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Cosmetic Composition Comprising A Specific Mixture Of Silicones In Emulsion, A Dyeing Agent And A Silicone Surfactant

Abstract: The present invention relates to a cosmetic composition comprising a specific mixture of silicones in emulsion, one or more dyeing agents and one or more silicone surfactants. The invention also relates to a method for dyeing keratin fibers, and in particular human keratin fibers such as the hair, using such a composition.

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Patent Information

Application #
Filing Date
24 December 2019
Publication Number
26/2021
Publication Type
INA
Invention Field
CHEMICAL
Status
Email
iprdel@lakshmisri.com
Parent Application

Applicants

L'OREAL
14, Rue Royale 75008 PARIS, FRANCE

Inventors

1. TULSYAN, Harshada
L'OREAL INDIA Pvt Ltd Research & Innovation 7 th Floor, Universal Majestic, Ghatkopar - Mankhurd Link Road, Chembur, Mumbai, Maharashtra 400071, India
2. BAJORIA, Shaila
L'OREAL INDIA Pvt Ltd Research & Innovation 7 th Floor, Universal Majestic, Ghatkopar - Mankhurd Link Road, Chembur, Mumbai, Maharashtra 400071, India

Specification

FORM 2
THE PATENTS ACT, 1970
(39 of 1970)
&
THE PATENTS RULES,2003
COMPLETE SPECIFICATION
(See section 10, rule 13)
1. Title of the invention: COSMETIC COMPOSITION COMPRISING A SPECIFIC
MIXTURE OF SILICONES IN EMULSION, A DYEING AGENT AND A SILICONE SURFACTANT
2. Applicant(s)
NAME NATIONALITY ADDRESS
L'OREAL French 14, Rue Royale 75008 PARIS,
FRANCE
3. Preamble to the description
COMPLETE SPECIFICATION
The following specification particularly describes the invention and the manner in which it
is to be performed.
(11) Cationic proteins or cationic protein hydrolysates,
polyalkyleneimines, in particular polyethyleneimines, polymers
containing vinylpyridine or vinylpyridinium units, condensates of polyamines and of epichlorohydrin, quaternary polyureylenes and chitin derivatives.
The cationic proteins or protein hydrolysates are, in particular, chemically modified polypeptides bearing quaternary ammonium groups at the end of the chain, or grafted thereon. Their molecular mass may vary, for example, from 1500 to 10 000 and in particular from 2000 to 5000 approximately. Among these compounds, mention may be made especially of:
- collagen hydrolysates bearing triethylammonium groups, such as the
products sold under the name Quat-Pro E by the company Maybrook
and referred to in the CTFA dictionary as Triethonium Hydrolyzed
Collagen Ethosulfate,
- collagen hydrolysates bearing trimethylammonium chloride and
trimethylstearylammonium chloride groups, which are sold under the
name Quat-Pro S by the company Maybrook and are referred to in the
CTFA dictionary as Steartrimonium Hydrolyzed Collagen,
- animal protein hydrolysates bearing trimethylbenzylammonium
groups, such as the products sold under the name Crotein BTA by the
company Croda and referred to in the CTFA dictionary as
Benzyltrimonium hydrolyzed animal protein,
- protein hydrolysates bearing quaternary ammonium groups on the
polypeptide chain, the said ammonium groups comprising at least one
alkyl radical having from 1 to 18 carbon atoms.
Among these protein hydrolysates, mention may be made, inter alia, of:
- Croquat L, in which the quaternary ammonium groups comprise a
alkyl group,
- Croquat M, in which the quaternary ammonium groups comprise
alkyl groups,
- Croquat S, in which the quaternary ammonium groups comprise a
alkyl group,
- Crotein Q, in which the quaternary ammonium groups comprise at
least one alkyl group having from 1 to 18 carbon atoms.
These various products are sold by the company Croda.

Other quaternized proteins or hydrolysates are, for example, those corresponding to the formula (XXXV):

wherein, X- is an anion of an organic or mineral acid, A denotes a protein residue derived from collagen protein hydrolysates, R 26 denotes a lipophilic group comprising up to 30 carbon atoms, R 27 represents an alkylene group having 1 to 6 carbon atoms. Mention may be made, for example, of the products sold by the company Inolex, under the name Lexein QX 3000, referred to in the CTFA dictionary as Cocotrimonium Collagen Hydrolysate.
Mention may also be made of quaternized plant proteins such as wheat, corn or soybean proteins, for instance quaternized wheat proteins. Mention may be made of those sold by the company Croda under the names Hydrotriticum WQ or QM, referred to in the CTFA dictionary as Cocodimonium hydrolysed wheat protein, Hydrotriticum QL, referred to in the CTFA dictionary as Laurdimonium hydrolysed wheat protein, or else Hydrotriticum QS, referred to in the CTFA dictionary as Steardimonium hydrolysed wheat protein.
(12) Polyamines such as Polyquart R H sold by Cognis,
referred to under the name polyethylene glycol (15) tallow polyamine
in the CTFA dictionary.
(13) Polymers comprising in their structure:
(a) one or more units corresponding to formula (A) below:

(b) optionally one or more units corresponding to formula (B)
below:

In other words, these polymers may be chosen in particular from homopolymers or copolymers comprising one or more units derived from vinylamine and optionally one or more units derived from vinylformamide.

Preferably, these cationic polymers are chosen from polymers comprising, in their structure, from 5 mol% to 100 mol% of units corresponding to formula (A) and from 0 to 95 mol% of units corresponding to formula (B), preferentially from 10 mol% to 100 mol% of units corresponding to formula (A) and from 0 to 90 mol% of units corresponding to formula (B).
These polymers may be obtained, for example, by partial hydrolysis of polyvinylformamide.
This hydrolysis may be performed in an acidic or basic medium.
The weight-average molecular mass of the said polymer, measured by light scattering, may range from 1000 to 3 000 000 g/mol, preferably from 10 000 to 1 000 000 g/mol and more particularly from 100 000 to 500 000 g/mol.
The cationic charge density of these polymers can vary from 0.5 to 20 meq/g, preferably from 1.0 to 15 meq/g and more particularly from 2.0 to 10 meq/g.
The polymers comprising units of formula (A) and optionally units of formula (B) are sold especially under the name Lupamin by the company BASF, for instance, and in a non-limiting manner, the products sold under the names Lupamin 9095, Lupamin 5095, Lupamin 1095, Lupamin 9030 and Lupamin 9010.
The cationic polymers that can be used in the composition of the present invention are preferably chosen among the families (1) and (10) mentioned above, and mixtures thereof.
When they are present in the cosmetic composition according
to the invention, the total amount of cationic polymer(s)
advantageously ranges from 0.01 to 10%, preferably 0.1 to 8%, more preferably from 0.2 to 5% by weight, relative to the total weight of the composition.
Additional silicones
The cosmetic composition according to the present invention may further comprise one or more silicone(s) additional to the silicones contained in the oil-in-water emulsion (a). These silicones are referred to “additional silicones”.

