FIELD OF THE INVENTION
The present invention relates to a composition for simultaneous bleaching and dyeing of
keratin fibers, comprising one or more particular heterocyclic salts, and also to a process
for simultaneous bleaching and dyeing of keratin fibers using this composition.
BACKGROUND OF THE INVENTION
When a person wishes to radically change hair color, in particular when he or she wishes
to obtain a lighter color than his or her original color, it is often necessary to carry out
bleaching and then dyeing of the hair. There are several methods for doing this.
The first method consists in using lightening products based on aqueous ammonia and
15 on hydrogen peroxide. These products may optionally contain dyes, thereby making it
possible to simultaneously lighten and dye the hair. However, the lightening performance
results of these products remain limited, more particularly for applications to natural
and/or dyed dark-colored hair.
The second method consists in applying to the hair lightening compositions based on
20 peroxygenated salts, such as persulfates, and on alkaline agents, to which hydrogen
peroxide has been added at the time of use, in order to obtain greater lightening. These
compositions may comprise direct dyes in order to simultaneously dye and bleach the
hair. However, the range of direct dyes that can be used in these compositions remains
restricted since only stable direct dyes can be used in such conditions in order to obtain
25 good color build-up and intense and chromatic colors. In order to attempt to remedy this
stability problem, it has been envisioned to perform the process in two steps: a first step
during which the hair is bleached using the lightening composition, and then a second
step during which the hair is dyed using a composition comprising direct dyes. However,
a two-step process is not satisfactory since, in addition to creating numerous
30 manipulations, it has the drawback of being relatively long.
There is therefore a real need to develop a composition for bleaching and dyeing keratin
fibers, comprising direct dyes, the composition having both good lightening properties
and good dyeing properties, particularly when it is applied to dark-colored hair, and
making it possible in particular to obtain good color build-up and also intense and
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chromatic colors. Furthermore, such a composition may comprise a wide range of direct
dyes making it possible to obtain the shade sought by the user. Finally, such a
composition may be used in a single-step process for simultaneous bleaching and dyeing
of keratin fibers.
5 The applicant has discovered, surprisingly, that all of these objectives can be achieved
by the composition according to the present invention.
SUMMARY OF THE INVENTION
According to a first aspect, a subject of the present invention is a composition comprising:
10 a) one or more chemical oxidizing agents chosen from hydrogen peroxide, hydrogen
peroxide-generating agents other than peroxygenated salts, and mixtures thereof;
b) one or more direct dyes;
c) one or more heterocyclic salts of formula (A):
15 wherein:
• Het represents a cationic, aromatic, unsaturated heterocyclic group comprising:
-from 5 to 10 ring members, preferably 5 or 6 ring members; and
- in addition to the ammonium bearing R1, one or two atoms chosen from nitrogen or
oxygen atoms, preferably a nitrogen atom;
20 said heterocyclic group being optionally substituted with one or more R' 1 or R2 groups;
• R1 and R' 1, which may be identical or different, represent a linear or branched, saturated
or unsaturated C1-C12 hydrocarbon-based group optionally substituted notably with one
or more groups chosen from hydroxyl, amino, (C1-C5)dialkylamino, (C1-C5)alkylamino,
carboxyl, carboxylate, carbamide, (C1-C4)alkoxy, -S03H, sulfonate and phenyl;
25 • R2 represents a hydroxyl radical, an amino radical, a linear or branched, saturated or
unsaturated C1-C12 hydrocarbon-based group optionally substituted notably with one or
more groups chosen from hydroxyl, amino, (C1-C5)dialkylamino, (C1-C5)alkylamino,
carboxyl, carboxylate, carbamide, (C1-C4)alkoxy, -S03H, sulfonate and phenyl; and
• y- represents an anionic counterion;
30 it being understood that:
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- when one of the hydrocarbon-based groups of R1, R' 1 or R2 is substituted with a
carboxylate or sulfonate group, then y- is absent to ensure the electrical neutrality of the
salt of formula (A).
5 According to a second aspect, a subject of the present invention is a process for
simultaneous bleaching and dyeing of keratin fibers, comprising the application to the
keratin fibers of a composition as defined previously.
