JP5065777B2 - Powder for cosmetics that selectively adsorbs unsaturated fatty acids - Google Patents
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- JP5065777B2 JP5065777B2 JP2007167337A JP2007167337A JP5065777B2 JP 5065777 B2 JP5065777 B2 JP 5065777B2 JP 2007167337 A JP2007167337 A JP 2007167337A JP 2007167337 A JP2007167337 A JP 2007167337A JP 5065777 B2 JP5065777 B2 JP 5065777B2
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Description
本発明は、オレイン酸に代表される不飽和脂肪酸を選択的に吸着する化粧料配合用粉体に関する。 The present invention relates to a powder for blending cosmetics that selectively adsorbs an unsaturated fatty acid typified by oleic acid.
皮脂の分解産物の一つである遊離脂肪酸が肌荒れの原因物質といわれていることから、皮膚化粧料に皮脂分解産物である遊離脂肪酸を吸着する粘土鉱物を配合することは古くから行われている。そのような粘土鉱物として、ヒドロキシアパタイト（特許文献１）、非晶質リン酸カルシウム（特許文献２）、非晶質リン酸カルシウムで被覆したセリサイト粒子およびマイカ粒子およびタルク（特許文献３，４，５）が提案されている。近年、皮脂およびその分解産物中の不飽和脂肪酸が化粧くずれに関係しているとの報告がなされ、不飽和脂肪酸を選択的に吸着する粉体は化粧くずれを改善する効果があることが判明している。非特許文献１参照。 Since free fatty acids, one of the sebum degradation products, are said to be a causative agent of rough skin, blending clay minerals that adsorb free fatty acids, sebum degradation products, into skin cosmetics has long been practiced. . Examples of such clay minerals include hydroxyapatite (Patent Document 1), amorphous calcium phosphate (Patent Document 2), sericite particles and mica particles and talc (Patent Documents 3, 4, and 5) coated with amorphous calcium phosphate. Proposed. In recent years, it has been reported that unsaturated fatty acids in sebum and its degradation products are related to makeup loss, and it has been found that powders that selectively adsorb unsaturated fatty acids have an effect of improving makeup loss. ing. See Non-Patent Document 1.
従って不飽和脂肪酸を選択的に吸着する鉱物粉体は化粧料配合原料として有用である。 Accordingly, mineral powders that selectively adsorb unsaturated fatty acids are useful as cosmetic ingredients.
本発明は、式：Ｍｇ１−ｘＡｌｘ（ＯＨ）２
（式中、ｘは０．２ないし０．３３）の金属複水酸化物よりなる複数の基本層と、隣接する該基本層の中間層にインターカレートされたアクリル酸マグネシウムおよび層間水より構成される層状金属水酸化物よりなる。不飽和脂肪酸を選択的に吸着するために化粧料へ配合される粉体を提供する。
The present invention relates to the formula: Mg 1-x Al x (OH) 2
(Wherein, x is 0.2 to 0.33) than the metal and a plurality of base layer of double hydroxide, A magnesium acrylic acid intercalated in the interlayer of the adjacent base present layer and interlayer water It consists of a layered metal hydroxide. Provided is a powder blended into a cosmetic for selectively adsorbing unsaturated fatty acids.
本発明者らは、ＷＯ２００６／０６８１１８において
式：Ｍ（ＩＩ）１−ｘＭ（ＩＩＩ）ｘ（ＯＨ）２
（式中、Ｍ（ＩＩ）はＭｇ，Ｚｎまたはその混合物、Ｍ（ＩＩＩ）はＡｌ，ｘは０．２ないし０．３３）の複数の基本層と、隣接する基本層の中間層にインターカレートされたＭｇ，ＺｎまたはＣｅの酢酸塩および層間水より構成される、水中で可逆的に剥離する層状複水酸化物（ＬＤＨ）を開示した。この層状複水酸化物は水中で剥離してゾルを形成し、このゾルを基材に塗布し、乾燥、焼付すると緻密な硬い塗膜を形成する。またゾルは保護コロイドまたは分散安定剤として化粧水、乳液などの液状化粧料に、または保湿剤としてファンデーション化粧料に配合することが開示されている。
The inventors have described in WO 2006/068118 the formula: M (II) 1-x M (III) x (OH) 2
(Wherein M (II) is Mg, Zn or a mixture thereof, M (III) is Al, x is 0.2 to 0.33), and an intermediate layer between adjacent basic layers is intercalated. Disclosed is a layered double hydroxide (LDH) reversibly exfoliated in water, composed of coated Mg, Zn or Ce acetate and interlayer water. The layered double hydroxide is peeled off in water to form a sol, which is coated on a substrate, dried and baked to form a dense hard coating. Further, it is disclosed that the sol is blended in a liquid cosmetic such as lotion or emulsion as a protective colloid or dispersion stabilizer, or in a foundation cosmetic as a moisturizing agent.
