JPH0246639B2 - SENJOZAISOSEIBUTSU - Google Patents

SENJOZAISOSEIBUTSU

Info

Publication number
JPH0246639B2
JPH0246639B2 JP27993585A JP27993585A JPH0246639B2 JP H0246639 B2 JPH0246639 B2 JP H0246639B2 JP 27993585 A JP27993585 A JP 27993585A JP 27993585 A JP27993585 A JP 27993585A JP H0246639 B2 JPH0246639 B2 JP H0246639B2
Authority
JP
Japan
Prior art keywords
group
represent
carbon atoms
formula
weight
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
Application number
JP27993585A
Other languages
Japanese (ja)
Other versions
JPS62138594A (en
Inventor
Hajime Hirota
Shuichi Ogino
Yutaka Shibata
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.)
Kao Corp
Original Assignee
Kao Corp
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.)
Filing date
Publication date
Application filed by Kao Corp filed Critical Kao Corp
Priority to JP27993585A priority Critical patent/JPH0246639B2/en
Priority to DE8686116008T priority patent/DE3682035D1/en
Priority to EP86116008A priority patent/EP0224796B1/en
Priority to ES198686116008T priority patent/ES2026844T3/en
Priority to US06/931,810 priority patent/US4758376A/en
Priority to AT86116008T priority patent/ATE68520T1/en
Priority to MYPI86000151A priority patent/MY101124A/en
Priority to PH34580A priority patent/PH22423A/en
Publication of JPS62138594A publication Critical patent/JPS62138594A/en
Publication of JPH0246639B2 publication Critical patent/JPH0246639B2/en
Priority to SG143/93A priority patent/SG14393G/en
Priority to HK418/93A priority patent/HK41893A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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  • Cosmetics (AREA)
  • Detergent Compositions (AREA)

Description

【発明の詳細な説明】[Detailed description of the invention]

