JPS62185798A - Detergent - Google Patents
DetergentInfo
- Publication number
- JPS62185798A JPS62185798A JP2859886A JP2859886A JPS62185798A JP S62185798 A JPS62185798 A JP S62185798A JP 2859886 A JP2859886 A JP 2859886A JP 2859886 A JP2859886 A JP 2859886A JP S62185798 A JPS62185798 A JP S62185798A
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- formulas
- hydroxyethane
- diphosphonic acid
- formula
- 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
- 239000003599 detergent Substances 0.000 title 1
- KWIUHFFTVRNATP-UHFFFAOYSA-N Betaine Natural products C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 claims description 16
- KWIUHFFTVRNATP-UHFFFAOYSA-O N,N,N-trimethylglycinium Chemical compound C[N+](C)(C)CC(O)=O KWIUHFFTVRNATP-UHFFFAOYSA-O 0.000 claims description 16
- 229960003237 betaine Drugs 0.000 claims description 16
- DBVJJBKOTRCVKF-UHFFFAOYSA-N Etidronic acid Chemical compound OP(=O)(O)C(O)(C)P(O)(O)=O DBVJJBKOTRCVKF-UHFFFAOYSA-N 0.000 claims description 4
- 239000012459 cleaning agent Substances 0.000 claims description 4
- 238000002845 discoloration Methods 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims 3
- 235000013162 Cocos nucifera Nutrition 0.000 claims 1
- 244000060011 Cocos nucifera Species 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 125000005313 fatty acid group Chemical group 0.000 claims 1
- 239000000203 mixture Substances 0.000 description 8
- 239000000523 sample Substances 0.000 description 7
- 239000003205 fragrance Substances 0.000 description 5
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 4
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- 238000002835 absorbance Methods 0.000 description 3
- 239000011538 cleaning material Substances 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- MTNDZQHUAFNZQY-UHFFFAOYSA-N imidazoline Chemical compound C1CN=CN1 MTNDZQHUAFNZQY-UHFFFAOYSA-N 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- 239000005639 Lauric acid Substances 0.000 description 2
- 238000004140 cleaning Methods 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 230000001815 facial effect Effects 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000003755 preservative agent Substances 0.000 description 2
- 230000002335 preservative effect Effects 0.000 description 2
- 239000002453 shampoo Substances 0.000 description 2
- 125000004066 1-hydroxyethyl group Chemical group [H]OC([H])([*])C([H])([H])[H] 0.000 description 1
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 1
- FPVVYTCTZKCSOJ-UHFFFAOYSA-N Ethylene glycol distearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCOC(=O)CCCCCCCCCCCCCCCCC FPVVYTCTZKCSOJ-UHFFFAOYSA-N 0.000 description 1
- 241000277269 Oncorhynchus masou Species 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 239000002280 amphoteric surfactant Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- XQRLCLUYWUNEEH-UHFFFAOYSA-N diphosphonic acid Chemical compound OP(=O)OP(O)=O XQRLCLUYWUNEEH-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 239000002563 ionic surfactant Substances 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 239000008213 purified water Substances 0.000 description 1
- 239000012488 sample solution Substances 0.000 description 1
- KSAVQLQVUXSOCR-UHFFFAOYSA-M sodium lauroyl sarcosinate Chemical compound [Na+].CCCCCCCCCCCC(=O)N(C)CC([O-])=O KSAVQLQVUXSOCR-UHFFFAOYSA-M 0.000 description 1
- TUNFSRHWOTWDNC-UHFFFAOYSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCCC(O)=O TUNFSRHWOTWDNC-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Abstract
(57)【要約】本公報は電子出願前の出願データであるた
め要約のデータは記録されません。(57) [Summary] This bulletin contains application data before electronic filing, so abstract data is not recorded.
Description
【発明の詳細な説明】
〈産業上の利用分野〉
この発明は、一般式(I)
N−CH2−CH2
+
R−C−N−CH2−CH2−OH(I)じCH2Co
。Detailed Description of the Invention <Industrial Application Field> This invention is directed to the general formula (I) N-CH2-CH2 + R-C-N-CH2-CH2-OH (I)
.