According to a third aspect, a subject of the present invention is a multi-compartment
10 device or kit comprising:
• a first compartment containing a composition comprising a) one or more chemical
oxidizing agents chosen from hydrogen peroxide, hydrogen peroxide-generating agents
other than peroxygenated salts, and mixtures thereof; and
·a second compartment containing a composition comprising:
15 b) one or more direct dyes; and
c) one or more salts of formula (A) as defined previously;
or
• a first compartment containing a composition comprising a) one or more chemical
oxidizing agents chosen from hydrogen peroxide, hydrogen peroxide-generating agents
20 other than peroxygenated salts, and mixtures thereof; and
25
·a second compartment containing a composition comprising b) one or more direct dyes;
and
• a third compartment containing a composition comprising c) one or more salts of
formula (A) as defined previously.
DETAILED DESCRIPTION OF THE INVENTION
For the purposes of the present invention, and unless otherwise indicated:
• the term "keratin fibers" is intended to mean fibers of human or animal origin such as
the hair, bodily hair, the eyelashes, the eyebrows, wool, angora, cashmere or fur.
30 According to the present invention, the keratin fibers are preferably human keratin
fibers, more preferentially the hair.
• the term "direct dyes" is intended to mean natural and/or synthetic dyes, including in
the form of an extract or extracts, other than oxidation dyes. These are dyes that will
spread superficially on the fiber. They may be ionic or nonionic, i.e. anionic, cationic,
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neutral or non ionic. Direct dyes may be of the same types of ionicity or else as
mixtures.
• the direct dyes contain one or more chromophores, and these dyes are capable of
absorbing light at a wavelength Aabs ranging from 400 nm to 700 nm;
5 ·the fluorescent direct dyes are dyes containing at least one fluorescent chromophore,
and these dyes are capable of absorbing in the visible range at a wavelength Aabs
ranging from 400 nm to 800 nm and of re-emitting in the visible range at a wavelength
Aem longer than that absorbed ranging from 400 nm to 800 nm. The difference between
the absorption and emission wavelengths, also known as the Stoke's shift, is from 1 nm
10 to 100 nm. Preferably, the fluorescent direct dyes are dyes that are capable of
absorbing at a wavelength Aabs ranging from 420 nm to 550 nm and of re-emitting in the
visible range at a wavelength Aem ranging from 470 nm to 600 nm;
• the term "chemical oxidizing agent" is intended to mean an oxidizing agent other than
atmospheric oxygen.
15 • the term "alkyl group" is intended to mean a linear or branched, saturated hydrocarbonbased
radical.
• the term "(Cx-Cy)alkyl group" is intended to mean an alkyl group comprising from x to
y carbon atoms.
• the term "hydroxy(Cx-Cy)alkyl group" is intended to mean a (Cx-Cy)alkyl group, at least
20 one of the hydrogen atoms of which is replaced with a hydroxyl (-OH) group.
• the term "(hydroxy)(Cx-Cy)alkyl group" is intended to mean a hydroxy(Cx-Cy)alkyl group
or a (Cx-Cy)alkyl group.
• the term "alkoxy group" is intended to mean an alkyl group bonded to an oxygen atom.
• the term "(Cx-Cy)alkoxy group" is intended to mean an alkoxy group comprising from x
25 to y carbon atoms.
• the term "hydroxy(Cx-Cy)alkoxy group" is intended to mean a (Cx-Cy)alkoxy group, at
least one of the hydrogen atoms of which is replaced with a hydroxyl (-OH) group.
• the expression "optionally substituted" applied to an alkyl or alkoxy group implies that
the alkyl or alkoxy group may be substituted with one or more groups chosen from: i)
30 hydroxyl, ii) (C1-C4)alkoxy, iii) acylamino, iv) amino optionally substituted with one or two
identical or different (hydroxy)(C1-C4)alkyl groups, said alkyl groups possibly forming,
with the nitrogen atom that bears them, a heterocycle comprising from 5 to 7 ring
members, said heterocycle optionally comprising another nitrogen or non-nitrogen
heteroatom; v) a quaternary ammonium group -WR'R"R"', M- for which R', R" and R"',
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which may be identical or different, represent a hydrogen atom, or a (C1-C4)alkyl group,
or else R', R", R"' form, with W, a heteroaryl such as imidazolium optionally substituted
with a (C1-C4)alkyl group, and M- represents an anion, or a mixture of anions, intended
to ensure electrical neutrality.