The additional silicones are different from the silicone surfactants (b).
Such additional silicones are preferably chosen from non-amino
silicones, amino silicones and mixtures thereof, and more
preferentially from non-amino silicones.
In the present invention, the term “silicone” is intended to denote, in accordance with what is generally accepted, any organosilicon polymer or oligomer of linear or cyclic, branched or crosslinked structure, of variable molecular weight, obtained by polymerization and/or polycondensation of suitably functionalized silanes, and consisting essentially of a repetition of main units in which the silicon atoms are linked together via oxygen atoms (siloxane bond optionally substituted hydrocarbon-based radicals
being directly linked via a carbon atom to the said silicon atoms. The hydrocarbon-based radicals that are the most common are alkyl radicals, especially alkyl radicals, and in particular methyl,
fluoroalkyl radicals, the alkyl part of which is and aryl
radicals and in particular phenyl.
According to the present invention, the term “non-amino silicone” denotes any silicone not containing at least one primary, secondary or tertiary amine, or a quaternary ammonium group.
The additional non-amino silicones, which can be used in the
composition according to the invention, are, in particular,
polyorganosiloxanes that may be in the form of oils, waxes, resins or gums.
Organopolysiloxanes are defined in greater detail in Walter Noll’s Chemistry and Technology of Silicones (1968), Academic Press.
The additional silicones may be volatile or non-volatile.
When they are volatile, the additional silicones are more particularly chosen from those with a boiling point of between 60°C and 260°C, and even more particularly from:
(i) cyclic silicones comprising from 3 to 7 and preferably 4 to 5 silicon atoms.
These are, for example, octamethylcyclotetrasiloxane sold especially under the name Volatile Silicone 7207 by the company Union Carbide or Silbione 70045 V 2 by the company Rhodia, decamethylcyclopentasiloxane sold under the name Volatile Silicone

7158 by the company Union Carbide, and Silbione 70045 V 5 by the company Rhodia, and mixtures thereof.
Mention may also be made of cyclocopolymers of the dimethylsiloxane/methylalkylsiloxane type, such as Volatile Silicone FZ 3109 sold by the company Union Carbide, of chemical structure:

Mention may also be made of mixtures of cyclic silicones with
organosilicon compounds, such as the mixture of
octamethyl-cyclotetrasiloxane and tetrakis(trimethylsilyl)-
pentaerythritol (50/50) and the mixture of octamethylcyclo-
tetrasiloxane and oxy-1,1’-bis(2,2,2’,2’,3,3’-hexatrimethyl-
silyloxy)neopentane;
(ii) linear volatile silicones containing 2 to 9 silicon atoms and having a viscosity of less than or equal to 5×10-6 m2/s at 25°C. An example is decamethyltetrasiloxane sold in particular under the name SH 200 by the company Toray Silicone. Silicones belonging to this category are also described in the article published in Cosmetics and Toiletries, Vol. 91, Jan. 76, pp. 27-32, Todd & Byers Volatile Silicone Fluids for Cosmetics.
Preferably, the additional volatile non-amino silicones that
may be used in the present invention are chosen from linear or cyclic
silicone oils having a viscosity at room temperature less than or equal
to 6cSt and having from 2 to 7 silicon atoms, these silicones being
optionally substituted with alkyl or alkoxy groups of 1 to 10 carbon
atoms. Specific silicone oils that may be used in the invention include
octamethyltetrasiloxane, decamethylcyclopentasiloxane,
dodecamethylcyclohexasiloxane, heptamethyloctyltrisiloxane,
hexamethyldisiloxane, decamethyltetrasiloxane,
dodecamethylpentasiloxane and their mixtures. Other volatile silicone oils which may be used include KF 96A of 6 cSt viscosity, a commercial product from Shin Etsu having a flash point of 94°C.

Preferably, the volatile silicone oils have a flash point of at least 40°C.
Non-limiting examples of volatile silicone oils are listed in Table 1 below.
Table 1

Further, a volatile linear silicone oil may be employed in the present invention. Suitable volatile linear silicone oils include those described in U.S. patent no. 6,338,839 and WO03/042221, the contents of which are incorporated herein by reference. In one embodiment the volatile linear silicone oil is decamethyltetrasiloxane. In another embodiment, the decamethyltetrasiloxane is further combined with a solvent that is more volatile than decamethyltetrasiloxane.
When the additional silicones are non-volatile, use is
preferably made of polyalkylsiloxanes, polyarylsiloxanes,
polyalkylarylsiloxanes, silicone gums and resins, and
polyorganosiloxanes modified with organofunctional groups, and mixtures thereof.
These additional silicones are more particularly chosen from
polyalkylsiloxanes, among which mention may be made mainly of
polydimethylsiloxanes containing trimethylsilyl end groups
(Dimethicone according to the CTFA name) having a viscosity of from

and preferably The
viscosity of the silicones is measured, for example, at 25°C according to standard ASTM 445 Appendix C.
Among these polyalkylsiloxanes, mention may be made, in a non-limiting manner, of the following commercial products:
- the Silbione oils of the 47 and 70 047 series or the Mirasil oils sold by the company Rhodia, for instance the oil 70 047 V 500 000,
- the oils of the Mirasil series sold by the company Rhodia,
- the oils of the 200 series from the company Dow Corning, such as, more particularly, DC200 with a viscosity of 60 000 cSt,
- the Viscasil oils from the company General Electric and
certain oils of the SF series (SF 96, SF 18) from the company General
Electric.
Mention may also be made of polydimethylsiloxanes containing dimethylsilanol end groups (Dimethiconol according to the CTFA name) such as the oils of the 48 series from the company Rhodia.
Mention could be made of dimethiconol emulsions, for example with anionic surfactants, preferably having a low particle size such as less than 500nm, preferably less than 200 nm.
Mention may also be made of polydimethylsiloxanes containing a,ω-silanol groups.
In this category of polyalkylsiloxanes, mention may also be made of the products sold under the names Abil Wax 9800 and 9801 by the company Goldschmidt, which are poly alkylsiloxanes.
The polyalkylarylsiloxanes are particularly chosen from linear
and/or branched polydimethylmethylphenylsiloxanes and
polydimethyldiphenylsiloxanes with a viscosity of from to

Among these polyalkylarylsiloxanes, examples that may be mentioned include the products sold under the following names:
- Silbione oils of the 70 641 series from the company Rhodia,
- the oils of the Rhodorsil 70 633 and 763 series from the company Rhodia,
- the oil Dow Corning 556 Cosmetic Grade Fluid from the company Dow Corning,
- silicones of the PK series from the company Bayer, such as the
product PK20,

