JP2022098751A - Stabilization of thiopyridinone compound in composition including the thiopyridinone compound, and reduction of yellowing of the composition - Google Patents

Abstract

To provide a composition including a thiopyridinone compound with increased stability of the thiopyridinone compound over time, in particular when the composition is kept at high temperature for a relatively long time, and with reduced yellowing just after adding the thiopyridinone compound to the composition.SOLUTION: The present invention relates to a composition comprising: (a) at least one thiopyridinone compound; and (b) at least one fatty acid comprising 18 or more carbon atoms, where the amount of the (b) fatty acid(s) comprising 18 or more carbon atoms in the composition is 10 mass% or more, preferably 12 mass% or more, and more preferably 14 mass% or more, relative to the total mass of the composition.SELECTED DRAWING: None

Description

The present invention relates to stabilization of the thiopyridinone compound in the composition containing the thiopyridinone compound and reduction of yellowing of the composition.

At various times in life, some people recognize the appearance of darker and / or more colored stains that give the skin inhomogeneity to their skin, more specifically to the hands. These stains are due in particular to the high levels of melanin in keratinocytes located on the surface of the skin.

For the purposes of treating pigmentation, the use of highly effective and harmless topical depigmenting substances is most specifically desired.

For example, arbutin, niacinamide and kojic acid are known as skin depigmenting agents.

On the other hand, WO2017 / 102349 discloses a novel depigmenting agent or whitening agent, ie, a thiopyridinone compound. The thiopyridinone compound can exhibit a strong depigmenting or whitening effect by reducing the production of melanin.

WO2017 / 102349 US Pat. No. 4,874,554 US Pat. No. 4,137,180

Synthesis of N- (2-mercaptopyridyl-3-formyl)-N-alkyl glycine and the corresponding disulfides, Luo, Y. L .; Yang, Z. X .; Peng, S. X. Div. Med. Chem., China Pharm. Univ., Nanjing, 210009 , Peop. Rep. China Yaoxue Xuebao (1990), 25 (5), 374-8 Walter Noll, "Chemistry and Technology of Silicones" (1968) Academic Press Cosmetics and Toiletries, Vol. 91, January 1976, pp. 27-32, Todd & Byers, Volatile Silicone Fluids for Cosmetics "Handbook of Surfactants", M.R.Porter, Blackie & Son Publishing (Glasgow and London), 1991, pp. 116-178 "The HLB system. A time-saving guide to emulsifier selection" (published by ICI Americas Inc., 1984)

However, the thiopyridinone compound tends to be destabilized over time in the composition, especially when the composition containing the thiopyridinone compound is maintained at high temperature for a relatively long time, and the composition containing the thiopyridinone compound. Was found to tend to show a strong yellow color immediately after the addition of the thiopyridinone compound to the composition.

Therefore, it is an object of the present invention that the stability of the thiopyridinone compound over time is enhanced, especially when the composition is maintained at high temperature for a relatively long time, and yellowing immediately after the addition of the thiopyridinone compound to the composition occurs. It is to provide a composition comprising a thiopyridinone compound which is reduced.

The above purpose is
(a) At least one equation (I)

(During the ceremony,
R1 is
a) Hydrogen atom and
b) Saturated linear C ₁ to C ₆ Refers to a group selected from alkyl groups.
R2 is
a) Hydrogen atom,
b) Saturated linear C ₁ to C ₁₀ alkyl groups,
c) Saturated branched C ₃ to C ₁₀ alkyl groups and
d) C ₁ to C ₆ phenylalkyl groups (referring to groups selected from, for example, benzyl),
Compounds, or salts thereof, solvates thereof, optical isomers thereof, or racemates thereof,
and
(b) A composition containing at least one fatty acid containing 18 or more carbon atoms.
(B) The amount of fatty acid containing 18 or more carbon atoms in the composition is 10% by mass or more, preferably 12% by mass or more, and more preferably 14% by mass or more, based on the total mass of the composition. , Can be achieved by composition.

In equation (I),
R1 is
a) Hydrogen atom and
b) Saturated linear C ₁ to C ₄ alkyl groups, preferably groups selected from methyl.
R2 is
a) Hydrogen atom,
b) Saturated linear C ₁ to C ₆ alkyl groups and
c) It is preferable to refer to a group selected from saturated branched C ₃ to C ₆ alkyl groups.

In equation (I),
R1 is
a) Hydrogen atom and
b) Refers to a group selected from methyl groups
R2 is
a) Hydrogen atom,
b) Saturated linear C ₁ to C ₄ alkyl groups, preferably ethyl,
c) It is more preferable to refer to a saturated branched C ₃ to C ₄ alkyl group, preferably a group selected from isopropyl and isobutyl.

(a) The compound of formula (I) is the following compound:

And their salts, their solvates, their optical isomers, and their racemates can be selected.

Preferably, the compound of formula (a) (I) is the following compound:

And their salts, their solvates, their optical isomers, and their racemates can be selected.

The amount of the compound of formula (a) (I) in the composition according to the present invention is 0.01% by mass to 20% by mass, preferably 0.05% by mass to 10% by mass, more preferably, with respect to the total mass of the composition. It may be 0.1% by mass to 5% by mass.

(b) A fatty acid containing 18 or more carbon atoms may contain 30 or less carbon atoms.

(b) The fatty acid containing 18 or more carbon atoms can be selected from the group consisting of stearic acid, oleic acid, linoleic acid, arachidic acid, arachidonic acid, behenic acid, lignoceric acid, and nervonic acid.

The amount of (b) a fatty acid containing 18 or more carbon atoms in the composition according to the present invention is 10% by mass to 35% by mass, preferably 10% by mass to 30% by mass, based on the total mass of the composition. More preferably, it may be 10% by mass to 25% by mass.

The composition according to the invention may further contain (c) at least one oil.

The composition according to the present invention may further contain (d) water.

The composition according to the invention may further include (e) at least one surfactant.

The composition according to the invention may be for whitening a keratin substance, preferably skin.

The present invention is also a cosmetic, preferably whitening method for keratin substances, preferably skin.
It also relates to a method comprising the step of applying the composition according to the invention to a keratin substance.

Another aspect of the invention is (a) at least one formula (I).

(During the ceremony,
R1 is
a) Hydrogen atom and
b) Saturated linear C ₁ to C ₆ Refers to a group selected from alkyl groups.
R2 is
a) Hydrogen atom,
b) Saturated linear C ₁ to C ₁₀ alkyl groups,
c) Saturated branched C ₃ to C ₁₀ alkyl groups and
d) C ₁ to C ₆ phenylalkyl groups (referring to groups selected from, for example, benzyl),
(B) At least one fatty acid containing 18 or more carbon atoms in a composition comprising a compound of, or a salt thereof, a solvate thereof, an optical isomer thereof, or a racemate thereof, ( a) Use to stabilize the compound and reduce yellowing of the composition.
(B) The amount of the fatty acid containing 18 or more carbon atoms in the composition is 10% by mass or more, preferably 12% by mass or more, more preferably 14% by mass or more, based on the total mass of the composition. ,
It is used.

As a result of diligent studies, the present inventors have enhanced the stability of the thiopyridinone compound over time, especially when the composition is maintained at high temperatures for a relatively long period of time, immediately after the addition of the thiopyridinone compound to the composition. It has been discovered that it is possible to provide a composition comprising a thiopyridinone compound (s) that reduce yellowing.

Therefore, the composition according to the present invention is
(a) At least one equation (I)

(During the ceremony,
R1 is
a) Hydrogen atom and
b) Saturated linear C ₁ to C ₆ Refers to a group selected from alkyl groups.
R2 is
a) Hydrogen atom,
b) Saturated linear C ₁ to C ₁₀ alkyl groups,
c) Saturated branched C ₃ to C ₁₀ alkyl groups and
d) C ₁ to C ₆ phenylalkyl groups (referring to groups selected from, for example, benzyl),
Compounds, or salts thereof, solvates thereof, optical isomers thereof, or racemates thereof (hereinafter, may be referred to as "(a) thiopyridinone compound"),.
and
(b) Contains at least one fatty acid containing 18 or more carbon atoms,
(B) The amount of the fatty acid containing 18 or more carbon atoms in the composition is 10% by mass or more, preferably 12% by mass or more, more preferably 14% by mass or more, based on the total mass of the composition. ..

The composition according to the invention can exhibit enhanced stability of (a) thiopyridinone compound in the composition.

In other words, the composition according to the present invention can enhance the stability of the (a) thiopyridinone compound in the composition. The term "stability" of (a) thiopyridinone compound can be determined by the change in the amount of (a) thiopyridinone compound in the composition according to the invention over a particular period of time. Enhanced "stability" means that (a) changes over time in the amount of thiopyridinone compound are further limited.

The (a) thiopyridinone compound in the composition tends to decompose over time. Therefore, (a) the amount of the thiopyridinone compound tends to decrease with time. Accordingly, the enhanced stability of (a) the thiopyridinone compound means that the decrease in the amount of (a) the thiopyridinone compound in the composition over time is limited or less.

The composition according to the invention has enhanced stability of the (a) thiopyridinone compound in the composition even when the composition is maintained at a high temperature such as 45 ° C. for a relatively long time, for example 2 months. Can be shown.

The compositions according to the invention also provide enhanced stability of the (a) thiopyridinone compound in the composition when the composition is maintained at room temperature, such as 25 ° C., for a relatively long period of time, eg, 2 months. Can show sex.

Therefore, the compositions according to the invention can be stored for long periods of time in both ambient and high temperature conditions, especially under high temperature conditions.

In addition, the enhanced stability of (a) thiopyridinone compounds can result in improved or enhanced bioavailability of (a) thiopyridinone compounds which can function as depigmenting agents or whitening agents. Accordingly, the compositions according to the invention can provide an enhanced or improved depigmenting or whitening effect.

