JPH10204476A - Surfactant - Google Patents
SurfactantInfo
- Publication number
- JPH10204476A JPH10204476A JP9020075A JP2007597A JPH10204476A JP H10204476 A JPH10204476 A JP H10204476A JP 9020075 A JP9020075 A JP 9020075A JP 2007597 A JP2007597 A JP 2007597A JP H10204476 A JPH10204476 A JP H10204476A
- Authority
- JP
- Japan
- Prior art keywords
- group
- anionic surfactant
- chain
- ion
- ethylene
- 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.)
- Pending
Links
Landscapes
- Cosmetics (AREA)
- Detergent Compositions (AREA)
Abstract
Description
【０００１】[0001]
【発明の属する技術分野】本発明は、水溶解性に優れ、
界面物性にすぐれる１鎖２極性基含有陰イオン界面活性
剤に関する。TECHNICAL FIELD [0001] The present invention has excellent water solubility,
The present invention relates to a single-chain dipolar group-containing anionic surfactant having excellent interface properties.
【０００２】[0002]
【従来の技術】陰イオン界面活性剤は一般に水溶解性が
悪く、高濃度の配合が必要となるなど使用目的上ないし
機能発現上好ましくない。そのために従来から、陰イオ
ン界面活性剤の水溶性を高める工夫がなされてきた。し
かし、水溶性を高めると、物性に関係する機能が低下
し、高濃度の配合を余儀なくすることが多いなどの問題
があった。したがって、水溶解性に優れ、界面物性にす
ぐれる１鎖２極性基含有陰イオン界面活性剤の開発が望
まれていた。2. Description of the Related Art Anionic surfactants generally have poor water solubility and require a high-concentration compounding, which is not preferable in terms of the intended use and functional expression. For that purpose, conventionally, a device for increasing the water solubility of the anionic surfactant has been devised. However, when the water solubility is increased, there is a problem that functions related to physical properties are reduced, and a high concentration is often required. Therefore, development of an anionic surfactant having a single-chain bipolar group which is excellent in water solubility and excellent in interface properties has been desired.
【０００３】[0003]
【発明が解決しようとする課題】本発明者らは、前記従
来技術の問題を改良せんとして鋭意研究した結果、後記
特定の１鎖２極性基含有陰イオン界面活性剤が上記の問
題点を解決することを見出し、本発明を完成するに至っ
た。すなわち、本発明の目的は、水溶解性に優れ、界面
物性にすぐれる１鎖２極性基含有陰イオン界面活性剤を
提供するにある。SUMMARY OF THE INVENTION The present inventors have conducted intensive studies to improve the above-mentioned problems of the prior art, and as a result, the following specific anionic surfactant containing a single-chain dipolar group solves the above-mentioned problems. And completed the present invention. That is, an object of the present invention is to provide a single-chain bipolar group-containing anionic surfactant having excellent water solubility and excellent interface properties.
【０００４】[0004]
【課題を解決するための手段】本発明の請求項１の発明
は、一般式（１）According to the first aspect of the present invention, there is provided a compound represented by the following general formula (1):
【０００５】[0005]
【化２】 Embedded image
【０００６】（ここで、ｍ＋１が１８、１６、１４、１
２、１０又は８であり、ｎ及びｐが１から６の整数であ
り、Ｘがカルボキシル基、硫酸基、スルホン酸基、また
はリン酸基で表され、対イオンが１価又は２価のアルカ
リ金属イオン、アンモニウムイオン又は有機アンモニウ
ムイオンである）であらわされる１鎖２極性基含有陰イ
オン界面活性剤である。(Here, m + 1 is 18, 16, 14, 1
2, 10 or 8, n and p are integers from 1 to 6, X is a carboxyl group, a sulfate group, a sulfonic group, or a phosphate group, and the counter ion is a monovalent or divalent alkali. Metal ion, ammonium ion or organic ammonium ion).
