JP2016113435A - Method for treating keratin fiber - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide an organic disulfide compound by which excellent performance for permanent wave can be achieved while odor of a reducer is decreased or eliminated, a composition which contains, for example, a dithiodiglycolic acid (DTDGA) to reform a keratin fiber, and preferably a cosmetic composition.SOLUTION: A composition to reform a keratin fiber, or preferably a hair comprises: (a) at least one kind of fatty substance preferably in the form of liquid at ambient temperature under atmospheric pressure; (b) at least one kind of surfactant, or preferably at least one kind of nonionic surfactant; and (c) at least one kind of organic disulfide compound, wherein amount of (a) the fatty substance is 30 mass% of total mass of the composition or more, or preferably 50 mass% or more. The composition contains the organic disulfide compound such as a dithiodiglycolic acid (DTDGA) to be an oily composition, thereby enabling achievement of excellent performance for permanent wave while odor of a reducer is decreased or eliminated.SELECTED DRAWING: None

Description

  The present invention relates to a composition for treating keratin fibers such as hair, as well as a method using the composition.

  Many hair care products are currently marketed to facilitate styling, texturize and add some weight to hair, especially thin hair, among which foam and styling gels or hair lacquers are given as examples be able to. These products allow hair shaping but are removed by shampoo and therefore need to be applied daily.

  The most common technique for obtaining long-lasting hair deformation is to cleave the keratin SS disulfide bond (cystine) with a composition containing an appropriate reducing agent in the first step (reduction step), The treated hair is then typically rinsed with water, and then in a second step, pre-tensioned using, for example, a hair curler, to ultimately give the hair the desired shape. Reforming the disulfide bonds by applying an oxidizing composition to the underlying hair (also referred to as an oxidation process or a fixation process).

  The deformed shapes imparted to the hair by chemical treatment, such as those described above, are the usual simple methods for temporarily reshaping hair by using foam, styling gel or lacquer Compared to, it lasts for a relatively long time and is particularly durable for cleaning operations with water or shampoo.

  Many compositions and methods have been proposed for deformation of the shape of keratin fibers. In general, they provide good performance on the day of treatment.

  For example, in WO2012169077, a permanent method including a step of applying a composition containing at least one linear organic disulfide compound to keratin fibers; a step of arranging keratin fibers in a sealed space; and a step of heating keratin fibers JP-A-2008-081471 discloses a hair deforming agent comprising an oily material and an oil-soluble reducing agent in an amount of 85-99.9% by weight, and JP-A-1993-306212 discloses a polyol. A hair deformation method comprising applying a composition containing 20 to 100% by mass to hair and deforming at a temperature of 50 to 250 ° C. is disclosed.

However, the above-mentioned chemical treatment method that cannot be appropriate from the viewpoint of consumer expectation has the following various disadvantages.
-Short persistence to environmental stresses (e.g. brushing, frequent shampoo, mechanical forcing by light exposure),
-Insufficient perm efficiency for natural hair;
-Deterioration of the hair, especially in repeated application or in combination with other chemical treatments such as oxidative coloring;
-Malodor of thiol compounds during and after the permanent process,
-Long and complicated application process.

WO2012169077 JP-A-2008-081471 JP-A-1993-306212 U.S. Pat.No. 2,528,378 U.S. Pat.No. 2,781,354 U.S. Pat.No. 4,874,554 U.S. Pat.No. 4,137,180 US-A-5364633 US-A-5411744

Walter Noll's Chemistry and Technology of Silicones (1968), Academic Press Cosmetics and Toiletries, Vol. 91, January 1976, 27-32, Todd & Byers, Volatile Silicone Fluids for Cosmetics CTFA dictionary, 9th edition, 2002 CTFA dictionary, 3rd edition, 1982 CTFA dictionary, 5th edition, 1993 `` Handbook of Surfactants '' by M.R.Porter, Blackie & Son publishers (Glasgow and London), 1991, 116-178 `` The HLB system.A time-saving guide to emulsifier selection '' (announced by ICI Americas Inc., 1984) A paper by Meylan and Howard `` Atom / fragment contribution method for reacting octanol-water partition coefficient '', J. Pharm. Sci., 84, 83-92 (1995)

  One object of the present invention is to reshape keratin fibers containing organic disulfide compounds, such as dithiodiglycolic acid (DTDGA), which can achieve excellent perm performance with reduced or no odor due to reducing agents. To provide a composition, preferably a cosmetic composition.

  It is also an object of the present invention to provide a method for re-forming keratin fibers using the above composition.

The above object is a composition for reshaping keratin fibers, preferably hair,
(a) at least one fatty substance, preferably in liquid form at room temperature and atmospheric pressure,
(b) at least one surfactant, preferably at least one nonionic surfactant,
(c) includes at least one organic disulfide compound,
(a) It can be achieved by a composition in which the amount of fatty substance is 30% by weight or more, preferably 50% by weight or more, based on the total weight of the composition.

  (a) The fatty substance may be selected from the group consisting of hydrocarbon oils, silicone oils, vegetable or animal oils, ester oils or ether oils, fatty alcohols and mixtures thereof.

Preferably, (a) fatty substances, mineral oil, octyldodecanol, petrolatum, isododecane, hydrogenated polyisobutene, isopropyl myristate, dimethicone, cyclohexasiloxane, C _{20 to 22} alcohol, cetyl palmitate, oleyl alcohol, cetyl alcohol and It can be selected from the group consisting of mixtures thereof.

  In a preferred embodiment, the amount of (a) fatty substance may be 90% by weight or less, preferably 84.9% by weight or less, more preferably 65% by weight or less, based on the total weight of the composition.

  In a preferred embodiment, (b) the surfactant may consist of one or more nonionic surfactants.

  The nonionic surfactant may be selected from monooxyalkylenated, polyoxyalkylenated, monoglycerolated or polyglycerolated nonionic surfactants, preferably polyoxyalkylenated nonionic surfactants, Preferably, it may be selected from polyoxyethylenated fatty alcohols and polyoxyethylenated fatty esters.

  In a preferred embodiment, (b) the surfactant may be selected from the group consisting of Ores-20, Ores-10, Decess-5 and mixtures thereof.

  Preferably, the amount of (b) at least one surfactant is 4% to 30% by weight, preferably 6% to 22% by weight, more preferably 6% by weight, based on the total weight of the composition. It can be ˜12% by weight.

  (c) The organic disulfide compound may be selected from the group consisting of linear organic disulfide compounds, heterocyclic disulfide compounds, and mixtures thereof.

  Preferably, (c) the organic disulfide compound may be selected from the group consisting of diammonium dithiodiglycolate, cystamine dihydrochloride, lipoic acid and mixtures thereof.

  In a preferred embodiment, the amount of (c) the organic disulfide compound is 0.1% to 50% by weight, preferably 1% to 30% by weight, more preferably 2% to 15%, based on the total weight of the composition. It can be mass%.

  The composition of the present invention may further comprise (d) at least one alkaline agent, preferably a non-volatile alkaline agent.

  In a preferred embodiment, (a) a fatty substance, (b) at least one surfactant and (c) at least one organic disulfide compound are preferably in (a) two or more separate compositions. May include at least one fatty substance; (b) at least one surfactant is included in one composition; and (c) at least one organic disulfide compound is included in the other composition. Can be.

  The invention also relates to kits and instructions for use comprising the compositions of the invention.

The present invention is also a method for reshaping keratin fibers, preferably hair,
Applying the composition according to the invention to keratin fibers;
Heating the keratin fibers to a temperature between 45 ° C. and 250 ° C .;
In some cases, a process of rinsing keratin fibers,
Applying an oxidizing composition to keratin fibers;
Optionally rinsing and drying the keratin fibers.

  The method may further include rinsing the keratin fibers after applying the composition to the keratin fibers and before heating the keratin fibers.

  The method may further comprise applying mechanical tension to the keratin fibers, preferably by using a reshaping means selected from the group consisting of hair curlers, rollers, clips, plates and irons.

  In a preferred embodiment, the oxidizing composition includes hydrogen peroxide.

  In a preferred embodiment, the keratin fibers can be heated at a temperature in the range of 60 ° C. to 150 ° C., preferably in the range of 60 ° C. to 90 ° C. during the process of heating the keratin fibers.

  The composition of the present invention can dramatically reduce the thiol odor and severe hair damage caused by the reducing agent. Conventional formulations contain thioglycolic acid (eg, 10 wt%). Less hair damage encourages the customer to perform repeated application or treatment combinations such as perms and coloring.

  The present invention provides an organic disulfide compound such as dithiodiglycolic acid (DTDGA) having a large amount of a fatty substance and a surfactant, which can achieve excellent perm performance without containing any reducing agent. The present invention relates to an oil rich composition for reshaping keratin fibers.

The composition according to the invention comprises:
(a) at least one fatty substance, preferably in liquid form at room temperature and atmospheric pressure,
(b) at least one surfactant, preferably at least one nonionic surfactant,
(c) includes at least one organic disulfide compound,
(a) The amount of the fatty substance is 30% by mass or more, preferably 50% by mass or more, based on the total mass of the composition.

(Fat substance)
The composition according to the invention comprises (a) at least one fatty substance. Here, the “fatty substance” means a fatty compound or lipid that is in the form of a liquid or paste (non-solid) at room temperature (25 ° C.) under atmospheric pressure (760 mmHg). As the fatty substance, those generally used in cosmetics can be used alone or in combination. These fatty substances may be volatile or non-volatile and are preferably non-volatile.

  (a) The fatty material can be a nonpolar oil, such as a hydrocarbon oil, silicone oil, etc .; a polar oil, such as a vegetable oil or animal oil and an ester oil or ether oil; or a mixture thereof.

  (a) The fatty substance may be selected from the group consisting of oils of vegetable or animal origin, synthetic oils, silicone oils and hydrocarbon oils.

  Examples of vegetable oils include, for example, linseed oil, camellia oil, macadamia nut oil, corn oil, mink oil, olive oil, avocado oil, sasanqua oil, castor oil, safflower oil, jojoba oil, sunflower oil, almond oil, rapeseed oil, sesame oil, Mention may be made of soybean oil, peanut oil, and mixtures thereof.

  Examples of animal oils include, for example, squalene and squalane.

  Examples of synthetic oils include alkane oils such as isodecane and isohexadecane, ester oils, ether oils, and artificial triglycerides.

Ester oil, preferably a saturated or liquid esters of linear or branched C ₁ -C ₂₆ aliphatic monoacid or polyacid unsaturated, and saturated or unsaturated, linear or branched Liquid esters of C ₁ -C ₂₆ aliphatic monoalcohols or polyalcohols, the total number of carbon atoms of these esters being 10 or more.

  Preferably, in the case of an ester of a monoalcohol, at least one of the alcohol and acid from which the ester of the invention is derived is branched.

  Among monoesters of monoacids and monoesters of monoalcohols, among others, ethyl palmitate, ethylhexyl palmitate, isopropyl palmitate, dicaprylyl carboxylate, alkyl myristate, such as isopropyl myristate or ethyl myristate, cetyl palmitate And isocetyl stearate, 2-ethylhexyl isononanoate, isononyl isononanoate, isodecyl neopentanoate and isostearyl neopentanoate.

Esters of C _{4 to} C ₂₂ dicarboxylic acid or tricarboxylic acid and C _{1 to} C ₂₂ alcohol, and monocarboxylic acid, dicarboxylic acid or tricarboxylic acid and non-sugar C _{4 to} C ₂₆ dihydroxy, trihydroxy, tetrahydroxy or pentahydroxy alcohol Ester can also be used.

  Diethyl sebacate, lauroyl sarcosyl isopropyl, diisopropyl sebacate, bis (2-ethylhexyl) sebacate, diisopropyl adipate, di-n-propyl adipate, dioctyl adipate, bis (2-ethylhexyl) adipate, diadipate Isostearyl, bis (2-ethylhexyl) maleate, triisopropyl citrate, triisocetyl citrate, triisostearyl citrate, glyceryl trilactate, glyceryl trioctanoate, trioctyldodecyl citrate, trioleyl citrate, neopentyl diheptanoate Particular mention may be made of glycol, diethylene glycol diisononanoate.

