JPS6026765B2 - 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
- JPS6026765B2 JPS6026765B2 JP11100276A JP11100276A JPS6026765B2 JP S6026765 B2 JPS6026765 B2 JP S6026765B2 JP 11100276 A JP11100276 A JP 11100276A JP 11100276 A JP11100276 A JP 11100276A JP S6026765 B2 JPS6026765 B2 JP S6026765B2
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- Japan
- Prior art keywords
- tone
- fragrance
- acid
- amide
- 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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- Cosmetics (AREA)
- Detergent Compositions (AREA)
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
基村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 cosmetics made of an amide monoamine type amphoteric surfactant.
さらに詳しくはけ ヒドロキシ多価カルボン酸でpHを
8〜10に調整することにより上記香錐品基材の色調及
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、リンス又は液体洗
顔石けんなどの香斑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フミドモノアミン型両性
活性剤は柵が11〜13であるので、香粧品基材として
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。In more detail, the present invention relates to a method for preventing deterioration of the color tone and fragrance tone of the fragrance cone base material by adjusting the pH to 8 to 10 with a hydroxy polycarboxylic acid. In recent years, amidomonoamine type amphoteric active agents have come to be used as base materials for fragrance products such as shampoos, conditioners, and liquid facial soaps. -13, so when used as a base material for cosmetics, it is necessary to adjust the pH to a lower range.
従来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なっていたが、このように
pH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、香粧品基材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でアミドモノ
アミン型両性活性剤の−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材と
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。Conventionally, the pH of such amidomonoamine type amphoteric surfactants was adjusted using inorganic acids such as hydrochloric acid and sulfuric acid, but products with pH adjusted in this way may be exposed to sunlight for long periods of time or stored at high temperatures. Since it causes significant coloration and deterioration of fragrance tone, it tends to reduce its commercial value as a base material for cosmetics. The present inventors investigated to solve this problem and found that if the - of the amidomonoamine type amphoteric activator is adjusted with a hydroxy polyhydric carboxylic acid, the color tone and fragrance tone of the activator will not change over time. It has been discovered that the activator can be advantageously used as a base material for cosmetics, and the present invention has been completed.
すなわち本発明はヒドロキシ多価カルボン酸でアミドモ
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 is a method for preventing deterioration of the color tone and fragrance of a cosmetic base material made of an amide monoamine type amphoteric active agent, which is characterized by adjusting the pH of the amide monoamine type amphoteric active agent to 8 to 10 with a hydroxy polyhydric carboxylic acid. The present invention provides a method.
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アミン又はィミダゾリンを両性化
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 imidazoline 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
ルポン酸としては、特にクエン酸、リンゴ酸、酒石酸が
好ましい。As the hydroxy polycarboxylic acid used for pH adjustment in the present invention, citric acid, malic acid, and tartaric acid are particularly 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1〜8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
酸でpH調整するには、両性活性剤をpH調整槽に入れ
、これにヒドロキシ多価カルボン酸を粉末又は水溶液で
加え、20〜8000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 1 to 8% by weight of the amphoteric active agent.
That's about it. To adjust the pH of the amphoteric surfactant with a hydroxy polycarboxylic acid, the amphoteric surfactant is placed in a pH adjustment tank, the hydroxy polycarboxylic acid is added thereto in the form of a powder or an aqueous solution, and the mixture is stirred at a temperature of 20 to 8,000 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5000で1か月間保存しても色調
及び香調が劣化せず、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。
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、pH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
ような色調及び香調の劣化防止効果は得られない。The amide monoamine type amphoteric surfactant whose pH has been adjusted to 8 to 10 according to the present invention does not deteriorate in color tone or fragrance even if stored at 5000℃ 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.
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 activator will be significantly colored and produce a strange odor due to long-term storage, while if adjusted higher than 11, the fragrance will deteriorate, so the pH should be adjusted between 8 and 10.
