JPH0327526B2 - - Google Patents
Info
- Publication number
- JPH0327526B2 JPH0327526B2 JP5774386A JP5774386A JPH0327526B2 JP H0327526 B2 JPH0327526 B2 JP H0327526B2 JP 5774386 A JP5774386 A JP 5774386A JP 5774386 A JP5774386 A JP 5774386A JP H0327526 B2 JPH0327526 B2 JP H0327526B2
- Authority
- JP
- Japan
- Prior art keywords
- formula
- coloring
- weight
- menthol
- composition
- 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
Links
- 239000000203 mixture Substances 0.000 claims description 20
- NOOLISFMXDJSKH-KXUCPTDWSA-N (-)-Menthol Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@H]1O NOOLISFMXDJSKH-KXUCPTDWSA-N 0.000 claims description 15
- NOOLISFMXDJSKH-UHFFFAOYSA-N DL-menthol Natural products CC(C)C1CCC(C)CC1O NOOLISFMXDJSKH-UHFFFAOYSA-N 0.000 claims description 11
- 239000003945 anionic surfactant Substances 0.000 claims description 8
- 238000004140 cleaning Methods 0.000 claims description 5
- 125000003342 alkenyl group Chemical group 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- NFLGAXVYCFJBMK-UHFFFAOYSA-N isomenthone Natural products CC(C)C1CCC(C)CC1=O NFLGAXVYCFJBMK-UHFFFAOYSA-N 0.000 claims description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- 229910052783 alkali metal Inorganic materials 0.000 claims description 2
- 150000001340 alkali metals Chemical class 0.000 claims description 2
- 150000001768 cations Chemical class 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- 238000004040 coloring Methods 0.000 description 18
- 230000000694 effects Effects 0.000 description 8
- 229940041616 menthol Drugs 0.000 description 7
- 239000002453 shampoo Substances 0.000 description 7
- 230000002265 prevention Effects 0.000 description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
- 238000007796 conventional method Methods 0.000 description 4
- XQRLCLUYWUNEEH-UHFFFAOYSA-N diphosphonic acid Chemical compound OP(=O)OP(O)=O XQRLCLUYWUNEEH-UHFFFAOYSA-N 0.000 description 4
- 238000002845 discoloration Methods 0.000 description 4
- 239000003205 fragrance Substances 0.000 description 4
- 239000003112 inhibitor Substances 0.000 description 4
- 239000003352 sequestering agent Substances 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- 229910021529 ammonia Inorganic materials 0.000 description 2
- 235000019864 coconut oil Nutrition 0.000 description 2
- 239000003240 coconut oil Substances 0.000 description 2
- 239000003086 colorant Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 239000013068 control sample Substances 0.000 description 2
- 230000035597 cooling sensation Effects 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- JZKFHQMONDVVNF-UHFFFAOYSA-N dodecyl sulfate;tris(2-hydroxyethyl)azanium Chemical compound OCCN(CCO)CCO.CCCCCCCCCCCCOS(O)(=O)=O JZKFHQMONDVVNF-UHFFFAOYSA-N 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 150000002500 ions Chemical class 0.000 description 2
- 230000003405 preventing effect Effects 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- GWEBEJYKXBMRJL-UHFFFAOYSA-N 2-[bis(2-hydroxyethyl)amino]ethanol;1-dodecoxydodecane;sulfuric acid Chemical compound OS(O)(=O)=O.OCCN(CCO)CCO.CCCCCCCCCCCCOCCCCCCCCCCCC GWEBEJYKXBMRJL-UHFFFAOYSA-N 0.000 description 1