As ester oils, sugar esters and diesters of C _{6 to} C ₃₀ , preferably C _{12 to} C ₂₂ fatty acids can be used. The term “sugar” means an oxygen-bearing hydrocarbon-based compound that contains or does not contain an aldehyde function or a ketone function, contains several alcohol functions, and contains at least 4 carbon atoms. It is recalled. These sugars can be monosaccharides, oligosaccharides or polysaccharides.

  Examples of suitable sugars that may be mentioned are sucrose (or sucrose), glucose, galactose, ribose, fucose, maltose, fructose, mannose, arabinose, xylose and lactose, and their derivatives, especially alkyl derivatives such as methyl Derivatives such as methyl glucose are included.

The sugar esters of fatty acids are especially from the group comprising the aforementioned sugars and esters or mixtures of esters with linear or branched saturated or unsaturated C ₆ -C ₃₀ , preferably C ₁₂ -C ₂₂ fatty acids. Can be chosen. When these compounds are unsaturated, they can have 1 to 3 conjugated or nonconjugated carbon-carbon double bonds.

  Esters according to this variant can also be selected from monoesters, diesters, triesters, tetraesters and polyesters, and mixtures thereof.

  These esters also include, for example, oleic acid esters, lauric acid esters, palmitic acid esters, myristic acid esters, behenic acid esters, coconut fatty acid esters, stearic acid esters, linoleic acid esters, linolenic acid esters, capric acid esters and arachidonic acid. Esters, or mixtures thereof, such as, in particular, mixed esters of oleopalmitate, oleostearate and palmitostearate, and pentaerythrityl tetraethylhexanoate.

  More particularly, monoesters and diesters, in particular sucrose monooleate or dioleate, glucose or methylglucose, sucrose stearate, glucose or methylglucose, behenate sucrose, glucose or methylglucose, oleopalmitate sucrose, glucose or methyl Glucose, sucrose linoleate, glucose or methyl glucose, sucrose linolenate, glucose or methyl glucose, and oleostearic acid sucrose, glucose or methyl glucose are used.

  An example that may be mentioned is the product sold under the name Glucate® DO by the company Amerchol, which is methylglucose dioleate.

  Examples of preferred ester oils include, for example, diisopropyl adipate, dioctyl adipate, 2-ethylhexyl hexanoate, ethyl laurate, cetyl octanoate, octyldodecyl octoate, isodecyl neopentanoate, myristyl propionate, 2-ethylhexanoic acid 2 -Ethylhexyl, 2-ethylhexyl octoate, caprylic acid / 2-ethylhexyl caprate, methyl palmitate, ethyl palmitate, isopropyl palmitate, dicaprylyl carboxylate, isopropyl lauroyl sarcosinate, isononyl isononanoate, ethylhexyl palmitate, isohexyl laurate Hexyl laurate, isocetyl stearate, isopropyl isostearate, isopropyl myristate, isodecyl oleate, glyceryl tri (2 -Ethyl hexanoate), pentaerythrityl tetra (2-ethylhexanoate), 2-ethylhexyl succinate, diethyl sebacate, and mixtures thereof.

  Examples of artificial triglycerides include, for example, capryl caprylyl glyceride, glyceryl trimyristate, glyceryl tripalmitate, glyceryl trilinolenate, glyceryl trilaurate, glyceryl tricaprate, glyceryl tricaprylate, glyceryl tri (caprate / caprylate), and Mention may be made of glyceryl tris (caprate / caprylate / linolenate).

  Examples of silicone oils include, for example, linear organopolysiloxanes such as dimethylpolysiloxane, methylphenylpolysiloxane, methylhydrogenpolysiloxane, etc .; cyclic organopolysiloxanes such as octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane , Dodecamethylcyclohexasiloxane and the like; and mixtures thereof.

  Preferably, the silicone oil is selected from liquid polydialkylsiloxanes, especially liquid polydimethylsiloxane (PDMS), and liquid cyclohexasiloxane.

  These silicone oils can also be organically modified. Organically modified silicones that can be used according to the present invention are silicone oils as defined above, which are silicone oils that contain in their structure one or more organic functional groups linked by a carbon-hydrogen group. is there.

  Organopolysiloxanes are defined in great detail in Walter Noll's Chemistry and Technology of Silicones (1968), Academic Press. The organopolysiloxane may be volatile or non-volatile.

When they are volatile, the silicones are selected from those having a boiling point between 60 ° C. and 260 ° C., and more particularly from:
(i) Cyclic polydialkylsiloxanes containing 3 to 7, preferably 4 to 5, silicon atoms. These include, for example, octamethylcyclotetrasiloxane sold in detail under the name Volatile Silicone® 7207 by the company Union Carbide or under the name Silbione® 70045 V2 by the company Rhodia, Decamethylcyclopentasiloxane sold under the name Volatile Silicone® 7158 by Union Carbide and Silbione® 70045 V5 by Rhodia and Silsoft 1217 by Momentive Performance Materials Dodecamethylcyclopentasiloxane, as well as mixtures thereof. Mention may also be made of cyclopolymers of the type dimethylsiloxane / methylalkylsiloxane etc., for example Silicone Volatile® FZ 3109 sold by the company Union Carbide.

For `` D '':

For D ':

Mention may also be made of mixtures of cyclic polydialkylsiloxanes and organosilicon compounds such as, for example, a mixture of octamethylcyclotetrasiloxane and tetratrimethylsilylpentaerythritol (50/50), and octamethylcyclotetrasiloxane and oxy-1,1. Mention may be made of mixtures with '-bis (2,2,2', 2 ', 3,3'-hexatrimethylsilyloxy) neopentane;
(ii) A linear volatile polydialkylsiloxane containing 2 to 9 silicon atoms and having a viscosity of not more than 5 × 10 ⁻⁶ m ² / s at 25 ° C. For example, decamethyltetrasiloxane sold in particular under the name SH 200 by the company Toray Silicone. Silicones belonging to this category are also described in articles published in Cosmetics and Toiletries, Vol. 91, January 1976, pp. 27-32, Todd & Byers, Volatile Silicone Fluids for Cosmetics. The viscosity of the silicone is measured at 25 ° C. according to ASTM standard 445 Appendix C.

  Nonvolatile polydialkylsiloxanes can also be used. More specifically, these non-volatile silicones are selected from polydialkylsiloxanes, among which polydimethylsiloxanes containing trimethylsilyl end groups can be mainly cited.

Among these polydialkylsiloxanes, the following commercial products can be mentioned in a non-limiting manner:
-47 and 70 047 series Silbione® oil or Mirasil® oil sold by Rhodia, for example 70 047 V 500 000 oil;
-Mirasil® series oil sold by Rhodia;
-200 series oil from Dow Corning, e.g. DC200 with a viscosity of 60000 mm ² / s;
-General Electric Viscasil (R) oil and General Electric SF series specific oil (SF 96, SF 18).

  Mention may also be made, for example, of polydimethylsiloxanes containing dimethylsilanol end groups known by the name of dimethiconol (CTFA), such as the 48 series oil from Rhodia.

Among the silicones containing aryl groups are polydiaryl siloxanes, especially polydiphenyl siloxanes and polyalkylaryl siloxanes. Examples that may be mentioned include products sold under the following names:
-70 641 series of Silbione® oil from Rhodia,
-Rhoodorsil® 70 633 and 763 series oils from Rhodia,
-Dow Corning 556 Cosmetic Grade Fluid oil from Dow Corning,
-Bayer PK series silicones, for example PK20 products,
-General Electric SF series specific oils such as SF 1023, SF 1154, SF 1250 and SF 1265.

  Organically modified liquid silicones may in particular contain polyethyleneoxy groups and / or polypropyleneoxy groups. Accordingly, mention may be made of silicone KF-6017 proposed by Shin-Etsu Chemical Co., Ltd., and Silwet® L722 and L77 oils from Union Carbide.

The hydrocarbon oil can be selected from:
Linear or branched, optionally cyclic C _{6 to} C ₁₆ lower alkanes (examples which may be mentioned include hexane, undecane, dodecane, tridecane and isoparaffins such as isohexadecane, isododecane and isodecane And;
Linear or branched hydrocarbons containing more than 16 carbon atoms, such as liquid paraffin, liquid petrolatum, polydecene and hydrogenated polyisobutene, such as Parleam®, and squalane.

  Preferred examples of hydrocarbon oils include, for example, linear or branched hydrocarbons such as isohexadecane, isododecane, squalane, mineral oil (e.g. liquid paraffin), paraffin, petrolatum or petrolatum, naphthalene, etc .; hydrogenated polyisobutene, isoeicosane, And decene / butene copolymers; and mixtures thereof.

(a) The fatty substance can be a fatty alcohol. The term "fatty alcohol", wherein, means a linear or branched C ₈ -C ₃₀ alcohols any saturated or unsaturated, in particular one or more hydroxyl groups (especially 1-4) Optionally replaced by These compounds, when unsaturated, can contain 1 to 3 conjugated or nonconjugated carbon-carbon double bonds.

Among C ₈ -C ₃₀ fatty alcohols, for example, C ₁₂ -C ₃₀ fatty alcohols can be used. Among these, lauryl alcohol, cetyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, behenyl alcohol, linoleyl alcohol, undecylenyl alcohol, palmitoleyl alcohol, linolenyl alcohol, myristyl alcohol, arachidonyl alcohol, erucyl Mention may be made of alcohol, octyldodecanol, and mixtures thereof.

  (a) The fatty substance is still preferably selected from oils having a molecular weight of less than 600 g / mol.

Preferably, (a) fatty substances, low molecular weight, less than e.g. 600 g / mol, ester oil or ether oil having a short chain hydrocarbon (C ₁ -C _12, such as isopropyl myristate, isopropyl palmitate, isononyl isononyl, dicaprylyl carboxylic acid, ethylhexyl palmitate, dicaprylyl ether and lauroyl sarcosinate isopropyl), hydrocarbon oils having a short chain alkyl (C ₁ -C _12, such as isododecane, isohexadecane and squalane), and octyl dodecanol Selected from short chain alcohol type oils.

(a) Fatty substances include hydrocarbon oils, esters of C _{4 to} C ₂₂ dicarboxylic acids or tricarboxylic acids and C _{1 to} C ₂₂ alcohols, and C _{4 to} C ₂₂ monocarboxylic acids, dicarboxylic acids or tricarboxylic acids and non-sugars. It is also preferred that it is selected from the group consisting of C ₄ -C ₂₆ dihydroxy alcohol, C ₄ -C ₁₅ trihydroxy alcohol, tetrahydroxy alcohol or pentahydroxy alcohol.

  (a) The fatty substance is preferably selected from hydrocarbon oils, silicone oils, ester oils or ether oils, fatty alcohols and mixtures thereof, which are in liquid form at room temperature.

More preferably, (a) the fatty substance is mineral oil, octyldodecanol, petrolatum, isododecane, hydrogenated polyisobutene, isopropyl myristate, dimethicone, cyclohexasiloxane, _C20-22 alcohol (i.e., _C20-22 fatty alcohol). , Cetyl palmitate, oleyl alcohol, cetyl alcohol, and mixtures thereof.

It is also preferred that the (a) fatty substance is selected from the group consisting of mineral oil, _C20-22 alcohol, cetyl palmitate and mixtures thereof.

  (a) The amount of the fatty substance in the composition according to the present invention is 30% by mass or more, preferably 50% by mass or more, preferably 90% by mass or less, more preferably 84.9% by mass relative to the total mass of the composition. % Or less, still more preferably in the range of 50 mass% or more and 65 mass% or less.

(Surfactant)
The composition according to the invention comprises (b) at least one surfactant.

  Any surfactant can be used for the present invention. Two or more surfactants may be used in combination. Thus, a single type of surfactant or a combination of different types of surfactants can be used.

  (B) surfactant used in the present invention is (b1) anionic surfactant, (b2) amphoteric surfactant, (b3) cationic surfactant and (b4) nonionic surfactant It can be selected from the group consisting of agents.

