layer constituted of a dye composition comprising: one or more oxidation dyes; one or more thiolated reducing agents, and one or more organic reducing agents of reductone type; and ii) a step of application, to said keratin fibres, of an oxidizing aqueous composition comprising one or more chemical oxidizing agents; it being understood that the total water content of said dye composition is less than 20% by weight relative to the total weight of the dye composition.

2. Process according to claim 1, characterized in that the substrate is an element in sheet form.

3. Process according to claim 2, characterized in that the element in sheet form is made of plastic material, paper, metal, a woven, a nonwoven of non-absorbent fibres, or polyamide 6,6.

4. Process according to claim 2, characterized in that the element in sheet form comprises an adhesive layer on which are deposited one or more oxidation dyes, one or more thiolated reducing agents and one or more organic reducing agents of reductone type.

5. Process according to claim 1, characterized in that the oxidation dyes are chosen from oxidation bases and couplers.

6. Process according to claim 5, characterized in that the oxidation bases are chosen from para-phenylenediamines, bisphenylalkylenediamines, para-aminophenols, ortho-aminophenols and heterocyclic bases, the addition salts thereof, and mixtures thereof.

7. Process according to claim 5, characterized in that the couplers are chosen from meta-phenylenediamines, meta-aminophenols, meta-diphenols, naphthalene-based couplers and heterocyclic couplers, the addition salts thereof, and mixtures thereof.

8. Process according to claim 1, characterized in that the thiolated reducing agent(s) are chosen from those of formula i-1, the organic or mineral acid or base salts thereof, optical isomers thereof, tautomers thereof, and the solvates; and/or the mixtures thereof:
R—SH   i-1 in which formula i-1: R represents: a linear or branched (C.sub.1-C.sub.8)alkyl, which is optionally substituted with one or more groups chosen from carboxy C(O)OH, (di)(C.sub.1-C.sub.4)(alkyl)amino, hydroxyl —OH, thiol —SH; and/or optionally interrupted with one or more heteroatoms or groups chosen from —O—, —S—, —N(R′″)—, C(O) or combinations thereof; with R′″ representing a hydrogen atom or a (C.sub.1-C.sub.6)alkyl group; or a (hetero)aryl group optionally substituted with one or more hydroxyl, thiol or carboxy groups.

9. Process according to claim 1, characterized in that the thiolated reducing agent(s) are chosen from those of formula i 1 the organic or mineral acid or base salts thereof, optical isomers thereof tautomers thereof, the solvates; and/or the mixtures thereof, for which R represents a linear or branched (C.sub.1-C.sub.8)alkyl, which is substituted with one or more groups chosen from carboxy C(O)OH, amino, hydroxyl —OH and thiol —SH; and/or which is optionally interrupted with one or more heteroatoms or groups chosen from —O—, —N(R′″)—, C(O) or combinations thereof, with R′″ representing a hydrogen atom or a (C.sub.1-C.sub.6)alkyl group.

10. Process according to claim 8, characterized in that the thiolated reducing agent(s) are chosen from those of formula i-1, and also the organic or mineral acid or base salts thereof, optical isomers thereof tautomers thereof, the solvates; and/or the mixtures thereof, for which R represents: a phenyl group optionally substituted with one or more hydroxyl, thiol or carboxy groups; or a 5- to 10-membered, heteroaryl, comprising from 1 to 4 heteroatoms chosen from O, S or N, optionally substituted with one or more hydroxyl or thiol groups.

11. Process according to claim 1, characterized in that the thiolated reducing agent(s) are chosen from thioglycolic acid, thiolactic acid, cysteine, cysteamine, homocysteine, glutathione, thioglycerol, thiomalic acid, 2-mercaptopropionic acid, 3-mercaptopropionic acid, thiodiglycol, 2-mercaptoethanol, dithiothreitol, N-acetylcysteine, esters and amides of thioglycolic or thiolactic acids, the organic or mineral acid or base salts thereof, optical isomers thereof tautomers thereof, the solvates and mixtures of these compounds.

