JPS5962511A - Cosmetic - Google Patents

Abstract

PURPOSE:A cosmetic having good touch, hydrating properties, and improved stability free from irritation to the skin, containing a composition obtained by esterifying an ester of a polyol and a hydroxymonocarboxylic acid with a saturated dibasic acid as an oily base. CONSTITUTION:A cosmetic containing a composition obtained by esterifying an ester (e.g., castor oil) of a polyol (e.g., glycerin) and a hydroxymonocarboxylic acid (e.g., 12-hydroxystearic acid) with a saturated dibasic acid (e.g., sebacic acid) or esterifying further partially or completely the remaining OH group of this composition with >=3C saturated, unsaturated or branched fatty acid as an oily base. 1-30wt% hydroxymonocarboxylic acid may be replaced with the saturated, unsaturated, or branched fatty acid, and used. The reaction product of the esterification has improved compatibility with an oil agent, and no deterioration of quality with time.

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention relates to cosmetic compositions containing novel esterification products as oily bases.

Today, a wide variety of esters are used as raw materials for cosmetics, including naturally occurring fats and oils, side-chain fatty acids obtained through various synthetic reactions, and alcohol derivatives.

In general, the following are necessary conditions for oily raw materials for cosmetics. In other words, it not only has a stable supply, stable quality in terms of composition variation, color and odor, but also has no skin irritation or toxicity, does not impede skin ventilation or moisture permeation, and maintains skin's natural properties such as moisture, flexibility, and elasticity. properties, have physical compatibility with other base materials, have excellent emulsifying or dispersing ability, and have good oxidation stability.

Naturally produced oils such as olive oil, almond oil, and castor oil have traditionally been used as oil bases, but because they are natural products, their quality and price vary widely, and their texture is limited due to their composition, and they tend to change over time. However, there are disadvantages such as deterioration in quality.

In addition, widely used hydrocarbon oils such as liquid paraffin do not have polar groups in their molecules, so while they have relatively good storage stability, they do not provide the desired feel.
It has drawbacks such as poor compatibility with other components, and is not necessarily suitable.

Furthermore, since common natural waxes are natural products, it is difficult to stably supply them with a certain quality, and furthermore, they have poor color and odor.

The purpose of the present invention is to provide a cosmetic containing an esterified product that has excellent compatibility with other oils, does not irritate the skin, has a good texture, has water-retaining properties, and does not deteriorate in quality over time. Our goal is to provide the following.

The present invention was completed as a result of intensive research in order to achieve the above object, and the first invention is an esterification product (gradient and saturated dibasic m( A composition obtained by esterification reaction with B) (0
) f nJ, the second invention is a cosmetic comprising:
A composition obtained by esterifying the esterification product (A) of a divalent or higher polyol and a hydroxymonocarboxylic acid with a saturated dibasic acid (13) (a part or all of the remaining OR groups of the mountain are replaced with carbon atoms of 8 This is a cosmetic containing a composition (D) which is esterified with a saturated fatty acid, an unsaturated fatty acid and/or a branched fatty acid.

Glycols such as neopentyl glycol, ethylene glycol, globylene glycol, polyethylene glycol, and polypropylene glycol, glycerin, trimethylolethane, trimethylolpropane, pentaerythritol, sorbitol, and condensates thereof are used as polyols having a valence of two or more. I can do it.

As the hydroxymonocarboxylic acid, lactic acid, 12-hydroxystearic acid, ricinoleic acid, etc. can be used.

As the saturated dibasic acid, succinic acid, adipic acid, azelaic acid, sebacic acid, dodecadicarboxylic acid, eicosadicarboxylic acid, etc. can be used.

The esterification product (A) of a divalent or higher polyol and a hydroxymonocarboxylic acid can be obtained by a conventional method, but
Castor oil, which is a natural product, and hydrogenated castor oil, which is a hydrogenated version of castor oil, are glycerides consisting of glycerin, which is a divalent or higher polyol, and ricinoleic acid or 12-hydroxystearic acid, which is a hydroxymonocarboxylic acid. It can also be used as the above esterified product (A).

