PROCESS FOR DYEING KERATIN FIBRES USING RESORCINOL DERIVATIVES,
SULFATE SALTS, AN OXIDIZING AGENT AND A BASIFYING AGENT
The invention relates to a process for dyeing keratin fibres, especially the hair, using i)
at least one resorcinol derivative, ii) at least one sulfate salt, iii) at least one oxidizing agent
and iv) at least one basifying agent. This dyeing process affords better colorations, which are
chromatic, strong and fast, without the use of oxidation bases such as paraphenylenediamines
and para-aminophenols.
It is known practice to obtain "permanent" colorations with dye compositions containing
oxidation dye precursors, which are generally known as oxidation bases, such as ortho- or
para-phenylenediamines, ortho- or para-aminophenols and heterocyclic compounds. These
oxidation bases are colourless or weakly coloured compounds, which, when combined with
oxidizing products, give rise to coloured compounds via a process of oxidative condensation.
It is also known that the shades obtained with these oxidation bases may be varied by
combining them with couplers or coloration modifiers, the latter being chosen especially from
aromatic meta-diamines, meta-aminophenols, meta-diphenols and certain heterocyclic
compounds such as indole compounds which show light-fastness and shampoo-fastness.
This oxidation dyeing process consists in applying to the keratin fibres bases or a
mixture of bases and couplers with hydrogen peroxide H20 2 or aqueous hydrogen peroxide
solution, as oxidizing agent, in leaving it to diffuse, and then in rinsing the fibres. The
colorations resulting therefrom are permanent, strong and resistant to external agents,
especially to light, bad weather, washing, perspiration and rubbing.
5,6-Dihydroxyindole derivatives are also capable of generating dark shades by
"autoxidation", but the resulting colorations are not always satisfactory, especially in terms of
chromaticity, power or remanence.
To achieve dark shades, the presence of a para-phenylenediamine oxidation base is
virtually indispensable.
There is a real need to find novel means for dyeing keratin fibres that can give access
to homogeneous, powerful and/or chromatic colorations with dark shades ideally without
aromatic amines such as para-phenylenediamines and para-aminophenols, and which are
light-stable, resistant to bad weather, wash-fast and perspiration-fast, and sufficiently stable
in the presence of oxidizing agents such as aqueous hydrogen peroxide solution to be able
to obtain simultaneous lightening of the fibre with the advantages outlined above. There is
also a need for dyeing systems that can produce dark, powerful and remanent colorations,
which do not rely on chemical oxidizing agents, but on "self-oxidizing" systems that can
become oxidized with atmospheric oxygen.
This aim is achieved by the present invention, one subject of which is a process for
dyeing keratin fibres, comprising the application to the keratin fibres of:
i) at least one resorcinol derivative of formula (I), and also organic or mineral acid or
base salts thereof, and solv ydrates:
(I)
in which formula (I) R and R4, which may be identical or different, represent a
hydrogen or halogen atom, or a group chosen from:
■ optionally substituted (C Cio)alkyl, especially optionally substituted with at least
one hydroxyl radical;
(d-Cio)alkoxy;
■ carboxyl -C(0)-OH or carboxylate -C(0)-0 , M+; with M+ representing a
cationic counterion such as an alkali metal or alkaline-earth metal, or an
ammonium;
■ ester -C(0)-0-R 5 or -0-C(0)-R 5, with R5 representing a group (C Cio)alkyl,
particularly -C(0)-0-R 5;
amido -C(0)-NR 6R7 or -N(R 6)-C(0)-R 7with 6 and R7, which may be identical
or different, representing a hydrogen atom or a group (C Cio)alkyl, particularly
-C(0)-NH 2;
■ (CrCio)alkylcarbonyl;
■ hydroxyl; and
■ amino -NR 8R9, with R8 and R9, which may be identical or different, representing
a hydrogen atom or a group (C Cio)alkyl, particularly -NH 2;
ii) at least one alkali metal, alkaline-earth metal or ammonium, (di)(C
C6)alkylammonium or tri(CrC 6)alkylammonium sulfate;
iii) at least one oxidizing agent, preferably a chemical oxidizing agent; and
iv) at least one basifying agent;
it being understood that:
ingredients i) to iv) may be applied to the fibres either together or separately;
the pH of the composition comprising ingredient(s) iv) is basic, i.e. greater than 7 ;
preferentially between 7.5 and 12; and
when the compound(s) of formula (I) represent resorcinol, i.e. R , R2, R and R4
represent a hydrogen atom, then the process does not use paraphenylenediamine.
Another subject of the invention is a cosmetic composition for dyeing keratin fibres,
comprising:
i) at least one resorcinol derivative of formula (I), as defined previously;
ii) at least one sulfate salt;
iii) at least one oxidizing agent, preferably a chemical oxidizing agent; and
iv) at least one basifying agent;
it being understood that:
- the pH of the composition is basic, i.e. greater than 7 ; preferentially between 7.5
and 12; and
when the compound(s) of formula (I) represent resorcinol, i.e. R , R2, R and R4
represent a hydrogen atom, then the composition does not contain paraphenylenediamine.
Another subject of the invention relates to a multi-compartment device comprising the
ingredients i) to iv) as defined previously.
The dye composition and the dyeing process of the invention have the advantage of
dyeing human keratin fibres, with powerful or chromatic dyeing results that are resistant to
washing, perspiration, sebum and light, and that are more long-lasting, without impairing the
said fibres. Furthermore, the colorations obtained using the process give uniform colours
from the root to the end of a fibre (little coloration selectivity). The shades obtained after
dyeing with the composition or the process of the invention are very strong, in particular at a
temperature above room temperature, preferentially at a temperature of between 45 and
80°C.
In addition, the shades obtained with the composition or the process of the invention
are compatible with standard oxidation conditions for lightening the hair. The dyeing result is
long-lasting and does not change even after several shampoo washes. The colorations are
particularly shampoo-fast.
