JPS6026766B2 - Method for preventing deterioration of color tone and fragrance tone of cosmetic base material comprising amide monoamine type amphoteric activator - Google Patents
Method for preventing deterioration of color tone and fragrance tone of cosmetic base material comprising amide monoamine type amphoteric activatorInfo
- Publication number
- JPS6026766B2 JPS6026766B2 JP14292576A JP14292576A JPS6026766B2 JP S6026766 B2 JPS6026766 B2 JP S6026766B2 JP 14292576 A JP14292576 A JP 14292576A JP 14292576 A JP14292576 A JP 14292576A JP S6026766 B2 JPS6026766 B2 JP S6026766B2
- Authority
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- Japan
- Prior art keywords
- tone
- fragrance
- amide
- color tone
- base material
- 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.)
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Description
【発明の詳細な説明】
本発明はアミドモノアミン型両性活性剤からなる香粧品
基材の色調及び香調の劣化防止方法に関する。DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a method for preventing deterioration of the color tone and fragrance tone of a cosmetic base material comprising an amide monoamine type amphoteric surfactant.
さらに詳しくは、ヒドロキシ多価カルボン酸の水素塩で
pHを8〜10に調整することにより上記香粧品基材の
色調及び香調の劣化を防止する方法に関する。近年、ア
ミドモノアミン型両性活性剤がシャンプー、リンス又は
流体洗顔石けんなどの香粧品基材として使用されるよう
になったが、合成された水溶液形態のアミドモノアミン
型両性活性剤はpHが11〜13であるので、香粧品基
村として使用する場合にはpHをより低い範囲に調整す
る必要がある。More specifically, the present invention relates to a method of preventing deterioration of the color tone and fragrance tone of the cosmetic base material by adjusting the pH to 8 to 10 with a hydrogen salt of a hydroxy polyhydric carboxylic acid. In recent years, amidomonoamine type amphoteric active agents have come to be used as cosmetic base materials such as shampoos, conditioners, and fluid facial soaps, but the synthesized aqueous solution form of amidomonoamine type amphoteric active agents has a pH of 11 to 13. Therefore, when used as a base material for cosmetics, it is necessary to adjust the pH to a lower range.
従釆はかかるアミドモノアミン型両性活性剤のpH調整
を塩酸、硫酸等の無機酸で行っていたが、このようにp
H調整したものは長時間太陽光線にさらされたりあるい
は高温度に保存したりすると著しい着色及び香調の劣化
をもたらすので、香粧品基村としての商品価値を低下す
る煩向がある。本発明者らはかかる問題を解決すべく検
討した結果、ヒドロキシ多価カルボン酸の水素塩でアミ
ドモノアミン型両性活性剤の柵を調整すれば、該活性剤
の色調及び香調の経日変化を生ぜず、該活性剤を香粧品
基村として有利に使用できることを見出し、本発明をな
すに至った。Previously, the pH of such amide monoamine type amphoteric surfactants was adjusted using inorganic acids such as hydrochloric acid and sulfuric acid;
When H-adjusted products are exposed to sunlight for a long time or stored at high temperatures, they cause significant coloration and deterioration of fragrance, which tends to reduce their commercial value as cosmetics. The present inventors investigated to solve this problem and found that if the fence of an amidomonoamine type amphoteric active agent is adjusted with a hydrogen salt of a hydroxy polyhydric carboxylic acid, the color tone and scent tone of the active agent will change over time. The present inventors have discovered that the active agent can be advantageously used as a base material for perfumery and cosmetics, and have accomplished the present invention.
すなわち本発明はヒドロキシ多価カルボン酸の水素温で
アミドモノアミン型両性活性剤のpHを8〜10に調整
することを特徴とするアミドモノアミン型両性活性剤か
らなる香粧品基材の色調及び香調の劣化防止方法を提供
するものである。That is, the present invention provides a color tone and fragrance tone of a cosmetic base material comprising an amide monoamine type amphoteric active agent, which is characterized in that the pH of the amide monoamine type amphoteric active agent is adjusted to 8 to 10 at the hydrogen temperature of a hydroxy polyhydric carboxylic acid. The present invention provides a method for preventing deterioration of.
