JPH0429641B2 - - Google Patents

Description

[Detailed description of the invention]

The present invention provides a novel cosmetic composition useful for the skin and hair, which contains an N-alkyl-amino sugar sugar alcohol or a salt thereof. The cosmetics of the present invention provide smoothness and smoothness to the skin.
It provides moisture, keratin softening effect, and skin improvement effect, and for hair, it improves gloss, suppleness, and finish effect, and improves combability. Moreover, the N-alkyl-
Amino sugar sugar alcohols have moderate alkalinity, so they can be combined with acids in a system to exert a PH buffering effect, or used as higher fatty acid neutralizers to exert an emulsifying effect, or used alone. It can also be used as an alkaline agent for cold waves. Traditionally, various raw materials extracted from natural products, such as proteins, polysaccharides, lipids, polymeric substances, and other extracts, have been used in cosmetics to provide effects and sensations that cannot be obtained from synthetic raw materials. There is. In addition, the simple substances and oligo substances (for example, amino acid peptides, etc.) constituting these substances are also treated as naturally-related raw materials. As a result of intensive research to obtain natural raw materials useful for skin and hair, the present inventors focused on N-alkyl-amino sugar sugar alcohols, and cosmetics containing this substance are smooth on the skin. It provides softness and moisture, has excellent keratin softening effects, and skin improvement effects.It also improves shine, suppleness, and finish of hair, improves combability, and is safe for the human body. It was discovered that it has good stability over time, leading to the completion of the present invention. That is, the present invention provides 1 selected from the group consisting of N-alkyl-amino sugar sugar alcohols and salts thereof.
It is a cosmetic containing one or more species. The N-alkyl-amino sugar sugar alcohol used in the present invention can generally be obtained by adding an alkylamine to a 4-carbon sugar or higher sugar, heating it, and then reducing it by the NaBH ₄ method or the high-pressure reduction method using Raney Nickel. The number of carbon atoms in the alkylamine is 1 to
It is 22. Examples of N-alkyl-amino sugar sugar alcohols include N-methyl-D-erythrosamine, N-ethyl-D-threosamine, N-propyl-D-arabinosamine, N-butyl-ribosamine, and N-methyl-D-glucamine. , N-ethyl-
These include D-galactamine, N-propyl-D-talosamine, N-hexyl-D-glosamine, N-stearyl-D-lactosamine, and the like. Compounds formed by the combination of an N-alkyl group and an amino sugar sugar alcohol serving as a core are not limited to those described above. In addition to the above, the present invention further includes N-alkyl-amino acids obtained by reacting an alkyl halide (an integer of carbon atoms from 1 to 22) with an amino sugar.
It also includes N-alkyl-amino sugar sugar alcohols obtained by reduction with NaBH, Raney nickel, etc. Examples include N-methyl-erythrosaminitol, N-ethyl-threosaminitol, N-
-Propyl-D-galactosaminitol, N-methyl-D-glucosaminitol, N-isopropyl-D-altrosaminitol, N-butyl-D
-Lactosaminitor, etc. Compounds formed by the combination of an N-alkyl group and an amino sugar sugar alcohol serving as a core are not limited to those described above. Furthermore, the N-alkyl-amino sugar sugar alcohol used in the present invention also includes di-N-alkyl-amine sugar sugar alcohol obtained by reacting an alkylamine with an N-alkyl-amino sugar and then reducing it. . For example, 1-N-methyl-2-
N-ethyl-1,2-dideoxysorbitol and the like. Further, N,N-dialkyl-amino sugar sugar alcohols obtained by reacting N-alkyl-amino sugar sugar alcohols with alkyl halides are also within the scope of the present invention. In this case, the alkyl halide used is
