JPH05331027A - Transparent shampoo integrated with rinse - Google Patents

Abstract

PURPOSE:To give transparency to shampoo without troublesome operation by blending a shampoo integrated with rinse, containing a cleaning main agent and a condensed castor oil fatty acid amidopropylbetaine with a polyhydric alcohol. CONSTITUTION:The shampoo is obtained by blending (A) a cleaning main agent selected from an amphoteric surfactant such as carboxylic acid type or sulfuric ester type, a nonionic surfactant such as fatty acid alkylol amide type and an anionic surfactant such as sulfonate with (B) a condensed castor oil fatty acid amidopropylbetaine belonging to an oilgofatty acid amide betain type amphoteric surfactant and (C) a polyhydric alcohol, e.g. glycerin, 1,3-butylene glycol or ethylene glycol at a ratio of 3-50 pts.wt. component A, 0.1-15 pts.wt. component B and 0.1-30 pts.wt. component C. Further, <=3 pts.wt. cationic surfactant can be blended with these components. The component B being a new substance is obtained by reacting a condensation product of (hydrogenated) castor oil fatty acid with N,N-dimethylaminopropylamine and then quaternizing tertiary nitrogen of the resultant amide with monochloroacetic acid.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a transparent rinse-integrated shampoo (rinse-in shampoo) having both a cleaning function and a rinse function.

[0002]

2. Description of the Related Art Conventionally, anionic surfactants have generally been used as shampoos. This is because the anion has excellent foaming properties and cleaning properties and is inexpensive. However, recently, the number of times of hair washing for each person tends to increase drastically as compared with the previous time, and it is estimated that 50 to 60% of the younger people wash their hair every day. Under such a background, if there is some cleansing property, a milder and less irritating shampoo will be required,
From this point of view, shampoos containing an anionic surfactant such as N-acyl amino acid type and fatty acid methyl taurine type and an amphoteric surfactant such as fatty acid amide alkyl betaine type as a main component have begun to spread.

Since the hair is often washed before commuting to work or before going to school, a shampoo having a rinsing function has been developed so that the hair can be washed and rinsed in a short time. Typical examples of this rinse-integrated shampoo include an anionic surfactant and a cationic surfactant, or an amphoteric surfactant and a cationic surfactant. It is a combination of an active agent and a cationic surfactant. "Fragrance Journal" 17 (10), 11-17 (1
989).

Incidentally, fatty acid amide betaine type amphoteric surfactants are described in, for example, US Pat. No. 4,137,191,
No. 4,221,733, JP-A-53-121,007, the same
No. 53-121,008. In these fatty acid amide betaine type amphoteric surfactants, fatty acids,
The reaction molar ratio of the polyamine and the quaternizing agent is 1: 1: 1. Looking at the balance between the lipophilic group and the hydrophilic group, one molecule contains one fatty acid group as a lipophilic group, The hydrophilic group contains one carboxyl group and one quaternary nitrogen. Since its chemical structure is similar to that of proteins, it has the characteristics of low protein denaturing power and less occurrence of rough hands and dandruff. Utilizing this property, coconut oil fatty acid (main component is lauric acid) propylamide betaine has been widely used in recent years as a main agent of mild type shampoos.

However, the rinse-integrated shampoo in which a cationic surfactant is mixed with an anionic surfactant causes insolubilization, a decrease in detergency and a decrease in foaming power due to a reaction between anions and cations, and therefore is significantly restricted. However, there is a problem that the cationic surfactant accumulates in the hair and enhances skin irritation.The rinse-integrated shampoo that mixes the cationic surfactant with the amphoteric surfactant also accumulates the cationic surfactant in the hair. There is a problem that it causes skin irritation and increases skin irritation. After all, it can be said that the current rinse-integrated shampoo containing a cationic surfactant for imparting a rinse effect is still in the development stage.

The applicant (some of the applicants) considers that the compounding of the cationic surfactant having the above-mentioned problems may be omitted, and therefore an amphoteric surfactant, particularly a fatty acid amide betaine-type amphoteric surfactant is used. The search was conducted from the viewpoint that there is a rinse effect among the above. However, as fatty acids in the above-mentioned fatty acid amide betaine-type amphoteric surfactant, coconut oil fatty acid (main component is lauric acid having 12 carbon atoms), fatty acid having 18 carbon atoms, castor oil fatty acid having OH group, etc. Even if you consider using fatty acids,
Almost no rinsing effect was observed. Then, the applicant has reached an invention from an attempt to find a fatty acid amide betaine-type amphoteric surfactant having a rinsing effect, has both a cleaning function and a rinsing function, and is unlikely to be restricted by the formulation, Moreover, we have succeeded in providing a rinse-inclusive shampoo with low skin irritation.