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- BTBJBAZGXNKLQC-UHFFFAOYSA-N ammonium lauryl sulfate Chemical compound [NH4+].CCCCCCCCCCCCOS([O-])(=O)=O BTBJBAZGXNKLQC-UHFFFAOYSA-N 0.000 description 1
- 229940063953 ammonium lauryl sulfate Drugs 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 239000003638 chemical reducing agent Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 230000003750 conditioning effect Effects 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 230000002950 deficient Effects 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- -1 polyoxyethylene Polymers 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 239000008213 purified water Substances 0.000 description 1
- 239000000523 sample Substances 0.000 description 1
- 230000009919 sequestration Effects 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Cosmetics (AREA)
Description
産業上の利用分野
本発明はシヤンプーのような毛髪洗浄用組成
物、さらに詳しくは、アンモニアやアルカノール
アミンを対イオンとするある種のアニオン界面活
性剤とメントールを配合した毛髪洗浄用組成物に
おいて、経時により生じる着色を防止した毛髪洗
浄用組成物に関する。
従来の技術
アンモニアやアルカノールアミンを対イオンと
する式:
R1−O−(CH2CH2O)n−SO3−M []
[式中、R1は炭素数8〜20のアルキルまたはア
ルケニル;nは0〜5;MはNH4またはアルカ
ノールアミン、例えば、トリエタノールアミンか
ら誘導されるカチオンを意味する]
で示されるアニオン界面活性剤が経時により着色
を生じることがよく知られており、この界面活性
剤を用いるシヤンプーなどの毛髪洗浄用組成物で
は、金属封鎖剤、尿素、還元剤、酸化防止剤、紫
外線吸収剤などを添加してこの着色を防止してい
る。しかしながら。この着色は毛髪洗浄用組成物
に配合される香料、特に、メントールにより促進
され、従来の方法では防止できず、該界面活性剤
とメントールを含有する毛髪洗浄用組成物におい
ては、経時着色およびそれに伴う香りと清京感の
減少による商品価値の低下を防ぐことは困難であ
る。
一方、式[]のアニオン界面活性剤および
式:
[式中、R2は炭素数8〜20のアルキルまたはア
ルケニルを意味する]
で示されるアルカノールアミドと、メントールを
組合せた毛髪洗浄用組成物は、すぐれた清涼感お
よび洗髪性能を示すことが実証されているが、こ
の組成物においても、式[]の界面活性剤とメ
ントールによる経時着色が生じ、その防止が非常
に困難である。
発明が解決しようとする問題点
本発明者は、式[]のアニオン界面活性剤、
式[]のアルカノールアミドおよびメントール
を含有する毛髪洗浄用組成物における経時着色を
防止するために鋭意研究を重ねた。その結果、あ
る種のジホスホン酸を共存させることにより、経
時着色が効果的に防止することを見出した。
問題点を解決するための手段
本発明は、
(a) 式[]のアニオン界面活性剤1〜20重量
%、
(b) 式[]のアルカノールアミド0.1〜10重量
%、
(c) l−またはdl−メントール0.01〜5重量%
および
(d) 式:
[式中、M1、M2、M3およびM4は、各々、独立
して水素または、ナトリウム、カリウムなどのア
ルカリ金属を意味する]
で示されるジホスホン酸0.001〜1重量%を配合
してなる毛髪洗浄用組成物を提供するものであ
る。
前記のごとく、毛髪洗浄用組成物の経時による
着色防止のため、従来より、EDTAなどの金属
封鎖剤が用いられ、一方、式[]の化合物も金
属封鎖作用を有するものであるが、式[]のア
ニオン界面活性剤、式[]のアルカノールアミ
ドおよびメントールを含有する毛髪洗浄用組成物
の経時による着色防止においては、従来の金属封
鎖剤はほとんどその効果を示さず、式[]の化
合物が特異的に着色防止効果を発揮する。かくし
て、本発明の毛髪洗浄用組成物においては、式
[]のジホスホン酸を配合することにより、特
異的に経時による着色およびそれによる商品価値
の低下が防止される。
式[]のアニオン界面活性剤の代表的なもの
としては、ラウリル硫酸トリエタノールアミン、
ポリオキシエチレン(3)ラウリルエーテル硫酸トリ
エタノールアミン、ラウリル硫酸アンモニウムな
どが挙げられる。これらは実際に用いる個々の活
性剤の特性、所望の性能および経済的観点から、
一般に、組成物全量に基づいて1〜20重量%配合
する。
式[]のアルカノールアミドの代表的なもの
としては、ヤシ油脂肪酸ジエタノールアミドが挙
げられ、これも所望の性能および経済的観点から
一般に、組成物全量に基づいて0.1〜10重量%配
合する。
l−またはdl−メントールは、単独でも、香料
の一成分として配合してもよく、清涼感、溶解
性、経済的観点から、組成物全量に基づいて0.01
〜5重量%、好ましくは、0.1〜5重量%配合す
る。
式[]のジホスホン酸の代表的なものとして
は、キレスクリンHEP(キレスト化学社製)、タ
ーピナルSL、ターピナル4NL(ヘキスト白水社
製)が挙げられ、所望の性能および経済的観点か
ら、一般に、組成物全量に基づいて0.001〜1重
量%、好ましくは0.01〜0.5重量%配合する。
本発明の毛髪洗浄用組成物は各成分を混合、溶
解するような常法により、シヤンプーとすること
ができ、所望により、さらに、他の香料、着色
料、防腐剤、コンデイシヨニング剤などを配合と
てもよい。なお、前記のごとく、通常、シヤンプ
ーの着色防止剤として使用されている金属封鎖剤
の配合は、本発明においては、あまり有効ではな
く、かえつて、着色を促進する場合もあり、避け
る事が好ましい。
実施例
つぎに実施例および比較例を挙げて、本発明を
さらに詳しく説明する。
実施例 1
次の処方に従い、種々の着色防止剤を用いて、
常法によりシヤンプーを調製し、50℃に1ケ月放
置して着色防止剤無添加の対照試料と目視により
比較し、着色防止効果を評価した。結果を第1表
に示す。
成 分 重量%
ラウリル硫酸トリエタノールアミン 15.0
ヤシ油脂肪酸ジエタノールアミド 5.0
l−メントール 2.0