〔産業上の利用分野〕 本発明は洗浄剤組成物、更に詳しくは、リン酸
エステル系界面活性剤及びヒドロキシスルホベタ
インを含有した起泡力、低温安定性、使用後の皮
膚、毛髪等の感触が優れた洗浄剤組成物に関す
る。 〔従来の技術及びその問題点〕 従来からリン酸エステル系界面活性剤は、皮膚
に対して低刺激性であることが知られており、シ
ヤンプー及び皮膚洗浄剤等の主剤として利用され
ている(特公昭55−9033号、同57−47959号)。ま
た、リン酸エステル系界面活性剤は、ヘアコンデ
イシヨニング性を有し、シヤンプーの助剤として
利用しうることが知られている(特開昭56−
145995号、同56−163198号)。 ところで、一般に、リン酸エステル系界面活性
剤は、モノエステルとジエステルの混合物として
得られ、アルキリン酸エステルには、水溶性が悪
く起泡力も劣るジアルキリン酸が混在している。
従つて、アルキリン酸エステルをシヤンプー、皮
膚洗浄剤等の洗浄剤基剤として用いる場合には、
モノエステル含量のできる限り多いものを用いる
か、あるいはアルキル基にエチレンオキサイドを
付加させて水溶性を増大させたものを使用する必
要がある。 そして、このような特定のアルキリン酸エステ
ルを用いても、これを洗浄剤主成分として単独で
用いたのでは、一般に起泡力、低温安定性等に問
題があるため、更に助剤を配合する方法が提案さ
れている(特公昭58−51991号、特開昭57−49698
号、同58−103598号、同59−74196号)。 しかしながら、これらいずれの方法も、アルキ
リン酸エステルを単独で用いる場合に比較すれば
性能改善にはなるが、他の一般的な界面活性剤を
主剤とする洗浄剤と比較すると起泡力、低温安定
性が不十分であつたり、あるいはアルキリン酸エ
ステル本来の低刺激性が損なわれてしまう等の問
題があつた。そして、これらの方法の中では、助
剤としてスルホベタインを用いる方法(特公昭58
−51991号)は、起泡力増強、低温安定性改善の
点で比較的優れた方法であるが、スルホベタイン
の製造にあたつて発癌性の懸念されているプロパ
ンサルトンを用いなければならず、工業的生産が
困難であるという欠点があつた。 〔問題点を解決するための手段〕 本発明者らは、リン酸エステル系界面活性剤を
使用した洗浄剤組成物について、上記問題点を解
決すべく鋭意研究を行なつた結果、特定のヒドロ
キシスルホベタインを併用配合すれば、起泡力、
低温安定性等に優れた効果を示すこと、しかもリ
ン酸エステル系界面活性剤の有する皮膚及び毛髪
に対する低刺激性には何らの変化も与えないこと
を見出し、本発明を完成した。 すなわち本発明は、次の成分(A)及び(B) (A) 次の一般式()又は() (式中、R1、R2及びR3は各々炭素数8〜18の
飽和又は不飽和の炭化水素基を、X及びYは
各々水素原子、アルカリ金属、アンモニウム又
は炭素数2〜3のヒドロキシアルキル基を有す
るアルカノールアミンを、l、m及びnは0〜
10の数を示す) で表わされるリン酸エステル系界面活性剤 10〜40重量% (B) 次の一般式() (式中、R4は炭素数8〜18の飽和又は不飽和
の炭化水素基を、R5及びR6は各々メチル基又
はエチル基を示す) で表わされるヒドロキシスルホベタイン 0.1〜20重量% を含有することを特徴とする洗浄剤組成物を提供
するものである。 本発明の(A)成分であるリン酸エステル系界面活
性剤としては、エチレンオキサイドの付加モル数
が0〜3のものが好ましく、特にエチレンオキサ
イドが付加しておらず、炭素数12〜14のアルキル
基を有するものが好ましい。(A)成分の好ましい具
体例としては、例えばモノ−またはジラウリルリ
ン酸ナトリウム、モノ−またはジラウリルリン酸
ジエタノールアミン、モノ−またはジラウリルリ
ン酸トリエタノールアミン、モノ−またはジミリ
スチルリン酸ナトリウム、モノ−またはジミリス
チルリン酸カリウム、モノ−またはジミリスチル
リン酸ジエタノールアミン、モノ−またはジミリ
スチルリン酸トリエタノールアミン等が挙げられ
る。 この(A)成分は、()及び()式の化合物を、
その重量比で10:0〜5:5、特に10:0〜7:
3の割合として使用するのが好ましい。 また、(B)成分のヒドロキシスルホベタインとし
ては、()式中R5及びR6がメチル基であり、R4
がラウリル基又はミリスチル基であるもの、すな
わちラウリルジメチルヒドロキシスルホベタイン
及びミリスチルジメチルヒドロキシスルホベタイ
ンが好ましい。 本発明の洗浄剤組成物中に、(A)成分は10〜40重
量%(以下、%で示す)、(B)成分は0.1〜20%とな
るように配合される。 本発明の洗浄剤組成物には、上記必須成分の他
に、斯かる組成物に一般に使用されている成分、
例えばプロピレングリコール、グリセリン等の保
湿剤、エタノール、無機塩、高級アルコール、ヒ
ドロキシメチルセルロース、ヒドロキシエチルセ
ルロース、ヒドロキシプロピルセルロース、メチ
ルセルロース等の粘度調整剤、その他の香料、色
素、紫外線吸収剤、酸化防止剤、抗フケ剤、殺菌
剤、防腐剤等を必要に応じて配合することができ
る。 本発明の洗浄剤組成物は、その剤型について特
に制限はなく、従来より公知の種々の剤型、例え
ば液体シヤンプー、クリーム状洗顔料、ゲル状洗
顔料、ボデイーシヤンプー等とすることができ
る。 〔実施例〕 次に実施例を挙げて説明する。なお、実施例に
おける起泡力、感触、起泡性及び低温安定性は次
の試験により評価した。 (1) 起泡力試験 洗浄剤組成物の3%(4゜硬水)水溶液に人工
汚れとしてラノリンを0.5%加え、平型プロペ
ラで40℃に於て回転数1000rpmで10秒毎反転の
条件下で5分間シリンダー中で撹拌し、撹拌終
了後30秒後の泡量により評価を行なつた。 (2) シヤンプー試験 起泡性 長さ20cm、重さ20gの人毛から成るかもじ
に40℃の温水を含ませた後、洗浄剤組成物の
1gをまんべくなくつけ、1分間泡立て、泡
立ちの良し悪しを次の基準で肉眼評価した。 〇:泡立ちが良い △: 〃 普通 ×: 〃 悪い 感 触 で泡立てた髪を流水ですすぎ、次の基準
で評価した。 〇:良好 △:普通 ×:悪い (3) 低温安定性試験 液体洗浄剤をガラスビンに入れ、−5℃で10
日間保存し、外観を次の基準で肉眼評価した。 〇:透明 △:やや濁る ×:沈澱を生じる 実施例 1 第1表に示す組成の洗浄剤組成物を調製し、そ
の起泡力、感触、起泡性及び低温安定性を試験し
た。その結果を第1表に示す。
[Industrial Application Field] The present invention relates to a detergent composition, more specifically, to a detergent composition containing a phosphate ester surfactant and hydroxysulfobetaine, which has foaming power, low temperature stability, and the feel of the skin, hair, etc. after use. This invention relates to an excellent cleaning composition. [Prior art and its problems] Phosphate ester surfactants have been known to be mildly irritating to the skin, and are used as main ingredients in shampoos, skin cleansers, etc. Special Publication No. 55-9033, No. 57-47959). It is also known that phosphate ester surfactants have hair conditioning properties and can be used as shampoo aids (Japanese Unexamined Patent Application Publication No. 1983-1989-1).