It is also possible to replace the 1 to 507 fr stitches of hydroxymonocarboxylic acid with saturated, unsaturated, or branched fatty acids. Saturated, unsaturated, and branched fatty acids include octanoic acid, nonanoic acid, decanoic acid, lauric acid, myristic acid, valmitic acid, stearic acid, behenic acid,
Fatty acids having 8 or more carbon atoms, such as palmitoleic acid, oleic acid, erucic acid, linoleic acid, inoctylic acid, impalmitin Q, and inostearic acid, are preferred from the viewpoint of safety.

The former formulation of saturated dibasic acid (B) is a polyol with a valence of more than 2.
esterification product of hydroxyl and hydroxymonocarboxylic acid (
04 to 0.8 mol per 1 mol of C is preferable.

In the second aspect of the present invention, a Nisderization product (A) of a divalent or higher polyol and a hydroxymonocarboxylic acid and a saturated dibase P! Oligoesterified composition (0) with (B)
A composition (D) is obtained by further esterifying some or all of the remaining OH groups with a saturated fatty acid, an unsaturated fatty acid, or a branched fatty acid having 8 or more carbon atoms. The saturated fatty acids having 8 or more carbon atoms and the like used here are selected from the same range as the above-mentioned fatty acids used as part of the hydroxymonocarboxylic acids.

The Nisdell reaction can be performed without any catalyst! -C is carried out according to a conventional method in the presence of lv, (for example, tin chloride) at normal pressure or reduced pressure.

First, an esterification product (Kikuo) of a divalent or higher polyol and a hydroxymonocarboxylic acid is synthesized, and then a predetermined amount of a saturated dibasic acid (B) is added to obtain an oligoesterified composition (0) with desired properties. As described in the second invention, when the remaining OH group is further esterified with a fatty acid, the above-mentioned saturated and/or unsaturated and/or branched fatty acid at The process is carried out until an oligoesterified composition (D) with desired properties is obtained.

In any reaction, the end point of the reaction is determined by the acid value.

Oligoesterification used in the present invention! Ligamono (0) is an intermolecular esterification of the OH group of the hydroxymonocarboxylic acid remaining in the ester (A) (1 molecule) of a divalent or higher polyol and a hydroxymonocarboxylic acid with a saturated dibasic acid (B). As the esterification reaction progresses, the molecular weight of the product increases and its properties change.In addition, the wood oligoesterification composition (wood oligoesterification composition) is obtained by carrying out the reaction. When a portion of the hydroxymonocarboxylic acid is replaced with saturated, unsaturated, or branched fatty acids, the resulting oligoesterified composition (physical properties of the material differs depending on the ff1M of the fatty acid. The state can also be liquid, highly viscous liquid, A wide range of oils can be obtained in pasty and solid forms.

Furthermore, as in the second invention, some or all of the OH groups remaining in the oligoesterified composition (C) are replaced with saturated fatty acids having 8 or more carbon atoms and unsaturated fatty acids with 7 or more carbon atoms. The polarity and physical properties of the oligoesterified composition can also be changed by carrying out an esterification reaction with and/or branched fatty acids (hereinafter referred to as modified fatty acids). Therefore, the oligoesterified composition (D) obtained in this way has various properties such as feel, lubricity, gelling power, compatibility, viscosity, melting point, etc. depending on the degree of reaction, type of fatty acid, amount of I, etc. Gloss, water-holding power, etc. can be adjusted.

After the esterification reaction is completed, the product is decolorized using a decolorizing agent according to a conventional method, and then deodorized and purified using steam.

The oligoesterified product obtained in this way is a synthetic oil that is light in color and odorless, does not irritate the skin, has excellent affinity for the skin, has excellent texture, and has water-retaining properties, and is suitable as an oil agent for cosmetics. It has a characteristic.

Furthermore, as mentioned above, the oligoesterification product of the present invention can be in the form of a liquid, a paste, or even a wax.
Synthetic oils have various properties and physical properties, and can be used as oil agents to prepare various cosmetics by appropriately blending common ingredients and optional ingredients.

It is prepared by a conventional method by replacing all or part of conventional oils, waxes, emollients, gelling agents, etc. with the oligoesterified composition. Although the amount of the oligoesterified composition cannot be specified in part, it is generally 0.
．． 1-50% (heavy f.

The same applies hereafter).

The present invention will be explained below with reference to Examples.

