Quaternary ammonium salt composition

Abstract

To provide a novel quaternary ammonium salt composition that enhances color tone stability at high temperatures and flaking suitability in order to address the problems in which traditional quaternary ammonium salt compositions deteriorate in their color tone at high temperatures and the traditional technology could not achieve satisfactory flaking suitability.SOLUTION: A quaternary ammonium salt composition contains component (A): a specific quaternary ammonium salt, component (B): a polyhydric alcohol, and component (C): water, where the content of component (A) is 50 mass% or more, the content of component (C) is 1-10 mass%, and the acid value is 1.0 mgKOH / g or less.SELECTED DRAWING: None

Description

[Technical field]

[0001] The present invention relates to a quaternary ammonium salt composition. [Background technology]

[0002] Cosmetic compositions such as hair conditioners, hair creams, and hand creams contain quaternary ammonium salts. The quaternary ammonium salts are supplied as quaternary ammonium salt compositions containing quaternary ammonium salts, and are incorporated into the cosmetic compositions as quaternary ammonium salt compositions. In general, the quaternary ammonium salt composition contains amine salts and the like generated during the production process.

[0003] The production process of a cosmetic composition includes a step of emulsifying the composition at high temperatures (e.g., 80° C. or higher) (emulsification step), and therefore, cosmetic compositions containing a quaternary ammonium salt are required to have color stability at high temperatures. As a method for stabilizing the color tone of a cosmetic composition, there is a method in which amine salts are distilled off from a quaternary ammonium salt composition.

[0004] In industry, a quaternary ammonium salt composition is required to contain a quaternary ammonium salt at a high concentration. A quaternary ammonium salt composition having an increased concentration of a quaternary ammonium salt is a flake-shaped composition. The flake-shaped composition has an increased concentration of a quaternary ammonium salt and is easy to handle during the production of a cosmetic composition.

[0005] However, when the concentration of the quaternary ammonium salt is increased, the melting point becomes higher, making it difficult to form the quaternary ammonium salt composition into flakes (poor flake-forming suitability). A technique is known for increasing the concentration of the quaternary ammonium salt by using a short-chain alcohol such as isopropyl alcohol as a solvent. However, short-chain alcohol is easily volatilized in the working environment, and there is concern that it may irritate the skin, etc. In response to these problems, Patent Document 1 proposes a composition that contains a solvent containing specific amounts of at least one fatty alcohol (so-called higher alcohol) having a chain length of 12 to 24 carbon atoms and at least one glycol, contains 35% or more of a specific quaternary ammonium salt, and can be formed into flakes. According to the invention described in Patent Document 1, the composition contains a high concentration of quaternary ammonium salt and has improved suitability for forming into flakes. [Prior art documents] [Patent documents]

[0006] [Patent Document 1] Special Publication No. 2002-529487 Summary of the Invention [Problem to be solved by the invention]

[0007] However, in order to distill off the amine salts from the quaternary ammonium salt composition, a new step must be added, making the production process complicated. In the production of a quaternary ammonium salt composition, an alkali metal compound is added to stabilize the color tone of the quaternary ammonium salt composition, but even when the obtained quaternary ammonium salt composition is used, the color tone stability in a cosmetic composition cannot be satisfied. In addition, the invention of Patent Document 1 still does not satisfy the flake-forming suitability. Therefore, an object of the present invention is to provide a quaternary ammonium salt composition that has excellent color stability at high temperatures and is also excellent in suitability for forming into flakes. [Means for solving the problem]

[0008] The present invention has the following aspects. <1> Component (A): a quaternary ammonium salt represented by the following formula (a1), (B) component: polyhydric alcohol, (C) component: water, Including, The content of the component (A) is 50% by mass or more, The content of the component (C) is 1 to 10 mass %, A quaternary ammonium salt composition having an acid value of 1.0 mgKOH / g or less. [ka] (In formula (a1), R 1 is a linear or branched alkyl group having 12 to 36 carbon atoms or a linear or branched alkenyl group having 12 to 36 carbon atoms, R 2 , R 3 and R 4 are each independently an alkyl group having 1 to 3 carbon atoms or a hydroxyalkyl group having 1 to 3 carbon atoms, and X - is an anion.) <2> For use in cosmetic compositions, <1> 2. The quaternary ammonium salt composition according to claim 1 . <3> The component (A) is - is an alkyl sulfate ion having an alkyl group having 1 to 5 carbon atoms, <1> or <2> 2. The quaternary ammonium salt composition according to claim 1 . <4> The component (A) is R 1 is an alkyl group having 16 to 22 carbon atoms, and R 2 , R 3 and R 4 is a methyl group, and X - is the methyl sulfate anion, <1> ~ <3> 1. The quaternary ammonium salt composition according to any one of claims 1 to 9. <5> It is flaky, <1> ~ <4> 1. The quaternary ammonium salt composition according to any one of claims 1 to 9.

