JP3898629B2 - Cosmetics - Google Patents

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Publication number
JP3898629B2
JP3898629B2 JP2002343155A JP2002343155A JP3898629B2 JP 3898629 B2 JP3898629 B2 JP 3898629B2 JP 2002343155 A JP2002343155 A JP 2002343155A JP 2002343155 A JP2002343155 A JP 2002343155A JP 3898629 B2 JP3898629 B2 JP 3898629B2
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Japan
Prior art keywords
cosmetic
ascorbic acid
fatty acid
acid ester
comparative example
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
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JP2002343155A
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Japanese (ja)
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JP2004175712A (en
Inventor
維章 宮脇
康夫 間嶋
義信 鶴
美子 青木
泉 石井
悟 中田
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Nippon Menard Cosmetic Co Ltd
Original Assignee
Nippon Menard Cosmetic Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
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Priority to JP2002343155A priority Critical patent/JP3898629B2/en
Publication of JP2004175712A publication Critical patent/JP2004175712A/en
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Description

【0001】
【発明の属する技術分野】
本発明は、安定性が低いビタミン、例えば、アスコルビン酸リン酸脂肪酸エステル、パルミチン酸レチノールを安定配合させた化粧料に関するものである。
【0002】
【従来の技術】
アスコルビン酸及び/又はその誘導体を配合した化粧料としては、文献1の美白化粧料が知られている。また、レチノール、レチノイン酸及び/又はその誘導体を配合した化粧料としては、文献2のコラーゲン産生促進剤が知られている。トコフェロールは、血行促進効果があり、化粧品原料として広く使われている(例えば、非特許文献1参照)。また、化粧料の抗酸化剤として、dl−α−トコフェロール、ジブチルヒドロキシトルエンやブチルヒドロキシアニソール等の酸化防止剤を配合することにより、化粧料の安定性向上を図ってきた(例えば、非特許文献1〜3参照)。
【0003】
【特許文献1】
特開平7−33634号
【0004】
【特許文献2】
特開2001−278783号
【0005】
【非特許文献1】
化粧品原料基準、第二版、注解I、P.726−728、P.444−448
【0006】
【非特許文献2】
化粧品原料基準、第二版、注解I、P.552−556
【0007】
【非特許文献3】
化粧品原料基準、第二版、注解I、P.897−901
【0008】
【発明が解決しようとする課題】
しかしながら、dl−α−トコフェロール、ジブチルヒドロキシトルエンやブチルヒドロキシアニソール等の酸化防止剤を併用しても、アスコルビン酸リン酸脂肪酸エステル、パルミチン酸レチノール等の不安定なビタミンに対しては、その効果がほとんどないか、効果があっても、その効果が一時的なもので、長期の安定性を確保するには十分なものとは言えなかった。そこで、アスコルビン酸リン酸脂肪酸エステル、パルミチン酸レチノールを長期に渡って安定配合できる化粧料が求められてきた。
【0009】
【課題を解決するための手段】
この様な事情により、本発明者らは鋭意研究を重ねた結果、アスコルビン酸リン酸脂肪酸エステル、パルミチン酸レチノールを長期に渡って安定配合できる化粧料を見出し、本発明を完成するに至った。
【0010】
すなわち、本発明は、下記成分(A)及び(B);
(A)アスコルビン酸リン酸脂肪酸エステル、パルミチン酸レチノールからなる群から選択される一種又は二種以上の成分
(B)化学式1(R1、R2はそれぞれ水素、アルキル基、アシル基、酸化エチレン、アルカリ金属、アルカリ土類金属等から一つ以上選ばれる)に示されるクロマン骨格を含む化合物及び/又はその塩を含有することを特徴とする化粧料を提供するものである。
【0011】
成分(A)のアスコルビン酸リン酸脂肪酸エステルとしては、アスコルビン酸リン酸脂肪酸エステルであれば特に限定されないが、例えばアスコルビン酸リン酸エステルであり、脂肪酸エステルでもある、アスコルビン酸2−リン酸6−パルミチン酸ナトリウム等が挙げられる。