(b1) Anionic Surfactant According to the present invention, the type of anionic surfactant is not limited. Anionic surfactants, sulfate (C ₆ ~C ₃₀₎ alkyl sulfate (C ₆ ~C ₃₀₎ alkyl ether sulfate (C ₆ ~C ₃₀₎ alkylamido ether, alkylaryl polyether sulfates, monoglyceride sulfates; (C ₆ -C ₃₀₎ alkylsulfonic acids, sulfonic acids (C ₆ -C ₃₀₎ alkylamido, sulfonic acid (C ₆ -C ₃₀₎ alkylaryl, alpha-olefin sulfonate, paraffin sulfonate; phosphate (C ₆ -C ₃₀₎ alkyl; sulfosuccinates (C ₆ ~C ₃₀₎ alkyl, sulfosuccinic acid (C ₆ ~C ₃₀₎ alkyl ether sulfosuccinic acid (C ₆ ~C ₃₀₎ alkylamide; sulfoacetate (C ₆ ~C ₃₀₎ alkyl; (C ₆ ~C ₂₄₎ acyl sarcosinates; (C ₆ ~C ₂₄₎ acyl glutamates; (C ₆ ~C ₃₀₎ alkylpolyglycoside carboxylic acid ether; sulfosuccinates (C ₆ ~C ₃₀₎ alkylpolyglycosides ; Sulfosuccinamatic acid (sulfosuccinamat) e) (C ₆ ~C ₃₀₎ alkyl; isethionate (C ₆ ~C ₂₄₎ acyl; N- (C ₆ ~C ₂₄₎ acyl taurine (taurate); C ₆ ~C ₃₀ fatty acid salts; coconut oil acid salts or hydrogenated coconut oil acid salts; acid (C ₈ ~C ₂₀₎ acyl; (C ₆ ~C ₃₀₎ alkyl -D- galactosideuronic salts; polyoxyalkylenated (C ₆ ~C ₃₀₎ alkyl ether carboxylates; It is preferably selected from the group consisting of polyoxyalkylenated (C ₆ -C ₃₀ ) alkyl aryl ether carboxylates; and polyoxyalkylenated (C ₆ -C ₃₀ ) alkyl amide ether carboxylates.

More preferably, the anionic surfactant is selected from sulfuric acid (C ₆ -C ₃₀ ) alkyl or polyoxyalkylenated (C ₆ -C ₃₀ ) alkyl ether carboxylates.

  In at least one embodiment, the anionic surfactant is in the form of a salt, such as an alkali metal salt, such as sodium; an alkaline earth metal salt, such as magnesium; an ammonium salt; an amine salt, and an amino alcohol salt. Etc. Depending on the conditions, the anionic surfactant may also be in the acid form.

(b2) Amphoteric Surfactant According to the present invention, the type of amphoteric surfactant is not limited. Amphoteric surfactants or zwitterionic surfactants are, for example (non-limiting list), amine derivatives, such as aliphatic secondary or tertiary amines, and optionally quaternized amine derivatives. And the aliphatic group contains 8 to 22 carbon atoms and is soluble in water with at least one anionic group (e.g., carboxylate ion, sulfonate ion, sulfate ion, phosphate ion or phosphonic acid). A straight chain or branched chain containing ions).

  The amphoteric surfactant can preferably be selected from the group consisting of betaine and amidoamine carboxylated derivatives.

Betaine type amphoteric surfactants are alkyl betaines, alkylamido betaines, sulfobetaines, phosphobetaines and alkyl amidoalkyl sulfobetaines, especially, (C ₈ ~C ₂₄₎ alkyl betaines, (C ₈ ~C ₂₄₎ alkylamido It is preferably selected from the group consisting of (C ₁ -C ₈ ) alkylbetaines, sulfobetaines and (C ₈ -C ₂₄ ) alkylamides (C ₁ -C ₈ ) alkylsulfobetaines. In one embodiment, the betaine-type amphoteric surfactant comprises (C ₈ -C ₂₄ ) alkyl betaine, (C ₈ -C ₂₄ ) alkylamide (C ₁ -C ₈ ) alkyl sulfobetaine, sulfobetaine and phosphobetaine. To be elected.

  Non-limiting examples that may be mentioned include the CTFA dictionary, 9th edition, 2002, Cocobetaine, Laurylbetaine, Cetylbetaine, Coco / Oleamidopropylbetaine, Cocamidopropylbetaine, Palmitoamidopropylbetaine, Steal The compounds classified under the names amidopropyl betaine, cocamidoethyl betaine, cocamidopropyl hydroxy sultain, oleamido propyl hydroxy sultain, coco hydroxy sultain, lauryl hydroxy sultain and coco sultain are mentioned singly or as a mixture be able to.

  The betaine type amphoteric surfactants are preferably alkylbetaines and alkylamidoalkylbetaines, in particular cocobetaine and cocamidopropylbetaine.

Among the amidoamine carboxylated derivatives are described in U.S. Pat.Nos. 2,528,378 and 2,781,354, and are described in the CTFA dictionary, 3rd edition, 1982 (the disclosures of which are incorporated herein by reference) and As classified by the name of amphocarboxypropionate, products sold under the name of Miranol can be mentioned, and the structure of each is as follows.
^{_{R 1 -CONHCH 2 CH 2 -N +}} (R 2) (R 3) (CH 2 COO -)
[Where
R ₁ means an alkyl group, heptyl group, nonyl group or undecyl group of R ₁ -COOH acid present in hydrolyzed coconut oil;
R ₂ means a β-hydroxyethyl group,
R ₃ means a carboxymethyl group]; and
R ₁ '-CONHCH ₂ CH ₂ -N (B) (C)
[Where
B represents -CH ₂ CH ₂ OX '
C represents-(CH ₂ ) _z -Y ', z = 1 or 2,
X ′ represents a —CH ₂ CH ₂ —COOH group, a —CH ₂ —COOZ ′ group, a —CH ₂ CH ₂ —COOH group, a —CH ₂ CH ₂ —COOZ ′ group or a hydrogen atom,
Y ′ means —COOH, —COOZ ′, —CH ₂ —CHOH—SO ₃ Z ′ or —CH ₂ —CHOH—SO ₃ H group,
Z ′ represents an alkali metal or alkaline earth metal ion such as a sodium ion, an ammonium ion or an ion derived from an organic amine,
R ₁ 'is, R ₁ present in coconut oil or hydrolyzed linseed oil' alkyl group -COOH _{acid, C 7, C 9, C} 11 or C ₁₃ alkyl group such as an alkyl group, C ₁₇ alkyl group and Its isoform, or unsaturated C ₁₇ group].

Amphoteric surfactants include (C ₈ -C ₂₄ ) alkyl amhomonoacetates, (C ₈ -C ₂₄ ) alkyl amphodiacetates, (C ₈ -C ₂₄ ) alkyl amhomonopropionates, and (C ₈ -C ₂₄ ) Preferably selected from alkyl amphodipropionates.

  These compounds are listed in the CTFA dictionary, 5th edition, 1993, in the disodium cocoamphoniacetate, disodium lauroamphofoacetate, disodium caprylamphodiacetate, disodium capryloamphodiacetate, disodium cocoamphodipropionate, disodium lauroamphopropionate , Caprylamphodipropionic acid disodium, caprylamphodipropionic acid disodium, lauroamphodipropionic acid and cocoamphodipropionic acid.

  As an example, mention may be made of cocoamphodiacetate sold under the name Miranol® C2M concentrate by the company Rhodia Chimie.

(b3) Cationic surfactant According to the present invention, the type of the cationic surfactant is not limited. The cationic surfactant may be selected from the group consisting of optionally polyoxyalkylenated primary, secondary and tertiary fatty amine salts, quaternary ammonium salts, and mixtures thereof.

Examples of quaternary ammonium salts that may be mentioned include, but are not limited to:
Includes those of the following general formula (I):

[Where
R ₁ , R ₂ , R ₃ and R ₄ may be the same or different and contain 1 to 30 carbon atoms and optionally contain heteroatoms such as oxygen, nitrogen, sulfur and halogen, It is selected from linear and branched aliphatic groups. Aliphatic groups, e.g., alkyl group, alkoxy group, C ₂ -C ₆ polyoxyalkylene group, alkyl amide group, (C ₁₂ ~C ₂₂₎ alkylamido (C ₂ ~C ₆₎ alkyl group, (C ₁₂ ~ C ₂₂ ) may be selected from alkyl acetate groups and hydroxyalkyl groups, and aromatic groups such as aryl groups and alkylaryl groups, and X ⁻ represents halide ion, phosphate ion, acetate ion, lactate ion, sulfuric acid (C ₂ -C ₆₎ selected from alkyl ion, sulfonate alkyl ion or a sulfonic acid alkyl aryl ions;
A quaternary ammonium salt of an imidazoline, such as the following formula (II)

[Where
R ₅ is selected from alkenyl and alkyl groups containing 8 to 30 carbon atoms, such as tallow or coconut fatty acid derivatives;
R ₆ is selected from hydrogen, C ₁ -C ₄ alkyl groups, and alkenyl groups and alkyl groups containing 8 to 30 carbon atoms;
R ₇ is selected from C ₁ -C ₄ alkyl groups;
R ₈ is selected from hydrogen and C ₁ -C ₄ alkyl group;
X ⁻ is selected from halide ions, phosphate ions, acetate ions, lactate ions, alkyl sulfate ions, alkyl sulfonate ions, and alkyl aryl ions of sulfonates]. In one embodiment, R ₅ and R ₆ are a mixture of groups selected from alkenyl groups and alkyl groups containing 12 to 21 carbon atoms, such as fatty acid derivatives of tallow, R ₇ is methyl, R ₈ is hydrogen. Examples of such products include, but are not limited to, quaternium-27 (CTFA 1997) and quaternium-83 sold by Witco under the names “Rewoquat®” W75, W90, W75PG and W75HPG. CTFA 1997);
Formula (III)

[Where
R ₉ is selected from an aliphatic group containing 16 to 30 carbon atoms;
R ₁₀ is selected from hydrogen, an alkyl group containing 1 to 4 carbon atoms, or a (R _16a ) (R _17a ) (R _18a ) N ⁺ (CH ₂ ) ₃ group;
R ₁₁ , R ₁₂ , R ₁₃ , R ₁₄ , R _16a , R _17a and R _18a may be the same or different and are selected from hydrogen and an alkyl group containing 1 to 4 carbon atoms. ,
X ⁻ is selected from halide ion, acetate ion, phosphate ion, nitrate ion, ethyl sulfate ion and methyl sulfate ion].

Examples of one such diquaternary ammonium salt include FINNETT's FINQUAT CT-P (Quotanium-89) or FINNETEX's FINQUAT CT (Quotanium-75); and a quaternary containing at least one ester functional group. Ammonium salts, such as the following formula (IV)

[Where
R ₂₂ is selected from C ₁ -C ₆ alkyl and C ₁ -C ₆ hydroxyalkyl group or dihydroxyalkyl group;
R ₂₃ is
The following groups:

Linear and branched, C ₁ -C ₂₂ hydrocarbon-based radical R ₂₇ saturated and unsaturated, and are selected from hydrogen,
R ₂₅ is
The following groups:

Linear and branched, C ₁ -C ₆ hydrocarbon-based radicals R ₂₉ saturated and unsaturated, and are selected from hydrogen,
R ₂₄ , R ₂₆ and R ₂₈ may be the same or different and are selected from linear and branched, saturated and unsaturated C _{7 to} C ₂₁ hydrocarbon-based groups;
r, s and t may be the same or different and are selected from integers ranging from 2 to 6;
each of r1 and t1 may be the same or different and is 0 or 1, r2 + r1 = 2r, t1 + 2t = 2t;
y is selected from an integer ranging from 1 to 10;
x and z may be the same or different and are selected from integers ranging from 0 to 10;
X ⁻ is selected from organic and inorganic simple anions and complex anions, provided that the sum of x + y + z is in the range of 1 to 15, provided that when x is 0, R ₂₃ is R ₂₇ Where, when z is 0, R ₂₅ represents R ₂₉ ]. R ₂₂ can be selected from linear and branched alkyl groups. In one embodiment, R ₂₂ is selected from a linear alkyl group. In another embodiment, R ₂₂ is selected from a methyl group, an ethyl group, a hydroxyethyl group, and a dihydroxypropyl group, for example, a methyl group and an ethyl group. In one embodiment, the sum of x + y + z ranges from 1-10. When R ₂₃ is a hydrocarbon-based radical R _27, which is a long chain, it can include 12-22 of may include carbon atom, or 1 to 3 carbon atoms as short chain. When R ₂₅ is a hydrocarbon-based group R ₂₉ , this may comprise, for example, 1 to 3 carbon atoms. As a non-limiting example, in one embodiment, R ₂₄ , R _26, and R ₂₈ can be the same or different and are linear and branched, saturated and unsaturated C ₁₁ -C _21. It is selected from hydrocarbon-based groups, for example, selected from linear and branched, saturated and unsaturated C _{11 to} C ₂₁ alkyl groups and alkenyl groups. In another embodiment, x and z may be the same or different and are 0 or 1. In one embodiment, y is equal to 1. In another embodiment, r, s and t may be the same or different and are equal to 2 or 3, for example equal to 2. The anion X ⁻ can be selected from, for example, halide ions, such as chloride ions, bromide ions, and iodide ions; and sulfate C ₁ -C ₄ alkyl ions, such as methyl sulfate ions. However, anions derived from methanesulfonate, phosphate, nitrate, tosylate and organic acids, such as acetate and lactate ions, and any other anion compatible with ammonium containing ester functional groups. Ions are other non-limiting examples of anions that can be used in accordance with the present invention. In one embodiment, the anion X ⁻ is selected from chloride ion and methyl sulfate ion.