145995, 56-163198). By the way, phosphoric acid ester surfactants are generally obtained as a mixture of monoester and diester, and dialkyphosphoric acid, which has poor water solubility and poor foaming power, is mixed in the alkylic acid ester.
Therefore, when using an alkyl phosphate ester as a cleansing agent base for shampoos, skin cleansers, etc.,
It is necessary to use a monoester containing as much monoester as possible, or to increase water solubility by adding ethylene oxide to an alkyl group. Even if such a specific alkylated ester is used, if it is used alone as the main component of a cleaning agent, there are generally problems with foaming power, low-temperature stability, etc., so auxiliary agents are added. A method has been proposed (Japanese Patent Publication No. 58-51991, Japanese Patent Publication No. 57-49698)
No. 58-103598, No. 59-74196). However, although both of these methods improve performance when compared to using an alkylated ester alone, they have poor foaming power and low-temperature stability when compared to other general surfactant-based detergents. There were problems such as insufficient properties or loss of the inherent hypoallergenic properties of alkyphosphate esters. Among these methods, there is a method using sulfobetaine as an auxiliary agent (Tokukō Kokō 1983).
-51991) is a relatively excellent method in terms of increasing foaming power and improving low-temperature stability, but propane sultone, which is concerned about carcinogenicity, must be used in the production of sulfobetaine. First, it had the disadvantage that industrial production was difficult. [Means for Solving the Problems] The present inventors have conducted intensive research to solve the above problems with respect to cleaning compositions using phosphate ester surfactants. If combined with sulfobetaine, foaming power,
The present invention was completed based on the discovery that the surfactant exhibits excellent effects on low-temperature stability, etc., and does not cause any change in the low irritation to the skin and hair that phosphate ester surfactants have. That is, the present invention comprises the following components (A) and (B) (A) the following general formula () or () (In the formula, R 1 , R 2 and R 3 each represent a saturated or unsaturated hydrocarbon group having 8 to 18 carbon atoms, and X and Y each represent a hydrogen atom, an alkali metal, ammonium, or a hydroxyl group having 2 to 3 carbon atoms. alkanolamine having an alkyl group, l, m and n are 0 to
10 to 40% by weight (B) The following general formula () (In the formula, R 4 represents a saturated or unsaturated hydrocarbon group having 8 to 18 carbon atoms, and R 5 and R 6 each represent a methyl group or an ethyl group.) 