JPH036283A - Gelling agent for oil - Google Patents

Abstract

PURPOSE:To obtain a gelling agent for oil, which can be incorporated into a cosmetic base oil and an industrial oil to form an excellent gel, by using dihydrolanosterol as an effective component. CONSTITUTION:Dihydrolanosterol of the formula is used as an effective component to prepare a gelling agent for oil. Any of various oils hitherto known as a cosmetic and other external preparations, an industrial oil, and the base oil thereof can be caused to gel by this gelling agent. The incorporation of the gelling agent into these oils can give oil-base gel products effective in various applications.

Description

DETAILED DESCRIPTION OF THE INVENTION Field of Industrial Application The present invention is a gelling agent for oil agents, more specifically, it can be added to silicone oil and other oil agents to form oil-based gels that are effective for various uses such as cosmetics. New oil gelling agent,
The present invention also relates to cosmetics and industrial oils containing the gelling agent.

Prior art and its problems Cosmetics, other external preparations, and general industrial oils are often produced in gelled form, and such product gels have moderate gel strength and are stable. In particular, in the case of cosmetics and other external preparations, they are required to be safer, moisturize the skin, and provide a soft feel, etc. Currently, there are gel products and products that meet these requirements. Gelling agents for production have not yet been developed.

Means for Solving the Problems In view of the above-mentioned current situation, the present inventors are able to provide a gel product that has gelling ability for this type of cosmetic base oil, industrial oil, etc. and also satisfies the required performance for top filling. They conducted extensive research with the aim of developing a gelling agent.

As a result, it was discovered that dihydrolanosterol has the above-mentioned properties as a gelling agent, and the present invention has now been completed.

That is, the present invention relates to an oil gelling agent characterized by containing dihydrolanosterol having the structure shown below as an active ingredient.

The gelling agent of the present invention can be blended into cosmetics, other external preparations, and industrial oils to make second-class products into excellent gel-like forms.

Dihydrolanosterol, which is the active ingredient of the gelling agent of the present invention, is contained in isocholesterol obtained from lanolin alcohol in an amount of about 35% by weight as a mixture with lanosterol, and is present at the 24-position of the lanosterol. It can be produced by partially reducing (hydrogenating) only the double bond. The manufacturing method can follow a conventionally known method. The gelling agent of the present invention may be in the form of highly purified dihydrolanosterol purified by the above-mentioned hydrogenation reaction or the like, or may be in the form of a mixture with lanosterol (or other appropriate additions may be made). The additive may be mixed with liquid paraffin, vaseline, white spindle oil, machine oil, heavy oil, mineral spirit, dry solvent, fog solvent, mineral oil such as kerosene, etc. hexane, n-hebutane, n-octane, isooctane, n
- Hydrocarbons such as pentane, n-nonane, n-decane, benzene, and cyclohexane, animal and vegetable oils and fats such as soybean oil, cod oil, castor oil, squalene, lanolin, liquid lanolin, and olive oil, cetanol, oleyl alcohol, lanolin alcohol, Squalane, oleic acid, palmitic acid, stearic acid, bran oil fatty acid methyl ester,
Examples include fat and oil derivatives such as lanolin fatty acid isopropyl alcohol ester, octyldodecanol lanolin fatty acid ester, and myristate isopropyl ester, sterols such as cholesterol, lanosterol, and plant sterol, and derivatives thereof.

However, it is appropriate that the content of the above-mentioned active ingredient in the gelling agent of the present invention is at least 20% by weight; if this is less than the above, the function as a gelling agent will decrease, and the gelling agent of the oil by its combination will deteriorate. This is not preferable as it may not be possible to achieve sufficient conversion. In addition, when using the above-mentioned mixture of dihydrolanosterol and lanosterol as the gelling agent of the present invention, research by the present inventors has shown that the coexisting lanosterol promotes the excellent gelling ability peculiar to dihydrolanosterol, which is an active ingredient. Confirmed.