That is, in the rinse-integrated shampoo of the present invention, fatty acids having OH groups are condensed with each other or fatty acids having OH groups and fatty acids having no OH group are condensed.
Oligo-fatty acids more than a monomer, diamines having a primary or secondary amino group and tertiary nitrogen in the molecule, and oligo fatty acid amide betaine-type amphoteric surfactant obtained by the reaction of a quaternizing agent, together with a main cleaning agent. It is contained. See Japanese Patent Application No. 3-122555.

The rinse-integrated shampoo of the present invention containing an oligofatty acid amide betaine type amphoteric surfactant together with a main detergent has a mild detergency and is preferable irrespective of the fact that the cationic surfactant is omitted. Since it rinses out the rinse effect, and thus eliminates the problems of the rinse-integrated shampoo containing a cationic surfactant (mixing restrictions, accumulation of cationic surfactant on hair, skin irritation, etc.) Although it can meet the demand, there is still room for improvement.

For example, if the rinse-integrated shampoo containing the oligofatty acid amide betaine-type amphoteric surfactant of the present invention can be easily made transparent without complicated operations, coloring, scenting, or pearlizing can be facilitated. It is possible to give a remarkable added value to such a rinse-inclusive shampoo.

[0010]

DISCLOSURE OF THE INVENTION The present invention aims to impart transparency to a rinse-integrated shampoo as described above, which contains an oligofatty acid amide betaine-type amphoteric surfactant together with a main cleaning agent, without complicated operations. To aim.

[0011]

Means for Solving the Problems As a result of intensive research to achieve the above-mentioned object, the present inventor has used condensed castor oil fatty acid amide propyl betaine belonging to oligo fatty acid amide betaine type amphoteric surfactant in combination with polyhydric alcohol. By doing so, it was found that transparency can be easily imparted to the rinse-inclusive shampoo, and the present invention was completed based on such knowledge.

That is, the present invention relates to a transparent rinse-integrated shampoo characterized in that it contains condensed castor oil fatty acid amide propyl betaine and a polyhydric alcohol in addition to the main cleaning agent.

The present invention will be sequentially described below.

There is no particular limitation on the main cleaning agent in the transparent rinse-integrated shampoo of the present invention. Amphoteric surfactants such as carboxylic acid type, sulfuric acid ester type, sulfonic acid type and phosphoric acid ester type, and fatty acid alkylolamide type. And the like, and nonionic surfactants such as carboxylic acid salts, sulfonates, and anionic surfactants such as sulfate salts.

Condensed castor oil fatty acid amide propyl betaine is a novel substance, and is a condensate of castor oil fatty acid (ricinoleic acid), hydrogenated castor oil fatty acid (12-hydroxystearic acid), or a mixture thereof with N, N-. It can be obtained by reacting dimethylaminopropylamine for amidation, and then quaternizing the tertiary nitrogen of the obtained amide with monochloroacetic acid (a quaternizing agent). It will be described later.

The condensate is a condensate of ricinoleic acid,
The structural formula of condensed castor oil fatty acid amide propyl betaine whose condensation degree is n is as shown in the following chemical formula (1).

[0017]

[Chemical 1]

The structural formula of the condensed castor oil fatty acid amide propyl betaine in which the condensate is a condensate of 12-hydroxystearic acid and the degree of condensation is n is represented by the above chemical formula (1).
Any point of the double bond is also -CH ₂ -CH ₂ - the.

Hereinafter, condensed castor oil fatty acid amide propyl betaine whose fatty acid is ricinoleic acid and its condensation degree (degree of polymerization) is n is abbreviated as nR, and the fatty acid is 12-hydroxystearic acid and its condensation degree is The condensed castor oil fatty acid amidopropyl betaine that is n is sometimes abbreviated as nHR.

The degree of condensation of the condensed castor oil fatty acid amide propyl betaine is appropriately from dimer to 7 or 8 mer in consideration of the difficulty of the condensation reaction and the solubility of the finished product. In some cases, it may be preferable to use a multimer.

Polyhydric alcohols include glycerin, 1,3-
It can be selected from butylene glycol, ethylene glycol, propylene glycol, dipropylene glycol, polyethylene glycol and the like.

In the present invention, the condensed castor oil fatty acid amide propyl betaine is used in combination with the polyhydric alcohol to make the shampoo transparent. The method of combination is to first add the polyhydric alcohol to the condensed castor oil fatty acid. Mixing and dissolving amidopropyl betaine is essential for clearing. From the viewpoint of transparency, it is preferable to mix the main cleaning agent and then add purified water and other components.