[0009] <6> <1> ~ <5> A method for producing the quaternary ammonium salt composition according to any one of the above, A method for producing a quaternary ammonium salt composition, comprising a quaternization step of adding a quaternizing agent to a tertiary amine. <7> In the quaternization step, 95 to 100 moles of the quaternization agent are added relative to 100 moles of the tertiary amine. <6> A method for producing the quaternary ammonium salt composition according to claim 1.

[0010] <8> <6> or <7> obtaining the quaternary ammonium salt composition by the method for producing the quaternary ammonium salt composition according to the above; an emulsification step of mixing the obtained oil phase containing the quaternary ammonium salt composition with an aqueous phase; A method for producing a cosmetic composition comprising the steps of: <9> The emulsification step comprises mixing the oil phase and the aqueous phase while heating them to 60 to 90°C. <8> A method for producing the cosmetic composition according to claim 1.

[0011] <10> In the production of a cosmetic composition, <1> ~ <5> Use of the quaternary ammonium salt composition according to any one of claims 1 to 4. <11> The production method of the cosmetic composition includes an emulsification step of mixing an oil phase containing the quaternary ammonium salt composition and an aqueous phase while heating them to 60 to 90°C. <10> Use of the quaternary ammonium salt composition according to claim 1. Effect of the Invention

[0012] The quaternary ammonium salt composition of the present invention has excellent color stability at high temperatures and is also excellent in suitability for forming into flakes. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0013] (Quaternary ammonium salt composition) The quaternary ammonium salt composition of the present invention contains components (A) to (C). Examples of the dosage form of the quaternary ammonium salt composition include flakes, blocks, pellets, and slurry. Among these, from the viewpoint of easier handling, the dosage form of the quaternary ammonium salt composition is preferably flakes or pellets, and more preferably flakes. The flake-like form refers to a form in which a plurality of flakes exist independently. Each flake has a thickness of, for example, 0.1 to 2 mm and a length of, for example, 0.3 to 3 cm in plan view. The flake-like quaternary ammonium salt composition can be crushed or cut with a small force.

[0014] The acid value of the quaternary ammonium salt composition is preferably 1.0 mgKOH / g or less, more preferably 0.5 mgKOH / g or less, and even more preferably 0.2 mgKOH / g or less. When the acid value is equal to or less than the upper limit, the color stability can be improved. The lower limit of the acid value is not particularly limited. The acid value of the quaternary ammonium salt composition is adjusted, if necessary, by changing the type and amount of alkali metal compound (component (F) described below).

[0015] The method for measuring the acid value will be described. A sample (quaternary ammonium salt composition) is precisely weighed and dissolved in a mixed solution of isopropyl alcohol and purified water (volume ratio 50:50) to obtain a measurement sample. Using an automatic titration device, neutralization titration is performed on the measurement sample with a 0.1 mol / L potassium hydroxide solution. The acid value is calculated according to the following formula (s1).

[0016] Acid value={(pq)×F×56.11} / S ···(s1) p: Amount (mL) of 0.1 mol / L potassium hydroxide solution required to titrate the sample solution. q: Amount (mL) of 0.1 mol / L potassium hydroxide solution required for the blank test. F: Potency of 0.1 mol / L potassium hydroxide solution. S: Sample amount (g).

[0017] The melting point of the quaternary ammonium salt composition is, for example, preferably from 60 to 100°C, more preferably from 70 to 90°C, and even more preferably from 75 to 85°C.

[0018] <Component (A)> The component (A) is a cationic surfactant represented by the following formula (a1):

[0019] [ka]

[0020] (a1) where R 1 represents a linear or branched alkyl group having 12 to 36 carbon atoms or a linear or branched alkenyl group having 12 to 36 carbon atoms. R 1 R is an alkyl group or an alkenyl group, and preferably an alkyl group. 1 When the alkyl group is an alkyl group, the performance of the cosmetic composition produced can be further improved. R 1 The alkyl group may be either a straight chain or a branched chain, and is preferably a straight chain. When the alkyl group is a straight chain, the performance of the cosmetic composition to be produced can be further improved. R 1 The number of carbon atoms is 12 to 36, preferably 14 to 30, and more preferably 16 to 22. When the number of carbon atoms is within the above range, the performance of the produced cosmetic composition can be further improved.

[0021] R 2 , R 3 and R 4 are each independently an alkyl group having 1 to 3 carbon atoms or a hydroxyalkyl group having 1 to 3 carbon atoms, and X - is an anion.

[0022] R 2 , R 3 and R 4 are each independently an alkyl group or a hydroxyl group, preferably an alkyl group, and more preferably a methyl group. 2 , R 3 and R 4 In this case, the performance of the produced cosmetic composition can be further improved.