According to research by the present inventors, the above-mentioned dihydrolanosterol, which is an active ingredient of the gelling agent of the present invention, controls the keratinizing effect of the stratum corneum on the skin surface, similar to squalene present in human sebum. It is thought that it plays a role in preventing keratinization, maintaining a balance between skin proliferation from the dermis and shedding of waste products from the keratin, and facilitating skin metabolism.From this aspect, the gelling agent of the present invention is particularly useful in cosmetics. Suitable for combination with etc. In addition, dihydrolanosterol, which is an active ingredient of the gelling agent of the present invention, has excellent oxidation stability and is free from risks such as skin irritation, making it suitable for inclusion in the above-mentioned oil preparations.

The oil to be gelled by blending the gelling agent of the present invention may be any of the various oils known as cosmetics, other external preparations, industrial oils, and their base oils, which can be broadly classified into silicone and They are classified into synthetic oils, including oils, and general oils, such as animal and vegetable oils and their derivatives, and mineral oils.

More specifically, examples of the silicone oil include dimethyl silicone oil, methylphenyl silicone oil, silicone polyether copolymer oil,
Examples include methyl hydrogen silicone oil, amino-modified silicone oil, etc. Of course, one type may be used alone or two or more types may be mixed to form an oil agent.

Oils other than the above-mentioned silicone oils may be used in cosmetics, for example, liquid paraffin, mineral oils such as vaseline, squalene, lanolin, liquid lanolin, animal and vegetable oils such as olive oil, cetanol, oleyl alcohol, lanolin alcohol, squalane, olein, etc. Examples include oil derivatives such as palmitic acid, stearic acid, octyldodecanol lanolin fatty acid ester, and isopropyl myristate, sterols such as cholesterol, lanosterol, and plant sterol, and derivatives thereof.

In the case of industrial oils, for example, liquid paraffin, white spindle oil, machine oil, heavy oil, mineral spirits, dry solvent, fog solvent, kerosene, insecticidal solvent (manufactured by Nippon Oil Co., Ltd.), No. 0 solvent (manufactured by Nippon Oil Co., Ltd.), Mineral oil such as solvent naphtha, hexane, n-
Hydrocarbons such as hebutane, n-octane, isooctane, n-pentane, n-nonane, n-decane, benzene, cyclohexane, ketones and alcohols such as quidylol, n-butanol, methyl ethyl ketone, methyl isobutyl ketone, soybean oil Examples include animal and vegetable oils and fats such as cod oil and castor oil, and oil and fat derivatives such as stearic acid, oleic acid, bran oil fatty acid methyl ester, and lanolin fatty acid isopropyl alcohol ester. These may also be used alone as an oil agent to which the gelling agent of the present invention is applied, or two or more types may be used in combination to form the same oil agent.
Furthermore, these and silicone oil may be mixed to form an oil agent to be gelled.

The blending ratio of the gelling agent of the present invention to the above various oils or their base oils can be determined as appropriate depending on the type of oil, the active ingredient content of the gelling agent used, the required performance of the resulting gel, etc.
Although not particularly limited, the amount of the active ingredient of the gelling agent is usually about 0.5 to 20% by weight based on the weight of the base oil in the oil agent.
It is preferable to set the gelling agent within this range, and by mixing the gelling agent within this range, the system can be sufficiently gelled.

Thus, by blending the gelling agent of the present invention, desired gel products useful for various uses can be easily produced.

The gelling agent of the present invention is capable of gelling an oil agent by adding it to an oil agent as described above, and when a crystalline substance is added to the oil agent, the gelling agent of the present invention can form crystals by the crystalline substance. It also has a crystal precipitation prevention effect that can prevent precipitation or maintain the size at a level that poses no practical problems to obtain a desired gel in a uniformly dispersed state. Such crystalline substances include various substances that are commonly added to cosmetics, such as fatty acids such as capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid, and lanolin fatty acids. Examples include aliphatic alcohols such as myristyl alcohol, cetyl alcohol, and stearyl alcohol. The amount used is 25% by weight or less in the total composition, and generally about 0%.
．． It is appropriate that the amount is about 1 to 25% by weight. Therefore,
By using the gelling agent of the present invention, it is possible to obtain a gel product that is very suitable for applications that require the use of a relatively large amount of the above-mentioned crystalline substance.

Specific examples of gel products containing the gelling agent of the present invention include cosmetics and other external preparations such as gel lipstick, gel ointment, etc., and industrial oils such as floor wax, automobile wax, paint, and printing. Examples include inks and the like, and the present invention also provides such gel products.

