Handheld styling device and dyeing or lightening method using a substrate
The handheld styling device with movable substrates and heating capabilities addresses the challenges of achieving precise and rapid dyeing/lightening on keratin fibers, enhancing user safety and efficiency.
Patent Information
- Authority / Receiving Office
- JP · JP
- Patent Type
- Patents
- Current Assignee / Owner
- Filing Date
- 2020-11-19
- Publication Date
- 2026-04-15
AI Technical Summary
Existing dyeing and lightening methods for keratin fibers face challenges in achieving clear and precise coloring patterns, are cumbersome due to bulkiness, and pose risks of composition contact with the user's hands and clothing, with long processing times and inconsistent results.
A handheld styling device with movable substrates coated with dyes and oxidizing agents, capable of heating fibers to 60-250°C for rapid dyeing or lightening, using a computing device to calculate substrate usage and visualize patterns.
Enables rapid creation of precise, millimeter-sized coloring or bleaching patterns with high accuracy and ease of use, reducing bulkiness and minimizing contact risks while ensuring strong color development and resistance to external factors.
Smart Images

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Abstract
Description
[Technical Field]
[0001] The present invention relates to the field of dyeing or lightening keratin fibers, and more particularly to the field of dyeing and lightening hair.
[0002] The present invention relates in particular to a method for dyeing or lightening keratin fibers, especially human keratin fibers such as hair, comprising the use on the fibers with a handheld styling device as defined below, which has at least one aqueous composition and at least one treated surface partially or entirely coated with at least one substrate including a surface coated with at least one layer containing one or more dyes and / or oxidizing agents. Preferably, the dye is selected from synthetic or natural oxidative dyes and / or direct dyes, more preferably oxidative dyes.
[0003] The present invention also relates to an assembly intended for dyeing or lightening keratin fibers, particularly human keratin fibers such as hair, comprising at least one aqueous composition and at least one handheld styling device as defined below, and preferably at least one computing device configured to calculate the number of times a substrate is used on the fiber and at least one image acquisition device configured to visualize the surface of the substrate placed in place on the keratin fiber. [Background technology]
[0004] Standard oxidative dyeing methods generally involve applying a dye composition containing a mixture of an oxidizing base and a coupler to keratin fibers together with hydrogen peroxide (H2O2 or an aqueous solution of hydrogen peroxide) as an oxidizing agent, allowing it to diffuse, and then rinsing the fibers. The resulting coloring is generally permanent, highly pigmented, and resistant to external factors, particularly light, bad weather, washing, sweat, and friction.
[0005] A “semi-permanent” or direct dyeing method for those parts involves applying a direct dye, which is a colored and coloring molecule with affinity for the keratin fibers, to the keratin fibers and leaving it on for a certain period of time, and then rinsing them. Direct dyes commonly used to carry out these dyeing operations are selected from nitrobenzene, anthraquinone, nitropyridine, azo, xanthene, acridine, azine, and triarylmethane direct dyes, as well as natural dyes.
[0006] In addition, it is known that oxidation dyes are used in combination with direct dyes to alter the light and dark shades obtained in oxidation dyeing, or to enhance them through variations in intensity.
[0007] However, it has been found that attempting to achieve novel visual effects through coloring using "standard" dyeing techniques is often difficult, or even impossible. In particular, such methods cannot satisfactorily impart a clear and precise coloring pattern that can bring about novel optical effects across the entire head of hair.
[0008] This standard dyeing method also has the disadvantage of staining the hands of the user or hairstylist when applying a ready-to-use composition, which is obtained by mixing a direct dye-based dyeing composition or a dyeing composition with an oxidizing composition, to the hair. Similarly, using this type of method can result in undesirable stains on the user's scalp, facial contours, and / or clothing due to application errors and / or problems with the composition dripping.
[0009] In particular, standard oxidation dyeing methods carry the risk that the user may not ultimately obtain the desired color due to errors in handling the dye and oxidizing agent compositions or an inappropriate selection of the starting dye composition.
[0010] It is also known that when storing dye compositions and / or oxidizing agent compositions used to obtain desired colors, bulkiness can be a problem, particularly in hair salons.
[0011] Therefore, such oxidation staining methods may prove impractical for achieving diverse colorations for different users.
[0012] To address these various drawbacks, a dyeing method has already been proposed (Patent Document 1) which involves placing keratin fibers in contact with a substrate in the form of a sheet pre-treated with an aqueous oxidizing composition using a composition containing one or more oxidizing dyes. This pre-treatment causes the oxidizing dyes to form a layer that partially or entirely coats the surface of the substrate. Thus, the oxidizing dyes can be deposited uniformly or non-uniformly on the surface of the substrate and can employ one or more novel shapes to produce various types of coloring patterns.
[0013] In particular, keratin fibers are placed on a substrate, and then an oxidation composition is applied to the fibers and / or the substrate. During the dyeing process, the oxidation dye is extracted from the surface of the substrate so as to move toward the keratin fibers and penetrate them, and reacts with the oxidizing agent of the oxidation composition to dye the fibers.
[0014] Such methods yield persistent colors that can be uniform and multicolored and / or have coloring patterns, offering the advantage of enabling the production of blurs, spots, novel shapes and / or image reproductions on keratin fibers, for example. In particular, such methods make it possible to create visually novel coloring patterns that can be customized by consumers.
[0015] Similar to the dyeing method, a method for lightening the color by bringing keratin fibers into contact with a sheet-shaped substrate has also been proposed (Patent Document 2).
[0016] The use of such substrates makes it possible to reduce the bulkiness associated with storing dyeing and oxidizing compositions used in standard dyeing methods. This is because the substrates occupy less space than commonly used dyeing or lightening compositions. Therefore, this method allows users to benefit from more space for storage in hair salons while also having the potential to create a wide range of coloring or bleaching patterns.
[0017] However, such methods are generally accompanied by a very long leave-on time, typically around 30 minutes, due to the fact that the oxidative dye or oxidizing agent must first be extracted from the substrate before the keratin fibers can be dyed or lightened.
[0018] To shorten this leave-on time, it was envisioned that the properties of the substrate be modified to facilitate faster extraction of the dye, so that they could react with the oxidizing agent of the oxidation composition and approach the keratin fibers more easily.
[0019] For this purpose, it has already been proposed to use a substrate that does not absorb dyes, particularly by using plasticized sheets.
[0020] However, the leave-on time observed with this type of substrate is still generally quite long, often around 25 minutes.
[0021] Furthermore, this type of substrate presents problems with large-scale manufacturing. In particular, during the pretreatment of the substrate with a composition containing an oxidative dye or oxidizing agent, the composition may improperly deposit and pool on the surface of the substrate. This has an adverse effect on the clarity of the colored pattern.
[0022] Furthermore, the use of the substrates described in (Patent Document 1) or (Patent Document 2) can prove impractical, particularly if it requires regularly changing the substrate in correlation with the area being treated, which can result in extremely varied coloring or bleaching patterns at various locations on the hair scalp. As a result, the dyeing or lightening methods may be perceived as long and cumbersome for both stylists and consumers.
[0023] Similarly, in terms of use, stylists may encounter these challenges when they wish to use such base materials on different models (i.e., different hair heads) to create various coloring or bleaching patterns.
[0024] The aforementioned disadvantages are also encountered in relation to dyeing methods using substrates pretreated with direct dyes and lightening methods using substrates pretreated with oxidizing agents. [Prior art documents] [Patent Documents]
[0025] [Patent Document 1] French Patent No. 3015895 Specification [Patent Document 2] French Patent No. 3015892 Specification [Overview of the Initiative] [Problems that the invention aims to solve]
[0026] Therefore, there is a genuine need to overcome the above drawbacks by implementing a simple and rapid method that produces clear and precise coloring or bleaching patterns, particularly on keratin fibers, while simultaneously reducing the problem of bulkiness and the risk of contact between the composition used and the user's hands, scalp, and / or clothing, and causing minimal challenges in use. [Means for solving the problem]
[0027] This objective is achieved by the present invention, and one subject of the present invention is, in particular, human keratin fibers such as keratin fibers, especially hair, on said fibers, with at least one aqueous composition and at least one handheld styling device, - First and second jaws arranged facing each other and connected to each other so as to move from an open position to a closed position, - A first processing surface supported by a first jaw and a second processing surface supported by a second jaw, which are intended to grip the keratin fibers, and at least one of the processing surfaces is intended to be heated. Includes, - A method for dyeing and / or lightening using at least one handheld styling device, wherein at least one of the treated surfaces is partially or entirely covered with at least one substrate which includes a surface coated with at least one layer containing at least one dye selected from oxidative dyes and / or direct dyes, more preferably selected from oxidative dyes, and / or one or more chemical oxidizing agents.
[0028] The dyeing or lightening method according to the present invention has the advantage of producing a colored or bleached pattern with a very short leave-on time, thereby being particularly effective compared to standard dyeing or lightening methods.
[0029] Therefore, the dyeing or lightening method according to the present invention makes it possible to produce visually vivid colored or bleached patterns on keratin fibers with high accuracy. More specifically, this method makes it possible to produce millimeter-sized colored or bleached patterns of any kind that are easily reproducible, such as spots or waves. By repeating this over the entire hair, novel optical effects can be produced in these patterns.
[0030] In other words, the dyeing or lightening method according to the present invention makes it possible to obtain patterns, particularly millimeter-sized, that are uniformly applied to the entire hair or localized to a portion of the hair. These patterns may be creative from an aesthetic standpoint, or they may serve to conceal the unevenness of the color or appearance of the keratin fibers, especially when the hair grows back and the ends fade.
[0031] Therefore, this method makes it possible to dye and / or lighten keratin fibers by producing a colored or bleached pattern.
[0032] Furthermore, it becomes clear that the dyeing or lightening method according to the present invention is easier to implement than methods in which the base material is not used in combination with a handheld styling device, when the aim is to produce the same or various coloring or bleaching patterns on the entire scalp.
[0033] In fact, a handheld styling device used in accordance with the present invention makes it possible to easily and quickly apply one or more identical or different substrates effectively to keratin fibers and to produce a clear and precise coloring or bleaching pattern that gives the fibers an initial attractive aesthetic appearance.
[0034] In particular, substrates intended for application to keratin fibers can be quickly attached to and / or removed from a handheld styling device during a dyeing or lightening method.
[0035] Furthermore, handheld styling devices offer the advantage of being easily stored in hair salons and using base materials that can be prepared on-site or in advance.
[0036] The dyeing method according to the present invention makes it possible to obtain colorings and / or patterns that exhibit strong color development and resistance to external factors (shampoo, light, sweat, bad weather, etc.).
[0037] In particular, the dyeing method according to the present invention leads to the creation of patterns that exhibit strong color development and shampoo resistance.
[0038] Furthermore, the color enhancement achieved by the method according to the present invention is high.
[0039] The present invention also relates to an assembly intended for dyeing or lightening keratin fibers, particularly human keratin fibers such as hair, and comprising at least one aqueous composition and at least one handheld styling device as defined above.
[0040] The assembly according to the present invention is intended to be used in a method for dyeing or lightening keratin fibers, particularly human keratin fibers such as hair, as defined above.
[0041] This assembly enables the rapid and effective creation of colored or bleached patterns in a short processing time.
[0042] Preferably, the assembly according to the present invention is i) Aqueous compositions as defined below, ii) The handheld styling device defined above, iii) A computing device configured to calculate the number of times the substrate is used on keratin fibers. It can include, - The handheld styling device also includes one or more means for detecting movement of the first and second jaws to the open position and / or to the closed position; the one or more detection means are connected to a computing device.
[0043] More preferably, the assembly according to the present invention also includes an image acquisition device configured to visualize the surface of a substrate intended for use on keratin fibers on a screen, the image acquisition device being connected to a computing device.
[0044] The assembly according to the present invention is intended to be used in methods for dyeing or lightening keratin fibers, particularly human keratin fibers such as hair.
[0045] In particular, the assembly according to the present invention makes it possible to visualize and / or automate all or part of the generation of colored or bleached patterns on keratin fibers, and also to control the type of patterns produced (e.g., their shape and / or their color) and their number.
[0046] The assembly according to the present invention also makes it possible to calculate the number of coloring or bleaching patterns that remain on the keratin fibers.
[0047] Therefore, the assembly according to the present invention can effectively assist the user of the handheld styling device in producing colored or lightened, and especially colored or bleached, patterns in a short time.
[0048] Other subjects, features, aspects, and advantages of the present invention will become clearer by reading the following description and examples.
[0049] With regard to the object of the present invention, and unless otherwise specified, • The "heteroaryl group" represents an optionally cationic 5-22 member monocyclic or condensed or uncondensed polycyclic group containing 1-6 heteroatoms selected from nitrogen, oxygen, sulfur, and selenium, and at least one of its rings is aromatic. Preferably, the heteroaryl group is acridinyl, benzimidazolyl, benzobistriazolyl, benzopyrazolyl, benzopyridazinyl, benzoquinolyl, benzothiazolyl, benzotriazolyl, benzoxazolyl, pyridinyl, tetrazolyl, dihydrothiazolyl, i Selected from midazopyridyl, imidazolyl, indolyl, isoquinolyl, naphtoimidazolyl, naphtooxazolyl, naphtopyrazolyl, oxadiazolyl, oxazolyl, oxazolopyridyl, phenazinyl, phenoxazolyl, pyrazinyl, pyrazolyl, pyriryl, pyrazoyltriazyl, pyridyl, pyridinoimidazolyl, pyrrolyl, quinolyl, tetrazolyl, thiadiazolyl, thiazolyl, thiazolopyridyl, thiazoylimidazolyl, thiopyridyl, triazolyl, xantyl, and thioxanthinyl. The "aryl" group represents a monocyclic or fused or unfused polycyclic carbon-based group containing 6 to 22 carbon atoms, wherein at least one ring is aromatic, and preferably the aryl group is phenyl, biphenyl, naphthyl, indenyl, anthracenyl, or tetrahydronaphthyl. • An "aryl" or "heteroaryl" group, or the aryl or heteroaryl portion of a group, - C1-C6, preferably C1-C4 alkyl groups, optionally substituted with one or more groups selected from hydroxyl, C1-C2 alkoxy, (poly)hydroxy(C2-C4) alkoxy, acylamino, and aminos substituted with two identical or different C1-C4 alkyl groups, optionally retaining at least one hydroxyl group, or the two groups optionally substituted with the nitrogen atom to which they are bonded, optionally containing another nitrogen atom or a non-nitrogen heteroatom, forming a saturated or unsaturated optionally substituted 5-7 membered, preferably 5 or 6 membered heterocycle, - Halogen atom; - Hydroxyl or thiol group; - C1-C6 alkoxy or C1-C6 alkylthio group; - (Poly)hydroxy(C2~C6)alkoxy group; - Amino group, - (C1~C4) alkyl groups, preferably 5 or 6-membered heterocycloalkyl groups optionally substituted with methyl, preferably morpholino, piperazino, piperidino or pyrrolidino, - A 5 or 6-membered heteroaryl group optionally substituted with an alkyl group, preferably methyl, preferably imidazolyl, - An amino group substituted with one or two identical or different C1-C6 alkyl groups, optionally comprising at least, • Hydroxyl group, • An amino group optionally substituted with one or two optionally substituted C1-C3 alkyl groups, wherein the alkyl groups, together with the nitrogen atoms to which they are optionally bonded, form an optionally substituted saturated or unsaturated 5-7 membered heterocycle containing at least one other optionally nitrogen or non-nitrogen heteroatom. • Quaternary ammonium group - N + R'R''R''',M - (In the formula, R', R'' and R''' which may be the same or different represent a hydrogen atom or a C1-C4 alkyl group, M - (represents anion-ion pairing), or • A (C1-C4) alkyl group, preferably optionally substituted with methyl, optionally cationic 5 or 6-membered heteroaryl group, preferably imidazolium. an amino group that retains - Acylamino group (-N(R)-C(O)-R') (wherein group R is a C1-C4 alkyl group that optionally retains a hydrogen atom or at least one hydroxyl group, and group R' is a C1-C2 alkyl group); - Carbamoyl group ((R)2N-C(O)-) (wherein the formula, the identical or different groups R represent a C1-C4 alkyl group that optionally retains a hydrogen atom or at least one hydroxyl group); - Alkylsulfonylamino group (R'-S(O)2-N(R)-) (wherein group R is a C1-C4 alkyl group that optionally retains a hydrogen atom or at least one hydroxyl group, and group R' is a C1-C4 alkyl group or a phenyl group); - Aminosulfonyl group ((R)2N-S(O)2-) (wherein the formula, the identical or different groups R represent a C1-C4 alkyl group that optionally retains a hydrogen atom or at least one hydroxyl group); - A carboxyl group in a chlorinated state by an acid or (preferably an alkali metal or substituted or unsubstituted ammonium), - Cyano group; - Nitro or nitroso group; - Polyhaloalkyl groups, preferably trifluoromethyl groups. It may be substituted with at least one substituent held by a carbon atom, selected from the following: The non-aromatic portion of a cyclic or heterocyclic group or an aryl or heteroaryl group may be substituted with one or more oxo groups. • "Alkyl group" refers to a linear or branched C1-C group. 10 In particular, the group is C1-C8, more preferably C1-C6, and most preferably C1-C4 hydrocarbon-based.
[0050] The limits of a range of values are included in the expression of that range, particularly in the expressions "~" and "~ range". The expression "at least one" is synonymous with and can be replaced with the expression "one or more".
[0051] Dyeing and / or lightening method Staining and / or lightening method step As described above, the present invention relates to a method for dyeing and / or lightening keratin fibers, particularly human keratin fibers such as hair, on the fibers using a composition comprising at least one aqueous composition, preferably one or more oxidizing agents, and at least one handheld styling device as defined above.