The composition according to the invention can also exhibit reduced yellowing immediately after the addition of the thiopyridinone compound to the composition.

Without being bound by theory, reduction of yellowing can conceal or hide the yellow color of the compositions according to the invention: (b) Formation of pearl luster or pearl structure with fatty acids containing 18 or more carbon atoms. At least can be caused by.

The use of (b) a fatty acid containing 18 or more carbon atoms in an amount of 10% by mass or more based on the total mass of the composition in the composition according to the present invention is at an acceptable level, (a) a thiopyridinone compound. Immediately after adding to the composition, it may be sufficient to mask or hide the yellowing of the composition.

Hereinafter, the composition, use and the like according to the present invention will be described in detail.

[Composition]
The composition according to the present invention
(a) At least one thiopyridinone compound, and
(b) Contains at least one fatty acid containing 18 or more carbon atoms,
The amount of (b) a fatty acid containing 18 or more carbon atoms in the composition is 10% by mass or more, preferably 12% by mass or more, and more preferably 14% by mass or more, based on the total mass of the composition. ..

Other features of (a) thiopyridinone compounds and (b) fatty acids containing 18 or more carbon atoms, as well as the compositions according to the invention, will be described below.

(Thiopyridinone compound)
The composition according to the invention comprises (a) at least one thiopyridinone compound. Two or more kinds of (a) thiopyridinone compounds may be used in combination. Thus, a single type of (a) thiopyridinone compound or a combination of different types of (a) thiopyridinone compounds can be used.

(a) The thiopyridinone compound may be an active ingredient or active compound in cosmetics or dermatological products. As used herein, the term "active" ingredient or compound means an ingredient or compound having active cosmetic or dermatological properties such as antioxidant, whitening, UV filtering and antibacterial effects. .. The (a) thiopyridinone compound used in the present invention can function as a depigmenting agent, a bleaching agent or a whitening agent, and therefore the composition according to the present invention can be used as a whitening product or for whitening a keratin substance. It can be used as a cosmetic composition.

(a) Thiopyridinone compounds are used to remove pigmentation or senescence spots and / or as a sunscreen, skin, body hair, eyebrows or hair, as well as lips and / or nails, preferably skin. Can be used as an agent for depigmenting, bleaching or whitening.

(a) The thiopyridinone compound has the following formula (I).

(During the ceremony,
R1 is
a) Hydrogen atom and
b) Saturated linear C ₁ to C ₆ Refers to a group selected from alkyl groups.
R2 is
a) Hydrogen atom,
b) Saturated linear C ₁ to C ₁₀ alkyl groups,
c) Saturated branched C ₃ to C ₁₀ alkyl groups and
d) C ₁ to C ₆ phenylalkyl groups, eg groups selected from benzyl)
Represented by
Or their salts, their solvates, their optical isomers, or their racemates.

Salts of the compound of formula (I) include conventional non-toxic salts of said compounds, such as those formed from acids or bases.

An example of a salt of a compound of formula (I) is
The compound of formula (I) (if it contains an acid group),
For inorganic bases such as sodium hydroxide, potassium hydroxide, calcium hydroxide, ammonium hydroxide, magnesium hydroxide, lithium hydroxide, and sodium carbonate, potassium or calcium or hydrogen carbonate, etc.
Or to organic bases such as primary, secondary or tertiary alkylamines such as triethylamine or butylamine.
The salt obtained by the addition can be mentioned. The primary, secondary, or tertiary alkylamine may contain one or more nitrogen and / or oxygen atoms, and thus may contain, for example, one or more alcohol functional groups, in particular, in particular. Examples include 2-amino-2-methylpropanol, ethanolamine, triethanolamine, 2-dimethylaminopropanol, 2-amino-2- (hydroxymethyl) -1,3-propanediol and 3- (dimethylamino) propylamine. be able to.

Amino acids such as salts of lysine, arginine, guanidine, glutamic acid and aspartic acid can also be mentioned. Advantageously, the salt of the compound of formula (I) (if it contains an acid group) is from an alkali metal salt or an alkaline earth metal salt, eg, a sodium salt, a potassium salt, a calcium salt or a magnesium salt, an ammonium salt. You can choose from.

Acceptable solvates of the compounds described in the present invention include conventional solvates, such as those formed during the preparation of said compounds as a result of the presence of the solvent. Examples include solvates due to the presence of water or the presence of linear or branched alcohols such as ethanol or isopropanol.

Optical isomers are, in particular, enantiomers and diastereoisomers.

Preferentially, the linear or branched group can be selected from methyl, ethyl, propyl, isopropyl, butyl, isobutyl and tert-butyl, pentyl, hexyl, heptyl, octyl, nonyl and decyl.

More preferably, the saturated linear or branched alkyl group may be selected from methyl, ethyl, propyl, isopropyl, butyl, isobutyl and tert-butyl, pentyl, hexyl, heptyl and octyl.

Compound a) is available in the PubCHEM database (No. 47329290).
It is disclosed at http://pubchem.ncbi.nlm.nih.gov/compound/47329290?from=summary#section=Top entry: 2010-11-26.

Compound b) CAS> 1240664-41-8, Publication:
Synthesis of N- (2-mercaptopyridyl-3-formyl)-N-alkyl glycine and the corresponding disulfides
Luo, YL; Yang, ZX; Peng, SX
Div. Med. Chem., China Pharm. Univ., Nanjing, 210009, Peop. Rep. China
It is described in Yaoxue Xuebao (1990), 25 (5), 374-8.

Preferably, the thiopyridinone compound of formula (a) (I) has the following meaning:
R1 is
a) Hydrogen atom and
b) Saturated linear C ₁ to C ₄ alkyl groups, preferably groups selected from methyl.
R2 is
a) Hydrogen atom,
b) Saturated linear C ₁ to C ₆ alkyl groups and
c) Saturated branched C ₃ to C ₆ Refers to a group selected from alkyl groups.

More preferably, the thiopyridinone compound of formula (a) (I) has the following meanings:
R1 is
a) Hydrogen atom and
b) Refers to a group selected from methyl groups
R2 is
a) Hydrogen atom,
b) Saturated linear C ₁ to C ₄ alkyl groups, preferably ethyl,
c) Saturated branched C ₃ to C ₄ alkyl groups, preferably groups selected from isopropyl and isobutyl.

(a) The thiopyridinone compound of the formula (I) is the following compound:

And their salts, their solvates, their optical isomers, and their racemates can be selected.

Preferably, the thiopyridinone compound of the formula (a) (I) is the following compound:

And their salts, their solvates, their optical isomers, and their racemates can be selected.

More preferably, (a) the thiopyridinone compound may be N-[(2-thioxo-1,2-dihydropyridine-3-yl) carbonyl] glycine.

(a) The thiopyridinone compound can be prepared, for example, according to the method described in WO 2017/102349, which is incorporated herein by reference.

The amount of the (a) thiopyridinone compound in the composition according to the present invention may be 0.01% by mass or more, preferably 0.05% by mass or more, more preferably 0.1% by mass or more, based on the total mass of the composition. It is even more preferable that the amount of the (a) thiopyridinone compound in the composition according to the present invention is 0.3% by mass or more with respect to the total mass of the composition.

On the other hand, the amount of the (a) thiopyridinone compound in the composition according to the present invention is 20% by mass or less, preferably 10% by mass or less, more preferably 5% by mass or less, based on the total mass of the composition. sell. It is even more preferable that the amount of the (a) thiopyridinone compound in the composition according to the present invention is 3% by mass or less with respect to the total mass of the composition.

The amount of (a) thiopyridinone compound in the composition according to the present invention is 0.01% by mass to 20% by mass, preferably 0.05% by mass to 10% by mass, and more preferably 0.1% by mass to 5 with respect to the total mass of the composition. It may be in the range of% by mass. It is even more preferable that the amount of the (a) thiopyridinone compound in the composition according to the present invention is 0.3% by mass to 3% by mass with respect to the total mass of the composition.

(fatty acid)
The composition according to the present invention contains (b) at least one fatty acid containing 18 or more carbon atoms (hereinafter, may be referred to as "(b) fatty acid"). Two or more (b) fatty acids, each containing 18 or more carbon atoms, may be used in combination. Therefore, a combination of a single type (b) a fatty acid containing 18 or more carbon atoms or a different type (b) a fatty acid each containing 18 or more carbon atoms may be used.

As used herein, the term "fatty acid" means a carboxylic acid having a long chain of aliphatic carbons. The fatty acid is preferably selected from saturated or unsaturated, linear or branched fatty acids. As the unsaturated linear or branched fatty acid, a monounsaturated linear or branched fatty acid or a polyunsaturated linear or branched fatty acid may be used. As the unsaturated portion of the unsaturated linear or branched fatty acid, a carbon-carbon double bond or a carbon-carbon triple bond can be mentioned.

(b) The fatty acid may contain up to 30 carbon atoms.

(b) The fatty acid is preferably selected from C ₁₈ to C ₃₀ fatty acid, more preferably C ₁₈ to C ₂₆ fatty acid, and even more preferably C ₁₈ to C ₂₄ fatty acid.

(b) As the fatty acid, for example, a linear or branched fatty acid saturated with C ₁₈ to C ₃₀ may be used. C ₁₈ -C ₃₀ saturated linear or branched fatty acids include stearic acid (C18), nonadecanic acid (C19), arachidonic acid (C20), behenic acid (C22), and lignoceric acid (C24). can.

On the other hand, as the (b) fatty acid, for example, C ₁₈ to C ₃₀ unsaturated linear or branched fatty acids may be used. Examples of C ₁₈ -C ₃₀ saturated linear or branched fatty acids include oleic acid (C18), linoleic acid (C18), linolenic acid (C18), arachidonic acid (C20), and nervonic acid (C24). can.

(b) The fatty acid can be selected from the group consisting of stearic acid, oleic acid, linoleic acid, arachidic acid, arachidonic acid, behenic acid, lignoceric acid, and nervonic acid.