These gel products can be prepared basically in the same manner as conventional products of this type, except for utilizing the gelling agent of the present invention. For example, gel lipstick as a cosmetic product,
It is prepared by adding appropriate amounts of bromo acid, pigments, fragrances, etc. together with the gelling agent of the present invention to an oily base material consisting of carnauba wax, beeswax, lanolin, cetyl alcohol, castor oil, etc.

In particular, the lipstick obtained by using the gelling agent of the present invention becomes a softer and more spreadable product. A gel ointment is prepared by adding the gelling agent of the present invention to an ointment base material such as bleached beeswax, paraffin, cetostearyl alcohol, or liquid halafine, and the resulting product has the properties of a transparent to translucent gel. It has excellent spreadability and soft feel. In addition to the above-mentioned ingredients, base materials for various cosmetics include mineral oils such as vaseline, animal and vegetable oils such as squalane, lanolin, liquid lanolin, olive oil, castor oil, and lecithin, cetanol, oleyl alcohol, lanolin alcohol, and squalane. , alcohols or acids such as oleic acid, palmitic acid, and stearic acid; esters such as octyldodecanol lanolin fatty acid ester and isopropyl myristate; and sterols such as cholesterol, lanosterol, and plant sterol.

In addition, for example, floor wax (liquid wax) as an industrial oil gel can be prepared by adding and blending an appropriate amount of the gelling agent of the present invention to carnauba wax, paraffin, barium suarate, mineral spirit, mineral terpinene, etc. A floor wax product with good elasticity, stretch and gloss can be obtained.

In addition to the above, ingredients that can be incorporated into such wax products include montan wax, squalane, lanolin, liquid lanolin, olive oil, castor oil, animal and vegetable oils such as lecithin, cetanol, oleyl alcohol, lanolin alcohol, squalane, oleic acid, and valmitic acid. , alcohols or acids such as stearic acid, esters such as octyldodecanol lanolin fatty acid ester, isopropyl myristate, and sterols such as cholesterol, lanosterol, and plant sterol. Furthermore, the base agent for printing ink using the gelling agent of the present invention can be prepared by mixing components such as alkyd resin, xylene resin, ester rubber, coumaron, solvent naphtha, methyl isobutyl ketone, and quijirole, and then adding the gelling agent of the present invention to this. By blending this into a base agent, and then mixing it with an ink agent containing a pigment and kneading it with a roll mill, etc., it is possible to create an ink product with excellent pigment dispersibility and spreadability (and improved printing performance). can.

The gel products thus obtained can exhibit various advantages as described below based on the formulation of the gel of the present invention. That is, in the field of cosmetics, it is possible to produce easy-to-handle products that also have fashion properties, such as oil-based transparent hair styling products, oil-based transparent protective creams, and transparent lipsticks. Moreover, since the gelling agent of the present invention itself has safety, which is a basic function of cosmetics, and functions as a moisturizing agent for the skin, it is particularly suitable for application in the field of cosmetics. Also,
There are many oil-based oils that are poorly compatible with each other, and in mixed systems such as these, separation occurs within the system and often causes product trouble. Silicone-based oils are particularly prone to the above-mentioned poor compatibility. Although there are oils, the gelling agent of the present invention can be effectively used as a gelling agent in systems where such poor compatibility is likely to occur. Furthermore, there are many substances in the formulation that are not only compatible but also crystalline, and in cosmetics, etc., crystals precipitate in the system, causing problems where it feels like a foreign substance when used. In such cases, the agent has the function of gelling all or part of the system and at the same time preventing the precipitation of crystals or keeping them to a size that does not pose a practical problem. As described above, the gelling agent of the present invention has the advantage that it can be used in a very wide range of applications not only in the cosmetic field but also in the industrial field. The amount range of the gelling agent of the present invention varies depending on the target system and can be determined arbitrarily, but it is generally preferably selected from a range of about 0.5 to 20%.

EXAMPLES Hereinafter, the present invention will be explained in more detail by giving examples of the production and preparation of the gelling agent of the present invention, its performance test examples, and the preparation of gel products using the same as formulation examples.

Note that % on each side indicates weight %.