本発明を適用しうるアミドモノアミン型両性活性剤は構
造式(式中、R,は炭素数7以上のアルキル基、R2は
水素又は炭素数2〜4のアルコキシ基、R3は炭素数2
〜4のアルキレン基、R4は水素又は炭素数2〜4のア
ルコキシ基、R5は炭素数1〜2のアルキレン基、Mは
水素、ナトリウム又はカリウムを表わす)で示されるも
ので、脂肪酸又は脂肪酸ェステルとジアミンとを脱水縮
合して得られるアミドァミン又はィミダゾリソを両性化
して製造することができる。The amide monoamine type amphoteric surfactant to which the present invention can be applied has a structural formula (wherein, R is an alkyl group having 7 or more carbon atoms, R2 is hydrogen or an alkoxy group having 2 to 4 carbon atoms, and R3 is a
-4 alkylene group, R4 is hydrogen or an alkoxy group having 2 to 4 carbon atoms, R5 is an alkylene group having 1 to 2 carbon atoms, M is hydrogen, sodium or potassium), and is a fatty acid or a fatty acid ester. It can be produced by amphoterizing amidoamine or imidazoliso obtained by dehydration condensation of and diamine.
本発明においてpH調整に使用されるヒドロキシ多価カ
ルボン酸の水素塩としては、特にクエン酸ーナトリウム
塩、クエン酸二ナトリウム塩、クエン酸ーカリゥム塩、
クエン酸二カリウム塩、リンゴ酸ーナトリウム塩、リン
ゴ酸一カリウム塩、酒石酸水素ナトリウム、酒石酸水素
カリウムが好ましい。In particular, the hydrogen salts of hydroxy polycarboxylic acids used for pH adjustment in the present invention include citric acid-sodium salt, citric acid disodium salt, citric acid-potassium salt,
Dipotassium citrate, sodium malic acid, monopotassium malic acid, sodium hydrogen tartrate, and potassium hydrogen tartrate are preferred.
これらの使用量は両性活性剤の種類、製造方法によって
異なるが、両性活性剤のpHを8〜10に調整するのに
必要な量であり、大体両性活性剤に対して2〜20重量
%程度である。上記両性活性剤をヒドロキシ多価カルボ
ン酸の水素塩でpH調整するには、両性活性剤を風調整
槽に入れ、これにヒドロキシ多価カルボン酸の水素塩を
粉末又は水溶液で加え、20〜80oCで数時間かきま
ぜる。The amount used varies depending on the type of amphoteric active agent and the manufacturing method, but it is the amount necessary to adjust the pH of the amphoteric active agent to 8 to 10, and is approximately 2 to 20% by weight of the amphoteric active agent. It is. To adjust the pH of the above amphoteric activator with a hydrogen salt of a hydroxy polycarboxylic acid, place the amphoteric activator in an air conditioning tank, add the hydrogen salt of a hydroxy polycarboxylic acid in the form of powder or aqueous solution, and heat the mixture at 20 to 80oC. Stir for several hours.
本発明によりpHを8〜10に調整されたアミドモノア
ミン型両性活性剤は500Cで1か月間保存しても色調
及び香論が劣化せず、シャンプー、リンス、液体石けん
などの香粧品基材としての商品価値を低下せしめない。The amide monoamine type amphoteric surfactant whose pH is adjusted to 8 to 10 according to the present invention does not deteriorate in color tone or fragrance even when stored at 500C for one month, and can be used as a base material for cosmetics such as shampoos, conditioners, and liquid soaps. Do not reduce the product value.