In another embodiment, an ammonium salt of formula (IV) can be used,
R ₂₂ is selected from a methyl group and an ethyl group,
x and y are equal to 1;
z is equal to 0 or 1;
r, s and t are equal to 2;
R ₂₃ is
The following groups:

Methyl, ethyl, and C ₁₄ -C ₂₂ hydrocarbon-based radical, selected from hydrogen;
R ₂₅ is
The following groups:

And hydrogen;
R ₂₄ , R ₂₆ and R ₂₈ may be the same or different and are selected from linear and branched, saturated and unsaturated C _{13 to} C ₁₇ hydrocarbon-based groups, for example, Selected from linear and branched, saturated and unsaturated C ₁₃ -C ₁₇ alkyl and alkenyl groups.

  In one embodiment, the hydrocarbon-based group is linear.

  Non-limiting examples of compounds of formula (IV) that may be mentioned include salts such as diacyloxyethyl-dimethylammonium chloride and methylsulfate, diacyloxyethyl-hydroxyethyl-methylammonium chloride and methylsulfuric acid. Salts, monoacyloxyethyl-dihydroxyethyl-methylammonium chloride and methylsulfate, triacyloxyethyl-methylammonium chloride and methylsulfate, monoacyloxyethyl-hydroxyethyl-dimethyl-ammonium chloride and methylsulfate As well as mixtures thereof. In one embodiment, the acyl group may contain 14-18 carbon atoms and may be derived, for example, from vegetable oils such as palm oil and sunflower oil. When the compound contains several acyl groups, these groups may be the same or different.

  These products are optionally obtained, for example, by direct esterification of oxyalkylenated triethanolamine, triisopropanolamine, alkyldiethanolamine or alkyldiisopropanolamine in fatty acids or in mixtures of fatty acids of plant or animal origin. Or it can obtain by transesterifying those methyl esters. This esterification can be followed by quaternization using an alkylating agent, such as alkyl halides such as methyl halide and ethyl halide; dialkyl sulfates such as dimethyl sulfate and Selected from diethyl sulfate; methyl methanesulfonate; methyl para-toluenesulfonate; glycol chlorohydrin; and glycerol chlorohydrin.

  Such compounds, for example, are named Dehyquart® by Cognis, Stepanquat® by Stepan, Noxamium® by Ceca, and Rewoquat by Rewo-Goldschmidt. (Registered trademark) WE 18 ”.

  Other non-limiting examples of ammonium salts that can be used in compositions according to the present invention include ammonium salts containing at least one ester functional group, as described in US Pat. Nos. 4,874,554 and 4,137,180. .

  Among the above-mentioned quaternary ammonium salts that can be used in the composition according to the invention, but not limited to, those corresponding to formula (I), for example tetraalkylammonium chloride, such as dialkyldimethylammonium chloride. And alkyltrimethylammonium chloride (the alkyl group contains about 12 to 22 carbon atoms), such as behenyltrimethylammonium chloride, distearyldimethylammonium chloride, cetyltrimethylammonium chloride and benzyldimethylstearylammonium chloride; palmitylamidopropyl chloride Trimethylammonium; cetrimonium chloride; behentrimonium chloride (docosyltrimethylammonium chloride); and Van Dyk, sold under the name Ceraphyl® 70 Alamidopropyldimethyl (myristyl acetate) ammonium is included.

  According to one embodiment, the cationic surfactant that can be used in the composition of the present invention is selected from cetrimonium chloride, behentrimonium chloride, and mixtures thereof.

(b4) Nonionic Surfactant According to the present invention, the type of nonionic surfactant is not limited. According to the present invention, the (b) surfactant is preferably a nonionic surfactant.

Nonionic surfactants are compounds that are well known per se (e.g. in this regard, `` Handbook of Surfactants '' by MRPorter, Blackie & Son publishers (Glasgow and London), 1991, 116-178. See). Thus, the nonionic surfactant may be selected from, for example, alcohols, alpha-diols, alkylphenols and esters of fatty acids, these compounds being ethoxylated, propoxylated or glycerolated, for example 8-30 It is possible that the number of ethylene oxide or propylene oxide groups is in the range of 2-50 and the number of glycerol groups is in the range of 1-30. Mention may also be made of maltose derivatives. Without limitation, copolymers of ethylene oxide and / or propylene oxide; condensates of ethylene oxide and / or propylene oxide with fatty alcohols; for example, polyethoxylated fatty amides containing 2-30 mol of ethylene oxide; Polyglycerolated fatty amides containing glycerol groups such as 1.5 to 4; ethoxylated fatty acid esters of sorbitan containing 2-30 mol of ethylene oxide; ethoxylated oils derived from plants; fatty acid esters of sucrose; fatty acid esters of polyethylene glycol; polyethoxylated fatty acid mono- or diesters; (C ₆ ~C ₂₄₎ alkyl polyglycosides; N- (C ₆ -C ₂₄₎ alkylglucamine derivatives; amine oxides, for example, (C ₁₀ ~C ₁₄₎ alkylamine oxides or N- ( C ₁₀ -C ₁₄₎ acylaminopropylmorpholine O Sid; silicone surfactants, and mixtures thereof can also be mentioned again.

  The nonionic surfactant may preferably be selected from monooxyalkylenated or polyoxyalkylenated, monoglycerolated or polyglycerolated nonionic surfactants. More specifically, the oxyalkylene unit is an oxyethylene or oxypropylene unit, or a combination thereof, preferably an oxyethylene unit.

Examples of monooxyalkylenated or polyoxyalkylenated nonionic surfactants that may be mentioned include:
Mono oxyalkylenated or polyoxyalkylenated (C ₈ ~C ₂₄₎ alkylphenols,
Saturated or unsaturated straight-chain or branched mono- oxyalkylenated or polyoxyalkylenated C ₈ -C ₃₀ alcohol,
Linear or branched mono oxyalkylenated or polyoxyalkylenated C ₈ -C ₃₀ amides of saturated or unsaturated,
Esters of linear or branched C ₈ -C ₃₀ acids and of polyethylene glycol, saturated or unsaturated,
Mono oxyalkylenated or a polyoxyalkylene ester of a saturated or unsaturated linear or branched C ₈ -C ₃₀ acids and sorbitol,
Saturated or unsaturated monooxyalkylenated or polyoxyalkylenated vegetable oils,
In particular, condensates of ethylene oxide and / or propylene oxide, alone or as a mixture.

  The surfactant preferably comprises between 1 and 100, most preferably between 2 and 50 moles of ethylene oxide and / or propylene oxide. Advantageously, the nonionic surfactant does not contain any oxypropylene units.

  According to one embodiment of the invention, the polyoxyalkylenated nonionic surfactant comprises polyoxyethylenated fatty alcohol (polyethylene glycol ether of fatty alcohol) and polyoxyethylenated fatty ester (polyethylene glycol of fatty acid). Ester).

Examples of the polyoxyethylene fatty alcohols which may be mentioned (or C ₈ -C ₃₀ alcohol), those containing adducts, in particular 3 to 10 oxyethylene units and decyl alcohol ethylene oxide, more detail Containing 5 to 7 oxyethylene units (CTFA names Decesses 5 to 7); adducts of ethylene oxide with lauryl alcohol, especially those containing 9 to 50 oxyethylene units More particularly, containing 10 to 12 oxyethylene units (CTFA names Laureth-10 to Laureth-12); adducts of ethylene oxide with behenyl alcohol, in particular 9 to 50 oxyethylene units. Contained (CTFA name behenes-9 to behenez-50); cetearyl alcohol of ethylene oxide (cetyl alcohol and stearyl alcohol) Adducts, especially those containing 10 to 50 oxyethylene units (CTFA names Ceteales-10 to Ceteares-50); ethylene oxide adducts with cetyl alcohol, especially 10 to 30 Containing oxyethylene units (CTFA names from ceteth-10 to ceteth-30); adducts of ethylene oxide with stearyl alcohol, in particular those containing 2 to 20 oxyethylene units (CTFA names steareth- 2 to steareth-20); adducts of ethylene oxide with isostearyl alcohol, especially those containing 10 to 50 oxyethylene units (isosteales-10 to isosteales-50 as CTFA names); ethylene oxide with oleyl alcohol Includes adducts, especially 10 to 30 oxyethylene units (ores-10 to ores-30 as CTFA names); and mixtures thereof The

As examples of monoglycerolated or polyglycerolated nonionic surfactants, monoglycerolated or polyglycerolated C ₈ -C ₄₀ alcohols are preferably used.

In particular, it monoglycerolated or polyglycerolated C ₈ -C ₄₀ alcohols, the following equation
RO- [CH ₂ -CH (CH ₂ OH) -O] _m -H or RO- [CH (CH ₂ OH) -CH ₂ O] _m -H
[Wherein R represents a linear or branched C _{8 to} C ₄₀ , preferably a C _{8 to} C ₃₀ alkyl group or an alkenyl group, and m is 1 to 30, preferably 1.5 to 10. Represents a number].

  Examples of compounds suitable in the context of the present invention include lauryl alcohol containing 4 mol of glycerol (INCI name: polyglyceryl-4 lauryl ether), lauryl alcohol containing 1.5 mol of glycerol, oleyl alcohol containing 4 mol of glycerol (INCI name: Polyglyceryl-4 oleyl ether), oleyl alcohol containing 2 mol of glycerol (INCI name: polyglyceryl-2 oleyl ether), cetearyl alcohol containing 2 mol of glycerol, cetearyl alcohol containing 6 mol of glycerol, oleocetyl containing 6 mol of glycerol Mention may be made of octadecanol containing 6 mol of alcohol and glycerol.

  Alcohol can represent a mixture of alcohols in the same way that the value of m represents a statistic, which means that in a commercial product, multiple polyglycerolated fatty alcohols coexist in the form of a mixture. It means getting.

Among other monoglycerolated or polyglycerolated alcohols, the use of C ₁₂ alcohol containing C ₁₀ / C ₁₂ alcohol and glycerol 1.5mol containing C ₈ / C ₁₀ alcohol containing glycerol 1mol, glycerol 1mol preferable.

Mono- or polyglycerolated C ₈ -C ₄₀ fatty esters, the following equation
R'O- [CH ₂ -CH (CH ₂ OR ''')-O] _m -R''orR'O- [CH (CH ₂ OR''')-CH ₂ O] _m -R ''
Wherein each of R ′, R ″ and R ′ ″ is a hydrogen atom, or a linear or branched C _{8 to} C ₄₀ , preferably C _{8 to} C ₃₀ alkyl-CO— or alkenyl. -CO- group independently, provided that at least one of R ', R''andR''' is not a hydrogen atom and m is a number in the range 1-30, preferably 1.5-10. Corresponds to].

