JPS627881B2 - - Google Patents

Description

[Detailed description of the invention]

The present invention relates to hair cosmetics (shampoos, hair rinses, hair treatments, hair conditioners, etc.) containing a novel oily base. Normal hair, like the skin, is covered with a film formed by oil secreted by sebaceous glands (sebum) and moisture secreted by sweat glands (sweat), which protects the hair and makes it shiny and shiny. Stay flexible. However, the oil adhering to the hair can be washed away by washing the hair, or if the hair is constitutionally or seasonally deficient in sebum, or if the hair is damaged due to excessive brushing, heat, ultraviolet rays, cold wave liquid, etc. It is absolutely lacking, and in order to maintain the healthy function, action, and feel of hair, it is necessary to supply appropriate oil from the outside. Naturally produced oils such as olive oil and castor oil have traditionally been used as oil bases for hair cosmetics used for this purpose, but because they are natural products, their quality and price vary widely, and Since it contains double bonds, it has problems such as quality deterioration over time. In addition, widely used hydrocarbon oil bases such as liquid paraffin do not have polar groups in their molecules, so they have relatively good storage stability, but have poor air permeability and moisture permeability. It has drawbacks such as not giving a pleasant feel and poor compatibility with other ingredients, and is not necessarily suitable as a raw material for cosmetics. Furthermore, in hair cosmetics, the affinity between the formulated oil base and the hair is important, and an appropriate oil base forms a film on the hair surface, giving it shine and flexibility.
Alternatively, it plays a role such as moderately suppressing the evaporation of hair moisture and imparting a conditioning effect that improves the texture and feel of the hair. However, even from this point of view, the above substances cannot be said to be sufficient. The present invention was completed as a result of intensive research in view of the current situation, and the present invention is made by blending one or more types of esters of saturated side chain alcohols having 16 or more carbon atoms and 12-hydroxystearic acid. This relates to cosmetics. For saturated side chain alcohols, Guerbet reaction,
Those synthesized by methods such as aldol condensation can be used, and the number of carbon atoms in the alkyl group must be 16 or more. If the number of carbon atoms is less than 16, it is unfavorable in terms of irritation, odor, etc. The number of side chains may be one or two or more, and the side chains may be linear or branched. Suitable ones include 2-hexyldecanol, 2-heptylundecanol,
Examples include 5,7,7-trimethyl-2-(1,3,3-trimethylbutyl)-octanol-1,2-octyldodecanol. These alcohols are used singly or in combination during esterification. For esterification, a method using an acid halide,
Ester group exchange method, esterification reaction without catalyst or in the presence of catalyst under normal pressure or reduced pressure, etc. can be used, but since 12-hydroxystearic acid is unstable to heat, it is necessary to use the method at the lowest temperature possible. For example, it is desirable to react at a temperature of 140 to 220°C, preferably 140 to 200°C. In carrying out the present invention, one or more of the above esters are used to replace all or part of conventional oily bases and to apply hair cosmetics, such as shampoos, hair rinses, hair treatments, and hair conditioners, in a conventional manner. It is sufficient to manufacture an issuer etc. Since the oily base of the present invention has a hydroxyl group in its molecule, it has better affinity and compatibility with water, humectants, and surfactants than those without hydroxyl groups, and also improves the miscibility of liquid paraffin and castor oil. Not only is it excellent, but it is also easy to emulsify, and the emulsion has a light feel and good stability. Furthermore, since it does not have unsaturated bonds in its molecules, it has excellent oxidative stability and does not become discolored or deteriorate over time. It has no skin irritation and does not interfere with the physiological functions of the skin. Furthermore, it has extremely good affinity for hair. Therefore, the oily base of the present invention has physical properties suitable as an oily raw material for hair cosmetics such as the above-mentioned examples, and cosmetics using this base give shine and flexibility to hair, and have excellent conditioners. A dayning effect can be imparted. Table 1 shows data on the adsorption of the oil base according to the present invention to hair.

[Table] As shown in Table 1, the ester according to the present invention has a superior residual adsorption amount to hair compared to the comparative substances olive oil and liquid paraffin, and is suitable as an oil base for the hair cosmetics. . Next, a cream rinse was prepared using the oil-based base according to the present invention using the following simple formula in a conventional manner, and the feel after use was compared with a panel using IPM (isopropyl myristate). 40
I looked it up using the name. The results are shown in Table 2.

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[Table] From Table 2, the ester according to the present invention has less squeaky feeling than IPM, has excellent flexibility and has a slightly oily feel, and also compensates for the drawbacks of both olive oil and liquid paraffin, which are the comparison materials. ing. Next, Table 3 shows the skin irritation data of the oily base according to the present invention. For comparison, side chain alcohol esters having a lower number of carbon atoms than the alcohol used in the present invention are also described.

[Table] The skin irritation test was conducted in the following manner. Specifically, a group of 3 female rabbits weighing 2.60 to 2.75 kg were separated from each other along the spinal column after hair was removed with clippers from the back, and a patch test (application) of liquid paraffin was performed on normal skin as a sample and a control. The test was carried out using 0.05 ml each. Observe the condition after 3 hours, 24 hours, and 48 hours, and judge the irritation.
It was based on the Draize method. As shown in Table 3, the skin irritation tends to increase as the carbon number of the raw alcohol decreases. When alcohol has 16 carbons (sample
No. 1) caused slight erythema, but completely recovered after 72 hours. No irritation was observed with esters of alcohols having 18 or more carbon atoms. In addition, an occlusion patch test was conducted to determine primary irritation to the human body (20 healthy people).
No irritation was observed in any of 4). An example of the synthesis of this ester is shown below. Synthesis Example 1 2.1 moles of 2-hydroxystearic acid and 2.0 moles of 2-hexyldecanol are esterified by a conventional method in the presence of a para-toluenesulfonic acid catalyst, followed by deoxidation, decolorization, and deodorization to produce colorless and odorless 2-
Hexyldecyl, 12-hydroxystearate was obtained. Yield 80%, acid value 0.1, hydroxyl value 87 (calculated value)
88), and the saponification value was 107 (calculated value 105). Next, examples of the present invention will be shown.

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Claims (1)

[Claims] 1 Saturated side chain alcohol with 16 or more carbon atoms and 12-
A hair cosmetic containing one or more esters with hydroxystearic acid.