またこのようにPHを調整することによって香粧品基材
としての性能はなんらそこなわれることはない。もしP
Hを8より低く調整すると両性活性剤の長期保存による
着色が著しくかつ異臭を生じるし、一方11より高く調
整すると香調の劣化を生ずるので、餌調整は8〜10の
範囲にしなければならない。また、ヒドロキシ多価カル
ボン酸の水素塩以外の他の有機酸例えば酢酸、グリコー
ル酸、コハク酸、乳酸などでは、ヒドロキシ多価カルボ
ン酸の水素塩のような色調及び香調の劣化防止効果は得
られない。Moreover, by adjusting the pH in this way, the performance as a cosmetic base material is not impaired in any way. If P
If H is adjusted lower than 8, the amphoteric active agent will be significantly discolored due to long-term storage and produce an off-odor, while if adjusted higher than 11, the aroma will deteriorate, so the bait adjustment must be within the range of 8 to 10. Furthermore, organic acids other than hydrogen salts of hydroxy polycarboxylic acids, such as acetic acid, glycolic acid, succinic acid, lactic acid, etc., do not have the effect of preventing deterioration of color tone and fragrance like hydrogen salts of hydroxy polycarboxylic acids. I can't do it.
次に実施例によって本発明を説明する。Next, the present invention will be explained by examples.
実施例 1
ラウリン酸とアミノェチルェタノールアミンとから脱水
縮合して得られたNーラウロィルーN′一8ーヒドロキ
シエチルーエチレンジアミン1モルとアクリル酸エチル
1.5モルとをかきまぜ機、温度計及び冷却器を付した
2その四つ口フラスコに入れ、8020で4時間反応さ
せると淡黄色の透明な生成物が得られる。Example 1 1 mol of N-lauroyl-N'-8-hydroxyethylethylenediamine obtained by dehydration condensation from lauric acid and aminoethyl ethanolamine and 1.5 mol of ethyl acrylate were combined with a stirrer, a thermometer, and 1.5 mol of ethyl acrylate. The mixture was placed in two four-necked flasks equipped with a condenser and reacted at 8020 for 4 hours to obtain a pale yellow transparent product.
水527夕と1.5モルの水酸化ナトリウムを加えてさ
らに80ooで2時聞けん化した。生成物は40%のN
−ラウロィルーN′−8ーヒドロキシエチル−N′ーナ
トリウムカルボキシヱチルエチレンジアミンを含む水溶
液であり、この水溶液は25qoでの8が12.&色調
(ガードナーカラ−)4、香調は良好■であった。この
両性活性剤(40%水溶液)にクエン酸モノナトリウム
、リンゴ酸−ナトリウム、酒石酸水素カリウムの粉末を
室温で添加し、1時間かきまぜてpHを6〜11に調整
し、これを5000で1か月保存して色調と香調の変化
を調べた。結果を第1表及び第2表に示す。第1表は色
調を第2表は香調を表わす。なおpH調整を行わなかっ
たものの同条件による1か月後の色調は4、香調はB〜
Cであった。第1表測定法:ASTM−01544に準
拠し、ガードナーへliーゲ比色計を用い、試料をガー
ドナーカラーチュープに詰め、標準色と
一致した値を読みとることにより行っ
た。527 ml of water and 1.5 mol of sodium hydroxide were added, and the mixture was further saponified at 80 ml for 2 hours. The product is 40% N
-Lauroyl-N'-8-Hydroxyethyl-N'-sodium carboxyethylethylene diamine. The color tone (Gardner color) was 4, and the fragrance tone was good. Powders of monosodium citrate, sodium malate, and potassium hydrogen tartrate were added to this amphoteric activator (40% aqueous solution) at room temperature, stirred for 1 hour to adjust the pH to 6 to 11, and then stirred at 5000 for 1 hour. We stored it for a month and examined changes in color and aroma. The results are shown in Tables 1 and 2. Table 1 shows the color tone and Table 2 shows the fragrance tone. Although the pH was not adjusted, the color tone after one month under the same conditions was 4, and the aroma tone was B ~
It was C. Table 1 Measurement method: Measurement was carried out in accordance with ASTM-01544 using a Gardner and Liage colorimeter, filling a sample into a Gardner color tube, and reading a value that matched the standard color.
評 価:1〜18の数値で行い、1が最も薄いもの18
が最も濃いものである。Evaluation: Valued from 1 to 18, with 1 being the thinnest 18
is the darkest.
肩の十は濃いもの一は薄いものを示す。The number 1 on the shoulder indicates that it is dark, and the number 1 on the shoulder indicates that it is light.