[0052] Preferably, a method for dyeing and / or lightening keratin fibers is: - Using the aqueous composition defined below on the aforementioned fiber, - The treatment surface of the handheld styling device defined above is preferably applied to bring it into contact with the keratin fibers. - Raise the temperature of the aforementioned fibers to a temperature in the range of 60 to 250°C. Includes.
[0053] Preferably, a method for dyeing and / or lightening keratin fibers includes applying an aqueous composition to the keratin fibers.
[0054] Therefore, during the dyeing and / or lightening method, the keratin fibers are transported between the treatment surfaces of a handheld styling device.
[0055] As the keratin fibers move from an open position to a closed position, at least one of the processing surfaces, which is intended to grip and heat the fibers, raises the temperature of the fibers to a temperature in the range of 60 to 250°C, preferably in the range of 80 to 180°C, preferably in the range of 100 to 160°C, and more preferably in the range of 120 to 150°C.
[0056] In this way, the keratin fibers are brought into contact with a substrate that has at least one treated surface covered.
[0057] The temperature rise of the keratin fibers, up to a temperature in the range of 60 to 250°C, occurs during contact between the fibers and the processing surface of the handheld styling device.
[0058] Preferably, the heating step is performed for a time that may range from 1 to 30 seconds, preferably from 1 to 10 seconds.
[0059] At the end of the leave-on time for the substrate on the keratin fibers, the treated surface is moved from the closed position to the open position.
[0060] Advantageously, the dyeing or lightening of the keratin fibers can be achieved after a few seconds.
[0061] After using a handheld styling device, the keratin fibers can be rinsed or washed with shampoo.
[0062] Preferably, the dyeing or lightening method involves using, on keratin fibers, particularly human keratin fibers such as hair, at least one aqueous composition as defined above, preferably a composition containing one or more chemical oxidizing agents, followed by the use of a handheld styling device as defined above.
[0063] Preferably, the aqueous composition contains one or more chemical oxidizing agents.
[0064] Preferably, the substrate includes a surface coated with at least one layer containing one or more oxidative dyes.
[0065] The aqueous composition may or may not be rinsed, preferably not rinsed.
[0066] Preferably, the method includes a rinsing step between the application of the aqueous composition and the use of a handheld styling device.
[0067] In particular, this method includes a step of rinsing the keratin fibers at the end of the leave-on time of the composition.
[0068] The aqueous composition can be used on keratin fibers at ambient temperatures, particularly temperatures that may range from 23°C to 33°C.
[0069] The composition can be applied to keratin fibers over a leave-on period that may range from 30 seconds to 2 hours.
[0070] Aqueous compositions can be applied using applicators, particularly brushes, or by hand.
[0071] At the end of the composition's leave-on time, the keratin fibers can be rinsed with water.
[0072] Preferably, the handheld styling device is used on the keratin fibers less than 3 hours, preferably less than 1 hour, and more preferably less than 45 minutes after the composition is applied.
[0073] In particular, the use of the styling device should be carried out less than 3 hours, preferably less than 1 hour, and more preferably less than 45 minutes, after the end of the leave-on time for the aqueous composition.
[0074] As a modified form, the dyeing and / or lightening method involves using the handheld styling device defined above and at least one aqueous composition, preferably one or more chemical oxidizing agents, on keratin fibers, particularly human keratin fibers such as hair, and then continuously using the handheld styling device defined above.
[0075] aqueous composition This composition may contain one or more chemical oxidizing agents.
[0076] The term "chemical oxidizing agent" is intended to refer to chemical oxidizing agents other than oxygen in the atmosphere.
[0077] Preferably, the chemical oxidizing agent is selected from hydrogen peroxide, urea peroxide, alkali metal bromate or ferricyanide, peroxide salts such as alkali metal or alkaline earth metal persulfates, perborates and percarbonates, and peracids and their precursors.
[0078] According to a preferred embodiment, the chemical oxidizing agent is selected from hydrogen peroxide and / or peroxygenated salts.
[0079] The peroxygenated salt is particularly selected from persulfates, perborates, peracids and / or salts thereof, percarbonates, especially those of alkali metals or alkaline earth metals, and mixtures thereof.
[0080] Preferably, the chemical oxidizing agent is selected from peroxygenated salts, particularly persulfates.
[0081] More preferably, the peroxygenated salt is selected from sodium persulfate, potassium and ammonium, and mixtures thereof, particularly sodium persulfate.
[0082] The chemical oxidizing agent may be present in an amount ranging from 0.5% to 30% by mass, preferably 1% to 15% by mass, relative to the total mass of the composition.
[0083] This composition may also contain one or more alkaline agents.
[0084] The alkaline agent may be a carbonate, an alkanolamine (such as monoethanolamine, diethanolamine, triethanolamine, and their derivatives), an oxyethylene-modified and / or oxypropylene-modified ethylenediamine, an inorganic or organic hydroxide, an alkali metal silicate (such as sodium metasilicate), an amino acid, preferably a basic amino acid (such as arginine, lysine, ornithine, citrulline, histidine), or the following formula (I): [ka] (In the formula, - W is optionally a divalent (C1-C8) alkylene group, preferably a propylene group, which is substituted with a hydroxyl group or a C1-C4 alkyl group. - R which may be the same or different a , R b , R c and R d (where represents a hydrogen atom or a C1-C4 alkyl or C1-C4 hydroxyalkyl group) The compounds can be selected from the following.
[0085] The inorganic or organic hydroxide is preferably selected from i) hydroxides of alkali metals, ii) hydroxides of alkaline earth metals such as sodium hydroxide or potassium hydroxide, iii) hydroxides of transition metals (such as hydroxides of metals from Groups III, IV, V and VI), iv) hydroxides of lanthanides or actinides, quaternary ammonium hydroxides and guanidine hydroxide.
[0086] The hydroxide can also be formed in situ. For example, guanidine hydroxide is formed by reacting calcium hydroxide with guanidine carbonate.
[0087] Preferably, the composition contains one or more alkaline agents selected from alkali metal silicates, especially sodium metasilicate.
[0088] The composition may contain one or more surfactants, preferably one or more nonionic and / or anionic surfactants.
[0089] Preferably, the nonionic surfactant is oxyalkylenated and oxyethylenated C8 - C 30 alcohol and polyoxyethylenated esters of saturated or unsaturated, linear or branched C8 - C 30 acid and sorbitol.
[0090] The anionic surfactant can be selected from sulfates, sulfonates, carboxylic acid (or carboxylate) surfactants and mixtures thereof, especially sulfates and carboxylic acid surfactants.
[0091] Preferably, the anionic surfactant is - C6 - C 24 , especially C 12 ~C 20 alkyl sulfate; - C6 - C 24 , especially C 12 ~C 20 alkyl ether sulfate; preferably those containing 2 - 20 ethylene oxide units; - C6~C 24 , especially C 12 ~C 20 Alkyl sulfosuccinates; especially lauryl sulfosuccinates; - C6~C 24 , especially C 12 ~C 20 Alkyl ether sulfosuccinate; - (C6~C 24 ) Acyl isethionate, preferably (C 12 ~C 18 Acyl isethionate; - C6~C 24 , especially C 12 ~C 20 Acyl sarcosinate; especially palmitoyl acyl sarcosinate; - (C6~C 24 ) Alkyl ether carboxylate, preferably (C 12 ~C 20 ) Alkyl ether carboxylate; - Polyoxyalkylene (C6~C 24 ) Alkyl(amide) ether carboxylic acids and their salts, especially those containing 2 to 50 alkylene oxides, especially those containing ethylene oxide groups; - C6~C 24 , especially C 12 ~C 20 Acylglutamate; - C6~C 24 , especially C 12 ~C 20 Acylglycinate; - and mixtures thereof; In particular, alkali metals or alkaline earth metals, ammonium or amino alcohol salts. Selected from.
[0092] When the anionic surfactant is of the salt type, the salt can be selected from alkali metal salts, such as sodium or potassium salts, ammonium salts, amine salts, particularly amino alcohol salts, and alkaline earth metal salts, such as magnesium salts.
[0093] Examples of amino alcohol salts that may be listed include monoethanolamine, diethanolamine and triethanolamine salts, monoisopropanolamine, diisopropanolamine or triisopropanolamine salts, 2-amino-2-methyl-1-propanol salt, 2-amino-2-methyl-1,3-propanediol salt and tris(hydroxymethyl)aminomethane salt.
[0094] Preferably, alkali metal or alkaline earth metal salts, particularly sodium or magnesium salts, are used.
[0095] Preferably, the surfactant may be present in an amount ranging from 0.1% to 50% by mass, more preferably 0.5% to 30% by mass, relative to the total mass of the composition.
[0096] According to one embodiment, the dyeing method includes the use on keratin fibers with a handheld styling tool comprising at least one aqueous composition containing one or more chemical oxidizing agents, and wherein the treated surface is coated with at least one layer containing one or more dyes selected from oxidative dyes and / or direct dyes, preferably oxidative dyes.
[0097] According to this embodiment, the chemical oxidizing agent is preferably selected from hydrogen peroxide and / or peroxygenated salts.
[0098] According to this embodiment, the aqueous composition preferably also includes one or more alkalizing agents.
[0099] In other words, the aqueous composition is different from the substrate.
[0100] Handheld styling device Handheld styling devices are - First and second jaws arranged facing each other and connected to each other so as to move from an open position to a closed position, - A first processing surface supported by a first jaw and a second processing surface supported by a second jaw, which are intended to grip the keratin fibers, and at least one of the processing surfaces is intended to be heated. Includes, - At least one of the treated surfaces is partially or entirely covered with at least one substrate, which includes a surface coated with at least one layer containing, preferably, one or more dyes selected from oxidation dyes and / or direct dyes, more preferably selected from oxidation dyes, and / or one or more chemical oxidizing agents.
[0101] With respect to the object of the present invention, the term “surface intended to be heated” is intended to mean the surface of a handheld styling device on which the temperature of the keratin fibers can be raised particularly to a temperature in the range of 60°C to 250°C, preferably in the range of 80°C to 180°C, more preferably to a temperature in the range of 100°C to 160°C, and even better to a temperature in the range of 120°C to 150°C.
[0102] With respect to the object of the present invention, the term “treated surface” is intended to mean a surface supported by the jaws of a handheld styling device that is intended to come into direct or indirect contact with keratin fibers for the purpose of treating them.
[0103] Preferably, the substrate covers all or part of at least one of the treatment surfaces intended to be heated.
[0104] Preferably, the two processing surfaces of the handheld styling device are intended to be heated.
[0105] Preferably, the two treatment surfaces of the handheld styling device are partially or entirely covered with at least two identical or different substrates.
[0106] Preferably, the substrate covers the entire surface of the handheld styling device. In particular, the substrate partially covers the two jaws but covers the entire surface of the handheld styling device.
[0107] According to one preferred embodiment, two processing surfaces of a handheld styling device are entirely covered with at least two identical or different substrates; at least one of the surfaces is intended to be heated; preferably, both surfaces are intended to be heated.
[0108] According to another preferred embodiment, the handheld styling device comprises a single treatment surface intended to be heated and is covered whole or partially, preferably entirely, with at least one substrate.
[0109] In the latter case, the unheated surface can bring the keratin fibers into contact with the heated surface.
[0110] Preferably, the substrate is movably mounted on at least one of the processing surfaces of a handheld styling device.
[0111] Preferably, the substrate is movably mounted on at least one of the processing surfaces of a handheld styling device that is intended to be heated.
[0112] In other words, the substrate is removably attached to at least one of the processing surfaces of a handheld styling device, preferably at least one of the processing surfaces of the handheld styling device that is intended to be heated.
[0113] Therefore, the substrate can be removed from and / or attached to at least one of the processing surfaces of a handheld styling device, preferably at least one of the processing surfaces of the handheld styling device that is intended to be heated.
[0114] In this way, the substrate can be quickly removed from the processing surface of the handheld styling device after generating one or more coloring or bleaching patterns at a certain position on the hair scalp, and then the same or different substrate can be attached to the same processing surface to generate the same or different patterns at a different position on the hair scalp.
[0115] Therefore, the substrate can be mounted on and / or removed from a handheld styling device, in correlation with the type and number of patterns to be produced.
[0116] The mobility of the substrate on the treatment surface of the styling device also allows for the regeneration of the dyes and / or oxidizing agents used to produce the colored or bleached patterns. This is because, in each application, the dye is extracted from the substrate, and at the end of a certain number of repeated applications, the substrate no longer contains enough dye to effectively produce accurate and / or vivid colored or bleached patterns. Therefore, the removable nature of the substrate on at least one treatment surface overcomes this drawback and makes it possible to anticipate any decrease in the substrate.
[0117] Furthermore, mobility minimizes the risk of substrate damage, and even breakage, associated with heating one processing surface of a handheld styling device.
[0118] Preferably, the base material can be movably attached and can be added by a magnetic or mechanical, particularly mechanical, mounting system.
[0119] In a modified form, the substrate can be movably mounted around at least one of the processing surfaces of a handheld styling device.
[0120] Preferably, the substrate can be mounted, in whole or in part, and especially entirely, movably around at least one of the processing surfaces of a handheld styling device, particularly a processing surface intended to be heated, and can be added with or without a magnetic mounting system.
[0121] In other words, the substrate can completely or partially, and especially completely, surround at least one of the processing surfaces of the handheld styling device, with or without a magnetic mounting system.
[0122] In this embodiment, the substrate covers the treatment surface of a handheld styling device, preferably a treatment surface intended to be heated, on both sides, either entirely or partially, preferably entirely.
[0123] Preferably, the substrate is rectangular in shape and covers at least one of the processing surfaces of the handheld styling device on both sides.
[0124] Again preferably, the substrate forms a cylindrical portion on both sides that can cover, in whole or in part, and especially entirely, at least one of the processing surfaces of a handheld styling device, particularly a processing surface intended to be heated, in a controlled manner.
[0125] More preferably, the substrate can form a sleeve and cover, on both sides, whole or partially, and especially entirely, at least one of the processing surfaces of a handheld styling device, particularly a processing surface intended to be heated.
[0126] According to one preferred embodiment, the two treatment surfaces of a handheld styling device are, on both sides, entirely or partially, preferably entirely, coated with two identical or different substrates.
[0127] In a modified form, the substrate is mounted, either entirely or partially, particularly entirely, on at least one of the processing surfaces of a styling device, in particular a processing surface intended to be heated, by a mechanical mounting system.
[0128] In accordance with this modified form, the substrate is preferably mounted whole or partially, and especially entirely, on at least one of the processing surfaces of the styling device, particularly the processing surface intended to be heated, by one or more mechanical mounting means.
[0129] Preferably, the mechanical mounting means is a clip or a gripper.
[0130] According to another preferred embodiment, the substrate can be movably mounted on at least one of the processing surfaces of a styling device, particularly at least one of the processing surfaces intended to be heated, by at least one distributing means that pivots around a pivot axis located on a first or second jaw along a vertical axis Y-Y' and can be driven manually, mechanically, in an automated manner, or in accordance with the jaw closing movement.
[0131] The dispensing means is preferably mounted on a first or second jaw along the vertical axis Y-Y' and is intended to dissolve the substrate before or after use of the styling device, particularly after the application of one or more substrates to keratin fibers.
[0132] In particular, the distribution means includes a rotary feed drum having a substantially circular profile, especially a spool, on which the substrate is wound.
[0133] When the dispensing means is rotated, the substrate is then released from the rotating feed drum and moved onto the processing surface of the styling device, in particular the processing surface intended to be heated.
[0134] Therefore, the dispensing means allows for dispensing by the normal operation of attaching and removing the substrate, when the objective is to produce coloring or bleaching patterns at several locations on the hair scalp and in several models within a reasonable time. In fact, after each or more applications of the substrate, the user can operate the dispensing means to release the substrate and move it to another identical or different substrate or an unused layer (or pattern) of the substrate.
[0135] The distribution means is particularly advantageous for producing one or more staining or lightening patterns that are different from those previously produced.
[0136] One or more dispensing means may be activated before or after application to protect the substrate from the heat of the processing surface intended to be heated.
[0137] Preferably, the dispensing means is a reel or a barrel.
[0138] Preferably, the substrate can be attached by two dispensing means to at least one of the processing surfaces of the styling device, particularly a processing surface intended to be heated.
[0139] According to one embodiment, the first and / or second jaws of a handheld styling device include one or more means for detecting movement of the jaws to an open position and / or to a closed position, and means connected to a computing device configured to calculate the number of times a substrate is applied to a keratin fiber.
[0140] The detection means particularly enables the user to see how many times identical substrates have been used to produce one or more colored or bleached patterns, and / or how many times identical substrates could still be used before the total extraction of dyes and / or chemical oxidizing agents.
[0141] The computing device may be connected to an image acquisition device configured to visualize the surface of a substrate used on keratin fibers on a screen.
[0142] The computing device may also include a control member intended to reduce the heating temperature of at least one of the processing surfaces of the handheld styling device.
[0143] Therefore, preferably, the detection means is also connected to a component for controlling the computing device.
[0144] Thus, the component for controlling the computing device can reduce the heating temperature of the treated surface intended to be heated after the application of the substrate to the keratin fibers. The detection means connected to the control component allows for protection of the dye's integrity against heat and improves the substrate's lifespan.
[0145] In one preferred embodiment, the above-described at least one distribution means, preferably a reel, may be connected to a computing device.
[0146] Preferably, at least one rotary supply drum of the distribution means is connected to a computing device.
[0147] More preferably, at least one of the above-described distribution means may be connected to a computing device.
[0148] Preferably, the first and / or second jaws of the handheld styling device include one or more means for closing the jaws.
[0149] In one preferred embodiment, the above-described at least one dispensing means, preferably a reel, may be connected to a computing device, and the first and / or second jaws of a handheld styling device include one or more means for closing the jaws.