[0023] X - is the counter ion, an anion. - Examples of the anion include a chloride anion, an iodide anion, a bromide anion, an alkyl sulfate anion having 1 to 5 carbon atoms (e.g., a methyl sulfate anion, an ethyl sulfate anion, etc.), a hydrogen sulfate anion, a lactate anion, and a citrate anion.- As X, chloride anion, methyl sulfate anion, and ethyl sulfate anion are preferable, and methyl sulfate anion is more preferable. - In this case, the performance of the produced cosmetic composition can be further improved.

[0024] The (A) component is R 1 is preferably an alkyltrimethylammonium compound in which R is an alkyl group having 12 to 36 carbon atoms; 1 More preferred are alkyltrimethylammonium compounds in which R is an alkyl group having 14 to 30 carbon atoms. 1 More preferred is an alkyltrimethylammonium compound in which R is an alkyl group having 16 to 22 carbon atoms. 1 Particularly preferred are alkyltrimethylammonium compounds in which the alkyl group is any one of an alkyl group having 22 carbon atoms (behenyl group), a stearyl group (having 18 carbon atoms) and a cetyl group (having 16 carbon atoms), or mixtures thereof. That is, as component (A), behentrimonium methosulfate, steartrimonium methosulfate, cetrimonium methosulfate, and alkyltrimethylammonium compounds which are mixtures of these are preferred.

[0025] The content of the (A) component is preferably 50% by mass or more, more preferably 50 to 80% by mass, and even more preferably 60 to 80% by mass, based on the total mass of the quaternary ammonium salt composition. When the content is equal to or more than the lower limit, the concentration of the quaternary ammonium salt is increased, making the composition easier to handle. When the content is equal to or less than the upper limit, the composition is more suitable for flaking.

[0026] <(B) component> Component (B) is a polyhydric alcohol. By including component (B), the melting point of the quaternary ammonium salt composition can be adjusted. Therefore, the melting point of the quaternary ammonium salt composition can be adjusted to a value suitable for producing a cosmetic composition.

[0027] Examples of component (B) include butylene glycol, propylene glycol, pentanediol, hexanediol, hexylene glycol, trimethylpentanediol, heptanediol, octanediol, nonanediol, decanediol, undecanediol, dodecanediol, diglycerol, glycerin, triglycerol, dipropylene glycol, tripropylene glycol, sorbitol, xylitol, and mannitol. Among these, the following are preferred examples of component (B): 1,3-butylene glycol, 1,2-propylene glycol, 1,5-pentanediol, 1,2-pentanediol, 1,6-hexanediol, 1,2-hexanediol, 1,7-heptanediol, 1,2-heptanediol, 1,8-octanediol, 1,2-octanediol, 1,9-nonanediol, 1,2-nonanediol, 1,10-decanediol, 1,2-decanediol, 1,11-undecanediol, 1,2-undecanediol, 1,12-dodecanediol, 1,2-dodecanediol, 2-methyl-2,4-pentanediol, 2,2,4-trimethyl-1,3-pentanediol, diglycerol, triglycerol, dipropylene glycol, tripropylene glycol, sorbitol, xylitol, and mannitol. That is, the component (B) may be a polyhydric alcohol having 2 to 16 carbon atoms, of which polyhydric alcohols having 2 to 6 carbon atoms are preferred, dihydric alcohols having 2 to 6 carbon atoms are more preferred, and 1,3-butylene glycol and 1,2-propylene glycol are even more preferred.

[0028] The content of the (B) component is preferably 10 to 49.9% by mass based on the total mass of the quaternary ammonium salt composition. The lower limit of the (B) component content is more preferably 15% by mass or more, and even more preferably 20% by mass or more. The upper limit of the (B) component content is more preferably 35% by mass or less, and even more preferably 30% by mass or less. When the (B) component content is within the above range, the flaking suitability can be further improved.

[0029] The mass ratio (B / A ratio) of the (B) component to the (A) component is not particularly limited, but is preferably 0.15 to 1.0, more preferably 0.2 to 0.9. When the B / A ratio is equal to or greater than the lower limit, the flaking suitability can be improved. When the B / A ratio is equal to or less than the upper limit, the dispersion in the aqueous medium can be improved.

[0030] <(C) component> Component (C) is water. Examples of component (C) include pure water, ion-exchanged water, distilled water, tap water, and well water. The content of the (C) component is 1.0 to 10% by mass based on the total mass of the quaternary ammonium salt composition. The lower limit of the (C) component content is preferably 2.0% by mass or more, and more preferably 3.0% by mass or more. The upper limit of the (C) component content is preferably 10% by mass or less, and more preferably 8.0% by mass or less. When the (C) component content is equal to or more than the lower limit, the color stability can be improved, the flaking suitability can be improved, and the dispersibility in an aqueous medium can be improved. When the (C) component content is equal to or less than the upper limit, the flaking suitability can be improved.