その後の研究により、これらＬＤＨの一部のものが選択的に不飽和脂肪酸を吸着する高い能力を有することが判明した。そのようなＬＤＨは基本層がマグネシウムとアルミニウムの複水酸化物で、中間層にインターカレートされる塩が酢酸マグネシウムであるＬＤＨである。さらにこのＬＤＨの酢酸マグネシウムの代りにアクリル酸マグネシウムがインターカレートされたＬＤＨも同様に不飽和脂肪酸を選択的に吸着する高い能力を持っていることが判明した。酢酸マグネシウムをインターカレートしたＬＤＨと異なって、アクリル酸マグネシウムをインターカレートしたＬＤＨは実質上無臭のため化粧料配合粉体により適している。 Subsequent studies have revealed that some of these LDHs have a high ability to selectively adsorb unsaturated fatty acids. Such LDH is LDH in which the basic layer is a double hydroxide of magnesium and aluminum and the salt intercalated in the intermediate layer is magnesium acetate. Furthermore, LDH in which magnesium acrylate was intercalated instead of magnesium acetate of LDH was found to have a high ability to selectively adsorb unsaturated fatty acids as well. Unlike LDH intercalated with magnesium acetate, LDH intercalated with magnesium acrylate is substantially more odorless and is more suitable for cosmetic blended powders.
酢酸マグネシウム等をインターカレートしたＬＤＨの一般的製造法はＷＯ２００６／０６８１１８に記載されている。この方法は再構築法として知られる方法であってＭｇ−Ａｌ系炭酸型ＬＤＨ（ハイドロタルサイト）を４００℃以上の温度に加熱して分解し、この熱分解物を水中で酢酸マグネシウムまたはアクリル酸マグネシウムと反応させ、生成する固体を反応液から分離し、乾燥し、粉砕するステップよりなる。酢酸マグネシウムをインターカレートしたＭｇ−Ａｌ系ＬＤＨの製造はＷＯ２００６／０６８１１８に実施例Ｉ−１として記載されており、酢酸マグネシウムの代りにアクリル酸マグネシウムをインターカレートしたＬＤＨは本発明者らの特願２００７−０１７３０９の実施例１に記載されている。 A general method for producing LDH intercalated with magnesium acetate or the like is described in WO2006 / 068118. This method is a method known as a reconstruction method, in which Mg-Al carbonate type LDH (hydrotalcite) is decomposed by heating to a temperature of 400 ° C. or higher, and the pyrolyzate is decomposed in water with magnesium acetate or acrylic acid. It comprises the steps of reacting with magnesium and separating the resulting solid from the reaction solution, drying and grinding. The production of Mg-Al-based LDH intercalated with magnesium acetate is described as Example I-1 in WO 2006/068118, and LDH intercalated with magnesium acrylate instead of magnesium acetate is It is described in example 1 of Japanese Patent Application No. 2007-01730 9.
インターカレートされる酢酸マグネシウムまたはアクリル酸マグネシウムの量は、熱分解物に対するこれらマグネシウム塩のモル比に依存し、前者０．２８モルあたり後者が少なくとも０．２８モルであることが好ましい。 The amount of magnesium acetate or magnesium acrylate to be intercalated depends on the molar ratio of these magnesium salts to the pyrolysate, and the latter is preferably at least 0.28 mol per 0.28 mol of the former.
第Ｉ部 再構築ＬＤＨの製造
製造例１
（ａ）Ｍｇ−Ａｌ系炭酸型ＬＤＨ（協和化学工業株式会社製ＤＨＴ−６）を７００℃において２０時間加熱して熱分解物を得た。
（ｂ）この熱分解物９６．３ｇ（０．２８ｍｏｌ）を、酢酸マグネシウム・４水塩０．２８ｍｏｌ／Ｌ（６０．０ｇ／Ｌ）水溶液１Ｌへ加え、室温で１５時間攪拌した後、生成した固体（ゲル）を濾過して分離し、９０℃で１０時間乾燥し、粉砕して酢酸マグネシウムがインターカレートされた再構築ＬＤＨを得た。このものをＬＤＨ Ｉ−１と呼ぶ。
Part I Production of Reconstructed LDH Production Example 1
(A) Mg-Al carbonate type LDH (DHT-6 manufactured by Kyowa Chemical Industry Co., Ltd.) was heated at 700 ° C. for 20 hours to obtain a thermal decomposition product.