【0014】
成分(A)のアスコルビン酸リン酸脂肪酸エステル、パルミチン酸レチノールは、これらのうち一種又は二種以上が本発明の化粧料に配合され、その配合量は特に限定されるものではなく、剤型や期待する効果の程度により異なるが、本発明の化粧料全量に対し、通常0.01重量%(以下、単に「%」で示す)以上、特に1〜10%とすると、アスコルビン酸リン酸脂肪酸エステル、パルミチン酸レチノールを長期に渡って安定配合できる効果が十分に得られるので更に好ましい。また、添加の方法については、あらかじめ加えておいても、製造途中で添加しても良く、作業性を考えて適宜選択すれば良い。
【0015】
成分(B)の化学式1で表される化合物の塩については、例えばナトリウム塩、カリウム塩等のアルカリ金属塩や、カルシウム塩、マグネシウム塩等のアルカリ土類金属塩等がある。
【0016】
成分(B)の化学式1で表される化合物及び/又はその塩の配合量は特に限定されるものではなく、剤型や期待する効果の程度により異なるが、本発明の化粧料全量に対し、通常0.01〜50%、好ましくは0.1〜20%、特に0.2〜5%とすると、アスコルビン酸リン酸脂肪酸エステル、パルミチン酸レチノールを長期に渡って安定配合できる効果が十分に得られるので更に好ましい。また、添加の方法については、あらかじめ加えておいても、製造途中で添加しても良く、作業性を考えて適宜選択すれば良い。
【0017】
本発明の化粧料には、必要に応じ、本発明の効果を損なわない範囲において、上記必須成分のほかに、他の生理活性物質や基材、安定化成分等の任意成分を適宜配合することができる。このような任意成分としては、例えば精製水、油脂類、ロウ類、炭化水素類、脂肪酸類、アルコール類、エステル類、界面活性剤、金属石鹸、pH調整剤、防腐剤、香料、保湿剤、粉体、紫外線吸収剤、増粘剤、色素、酸化防止剤、美白剤、キレート剤等が挙げられる。また、剤型については、ローション、乳液、クリーム、パック、貼付剤等の通常外用剤として使用される剤型であれば、その形態を問うものではない。
【0018】
【実施例】
次に本発明を詳細に説明するため、実施例として本発明の処方例を表1及び表5に挙げるが、本発明はこれに限定されるものではない。
【0019】
【表1】

Figure 0003898629
【0023】
【表5】
Figure 0003898629
【0026】
【発明の効果】
次に、本発明の効果を詳細に説明するため、実験例を挙げる。
【0027】
実験例1 加速試験
実施例1、比較例1−1、比較例1−2のローション(表1)を用いて、アスコルビン酸2−リン酸6−パルミチン酸ナトリウムの40℃における残存率測定と外観色の変化を確認した。また、実施例6、比較例6−1、比較例6−2の乳液(表5)を用いて、パルミチン酸レチノールの40℃における残存率測定と外観色の変化を確認した。
【0028】
アスコルビン酸2−リン酸6−パルミチン酸ナトリウム、パルミチン酸レチノールの残存率測定には、高速液体クロマトグラフィーにて定量し、試験品調製直後の定量値を100%として、40℃における残存率を算出した。また、その際の外観色を目視にて確認した。高速液体クロマトグラフィーの試験条件は表8〜表9に示した。
【0029】
【表8】
Figure 0003898629
【0030】
【表9】
Figure 0003898629
【0031】
加速試験の結果を表10及び表12に示した。その結果、アスコルビン酸2−リン酸6−パルミチン酸ナトリウムを配合した、実施例1、比較例1−1、比較例1−2のローション(表1)では、化学式1で示される化合物のナトリウム塩(R1、R2にナトリウムが合計1.5モル付加)を併用した実施例1の残存率は6ヵ月で90%以上であり、外観色にも変化がなかったが、dl−α−トコフェロールを併用した比較例1−1及び何も併用しなかった比較例1−2では、残存率も著しく低下し、外観色も大きく変化した。
【0032】
【表10】
Figure 0003898629
【0035】
パルミチン酸レチノールを配合した、実施例6、比較例6−1、比較例6−2の乳液(表5)では、化学式1で示される化合物のカリウム塩(R、Rにカリウムが合計1.5モル付加)を併用した実施例6の残存率は6ヵ月で90%以上であり、外観色にも変化がなかったが、ブチルヒドロキシアニソールを併用した比較例6−1及び何も併用しなかった比較例6−2では、残存率が著しく低下し、比較例6−2では、外観色も大きく変化した。
【0036】
【表12】
Figure 0003898629
【0039】
以上示したように、下記成分(A)及び(B);
(A)アスコルビン酸リン酸脂肪酸エステル、パルミチン酸レチノールからなる群から選択される一種又は二種以上の成分
(B)化学式1(R1、R2はそれぞれ水素、アルキル基、アシル基、酸化エチレン、アルカリ金属、アルカリ土類金属等から一つ以上選ばれる)に示されるクロマン骨格を含む化合物及び/又はその塩を含有することを特徴とする化粧料は、成分(B)によって、成分(A)の低安定性を長期に渡って十分に向上させる効果があった。[0001]
BACKGROUND OF THE INVENTION
The present invention relates to a cosmetic in which a vitamin having low stability, for example, ascorbic acid fatty acid ester and retinol palmitate are stably blended.
