JP2003238332A - Cosmetic - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a cosmetic containing an oligomer of a hardened castor oil with dimer acid, and excellent in practical characteristics, preservation stability and skin safety. <P>SOLUTION: This cosmetic is characterized by containing the oligomer having 2,000-8,000 number-average molecular weight and obtained by performing a reaction of the hardened castor oil with the dimer acid by an amount capable of reacting with 25-50% OH group of the hardened castor oil. <P>COPYRIGHT: (C)2003,JPO

Description

Description: BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a storage stability containing a oligomer of a hydrogenated castor oil and a dimer acid, a practical property,
The present invention relates to cosmetics having excellent skin safety. 2. Description of the Related Art Derivatives of hydrogenated castor oil have been conventionally used as raw materials for cosmetics. Particularly, an esterified product of hydrogenated castor oil and isostearic acid is known as a sticky oily raw material which is familiar to skin or hair and has an appropriate oily feeling (see Patent Document 1). Further, esterified products of dimer acid and various alcohols are known, but the alcohols constituting these esterified products are clearly different from the hydrogenated castor oil constituting the esterified products of the present invention ( See Patent Document 2.). [Patent Document 1] Japanese Patent Application Laid-Open No. 55-11526 [Patent Document 2] Japanese Patent Application Laid-Open No. 2001-199937 [0004] Cosmetics containing an oligomer of hydrogenated castor oil and isostearic acid are not suitable for skin or When applied to hair, there was a problem in practical properties such that a sufficiently satisfactory oily feeling or tackiness was not obtained. SUMMARY OF THE INVENTION An object of the present invention is to provide a suitable oily feeling and tackiness or emollient when applied to skin or hair, and to be excellent in practical characteristics, storage stability and skin safety. To provide cosmetics. The present inventors have made intensive studies to solve the above-mentioned problems, and as a result, a cosmetic containing an oligomer composed of a specific hydrogenated castor oil and dimer acid described below has a moderate content. The present invention was found to have excellent oily feeling and tackiness or emollient properties and to be excellent in practical characteristics, storage stability and skin safety. That is, the present invention is characterized in that it contains an oligomer having a number average molecular weight of 2,000 to 8,000 reacted with an amount of dimer acid which binds to 25 to 50% of the OH groups of hydrogenated castor oil. It is a cosmetic. DETAILED DESCRIPTION OF THE INVENTION The hydrogenated castor oil and dimer acid used in the present invention are known substances, and the dimer acid is composed of two unsaturated fatty acids having 18 carbon atoms (mainly linoleic acid and linolenic acid). It is a dimer acid having 36 carbon atoms obtained by quantification, its purity is 95% or more, and it contains a small amount of monomeric acid and trimeric acid. (Uniqema: "PRIPOL
1009 ”) Hardened castor oil is a substance obtained by hydrogenating castor oil. In the present invention, 99% or more was used. (Kanken Fine P, manufactured by Kawaken Fine Chemical Co., Ltd.) The method for producing the oligomer of the hardened castor oil and dimer acid of the present invention is not particularly limited, but it can be synthesized by a generally used method. For example, as a catalyst, paratoluenesulfonic acid, sulfuric acid, hydrochloric acid, methanesulfonic acid,
Using boron trifluoride, hydrogen fluoride, etc. or without a catalyst,
As a solvent, benzene, toluene, or the like may be used, or the solvent may be reacted under reduced pressure at 150 to 250 ° C. under reduced pressure with an amount of dimer acid that binds to 25 to 50% of the OH groups of the hardened castor oil. The charge ratio between the hardened castor oil and the dimer acid during the reaction is 70.8: 29.2 to 82.9: 17.1 in weight ratio. The oligomer of hydrogenated castor oil and dimer acid obtained by the above synthesis method is represented by the following general formula (1) or (2) or a mixture of general formulas (1) and (2). [0011] The range of the number average molecular weight of these oligomers alone or in the form of a mixture containing both as a main component is about 2,000 to 8,000 as a result of measurement by the following method. The method of measuring the number average molecular weight is measurement of the relative molecular weight distribution in terms of polystyrene by GPC (gel permeation chromatography), and is performed under the following conditions. Measurement model SC-8010 system column manufactured by Tosoh Corporation Shodex KF-800D + KF-805L × 2 eluents THF temperature Column constant temperature bath 40 ° C Flow rate 1.0ml / min Concentration About 0.2wt / vol% Injection amount 100μl Solubility Complete dissolution detector Differential refractometer (R1) A synthesis example is described below. [Synthesis Example 1] CO was placed in a glass 5-L four-necked flask equipped with a stirrer, thermometer, reflux device, and nitrogen gas supply nozzle.
The ratio of OH groups to OH groups (COOH group / OH group ratio) is 0.
5 (hardened castor oil: dimer acid = 70.8: 29.2)
1500g of hardened castor oil (1.44mo
l), 618 g (1.08 mol) of dimer acid, 180 ml of toluene and 6.9 g of p-toluenesulfonic acid were added, and the mixture was heated at 220 ° C. under a nitrogen stream to react until the acid value became 2 or less. Synthesis Example 2 CO 2 was placed in a glass 5-L four-necked flask equipped with a stirrer, thermometer, reflux device, and nitrogen gas supply nozzle.
1500 g (1.44 mol) of hardened castor oil and 511 g of dimer acid so that the OH group / OH group ratio becomes 0.417 (hardened castor oil: dimer acid = 74.6: 25.4).
(0.89 mol, 180 ml of toluene, 6.6 g of p-toluenesulfonic acid were added, and the mixture was heated to 220 ° C. under a nitrogen stream and reacted until the acid value became 2 or less. Synthesis Example 3 Stirrer, thermometer , A reflux device, and a nitrogen gas supply nozzle in a 5 L four-neck flask made of glass
2000 g of hydrogenated castor oil (1.92 mol, 549.6 g of dimer acid) such that the OH group / OH group ratio becomes 0.333 (hardened castor oil: dimer acid = 78.4: 21.6).
(0.96 mol), 200 ml of toluene and 8.2 g of p-toluenesulfonic acid were added, and the mixture was heated to 220 ° C. under a nitrogen stream to react until the acid value became 2 or less. Synthesis Example 4 CO was placed in a glass 5L four-necked flask equipped with a stirrer, thermometer, reflux device, and nitrogen gas supply nozzle.
Hardened castor oil 5 such that the OH group / OH group ratio is 0.25 (hardened castor oil: dimer acid = 82.9: 17.1)
00g (0.48 mol), 103.1 g of dimer acid
(0.18 mol), 50 ml of toluene and 2.0 g of paratoluenesulfonic acid were added, and the mixture was heated at 220 ° C. under a nitrogen stream, and reacted until the acid value became 2 or less. Hereinafter, the characteristic values of the oligomer of the castor oil and the dimer acid obtained in Synthesis Examples 1 to 4 will be described. The characteristic value of the castor oil hardened with isostearic acid is the acid value:
0.6, saponification value: 185.0, iodine value: 1.9, hydroxyl value: 84.0, viscosity (60 ° C.): 210, and hue (G): 5 (used in Comparative Examples). As described above, the oligomer of the hardened castor oil and the dimer acid used in the present invention are oligomers having different hydroxyl values and viscosities as described above. In the present invention, those having a number average molecular weight of 2,000 to 8,000 are used. Applied. These are appropriately selected according to the difference in properties such as oiliness, tackiness, and emollient property of the oligomer with respect to the intended cosmetic, and are used in the cosmetic. The content in the cosmetic is 0.1 to 2 based on the total amount of the cosmetic.
0% by weight, preferably 0.2 to 10% by weight. (The weight% is hereinafter abbreviated as%.) The cosmetics of the present invention include lip balm, foundation (sun cut), shampoo, treatment rinse, hair wax and the like. Hereinafter, the present invention will be described in more detail with reference to Examples. However, the present invention is not limited to these descriptions, and commonly used cosmetic raw materials may be used within the scope of achieving the object of the present invention. It can be appropriately contained. EXAMPLES Examples 1 to 5 and Comparative Examples 1 to 5 were prepared and evaluated for practical properties, storage stability and skin safety by the following evaluation methods. (Evaluation method) <1> Practical characteristics Evaluation was performed five times in ten days by 10 test subjects, 10 boys and 10 girls, using each of the examples and comparative examples. For each of the evaluation items such as oiliness, tackiness, and emollient property, the cosmetic was evaluated as good-normal-poor from a maximum of 5 to a minimum of 0, and the average of the evaluation points was 3.5. 5.0 to “○” 2.5 to 3.4 → “△” 0 to 2.4 → “x”. <2> Storage stability After the Examples and Comparative Examples were stored in a thermostatic chamber at 45 ° C. for 3 months, and after a period of 5 reciprocations in a thermostatic chamber reciprocating between −5 ° C. and 45 ° C., solids were obtained. Then, the appearance such as sweating, discoloration, and emulsified state (presence or absence of separation) was observed for the emulsified substance, and separation and coloring were observed for the liquid substance. The evaluation result was evaluated as good when no abnormality was observed and indicated by “○”. When a slight abnormality was observed and there was no practical problem, it was indicated by “△”. Indicated by. <3> Skin Safety 10 males and 10 females, a total of 20 subjects, 0.05 g of a sample was applied to the skin of the forearm flexion side with a lint cloth having a diameter of 1.0 cm. For 24 hours. The skin condition of the 20 test subjects 1 hour and 24 hours after the bandage removal is determined and evaluated according to the following evaluation criteria. For the evaluation, the one with the strongest reaction between 1 hour and 24 hours after the bandage removal was adopted, (-)
Is “○” when 20 are present, “△” when (±) is 1-2, and “×” when (±) is 3 or more or (+) to (+++) is 1 or more. ". In addition, shampoo,
For the treatment rinse, a 0.5% aqueous solution was used as a sample. (Evaluation criteria) (Skin condition) (Evaluation) Erythema, edema, blister: (++) Erythema, edema: (++) Erythema: (+) Minor erythema: (±) No erythema, no edema: (-) Example 1 Using the oligomer of castor oil and dimer acid of Synthesis Example 2 for lip balm, a lip balm having the following composition was uniformly dissolved in a usual manner at 95 to 100 ° C. And cooled to prepare a lip balm. Comparative Example 1 Lip cream Instead of the oligomer of Synthesis Example 2 which is a component of Example 1,
A lip balm was prepared in the same manner as in Example 1 except that the hardened castor oil isostearate was used.
(Evaluation) Example 2 Foundation (Suncut) Components 1 to 5 are heated and mixed at 90 to 95 ° C. by a usual production method, and then components 6 to 12 are added, mixed and filled into a container. Comparative Example 2 Foundation (Sun Cut) In place of the oligomer of Synthesis Example 4, which is a component of Example 2,
A foundation (sun cut) was prepared in the same manner as in Example 2 except that the hydrogenated castor oil isostearate was used. (Evaluation) In Example 2, when applied to the skin, the makeup was hardly disintegrated due to sweat and was excellent in water resistance as a summer product. Example 3 Shampoo Except that the oligomer of Synthesis Example 4 and the components 6 to 8 were previously dissolved by heating and added, all components were uniformly heated at 75 to 80 ° C. by a usual production method, and then dissolved and dispersed. Cool down to Comparative Example 3 Shampoo A shampoo was prepared in the same manner as in Example 3 except that the above-mentioned hydrogenated castor oil isostearate was used instead of the oligomer of Synthesis Example 4 which is a component of the example. (Evaluation) The oligomer of Synthesis Example 3 acts as a conditioning agent, and Example 3 is easy to rinse and has a good oily feeling to the hair. Example 4 Treatment rinse As a usual production method, components 1 to 13 were heated to 75 to 80 ° C. to be uniformly dissolved, and component 14 was added to a solution previously heated to 75 to 80 ° C., and stirred. Cool to 30 ° C. Comparative Example 4 Treatment Rinse Instead of the oligomer of Synthesis Example 3, which is a component of Example 4,
A treatment rinse was prepared in the same manner as in Example 4, except that the above-mentioned hydrogenated castor oil isostearate was used. (Evaluation) Example 4 was clearly oily on the hair as compared with Comparative Example 4,
Excellent gloss, combability and hair cohesion. Example 5 Hair wax components 1 to 9 were uniformly dissolved by heating at 75 to 80 ° C., and the components 10 to 14 were previously heated to 75 to 80 ° C. to be uniformly dissolved and dispersed. Then, it is cooled to 30 ° C. Comparative Example 5 Hair Wax Instead of the oligomer of Synthesis Example 1, which is a component of Example 5,
A hair wax was prepared in the same manner as in Example 5, except that the above-mentioned hydrogenated castor oil isostearate was used. (Evaluation) Example 5 has a moderate oily feeling and excellent hair styling. Example 6 Pressed Powder (Suncut) A mixture obtained by heating and uniformly dispersing components 10 to 14 was added to a mixture obtained by uniformly mixing components 1 to 9, and a mixture obtained by uniformly mixing all components was added to gold. Fill the plate and press mold. Comparative Example 6 Pressed Powder (Suncut) Instead of the oligomer of Synthesis Example 1, which is a component of Example 6,
A pressed powder (sun cut) was prepared in the same manner as in Example 6, except that the hydrogenated castor oil isostearate was used. (Evaluation) In Example 6, the adhesion to the skin was good and the makeup was good. According to the present invention, by containing an oligomer of a specific hardened castor oil and dimer acid, the present invention has a suitable oily feeling, tackiness, emollient property, etc., and has practical characteristics and storage stability. It clearly provides cosmetics with excellent skin safety.

