Ink cosmetic composition

The aqueous ink cosmetic composition with water-soluble dyes, a buffer system, and preservatives addresses stability and clogging issues, offering a stable and environmentally friendly solution for printing on keratin materials.

WO2026116502A1PCT designated stage Publication Date: 2026-06-04LOREAL SA +4

Patent Information

Authority / Receiving Office
WO · WO
Patent Type
Applications
Current Assignee / Owner
LOREAL SA
Filing Date
2025-11-20
Publication Date
2026-06-04

AI Technical Summary

Technical Problem

Existing ink compositions for keratin materials face issues with stability, preservative properties, and nozzle clogging, and there is a need for environmentally friendly formulations using renewable raw materials.

Method used

An aqueous ink cosmetic composition comprising at least one water-soluble acidic dye, a buffer system, phenoxyethanol, and hydroxyacetophenone, which provides stability, preservative properties, and prevents nozzle clogging.

Benefits of technology

The composition exhibits good stability, preservative properties, and suppresses nozzle clogging, making it suitable for printing on keratin materials such as skin, hair, and eyelashes.

✦ Generated by Eureka AI based on patent content.

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Abstract

The present invention relates to an aqueous composition comprising: (a) at least one water-soluble acidic dye; (b) at least one buffer system; and (c) at least one preserving system comprising phenoxyethanol and hydroxyacetophenone. The composition according to the present invention is stable, has a good preservability and can suppress the issue of nozzle-clogging for printing.
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Description

[0001] DESCRIPTION

[0002] TITLE OF INVENTION

[0003] INK COSMETIC COMPOSITION

[0004] TECHNICAL FIELD

[0005] The present invention relates to an ink cosmetic composition, in particular an ink cosmetic for application on keratin materials. The present invention also relates to a use of a process of the composition in printing on keratin materials.

[0006] BACKGROUND OF THE INVENTION

[0007] A traditional tattoo is a method of injecting pigment into the dermal layer of the skin, and although the initial treatment cost is expensive, it is not easy to remove because it is permanent once treated.

[0008] Recently, after the traditional tattoo procedure, Henna Tattoo (a method of drawing on the body using ink), a water transfer sticker (a form of attaching a transfer paper to the body using water), and other body painting using ink in various methods have been proposed, such as a method of stamping a pattern.

[0009] Among temporary body painting methods, a method for printing on skin with a two-liquid skin print ink is reported in KR101655978 Bl and KR20180057953 A. The two-liquid skin print ink in these methods comprises an ink composition and an ink immobilizing or fixing composition as a primer for the ink composition.

[0010] Also, WO 2023 / 229315 discloses a tattoo printing method in which an ink fixer composition for tattoo printing comprising powder can be applied before or after an ink composition for tattoo printing is applied. Also, this document discloses that a balm type of a fixer composition is applied after an ink composition for tattoo is applied.

[0011] When an ink composition is generally applied on keratin materials by an inkjet method, the ink composition needs to be discharged from a nozzle of an ink cartridge. Thus, it is preferable that the ink composition does not cause clogging issues of ink cartridge nozzles. Also, an ink composition may be stored in cartridges for a long period, it is demanded that the ink composition has an improved stability and preservative properties.

[0012] Moreover, the formulation of environmentally-friendly cosmetic products, which are designed and developed considering environmental issues, is becoming a major goal in an effort to meet global challenges. It is therefore essential to propose more sustainable compositions, preparation processes and ingredients to address these environmental concerns.

[0013] In this context, it is important to develop new compositions, such as new ink compositions for keratin materials, with a better carbon footprint, particularly by promoting the use of renewable raw materials and / or materials with a good index of naturalness and / or materials of natural origin.

[0014] DISCLOSURE OF INVENTION An objective of the present invention is to provide an ink cosmetic composition for an application on keratin materials, which is stable and has a good preservative property, and can suppress nozzle clogging issues for printing.

[0015] The above objective of the present invention can be achieved by an aqueous composition comprising:

[0016] (a) at least one water-soluble acidic dye;

[0017] (b) at least one buffer system; and

[0018] (c) phenoxyethanol, and

[0019] (d) hydroxyacetophenone.

[0020] The (a) water-soluble acidic dye may be selected from water-soluble synthetic acidic dyes.

[0021] The (a) water-soluble acidic dye may be selected from diaryl anionic azo dyes, triarylmethane dyes, and combinations thereof.

[0022] The (b) buffer system may be selected from an acetate buffer, a phosphate buffer, a citrate buffer, a borate buffer, a tartrate buffer, Tris buffer, and a Hepes buffer, and preferably is a citrate buffer.

[0023] The composition may further comprise at least one additional preservative and / or copreservative selected from methylchloroisothiazolinone, imidazolidinyl urea, derivatives of hydantoin, such as l,3-dibromo-5,5-dimethylhydantoin(DMDMH), parahydroxybenzoate ester, phenoxyethanol, benzyl alcohol, chlorphenesin, benzoic acid and a salt thereof, such as sodium benzoate, potassium sorbate, and combinations thereof.

[0024] The total amount of the (a) water-soluble acidic dye(s) in the composition may range from 0.01% to 20% by weight, preferably from 0.1% to 15% by weight, and more preferably from 1 % to 10% by weight, relative to the total weight of the composition.

[0025] The amount of (c) phenoxyethanol may range from 0.001% to 4% by weight, preferably from 0.01% to 3% by weight, more preferably from 0.1% to 2% by weight, relative to the total weight of the composition.

[0026] The amount of (d) hydroxyacetophenone may range from 0.001% to 4% by weight, preferably from 0.01% to 3% by weight, and more preferably from 0.1% to 2% by weight, relative to the total weight of the composition.

[0027] The total amount of (c) phenoxyethanol and (d) hydroxyacetophenone may range from 0.002% to 8% by weight, preferably from 0.02% to 6% by weight, and more preferably from 0.2% to 4% by weight, relative to the total weight of the composition.

[0028] The composition according to the present invention may further comprise aqueous mediums comprising water and at least one organic solvent, in an amount ranging from 60% to 99% by weight, preferably from 70% to 98% by weight, and more preferably from 80% to 97% by weight, relative to the total weight of the composition.

[0029] The organic solvent may be selected from the group consisting of ethyl alcohol, n-propyl alcohol, isopropyl alcohol, n-butyl alcohol, sec-butyl alcohol, t-butyl alcohol, isobutyl alcohol, ethyl lactate, ethylene glycol, diethylene glycol, triethylene glycol nonyl ether, propylene glycol, dipropylene glycol butylene glycol, 1,4-butanediol, 1,2,4-butanetriol, 1,5- pentanediol, 1,6-hexanediol, 1,2-hexanetriol, hexylene glycol, glycerol, glycerol ethoxylate, trimethylolpropaneethoxylate, sodium 2-pyrrolidone-5-carboxylate, methylpyrrolidone, caprylylpyrrolidone, ethylene glycol monomethyl ether, ethylene glycol nonyl ether, diethylene glycol methyl ether, diethylene glycol ethyl ether, triethylene glycol nonyl ether, triethylene glycol nonyl ether, dimethyl sulfoxide, tetramethylene sulfone, thioglycol and a weight average molecular weight of 1 polyethylene glycol having a number average molecular weight of 50 to 1,000, caprylhydroxamic acid, ethylhexylglycerin, pentylene glycol, glyceryl caprylate, and phenethyl alcohol

[0030] The present invention also relates to a use of the composition according to the present invention in drawing or printing images, designs, or patterns on keratin materials, preferably skin, hair, eyebrow, and / or eyelash, or in printing a temporary tattoo on keratin materials, preferably skin, hair, eyebrow, and / or eyelash.