[0002]
[Prior art]
As a cosmetic containing ascorbic acid and / or a derivative thereof, the whitening cosmetic of Document 1 is known. Moreover, the collagen production promoter of the literature 2 is known as cosmetics which mix | blended retinol, retinoic acid, and / or its derivative (s). Tocopherol has an effect of promoting blood circulation and is widely used as a cosmetic raw material (see, for example, Non-Patent Document 1). In addition, as an antioxidant for cosmetics, the stability of cosmetics has been improved by incorporating an antioxidant such as dl-α-tocopherol, dibutylhydroxytoluene or butylhydroxyanisole (for example, non-patent documents). 1-3).
[0003]
[Patent Document 1]
Japanese Patent Laid-Open No. 7-33634
[Patent Document 2]
JP-A-2001-278783
[Non-Patent Document 1]
Cosmetic Raw Material Standards, Second Edition, Comment I, P.I. 726-728, P.I. 444-448
[0006]
[Non-Patent Document 2]
Cosmetic Raw Material Standards, Second Edition, Comment I, P.I. 552-556
[0007]
[Non-Patent Document 3]
Cosmetic Raw Material Standards, Second Edition, Comment I, P.I. 897-901
[0008]
[Problems to be solved by the invention]
However, even when an antioxidant such as dl-α-tocopherol, dibutylhydroxytoluene or butylhydroxyanisole is used in combination, its effect is not effective against unstable vitamins such as ascorbic acid phosphate fatty acid ester and retinol palmitate. Although there was little or no effect, the effect was temporary and could not be said to be sufficient to ensure long-term stability. Accordingly, there has been a demand for cosmetics that can stably contain ascorbic acid phosphate fatty acid ester and retinol palmitate over a long period of time.
[0009]
[Means for Solving the Problems]
Under such circumstances, as a result of intensive studies, the present inventors have found a cosmetic that can stably contain ascorbyl phosphate fatty acid ester and retinol palmitate over a long period of time, and have completed the present invention.
[0010]
That is, the present invention includes the following components (A) and (B);
(A) One or more components selected from the group consisting of ascorbic acid phosphate fatty acid ester and retinol palmitate (B) Chemical formula 1 (R1 and R2 are hydrogen, alkyl group, acyl group, ethylene oxide, alkali, respectively. The present invention provides a cosmetic comprising a compound having a chroman skeleton and / or a salt thereof selected from one or more of metals, alkaline earth metals and the like.
[0011]
The ascorbic acid phosphate fatty acid ester of component (A) is not particularly limited as long as it is an ascorbic acid phosphate fatty acid ester. For example, ascorbic acid 2-phosphate 6-ascorbate is an ascorbic acid phosphate and is also a fatty acid ester. Examples include sodium palmitate.
[0014]
Component (A) ascorbic acid phosphate fatty acid ester, retinol palmitate, one or more of these are blended in the cosmetic of the present invention, the blending amount is not particularly limited, Ascorbic acid phosphate fatty acid ester is usually 0.01% by weight (hereinafter simply referred to as “%”) or more, particularly 1 to 10% with respect to the total amount of the cosmetic of the present invention, although it depends on the expected effect. The retinol palmitate is more preferable because it provides a sufficient effect of stably blending it over a long period of time. The addition method may be added in advance or during the production, and may be appropriately selected in consideration of workability.
[0015]
Examples of the salt of the compound represented by Chemical Formula 1 of the component (B) include alkali metal salts such as sodium salt and potassium salt, and alkaline earth metal salts such as calcium salt and magnesium salt.
[0016]
The compounding amount of the compound represented by Chemical Formula 1 of component (B) and / or a salt thereof is not particularly limited, and varies depending on the dosage form and the expected effect, but with respect to the total amount of the cosmetic of the present invention, Usually 0.01 to 50%, preferably 0.1 to 20%, especially 0.2 to 5%, it is possible to obtain a sufficient effect of stably blending ascorbic acid phosphate fatty acid ester and retinol palmitate over a long period of time. More preferable. The addition method may be added in advance or during the production, and may be appropriately selected in consideration of workability.
[0017]
In the cosmetic of the present invention, optional components such as other physiologically active substances, base materials, and stabilizing components are appropriately blended in addition to the above essential components as long as the effects of the present invention are not impaired. Can do. Examples of such optional components include purified water, fats and oils, waxes, hydrocarbons, fatty acids, alcohols, esters, surfactants, metal soaps, pH adjusters, preservatives, perfumes, moisturizers, Examples thereof include powders, ultraviolet absorbers, thickeners, dyes, antioxidants, whitening agents, chelating agents and the like. Moreover, about a dosage form, if it is a dosage form normally used as external preparations, such as a lotion, emulsion, cream, a pack, and a patch, the form will not ask | require.