(b) The fatty acid may be in the form of its free acid or its salt. As the salt of the fatty acid, an inorganic salt such as an alkali metal salt (sodium salt, potassium salt, etc.) and an alkaline earth metal salt (magnesium salt, calcium salt, etc.), and an organic salt, for example, an ammonium salt (quaternary ammonium salt, etc.) And amine salts (triethanolamine salt, triethylamine salt, etc.) can be mentioned. A single type of fatty acid salt or a combination of different types of fatty acid salts may be used. Further, a combination of one or more fatty acids in the form of free acid and one or more fatty acids in the form of salt can be used, and one or more types of salts can also be used. It is preferred that at least some (preferably at least 80%, more preferably 90%), in particular all fatty acids, are in the form of free acids.

The amount of (b) a fatty acid containing 18 or more carbon atoms in the composition according to the present invention is 10% by mass or more, preferably 12% by mass or more, more preferably 14% by mass, based on the total mass of the composition. That is all. It is even more preferable that the amount of (b) a fatty acid containing 18 or more carbon atoms in the composition according to the present invention is 16% by mass or more with respect to the total mass of the composition.

On the other hand, the amount of (b) a fatty acid containing 18 or more carbon atoms in the composition according to the present invention is 35% by mass or less, preferably 30% by mass or less, more preferably with respect to the total mass of the composition. Can be 25% by weight or less. It is even more preferable that the amount of (b) a fatty acid containing 18 or more carbon atoms in the composition according to the present invention is 20% by mass or less with respect to the total mass of the composition.

The amount of (b) fatty acid containing 18 or more carbon atoms in the composition according to the present invention is 10% by mass to 35% by mass, preferably 12% by mass to 30% by mass, based on the total mass of the composition. More preferably, it may be in the range of 14% by mass to 25% by mass. It is even more preferable that the amount of (b) a fatty acid containing 18 or more carbon atoms in the composition according to the present invention is 16% by mass to 20% by mass with respect to the total mass of the composition.

The mass ratio of (a) the amount of the thiopyridinone compound to the amount of (b) a fatty acid containing 18 or more carbon atoms in the composition according to the present invention is 10 or more, preferably 15 or more, more preferably 30 or more. It's okay.

(oil)
The composition according to the invention may (c) contain at least one oil. If more than one (c) oil is used, they may be the same or different.

As used herein, "oil" means a fatty compound or fatty substance in the form of a liquid or paste (non-solid) at room temperature (25 ° C) under atmospheric pressure (760 mmHg). Oils commonly used in cosmetics can be used alone or in combination thereof. These oils may be volatile or non-volatile.

(c) The oil may be a non-polar oil such as a hydrocarbon oil or a silicone oil, a polar oil such as a vegetable oil or an animal oil and an ester oil or an ether oil, or a mixture thereof.

(c) The oil may be selected from the group consisting of plant or animal origin oils, synthetic oils, silicone oils, hydrocarbon oils and fatty alcohols.

Examples of vegetable oils are, for example, flaxseed oil, camellia oil, macadamia nut oil, corn oil, mink oil, olive oil, avocado oil, southern ka oil, sunflower oil, benibana oil, jojoba oil, sunflower oil, almond oil, rapeseed oil, sesame oil, Soybean oil, peanut oil, and mixtures thereof can be mentioned.

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

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

Ester oils are preferably saturated or unsaturated linear or branched C ₁ to C ₂₆ aliphatic monoacids or polyacids and saturated or unsaturated linear or branched C ₁ to C ₂₆ . It is a liquid ester with an aliphatic monovalent alcohol or a polyhydric alcohol, and the total number of carbon atoms of these esters is 10 or more.

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

Among the monoesters of monoacids and monohydric alcohols, ethyl palmitate, ethylhexyl palmitate, isopropyl palmitate, dicaprylyl carbonate, alkyl myristate, such as isopropyl myristate or ethyl myristate, isosetyl stearate, 2-ethylhexyl isononanoate, Examples thereof include isononyl isononanoate, isodesyl neopentate and isostearyl neopentate.

C ₄ to C ₂₂ dicarboxylic acid or tricarboxylic acid and ester of 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 Esters with pentahydroxy alcohols can also be used.

Specific examples include: diethyl sevacinate, isopropyl lauroyl sarcosin isopropyl, diisopropyl sevacinate, bis sevacinate (2-ethylhexyl), diisopropyl adipate, di-n-propyl adipate, dioctyl adipate, bis adipate ( 2-Ethylhexyl), diisostearyl adipate, bis maleate (2-ethylhexyl), triisopropyl citrate, triisocetyl citrate, triisostearyl citrate, glyceryl trilactic acid, glyceryl trioctanoate, trioctyldodecyl citrate, citrate Trioleyl acid, neopentyl glycol diheptate, and diethylene glycol diisononanonate.

As the ester oil, sugar esters and diesters of C ₆ to C ₃₀ , preferably C ₁₂ to C ₂₂ fatty acids can be used. The term "sugar" may mean an oxygen-retaining hydrocarbon compound containing or without an aldehyde or ketone functional group and containing several alcohol functional groups containing at least 4 carbon atoms. Recall. These sugars can be monosaccharides, oligosaccharides, or polysaccharides.

Examples of suitable sugars that can be mentioned include sucrose (or saccharose), glucose, galactose, ribose, fucose, maltose, fructose, mannose, arabinose, xylose and lactose, and their derivatives, especially alkyl derivatives such as methyl derivatives. , An example is methyl glucose.

The sugar ester of the fatty acid is, in particular, a group containing an ester or a mixture of the above-mentioned sugar and a linear or branched saturated or unsaturated C ₆ to C ₃₀ , preferably C ₁₂ to C ₂₂ fatty acid. You can choose from. These compounds can have 1 to 3 conjugated or unconjugated carbon-carbon double bonds if unsaturated.

Esters in this modified form may also be selected from monoesters, diesters, triesters, tetraesters, and polyesters, as well as mixtures thereof.

These esters include, for example, oleic acid ester, lauric acid ester, palmitic acid ester, myristic acid ester, behenic acid ester, coconut fatty acid ester, stearic acid ester, linoleic acid ester, linolenic acid ester, capric acid ester, and arachidonic acid. It may be an ester, or a mixture thereof, for example, a mixed ester of oleopalmitic acid, oleostearic acid, and palmitostearic acid, and pentaerythrityl tetraethylhexanoate.

More specifically, monoesters and diesters, especially monooleic or dioleic acids of sucrose, glucose, or methylgluco, stearic acid esters, behenic acid esters, oleopalmitic acid esters, linoleic acid esters, linolenic acid esters, and Oreostearate ester is used.

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

Examples of preferred ester oils include, for example, diisopropyl adipate, dioctyl adipate, 2-ethylhexyl hexanoate, ethyl laurate, cetyl octanate, octyldodecyl octanate, isodecyl neopentate, myristyl propionate, 2-ethylhexanoic acid 2. -Ethylhexyl, 2-ethylhexyl octanoate, 2-ethylhexyl caprylic acid / caprylic acid, methyl palmitate, ethyl palmitate, isopropyl palmitate, dicaprilyl carbonate, lauroyl sarcosine isopropyl, isononyl isononanoate, ethylhexyl palmitate, isohexyl laurate, laurin Hexyl acid, isocetyl stearate, isopropyl isostearate, isopropyl myristate, isodecyl oleate, tri (2-ethylhexanoic acid) glyceryl, tetra (2-ethylhexanoic acid) pentaerythrityl, 2-ethylhexyl succinate, diethyl sebacate , And a mixture thereof.

Examples of artificial triglycerides include, for example, capryl caprylic acid glyceride, glyceryl trimyristate, glyceryl tripalmitate, glyceryl trilinolenate, glyceryl trilaurate, glyceryl tricaprate, glyceryl tricaprylate, tri (capric acid / caprylic acid) glyceryl, And tri (caprylic acid / caprylic acid / linolenic acid) glyceryl.

Examples of silicone oils include linear organopolysiloxanes such as dimethylpolysiloxane, methylphenylpolysiloxane, methylhydrogenpolysiloxane, etc., and cyclic organopolysiloxanes such as cyclohexasiloxane, octamethylcyclotetrasiloxane, decamethyl. Cyclopentasiloxane, dodecamethylcyclohexasiloxane and the like, and mixtures thereof can be mentioned.

Preferably, the silicone oil is selected from liquid polydialkylsiloxanes, in particular liquid polydimethylsiloxane (PDMS), and liquid polyorganosiloxanes containing at least one aryl group.

These silicone oils may also be organically modified. The organically modified silicones that can be used in accordance with the present invention are the silicone oils defined above and include, in their structure, one or more organic functional groups attached via hydrocarbon-based groups.

Organopolysiloxane is defined in detail in Walter Noll's "Chemistry and Technology of Silicones" (1968) Academic Press. The organopolysiloxane may be volatile or non-volatile.

If they are volatile, the silicones are more specifically selected from those having a boiling point between 60 ° C and 260 ° C, and even more specifically:
(i) Cyclic polydialkylsiloxane containing 3-7, preferably 4-5 silicon atoms. These are, for example, octamethylcyclotetrasiloxanes sold under the name Volatile Silicone® 7207 by Union Carbide or under the name Silbione® 70045 V2 by Rhodia, Union Carbide. Sold by Rhodia under the name Volatile Silicone® 7158, Decamethylcyclopentasiloxane sold by Rhodia under the name Silbione® 70045 V5, and Momentive Performance Materials under the name Silsoft 1217. Dodecamethylcyclopentasiloxane, as well as mixtures thereof. Cyclocopolymers of the type such as dimethylsiloxane / methylalkylsiloxane, eg, Silicone Volatile® FZ 3109, of the following formula, sold by Union Carbide, can also be mentioned.