【０００７】[0007]
【発明の実施の形態】次に本発明の実施の形態を説明す
る。本発明における１鎖２極性基含有陰イオン界面活性
剤は、長鎖疎水基の炭素数が１８、１６、１４、１２、
１０又は８、対イオンが１価又は２価のアルカリ金属イ
オン、アンモニウムイオン又は有機アンモニウムイオン
であって前述の分子構造を有していればよい。本発明の
１鎖２極性基含有陰イオン界面活性剤は、後述の通り公
知の方法によって容易に得ることができる。なお、本発
明の１鎖２極性基含有陰イオン界面活性剤には無機塩、
未反応のアミノ化合物、脂肪酸塩の他、本発明の１鎖２
極性基含有陰イオン界面活性剤に対応する２鎖２極性基
含有陰イオン界面活性剤が含まれることがある。Next, an embodiment of the present invention will be described. In the present invention, the single-chain bipolar group-containing anionic surfactant has a long-chain hydrophobic group having 18, 16, 14, 12, or 12 carbon atoms.
10 or 8, as long as the counter ion is a monovalent or divalent alkali metal ion, ammonium ion or organic ammonium ion and has the above-mentioned molecular structure. The anionic surfactant containing a single-chain dipolar group of the present invention can be easily obtained by a known method as described below. In addition, an inorganic salt, a one-chain dipolar group-containing anionic surfactant of the present invention,
In addition to unreacted amino compounds and fatty acid salts, one chain 2 of the present invention
A two-chain dipolar group-containing anionic surfactant corresponding to the polar group-containing anionic surfactant may be included.
【０００８】本発明の１鎖２極性基含有陰イオン界面活
性剤は、頭髪化粧料、皮膚化粧料のいずれにも適用する
ことができる。[0008] The anionic surfactant containing a single-chain dipolar group of the present invention can be applied to both hair cosmetics and skin cosmetics.
【０００９】[0009]
【実施例】以下、実施例にて本発明を説明する。The present invention will be described below with reference to examples.
【００１０】実施例１ 製造例１（１鎖２極性基含有陰イオン界面活性剤の製造
例） 次の方法によって本発明の１鎖２極性基含有陰イオン界
面活性剤を製造した。すなわち、４つ口フラスコにエチ
レンジアミン３ｇ（０．０５モル）および水５０ｇを入
れた後、プロパンサルトン（０．１モル）を３０分かけ
て滴下した。２時間攪拌した後、エタノールを加えて濾
過し、エタノール洗浄することよってＮ，Ｎ’−ビス
（３−スルホプロピル）エチレンジアミン１３．５ｇを
得た。次に、Ｎ，Ｎ’−ビス（３−スルホプロピル）エ
チレンジアミン５ｇ（０．０１６モル）、水３０ｇ、ア
セトン１３ｇを４つ口フラスコに入れ、４Ｎ水酸化ナト
リウム水溶液でｐＨを８．５に調整した。室温下でカプ
リル酸クロリド（０．０１６モル）を滴下した。途中、
ｐＨが低下するため適宜、４Ｎ水酸化ナトリウム水溶液
を加えてｐＨを９〜１０に保った。滴下終了後、２時間
攪拌を継続した。その後、溶媒を除去し、再結晶法又は
シリカゲルカラムクロマトグラフ法によって精製し、本
発明に係る１長鎖２極性基含有陰イオン界面活性剤を得
た。この陰イオン界面活性剤の水溶解性のクラフト点は
０度Ｃであった。Example 1 Production Example 1 (Production Example of Single-Chain Bipolar Group-Containing Anionic Surfactant) A single-chain bipolar group-containing anionic surfactant of the present invention was produced by the following method. That is, after putting 3 g (0.05 mol) of ethylenediamine and 50 g of water into a four-necked flask, propane sultone (0.1 mol) was added dropwise over 30 minutes. After stirring for 2 hours, ethanol was added and the mixture was filtered and washed with ethanol to obtain 13.5 g of N, N'-bis (3-sulfopropyl) ethylenediamine. Next, 5 g (0.016 mol) of N, N'-bis (3-sulfopropyl) ethylenediamine, 30 g of water and 13 g of acetone are placed in a four-necked flask, and the pH is adjusted to 8.5 with a 4N aqueous sodium hydroxide solution. did. Caprylic chloride (0.016 mol) was added dropwise at room temperature. On the way,
Since the pH was lowered, the pH was maintained at 9 to 10 by appropriately adding a 4N aqueous sodium hydroxide solution. After completion of the dropwise addition, stirring was continued for 2 hours. Thereafter, the solvent was removed, and the product was purified by a recrystallization method or a silica gel column chromatography to obtain an anionic surfactant containing one long-chain bipolar group according to the present invention. The water-soluble Kraft point of this anionic surfactant was 0 ° C.