[0150] Preferably, the closing means is a sensor that can be used, for example, when a substrate is applied to keratin fibers before a dispensing means, preferably a reel, is activated, allowing another substrate to be placed.
[0151] In this case, the system used is semi-automatic.
[0152] Preferably, the first and / or second jaws of the handheld styling device include one or more means for automatically opening and closing the jaws.
[0153] More preferably, one or more means for automatically opening and closing the jaws include an electromagnet to ensure the jaws are closed and a return spring to ensure the jaws are open.
[0154] In one preferred embodiment, the above-described at least one dispensing means, preferably a reel, may be connected to a computing device, and the first and / or second jaws of a handheld styling device include one or more means for automatically opening and closing the jaws.
[0155] In accordance with the present invention, the first and second jaws are connected to each other near their ends by a hinge. The two jaws can move from an open or closed position.
[0156] Preferably, the handheld styling device is an iron for keratin fibers, particularly a straightening iron, a curling iron, a crimping iron, or an ensemble iron or an infrared dispenser.
[0157] Preferably, the handheld styling device is an iron, more preferably a straightening iron.
[0158] Base material As described above, at least one of the processing surfaces of the handheld styling device is partially or entirely coated with at least one substrate, which includes a surface coated with at least one layer containing one or more dyes selected from oxidative dyes and / or direct dyes and / or one or more chemical oxidizing agents.
[0159] Preferably, the base material is an element in the form of a sheet.
[0160] The sheet-like elements may be made from plastic materials, particularly thermoplastics, paper, metals, particularly aluminum, textiles, non-absorbent fibers, particularly cellulose or its derivatives, or polyamide 6,6 nonwovens.
[0161] Preferably, the sheet-shaped element is a sheet of plastic material, particularly a thermoplastic material, or a sheet of nonwoven material of nonabsorbent fibers, particularly a nonwoven material based on cellulose or its derivatives.
[0162] In particular, the sheet form element is a sheet of nonwoven material based on non-absorbent fibers, especially cellulose or its derivatives.
[0163] More specifically, the sheet-form elements can be made of kraft paper, which has the advantage of printing well and yielding accurate patterns. In fact, the colored or bleached patterns obtained on the keratin fibers do not run off after the sheet-form elements come into contact with a fluid composition, such as an oxidizing composition or a composition containing a mixture of water and / or an organic solvent, or with the keratin fibers wetted after a pre-rinse step.
[0164] In particular, the substrate placed on the processing surface of the handheld styling device is a sheet-like element, preferably a plastic sheet.
[0165] In this case, the sheet-form elements have the advantage of being able to be imparted with sufficient coloring power and to obtain a strong colored pattern. Furthermore, the plastic sheet has the advantage of not absorbing water that may be present in the oxidizing composition or the water and / or organic solvent-based composition or water that may be present in the pre-rinsing step of the keratin fibers.
[0166] The sheet-like elements may be composed of water-soluble materials, which allows them to be removed, for example, by washing hair.
[0167] Preferably, the sheet-like element includes an aggregate of a layer of water-soluble material and a layer of non-water-soluble material, such as aluminum foil.
[0168] Preferably, the sheet-form elements have a basis weight of 20-300 g / m². 2 The range is, more preferably, 30-200 g / m². 2 It is within the range of [the specified range].
[0169] The thickness of the sheet-like elements is particularly in the range of 40 to 1000 micrometers, preferably 40 to 400 micrometers, and more preferably in the range of 60 to 200 micrometers.
[0170] The sheet-form elements may be opaque or transparent. Preferably, the sheet-form elements are transparent, which facilitates positioning on the hair, especially when it is desired to produce one or more patterns in precise locations on hair strands or on the hair. In other words, the transparency of the sheet-form elements facilitates the execution of the dyeing or lightening method, particularly when producing colored or bleached patterns, and improves accuracy.
[0171] The sheet-like elements used in combination with handheld styling devices are preferably flexible and high-strength. Preferably, the sheet strength exceeds 300 kPa (TAPPI-T403 standard).
[0172] Preferably, the sheet-form elements are water-resistant. Specifically, the water absorption of the elements is measured by the COBB 60 test, which corresponds to the water absorption when the elements are in contact with water for 60 seconds (the procedure is specified in ISO 535 standard, TAPPI-T411 measurement).
[0173] Therefore, the sheet form element is 100g / m². 2 Less than 40 g / m², preferably 40 g / m² 2 It absorbs less than a certain amount of water.
[0174] Preferably, the sheet-form elements exhibit resistance to oily compounds. Therefore, "food-grade" paper, i.e., paper made from a composite of paper and a polyethylene-type polymer compound or paper and paraffin, which can exhibit barrier function against water and oil, may be used.
[0175] The sheet-like elements may optionally be coated with a deposit of an adhesive composition. This adhesive layer can enhance the adhesion of the dye to the sheet-like elements.
[0176] According to a preferred embodiment, a sheet-like element having a surface coated with at least one layer containing one or more dyes and / or one or more chemical oxidizing agents may be covered with protective means that serve to protect the surface of the element from external factors. Thus, the sheet-like element contains one or more dyes and / or one or more chemical oxidizing agents that can be covered with a protective layer. Such a protective layer can further minimize the degradation of the dyes, particularly oxidative dyes, by moisture, light, or oxygen in the atmosphere.
[0177] Therefore, the sheet-like elements can be protected, in particular, with aqueous or organic acrylic varnish compositions, using methods employed in paper varnishing techniques (oil varnish, acrylic varnish, etc.).
[0178] In this way, the surface of the sheet-shaped element can be protected with a layer of acrylic varnish.
[0179] In other words, the sheet-like element comprises, on its surface, at least one layer containing one or more dyes, preferably oxidative dyes and / or one or more chemical oxidizing agents, and a layer of acrylic varnish overlapping the layer containing one or more oxidative dyes and / or one or more chemical oxidizing agents.
[0180] The mass per unit area of the acrylic varnish layer is 1 to 10 g / m². 2 It is in the range of 2-5 g / m², and more specifically 2-5 g / m². 2 It is within the range of [the specified range].
[0181] In one modified form, the sheet-like elements are covered with a removable protective sheet. To achieve this, the ends of the sheet-like elements and the ends of the protective sheet are joined by fasteners, particularly adhesives, which can be manufactured by any means, especially by heat sealing. This ensures a good bond between the protective sheet and the sheet-like elements.
[0182] Advantageously, the protective sheet is UV opaque, thereby ensuring better protection.
[0183] In another variant, the sheet-like element may be covered with another protective means, namely airtight wrapping, which defines an oxygen-free space above the element (under reduced pressure or in an inert atmosphere).
[0184] According to an advantageous embodiment, the sheet-like element is a plastic sheet coated with a thin layer of paper, more specifically a layer of paper such as cigarette paper or toilet paper that can be finely decomposed in the presence of water, having a thickness of less than 50 μm, more preferably less than 30 μm, or a plastic sheet coated with a thin layer of hydrophilic material such as cellulose or hydrophilic silica, preferably having a thickness of 5 to 200 μm.
[0185] According to this embodiment, the thin layer of paper can be dried quickly, thus preventing discoloration due to dripping after the application of the aqueous composition defined below. Furthermore, the layer of paper located beneath the thin paper absorbs little to no dye from the sheet-like elements due to its thinness. Therefore, the presence of the thin layer of paper on the keratin fibers allows for good coloring, resulting in particularly vivid colored or bleached patterns. Moreover, the sheet-like elements according to this embodiment make it possible to minimize the dry area beneath the keratin fibers.
[0186] When using a support made of a layer of paper (preferably low-absorbent or non-absorbent) covered with a layer of paper that can decompose upon contact with water, the presence of the decomposable paper layer (its thickness can be in the range of 10 to 200 μm) allows for rapid drying and prevents staining due to dripping after application of the aqueous composition defined below. Furthermore, the paper layer located beneath the decomposable paper, due to its thinness, absorbs little to no dye from the sheet-like elements. Therefore, the presence of a thin layer of paper on the keratin fibers allows for good coloring, thereby obtaining particularly vivid colored or bleached patterns. Moreover, the sheet-like elements according to this embodiment allow for minimizing the dry area beneath the keratin fibers.
[0187] When a support made of a hydrophilic material layer is used, the hydrophilic material layer is typically 5 to 200 μm thick, which allows for rapid drying and prevents discoloration due to dripping after application of the aqueous oxidizing composition. This results in particularly vivid colored or bleached patterns.
[0188] According to a second advantageous embodiment, the sheet-like element is a perforated sheet having fine depressions, i.e., holes spaced apart by the interposition of a plastic material. Thus, the aqueous composition defined below will be contained within the pores of the substrate, thereby enabling better dye activity on the keratin fibers after contact with the aqueous composition defined below.
[0189] The pores observed on the surface of the sheet-like elements are formed over a thickness ranging from 10% to 90% of the sheet's thickness.
[0190] The dye is selected from oxidation dyes and / or direct dyes, preferably oxidation dyes, and in particular from couplers and oxidizing bases.
[0191] Oxidative dyes may be selected from one or more couplers and may be optionally used in combination with one or more oxidizing bases.
[0192] Preferably, the coupler is selected from meta-phenylenediamine, meta-aminophenol, meta-diphenol, naphthalene-based couplers and heterocyclic couplers, as well as their addition salts and / or solvates.
[0193] Examples include 1,3-dihydroxybenzene, 1,3-dihydroxy-2-methylbenzene, 4-chloro-1,3-dihydroxybenzene, 1-hydroxy-3-aminobenzene, 1-methyl-2-hydroxy-4-β-hydroxyethylaminobenzene, 4-amino-2-hydroxytoluene, 5-amino-6-chloro-2-methylphenol, 2,4-diamino-1-(β-hydroxyethyloxy)benzene, 2-amino-4-(β-hydroxyethylamino)-1-methoxybenzene, 1,3-diaminobenzene, 1, 3-Bis(2,4-diaminophenoxy)propane, 3-Ureidoaniline, 3-Ureido-1-dimethylaminobenzene, Sesamol, 1-β-hydroxyethylamino-3,4-methylenedioxybenzene, α-Naphthol, 2-Methyl-1-Naphthol, 6-Hydroxyindole, 4-Hydroxyindole, 4-Hydroxy-N-methylindole, 5-Methoxy-6-Hydroxyindole, 2-Amino-3-Hydroxypyridine, 6-Hydroxybenzomorpholine, 2-Amino-4-Hydroxyethylaminoanisodium Toluene, 3-amino-6-methoxy-2-methylaminopyridine, 3,5-diamino-2,6-dimethoxypyridine, 1-N-(β-hydroxyethyl)amino-3,4-methylenedioxybenzene, 2,6-bis(β-hydroxyethylamino)toluene, 6-hydroxyindoline, 2,6-dihydroxy-4-methylpyridine, 2-chloro-3,5-diaminopyridine, 2-chloro-3,5-diamino-6-methoxypyridine, 2-chloro-3,5-diamino-6-methylpyridine, 1-H-3-methylpyrazole-5-one, Examples include 1-phenyl-3-methylpyrazol-5-one, 4-(3,5-diaminopyridine-2-yl)-1-(2-hydroxyethyl)-1-methylpiperazine-1-ium chloride, 2,6-dimethylpyrazolo[1,5-b]-1,2,4-triazole, 2,4,6-trimethoxyaniline hydrochloride, 2,6-dimethyl[3,2-c]-1,2,4-triazole, 6-methylpyrazolo[1,5-a]benzimidazole, and 2,6-diaminopyrazine, their addition salts and / or solvates, and mixtures thereof.
[0194] Preferably, the coupler used in the method of the present invention is selected from 1,3-dihydroxybenzene, 1,3-dihydroxy-2-methylbenzene, 4-chloro-1,3-dihydroxybenzene, 1-hydroxy-3-aminobenzene, 1-methyl-2-hydroxy-4-β-hydroxyethylaminobenzene, 4-amino-2-hydroxytoluene, 5-amino-6-chloro-2-methylphenol, 2,4-diamino-1-(β-hydroxyethyloxy)benzene, α-naphthol, 6-hydroxyindole, 2-amino-3-hydroxypyridine, 6-hydroxybenzomorpholine, 3-amino-6-methoxy-2-methylaminopyridine, and 2-amino-4-hydroxyethylaminoanisole, their addition salts and / or solvates, and mixtures thereof.
[0195] More preferably, the coupler used in the method of the present invention is selected from 3-amino-6-methoxy2-methylaminopyridine, 6-hydroxybenzomorpholine, 2,4-diamino-1-(β-hydroxyethyloxy)benzene, 2-amino-3-hydroxypyridine, 5-amino-6-chloro-2-methylphenol, 1-methyl-2-hydroxy-4-β-hydroxyethylaminobenzene, and 2-amino-4-hydroxyethylaminoanisole, their addition salts and / or solvates, and mixtures thereof.
[0196] Generally, the addition salts of couplers that can be used in connection with the present invention are particularly selected from addition salts with acids such as hydrochlorides, hydrobromids, sulfates, citrates, succinates, tartrates, lactates, tosylates, benzenesulfonates, phosphates, and acetates.
[0197] The oxidizing base can be selected from p-phenylenediamine, bis(phenyl)alkylenediamine, p-aminophenol, ortho-aminophenol, and heterocyclic bases, as well as their addition salts.
[0198] Among the paraphenylenediamines, examples that may be mentioned include paraphenylenediamine, para-toluylenediamine, 2-chloroparaphenylenediamine, 2,3-dimethylparaphenylenediamine, 2,6-dimethylparaphenylenediamine, 2,6-diethylparaphenylenediamine, 2,5-dimethylparaphenylenediamine, N,N-dimethylparaphenylenediamine, N,N-diethylparaphenylenediamine, N,N-dipropylparaphenylenediamine, 4-amino-N,N-diethyl-3-methylaniline, N,N-bis(β-hydroxyethyl)paraphenylenediamine, 4-N,N-bis(β-hydroxyethyl)amino-2-methylaniline, 4-N,N-bis(β-hydroxyethyl)amino-2-chloroaniline, 2-β-hydroxyethylparaphenylenediamine, 2-fluoroparaphenylenediamine, and 2-isopropyl Examples include pyr-para-phenylenediamine, N-(β-hydroxypropyl)-para-phenylenediamine, 2-hydroxymethyl-para-phenylenediamine, N,N-dimethyl-3-methyl-para-phenylenediamine, N-ethyl-N-(β-hydroxyethyl)-para-phenylenediamine, N-(β,γ-dihydroxypropyl)-para-phenylenediamine, N-(4'-aminophenyl)-para-phenylenediamine, N-phenyl-para-phenylenediamine, 2-β-hydroxyethyloxy-para-phenylenediamine, 2-β-acetylaminoethyloxy-para-phenylenediamine, N-(β-methoxyethyl)-para-phenylenediamine, 4-aminophenylpyrrolidine, 2-thienyl-para-phenylenediamine, 2-β-hydroxyethylamino-5-aminotoluene, and 3-hydroxy-1-(4'-aminophenyl)pyrrolidine, as well as addition salts of these with acids.
[0199] Among the paraphenylenediamines mentioned above, paraphenylenediamine, para-toluylenediamine, 2-isopropyl-paraphenylenediamine, 2-β-hydroxyethyl-paraphenylenediamine, 2-β-hydroxyethyloxy-paraphenylenediamine, 2,6-dimethyl-paraphenylenediamine, 2,6-diethyl-paraphenylenediamine, 2,3-dimethyl-paraphenylenediamine, N,N-bis(β-hydroxyethyl)-paraphenylenediamine, 2-chloro-paraphenylenediamine, and 2-β-acetylaminoethyloxy-paraphenylenediamine, as well as their addition salts with acids, are particularly preferred.
[0200] Examples of bis(phenyl)alkylenediamines that may be mentioned include N,N'-bis(β-hydroxyethyl)-N,N'-bis(4'-aminophenyl)-1,3-diaminopropanol, N,N'-bis(β-hydroxyethyl)-N,N'-bis(4'-aminophenyl)ethylenediamine, N,N'-bis(4-aminophenyl)tetramethylenediamine, N,N'-bis(β-hydroxyethyl)-N,N'-bis(4-aminophenyl)tetramethylenediamine, N,N'-bis(4-methylaminophenyl)tetramethylenediamine, N,N'-bis(ethyl)-N,N'-bis(4'-amino-3'-methylphenyl)ethylenediamine, and 1,8-bis(2,5-diaminophenoxy)-3,6-dioxaoctane, as well as their addition salts.
[0201] Among para-aminophenols, examples that may be mentioned include para-aminophenol, 4-amino-3-methylphenol, 4-amino-3-fluorophenol, 4-amino-3-chlorophenol, 4-amino-3-hydroxymethylphenol, 4-amino-2-methylphenol, 4-amino-2-hydroxymethylphenol, 4-amino-2-methoxymethylphenol, 4-amino-2-aminomethylphenol, 4-amino-2-(β-hydroxyethylaminomethyl)phenol, and 4-amino-2-fluorophenol, as well as their addition salts with acids.
[0202] Among ortho-aminophenols, examples that may be mentioned include 2-aminophenol, 2-amino-5-methylphenol, 2-amino-6-methylphenol, 5-acetamido-2-aminophenol, and their addition salts.
[0203] Among heterocyclic bases, examples that may be mentioned include pyridine derivatives, pyrimidine derivatives, and pyrazole derivatives.
[0204] Among pyridine derivatives, for example, the compounds described in British Patent Application Publication No. 1026978 and British Patent Application Publication No. 1153196, such as 2,5-diaminopyridine, 2-(4-methoxyphenyl)amino-3-aminopyridine, and 3,4-diaminopyridine, and their addition salts can be mentioned.