Manufacturing Preparation Example 1 Incholesterol commercially available product [manufactured by Yoshikawa Oil Co., Ltd., dihydrolanosterol content: about 35%] is used as it is. This is referred to as "gelling agent 1 of the present invention".

Production Preparation Example 2 50g of isocholesterol described in the above production/preparation type was dissolved in 500zA' of butanol, and 5! palladium catalyst (manufactured by Yoken Fine Chemical Co., Ltd.) in an autoclave.
Hydrogen gas was filled with 0.5 g at room temperature at an initial pressure of 10 atm, and a photoreaction was carried out at 150° C. and 30 atm for 20 hours. After the reaction was completed, the catalyst was separated and purified by recrystallization etc. to obtain dihydrolanosterol with a yield of about 50% and a purity of 95% or more. This is called "gelling agent 2 of the present invention"
shall be.

Test Example 1 A predetermined amount (wt%) of the gelling agent 2 of the present invention obtained in Production Example 2 was added to 10 g of each of the various cosmetic oils and industrial oils shown in Tables 1 to 3 below. After heating and dissolving at °C, the mixture was allowed to cool to room temperature to form a gel.

The state of the mixture was observed over time from the start of cooling, and the gelation ability was evaluated based on the following criteria.

<Gelification ability evaluation criteria> S...The entire product gels within 30 minutes A...The entire product gels in 30 minutes to 1 hour B...The entire product gels in 1 to 5 hours C ...The whole gelatinizes in 5 hours or moreD
...50% or more gels in 5 hours or more E...5
No. 1, which gels by less than 50% over a period of time.
However, liquid paraffin A is "Sumoil P-60J" manufactured by Matsuzai Oil Co., Ltd., liquid paraffin B is "Sumoil P-80J" manufactured by the same company, and liquid paraffin C is "Sumoil P-100J" manufactured by the same company, and liquid paraffin C is "Sumoil P-100J" manufactured by the same company. As the paraffin d, Sumoil P-200 manufactured by the same company was used, and as the turbine oil, "Turbine 68" manufactured by Nippon Oil Co., Ltd. was used. In addition, the term "insoluble matter" in the table means that the amount of gelling agent added is too large, exceeding its saturated solubility.

Table 2 In addition, as the No. 0 solvent, one manufactured by Nippon Oil Co., Ltd. was used.

Note that Naphtha No. 3, No. 3, Naphtha No. 5, and gasoline were each manufactured by Esso, and the insecticidal solvent, A solvent, and Nippon Solvent were manufactured by Nippon Oil Co., Ltd., respectively.

Test Example 2 Dimethyl silicone (manufactured by Shin-Etsu Chemical Co., Ltd., K
F96/100C8) was used, and Production Example 1 of the present invention was added to the oil agent.
Gelling agents 1 and 2 of the present invention obtained in Steps 1 and 2 were added, mixed and dissolved in proportions of 1% and 3%, respectively, and the mixture was gelled in the same manner as in Test Example 1.

For comparison, a comparative test was also conducted using the same amount of dextrin palmitate (comparative gelling agent) as a gelling agent.

In each of the above tests, the observation results of the dissolution state of the gelling agent and the gelling ability (gelling time) by cooling at room temperature, and 24
The state and consistency after a period of time were measured using a 1/4 scale consistency meter manufactured by Tokyo Keikki Seisakusho in accordance with JIS-2220 "Consistency Testing Method" and the results are shown in Table 4.

Table 4 Test Example 3 The same test as Test Example 2 was repeated using methylphenyl silicone (manufactured by Shin-Etsu Chemical Co., Ltd., KF56) as the target oil.

The results are shown in Table 5 below.

Table 5 Formulation Example 1 Preparation of Cosmetic Cream (A) Oil Phase Squalane 20% Liquid Paraffin $1 30% Vaseline
10% cetanol 1% sorbitan sesquiolate 3% gelling agent of the present invention 2
3% (B) Aqueous phase water 33% preservative suitable part, liquid paraffin 1
As No. 1, "Sumoil P-70J" manufactured by Matsuzai Sekiyu Co., Ltd. was used.

The above oil phase (A) and aqueous phase (B) were each heated at 70 to 75°C.
The water phase (B) is gradually added to the oil phase (A) while stirring, and the mixture is uniformly emulsified with a homomixer.
After cooling to room temperature, a good cosmetic cream with moderate thixotropy was obtained.