Mixtures of cyclic polydialkylsiloxanes and organosilicon compounds, such as mixtures of octamethylcyclotetrasiloxane and tetratrimethylsilylpentaerythritol (50/50), and octamethylcyclotetrasiloxane and oxy-1,1'-bis (2). , 2,2', 2', 3,3'-hexatrimethylsilyloxy) A mixture with neopentane can also be mentioned.
(ii) A linear volatile polydialkylsiloxane containing 2-9 silicon atoms and having a viscosity of 5 × 10 ^-6 m ² / s or less at 25 ° C. An example is the decamethyltetrasiloxane sold under the name SH 200, especially by Toray Silicone. Silicones in this category are also described in the papers published in Cosmetics and Toiletries, Vol. 91, January 1976, pp. 27-32, Todd & Byers, Volatile Silicone Fluids for Cosmetics. Silicone viscosities are measured at 25 ° C. according to ASTM Standard 445 Annex C.

Non-volatile polydialkylsiloxane may be used. More specifically, these non-volatile silicones are selected from polydialkylsiloxanes, among which polydimethylsiloxanes having a predominantly trimethylsilyl terminal group can be mentioned.

Among these polydialkylsiloxanes, the following commercial products can be mentioned without limitation:
--Silbione® 47 and 70 047 series of Silbione® oils or Mirasil® oils sold by Rhodia, eg 70 047 V 500 000 oils;
--Mirasil® series oil sold by Rhodia;
--Dow Corning 200 series oils, such as DC200 with a viscosity of 60000 mm ² / s;
--General Electric's Viscasil® oil and General Electric's SF series specific oils (SF 96, SF 18).

Polydimethylsiloxane containing a dimethylsilanol end group, known by the name Dimethiconol (CTFA), such as Rhodia's 48 Series oils can also be mentioned.

Among the silicones containing an aryl group, polydiarylsiloxane, particularly polydiphenylsiloxane and polyalkylarylsiloxane, for example, phenylsilicone oil can be mentioned.

Phenylsilicone oil can be selected from phenylsilicone of the following formula:

(During the ceremony,
R ₁ to R ₁₀ are independent of each other, saturated or unsaturated, linear, cyclic or branched C ₁ to C ₃₀ hydrocarbon groups, preferably C ₁ to C ₁₂ hydrocarbon groups. More preferably, it is a C ₁ to C ₆ hydrocarbon group, particularly a methyl, ethyl, propyl, or butyl group.
m, n, p, and q are integers of 0 to 900 including both ends, preferably 0 to 500 including both ends, and more preferably 0 to 100 including both ends, independently of each other.
However, the sum of n + m + q is other than 0).

Examples that can be given are products sold under the following names:
--70 641 series of Silbione® oils from Rhodia,
--Rhodia Rhodorsil® 70 633 and 763 series oils,
--Dow Corning 556 Cosmetic Grade Fluid, an oil manufactured by Dow Corning
--Bayer PK series silicones, such as PK20 products,
--Specific oils in the SF series from General Electric, such as SF 1023, SF 1154, SF 1250, and SF 1265.

As the phenylsilicone oil, phenyltrimethicone (in the above formula, R ₁ to R ₁₀ are methyl, p, q, and n = 0, and m = 1) is preferable.

The organically modified liquid silicone may contain, among other things, polyethylene oxy and / or polypropylene oxy groups. Therefore, the silicone KF-6017 proposed by Shin-Etsu Chemical Co., Ltd. and the oils Silwet® L722 and L77 manufactured by Union Carbide can be mentioned.

Hydrocarbon oils can be selected from:
—— Linear or branched, optionally cyclic C ₆ to C ₁₆ lower alkanes (examples such as hexane, undecane, dodecane, tridecane, and isoparaffin, eg isohexadecane, isododecane and isodecane. There is), 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 are, for example, linear or branched hydrocarbons such as isohexadecane, isododecane, squalane, mineral oil (eg liquid paraffin), paraffin, petrolatum or petrolatum, naphthalene. Etc .; Hydrocarbonized polyisobutene, petrolatum and decene / butene copolymers; and mixtures thereof.

The term "fat" in fatty alcohols means to include a relatively large number of carbon atoms. Therefore, alcohols having 4 or more, preferably 6 or more, more preferably 12 or more carbon atoms are included in the range of fatty alcohols. Fatty alcohols may be saturated or unsaturated. The fatty alcohol may be linear or branched.

The fatty alcohol contains structural R-OH (in the formula, R is 4 to 40 carbon atoms, preferably 6 to 30 carbon atoms, more preferably 12 to 20 carbon atoms, saturated and unsaturated. (Selected from saturated, linear and branched groups). In at least one embodiment, R can be selected from C ₁₂ to C ₂₀ alkyl groups and C ₁₂ to C ₂₀ alkenyl groups. R may or may not be substituted with at least one hydroxyl group.

Examples of fatty alcohols include lauryl alcohol, cetyl alcohol, stearyl alcohol, isostearyl alcohol, behenyl alcohol, undecylenyl alcohol, myristyl alcohol, octyldodecanol, hexyldecanol, oleyl alcohol, linoleil alcohol, palmitrail alcohol, arachidnyl alcohol, Elsyl alcohols and mixtures thereof can be mentioned.

The fatty alcohol is preferably saturated fatty alcohol.

Thus, the fatty alcohols are linear or branched, saturated or unsaturated C ₆ to C ₃₀ alcohols, preferably linear or branched, saturated C ₆ to C ₃₀ alcohols, more preferably straight. You can choose from chained or branched, saturated C ₁₂ to C ₂₀ alcohols.

The term "saturated fatty alcohol" here means an alcohol having a long aliphatic saturated carbon chain. The saturated fatty alcohol is preferably selected from any of the linear or branched saturated C ₆ to C ₃₀ fatty alcohols. Among the linear or branched saturated C ₆ to C ₃₀ fatty alcohols, the linear or branched saturated C ₁₂ to C ₂₀ fatty alcohols may be preferably used. Any linear or branched saturated C ₁₆ -C ₂₀ fatty alcohol may be more preferably used. Branched C ₁₆ -C ₂₀ fatty alcohols may be used even more preferably.

Examples of saturated fatty alcohols include lauryl alcohol, cetyl alcohol, stearyl alcohol, isostearyl alcohol, behenyl alcohol, undecylenyl alcohol, myristyl alcohol, octyldodecanol, hexyldecanol, and mixtures thereof. In one embodiment, cetyl alcohol, stearyl alcohol, octyldodecanol, hexyldecanol, or mixtures thereof (eg, cetearyl alcohol), and behenyl alcohol can be used as saturated fatty alcohols.

According to at least one embodiment, the fatty alcohol used in the composition according to the invention is preferably selected from cetyl alcohol, octyldodecanol, hexyldecanol, and mixtures thereof.

(c) The oil is also preferably selected from oils having a molecular weight of less than 600 g / mol.

Preferably, the oil (c) has a low molecular weight, such as less than 600 g / mol, and an ester oil having a short hydrocarbon chain (C ₁ to C ₁₂ ) (eg, isopropyllauroyl sarcosinate, isopropyl myristate, palmitin). Isopropyl acid, isononyl isononanoate, and ethylhexyl palmitate), silicone oils (eg, volatile silicones such as cyclohexasiloxane), hydrocarbon oils (eg, isododecane, isohexadecane, and squalane), octyldodecanol and oleyl alcohols. Etc. Branched and / or unsaturated fatty alcohol (C ₁₂ to C ₃₀ ) type oils, and ether oils such as dicaprylyl ethers are selected.

(c) The oil can be selected from volatile oils, non-volatile oils, and mixtures thereof.

(c) The oil can be selected from polar oils and non-polar oils.

(c) The oil is preferably selected from ester oils and silicone oils.

(c) The oil is even more preferably selected from a non-volatile ester oil such as isopropyl myristate and a non-volatile silicone oil such as dimethicone.

The amount of (c) oil in the composition according to the present invention may be 0.1% by mass or more, preferably 0.5% by mass or more, more preferably 1% by mass or more, based on the total mass of the composition.

The amount of (c) oil in the composition according to the present invention may be 15% by mass or less, preferably 10% by mass or less, more preferably 5% by mass or less, based on the total mass of the composition.

The amount of (c) oil in the composition according to the present invention is 0.1% by mass to 15% by mass, preferably 0.5% by mass to 10% by mass, and more preferably 1% by mass to 5% by mass with respect to the total mass of the composition. It may be% by mass.

(water)
The composition according to the present invention may contain (d) water.

The amount of (d) water in the composition according to the present invention may be 50% by mass or more, preferably 60% by mass or more, and more preferably 70% by mass or more with respect to the total mass of the composition. It may be even more preferable that the amount of (d) water in the composition according to the present invention is 75% by mass or more with respect to the total mass of the composition.

On the other hand, the amount of (d) water in the composition according to the present invention is 95% by mass or less, preferably 90% by mass or less, more preferably 85% by mass or less, based on the total mass of the composition. May be good. It may be even more preferable that the amount of (d) water in the composition according to the present invention is 80% by mass or less with respect to the total mass of the composition.

The amount of (d) water in the composition according to the present invention is 50% by mass to 95% by mass, preferably 60% by mass to 90% by mass, and more preferably 70% by mass to 85% by mass with respect to the total mass of the composition. It can be% by mass. It may be even more preferable that the amount of (d) water in the composition according to the present invention is 75% by mass to 80% by mass with respect to the total mass of the composition.

(Surfactant)
The composition according to the invention may contain (e) at least one surfactant. If more than one surfactant is used, they may be the same or different.

Any surfactant can be used for the present invention. The (e) surfactant used in the present invention can be selected from the group consisting of anionic surfactants, amphoteric surfactants, cationic surfactants and nonionic surfactants. Two or more kinds of surfactants may be used in combination. Therefore, a single type of surfactant or a combination of different types of surfactant can be used.

(e) The surfactant can be preferably selected from the group consisting of nonionic surfactants.

