JP2007254334A - Skin detergent composition - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To obtain a skin detergent composition that has an excellent moist feeling free from a tense feeling and a feeling of dryness in the skin after washing without impairing foamability. <P>SOLUTION: The skin detergent composition comprises 0.1-10.0 wt.% of a fatty acid ester obtained by esterifying 0.5-2.0 mol of a fatty acid composed of hydroxystearic acid and oleic acid with 1.0 mol of a polyglycerin, which is glycerin and/or a dehydration condensate thereof and has an average polymerization degree calculated from a hydroxyl value of ≤3. <P>COPYRIGHT: (C)2008,JPO&INPIT

Description

  The present invention relates to a skin cleansing composition for use on the body, such as a facial cleanser, body shampoo, and the like. More specifically, the washed skin does not have a feeling of tightness or bulkiness without impairing foaming properties. The present invention relates to a skin cleansing composition excellent in feeling.

When cleaning with a synthetic detergent such as fatty acid soap or sulfate ester salt to cleanse the skin, the detergency will wash away both moisture and oily components that give the skin stratum corneum softness more than necessary, As a result, there is a problem that when the skin is dried, a feeling of tension is brought about. As a countermeasure, skin cleansing agents may contain polyhydric alcohols such as glycerin, propylene glycol, 1,3-butylene glycol, polyethylene glycol, oily components such as hydrocarbon oils, higher alcohols, animal and vegetable oils, and water-soluble silicone derivatives. There was a method of blending. However, the above-described method does not always show a sufficient effect. That is, most of polyhydric alcohols such as glycerin, propylene glycol, 1,3-butylene glycol, and polyethylene glycol and water-soluble silicone derivatives are washed away with water at the time of rinsing, and the effect is not sufficiently exhibited. In addition, blending oily components such as hydrocarbon oils, higher alcohols, animal and vegetable oils and fats is not a preferable method because it impairs foaming, which is a function required for skin cleansing agents. Further, Patent Document 1 reports a detergent composition containing an alkyl saccharide surfactant and an oil agent that is in a paste form at room temperature as an essential component, and describes the content that it has good usability on the skin. . However, this is effective only for alkyl saccharide-based surfactants, and in the prescription system of fatty acid soap and sulfate ester salts, which are other general-purpose detergent components, an oil agent that is in the form of a paste at room temperature, which is an essential component ( Since cholesteryl hydroxystearate, lanolin and the like are described as being particularly preferable, the foaming property, which is a required function, is lowered, which is not preferable. For this reason, the development of a skin cleansing composition with excellent moist feeling, such as a feeling of firmness and a feeling of roughness, without impairing foaming properties without using limited detergent ingredients. It was desired.
JP-A-6-287595

  The problem to be solved by the present invention is a skin cleansing composition using a general-purpose cleaning agent component, for example, a general-purpose cleaning agent component such as fatty acid soap or sulfate ester salt, without using a limited cleaning agent component. An object of the present invention is to provide a skin cleansing composition having an excellent feeling of firmness, such as a feeling of tightness and a feeling of bulkiness, without impairing foaming properties.

As a result of intensive studies to solve the above-mentioned problems, the present inventors have found that a skin cleansing composition containing a specific glycerin and / or polyglycerin fatty acid ester can solve the above-mentioned problems, thereby completing the present invention. It came to do. That is, 0.5 to 2 of a mixed fatty acid composed of hydroxystearic acid and oleic acid with respect to 1.0 mol of polyglycerin having an average degree of polymerization calculated from a hydroxyl value of glycerin and / or a dehydration condensate thereof of 3 or less. Fatty acid ester obtained by esterifying 0.0 mol, or the following components (1) to (2):
(1) Hydroxy stearin obtained by esterifying 0.5 to 2.0 mol of hydroxystearic acid with respect to 1.0 mol of polyglycerin having an average degree of polymerization calculated from a hydroxyl group of glycerin and / or a dehydration condensate thereof of 3 or less. Acid ester (2) Olein obtained by esterifying 0.5 to 2.0 mol of oleic acid with respect to 1.0 mol of polyglycerin having an average degree of polymerization calculated from hydroxyl group of glycerin and / or dehydration condensate thereof of 3 or less The present invention relates to a skin cleansing composition containing 0.1 to 10.0% by weight of a fatty acid ester mixture composed of an acid ester.