──────────────────────────────────────────────────続 き Continued on the front page (51) Int.Cl. ⁷ Identification symbol FI Theme coat ゛ (Reference) A61K 7/08 A61K 7/08 7/11 7/11 (72) Inventor Mune Tokaibayashi Daiei-cho, Katori-gun, Chiba 641 No. 6 Kumotomi Yoshioka, Higher Alcohol Industry Co., Ltd. (72) Inventor Kiyotaka Kawai 641 No. 6 Kumotomi Yoshioka, Yoshioka Utayoshi, Osaka-machi, Katori-gun, Chiba F-term in Higher Alcohol Industry Co., Ltd. AB432 AC012 AC022 AC072 AC122 AC182 AC242 AC342 AC392 AC422 AC431 AC432 AC642 AC662 AC692 AC782 AD042 AD072 AD132 AD152 AD282 AD352 CC01 CC11 CC12 CC19 CC32 CC38 CC39 DD17 DD22 DD23 DD30 DD31 EE01 EE06 EE07 EE10 EE12 EE17 EE21 FF01

Claims (1)

Claims: 1. An oligomer having a number average molecular weight of 2,000 to 8,000, reacted with an amount of dimer acid that binds to 25 to 50% of the OH groups of hydrogenated castor oil. Cosmetics characterized by that.