  Examples of polyoxyethylenated fatty esters that may be mentioned include adducts of ethylene oxide with esters of lauric acid, palmitic acid, stearic acid or behenic acid, and mixtures thereof, in particular 9 to 100 oxyethylene units. Contains, for example, PEG-9 to PEG-50 laurate (as CTFA name: PEG-9 laurate to PEG-50 laurate); PEG-9 palmitate to PEG-50 (as CTFA name: PEG-palmitate) 9 to PEG-50 palmitate; PEG-9 to PEG-50 stearate (as CTFA names: PEG-9 to stearate PEG-50); palmitostearate PEG-9 to PEG-50; behenic acid PEG-9 to PEG-50 (CTFA name: PEG-9 behenate PEG-50 to behenate PEG-50); polyethylene glycol monostearate 100 EO (CTFA name: PEG-100 stearate); and mixtures thereof .

According to one embodiment according to the invention, the nonionic surfactant is for example with a fatty acid having a saturated or unsaturated chain comprising 8 to 24 carbon atoms, preferably 12 to 22 carbon atoms. , esters of polyols, and preferably 10 to 200, containing more preferably from 10 to 100 oxyalkylene units, their polyoxyalkylenated derivatives, for example C ₈ -C _24, preferably C ₁₂ -C ₂₂ glyceryl esters of fatty acids, preferably polyoxyalkylenated derivatives thereof containing 10 to 200, more preferably 10 to 100 oxyalkylene units; C _{8 to} C ₂₄ , preferably C _{12 to} C ₂₂ fatty acids And sorbitol esters with their polyoxyalkylenated derivatives containing preferably 10 to 200, more preferably 10 to 100 oxyalkylene units; C _{8 to} C ₂₄ , Preferably sugars (sucrose, maltose, glucose, with C ₁₂ -C ₂₂ fatty acids and their polyoxyalkylenated derivatives containing preferably 10 to 200, more preferably 10 to 100 oxyalkylene units. fructose, and / or alkyl glycose) esters; ethers of fatty alcohols; sugar and C ₈ -C _24, preferably an ether of a C ₁₂ -C ₂₂ fatty alcohols; may be selected from and mixtures thereof.

  As glyceryl esters of fatty acids, glyceryl stearate (mono, di and / or glyceryl tristearate) (CTFA name: glyceryl stearate) or glyceryl ricinoleate and mixtures thereof can be cited and their polyoxyalkylenation Derivatives include mono, di or triesters of fatty acids with polyoxyalkylenated glycerol (mono, di or triesters of fatty acids with polyalkylene glycol ethers of glycerol), preferably polyoxyethylenated glyceryl stearate (mono, diesters). And / or tristearic acid), for example PEG-20 glyceryl stearate (mono, di and / or tristearic acid).

  Mixtures of these surfactants, for example, products containing glyceryl stearate and PEG-100 stearate sold under the name ARLACEL 165 by the company Uniqema, and stearic acid marketed under the name TEGIN by the company Goldschmidt Products containing glyceryl (mono- and glyceryl distearate) and potassium stearate (CTFA name: glyceryl stearate SE) and the like can also be used.

Sorbitol esters of C ₈ -C ₂₄ fatty acids and their polyoxyalkylenated derivatives, sorbitan palmitate, sorbitan isostearate, esters of alkoxylated sorbitan containing sorbitan trioleate and fatty acids and for example 20 to 100 EO, for example ICI Sorbitan monostearate sold under the name Span 60 by the company (CTFA name: sorbitan stearate), sorbitan monopalmitate sold under the name Span 40 by the company ICI (CTFA name: sorbitan palmitate), and Sorbitan tristearate 20 EO (CTFA name: polysorbate 65) sold under the name Tween 65 by ICI, sold under the trade name Tween 20 or Tween 60 by Unisorba or polyethylene sorbitan trioleate (polysorbate 85) May be selected from the compounds.

  As esters of fatty acids and glucose or alkyl glucose, glucose palmitate, alkyl glucose sesquistearate, eg methyl glucose sesquistearate, alkyl glucose palmitate, eg methyl glucose palmitate or ethyl glucose palmitate, methyl glucoside fatty ester, methyl Diester of glucoside and oleic acid (CTFA name: methyl glucose dioleate), mixed ester of methyl glucoside and oleic acid / hydroxystearic acid mixture (CTFA name: dioleic acid / methyl stearic acid hydroxyglucose), methyl glucoside and isostearic acid Esters (CTFA name: methyl glucose isostearate), Esters of methyl glucoside and lauric acid (CTFA name: methyl glucose laurate), Mixtures of monoesters and diesters of tilglucoside and isostearic acid (CTFA name: methyl glucose sesqui-isostearate), mixtures of monoesters and diesters of methyl glucoside and stearic acid (CTFA name: methyl glucose sesquistearate), especially Mention may be made of the products marketed by AMERCHOL under the name Glucate SS, and mixtures thereof.

  As ethoxylated ethers of fatty acids and glucose or alkyl glucose, ethoxylated ethers of fatty acids and methyl glucose, especially polyethylene glycol ethers of diester of methyl glucose and stearic acid having about 20 mol of ethylene oxide (CTFA name: PEG distearate) -20 methyl glucose), for example, the product marketed under the name Glucam E-20 distearic acid by the company AMERCHOL, a polyethylene glycol ether of a mixture of monoesters and diesters of methyl glucose with stearic acid having about 20 mol of ethylene oxide ( CTFA name: PEG-20 methyl glucose sesquistearate), in particular, products marketed under the name Glucamate SSE-20 by AMERCHOL and those marketed under the name Grillocose PSE-20 by GOLDSCHMIDT, and their The mixture For example.

  As sucrose esters, mention may be made, for example, of palmito-stearate saccharose, stearate saccharose and monolaurate saccharose.

  Alkyl polyglucosides can be used as sugar ethers, for example, decyl glucoside, such as the product marketed under the name MYDOL 10 by Kao Chemicals, the product marketed under the name PLATAREN 2000 by Henkel, and Caprylyl / capryl glucoside, such as the product marketed under the name ORAMIX NS 10 by Seppic, for example, lauryl glucoside, such as the product marketed under the name ORAMIX CG 110 by Seppic or LUTENSOL GD 70 by BASF For example, products marketed under the names PLANTAREN 1200 N and PLANTACARE 1200 by the company Henkel, coco-glucoside, such as products marketed under the name PLANTACARE 818 / UP by the company Henkel, in some cases with cetostearyl alcohol Mixed cetostearyl glucoside, for example by the name of Montpic , Sold under the name TEGO-CARE CG90 by the company Goldschmidt and under the name EMULGADE KE3302 by the company Henkel, in the form of a mixture of arachidyl glucosides, for example arachidyl and behenyl alcohol and arachidyl glucoside, by the MONTANOV 202 by the Seppic company The cocoyl ethyl glucoside, for example in the form of a (35/65) mixture with cetyl and stearyl alcohol, sold under the name MONTANOV 82 by the company Seppic, and mixtures thereof in particular Can be quoted.

  Mention may also be made of mixtures of glycerides of alkoxylated vegetable oils, such as mixtures of ethoxylated (200 EO) palm and copra (7 EO) glycerides.

Nonionic surfactants according to the present invention preferably comprise alkenyl or branched C ₁₂ -C ₂₂ acyl chains, such as oleyl or isostearyl groups. More preferably, the nonionic surfactant according to the present invention is PEG-20 glyceryl triisostearate.

According to one embodiment according to the invention, the nonionic surfactant is a copolymer of ethylene oxide and propylene oxide, in particular:
HO (C ₂ H ₄ O) _a (C ₃ H ₆ O) _b (C ₂ H ₄ O) _c H
Wherein a, b and c are integers such that a + b is in the range from 2 to 100 and b is in the range from 14 to 60, and mixtures thereof. .

  According to one embodiment according to the present invention, the nonionic surfactant may be selected from silicone surfactants. Although not restricted to this, what is indicated by literature of US-A-5364633 and US-A-5411744 can be mentioned.

  The silicone surfactant is preferably of formula (V):

[Where
R ₁ , R ₂ and R ₃ are each independently a C _{1 to} C ₆ alkyl group or-(CH ₂ ) _x- (OCH ₂ CH ₂ ) _y- (OCH ₂ CH ₂ CH ₂ ) _z -OR ₄ Represents at least one R ₁ , R ₂ , or R ₃ group is not an alkyl group; R ₄ is a hydrogen, alkyl group or acyl group;
A is an integer ranging from 0 to 200;
B is an integer in the range 0-50, provided that A and B are not simultaneously 0;
x is an integer ranging from 1 to 6;
y is an integer ranging from 1 to 30;
z is an integer in the range of 0-5].

  According to one preferred embodiment of the present invention, in the compound of formula (V), the alkyl group is a methyl group, x is an integer in the range of 2-6 and y is an integer in the range of 4-30. is there.

  Examples of silicone surfactants of formula (V) include those of formula (VI)

In the formula, A is an integer in the range of 20 to 105, B is an integer in the range of 2 to 10, and y is an integer in the range of 10 to 20. .

Examples of silicone surfactants of formula (V) include those of formula (VII)
H- (OCH ₂ CH ₂ ) _y- (CH ₂ ) ₃ -[(CH ₃ ) ₂ SiO] _{A '} -(CH ₂ ) _3- (OCH ₂ CH ₂ ) _y -OH (VII)
Mention may also be made of compounds wherein A ′ and y are integers in the range of 10-20.

  The compounds of the invention that can be used are those sold under the names DC5329, DC7439-146, DC2-5695 and Q4-3667 by Dow Corning. Compounds DC5329, DC7439-146 and DC2-5695 are compounds of formula (II), DC5329 has A of 22, B of 2, y of 12, respectively; DC7439-146 has A of 103, B Is 10 and y is 12; DC2-5695 is 27 for A, 3 for B, and 12 for y.

  Compound Q4-3667 is a compound of formula (VII) [A is 15 and y is 13.]

  The HLB of the nonionic surfactant can be greater than 8, preferably greater than 9, more preferably greater than 10. When using two or more nonionic surfactants, the HLB value is determined by the mass average of the HLB values of all nonionic surfactants. HLB is the ratio between the hydrophilic and lipophilic part of the molecule. The term HLB is well known to those skilled in the art and is described in “The HLB system. A time-saving guide to emulsifier selection” (published by ICI Americas Inc., 1984). If the nonionic surfactant HLB is lower than 8, it should remain oily after rinsing. If the nonionic surfactant HLB is higher than 13, the removability of the composition should be poor.

Preferred nonionic surfactants that can be used in the compositions of the present invention of the present application, C ₈ -C ₂₄ fatty alcohols, fatty acid and polyethylene glycol ethers and C ₄ -C thereof with polyoxyalkylenated derivatives It can be selected from polypropylene glycol ethers of ₂₄ fatty alcohols such as PPG-14 butyl ether and PPG-15 stearyl ether.

  In a preferred embodiment, (b) the surfactant may consist of one or more nonionic surfactants.

  In a preferred embodiment, (b) the surfactant may comprise at least one nonionic surfactant and at least one cationic surfactant.

  Preferred nonionic surfactants that can be used in the inventive compositions of the present application are Ores-20, Ores-10, Decess-5, Steareth-2, Steareth-20, Ceteares-33, PPG-14 It can be selected from butyl ether, PPG-15 stearyl ether, and mixtures thereof.

  Preferably, (b) the surfactant may be selected from the group consisting of Ores-20, Ores-10, Decess-5, and mixtures thereof.

  (b) The amount of the at least one nonionic surfactant is 4% by mass to 30% by mass, preferably 6% by mass to 22% by mass, more preferably 6% by mass to the total mass of the composition. It can be 12% by weight.

(Organic disulfide compound)
The composition according to the invention comprises (c) at least one organic disulfide compound.

  The organic disulfide compound can be selected from the group consisting of linear organic disulfide compounds, heterocyclic disulfide compounds, and mixtures thereof.