  Even in systems consisting of general-purpose detergent ingredients such as fatty acid soaps and sulfate esters, skin cleansing with a smooth feeling and a moist feeling such as a feeling of bulkiness without impairing foaming properties Composition.

  Hereinafter, the present invention will be described in detail.

The polyglycerin having an average degree of polymerization calculated from the hydroxyl value of glycerin and / or its dehydration condensate of 3 or less used in the present invention is glycerin that is usually used in cosmetics. It refers to polyglycerol obtained by condensation reaction, such as diglycerol and triglycerol. The average degree of polymerization referred to here is calculated from the hydroxyl value and is calculated by the following equation (i). In addition, the hydroxyl value in the formula (i) is measured according to the “standard oil and fat physical property test method” (established by Japan Oil Chemical Association). Specifically, when 1 g of a sample is acetylated with an acetic anhydride / pyridine solution, it is expressed in mg of potassium hydroxide (KOH) required for neutralizing acetic acid bonded to a hydroxyl group, and the following formula (ii) Is required.
Average polymerization degree = (112.2 × 10 ³ −18 × hydroxyl value) / (74 × hydroxyl value−56.1 × 10 ³ ) (i)
Hydroxyl value = (ab) × 28.05 / sample collected (g) (ii)
a: Consumption of 0.5N potassium hydroxide solution by blank test (ml)
b: Consumption of 0.5N potassium hydroxide solution in this test (ml)
When a fatty acid ester synthesized using polyglycerin having an average degree of polymerization exceeding 3 is blended in the skin cleansing composition, a slimy feeling is expressed at the time of rinsing, which is not preferable in terms of use feeling.

  The hydroxy stearic acid and oleic acid used in the present invention are not particularly limited, and the odor and hue of the resulting fatty acid ester are preferable as long as they are usually used in cosmetics. Moreover, if the origin is plant-based, it is still more preferable to use animal-derived raw materials as a cosmetic raw material with a slight shyness.

  Next, 0.5 to 0.5 of a mixed fatty acid composed of hydroxystearic acid and oleic acid with respect to 1.0 mol of polyglycerin having an average degree of polymerization calculated from a hydroxyl value of glycerin and / or a dehydration condensate thereof of 3 or less. In the mixed fatty acid ester obtained by esterifying 2.0 mol, particularly, the mixed fatty acid ester having a molar ratio of hydroxystearic acid: oleic acid of 9.0: 1.0 to 4.0: 6.0 is esterified. Fatty acid esters are preferable in terms of foaming properties and washing. Also, 0.5 to 2.0 moles of these mixed fatty acids are esterified, but if it is outside this range, for example, less than 0.5 moles, the function as an oil becomes difficult to develop and the tendency to be washed away during rinsing becomes stronger. It is not possible to demonstrate sufficient functions. On the other hand, an ester synthesized in excess of 2.0 mol is not preferable because the lipophilicity is increased and the foaming property, which is a function required for a skin cleanser, is impaired.

  In the present invention, 0.1 to 10.0% by weight of the fatty acid ester is added to the skin cleansing composition. If it is less than 0.1% by weight, the effects of the present invention (effects that are excellent in moist feeling such as a feeling of tightness or feeling of bulkiness on the washed-out skin without impairing foaming properties) do not appear. On the other hand, if it exceeds 10.0% by weight, the foaming property, which is a function required for the skin cleansing composition, is impaired, which is not preferable.

The fatty acid ester of the present invention can be synthesized by a batch reaction using mixed fatty acids as described above, and the desired fatty acid ester is obtained by synthesizing each fatty acid ester and blending them. Either method can be selected. When blending two types of fatty acid esters, the following components (1) to (2):
(1) 0.5 to 2.0 mol of hydroxystearic acid, preferably 1. with respect to 1.0 mol of polyglycerin having an average degree of polymerization calculated from a hydroxyl value of glycerin and / or its dehydration condensate of 3 or less. Hydroxy stearic acid ester obtained by esterifying 0 to 2.0 mol.
(2) 0.5 to 2.0 moles of oleic acid, preferably 0.5 to 1.0 mole of polyglycerin having an average degree of polymerization calculated from a hydroxyl value of glycerin and / or a dehydration condensate thereof of 3 or less. Oleate esterified with ~ 1.5 mol.
The fatty acid ester mixture comprised by is used.