Halogens such as chlorine, bromine, iodine, and fluorine, preferably having 1 to 5 carbon atoms. For example, N-
These include dimethyl-glucamine, N-methyl-ethyl-mannamine, and the like. When the N-alkylamino sugar sugar alcohol of the present invention is used as a salt, inorganic acids such as hydrochloric acid, sulfuric acid, phosphoric acid, oxyacids such as lactic acid, citric acid, tartaric acid, salicylic acid, aspartic acid, glutamic acid, pyrrolidone carboxylic acid, etc. Acidic amino acids such as, 1 carbon number
~33 linear and branched fatty acids, glycyrrhizic acid, L-ascorbic acid, N-acylamino acids,
urocanic acid, thioglycolic acid, nicotinic acid,
Acidic substances such as organic acids such as tannic acid and acidic polymeric substances such as carboxyvinyl polymers are used. Among these acidic substances, if a suitable acid such as citric acid is used, the generated salt can exert a buffering effect in the system, and if neutralized with a suitable acid such as a fatty acid, it can have an emulsifying effect. It is possible to demonstrate this. The salt may be made into a salt in advance and added to the cosmetic composition of the present invention, or it may be generated during the structural process, for example, by adding it separately to the aqueous phase and the oil phase and allowing them to react during emulsification. It's good to have a method. The blending amount of the above N-alkylamino sugar sugar alcohol or its salt is from 0.001 to 0.001 in the total amount of the cosmetic of the present invention.
It is about 30% by weight. In addition to the above-mentioned essential ingredients, the cosmetics of the present invention may contain oil, water, surfactants, humectants, alcohol, thickeners, fragrances, antioxidants, chelating agents, pigments, and preservatives depending on the cosmetic type. Raw materials commonly used in cosmetics, such as, may be blended. The cosmetics of the present invention provide smoothness, moisturization, keratin softening effects, and skin improvement effects to the skin, and improve gloss, suppleness, hair finish, and combability to the hair. do. Further, if necessary, it is also possible to impart a PH buffering effect, an emulsifying power improving effect, etc. in combination with the above-mentioned acids. Furthermore, when used as an alkaline agent for cold wave agents, the odor is far superior to that of conventional ammonia and the like, and the effect is equally excellent. Next, the effects of the present invention will be explained in detail with reference to Examples and Comparative Examples. The present invention is not limited thereby. In the examples, % represents weight %. Example 1 Lotion (aqueous phase) Glycerin 5.0% Citric acid 0.8 N-methyl-D-glucosaminitol 1.2 Allantoin 0.1 Ultraviolet absorber 0.1 Pigment Appropriate amount Ion exchange water 8.0 (Alcohol phase) Ethanol (95%) 10.0 POE (15 mole) oleyl alcohol ether
1.0 Fragrance 0.1 Preservative 0.1 (Manufacturing method) The alcohol phase was mixed and melted at room temperature, and added with stirring to the aqueous phase that was also mixed and melted at room temperature to obtain a lotion. Comparative Example 1 A lotion was obtained using the same manufacturing method as in Example 1 with the same formulation as in Example 1 except that propylene glycol was used instead of N-methyl-D-glucosaminitol from Example 1. . The evaporation rates of Example 1 and Comparative Example 1 were determined by the following test method. A 0.2 cc sample was placed on a 1 x 1 cm square paper, and the amount of water evaporated under conditions of 25°C and 50% relative humidity was measured, and the evaporation rate was obtained by dividing this by time. The results are shown in Table 1.