Unless otherwise indicated in the present invention, it is understood that:
- an "a radical represents a fused or non-fused monocyclic or polycyclic group containing
from 6 to 22 carbon atoms, and in which at least one ring is aromatic; preferentially, the aryl
radical is a phenyl, biphenyl, naphthyl, indenyl, anthracenyl or tetrahydronaphthyl;
preferably, the aryl group is a phenyl;
- the "a y radical or the aryl part of a radical may be substituted with at least one substituent
borne by a carbon atom, chosen from:
• a C1-C16 and preferably C C8 alkyl radical optionally substituted with one or more
radicals chosen from hydroxyl, C C2 alkoxy, C2-C4 (poly)hydroxyalkoxy, acylamino,
amino substituted with two C C alkyl radicals, which may be identical or different,
optionally bearing at least one hydroxyl group, or the two radicals possibly forming,
with the nitrogen atom to which they are attached, a saturated or unsaturated,
optionally substituted 5- to 7-membered and preferably 5- or 6-membered heterocycle
optionally comprising another nitrogen or non-nitrogen heteroatom;
• a halogen atom such as chlorine, fluorine or bromine;
a hydroxyl group;
a (CrC 2)alkoxy radical;
a (CrC 2)alkylthio radical;
a (poly)hydroxy(C 2-C4)alkoxy radical;
an amino radical;
a 5- or 6-membered heterocycloalkyl radical such as cyclohexyl;
an optionally cationic 5- or 6-membered heteroaryl radical, preferentially imidazolium,
optionally substituted with a (C C )alkyl radical, preferentially methyl;
an amino radical substituted with one or two identical or different ( -C6)alkyl radicals,
optionally substituted with at least:
i) a hydroxyl group;
ii) an amino group optionally substituted with one or two optionally substituted C 3
alkyl radicals, said alkyl radicals possibly forming with the nitrogen atom to which
they are attached a saturated or unsaturated, optionally substituted 5- to 7-
membered heterocycle, optionally comprising at least one other nitrogen or nonnitrogen
heteroatom;
-N(R)-C(0)-R' in which the radical R is a hydrogen atom or a (C C )alkyl radical
optionally bearing at least one hydroxyl group and the radical R' is a (CrC 2)alkyl
radical;
R2N-C(0)- in which the radicals R, which may be identical or different, represent a
hydrogen atom or a (C C )alkyl radical optionally bearing at least one hydroxyl
group;
R'S(0)2-N(R)- in which the radical R represents a hydrogen atom or a C C alkyl
radical optionally bearing at least one hydroxyl group and the radical R' represents a
(Ci-C )alkyl radical, or a phenyl radical;
R2N-S(0)2- in which the radicals R, which may be identical or different, represent a
hydrogen atom or a (C C )alkyl radical optionally bearing at least one hydroxyl
group;
a carboxylic radical in acid or salified form (preferably with an alkali metal or a
substituted or unsubstituted ammonium);
a cyano group;
a polyhaloalkyi group containing from 1 to 6 carbon atoms and comprising from 1 to 6
identical or different halogen atoms, the polyhaloalkyi group is, for example,
trifluoromethyl;
an "alkyr radical is a saturated linear or branched C 6, preferably C C8
hydrocarbon-based radical such as methyl or ethyl;
the term "optionally substituted" applied to the alkyl radical implies that said alkyl
radical may be substituted with one or more radicals chosen from the following
groups: i) hydroxyl, ii) (C C )alkoxy, iii) acylamino, iv) amino optionally substituted
with one or two identical or different (CrC 6)alkyl radicals, the said alkyl radicals
possibly forming with the nitrogen atom that bears them a 5- to 7-membered
heterocycle optionally comprising another nitrogen or non-nitrogen heteroatom; v) or
a quaternary ammonium group -N+R'R"R"', M for which R', R" and R'", which may be
identical or different, represent a hydrogen atom or a ( -C6)alkyl group, or
alternatively -N+R'R"R"' forms a heteroaryl such as imidazolium optionally substituted
with a (CrC 6)alkyl group, and M represents the counterion of the organic or mineral
acid or of the corresponding halide; preferably, when the alkyl radical is optionally
substituted, it is substituted with at least one hydroxyl group, especially
hydroxymethyl;
• an "alkoxy" radical is an alkyl-oxy or alkyl-O- radical for which the alkyl radical is a
linear or branched C C 6 and preferentially C C8 hydrocarbon-based radical;
• an "alkylthio" radical is an alkyl-S- radical for which the alkyl radical is a linear or
branched C C 6 and preferentially C C8 hydrocarbon-based radical;
• the limit values delimiting the extent of a range of values are included in this range of
values; and
· the term "at least one" means "one or more".
i) resorcinol derivative of formula (I):
One particular mode of the invention concerns resorcinol derivatives of formula (I) in
which:
> R represents:
■ a hydrogen atom;
■ a halogen atom, preferentially a chlorine atom;
■ a linear or branched (CrC 4)alkyl group;
■ a hydroxyl group;
» a linear or branched (C C )alkylcarbonyl group, preferentially methylcarbonyl;
■ a carboxyl or carboxylate group as defined previously;
■ an amido radical such as -C(0)-NH 2; or
■ an amino radical such as NH2;
and/or
> R represents:
■ a hydrogen atom;
■ - a (Ci-C )alkyl group optionally substituted with a hydroxyl group;
■ a carboxyl group;
■ a (Ci-C )alkylcarbonyl group, preferentially methylcarbonyl;
» a hydroxyl group;
■ an amido group such as -C(0)-NH 2;
■ an amino group such as NH2; or
■ a (Ci-C )alkoxy group, preferentially a methoxy radical;
and/or
> R2 or R4 represent, independently of each other:
■ a hydrogen atom;
■ a halogen atom, preferentially a chlorine atom;
a linear or branched ( -C8)alkyl and preferentially (CrC 4)alkyl group;
■ a (Ci-C )alkoxy group, preferentially a methoxy radical;
■ a carboxyl group;
» an alkyl carboxylate group such as -C(0)-0-R 5 with R5 representing a (C C )alkyl
group;
■ a (Ci-C )alkylcarbonyl group, preferentially methylcarbonyl;
■ a hydroxyl group; or
■ an amino group such as -NH2.
According to one particular mode of the invention, the resorcinol derivatives of formula
(I) are those in which:
> R4 represents a hydrogen atom; and
> R represents:
» a hydrogen atom; or
■ a linear or branched (C C )alkyl group;
and/or
> R represents:
■ a hydrogen atom;
» a linear or branched (C C )alkyl group;
■ a hydroxyl group; or
■ a (Ci-C )alkoxy group, preferentially a methoxy radical;
and/or
> R2 represents:
» a hydrogen atom;
■ a halogen, preferentially a chlorine atom;
■ a linear or branched (C C )alkyl group;
■ a (Ci-C )alkoxy group;
■ a carboxyl group; or
» a hydroxyl group.
More particularly, the resorcinol derivatives of formula (I) according to the invention are
chosen from the following compounds:
Compounds Structure Name
1 Resorcinol; Benzene-1,3-diol or 3-
hydroxyphenol

and/or organic or mineral base salts thereof and/or solvates thereof.