Must be within the range of In addition, other organic acids other than 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 tone as hydroxy polycarboxylic acids do.
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−ルアミンとから脱水
縮合して得られたNーラウロィル−N′一8ヒドロキシ
エチルーヱチレレンジアミン1モルとアクリル酸エチル
1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、80午○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 mole of N-lauroyl-N'-8-hydroxyethylethylenediamine obtained by dehydration condensation from lauric acid and aminoethyl ethanolamine and 1 mole of ethyl acrylate were mixed in a stirrer and at a certain temperature. The mixture was placed in two four-necked flasks equipped with a meter and a condenser, and reacted at 80 o'clock for 4 hours to obtain a pale yellow transparent product.
水520夕と1.1モルの水酸化ナトリウムを加えてさ
らに80qCで2時聞けん化した。生成物は40%のN
ーラウロイル−N′−8ヒドロキシエチル−N′ーナト
リウムカルボキシェチルェ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pHが12.&色調
(ガードナーカラー)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、リンゴ酸、酒
石酸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50qoで1か′月間保存して
色調と香調の変化を調べた。520 g of water and 1.1 mol of sodium hydroxide were added, and the mixture was further saponified at 80 qC for 2 hours. The product is 40% N
-Lauroyl-N'-8hydroxyethyl-N'-sodium carboxyethyl ethylene diamine.This aqueous solution has a pH of 12. The color tone (Gardner color) was 4, and the fragrance tone was good ■. Powders of citric acid, malic acid, and tartaric acid were added to this amphoteric activator (40% aqueous solution) at room temperature, and the mixture was stirred for 1 hour until the pH reached 6.
-11 and stored at 50 qo for 1 month to examine changes in color and aroma.
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。なお風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−D15441に準拠し、ガードナー
へリージ比色計を用い、試料をガードナーチューブに詰
め、標準色と一致
した値を読みとることにより行った。The results are shown in Tables 1 and 2. Table 1 shows the color tone and Table 2 shows the fragrance tone. Although no wind adjustment was performed, the color tone after one month under the same conditions was 4, and the fragrance tone was B to C.
Table 1 Measurement method: Measurement was carried out in accordance with ASTM-D15441 using a Gardner-Liege colorimeter, filling a sample into a Gardner 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。Table 2 Fragrance tone indications A, B, and C indicate the following states.
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:香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
香調の変化がみられず、両性活性剤の香舷品基材として
の有用性は満足すべきものである。A: Good with no change in fragrance B: Change in fragrance, usable C: Significant change in fragrance, unusable As is clear from the above results, pH is 8 to 10 No change in color tone or aroma tone was observed within this range, and the usefulness of the amphoteric active agent as a base material for perfumery products is satisfactory.
実施例 2
ラウリン酸の代りにャシ脂防酸を用いた以外は実施例1
と同様にしてアミドモノアミン両性活性剤を得た。Example 2 Example 1 except that acid-proofing oil was used instead of lauric acid.
An amidomonoamine amphoteric activator was obtained in the same manner as above.
この両性活性剤のpHは12.0色調(ガードナーカラ
ー)4−、香調Aであった。これに1重量%のクエン酸
を添加して、FHを10に調整した後、50ooで1か
月間保存した。その結果、色調は4、香調はAであった
。実施例 3
ヤシ脂肪酸とアミノェチルエタノールアミンとから2モ
ルの脱水反応によって2ーアルキルー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、8000で2時間反応させると、淡
黄色の透明液体が得られる。The pH of this amphoteric activator was 12.0 (Gardner color) 4-, aroma A. After adding 1% by weight of citric acid to adjust the FH to 10, it was stored at 50oo for 1 month. As a result, the color tone was 4 and the fragrance tone was A. Example 3 2-alkyl-N-8 hydroxyethyl imidazoline was produced by dehydration reaction of 2 moles of coconut fatty acid and aminoethylethanolamine, and 1 mole of the product, 1.5 moles of ethyl acrylate and 2 moles of water were produced. 0 mol was placed in the same flask as in Example 1 and reacted at 8000 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80qoで2時聞けん化を行なう。生成物はNー
アルキロィルーN−8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アミンを主成分とする
40%水溶液であり、該水溶液は25qo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をそれぞれ1.丸重量%
及び4重量%添加し、pHを10及び8に調整した後、
50qoで1か月間保存した。結果は、色調がいずれも
4、香調がいずれもAで、色調、香調とも劣化は認めら
れなかった。実施例 4
N−ラウロイルーN′−6ヒドロキシエチルエチレンジ
アミンをモノクロル酢酸ナトリウムで両性化し、N−ラ
ウロィル−N′−8ヒドロキシェチルーN′ーナトリウ
ムカルボ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 80 qo 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 25 qo.