[0031] The present invention also relates to a process comprising:

[0032] (i) optionally applying a primer composition on keratin materials, preferably skin, hair, eyebrow, and / or eyelash, to provide a primer layer on the keratin materials,

[0033] (ii) applying the composition according to the present invention on the primer layer if step (i) is carried out or on the keratin materials if step (i) is not carried out, to provide an ink layer on the primer layer or on the keratin materials; and

[0034] (iii) optionally applying a coating composition on the ink layer to provide a coating layer on the ink layer.

[0035] The process may further comprise one or two or more drying steps between steps (i) and (ii) if step (i) is carried out or before step (ii), between steps (ii) and (iii) if step (iii) is carried out or after step (ii), and / or after step (iii) if step (iii) is carried out.

[0036] Steps (i) to (iii) in the process may be carried out in one-time operation, and each of the compositions are discharged preferably by an inkjet method, a spraying method, a dropping method, or by contacting each of the composition with the keratin material using a finger, a gauze, a cotton, a stick, a tip, and / or an applicator.

[0037] In Step (ii), the composition according to the present invention may be applied by an inkjet method or a spraying method.

[0038] DETAILED DESCRIPTION OF THE INVENTION

[0039] After diligent research, the inventors have discovered that a combination of the ingredients (a) at least one water-soluble acidic dye, (b) at least one buffer system, (c) phenoxyethanol, and (d) hydroxyacetophenone can exhibit a good stability and preservative property, and can suppress nozzle clogging issues for printing, and thus completed the invention.

[0040] Thus, the composition according to the present invention is an aqueous composition comprising:

[0041] (a) at least one water-soluble acidic dye;

[0042] (b) at least one buffer system;

[0043] (c) phenoxyethanol, and

[0044] (d) hydroxyacetophenone. The composition according to the present invention exhibits a good stability, in particular a good stability maintaining its pH value. Also, the composition according to the present invention can show a good preservative property with respect to a microbial proliferation. Furthermore, the composition according to the present invention can suppress nozzle clogging issues for printing. Thus, the composition according to present invention is very suitable as an ink composition for printing ink on keratin material, in particular is very suitable for a temporary tattoo.

[0045] Hereinafter, the composition, the use, and the process according to the present invention will be explained in more detail.

[0046] [Composition]

[0047] The aqueous composition according to the present invention comprises:

[0048] (a) at least one water-soluble acidic dye;

[0049] (b) at least one buffer system;

[0050] (c) phenoxyethanol, and

[0051] (d) hydroxyacetophenone.

[0052] The composition according to the present invention may be intended to be used as a cosmetic composition, in particular a cosmetic topical composition. Thus, the composition according to the present invention may be intended to be applied on keratin materials.

[0053] Keratin material here means a material containing keratin as a main constituent element, and examples thereof include the skin, hair, eyebrow, eyelash, scalp, nails, lips, and the like. Preferably, the keratin material here indicates the skin, hair, eyebrow, and eyelash. Thus, in a preferred embodiment, the composition according to the present invention is a cosmetic composition, in particular a cosmetic composition for drawing or printing images, designs, and / or patterns on keratin materials, preferably skin, hair, eyebrow, and / or eyelash.

[0054] The composition according to the present invention is an aqueous composition. The aqueous composition of the present invention may take any form suitable for topical application, and in particular in the form of an aqueous solution or suspension or an aqueous dispersion. Preferably the composition according to the present invention is in the form of an aqueous solution or an aqueous dispersion.

[0055] The ingredients in the composition will be described in detail below.

[0056] (Water-soluble Acidic Dye)

[0057] The composition according to the present invention may comprise (a) at least one water- soluble acidic dye. Two or more different types of (a) water-soluble acidic dyes may be used in combination. Thus, a single type of (a) water-soluble acidic dye or a combination of different types of (a) water-soluble acidic dyes may be used.

[0058] The term "water-soluble" here materials which are soluble in water at a concentration of 1% by weight or more, for example 5% or 10% by weight or more, relative to the total weight of the water at room temperature (25°C) and atmospheric pressure (105Pa).

[0059] For the purpose of the present invention, the acidic dye can be also represented as an acidic direct dye. For the purpose of the present invention, the acidic dye can be also represented as an anionic dye. Thus, the acidic dye can be also represented as "anionic dye", "acidic direct dye", and / or "anionic direct dye". A direct dye means a colored substance which does not require the use of an oxidizing agent in order to develop its color.

[0060] The water-soluble acidic dye may be natural and / or synthetic dyes.

[0061] The expression "natural direct dye" is understood to mean any dye or dye precursor that is naturally occurring and is produced by extraction (and optionally purification) from a plant matrix or an animal such as an insect, optionally in the presence of natural compounds such as ash or ammonia.

[0062] Natural direct dyes are not limited as long as they are acidic direct dyes. As natural direct dyes, mention may be made of quinone dyes (such as lawsone and juglone), alizarin, purpurin, laccaic acid, carminic acid, kermesic acid, purpurogallin, protocatechaldehyde, indigoids such as indigo, sorghum, isatin, betanin, curcuminoids (such as curcumin), spinulosin, various types of chlorophyll and chlorophyllin, hematoxylin, hematein, brazilein, brazilin, safflower dyes (such as carthamin), flavonoids (such as rutin, quercetin, catechin, epicatechin, morin, apigenidin, and sandalwood), anthocyans (such as apigeninidin and apigenin), carotenoids, tannins, orceins, santalins and cochineal carmine.

[0063] It is also possible to use extracts or decoctions containing natural acidic direct dye(s), in particular henna-based extracts, curcuma longa extract, sorghum leaf-sheath extract, haematoxylon campechianum extract, green tea extract, pine bark extract, cocoa extract, and logwood extract.

[0064] It is preferable that the natural acidic direct dye be chosen from the group consisting of curcuminoids, santalins, chlorophyllin, haematoxylin, haematein, brazilein, brazilin, sorghum, laccaic acid, lawsone, juglone, alizarin, purpurin, carminic acid, kermesic acid, purpurogallin, protocatechaldehyde, indigoids, isatin, spinulosin, apigenin, orcein, betanin, flavonoids, anthocyans, and extracts or decoctions containing these compounds.

[0065] Alternatively, the natural acidic direct dyes may be preferably chosen, for example, from hydroxylated quinones, indigoids, hydroxyflavones, santalins A and B, isatin and its derivatives, and brasilin and its hydroxylated derivative.

[0066] The hydroxylated quinones are preferably benzoquinones, naphthoquinones, and mono- or polyhydroxylated anthraquinones which are optionally substituted with groups such as alkyl, alkoxy, alkenyl, chloro, phenyl, hydroxyalkyl and carboxyl.

[0067] The naphthoquinones are preferably lawsone, juglone, flaviolin, naphthazarin, naphthopurpurin, lapachol, plumbagin, chloroplumbagin, droserone, shikonin, 2-hydroxy-3-methyl-l,4- naphthoquinone, 3,5-dihydroxy-l,4-naphthoquinone, 2,5-dihydroxy-l,4-naphthoquinone, 2- methoxy-5-hydroxy- 1 ,4-naphthoquinone and 3 -methoxy-5-hydroxy- 1 ,4-naphthoquinone.

[0068] The benzoquinones are preferably spinulosin, atromentin, aurentioglyocladin, 2,5-dihydroxy- 6-methylbenzoquinone, 2-hydroxy-3-methyl-6-methoxybenzoquinone, 2, 5-dihydroxy-3,6- diphenylbenzoquinone, 2,3-dimethyl-5-hydroxy-6-methoxybenzoquinone and 2,5-dihydroxy- 6-isopropylbenzoquinone. The anthraquinones are preferably alizarin, quinizarin, purpurin, carminic acid, chrysophanol, kermesic acid, rhein, aloe emodin, pseudopurpurin, quinizarincarboxylic acid, frangula emodin, 2-methylquinizarin, 1 -hydroxyanthraquinone and 2-hydroxyanthraquinone.

[0069] The indigoids are preferably indigo, indirubin, isoindigo and Tyrian purple.

[0070] The hydroxyflavones are preferably quercetin and morin.