Although the condensed castor oil fatty acid amide propyl betaine itself has a rinsing function, a cationic surfactant such as a quaternary ammonium salt may be used in combination for enhancing the rinsing function. In this case, the cationic surfactant is preferably a mixture of a polyhydric alcohol and a condensed castor oil fatty acid amide probirubetaine mixed with the main cleaning agent, and the same procedure as described above is preferable from the viewpoint of transparency.

The transparent rinse-integrated shampoo of the present invention is
In addition to the above-mentioned main cleaning agent, optional cationic surfactant, condensed castor oil fatty acid amide propyl betaine and polyhydric alcohol, as long as transparency is not impaired, preservative, pH adjuster, natural product, stabilizer, colorant Of course, perfumes and other conventional shampoo ingredients may be added. In the rinse-integrated shampoo of the present invention, the coloring effect and the scenting effect are improved.

A shampoo having a pearly luster can be prepared by adding a pearling agent. The shampoo composition obtained by adding a pearling agent to the shampoo composition of the transparent rinse-integrated shampoo of the present invention has an advantage that pearling can be performed neatly.

Thus, the solid content composition of the rinse-incorporated shampoo of the present invention was determined by using 3 to 50 parts by weight of the cleaning agent, 3 parts by weight or less of the cationic surfactant, 0.1 to 15 parts by weight of condensed castor oil fatty acid amide propyl betaine, and a polyvalent polyhydric compound. Alcohol 0.1-30
It may be 0.1 to 15 parts by weight and others.

As described above, the condensed castor oil fatty acid amide propyl betaine of the present invention is a novel substance, and is a castor oil fatty acid (ricinoleic acid), hydrogenated castor oil fatty acid (12-hydroxystearic acid), or these. N, N-dimethylaminopropylamine is reacted with the condensate of the mixture of ## STR2 ## for amidation, and then the tertiary nitrogen of the obtained amide is quaternized with monochloroacetic acid or its sodium salt (quaternizing agent). Can be obtained by
The details of the synthesis method are as follows.

The condensed castor oil fatty acids are castor oil fatty acids,
It can be obtained by subjecting the lower alkyl ester, hydrogenated castor oil fatty acid, the lower alkyl ester or a mixture of two or more thereof to a condensation reaction under heating.

The above amidation reaction is usually carried out by heating to a temperature of about 140 to 230 ° C. in an inert gas atmosphere.

The quaternization reaction is usually carried out by heating to a temperature of about 60 to 100 ° C. without a solvent or in the presence of a solvent. The quaternization reaction is preferably carried out in the presence of a solvent such as isopropyl alcohol or ethanol,
This is important for smooth reactions in water-free systems.

Regarding the above synthetic method, Japanese Patent Application No. 3-
See also 17102 and 3-122555.

[0032]

EXAMPLES Examples of the present invention will be shown below. These examples are intended to explain the invention in more detail,
The scope of the present invention is not limited, and various modifications can be made.

Example 1 (Synthesis of Condensed Castor Oil Fatty Acid Amidopropyl Betaine) Synthesis Example 1 641.4 g (2.1 mol) of castor oil fatty acid was charged into a reaction vessel equipped with a test tube and a reflux condenser, and under a nitrogen stream 170-200. ℃
While removing water outside the system, the reaction was carried out until the neutralization value reached 90. As a result, an oligo fatty acid (oligo fatty acid residue having about 36 carbon atoms) corresponding to a castor oil fatty acid dimer was obtained.

The reaction was cooled to 80 ° C. and then 122.4 g (1.2 g) of N, N-dimethylaminopropylamine.
Mol) was added, and dehydration and removal and removal of excess amine were performed under reduced pressure at 150 to 160 ° C. under a nitrogen stream. The total amine value of this product was 85.0.

198.0 g (0.3 mol) of this reaction product was placed in a reaction vessel equipped with a cooling tube, and sodium monochloroacetate 3
8.3 g (0.33 mol), ethanol 55.0 g and purified water 49
Add 6 g and stir at 80 ° C for 6 hours to react with the target compound (2
R) was obtained. Yield 748g.

Synthesis Example 2 388.5 g (1.26 mol) of hydrogenated castor oil fatty acid had a neutralization value of 60.
The reaction was performed in the same manner as in Synthesis Example 1 until. This allows
An oligo fatty acid corresponding to the hydrogenated castor oil fatty acid trimer (the carbon number of the oligo fatty acid residue was about 54) was obtained.

The reaction product was cooled to 80 ° C., and then 79.6 g (0.78 mol) of N, N-dimethylaminopropylamine was added and reacted under the same conditions as in Synthesis Example 1. The total amine value of this product was 79.3.