12. The color tone (Gardner color) was 4-, and the fragrance tone was A. 1. each of citric acid was added to the aqueous solution at room temperature. Round weight%
and 4% by weight, and after adjusting the pH to 10 and 8,
It was stored for 1 month at 50qo. The results were 4 for all color tones and A for all aromas, and no deterioration was observed in either color or aroma. Example 4 N-lauroyl-N'-6 hydroxyethylethylenediamine was ampholyzed with sodium monochloroacetate to obtain N-lauroyl-N'-8hydroxyethyl-N'-sodium carboxymethylethylenediamine.
該生成物の水溶液(pHil)にクエン酸を添加してp
H8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50oo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 5
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′−ナトリウムカルボ
キシヱチルヱチレンジアミンの30%水溶液を得た。Adding citric acid to an aqueous solution (pHil) of the product to make p
Adjusted to H8. The color tone (Gardner color) at this time was 4, and the aroma tone was A. When this was stored at 50oo for one month and examined, there was no change in color tone or aroma tone. Example 5 Stearic acid was used instead of lauric acid and the amount of water was 102
A 30% aqueous solution of N-stearoyl-N-Bhydroxyethyl-N'-sodium carboxyethyl ethylene diamine was obtained in the same manner as in Example 1 except that step 8 was removed.
該水溶液のpHは25『0で12.5、色調(ガードナ
ーカラー)は4、香調はAである。室温でリンゴ酸を添
加しpHを10に調整したものを50qoで1か月間保
存したところ色調はぐ、香調はAであった。参考例
実施例3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 aqueous solution has a pH of 25.0 and 12.5, a color tone (Gardner color) of 4, and a fragrance tone of A. When malic acid was added to adjust the pH to 10 at room temperature and the product was stored at 50 qo for one month, the color changed and the aroma was A. Reference Example The acid shown in Table 3 was added to the amphoteric surfactant of Example 3 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
qo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 in qo, 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)
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がクエン酸、リンゴ酸又
は酒石酸である特許請求の範囲第1項記載の方法。[Scope of Claims] 1. Color and fragrance 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 hydroxy polycarboxylic acid. How to prevent deterioration. 2. The method according to claim 1, wherein the hydroxy polycarboxylic acid is citric acid, malic acid or tartaric acid.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP11100276A JPS6026765B2 (en) | 1976-09-16 | 1976-09-16 | 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 |
|---|---|---|---|
| JP11100276A JPS6026765B2 (en) | 1976-09-16 | 1976-09-16 | 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 |
|---|---|
| JPS5338633A JPS5338633A (en) | 1978-04-08 |
| JPS6026765B2 true JPS6026765B2 (en) | 1985-06-25 |
Family
ID=14549900
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP11100276A Expired JPS6026765B2 (en) | 1976-09-16 | 1976-09-16 | 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) | JPS6026765B2 (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2511776B2 (en) * | 1992-10-02 | 1996-07-03 | 三洋化成工業株式会社 | Detergent composition |
-
1976
- 1976-09-16 JP JP11100276A patent/JPS6026765B2/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5338633A (en) | 1978-04-08 |
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