で表わされる2−アルキル−N−カルボキシメチル−N
−ヒドロキシエチルイミダゾリニウムベタインまたは、
一般式(1)
%式%
で表わされる2−アルキル−N−カルボキシエチル−N
−ヒドロキシエチルイミダゾリニウムベタインおよび、
こnらの変色防止剤として、式(ill)OCH30
II I II
HO−P−C−P−OH
111(lit)
OHOHOH
で表わされるl−ヒドロキノエタン−1,1−ジホスホ
ン酸を配合した洗浄材に関する。2-alkyl-N-carboxymethyl-N represented by
-hydroxyethylimidazolinium betaine or
General formula (1) 2-alkyl-N-carboxyethyl-N represented by % formula %
- hydroxyethylimidazolinium betaine and
As these discoloration inhibitors, a cleaning compound containing l-hydroquinoethane-1,1-diphosphonic acid represented by the formula (ill) OCH30 II II II HO-P-C-P-OH 111 (lit) OHOHOH Regarding materials.
〈従来の技術〉
両性界面活性剤である、2−アルキル−N−カルボキシ
メチル−N−ヒドロキシエチルイミダゾリニウムベタイ
ンおよび、2−アルキル−N−カルボキンエチル−N−
ヒドロキシエチルイミダゾリニウムベタインば、安全性
が高く、優れた洗浄力を有し、性能向上剤や無機分を安
定に溶解し、低粘度で取り扱いが容易で粘度調整がしや
すい等の理由で、ンヤンプー、洗顔料等の洗浄材に汎用
されている。<Prior art> Ampholytic surfactants, 2-alkyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine and 2-alkyl-N-carboxylethyl-N-
Hydroxyethyl imidazolinium betaine is highly safe, has excellent cleaning power, stably dissolves performance improvers and inorganic components, has a low viscosity, is easy to handle, and is easy to adjust viscosity. It is widely used in cleaning materials such as hair dryers and facial cleansers.
〈発明が解決しようとする問題点〉
しかし、2−アルキル−N−カルボキシメチル−N−ヒ
ドロキシエチルイミダゾリニウムベタインまたハ、2−
アルキル−N−カルボキシエチル−N−ヒドロキシエチ
ルイミダゾリニウムベタインを配合した洗浄材は、経時
的に褐色化するという問題点を有する。この傾向は、高
温、あるいはpH7,45以上の高pHにおいて激しく
、アルデヒド類、フェノール類などの香料によシ促進さ
れる。 このような褐色化は、該洗浄材が浴室等高温
多湿な場所で使用される可能性が高く、pHもアルカリ
性を呈することが多く、また商品化に際し賦香の必要が
あることから、改善の必要が生じる。<Problems to be solved by the invention> However, 2-alkyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine or c.
Cleaning materials containing alkyl-N-carboxyethyl-N-hydroxyethylimidazolinium betaine have the problem of turning brown over time. This tendency is severe at high temperatures or at a high pH of 7.45 or higher, and is promoted by fragrances such as aldehydes and phenols. This kind of browning is difficult to improve because the cleaning materials are likely to be used in hot and humid places such as bathrooms, the pH is often alkaline, and it is necessary to add fragrance when commercializing the product. The need arises.
く問題点を解決するだめの手段〉
我々は、以上のような問題点を解決するため研究を重ね
た結果、2−アルキル−N−カルボキシメチル−N−ヒ
ドロそジエチルイミダゾリニウムベタインまたは、2−
アルキル−N−カルボキ/エチル−N−ヒドロキシエチ
ルイミダゾリニウムベタインの褐色化を防止するのに、
1−ヒドロキシエタン−1,1−ジホスホン酸の配合が
有効であることを見い出した。As a result of repeated research to solve the above problems, we found that 2-alkyl-N-carboxymethyl-N-hydrosodiethylimidazolinium betaine or −
To prevent browning of alkyl-N-carboxy/ethyl-N-hydroxyethylimidazolinium betaine,
It has been found that the combination of 1-hydroxyethane-1,1-diphosphonic acid is effective.
く作用〉
2−アルキル−N−カルボキシエチル−N−ヒドロキシ
エチルイミダゾリニウムベタイン20.0重8%と、香
料成分であるオイゲノール0.2重量%を共存させた系
に、l−ヒドロキシエタン−1,1−ジホスホン酸を表
1に示す各量を添加し、精製水で全量を、100.0重
量%として5℃あるいは50℃で5日間静置し、各々の
褐色の程度を調べた。褐色化は、各試料液の500nm
における吸光度を測定シ2.5℃υておける褐色化がご
く小さいものであるので、50℃に静置した試料の吸光
度から5℃に静置した試料の吸光度を引いた吸光度差△
A300により表わ(7た。Effect> l-Hydroxyethane- Each amount of 1,1-diphosphonic acid shown in Table 1 was added, the total amount was adjusted to 100.0% by weight with purified water, and the mixture was allowed to stand at 5°C or 50°C for 5 days, and the degree of browning in each was examined. Browning occurs at 500 nm for each sample solution.