[0071] The expression "synthetic direct dye" is understood to mean any dye or dye precursor that is produced by chemical synthesis.

[0072] Synthetic direct dyes are not limited as long as they are acidic direct dyes. Examples of synthetic dyes include azo, methine, carbonyl, nitro(hetero)aryl types or tri(hetero)arylmethane direct dyes, alone or as mixtures.

[0073] The anionic dyes are commonly known as "acidic direct dyes" for their affinity with alkaline substances (see, for example, "Industrial Dyes, Chemistry, Properties, Application", Klaus Hunger Ed. Wiley-VCH Verlag GmbH & Co KGaA, Weinheim 2003). Anionic or acid dyes are known in the literature (see, for example, "Ullman ’s Encyclopedia of Industrial Chemistry", Azo Dyes, 2005 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim 10.1002 / 14356007.a03 245, point 3.2; ibid, Textile Auxiliaries, 2002 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim 10.1002 / 14356007.a26 227 and "Ashford's Dictionary of Industrial Chemicals" , Second Edition, p. 14-p. 39, 2001).

[0074] The term "anionic direct dyes" means any direct dye comprising in its structure at least one sulfonate group SOs' and / or at least one carboxylate group C(O)O’ and / or at least one phosphonate group P(=O)O O" and optionally one or more anionic groups G’ with G’, which may be identical or different, representing an anionic group chosen from alkoxide O’, thioalkoxide S’, phosphonate, carboxylate and thiocarboxylate: C(Q)Q’’ with Q and Q’, which may be identical or different, representing an oxygen or sulfur atom; preferably, G’ represents a carboxylate, i.e. Q and Q’ represent an oxygen atom.

[0075] The preferred anionic dyes of the formula of the present invention are chosen from acidic nitro direct dyes, acidic azo dyes, acidic azine dyes, acidic triarylmethane dyes, acidic indoamine dyes, acidic anthraquinone dyes, anionic styryl dyes, and indigoids and acidic natural dyes; each of these dyes containing at least one sulfonate, phosphonate or carboxylate group bearing a cationic counterion X+, where X+represents an organic or mineral cationic counter ion preferably chosen from alkali and alkaline-earth metals, such as Na+and K+

[0076] Preferred acidic dyes may be chosen from: a) the diaryl anionic azo dyes, which can be represented by formula (II) or (If): in which formulae (II) and (IP):

[0077] • R.7, RS, R9, RIO, R'?, R'S, R'9 and R'IO, which may be identical or different, represent a hydrogen atom or a group chosen from: alkyl; alkoxy, alkylthio; hydroxyl, mercapto; nitro;

[0078] R°-C(X)-X’-, R°-X’-C(X)-, R°-X’-C(X)-X”- with Rcrepresenting a hydrogen atom or an alkyl or aryl group; X, X’ and X”, which may be identical or different, representing an oxygen or sulfur atom, or NR with R representing a hydrogen atom or an alkyl group;

[0079] (O)2S(O‘)-, X+as defined previously;

[0080] (O)CO -, X+as defined previously ;

[0081] (O)P(O2-)-, 2X+as defined previously ;

[0082] R”-S(O)2-, with R” representing a hydrogen atom or an alkyl, aryl, (di)(alkyl)amino or aryl(alkyl)amino group; preferably a phenylamino or phenyl group;

[0083] R”’-S(O)2-X’- with R’” representing an alkyl or optionally substituted aryl group, X’ as defined previously;

[0084] (di)(alkyl)amino; aryl(alkyl)amino optionally substituted with one or more groups chosen from i) nitro; ii) nitroso; iii) (O)2S(O’)-, X+and iv) alkoxy with X+; optionally substituted heteroaryl; preferably a benzothiazolyl group; cycloalkyl; especially cyclohexyl,

[0085] Ar-N=N- with Ar representing an optionally substituted aryl group, preferably a phenyl optionally substituted with one or more alkyl, (O)2S(O‘)-, X+or phenylamino groups; or alternatively two contiguous groups R7 with Rs or Rs with R9 or R9 with Rio together form a fused benzo group A’; and R’7 with R’s or R’s with R’9 or R’9 with R’10 together form a fused benzo group B’; with A’ and B’ optionally substituted with one or more groups chosen from i) nitro; ii) nitroso; iii) (O)2S(O-)-, X+; iv) hydroxyl; v) mercapto; vi) (di)(alkyl)amino; vii) R°-C(X)-X’-; viii) R°-X’-C(X)-; ix) R°-X’- C(X)-X”-; x) Ar-N=N- and xi) optionally substituted aryl(alkyl)amino; with X+, R°, X, X’, X” and Ar as defined previously;

[0086] • W represents a sigma bond o, an oxygen or sulfur atom, or a divalent radical i) -NR- with R as defined previously, or ii) methylene -C(Ra)(Rb)- with Ra and Rb, which may be identical or different, representing a hydrogen atom or an aryl group, or alternatively Raand Rb form, together with the carbon atom that bears them, a spiro cycloalkyl; preferably W represents a sulfur atom or Raand Rb together form a cyclohexyl; it being understood that formulae (II) and (IF) comprise at least one sulfonate (O)2S(O')-, X+or phosphonate (O)P(O2‘) 2X+or carboxylate (O)C(O')-, X+radical on one of the rings A, A', B, B' or C with X+as defined previously. As examples of dyes of formula (II), mention may be made of Acid Red 1, Acid Red 4, Acid Red 13, Acid Red 14, Acid Red 18, Acid Red 27, Acid Red 32, Acid Red 33 (CI 17200), Acid Red 35, Acid Red 37, Acid Red 40 (CI 16035), Acid Red 41, Acid Red 42, Acid Red 44, Acid Red 68, Acid Red 73, Acid Red 135, Acid Red 138, Acid Red 184, Food Red 1, Food Red 13, Food Red 17, Acid Orange 6, Acid Orange 7, Acid Orange 10, Acid Orange 19, Acid Orange 20, Acid Orange 24, FD&C Yellow 5 (CI19140), Acid Yellow 6 (CI 15985), Acid Yellow 9, Acid Yellow 36, Acid Yellow 199, Food Yellow 3; Acid Violet 7, Acid Violet 14, Acid Blue 113, Acid Blue 117, Acid Black 1, Acid Brown 4, Acid Brown 20, Acid Black 26, Acid Black 52, Food Black 1, Food Black 2, Pigment Red 57; and as examples of dyes of formula (II'), mention may be made of Acid Red 111, Acid Red 134, and Acid Yellow 38.

[0087] Preferred acidic dyes may also be chosen from: b) the anthraquinone dyes, which can be represented by formulae (III) and (IIP): in which formulae (III) and (IIP):

[0088] • R22, R23, R24, R25, R26 and R27, which may be identical or different, represent a hydrogen or halogen atom or a group chosen from: alkyl; hydroxyl, mercapto; alkoxy, alkylthio; aryloxy or arylthio optionally substituted, preferably substituted with one or more groups chosen from alkyl and (O)2S(O‘)-, X+with X+as defined previously; aryl(alkyl)amino optionally substituted with one or more groups chosen from alkyl and (O) S(O‘)-, X+with X+as defined previously;

[0089] (di)(alkyl)amino;

[0090] (di)(hydroxyalkyl)amino;

[0091] (O)2S(O‘)-, X+with X+as defined previously;

[0092] • Z’ represents a hydrogen atom or a group NR28R29 with R28 and R29, which may be identical or different, representing a hydrogen atom or a group chosen from: alkyl; polyhydroxyalkyl such as hydroxyethyl; aryl optionally substituted with one or more groups, particularly i) alkyl such as methyl, w-dodecyl, w-butyl; ii) (O)2S(O‘)-, X+with X+as defined previously; iii) R°- C(X)-X’-, R°-X’-C(X)-, R°-X’-C(X)-X”- with R°, X, X’ and X” as defined previously, preferably R° represents an alkyl group; cycloakyl; especially cyclohexyl;

[0093] • Z represents a group chosen from hydroxyl and NR’2sR’29 with R’28 and R’29, which may be identical or different, representing the same atoms or groups as R28 and R29 as defined previously; it being understood that formulae (III) and (IIP) comprise at least one sulfonate group (O)2S(O')-, X+with X+as defined previously.