[0031] The mass ratio of the (B) component to the total of the (B) component and the (C) component (B / (B+C) ratio) is preferably 0.5 to 0.99. The lower limit of the (B / (B+C) ratio is more preferably 0.6 or more, and even more preferably 0.7 or more. The upper limit of the (B / (B+C) ratio is more preferably 0.98 or less, and even more preferably 0.97 or less. When the (B / (B+C) ratio is equal to or more than the lower limit, the flaking suitability can be further improved. When the (B / (B+C) ratio is equal to or less than the upper limit, the color stability can be further improved.

[0032] The mass ratio of the total of the (B) and (C) components to the total of the (A) and (B) and (C) components ((B+C) / (A+B+C) ratio) is preferably 0.5 or less. The lower limit of the (B+C) / (A+B+C) ratio is preferably 0.1 or more, more preferably 0.2 or more. The upper limit of the (B+C) / (A+B+C) ratio is more preferably 0.4 or less, even more preferably 0.3 or less. When the (B+C) / (A+B+C) ratio is equal to or greater than the lower limit, the melting point becomes more preferable, and the flaking suitability can be further improved. When the (B+C) / (A+B+C) ratio is equal to or less than the upper limit, the melting point becomes more preferable, and the flaking suitability can be further improved.

[0033] (optional ingredient) The quaternary ammonium salt composition may contain optional components other than the components (A) to (C), such as an aliphatic alcohol having 10 to 36 carbon atoms (component (D)), a monoalcohol having 1 to 6 carbon atoms (component (E)), and an alkali metal compound (component (F)). The total amount of components (A) to (C) and any optional components is 100 mass %.

[0034] The component (D) is a so-called higher alcohol. Examples of the component (D) include lauryl alcohol, myristyl alcohol, cetyl alcohol, stearyl alcohol, eicosanyl alcohol, behenyl alcohol, undecanol, tridecanol, pentadecanol, etc. These components (D) may be used alone or in combination of two or more. The content of the (D) component is preferably 40% by mass or less, more preferably 20% by mass or less, and even more preferably substantially free, based on the total mass of the quaternary ammonium salt composition. "Substantially free" refers to an amount that does not affect the effect of the composition when it is blended. "Substantially free" of the (D) component means 5% by mass or less, based on the total mass of the quaternary ammonium salt composition.

[0035] The component (E) is a so-called short-chain monoalcohol. Examples of the component (E) include ethanol, propanol, isopropanol, butanol, isobutanol, tert-butanol, heptanol, etc. These components (E) may be used alone or in combination of two or more. The content of component (E) is preferably 40% by mass or less, more preferably 20% by mass or less, and even more preferably substantially free, based on the total mass of the quaternary ammonium salt composition. With respect to component (E), "substantially free" means 5% by mass or less, based on the total mass of the quaternary ammonium salt composition.

[0036] Examples of the (F) component include hydroxides, carbonates, and hydrogen carbonates of alkali metals. Examples of the hydroxides include sodium hydroxide and potassium hydroxide. Examples of the carbonates include sodium carbonate and potassium carbonate. Examples of the hydrogen carbonates include sodium hydrogen carbonate and potassium hydrogen carbonate. These (F) components may be used alone or in combination of two or more. The content of the component (F) is preferably from 0.05 to 0.5 mass %, and more preferably from 0.1 to 0.4 mass %, based on the total mass of the quaternary ammonium salt composition.

[0037] (Manufacturing method) The method for producing the quaternary ammonium salt composition of the present invention is a conventionally known method, which includes a step of quaternizing a tertiary amine (quaternization step). An example of a method for producing the quaternary ammonium salt composition of the present invention is shown below.

[0038] The method for producing the quaternary ammonium salt composition of the present embodiment includes a quaternization step, an adjustment step, and a solidification step.

[0039] The quaternization step is a step of quaternizing a tertiary amine to obtain a reaction product containing a quaternary amine. In the quaternization step, for example, a quaternizing agent is added to the tertiary amine in a solvent.

[0040] The tertiary amine may, for example, be a tertiary amine represented by the following formula (a11):

[0041] R 1 -N(R 2 )(R 3 ) (a11)

[0042] R in Eq. (a11) 1 , R 2 , R 3 are R in Eq. (a1), respectively. 1 , R 2 , R 3 It is.

[0043] As the quaternizing agent, a compound in which a tertiary amine is converted into a quaternary ammonium salt structure is appropriately selected. Examples of the quaternizing agent include methyl chloride, methyl bromide, methyl iodide, dimethyl sulfate, and diethyl sulfate.

[0044] The solvent may be an organic solvent, water, or a mixture thereof. The organic solvent may be, for example, the above-mentioned components (B), (D), and (E).

[0045] In the quaternization step, the amount of the tertiary amine to be added is preferably, for example, 70 to 300 parts by mass with respect to 100 parts by mass of the solvent.

[0046] In the quaternization step, the amount of the quaternizing agent is, for example, preferably 95 to 100 mol, more preferably 97 to 100 mol, and even more preferably 99 to 100 mol, relative to 100 mol of the tertiary amine.