[Table] As is clear from Table 1, Example 1 containing 1.2% N-methyl-D-glucosaminitol has a slow evaporation rate and high water retention. Comparative Example 2 A lotion was obtained using the same formulation as in Example 1 and the same manufacturing method as in Example 1, except that the citric acid and N-methyl-D-glucosaminitol from Example 1 were removed. PH buffering effect and time of Example 1 and Comparative Example 2
PH fluctuation was determined. The results are shown in Figure 1 and Table 2. In FIG. 1, the solid line indicates Example 1, and the dotted line indicates Comparative Example 2.

[Table] As is clear from Figure 1, the lotion of Example-1 has a better PH buffering effect than Comparative Example-2.
Furthermore, as is clear from Table 2, there is little variation in the pH of the lotion over time. Example 2 O/W cream Glycerin 5.0% PEG400 2.0 Glycyrrhizin monoammonium salt 0.1 Allantoin 0.1 N-ethyl-D-glucamine 1.0 Setanol 4.0 Squalane 5.0 Stearic acid 1.0 Beeswax 1.0 Petrolatum 1.0 POE (25 mol) Cetyl alcohol ether 2.0 Glyceryl mono Stearate 1.5 Preservative 0.1 Fragrance 0.15 Ion-exchanged water 76.55 (Production method) Mix and melt ~ at 70°C, stir and dissolve in ~, which was also mixed and dissolved, to emulsify.
The emulsified particles were prepared using a homogenizer, and then cooled to room temperature using a heat exchanger to obtain cream. Example 3 Pack Polyvinyl alcohol 10.0% PEG4000 0.4 Glycerin 3.0 Ethanol (95%) 8.0 N-propyl-D-galactosaminitol hydrochloride 0.1 Preservative 0.1 Fragrance 0.1 Ion exchange water 78.3 (Production method) Mix and melt ~ at room temperature, , , and were mixed and melted at 80° C. and then stirred and added, the mixture was allowed to cool to room temperature to obtain a pack. Example 4 Lipstick Castor oil 20.0% Cetyl alcohol 20.0 Beeswax 5.0 Candelilla wax 20.0 N-lauryl-D-galactamine 2.0 Squalane 23.0 Carnauba wax 5.0 Pigment (coloring agent) 5.0 Fragrance Appropriate amount (manufacturing method) Melt and mix ~ at 80°C, After pouring it into a mold and allowing it to cool to room temperature, it was taken out from the mold to obtain a stick-shaped lipstick. Example 5 Hair rinse Alkyltrimethylammonium chloride 3.0% Cetyl alcohol 0.5 Lactic acid 1.0 N-ethyl-D-mannosaminitol 6.0 Preservative 0.1 Glycerin 5.0 Fragrance 0.3 Pigment Appropriate amount Ion exchange water 2.5 POE (8 mol) Stearyl alcohol ether 0.6 (Production method ) ~ was heated and stirred to dissolve at 70°C, and then cooled to room temperature using a heat exchanger to obtain a hair rinse. Comparative Example 3 A hair rinse was obtained using the same formulation and manufacturing method as in Example 5, except that a 70% aqueous sorbitol solution was used instead of N-ethyl-D-mannosaminitol in Example 5. Example 5 and Comparative Example 3 were tested on a panel of 15 women aged 20 to 30, and hair gloss and combability were evaluated. As a result, the effect of the hair rinse according to the present invention was confirmed by 13 people who said that Example 5 was good and 2 people who said that Comparative Example 3 was good. Example 6 Hair tonic Ethanol (95%) 50.0% Glycerin 1.0 POE (60 mol) Hydrogenated castor oil ether 0.1 Fragrance 0.5 N-stearyl-D-xylosaminitol
0.005 Hinokitiol 0.005 Ion-exchanged water 47.490 (Manufacturing method) At room temperature, and were dissolved with stirring, and to this was added with stirring to obtain a hair tonic. Example 7 Creamy detergent Lauric acid 7.0% Myristic 0 3.0 Palmitic acid 5.0 Beeswax 1.0 Stearyl alcohol 2.0 Batyl alcohol 2.0 Dipropylene glycol 10.0 PEG300 10.0 Glycerin 5.0 Caustic soda 2.0 N-ethyl-D-glucamine 10.0 N-butyl-D- Glucosaminitol 10.0 Fragrance 0.2 Ion-exchanged water 22.8 (Manufacturing method) Dissolve and with stirring at 70°C, add to and, which have also been mixed and dissolved, and stir. After the homogenizer treatment, the mixture was cooled to room temperature using a heat exchanger to obtain a cleaning cream. Comparative Example 4 Caustic soda except for Example 7
A cream-like cleaning agent was obtained using the same formulation as in Example 7 and the same manufacturing method except that the content was 5.0%. Example 7 and Comparative Example 4 were tested on a panel of 17 women aged 20 to 40 to evaluate how well the makeup was removed, such as foundation, and how they felt after use. As a result, all 17 people evaluated Example 7 as having milder degreasing power, not causing skin irritation, and having a moderate cleaning effect. Example 8 Cold wave first agent (aqueous phase) Triethanolamine thioglycolate 10.0 N-methyl-D-talosaminitol 2.0 N-ethyl-D-allosamine 2.0 Polyethylene glycol 1500 2.0 Chelating agent Appropriate amount Ion exchange water 4.7 (alcohol) Phase) Ethanol 8.0 POE (20 mol) Oleyl Alcohol Ether
1.3 Perfume Appropriate Amount (Production Method) The alcohol phase was mixed and melted at room temperature, and added with stirring to the aqueous phase that was also mixed and dissolved at room temperature to obtain a cold wave agent. Comparative Example 5 Using 30% ammonia water 4.0% by weight instead of Example-8, total 1100 with ion exchange water
A cold wave first agent was obtained using the same formulation and manufacturing method as in Example-8, except that the formulation and manufacturing method were adjusted to %. Table 3 shows the results of the cold wave tests of Example 8 and Comparative Example 5, each conducted by a panel of 10 women. In addition, the cold wave second agent is
The following formulation was used. Sodium bromate 8.0% Ethanol 5.0 Flavoring appropriate amount Ion exchange water 7.0

[Table] As described above, it was found that there was no off-odor and the effect was sufficient compared to the conventional case of using ammonia as an alkali agent.

[Brief explanation of drawings]

FIG. 1 shows the difference in PH buffering effect between the case of using Example 1 of the present invention and the case of using Comparative Example 2 other than the present invention.

Claims (1)

[Claims] 1 A cosmetic containing one or more selected from the group consisting of N-alkyl-amino sugar sugar alcohols and salts thereof.