[0094] As examples of dyes of formula (III), mention may be made of Acid Blue 25, Acid Blue 43, Acid Blue 62, Acid Blue 78, Acid Blue 129, Acid Blue 138, Acid Blue 140, Acid Blue 251, HC Blue 16, which is a cationic anthraquinone dye, Acid Green 25, Acid Green 41, Acid Violet 42, Acid Violet 43, Mordant Red 3; and EXT Violet 2, and as examples of dyes of formula (IIP), mention may be made of Acid Black 48.

[0095] Preferred acidic dyes may also be chosen from: c) the quinoline-based dyes, which can be represented by formula (IV): in which formula (IV):

[0096] • Re i represents a hydrogen or halogen atom or an alkyl group;

[0097] • R62, Res and R64, which may be identical or different, represent a hydrogen atom or a group (O)2S(O’)-, X+with X+as defined previously;

[0098] • or alternatively Rei with R62, or Rei with R64, together form a benzo group optionally substituted with one or more groups (O)2S(O‘)-, X+with X+as defined previously;

[0099] • G represents an oxygen or sulfur atom or a group NRewith Rerepresenting a hydrogen atom or an alkyl group; particularly G represents an oxygen atom; it being understood that formula (IV) comprises at least one sulfonate group (O)2S(O-)-, X+with X+as defined previously.

[0100] As examples of dyes of formula (IV), mention may be made of Acid Yellow 2 and Acid Yellow 3and Acid Yellow 5.

[0101] Preferred acidic dyes may also be chosen from: d) triarylmethane dyes, which can be represented by formula (Va) or (Va) the triarylmethane direct dye(s) according to the present invention are catonic dyes of formulae (Va) and (Va) below:

[0102] and also the organic or mineral acid or base addition salts thereof, the geometrical isomers, optical isomers and tautomers thereof, and the mesomeric forms thereof, and the solvates thereof such as hydrates: in which formulae (Va) and (V'a) below:

[0103] Ri, R2, RJ and R4, which may be identical or different, represent a hydrogen atom or one of the following groups: (Ci-Ce)alkyl which is optionally substituted, preferably with a hydroxyl group; aryl such as phenyl, aryl(Ci-C4)alkyl such as benzyl, heteroaryl, heteroaryl(Ci-C4)alkyl, or else two groups Ri, and R2, and / or R3 and R4, borne by the same nitrogen atom form, together with the nitrogen atom which bears them, an optionally substituted heterocycloalkyl group such as morpholino, piperazino or piperidino, preferably Ri, R2, R3 and R4, which may be identical or different, represent a hydrogen atom or a (Ci- C4)alkyl group;

[0104] Rs, Re, R7, Rs, R9, Rio, R11, R12, R13, R14, Ris, and Rie, which may be identical or different, represent a hydrogen or halogen atom, or a group chosen from i) hydroxyl, ii) thiol, iii) amino iv) (di)(Ci-C4)(alkyl)amino, v) (di)arylamino such as (di)phenylamino, vi) nitro, vii) acylamino (-NR-C(O)R') in which 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)-) in which 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; ix) carboxylic acid or ester, (-O-C(O)R') or (-C(O)OR'), in which the R' radical is a hydrogen atom or a C1-C4 alkyl radical 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 (RSO2-NR-) in which the R radical 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-SO2-) in which 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) (Ci-C4)alkoxy; and xiv) (Ci-C4)alkylthio; or else two radicals borne by two contiguous carbon atoms R5 and Re and / or R7 and Rs and / or R9 and Rio and / or R11 and R12 and / or R13 and R14 and / or R15 and Rie 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;

[0105] Q" represents an anionic counterion as defined previously, for achieving electron neutrality of the molecule, preferably chosen from halides such as chloride or bromide, and phosphate; when the cationic dye comprises one or more anionic substituents such as COOR or SO3R with R denoting a hydrogen or a cation, it is understood that there are then more cationic substituents than anionic substituents, such that the overall resulting charge of the triarylmethane structure is cationic, counterbalanced by Q".

[0106] Even more preferably the acidic direct dye(s) of the present invention are chosen from formulae (Va) and (V'a) such as from HC Blue 15, which is a neutral triarylmethane direct dye,

[0107] According to one preferred embodiment, the direct dye(s) a) is (are) chosen from the triarylmethane dyes of formula (Va) or (V'a), in which, taken alone or separately,

[0108] Ri, R2, RS and R4 represent a hydrogen atom or a (Ci-C4)alkyl group such as methyl or ethyl;

[0109] Rs, Re, R7, Rs, R$>, Rio, R11, R12, R13, R14, R15, and Rie represent a hydrogen atom, a halogen atom, such as chlorine, or a (Ci-C4)alkyl group such as methyl or ethyl, an amino group, a (di)(Ci-C4)(alkyl)amino group and, preferably, at least one of the R$>, Rio, R11 or R12 groups represents a hydrogen atom, a halogen atom (Cl), or an amino group, or a (Ci- C4)(alkyl)amino or (di)(Ci-C4)(alkyl)amino group, preferably in the para position with respect to the phenyl group.

[0110] Preferably, the direct dye(s) of triaylmethane structure are chosen from FD&C Blue 1 (CI 42090), Acid Green 3, Acid Green 9, and mixtures thereof.

[0111] It is preferable that the (a) water-soluble acidic dye be selected from water-soluble synthetic acidic dyes, more preferably selected from the diaryl anionic azo dyes, the quinoline-based dyes, the triarylmethane dyes, and combinations thereof.

[0112] In one preferred embodiment of the present invention, the composition according to the present invention comprises two or more types of the (a) water-soluble acidic dyes, more preferably three or more types of the (a) water-soluble acidic dyes in combination.

[0113] Thus, a further preferred embodiment of the present invention, the composition according to the present invention comprises two or more types of the (a) water-soluble acidic dyes selected from the diaryl anionic azo dyes and the triarylmethane dyes. In particular, the (a) water-soluble acidic dyes comprises the at least one diaryl anionic azo dye and the at least one triarylmethane dye in combination.

[0114] The total amount of the (a) water-soluble acidic dye(s) in the composition according to the present invention may be 0.01% by weight or more, preferably 0.1% by weight or more, and more preferably 1% by weight or more, relative to the total weight of the composition.

[0115] The total amount of the (a) water-soluble acidic dye(s) in the composition according to the present invention may be 20% by weight or less, preferably 15% by weight or less, and more preferably 10% by weight or less, relative to the total weight of the composition. The total amount of the (a) water-soluble acidic dye(s) in the composition according to the present invention may range from 0.01% to 20% by weight, preferably from 0.1% to 15% by weight, and more preferably from 1% to 10% by weight, relative to the total weight of the composition.

[0116] (Buffer System)

[0117] The composition according to the present invention comprise (b) at least one buffer system. Two or more different types of (b) buffer systems may be used in combination. Thus, a single type of (b) buffer system or a combination of different types of (b) buffer systems may be used.

[0118] The term "buffer system", "buffer" or "buffering agent" as used herein refer to a solvent agent or agents which, when dissolved in water, stabilize the resulting solution against a major change in pH when acids or bases are added. The buffer system is usually an aqueous solution comprising a mixture of an acid and its conjugate base or alternatively a mixture of a base and its conjugate acid.

[0119] In one embodiment, the term “buffer system" may comprise one or more buffering agent(s) and / or an acid / base conjugate(s) thereof, and preferably comprises one or more buffering agent(s) and an acid / base conjugate(s) thereof.