Preferentially, the resorcinol derivatives of formula (I) are chosen from compounds 1 to
11 as defined in the preceding table.
According to the invention, the resorcinol derivative(s) are synthetic, natural, or are
found in natural extracts. For example, mention may be made of resorcinols derived from
gum-resin extract of the type such as Galbanum, Sagapenum or Ferula galbaniflua sap.
According to one embodiment, the resorcinol derivative(s) of formula (I) are present in
the composition in the absence of oxidizing agent or of coupler. According to another
embodiment, oxidation dyes are present, optionally with couplers, it being understood that
the oxidation base is other than para-phenylenediamine.
In the latter variant, the resorcinol derivative(s) of formula (I) are in a total concentration
very much higher than at least ten times the concentration of other oxidation dye precursors
such as the bases that may be present in the mixture.
Preferentially, the resorcinol derivative(s) are present in the composition or in the
process according to the invention in a concentration of between 10 4 and 10 1 mol per 100 g
(%) of the composition containing the resorcinol derivative(s) or the extract(s) comprising
them, particularly between 10 4 and 5 10 2 mol% and preferentially between 0.01 and 0.025
mol%.
ii) sulfate salt:
The term "sulfates" means salts derived from sulfuric acid H2S0 4 of which the sulfate
ion is S0 4
2 (see "Sulfites, Thiosulfates, and Dithionites" in Ullmann's Encyclopedia of
Industrial Chemistry; 2005 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim -
http://onlinelibrary.wiley.com/doi/10.1002/14356007.a25_477/pdf). The pH of the sulfates
according to the invention is neutral or even slightly acidic (pH between 7 and 6.6).
According to another preferred embodiment of the invention, the sulfates are sulfates of
formula M2S0 3 or M'S0 3 or hydrogen sulfate of formula MHSO3 with M representing an alkali
metal such as Na, K or (di)(CrC 6)(alkyl)ammonium or tri(Ci-C 6)alkylammonium such as
NH4
+.
The sulfates of the invention are in particular alkali metal or alkaline-earth metal or
ammonium, (di)(CrC 6)alkylammonium or tri(CrC 6)alkylammonium salts; preferentially, the
cationic counterion of the sulfate is chosen from sodium, potassium and ammonium.
Preferentially, the sulfate salts according to the invention are chosen from:
a) potassium disulfate [16731-55-8]: K2S20 5;
a) sodium disulfate [7681-57-4]: Na2S20 5;
c) ammonium sulfate [10196-04-0]: (NH4)2S0 3;
d) sodium sulfate [7757-83-7]: Na2S0 3; and
e) sodium hydrogen sulfate [7631-90-5]: NaHS0 3.
According to one preferred embodiment of the invention, the sulfate salts used in the
composition or in the process of the invention represent from 0.001% to 10% by weight
approximately relative to the total weight of the composition(s) containing this or these metal
sulfates, and even more preferentially from 0.05% to 0.1% by weight approximately.
According to a more preferred embodiment of the invention, the sulfate salt(s) used in
the composition or in the process of the invention represent between 0.25 and 10 mol%,
particularly between 0.5 and 10 mol%; between 2 and 10 mol%; and between 0.5 and 10
mol%.
Hi) oxidizing agent:
In the context of the present invention, the process of the invention may be performed
in the absence of chemical oxidizing agent, i.e. under the action of atmospheric oxygen.
According to another dyeing process of the invention, the said process uses a chemical
oxidizing agent.
The term chemical oxidizing agent means:
a) ozone;
b) alkali metal or quaternary ammonium persalts such as perborates, persulfates,
percarbonates or peroxodiphosphates or Oxone®; the oxidizing agent is
particularly chosen from sodium perborate, sodium persulfate, potassium
persulfate, ammonium persulfate, sodium percarbonate and potassium
percarbonate;
c) C - 4 aliphatic and C -C20 aromatic organic peracids and percarboxylate forms
thereof, such as performic acid, peracetic acid, perbenzoic acid derivatives,
trifluoroacetic acid, peroxyphthalic acid, peroxymaleic acid and peroxypropionic
acid; particularly, the oxidizing agent is peracetic acid;
d) organic peroxides such as dioxirane, C C 6 alkyl peroxides, benzoyl peroxide,
peroxo(CrC 6)alkyl carboxylates, bis(tri)(CrC 6)alkylsilyl peroxides such as
bis(trimethylsilyl) peroxide, C C 6 alkyl peroxydicarbonates, and sodium
nonanoyloxybenzene sulfonate as described in patents WO 1995/000 625 and
US 4 412 934;
e) oxidizing anions such as nitrites, nitrates, hypochlorites, hypobromites, hypoiodites,
chlorites, bromites, iodites, chlorates, bromates, iodates and periodates; in
particular, the oxidizing agent is chosen from an alkali metal hypochlorite or
periodate such as sodium hypochlorite or sodium periodate;
f) stable radicals N-oxy (NO), such as the radical 2,2,6,6-tetra(CrC 6)alkylpiperidinooxy,
2,2,6,6-tetra(Ci-C 6)alkylmorpholino-oxy, Fremy nitrosodisulfonate salts,
morpholine N-oxide; in particular, the oxidizing agent is chosen from the radical
2,2,6,6-tetramethylpiperidinyloxy;
g) multivalent iodine derivatives, such as iodotriacetate, iodosobenzene,
iodobenzenetriacetate, iodoperbenzoic acid derivatives, periodinanes, alkyls
and benzoylhypoiodites.
More preferentially, the oxidizing agent is chosen from iodotriacetate,
iodosobenzene, iodobenzenetriacetate, iodoperbenzoic acid and Dess-Martin
periodinane.
h) the following organic compounds: N-halosuccinimides, trichloroisocyanuric acid, Nhydroxyphthalimide
and alkyl nitrites.
The optional supports for these oxidizing agents a) to h) may be chosen from silica,
alumina, charcoal and charged or neutral polymers.
i) hydrogen peroxide or aqueous hydrogen peroxide solution
or systems for generating hydrogen peroxide, such as:
i-1) urea peroxide;
i-2) polymeric complexes that can release hydrogen peroxide, such as
polyvinylpyrrolidone/H 20 2 in particular in the form of powders, and the other
polymeric complexes described in US 5 008 093; US 3 376 110; US 5 183 901 ;
i-3) oxidases that produce hydrogen peroxide in the presence of a suitable
substrate (for example glucose in the case of glucose oxidase or uric acid with
uricase);
i-4) metal peroxides that generate hydrogen peroxide in water, for instance calcium
peroxide or magnesium peroxide;
i-v) perborates; or
i-vi) percarbonates.