(Anionic surfactant)
According to the present invention, the type of anionic surfactant is not limited. Anionic surfactants include (C ₆ to C ₃₀ ) alkyl sulphates, (C ₆ to C ₃₀ ) alkyl ether sulphates, (C ₆ to C ₃₀ ) alkyl amide ether sulphates, alkylaryl polyethers sulphates, And monoglyceride sulfate; (C ₆ to C ₃₀ ) alkyl sulfonate, (C ₆ to C ₃₀ ) alkyl amide sulfonate, (C ₆ to C ₃₀ ) alkyl aryl sulfonate, α-olefin sulfonate, And paraffin sulfonates; (C ₆ to C ₃₀ ) alkyl phosphates; (C ₆ to C ₃₀ ) alkyl sulfosuccinates, (C ₆ to C ₃₀ ) alkyl ether sulfosuccinates, and (C ₆ to C ₃₀ ). ) Alkylamide sulfosuccinate; (C ₆ to C ₃₀ ) Alkyl sulfoacetate; (C ₆ to C ₂₄ ) Acyl sarcosinate; (C ₆ to C ₂₄ ) Acyl glutamate; (C ₆ to C ₃₀ ) Alkyl polyglycoside Carboxyl ether; (C ₆ to C ₃₀ ) alkyl polyglycoside sulfosuccinates; (C ₆ to C ₃₀ ) alkyl sulfosuccinates; (C ₆ to C ₂₄ ) acyl isomerates; N- (C ₆ to C ₂₄ ) ) Acyl taurate; C ₆ to C ₃₀ fatty acid salt; coconut hydrochloride or hydride coconut hydrochloride; (C ₈ to C ₂₀ ) acyl lactylate; (C ₆ to C ₃₀ ) alkyl-D-galactosidouronic acid Salts; polyoxyalkyleneated (C ₆ to C ₃₀ ) alkyl ether sulfonates; polyoxyalkyleneated (C ₆ to C ₃₀ ) alkylaryl ether carboxylates; and polyoxyalkyleneated (C ₆ to C ₃₀ ) alkyl It is preferably selected from the group consisting of amide ether carboxylates.

The anionic surfactant is more preferably selected from salts of (C ₆ to C ₃₀ ) alkyl sulfates or polyoxyalkyleneized (C ₆ to C ₃₀ ) alkyl ether carboxylates.

In at least one embodiment, the anionic surfactant is in the form of a salt, eg, a salt of an alkali metal (eg, sodium); a salt of an alkaline earth metal (eg, magnesium); an ammonium salt; an amine salt; And amino alcohol salts and the like. Depending on the conditions, the anionic surfactant may be in the form of an acid.

(Amphoteric surfactant)
According to the present invention, the type of amphoteric surfactant is not limited. The amphoteric or biphasic surfactant may be, for example (non-limiting enumeration), amine derivatives such as aliphatic secondary or tertiary amines, and optionally quaternized amine derivatives. The aliphatic group is a linear or branched chain containing 8 to 22 carbon atoms and containing at least one water-solubilized anionic group (eg, carboxylate, sulfonate, sulfate, phosphate or phosphonate). ..

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

Betaine-type amphoteric surfactants include alkyl betaine, alkylamide alkyl betaine, sulfobetaine, phosphobetaine and alkylamide alkylsulfobetaine, specifically (C ₈ to C ₂₄ ) alkyl betaine, (C ₈ to C ₂₄ ) alkyl. It is preferably selected from the group consisting of amides (C ₁ to C ₈ ) alkyl betaines, sulfobetaines, and (C ₈ to C ₂₄ ) alkylamides (C ₁ to C ₈ ) alkyl sulfobetaines. In one embodiment, the betaine amphoteric surfactant is selected from (C ₈ to C ₂₄ ) alkyl betaine, (C ₈ to C ₂₄ ) alkyl amide (C ₁ to C ₈ ) alkyl sulfobetaine, sulfobetaine and phosphobetaine. Will be done.

Non-limiting examples that can be mentioned include, in the CTFA Dictionary, 9th Edition, 2002, alone or as a mixture, the names cocobetaine, lauryl betaine, cetyl betaine, coco / oleamide propyl betaine, cocamidopropyl betaine, Includes compounds classified as palmitamidpropyl betaine, stealamide propyl betaine, cocamidoethyl betaine, cocamidopropyl hydroxysultaine, oleamide propyl hydroxysultaine, coco hydroxysultaine, lauryl hydroxysultaine and cocos sultane. ..

The betaine-type amphoteric surfactant is preferably alkyl betaine and alkylamide alkyl betaine, in particular cocobetaine and cocamidopropyl betaine.

Among the amidoamine carboxylated derivatives, Miranol, described in US Pat. Nos. 2,528,378 and 2,781,354 and classified in the CTFA Dictionary, 3rd Edition, 1982, the disclosure of which is incorporated herein by reference. Products sold under the names, Amphocarboxyglucinates and Amphocarboxypropionates, each of which has the following structure can be listed:
R ₁ -CONHCH ₂ CH ₂ -N ⁺ (R ₂ ) (R ₃ ) (CH ₂ ^COO- )
(During the ceremony,
R ₁ represents the alkyl group, heptyl, nonyl or undecylic group of the acid R ₁ -COOH present in hydrolyzed coconut oil.
R ₂ indicates a β-hydroxyethyl group,
R ₃ indicates a carboxymethyl group)
and
R 1' _- CONHCH ₂ CH ₂ -N (B) (C)
(During the ceremony,
B stands for -CH ₂ CH ₂ OX',
C stands for-(CH ₂ ) _z -Y', z = 1 or 2,
X'indicates -CH ₂ CH ₂ -COOH group, -CH ₂ -COOZ', -CH ₂ CH ₂ -COOH, -CH ₂ CH ₂ -COOZ' or a hydrogen atom.
Y'indicates -COOH group, -COOZ' group, -CH ₂ -CHOH-SO ₃ Z'group or -CH ₂ -CHOH-SO ₃ H group,
Z'represents an ion generated from an alkali metal or alkaline earth metal, such as sodium ion, ammonium ion, or organic amine.
R _1'is an alkyl group of the acid R 1' _- COOH present in coconut oil or hydrolyzed flaxseed oil, an alkyl group such as C ₇ , C ₉ , C ₁₁ or C ₁₃ alkyl group, and a C ₁₇ alkyl group. And its isotype, or unsaturated C ₁₇ groups).

The amphoteric tensides are (C _{8 to C 24) alkyl homonoacetate, (C 8 to C 24) alkyl amphoniacetate, (C 8 to C 24 ) alkyl anhomonopropionic acid} and (C ₈ to C ₂₄ ) amphoteric acid. It is preferably selected from alkyl hodipropionates.

These compounds are referred to in the CTFA Dictionary, 5th Edition, 1993, under the names cocoamphodium disodium acetate, lauroanphodian acetate disodium, caprylamphodioacetate disodium, capriloanphodioacetate dissodium, cocoamphodipropionate disodium, lauroanphopropionic acid. It is classified into disodium, disodium caprylamphodipropionate, disodium caprilamphodipropionate, lauroamphodipropionic acid and cocoamphodipropionic acid.

An example is cocoamphodiacetate sold by Rhodia Chimie under the trade name Miranol® C2M Concentrate.

(Cationic surfactant)
According to the present invention, the type of cationic surfactant is not limited. The cationic surfactant is selected from the group consisting of a primary, secondary or tertiary fatty amine salt, a quaternary ammonium salt, and a mixture thereof, which are optionally polyoxyalkyleneed. Can be done.

Examples of quaternary ammonium salts that can be mentioned include, but are not limited to:
The following general formula (I):

(During the ceremony,
R ₁ , R ₂ , R ₃ and R ₄ may be the same or different and may optionally contain 1 to 30 carbon atoms and optionally heteroatoms such as oxygen, nitrogen, sulfur and halogens. , Linear and branched aliphatic groups. The aliphatic groups include, for example, alkyl, alkoxy, C ₂ to C ₆ polyoxyalkylene, alkyl amide, (C ₁₂ to C ₂₂ ) alkyl amide (C ₂ to C ₆ ) alkyl, (C ₁₂ to C ₂₂ ) alkyl acetate. And each group of hydroxyalkyl; as well as aromatic groups such as aryl ^and alkylaryl; X- can be a halide ion, a phosphate ion, an acetate ion, a lactate ion, (C ₂ to C ₆ ) alkyl. Sulfate ion and selected from alkyl sulfonate ion or alkylaryl sulfonate ion);
A quaternary ammonium salt of imidazoline, eg, of formula (II):

(During the ceremony,
R ₅ is selected from alkenyl and alkyl groups containing 8-30 carbon atoms, such as tallow or coconut fatty acid derivatives.
R ₆ is selected from hydrogen, C ₁ to C ₄ alkyl groups, and alkenyl and alkyl groups containing 8 to 30 carbon atoms.
R ₇ is selected from C ₁ to C ₄ alkyl groups
R ₈ is selected from hydrogen and C ₁ to C ₄ alkyl groups.
X ^- is selected from halide ion, phosphate ion, acetate ion, lactate ion, alkyl sulfate ion, alkyl sulfonic acid ion and alkyl aryl sulfonic acid ion).
In one embodiment, R ₅ and R ₆ are a mixture of groups selected from alkenyl and alkyl groups containing 12-21 carbon atoms, such as tallow fatty acid derivatives, where R ₇ is methyl. Yes, R ₈ is hydrogen. Examples of such products are, but are not limited to, Quotanium-27 (CTFA 1997) and Quotanium-83, sold by Witco under the names "Rewoquat®" W75, W90, W75PG and W75HPG. (CTFA 1997);
Diquaternary ammonium salt of formula (III):