[0120] As the buffer system, mention may be made of an acetate buffer (for example, acetic acid + sodium acetate), a phosphate buffer (for example, sodium dihydrogen phosphate + di-sodium hydrogen phosphate), a citrate buffer (for example, citric acid + sodium citrate), a borate buffer (for example, boric acid + sodium borate), a tartrate buffer (for example, tartaric acid + sodium tartrate dihydrate), Tris buffer (for example, tris(hydroxymethyl)aminomethane), and a Hepes buffer (4-(2 -hydroxy ethyl)- 1 -piperazineethanesulfonic acid). The citrate buffer is preferred.

[0121] The pH of the composition according to the present invention may be from 3.0 to 9.0, preferably 4.0 to 8.0, and more preferably from 5.0 to 7.0.

[0122] The amount of the (b) buffer system(s) in the composition according to the present invention may be 0.001% by weight or more, preferably 0.002% by weight or more, and more preferably 0.003% by weight or more, relative to the total weight of the composition.

[0123] The amount of the (b) buffer system(s) in the composition according to the present invention may be 3% by weight or less, preferably 2% by weight or less, and more preferably 1% by weight or less, relative to the total weight of the composition.

[0124] The amount of (b) buffer system(s) in the composition according to the present invention may be from 0.001% to 3% by weight, preferably from 0.002% to 2% by weight, and more preferably from 0.003% to 1% by weight, relative to the total weight of the composition.

[0125] (Phenoxyethanol)

[0126] The composition according to the present invention comprises (c) phenoxyethanol.

[0127] The amount of (c) phenoxyethanol in the composition may be 0.001% by weight or more, preferably 0.01% by weight or more, and more preferably 0.1% by weight or more, relative to the total weight of the composition.

[0128] The amount of (c) phenoxyethanol in the composition may be 4% by weight or less, preferably 3% by weight or less, and more preferably 2% by weight or less, relative to the total weight of the composition.

[0129] The amount of (c) phenoxyethanol in the composition may range from 0.001% to 4% by weight, preferably from 0.01% to 3% by weight, and more preferably from 0.1% to 2% by weight, relative to the total weight of the composition.

[0130] (Hydroxyacetophenone)

[0131] The composition according to the present invention comprises (d) hydroxy acetophenone.

[0132] The amount of (d) hydroxyacetophenone in the composition may be 0.001% by weight or more, preferably 0.01% by weight or more, and more preferably 0.1% by weight or more, relative to the total weight of the composition.

[0133] The amount of (d) hydroxyacetophenone in the composition may be 4% by weight or less, preferably 3% by weight or less, and more preferably 2% by weight or less, relative to the total weight of the composition.

[0134] The amount of (d) hydroxyacetophenone in the composition may range from 0.001% to 4% by weight, preferably from 0.01% to 3% by weight, and more preferably from 0.1% to 2% by weight, relative to the total weight of the composition.

[0135] The ingredients (c) phenoxyethanol and (d) hydroxyacetophenone have a function as preservatives in the present invention. Thus, (c) phenoxyethanol and (d) hydroxyacetophenone are preservatives and can comprise of a preserving system in the present composition. The ingredient (c) phenoxyethanol can function as a preservative, and the ingredient (d) hydroxy acetophenone can function as a co-preservative.

[0136] The total amount of (c) phenoxyethanol and (d) hydroxyacetophenone in the composition may be 0.001% by weight or more, preferably 0.01% by weight or more, and more preferably 0.1% by weight or more, relative to the total weight of the composition.

[0137] The total amount of phenoxyethanol and (d) hydroxyacetophenone in the composition may be 4% by weight or less, preferably 3% by weight or less, and more preferably 2% by weight or less, relative to the total weight of the composition.

[0138] The total amount of (c) phenoxyethanol and (d) hydroxyacetophenone in the composition may range from 0.002% to 8% by weight, preferably from 0.02% to 6% by weight, and more preferably from 0.1% to 4% by weight, relative to the total weight of the composition.

[0139] (Other Ingredients)

[0140] - Water

[0141] The composition according to the present invention may comprise water. The water forms an aqueous medium of the aqueous composition according to the present invention.

[0142] The amount of water in the composition according to the present invention may be 50% by weight or more, preferably 55% by weight or more, and more preferably 60% by weight or more, relative to the total weight of the composition.

[0143] The amount of water in the composition according to the present invention may be 95% by weight or less, preferably 92.5% by weight or less, and more preferably 90% by weight or less, relative to the total weight of the composition.

[0144] The amount of water in the composition according to the present invention may be from 50% to 95% by weight, preferably from 55% to 92.5% by weight, and more preferably from 60% to 90% by weight, relative to the total weight of the composition.

[0145] - Additional preservative and / or co-preservative

[0146] The composition according to the present invention may additionally include at least one preservative and / or co-preservative other than (c) phenoxyethanol and (d) hydroxyacetophenone.

[0147] For the purpose of the present invention, the term "preservative" means ingredients which are generally used for the purpose of preventing growth of microorganisms such as bacteria and mold. Also, for the purpose of the present invention, the term "co-preservative" means ingredients which are not classified as preservatives, but have a certain amount of antibacterial properties and can be used to support an activity of preservatives and to reduce an amount of preservatives in compositions.

[0148] The additional preservatives and / or co-preservatives which can be used may include, for example, methylchloroisothiazolinone, imidazolidinyl urea, derivatives of hydantoin, such as l,3-dibromo-5,5-dimethylhydantoin(DMDMH), parahydroxybenzoate ester, benzyl alcohol, chlorphenesin, benzoic acid and a salt thereof, such as sodium benzoate, potassium sorbate, and combinations thereof.

[0149] The additional co-preservatives may include, for example, polyols having antibacterial properties among polyols.

[0150] For the purposes of the present invention, the term “polyol” should be understood as meaning any aliphatic compounds comprising at least two free hydroxyl groups. The polyol may be a compound of linear, branched or alicyclic, saturated or unsaturated alkyl type, bearing at least two -OH functions on the alkyl chain.

[0151] The additional co-preservatives are preferably selected from caprylyl glycol, 1,2-hexane diol, pentylene glycol, sorbitan octanoate, 1,3-butylene glycol, dipropylene glycol, propylene glycol, and combinations thereof, and more preferably caprylyl glycol, 1,2-hexane diol, and a combination thereof.

[0152] Thus, in the specific embodiments of the present invention, the composition comprises as the preserving system: - (c) phenoxyethanol

[0153] - (d) hydroxyacetophenone; and

[0154] - at least one, preferably at least two types of optional co-preservatives selected from polyols having antibacterial properties, such as caprylyl glycol, 1,2-hexane diol, pentylene glycol, sorbitan octanoate, 1,3-butylene glycol, dipropylene glycol, propylene glycol, and combinations thereof.

[0155] Accordingly, as the preferred specific embodiments of the present invention, the composition comprises as the preserving system:

[0156] - (c) phenoxyethanol,

[0157] - (d) hydroxyacetophenone; and

[0158] - at least two types of optional co-preservatives selected from caprylyl glycol and 1,2-hexane diol.

[0159] The total amount of the additional preservative(s) and / or co-preservative(s) may be 0.001% by weight or more, preferably 0.01% by weight or more, and more preferably 0.1% by weight or more, relative to the total weight of the composition.

[0160] The amount of the additional preservative(s) and / or co-preservative(s) may be 10% by weight or less, preferably 5% by weight or less, and more preferably 3% by weight or less, relative to the total weight of the composition.

[0161] The amount of the additional preservative(s) and / or co-preservative(s) may range from 0.001% to 10% by weight, preferably from 0.01% to 5% by weight, and more preferably from 0.1% to 3% by weight, relative to the total weight of the composition.

[0162] In one embodiment of the present invention, the composition comprises at least one polyol as the additional co-preservative in an amount of more than 0.001%, preferably 0.01% by weight or more, more preferably 0.1% by weight or more, relative to the total weight of the composition.