  (1) As hydroxy stearic acid ester, 0.5 to 0.5 mol of hydroxy stearic acid with respect to 1.0 mol of polyglycerin having an average degree of polymerization calculated from a hydroxyl value of the above glycerin and / or dehydration condensate thereof of 3 or less. It is a hydroxystearic acid ester obtained by esterifying 2.0 mol, preferably 1.0 to 1.5 mol. The feed ratio of the hydroxy stearate ester of (1) is preferably in the above range. When an ester obtained with a hydroxystearic acid of less than 0.5 is added to the skin cleansing composition, the effect of imparting a moist feeling after washing is reduced. On the other hand, if it exceeds 2.0 mol, the foaming property is impaired, which is not preferable.

  The (2) oleic acid ester used in the present invention is oleic acid with respect to 1.0 mol of polyglycerin having an average degree of polymerization calculated from the hydroxyl value of the above glycerin and / or dehydration condensate thereof of 3 or less. Is an oleic acid ester obtained by esterifying 0.5 to 2.0 mol, preferably 0.5 to 1.5 mol. The charge ratio of the oleic acid ester (2) is preferably in the above range. If the oleic acid is less than 0.5, it is not preferable because it gives a feeling of tightness or a feeling of bulkiness to the washed-out skin. On the other hand, if it exceeds 2.0 moles, the feeling of slime during rinsing becomes too strong, and rinsing becomes difficult.

  In the present invention, it is composed of the above (1) hydroxystearic acid ester and (2) oleic acid ester, among which the weight ratio of (1) to (2) is 3.0: 7.0 to 7.0: 3. A fatty acid ester mixture of 0 is preferable in terms of foaming properties and washing-up.

  Moreover, in this invention, 0.1-10.0 weight% of fatty-acid-ester mixture comprised by said (1) hydroxy stearic acid ester and (2) oleic acid ester is mix | blended with a skin cleansing composition. If it is less than 0.1% by weight, the effects of the present invention (effects that are excellent in moist feeling such as a feeling of tightness or feeling of bulkiness on the washed-out skin without impairing foaming properties) do not appear. On the other hand, if it exceeds 10.0% by weight, the foaming property, which is a function required for the skin cleansing composition, is impaired, which is not preferable.

  The cleaning agent component used in the present invention is not particularly limited as long as it is used in cosmetics. For example, examples of anionic surfactants frequently used in skin cleansing compositions such as body shampoos and facial cleansers include fatty acid soaps such as sodium, potassium and triethanolamine having 12 to 18 carbon atoms, and 8 to 18 carbon atoms. Alkyl sulfate salts and alkyl ether sulfate salts (especially sodium, potassium, magnesium, ammonium and mono-, di- and triethanolamine salts thereof), N-acyl sarcosine salts such as sodium lauroyl sarcosine, N-myristoyl- Higher fatty acid amide sulfonates such as sodium N-methyltaurine, coconut oil fatty acid methyltauride sodium, sodium laurylmethyltauride, polyoxyethylene (hereinafter referred to as “POE”) sodium oleyl ether phosphate, POE Phosphoric acid ester salts such as tearyl ether phosphoric acid, sodium di-2-ethylhexylsulfosuccinate, monolauroyl monoethanolamide sodium polyoxyethylenesulfosuccinate, sulfosuccinates such as sodium lauryl polypropylene glycol sulfosuccinate, sodium lineardodecylbenzenesulfonate N-acyl such as triethanolamine of linear dodecyl benzene sulfonate, alkylbenzene sulfonate such as linear dodecyl benzene sulfonic acid, monosodium N-lauroyl glutamate, disodium N-stearoyl glutamate, monosodium N-myristoyl-L-glutamate Glutamate, hydrogenated fatty acid ester sulfate such as hydrogenated coconut oil fatty acid sodium glycerol sulfate, POE alkyl Ether carboxylic acid, POE alkyl allyl ether carboxylate, α-olefin sulfonate, higher fatty acid ester sulfonate, secondary alcohol sulfate, higher fatty acid alkylolamide sulfate, sodium lauroyl monoethanolamide succinate, Examples include N-palmitoyl aspartate ditriethanolamine. Among these, alkyl sulfate ester salts, alkyl ether sulfate ester salts, higher fatty acid amide sulfonates, N-acyl glutamates and the like can be mentioned.