(During the ceremony:
R ₉ is selected from aliphatic groups containing 16 to 30 carbon atoms.
R ₁₀ is selected from hydrogen, an alkyl group containing 1 to 4 carbon atoms, or (R _16a ) (R _17a ) (R _18a ) N ⁺ (CH ₂ ) ₃ groups.
R ₁₁ , R ₁₂ , R ₁₃ , R ₁₄ , R _16a , R _17a and R _18a can be the same or different and are selected from hydrogen and alkyl groups 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 such diquaternary ammonium salts are FINNETEX FINQUAT CT-P (Quaternium-89), or FINETEX FINQUAT CT (Quaternium-75); as well as a second containing at least one ester functional group. Quaternary ammonium salts, such as those of formula (IV):

(During the ceremony,
R ₂₂ is selected from C ₁ to C ₆ alkyl groups, as well as C ₁ to C ₆ hydroxyalkyl groups and dihydroxyalkyl groups.
R ₂₃ is
The following groups:

_{Selected from linear and branched, saturated and unsaturated C 1-22 hydrocarbon} groups R ₂₇ , as well as hydrogen.
R ₂₅ is
The following groups:

, Linear and branched, saturated and unsaturated C ₁ to C ₆ hydrocarbon groups R ₂₉ , as well as 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 -C ₂₁ hydrocarbon groups.
r, s and t may be the same or different and are selected from integers in the range 2-6.
Each of r1 and t1 may be the same or different, 0 or 1, r2 + r1 = 2r and t1 + 2t = 2t.
y is selected from integers in the range 1-10,
x and z may be the same or different and are selected from integers in the range 0-10.
X ^- is selected from simple and complex organic and inorganic anions, where the sum x + y + z ranges from 1 to 15 and if x is 0, then R ₂₃ is R ₂₇ . If z is 0, then R ₂₅ indicates R ₂₉ ). R ₂₂ can be selected from linear and branched alkyl groups. In one embodiment, R ₂₂ is selected from linear alkyl groups. In another embodiment, R ₂₂ is selected from a methyl group, an ethyl group, a hydroxyethyl group, and a dihydroxypropyl group, for example, from a methyl group and an ethyl group. In one embodiment, the sum x + y + z is in the range of 1-10. If R ₂₃ is a hydrocarbon-based group R ₂₇ , it may be long chain and contain 12 to 22 carbon atoms, or short chain and may contain 1 to 3 carbon atoms. good. If R ₂₅ is a hydrocarbon-based group R ₂₉ , it may contain, for example, 1 to 3 carbon atoms. As a non-limiting example, in one embodiment, R ₂₄ , R ₂₆ and R ₂₈ may be the same or different, linear and branched, saturated and unsaturated C _11- . It is selected from C ₂₁ hydrocarbon-based groups, eg, linear and branched, saturated and unsaturated C ₁₁ to C ₂₁ alkyl and alkenyl groups. In another embodiment, x and z may be the same or different, 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 C ₁ to C ₄ alkyl sulfate ions such as methyl sulfate ions. However, methanesulphonic acid anions, phosphate anions, nitrate anions, tosylate anions, anions derived from organic acids such as acetate and lactic acid anions, and any other anions compatible with ammonium containing ester functional groups , Other non-limiting examples of anions that can be used by the present invention. In one embodiment, the anion X ^- is selected from chloride and methylsulfate ions.

In another embodiment, equation (IV) (in equation,
R ₂₂ is selected from methyl and ethyl groups.
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 group, ethyl group, and C ₁₄ to C ₂₂ hydrocarbon group, as well as hydrogen.
R ₂₅ is
The following groups:

And hydrogen, selected from
R ₂₄ , R ₂₆ and R ₂₈ may be the same or different and may be selected from linear and branched, saturated and unsaturated C ₁₃ -C ₁₇ hydrocarbon-based groups, eg, Select from linear and branched, saturated and unsaturated C ₁₃ -C ₁₇ alkyl and alkenyl groups)
Ammonium salt can be used.

In one embodiment, the hydrocarbon group is linear.

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

These products are obtained, for example, by directly esterifying triethanolamine, triisopropanolamine, alkyldiethanolamine or alkyldiisopropanolamine, which are optionally oxyalkyleneed, to fatty acids or to mixtures of fatty acids of plant or animal origin. It can be obtained by esterifying or exchanging their methyl esters. After this esterification, an alkylating agent may be used to quaternize the alkylating agent with an alkyl halide such as methyl halide and ethyl halide; dialkyl sulfates such as dimethyl sulfate and diethyl sulfate; methane. Methyl sulfonate: selected from methyl para-toluenesulfonate; glycol chlorohydrin; and glycerol chlorohydrin.

Such compounds are, for example, 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 the compositions according to the invention include the ammonium salts containing at least one ester functional group described in US Pat. Nos. 4,874,554 and 4,137,180. Can be mentioned.

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

According to one embodiment, the cationic surfactants that can be used in the compositions of the invention are quaternary ammonium salts such as behenyltrimethylammonium chloride, cetyltrimethylammonium chloride, quaternium-83, quaternium-87, It is selected from quaternium-22, behenylamide propyl-2,3-dihydroxypropyldimethylammonium chloride, palmitylamide propyltrimethylammonium chloride, and stearamidpropyldimethylamine.

(Nonionic surfactant)
Nonionic surfactants are well-known compounds by themselves or by themselves (eg, "Handbook of Surfactants", MRPorter, Blackie & Son Publishing (Glasgow and London), 1991, pp. 116-178). See). Thus, the nonionic surfactant can be selected from, for example, esters of alcohols, α-diols, alkylphenols, and fatty acids, these compounds being ethoxylated, propoxylated or glycerolified, eg 8 It has at least one fatty chain containing up to 30 carbon atoms, the number of ethylene oxide or propylene oxide groups is in the range of 2 to 50, and the number of glycerol groups is in the range of 1 to 30. It is possible. Maltose derivatives can also be mentioned. Copolymers of ethylene oxide and / or propylene oxide; condensates of ethylene oxide and / or propylene oxide with fatty alcohols; polyethoxylated fatty amides containing, for example, 2-30 mol of ethylene oxide; eg, 1.5-5, eg, 1.5-4 glycerol. Polyglycerolated fatty amides containing groups; ethoxylated fatty acid esters of sorbitan containing 2-30 mol of ethylene oxide; ethoxylated fatty acids of plant origin; fatty acid esters of sucrose; fatty acid esters of polyethylene glycol; glycerol (C ₆ -C ₂₄ ) ) Polyethoxylated fatty acid monoesters or diesters of alkyl polyglycosides; N- (C ₆ to C ₂₄ ) alkyl glucamine derivatives; (C ₁₀ to C ₁₄ ) alkyl amine oxides or N- (C ₁₀ to C ₁₄ ) acyl amino Amine oxides such as propylmorpholine oxide; as well as mixtures thereof can also be mentioned in a non-limiting manner.

The nonionic surfactant can preferably be selected from monooxyalkyleneized, polyoxyalkyleneed, monoglycerolized, or polyglycerolized nonionic surfactants. More specifically, the oxyalkylene unit is oxyethylene, an oxypropylene unit, or a combination thereof, and is preferably an oxyethylene unit.

Examples of monooxyalkyleneated or polyoxyalkyleneed nonionic surfactants that can be mentioned include:
Monooxyalkylene or polyoxyalkyleneized (C ₈ to C ₂₄ ) alkylphenols,
Saturated or unsaturated, linear or branched, monooxyalkyleneated or polyoxyalkyleneed C ₈ to C ₃₀ alcohols,
Saturated or unsaturated, linear or branched, monooxyalkyleneated or polyoxyalkyleneed C ₈ to C ₃₀ amides,
Saturated or unsaturated, linear or branched C ₈ to C ₃₀ acids and esters of polyalkylene glycols,
Saturated or unsaturated, linear or branched C ₈ to C ₃₀ acids and sorbitol, monooxyalkylene or polyoxyalkyleneated esters,
Saturated or unsaturated, monooxyalkylene or polyoxyalkyleneized vegetable oils,
Condensations of ethylene oxide and / or propylene oxide, among others alone or as a mixture.

The surfactant preferably contains ethylene oxide and / or propylene oxide having a molar number between 1 and 100, most preferably between 2 and 50. Advantageously, the nonionic surfactant does not contain any oxypropylene units.

According to one of the embodiments of the present invention, the polyoxyalkyleneized nonionic surfactants are polyoxyethylenated fatty alcohol (polyethylene glycol ether of fatty alcohol) and polyoxyethylenated fatty ester (polyethylene glycol of fatty acid). Ester), and selected from a mixture of polyoxyethylene glycol fatty alcohol and polyoxyethylene glycol ester.

Examples of polyoxyethylenated fatty alcohols (or C ₈ to C ₃₀ alcohols) that can be mentioned include ethylene oxide adducts of lauryl alcohols, especially those containing 2 to 50 oxyethylene units, more specifically 2 to 20. Oxyethylene units (in CTFA name: Laures-2 to Laures-20), ethylene oxide adducts of behenyl alcohols, especially those containing 2-50 oxyethylene units, more specifically 2-20 oxyethylene units (CTFA name: Behenes-2 to Behenes-20), ethylene oxide adduct of cetearyl alcohol (mixture of cetyl alcohol and stearyl alcohol), especially those containing 2 to 30 oxyethylene units (CTFA name) Ceteares-2 to Ceteares-30), ethylene oxide adducts of cetyl alcohols, especially those containing 2 to 30 oxyethylene units (Ceteth-2 to Ceteth-30 in the CTFA name), ethylene oxide adducts of stearyl alcohols, in particular. Those containing 2 to 50 oxyethylene units, more specifically those containing 2 to 20 oxyethylene units (CTFA name: steares-2 to steares-20), ethylene oxide adducts of isostearyl alcohols, especially 2 to Includes those containing 50 oxyethylene units (isosteares-2 to isosteares-50 in the CTFA name) and mixtures thereof.