Since the browning at 2.5℃ υ is very small, the absorbance difference △ is calculated by subtracting the absorbance of the sample left at 5℃ from the absorbance of the sample left at 50℃.
Represented by A300 (7.
結果は表2に示す通りである。The results are shown in Table 2.
表1
*;l−ヒドロキシエタン−1,iジホスホン酸表2
試料應 △A300
1 0.276
2 0、102
3 0.089
.1 0.073
5 0.061
6 0.055
7 0.050
8 0.0119
1−ヒドロキシエタン−1,1−ジホスホン酸の添加に
より、△A300は徐々に減少するが、有効な添加量t
/″10.03重171%以上である。また、洗浄料へ
の配合は、3.0重量%までが適当であった。2−アル
キル−N−カルボキシメチル−N−ヒドロキシエチルイ
ミダゾリニウムベタインの場合についても、同様の結果
を得た。Table 1 *; l-Hydroxyethane-1,i diphosphonic acid Table 2 Sample size △A300 1 0.276 2 0, 102 3 0.089. 1 0.073 5 0.061 6 0.055 7 0.050 8 0.0119 With the addition of 1-hydroxyethane-1,1-diphosphonic acid, △A300 gradually decreases, but the effective addition amount t
2-alkyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine Similar results were obtained in the case of
〈実施例〉 次に本発明を実施例によりさらに詳細に説明する。<Example> Next, the present invention will be explained in more detail with reference to Examples.
(実施例I)
透明シャンプー
処 方 (重量係)イミダゾリニウ
ムベタイン 10.0(2)ラウリン酸ジェ
タノールアミド 3.0(3)ラウロイルサルコ
シンナトリウム 4.0(5)l−ヒドロキシエタ
ン−1,1−ジホスホン酸0.2(6)香 料
0.4(7)防腐剤
適量(1)〜(・1)を加熱溶解し
、(7)を(8)に加えて加熱溶解したものと混合後冷
却して、50℃にて(5) 、 (6)を加え全量を1
:00.0重量%とする。(Example I) Transparent shampoo formulation (Weight) Imidazolinium betaine 10.0 (2) Lauric acid jetanolamide 3.0 (3) Sodium lauroyl sarcosine 4.0 (5) l-hydroxyethane-1, 1-diphosphonic acid 0.2(6) fragrance
0.4(7) Preservative
Heat and dissolve an appropriate amount of (1) to (・1), add (7) to (8), mix with the heated and melted mixture, cool, and add (5) and (6) at 50℃ and mix the entire amount. 1
:00.0% by weight.
(実施例2)
クリームシャンプー
処 方 (重量%)イミダゾリニ
ウムベタイン 20.0(2)ラウリン酸ジ
ェタノールアミド 3.0(3)ジステアリン酸
エチレングリコール 2.0(4)!−ヒドロキシエ
タンー1.1−ジホスホン酸0.2(5)香 料
0.4(6)防腐剤
適量(1)〜(3)を加熱溶解し、
(6)’1(7)に加えて加熱溶解したものと混合後冷
却して、50℃にて(4) 、 (5)を加え全量をl
o、0.0重量%とする。(Example 2) Cream shampoo formulation (% by weight) Imidazolinium betaine 20.0 (2) Jetanolamide lauric acid 3.0 (3) Ethylene glycol distearate 2.0 (4)! -Hydroxyethane-1.1-diphosphonic acid 0.2(5) Fragrance
0.4(6) Preservative
Heat and dissolve appropriate amounts (1) to (3),
(6) In addition to '1 (7), mix with heated and melted material, cool, add (4) and (5) at 50℃, and add the total amount to l.
o, 0.0% by weight.
(実施例3)
洗顔料
処 方 (重量%)(+)ミリスチ
ン酸 30,0(2)モノス
テアリン酸グリセリン 2.0(3)グリセリ
ン 10.0イミダゾリニウム
ベタイン 1O10(5)水酸化カリウム
8.0(6)■−ヒドロキシエ
タンー1.1−ジホスホン酸 (1,2(7)香 料
0.2(1)〜(4) 、
(5)と(8)を各々加熱溶解後混合してケン化し、
冷却して50℃にて(6) 、 (7)を加える。(Example 3) Facial cleansing formulation (% by weight) (+) Myristic acid 30.0 (2) Glycerin monostearate 2.0 (3) Glycerin 10.0 Imidazolinium betaine 1O10 (5) Potassium hydroxide
8.0(6)■-Hydroxyethane-1,1-diphosphonic acid (1,2(7)Fragrance
0.2(1)-(4),
(5) and (8) are heated and melted, then mixed and saponified,
Cool and add (6) and (7) at 50°C.