Example 1 Preparation of oligoesterified compositions and their properties (1-1) Preparation of hydrogenated castor oil-sebacic acid oligoester 1 equipped with a stirrer, thermometer, nitrogen gas blowing tube, and water separator
Hydrogenated castor oil (iodine value 2) 58 in a 1-4 tube flask
2f and Sebacin@131f were charged, 0.3% of the total charge amount of tin chloride as a catalyst and 5-Kijirol of the total charge as a refluxing solvent were added together, stirred well, and the mixture was reacted at 160-230°C. The reaction was continued for about 9 hours until the acid value reached 3 while measuring the acid value. After the reaction was completed, the catalyst was removed from door to door, decolorized using activated clay, and deodorized by blowing steam under reduced pressure to obtain the desired oligoesterified composition (sample &1).

(1-2) Preparation of oligoesterified composition of neopentyl glycol-12-hydroxystearic acid diester and dodecadylcarboxylic acid (1-1) 1 with the same equipment as in (1-1). Neopentyl glycol 1041 and 12-hydroxystearic acid 5931 were placed in a 4-tube flask, and the catalyst, refluxing solvent, reaction temperature, etc. were the same as in (1-1), and the reaction was allowed to take place for about 7 hours until the acid value reached 2.

Next, 115v of dodecadicarboxylic acid was added to the reaction flask, and the reaction was continued at 160 to 230°C for about 9 hours at an acid value of 5. After the reaction is completed, 'A' as in (1-1)
Targeted oligoesterified composition (sample point 8)
I got it.

(+-5')? 'PJMM of iPized castor oil-sepacic acid-behenic acid oligoester' (1-1) Hydrogenated castor oil 4852 and sebacic acid 512 were charged into a 4-tubular flask equipped with the same equipment as (1-1), and the catalyst, refluxing solvent, reaction temperature, etc. The reaction was carried out in the same manner as in (1-1), and the reaction was continued for about 7 hours until the acid value reached 3. Behenic acid 1o72 was then added to the reaction flask, followed by 160-23
The reaction was continued at 0° C. for about 9 hours until the acid value reached 1. After the reaction was completed, the product was purified in the same manner as in (1-1) to obtain the desired oligoesterified composition (sample A4) fzf.

Oligoesterified compositions f shown in Tables 1 and 2 were prepared in the same manner.

(1-4-) Properties of oligoesterified composition When the general properties, water-holding power, and compatibility of the oligoesterified composition were measured, the results shown in 1-1 and Table 2 were obtained. All oils have a considerable water-holding power, and it can be seen that the water-holding power differs depending on the degree of polarity of the oligoesterified composition or the type of modified fatty acid. Furthermore, it can be seen that the compatibility with liquid paraffin, squalane, olive oil, castor oil, and isopropyl myristate varies depending on the molecular weight, polarity, etc. of the oligoesterified composition.

According to the present invention, synthetic oils can be obtained in various forms, from liquid dog to paste and wax, depending on the type of polyol, the degree of oligoesterification with dibasic acid, the type of modified fatty acid, etc. It is possible to obtain oils with different physical properties.

Next, a preservability test was conducted, but no deterioration in quality over time was observed in any of the products.

The esterified phase composition was also tested for irritation to the human body and odor.

- First, the primary irritation to the human body was investigated using an occlusion patch test as follows.

That is, remove the dead skin and sebum on the epidermis of the anterior tile or upper arm region, apply the sample to a 1-inch square lint cloth, apply this to the surface of the skin, cover with oiled paper, and cover all sides with a paper bandage. Attach it to the crossbeam and press the top with a thin strip. This test was conducted on 20 healthy people, and after 24 hours, 4
Judgments were made after 8 hours and 1 week, and none of the oligoesterified compositions (samples A1 to 12) were found to be irritating at all, and are useful as cosmetic bases.

Further, an odor test after application was conducted as follows.

That is, samples 0 and 22 were applied to a 2-inch square area on the front tile, and the odor was determined by smell after 10 minutes, 20 minutes, 30 minutes, 1 hour, 4 hours, and 8 hours. This test was conducted on 20 healthy people, and none of the oligoesterified compositions (samples A1 to 12) had any odor.

Example 2 Preparation of Cosmetics The Nisder-forming composition described above was mixed with commonly used ingredients to prepare 1 volume of various cosmetics.

Using the samples in Tables 1 and 2 as the esterification composition f1, and blending the ingredients f111 as appropriate, 1"l of the cosmetics of Formulation Examples 1 to 5 was prepared.Also, all of them had good properties. It turned out.