Examples of polyoxyethyleneylated fatty acid esters that can be mentioned include additions of ethylene oxide with esters of lauric acid, palmitic acid, stearic acid or behenic acid and mixtures thereof, in particular 9-100 oxyethylene units. For example, PEG-9 to PEG-50 laurate (CTFA name: PEG-9 laurate to PEG-50 laurate), PEG-9 to PEG-50 palmitate (CTFA name: PEG-9 palmitate to PEG-50 palmitate) , PEG-9 to PEG-50 steerate (CTFA name: PEG-9 steerate to PEG-50 steerate), PEG-9 to PEG-50 palmito steerate, PEG-9 to PEG-50 behenate (CTFA name) : PEG-9 behenate to PEG-50 behenate), polyethylene glycol 100EO monostearate (CTFA name: PEG-100 steerate), and mixtures thereof.

According to a preferred embodiment of the invention, the composition according to the invention comprises at least one polyoxyethylenated fatty alcohol.

According to a more preferred embodiment, the composition according to the invention comprises at least one fatty alcohol containing 2-9 ethylene oxide units and at least one fatty alcohol containing 10-30 ethylene oxide units. do.

Monoglycerolized or polyglycerolized As an example of a nonionic surfactant, monoglycerolized or polyglycerolized C ₈ to C ₄₀ alcohols are preferably used.

In particular, monoglycerolized or polyglycerolized C ₈ to C ₄₀ alcohols correspond to the following equation:
RO- [CH ₂ -CH (CH ₂ OH) -O] _m -H or RO- [CH (CH ₂ OH) -CH ₂ O] _m -H
(In the formula, R represents a linear or branched C ₈ to C ₄₀ , preferably C ₈ to C ₃₀ alkyl or alkenyl group, and m is in the range of 1 to 30, preferably 1.5 to 10. Represents the number of).

Examples of suitable compounds in relation to the present invention are lauryl alcohol containing 4 mol of glycerol (INCI name: polyglyceryl-4 lauryl ether), lauryl alcohol containing 1.5 mol of glycerol, and 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, Oleyl alcohol containing 6 mol of glycerol and octadecanol containing 6 mol of glycerol can be mentioned.

Alcohols may represent a mixture of alcohols, just as the value of m represents a statistic, even if multiple polyglycerolated fatty alcohols coexist in the form of a mixture in commercial products. It means good.

Among monoglycerolized or polyglycerolized alcohols, use C ₈ / C ₁₀ alcohols containing 1 mol of glycerol, C ₁₀ / C ₁₂ alcohols containing 1 mol of glycerol and C ₁₂ alcohols containing 1.5 mol of glycerol. It is preferable to do so.

Monoglycerolized or polyglycerolized C ₈ to C ₄₀ fatty esters can correspond to the following equations:
R'O-[CH ₂ -CH (CH ₂ OR'')-O] _m -R'', or R'O- [CH (CH ₂ OR''')-CH ₂ O] _m -R''
(In the formula, each of R', R'' and R''' is independently a hydrogen atom, or a linear or branched C ₈ to C ₄₀ , preferably C ₈ to C ₃₀ alkyl-CO. -Or represents an alkenyl-CO- group, provided that at least one of R', R'' and R'''is not a hydrogen atom and m is in the range 1-30, preferably 1.5-10. Represents a number).

Preferably, the nonionic surfactant can be a nonionic surfactant having an HLB of 8-18. HLB is the ratio between the hydrophilic and lipophilic moieties in the molecule. The term HLB is well known to those of skill in the art and is described in "The HLB system. A time-saving guide to emulsifier selection" (published by ICI Americas Inc., 1984).

The amount of (e) the surfactant in the composition according to the present invention may be 0.1% by mass or more, preferably 0.5% by mass or more, more preferably 1% by mass or more, based on the total mass of the composition.

The amount of (e) the surfactant in the composition according to the present invention may be 10% by mass or less, preferably 5% by mass or less, and more preferably 3% by mass or less, based on the total mass of the composition.

The amount of (e) the surfactant in the composition according to the present invention is 0.1% by mass to 10% by mass, preferably 0.5% by mass to 5% by mass, and more preferably 1% by mass with respect to the total mass of the composition. It may be up to 3% by mass.

(Other optional additives)
The compositions according to the invention also include, for example, anionic, cationic, amphoteric or nonionic polymers, solvents, thickeners, dispersants, antioxidants, film-forming agents, preservatives, fragrances, neutralizers, etc. Usually used in the field of cosmetics, selected from pH regulators, preservatives, UV shields, cosmetic activators other than ingredient (a), such as vitamins, moisturizers, emollients, or collagen protectants, and mixtures thereof. Any other optional additive may also be included.

It is common practice for those skilled in the art to adjust the properties and amounts of the above optional additives that may be present in the composition according to the invention so that the desired cosmetic properties are not affected by the additive.

Solvents can include organic solvents that are acceptable for one or several cosmetics, such as alcohols, especially monohydric alcohols such as ethyl alcohol, isopropyl alcohol, benzyl alcohol and phenylethyl alcohol; diols such as diols. Ethylene glycol, propylene glycol, and butylene glycol; other polyols such as glycerol, sugars and sugar alcohols; and ethers such as ethylene glycol monomethyl, monoethyl and monobutyl ether, propylene glycol monomethyl, monoethyl and monobutyl ether, and butylene glycol monomethyl, monoethyl. And monobutyl ether.

The organic solvent can be present at a concentration of 0.01% by mass to 30% by mass, preferably 0.1% by mass to 20% by mass, and more preferably 1% by mass to 15% by mass, based on the total mass of the composition.

As the pH adjuster, at least one acidifying agent and / or at least one basicizing agent (alkaline agent) can be used.

The acidifying agent can be, for example, a mineral or organic acid, such as hydrochloric acid, phosphoric acid, carboxylic acid, such as tartrate, citric acid and lactic acid, or sulfonic acid.

The basicizing agent or alkaline agent is, for example, any inorganic or organic basic agent commonly used in cosmetics, such as ammonia; alkanolamines such as mono-, di-, and tri-ethanolamine, isopropanolamine. Metal hydroxides such as alkali metal hydroxides (eg sodium hydroxide and potassium hydroxide); ureas, guanidines, and derivatives thereof; and diamines such as those described in the structure below:

(During the ceremony,
R represents an alkylene such as propylene substituted with a hydroxyl group or a C ₁ to C ₄ alkyl group optionally, and R ₁ , R ₂ , R ₃ and R ₄ independently represent a hydrogen atom and an alkyl group. , Or a C ₁ to C ₄ hydroxyalkyl group, which can be exemplified by 1,3-propanediamine and its derivatives). Alkali metal hydroxides such as sodium hydroxide or potassium hydroxide may be preferred.

The acidifying agent and / or at least one basicizing agent is present in an amount in the range of less than 5% by mass, preferably 3% by mass or less, and more preferably 1% by mass or less, based on the total mass of the composition. You may.

[Preparation]
The composition according to the present invention can be prepared by mixing the above-mentioned essential components and optional components by a conventional method.

For example, the composition according to the present invention is
In the composition
(a) At least one thiopyridinone compound, and
(b) A step of mixing at least one fatty acid containing 18 or more carbon atoms.
(B) The amount of the fatty acid containing 18 or more carbon atoms in the composition is 10% by mass or more, preferably 12% by mass or more, more preferably 14% by mass or more, based on the total mass of the composition. ,
It can be prepared by a method including a step.

It is possible to further mix any of the optional components.

The mixing can be carried out at room temperature (for example, 20 to 25 ° C., preferably 25 ° C.), preferably at a temperature of 30 ° C. or higher, preferably 40 ° C. or higher, more preferably 50 ° C. or higher, or any other temperature. It is preferable to further mix with any of the above-mentioned optional components such as a pH adjuster.

The form of the composition according to the present invention is not particularly limited, and may take various forms such as W / O emulsion, O / W emulsion, gel, and solution. The composition according to the invention is preferably in the form of an emulsion, preferably an O / W emulsion, more preferably an O / W gel emulsion.

[Cosmetology method]
The composition according to the invention can be used as a cosmetic or dermatological composition, preferably a cosmetic composition, more preferably a cosmetic composition for a keratin substance. Examples of the keratin substance include skin, scalp, hair, mucous membranes such as lips, and nails.

The composition according to the invention can be used as a depigmenting, bleaching or whitening product for keratinous substances such as skin. In particular, the composition according to the present invention can be used as a whitening product.

The compositions according to the invention may preferably be intended for application to keratinous substances such as skin, scalp and / or lips, preferably skin.

Therefore, the compositions according to the invention can be used in cosmetic methods for keratin substances, preferably skin. In one embodiment, the invention relates to a cosmetic method, preferably a whitening method, for a keratin substance, preferably skin, comprising the step of applying the composition according to the invention to the keratin substance.

The compositions according to the invention can be used as topical cosmetic compositions in the form of lotions, emulsions, creams, gels, pastes, serums, foams or sprays.

[use]
The present invention also has (a) at least one formula (I).

(During the ceremony,
R1 is
a) Hydrogen atom and
b) Saturated linear C ₁ to C ₆ Refers to a group selected from alkyl groups.
R2 is
a) Hydrogen atom,
b) Saturated linear C ₁ to C ₁₀ alkyl groups,
c) Saturated branched C ₃ to C ₁₀ alkyl groups and
d) C ₁ to C ₆ phenylalkyl groups, eg groups selected from benzyl)
(B) At least one fatty acid containing 18 or more carbon atoms in a composition comprising a compound of, or a salt thereof, a solvate thereof, an optical isomer thereof, or a racemate thereof, ( a) Use to stabilize the compound and reduce yellowing of the composition.
(B) The amount of the fatty acid containing 18 or more carbon atoms in the composition is 10% by mass or more, preferably 12% by mass or more, more preferably 14% by mass or more, based on the total mass of the composition. ,
Also related to use.