実施例1〜3の各試料を、5℃あるいは50℃に5日間
静置し、5℃に静置した試料と50℃に静置した試料の
色調の差を観察して、色調の経口安定性を調べた。Each sample of Examples 1 to 3 was left at 5°C or 50°C for 5 days, and the difference in color tone between the sample left at 5°C and the sample left at 50°C was observed to determine the oral stability of the color tone. I looked into gender.
このとき各実施例において、1−ヒドロキシエタ7−1
.1−ジホスホン酸を添加しないものを各々比較例1,
2,3.として用いた。試料の色調変化、すなわち褐色
化は肉眼的に見て次のように表わした。At this time, in each example, 1-hydroxyethyl 7-1
.. Comparative example 1 and 1-diphosphonic acid were not added, respectively.
2, 3. It was used as The change in color tone of the sample, that is, browning, was visually expressed as follows.
(−):変化なし く+):やや褐色化 (升):かなり褐色化 (+l+) :濃い褐色に変化 結果を表3に示した。(-): No change +): Slightly browning (Masu): Significant browning (+l+): Changes to dark brown The results are shown in Table 3.
表3
(結果)
表3に示されるように、比較例においては(+)〜(+
++)の褐色化がみら扛たが、本発明の実施例においで
は、色調変化はいずれも(−)であった。Table 3 (Results) As shown in Table 3, in the comparative example, (+) to (+
++) browning was observed, but in the examples of the present invention, all the color changes were (-).
従って、本発明によシフ−アルキル−N−カルボキシメ
チル−N−ヒドロキシエチルイミダゾリニウムベタイン
または、2−アルキル−N−カルボキシエチル−N−ヒ
ドロキシエチルイミダゾリニウムベタインを両性界面活
性剤として、褐変の心配なく洗浄料に有効に使用し得る
。Therefore, according to the present invention, Schif-alkyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine or 2-alkyl-N-carboxyethyl-N-hydroxyethylimidazolinium betaine is used as an amphoteric surfactant to prevent browning. It can be effectively used as a cleaning agent without worrying about.
出 願 人 株式会社ノエピアSender: Noepia Co., Ltd.
Claims (3)
−ヒドロキシエチルイミダゾリニウムベタインまたは、
一般式(II) ▲数式、化学式、表等があります▼(II) で表わされる2−アルキル−N−カルボキシエチル−N
−ヒドロキシエチルイミダゾリニウムベタインおよび、
これらの変色防止剤として、式(III)▲数式、化学式
、表等があります▼(III) で表わされる1−ヒドロキシエタン−1,1−ジホスホ
ン酸を配合した洗浄料。(1) General formula (I) ▲There are mathematical formulas, chemical formulas, tables, etc.▼2-alkyl-N-carboxymethyl-N represented by (I)
-hydroxyethylimidazolinium betaine or
General formula (II) ▲ Numerical formulas, chemical formulas, tables, etc. are available ▼ (II) 2-alkyl-N-carboxyethyl-N represented by
- hydroxyethylimidazolinium betaine and
These anti-discoloration agents include formula (III) ▲ Numerical formula, chemical formula, table, etc. ▼ (III) A cleaning agent containing 1-hydroxyethane-1,1-diphosphonic acid.
酸基である特許請求の範囲第1項記載の洗浄料。(2) The cleaning agent according to claim 1, wherein in formulas (I) and (II), R is a coconut fatty acid group.
配合量が0.01〜3.0重量%である特許請求の範囲
第1項記載の洗浄料。(3) The cleaning agent according to claim 1, wherein the amount of 1-hydroxyethane-1,1-diphosphonic acid is 0.01 to 3.0% by weight.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2859886A JPS62185798A (en) | 1986-02-12 | 1986-02-12 | Detergent |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2859886A JPS62185798A (en) | 1986-02-12 | 1986-02-12 | Detergent |
Publications (1)
Publication Number | Publication Date |
---|---|
JPS62185798A true JPS62185798A (en) | 1987-08-14 |
Family
ID=12253025
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2859886A Pending JPS62185798A (en) | 1986-02-12 | 1986-02-12 | Detergent |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS62185798A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1991019562A1 (en) * | 1990-06-15 | 1991-12-26 | Shiseido Company, Ltd. | Novel composite and emulsion composition |
-
1986
- 1986-02-12 JP JP2859886A patent/JPS62185798A/en active Pending
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1991019562A1 (en) * | 1990-06-15 | 1991-12-26 | Shiseido Company, Ltd. | Novel composite and emulsion composition |
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