香料(メントール含有せず) 0.5
第1表に示す着色防止剤 第1表に表示
精製水 残部
なお、着色防止効果は、次の基準で評価した。
1:著しい着色防止効果が認められる。
2:着色防止効果が認められる。
3:対照試料と同程度の着色が認められる。
4:着色の促進が認められる。
INDUSTRIAL APPLICATION FIELD The present invention relates to a hair cleaning composition such as shampoo, more specifically, a hair cleaning composition containing menthol and a certain type of anionic surfactant having ammonia or alkanolamine as a counter ion. This invention relates to a hair cleansing composition that prevents coloring that occurs over time. Conventional technology Formula using ammonia or alkanolamine as a counter ion: R 1 -O-(CH 2 CH 2 O)n-SO 3 -M [] [In the formula, R 1 is alkyl or alkenyl having 8 to 20 carbon atoms] ; n is 0 to 5; M means a cation derived from NH 4 or an alkanolamine, such as triethanolamine] It is well known that anionic surfactants of the following form become colored over time, In hair cleaning compositions such as shampoos that use this surfactant, metal sequestrants, urea, reducing agents, antioxidants, ultraviolet absorbers, and the like are added to prevent this coloring. however. This coloration is promoted by fragrances, especially menthol, contained in the hair washing composition, and cannot be prevented by conventional methods. It is difficult to prevent the product value from decreasing due to the accompanying decrease in aroma and clean feeling. On the other hand, an anionic surfactant of formula [] and formula: [In the formula, R2 means an alkyl or alkenyl having 8 to 20 carbon atoms] It has been demonstrated that a hair washing composition containing an alkanolamide represented by the following formula in combination with menthol exhibits excellent cooling sensation and hair washing performance. However, even in this composition, coloring occurs over time due to the surfactant of formula [] and menthol, and it is very difficult to prevent this. Problems to be Solved by the Invention The present inventor has proposed an anionic surfactant of the formula [],
Intensive research has been carried out to prevent coloring over time in a hair cleansing composition containing alkanolamide and menthol of formula []. As a result, it was found that discoloration over time can be effectively prevented by coexisting with a certain type of diphosphonic acid. Means for Solving the Problems The present invention provides: (a) 1 to 20% by weight of an anionic surfactant of the formula [], (b) 0.1 to 10% by weight of an alkanolamide of the formula [], (c) l- or dl-menthol 0.01-5% by weight and (d) formula: [In the formula, M 1 , M 2 , M 3 and M 4 each independently represent hydrogen or an alkali metal such as sodium or potassium]. The present invention provides a hair cleansing composition. As mentioned above, in order to prevent discoloration of hair cleansing compositions over time, metal sequestrants such as EDTA have been conventionally used.On the other hand, compounds of formula [] also have a metal sequestration effect, but compounds of formula [] Conventional sequestering agents have little effect on preventing coloration over time of hair cleaning compositions containing an anionic surfactant of formula [], an alkanolamide of formula [], and menthol, and a compound of formula [] It has a specific coloration prevention effect. Thus, in the hair cleansing composition of the present invention, by incorporating the diphosphonic acid of formula [], coloring over time and the resulting decrease in commercial value are specifically prevented. Typical anionic surfactants of formula [] include lauryl sulfate triethanolamine,