Formulation example 2 Preparation of cosmetic cream (A) Oil phase squalane 20% liquid paraffin $1 30% petrolatum
10% cetanol 1% sorbitan sesquiolate 3% dimethyl silicone 12 10% gelling agent of the present invention 2 3
% (B) Aqueous phase water 23% Preservative Suitable part, liquid paraffin 11 was made by Matsuzai Sekiyu Co., Ltd. [Sumoil P-70J, and dimethyl silicone '2 was made by Shin-Etsu Chemical Co., Ltd. rKF96
-100C3J was used, respectively.

Using the above oil phase (A) and aqueous phase (B) in the same manner as in Formulation Example 1, a cosmetic cream having excellent dispersion stability of dimethyl silicone and having a smooth texture and a good feel on use was obtained.

Cosmetics of the present invention obtained in Formulation Examples 1 and 2 above, and comparative creams 1 and 2 prepared in the same manner without the gelling agent of the present invention on each side for comparison (however, only the amount N containing the gelling agent of the present invention was prepared). (in which the amount of liquid paraffin was increased) was subjected to a stability test in which each of these was left in a constant temperature bath at 40° C. for a predetermined period of time and the presence or absence of separation of the oil layer was observed.

The results are shown in Table 6 below.

Table 6 It can be seen from the above table that the cosmetic cream of the present invention has excellent stability.

Formulation Example 3 Preparation of Floor Wax The following components were mixed, heated to 75 to so'c to dissolve uniformly, and then cooled to room temperature to obtain a cloudy liquid floor wax.

Ingredients Compound type (%) Carnauba wax 3.7 Varafine
3.8 Mineral Substrate
69.5 Mineral Terpinene 10.0
Dimethyl silicone 10.0 Invention gelling agent 2 5.0 When this product was applied to the floor, it was glossy, had good spreadability, and was smooth with no noticeable crystal grains.

On the other hand, the comparative floor wax without the gelling agent of the present invention (however, the amount of mineral spirit was increased by that amount) was
Although the floor was glossy, the liquid did not spread and the crystal grains were noticeable.

Formulation Example 4 Preparation of Gel Lipstick The following components were mixed, and 1 to 5% of bromo acid, 5 to 10% of pigment, and an appropriate amount of fragrance were added to the mixture to prepare a gel lipstick.

Component Amount (%)
) carnauba wax 8 beeswax
10 lanolin
4 Cetyl alcohol 5
Castor oil 65 Gelling agent of the present invention 28 This product was soft and stretchy and of good quality.

Formulation example 5 Preparation of gel ointment A gel ointment was prepared by blending the following components.

Ingredients Amount (%) Bleached beeswax 5 Liquid paraffin
90 Invention Gelling Agent 25 This product was soft and stretchy and of good quality.

Formulation Example 6 Preparation of Liquid Wax The following components were mixed to obtain a liquid wax product with flexibility, good spreadability and gloss.

Ingredients Amount (%) Carnauba wax 3.7 Paraffin
3.8 Mineral Spirits 7
7.5 Mineral terpinene 10°O Gelling agent of the present invention 25.0 Formulation example 7 Preparation of base agent for printing ink A base agent for printing ink was prepared by blending the following components.

Ingredients Amount (%) Alkyd resin 10 xylene resin
5 ester rubber 5
Coumaron 2 Solvent naphtha 40 Methyl isobutyl ketone
20 Kijirol 15 Gelling agent of the present invention 25 This product can be made into a printing ink with good pigment dispersibility, good spreadability, and improved printing performance by subsequently blending a pigment ink agent and kneading it in a roll mill. can.

(that's all)

Claims (5)

[Claims] (1) An oil gelling agent characterized by containing dihydrolanosterol having the structure of the following formula ▲ Numerical formula, chemical formula, table, etc. ▼ as an active ingredient. (2) The gelling agent according to claim (1), wherein the oil agent is silicone oil. (3) Claim (1) wherein the oil agent is selected from animal and vegetable oils, styrenes, fat and oil derivatives, mineral oils, and hydrocarbons.
The gelling agent described in . (4) A cosmetic containing the gelling agent according to claim (1). (5) An industrial oil containing the gelling agent according to claim (1).