- the silicones of the PN and PH series from the company Bayer, such as the products PN1000 and PH1000,
- certain oils of the SF series from the company General Electric, such as SF 1023, SF 1154, SF 1250 and SF 1265.
The silicone gums that may be present in the composition
according to the invention are especially polydiorganosiloxanes
having high number-average molecular masses of between 200 000 and
1 000 000, used alone or as a mixture in a solvent. This solvent can be
chosen from volatile silicones, polydimethylsiloxane (PDMS) oils,
polyphenylmethylsiloxane (PPMS) oils, isoparaffins,
polyisobutylenes, methylene chloride, pentane, dodecane and
tridecane, or mixtures thereof.
Mention may be made more particularly of the following products:
- polydimethylsiloxane gums,
- polydimethylsiloxane/methylvinylsiloxane gums,
- polydimethylsiloxane/diphenylsiloxane gums,
- polydimethylsiloxane/phenylmethylsiloxane gums,
- polydimethylsiloxane/diphenylsiloxane/methylvinylsiloxane gums,
- dimethicone crosspolymer, polytrimethylacrylate crosspolymer,
dimethiconol gums.
Products that may be used more particularly are the following mixtures:
- mixtures formed from a polydimethylsiloxane hydroxylated at
the end of the chain (known as dimethiconol according to the
nomenclature of the CTFA dictionary) and from a cyclic
polydimethylsiloxane (known as cyclomethicone according to the
nomenclature of the CTFA dictionary), such as the product Q2 1401
sold by the company Dow Corning,
- mixtures formed from a polydimethylsiloxane gum with a
cyclic silicone, such as the product SF 1214 Silicone Fluid from the
company General Electric, this product being an SF 30 gum
corresponding to a dimethicone, having a number-average molecular
weight of 500 000, dissolved in the oil SF 1202 Silicone Fluid
corresponding to decamethylcyclopentasiloxane,
- mixtures of two PDMSs with different viscosities, and more
particularly of a PDMS gum and a PDMS oil, such as the product SF
1236 from the company General Electric. The product SF 1236 is a

mixture of a gum SE 30 defined above, with a viscosity of 20 m²/s and of an oil SF 96 with a viscosity of This product
preferably comprises 15% of gum SE 30 and 85% of an oil SF 96.
The organopolysiloxane resins that may be present in the composition according to the invention are crosslinked siloxane systems containing the following units: and SiO4/2 in which R represents a hydrocarbon group containing 1 to 16 carbon atoms or a phenyl group. Among these products, the ones that are particularly preferred are those in which R denotes a alkyl group, more particularly methyl, or a phenyl group.
Among these resins, mention may be made of the product sold under the name Dow Corning 593 or those sold under the names Silicone Fluid SS 4230 and SS 4267 by the company General Electric, which are silicones of dimethyl/trimethylsiloxane structure.
Mention may also be made of the trimethyl siloxysilicate type resins sold in particular under the names X22-4914, X21-5034 and X21-5037 by the company Shin-Etsu.
The additional organomodified silicones that may be present in the composition according to the invention are silicones as defined above and comprising in their structure one or more organofunctional groups attached via a hydrocarbon-based group.
Among the additional organomodified silicones, mention may be made of polyorganosiloxanes comprising:
- thiol groups, such as the products sold under the names GP 72 A and GP 71 from the company Genesee,
- alkoxylated groups, such as the product sold under the name Silicone Copolymer F-755 by SWS Silicones and Abil Wax 2428, 2434 and 2440 by the company Goldschmidt,
- hydroxylated groups, such as the polyorganosiloxanes containing a hydroxyalkyl function, described in French patent application FR 2 589 476,
- acyloxyalkyl groups, for instance the polyorganosiloxanes described in patent US-A-4 957 732,
- anionic groups of the carboxylic acid type, for instance in the products described in patent EP 186 507 from the company Chisso Corporation, or of the alkylcarboxylic type, such as those present in the product X-22-3701E from the company Shin-Etsu; 2-hydroxyalkyl

sulfonate; 2-hydroxyalkyl thiosulphate such as the products sold by the company Goldschmidt under the names Abil S201 and Abil S255.
According to the invention, additional silicones comprising a polysiloxane portion and a non-silicone organic chain portion, one of the two portions constituting the main chain of the polymer and the other being grafted onto the said main chain, can also be used. These polymers are described, for example, in patent applications EP -A-412,704, ep-a-412,707, ep-a-640,105 and WO95/00578, ep-a-582,152 and WO93/23009 and U.S. Pat. Nos. 4,693,935, 4,728,571 and 4,972,037, the disclosures of which are specifically incorporated by reference herein. These polymers are preferably anionic or non-ionic.
Other examples of grafted silicone polymers are, in particular, polydimethylsiloxane (PDMSs) onto which are grafted, via a connecting chain of thiopropylene type, mixed polymer units of the poly(meth)acrylic acid type and of the polyalkyl(methyl)acrylate type and polydimethylsiloxanes (PDMSs) on which are grafted, via a connecting chain of thiopropylene type, polymer units of the polyisobutyl(meth)acrylate type.
Preferably, the additional non amino silicones are chosen from
polyalkylsiloxanes and polyorganosiloxanes comprising
polyethyleneoxy and/or polypropyleneoxy groups, and more
preferentially from polydimethylsiloxanes, ethoxylated
polydimethylsiloxanes and mixtures thereof.
The additional non-amino silicones, which can be used in the present invention preferably have a viscosity equals to 60 000 cst at 25°C and shear rate 1s-1.
The viscosity may be measured at 25°C according to the method described previously.
The additional silicones used in the composition of the invention may also be chosen from amino silicones.
For the purposes of the present invention, the term “amino silicone” means any silicone comprising at least one primary, secondary or tertiary amine function or a quaternary ammonium group.
The additional amino silicones that may be used in the cosmetic composition according to the present invention are chosen from amino silicones of formula (II) as described previously.

Preferably, the additional silicones are non-amino silicones, more preferentially chosen from polyalkylsiloxanes, and better still from polydimethylsiloxanes.
When they are present in the cosmetic composition according to the invention, the total amount of silicones additional to the silicones contained in the oil-in-water emulsion (a) advantageously ranges from 1 to 25% by weight, and preferably from 5 to 20% by weight, relative to the total weight of the composition.
The total amount of silicones (i.e. the total amount of silicones present in the oil-in-water emulsion (a) + the total amount of optional additional silicones) present in the cosmetic composition of the invention advantageously ranges from 0.5 to 30% by weight, and preferably from 1 to 25% by weight, relative to the total weight of the composition .
Solvents
The cosmetic composition according to the present invention may further comprise one or more volatile solvent(s), preferably chosen from volatile solvent(s) different from volatile silicones, non¬volatile organic solvents and mixtures thereof.
The term “volatile solvent” is understood to mean a solvent having a boiling point of greater than or equal to 60°C, and preferably ranging from between 60°C and 260°C.
The volatile solvent that may be used in the present invention may be chosen from one or more non-silicone volatile oils and may be selected from volatile alcohols, hydrocarbon oils, volatile esters and volatile ethers. Examples of such volatile non-silicone oils include, but are not limited to, volatile hydrocarbon oils having from 8 to 16 carbon atoms and their mixtures and in particular branched C 8 to C16 alkanes such as C8 to C16 isoalkanes (also known as isoparaffins), isododecane, isodecane, and for example, the oils sold under the trade names of Isopar or Permethyl. Preferably, the volatile non-silicone oils have a flash point of at least 40°C.
Non-limiting examples of volatile non-silicone oils are given in Table 2 below.