In particular, the chemical oxidizing agent(s) are chosen from i) hydrogen peroxide or
systems for generating hydrogen peroxide, more particularly H20 2.
According to one preferred embodiment of the invention, the process uses one or more
system(s) that generate hydrogen peroxide, chosen from i) urea peroxide, i-2) polymeric
complexes that can release hydrogen peroxide, chosen from polyvinylpyrrolidone/H 20 2; i-3)
oxidases; i-v) perborates and i-vi) percarbonates.
More preferentially, the composition according to the invention comprises hydrogen
peroxide.
Moreover, the composition(s) comprising the hydrogen peroxide or hydrogen peroxide
generators may also contain various adjuvants conventionally used in hair dye compositions
and as defined hereinbelow under the section entitled "cosmetic composition".
According to one particular mode of the invention, the hydrogen peroxide used or the
system(s) used that generate hydrogen peroxide preferably represent from 0.001% to 12%
by weight expressed as hydrogen peroxide relative to the total weight of the composition(s)
containing them. More particularly, the concentration of 20-volumes aqueous hydrogen
peroxide solution is between 0.01 and 0.15 mol per 100 g (%) composition of the
composition containing the peroxide; preferentially between 10 4 and 5 10 1 mol% and
especially between 0.0125 and 0.25 mol%.
iv) basifying agent
The basifying agent present in the composition according to the invention or used in the
dyeing process according to the invention as fourth ingredient iv) is an agent for increasing
the pH of the composition(s) in which it is present and which is different from the sulfate salts
as defined previously. The basifying agent is a Bronsted, Lowry or Lewis base. It may be
mineral or organic.
Particularly, the said agent is chosen from i) (bi)carbonates, ii) aqueous ammonia, iii)
alkanolamines such as monoethanolamine, diethanolamine, triethanolamine and derivatives
thereof, iv) oxyethylenated and/or oxypropylenated ethylenediamines, v) mineral or organic
hydroxides, vi) alkali metal silicates such as sodium metasilicate, vii), amino acids, preferably
basic amino acids such as arginine, lysine, ornithine, citrulline and histidine, and viii) the
compounds of formula (II) below:
a\ b
in which formula (II) W is a divalent group (Ci-Cio)alkylene optionally interrupted with at least
one heteroatom such as O, S or NRe, and/or the said alkylene group is optionally substituted
with at least one hydroxyl group or a radical (C C )alkyl; Ra, Rb, Rc, Rd and Re, which may be
identical or different, represent a hydrogen atom, (C C )alkyl or C C hydroxyalkyl,
preferentially a propylene group.
The mineral or organic hydroxides are preferably chosen from a) hydroxides of an alkali
metal, b) hydroxides of an alkaline-earth metal, for instance sodium hydroxide or potassium
hydroxide, c) hydroxides of a transition metal, such as hydroxides of metals from groups III,
IV, V and VI, d) hydroxides of lanthanides or actinides, quaternary ammonium hydroxides
and guanidinium hydroxide.
The hydroxide may be formed in situ, for instance guanidine hydroxide, by reacting
calcium hydroxide and guanidine carbonate.
The term "(bi)carbonates i)" means:
a) carbonates of alkali metals (Met2
+, C0 3
2 ) , of alkaline-earth metals (Met' 2+ , C0 3
2 ) of
ammonium ((R" 4N+)2,C0 3
2 ) or of phosphonium ((R" 4P+)2,C0 3
2 with Met'
representing an alkaline-earth metal and Met representing an alkali metal, and R",
which may be identical or different, represent a hydrogen atom or an optionally
substituted (CrC 6)alkyl group such as hydroxyethyl), and
b) bicarbonates, also known as hydrogen carbonates, of the following formulae:
> R+, HC0 3 with R' representing a hydrogen atom, an alkali metal, an
ammonium group R" N+- or a phosphonium group R" P+- in which R", which
may be identical or different, represent a hydrogen atom, an optionally
substituted group (CrC 6)alkyl such as hydroxyethyl and, when R' represents
a hydrogen atom, the hydrogen carbonate is then known as a dihydrogen
carbonate (C0 2, H20); and
> Met'2+ (HC0 3 )2 with Met' representing an alkaline-earth metal.
More particularly, the alkaline agent is chosen from alkali metal or alkaline-earth metal
(bi)carbonates; preferentially alkali metal (bi)carbonates.
Mention may be made of Na, K, Mg and Ca carbonates or hydrogen carbonates and
mixtures thereof, and in particular sodium hydrogen carbonate. These hydrogen carbonates
may originate from a natural water, for example source water of the Vichy basin, La Roche
Posay water, or Badoit water (cf. for example patent FR 2 814 943). Particularly, mention
may be made of sodium carbonate [497-19-8] = Na2C0 3, sodium hydrogen carbonate or
sodium bicarbonate [144-55-8] = NaHC0 3, and sodium dihydrogen carbonate = Na(HC0 3)2.
According to one particularly advantageous embodiment, the basifying agent(s) iv) are
chosen from i) bicarbonates, particularly alkali metal or ammonium bicarbonates, ii) aqueous
ammonia, iii) alkanolamines such as ethanolamine or 2-amino-2-methyl-1-propanol, more
preferentially aqueous ammonia.
The basifying agent(s) as defined previously preferably represent from 10 3 to 2.5 10 1
mol per 100 g (%) of the composition containing the said basifying agents, particularly from
0.05 to 0.5 mol% and preferentially from 0.1 to 0.25 g% by weight of the composition.
v) optionally one or more mordants
The composition according to the invention may also contain a mordant or a
mordanting agent that is conventionally used in the textile industry and that is cosmetically
acceptable, preferentially in the form of metal salts such as iron, aluminium, titanium,
calcium, manganese, copper, zinc or strontium salts. By way of example, the mordant may
be iron sulfate, iron gluconate, iron chloride, iron acetate, manganese gluconate, copper
sulfate, iron gluconate, copper, copper chloride, copper acetate, zinc gluconate, calcium
chloride, magnesium chloride, potassium titanyl oxalate or strontium acetate. Preferentially,
the mordant used is iron sulfate.
The mordants may particularly be present in the composition in proportions of between
0.001% and 10% relative to the total weight of the composition containing them.
According to another particular embodiment of the invention, neither the dyeing process
nor the composition of the invention uses or contains a mordanting agent.
Water:
According to one embodiment of the invention, water is preferably included in the
process of the invention. It may originate from the moistening of the keratin fibres and/or from
the composition(s) comprising compounds i) to iv) as defined previously or from one or more
other compositions. Preferably, the water comes from at least one composition comprising at
least one compound chosen from i) to iv) as defined previously.