[0205] Other pyridine oxidizing bases useful in the present invention are, for example, 3-aminopyrazolo[1,5-a]pyridine oxidizing bases or their addition salts described in the French Patent Application No. 2801308. Examples include pyrazolo[1,5-a]pyrid-3-ylamine, 2-(acetylamino)pyrazolo[1,5-a]pyrid-3-ylamine, 2-(morpholin-4-yl)pyrazolo[1,5-a]pyrid-3-ylamine, 3-aminopyrazolo[1,5-a]pyridine-2-carboxylic acid, 2-methoxypyrazolo[1,5-a]pyrid-3-ylamine, (3-aminopyrazolo[1,5-a]pyrid-7-yl)methanol, 2-(3-aminopyrazolo[1,5-a]pyrid-5-yl)ethanol, 2-(3-aminopyrazolo[1,5-a]pyrid-7-yl)ethanol, (3-aminopyrazolo[1,5-a]pyrid-2-yl)methanol, 3,6-diaminopyrazolo[1,5-a]pyridine, 3,4-diaminopyrazolo[1,5-a]pyridine, pyrazolo[1,5-a]pyridine-3,7-diamine, 7-(morpholin-4-yl)pyrazolo[1,5-a]pyrid-3-ylamine, pyrazolo[1,5-a]pyridine-3,5-diamine, 5-(morpholin-4-yl)pyrazolo[1,5-a]pyrid-3-ylamine, 2-[(3-aminopyrazolo[1,5-a]pyrid-5-yl)(2-hydroxyethyl)amino]ethanol, 2-[(3-aminopyrazolo[1,5-a]pyrid-7-yl)(2-hydroxyethyl)amino]ethanol, 3-aminopyrazolo[1,5-a]pyridine-5-one, 3-aminopyrazolo[1,5-a]pyridine-4-one, 3-aminopyrazolo[1,5-a]pyridine-6-one, 3-aminopyrazolo[1,5-a]pyridine-7-one and their addition salts.
[0206] Among pyrimidine derivatives, examples include compounds described in German Patent No. 2359399, Japanese Patent No. 88-169571, Japanese Patent No. 05-63124, and European Patent No. 0770375 or International Publication No. 96 / 15765, such as 2,4,5,6-tetraaminopyrimidine, 4-hydroxy-2,5,6-triaminopyrimidine, 2-hydroxy-4,5,6-triaminopyrimidine, 2,4-dihydroxy-5,6-diaminopyrimidine, 2,5,6-triaminopyrimidine and their tautomer forms (when tautomer equilibrium exists) and their addition salts.
[0207] Among the pyrazole derivatives that may be mentioned are compounds described in the patents, German Patent No. 3843892, German Patent No. 4133957, and patent application brochures 94 / 08969, 94 / 08970, French Patent No. A-2733749, and German Patent No. 19543988, such as 4,5-diamino-1-methylpyrazole and 4,5-diamino-1-(β-hydroxyethyl)pyrazole. , 3,4-diaminopyrazole, 4,5-diamino-1-(4'-chlorobenzyl)pyrazole, 4,5-diamino-1,3-dimethylpyrazole, 4,5-diamino-3-methyl-1-phenylpyrazole, 4,5-diamino-1-methyl-3-phenylpyrazole, 4-amino-1,3-dimethyl-5-hydrazinopyrazole, 1-benzyl-4,5-diamino-3-methylpyrazole, 4,5-diamino-3-tertiary butyl-1-methylpyrazole, 4,5-diamino-1-tertiary butyl-3-methylpyrazole, 4,5-diamino-1-(β-hydroxyethyl)-3-methylpyrazole, 4,5-diamino-1-ethyl-3-methylpyrazole, 4,5-diamino-1-ethyl-3-(4'-methoxyphenyl)pyrazole, 4,5-diamino-1-ethyl-3-hydroxymethylpyrazole, 4,5-diamino-3-hydroxymethyl-1-methylpyrazole, 4,5-diamino-3-hydroxymethyl These include 1-isopropylpyrazole, 4,5-diamino-3-methyl-1-isopropylpyrazole, 4-amino-5-(2'-aminoethyl)amino-1,3-dimethylpyrazole, 3,4,5-triaminopyrazole, 1-methyl-3,4,5-triaminopyrazole, 3,5-diamino-1-methyl-4-methylaminopyrazole, and 3,5-diamino-4-(β-hydroxyethyl)amino-1-methylpyrazole, as well as their addition salts. 4,5-diamino-1-(β-methoxyethyl)pyrazole may also be used.
[0208] Preferably, 4,5-diaminopyrazole is used, and more preferably, 4,5-diamino-1-(β-hydroxyethyl)pyrazole and / or a salt thereof is used.
[0209] Pyrazole derivatives that can be similarly mentioned include diamino-N,N-dihydropyrazolopyrazolone, particularly those described in French Patent No. A-2886136, for example, the following compounds and their addition salts: 2,3-diamino-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazolo-1-one, 2-amino-3-ethylamino-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazolo-1- ONE, 2-amino-3-isopropylamino-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazole-1-ONE, 2-amino-3-(pyrrolidine-1-yl)-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazole-1-ONE, 4,5-diamino-1,2-dimethyl-1,2-dihydropyrazole-3-ONE, 4,5-diamino-1,2-diethyl-1,2-dihydropyrazole-3-ONE, 4,5-diamino-1,2-di(2-hydroxyethyl)-1,2-dihydropyrazole-3-one, 2-amino-3-(2-hydroxyethyl)amino-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazole-1-one, 2-amino-3-dimethylamino-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazole-1-one, 2,3-diamino-5,6,7,8-tetrahydro-1H,6H- Examples include pyridazino[1,2-a]pyrazole-1-one, 4-amino-1,2-diethyl-5-(pyrrolidine-1-yl)-1,2-dihydropyrazole-3-one, 4-amino-5-(3-dimethylaminopyrrolidine-1-yl)-1,2-diethyl-1,2-dihydropyrazole-3-one, or 2,3-diamino-6-hydroxy-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazole-1-one.
[0210] Preferably, 2,3-diamino-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazole-1-one and / or a salt thereof will be used.
[0211] Preferred heterocyclic bases include 4,5-diamino-1-(β-hydroxyethyl)pyrazole and / or 2,3-diamino-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazole-1-one and / or salts thereof.
[0212] Preferably, the oxidative dye is selected from heterocyclic or benzene-based couplers having a heterocyclic base and at least one amine substituent on the aromatic ring.
[0213] Preferably, the oxidative dye is selected from couplers and more preferably from heterocyclic or benzene-based couplers having at least one amine substituent on the aromatic ring.
[0214] The term "direct dyes" refers to natural and / or synthetic dyes other than oxidation dyes. These are dyes that diffuse superficially onto fibers and color the fibers by themselves.
[0215] Direct dyes can be natural or synthetic, cationic, anionic, or neutral direct dyes.
[0216] The following dyes are used as direct dyes according to the present invention: acridine, acridone, anthrantrone, anthrapyrimidine, anthraquinone, azine, (poly)azo, hydrazono or hydrazone, especially arylhydrazone, azomethine, benzantrone, benzimidazole, benzimidazolone, benzindole, benzoxazole, benzopyran, benzothiazole, benzoquinone, bisazine, bis-isoindoline, carboxanilide, coumarin, cyanines such as azacarbocyanine, diazacarbocyanine, diazahemicyanine, tetraazacarbocyanine or (poly)methine, diazine, diketopyrrolopyrrole, dioxazine, diphenylamine, diphenylmethane, dithiaazine, flavonoids such as flavanthrone and flavone, fluoringine, formazan, Examples include chromophores derived from indamine, indanthron, indigoid and pseudoindigoid, indophenol, indoaniline, isoindoline, isoindolinone, isobiolantrone, lactone, (poly)methines, such as stilbene or styryl dimethines, naphthoquinone, nitro, especially nitro(hetero)aromatic, oxadiazole, oxazine, perilone, perinone, perylene, phenazine, phenoxazine, phenothiazine, phthalocyanine, polyene / carotenoid, porphyrin, pyrantrone, pyrazolantrone, pyrazolone, pyrimidinoantrone, pyronine, quinacridone, quinoline, quinophthalone, squalane, tetrazolium, thiaazine, thioindigo, thiopyronine, triarylmethane, or xanthenes.
[0217] More specifically, the direct dyes of the present invention are selected from neutral, acidic, or cationic nitrobenzene direct dyes, neutral, acidic, or cationic azo direct dyes, tetraazapentamethine dyes, neutral, acidic, or cationic quinone direct dyes, particularly anthraquinone direct dyes, azine direct dyes, triarylmethane direct dyes, azomethine direct dyes, and neutral direct dyes.
[0218] According to one embodiment, the direct dye of the present invention is anionic. The latter is a dye commonly called an "acid dye" due to its affinity for alkaline substances (see, for example, "Industrial Dyes, Chemistry, Properties, Applications", Klaus Hunger ed., Wiley-VCH Verlag GmbH&Co.KGaA, Weinheim 2003). Anionic or acidic dyes are well 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, pp. 14-39, 2001).
[0219] The term "anionic direct dye" means any direct dye having in its structure at least one sulfonate group SO3- and / or at least one carboxylate group C(O)O- and optionally one or more anionic groups G-. G- may be the same or different and represents an anionic group selected from alkoxide O-, thiolate S-, carboxylate and thiocarboxylate:C(Q)Q'-. Q and Q' may be the same or different and represent an oxygen or sulfur atom. Preferably, G- represents a carboxylate, i.e., Q and Q' represent oxygen atoms.
[0220] Preferred anionic dyes are selected from acidic nitro direct dyes, acidic azo dyes, acidic azine dyes, acidic triarylmethane dyes, acidic indoamine dyes, acidic anthraquinone dyes, indigozides, and acidic natural dyes, each of which contains at least one sulfonate or carboxylate group.
[0221] Examples of anionic dyes according to the present invention include the dyes of the following formulas: (II), (II'), (III), (III'), (IV), (IV'), (V), (V'), (VI), (VII), (VIII), and (IX).
[0222] a) Diaryl anionic azo dye of formula (II) or (II'): [ka] In equations (II) and (II'), - R7, R8, R9, R10, R'7, R'8, R'9 and R'10 may be the same or different, hydrogen atoms or the following: - Alkyl; - Alkoxy, alkylthio; - Hydroxyl, mercapto; - Nitro; - R°-C(X)-X'-, R°-X'-C(X)-, R°-X'-C(X)-X''- (wherein R° represents a hydrogen atom or an alkyl or aryl group, X, X' and X'' may be the same or different, represent an oxygen or sulfur atom or NR, and R represents a hydrogen atom or an alkyl group); - (O)2S(O - )-,M + (In the formula, M + This represents a cationic counterion such as an alkali metal (Na, K) or alkaline earth metal (Ca). - (O)CO - -,M + (In the formula, M + This is as defined above; - R’’-S(O)2- (wherein, R’’ represents a hydrogen atom or an alkyl, aryl, (di)(alkyl)amino or aryl(alkyl)amino group, preferably a phenylamino or phenyl group); - R’’’-S(O)2-X’- (wherein, R’’’ represents an alkyl or an optionally substituted aryl group, and X’ is as defined above); - (di)(alkyl)amino; - i) nitro, ii) nitroso, iii)(O)2S(O - )-,M + (M + is as defined above), and iv) aryl(alkyl)amino optionally substituted by one or more groups selected from alkoxy); - optionally substituted heteroaryl, preferably a benzothiazolyl group; - cycloalkyl, especially cyclohexyl; - Ar-N=N- (wherein, Ar represents an optionally substituted aryl group, preferably phenyl optionally substituted by one or more alkyl, (O)2S(O - )-,M + or phenylamino groups) can be a group selected from, or - alternatively, two adjacent groups R7 and R8, or R8 and R9, or R9 and R10 together form a fused benzo group A’; and R’7 and R’8, or R’8 and R’9, or R’9 and R’10 together form a fused benzo group B’; A’ and B’ are optionally substituted by one or more groups selected from i) nitro, ii) nitroso, iii)(O)2S(O - )-,M + , iv) hydroxy, 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 (wherein, M+, R°, X, X’, X’’ and Ar are as defined above); ·W represents a sigma bond σ, an oxygen or sulfur atom, or a divalent group i)-NR-(wherein R is as defined above) or ii) methylene-C(Ra)(Rb)-(wherein Ra and Rb may be the same or different, represent a hydrogen atom or an aryl group, or instead, Ra and Rb together represent a spirocycloalkyl group together with the carbon atom having them), preferably W represents a sulfur atom, or Ra and Rb together represent cyclohexyl; Formulas (II) and (II') represent at least one sulfonate (O)2S(O) in one of rings A, A', B, B', or C. - )-,M + or carboxylate (O)C(O-)-,M + group (in the formula, M + It is understood that this includes (as defined above); Examples of dyes of formula (II) are Acid Red 1, Acid Red 4, Acid Red 13, Acid Red 14, Acid Red 18, Acid Red 27, Acid Red 32, Acid Red 33, Acid Red 35, Acid Red 37, Acid Red 40, 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, Acid Orange 6, Acid Orange 7, Acid Orange 10, Acid Orange 19, Acid Orange 20, Acid Orange 24, Acid Yellow 9, Acid Yellow 36, Acid Yellow 199, Food Yellow 3;Acid Violet 7, Acid Violet 14, Acid Blue Examples include 113, Acid Blue 117, Acid Black 1, Acid Brown 4, Acid Brown 20, Acid Black 26, Acid Black 52, Food Black 1 and Food Black 2; and Examples of dyes of formula (II') include Acid Red 111, Acid Red 134, and Acid Yellow 38.
[0223] b) Pyrazoline anionic azo dyes of formulas (III) and (III'): [ka] In equations (III) and (III'), - R11, R12 and R13 may be the same or different, hydrogen or halogen atom, alkyl group or -(O)2S(O - ), M + (In the formula, M + (This represents the definition above;) - R14 is a hydrogen atom, an alkyl group, or the group -C(O)O-,M + (In the formula, M + (This represents the definition above;) - R15 represents a hydrogen atom; - R16 represents an oxo group, in which case R'16 is absent, or instead, R15 and R16 together form a double bond; - R17 and R18 may be the same or different, hydrogen atoms or the following: - (O)2S(O - )-,M + (In the formula, M + This is as defined above; - Ar-OS(O)2- (wherein Ar represents an optionally substituted aryl group, preferably a phenyl group optionally substituted with one or more alkyl groups) Represents a base selected from; - R19 and R20 together form either a double bond or an optionally substituted benzo group D'; - R'16, R'19, and R'20 may be the same or different, and represent a hydrogen atom or an alkyl or hydroxyl group; - R21 represents a hydrogen atom or an alkyl or alkoxy group; - Ra and Rb may be the same or different, as defined above, preferably Ra representing a hydrogen atom and Rb representing an aryl group; - Y represents either a hydroxyl group or an oxo group; [ka] When Y is an oxo group, it represents a single bond; and when Y is a hydroxyl group, it represents a double bond; Formulas (III) and (III') represent at least one sulfonate group (O)2S(O) in one of rings D or E. - )-,M + Formulas (III) and (III') contain at least one carboxylate group (O)C(O - )-,M + (In the formula, M + It is understood that this includes (as defined above); Examples of dyes of formula (III) include Acid Red 195, Acid Yellow 23, Acid Yellow 27, and Acid Yellow 76, and examples of dyes of formula (III') include ammonium salts derived from Acid Yellow 17.
[0224] c) Anthraquinone dyes of formulas (IV) and (IV'): [ka] In equations (IV) and (IV'), - R22, R23, R24, R25, R26, and R27 may be the same or different, hydrogen or halogen atoms or the following: - Alkyl; - Hydroxyl, mercapto; - Alkoxy, alkylthio; - Optionally substituted, preferably alkyl and (O)2S(O) - )-,M + (M +(As defined above) an aryloxy or arylthio substituted with one or more groups selected from; - Alkyl and (O)2S(O - )-,M + (M + aryl(alkyl)amino compounds optionally substituted with one or more groups selected from (as defined above); - (di)(alkyl)amino; - (di)(hydroxyalkyl)amino; - (O)2S(O - )-,M + (In the formula, M+ is as defined above.) Represents a base selected from; - Z' is a hydrogen atom or the group NR28R29 (wherein R28 and R29 may be the same or different, a hydrogen atom or the following: alkyl; - Polyhydroxyalkyl groups such as hydroxyethyl groups; - One or more groups, especially i) alkyl groups such as methyl, n-dodecyl, n-butyl, and ii) (O)2S(O - )-,M + (M + iii) aryls optionally substituted with R°-C(X)-X'-, R°-X'-C(X)-, R°-X'-C(X)-X''- (wherein R°, X, X', and X'' are as defined above, preferably R° represents an alkyl group); - Cycloalkyl, especially cyclohexyl (represents a base selected from;) - Z represents a group selected from hydroxyl and NR'28R'29 (wherein R'28 and R'29 may be the same or different, and represent the same atom or group as R28 and R29 as defined above), - Formulas (IV) and (IV') represent at least one sulfonate (O)2S(O) - )-,M + (In the formula, M + It is understood that this includes (as defined above).
[0225] Examples of the dyes of formula (IV) include Acid Blue 25, Acid Blue 43, Acid Blue 62, Acid Blue 78, Acid Blue 129, Acid Blue 138, Acid Blue 140, Acid Blue 251, Acid Green 25, Acid Green 41, Acid Violet 42, Acid Violet 43 and Mordant Red 3, and examples of the dyes of formula (IV’) include ammonium salts derived from Acid Black 48.