5 • the term "alkylene group" is intended to mean a linear or branched C1-C10, particularly
C1-C6, more particularly C1-C2, acyclic hydrocarbon-based divalent chain, optionally
substituted with one or more groups, which may be identical or different, chosen from i)
hydroxyl, ii) (C1-C2)alkoxyl, iii) (poly)hydroxy(C2-C4)alkoxy(di)(C1-C2)(alkyl)amino, iv)
(poly)hydroxy(di)(C1-C2)(alkyl)amino, v) Ra-za-C(Zb)_zc-, vi) Ra'-C(Zb)_za_ and vii) Ra-za_
10 S(O)t-zc_ with za, zb, which may be identical or different, representing an oxygen or sulfur
atom, or a group NRa', zc representing a bond, an oxygen or sulfur atom, or a group NRa;
Ra representing an alkali metal, a hydrogen atom or an alkyl group, or else is absent if
another part of the molecule is cationic, and Ra' representing a hydrogen atom or an alkyl
group and tis equal to 1 or 2; preferably the "alkylene group" represents a -(CH2)p- group
15 with p being an integer between 1 and 6, preferably between 1 and 4.
• the term "(hetero)aryl group" is intended to mean an aryl group or a heteroaryl group.
• the term "aryl group" is intended to mean a monocyclic or fused or non-fused polycyclic
carbon-based group, comprising from 6 to 22 carbon atoms, at least one ring of which is
aromatic; preferentially, the aryl group is a phenyl, biphenyl, naphthyl, indenyl,
20 anthracenyl or tetrahydronaphthyl.
• the term "heteroaryl group" is intended to mean an optionally cationic, 5- to 22-
membered monocyclic or fused or non-fused polycyclic group, comprising from 1 to 6
heteroatoms chosen from nitrogen, oxygen, sulfur and selenium atoms, and at least one
ring of which is aromatic; preferentially, a heteroaryl group is chosen from acridinyl,
25 benzimidazolyl, benzobistriazolyl, benzopyrazolyl, benzopyridazinyl, benzoquinolyl,
benzothiazolyl, benzotriazolyl, benzoxazolyl, pyridyl, tetrazolyl, dihydrothiazolyl,
imidazopyridyl, imidazolyl, indolyl, isoquinolyl, naphthoimidazolyl, naphthooxazolyl,
naphthopyrazolyl, oxadiazolyl, oxazolyl, oxazolopyridyl, phenazinyl, phenoxazolyl,
pyrazinyl, pyrazolyl, pyrilyl, pyrazoyltriazyl, pyridyl, pyridinoimidazolyl, pyrrolyl, quinolyl,
30 tetrazolyl, thiadiazolyl, thiazolyl, thiazolopyridyl, thiazoylimidazolyl, thiopyrylyl, triazolyl,
xanthylyl and its ammonium salt.
• a (hetero)aryl group or the aryl or heteroaryl part of a group may optionally be
substituted with at least one group borne by a carbon atom, chosen from:
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- a (C1-C10)alkyl, preferably (C1-C4)alkyl, group, optionally substituted with at least one
group chosen from: hydroxyl, (C1-C2)alkoxy, hydroxy(C2-C4)alkoxy, acylamino, amino
optionally substituted with one or two (C1-C4)alkyl groups, which may be identical or
different, optionally bearing at least one hydroxyl group, or the two (C1-C4)alkyl groups
5 possibly forming, with the nitrogen atom to which they are attached, a 5- to ?-membered,
preferably 5- or 6-membered, heterocycle, said heterocycle being saturated or
unsaturated and optionally substituted and optionally comprising another nitrogen or
non-nitrogen heteroatom;
- a halogen atom;
10 - a hydroxyl group;
- a (C1-C2)alkoxy group;
- a (hydroxy)(C2-C4)alkoxy group;
- an amino group;
- a 5- or 6-membered heterocycloalkyl group;
15 - an optionally cationic 5- or 6-membered heteroaryl group, preferentially imidazolium,
and optionally substituted with a (C1-C4)alkyl group, preferentially methyl;
- an amino group substituted with one or two identical or different (C1-C5)alkyl groups,
optionally bearing at least:
i) a hydroxyl group;
20 ii) an amino group optionally substituted with one or two optionally substituted (C1-
C3)alkyl groups, said alkyl groups possibly forming, with the nitrogen atom to which they
are attached, a saturated or unsaturated, optionally substituted 5- to ?-membered
heterocycle, optionally comprising at least one other nitrogen or non-nitrogen
heteroatom;
25 iii) a quaternary ammonium group -WR'R"R"', M- for which R', R" and R"', which may