The linear organic disilfide compound can be any organic compound having a linear chemical structure and at least one disulfide bond. Linear organic disulfide compounds have the formula:
R ¹ -SSR ²
[Where
R ¹ and R ² independently represent a linear saturated or unsaturated hydrocarbon group, which is selected from the group consisting of a sulfur atom, an oxygen atom, a nitrogen atom, a silicon atom and a phosphorus atom It may be interrupted by one or more heteroatoms, which may be a hydroxyl group, a cyano group, an ester group, an amino group, an amide group, a carbamoyl group, a carbamate group, a carboxylic acid group, a carbonate group, a hydrazinyl group, an ether group And can contain one or more substituents selected from the group consisting of ureido groups and salts thereof.

  Linear organic disulfide compounds include dialkyl disulfides, dialkenyl disulfides, dialkylaryl disulfides, N, N′-dithiodialkylcarboxylic acids, N, N′-dithiodialkyl esters, N, N′-dithiodialkylamines, N, N It can be selected from the group consisting of '-dithiodialkylamides and their salts.

As dialkyl disulfide, dialkenyl disulfide or diaryl disulfide, the following formula:
R ^3- (CH ₂ ) _x -SS- (CH ₂ ) _y -R ⁴
[Where
R ³ and R ⁴ are independently a C _{1 to} C ₁₈ alkyl group, preferably a C _{1 to} C ₁₀ alkyl group, more preferably a C _{1 to} C ₆ alkyl group; a C _{2 to} C ₁₈ alkenyl group, preferably C ₂ -C ₁₀ alkenyl group, more preferably C ₂ -C ₆ alkenyl group; or C ₆ -C ₁₈ aryl group, preferably a C ₆ -C ₁₂ aryl group, more preferably represents a C ₆ -C ₈ aryl group ;
and x and y each independently represents a number of 0 to 5, preferably 0 to 3, and salts thereof.

  For example, dimethyl disulfide, diallyl disulfide or diphenyl disulfide can be mentioned.

As dicarboxy disulfide or dialkoxycarbonyl disulfide, the following formula:
R ⁵ OOC- (R ⁶ ) _s- (CH ₂ ) _x -SS- (CH ₂ ) _y- (R ⁷ ) _t -COOR ⁸
[Where
R ⁵ and R ⁸ are hydrogen atom; C ₁ -C ₁₈ alkyl group, preferably a C ₁ -C ₁₀ alkyl groups, more preferably C ₁ -C ₆ alkyl radical; C ₂ -C ₁₈ alkenyl group, preferably a C ₂ -C ₁₀ alkenyl group, more preferably C ₂ -C ₆ alkenyl group; or C ₆ -C ₁₈ aryl group, preferably a C ₆ -C ₁₂ aryl group, more preferably represents a C ₆ -C ₈ aryl group;
R ⁶ and R ⁷ are independently a C _{1 to} C ₁₈ alkylene group, preferably a C _{1 to} C ₁₀ alkylene group, more preferably a C _{1 to} C ₆ alkylene group; a C _{2 to} C ₁₈ alkenylene group, preferably C ₂ -C ₁₀ alkenylene group, more preferably C ₂ -C ₆ alkenylene group; or C ₆ -C ₁₈ arylene group, preferably a C ₆ -C ₁₂ arylene group, more preferably represents a C ₆ -C ₈ arylene group They can be substituted with one or more halogen and / or hydroxyl groups;
s and t independently represent a number from 0 to 2, preferably 0 or 1;
x and y independently represent a number from 0 to 5, preferably 0 to 3,
and each of s + x and y + t is 1 or more], and salts thereof.

  For example, dithiodiglycolic acid represented by the following formula:

3,3′-dithiodipropionic acid represented by the following formula:

2,2'-dithiodipropionic acid represented by the following formula:

Mention may be made of dithiodisalicylic acid and its salts.

As diamino disulfide or diamide carboxy disulfide, the following formula:
R ⁹ R ¹⁰ N- (R ¹¹ ) _u- (CH ₂ ) _x -SS- (CH ₂ ) _y- (R ¹² ) _v -NR ¹³ R ¹⁴
[Where
R ⁹ , R ¹⁰ , R ¹³ and R ¹⁴ are independently a hydrogen atom; a C ₁ -C ₁₈ alkyl group, preferably a C ₁ -C ₁₀ alkyl group, more preferably a C ₁ -C ₆ alkyl group; C ₂ -C ₁₈ alkenyl group, preferably a C ₂ -C ₁₀ alkenyl group, more preferably C ₂ -C ₆ alkenyl group; C ₆ -C ₁₈ aryl group, preferably a C ₆ -C ₁₂ aryl group, more preferably C ₆ -C ₈ aryl group; or C ₁ -C ₁₈ alkyl -CO- group, preferably a C ₁ -C ₁₀ alkyl -CO- group, more preferably represents a C ₁ -C ₆ alkyl -CO- group;
R ¹¹ and R ¹² are independently a C _{1 to} C ₁₈ alkylene group, preferably a C _{1 to} C ₁₀ alkylene group, more preferably a C _{1 to} C ₆ alkylene group; a C _{2 to} C ₁₈ alkenylene group, preferably C ₂ -C ₁₀ alkenylene group, more preferably C ₂ -C ₆ alkenylene group; C ₆ -C ₁₈ arylene group, preferably a C ₆ -C ₁₂ arylene group, more preferably C ₆ -C ₈ arylene group; or - CR ¹⁵ R ^16- (wherein one of R ¹⁵ and R ¹⁶ represents a hydrogen atom and the other represents a carboxyl group);
u and v independently represent a number from 0 to 2, preferably 0 or 1;
x and y independently represent a number from 0 to 5, preferably 0 to 3,
each of u + x and y + v is greater than or equal to 1], and
Mention may be made of their salts.

  For example, cystine and cystamine and their salts can be mentioned.

  Examples of the salt include ammonium salt; primary, secondary or tertiary amine salt; alkali metal salt and alkaline earth metal salt. Examples of primary, secondary or tertiary amines include monoethanolamine, diisopropanolamine and triethanolamine, respectively.

  The linear organic disulfide compound is preferably selected from the group consisting of dithiodiglycolic acid, cystamine, dithiodisalicylic acid and oxidized glutathione, and salts thereof such as diammonium dithiodiglycolate, cysteamine dihydrochloride, and the like. .

  The heterocyclic organic disulfide compound is one or more heterocyclic compounds of formula (VIII):

Their salts with acids or bases, their stereoisomers, and their solvents, such as hydrates,
Formula (VIII) is
Z ₁ and Z ₂ may be the same or different, and are a carbonyl group or a divalent group CR ₁ R ₂ or CR ₅ R _6.
(R ₁ to R ₆ may be the same or different and are a hydrogen atom or i) (C ₁ -C ₈ ) alkyl, ii) aryl, iii) hydroxy, iv) (di) (C ₁ -C ₈ ) (alkyl) amino, v) (C ₁ -C ₈₎ alkoxy, vi) (poly) hydroxy (C ₁ -C ₈₎ alkyl, vii) (di) (C ₁ -C ₈₎ (alkyl) amino (C ₁ -C ₈₎ alkyl, viii) carboxy, ix) carboxy (C ₁ -C ₈₎ alkyl, x) (di) (C ₁ ~C ₈₎ (alkyl) aminocarbonyl (C ₁ -C ₈₎ alkyl, xii) amino, selected from xiii) aminocarbonyl (C ₁ -C ₈₎ alkyl and _{xiv) (C 1 ~C 8)} ( alkyl) carbonyl (C ₁ ~C ₈₎ (alkyl) amino (C ₁ -C ₈₎ alkyl Represents a group]; or
R ₁ and R ₃ , or when n is 2 or 3 groups, the two R ₃ groups carried by adjacent carbon atoms together with the carbon atoms bearing them are cycloalkyl groups, heterocyclo Forming an alkyl group, an aryl group, such as a phenyl or heteroaryl group; in particular forming a phenyl;
n represents a number equal to 1, 2 or 3, in particular 1 or 2;
It is understood that when n is 2 or 3, then the R ₃ and R ₄ groups may be the same or different;
One or more heterocyclic compounds of formula (VIII ′):

Their salts with acids or bases, their stereoisomers, and their solvents, such as hydrates,
Formula (VIII ′) is
Z ₁ and Z ₂ may be the same or different, and are a carbonyl group or a divalent group CR ₁ R ₂ or CR ₅ R _6.
(R ₁ , R ₂ , R ₅ and R ₆ may be the same or different, and may be a hydrogen atom or i) (C ₁ -C ₈ ) alkyl, ii) aryl, iii) hydroxy, iv) (di) ( C ₁ -C ₈₎ (alkyl) _{amino, v) (C 1 ~C 8} ) alkoxy, vi) (poly) hydroxy (C ₁ -C ₈₎ alkyl, vii) (di) (C ₁ ~C ₈₎ ( alkyl) amino (C ₁ -C ₈₎ alkyl, viii) carboxy, ix) carboxy (C ₁ -C ₃₎ alkyl, x) (di) (C ₁ ~C ₈₎ (alkyl) aminocarbonyl (C ₁ -C ₈₎ alkyl, and _{xii) (C 1 ~C 8)} ( alkyl) carbonyl (C ₁ -C ₈₎ (alkyl) amino (C ₁ -C ₈₎ represents a group selected from alkyl;
R3 and R4 may be the same or different, a hydrogen atom or i) (C ₁ ~C ₈₎ alkyl, ii) aryl, iii) hydroxy, iv) (di) (C ₁ ~C ₈₎ (alkyl) _{amino, v) (C 1 ~C 8} ) alkoxy, vi) (poly) hydroxy (C ₁ -C ₈₎ alkyl, vii) (di) (C ₁ ~C ₈₎ (alkyl) amino (C ₁ -C ₈ ) alkyl, viii) carboxy, ix) carboxy (C ₁ -C ₈₎ alkyl, x) (di) (C ₁ ~C ₈₎ (alkyl) aminocarbonyl (C ₁ -C ₈₎ alkyl, and xii) (C ₁ -C ₈₎ represents an (alkyl) carbonyl (C ₁ -C ₈₎ (alkyl) amino (C ₁ -C ₈₎ a group selected from alkyl; or
When R ₁ and R ₃ , or n is 2 or 3, two R ₃ groups carried by adjacent carbon atoms, together with the carbon atoms having them, form a cycloalkyl group, a heterocycloalkyl group Forming an aryl group, such as a phenyl or heteroaryl group; in particular forming a phenyl;
n represents a number equal to 1, 2 or 3, in particular 1 or 2;
When n is 2 or 3, it is understood that in that case the R ₃ and R ₄ groups may be the same or different.

These heterocyclic disulfide compounds are those “reduced” forms (VIII) _red corresponding to these dithiol forms:
These “ring-opening” forms may be present.

The reduced form (VIII) _red can be obtained from in situ reduction of the heterocyclic disulfide compound (VIII) in the presence of the reducing agent described below, or compound (VIII) _red can be isolated in reduced form. Used to be The compound can then be in the form of a composition in the presence of an oxidant as defined below in order to also obtain the cyclized form (VIII) or (VIII ′) in situ.

In particular, at least one of the R ₁ to R ₆ groups of the compound of formula (VIII) or (VIII ′) is other than a hydrogen atom.

According to one particular form of the invention, the compounds of formula (VIII) or (VIII ′) are such that R ₁ to R ₆ may be the same or different and are a hydrogen atom or i) (C ₁ -C ₈ ) alkyl, ii) aryl, iii) hydroxy, iv) (di) (C ₁ ~C ₈₎ (alkyl) _{amino, v) (C 1 ~C 8} ) alkoxy, vi) (poly) hydroxy (C ₁ -C ₈₎ alkyl, vii) (di) (C ₁ -C ₈₎ (alkyl) amino (C ₁ -C ₈₎ alkyl, viii) carboxy, ix) amino, and _{x) (C 1 ~C 8)} ( alkyl) It represents a group selected from carbonyl (C ₁ -C ₈ ) (alkyl) amino (C ₁ -C ₈ ) alkyl.

  According to one particular form of the invention, the compound of formula (VIII) or (VIII ′) is such that n is 1 or 2. One variation relates to compounds of formula (VIII) or (VIII ′) [n is 1]. According to another variant, the compound is a compound of formula (VIII) or (VIII ′) and n is 2.

In particular, the compounds of formula (I) are such that R ₁ to R ₆ are selected from hydrogen and hydroxy groups, carboxy groups and aminocarbonyl (C ₁ -C ₃ ) alkyl groups.