[0226] d) Dyes corresponding to the following formulas (V) and (V’):
Chemical formula
[0227] e) Triarylmethane dye of formula (VI): [ka] In equation (VI), - R33, R34, R35 and R36 may be the same or different, and are groups selected from a hydrogen atom or alkyl, optionally substituted aryl and optionally substituted arylalkyl; in particular, group (O) m S(O - ), M + (In the formula, M + This represents alkyl and benzyl groups optionally substituted by (as defined above); - R37, R38, R39, R40, R41, R42, R43 and R44 are the same or may be different, hydrogen atoms or the following: - Alkyl; - Alkoxy, alkylthio; - (di)(alkyl)amino; - Hydroxyl, mercapto; - Nitro, nitroso; - R°-C(X)-X'-, R°-X'-C(X)-, R°-X'-C(X)-X''- (wherein R° represents a hydrogen atom or an alkyl or aryl group, X, X' and X'' may be the same or different, represent an oxygen or sulfur atom or NR, and R represents a hydrogen atom or an alkyl group); - (O)2S(O - )-,M + (In the formula, M +(This represents a hydrogen atom or a cationic counterion.) - (O)CO - -,M + (In the formula, M + (As defined above) Represents a base selected from; or - Instead, two adjacent groups R41 and R42, or R42 and R43, or R43 and R44, combine to form a condensed benzo group:I'; I' is i) nitro, ii) nitroso, iii) (O) 2S(O - )-,M + iv) hydroxy, v) mercapto, vi) (di)(alkyl)amino, vii) R°-C(X)-X'-, viiii) R°-X'-C(X)-, ix) R°-X'-C(X)-X''- (wherein M + R°, X, X', X'' are optionally substituted by one or more groups selected from (as defined above); In particular, R37 to R40 represent hydrogen atoms, and R41 to R44 may be the same or different, representing hydrogen atoms or (O)2S(O - )-,M + It represents; and when R43 and R44 together form a benzo group, preferably the group (O)2S(O - )- is replaced by; Ring G, H, I, or I' is at least one sulfonate (O)2S(O) - )-,M + or carboxylate (O)C(O-)-,M + group (in the formula, M + It is understood that this includes (as defined above); Examples of dyes of formula (VI) include Acid Blue 1; Acid Blue 3; Acid Blue 7, Acid Blue 9; Acid Violet 49, and Acid Green 50.
[0228] f) Xanthene-based dyes of formula (VII): [ka] In equation (VII), - R45, R46, R47, and R48 may be the same or different, and represent a hydrogen atom or a halogen atom; - R49, R50, R51, and R52 may be the same or different, a hydrogen atom, a halogen atom, or the following: - Alkyl; - Alkoxy, alkylthio; - Hydroxyl, mercapto; - Nitro, nitroso; - (O)2S(O - )-,M + (In the formula, M + (This represents a hydrogen atom or a cationic counterion.) - (O)CO - -,M + (In the formula, M + (As defined above) Represents a base selected from; In particular, R53, R54, R55, and R48 represent hydrogen or halogen atoms; G represents an oxygen or sulfur atom or the group NRe (wherein Re is as defined above); in particular, G represents an oxygen atom; ·L is alkoxide O - M + Thioalkoxide S - M + or group NRf (wherein Rf represents a hydrogen atom or an alkyl group, and M + This is as defined above; M + This represents sodium in particular; ·L' represents an oxygen or sulfur atom or an ammonium group:N+RfRg (wherein Rf and Rg may be the same or different, representing a hydrogen atom, an alkyl group or an aryl group, which are optionally substituted); L' in particular represents an oxygen atom or one or more alkyl or (O) m S(O - )-,M + Base (wherein m and M + This represents a phenylamino group optionally substituted by (as defined above); Q and Q' may be the same or different, representing oxygen or sulfur atoms; in particular, Q and Q' represent oxygen atoms; ·M + This is as defined above, Formula (VII) represents at least one sulfonate (O)2S(O) - )-,M + or carboxylate (O)C(O-)-,M + group (in the formula, M + It is understood that this includes (as defined above); Examples of dyes of formula (VII) include Acid Yellow 73; Acid Red 51; Acid Red 87; Acid Red 92; Acid Red 95; and Acid Violet 9.
[0229] g) Indole-based dyes of formula (VIII): [ka] - R53, R54, R55, R56, R57, R58, R59 and R60 are the same or different, hydrogen atoms or the following: - Alkyl; - Alkoxy, alkylthio; - Hydroxyl, mercapto; - Nitro, nitroso; - R°-C(X)-X'-, R°-X'-C(X)-, R°-X'-C(X)-X''- (wherein R° represents a hydrogen atom or an alkyl or aryl group, X, X' and X'' may be the same or different, represent an oxygen or sulfur atom or NR, and R represents a hydrogen atom or an alkyl group); - (O)2S(O - )-,M + (In the formula, M + This is as defined above; - (O)CO - -,M + (In the formula, M + (As defined above) Represents a base selected from; G represents an oxygen or sulfur atom or the group NRe (wherein Re is as defined above); in particular, G represents an oxygen atom; - Ri and Rh may be the same or different, representing a hydrogen atom or an alkyl group; Formula (VIII) represents at least one sulfonate (O)2S(O) - )-,M + or carboxylate (O)C(O-)-,M + group (in the formula, M + It is understood that this includes (as defined above); An example of a dye of formula (VIII) is an ammonium salt derived from Acid Blue 74.
[0230] h) Quinoline-based dyes of formula (IX): [ka] R61 represents a hydrogen atom, a halogen atom, or an alkyl group; R62, R63, and R64 may be the same or different, and may contain a hydrogen atom or -(O)2S(O - ), M + (In the formula, M + (as defined above) represents; or Instead, R61 and R62 or R61 and R64 together form one or more groups (O)2S(O) - )-,M + (In the formula, M + This forms a benzo group optionally substituted with a hydrogen atom or a cationic counterion; Formula (IX) represents at least one sulfonate (O)2S(O) - )-,M + (In the formula, M + It is understood that this includes (as defined above); Examples of dyes of formula (IX) include Acid Yellow 2, Acid Yellow 3, and Acid Yellow 5.
[0231] More specifically, anionic direct dyes useful in the present invention can be selected from the following dyes.
[0232] [Table 1]
[0233] [Table 2]
[0234] [Table 3]
[0235] Most of these dyes are listed in particular in the Colour Index published by The Society of Dyers and Colourists, POBox 244, Perkin House, 82 Grattan Road, Bradford, Yorkshire, BD1 2JBN England.
[0236] The most particularly preferred anionic dyes are, in the Colour Index, code CI58005 (monosodium salt of 1,2-dihydroxy-9,10-anthraquinone-3-sulfonic acid), CI60730 (monosodium salt of 2-[(9,10-dihydro-4-hydroxy-9,10-dioxo-1-anthracenyl)amino]-5-methylbenzenesulfonic acid), CI15510 (monosodium salt of 4-[(2-hydroxy-1-naphthalenyl)azo]benzenesulfonic acid), CI15985 (disodium salt of 6-hydroxy-5-[(4-sulfophenyl)azo]-2-naphthalenesulfonic acid), and CI17200 (disodium salt of 5-amino-4-hydroxy-3-(phenylazo)-2,7-naphthalenesulfonic acid). These are dyes specified by thorium salts, CI20470 (disodium salt of 1-amino-2-(4'-nitrophenylazo)-7-phenylazo-8-hydroxy-3,6-naphthalenedisulfonic acid), CI42090 (disodium salt, internal salt of N-ethyl-N-[4-[[4-[ethyl[3-sulfophenyl)methyl]amino]phenyl](2-sulfophenyl)methylene]-2,5-cyclohexadiene-1-ylidene]-3-sulfobenzenemethaneaminium hydroxide), and CI61570 (disodium salt of 2,2'-[(9,10-dihydro-9,10-dioxo-1,4-anthracenediyl)diimino]bis[5-methyl]benzenesulfonic acid). Compounds corresponding to the mesomeric or tautomerized forms of structures (II) to (IX) may also be used.
[0237] More preferably, the anionic dye of formula (I) according to the present invention is selected from those of formulas (II), (III), and (IV).
[0238] According to a particular embodiment of the present invention, the direct dye of the present invention is selected from those corresponding to the following formulas (IIa), (IIIa), and (IVa). [ka] (In formula (IIa), - R7, R8, R9, R10, R'7, R'8, R'9 and R'10 may be the same or different, hydrogen atoms or the following: - Hydroxyl, - Nitro, nitroso; - (di)(alkyl)amino; - (O)2S(O - )-,M + (In the formula, M+ represents a hydrogen atom or a cationic counterion, as defined above); and - Ar-N=N-(wherein Ar is an optionally substituted aryl group, preferably one or more alkyl or (O)2S(O) - )-,M + (Represents phenyl groups that have been optionally substituted with a specific group.) It may be a group selected from, or - Instead, two adjacent groups R7 and R8, or R8 and R9, or R9 and R10, together form a condensed benzo group A'; and R'7 and R'8, or R'8 and R'9, or R'9 and R'10, together form a condensed benzo group B'; A' and B' are a)(O)2S(O - )-,M + b) Hydroxyl, c) Ar-N=N-(wherein M + (and Ar are optionally substituted by one or more groups selected from as defined above); [ka] (In formula (IIIa), R11, R12, and R13 may be the same or different, and may contain hydrogen or a halogen atom, an alkyl group, or -(O)2S(O - ), M + (In the formula, M + (This represents the definition above;) R14 is a hydrogen atom, an alkyl group, or the group -C(O)O-,M + (In the formula, M + (This represents the definition above;) R16, R17, R18, R19, and R20 may be the same or different, and may contain a hydrogen atom or an alkyl, hydroxy, or -(O)2S(O - ), M + group (in the formula, M + (This represents the definition above;) • Y represents either a hydroxyl group or an oxo group; [ka] When Y is an oxo group, it represents a single bond; and when Y is a hydroxyl group, it represents a double bond; Formula (IIIa) represents a ring (O)2S(O) with at least one sulfonate group in either ring D or E. - )-,M + or carboxylate (O)C(O - )-,M + It is understood that this includes; [ka] (In formula (IVa), - Z' is the group NR28R29 (wherein R28 represents a hydrogen atom or an alkyl group, and R29 is particularly i) an alkyl such as methyl, and ii) (O)2S(O - )-,M + (In the formula, M + (represents an aryl group that is optionally substituted with one or more groups selected from the above definitions); - Z represents a group selected from hydroxyl and NR'28R'29 (wherein R'28 and R'29 may be the same or different, and represent the same atom or group as R28 and R29 as defined above), Formula (IVa) represents at least one sulfonate (O)2S(O) - )-,M + (It is understood that this includes...)
[0239] Examples of anionic dyes include the following:
[0240] [Table 4]
[0241] [Table 5]
[0242] M + These are cationic counterions, which may or may not be the same, as defined above.
[0243] According to certain embodiments of the present invention, the direct dye is typically a neutral benzene-based dye. More preferably, the benzene-based direct dye of the present invention is of the following formula (X): [ka] (In formula (X), - R18 represents an amino group; a C1-C4 alkyl group, a C1-C4 monohydroxyalkyl group, a C2-C4 polyhydroxyalkyl group, a C1-C4 aminoalkyl group, a mono(C1-C4)alkylamino(C1-C4)alkyl group, a di(C1-C4)alkylamino(C1-C4)alkyl group, a C1-C4 ureidoalkyl group, an aryl group, or an amino group in which an aryl ring is monosubstituted or disubstituted with an aryl group which is substituted with one or more hydroxyl, carboxyl, amino, or di(C1-C4)alkylamino groups. - R19 represents a hydrogen atom; an amino group; a hydroxyl group; a C1-C4 alkyl group; a C1-C4 alkoxy group; a C1-C4 monohydroxyalkyl group; a C2-C4 polyhydroxyalkyl group; a C1-C4 monohydroxyalkoxy group; a C2-C4 polyhydroxyalkoxy group; a C1-C4 aminoalkoxy group; a C1-C4 alkyl group, a C1-C4 monohydroxyalkyl group, a C2-C4 polyhydroxyalkyl group, a C1-C4 aminoalkyl group, a mono(C1-C4)alkylamino(C1-C4)alkyl group, a di(C1-C4)alkylamino(C1-C4)alkyl group, a C1-C4 ureidoalkyl group, an aryl group, or an amino group in which an aryl ring is monosubstituted or disubstituted with an aryl group substituted with one or more hydroxyl, carboxyl, amino, or di(C1-C4)alkylamino groups. - R20 represents a hydrogen atom, a halogen atom, a C1-C4 alkyl group, or a nitro group. It is selected from the following compounds.
[0244] Among the nitrobenzene dyes of formula (X) above, the following are particularly noteworthy: 2-amino-4-methyl-5-N-(β-hydroxyethyl)aminonitrobenzene; 4-N-(β-ureidoethyl)aminonitrobenzene; 4-(N-ethyl-N-β-hydroxyethyl)amino-1-N-(β-hydroxyethyl)aminonitrobenzene; 2-N-(β-hydroxyethyl)amino-5-methylnitrobenzene; 5-chloro-3-N-(ethyl)amino-4-hydroxynitrobenzene; 5-amino-3-chloro-4-hydroxynitrobenzene ;2-N-(γ-hydroxypropyl)amino-5-N,N-bis(β-hydroxyethyl)aminonitrobenzene;5-hydroxy-2-N-(γ-hydroxypropyl)aminonitrobenzene;1,3-bis(β-hydroxyethyl)amino-4-chloro-6-nitrobenzene;2,4-diaminonitrobenzene;3,4-diaminonitrobenzene;2,5-diaminonitrobenzene;3-amino-4-hydroxynitrobenzene;4-amino-3-hydroxynitrobenzene;5-amino-2-hydroxynitrobenzene;2-amino-5-hydroxy Xynitrobenzene; 4-amino-3-hydroxynitrobenzene; 5-amino-2-hydroxynitrobenzene; 2-amino-3-hydroxynitrobenzene; 2-amino-5-N-(β-hydroxyethyl)aminonitrobenzene; 2-amino-5-N,N-bis(β-hydroxyethyl)aminonitrobenzene; 2,5-N,N'-(β-hydroxyethyl)aminonitrobenzene; 2-N-(β-hydroxyethyl)amino-5-N,N-bis(β-hydroxyethyl)aminonitrobenzene; 2-amino-5-N-(methyl)aminonitrobene Zen; 2-N-(methyl)amino-5-N,N-bis(β-hydroxyethyl)aminonitrobenzene; 2-N-(methyl)amino-5-(N-methyl-N-β-hydroxyethyl)aminonitrobenzene; 2,5-N,N'-(β-hydroxyethyl)aminonitrobenzene; 2-N-(β-hydroxyethyl)amino-5-hydroxynitrobenzene; 3-methoxy-4-N-(β-hydroxyethyl)aminonitrobenzene; 2-N-(methyl)amino-4-β-hydroxyethyloxynitrobenzene; 2-amino-3-methylnitrobenzene;2-N-(β-hydroxyethyl)amino-5-aminonitrobenzene; 2-amino-4-chloro-5-N-(β-hydroxyethyl)aminonitrobenzene; 2-amino-4-methyl-5-N-(β-hydroxyethyl)aminonitrobenzene; 2-amino-4-methyl-5-N-(methyl)aminonitrobenzene; 2-N-(β-hydroxyethyl)amino-5-methoxynitrobenzene; 2-amino-5-β-hydroxyethyloxynitrobenzene; 2-N-(β-hydroxyethyl)aminonitrobenzene; 3-amino-4- N-(β-hydroxyethyl)aminonitrobenzene; 3-β-hydroxyethyloxy-4-N-(β-hydroxyethyl)aminonitrobenzene; 2-N-(methyl)amino-4-β,γ-dihydroxypropyloxynitrobenzene; 2-N-(β-hydroxyethyl)amino-5-β-hydroxyethyloxynitrobenzene; 2-N-(β-hydroxyethyl)amino-5-β,γ-dihydroxypropyloxynitrobenzene; 2-hydroxy-4-N-(β-hydroxyethyl)aminonitrobenzene; 2-N-(methyl )amino-4-methyl-5-aminonitrobenzene; 2-amino-4-isopropyl-5-N-(methyl)aminonitrobenzene; 2-N-(methyl)amino-5-(N-methyl-N-β,γ-dihydroxypropyl)aminonitrobenzene; 3-N-(β-hydroxyethyl)amino-4-N-(β-hydroxyethyl)aminonitrobenzene; 2-amino-4-methyl-5-N-(β,γ-dihydroxypropyl)aminonitrobenzene; 2-amino-4-methyl-5-hydroxynitrobenzene; 2-N-(β-hydroxyethyl )amino-4-N-(β-hydroxyethyl)aminonitrobenzene; 2-amino-5-N-(β-aminoethyl)aminonitrobenzene; 2-N-(β-aminoethyl)amino-5-methoxynitrobenzene; 2-N-(methyl)amino-5-N-(β-aminoethyl)aminonitrobenzene; 2-N-(β-aminoethyl)amino-4-N,N-(dimethyl)aminonitrobenzene; 3-amino-4-N-(β-aminoethyl)aminonitrobenzene; 2-amino-4-methyl-5-N-(β-aminoethyl)aminonitrobenzene;2-N-(β-aminoethyl)amino-5-N,N-bis(β-hydroxyethyl)aminonitrobenzene; 3-β-aminoethyloxy-4-aminonitrobenzene; 2-N-(methyl)amino-5-(N-δ-amino-n-butyl)aminonitrobenzene; 2-N-(γ-amino-n-propyl)amino-5-N,N-(dimethyl)aminonitrobenzene; 3-methoxy-4-N-(β-aminoethyl)aminonitrobenzene; 2-N-(β-aminoethyl)amino-5-aminonitrobenzene; 2-amino-4-chloro-5-N-(β-aminoethyl)aminonitrobenzene; 2-N-(β-aminoethyl)amino-4-methoxynitrobenzene; 2-N-(β-aminoethyl)aminonitrobenzene; 2-N-(β-aminoethyl)amino-5-N- (β-aminoethyl)aminonitrobenzene; 2-N-(β-aminoethyl)amino-4-β-hydroxyethyloxynitrobenzene; 3-β-hydroxyethyloxy-4-N-(β-aminoethyl)aminonitrobenzene; 2-amino-5-aminoethyloxynitrobenzene; 3-hydroxy-4-N-(β-aminoethyl)aminonitrobenzene; 2-N-(β-aminoethyl)amino-5-β-hydroxyethyloxynitrobenzene; 2-N-(β-aminoethyl)amino-4-hydroxynitrobenzene; 2-[2-hydroxy-3-N-(β-hydroxyethyl)amino-6-nitro]benzyloxy]ethylamine and 2-[2-hydroxy-3-N-(β-hydroxypropyl)amino-6-nitro]benzyloxy]ethylamine.