Cosmetic compositions:
The cosmetic compositions according to the invention are cosmetically acceptable, i.e.
they comprise a dye support that generally contains water or a mixture of water and of one or
more organic solvents or a mixture of organic solvents.
The term "organic solvent" means an organic substance that is capable of dissolving or
dispersing in another substance without chemically modifying it.
Organic solvents:
Examples of organic solvents that may be mentioned include C C lower alcohols,
such as ethanol and isopropanol; polyols and polyol ethers such as 2-butoxyethanol,
propylene glycol, propylene glycol monomethyl ether, diethylene glycol monoethyl ether and
monomethyl ether, hexylene glycol, and also aromatic alcohols, for instance benzyl alcohol
or phenoxyethanol.
The organic solvents are present in proportions preferably of between 1% and 40% by
weight approximately and even more preferentially between 5% and 30% by weight
approximately relative to the total weight of the dye composition.
Adjuvants:
The composition(s) of the dyeing process in accordance with the invention may also
contain various adjuvants conventionally used in hair dye compositions, such as anionic,
cationic, nonionic, amphoteric or zwitterionic surfactants or mixtures thereof, anionic,
cationic, nonionic, amphoteric or zwitterionic polymers or mixtures thereof, mineral or organic
thickeners, and in particular anionic, cationic, nonionic and amphoteric polymeric associative
thickeners, antioxidants, penetrants, sequestrants, fragrances, buffers, dispersants,
conditioning agents, for instance volatile or non-volatile, modified or unmodified silicones,
film-forming agents, ceramides, preserving agents and opacifiers.
The said adjuvants are preferably chosen from surfactants such as anionic or nonionic
surfactants or mixtures thereof and mineral or organic thickeners.
The above adjuvants are generally present in an amount for each of them of between
0.01% and 40% by weight relative to the weight of the composition, and preferably between
0.1% and 20% by weight relative to the weight of the composition.
Needless to say, a person skilled in the art will take care to select this or these
additional compound(s) such that the advantageous properties intrinsically associated with
the composition(s) that are useful in the reshaping process in accordance with the invention
are not, or are not substantially, adversely affected by the envisioned addition(s).
Additional dyes:
The process using ingredients i) to iv) as defined previously or the cosmetic
composition according to the invention comprising ingredients i) to iv) as defined previously
may also use or comprise one or more additional direct dyes. These direct dyes are chosen,
for example, from those conventionally used in direct dyeing, and among which mention may
be made of any commonly used aromatic and/or non-aromatic dye such as neutral, acidic or
cationic nitrobenzene direct dyes, neutral, acidic or cationic azo direct dyes, natural direct
dyes other than ortho-diphenols, neutral, acidic or cationic quinone and in particular
anthraquinone direct dyes, azine, triarylmethane, indoamine, methine, styryl, porphyrin,
metalloporphyrin, phthalocyanin, cyanin and methine direct dyes, and fluorescent dyes. All
these additional dyes are other than the ortho-diphenol derivatives according to the
invention.
Among the natural direct dyes, mention may be made of lawsone, juglone, indigo,
isatin, curcumin, spinulosin, apigenidin and orceins. Extracts or decoctions containing these
natural dyes and in particular henna-based poultices or extracts, may also be used.
The additional direct dye(s) used in the composition(s) preferably represent from
0.001% to 10% by weight approximately relative to the total weight of the composition(s)
containing them, and even more preferentially from 0.05% to 5% by weight approximately.
The compositions of the process using ingredients i) to iv) as defined previously or the
cosmetic composition according to the invention comprising ingredients i) to iv) as defined
previously may also use or comprise one or more oxidation bases and/or one or more
couplers conventionally used for the dyeing of keratin fibres.
Among the oxidation bases, mention may be made of para-phenylenediamines,
bis(phenyl)alkylenediamines, para-aminophenols, bis-para-aminophenols, orthoaminophenols
and heterocyclic bases, and the addition salts thereof.
Among these couplers, mention may be made especially of meta-phenylenediamines,
meta-aminophenols, meta-diphenols, naphthalene-based couplers and heterocyclic couplers,
and the addition salts thereof.
The oxidation base(s) present in the composition(s) are each generally present in an
amount of between 0.001% and 10% by weight relative to the total weight of the
corresponding compositions.
When the oxidation bases, especially aromatic amines such as paraphenylenediamines
and/or para-aminophenols, are present in the composition of the
invention or used in the process of the invention, they are present in amounts such that the
ratio between the amount of resorcinol derivatives of formula (I) as defined previously/the
amount of oxidation base is at least greater than 5 ; preferentially greater than 10 and more
preferentially greater than 20.
According to one preferred mode of the invention, the dyeing process and the
composition according to the invention do not comprise para-phenylenediamines and/or
para-aminophenols.
The cosmetic composition(s) of the invention may be in various galenical forms, such
as a powder, a lotion, a mousse, a cream or a gel, or in any other form that is suitable for
dyeing keratin fibres. They may also be conditioned in a pump-action bottle without a
propellant or under pressure in an aerosol can in the presence of a propellant and form a
mousse.
pH of the composition(s)
The pH of the composition(s) containing iv) the basifying agent(s) is greater than 7 ,
preferably between 8 and 12 and particularly between 8 and 10.
If the composition(s) do not contain any basifying agent, the pH of the composition(s)
containing the oxidizing agent, such as hydrogen peroxide or the system for generating
hydrogen peroxide, is preferably less than 7 and more particularly between 1 and 5 .
Preferably, the composition(s) containing the resorcinol derivative(s) of formula (I) as
defined previously and not containing any basifying agent have a pH of less than 7 and
preferably between 3 and 6.5.
According to one particular mode of the invention, the compositions containing the
sulfate salt(s), containing or not containing a basifying agent, have a pH of greater than 7
and preferably between 8 and 12.
The pH of these compositions may be adjusted to the desired value by means of
acidifying or basifying agents usually used in the dyeing of keratin fibres as defined in "iv
basifying agent ' previously, or alternatively using standard buffer systems.