Table 2
Compound Flash Point (°C)

Isododecane 43
Propylene glycol n-butyl ether 60
Ethyl 3-ethoxypropionate 58
Propylene glycol methylether acetate 46
Isopar L (isoparaffin C 11-C13) 62
Isopar H (isoparaffin C11-C12) 56
Isohexadecane 100
The volatility of the solvents/oils can be determined using the evaporation speed as set forth in U.S. patent no. 6,338,839, the contents of which are incorporated by reference herein.
The non-volatile organic solvents that may be used in the present invention are preferably chosen among glycols and mixtures thereof.
Among the glycols suitable for the present invention, mention may be made of propylene glycol, dipropylene glycol, propylene glycol monomethyl ether, diethylene glycol monoethyl ether and diethylene glycol.
The composition of the invention is preferably aqueous. The amount of water advantageously ranges from 20 to 95 % by weight, preferably from 50 to 90% by weight, more preferably from 60 to 80% by weight relative to the total weight of the composition.
Additives
The cosmetic composition according to the present invention may further comprise one or more additive(s) other than the compounds of the invention.
As additives that may be used in accordance with the invention,
mention may be made of non-silicone fatty substances, amphoteric,
anionic, or non-ionic polymers, antidandruff agents, anti-seborrhoea
agents, agents for preventing hair loss and/or for promoting hair
regrowth, fatty substances, vitamins and provitamins including
panthenol, sunscreens, organic pigments, sequestrants, plasticizers,
solubilizers, acidifying agents, mineral or organic thickeners,
especially polymeric thickeners, antioxidants, hydroxy acids,
fragrances and preserving agents.

Needless to say, a person skilled in the art will take care to select this or these optional additional compound(s) such that the advantageous properties intrinsically associated with the cosmetic composition according to the invention are not, or are not substantially, adversely affected by the envisaged addition(s).
The above additives may generally be present in an amount, for each of them, of between 0.001% and 20% by weight, relative to the total weight of the cosmetic composition.
The present invention also relates to a method for dyeing keratin fibres, which consists in applying to the said keratin fibres a composition as described above, and after an optional leave-on time, removing it by rinsing.
The leave-on time of the composition on the keratin fibres may range from 2 seconds to 15 minutes, better still from 5 seconds to 10 minutes and even better still from 10 seconds to 5 minutes.
The composition may be applied to wet or dry keratin fibres.
After rinsing, the fibres may be dried or let to dry.
In the present invention, the term “keratin fibres” denotes human keratin fibres, and in particular human hair.
The examples that follow serve to illustrate the invention without, however, being limiting in nature.
EXAMPLES
In the examples that follow and unless otherwise indicated, the amounts are given as mass percentages of ingredients relative to the total weight of the composition.
Method of measure of extraction of dyes
Extraction of acid dyes from hair swatches using Milli-Q water at 80°C with constant stirring and quantifying the extract by reverse phase gradient high performance liquid chromatography (HPLC) equipped with photo diode Array (PDA) detector.
The hair swatches were cut into pieces and about 400 mg of these hair samples were weighed out accurately and transferred to a

100 mL beaker. To this add 20 ml of water and stir the sample on magnetic stirrer at 80°C for 30 min at 200 RPM. The extract from the beaker were transferred to a 100mL volumetric flask and leaving the hair samples in the beaker. The extraction was repeated for 3 more cycles using 20 mL Milli-Q water for each cycle. The final volume was adjusted to 100ml using water. The above solutions were centrifuged at 14,000 rpm for 5 minutes followed by transferring 1mL each of the clear supernatants to a 1.5 mL HPLC vial for HPLC analysis.
Example 1
a. Composition
The following composition A according to the present invention was prepared from the ingredients indicated, in percentage by active matter, in the table below.


Caprylic/capric triglyceride 1
Magnesium sulfate 1
Disteardimonium hectorite 0.35
Caprylyl glycol 0.5
Polyglyceryl-4 isostearate 0.75
Acrylate/ polytrimethyl
siloxymethacrylate
copolymer 0,8
Preservatives qs
Water Qs 100
The following conditioning base composition C was prepared from the ingredients indicated, in percentage by active matter, in the table below.

C (conditioning base)
Caprylic/capric triglyceride 1
Caprylyl glycol 0.5
Polyglyceryl-4 isostearate 0.75
Cetearyl alcohol (and) dipalmitoylethyl hydroxyethylmonium methosulfate 1
Myristyl alcohol 0.4
Cetrimonium chloride 2.5
Hydroxyethylcellulose 0.25
Amodimethicone (and) trideceth-6 (and) cetrimonium chloride 2.57
Cetyl alcohol 4
Behentrimonium chloride 0.6
Cetyl esters 0.8
Preservatives , fragrance qs

Water Qs 100
b. Protocol
The compositions A and C were pre-mixed in a 1:1 ratio before application. They were then applied on 3 locks of 90% grey Indian natural hair, in a quantity of 0.4 g (i.e. 0.2g of A + 0.2g of C) per gram of lock. After a leave-on time of 3 minutes, the locks were washed with a shampoo, rinsed with water and then dried. The total dyes deposition was then measured by a HPLC, according to the protocol described previously “Method of measure of extraction of dyes”.
This measurement was performed again after shampooing once the locks.
c. Results
The results thus obtained are given in the table below (average for 3 locks).

After 1
application of
(A + C) After one shampoo
Average dyes deposition on hair (µg/g of hair) 267 73
The results show that the composition according to the present invention provides a good dye deposition and that this coloration is progressive since 27% of the dyes remain on the hair even after one shampoo.
Example 2
The following compositions A (invention) and B1
(comparative) were prepared from the ingredients indicated, in percentage by active matter, in the table below.

A B1
invention comparative

Emulsion of dimethicone (and) amodimethicone (and) trideceth-10 (and) PEG-100 stearate (and) steareth-6 (and) trideceth-3 (example 1 of WO2017108824) 4% of the emulsion (i.e.
0,4% AM
amodimethico
ne + 1,6% AM
dimethicone) 4% of the
emulsion (i.e.
0,4% AM
amodimethicon
e + 1,6% AM
dimethicone)
PEG-10 dimethicone 2 -
Cetyl PEG/PPG-10/1 dimethicone 2 -
PEG 40 castor oil - 4
Iron oxides 1 1
Red 33 0.01 0.01
Acid blue 9 0.06 0.06
Acid violet 43 0.044 0.044
Acid orange 7 0.076 0.076
Dimethicone 18.8 18.8
Dimethicone (and)
dimethicone
crosspolymer 2 2
Caprylic/capric triglyceride 1 1
Magnesium sulfate 1 1
Disteardimonium hectorite 0.35 0.35
Caprylyl glycol 0.5 0.5
Polyglyceryl-4 isostearate 0.75 0.75
Acrylate/ polytrimethyl
siloxymethacrylate
copolymer 0,8 0,8
Preservatives qs qs
Water Qs 100 Qs 100
After 24 hours of storage at 37°C, the composition (A) according to the present invention, i.e. comprising a silicone

surfactant, remains stable while the comparative (B1) missing such a surfactant splits in two distinct phases.
Example 3
a. Compositions
The following compositions A (invention) and B2 and B3 (comparative) were prepared from the ingredients indicated, in percentage by active matter, in the table below.