[0245] Among the nitrobenzene dyes of formula (X) above, the following are most preferred: 2-amino-4-methyl-5-N-(β-hydroxyethyl)aminonitrobenzene; 4-N-(β-ureidoethyl)aminonitrobenzene; 4-(N-ethyl-N-β-hydroxyethyl)amino-1-N-(β-hydroxyethyl)aminonitrobenzene; 2-N-(β-hydroxyethyl)amino-5-methylnitrobenzene; 5-chloro-3-N-(ethyl)amino-4-hydroxynitrobenzene; 5-amino-3-chloro-4-hydroxynitrobenzene; 2-N-(γ-hydroxypropyl)amino-5-N,N-bis(β-hydroxyethyl)aminonitrobenzene; 5-hydroxy-2-N-(γ-hydroxypropyl)aminonitrobenzene; 1,3-bis(β-hydroxypropyl) Roxyethyl)amino-4-chloro-6-nitrobenzene; 3,4-diaminonitrobenzene; 2-amino-5-hydroxynitrobenzene; 2-amino-3-hydroxynitrobenzene; 2-amino-5-N-(β-hydroxyethyl)aminonitrobenzene; 2-amino-5-N,N-bis(β-hydroxyethyl)aminonitrobenzene; 2-N-(β-hydroxyethyl)amino-5-N,N-bis(β-hydroxyethyl)aminonitrobenzene; 2-N-(β-hydroxyethyl)amino-5-hydroxynitrobenzene; 2-N-(β-hydroxyethyl)amino-5-aminonitrobenzene; 2-N-(β-aminoethyl)amino-4-methoxynitrobenzene; and 2-N-(β-aminoethyl)amino-5-β-hydroxyethyloxynitrobenzene.
[0246] According to certain embodiments, the direct dye is selected from porphyrins and phthalocyanines, either individually or in mixtures.
[0247] According to one particular embodiment, the direct dye of the present invention is cationic.
[0248] Examples of suitable direct dyes that can be listed include azo direct dyes, either alone or in mixtures; (poly)methine dyes such as cyanine, hemicyanine, and styryl dyes; carbonyl dyes; azine dyes; nitro(hetero)aryl dyes; tri(hetero)arylmethane dyes; porphyrin dyes; phthalocyanine dyes; and natural direct dyes.
[0249] Preferably, the direct dye contains at least one quaternized cationic chromophore or at least one chromophore having a quaternized or quaternizable cationic group.
[0250] According to a particular embodiment of the present invention, the direct dye comprises at least one quaternized cation chromophore.
[0251] Regarding cationic azo chromophores, those obtained from cationic dyes, particularly those described in Kirk Othmer's Encyclopedia of Chemical Technology, "Dyes, Azo", J. Wiley & Sons, updated on 19 April 2010, are noteworthy.
[0252] Among the azo dyes that can be used in accordance with the present invention, cationic azo dyes described in International Publication No. 95 / 15144, International Publication No. 95 / 01772, and European Patent No. 714954 may be mentioned.
[0253] According to a preferred embodiment of the present invention, the direct dye is selected from cationic dyes known as "basic dyes."
[0254] Among the azo dyes listed in Colour Index International (Third Edition), the following compounds are particularly noteworthy: Basic Red 22, Basic Red 76, Basic Yellow 57, Basic Brown 16, and Basic Brown 17.
[0255] Among cationic quinone dyes, the chromophores listed in the Colour Index International above are suitable, and among these, the following dyes are particularly noteworthy: Basic Blue 22 and Basic Blue 99.
[0256] Among suitable gin dyes, those listed in the Colour Index International, such as Basic Blue 17 and Basic Red 2, are examples.
[0257] Among the cationic triarylmethane dyes that can be used in accordance with the present invention, in addition to those listed in the Colour Index, the following dyes may be included: Basic Green 1, Basic Violet 3, Basic Violet 14, Basic Blue 7, and Basic Blue 26.
[0258] Cationic dyes described in U.S. Patent No. 5,888,252, European Patent No. 1,133,975, International Publication No. 03 / 029359, European Patent No. 860,636, International Publication No. 95 / 01772, International Publication No. 95 / 15144, and European Patent No. 714,954 are also examples. Chromophores described in K. Venkataraman's encyclopedia "The Chemistry of Synthetic Dyes," 1952, Academic Press, vols. 1 to 7, in the chapter "Dyes and Dye Intermediates" of "Kirk-Othmer Encyclopedia of Chemical Technology," 1993, Wiley and Sons, and in various chapters of "Ullmann's Encyclopedia of Industrial Chemistry," 7th edition, Wiley and Sons are also examples.
[0259] Preferably, the cationic direct dye is selected from those obtained from azo and hydrazono type dyes.
[0260] According to certain embodiments, the direct dye is specified in European Patent No. 850636, French Patent No. 2788433, European Patent No. 920856, International Publication No. 99 / 48465, French Patent No. 2757385, European Patent No. 850637, European Patent No. 918053, International Publication No. 97 / 44004, French Patent No. 2570946, French Patent No. 2285851, German Patent No. 2538363, French Patent No. 2189006, French Patent No. 1560664, French Patent No. 1540423, French Patent No. 1567219, and French Patent No. 1516943. French Patent No. 1221122, German Patent No. 4220388, German Patent No. 4137005, International Publication No. 01 / 66646, U.S. Patent No. 5708151, International Publication No. 95 / 01772, International Publication No. 515144, UK Patent No. 1195386, U.S. Patent No. 3524842, U.S. Patent No. 5879413, European Patent No. 1062940, European Patent No. 1133976, UK Patent No. 738585, German Patent No. 2527638, French Patent No. 2275462, UK Patent Application Publication No. 1974-27645, Acta Histochem,(1978),61(1),48-52;Tsitologiya(1968),10(3),403-5;Zh.Obshch.Khim.(1970),40(1),195-202;Ann.Chim.(Rome)(1975),65(5-6),305-14;J.Chinese Chem.Soc.(Taipei)(1998),45(1),209-211;Rev.Roum.Chim.(1988),33(4),377-83;Text.Res.J.(1984),54(2),105-7;Chi m.Ind.(Milan)(1974),56(9),600-3;Khim.Tekhnol.(1979),22(5),548-53;Ger.Monatsh.Chem.(1975),106(3),643-8;MRL Bull.Res.Dev.This is a cationic azo dye as described in (1992), 6(2), 21-7; Lihua Jianyan, Huaxue Fence (1993), 29(4), 233-4; Dyes Pigm. (1992), 19(1), 69-79; and Dyes Pigm. (1989), 11(3), 163-72.
[0261] Preferably, the cationic direct dye contains a quaternary ammonium group, and more preferably, the cationic charge is located within the ring.
[0262] These cationic groups are, for example, - Has an extra-ring (di / tri)(C1~C8) alkylammonium charge, or - A cationic group having an intraring charge, such as a cationic heteroaryl group selected from acridinium, benzimidazolium, benzobistriazolium, benzopyrazolium, benzopyridazinium, benzoquinolium, benzothiazolium, benzotriazolium, benzoxazolium, bipyridinium, bis-tetrazolium, dihydrothiazolium, imidazopyridinium, imidazolium, indolium, isoquinolium, naphthoimidazolium, naphthoquioxazolium, naphthopyrazolium, oxadiazolium, oxazolium, oxazolopyridinium, oxonium, phenazinium, phenoxazolium, pyrazinium, pyrazolium, pyrazoyltriazolium, pyridinium, pyridinoimidazolium, pyrorium, pyririum, quinolium, tetrazolium, thiadiazolium, thiazolium, thiazolopyridinium, thiazoylimidazolium, thiopyridinium, triazolium, or xanthilium.
[0263] Examples of hydrazonocational dyes of formulas (XII) and (XIII), and azocationic dyes of formulas (XIV) and (XV) are shown below.
[0264] [Table 6]
[0265] In equations (XII) to (XV), ·Het + This preferably represents a cationic heteroaryl group that selectively retains an intraring cationic charge, such as imidazolium, indolium, or pyridinium, which is optionally substituted with at least one (C1-C8) alkyl group such as methyl. ·Ar + This represents an aryl group such as phenyl or naphthyl, which has an extra-ring cation charge, preferably a tri(C1-C8)alkylammonium such as trimethylammonium. Ar preferably represents an aryl group, particularly a phenyl group, optionally substituted with one or more electron-donating groups, such as i) optionally substituted (C1-C8) alkyl, ii) optionally substituted (C1-C8) alkoxy, iii) optionally substituted (di)(C1-C8)(alkyl)amino with a hydroxyl group on an alkyl group, iv) aryl(C1-C8)alkylamino, v) optionally substituted N-(C1-C8)alkyl-N-aryl(C1-C8)alkylamino, or alternatively, Ar represents a juloridine group. ·Ar'' represents an optionally substituted (hetero)aryl group such as phenyl or pyrazolyl, preferably optionally substituted with one or more (C1-C8) alkyl, hydroxyl, (di)(C1-C8)(alkyl)amino, (C1-C8)alkoxy or phenyl groups. Ra and Rb may be the same or different, and represent (C1-C8) alkyl groups optionally substituted with a hydrogen atom or a hydroxyl group, or Otherwise, Het + A substituent Ra having a substituent on and / or an substituent Rb having an substituent on Ar, together with the atom having them, forms a (hetero)cycloalkyl group, in particular Ra and Rb represent (C1-C4) alkyl groups optionally substituted with a hydrogen atom or a hydroxyl group. Q - This represents organic or inorganic anionic counterions such as halides or alkyl sulfates.
[0266] In particular, azo and hydrazono direct dyes having intracyclic cationic charges of formulas (XII) to (XV) as defined above, and more particularly cationic direct dyes of formulas (XII) to (XV) having intracyclic cationic charges, as described in International Publication No. 95 / 15144, International Publication No. 95 / 01772, and European Patent No. 714954, preferably the following direct dyes.
[0267] [Table 7]
[0268] In equations (XII-1) and (XIV-1), - R1 represents an alkyl group (C1-C4) such as methyl; - R2 and R3 may be the same or different, representing a hydrogen atom or an alkyl group such as methyl (C1-C4); and - R4 represents a hydrogen atom or an electron-donating group such as an optionally substituted (C1-C8) alkyl, optionally substituted (C1-C8) alkoxy, or optionally substituted (di)(C1-C8)(alkyl)amino with a hydroxyl group on an alkyl group; in particular, R4 is a hydrogen atom. - Z represents a CH group or nitrogen atom, preferably CH. - Q - These are anionic counterions as defined above, particularly halides such as chlorides or alkyl sulfates such as methyl sulfate or mesityl sulfate.
[0269] In particular, the dyes of formulas (XII-1) and (XIV-1) are selected from Basic Red 51, Basic Yellow 87, and Basic Orange 31 or their derivatives.
[0270] [Table 8]
[0271] Q - These are anionic counterions as defined above, particularly halides such as chlorides or alkyl sulfates such as methyl sulfate or mesityl sulfate.
[0272] According to a particular embodiment of the present invention, the direct dyes are fluorescent, i.e., they include at least one fluorescent chromophore as defined above.
[0273] Possible fluorescent dyes include groups derived from the following dyes: acridine, acridone, benzantrone, benzimidazole, benzimidazolone, benzindole, benzoxazole, benzopyran, benzothiazole, coumarin, difluoro{2-[(2H-pyrrol-2-ylidene-kN)methyl]-1H-pyrrolato-kN}boron (BODIPY®), diketopyrrolopyrrole, fluoringine, (poly)methine (especially cyanine and styryl / hemicyanine), naphthalimide, naphthoanilide, naphthylamine (such as dansyl), oxadiazole, oxazine, perillone, peronone, perylene, polyene / carotenoid, squalane, stilbene, and xanthene.
[0274] The fluorescent dyes described in European Patent No. 1133975, International Publication No. 03 / 029359, European Patent No. 860636, International Publication No. 95 / 01772, International Publication No. 95 / 15144, and European Patent No. 714954, as well as in K. Venkataraman's encyclopedia "The Chemistry of Synthetic Dyes", 1952, Academic Press, vol. 1-7, in the chapter "Dyes and Dye Intermediates" of "Kirk-Othmer Encyclopedia of Chemical Technology", 1993, Wiley and Sons, in various chapters of "Ullmann's Encyclopedia of Industrial Chemistry", 7th edition, Wiley and Sons, and in the handbook "A Guide to Fluorescent Probes and Labeling Technologies", 10th Ed., Molecular, which is circulated on the internet or in print. Other examples could be found in Probes / Invitrogen-Oregon 2005.
[0275] According to a preferred modified form of the present invention, the fluorescent dye is cationic and follows the formula (XV): W + -[C(Rc)=C(Rd)] m’ -Ar,Q - (XV) (In formula (XV), ·W + This represents a cationic heterocyclic or heteroaryl group particularly comprising a quaternary ammonium optionally substituted with one or more (C1-C8) alkyl groups, which are optionally substituted with one or more hydroxyl groups; Ar preferably represents i) one or more halogen atoms, e.g., chlorine or fluorine; ii) one or more (C1-C8) alkyl groups, preferably C1-C4, e.g., methyl; iii) one or more hydroxyl groups; iv) one or more (C1-C8) alkoxy groups, e.g., methoxy; v) one or more hydroxy(C1-C8) alkyl groups, e.g., hydroxyethyl; vi) one or more amino groups or (di)(C1-C8) alkylaminos, preferably in which the C1-C4 alkyl portion is optionally substituted with one or more hydroxyl groups, e.g., (di)hydroxyethylamino; vii) one or more acylamino groups; viiii) one or more heterocycloalkyl groups, e.g., piperazinyl, piperidyl, or aryl groups such as phenyl or naphthyl optionally substituted with 5- or 6-membered heteroaryls, e.g., pyrrolidinyl, pyridyl, and imidazolinyl; ·m' represents an integer between 1 and 4 (including the two extreme values), and in particular, m is 1 or 2, preferably 1; Rc and Rd may be the same or different, representing a hydrogen atom or an optionally substituted (C1-C8) alkyl group, preferably a C1-C4 alkyl group, or alternatively, Rc is W + Together with and / or Rd together with Ar, together with the atoms having them, form a (hetero)cycloalkyl, in particular Rc is W + Together with them, they form (hetero)cycloalkyl groups, such as cyclohexyl; Q - (This refers to an organic or inorganic anionic counterion as defined above.) It contains at least one quaternary ammonium group, such as the one shown.
[0276] According to a particular embodiment of the present invention, the direct dye is natural.
[0277] The term "natural dye" is intended to mean a dye or dye precursor that is at least a natural material and is produced by extraction (and optional purification) from a plant matrix or by milling. Natural dyes can also be obtained by fermentation.
[0278] Natural dyes are selected from, for example, lawsone, juglon, alizarin, purpurin, carminic acid, kermesic acid, laccaic acid, purpurogarin, anthragallol, protocatecaldehyde, indigo, isatin, curcumin, spinulosine, chlorophyll, chlorophyllin, orcein, hematein, hematoxylin, brazilin, brazilein, santalin, santalubin, carthamine, flavonoids (e.g., morin, apigenidin, and quercetin), anthocyanins (e.g., apigenonidin), and carotenoids or mixtures thereof.
[0279] Extracts, decoctions, or milling materials (e.g., powders) containing these natural dyes may also be used, particularly extracts, decoctions, or milling materials obtained from henna, pernambuco wood, logwood, sandalwood, orquil, turmeric, madder, true indigo, sorghum, cochineal, carrot, annatto, mussel, Brazilwood, and safflower.
[0280] Preferably, the natural dye is selected from lawsone, juglon, alizarin, purpurin, carminic acid, kermesic acid, laccaic acid, protocatecaldehyde, indigo, isatin, curcumin, spinulosine, apigenidin, chlorophyllin, sorghum extract, orcein, cochineal carmine, hematein, hematoxin, brazilin, brazilein, logwood extract, cadverewood, and Brazilwood, as well as mixtures thereof.
[0281] The chemical oxidizing agent can be selected from bromates or ferricyanides, peroxides such as alkali metal or alkaline earth metal persulfates, perborates, and percarbonates, as well as peracids and their precursors.
[0282] Preferably, the chemical oxidizing agent is selected from solid chemical oxidizing agents, and more preferably from urea peroxide, alkali metal bromate or ferricyanide, or peroxide salts (e.g., alkali metal or alkaline earth metal persulfates, perborates and percarbonates).
[0283] More preferably, the oxidizing agent is selected from peroxygenated salts, and even more preferably from persulfates.
[0284] According to the present invention, the substrate is pretreated with a dye or a brightening composition called a dye or brightening composition, which contains a dye selected from oxidation dyes and / or direct dyes, more preferably oxidation dyes and / or oxidizing agents.
[0285] Therefore, the dye or brightening composition may cover all or part of the substrate surface. Thus, the substrate surface may be completely or partially covered with one or more layers forming the dye or brightening composition.
[0286] Preferably, a pattern is created by depositing a dye or a lightening composition on a portion of the substrate surface, thereby enabling the formation of a colored or bleached pattern on the keratin fibers after contact with them. In other words, the dye or oxidizing agent is deposited on the substrate surface in a patterned shape.
[0287] Therefore, the substrate surface comprises one or more layers of dyes or lightening compositions arranged in one or more specific geometric shapes known as patterns, thereby creating a colored or bleached pattern on the fibers after the reaction.