[0163] In one embodiment of the present invention, the composition comprises at least one polyol as the additional co-preservatives in an amount of 10% by weight or less, preferably 5% by weight or less, more preferably 3% by weight or less, relative to the total weight of the composition.

[0164] Thus, in one embodiment, the composition comprise at least one polyol as the additional copreservative in an amount ranging from 0.001% to 10% by weight, preferably from 0.01% to 5% by weight, more preferably from 0.1% to 3% by weight, relative to the total weight of the composition.

[0165] - Organic solvent

[0166] The composition according to the present invention may comprise at least one organic solvent.

[0167] The organic solvent may form an aqueous medium of the aqueous composition according to the present invention.

[0168] Specifically, as preferred embodiments, the organic solvent is selected from the group consisting of ethyl alcohol, n-propyl alcohol, isopropyl alcohol, n-butyl alcohol, sec-butyl alcohol, t-butyl alcohol, isobutyl alcohol, ethyl lactate, ethylene glycol, diethylene glycol, triethylene glycol nonyl ether, propylene glycol, dipropylene glycol butylene glycol, 1,4- butanediol, 1,2,4-butanetriol, 1,5-pentanediol, 1,6-hexanediol, 1,2-hexanetriol, hexylene glycol, glycerol, glycerol ethoxylate, trimethylolpropaneethoxylate, sodium 2-pyrrolidone-5- carboxylate, methylpyrrolidone, caprylylpyrrolidone, ethylene glycol monomethyl ether, ethylene glycol nonyl ether, diethylene glycol methyl ether, diethylene glycol ethyl ether, triethylene glycol nonyl ether, triethylene glycol nonyl ether, dimethyl sulfoxide, tetramethylene sulfone, thioglycol and a weight average molecular weight of 1 polyethylene glycol having a number average molecular weight of 50 to 1,000, caprylhydroxamic acid, ethylhexylglycerin, pentylene glycol, glyceryl caprylate, and phenethyl alcohol.

[0169] The organic solvent may include at least one hydrophilic organic solvent.

[0170] The term "hydrophilic" here materials which are soluble in water at a concentration of 1% by weight or more, for example 5% or 10% by weight or more, relative to the total weight of the water at room temperature (25°C) and atmospheric pressure (105Pa).

[0171] The hydrophilic organic solvent forms an aqueous medium of the aqueous composition according to the present invention.

[0172] The hydrophilic organic solvent(s) may be cosmetically acceptable hydrophilic organic solvent(s) including, for example, substantially linear or branched lower mono-alcohols having from 1 to 8 carbon atoms, such as ethanol, propanol, butanol, isopropanol, and isobutanol; aromatic alcohols, such as benzyl alcohol and phenylethyl alcohol; polyols or polyol ethers, such as isoprene glycol, glycerine, propanediol, sorbitol, ethylene glycol monomethyl, monoethyl and monobutyl ethers, propylene glycol ethers, such as propylene glycol monomethylether, diethylene glycol alkyl ethers, such as diethylene glycol monoethylether or monobutylether; polyalkylene glycols and their derivatives, and a combination thereof.

[0173] For the purpose of the present invention, the organic solvents are intended to mean organic solvents which are different from the ingredients of the additional preservatives and copreservatives as explained above. In particular, the organic solvents here are different from the polyols used as the additional co-preservatives as explained above. The purpose of the organic solvent here is for an efficient manufacture of the composition according to the present invention, while the purpose of the additional co-preservative is to increase a preservative property of the composition.

[0174] In one embodiment, the organic solvent comprises at least one polyol other than the copreservatives mentioned above.

[0175] For the purpose of the present invention, the term “polyol” here means an alcohol having two or more free hydroxy groups, and does not encompass a saccharide or a derivative thereof.

[0176] The polyol may be a C2-C15 polyol, preferably a C2-C10 polyol. The polyol may comprise at least 2 hydroxy groups, preferably 2 to 4 hydroxy groups.

[0177] The polyol may be selected from glycerins and derivatives thereof, and glycols and derivatives thereof. The polyol may be selected from the group consisting of glycerin, diglycerin, polyglycerin, ethyleneglycol, diethyleneglycol, hexyleneglycol, 1,3-propanediol, and 1,5- pentanediol, polyethyleneglycol (5 to 50 ethyleneoxide groups). In another preferred embodiment, the organic solvent comprises at least one polyethylene glycol. The polyethylene glycol may be selected from polyethylene glycols, polypropylene glycols, polybutylene glycols, and combinations thereof. The aqueous medium preferably comprises at least one polyethylene glycol, such as PEG-4, PEG-6, and PEG-8.

[0178] The total amount of the organic solvent(s) in the composition according to the present invention may be 5% by weight or more, preferably 7.5% by weight or more, and more preferably 10% by weight or more, relative to the total weight of the composition.

[0179] The total amount of the organic solvent(s) in the composition according to the present invention may be 40% by weight or less, preferably 35% by weight or less, and more preferably 25% by weight or less, relative to the total weight of the composition.

[0180] The total amount of the organic solvent(s) in the composition according to the present invention may range from 5% to 40% by weight, preferably from 7.5% to 35% by weight, and more preferably from 10% to 25% by weight, relative to the total weight of the composition.

[0181] As explained above, water and the organic solvent, preferably hydrophilic organic solvent, if present, can form an aqueous medium of the aqueous composition of the present invention. The amount of the aqueous medium(s) in the composition according to the present invention may be 60% by weight or more, preferably 70% by weight or more, and more preferably 80% by weight or more, relative to the total weight of the composition.

[0182] The amount of the aqueous medium(s) in the composition according to the present invention may be 99% by weight or less, preferably 98% by weight or less, and more preferably 97% by weight or less, relative to the total weight of the composition.

[0183] The amount of the aqueous medium(s) in the composition according to the present invention may range from 60% to 99% by weight, preferably from 70% to 98% by weight, and more preferably from 80% to 97% by weight, relative to the total weight of the composition. In one embodiment of the present invention, when the composition comprise water and at least one organic solvent, the weight ration of water to the organic solvent(s) may be 1 : 001 to 1.3.

[0184] - Additives

[0185] The composition according to the present invention may comprise, in addition to the aforementioned ingredients, optional ingredient(s) typically employed in cosmetics, specifically, surfactants / emulsifiers; cationic, anionic, nonionic, or amphoteric polymers; natural extracts derived from animals or vegetables; oils; fillers; waxes; antioxidants; and the like, within a range which does not impair the effects of the present invention.

[0186] The composition according to the present invention can be prepared by mixing the above essential and optional ingredients in accordance with any of the processes which are well known to those skilled in the art.

[0187] In one embodiment of the present invention, the composition according to the present invention can be formulated without using any surfactants. Thus, in one specific embodiment of the present invention, the composition comprises a tiny amount of surfactants or does not comprise any surfactants. In one embodiment, the composition comprises surfactant(s) in an amount of less than 3% by weight, preferably less than 1% by weight, more preferably less than 0.5% by weight, and even more preferably less than 0.1% by weight, relative to the total weight of the composition. In another embodiment, the composition is free of any surfactants.

[0188] According to a preferred embodiment, the composition according to the invention comprises, relative to the total weight of the composition:

[0189] (a) from 0.01% to 20% by weight of the at least one water-soluble acidic dye selected from water-soluble synthetic acidic dyes;

[0190] (b) from 0.001% to 3% by weight of the at least one buffer system selected from an acetate buffer, a phosphate buffer, a citrate buffer, a borate buffer, a tartrate buffer, Tris buffer, and a Hepes buffer; and

[0191] (c) from 0.001% to 4% by weight of phenoxyethanol; and

[0192] (d) from 0.001% to 4% by weight of hydroxyacetophenone.

[0193] According to a preferred embodiment, the composition according to the invention comprises, relative to the total weight of the composition:

[0194] (a) from 1% to 10% by weight of the at least one water-soluble acidic dye selected from diaryl anionic azo dyes, triarylmethane dyes, and combinations thereof;

[0195] (b) from0.003% to 1% by weight of the at least one buffer system of a citrate buffer; and

[0196] (c) from 0.1 % to 2% by weight of phenoxyethanol, and

[0197] (d) from 0.1% to 2% by weight of hydroxyacetophenone.