A invention B2 comparative B3 comparative
Emulsion of dimethicone (and) amodimethicone (and) trideceth-10 (and) PEG-100 stearate (and) steareth-6 (and) trideceth-3 (example 1 of WO2017108824) 4% of the emulsion (i.e.
0,4% AM
amodimethico
ne + 1,6% AM
dimethicone) 4% of the
emulsion (i.e.
0,4% AM
amodimethicon
e + 1,6% AM
dimethicone) -
PEG-10 dimethicone 2 - -
Cetyl PEG/PPG-10/1 dimethicone 2 - -
Iron oxides 1 1 1
Red 33 0.01 0.01 0.01
Acid blue 9 0.06 0.06 0.06
Acid violet 43 0.044 0.044 0.044
Acid orange 7 0.076 0.076 0.076
Dimethicone 18.8 - -
Dimethicone (and)
dimethicone
crosspolymer 2 - -
Caprylic/capric triglyceride 1 1 1
Magnesium sulfate 1 - -
Disteardimonium hectorite 0.35 - -

Caprylyl glycol 0.5 0.5 0.5
Polyglyceryl-4 isostearate 0.75 0.75 0.75
Acrylate/ polytrimethyl
siloxymethacrylate
copolymer 0,8 - -
Carbomer - 0.2 -
Sodium chloride - 1.04 -
Glycol distearate - 1.59 -
Sodium laureth sulfate - 19.8 -
Guar hydroxypropyl trimonium chloride - 0.25 -
Glycerine - 0.5 -
Cocamidopropyl betaïne - 3.22 -
Cocobetaïne - 1.06 -
Cetearyl alcohol (and) dipalmitoylethyl hydroxyethylmonium methosulfate - - 1
Myristyl alcohol - - 0.4
Cetrimonium chloride - - 2.5
Hydroxyethylcellulose - - 0.25
Amodimethicone (and) trideceth-6 (and) cetrimonium chloride - - 2.57
Cetyl alcohol - - 4
Behentrimonium chloride - - 0.6
Cetyl esters - - 0.8
Preservatives qs qs qs
Water Qs 100 Qs 100 Qs 100
The conditioning composition C was prepared from the ingredients indicated, in percentage by active matter, in the table mentioned above at example 1. In addition, the shampoo base composition C1 was prepared from the ingredients indicated, in percentage by active matter, in the table here below:

C1 (shampoo base)
Emulsion of dimethicone (and) amodimethicone (and) trideceth-10 (and) PEG-100 stearate (and) steareth-6 (and) trideceth-3 (example 1 of WO2017108824) 4% of the emulsion (i.e.
0,4% AM
amodimethicone + 1,6%
AM dimethicone)
Caprylic/capric triglyceride 1
Caprylyl glycol 0.5
Polyglyceryl-4 isostearate 0.75
Carbomer 0.2
Sodium chloride 1.04
Glycol distearate 1.59
Sodium laureth sulfate 19.8
Guar hydroxypropyl trimonium chloride 0.25
Glycerine 0.5
Cocamidopropyl betaine 3.22
Cocobetaine 1.06
Preservatives , fragrance qs
Water Qs 100
b. Protocol
The compositions (A) and (C) and the compositions (A) and (C1) were separately pre-mixed in a 1:1 ratio before application on 90% grey Indian natural hair. The quantity applied per gram of lock is mentioned in table below. After a leave-on time of 3 minutes, the locks were washed with a shampoo, rinsed with water and then dried. This study was done on 3 locks.
A + C invention A + C1 invention B2 comparative B3 comparative
Quantity of composition applied per gram of lock 0.2 of A + 0.2 of C 0.2 of A + 0.2 of C1 0.4 0.4

The total dyes deposition was then measured by a HPLC, according to the protocol described previously “Method of measure of extraction of dyes”. This measurement was repeated three times for each sample corresponding to compositions (A+C), (A+C1), B2 and B3.
c. Results
The results thus obtained are given in the table below (average for 3 measurements).

A + C A + C1 B2 B3
invention invention comparative comparative
Average dyes
deposition on
hair after 3 141 82 47 52
applications
(µg/g of hair)
The results show that the composition according to the present invention i.e. comprising the combination of a specific silicone emulsion and a silicone surfactant, leads to a significantly higher dyes deposition than comparative compositions (B2 and B3) missing this combination. Indeed, after three successive applications, the amount of dyes deposited by the claimed composition (A+C) on the hair is almost three times higher than the amount of dyes deposited by the comparative compositions (B2) and (B3).
Example 4
a. Compositions
The following compositions A (invention) and B4
(comparative) were prepared from the ingredients indicated, in percentage by active matter, in the table below. The conditioning composition C was prepared from the ingredients indicated, in percentage by active matter, in the table mentioned above at example 1.

A B4
invention comparative
Emulsion of
dimethicone (and) 4% of the
amodimethicone (and) emulsion (i.e.
trideceth-10 (and) 0,4% AM -
PEG-100 stearate (and) amodimethico

steareth-6 (and) ne + 1,6% AM
trideceth-3 (example 1 dimethicone)
of WO2017108824)
PEG-10 dimethicone 2 2
Cetyl PEG/PPG-10/1 2 2
dimethicone

Iron oxides 1 1
Red 33 0.01 0.01
Acid blue 9 0.06 0.06
Acid violet 43 0.044 0.044
Acid orange 7 0.076 0.076
Dimethicone 18.8 18.8
Dimethicone (and)
dimethicone 2 2
crosspolymer
Caprylic/capric 1 1
triglyceride

Magnesium sulfate 1 1
Disteardimonium hectorite 0.35 0.35
Caprylyl glycol 0.5 0.5
Polyglyceryl-4 isostearate 0.75 0.75
Acrylate/ polytrimethyl
siloxymethacrylate 0.8 0.8
copolymer
Preservatives qs qs
Water Qs 100 Qs 100
b. Protocol

The compositions (A) and (C) and the compositions (B4) and (C) were pre-mixed in a 1:1 ratio before application. The mixtures (A+C) and (B4+C) thus obtained were then applied on locks of 90% grey Indian natural hair in a quantity of 0,4g of composition per gram of lock.
After a leave-on time of 3 minutes, the locks were washed with a shampoo, rinsed with water and then dried. This protocol was repeated 5 times.
The total dyes deposition was then measured by a HPLC according to the protocol described previously “Method of measure of extraction of dyes”. This measurement was repeated 3 times for each sample corresponding to mixtures (A+C) and (B4+C).
c. Results
The results thus obtained are given in the table below (average for 3 measurements).