Among the acidifying agents for the compositions, mention may be made more
particularly of those chosen from a salt derived from i) hydrochloric acid HCI, ii) hydrobromic
acid HBr, iii) sulfuric acid H2S0 4, iv) alkylsulfonic acids: Alk-S(0) 2OH such as
methanesulfonic acid and ethanesulfonic acid; v) arylsulfonic acids: Ar-S(0) 2OH such as
benzenesulfonic acid and toluenesulfonic acid; vi) citric acid; vii) succinic acid; viii) tartaric
acid; ix) lactic acid; x) alkoxysulfinic acids: Alk-0-S(0)OH such as methoxysulfinic acid and
ethoxysulfinic acid; xi) aryloxysulfinic acids such as tolueneoxysulfinic acid and
phenoxysulfinic acid; xii) phosphoric acid H3P0 ; xiii) acetic acid CH3COOH; xiv) triflic acid
CF3SO3H; and xv) tetrafluoroboric acid HBF .
Dyeing process in one or more steps
According to one particular embodiment of the invention, the dyeing process is
performed, in one or more steps, by applying to keratin fibres one or more cosmetic
compositions containing, taken together or separately in said composition(s), the following
ingredients:
i) at least one resorcinol derivative of formula (I), as defined previously;
ii) at least one sulfate salt;
iii) at least one oxidizing agent, preferably a chemical oxidizing agent; and
iv) at least one basifying agent;
it being understood that:
the pH of the composition comprising ingredient(s) iv) is basic, i.e. greater than 7 ;
preferentially between 7.5 and 12; and
- when the compound(s) of formula (I) represent resorcinol, i.e. R , R2, R3 and R4
represent a hydrogen atom, then the process does not use paraphenylenediamine;
and
at least one of the said compositions is aqueous.
The leave-on time between the steps of applying the compositions comprising
ingredients i), ii), iii) and/or iv) is set at between 3 and 120 minutes, preferentially between
10 and 60 minutes and more particularly between 15 and 45 minutes.
The keratin fibres may or may not be moistened beforehand.
More particularly, in the process of the invention, the chemical oxidizing agent(s) such
as hydrogen peroxide iii) are:
- either in a mixture with ingredients i), ii) and iv);
- or applied separately after application of a cosmetic composition comprising ingredients i),
ii) and iv); or alternatively
- applied together with ingredient ii) after application of a cosmetic composition comprising
ingredients i) and iv).
One particular embodiment of the invention concerns processes for dyeing in one or
two steps.
According to one particular mode of the invention, the process for dyeing keratin fibres
is performed in a single step by applying to the keratin fibres the cosmetic composition
according to the invention, which is preferentially aqueous, comprising:
i) at least one resorcinol derivative of formula (I), as defined previously;
ii) at least one sulfate salt as defined previously;
iii) at least one oxidizing agent, preferably a chemical oxidizing agent as defined
previously; and
iv) at least one basifying agent;
it being understood that:
the pH of the composition is basic, i.e. greater than 7 ; preferentially between 7.5
and 12; and
when the compound(s) of formula (I) represent resorcinol, i.e. R , R2, R3 and R4
represent a hydrogen atom, then the composition does not contain paraphenylenediamine.
The leave-on time after application is generally set at between 5 minutes and 24 hours,
particularly between 10 and 120 minutes and more particularly between 15 and 60 minutes,
especially between 15 and 45 minutes.
According to another particular embodiment of the invention, the process for dyeing
keratin fibres is performed in two steps.
In a first variant, the two-step process comprises in the first step the application to the
said keratin fibres of a cosmetic composition comprising ingredients i), ii) and iv) as defined
previously, and then, in a second step, a cosmetic composition comprising ingredient iii) at
least one chemical oxidizing agent as defined previously is applied to said fibres, it being
understood that at least one of the two cosmetic compositions is aqueous.
In a second variant of the process for dyeing keratin fibres in two steps, the first step
consists in applying to the said fibres a composition comprising ingredients i) and iv) as
defined previously, and then, in a second step, a second cosmetic composition comprising
ingredients ii) and iii) as defined previously is applied to the said fibres, it being understood
that preferably at least one of the two compositions is aqueous.
One advantageous aspect concerns the dyeing process as described previously
preceded by one or more mordanting steps by first treating the keratin fibres with at least one
mordant as defined previously (see "v) optionally one or more mordants"). The mordant(s)
are especially in a cosmetic composition and are applied at least 5 minutes before
performing the dyeing process comprising ingredients i) to iv) as defined previously. In
particular, the mordant used is iron sulfate.
Another advantageous aspect concerns the dyeing process as described previously
followed by post-treatment steps such as shampooing using a standard shampoo, rinsing, for
example with water, and/or drying the keratin fibres by heat treatment as defined below.
Preferentially, the dyeing process according to the invention is performed in one step
by applying to the keratin fibres the composition according to the invention comprising
ingredients i) to iv) as defined previously, followed by post-treatment steps of rinsing, for
example with water, of shampooing with a standard shampoo and/or of drying the keratin
fibres.
Irrespective of the application method, the application temperature is generally between
room temperature (15 to 25°C) and 150°C, particularly between 15 and 85°C and
preferentially between 20 and 60°C. Thus, after application of the composition according to
the invention, the head of hair may advantageously be subjected to a heat treatment by
heating to a temperature of between 30 and 60°C. In practice, this operation may be
performed using a styling hood, a hairdryer, an infrared ray dispenser or other standard
heating appliances.
It is possible to use, both as heating means and as hair straightening means, a heating
iron at a temperature of between 60 and 220°C and preferably between 120 and 200°C.
One particular mode of the invention concerns a dyeing process that is performed at
room temperature (25°C).
In all the particular modes and variants of the processes described previously, the
compositions mentioned are ready-to-use compositions that may result from the
extemporaneous mixing of two or more compositions and especially of compositions present
in dyeing kits.
Dyeing device or "kit":
Another subject of the invention is a multi-compartment dyeing device or "kit".
Advantageously, this kit comprises from 2 to 5 compartments containing from 2 to 5
compositions among which are distributed the following ingredients: i) at least one resorcinol
derivative of formula (I) as defined previously, ii) at least one sulfate salt as defined
previously, iii) at least one chemical oxidizing agent such as hydrogen peroxide, and iv) at
least one basifying agent as defined previously.
According to a first variant, the kit comprises five compartments, the first four
compartments comprising, respectively, the powdered ingredients i), ii), iii) and iv) as
defined previously and the fifth compartment containing an aqueous composition such as
water. In this case, the compound(s) iii) are hydrogen peroxide precursors.
Alternatively, the kit comprises four compartments, the first three compartments
comprising, respectively, the powdered ingredients i), ii) and iv) as defined previously and
the fourth compartment containing an aqueous composition such as water.
Another variant concerns a four-compartment kit, at least one of which compartments
contains an aqueous composition, and comprising ingredients i) to iv) as defined previously.