(B) 96.3 g ( 0.28 mol) of this pyrolyzate was added to 1 L of a magnesium acetate tetrahydrate 0.28 mol / L (60.0 g / L) aqueous solution, stirred at room temperature for 15 hours, and then formed. The solid (gel) was separated by filtration, dried at 90 ° C. for 10 hours, and pulverized to obtain a reconstructed LDH intercalated with magnesium acetate. This is called LDH I-1.
製造例２
製造例１の（ａ）で得た熱分解物９６．３ｇを、アクリル酸マグネシウム０．２８ｍｏｌ／Ｌ（４６．６ｇ／Ｌ）水溶液１Ｌへ加え、室温で１５時間攪拌した後、生成した固体（ゲル）を濾過して分離し、９０℃で１０時間乾燥し、粉砕してアクリル酸マグネシウムがインターカレートされた再構築ＬＤＨを得た。このものをＬＤＨ Ｉ−２と呼ぶ。
Production Example 2
96.3 g of the thermal decomposition product obtained in (a) of Production Example 1 was added to 1 L of magnesium acrylate 0.28 mol / L (46.6 g / L) aqueous solution and stirred at room temperature for 15 hours. Gel) was separated by filtration, dried at 90 ° C. for 10 hours, and pulverized to obtain a reconstructed LDH in which magnesium acrylate was intercalated. This is called LDH I-2.
第ＩＩ部 不飽和脂肪酸吸着試験
引用した特許文献に做って不飽和脂肪酸のモデルとしてオレイン酸を使用し、吸着試験を行った。
１．試料：ＬＤＨ Ｉ−１，ＬＤＨ Ｉ−２および比較例としてＭｇ−Ａｌ系炭酸型ＬＤＨ（ＤＨＴ−６）を用いた。
２．方法：試験管に各試料０．５ｇを分取し、これにオレイン酸４．５ｇを加えてかきまぜた後、３７℃×２４時間静置しオレイン酸を吸着させた。その後ジエチルエーテル１５ｍｌで３回洗浄し、風乾してオレイン酸吸着試料とした。
次に各オレイン酸吸着試料を窒素気流中２０℃／ｍｉｎの昇温速度でＴＧ−ＤＴＡ測定を行い、１５０〜６００℃における重量減少率（％）を求めた。同じＴＧ−ＤＴＡ測定をオレイン酸吸着前の試料についても行い、１５０〜６００℃における重量減少率（％）を求めた。
オレイン酸吸着量は、各試料についてオレイン酸吸着後の重量減少率からオレイン酸吸着前の重量減少率を減算し、その差をｍｇ／ｇに換算して求めた。
３．結果：
オレイン酸吸着量（ｍｇ／ｇ）
ＬＤＨ Ｉ−１ ＬＤＨ Ｉ−２ ＤＨＴ−６
（酢酸Ｍｇ） （アクリル酸Ｍｇ）
７９．５ １０９．０ ５．１
アクリル酸ＭｇをインターカレートしたＬＤＨが酢酸ＭｇをインターカレートしたＬＤＨよりオレイン酸吸着量が高く、炭酸型ＬＤＨにはオレイン酸吸着能は殆どないことが示された。
Part II Unsaturated Fatty Acid Adsorption Test An adsorption test was conducted using oleic acid as a model of unsaturated fatty acid over the cited patent documents.
1. Samples: LDH I-1, LDH I-2 and Mg-Al carbonate type LDH (DHT-6) were used as comparative examples.
2. Method: 0.5 g of each sample was taken into a test tube, 4.5 g of oleic acid was added thereto and stirred, and then allowed to stand at 37 ° C. for 24 hours to adsorb oleic acid. Thereafter, it was washed 3 times with 15 ml of diethyl ether and air-dried to obtain an oleic acid adsorption sample.
Next, each oleic acid adsorption sample was subjected to TG-DTA measurement in a nitrogen stream at a rate of temperature increase of 20 ° C./min, and the weight loss rate (%) at 150 to 600 ° C. was obtained. The same TG-DTA measurement was performed on the sample before oleic acid adsorption, and the weight reduction rate (%) at 150 to 600 ° C. was obtained.
The amount of oleic acid adsorption was determined by subtracting the weight reduction rate before oleic acid adsorption from the weight reduction rate after oleic acid adsorption for each sample and converting the difference into mg / g.