[0047] In the quaternization step, an alkali metal compound may be added. When an alkali metal compound is added in the quaternization step, the amount of the compound added is preferably, for example, 1.0 to 3.0 mol per 100 mol of the tertiary amine.

[0048] The rate of addition of the quaternizing agent relative to the tertiary amine is, for example, 0.3 to 0.6 moles per minute relative to the tertiary amine.

[0049] The reaction temperature in the quaternization step is, for example, 80 to 100°C.

[0050] In the quaternization step, it is preferable to carry out an aging operation after adding a predetermined amount of a quaternizing agent to the tertiary amine. In the aging operation, the reaction product is aged while being stirred at 80 to 100°C for 30 to 120 minutes, for example.

[0051] The adjustment step is a step of adjusting the content of polyhydric alcohol (i.e., component (B)) and water (i.e., component (C)) in the reaction product obtained in the quaternization step. In the adjustment step, components (B) and (C) are newly added, taking into consideration the amounts of components (B) and (C) added in the quaternization step, so as to obtain the composition of the quaternary ammonium salt composition of the present invention. Thus, in the preparation step, a quaternary ammonium salt composition in a slurry form is obtained.

[0052] After either the quaternization step or the adjustment step, a step of distilling off amine salts (amine removal step) may be provided. The amine removal step may, for example, be a method of distilling off low boiling point components while maintaining a temperature of 50 to 100° C. and a degree of vacuum of 1 to 100 kPa. However, since the quaternary ammonium salt composition of the present invention has excellent color stability at high temperatures, it is preferable not to provide an amine removal step, which can further increase productivity.

[0053] The solidification step is a step of converting the slurry-like quaternary ammonium salt composition into a solid of the desired form. The solidification step may be, for example, a method in which the slurry-like quaternary ammonium salt composition is poured into a container and cooled to form a block-like quaternary ammonium salt composition, which may then be pulverized into flakes. Alternatively, in the solidification step, the slurry-like quaternary ammonium salt composition may be brought into contact with a cooling plate to form a thin film, which is then scraped off to form a flake-like quaternary ammonium salt composition. An example of an apparatus used in such a production method is a drum flaker. In the drum flaker, the slurry-like quaternary ammonium salt composition is poured onto the surface of a rotating drum, cooled, and solidified into a thin film. The thin film-like quaternary ammonium salt composition is then scraped off with a scraper to obtain a flake-like quaternary ammonium salt composition. Alternatively, the slurry-like quaternary ammonium salt composition may be cut while being extruded through a die, or the slurry-like quaternary ammonium salt composition may be dropped into a cooling medium to form the quaternary ammonium salt composition in the form of pellets.

[0054] (How to use) The quaternary ammonium salt composition of the present invention is used, for example, as a raw material for cosmetic compositions. Examples of the cosmetic composition include personal care products such as hair conditioners, hair treatments, hair creams, and hand creams.

[0055] The content of the quaternary ammonium salt composition in the cosmetic composition is appropriately determined taking into consideration the blending amount of the component (A) in the cosmetic composition. The content of the quaternary ammonium salt composition is, for example, 1 to 50% by mass relative to the total mass of the cosmetic composition.

[0056] Other components contained in the cosmetic composition include oil phase materials such as higher alcohols, hydrocarbons, and higher fatty acids, water phase materials such as water-soluble cellulose, water-soluble organic solvents, and water. The content of the oil phase raw material relative to the total mass of the cosmetic composition is, for example, 10 to 90 mass %.

[0057] <Method for producing cosmetic composition> As a method for producing the cosmetic composition, a conventionally known production method can be adopted, except that the quaternary ammonium salt composition of the present invention is used. A method for producing a cosmetic composition includes, for example, a step of mixing oil phase ingredients to form an oil phase (oil phase preparation step), a step of mixing aqueous phase ingredients to form an aqueous phase (aqueous phase preparation step), and a step of mixing the oil phase and aqueous phase and emulsifying them (emulsification step).

[0058] The oil phase preparation step is a step of mixing the oil phase raw materials. In the oil phase preparation step, it is preferable to mix the oil phase raw materials while heating them. The temperature in the oil phase step is, for example, 60 to 90°C. In this case, since the quaternary ammonium salt composition of the present invention has excellent flaking suitability, it can be easily mixed with other oil phase raw materials and is easily compatible with them.

[0059] The aqueous phase preparation step is a step of mixing the aqueous phase raw materials. In the aqueous phase preparation step, it is preferable to mix the aqueous phase raw materials while heating them. The temperature in the aqueous phase step is, for example, 60 to 90°C.