第2表
香調の表示A、B及びCは次のような状態を示すA:香
調の変化なく良好なもの
B:香調の変化あり、使用は可能
C:客調の著るしい変化あり、使用不可能以上の結果か
ら明らかなように、PHが8〜10の範囲では色調及び
香論の変化がみられず、両性活性剤の香粧品基材として
の有用性は満足すべきものである。Displays A, B, and C of the second incense tone indicate the following conditions A: Good with no change in fragrance B: Change in fragrance tone, usable C: Significant change in fragrance tone As is clear from the above results, there is no change in color tone or fragrance in the pH range of 8 to 10, and the usefulness of the amphoteric active agent as a base material for cosmetics is satisfactory. be.
実施例 2
ヤシ脂肪酸とアミノェチルェタノールアミンとから2モ
ルの脱水反応によって2−アルキルーN−8−ヒドロキ
シェチルィミダゾリンを生成し、該生成物1モル、アク
リル酸エチル1.5モル及び水2.0モルを実施例1と
同じフラスコに入れ、80℃で2時間反応させると、淡
黄色の透明液体が得られる。Example 2 2-alkyl-N-8-hydroxyethylimidazoline was produced from coconut fatty acid and aminoethyl ethanolamine by dehydration reaction of 2 moles, and 1 mole of the product and 1.5 moles of ethyl acrylate were produced. and 2.0 mol of water are placed in the same flask as in Example 1 and reacted at 80°C for 2 hours to obtain a pale yellow transparent liquid.
これに水554夕と水酸化ナトリウム1.5モルを加え
さらに8000で2時聞けん化を行う。生成物はNーア
ルキロィル−N−8ーヒドロキシェチル−N′ーナトリ
ウムカルボキシエチルエチレンジァミンを主成分とする
40%水溶液であり、該水溶液は25q0においてpH
12.&色調(ガードナーカラー)4−、香調Aであっ
た。該水溶液に室温でクエン酸モノナトリワムを3.8
重量%を添加し、pH9に調整したものおよびクエン酸
ジナトリウム9重量%添加し、pH9に調整したものを
50℃で1か月間保存した。結果は、色調がいずれも4
、容認がいずれもAで、色調、香調とも劣化は認められ
なかつた。実施例 3
NーラウロイルーN′−8−ヒドロキシエチルェチレン
ジアミンをモノクロル酢酸ナトリウムで両性化し、N−
ラウロイル−N′−8ーヒドロキシヱチルーN′ーナト
リウムカルポキシメチルエチレンジアミンを得た。To this was added 554 ml of water and 1.5 mol of sodium hydroxide, and saponification was further carried out at 8,000 ℃ for 2 hours. The product is a 40% aqueous solution containing N-alkyloyl-N-8-hydroxyethyl-N'-sodium carboxyethylethylenediamine as a main component, and the aqueous solution has a pH of
12. The color tone (Gardner color) was 4-, and the fragrance tone was A. Add 3.8 ml of monosodium citrate to the aqueous solution at room temperature.
% by weight was added and the pH was adjusted to 9, and 9% by weight of disodium citrate was added and the pH was adjusted to 9 and stored at 50° C. for 1 month. The result is that the color tone is 4.
The acceptance score was A in all cases, and no deterioration was observed in either color tone or fragrance tone. Example 3 N-lauroyl-N'-8-hydroxyethylethylenediamine was ampholyzed with sodium monochloroacetate to form N-
Lauroyl-N'-8-hydroxyethyl-N'-sodium carboxymethylethylenediamine was obtained.