Examples include polyoxyethylene (3) lauryl ether sulfate triethanolamine, ammonium lauryl sulfate, and the like. These are based on the characteristics of the individual active agents actually used, the desired performance, and from an economic point of view.
Generally, it is included in an amount of 1 to 20% by weight based on the total amount of the composition. Representative alkanolamides of formula [] include coconut oil fatty acid diethanolamide, which is also generally incorporated in an amount of 0.1 to 10% by weight based on the total amount of the composition from the viewpoint of desired performance and economy. L- or dl-menthol may be used alone or as a component of a fragrance, and from the viewpoint of cooling sensation, solubility, and economy, the amount of l- or dl-menthol may be 0.01% based on the total amount of the composition.
-5% by weight, preferably 0.1-5% by weight. Typical diphosphonic acids of the formula [] include Killesculin HEP (manufactured by Killest Chemical Co., Ltd.), Terpinal SL, and Terpinal 4NL (manufactured by Hoechst Hakusuisha), and from the viewpoint of desired performance and economy, the composition is generally It is blended in an amount of 0.001 to 1% by weight, preferably 0.01 to 0.5% by weight, based on the total amount of the substance. The hair cleansing composition of the present invention can be made into a shampoo by a conventional method such as mixing and dissolving each component, and if desired, may further contain other fragrances, colorants, preservatives, conditioning agents, etc. The combination is very good. As mentioned above, the addition of a sequestering agent, which is normally used as a discoloration inhibitor for shampoo, is not very effective in the present invention and may even promote discoloration, so it is preferable to avoid it. . EXAMPLES Next, the present invention will be described in more detail with reference to Examples and Comparative Examples. Example 1 According to the following formulation, using various color inhibitors,
A shampoo was prepared by a conventional method, left at 50° C. for one month, and visually compared with a control sample containing no coloring inhibitor to evaluate the coloring prevention effect. The results are shown in Table 1. Ingredient weight% Lauryl sulfate triethanolamine 15.0 Coconut oil fatty acid diethanolamide 5.0 l-Menthol 2.0 Fragrance (does not contain menthol) 0.5 Anti-coloring agent shown in Table 1 Purified water Balance shown in Table 1 The anti-coloring effect is , evaluated based on the following criteria. 1: Significant coloring prevention effect is observed. 2: Coloring prevention effect is observed. 3: Coloring to the same extent as the control sample is observed. 4: Promotion of coloring is observed.