【００１１】処方例１（シャンプー） 製造例１の化合物 １５．０重量％ ラウロイルジエタノールアミド ３．０ ラウリルジメチルアミンオキシド ０．５ ヒドロキシエチルセルロース ０．１ 安息香酸ナトリウム ０．３ 香料 適量 水 バランス ───────────────────────── 計 １００．０ 本実施例によって得られたシャンプーは、洗浄効果に優
れていた。Formulation Example 1 (Shampoo) Compound of Preparation Example 1 15.0% by weight Lauroyldiethanolamide 3.0 Lauryldimethylamine oxide 0.5 Hydroxyethylcellulose 0.1 Sodium benzoate 0.3 Perfume Appropriate amount Water balance ────────────────────── Total 100.0 The shampoo obtained in this example was excellent in cleaning effect.
【００１２】[0012]
【発明の効果】以上記載の如く、本発明は、水溶解性に
優れ、界面物性にすぐれる１鎖２極性基含有陰イオン界
面活性剤を提供することは明らかである。As described above, it is apparent that the present invention provides an anionic surfactant having a single chain and a bipolar group which is excellent in water solubility and excellent in interface properties.
Claims (1)
８であり、ｎ及びｐが１から６の整数であり、Ｘがカル
ボキシル基、硫酸基、スルホン酸基、またはリン酸基で
表され、対イオンが１価又は２価のアルカリ金属イオ
ン、アンモニウムイオン又は有機アンモニウムイオンで
ある）であらわされる１鎖２極性基含有陰イオン界面活
性剤。1. A compound of the general formula (1) (Where m + 1 is 18, 16, 14, 12, 10 or 8; n and p are integers from 1 to 6; and X is a carboxyl group, a sulfate group, a sulfonic group, or a phosphate group. Wherein the counter ion is a monovalent or divalent alkali metal ion, ammonium ion or organic ammonium ion).
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP9020075A JPH10204476A (en) | 1997-01-17 | 1997-01-17 | Surfactant |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP9020075A JPH10204476A (en) | 1997-01-17 | 1997-01-17 | Surfactant |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH10204476A true JPH10204476A (en) | 1998-08-04 |
Family
ID=12016989
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP9020075A Pending JPH10204476A (en) | 1997-01-17 | 1997-01-17 | Surfactant |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH10204476A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2010514674A (en) * | 2006-10-12 | 2010-05-06 | ベラス ヘルス （インターナショナル） リミテッド | Methods, compounds, compositions and vehicles for delivering 3-amino-1-propanesulfonic acid |
-
1997
- 1997-01-17 JP JP9020075A patent/JPH10204476A/en active Pending
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2010514674A (en) * | 2006-10-12 | 2010-05-06 | ベラス ヘルス （インターナショナル） リミテッド | Methods, compounds, compositions and vehicles for delivering 3-amino-1-propanesulfonic acid |
| US8748656B2 (en) | 2006-10-12 | 2014-06-10 | Bhi Limited Partnership | Methods, compounds, compositions and vehicles for delivering 3-amino-1-propanesulfonic acid |
| JP2015007047A (en) * | 2006-10-12 | 2015-01-15 | ビーエイチアイ リミテッド パートナーシップ | Methods, compounds, compositions and vehicles for delivering 3-amino-1-propanesulfonic acid |
| US9499480B2 (en) | 2006-10-12 | 2016-11-22 | Bhi Limited Partnership | Methods, compounds, compositions and vehicles for delivering 3-amino-1-propanesulfonic acid |
| US10238611B2 (en) | 2006-10-12 | 2019-03-26 | Bellus Health Inc. | Methods, compounds, compositions and vehicles for delivering 3-amino-1-propanesulfonic acid |
| US10857109B2 (en) | 2006-10-12 | 2020-12-08 | Bellus Health, Inc. | Methods, compounds, compositions and vehicles for delivering 3-amino-1-propanesulfonic acid |
| US11020360B2 (en) | 2006-10-12 | 2021-06-01 | Bellus Health Inc. | Methods, compounds, compositions and vehicles for delivering 3-amino-1-propanesulfonic acid |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| A711 | Notification of change in applicant |
Free format text: JAPANESE INTERMEDIATE CODE: A711 Effective date: 20040805 |
|
| A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A821 Effective date: 20040806 |
|
| A072 | Dismissal of procedure [no reply to invitation to correct request for examination] |
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