[0060] The emulsification step is a step of mixing an oil phase and an aqueous phase to obtain an emulsion of a cosmetic composition. The order of addition in the emulsification step is determined taking into consideration the desired emulsified state of the cosmetic composition, etc. In the emulsification step, for example, the oil phase may be added to the aqueous phase while the aqueous phase is heated and stirred at a predetermined temperature, or the aqueous phase may be added to the oil phase while the oil phase is heated and stirred at a predetermined temperature. Alternatively, the oil phase and the aqueous phase may be charged in advance in a stirrer, and the oil phase and the aqueous phase may be mixed and emulsified while being heated. The heating temperature in the emulsification step is, for example, 60 to 90°C.

[0061] As described above, the quaternary ammonium salt composition of the present invention has excellent color stability at high temperatures, and therefore, in cosmetic compositions and the like, deterioration of color can be suppressed even when heated in the emulsification process. In addition, the quaternary ammonium salt composition of the present invention has excellent suitability for forming into flakes, and therefore the quaternary ammonium salt composition of the present invention is easy to handle in the production of cosmetic compositions and the like. The quaternary ammonium salt composition of the present invention is suitable as a raw material for cosmetic compositions, since it has excellent color stability and excellent flaking suitability, and is particularly suitable as a raw material for cosmetic compositions that include a step of heating at high temperatures (80° C. or higher) (e.g., an emulsification step). EXAMPLES

[0062] The present invention will be described in detail below with reference to examples, but the present invention is not limited to the following description.

[0063] (Raw materials used) <Component (A)> A-1: Behentrimonium methosulfate (R in formula (a1) 1 is a linear alkyl group having 22 carbon atoms, R 2 ~R 4 is a methyl group, X - is the methyl sulfate anion). A-2: steartrimonium methosulfate (R in formula (a1) 1 is a linear alkyl group having 18 carbon atoms, R 2 ~R 4 is a methyl group, X - is the methyl sulfate anion). A-3: Cetrimonium methosulfate (R in formula (a1) 1 is a linear alkyl group having 16 carbon atoms, R 2 ~R 4 is a methyl group, X - is the methyl sulfate anion). <(B) component> B-1: 1,3-butylene glycol. B-2: 1,2-propylene glycol. <(C) component> C-1: Ion-exchanged water. <(F) Component> F-1: Sodium bicarbonate.

[0064] (Evaluation method) <Color tone measurement method> A sample (quaternary ammonium salt composition) is precisely weighed and adjusted to a concentration of 50% by mass with a mixed solution of isopropyl alcohol and purified water (volume ratio 50:50). The sample is dissolved by heating at 50 to 60°C and used as a measurement sample. Measurement is performed using an automatic color difference meter to calculate the color tone (APHA).

[0065] <Color stability> The color tone (APHA) of each quaternary ammonium salt composition was measured immediately after production (color tone α). After storing each quaternary ammonium salt composition at 95°C for 48 hours, the color tone (APHA) was measured (color tone β). ΔAPHA was calculated from the following formula (s2) and evaluated according to the following evaluation criteria. ΔA PHA = β - α (s2)

[0066] Evaluation Criteria ◎: ΔAPHA is 20 or less. ○: ΔAPHA is greater than 20 and less than 50. △: ΔAPHA is greater than 50 and less than 70. ×: ΔAPHA >70.

[0067] <Flake forming suitability> The quaternary ammonium salt composition of each example was heated to 100° C. to give it fluidity. This was poured onto an inclined (5°) plate (SUS304) so ​​as to form a thin film (0.1 to 0.5 mm), and after cooling to room temperature, the state of the thin film was observed and evaluated according to the following evaluation criteria.

[0068] Evaluation Criteria ⊚: The flakes form quickly, and the hardness and film shape are suitable for the flakes. 〇: It takes some time, but the coating becomes homogeneous and flake-shaped, and reaches the appropriate hardness. △: The coating is close to a flake shape, but is soft and uneven, or the coating is of a suitable hardness but not a uniform coating. ×: No flake shape was formed.

[0069] <Overall rating> A comprehensive evaluation was performed according to the following evaluation criteria.

[0070] Evaluation Criteria ◯: The color stability and flaking suitability were both evaluated as “◯” or “◎”. Δ: There was no "x" in the evaluations of color stability and flaking suitability, and there was a "Δ" in the evaluations of either color stability or flaking suitability. ×: Either the evaluation of color stability or flaking suitability is "×".

[0071] Example 1 In a 1000mL four-neck flask equipped with a stirrer, a thermometer, and a nitrogen inlet tube, 354.88g (0.992 mol) of N,N-dimethyldocosylamine, 150.4g of 1,3-butylene glycol, and 1.42g of sodium hydrogen carbonate were charged and heated to 95°C. 124.7g (0.988 mol) of dimethyl sulfate was added dropwise over 4 hours, and then the mixture was aged at the same temperature for 30 minutes. After the reaction was completed, the acid value was measured and found to be 0.39mgKOH / g (quaternization step). 0.37g of sodium hydrogen carbonate, 33.1g of water, and 20.5g of 1,3-butylene glycol, which are equimolar amounts to this acid value, were added, and the mixture was stirred for 30 minutes to obtain a slurry-like quaternary ammonium salt composition (preparation step). The slurry-like quaternary ammonium salt composition was then poured into a mold, and the thin film of the quaternary ammonium salt composition was scraped off to obtain a flake-like sample (solidification step). The composition of the obtained sample was 70% by mass of behentrimonium methosulfate, 25% by mass of 1,3-butylene glycol, and 5% by mass of water, with an acid value of 0.1 mgKOH / g and a color tone (APHA) of 20.

