JPS6241202B2 - - Google Patents

Description

[Detailed description of the invention]

The present invention is based on the general formula However, R: n- _C8H17 -n- _{C9H19 -} n- _C11H23- This relates to a skin or hair cosmetic containing _a neopentyl glycol diester represented by the following _formula . Cosmetics are generally used on human skin and hair, so it is desirable to use ingredients and properties that are as similar to human sebum as possible for the oil base, which is the main raw material. The most important thing is that it is non-irritating. One possible way to make it similar to human sebum is to introduce a compound having unsaturated bonds, but unsaturated bonds are extremely unstable to light, air, etc. and easily oxidized. Further, oxidized compounds are undesirable because they cause strong irritation and toxicity to the skin. The object of the present invention is to provide an oily base that is liquid at room temperature, has properties similar to human sebum, is non-irritating to the skin, has an excellent feel, and is stable against oxidation and hydrolysis. The purpose is to As a result of various studies, the present inventors discovered that the ester represented by the above general formula meets this purpose, confirmed that it has the effect as a cosmetic base, and completed the present invention. did. The ester of the general formula can be obtained by esterifying neopentyl glycol with higher fatty acids such as pelargonic acid, capric acid, and lauric acid. The esterification reaction can be performed by a known method. After the esterification reaction is completed, the reaction mixture is washed with an alkali and decolorized with a decolorizing agent, deodorized and purified by steam distillation, or purified by vacuum distillation, if necessary, according to a conventional method. The obtained esters used in the present invention are colorless and odorless, exhibit a liquid state at room temperature, have excellent oxidative stability and hydrolyzability, and are not irritating to the skin. This ester can be used in combination with various cosmetics, for example, skin cosmetics such as creams, emulsions, bath oils, and lipsticks, and hair cosmetics such as hair oils, hair rinses, and hair liquids. The cosmetic composition thus obtained has extremely excellent properties for the skin and hair. Table 1 shows the test results of the alkali hydrolysis resistance of the ester according to the present invention. In this way, it is superior to olive oil and the like.

[Table] The alkaline hydrolysis resistance is approximately 1g of sample.
and 25 ml of N/3 ethanol potash were placed in a flask for saponification value measurement, a condenser was attached, and the flask was heated at 85°C, and the saponification value of the sample was measured at regular intervals. Table 2 shows the measurement results of the viscosity of this product.