該生成物の水溶液(PH11)にリンゴ酸ーナトリウム
を添加してpH8に調整した。この際の色調(ガードナ
ーカラー)は4、香調はAであった。これを5ぴ0で1
か月間保存後調べた結果、色調及び香調とも変化がなか
った。実施例 4
ラウリン酸の代りにステアリン酸を用い水の量を102
8のこした以外は実施例1と同様にしてN−ステアロイ
ルーN一B−ヒドロキシエチルーN′ーナトリウムカル
ボキシエチルエチレンジアミンの30%水溶液を得た。Sodium malate was added to the aqueous solution (pH 11) of the product to adjust the pH to 8. The color tone (Gardner color) at this time was 4, and the aroma tone was A. This is 5 pi 0 and 1
As a result of examination after storage for a month, there was no change in color tone or aroma tone. Example 4 Stearic acid was used instead of lauric acid and the amount of water was 102
A 30% aqueous solution of N-stearoyl-N-B-hydroxyethyl-N'-sodium carboxyethylethylenediamine was obtained in the same manner as in Example 1 except that step 8 was removed.
該水溶液のpHは25q0で12.ふ色調(ガードナー
カラー)は4、香調はAである。室温で酒石酸水素カリ
ウムを添加しpHを10に調整したものを50『0で1
か月間保存したところ色調は4十、香調はAであった。
参考例実施例2の両性活性剤に第3表に示す酸を添加し
て所定のpHに調整した。The pH of the aqueous solution is 25q0 and 12. The color tone (Gardner color) is 4, and the fragrance tone is A. Potassium hydrogen tartrate was added at room temperature and the pH was adjusted to 10.
When stored for a month, the color tone was 40 and the aroma tone was A.
Reference Example The acid shown in Table 3 was added to the amphoteric surfactant of Example 2 to adjust the pH to a predetermined value.
それぞれの色調は4、香調はAであった。これらを50
つ0で1か月間保存した後、色調と香調の変化を調べた
。結果を第3表に示す。第3表
この表から明らかなように、これらの酸を添加してpH
を調整した場合には、1か月後に色調及び香調の劣化が
著しく認められた。Each color tone was 4 and the fragrance tone was A. 50 of these
After storing for one month at zero temperature, changes in color tone and aroma tone were examined. The results are shown in Table 3. Table 3 As is clear from this table, adding these acids increases the pH.
When this was adjusted, significant deterioration in color tone and aroma tone was observed after one month.
Claims (1)
ミン型両性活性剤のpHを8〜10に調整することを特
徴とするアミドモノアミン型両性活性剤からなる香粧品
基材の色調及び香調の劣化防止方法。 2 ヒドロキシ多価カルボン酸の水素塩がクエン酸、リ
ンゴ酸又は酒石酸の水素塩である特許請求の範囲第1項
記載の方法。[Scope of Claims] 1. Color tone of a cosmetic base material comprising an amide monoamine type amphoteric active agent, characterized in that the pH of the amide monoamine type amphoteric active agent is adjusted to 8 to 10 with a hydrogen salt of a hydroxy polyhydric carboxylic acid. and a method for preventing deterioration of fragrance tone. 2. The method according to claim 1, wherein the hydrogen salt of the hydroxy polycarboxylic acid is a hydrogen salt of citric acid, malic acid, or tartaric acid.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP14292576A JPS6026766B2 (en) | 1976-11-30 | 1976-11-30 | Method for preventing deterioration of color tone and fragrance tone of cosmetic base material comprising amide monoamine type amphoteric activator |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP14292576A JPS6026766B2 (en) | 1976-11-30 | 1976-11-30 | Method for preventing deterioration of color tone and fragrance tone of cosmetic base material comprising amide monoamine type amphoteric activator |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5369838A JPS5369838A (en) | 1978-06-21 |
| JPS6026766B2 true JPS6026766B2 (en) | 1985-06-25 |
Family
ID=15326813
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP14292576A Expired JPS6026766B2 (en) | 1976-11-30 | 1976-11-30 | Method for preventing deterioration of color tone and fragrance tone of cosmetic base material comprising amide monoamine type amphoteric activator |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS6026766B2 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS647769U (en) * | 1987-07-01 | 1989-01-17 |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2346619B (en) * | 1999-02-15 | 2001-04-25 | Lush Ltd | Surfactants |
-
1976
- 1976-11-30 JP JP14292576A patent/JPS6026766B2/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS647769U (en) * | 1987-07-01 | 1989-01-17 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5369838A (en) | 1978-06-21 |
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