[0288] In other words, the substrate surface may include one or more layers containing one or more dyes, preferably oxidation dyes or one or more oxidizing agents, which have various shapes, particularly in geometric form, along the long axis, to form a pattern.
[0289] Therefore, this pattern can have any shape, especially in geometric shapes.
[0290] Preferably, the pattern may be a square, circle, oval, ellipse, or triangle, and this pattern may be in the form of a filled shape or a line surrounding the pattern.
[0291] These may be thick or thin, straight or curved, intersecting lines, representing letters, or stylized figures or geometric patterns. They may be dotted lines or dots.
[0292] The substrate may include a copy of a desired pattern on the surface opposite to the surface containing the dye or oxidizing agent. Having such a pattern on the opposite surface makes it possible to indicate locations on the substrate where the dye or oxidizing agent can be deposited in a subsequent step. Such a manufacturing method facilitates positioning the substrate at locations where a pattern is intended to be formed on keratin fibers in a subsequent step. In other words, the presence of a pattern on the opposite surface makes it possible to indicate locations where the dye or lightening preparation composition can be deposited.
[0293] According to one preferred embodiment, the substrate includes a surface coated with at least one layer containing one or more oxidative dyes or one or more chemical oxidizing agents.
[0294] According to this embodiment, the oxidation dye is selected from couplers and, more preferably, heterocyclic or benzene-based couplers having at least one amine substituent on the aromatic ring.
[0295] According to this embodiment, the base material is preferably a sheet-shaped element, preferably a plastic sheet.
[0296] According to this embodiment, the substrate includes a surface comprising several layers containing one or more oxidative dyes having various shapes, particularly in geometric form, along its long axis.
[0297] According to one preferred embodiment, the substrate includes a surface on which at least one layer containing one or more oxidative dyes or one or more chemical oxidizing agents is printed.
[0298] Preferably, the substrate includes a surface on which at least one layer is printed in the form of one or more patterns containing one or more oxidative dyes or one or more chemical oxidizing agents.
[0299] Preparation of substrate Preferably, the substrate is pretreated with at least one dye preparation composition containing one or more dyes as defined above, or a lightening composition containing one or more oxidizing agents.
[0300] The dye or color-brightening composition may be in liquid or powder form at ambient temperature, and preferably in liquid form at ambient temperature.
[0301] The dye or lightening composition contains one or more alkaline agents as defined above.
[0302] If the dye or color-brightening composition is aqueous and contains one or more alkaline agents, the pH of the composition is preferably in the range of 7.5 to 13, more preferably 8 to 12, and even more preferably 8 to 11.
[0303] Preferably, the method for producing the substrate as defined above comprises at least one step of depositing at least one dye preparation composition containing one or more dyes or a brightening composition containing one or more oxidizing agents onto the surface of the substrate, and at least one step of partially or completely drying the substrate, more preferably the dye or brightening preparation composition is deposited onto the surface of the substrate by a printing method.
[0304] In other words, the dye or lightening preparation composition is printed onto the surface of the substrate using a printing method that enables obtaining the substrate as defined above.
[0305] In this preferred embodiment, the printing method that plays the role of depositing the dye or brightening composition onto the substrate surface may be a screen printing process, a flexographic printing process, an offset printing process, an inkjet printing process, or a laser printing process.
[0306] Preferably, the dye or lightening preparation composition is printed onto the surface of the substrate by an inkjet printing process or a laser printing process, particularly using an inkjet printer or a laser printer.
[0307] This preferred manufacturing method, corresponding to the printing method of the substrate, can be carried out in the hair salon itself, particularly using an inkjet printer or laser printer, before carrying out the dyeing or lightening method according to the present invention.
[0308] Alternatively, this preferred method can be performed outside of a hair salon, in which case the user only needs to use this base material to dye their hair.
[0309] In this case, the pre-treated substrate may be provided to the user to produce a uniform color and / or pattern on the hair.
[0310] Preferably, a dye preparation composition or a lightening preparation composition containing a dye is deposited on the substrate surface in the form of one or more patterns. In particular, the patterns may be squares, circles, ovals, ellipses, or triangles, and these patterns may be in the form of filled areas or lines surrounding the pattern.
[0311] These may be thick or thin, straight or curved, intersecting lines, representing letters, or stylized figures or geometric patterns. They may be dotted lines or dots.
[0312] After depositing the dye or lightening composition onto the substrate surface, the substrate is then dried.
[0313] The substrate, pre-treated according to the manufacturing method, is preferably dried within 5 to 120 minutes, more preferably within 5 to 90 minutes, more preferably within 1 to 60 minutes, and even better within 5 to 60 minutes.
[0314] Preferably, the step of drying the substrate includes drying the substrate in open air.
[0315] Once the substrate is prepared, the substrate includes a surface coated with at least one layer containing one or more dyes, preferably oxidation dyes or one or more oxidizing agents, as defined above.
[0316] The layer coating the surface of the substrate is a dye composition comprising one or more dyes as defined above, preferably oxidative dyes.
[0317] According to the present invention, this layer preferably contains less than 20% by mass, preferably 15% by mass or less, and more preferably 10% by mass or less, relative to the total mass of the dye composition.
[0318] Additional steps in the method According to one embodiment, the method according to the present invention may also include the use of a hydrogen peroxide-free composition (B) after rinsing off the aqueous composition or after using a handheld styling device.
[0319] Composition (B) may preferably contain one or more of the above organic solvents selected from polyols containing three or more hydroxyl functional groups, such as glycerol.
[0320] Preferably, composition (B) may be aqueous and may contain one or more organic solvents.
[0321] Composition (B) may further comprise one or more surfactants, preferably one or more nonionic and / or anionic surfactants.
[0322] Preferably, the nonionic surfactant is oxyalkylene-modified and oxyethylene-modified C8-C 30 Alcohols and saturated or unsaturated, linear or branched C8-C 30 Selected from acids and polyoxyethylene esters of sorbitol.
[0323] Composition (B) may further contain one or more fatty substances.
[0324] The term "lipid substances" is intended to mean organic compounds that are insoluble in water at room temperature (25°C) and atmospheric pressure (760 mmHg) (solubility less than 5%, preferably less than 1%, and more preferably less than 0.1%). They have at least one hydrocarbon-based chain in their structure, which includes at least six carbon atoms or a sequence of at least two siloxane groups. In addition, these lipid substances are generally soluble in organic solvents, such as chloroform, ethanol, benzene, liquid petroleum jelly, or decamethylcyclopentasiloxane, under the same temperature and pressure conditions.
[0325] According to the present invention, the fatty substance is selected from compounds that are liquid or paste-like at ambient temperature and atmospheric pressure.
[0326] More specifically, fatty substances are C6~C 16 Selected from lower alkanes, non-silicone oils of animal, plant, mineral or synthetic origin, fatty alcohols, fatty acid esters and / or fatty alcohol esters, non-silicone waxes and silicones.
[0327] For the purposes of the present invention, it is conceivable that fatty alcohols, esters, and acids support at least one linear or branched, saturated or unsaturated hydrocarbon-based group containing 6 to 30 carbon atoms, which is more particularly, optionally, substituted with one or more hydroxyl groups (particularly 1 to 4). If these are unsaturated, these compounds may contain 1 to 3 conjugated or unconjugated carbon-carbon double bonds.
[0328] Preferably, the fatty substance is selected from fatty alcohols, particularly linear or branched, saturated or unsaturated alcohols containing 8 to 30 carbon atoms.
[0329] Examples include cetyl alcohol, stearyl alcohol and mixtures thereof (cetylstearyl alcohol), octyldodecanol, 2-butyloctanol, 2-hexyldecanol, 2-undecylpentadecanol, oleyl alcohol, or linoleyl alcohol.
[0330] More preferably, composition (B) comprises cetyl alcohol, stearyl alcohol, and mixtures thereof, particularly cetyl alcohol.
[0331] Aqueous compositions and / or composition (B) may contain, in particular, anionic, cationic, nonionic, amphoteric or zwionic polymers or mixtures thereof, mineral thickeners, especially fillers, such as clay or talc, and one or more organic thickeners / gelling agents, together with anionic, cationic, nonionic and zwionic polymer-associated thickeners other than those mentioned above, antioxidants, penetrants, metal ion chelating agents, fragrances, dispersants, film-forming agents, ceramides, preservatives, and opacifiers.
[0332] The additive may be present in an amount ranging from 0.01% to 20% by mass relative to the total mass of the composition under consideration.
[0333] Assembly intended for staining or lightening As described above, the subject of the present invention relates to an assembly intended for dyeing or lightening keratin fibers, particularly human keratin fibers such as hair, and also to an assembly comprising at least one aqueous composition as defined above and at least one handheld styling device as defined below.
[0334] Preferably, the assembly is - A computing device configured to calculate the number of times a substrate is used on keratin fibers. - A handheld styling device comprising a first jaw and / or a second jaw, each including one or more means for detecting movement of the jaw to an open position and / or movement of the jaw to a closed position; the detection means being connected to a computing device. This also includes.
[0335] This assembly particularly makes it possible to indicate to the user the number of times an identical substrate has been used to produce one or more colored or bleached patterns and / or the number of times an identical substrate could still be used before the entire dye has been extracted.
[0336] Therefore, the computing device may be configured to emit an audible signal indicating to the user the number of times the exact same substrate has been used to produce one or more colored or bleached patterns and / or the number of times the exact same substrate could still be used before the entire dye has been extracted.
[0337] Preferably, the computing device may also be connected to an image acquisition device configured to visualize the surface of a substrate used on keratin fibers on a screen.
[0338] The image acquisition device makes the assembly particularly useful for the user in confirming and visualizing the patterns placed on the keratin fibers, the number of times the patterns have been applied, and / or the patterns that remain unused.
[0339] The image acquisition device is particularly advantageous when the substrate is attached to at least one of the processing surfaces of the styling device, in particular a processing surface intended to be heated, by one or more of the above-described distributing means.
[0340] In this case, the distribution means is connected to the computing device, particularly by a supply drum.
[0341] The computing device may also include a control member configured to reduce the heating temperature of the processing surface intended to be heated in the handheld styling device.
[0342] Therefore, preferably, the detection means is also connected to a component for controlling the computing device.
[0343] Thus, the component for controlling the computing device can reduce the heating temperature of the treated surface intended to be heated after the application of the substrate to the keratin fibers. The detection means connected to the control component allows for protection of the dye's integrity against heat and improves the substrate's lifespan.
[0344] Preferably, the detection means is selected from infrared or thermocouple sensors.
[0345] The computing device may also include at least one piece of software configured to record and load dyeing or lightening patterns intended to occur on keratin fibers, particularly at various locations on the hair scalp.
[0346] In this embodiment, the user can optionally remotely record and load the types of coloring or bleaching patterns, particularly their geometric shapes or colors, and the number of coloring or bleaching patterns that are desired to be produced on the hair and scalp, at a selected hair salon.
[0347] Therefore, the user can optionally program the type and number of coloring or bleaching patterns produced remotely, for example, via a human-machine interface such as a touchscreen tablet connected to a computing device.
[0348] Further objects, features, and advantages of the present invention will become apparent by reading the following description, which is given only as a non-limiting example, and by referring to the accompanying drawings. [Brief explanation of the drawing]
[0349] [Figure 1] This diagram schematically shows a vertical cross-sectional view of the handheld styling device according to the present invention. [Figure 2] Figure 1 shows a schematic vertical cross-sectional view of the handheld styling device using the substrate according to the present invention. [Figure 3] Figure 1 schematically shows a longitudinal cross-sectional view of the handheld styling device, which uses a substrate movably mounted on the first jaw by a pivoting dispersion means according to the first embodiment. [Figure 4] Figure 1 schematically shows a longitudinal cross-sectional view of the handheld styling device, which uses a substrate movably mounted on the first jaw by a pivoting distribution means according to the second embodiment. [Figure 5] Figure 1 schematically shows a longitudinal cross-sectional view of an assembly including a handheld styling device, a computing device, and an image acquisition device. [Figure 6] Figure 4 schematically shows a longitudinal cross-sectional view of an assembly including a handheld styling device, a computing device, and an image acquisition device. [Figure 7] Figure 4 schematically shows a longitudinal cross-sectional view of an assembly including a handheld styling device, a computing device, and an image acquisition device, which have a jaw closing mechanism. [Figure 8] Figure 4 schematically shows a longitudinal cross-sectional view of an assembly including a handheld styling device, a computing device, and an image acquisition device, which have a jaw opening and closing mechanism. [Modes for carrying out the invention]
[0350] Figure 1 schematically shows a handheld styling device 1 including a first jaw 2 that extends along the vertical axis X-X' and has a parallelepiped geometric shape.
[0351] The first jaw 2 has an inner surface 2a, an outer surface 2b, and an end 2c that may be right-angled or rounded, as shown in Figure 1.
[0352] The handheld styling device 1 also includes a second jaw 3 that extends along the vertical axis X''-X'''' and has a parallelepiped geometric shape.
[0353] The second jaw 3 also has an internal surface 3a, an external surface 3b, and an end 3c that can be right-angled or rounded, as shown in Figure 1.
[0354] Jaws 2 and 3 are positioned facing each other and connected by a hinge 4. Thus, jaws 2 and 3 are articulated to move from an open position O, shown in Figure 1, to a closed position F, which is not shown.
[0355] In Figure 1, jaws 2 and 3 are represented by the same parallelepiped geometric shape.
[0356] As a variation, jaws 2 and 3 can have any geometric shape, such as a curved shape or a triangular or polygonal shape.
[0357] As transformed forms, Joe 2 and 3 have different geometric shapes that are particularly complementary to each other to the point of being unacceptable.
[0358] The handheld styling device 1 includes a first processing surface 2d held by a first jaw 2, particularly on an internal surface 2a, and a second processing surface 3d held by a second jaw 3, particularly on an internal surface 3a.
[0359] In Figure 1, the first treated surface 2d and the second treated surface 3d are located proximal to the free ends of the first jaw 2 and the second jaw 3, particularly at the end surfaces 2c and 3c, respectively.
[0360] The processing surfaces 2d and 3d extend longitudinally over a portion of the length of the first jaw 2 and the second jaw 3, respectively. In Figure 1, the two processing surfaces 2d and 3d are located on opposite sides of each other.
[0361] When they are in the closed position F not shown, the two treated surfaces 2d and 3d are brought into contact with the keratin fibers and are suitable for gripping (or pressing) the fibers.
[0362] More specifically, in the open position O shown in Figure 1, the keratin fibers are inserted between jaws 2 and 3, and in the closed position F, the two processing surfaces 2d and 3d grip the fibers by applying pressure. The pressure is maintained throughout the processing time and can be operated manually or automatically.
[0363] At least one of the treatment surfaces 2d and 3d is suitable for heating for the purpose of raising the temperature of keratin fibers, particularly hair strands, to a temperature range of 60 to 250°C, preferably 80 to 180°C, preferably 100 to 160°C, and more preferably 120 to 150°C. Heating of one of the treatment surfaces 2d and 3d may be performed by one or more heating means not shown in Figure 1, which can be activated by a control button located on at least one of the jaws 2 and 3.
[0364] Preferably, the two treated surfaces 2d and 3d are suitable for heating.
[0365] As a modified form, one of the treatment surfaces 2d or 3d is suitable for heating, and the other treatment surface 2d or 3d is suitable for transporting keratin fibers to the corresponding heat-treated surface 2d or 3d when it is in an unshown closed position F.
[0366] In Figure 1, the power cord 5 connects the handheld styling device 1 to a power supply useful for fixing the temperature, particularly on at least one of the processing surfaces 2d or 3d.
[0367] In Figure 1, two substrates having a general reference 6 and a surface 6a coated with at least one layer 6b are shown in a manner in which they are attached to the free ends of jaws 2 and 3 so as to cover the treated surfaces 2d and 3d.
[0368] Therefore, according to Figure 1, the two substrates 6 are attached around the treated surface 2d and the treated surface 3d.
[0369] According to the embodiment shown in Figure 1, the two substrates 6 are attached to the handheld styling device 1 so as to cover the treated surface 2a of the first jaw 2 and the treated surface 3a of the second jaw 3 on both sides. As a result, the substrates 6 are attached to the handheld styling device 1 so as to partially cover, in particular, the inner surface 2a and outer surface 2b of the first jaw 2 and the inner surface 3a and outer surface 3b of the second jaw 3.
[0370] More specifically, according to this embodiment, the two base materials 6 have a rectangular, particularly cylindrical, geometric shape, thereby allowing the free end of the first jaw 2 having a processing surface 2d and the free end of the second jaw 3 having a processing surface 3d to be inserted into the base materials 6.
[0371] Therefore, during the use of keratin fibers, the substrate 6 can be easily attached to the processing surfaces 2d and 3d of the handheld styling device 1 in order to produce coloring, particularly one or more colored or bleached patterns.
[0372] The substrates 6 may be identical or different, i.e., they may have surface 6a layers containing dyes, preferably oxidative dyes or oxidizing agents, which have different geometric shapes, in particular different patterns.
[0373] In a modified form, the substrate 6 may be attached to a handheld styling device 1 so as to cover on both sides a single treatment surface 2d or 3d, preferably a treatment surface 2d or 3d intended to be heated for the purpose of increasing the temperature of keratin fibers.
[0374] As a further variation, the substrate 6 may wrap at least one of the treated surfaces 2d or 3d, like a food film.
[0375] Therefore, Figure 2 shows the handheld styling device 1 after the substrate 6 has been mounted on the processing surfaces 2d and 3d, which are held by jaws 2 and 3, respectively.
[0376] More specifically, Figure 2 schematically shows the substrate 6 mounted on the treated surfaces 2d and 3d in a manner adjusted to cover them over their entire length. Thus, the substrate 6 completely covers the treated surfaces 2d and 3d, partially covers the jaws 2 and 3, and leaves portions of their internal surfaces 2a (3a, respectively) and external surfaces 2b (3b, respectively) free.