【table】

[Table] Viscosity was measured with a Canon Fuenske viscometer at 30°C. This base exhibits low viscosity compared to tri-2-ethyl hexanoic acid/glycerin ester and squalane. Because of its low viscosity, cosmetics containing it have the advantage of not being sticky when used, spreading well, and having an excellent feel when used. The results of safety tests (skin irritation, primary eye irritation) of various esters according to the present invention and the reasons for selecting them will be shown. Neopentyl glycol, caproic acid, caprylic acid, 2-ethyl hexanoic acid, pelargonic acid,
Diesters of capric acid, lauric acid, and myristic acid were synthesized and safety tests were conducted. Skin irritation using guinea pigs was observed with the diesters of caproic acid and caprylic acid, but was hardly observed with the diesters of pelargonic acid, capric acid, lauric acid, and myristic acid. A similar tendency was observed in the primary eye irritation test using rabbits. In this way, we conducted research from the standpoint of safety, and taking into consideration viscosity and usability, we selected three types of esters according to the present invention, namely, neopentyl glycol, pelargonic acid, capric acid, and lauric acid. In the following examples, the implementation of various esters according to the present invention and the analysis of the products are shown. Example 1 Synthesis of neopentyl glycol dicaprate. Into a four-neck flask equipped with a stirrer, a thermometer, a nitrogen gas blowing tube, and a water separator, add 1 mol of neopentyl glycol, 2.2 mol of capric acid, and para-toluenesulfonic acid as a catalyst to neopentyl glycol. Add 0.2% and 100g of toluene,
The reaction was carried out at 100-250°C until the calculated amount of water was collected. The reaction time was 5-6 hours. After the reaction is completed, excess capric acid is distilled off under reduced pressure. Then, it is treated with a 5% aqueous sodium hydroxide solution and washed with water. Purified by vacuum distillation (210-215℃/1mmHg),
A colorless and odorless target product was obtained. Analysis by gas chromatography confirmed that the purity was 99% or higher. Example 2 Synthesis of neopentyl glycol dilaurate. In the same manner as in Example 1, 1 mole of neopentyl glycol and 2.2 moles of lauric acid were reacted to obtain a colorless and odorless target product. In Examples 3 to 8 below, examples of cosmetics according to the present invention are shown. Example 3 W/O type cream Weight% (1) Microcrystalline wax 7.0 Solid paraffin 4.0 Liquid paraffin 38.5 Neopentyl glycol dipelargonate
10.0 Lanolin 7.0 Tween80 (trade name) 0.9 Glyceryl monooleate 3.1 Beeswax 5.0 Fragrance 0.5 Preservative 0.15 (2) Propylene glycol 3.0 Ion exchange water 26.85 Heat each component in (1) above to 60-70℃ and mix by stirring. After dissolving the mixture, component (2) was added thereto to obtain a W/O type cream. Example 4 W/O type cream Weight% (1) Microcrystalline wax 7.0 Solid paraffin 5.0 Liquid paraffin 39.5 Neopentyl glycol dicaprate 8.0 Lanolin 7.0 Tween80 (product name) 0.9 Glyceryl monooleate 3.1 Bees wax 5.0 Fragrance 0.5 Preservative Agent 0.15 (2) Propylene glycol 3.0 Ion-exchanged water 26.85 Heat each component in (1) above to 60-70℃, stir and mix to dissolve, then add component (2) to it and make a W/O cream. I got it. Example 5 W/O type cream Weight % (1) Microcrystalline wax 7.0 Solid paraffin 4.0 Liquid paraffin 37.5 Neopentyl glycol dicaprate 6.0 Neopentyl glycol dilaurate 4.0 Lanolin 7.0 Tween80 (trade name) 0.9 Glyceryl monooleate 3.1 Beeswax 5.0 Fragrance 0.5 Preservative 0.15 (2) Propylene glycol 3.0 Ion exchange water 26.85 Heat each component in (1) above to 60-70℃, stir and mix to dissolve, then add component (2) to this. , a W/O type cream was obtained. Example 6 O/W type cream (1) Setanol 4.0 Neopentyl glycol dicaprate 8.0 Squalane 4.0 Lanolin 2.0 Beeswax 2.0 Glyceryl monostearate 2.5 Shyotoning oil 3.0 Preservatives 0.3 Vitamin E acetate 0.1 Fragrance 0.4 (2) Polyethylene glycol 400 2.0 Propylene glycol 5.0 Triethanolamine 1.2 Ion-exchanged water 65.5 Heat each component in (1) above to 60-70°C, stir and mix to dissolve, then add component (2) to it, and add O/ A W-type cream was obtained. Example 7 O/W type cream Weight% (1) Setanol 3.0 Neopentyl glycol dipelargonate
5.0 Neopentyl glycol dilaurate 4.0 Squalane 4.0 Lanolin 2.0 Bees wax 2.0 Glyceryl monostearate 2.5 Shotonening oil 3.0 Preservatives 0.3 Vitamin E acetate 0.1 Fragrance 0.4 (2) Polyethylene glycol 400 2.0 Propylene glycol 5.0 Triethanolamine 1.2 Ion exchange water 65.5 After each component in (1) above was heated to 60 to 70°C, stirred and mixed to dissolve, component (2) was added thereto to obtain an O/W type cream. Example 8 Hair cream oil Weight % (1) Lanolin 1.0 Setanol 1.0 Liquid paraffin 10.0 Neopentyl glycol dicaprate 10.0 Stearic acid 2.0 Vaseline 5.0 Fragrance 0.4 Preservative 0.25 (2) Polyethylene glycol 1500 5.0 Propylene glycol 2.0 Pluronic F-88 (Product name) 0.05 Carbopol 941 0.1 Triethanolamine 1.0 Ion-exchanged water 62.0 Heat each component in (1) above to 60-70℃, stir and mix to dissolve, then add component (2) to it. Got the hair cream oil.

Claims (1)

[Claims] 1. General formula (R: n-C ₈ H ₁₇ - n-C ₉ H ₁₉ - n-C ₁₁ H ₂₃ -) Skin or hair products containing one or more neopentyl glycol diesters represented by Cosmetics for use.