A+C B4+C
invention comparative
Average dyes
deposition on hair 357 197
after 5 applications

(µg/g of hair)
The results show that the composition according to the present invention (A), i.e. comprising the specific silicone emulsion, leads to a significantly higher dyes deposition than a comparative composition (B4) missing said emulsion. Indeed, after five successive applications, the amount of dyes deposited by the claimed composition (A) on the hair is almost twice as high as the amount of dyes deposited by the comparative composition (B4).
Example 5

a. Compositions
The compositions A (invention) and B2 and B3 (comparative) were prepared from the ingredients indicated, in percentage by active matter, in the table mentioned above at example 3. In addition, the conditioning composition C was prepared from the ingredients indicated, in percentage by active matter, in the table mentioned above at example 1.
The compositions A and C were then pre-mixed in a 1:1 ratio before application.
b. Protocol
At the time of use, locks of 90% grey Indian natural hair were first washed with the composition C1 (prepared from the ingredients indicated, in percentage by active matter, in the table mentioned above at example 3) and then the different compositions (A+C), B2 and B3 were applied for colour measurements on these cleaned locks of hair.
The ready to use compositions (A+C), B2 and B3 were applied on the locks in quantity of 0.4g of composition per gram of lock. After a leave-on time of 3 minutes, the locks of hair were rinsed with water and dried. This protocol was repeated 3 and 5 times and 6 locks of hair were used for each composition (A+C), B2 or B3.
The evaluation of the coloration has been read on a spectrocolorimeter (Kinoca 2600D instrument) for the colorimetric measurements. In this system, L* represents
the intensity of the color, a* indicates the green/red color axis and b* indicates the blue/yellow color axis.
The lower the value of L, the darker or more intense the color. The higher the value of a*, the redder the shade; the higher the value of b*, the yellower the shade. The variation in coloring between the colored locks of natural hair (NW) which is untreated (control) and after coloration are defined by AE*, corresponding to the color uptake on keratin fibers, according to the following equation:

In this equation, represent the values measured
after dyeing the locks and represent the values
measured for the untreated 90% grey Indian natural locks.

The greater the value of AE*, the greater the difference in color between the control locks and the dyed locks and the greater color uptake is.
c. Results
The results thus obtained are given in the table below (average for 6 locks).

Number of applications AE*
A+C invention 1 application 3.49

3 applications 6.80

5 applications 10.13
B2 comparative 1 application 2.51

3 applications 5.59

5 applications 6.31
B3 comparative 1 application 2.09

3 applications 2.44

5 applications 5.46
The results thus obtained show that the composition according to the present invention, i.e. comprising the combination of a specific silicone emulsion and a silicone surfactant, leads to a progressive coloration. Indeed, the colour uptake increases significantly after each application, meaning that dyes deposition from the previous application remains on the hair and adds up to the next dyes deposition.
In addition, the claimed composition provides a better colour uptake than comparative composition lacking the specific combination.
Moreover, a qualitative study with 70% grey hair men and women showed that there was a visible colour uptake with first usage of the composition (A) according to the present invention and progressive grey coverage until five washes, without visible stains on the hand.

I/We Claim:
1. Cosmetic composition comprising:
(a) an oil-in-water emulsion having a D50 particle size ranging from
150 to 250 nm and comprising:
- a silicone mixture comprising (i) a trialkylsilyl terminated dialkylpolysiloxane having a viscosity of from 40,000 to 100,000 mPa.s at 25°C and (ii) an amino silicone having a viscosity of from 1,000 to 15,000 mPa.s at 25°C and an amine value of from 2 to 10 mg of KOH per gram of amino silicone;
- a mixture of surfactants comprising one or more nonionic surfactants having a HLB value of from 10 to 16; and
- water;

(b) one or more silicone surfactants, and
(c) one or more dyeing agents chosen from direct dyes, pigments or mixtures thereof.
2. Cosmetic composition according to claim 1, wherein the
trialkylsilyl terminated dialkylpolysiloxane(s) (i) are of formula (I)

wherein:
- R, which may be identical or different, represent monovalent
hydrocarbon radicals having from 1 to 18 carbon atoms, preferably
from 1 to 6 carbon atoms, even better from 1 to 3 carbon atoms, and
more preferably R all represent methyl groups, and
- p is an integer ranging from 500 to 2000, preferably from 1000 to
2000.
3. Cosmetic composition according to any one of the preceding
claims, the amino silicones (ii) are of formula (II):

wherein:
- Ra, which may be identical or different, represent a monovalent hydrocarbon radical having from 1 to 18 carbon atoms, preferably from 1 to 6 carbon atoms, even better from 1 to 3 carbon atoms, and more preferably Ra all represent methyl groups,
- X, which may be identical or different, represent a monovalent hydrocarbon radical having from 1 to 18 carbon atoms; a hydroxyl

group (OH); or a alkoxy group; preferably X are equivalent and
represent a monovalent hydrocarbon radical having from 1 to 18 carbon atoms, preferably from 1 to 6 carbon atoms, even better from 1 to 3 carbon atoms, more preferably a methyl group,
- A is an amino radical of the formula or the
protonated amino forms of said amino radical, wherein R1 is a
alkylene radical, preferably a radical of the formula or
which may be identical or different, represent a hydrogen atom or a alkyl radical, preferably a hydrogen atom;
R3 is a alkylene radical, preferably a radical of the formula -
and x is equal to 0 or 1;
- n is an integer having a value of at least 1; m is 0 or an integer; and
m+n is an integer ranging from 50 to 1000, preferably from 50 to 600.
4. Cosmetic composition according to any one of the preceding
claims, wherein the silicone mixture comprises:
(i) one or more trimethylsilyl terminated polydimethylsiloxane(s) (or dimethicone(s)) in a quantity preferably ranging from 70 to 90% by weight, preferably from 75 to 85% by weight, relative to the total weight of the mixture of silicones (i) and (ii), and
(ii) one or more trimethylsilyl terminated aminoethyl
aminopropylmethylsiloxane(s), in a quantity preferably ranging from 10 to 30% by weight, preferably from 15 to 25% by weight, relative to the total weight of the mixture of silicones (i) and (ii).
5. Cosmetic composition according to any one of the preceding
claims, wherein the nonionic surfactants are chosen from:
(1) polyoxyalkylene alkyl ethers, especially (poly)ethoxylated fatty
alcohols of formula (III):

wherein:
- R3 represents a linear or branched alkyl or alkenyl group, preferably a alkyl or alkenyl group, optionally substituted with one or more hydroxyl groups, and
- c is an integer ranging from 1 to 200, preferentially from 2 to 150 and more particularly from 4 to 50, most preferably from 8 to 20 ;
(2) polyoxyalkylene alkylphenyl ethers;

(3) polyoxyalkylene sorbitan fatty acid esters, especially polyethoxylated fatty acid esters of sorbitan preferably containing from 2 to 40 ethylene oxide units;
(4) polyoxyethylenated fatty acid esters; and
(5) mixtures thereof.