[0198] [Use]

[0199] The present invention relates to a use of the composition according to the present invention as an ink composition to be applied on keratin materials, such as skin, hair, eyebrow, and / or eyelash.

[0200] Specifically, the composition according to the present invention may be an ink composition for temporary tattoo. The term “temporary” here indicates that the tattoo is not permanent and can be removed by, for example, rubbing it with soapy water or cleaning oil.

[0201] Thus, the present invention also relates to a use of the composition according to the present invention in drawing or printing images, designs, or patterns on keratin materials, preferably skin, hair, eyebrow, and / or eyelash, or in printing a temporary tattoo on keratin materials, preferably skin, hair, eyebrow, and / or eyelash.

[0202] The composition according to the present invention can be applied on the keratin material with any means, for example, an inkjet method, a spraying method, a dropping method, or by contacting the composition with the keratin material using a finger, a gauze, a cotton, a stick, a tip, an applicator, or the like.

[0203] In one preferred embodiment of the present invention, the composition according to the present invention is used in a printing device, such as a skin transfer print of Prinker M, Prinker. Thus, the composition according to present invention is preferably provided in a ink cartridge. The composition according to the present invention can be discharged from an ink cartridge preferably by an inkjet method or a spraying method. Since the composition according to the present invention is stable, has a good preservative' property, and can refrain nozzle clogging issues for printing, the use of the composition according to present invention can provide an efficient printing.

[0204] In another embodiment of the present invention, the composition according to the present invention is used in combination with a primer composition in printing the composition on keratin materials. In one preferred embodiment, the composition according to the present invention may be applied on a primer layer formed on keratin materials, preferably skin, hair, eyebrow, and / or eyelash, with the primer composition.

[0205] In yet another embodiment of the present invention, the composition according to the present invention can be used in combination with a coating composition which is applied on an ink layer prepared with the composition according to the present invention.

[0206] In yet another embodiment of the present invention, the composition according to the present invention is used in combination with a primer composition and a coating composition in printing the composition on keratin materials.

[0207] For the purpose of the present invention, the prime composition and the coating composition are compositions for imparting resistance properties, such as a water resistance, abrasion resistance, and smudge resistance property, with an ink layer formed by the composition according to the present invention.

[0208] The formulations of the primer composition and coating composition are not particularly limited, and may include any ingredients to achieve the purpose of these composition. For example, the primer composition and the coating composition may comprise at least one thickener, at least one film-forming agent, and / or at least one powder. The formulations of the primer composition and the coating composition may be the same or different.

[0209] When the composition according to the present invention is used in combination with the primer composition and / or the coating composition, these compositions may be provided as a multi-part composition or in a kit.

[0210] Thus, the present invention also relates to a multi-part composition comprising:

[0211] (1) an optional first part comprising a primer composition, for forming a primer layer on keratin materials, such as skin, hair, eyebrow, and / or eyelash,

[0212] (2) a second part comprising the composition according to the present invention for forming an ink layer on the primer layer if the first part is present or on the keratin materials if the first part is not present, and

[0213] (3) an optional third part comprising a coating composition for forming a coating layer on the ink layer.

[0214] For the purpose of the present invention, the “multi-part” composition can be also represented as a “multi-component” composition comprising a first compartment comprising the composition according to the present invention, a second compartment comprising the ink composition, and an optional third compartment comprising the coating composition.

[0215] In addition, the present invention also relates to a kit comprising:

[0216] (1) an optional first part comprising a primer composition for forming a primer layer on keratin materials, such as skin, hair, eyebrow, and / or eyelash,

[0217] (2) a second part comprising the composition according to the present invention for forming an ink layer on the primer layer if the first part is present or on the keratin materials if the first part is not present, and

[0218] (3) an optional third part comprising a coating composition for forming a coating layer on the ink layer.

[0219] The multi-part composition and kit according to the present invention can be used in printing or drawing images, designs, and / or patterns on keratin materials, preferably skin, hair, eyebrow, and / or eyelash. Thus, the multi-part composition and kit according to the present invention may be for printing temporary tattoos on keratin materials, preferably skin, hair, eyebrow, and / or eyelash. Since the multi-part composition and kit according to the present invention comprises the composition according to the present invention, which is stable and has a good preservative property, and can suppress nozzle clogging issues for printing, printing on keratin materials, preferably skin, hair, eyebrow, and / or eyelash, can be carried out very efficiently.

[0220] [Process]

[0221] The process according to present invention comprises the steps of:

[0222] (i) optionally applying an primer composition on keratin materials, preferably skin, hair, eyelash, and / or eyebrow, to provide a primer layer on the keratin materials,

[0223] (ii) applying the composition according to the present invention on the primer layer if step (i) is carried out or on the keratin materials if step (i) is not carried out, to provide an ink layer on the primer layer or on the keratin materials; and

[0224] (iii) optionally applying a coating composition on the ink layer to provide a coating layer on the ink layer.

[0225] The process according to the present invention is preferably a cosmetic process, more preferably a cosmetic process for printing or drawing designs or patterns on keratin materials, preferably skin, hair, eyebrow, and / or eyelash, and in particular a process of printing a temporary tattoo on the keratin materials, preferably skin, hair, eyebrow, and / or eyelash.

[0226] The primer composition and the coating composition are the same as explained in the multipart composition and the kit according to the present invention above.

[0227] The applications of the composition according to the present invention, the primer composition, and / or the coating composition in steps (i) to (iii), respectively, may be performed by any means, for example, an inkjet method, a spraying method, a dropping method, or by contacting the ink composition with the keratin material using a finger, a gauze, a cotton, a stick, a tip, an applicator, or the like. Preferably, the application of the composition according to the present invention can be carried out by an inkjet method or a spraying method.

[0228] In one preferred embodiment of the present invention, the application of the composition according to the present invention can be carried out in one-time operation, preferably by using the multi-part composition or kit according to the present invention, in particular with using a printing device, such as a skin transfer print of PrinkerM, Prinker.

[0229] Each of the compositions may be dried after the applications to form the primer layer, the ink layer, and / or the coating layer. Thus, the process according to the present invention may comprise one or two or more drying steps between steps (i) and (ii) if step (i) is present or before step (ii), between steps (ii) and (iii) if step (iii) is present or after step (ii), and / or after step (iii) if step (iii) is present. In one preferred embodiment of the present invention, the process comprises steps (i) and (iii), and comprising drying steps between steps (i) and (ii), between steps (ii) and (iii) and after step (iii).

[0230] The drying can be performed under ambient conditions for 1 to 120 seconds, preferably for 30 to 60 seconds. The drying may be performed by heating the applied composition(s), or simply keeping the applied composition(s) under ambient conditions. The ambient conditions here may indicate a temperature ranging from 10 °C to 40 °C, in particular from 15 °C to 30 °C, and under atmospheric pressure (105Pa).

[0231] The process according to the present invention can efficiently produce printed ink on keratin materials, preferably skin, hair, eyebrow, and / or eyelash, such as temporary tattoo, since the composition according to the present invention is used as an ink composition.

[0232] EXAMPLES

[0233] The present invention will be described in more detail by way of examples. However, these examples should not be construed as limiting the scope of the present invention. The examples below are presented as non-limiting illustrations in the field of the present invention.

[0234] [Compositions]

[0235] Each of the compositions according to Examples 1 to 4 (Ex. 1 to Ex. 4) and Comparative Examples 1 to 7 (Comp. Ex. 1 to Comp. Ex. 7) was prepared by mixing the ingredients listed in Tables 1 and 2 below. The numerical values for the amounts of the ingredients are all based on “% by weight” as active raw materials.