According to another preferred embodiment of the invention, the compound of formula (VIII ′) is such that R ₁ to R ₆ are selected from a hydrogen atom and a hydroxyl group and a carboxy group.

More particularly, in the compound of formula (VIII) or (VIII ′), Z ₁ represents CR ₁ R ₂ , Z ₂ represents CR ₅ R ₆ , R ₁ , R ₂ , R ₅ and R ₆ is such as selected from a hydrogen atom and a hydroxy group, a carboxy group, and an aminocarbonyl (C ₁ -C ₃ ) alkyl group. Preferably, in the compound of formula (VIII) or (VIII ′), R ₃ and R ₄ may be the same or different, and a group selected from a hydrogen atom or (C ₁ -C ₃ ) alkyl, hydroxy and carboxy Is like that.

Another detailed variant of the invention relates to compounds of formula (VIII) or (VIII ′), wherein Z ₁ and / or Z ₂ represent a carbonyl group and / or R ₁ and R ₃ or adjacent Both R ₃ groups possessed by the carbon atom to be taken together with the carbon atom having them form a benzene ring.

It is understood as follows in the definition of R ₁ to R ₆ groups of formula (VIII) or (VIII ′).
-Alkyl radicals are generally C ₁ -C ₆ , in particular C ₁ -C ₄ saturated, linear or branched hydrocarbon radicals such as methyl, ethyl, propyl, butyl, pentyl and hexyl.
An alkoxy group is a (C ₁ -C ₆ ) alkyl, preferably a C ₁ -C ₆ alkyl-oxy group, for example methoxy, ethoxy, propoxy and butoxy.
The (poly) hydroxyalkyl group comprises one or more substituted hydroxyl groups in the previously defined (C ₁ -C ₆ ) alkyl group; these are especially hydroxy (C ₁ -C ₆ ) alkyl groups For example, hydroxymethyl, hydroxyethyl and hydroxypropyl.
-Cycloalkyl groups are C ₄ -C ₈ cycloalkyl groups, which can contain unsaturated, preferably cyclopentyl and cyclohexyl groups. Cycloalkyl groups can also be substituted, in particular with alkyl groups, alkoxy groups, carboxylic acid groups, hydroxyl groups, amine groups and ketone groups.
The heterocycloalkyl group contains 1 to 3 identical or different heteroatoms selected from nitrogen, oxygen and sulfur and optionally contains 1 to 3 carbon atoms, 4- to 8-membered It is a group. Heterocycloalkyl groups can in particular be substituted with the same groups as defined for cycloalkyl.
An aryl group is a monocyclic or polycyclic carbocyclic group containing 6 to 14 carbon atoms, of which at least one ring is aromatic, for example phenyl, anthracenyl and xanthenyl, more particularly Is phenyl.
A heteroaryl group is a 6 to 14-membered monocyclic or cyclic group containing 1 to 3 identical or different heteroatoms, optionally 1 to 3 carbon atoms, selected from nitrogen, oxygen and sulfur It is a polycyclic cyclic group.
The heteroaryl group is particularly selected from the following groups: pyridyl, indolyl, furyl.
-Heteroaryl and aryl groups can also be substituted in particular with the same groups as defined for cycloalkyl.
The reduced derivative is a derivative of a heterocyclic dithiol compound in the ring-opened form of formula (VIII) _red as defined above.

  Examples of heterocyclic disulfide compounds of formula (VIII) include compounds (1) to (6), their stereoisomers and their addition salts with acids or bases, or their hydrates. .

  According to one particular form of the invention, in these cyclized forms, the heterocyclic disulfide compound of formula (VIII) or (VIII ′) has a logP of less than 3.

  The log P value represents the partition coefficient of the disulfide compound between octanol and water. logP is determined according to the method described in a paper by Meylan and Howard "Atom / fragment contribution method for controlling octanol-water partition coefficient", J. Pharm. Sci., 84, 83-92 (1995). be able to. This value can also be calculated using commercially available software that determines the logP value from the structure of the molecule. An example that can be cited is the Epiwin software from United States Environmental Agency.

  The heterocyclic disulfide compounds of formula (VIII) or (VIII ′) mentioned above or their reduced forms are between 1% and 20% by weight, preferably 2%, based on the total weight of the composition containing them. It is present in the composition of the present invention at a concentration that can be between mass% and 15 mass%.

  As an example of a heterocyclic disulfide compound of a composition according to the invention comprising at least one reducing agent and at least one heterocyclic compound of formula (VIII ′) as defined above, the compound as defined above ( Examples thereof include 1) to (6), an addition salt thereof with an acid or a base, or a hydrate thereof.

  The acid contained in these salts may be mineral or organic. Acids that can be used include hydrochloric acid, sulfuric acid, phosphoric acid, acetic acid, tartaric acid or methanesulfonic acid.

  The base contained in these salts may be mineral or organic. Bases that can be used include sodium hydroxide, potassium hydroxide or ammonium hydroxide, sodium carbonate, potassium carbonate or ammonium carbonate or sodium bicarbonate, potassium bicarbonate or ammonium bicarbonate, basic amino acids such as arginine or lysine, And non-carboxylic acid organic amines, in particular amine alcohols such as monoethanolamine or triethanolamine.

  In a preferred embodiment, the organic disulfide compound may be selected from the group consisting of diammonium dithiodiglycolate, cysteamine dihydrochloride, lipoic acid (thioctic acid), and mixtures thereof.

  The present composition may contain the organic disulfide compound in an amount of 0.1-50% by weight, preferably 1-30% by weight, more preferably 2-15% by weight, based on the total weight of the composition.

(Alkaline agent)
The composition according to the present invention may further comprise (d) an alkaline agent.

  The alkaline agent may be an inorganic alkaline agent. Inorganic alkaline agents include ammonia; alkali metal hydroxides; alkaline earth metal hydroxides; alkali metal phosphates and monohydrogen phosphates such as sodium phosphate and sodium monohydrogen phosphate; ammonium hydroxide; and carbonic acid It is preferably selected from the group consisting of ammonium hydrogen.

  Examples of inorganic alkali metal hydroxides include sodium hydroxide and potassium hydroxide. Examples of alkaline earth metal hydroxides include calcium hydroxide and magnesium hydroxide. As the inorganic alkali agent, sodium hydroxide, ammonium hydroxide and ammonium hydrogen carbonate are preferable.

  The alkaline agent can be an organic alkaline agent. Organic alkaline agents include monoamines and their derivatives; diamines and their derivatives; polyamines and their derivatives; basic amino acids and their derivatives; oligomers of basic amino acids and their derivatives; basic amino acids and their derivatives Preferably selected from the group consisting of: polymers of: urea and derivatives thereof; and guanidine and derivatives thereof.

  Examples of organic alkaline agents include alkanolamines such as mono, di and triethanolamine and isopropanolamine; urea, guanidine and their derivatives; basic amino acids such as lysine, ornithine or arginine; and the following structure:

[Where
R is an alkylene, for example represents a propylene is optionally substituted with hydroxyl or C ₁ -C ₄ alkyl group, R _1, R _2, R ₃ and R ₄ are independently hydrogen atom, an alkyl group or a C ₁ ~ Represents a C ₄ hydroxyalkyl group, and examples thereof include 1,3-propanediamine and derivatives thereof.

  (d) The alkaline agent is selected from non-volatile alkaline agents, and more preferably selected from organic amines, inorganic bases, organic amine salts, and ammonium salts.

  Nonvolatile alkaline agents include alkali metal hydroxide, alkaline earth metal hydroxide, alkali metal carbonate (hydrogen) salt, alkaline earth metal carbonate (hydrogen) salt, ammonium carbonate (hydrogen), alkali metal metasilicate, It can be an inorganic alkaline agent selected from ammonium metasilicate and mixtures thereof.

  Nonvolatile alkaline agents include monoamines and monoamine derivatives and salts; diamines and diamine derivatives and salts; polyamines and polyamine derivatives and salts; amino acids and derivatives thereof; amino acids and oligomers of their derivatives; amino acids and derivatives thereof. It can be an organic alkaline agent selected from polymers; urea and derivatives thereof; guanidine and derivatives thereof; and mixtures thereof.

  The non-volatile alkaline agent is preferably selected from alkanolamines, more preferably monoethanolamine and monoisopropanolamine.

  Alkaline agents can be used to adjust the pH of the composition according to the invention. Thus, the amount of alkaline agent can be that required to adjust the pH of the composition according to the invention to a predetermined pH value.

  The pH of the composition according to the invention in this case can range from 7 to 11, preferably from 8 to 10, more preferably from 8.5 to 9.5.

(Other ingredients)
(Ingredients common to cosmetic compositions)
The composition according to the invention also contains effective amounts of other ingredients that are common in cosmetic compositions, such as various common adjuvants, vitamins such as vitamin C, anti-aging agents, whitening agents, anti-greasy skin agents, EDTA And sequestering agents such as 5 sodium pentetate, UV screening agents, antioxidants such as vitamin C and sodium pyrosulfite, preservatives such as phenoxyethanol, vitamins or provitamins such as panthenol, opacifiers, fragrances, Plant extracts, cationic polymers and the like can also be included.

  Thickeners are, for example, cellulose-based thickeners such as hydroxyethylcellulose, hydroxypropylcellulose and carboxymethylcellulose; guar gum and their derivatives, such as hydroxypropyl guar marketed under the reference JAGUAR HP105 by RHODIA Microbial gums such as xanthan gum and scleroglucan gum; and homopolymers crosslinked by synthetic thickeners such as cetyl stearyl alcohol, acrylic acid and acrylamide propane sulfonic acid such as carbomers, nonionic, anionic, Cationic and amphoteric associative polymers, for example, PEMULEN TR1 and TR2 by GOODRICH, SALCARE SC90 by ALLIED COLLOIDS, ACULYN 22, 28, 33, 44 and 46 by ROHM & HAAS And by AKZO It may be selected from the polymers sold under the name Elfacos T210 and T212.

(Oxidizing composition)
The method for reshaping keratin fibers according to the present invention includes the step of applying an oxidizing composition to keratin fibers. The oxidizing composition used in this step contains at least one oxidizing agent. Two or more kinds of oxidizing agents can be used in combination. Thus, a single type of oxidizing agent may be used, or a combination of different types of oxidizing agents may be used.

  The oxidizing agent can be selected from hydrogen peroxide, alkali metal bromates, ferricyanides, peroxygenated salts and compounds capable of generating hydrogen peroxide by hydrolysis. For example, the oxidizing agent may be selected from aqueous hydrogen peroxide, urea peroxide, alkali metal bromate, and persalts such as perborate and persulphate.

  In a preferred embodiment, the oxidizing agent may be selected from hydrogen peroxide and bromic acid such as alkali metal bromic acid.

  The oxidizing agent is preferably hydrogen peroxide.

  In one embodiment, when the oxidant is hydrogen peroxide, at least one hydrogen peroxide stabilizer can be used. The hydrogen peroxide stabilizer can be selected from, for example, alkali metal and alkaline earth metal pyrophosphates, alkali metal and alkaline earth metal stannates, phenacetin and salts of acids and oxyquinolines such as oxyquinoline sulfate. In another embodiment, at least one stannate optionally combined with at least one pyrophosphate is used.

  It is also possible to use salicylic acid and their salts, pyridinedicarboxylic acid and their salts, and paracetamol.

  The concentration of the hydrogen peroxide stabilizer can be in the range of 0.0001-5% by weight, for example 0.01-2% by weight, based on the total weight of the second cosmetic composition.

  The concentration ratio of hydrogen peroxide to stabilizer can be in the range of 0.05: 1 to 1000: 1, such as 0.1: 1 to 500: 1, such as 1: 1 to 300: 1.

  In a preferred embodiment, the composition according to the invention comprises less than 20% by weight of polyol, preferably less than 10% by weight, more preferably less than 5% by weight, which are low molecular weight aqueous solutions having two or more hydroxyl groups. It may be an organic compound such as ethylene glycol, propylene glycol, diethylene glycol, glycerin, 1,3-butylene glycol, triethylene glycol, a polyol for use in the present invention, hexylene glycol.