Another preferred embodiment concerns a device comprising three compartments:
(a) a first compartment contains a composition containing:
i) at least one resorcinol derivative of formula (I), as defined previously; and
(b) a second compartment contains a composition containing:
ii) at least one sulfate salt as defined previously;
iii) at least one chemical oxidizing agent such as hydrogen peroxide;
(c) a third compartment containing iv) at least one basifying agent as defined previously.
In this other embodiment, at least one of the three compositions is preferably aqueous
and the resorcinol derivative(s) of formula (I) may be in powder form.
It is also possible to have a three-compartment kit, the first a) containing a composition
comprising i) at least one resorcinol derivative of formula (I) and ii) at least one sulfate salt
as defined previously, the second b) containing a composition comprising iii) at least one
chemical oxidizing agent such as hydrogen peroxide, and the third c) containing a
composition comprising iv) at least one basifying agent as defined previously.
In this other kit, at least one of the compositions is preferably aqueous. This
composition preferably contains hydrogen peroxide.
According to one particular mode of the invention, the kit comprises two compartments:
a first compartment comprising a composition containing i) at least one resorcinol derivative
of formula (I) as defined previously, ii) at least one sulfate salt as defined previously, iii) at
least one chemical oxidizing agent such as hydrogen peroxide, and a second compartment
containing iv) at least one basifying agent as defined previously.
Among the two-compartment kits, it is also possible to have kits that contain, in a first
compartment, a composition comprising compounds i), ii) and iv) as defined previously and,
in a second compartment, a composition comprising compound iii) at least one chemical
oxidizing agent such as hydrogen peroxide as defined previously.
According to one variant, the device according to the invention also comprises an
additional composition (c) comprising one or more treating agents.
The compositions of the device according to the invention are conditioned in separate
compartments, optionally accompanied by suitable application means, which may be
identical or different, such as fine brushes, coarse brushes or sponges.
The device mentioned above may also be equipped with a means for dispensing the
desired mixture on the hair, such as the devices described in patent FR 2 586 913.
EXAMPLES OF DYEING
Example 1:
The following four compositions were prepared:
10 g of each composition (A) to (D) obtained is applied to locks of 0.5 g of grey hair
containing 90% white hairs. After a leave-on time of 60 minutes at 45°C, the locks are rinsed,
washed with a standard shampoo and then dried.
Dyeing results:
After treatment with the compositions of the invention, the locks are dyed strongly and
chromatically, in the absence of para-phenylenediamines. The colorations are very wash-fast
and light-fast.
Compositions Colours after treatment on a natural lock containing 90%
white hairs
(A) Dark green
(B) Dark blue-green
(C) Dark Bordeaux-red
(D) Dark beige
According to the same protocol and by applying compositions identical to (A) to (D) but not
containing sulfate, the locks were very sparingly dyed (very light blond colour).
CLAIMS
1. Process for dyeing keratin fibres, comprising the application to the keratin
fibres of:
i) at least one resorcinol derivative of formula (I), and also organic or mineral acid or
base salts thereof, and solvates thereof such as hydrates:
(I)
in which formula (I) R and R4, which may be identical or different, represent a
hydrogen or halogen atom, or a group chosen from:
■ optionally substituted (Ci-Cio)alkyl;
(d-Cio)alkoxy;
■ carboxyl -C(0)-OH or carboxylate -C(0)-0 , M+; with M+ representing a
cationic counterion such as an alkali metal or alkaline-earth metal, or an
ammonium;
■ ester -C(0)-0-R 5 or -0-C(0)-R 5, with R5 representing a group (C Cio)alkyl,
particularly -C(0)-0-R 5;
■ amido -C(0)-NR 6R7 or -NR 6-C(0)-R 7 with R6 and R7, which may be identical
or different, representing a hydrogen atom or a group (C Cio)alkyl, particularly
-C(0)-NH 2;
■ (CrCio)alkylcarbonyl;
■ hydroxyl; and
■ amino -NR 8R9, with R8 and R9, which may be identical or different, representing
a hydrogen atom or a group (C Cio)alkyl, particularly -NH 2;
ii) at least one alkali metal, alkaline-earth metal or ammonium, (di)(C
C6)alkylammonium or tri(CrC 6)alkylammonium sulfate;
iii) at least one oxidizing agent; and
iv) at least one basifying agent;
it being understood that:
- ingredients i) to iv) may be applied to the fibres either together or separately;
- the pH of the composition comprising ingredient(s) iv) is basic, i.e. greater than 7 ;
preferentially between 7.5 and 12; and
- the process does not use para-phenylenediamines or para-aminophenols.
2. Dyeing process according to the preceding claim, in which the resorcinol
derivative(s) of formula (I) are such that R represents:
■ a hydrogen atom;
■ a halogen atom, preferentially a chlorine atom;
■ a linear or branched (C C )alkyl group;
■ a hydroxyl group;
■ a (Ci-C )alkylcarbonyl group, preferentially methylcarbonyl;
■ a carboxyl or carboxylate group as defined previously;
■ an amido radical such as -C(0)-NH 2; or
■ an amino radical such as NH2.
3. Dyeing process according to the preceding claim, in which the resorcinol
derivative(s) of formula (I) are such that R represents:
■ a hydrogen atom; or
■ a linear or branched (C C )alkyl group.
4. Dyeing process according to any one of the preceding claims, in which the
resorcinol derivative(s) of formula (I) are such that R represents:
■ a hydrogen atom;
■ - a (Ci-C )alkyl group optionally substituted with a hydroxyl group;
■ a carboxyl group;
■ a (Ci-C )alkylcarbonyl group, preferentially methylcarbonyl;
■ a hydroxyl group;
■ an amido group such as -C(0)-NH 2;
■ an amino group such as NH2; or
■ a (Ci-C )alkoxy group, preferentially a methoxy radical;
5. Dyeing process according to the preceding claim, in which the resorcinol
derivative(s) of formula (I) are such that R represents:
■ a hydrogen atom;
■ a linear or branched (C C )alkyl group;
■ a hydroxyl group; or
■ a (Ci-C )alkoxy group, preferentially a methoxy radical.
6. Dyeing process according to any one of the preceding claims, in which the
resorcinol derivative(s) of formula (I) are such that R2 or R4 represents:
■ a hydrogen atom;
■ a halogen atom, preferentially a chlorine atom;
■ a linear or branched (CrC 8)alkyl and preferentially (C C )alkyl group;
■ a (Ci-C )alkoxy group, preferentially a methoxy radical.
■ a carboxyl group;
■ an alkyl carboxylate group such as -C(0)-0-R 5 with R5 representing a (C C )alkyl
group;
■ a (Ci-C )alkylcarbonyl group, preferentially methylcarbonyl;
» a hydroxyl group; or
■ an amino group such as -NH2.