be identical or different, represent a hydrogen atom or a (C1-C4)alkyl group; and Mrepresents
an anionic counterion;
iv) an optionally cationic 5- or 6-membered heteroaryl group, preferentially imidazolium,
and optionally substituted with a (C1-C4)alkyl group, preferentially methyl;
30 v) an acylamino (-N(R)-C(O)-R') group wherein R represents a hydrogen atom or a
(hydroxy)(C1-C4)alkyl group and R' represents a (C1-C2)alkyl group;
- an acylamino (-N(R)-C(O)-R') group wherein R represents a hydrogen atom or a
(hydroxy)(C1-C4)alkyl group and R' represents a (C1-C2)alkyl group;

CLAIMS
1. A composition comprising:
a) one or more chemical oxidizing agents chosen from hydrogen peroxide, hydrogen
peroxide-generating agents other than peroxygenated salts, and mixtures thereof;
5 b) one or more direct dyes;
c) one or more heterocyclic salts of formula (A):
wherein:
• Het represents a cationic, aromatic, unsaturated heterocyclic group comprising:
10 -from 5 to 10 ring members, preferably 5 or 6 ring members; and
- in addition to the ammonium bearing R1, one or two atoms chosen from nitrogen or
oxygen atoms, preferably a nitrogen atom;
said heterocyclic group being optionally substituted with one or more R' 1 or R2 groups;
• R1 and R' 1, which may be identical or different, represent a linear or branched, saturated
15 or unsaturated C1-C12 hydrocarbon-based group optionally substituted notably with one
or more groups chosen from hydroxyl, amino, (C1-C5)dialkylamino, (C1-C5)alkylamino,
carboxyl, carboxylate, carbamide, (C1-C4)alkoxy, -S03H, sulfonate and phenyl;
• R2 represents a hydroxyl radical, an amino radical, a linear or branched, saturated or
unsaturated C1-C12 hydrocarbon-based group optionally substituted notably with one or
20 more groups chosen from hydroxyl, amino, (C1-C5)dialkylamino, (C1-C5)alkylamino,
carboxyl, carboxylate, carbamide, (C1-C4)alkoxy, -S03H, sulfonate and phenyl; and
• y- represents an anionic counterion;
it being understood that:
- when one of the hydrocarbon-based groups of R1, R' 1 or R2 is substituted with a
25 carboxylate or sulfonate group, then y- is absent to ensure the electrical neutrality of the
salt of formula (A).
30
2. The composition as claimed in claim 1, wherein the chemical oxidizing agent is
hydrogen peroxide.
5
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3. The composition as claimed in any one of the preceding claims, wherein the chemical
oxidizing agent(s) a) are present in the composition in a total content ranging from 0.1%
to 40% by weight, preferably ranging from 1% to 20% by weight, more preferentially
ranging from 2% to 15% by weight, relative to the total weight of the composition.
4. The composition as claimed in any one of the preceding claims, also comprising d)
one or more peroxygenated salts, preferably chosen from persulfates, perborates or
percarbonates of alkali metals or alkaline-earth metals or of ammonium, and mixtures
thereof, more preferentially from sodium, potassium or ammonium persulfates, and
10 mixtures thereof.
5. The composition as claimed in the preceding claim, wherein the peroxygenated salt(s)
d) are present in the composition in a total content ranging from 0.1% to 50% by weight,
preferably ranging from 1% to 25% by weight, relative to the total weight of the
15 composition.
6. The composition as claimed in any one of the preceding claims, also comprising e)
one or more alkaline agents, preferably chosen from aqueous ammonia, alkanolamines,
urea, ammonium salts, silicates, phosphates or carbonates of alkali metals or alkaline-
20 earth metals, and mixtures thereof, more preferentially from aqueous ammonia,
monoethanolamine and silicates, and mixtures thereof.
7. The composition as claimed in the preceding claim, wherein the alkaline agent(s) e)
are present in the composition in a total content ranging from 0.01% to 40% by weight,
25 preferably from 0.1% to 30% by weight, relative to the total weight of the composition.