  Examples of the detergent component used in addition to the anionic surfactant include amphoteric surfactants. If this thing is used for cosmetics, there will be no limitation in particular, For example, 2-undecyl-N, N, N- (hydroxyethylcarboxymethyl) -2-imidazoline sodium, 2-cocoyl-2-imidazolinium Imidazoline-based amphoteric surfactants such as hydroxide-1-carboxyethyloxy-2 sodium salt, 2-heptadecyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine, lauryldimethylaminoacetic acid betaine, alkylbetaine, amide Examples include betaine surfactants such as betaine and sulfobetaine. Among these, 2-undecyl-N, N, N- (hydroxyethylcarboxymethyl) -2-imidazoline sodium, lauryldimethylaminoacetic acid betaine, amide betaine and the like can be mentioned.

  In addition, the skin cleansing composition of the present invention includes components used for normal skin cleansing compositions and the like, for example, methyl cellulose, hydroxyethyl cellulose, carboxymethyl cellulose, ethanol, etc., within a range that does not impair the effects of the invention. In addition, preservatives, antioxidants, sequestering agents, pH adjusters, animal and plant extracts, colorants, fragrances and the like can be appropriately blended.

  EXAMPLES Hereinafter, although an Example and a comparative example demonstrate this invention concretely, the scope of the present invention is not limited by these Examples.

<Example 1>
The fatty acid ester was synthesized as follows.
A mixed fatty acid composed of 100 g of glycerin, 163 g of hydroxystearic acid and 153 g of oleic acid (1 mol of mixed fatty acid per 1 mol of glycerin) was put in a reaction vessel, 0.2 g of sodium hydroxide was added, and then 250 ° C. under a nitrogen stream. Reaction was performed under conditions for 4 hours to obtain 376 g of a mixed fatty acid ester.

<Example 2>
A mixed fatty acid consisting of 100 g of diglycerin, 253 g of hydroxystearic acid, and 102 g of oleic acid (2 mol of mixed fatty acid per 1 mol of diglycerin) is put in a reaction vessel and reacted under the same conditions as in Example 1, and 412 g of mixed fatty acid ester. Got.

<Example 3>
100 g of glycerin and 489 g of hydroxystearic acid (1.5 mol of fatty acid per 1 mol of glycerin) are put in a reaction vessel, 0.2 g of sodium hydroxide is added, and then under a nitrogen stream at 250 ° C. for 4 hours. Reaction was performed to obtain 532 g of hydroxystearic acid ester. Next, 100 g of glycerin and 307 g of oleic acid (1 mol of fatty acid per 1 mol of glycerin) were put in a reaction vessel and reacted under the same conditions as above to obtain 387 g of oleic acid ester. The resulting glycerin hydroxystearate and glycerin oleate were mixed so that the weight ratio was 4: 6 to obtain a fatty acid ester mixture.

<Example 4>
100 g of diglycerin and 361 g of hydroxystearic acid (2 mol of fatty acid with respect to 1 mol of diglycerin) were put in a reaction vessel and reacted under the same conditions as in Example 1 to obtain 417 g of hydroxystearic acid ester. Next, 100 g of glycerin and 460 g of oleic acid (1.5 mol of fatty acid with respect to 1 mol of glycerin) were put in a reaction vessel and reacted under the same conditions as in Example 1 to obtain 504 g of oleic acid ester. The resulting hydroxy stearic acid diglycerin and oleic acid glycerin were mixed so that the weight ratio was 3: 7 to obtain a fatty acid ester mixture.

<Comparative Example 1>
A mixed fatty acid composed of 100 g of glycerin, 65 g of stearic acid, and 245 g of oleic acid (1 mol of mixed fatty acid per 1 mol of glycerin) was put in a reaction vessel and reacted under the same conditions as in Example 1 to obtain 371 g of mixed fatty acid ester. .