7. Dyeing process according to the preceding claim, in which the resorcinol
derivative(s) of formula (I) are such that:
R2 represents:
■ a hydrogen atom;
■ a halogen, preferentially a chlorine atom;
■ a linear or branched (C C )alkyl group;
■ a (Ci-C )alkoxy group;
■ a carboxyl group; or
■ a hydroxyl group;
and
R4 represents a hydrogen atom.
8. Dyeing process according to any one of the preceding claims, in which the
nol derivative(s) of formula (I) are chosen from the following compounds:
5-Methylbenzene-1 ,3-diol
4-Methylbenzene-1 ,3-diol
5-Methoxybenzene-1 ,3-diol
4-Methoxybenzene-1 ,3-diol
Benzene-1,2,4-triol
Benzene-1,3,5-triol
4-Butylbenzene-1 ,3-diol
4-Hexylbenzene-1 ,3-diol
2,4-Dihydroxybenzoic acid methyl ester
2,4-Dimethylbenzene-1 ,3-diol
2-Chlorobenzene-1 ,3-diol
Benzene-1,2,3-triol

and/or organic or mineral base salts thereof and/or solvates thereof.
9. Dyeing process according to any one of the preceding claims, in which ii)
the sulfate salt(s) are chosen from the sulfates of formula M2S0 3 or M'S0 3 or hydrogen
sulfate of formula MHS0 3 with M representing an alkali metal such as Na, K or (di)(C
C6)(alkyl)ammonium or tri(Ci-C 6)alkylammonium such as NH4
+ and M' representing an
alkaline-earth metal.
10. Dyeing process according to any one of the preceding claims, in which ii)
the sulfate salt(s) are chosen from:
a) potassium disulfate [16731-55-8]: K2S20 5;
b) sodium disulfate [7681-57-4]: Na2S20 5;
c) ammonium sulfate [10196-04-0]: (NH4)2S0 3;
d) sodium sulfate [7757-83-7]: Na2S0 3; and
e) sodium hydrogen sulfate [7631-90-5]: NaHS0 3.
11. Dyeing process according to the preceding claim, in which the chemical
oxidizing agent(s) are chosen from:
a) ozone;
b) alkali metal or quaternary ammonium persalts such as perborates, persulfates,
percarbonates or peroxodiphosphates or Oxone®;
c) C - 6 aliphatic and C C2o aromatic organic peracids and percarboxylate forms
thereof, such as performic acid, peracetic acid, perbenzoic acid derivatives,
trifluoroacetic acid, peroxyphthalic acid, peroxymaleic acid and peroxypropionic
acid;
d) organic peroxides such as dioxirane, C C6 alkyl peroxides, benzoyl peroxide,
peroxo(CrC 6)alkyl carboxylates, bis(tri)(CrC 6)alkylsilyl peroxides such as
bis(trimethylsilyl) peroxide, C C6 alkyl peroxydicarbonates, and sodium
nonanoyloxybenzene sulfonate;
e) oxidizing anions such as nitrites, nitrates, hypochlorites, hypobromites, hypoiodites,
chlorites, bromites, iodites, chlorates, bromates, iodates and periodates;
f) stable radicals N-oxy (NO); 2,2,6,6-tetra(Ci-C 6)alkylmorpholino-oxy, Fremy
nitrosodisulfonate salts, morpholine N-oxide;
g) multivalent iodine derivatives, such as iodotriacetate, iodosobenzene,
iodobenzenetriacetate, iodoperbenzoic acid derivatives, periodinanes, alkyls
and benzoylhypoiodites.
h) the following organic compounds: N-halosuccinimides, trichloroisocyanuric acid, Nhydroxyphthalimide
and alkyl nitrites
the optional supports for these oxidizing agents a) to h) may be chosen from silica,
alumina, charcoal and charged or neutral polymers;
i) hydrogen peroxide or system(s) that generate hydrogen peroxide; preferentially
hydrogen peroxide.
12. Dyeing process according to any one of the preceding claims, in which the
basifying agent(s) iv) are chosen from a) (bi)carbonates, b) aqueous ammonia, c)
alkanolamines, d) oxyethylenated and/or oxypropylenated ethylenediamines, e) mineral
or organic hydroxides, f) alkali metal silicates such as sodium metasilicate, g) basic
amino acids, and h) the compounds of formula (II) below:
a \ b
in which formula (II) W is a divalent group (C Cio)alkylene optionally interrupted with at
least one heteroatom such as O, S or NRe, and/or the said alkylene group is optionally
substituted with at least one hydroxyl group or a radical (C C )alkyl; Ra, Rb, Rc, Rd and
Re, which may be identical or different, represent a hydrogen atom, (C C )alkyl or C C
hydroxyalkyl.
13. Dyeing process according to any one of the preceding claims, which is
performed in a single step by applying to keratin fibres a cosmetic composition, which is
preferentially aqueous, comprising:
i) at least one resorcinol derivative of formula (I), as defined in any one of Claims 1 to 8 .
ii) at least one alkali metal, alkaline-earth metal or ammonium, (di)(C
C6)alkylammonium or tri(CrC 6)alkylammonium sulfate as defined in any one of
Claims 1, 9 and 10;
iii) at least one chemical oxidizing agent as defined in Claim 1 or ; and
iv) at least one basifying agent as defined in Claim 1 or 12;
it being understood that:
- the pH of the composition is basic, i.e. greater than 7 ; preferentially between 7.5
and 12; and
the composition does not contain any para-phenylenediamines or paraaminophenols.
14. Cosmetic composition, which is preferentially aqueous, comprising:
i) at least one resorcinol derivative of formula (I), as defined in any one of Claims 1 to 8 ;
ii) at least one alkali metal, alkaline-earth metal or ammonium, (di)(C
C6)alkylammonium or tri(CrC 6)alkylammonium sulfate as defined in any one of
Claims 1, 9 and 10;
iii) at least one chemical oxidizing agent as defined in Claim 1 or 11; and
iv) at least one basifying agent as defined in Claim 1 or 12;
it being understood that:
the pH of the composition is basic, i.e. greater than 7 ; preferentially between 7.5
and 12; and
the composition does not contain any para-phenylenediamines or paraaminophenols.
15. Multi-compartment device comprising from 2 to 5 compartments containing
from 2 to 5 , in which are distributed ingredients i), ii), iii) and iv) as defined in any one of
Claims 1 to 13, the said compositions being aqueous or pulverulent, with at least one of
these compositions being aqueous.