0.1 to 20% by weight of hydroxysulfobetaine represented by The present invention provides a cleaning composition characterized by containing: As the phosphoric acid ester surfactant which is component (A) of the present invention, one having an added mole of ethylene oxide of 0 to 3 is preferable, and especially one having no added ethylene oxide and having a carbon number of 12 to 14. Those having an alkyl group are preferred. Preferred specific examples of component (A) include sodium mono- or dilauryl phosphate, diethanolamine mono- or dilauryl phosphate, triethanolamine mono- or dilauryl phosphate, sodium mono- or dimyristyl phosphate, mono- or dimyristyl phosphate, Potassium acid, mono- or dimyristyl phosphate diethanolamine, mono- or dimyristyl phosphate triethanolamine, and the like. This component (A) contains compounds of formulas () and (),
The weight ratio is 10:0 to 5:5, especially 10:0 to 7:
Preferably, it is used in a ratio of 3:3. Moreover, as the hydroxysulfobetaine of component (B), in the formula (), R 5 and R 6 are methyl groups, and R 4
is a lauryl group or a myristyl group, that is, lauryldimethylhydroxysulfobetaine and myristyldimethylhydroxysulfobetaine are preferred. In the cleaning composition of the present invention, component (A) is blended in an amount of 10 to 40% by weight (hereinafter expressed as %), and component (B) is blended in an amount of 0.1 to 20%. In addition to the above-mentioned essential ingredients, the cleaning composition of the present invention includes ingredients commonly used in such compositions,
For example, humectants such as propylene glycol and glycerin, ethanol, inorganic salts, higher alcohols, viscosity modifiers such as hydroxymethylcellulose, hydroxyethylcellulose, hydroxypropylcellulose, and methylcellulose, other fragrances, pigments, ultraviolet absorbers, antioxidants, and antioxidants. Dandruff agents, bactericides, preservatives, etc. can be added as necessary. The cleaning composition of the present invention is not particularly limited in its dosage form, and can be in various conventionally known dosage forms, such as liquid shampoo, cream facial cleanser, gel facial cleanser, body shampoo, etc. [Example] Next, an example will be given and explained. Note that the foaming power, feel, foamability, and low-temperature stability in Examples were evaluated by the following tests. (1) Foaming power test: 0.5% lanolin was added as an artificial stain to a 3% (4° hard water) aqueous solution of a cleaning composition, and the test was carried out using a flat propeller at 40°C, rotating at 1000 rpm and rotating every 10 seconds. The mixture was stirred in a cylinder for 5 minutes, and the foam volume was evaluated 30 seconds after the stirring was completed. (2) Shampoo test Foaming property A Kamoji made of human hair with a length of 20 cm and a weight of 20 g is soaked in 40°C warm water, and then 1 g of the detergent composition is evenly applied and foamed for 1 minute. The quality was visually evaluated using the following criteria. ○: Good lathering △: Average ×: Bad feel The lathered hair was rinsed with running water and evaluated according to the following criteria. 〇: Good △: Average ×: Bad (3) Low-temperature stability test Pour liquid detergent into a glass bottle and store at -5℃ for 10 minutes.
It was stored for several days, and its appearance was visually evaluated according to the following criteria. ○: Transparent Δ: Slightly cloudy ×: Precipitation occurs Example 1 Cleaning compositions having the compositions shown in Table 1 were prepared, and their foaming power, feel, foaming properties, and low-temperature stability were tested. The results are shown in Table 1.