12. Process according to claim 1, characterized in that the thiolated reducing agent(s) are present in a total amount ranging from 0.5% to 60% by weight, relative to the total weight of the dye composition.

13. Process according to claim 1, characterized in that the organic reducing agent(s) of reductone type are chosen from those of general formula (IX) the salts thereof; and/or the mixtures thereof: ##STR00003## in which formula R.sub.1 and R.sub.2 independently of one another each denote a group containing at least one carbon and/or oxygen atom, R.sub.1 and R.sub.2 possibly forming with the three carbon atoms of the compound of formula (IX) a 5- or 6-membered ring, the additional constituent atoms of which are constituted of carbon and/or oxygen atoms.

14. Process according to claim 1, characterized in that the organic reducing agent(s) of reductone type are chosen from those of formula (IX) the salts thereof and/or the mixtures thereof, for which R1 and R2 form, with the three carbon atoms of the compound of formula (IX), a 5-membered ring, the additional constituent atoms of which are constituted of carbon and/or oxygen atoms.

15. Process according to claim 1, characterized in that the organic reducing agent(s) of reductone type are chosen from reductic acid, ascorbic acid, erythorbic acid or isoascorbic acid, salts thereof, ascorbyl palmitate, and/or mixtures thereof.

16. Process according to claim 1, characterized in that the organic reducing agent(s) of reductone type are present in a total amount ranging from 0.5% to 50% by weight, relative to the total weight of the dye composition.

17. Process according to claim 1, characterized in that the dye composition comprising the oxidation dye(s), the thiolated reducing agent(s) and the organic reducing agent(s) of reductone type is present over part of the surface of the substrate and represents patterns.

18. Process according to claim 17, characterized in that the substrate comprises, on the face opposite the face bearing the oxidation dye(s), the thiolated reducing agent(s) and the organic reducing agent(s) of reductone type, a copy of the patterns.

19. Process according to claim 1, characterized in that the surface of the substrate comprises, prior to the deposition of the oxidation dye(s), the thiolated reducing agent(s) and the organic reducing agent(s) of reductone type, one or more patterns.

20. Process according to claim 1, characterized in that the substrate is transparent.

21. Process according to claim 1, characterized in that the substrate also comprises on its surface one or more alkaline agents.

22. Process according to claim 1, characterized in that the substrate also comprises, on its surface, one or more additional antioxidant active agents.

23. Process according to claim 1, characterized in that the oxidizing aqueous composition comprises one or more chemical oxidizing agents chosen from hydrogen peroxide and/or peroxygenated salts.

24. Process according to claim 1, characterized in that the oxidizing aqueous composition also comprises one or more alkaline agents and/or one or more colouring agents.

25. Process according to claim 1, characterized in that it consists in applying said oxidizing aqueous composition to keratin fibres, then in applying, to said fibres, said substrate.

26. Process for producing the substrate as defined according to claim 1, characterized in that it comprises at least one step of deposition, on the surface of a substrate, of at least one dye preparation composition containing one or more oxidation dyes, one or more thiolated reducing agents, and one or more organic reducing agents of reductone type; and at least one step of drying said substrate.

27. Process according to claim 26, characterized in that the printing method is a screen printing process, a flexography process, an offset printing process, an inkjet printing process or a laser printing process.

28. Element in sheet form, pretreated at the surface thereof by a dye preparation composition comprising one or more oxidation dyes, one or more thiolated reducing agents, and one or more organic reducing agents of reductone type; said oxidation dye(s), thiolated reducing agent(s) and organic reducing agent(s) of reductone type being printed on the said element in sheet form.

29. Element in sheet form according to claim 28, characterized in that it is chosen from a plastic sheet covered with a layer of paper having a thickness of less than 50 μm or a layer of hydrophilic material having a thickness ranging from 5 to 200 μm.

30. Element in sheet form according to claim 28, characterized in that it is chosen from a microalveolar sheet in which the holes are spaced apart from each other by a plastic material.

Description

EXAMPLES

(1) A dye preparation composition C1 for treating the surface of the substrate according to the invention is prepared from the ingredients shown in the table below, the amounts of which are expressed as weight percentages of active material (AM).