8. The composition as claimed in any one of the preceding claims, wherein the salt(s) of
formula (A) are chosen from those of formula (I) below:
2
(I)
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Formula (I) wherein:
• R1 represents a linear or branched, saturated or unsaturated C1-C12 hydrocarbon-based
group optionally substituted with one or more groups chosen from hydroxyl, amino, (C1-
5 C6)dialkylamino, (C1-C5)alkylamino, carboxyl, carboxylate, carbamide, (C1-C4)alkoxy, -
S03H, sulfonate and phenyl;
• R' 1 represents a hydrogen atom, a linear or branched, saturated or unsaturated C1-C12
hydrocarbon-based group optionally substituted with one or more groups chosen from
hydroxyl, amino, (C1-C5)dialkylamino, (C1-C5)alkylamino, carboxyl, carboxylate,
10 carbamide, (C1-C4)alkoxy, -S03H, sulfonate and phenyl; and
• R2 represents a hydroxyl group, a linear or branched, saturated or unsaturated C1-C12
hydrocarbon-based group optionally substituted with one or more groups chosen from
hydroxyl, (C1-C4)alkoxy, -S03H, sulfonate and benzene;
• n is 0, 1, 2 or 3, preferably n is 0 or 1;
15 • y- represents an anionic counterion;
it being understood that:
- when one of the hydrocarbon-based groups of R1, R' 1 or R2 is substituted with a
carboxylate or sulfonate group, then y- is absent to ensure the electrical neutrality of the
salt of formula (A), and
20 - when n is 2 or 3, then the substituents are identical or different.
9. The composition as claimed in the preceding claim, wherein the salts of formula (I) are
such that R' 1 represents a hydrogen atom or a linear or branched, saturated or
unsaturated C1-Cs hydrocarbon-based group optionally substituted with one or more
25 groups chosen from hydroxyl, (C1-C2)alkoxy, -S03H, -So3- and phenyl; preferably, R'1
represents a hydrogen atom or a saturated, linear or branched, more preferentially linear,
C1-C6 hydrocarbon-based group; even more preferentially, R' 1 represents a methyl
group.
30 10. The composition as claimed in claim 8 or 9, wherein the salts of formula (I) are such
that R2 represents a linear or branched, saturated C1-C6 hydrocarbon-based group such
as methyl and preferably n is 1 and R2 is in position 2.
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11. The composition as claimed in any one of the preceding claims, wherein the salt(s)
of formula (A) are chosen from the compounds 1 to 27 below, and mixtures thereof:
H N I I
(_}- N N (_). - (_). - ~ ~ s OH
1 2 3
I
I N H N
(_N!; + - (_} (?. y -
N y
\___ y- 4 5 6
I I I
N N N
(_!;+ (_~ y- (_~ -
- N y
N~OH ~S~H
7 8 9
I
N (_?J,
~so;
10
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I I H
N N N ()7. - (J y· ('r: N y
~ ~ N y
11 12 13
H I
I
N N (?. (_/r_ y"
N (/7:-_ N y
\___ N y ~
\___
14 15 16
I I I
N
N N ((r: (_!;+ - (_IJN+ y -
N y ~ ~ ~ 0-
17 18 19
I I I
N N N
(_(; HO (_~ (_!;+ -
/Z____{
y-
~ lj ~
OH
20 21 22
l N ~ l
(/!+ y·
N
N \___ (_!;+ - (_)+
N y
\___ y- \..===
23 24 25
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\ H
N () N (ff. y- \..=:=
y- 26 27
with y- representing an anionic counterion;
preferably from the compounds 2, 3, 4, 5 and 25, and mixtures thereof, more
preferentially from the compounds 2, 4, 5 and 25, and mixtures thereof, even more
5 preferentially from the compounds 4 and mixtures thereof, most preferentially from the
compounds 4a, 4b, 4c and 4d below, and mixtures thereof:
4b
()o~
\___
I
(!j.