【表】【table】

【表】 整した。
実施例 2 第2表に示す組成の洗浄剤組成物を調製し、そ
の性能を試験した。結果を第2表に示す。
[Table] Adjusted.
Example 2 A cleaning composition having the composition shown in Table 2 was prepared and its performance was tested. The results are shown in Table 2.

【表】【table】

Claims (1)

【特許請求の範囲】 1 次の成分(A)及び(B) (A) 次の一般式()又は() (式中、R1、R2及びR3は各々炭素数8〜18の
飽和又は不飽和の炭化水素基を、X及びYは
各々水素原子、アルカリ金属、アンモニウム又
は炭素数2〜3のヒドロキシアルキル基を有す
るアルカノールアミンを、l、m及びnは0〜
10の数を示す) で表わされるリン酸エステル系界面活性剤 10〜40重量% (B) 次の一般式() (式中、R4は炭素数8〜18の飽和又は不飽和
の炭化水素基を、R5及びR6は各々メチル基又
はエチル基を示す) で表わされるヒドロキシスルホベタイン 0.1〜20重量% を含有することを特徴とする洗浄剤組成物。
[Claims] 1st order components (A) and (B) (A) the following general formula () or () (In the formula, R 1 , R 2 and R 3 each represent a saturated or unsaturated hydrocarbon group having 8 to 18 carbon atoms, and X and Y each represent a hydrogen atom, an alkali metal, ammonium, or a hydroxyl group having 2 to 3 carbon atoms. alkanolamine having an alkyl group, l, m and n are 0 to
Phosphate ester surfactant represented by 10 to 40% by weight (B) The following general formula () (In the formula, R 4 represents a saturated or unsaturated hydrocarbon group having 8 to 18 carbon atoms, and R 5 and R 6 each represent a methyl group or an ethyl group.) 0.1 to 20% by weight of hydroxysulfobetaine represented by A cleaning composition comprising:
JP27993585A 1985-11-28 1985-12-12 SENJOZAISOSEIBUTSU Expired - Lifetime JPH0246639B2 (en)

Priority Applications (10)

Application Number Priority Date Filing Date Title
JP27993585A JPH0246639B2 (en) 1985-12-12 1985-12-12 SENJOZAISOSEIBUTSU
AT86116008T ATE68520T1 (en) 1985-11-28 1986-11-18 CLEANING SUPPLIES.
EP86116008A EP0224796B1 (en) 1985-11-28 1986-11-18 Detergent composition
ES198686116008T ES2026844T3 (en) 1985-11-28 1986-11-18 A DETERGENT COMPOSITION.
US06/931,810 US4758376A (en) 1985-11-28 1986-11-18 Phosphate surfactant based detergent compositions
DE8686116008T DE3682035D1 (en) 1985-11-28 1986-11-18 CLEANING SUPPLIES.
MYPI86000151A MY101124A (en) 1985-11-28 1986-11-27 Detergent composition
PH34580A PH22423A (en) 1985-12-12 1986-12-11 Detergent composition
SG143/93A SG14393G (en) 1985-11-28 1993-02-09 Detergent composition
HK418/93A HK41893A (en) 1985-11-28 1993-04-29 Detergent composition

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP27993585A JPH0246639B2 (en) 1985-12-12 1985-12-12 SENJOZAISOSEIBUTSU

Publications (2)

Publication Number Publication Date
JPS62138594A JPS62138594A (en) 1987-06-22
JPH0246639B2 true JPH0246639B2 (en) 1990-10-16

Family

ID=17617963

Family Applications (1)

Application Number Title Priority Date Filing Date
JP27993585A Expired - Lifetime JPH0246639B2 (en) 1985-11-28 1985-12-12 SENJOZAISOSEIBUTSU

Country Status (2)

Country Link
JP (1) JPH0246639B2 (en)
PH (1) PH22423A (en)

Families Citing this family (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2775154B2 (en) * 1988-04-26 1998-07-16 株式会社資生堂 Anti-skin and anti-aging agents
GB8828020D0 (en) * 1988-12-01 1989-01-05 Unilever Plc Topical composition
GB8828017D0 (en) * 1988-12-01 1989-01-05 Unilever Plc Topical composition
GB8828013D0 (en) * 1988-12-01 1989-01-05 Unilever Plc Topical composition
GB8828014D0 (en) * 1988-12-01 1989-01-05 Unilever Plc Topical composition
GB9000704D0 (en) * 1990-01-12 1990-03-14 Unilever Plc Topical composition
GB9003199D0 (en) * 1990-02-13 1990-04-11 Unilever Plc Topical composition
JP3813563B2 (en) * 2002-03-12 2006-08-23 花王株式会社 Cleaning composition
JP3977718B2 (en) * 2002-04-12 2007-09-19 花王株式会社 Cleaning composition
ES2283932T3 (en) * 2003-12-26 2007-11-01 Kao Corporation DETERGENT COMPOSITIONS.
JP4825516B2 (en) * 2005-12-27 2011-11-30 花王株式会社 Cleaning composition
JP2007197670A (en) * 2005-12-27 2007-08-09 Kao Corp Cleaning composition
GB201215054D0 (en) * 2012-08-23 2012-10-10 Unilever Plc Mild foaming make-up remover composition

Also Published As

Publication number Publication date
JPS62138594A (en) 1987-06-22
PH22423A (en) 1988-09-12

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