(2) TABLE-US-00001 Ingredients Composition C1 2,5-Toluenediamine 4 4-(2-hydroxyethoxy)-1,3-phenylenediamine 7.9 dihydrochloride (C14/C16) alkyl hydroxyethylcellulose 1 Erythorbic acid 3 Thiolactic acid 4 Water qs 100

(3) Preparation of a Substrate S1:

(4) 840 mg of Composition C1 are Applied Uniformly Using a HandCoater (Sold by RK PrintCoat Instruments Ltd., K-HandCoater range, under the reference “yellow”) on a 20×10 cm substrate of parchment paper type. The deposit of dye preparation composition C1 is thus 4.2 mg/cm.sup.2 before drying.

(5) The substrate S1 is then dried. Once the substrate S1 is dry, the layer constituted of the dry composition C1 on the surface of the substrate S1 has the following amounts of ingredients (expressed as weight percentage of active material):

(6) TABLE-US-00002 Ingredients Amounts (% AM) 2,5-Toluenediamine 20 4-(2-hydroxyethoxy)-1,3-phenylenediamine 40 dihydrochloride (C14/C16) alkyl hydroxyethylcellulose 5 Erythorbic acid 15 Thiolactic acid 20

(7) Preparation of the Oxidizing Composition:

(8) The oxidizing composition is an Oxydant Crème L'Oréal “2” 30 V, equivalent to 9 volumes of hydrogen peroxide.

Example 1

(9) A first substrate S1 is prepared, then is used according to the following oxidation dyeing process:

(10) 1) 1.5 g of grey hair containing 90% white hair are deposited on the surface treated by the dye preparation composition C1 of the substrate S1; then

(11) 2) the oxidizing composition is applied to the lock of hair deposited on SC1, then

(12) 3) the lock is left to stand for 30 minutes, and finally

(13) 4) the lock is rinsed, washed with a shampoo and rinsed with water.

(14) A second substrate S1 is prepared, it is then placed in a bag, placed under vacuum, and finally placed under an inert atmosphere by filling with argon.

(15) The bag is then stored at atmospheric pressure and ambient temperature for 6 weeks.

(16) The bag is then opened and this second substrate S1 is used according to the same oxidation dyeing process as described above.

(17) After drying the locks of hair, it is observed that the locks of hair treated with the first or the second substrate S1 have an intense midnight blue colour that is judged to be satisfactory.

Example 2

(18) 14 different dye compositions CT1 to CT14 are prepared, each comprising 2,5-toluenediamine, 4-(2-hydroxyethoxy)-1,3-phenylenediamine dihydrochloride, (C14/C16) alkyl hydroxyethylcellulose, water, and one or more compounds chosen from erythorbic acid, thiolactic acid, sodium bisulfite, ethylenediaminetetraacetic acid (EDTA) and mixtures thereof.

(19) 840 mg of each dye preparation composition CT1 to CT14 are applied uniformly using a HandCoater (sold by RK PrintCoat Instruments Ltd., K-HandCoater range, under the reference “yellow”) on a different 20×10 cm substrate of parchment paper type. The deposit of each dye preparation composition CT1 to CT14 is thus 4.2 mg/cm.sup.2 before drying.

(20) In other words, each substrate is treated at the surface thereof by a single dye preparation composition.

(21) The 14 substrates prepared in this way are then dried, then placed in bags independently of one another, placed under vacuum, and finally placed under an inert atmosphere by filling with argon.

(22) The 14 bags are then stored at atmospheric pressure and ambient temperature for 4 weeks.

(23) The preservation of the 14 substrates is then evaluated just after opening the bag, and 3 days after opening.