[0072] Example 2 A quaternary ammonium salt composition was obtained in the same manner as in Example 1, except that the amounts of water and 1,3-butylene glycol added in the preparation step were changed. The obtained quaternary ammonium salt composition had an acid value of 0.1 mgKOH / g and a color tone (APHA) of 17.

[0073] Example 3 Except for changing the amounts of water and 1,3-butylene glycol added in the preparation step, a quaternary ammonium salt composition was obtained in the same manner as in Example 1. The obtained quaternary ammonium salt composition had an acid value of 0.1 mgKOH / g and a color tone (APHA) of 22.

[0074] Example 4 Except for changing the amounts of water and 1,3-butylene glycol added in the preparation step, a quaternary ammonium salt composition was obtained in the same manner as in Example 1. The obtained quaternary ammonium salt composition had an acid value of 0.1 mgKOH / g and a color tone (APHA) of 20.

[0075] Example 5 Except for changing the amounts of water and 1,3-butylene glycol added in the preparation step, a quaternary ammonium salt composition was obtained in the same manner as in Example 1. The obtained quaternary ammonium salt composition had an acid value of 0.1 mgKOH / g and a color tone (APHA) of 22.

[0076] Example 6 A quaternary ammonium salt composition was obtained in the same manner as in Example 2, except that the amounts of water and 1,3-butylene glycol added in the preparation step were changed, and the amount of sodium hydrogen carbonate in the preparation step was changed to 0.06 g. The obtained quaternary ammonium salt composition had an acid value of 0.3 mgKOH / g and a color tone (APHA) of 18.

[0077] Example 7 A quaternary ammonium salt composition was obtained in the same manner as in Example 3, except that the amount of sodium hydrogen carbonate in the quaternization step was changed to 1.07 g and the amount of sodium hydrogen carbonate in the adjustment step was changed to 0.33 g. The obtained quaternary ammonium salt composition had an acid value of 0.5 mgKOH / g and a color tone (APHA) of 20.

[0078] Example 8 A quaternary ammonium salt composition was obtained in the same manner as in Example 3, except that the amount of sodium hydrogen carbonate in the quaternization step was changed to 0 g and the amount of sodium hydrogen carbonate in the adjustment step was changed to 1.26 g. The obtained quaternary ammonium salt composition had an acid value of 1.0 mgKOH / g and a color tone (APHA) of 16.

[0079] Example 9 A quaternary ammonium salt composition was obtained in the same manner as in Example 5, except that the amount of sodium hydrogen carbonate in the quaternization step was changed to 0 g and the amount of sodium hydrogen carbonate in the adjustment step was changed to 1.26 g. The obtained quaternary ammonium salt composition had an acid value of 1.0 mgKOH / g and a color tone (APHA) of 21.

[0080] Example 10 A quaternary ammonium salt composition was obtained in the same manner as in Example 1, except that N,N-dimethyldocosylamine in the quaternization step was changed to N,N-dimethylstearylamine and the amount of dimethyl sulfate added was changed to 147.4 g. The acid value of the obtained quaternary ammonium salt composition was 0.3 mgKOH / g and the color tone (APHA) was 17.

[0081] Example 11 A quaternary ammonium salt composition was obtained in the same manner as in Example 1, except that in the quaternization step, N,N-dimethyldocosylamine was changed to N,N-dimethylhexadecylamine, the amount of dimethyl sulfate dropped was 161.3 g, the amount of sodium hydrogen carbonate added was 0.12 g, and the amount of water added in the adjustment step was changed. The resulting quaternary ammonium salt composition had an acid value of 0.2 mgKOH / g and a color tone (APHA) of 22.

[0082] Example 12 A quaternary ammonium salt composition was obtained in the same manner as in Example 1, except that 1,3-butylene glycol was replaced with 1,2-propylene glycol in the quaternary formation step. The obtained quaternary ammonium salt composition had an acid value of 0.1 mgKOH / g and a color tone (APHA) of 21.

[0083] Comparative Example 1 Except for changing the amounts of water and 1,3-butylene glycol added in the preparation step, a quaternary ammonium salt composition was obtained in the same manner as in Example 1. The obtained quaternary ammonium salt composition had an acid value of 0.1 mgKOH / g and a color tone (APHA) of 20.