6. Cosmetic composition according to any one of the preceding claims, wherein the total amount of oil-in-water emulsion (a) ranges from 0.1 to 15% by weight, preferably from 0.5 to 10% by weight, more preferably from 1 to 8% by weight, and even more preferably from 1.5 to 5% by weight, relative to the total weight of the composition.
7. Cosmetic composition according to any one of the preceding claims, wherein the silicone surfactants are chosen from the compounds of formulae (IV), (V), (VI), (VII) and (VIII) below:


wherein
- R1, which may be identical or different, represent a linear or
branched alkyl radical, or a phenyl radical;
- R3 and R4, which may be identical or different, denote a linear or
branched alkyl radical, preferably a methyl radical;
- R2, which may be identical or different, represents a group
in which a’
ranges from 0 to 50; b’ ranges from 0 to 50 and a’+b’ is greater than or equal to 1; c ranges from 0 to 4; and
- R5, which may be identical or different, is chosen from a hydrogen
atom, a linear or branched alkyl group comprising from 1 to 12 carbon
atoms; a linear or branched alkoxy group comprising from 1 to 6
carbon atoms; a linear or branched acyl group comprising from 2 to 12
carbon atoms; a hydroxyl group, a group a

aminoalkoxy group optionally substituted on the amine with one or two alkyl radicals, optionally bearing at least one hydroxyl
group; a aminoacyl group optionally substituted on the amine
with one or two alkyl radicals, optionally bearing at least one
hydroxyl group; a group a group
aminoalkyl group optionally substituted on the amine and on the alkyl chain with one or two alkyl
radicals, optionally bearing at least one hydroxyl group, a
carboxyacyl group, a phosphono group optionally substituted with one
or two substituted aminoalkyl groups, a group
a group a group
a group in which M, which may be identical
or different, denotes a hydrogen atom, or an organic
amine; R6 denotes a linear or branched alkyl group; R7 denotes
a hydrogen atom or a group d ranges from 1 to 10; and Y
represents an anion such as a halide (chloride, bromide), a sulfate or a carboxylate (acetate, lactate, citrate);
- m ranges from 0 to 20;
- m' ranges from 1 to 20;
- n ranges from 0 to 500;
- p ranges from 1 to 50;
- q ranges from 0 to 20;
- w ranges from 1 to 100; and
- a ranges from 0 to 50; b ranges from 0 to 50; and a+b is greater than or equal to 1, in formula (VII).

8. Cosmetic composition according to any one of the preceding claims, wherein the total amount of silicone surfactant(s) (b) ranges from 0.1 to 15% by weight, preferably from 0.5 to 10% by weight, more preferably from 1 to 8% by weight, and even more preferably from 1.5 to 6% by weight, relative to the total weight of the composition.
9. Cosmetic composition according to any one of the preceding claims, wherein the composition contains one or more direct dye(s), preferably chosen from anionic direct dyes, and more preferably from
a) Diaryl anionic azo dyes of formula (IX) or (IX')


wherein, ▪ which are identical or
different, represent a hydrogen atom or a group chosen from:
- alkyl;
- alkoxy, alkylthio;
- hydroxyl, mercapto;
- nitro, nitroso;
- with R°
representing a hydrogen atom or an alkyl or aryl group and X, X'
and X", which are identical or different, representing an oxygen
or sulphur atom or NR with R representing a hydrogen atom or an
alkyl group;
- with M+ representing a hydrogen atom or a cationic counterion;
- as defined above;
- representing a hydrogen atom, an alkyl group or an aryl, (di)(alkyl)amino or aryl(alkyl)amino group; preferably a phenylamino or phenyl group;
- representing an optionally substituted aryl or alkyl group and X' as defined above;
- (di)(alkyl)amino;
- aryl(alkyl)amino optionally substituted by one or more groups chosen from i) nitro; ii) nitroso; iii) and iv) alkoxy with M+ as defined above;

- optionally substituted heteroaryl; preferably a benzothiazolyl
group;
- cycloalkyl; in particular cyclohexyl,
- with Ar representing an optionally substituted aryl group; preferably a phenyl optionally substituted by one or more alkyl, or phenylamino groups;
- or then two adjacent groups with
together form a fused benzo group
with together form a fused benzo group B';
with A' and B' optionally substituted by one or more groups chosen from i) nitro; ii) nitroso; iii) hydroxyl;
v) mercapto; vi) (di)(alkyl)amino; vii)
optionally
substituted aryl(alkyl)amino; with and Ar as
defined above;
▪ W represents a sigma bond, an oxygen or sulphur atom or a
divalent radical i) –NR-, with R as defined above, or ii) methylene
which are identical or different, representing a hydrogen atom or an aryl group, or then form, together with the carbon atom which carries them, a spiro cycloalkyl; preferably, W represents a sulphur atom or Ra and Rb together form a cyclohexyl; it being understood that the formulae (IX) and (IX') comprise at least one sulphonate radical or one carboxylate radical
on one of the A, A', B, B' or C rings; preferably sodium sulphonate.
b) Pyrazolone anionic azo dyes of formulae (X) and (X')
II)



wherein, ▪ which are identical or different, represent a
hydrogen or halogen atom or an alkyl or group, with
M+ as defined above; ▪ represents a hydrogen atom, an alkyl group or a -C(O)O- M+
group, with M+ as defined above; ▪ represents a hydrogen atom;
▪ represents an oxo group, in which case R'16 is absent, or then
together form a double bond; ▪ which are identical or different, represent a hydrogen
atom or a group chosen from:
with M+ as defined above; with Ar representing an optionally substituted aryl group; preferably a phenyl optionally substituted by one or more alkyl groups; ▪ together form either a double bond or an optionally
substituted benzo group D'; ▪ which are identical or different, represent a
hydrogen atom or an alkyl or hydroxyl group; ▪ R21 represents a hydrogen atom or an alkyl or alkoxy group; ▪ which are identical or different, are as defined above;
preferably, Ra represents a hydrogen atom and R b represents an aryl group; ▪ Y represents either a hydroxyl group or an oxo group;
▪ represents a single bond when Y is an oxo group; and
represents a double bond when Y represents a hydroxyl group;
it being understood that the formulae (X) and (X’) comprise at least one sulphonate radical or one carboxylate radical

on either of the D or E rings; preferably sodium sulphonate.
c) Anthraquinone dyes of formulae (XI) and (XI’)

wherein, ▪ which are identical or different,
represent a hydrogen or halogen atom or a group chosen from:
- alkyl;
- hydroxyl, mercapto;
- alkoxy, alkylthio;
- optionally substituted aryloxy or arylthio, preferably substituted by
one or more groups chosen from alkyl and as defined above;
- aryl(alkyl)amino optionally substituted by one or more groups
chosen from alkyl and as defined above;
- (di)(alkyl)amino;
- (di)(hydroxyalkyl)amino;
- as defined above;

▪ Z' represents a hydrogen atom or an group with and
which are identical or different, representing a hydrogen atom or a group chosen from:
- alkyl;
- polyhydroxyalkyl, such as hydroxyethyl;
- aryl optionally substituted by one or more groups, particularly i) alkyl, such as methyl, n-dodecyl or n-butyl; ii)
with M+ as defined above; iii)

defined above; preferably, R° represents an alkyl group;
- cycloalkyl; in particular cyclohexyl;
▪ Z represents a group chosen from hydroxyl and
and which are identical or different, representing the same
atoms or groups as as defined above;
it being understood that the formulae (XI) and (XI') comprise at least one sulphonate radical or one carboxylate
radical preferably sodium sulphonate.
d) Nitro dyes of formulae (XII) and (XII’)

wherein, ▪ R30, R31 and R32, which are identical or different, represent a hydrogen or halogen atom or a group chosen from: - alkyl;