The term "stabilize" has the same meaning as enhancing stability.

The use according to the invention can enhance the stability of (a) a thiopyridinone compound in a composition comprising it.

Therefore, the use according to the invention can allow (a) a composition comprising a thiopyridinone compound to be stored for extended periods of time in both ambient and high temperature conditions, especially under high temperature conditions.

The use according to the invention can also reduce (a) yellowing of the composition containing the thiopyridinone compound immediately after the addition of the thiopyridinone compound to the composition.

Therefore, the use according to the present invention can enhance the appearance quality of (a) a composition containing a thiopyridinone compound.

In other words, the use according to the invention can make it possible to (a) maintain the appearance of a composition comprising a thiopyridinone compound in both ambient and high temperature conditions, especially under high temperature conditions, for extended periods of time. Further, the use according to the present invention can make it possible to reduce or control the yellowing of the composition immediately after (a) the addition of the thiopyridinone compound to the composition.

The above description of (a) thiopyridinone compounds and (b) fatty acids for the compositions according to the invention may also apply to those used in use according to the invention.

The composition used for use according to the invention can include any of the optional ingredients described above with respect to the composition according to the invention.

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

(Examples 1 to 3 and Comparative Examples 1 to 4)
[Preparation]
Each of the compositions according to Examples 1 to 3 and Comparative Examples 1 to 4 was prepared by mixing the components shown in Table 1 according to the following steps 1 to 8.

1. The components of Phase A were mixed and heated to 80 ° C +/- 5 ° C to obtain a mixture of Phase A.
2. The components of Phase B were mixed and heated to 80 ° C +/- 5 ° C to obtain a mixture of Phase B.
3. The mixture of Phase B is added to the mixture of Phase A and the resulting mixture is homogenized at 8,000 rpm at 80 ° C +/- 5 ° C for 10 minutes using a homogenizer (TK robomix, PRIMIX). did.
4. The component of Phase C was further added to the above mixture obtained in Step 3, and then homogenized using a homogenizer at 8,000 rpm for 10 minutes.
5. The mixture obtained in step 4 was cooled to 60 ° C +/- 5 ° C with gentle stirring.
6. The components of Phase D were mixed to obtain a mixture of Phase D.
7. The mixture of Phase D was added to the mixture obtained in Step 5 and mixed well with gentle stirring.
8. The mixture obtained in step 7 was cooled to room temperature with slow stirring.

All numerical values for the amount of ingredients are based on the "mass%" of the active ingredient.

[evaluation]
(Quantification of thiopyridinone)
The amount of thiopyridinone in each composition according to Examples 1 to 3 and Comparative Examples 1 to 4 was determined by the HPLC-UV assay at the following timings.

(1) Immediately after preparing the composition (T0)
(2) Two months after preparation, the composition is maintained at room temperature.
(3) Two months after preparation, the composition is maintained at 45 ° C.

The details of the HPLC-UV assay are as follows.

Equipment / Reagent

HPLC conditions

The results are shown in Table 2.

(Color evaluation)
(1) Evaluation by Instrument 10 g of each composition according to Examples 1 to 3 and Comparative Examples 1 to 4 was filled in a transparent 20 ml glass bottle immediately after preparation. The b * value of the composition based on CIE1976 was measured via a bottle with a spectrocolorimeter CM-700d (manufactured by Konica Minolta).

The results are shown in the row "b * T0" in Table 2.

(2) Visual evaluation 10 g of each composition according to Examples 1 to 3 and Comparative Examples 1 to 4 was filled in a transparent 20 ml glass bottle immediately after preparation. The color of the composition was visually evaluated by 5 panelists according to the following scoring criteria and the scores were averaged.

0: white
1: Very slight yellow
2: Slightly yellow
3: If anything yellow
4: Yellow
5: Strong yellow

The results are shown in the "Appearance" row in Table 2.

Thiopyridinone (%) T0: Immediately after preparation of the composition Thiopyridinone (%) RT, 2M: 2 months after preparation, the composition maintained at room temperature Thiopyridinone (%) 45 ° C, 2M: 2 months after preparation And the composition was maintained at 45 ° C.

(result)
The compositions according to Examples 1 to 3, each containing a thiopyridinone compound and stearic acid (C18) in an amount of 10% by mass or more based on the total mass of the composition, were stable.

Specifically, the thiopyridinone compounds in the compositions according to Examples 1 to 3 were more stable over time at both room temperature and high temperature than those in the compositions according to Comparative Examples 1 to 4.

Also, the color of the compositions according to Examples 1 to 3 was only slightly yellow.

In Comparative Example 1, the amount of stearic acid (7% by weight) was insufficient to stabilize the thiopyridinone compound over time at high temperatures and reduce yellowing to the levels shown in Examples 1-3. Is shown.

Comparative Example 2 also shows that the amount of stearic acid (4% by weight) was insufficient to stabilize the thiopyridinone compound over time at high temperatures. In addition, the composition according to Comparative Example 2 showed strong yellowing.

Comparative Example 3 shows that the use of myristic acid (C14) instead of stearic acid did not affect the stabilization of the thiopyridinone compound. Specifically, the thiopyridinone compound in the composition according to Comparative Example 3 was unstable over time at both room temperature and high temperature as compared with that in the composition according to Examples 1 to 3. In addition, the composition according to Comparative Example 3 showed strong yellowing.

Comparative Example 4 shows that the use of palmitic acid (C16) instead of stearic acid did not affect the stabilization of the thiopyridinone compound. Specifically, the thiopyridinone compound in the composition according to Comparative Example 4 was unstable over time under high temperature as compared with the compound in the compositions according to Examples 1 to 3. In addition, the composition according to Comparative Example 4 showed strong yellowing.

Claims (15)

(a) At least one equation (I)

(During the ceremony,
R1 is
a) Hydrogen atom and
b) Saturated linear C ₁ to C ₆ Refers to a group selected from alkyl groups.
R2 is
a) Hydrogen atom,
b) Saturated linear C ₁ to C ₁₀ alkyl groups,
c) Saturated branched C ₃ to C ₁₀ alkyl groups and
d) C ₁ to C ₆ phenylalkyl groups, eg groups selected from benzyl)
Compounds, or salts thereof, solvates thereof, optical isomers thereof, or racemates thereof, and
(b) A composition containing at least one fatty acid containing 18 or more carbon atoms.
(B) The amount of the fatty acid containing 18 or more carbon atoms in the composition is 10% by mass or more, preferably 12% by mass or more, more preferably 14% by mass or more, based on the total mass of the composition. ,
Composition. R1
a) Hydrogen atom and
b) Saturated linear C ₁ to C ₄ alkyl groups, preferably groups selected from methyl.
R2,
a) Hydrogen atom,
b) Saturated linear C ₁ to C ₆ alkyl groups and
c) Refers to a group selected from saturated branched C ₃ to C ₆ alkyl groups,
The composition according to claim 1. R1
a) Hydrogen atom and
b) Refers to a group selected from methyl groups
R2,
a) Hydrogen atom,
b) Saturated linear C ₁ to C ₄ alkyl groups, preferably ethyl,
c) Saturated branched C ₃ to C ₄ alkyl groups, preferably groups selected from isopropyl and isobutyl.
The composition according to claim 1 or 2. (a) The compound of formula (I) is the following compound:

The composition according to any one of claims 1 to 3, which is selected from salts thereof, solvates thereof, optical isomers thereof, and racemates thereof. (a) The compound of formula (I) is the following compound:

The composition according to any one of claims 1 to 4, which is selected from salts thereof, solvates thereof, optical isomers thereof, and racemates thereof. The amount of the compound of formula (a) (I) in the composition is 0.01% by mass to 20% by mass, preferably 0.05% by mass to 10% by mass, and more preferably 0.1% by mass with respect to the total mass of the composition. The composition according to any one of claims 1 to 5, which is from 5% by mass. (b) The composition according to any one of claims 1 to 6, wherein the fatty acid containing 18 or more carbon atoms contains 30 or less carbon atoms. (b) From claim 1, wherein the fatty acid containing 18 or more carbon atoms is selected from the group consisting of stearic acid, oleic acid, linoleic acid, arachidic acid, arachidic acid, bechenic acid, lignoceric acid, and nervonic acid. The composition according to any one of 7. (B) The amount of the fatty acid containing 18 or more carbon atoms in the composition is 10% by mass to 35% by mass, preferably 10% by mass to 30% by mass, more preferably to the total mass of the composition. The composition according to any one of claims 1 to 8, which is 10% by mass to 25% by mass. (c) The composition according to any one of claims 1 to 9, further comprising at least one oil. (d) The composition according to any one of claims 1 to 10, further comprising water. (e) The composition according to any one of claims 1 to 11, further comprising at least one surfactant. The composition according to any one of claims 1 to 12, which is a keratin substance, preferably for whitening the skin. A keratin substance, preferably a cosmetological method for the skin, preferably a whitening method,
A method comprising the step of applying the composition according to any one of claims 1 to 13 to a keratin substance. (a) At least one equation (I)

(During the ceremony,
R1
a) Hydrogen atom and
b) Saturated linear C ₁ to C ₆ Refers to a group selected from alkyl groups.
R2,
a) Hydrogen atom,
b) Saturated linear C ₁ to C ₁₀ alkyl groups,
c) Saturated branched C ₃ to C ₁₀ alkyl groups and
d) C ₁ to C ₆ phenylalkyl groups (referring to groups selected from, for example, benzyl),
(B) At least one fatty acid containing 18 or more carbon atoms in a composition comprising a compound of, or a salt thereof, a solvate thereof, an optical isomer thereof, or a racemate thereof, ( a) Use to stabilize the compound and reduce yellowing of the composition.
(B) The amount of the fatty acid containing 18 or more carbon atoms in the composition is 10% by mass or more, preferably 12% by mass or more, more preferably 14% by mass or more, based on the total mass of the composition. ,use.