【表】【table】
【表】
第1表に示すごとく、種々の着色防止剤のうち
で、式[]のジホスホン酸が特異的に着色防止
効果を示す。
実施例2〜7および比較例1〜4
第2表に示す処方に従い、常法により種々のシ
ヤンプーを調製した。各シヤンプーの試料を50℃
で3ケ月放置または日光に2ケ月暴露後の着色度
を0℃に保持した試料と比較して次の基準により
評価した。
〇:着色が著しく防止されている。
△:着色が防止される。
×:着色防止効果が認められない。
また、放置または暴露後の臭気および清涼感、
総合評価を次の基準で評価した。
〇:非常に良い。
△:良好。
×:不良。
結果を第2表に示す。[Table] As shown in Table 1, among various coloring inhibitors, diphosphonic acid of formula [] specifically exhibits a coloring preventing effect. Examples 2 to 7 and Comparative Examples 1 to 4 Various shampoos were prepared by conventional methods according to the formulations shown in Table 2. Samples of each shampoo were heated to 50°C.
After being left for 3 months or exposed to sunlight for 2 months, the degree of coloration was compared with a sample maintained at 0° C. and evaluated according to the following criteria. ○: Coloring is significantly prevented. Δ: Coloring is prevented. ×: Coloring prevention effect is not observed. In addition, the odor and refreshing feeling after leaving or exposure,
The overall evaluation was evaluated based on the following criteria. ○: Very good. △: Good. ×: Defective. The results are shown in Table 2.
【表】
第2表から明らかなごとく、式[]のジホス
ホン酸の添加により、特異的な着色が防止でき、
商品価値の低下を有効に防ぐことができる。[Table] As is clear from Table 2, the addition of diphosphonic acid of formula [] can prevent specific coloring.
Decrease in product value can be effectively prevented.
Claims (1)
アルケニル;nは0〜5;MはNH4またはア
ルカノールアミンから誘導されるカチオンを意
味する] で示されるアニオン界面活性剤1〜20重量%、 (b) 式 [式中、R2は炭素数8〜20のアルキルまたは
アルケニルを意味する] で示されるアルカノールアミド0.1〜10重量%、 (c) l−またはdl−メントール0.01〜5重量%、 および (D) 式: [式中、M1、M2、M3およびM4は、各々、独
立して水素またはアルカリ金属を意味する] で示されるジホスホン酸0.001〜1重量%を配
合してなることを特徴とする毛髪洗浄用組成
物。[Claims] 1 (a) Formula: R 1 -O-(CH 2 CH 2 O)n-SO 3 ·M [] [In the formula, R 1 is alkyl or alkenyl having 8 to 20 carbon atoms; n is 0 to 5; M means a cation derived from NH 4 or an alkanolamine] 1 to 20% by weight of an anionic surfactant represented by the formula (b) [In the formula, R2 means alkyl or alkenyl having 8 to 20 carbon atoms] 0.1 to 10% by weight of an alkanolamide represented by (c) 0.01 to 5% by weight of l- or dl-menthol, and (D) formula: [In the formula, M 1 , M 2 , M 3 and M 4 each independently represent hydrogen or an alkali metal.] Composition for hair cleaning.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP5774386A JPS62215517A (en) | 1986-03-14 | 1986-03-14 | Composition for washing hair |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP5774386A JPS62215517A (en) | 1986-03-14 | 1986-03-14 | Composition for washing hair |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS62215517A JPS62215517A (en) | 1987-09-22 |
JPH0327526B2 true JPH0327526B2 (en) | 1991-04-16 |
Family
ID=13064387
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP5774386A Granted JPS62215517A (en) | 1986-03-14 | 1986-03-14 | Composition for washing hair |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS62215517A (en) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP4271728B2 (en) * | 1996-02-28 | 2009-06-03 | ボシュ・アンド・ロム・インコーポレイテッド | Treatment of contact lenses using aqueous solutions containing phosphonic compounds |
US5858937A (en) * | 1996-02-28 | 1999-01-12 | Bausch & Lomb Incorporated | Treatment of contact lenses with aqueous solution including phosphonic compounds |
JP2008143817A (en) * | 2006-12-08 | 2008-06-26 | Milbon Co Ltd | Emulsion-type cosmetic composition |
-
1986
- 1986-03-14 JP JP5774386A patent/JPS62215517A/en active Granted
Also Published As
Publication number | Publication date |
---|---|
JPS62215517A (en) | 1987-09-22 |
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