- alkoxy optionally substituted by one or more hydroxyl groups, alkylthio optionally substituted by one or more hydroxyl groups;
- hydroxyl, mercapto;
- nitro, nitroso;
- polyhaloalkyl; - X' and X" as defined above;
- as defined above;
- as defined above;
- (di)(alkyl)amino;
- (di)(hydroxyalkyl)amino;
- heterocycloalkyl, such as piperidino, piperazino or morpholino; particularly, represent a hydrogen atom;
▪ Rc and Rd, which are identical or different, represent a hydrogen
atom or an alkyl group; ▪ W is as defined above; W particularly represents an –NH– group; ▪ ALK represents a divalent, linear or branched, alkylene
group; particularly, ALK represents a group;
▪ n has the value 1 or 2;
▪ p represents an integer of between 1 and 5 inclusive; ▪ q represents an integer of between 1 and 4 inclusive; ▪ u has the value 0 or 1; ▪ when n has a value 1, J represents a nitro or nitroso group,
particularly a nitro group; ▪ when n has a value 2, J represents an oxygen or sulphur atom or a
divalent radical with m representing an integer 1 or 2;
preferably, J represents an radical;
▪ M' represents a hydrogen atom or a cationic counterion;
▪ which is present or absent, represents a benzo group
optionally substituted by one or more R 30 groups as defined above; it being understood that the formulae (XII) and (XII') comprise at least one sulphonate radical or one carboxylate
radical preferably sodium sulphonate;


wherein,
▪ which are identical or different, represent a
hydrogen atom or a group chosen from alkyl, optionally substituted aryl and optionally substituted arylalkyl; particularly an alkyl group and benzyl group optionally substituted by an group, with M+ and m as defined above;
▪ which are identical or
different, represent a hydrogen atom or a group chosen from:
- alkyl;
- alkoxy, alkylthio;
- (di)(alkyl)amino;
- hydroxyl, mercapto;
- nitro, nitroso; -
representing a hydrogen atom or an alkyl or aryl group and X, X' and X", which are identical or different, representing an oxygen or sulphur atom or NR, with R representing a hydrogen atom or an alkyl group;
- representing a hydrogen atom or a cationic counterion;
- as defined above;
- or then two adjacent groups R41 with R42 or R42 with R43 or
together form a fused benzo group: I'; with I'
optionally substituted by one or more groups chosen from i) nitro; ii) nitroso; iii) hydroxyl; v) mercapto;

vi) (di)(alkyl)amino;
as defined above; particularly, represent a hydrogen atom and R41 to
which are identical or different, represent a hydroxyl or group; and, when together form a benzo
group, it is preferably substituted by a group;
it being understood that at least one of the G, H, I or I' rings comprises at least one sulphonate radical or one
carboxylate radical preferably sulphonate.

wherein, ▪ which are identical or different, represent a
hydrogen atom or a halogen atom; ▪ which are identical or different, represent a
hydrogen or halogen atom or a group chosen from:
- alkyl;
- alkoxy, alkylthio;
- hydroxyl, mercapto;
- nitro, nitroso;

- representing a hydrogen atom or a cationic counterion;
- as defined above; particularly, represent a hydrogen or
halogen atom; ▪ G represents an oxygen or sulphur atom or an NR e group with Re as defined above; particularly, G represents an oxygen atom;

▪ L represents an alkoxide a thioalcoholate or an
group, with R f representing a hydrogen atom or an alkyl group, and M+ as defined above; M+ is particularly sodium or potassium;
▪ L' represents an oxygen or sulphur atom or an ammonium group:
which are identical or different, representing a hydrogen atom or an optionally substituted aryl or alkyl group; L' particularly represents an oxygen atom or a phenylamino group optionally substituted by one or more alkyl or groups, with m and M+ as defined above;
▪ Q and Q', which are identical or different, represent an oxygen or sulphur atom; particularly, Q and Q' represent an oxygen atom;
▪ M+ is as defined above.

wherein, ▪ which are identical or
different, represent a hydrogen atom or a group chosen from:
- alkyl;
- alkoxy, alkylthio;
- hydroxyl, mercapto;
- nitro, nitroso; -
representing a hydrogen atom or an alkyl or aryl group and X, X' and X", which are identical or different, representing an oxygen or sulphur atom or NR, with R representing a hydrogen atom or an alkyl group;
- representing a hydrogen atom or a cationic counterion;
- as defined above;

▪ G represents an oxygen or sulphur atom or an group with as
defined above; particularly, G represents an oxygen atom; ▪ which are identical or different, represent a hydrogen
atom or an alkyl group;
it being understood that the formula (XV) comprises at least one sulphonate radical or one carboxylate radical -
preferably sodium sulphonate.

wherein, ▪ represents a hydrogen or halogen atom or an alkyl group;
▪ which are identical or different, represent a
hydrogen atom or an representing a
hydrogen atom or a cationic counterion; ▪ or then together form a benzo group
optionally substituted by one or more groups, with
M+ representing a hydrogen atom or a cationic counterion; it being understood that the formula (XVI) comprises at least one sulphonate radical preferably sodium sulphonate.
10. Cosmetic composition according to any one of the preceding claims, wherein the total amount of dyeing agents (c) chosen from direct dyes, pigments or mixtures thereof, ranges from 0.01 to 10% by weight, and preferably from 0.05 to 5% by weight, relative to the total weight of the composition.
11. Cosmetic composition according to any one of the preceding claims, wherein it further comprises one or more additional surfactants different from the silicone surfactants (b) and additional to the surfactants contained in the oil-in-water emulsion (a), preferably

chosen from the group consisting of cationic, anionic, nonionic and amphoteric surfactants, or mixtures thereof
12. Cosmetic composition according to any one of the preceding claims, wherein it further comprises one or more silicones additional to the silicones contained in the oil-in-water emulsion (a), and different from silicone surfactants (b) preferably chosen from non-amino silicones, and more preferably from polyalkylsiloxanes.
13. Cosmetic composition according to any one of the preceding claims, wherein it further comprises one or more volatile solvents, preferably chosen from volatile solvent(s) different from volatile silicones, non-volatile organic solvents and mixtures thereof.
14. Method for dyeing keratin fibers, in particular human keratin fibers such as hair, which consists in applying to said keratin fibers a composition as defined in anyone of the preceding claims, and after an optional leave-on time, optionally removing it by rinsing.

Documents

Application Documents

# Name Date
1 201921053707-STATEMENT OF UNDERTAKING (FORM 3) [24-12-2019(online)].pdf 2019-12-24
2 201921053707-FORM 1 [24-12-2019(online)].pdf 2019-12-24
3 201921053707-DECLARATION OF INVENTORSHIP (FORM 5) [24-12-2019(online)].pdf 2019-12-24
4 201921053707-COMPLETE SPECIFICATION [24-12-2019(online)].pdf 2019-12-24
5 201921053707-Proof of Right [13-03-2020(online)].pdf 2020-03-13
6 201921053707-FORM-26 [13-03-2020(online)].pdf 2020-03-13
7 201921053707-FORM 18 [27-11-2023(online)].pdf 2023-11-27