[0377] Preferably, the treated surfaces 2a and 3a are in contact with the substrate 6.
[0378] In Figure 2, the base material 6 has a closed rectangular geometric shape, meaning that it covers not only the treated surfaces 2d and 3d on both sides, but also the free ends of the jaws 2 and 3, particularly the ends 2c and 3c. Preferably, the base material 6 is a sheet-like element having a rectangular shape.
[0379] In a modified form, the base material 6 can cover a portion of the free ends of the jaws 2 and 3, namely the inner surfaces 2a and 3a and the outer surfaces 2b and 3b, while simultaneously leaving the ends 2c and 3c free.
[0380] As a further variation, the base material 6 may be a sheet having a parallelepiped shape that covers a portion of the processing surfaces 2d and 3d of the handheld styling device 1 and the internal surfaces 2a and 3a of the jaws 2 and 3.
[0381] The substrates 6 can be mounted on the treatment surfaces 2d and 3d by mechanical or magnetic mounting systems, which allow for improved detachability and rapid installation and / or removal.
[0382] Preferably, the mounting system may be a clip or a gripper, but these are not shown in Figure 2.
[0383] The substrate can be quickly attached to and / or removed from the handheld styling device 1, in correlation with the type and number of patterns to be produced.
[0384] Figure 3 shows a distribution means having a general reference 7 mounted on the outer surface 2b of the first jaw 7, which includes two spools 8a and 8b connected to each other by a belt 9 having an outer surface 9a, preferably an endless belt. The distribution means 7 is detachably attached to the jaw 2, for example, by a magnetic system not shown in Figure 3.
[0385] More specifically, the spool 8a is positioned on the outer surface 2b near the end 2c of the jaw 2, and the spool 8b is positioned on the outer surface 2b near the hinge 4.
[0386] Spools 8a and 8b are mounted on the first jaw 2 so as to rotate freely around the pivot axis Δ along the vertical axis Y-Y', and they work together in cooperation with each other due to the presence of a belt 9 that allows their simultaneous clockwise rotation. The rotational movement of spools 8a and 8b is actuated manually, mechanically, or in an automated manner, or in accordance with the movement to close jaws 2 and 3.
[0387] The substrate 6 is attached to the entire distribution means 7 so as to cover the entire first jaw 2, particularly the processing surface 2d and the end 2c. In particular, the substrate 6 can be positioned on spools 8a and 8b and driven by a belt 9. While spools 8a and 8b rotate, the substrate 6 moves clockwise and is circulated between the jaws 2 and 3 of the handheld styling device 1 by the belt 9. Thus, the distribution means 7 can correspond to a barrel, allowing the substrate 6 to be circulated before and after each application.
[0388] According to this embodiment, the treated surface 2d is intended to be heated in order to increase the temperature of the keratin fibers.
[0389] Figure 4 shows another embodiment of the distribution means 7, which includes two spools 8c and 8d mounted on the outer surface 2b of the first jaw 2 and arranged in the same manner as in Figure 3. The two spools 8c and 8d are detachably attached to the jaw 2, for example, by a magnetic system not shown in Figure 4.
[0390] Two spools 8c and 8d, positioned on the outer surface 2a, are connected to each other by a belt 10, preferably an endless belt, and are mounted on the first jaw 2 so as to rotate freely around a pivot axis Δ along a vertical axis Y-Y'.
[0391] In this embodiment, spool 8d represents a spool for supplying the substrate 6, and spool 8c represents a spool for receiving the substrate 6. Due to the presence of the belt 10, the rotation of spool 8d causes the rotation of spool 8c.
[0392] Initially, the substrate 6 is wound only on the spool 8d and positioned on the outer surface 2a near the hinge 4. During operation, the spool 8d rotates around its axis of rotation Δ, and the belt 10 moves the substrate 6 towards the spool 8c through the inner surface 2a and processing surface 2d of the jaws 2. Therefore, if the jaws 2 and 3 are in the open position O before inserting keratin fibers between them, the substrate 6 is positioned on the processing surface 2d.
[0393] Therefore, the distribution means 7 can be adapted to a reel, as it is possible to circulate the base material 6 from one spool to another, in the case where the distribution means 7 functions to supply it from spool 8d to spool 8c that receives it.
[0394] According to this embodiment, the treated surface 2d is intended to be heated in order to increase the temperature of the keratin fibers.
[0395] Therefore, as shown in Figures 3 and 4, the distribution means 7 has the advantage of producing several identical or different coloring or bleaching patterns at the same time as performing distribution by the regular operation of attaching and removing the substrate.
[0396] The use of such distribution means proves particularly advantageous in producing a variety and / or numerous patterns while minimizing changes to the substrate.
[0397] According to embodiments of Figures 3 and 4, the substrate may, advantageously, correspond to a ribbon comprising several layers of different geometric shapes capable of producing various coloring or bleaching patterns on the exact same surface. Thus, the dispensing means 7 allows the use of various layers of the exact same substrate in the form of a ribbon.
[0398] Figure 5 schematically represents an assembly having a general reference 11, which includes the handheld styling device 1, computing device 12, and image acquisition device 13 described in Figure 2, the free ends of which jaws 2 and 3 are covered with a substrate 6.
[0399] In Figure 5, the first jaw 2 further includes a detection means 14 located on the internal surface 2a, and the second jaw 3 further includes a work detection means 15 located on the internal surface 3a.
[0400] Detection means 14 and 15 can detect the movement of jaws 2 and 3 to open position O and closed position F. Detection means 14 and 15 are connected to computing device 12 by circuits 16 and 17, respectively.
[0401] Therefore, the detection means 14 and 15 make it possible to provide information regarding the number of times the exact same substrate has been used to produce one or more coloring or bleaching patterns and / or the number of times the exact same substrate can still be used before the complete extraction of the dye.
[0402] According to the embodiment shown in Figure 5, the computing device 12 is connected by a circuit 18 to an image acquisition device 13 that enables visualization on a screen of the types and number of coloring or bleaching patterns occurring on the keratin fibers.
[0403] In addition, the first jaw 2 may include a heating control means 19 intended to control the temperature of the processing surface 2d of the handheld styling device 1. As shown in Figure 5, the heating control means 19 is connected by a circuit 20 to a computing device 12, and a control member not shown in particular.
[0404] Therefore, after application of the substrate 6, the control member of the computing device 12 can reduce the temperature of the treated surface 2d to a temperature of less than 60°C, and especially less than 30°C, in order to protect the integrity of the dye and / or oxidizing agent against heat and to extend the life of the substrate 6.
[0405] In particular, it is possible to provide information regarding a determined target temperature at which the temperature of the processing surface 2d must be maintained.
[0406] The control member of the computing device 12 is particularly advantageous when it is problematic to produce coloring or bleaching patterns on different models in the same amount of time using various handheld styling devices 1. In fact, after producing a coloring or bleaching pattern on a portion of the hair head of one model, the temperature of the processing surface 2d of the handheld styling device 1 may decrease, and the stylist can use another handheld styling device to produce coloring on another model. In this way, the stylist can continue to produce the coloring or bleaching pattern on the previous model without needing to change the substrate.
[0407] Figure 6 schematically represents an assembly having a general reference 21, which includes a handheld styling device 1, a computing device 12, and an image acquisition device 13 as described in Figure 4, equipped with a distribution means 7 including spools 8c and 8d.
[0408] In this embodiment, the computing device 12 is directly connected to the distribution device 7, particularly the receiving spool 8c, by circuits 22 and 23.
[0409] The combined presence of the computing device 12 and the image acquisition device 13 further facilitates the user in identifying a pattern (or layer containing dyes and / or chemical oxidizing agents) that is suitable for performing staining or lightening. Naturally, the two devices 12 and 13 also enable the calculation of the number of uses and the number of remaining colored or bleached patterns.
[0410] According to this embodiment, the computing device 12 may include a motor card that enables it to instruct the distribution means 7 to move the substrate 6 to arrange a desired pattern before performing dyeing or lightening. Control of the distribution means 7 by the computing device 12 is performed by circuits 22 and 23.
[0411] Figure 7 schematically represents an assembly having a general reference 24, which includes a handheld styling device 1, a computing device 12, and an image acquisition device 13 as described in Figure 4, with distribution means 7 including spools 8c and 8d.
[0412] According to Figure 7, the first jaw 2 includes one or more closing means 25, preferably closing sensors, for closing jaws 2 and 3, and connected to the computing device 12 by a circuit 26.
[0413] The closing means 25 may be used before operating the dispensing means 7, in particular the spool 8d, to allow the placement of a different substrate or another layer of the same substrate.
[0414] The use of the closing mechanism 25 is controlled by the computing device 12.
[0415] Therefore, since jaws 2 and 3 can be in the closed position by the control of the computing device 12, the assembly shown in Figure 7 is a semi-automatic system.
[0416] Figure 8 schematically represents an assembly having a general reference 26, which includes a handheld styling device 1, a computing device 12, and an image acquisition device 13 as described in Figure 4, equipped with a distribution means 7 including spools 8c and 8d.
[0417] According to Figure 8, the first jaw 2 and the second jaw 3 include a closing mechanism 27 for closing jaws 2 and 3 and an opening mechanism 28 for opening jaws 2 and 3. Preferably, the closing mechanism 27 is electromagnetic and the opening mechanism 28 is a return spring. In other words, the closing mechanism 27 ensures that jaws 2 and 3 operate in the closed position, while the opening mechanism 28 ensures that jaws 2 and 3 operate in the closed position.
[0418] The closing means 27 and the opening means 28 are connected to the computing device 12 by the circuit 29.
[0419] Therefore, since jaws 2 and 3 can be in the closed and open positions by the control of the computing device 12, the assembly shown in Figure 8 is an automated system.
[0420] The computing device 12 may include software 30 configured to record and load dyeing or lightening patterns intended to occur on keratin fibers, particularly at various locations on the hair scalp.
[0421] In this embodiment, the user can optionally remotely record and load the types of coloring or bleaching patterns, particularly their geometric shapes or colors, and the number of coloring patterns that are desired to be produced on the hair and scalp, at a selected hair salon.
[0422] According to these various embodiments, the substrate used preferably includes a surface coated with at least one layer containing one or more dyes selected from direct dyes and / or oxidation dyes, more preferably oxidation dyes.
[0423] Preferably, the oxidative dye is selected from heterocyclic or benzene-based couplers having a heterocyclic base and at least one amine substituent on the aromatic ring.
[0424] Preferably, the oxidative dye is selected from couplers and more preferably from heterocyclic or benzene-based couplers having at least one amine substituent on the aromatic ring.
[0425] As a modified form, the substrate used includes a surface coated with at least one layer containing one or more oxidizing agents. [Examples]
[0426] Example 1: Dyeing on natural hair Prepare solution A of 10 g% sodium persulfate in water (spontaneous pH = 3.4 ± 0.2).
[0427] Prepare dye composition B.
[0428] [Table 9]
[0429] The pH of composition B is 9.58 ± 0.2.
[0430] Dye the locks of natural hair according to the following protocol. - Apply solution A to a clump of Caucasian human hair containing 90% gray hair for 10 minutes (solution / hair bath mass ratio: 10 / 1). - After this leave-on time, rinse the bunch. - Using a brush, distribute 10 g of composition B onto Kimberly-Clark's Kimtech 7505 adsorbent paper (dimensions: 10 cm x 20 cm). Next, place this paper between the tongs of a straightening iron set to 180°C. - Place the tassels between pieces of paper and press them together with the tongs of a straightening iron for 10 seconds. - Rinse the bunches, wash with Ultra Doux Camomille shampoo [a very gentle shampoo with chamomile], and dry. - Measure the colorimetric value using a Konica Minolta CM-3600A spectrophotometer.
[0431] A strong purple color can be obtained.
[0432] [Table 10]
[0433] Example 2: Dyeing on bleached hair Prepare the following compositions.
[0434] Dye composition C
[0435] [Table 11]
[0436] bleaching powder D
[0437] [Table 12]
[0438] Oxidation composition E
[0439] [Table 13]
[0440] The pH of composition C is 9 ± 0.2.
[0441] Dye the locks of natural hair according to the following protocol. - A bleaching product is prepared by mixing 1 part by mass of bleaching powder D and 2 parts by mass of oxidation composition E. - Apply the mixture to a clump of TD8 reddish-brown Caucasian human hair for 50 minutes (solution / hair bath mass ratio: 10 / 1). - After this leave-on time, rinse the bunch. - Using a brush, distribute 10 g of composition C onto Kimberly-Clark's Kimtech 7505 adsorbent paper (dimensions: 10 cm x 20 cm). Next, place this paper between the tongs of a straightening iron set to 180°C. - Place the tassels between pieces of paper and press them together with the tongs of a straightening iron for 10 seconds. - Rinse the bunches, wash with Ultra Doux Camomille shampoo [a very gentle shampoo with chamomile], and dry.
[0442] The colorimetric value is measured using a Konica Minolta CM-3600A spectrophotometer.
[0443] A strong red color is obtained.
[0444] [Table 14]
[0445] Example 3: Lightening of natural hair Prepare the bleaching solution. Dilute 10g of bleaching powder D in water (naturally occurring pH = 11).
[0446] Next, a clump of natural TD4 Caucasian human hair is lightened according to the following protocol. - Apply the bleaching solution to the hair strands for 10 minutes (solution / hair bath mass ratio: 10 / 1). - After this leave-on time, rinse the bunch. - Using a brush, distribute 10 g of oxidizing composition E onto Kimberly-Clark's Kimtech 7505 adsorbent paper (dimensions: 10 cm x 20 cm). Next, place this paper between the tongs of a straightening iron set to 180°C. - Place the tassels between pieces of paper and press them together with the tongs of a straightening iron five times (10 seconds each time). - Rinse the bunches, wash with Ultra Doux Camomille shampoo [a very gentle shampoo with chamomile], and dry.
[0447] The colorimetric value was measured using a Konica Minolta CM-3600A spectrophotometer.
[0448] Brightening of the color can be achieved.
[0449] [Table 15]
Claims
1. A method for dyeing or lightening hair, the method comprising the following two consecutive distinct steps: - A step of applying at least one aqueous composition to the hair, wherein the aqueous composition comprises one or more chemical oxidizing agents, and thereafter, - On the aforementioned hair, - First and second jaws (2, 3) are arranged facing each other and connected to one another so as to move from an open position (O) to a closed position (F), - A first treatment surface (2d) supported by the first jaw (2) and a second treatment surface (3d) supported by the second jaw (3), wherein the treatment surfaces (2d, 3d) are intended to grip the hair, and at least one of the treatment surfaces (2d, 3d) is intended to be heated. A step of using at least one handheld styling device (1), including the following, by applying the treatment surfaces (2d, 3d) of the handheld styling device to the hair and raising the temperature of the hair to a temperature in the range of 60 to 250°C, - A process using a handheld styling device (1), wherein at least one of the treated surfaces (2d, 3d) is partially or entirely covered with at least one substrate (6) which includes a surface (6a) coated with at least one layer (6b) containing one or more dyes selected from oxidative dyes, direct dyes, or mixtures thereof, or one or more chemical oxidizing agents, or mixtures thereof. Methods that include...
2. The method according to claim 1, characterized in that the oxidizing dye is selected from couplers and oxidizing bases.
3. The method according to claim 1, characterized in that the direct dye is selected from a neutral direct dye, a cationic direct dye, an anionic direct dye, or a mixture thereof.
4. The method according to any one of claims 1 to 3, characterized in that the base material (6) is a sheet-shaped element.
5. The method according to any one of claims 1 to 4, characterized in that the substrate (6) is movably mounted in whole or in part on at least one of the processing surfaces (2d, 3d) of the handheld styling device (1).
6. The method according to any one of claims 1 to 5, characterized in that the substrate (6) is movably mounted in whole or in part on at least one of the processing surfaces (2d, 3d) of the handheld styling device (1) by a mechanical mounting system including one or more mechanical mounting means.
7. The method according to any one of claims 1 to 5, characterized in that the substrate (6) is movable on at least one of the processing surfaces (2d, 3d) of the handheld styling device (1) by at least one distributing means (7) which can rotate about a pivot axis (Δ) located on the first jaw (2) or the second jaw (3) in accordance with a vertical axis Y-Y', and can be driven manually, mechanically, in an automated manner, or in accordance with the closing movement of the jaws (2, 3).
8. The method according to claim 7, characterized in that the distribution means (7) is a reel or a barrel.
9. The method according to any one of claims 1 to 8, characterized in that the first and / or second jaws (2, 3) of the handheld styling device (1) include one or more means (14, 15) for detecting the movement of the jaws (2, 3) to the open position (O) and / or to the closed position, and are connected to a computing device (12) configured to calculate the number of times the base material (6) is used on the hair.
10. The method according to any one of claims 1 to 9, characterized in that the first and / or second jaws (2, 3) of the handheld styling device (1) include one or more means (25) for closing the jaws (2, 3).
11. The method according to any one of claims 1 to 10, characterized in that the aqueous composition comprises one or more chemical oxidizing agents selected from hydrogen peroxide, peroxide salts, and mixtures thereof.
Citation Information
Patent Citations
BRIGHTENING PROCESS USING A SUBSTRATE CONTAINING AT LEAST ONE OXIDIZING AGENT AND AN AQUEOUS COMPOSITION
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OXIDATION COLORING PROCESS USING A SUBSTRATE CONTAINING AT LEAST ONE OXIDATION DYE AND AN AQUEOUS COMPOSITION
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Method for cosmetic treatment of hair and equipment for carrying out this method
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Oxidative dyeing process using a substrate and aqueous composition that retains at least one oxidation dye
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Apparatus for crimping and tattooing hair
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