\___
4c 4d
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12. The composition as claimed in any one of the preceding claims, wherein the salt(s)
of formula (A) are such that y- represents an anionic counterion chosen from i) halides
such as chloride or bromide, ii) hydrogen sulfates, iii) (bis)(poly)halo(C1-
C12)(alkyl)sulfonylimides such as bis(trifluoromethylsulfonyl)imide and
5 bis(fluorosulfonyl)imide, iv) (C1-C12)alkyl sulfates, v) (poly)halophosphates such as
hexafluorophosphate, vi) (C1-C12)(alkyl)phosphates such as phosphate, vii)
(poly)haloborates such as tetrafluoroborate, viii) carbonate, ix) bicarbonate, x) (C1-
C12)alkyl carbonates, xi) dicyanamide, xii) nitrate, xiii) thiocyanate, xiv) formate, xv) (C1-
C12)alkyl carboxylates of which the (C1-C12)alkyl group can be substituted with one or
10 more halogen atoms or groups chosen from hydroxyl, (C1-C5)(di)(alkyl)amino, phenyl,
imidazole, (C1-C4)alkylcarbonyl, (C1-C4)alkylcarbonyloxy, (C1-C4)alkylcarbonylamino,
guanidine, thiol, -S03H, (C1-Cs)alkoxy such as trifluoroacetate; xvi) (C1-C2o)alkene
carboxylates of which the (C1-C2o)alkene group can have one or more double bonds and
can be substituted with one or more hydroxyl groups; xvii) (C5-C12)arylcarboxylates of
15 which the aryl group can be substituted with one or more halogen atoms or groups
chosen from hydroxyl, (C1-C5)(di)(alkyl)amino, phenyl, imidazole, (C1-C4)alkylcarbonyl,
(C1-C4)alkylcarbonyloxy, (C1-C4)alkylcarbonylamino, guanidine, thiol, -S03H, (C1-
Cs)alkoxy; xviii) (C1-C12)alkylsulfonates of which the (C1-C12)alkyl group can be
substituted with one or more halogen atoms or groups chosen from hydroxyl, (C1-
20 C6)(di)(alkyl)amino, phenyl, imidazole, (C1-C4)alkylcarbonyle, (C1-C4)alkylcarbonyloxy,
(C1-C4)alkylcarbonylamino, guanidine, thiol, -S03H, (C1-Cs)alkoxy such as triflate, in
particular (C1-C5)alkylsulfonates such as methylsulfonate or mesylate; and xix) (C5-
C12)arylsulfonates of which the aryl group can be substituted with one or more halogen
atoms or groups chosen from hydroxyl, (C1-C5)(di)(alkyl)amino, phenyl, imidazole, (C1-
25 C4)alkylcarbonyl, (C1-C4)alkylcarbonyloxy, (C1-C4)alkylcarbonylamino, guanidine, thiol, -
S03H, (C1-Cs)alkoxy such as benzenesulfonate and toluenesulfonate or tosylate;
preferably y- represents an anionic counterion chosen from:
Cl- sr- CH3SQ3- cH3oso3-
CH30C02- N(CF3S02)2- N(S02F)2- CF3SQ3-
PFs- BF4- N(CN)2- (CH30)(H)P02-
CH3coo- HC03- No3- HC02-
(CH30)2P02- (CH3CH20)2P02- HSo4- (nC4H1o0)2P02-
seN- CF3coo- H2P04- CH3CH20S03-
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0 - 0 - 0 0
~\~0 Ns",, .. .... o cro- ceo- 0 0
~ nC12H25 ~
OH
0 0 0 0
~o- yllo- yllo- fo-
OH NH2 NH2
NH 0 0
H,NJl~~- H2N
0
NH2 NH2
or
0 0
0
0
more preferentially, y- represents an anionic counterion chosen from:
or
0
0
0
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even more preferentially y- represents an anionic counterion chosen from:
or
0
0
0
13. The composition as claimed in any one of the preceding claims, wherein the salt(s)
5 of formula (A) are present in the composition in a total content ranging from 1% to 99.5%
by weight, preferably from 3% to 90% by weight, more preferentially from 5% to 80% by
weight, even more preferentially from 5% to 60% by weight, most preferentially from 5%
to 50% by weight, and better still from 5% to 40% by weight, relative to the total weight
of the composition.