<Comparative example 2>
A mixed fatty acid consisting of 100 g of diglycerin, 271 g of hydroxystearic acid and 255 g of oleic acid (3 mol of mixed fatty acid per 1 mol of diglycerin) is put in a reaction vessel and reacted under the same conditions as in Example 1, and 564 g of mixed fatty acid ester. Got.

<Comparative Example 3>
100 g of glycerin and 978 g of hydroxystearic acid (3 mols of fatty acid per 1 mol of glycerin) were put in a reaction vessel and reacted under the same conditions as in Example 1 to obtain 968 g of hydroxystearic acid ester. Next, 100 g of glycerin and 307 g of oleic acid (1 mol of fatty acid per 1 mol of glycerin) were put in a reaction vessel and reacted under the same conditions as in Example 1 to obtain 368 g of oleic acid ester. The resulting glycerin hydroxystearate and glycerin oleate were mixed so that the weight ratio was 1: 9 to obtain a fatty acid ester mixture.

<Comparative example 4>
100 g of glycerin and 652 g of hydroxystearic acid (2 mol of fatty acid per 1 mol of glycerin) were put in a reaction vessel and reacted under the same conditions as in Example 1 to obtain 677 g of hydroxystearic acid ester. Next, 100 g of glycerin and 613 g of isostearic acid (2 moles of fatty acid with respect to 1 mole of glycerin) were put in a reaction vessel and reacted under the same conditions as in Example 1 to obtain 640 g of isostearic acid ester. The resulting glycerin hydroxystearate and glyceryl isostearate were mixed so that the weight ratio was 2: 8 to obtain a fatty acid ester mixture.

<Examples 5-8, Comparative Examples 5-9>
The body shampoos shown in Table 1 were prepared and used by 20 healthy panelists. “Foamability”, “Ease of rinsing”, and “Moist feeling after drying (no stickiness or feeling of bulk)” The sensory evaluation was performed on the feeling of use. Evaluation was carried out according to the following absolute evaluation criteria, with 5 grades, and the average value of the scores was judged using the 4 grade criteria. The results are shown in Table 1.

・ Absolute evaluation criteria ・ 4-step criteria (rating): (evaluation) (average score): (determination)
5 points: Very good 4.5 points or more: ◎
4 points: Good 4.0 points or more and less than 4.5 points: ○
3 points: Normal 3.0 points or more and less than 4.0 points: △
2 points: Slightly less than 3.0 points: ×
1 point: Defect

  The body shampoo containing the mixed fatty acid ester and the fatty acid ester mixture obtained in Examples 1 to 4 has good “foamability” and “easy to rinse” and “moist feeling after drying (tuckiness) In addition, the usability such as “no feeling of bulkiness”) was also excellent. On the other hand, the body shampoo containing the fatty acid ester obtained in Comparative Examples 1 to 4 was not satisfactory in terms of foamability and usability.

The skin cleansing composition of the present invention is a system comprising general-purpose cleaning ingredients such as fatty acid soap and sulfate ester salt, and the skin that has been washed away is soft and soft without impairing foaming properties. It can be used for skin cleansing compositions such as body shampoos and facial cleansers with excellent moist feeling.

Claims (2)

  0.5 to 2.0 of a mixed fatty acid composed of hydroxystearic acid and oleic acid with respect to 1.0 mol of polyglycerin having an average degree of polymerization calculated from the hydroxyl value of glycerin and / or its dehydration condensate of 3 or less. A skin cleansing composition containing 0.1 to 10.0% by weight of a mixed fatty acid ester obtained by esterifying a mole. The following components (1) to (2):
(1) Hydroxy stearin obtained by esterifying 0.5 to 2.0 mol of hydroxystearic acid with respect to 1.0 mol of polyglycerin having an average degree of polymerization calculated from a hydroxyl group of glycerin and / or a dehydration condensate thereof of 3 or less. Acid ester (2) Olein obtained by esterifying 0.5 to 2.0 mol of oleic acid with respect to 1.0 mol of polyglycerin having an average degree of polymerization calculated from hydroxyl group of glycerin and / or dehydration condensate thereof of 3 or less A skin cleansing composition containing 0.1 to 10.0% by weight of a fatty acid ester mixture composed of an acid ester.