[Preparation]
The composition comprises as essential components: (a) at least one fatty substance; (b) at least one surfactant; and (c) at least one organic disulfide compound, and any of the components described above. It can be prepared by mixing.

  The method and means for mixing the above essential components and optional components are not limited. Any conventional methods and means can be used to mix the above essential and optional ingredients to prepare the composition according to the present invention.

  The composition according to the invention is preferably a ready-to-use composition.

  For the purposes of the present invention, the expression “ready-to-use composition” is defined herein as a composition that is immediately applied to keratin fibers such as hair. The “ready-to-use composition” can be stored in an unmodified form before use, or two or more separate compositions can be produced by mixing at the time of use. In one embodiment, one of the separate compositions may comprise (a) at least one fatty substance and (b) at least one surfactant, and the other of the separate compositions is (c) at least One organic disulfide compound may be included.

  In this embodiment, the composition according to the invention comprises, before use, preferably at a temperature of about 70 ° C., a first comprising (a) at least one fatty substance and (b) at least one surfactant. Preferably, the composition and (c) a second composition containing at least one organic disulfide compound are mixed and the mixture is cooled to room temperature.

[kit]
In some embodiments, the present invention provides kits comprising the compositions of the invention and instructions for use.

  Preferably, the instructions for use indicate that the composition according to the present invention has a temperature between 45 ° C and 250 ° C, preferably between 60 ° C and 200 ° C, more preferably between 80 ° C and 150 ° C, more preferably between 90 ° C and 110 ° C. At least a step of heating the keratin fibers in a method for reshaping the keratin fibers.

  In some embodiments, the kit can contain, for example, a glove or conditioning rinse.

  In some other embodiments, the developer bottle can contain a solution comprising hydrogen peroxide.

  In yet other embodiments, one or more components (a)-(d) of the composition of the present invention are packaged separately from the other components.

[Keratin fiber reshaping method]
The invention also relates to a method using the composition according to the invention. Preferably, the method according to the invention is aimed at reshaping keratin fibers, such as hair.

A method for treating keratin fibers according to the present invention comprises:
Applying the composition according to the invention to keratin fibers;
Heating the keratin fibers to a temperature between 45 ° C. and 250 ° C .;
In some cases, a process of rinsing keratin fibers,
Applying an oxidizing composition to keratin fibers;
In some cases, the keratin fibers can be rinsed and dried.

  The heating process can be performed by any heating means that can be freely controlled to achieve the desired temperature for the process.

  A thermal energy source is used to heat the keratin fibers. The thermal energy source may be at least one heater that supplies at least one selected from the group consisting of hot air, hot steam, high frequency induction heating, microwave heating, infrared irradiation, laser and flash lamp irradiation.

  According to the present invention, the keratin fibers are 45 ° C to 250 ° C, preferably 60 ° C to 200 ° C, more preferably 80 ° C to 150 ° C, more preferably 90 ° C to 110 ° C during the process of heating the keratin fibers. Heated.

  Accordingly, the composition according to the present invention heats at least the keratin fibers to a temperature between 45 ° C and 250 ° C, preferably 60 ° C to 200 ° C, more preferably 80 ° C to 150 ° C, more preferably 90 ° C to 110 ° C. Can be used in a method for reshaping keratin fibers.

  The heating process can be carried out for an appropriate time required to process the keratin fibers. The length of time for the heating process is not limited, but can be 1 minute to 2 hours, preferably 1 minute to 1 hour, more preferably 1 minute to 30 minutes. For example, the time for heating may be 5-20 minutes, preferably 10-15 minutes.

  The keratin fibers can be rinsed after the step of applying the composition to the keratin fibers and / or after the step of heating the keratin fibers.

  According to the present invention for a method of reshaping keratin fibers, the keratin fibers can be subjected to mechanical tension typically used for permanent deformation.

  The reshaping method for keratin fibers can be carried out as follows when mechanical tension is applied to the keratin fibers.

  First, mechanical tension is applied to the keratin fiber for deformation. Mechanical tension can be applied to the keratin fibers by any means that transforms the keratin fibers into the intended shape. For example, the mechanical tension can be applied by at least one reshaping means selected from the group consisting of hair curlers, rollers, clips, plates and irons. The reshaping means may comprise at least one heater as described above. When keratin fibers are wound around a hair curler, this winding can be performed for the entire length of the keratin fibers or, for example, for half the length of the keratin fibers. For example, depending on the shape of the desired hairstyle and the amount of curl, winding can be done in a somewhat thick bundle.

  Next, the aforementioned composition is applied to keratin fibers. The composition can be applied by any means such as a brush and a comb. Keratin fibers that have been subjected to mechanical tension should be treated with the composition. If necessary, the keratin fibers may be allowed to stand as they are for a certain length of time.

  Finally, the above heating process is performed.

  In one embodiment, at least one of the reshaping means or the mechanical tensioning means may include a heater.

  In one embodiment, the method according to the present invention comprises a keratin fiber wherein the composition according to the present invention is applied to form one or more sealed spaces (sealed spaces) on the keratin fiber prior to the heating step. May not include the step of installing one or more means for coating. Therefore, the method according to the present invention may not include the step of arranging keratin fibers in the sealed space.

  The sealed space is formed by at least one coating means to limit evaporative components such as water from evaporating from the keratin fibers in the aforementioned composition and to maintain a predetermined temperature in the heating apparatus throughout the method. be able to.

  The invention will now be described in greater detail by way of example. However, these examples should not be construed as limiting the scope of the invention.

(Examples 1 to 3 and Comparative Examples 1 to 3)
[Preparation]
Each of the compositions according to Examples 1 to 3 and Comparative Examples 1 to 3 was prepared by mixing the components shown in Table 1 respectively.

Preparation procedure for the composition (Comparative Example 1)
1) C _{20 to 22} alcohol, cetyl palmitate, oleth-20, was obtained by dissolving the mineral oil mineral oil phase in the oleth-10 and Desesu -5 70 ° C..
2) 5 sodium pentetate, diammonium dithiodiglycolate and ethanolamine (up to pH 9) were dissolved in water at 70 ° C. to obtain an aqueous phase.
3) The aqueous phase was poured into the mineral oil phase and the mixture was stirred at 70 ° C.
4) Carbomer was added to the mixture.
5) The mixture was cooled to room temperature.

  Similarly, the compositions of Examples 2 and 3 and Comparative Examples 1 to 3 were also prepared.

[Evaluation of perm effectiveness]
(Evaluation protocol)
1) Each composition (1 g) of Examples 1 to 5 and Comparative Examples 1 to 3 was applied to a Chinese hair sample (1 g).
2) A hair sample was wound on a perm roller with a diameter of 1.2 cm.
3) The perm-roller was connected to a digital perm machine (Ohiro Seisakusho Co., Ltd., ODIS-2 model) and heated at 110 ° C. for 15 minutes.
4) Rinse the hair sample.
5) An oxidant composition (1 g) according to Table 3 was applied to a hair sample.
6) The hair sample was left at room temperature for 5 minutes.
7) The hair sample was rinsed and dried.
8) The effectiveness of the perm was evaluated based on the number of curls on the hair sample.

  These results are shown in Table 4.

[Permanent effectiveness results]

  As shown in Table 4, the compositions of Examples 2 and 3 showed very high perm effectiveness, and Example 1 also showed high perm effectiveness.

  From the results of Example 1 compared to the results of Comparative Example 1, it can be seen that the disulfide compound provides superior effectiveness of the perm for Example 1. Furthermore, when considering the results of Example 1 compared to the results of Comparative Example 2 or Example 3 compared to the results of Comparative Example 3, the fatty substances and surfactants were good perms for Examples 2 and 3. It can be understood that it should also contribute to the effectiveness of.

  Thus, it has been demonstrated that an oil-rich composition comprising the inventive organic disulfide compound of the present application can achieve excellent perm performance without any reducing agent.

  Furthermore, when the composition of Example 1 was used, but the perm-roller was allowed to stand at room temperature during step 3) of the aforementioned evaluation protocol, the effectiveness of the perm of Example 1 is that of the perm of another experiment. It was even better than sex.

Claims (19)

A composition for reshaping keratin fibers, preferably hair,
(a) at least one fatty substance, preferably in liquid form at room temperature and atmospheric pressure,
(b) at least one surfactant, preferably at least one nonionic surfactant,
(c) includes at least one organic disulfide compound,
(a) The composition wherein the amount of the fatty substance is 30% by mass or more, preferably 50% by mass or more, based on the total mass of the composition.   2. The composition of claim 1, wherein (a) the fatty substance is selected from the group consisting of hydrocarbon oils, silicone oils, vegetable or animal oils, ester oils or ether oils, fatty alcohols, and mixtures thereof. Fatty substance (a) is mineral oil, octyldodecanol, petrolatum, isododecane, hydrogenated polyisobutene, isopropyl myristate, dimethicone, cyclohexasiloxane, C _20-22 alcohol, cetyl palmitate, oleyl alcohol, cetyl alcohol, and their The composition according to claim 1 or 2, which is selected from the group consisting of a mixture.   (a) The amount of the fatty substance is 90% by mass or less, preferably 84.9% by mass or less, more preferably 65% by mass or less, based on the total mass of the composition, according to any one of claims 1 to 3. The composition as described.   5. The composition according to any one of claims 1 to 4, wherein (b) the surfactant comprises one or more nonionic surfactants.   The nonionic surfactant is selected from monooxyalkylenated, polyoxyalkylenated, monoglycerolated or polyglycerolated nonionic surfactants, preferably polyoxyalkylenated nonionic surfactants, more preferably 6. The composition according to any one of claims 1 to 5, wherein is selected from polyoxyethylenated fatty alcohols and polyoxyethylenated fatty esters.   The composition according to claim 6, wherein (b) the surfactant is selected from the group consisting of Ores-20, Ores-10, Decess-5 and mixtures thereof.   (b) The amount of the at least one surfactant is 4% by mass to 30% by mass, preferably 6% by mass to 22% by mass, more preferably 6% by mass to 12% by mass, based on the total mass of the composition. 8. The composition according to any one of claims 1 to 7, wherein   9. The composition according to any one of claims 1 to 8, wherein (c) the organic disulfide compound is selected from the group consisting of a linear organic disulfide compound, a heterocyclic disulfide compound, and a mixture thereof.   10. The composition of claim 9, wherein (c) the organic disulfide compound is selected from the group consisting of diammonium dithiodiglycolate, cysteamine dihydrochloride, lipoic acid, and mixtures thereof.   (c) The amount of the organic disulfide compound is 0.1% by mass to 50% by mass, preferably 1% by mass to 30% by mass, and more preferably 2% by mass to 15% by mass with respect to the total mass of the composition. 11. A composition according to any one of claims 1 to 10.   12. The composition according to any one of claims 1 to 11, further comprising (d) at least one alkaline agent, preferably a non-volatile alkaline agent.   (a) a fatty substance, (b) at least one surfactant and (c) at least one organic disulfide compound are included in two or more separate compositions, preferably (a) at least one The fatty substance of (b) and (b) at least one surfactant are included in one composition, and (c) at least one organic disulfide compound is included in the other composition. 13. The composition according to any one of 12 above.   A kit comprising the composition according to any one of claims 1 to 13 and instructions for use. A method for reshaping keratin fibers, preferably hair, comprising:
Applying the composition according to any one of claims 1 to 9 to keratin fibers;
Heating the keratin fibers to a temperature between 45 ° C. and 250 ° C .;
In some cases, a process of rinsing keratin fibers,
Applying an oxidizing composition to keratin fibers;
Optionally rinsing and drying the keratin fibers.   16. The method of claim 15, further comprising rinsing the keratin fibers after the step of applying the composition to the keratin fibers and before the step of heating the keratin fibers.   17. The method of claim 15 or 16, further comprising the step of applying mechanical tension to the keratin fibers, preferably by using a reshaping means selected from the group consisting of hair curlers, rollers, clips, plates and irons. the method of.   18. A method according to any one of claims 15 to 17, wherein the oxidizing composition comprises hydrogen peroxide.   19. A method according to any one of claims 15 to 18, wherein during the step of heating the keratin fibers, the keratin fibers are heated at a temperature in the range of 60C to 150C, preferably in the range of 60C to 90C.