10
14. The composition as claimed in any one of the preceding claims, wherein the direct
dye(s) b) are chosen from the triarylmethane direct dyes of formulae (lla1) and (lla2)
below, and mixtures thereof:
15 wherein:
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• R1, R2, R3 and R4, which may be identical or different, represent a hydrogen atom or
one of the following groups: (C1-C5)alkyl which is optionally substituted, preferably with
a hydroxyl group; aryl such as phenyl, aryi(C1-C4)alkyl such as benzyl, heteroaryl,
heteroaryi(C1-C4)alkyl, or else two groups R1, and R2, and/or R3 and R4, borne by the
5 same nitrogen atom form, together with the nitrogen atom which bears them, an
optionally substituted heterocycloalkyl group such as morpholino, piperazine or
piperidine, preferably R1, R2, R3 and R4, which may be identical or different, represent a
hydrogen atom or a (C1-C4)alkyl group;
• Rs, Rs, R1, Rs, Rg, R1o, R11, R12, R13, R14, R1s, and R1s, which may be identical or
10 different, represent a hydrogen or halogen atom, or a group chosen from i) hydroxyl, ii)
thiol, iii) amino, iv) (di)(C1-C4)(alkyl)amino, v) (di)arylamino such as (di)phenylamino, vi)
nitro, vii) acylamino (-NR-C(O)R') wherein the R radical is a hydrogen atom, a C1-C4 alkyl
radical optionally bearing at least one hydroxyl group and the R' radical is a C1-C2 alkyl
radical; viii) carbamoyl ((R)2N-C(O)-) wherein the R radicals, which may be identical or
15 different, represent a hydrogen atom or a C1-C4 alkyl radical optionally bearing at least
one hydroxyl group; ix) carboxylic acid or ester, (-0-C(O)R') or (-C(O)OR'), wherein the
R' radical is a hydrogen atom or C1-C4 alkyl optionally bearing at least one hydroxyl group
and the R' radical is a C1-C2 alkyl radical; x) alkyl which is optionally substituted, in
particular with a hydroxyl group; xi) alkylsulfonylamino (R'S02-NR-) wherein the R radical
20 represents a hydrogen atom or a C1-C4 alkyl radical optionally bearing at least one
hydroxyl group and the R' radical represents a C1-C4 alkyl radical, a phenyl radical; xii)
aminosulfonyl ((R)2N-S02-) wherein the R radicals, which may be identical or different,
represent a hydrogen atom or a C1-C4 alkyl radical optionally bearing at least one
hydroxyl group; xiii) (C1-C4)alkoxy; and xiv) (C1-C4)alkylthio;
25 • or else two radicals borne by two contiguous carbon atoms Rs and Rs and/or R1 and
Rs, and/or Rg and R1o and/or R11 and R12 and/or R13 and R14 and/or R1s and R1s form,
together with the carbon atoms which bear them, an aryl or heteroaryl, preferably benzo,
6-membered fused ring, said ring possibly also being optionally substituted, preferably
an unsubstituted benzo ring;
30 • a- represents an anionic counterion in order to achieve electrical neutrality, preferably
chosen from halides such as chloride, bromide and phosphate; preferably the direct
dye(s) b) are chosen from Basic Violet 1, Basic Violet 2, Basic Violet 3, Basic Violet 4,
Basic Violet 14, Basic Blue 1, Basic Blue 7, Basic Blue 26, Basic Green 1 and HC Blue
15, and mixtures thereof, more preferentially the direct dye b) is HC Blue 15.
wo 2021/259810 PCT/EP2021/066705
65
15. The composition as claimed in any one of the preceding claims, wherein the direct
dye(s) b) are present in the composition in a total content ranging from 0.001% to 10%
by weight, preferably from 0.05% to 5% by weight, more preferentially from 0.1% to 3%
5 by weight, relative to the total weight of the composition.
10
16. The composition as claimed in any one of the preceding claims, wherein the pH of
the composition is from 3 to 12, preferably from 5 to 11, more preferentially from 8 to
10.5.
17. A process for simultaneous bleaching and dyeing of keratin fibers, comprising the
application to the keratin fibers of a composition as defined in any one of the preceding
claims.
15 18. A multi-compartment device or kit, comprising:
• a first compartment containing a composition comprising a) one or more chemical
oxidizing agents chosen from hydrogen peroxide, hydrogen peroxide-generating agents
other than peroxygenated salts, and mixtures thereof; and
·a second compartment containing a composition comprising:
20 b) one or more direct dyes; and
c) one or more salts of formula (A) as defined in any one of claims 1 or 8 to 12;
or
• a first compartment containing a composition comprising a) one or more chemical
oxidizing agents chosen from hydrogen peroxide, hydrogen peroxide-generating agents
25 other than peroxygenated salts, and mixtures thereof; and
·a second compartment containing a composition comprising b) one or more direct dyes;
and
• a third compartment containing a composition comprising c) one or more salts of
formula (A) as defined in any one of claims 1 or 8 to 12.