[0018]
【Example】
Next, in order to describe the present invention in detail, the formulation examples of the present invention are listed in Tables 1 and 5 as examples, but the present invention is not limited thereto.
[0019]
[Table 1]
Figure 0003898629
[0023]
[Table 5]
Figure 0003898629
[0026]
【The invention's effect】
Next, experimental examples will be given to explain the effects of the present invention in detail.
[0027]
Experimental Example 1 Acceleration test Using the lotions (Table 1) of Example 1, Comparative Example 1-1, and Comparative Example 1-2, residual rate measurement and appearance of ascorbic acid 2-phosphate 6-sodium palmitate at 40 ° C. The color change was confirmed. Further, using the emulsions of Example 6, Comparative Example 6-1 and Comparative Example 6-2 (Table 5), the residual ratio measurement of retinol palmitate at 40 ° C. and the change in appearance color were confirmed.
[0028]
For the residual rate measurement of ascorbic acid 2-phosphate 6-sodium palmitate and retinol palmitate, quantification was performed by high performance liquid chromatography, and the residual rate at 40 ° C. was calculated with the quantitative value immediately after preparation of the test product as 100%. did. Moreover, the external color in that case was confirmed visually. The test conditions for high performance liquid chromatography are shown in Tables 8-9.
[0029]
[Table 8]
Figure 0003898629
[0030]
[Table 9]
Figure 0003898629
[0031]
Tables 10 and 12 show the results of the acceleration test. As a result, in the lotion (Table 1) of Example 1, Comparative Example 1-1, and Comparative Example 1-2 in which ascorbic acid 2-phosphate 6-sodium palmitate was blended, the sodium salt of the compound represented by Chemical Formula 1 The residual rate of Example 1 using a combination of (total addition of 1.5 moles of sodium in R1 and R2) was 90% or more in 6 months and there was no change in the appearance color, but dl-α-tocopherol was also used. In Comparative Example 1-1 and Comparative Example 1-2 in which nothing was used, the residual ratio was significantly reduced and the appearance color was greatly changed.
[0032]
[Table 10]
Figure 0003898629
[0035]
In the emulsions of Example 6, Comparative Example 6-1 and Comparative Example 6-2 (Table 5) containing retinol palmitate, the potassium salt of the compound represented by Chemical Formula 1 (R 1 and R 2 have a total of 1 potassium) The residual ratio of Example 6 using 5 mol addition) was 90% or more in 6 months, and the appearance color did not change, but Comparative Example 6-1 combined with butylhydroxyanisole and nothing were used together. In Comparative Example 6-2, which did not exist, the residual ratio was remarkably reduced, and in Comparative Example 6-2, the appearance color also changed greatly.
[0036]
[Table 12]
Figure 0003898629
[0039]
As indicated above, the following components (A) and (B);
(A) One or more components selected from the group consisting of ascorbic acid phosphate fatty acid ester and retinol palmitate (B) Chemical formula 1 (R1 and R2 are hydrogen, alkyl group, acyl group, ethylene oxide, alkali, respectively. A cosmetic comprising a compound having a chroman skeleton and / or a salt thereof selected from one or more selected from metals, alkaline earth metals, etc., comprises component (B) by component (B). There was an effect of sufficiently improving the low stability over a long period of time.

Claims (2)

下記成分(A)及び(B);
(A)アスコルビン酸リン酸脂肪酸エステル、パルミチン酸レチノールからなる群から選択される一種又は二種以上の成分
(B)化学式1(R1、R2はそれぞれ水素、アルキル基、アシル基、酸化エチレン、アルカリ金属、アルカリ土類金属等から一つ以上選ばれる)に示されるクロマン骨格を含む化合物及び/又はその塩を含有することを特徴とする化粧料。
Figure 0003898629
The following components (A) and (B);
(A) One or more components selected from the group consisting of ascorbic acid phosphate fatty acid ester and retinol palmitate (B) Chemical formula 1 (R1 and R2 are hydrogen, alkyl group, acyl group, ethylene oxide, alkali, respectively. A cosmetic comprising a compound having a chroman skeleton and / or a salt thereof selected from one or more selected from metals and alkaline earth metals.
Figure 0003898629
請求項1に記載の化粧料において、成分(B)の化学式1で表される化合物のうち、R1、R2の少なくとも一方にナトリウムを含むことを特徴とする化粧料。  The cosmetic according to claim 1, wherein sodium is contained in at least one of R1 and R2 among the compounds represented by chemical formula 1 of component (B).
JP2002343155A 2002-11-27 2002-11-27 Cosmetics Expired - Lifetime JP3898629B2 (en)

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WO2016186201A1 (en) * 2015-05-20 2016-11-24 昭和電工株式会社 Tocopherol phosphate ester salt and method for producing same, and external skin preparation
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