3. result:
Oleic acid adsorption (mg / g)
LDH I-1 LDH I-2 DHT-6
(Mg acetate) (Mg acrylate)
79.5 109.0 5.1
LDH intercalated with Mg acrylate has higher oleic acid adsorption than LDH intercalated with Mg acetate, indicating that carbonated LDH has little oleic acid adsorption capacity.
第ＩＩＩ部 オレイン酸吸着の選択性試験
ＬＤＨ Ｉ−１およびＬＤＨ Ｉ−２の選択的オレイン酸吸着能をテストするため、被吸着油状物質として、オレイン酸、スクワレン、トリ（カプリルカプリン酸）グリセリン、トリ−２−エチルヘキサン酸グリセリン、イソステアリン酸を用いた。各油状物質４．５ｇをそれぞれ別のガラスプレートに滴下し、油層にＬＤＨ Ｉ−１およびＬＤＨ Ｉ−２それぞれ０．５ｇを添加し、スパーテルにてかきまぜた。両試料ともオレイン酸に添加した場合はこれを吸着して塊状に固化させた。他の油状物質に添加した場合は粉体のまま全体に分散し、白濁させただけであった。この結果はＬＤＨ Ｉ−１およびＬＤＨ Ｉ−２はオレイン酸に対し選択的吸着能を有することが証明された。
Part III Selectivity Test for Oleic Acid Adsorption To test the selective oleic acid adsorption ability of LDH I-1 and LDH I-2, oleic acid, squalene, tri (caprycapric acid) glycerin, Tri-2-ethylhexanoic acid glycerin and isostearic acid were used. 4.5 g of each oily substance was dropped on a separate glass plate, 0.5 g of LDH I-1 and LDH I-2 were added to the oil layer, and the mixture was stirred with a spatula. When both samples were added to oleic acid, they were adsorbed and solidified into a lump. When added to other oily substances, it was dispersed as a whole in a powder form and only made cloudy. This result proved that LDH I-1 and LDH I-2 have selective adsorption ability for oleic acid.
参考のため同じ試験を化粧料配合粉体であるスメクトンＳＡ（コロイド性含水ケン酸塩）およびルーセンタイト（親水性スメクタイト）についても行ったが、テストしたどの油状成分に対しても吸着性を示さなかった。 For reference, the same test was performed for cosmetic powders smecton SA (colloid hydrated succinate) and lucentite (hydrophilic smectite), but showed adsorbability to any oily component tested. There wasn't.
Claims (2)
（式中、ｘは０．２ないし０．３３）の金属複水酸化物よりなる複数の基本層と、隣接する該基本層の中間層にインターカレートされたアクリル酸マグネシウムおよび層間水より構成される層状金属複水酸化物よりなる、不飽和脂肪酸を選択的に吸着する化粧料配合用粉体。 Formula: Mg 1-x Al x (OH) 2
(Wherein, x is 0.2 to 0.33) and a plurality of base layer made of metal complex water oxidation of, A magnesium acrylic acid intercalated in the interlayer of the adjacent base present layer and interlayer water A powder for blending cosmetics, which selectively adsorbs unsaturated fatty acids, comprising a layered metal double hydroxide comprising the above.
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2014185201A1 (en) | 2013-05-13 | 2014-11-20 | テイカ株式会社 | Layered double hydroxide capable of adsorbing unsaturated fatty acids selectively, and cosmetic produced using said layered double hydroxide |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| WO2012081135A1 (en) * | 2010-12-17 | 2012-06-21 | L'oreal | Cosmetic composition |
| WO2012081133A1 (en) * | 2010-12-17 | 2012-06-21 | L'oreal | Make-up cosmetic composition comprising a layered double hydroxide |
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| JP3995301B2 (en) * | 1997-03-31 | 2007-10-24 | コープケミカル株式会社 | Composite of layered double hydroxide and saccharide, method for producing the same, and saccharide recovery material |
| KR101148743B1 (en) * | 2004-12-22 | 2012-05-22 | 데이까 가부시끼가이샤 | Layered double hydroxide peelablein water, and production process and use thereof |
| JP2007022881A (en) * | 2005-07-20 | 2007-02-01 | Tokyo Institute Of Technology | Hydrotalcite composite material having acid resistance and its producing method |
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| WO2014185201A1 (en) | 2013-05-13 | 2014-11-20 | テイカ株式会社 | Layered double hydroxide capable of adsorbing unsaturated fatty acids selectively, and cosmetic produced using said layered double hydroxide |
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|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
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| LAPS | Cancellation because of no payment of annual fees |