[0084] Comparative Example 2 Except for changing the amounts of water and 1,3-butylene glycol added in the preparation step, a quaternary ammonium salt composition was obtained in the same manner as in Example 1. The obtained quaternary ammonium salt composition had an acid value of 0.1 mgKOH / g and a color tone (APHA) of 19.

[0085] Comparative Example 3 Except for changing the amount of sodium hydrogen carbonate in the quaternization step to 0 g, the amount of sodium hydrogen carbonate in the adjustment step to 1.26 g, and the amounts of water and 1,3-butylene glycol added, the same preparation as in Example 1 was performed. The acid value was 1.0 mgKOH / g, and the color tone (APHA) was 16.

[0086] Comparative Example 4 A quaternary ammonium salt composition was obtained in the same manner as in Comparative Example 3, except that the amount of sodium hydrogen carbonate in the quaternization step was changed to 0 g and the amount of sodium hydrogen carbonate in the adjustment step was changed to 0.95 g. The obtained quaternary ammonium salt composition had an acid value of 1.3 mgKOH / g and a color tone (APHA) of 18.

[0087] Comparative Example 5 Except for changing the amounts of water and 1,3-butylene glycol added in the preparation step, a quaternary ammonium salt composition was obtained in the same manner as in Example 1. The obtained quaternary ammonium salt composition had an acid value of 1.3 mgKOH / g and a color tone (APHA) of 23.

[0088] Comparative Example 6 Except for changing the amounts of water and 1,3-butylene glycol added in the preparation step, a quaternary ammonium salt composition was obtained in the same manner as in Example 1. The obtained quaternary ammonium salt composition had an acid value of 0.1 mgKOH / g and a color tone (APHA) of 22.

[0089] [Table 1]

[0090] [Table 2]

[0091] As shown in Tables 1 and 2, Examples 1 to 12 were rated "good" or "excellent" for both color stability and flaking suitability. Comparative Examples 1 and 3 lacking the component (C), and Comparative Example 2 containing 12 mass % of the component (C), were rated as "Fair" in terms of suitability for flaking. Comparative Example 4, which lacked component (C) and had an acid value of 1.3 mgKOH / g, was rated "x" for color stability and "Δ" for flaking suitability. Comparative Example 5, in which the acid value was 1.3 mgKOH / g, had a color stability of "Fair." In Comparative Example 6, in which the content of component (A) was 40 mass %, the flaking suitability was rated "x". From the above results, it was confirmed that the application of the present invention can improve color stability and flaking suitability.

[0092] (Production Example 1) According to the following composition, the oil phase ingredients were mixed and heated to 80°C to obtain an oil phase. The water phase ingredients were mixed and heated to 80°C to obtain an water phase. The oil phase and water phase were kept at 80°C, and the water phase was added to the oil phase while stirring (emulsification process). After that, the mixture was cooled to room temperature while stirring to obtain a cosmetic composition. The obtained cosmetic composition did not show any color deterioration (yellowing). In the following composition, the total of the oil phase ingredients and the water phase ingredients is 100% by mass, and the remainder is the amount necessary to make the total amount of the cosmetic composition 100% by mass.

[0093] <Composition> ≪Oil phase raw material≫ Quaternary ammonium salt composition of Example 3: 11% by mass. Stearyl alcohol: 5 to 11% by mass. Squalane: 40% by mass. ≪Aqueous phase raw material≫ Hydroxyethyl cellulose·······0.1% by mass. Glycerin: 0.1% by mass. ·Fragrances································································································································································································· Proper amount. ·Preservatives····················Appropriate amount. ·Water·························· Rest. <Total> ·Total 100% by mass.

Claims

1. Component (A): a quaternary ammonium salt represented by the following formula (a1), (B) component: polyhydric alcohol, (C) component: water, Including, The content of the component (A) is 50% by mass or more, The content of the (C) component is 1 to 10 mass %, A quaternary ammonium salt composition having an acid value of 1.0 mgKOH / g or less. [Formula 1] (In formula (a1), R １ is a linear or branched alkyl group having 12 to 36 carbon atoms or a linear or branched alkenyl group having 12 to 36 carbon atoms; R ２ , R ３ and R ４ are each independently an alkyl group having 1 to 3 carbon atoms or a hydroxyalkyl group having 1 to 3 carbon atoms, and X － is an anion.)

2. The quaternary ammonium salt composition according to claim 1, which is for use in a cosmetic composition.

3. The component (A) is － The quaternary ammonium salt composition according to claim 1 or 2, wherein is an alkyl sulfate ion having an alkyl group having 1 to 5 carbon atoms.

4. The component (A) is R １ is an alkyl group having 16 to 22 carbon atoms, and R ２ , R ３ and R ４ is a methyl group, and X － 3. The quaternary ammonium salt composition of claim 1, wherein is a methyl sulfate anion.

5. 3. The quaternary ammonium salt composition according to claim 1 or 2, which is in the form of flakes.

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