[0236] [Evaluations]

[0237] (pH stability) pH of each of the compositions was measured at 25 °C by a pH meter (LAQUA pH meter F- 72L by HORIBA), just after the preparation (TO) and then after storage for two months at 45 °C (T2M). The evaluation was made under the following criteria.

[0238] Excellent: 0 to 0.3 of pH value was changed after the storage.

[0239] Very good: more than 0.3 to 0.5 of pH value was changed after the storage.

[0240] Good: more than 0.5 to 1.0 of pH value was changed after the storage.

[0241] Fair: more than 1.0 to 1.5 of pH value was changed after the storage.

[0242] Bad: more than 1.5 of pH value was changed after the storage.

[0243] (Preservability)

[0244] Preservability was evaluated by assessing an antimicrobial protection property of each of the compositions following the standard ISO11930. The evaluation was made under the following criteria.

[0245] OK: The microbiological risk is considered as acceptable. This indicates that the composition is protected with regards to a microbial proliferation that can have a potential risk for the user

[0246] NG: The microbiological risk is considered as not acceptable.

[0247] (Nozzle-clogging resistance)

[0248] A nozzle clogging resistance was evaluated by the following printing test. First, an ink cartridge including each of the compositions was stored at 37 °C for 2 weeks. Then, the ink cartridge was set in a printing device (Prinker M from Prinker) and printed ink on paper. After one minute from the printing, the nozzle clogging property was assessed under the following criteria.

[0249] Excellent: any faint print pattern was not observed.

[0250] Very good: from 1 to 5% of faint print patterns were observed.

[0251] Good: more than 5 to 10% of faint print patterns were observed.

[0252] Fair: more than 10 to 20% of faint print patterns were observed.

[0253] Bad: More than 20% of faint print patterns were observed.

[0254] The results are shown in Tables 1 and 2.

[0255] Table 1 Table 2

[0256] As shown in Tables 1 and 2, the compositions according to the present invention comprising the combination of the ingredients (a) to (c) exhibited a good stability and preservability, and showed an improved nozzle clogging resistance.

[0257] On the other hand, the composition according to Comparative Example 1, which did not include the preserving system and the buffer system, could not exhibit an acceptable pH stability and preservability. Also, the composition according to Comparative Example 2, which did not include the preserving system, did not show an acceptable preservability.

[0258] Also, the composition according to Comparative Example 3, which did not include the buffer system, could not exhibit a good pH stability. Also, the composition according to Comparative Example 4, which included none of the ingredients (a) to (c), could not exhibit a good pH stability, nozzle-clogging resistance, and preservability. Also, the composition according to Comparative Example 5, which did not include the water-soluble acidic dye and the buffer system, could not exhibit a good pH stability and nozzle-clogging resistance.

[0259] Also, the composition according to Comparative Example 6, which did not include the water- soluble acidic dye and the preserving system, could not exhibit a good nozzle-clogging resistance and preservability. Also, the composition according to Comparative Example 7, which included the pigment, could not exhibit a good nozzle-clogging resistance.

[0260] Accordingly, it can be concluded that the composition according to present invention is very suitable as an ink composition for printing ink on keratin materials, and in particular very suitable for a temporary tattoo.

Claims

CLAIMS1. An aqueous composition comprising:(a) at least one water-soluble acidic dye;(b) at least one buffer system;(c) phenoxyethanol, and(d) hydroxyacetophenone.

2. The composition according to Claim 1, wherein the (a) water-soluble acidic dye is selected from water-soluble synthetic acidic dyes.

3. The composition according to Claim 1 or 2, wherein the (a) water-soluble acidic dye is selected from diaryl anionic azo dyes, triarylmethane dyes, and combinations thereof.

4. The composition according to any one of Claims 1 to 3, wherein the (b) buffer system is selected from an acetate buffer, a phosphate buffer, a citrate buffer, a borate buffer, a tartrate buffer, Tris buffer, and a Hepes buffer, and preferably is a citrate buffer.

5. The composition according to any one of Claims 1 to 4, wherein the total amount of the (a) water-soluble acidic dye(s) in the composition ranges from 0.01% to 20% by weight, preferably from 0.1% to 15% by weight, and more preferably from 1% to 10% by weight, relative to the total weight of the composition.

6. The composition according to any one of Claims 1 to 5, wherein the amount of (c) phenoxyethanol ranges from 0.001% to 4% by weight, preferably from 0.01% to 3% by weight, and more preferably from 0.1% to 2% by weight, relative to the total weight of the composition.

7. The composition according to any one of Claims 1 to 6, wherein the amount of (d) hydroxyacetophenone ranges from 0.001% to 4% by weight, preferably from 0.01% to 3% by weight, and more preferably from 0.1% to 2% by weight, relative to the total weight of the composition.

8. The composition according to any one of Claims 1 to 7, wherein the total amount of (c) phenoxyethanol and (d) hydroxyacetophenone ranges from 0.002% to 8% by weight, preferably from 0.02% to 6% by weight, and more preferably from 0.2% to 4% by weight, relative to the total weight of the composition.

9. The composition according to any one of Claims 1 to 8, further comprising aqueous mediums comprising water and at least one organic solvent, in an amount ranging from 60% to 99% by weight, preferably from 70% to 98% by weight, and more preferably from 80% to 97% by weight, relative to the total weight of the composition.

10. The composition according to Claim 9, wherein the organic solvent is selected from the group consisting of ethyl alcohol, n-propyl alcohol, isopropyl alcohol, n-butyl alcohol, sec-butyl alcohol, t-butyl alcohol, isobutyl alcohol, ethyl lactate, ethylene glycol, diethylene glycol, triethylene glycol nonyl ether, propylene glycol, dipropylene glycol butylene glycol, 1,4-butanediol, 1,2,4-butanetriol, 1,5-pentanediol, 1,6-hexanediol, 1,2- hexanetriol, hexylene glycol, glycerol, glycerol ethoxylate,trimethylolpropaneethoxylate, sodium 2-pyrrolidone-5-carboxylate, methylpyrrolidone, caprylylpyrrolidone, ethylene glycol monomethyl ether, ethylene glycol nonyl ether, diethylene glycol methyl ether, diethylene glycol ethyl ether, triethylene glycol nonyl ether, triethylene glycol nonyl ether, dimethyl sulfoxide, tetramethylene sulfone, thioglycol and a weight average molecular weight of 1 polyethylene glycol having a number average molecular weight of 50 to 1,000, -caprylhydroxamic acid, ethylhexylglycerin, pentylene glycol, glyceryl caprylate, and phenethyl alcohol.

11. A use of the composition according to any one of Claims 1 to 10, in drawing or printing images, designs, or patterns on keratin materials, preferably skin, hair, eyelash and / or eyebrow; or in printing a temporary tattoo on keratin materials, preferably skin, hair, eyelash and / or eyebrow.

12. A process comprising the steps of:(i) optionally applying a primer composition on keratin materials, preferably skin, hair, eyelash and / or eyebrow, to provide a primer layer on the keratin materials,(ii) applying the composition according to any one of Claims 1 to 12 on the primer layer if step (i) is carried out or on the keratin materials if step (i) is not carried out, to provide an ink layer on the primer layer or on the keratin materials; and(iii) optionally applying a coating composition on the ink layer to provide a coating layer on the ink layer.

13. The process according to Claim 12, further comprising one or two or more drying steps between steps (i) and (ii) if step (i) is carried out or before step (ii), between steps (ii) and (iii) if step (iii) is carried out or after step (ii), and / or after step (iii) if step (iii) is carried out.

14. The process according to Claim 12 or 13, wherein steps (i) to (iii) are carried out in onetime operation, and each of the compositions are applied by an inkjet method, a spraying method, a dropping method, or by contacting each of the composition with the keratin material using a finger, a gauze, a cotton, a stick, a tip, and / or an applicator.

15. The process according to any one of Claims 12 to 14, wherein in step (ii) the composition is applied by an inkjet method or a spraying method.