(24) The amounts (expressed as weight percentages of active material) of the ingredients present in the layers constituted of the dry dye compositions CT1 to CT14, and also the results of the evaluations of stability of the 14 substrates, are collated in the tables below:

(25) TABLE-US-00003 Amounts in the layers constituted of the dry dye compositions CT1 to CT4 (as % AM) CT1 CT2 CT3 CT4 (Inven- (Inven- (Inven- (Inven- tion) tion) tion) tion) Ingredients 2,5-Toluene- 21.9 22.1 21.7 21.9 diamine 4-(2-hydroxy- 43.8 44.3 43.3 43.8 ethoxy)-1,3- phenylenediamine dihydrochloride (C14/C16) alkyl 5.5 5.6 5.4 5.5 hydroxyethyl- cellulose Sodium bisulfite 0.8 0.8 Erythorbic acid 12 12 12 12 Thiolactic acid 16 16 16 16 EDTA 0.8 0.8 Stability to oxidation from the air ++ ++ + +

(26) TABLE-US-00004 Amounts in the layers constituted of the dry dye compositions CT5 to CT8 (as % AM) CT5 CT6 CT7 CT8 (Outside the (Outside the (Outside the (Outside the invention) invention) invention) invention) Ingredients 2,5-Toluenediamine 27.1 26.6 26.8 25.3 4-(2-hydroxyethoxy)- 54.2 53.2 53.7 50.7 1,3-phenylenediamine dihydrochloride (C14/C16) alkyl 6.7 6.6 6.7 6.4 hydroxyethylcellulose Sodium bisulfite 0.8 0.8 0.8 Erythorbic acid 12 12 12 Thiolactic acid 16 EDTA 0.8 0.8 Stability to oxidation from the air − − − −−

(27) TABLE-US-00005 Amounts in the layers constituted of the dry dye compositions CT9 to CT12 (as % AM) CT9 CT10 CT11 CT12 (Outside the (Outside the (Outside the (Outside the invention) invention) invention) invention) Ingredients 2,5-Toluenediamine 25.7 25.8 30.5 30.5 4-(2-hydroxyethoxy)- 51.3 51.7 61.1 61.1 1,3-phenylenediamine dihydrochloride (C14/C16) alkyl 6.2 6.5 7.6 7.6 hydroxyethylcellulose Sodium bisulfite 0.8 0.8 Erythorbic acid 16 Thiolactic acid 16 EDTA 0.8 Stability to oxidation from the air −− −− −− −−

(28) TABLE-US-00006 Amounts in the layers constituted of the dry dye compositions CT13 to CT14 (as % AM) CT13 CT14 (Outside the (Outside the invention) invention) Ingredients 2,5-Toluene- 26.8 25.7 diamine 4-(2-hydroxy- 53.7 51.3 ethoxy)-1,3- phenylenediamine dihydrochloride (C14/C16) alkyl 6.7 6.2 hydroxyethyl- cellulose Sodium bisulfite Erythorbic acid 12 Thiolactic acid 16 EDTA 0.8 0.8 Stability to oxidation from the air −− −−

(29) The evaluation of the stability of the substrates to atmospheric oxygen was graded as follows:

(30) ++: Satisfactory substrate upon opening the bag and 3 days after opening

(31) +: Satisfactory substrate upon opening the bag

(32) −: Unsatisfactory substrate upon opening the bag

(33) −−: Particularly unsatisfactory substrate upon opening the bag

(34) It is observed that the substrates according to the invention have better stability over time to atmospheric oxygen than the substrates outside the invention.

Example 3

(35) A plastic mask is produced containing square holes 1 cm×1 cm, forming a chequerboard.

(36) The same tests as in example 1 are carried out with the composition C1 and the comparative compositions CT5 to CT14.

(37) The compositions are applied using a HandCoater (sold by RK PrintCoat Instruments Ltd., K-HandCoater range, under the reference “yellow”) on a substrate of parchment paper type (virtually the whole sheet is covered). The deposit is 660 mg for the whole sheet, i.e. a deposit of 6.6 mg/cm.sup.2 of squares of the sheet covered.

(38) It is observed that the performance is unacceptable in the case of the tests using the compositions outside the invention and in which the bag is opened after storage for one month. With the tests using the composition C1, the result is identical between the test in which the bag was opened after storage for one month and the result obtained with the freshly produced sheet.