Formulation example 1 Cleansing cream sample A 4 5.0% sample AI 5.0#paraffin 3. o Liquid paraffin 35. O# Glycerin monostearate 5.01 Polyoxyethylene mono, lazurin 3.0# Acid ester (20EO) 1.3 Butylene glycol 3. or glycerin 2.0〃Fragrance, preservative suitable, add vomit water
A total of 100% oily ingredients, emulsifiers, preservatives, and fragrances are mixed, heated, and dissolved, and kept at 65°C. 9.11 Add a humectant to the water and keep it at 65°C. Add the aqueous phase to the oil phase, stir once, and homogenize it with a homogenizer, then
Cool at 30tlt.

Formulation Example 2 Emollient Cream Stearic Acid 2.0% Stearyl Alcohol 5.01 Sample A2
1.5' Sample shop 12
0.5 ff squalane
5.0# Octyldodecanol
6. or polyoxyethyl 1/cetyl ether 5 ol (25KO) glyceryl monostearate 2. o#Propylene glycol 5. Add fragrance, preservatives, antioxidants and appropriate amount of purified water.
Add propylene glycol to a total of 100 grams of purified water and heat to 70°C. The other components are mixed and heated to melt at 70° C. The oil phase is added to the aqueous phase, pre-emulsified, uniformly emulsified using a homomixer, and cooled to room temperature.

Formulation example 3 Oil-based foundation 1 liquid Pajifuino 245 Inglovir palmitate 15.02 Sample shop 6
2. m#sample A10
3. O#Microcrystalline wax 7.0#Oshicho Light
8. OI Gyan Delira Row
0.5# oxidized-)tan
150〃Kaolin 15
．． O# Talc 60#
Coloring pigments 4.0 Preservatives, antioxidants, fragrances Mix appropriate amounts of pigments. Separately, the base components are mixed and homogenized by heating and FA. Add pigment to the melted base.

Roll mill the mixture and li! Ru. Remelt the kneaded material, adjust the color, and then slowly press once to bring the bubbles to the surface.

Cool the mixture while continuing to stir, add the fragrance at 60°C, pour it to the desired temperature, and let it cool and solidify.

Formulation example 4 Hair oil 12; Jin I! +Q paraffin 4
5% sample, /f511 15
y Isopropyl myristate 4Q r
Fragrance, pigment, r,! Preventive agent Suitable combination example 5 Cream rinse 4, Sudearyldimethylbenzyl chloride 1.4 Ammonium sample A, 1 0.5
g Glyceryl monostearard 1.5# meal
Salt 0.21 Add fragrance, train Appropriate amount of purified water
Total R11o o% Patent Applicant Nisshin Oil Co., Ltd.

Claims (1)

[Claims] 1. A composition (d) obtained by esterifying an esterification product (A) of a divalent or higher polyol and a hydroxymonocarboxylic acid and a saturated dibasic acid (B) is blended. Cosmetics. 2. The cosmetic according to claim 1, wherein the hydroxymonocarboxylic acid is 12-hydroxystearic acid and/or ricinoleic acid and/or otake-lactic acid. 2. The cosmetic according to claim 1, wherein the polyol having a valence of 2 or more is glycerin. 4. The esterification product (A) of a divalent or higher polyol and a hydroxymonocarboxylic acid is castor oil and/-! !
The cosmetic according to claim 1, which is hydrogenated castor oil or hydrogenated castor oil. The cosmetic composition according to claim 1, wherein the cosmetic material is substituted with a fatty acid or a branched fatty acid. & A composition obtained by esterifying an esterification product (conversion) of a divalent or higher polyol with hydroquine monocarboxylic acid and a saturated dibasic acid (B) (a part or all of the remaining OR group of 0 A cosmetic composition containing a 4I+ composition esterified with a saturated fatty acid having 8 or more carbon atoms, a 7-dimensional or unsaturated fatty acid, and/or a branched fatty acid. Cosmetics according to claim 6, wherein the polyol is glycerin. The cosmetic composition according to claim 6, wherein the esterification product (A) of polyol and hydroxymonocarboxylic acid is castor oil and/or hydrogenated castor oil. Cosmetics according to claim 6, in which Marutake W is substituted with a fatty acid or a branched fatty acid.