212.2 g (0.3 mol) of this reaction product was placed in a reaction vessel equipped with a cooling tube, and isopropyl alcohol was added thereto.
A mixture of 5.0 g of monochloroacetic acid (28.4 g, 0.3 mol) and sodium hydrogen carbonate (30.2 g, 0.36 mol) was added and reacted in the same manner as in Synthesis Example 1. After filtration, 658 g of purified water was added to the desired product (3HR ) Got. Yield 1038g.

Synthesis Example 3 390.3 g (1.27 mol) of castor oil fatty acid was reacted in the same manner as in Synthesis Example 1 until the neutralization value became 45. As a result, castor oil fatty acid tetramer (oligo fatty acid residue has about 72 carbon atoms)
An oligo fatty acid corresponding to was obtained.

The reaction is cooled to 80 ° C., then N,
N-dimethylaminopropylamine 36.3g (0.36mol)
Was added and reacted under the same conditions as in Synthesis Example 1. The total amine value of this product was 46.8.

119.9 g (0.1 mol) of this reaction product was placed in a reaction vessel equipped with a cooling tube, and isopropyl alcohol 92.0 was charged therein.
g of 9.5 g (0.1 mol) of monochloroacetic acid and 10.1 g (0.12 mol) of sodium hydrogen carbonate were added and reacted in the same manner as in Synthesis Example 1. After filtration, 215 g of purified water was added to the desired product (4R). Got Yield 424g.

Example 2 Six types of transparent rinse-integrated shampoos having the compositions shown in Tables 1 to 6, respectively, colored transparent rinse-integrated shampoo having the composition shown in Table 7 and pearls having the composition shown in Table 8 A rinse-integrated shampoo having gloss (above, the product of the present invention) was prepared. In the table, those with M) are the main cleaning agents, and those with C) are the cationic surfactants.

[0043]

[Table 1]

[0044]

[Table 2]

[0045]

[Table 3]

[0046]

[Table 4]

For comparison, Table 11 to Table 11
Four types of shampoos (comparative products) having the compositions shown in Table 14 were prepared.

[0048]

[Table 5]

[0049]

[Table 6]

A total of 12 kinds of shampoos were subjected to a sensory test by 10 testers.

The evaluations were skin irritation, detergency / foamability, rinsing effect, transparency and comprehensive evaluation. Regarding skin irritation, ○ (absent), △ (slightly present), and × (present)
It was evaluated in three stages. Detergency / foamability, rinsing effect and comprehensive evaluation are performed in 5 grades of 5 (very good), 3 (good), 0 (normal), -3 (bad), and -5 (very bad). It was The transparency was evaluated in four grades of ◯ (transparent), Δ (semi-transparent), × (pearl luster), and XX (white cloudy precipitation or occurrence of sediment).

The results are shown in Tables 21-25.

[0053]

[Table 7]

[0054]

[Table 8]

[0055]

[Table 9]

It can be seen from Table 21 that no skin irritation was observed in the product of the present invention and the comparative product. From Table 22, it can be seen that the product of the present invention is slightly better than the comparative product in terms of detergency and foamability. It can be seen from Table 23 that the rinse effect of the present invention product is far better than that of the comparative product. Further, from Table 24, it is understood that the products of the present invention are good in terms of transparency except the product 8 of the present invention in which the pearling agent is added. In the comparative product, the condensed castor oil fatty acid amide propyl betaine was not completely dissolved,
Appearance is poor due to cloudiness or sediment. The product 8 of the present invention showed good pearly luster. From Table 25, it can be seen that, in general, the product of the present invention is far better than the comparative product as a rinse-integrated shampoo. Further, the product of the present invention was superior in improving the squeaky feeling of hair during washing, good combability after washing and drying, suppleness, gloss of hair and the like.

[0057]

EFFECTS OF THE INVENTION A rinse-integrating shampoo composition containing a cleaning base agent, an optional cationic surfactant, and a condensed castor oil fatty acid amide propyl betaine having a rinsing effect by using a polyhydric alcohol together with the rinse-integrating shampoo. The composition can be easily made transparent without requiring complicated operations.

 ─────────────────────────────────────────────────── ─── Continuation of the front page (72) Inventor Tsutomu Kusagawa 13th-26, Suehiro-cho, Yokkaichi-shi, Mie Ito Oil & Refinery Co., Ltd. (72) Yoshiyuki Ito 13-32, Suehiro-cho, Yokkaichi-shi, Mie No. 16 within Ito Oil Co., Ltd.

Claims (4)

[Claims] 1. A transparent rinse-integrated shampoo, which contains condensed castor oil fatty acid amide propyl betaine and a polyhydric alcohol in addition to the main cleaning agent. 2. A transparent rinse-integrated shampoo, which contains condensed castor oil fatty acid amide propyl betaine and a polyhydric alcohol in addition to the main cleaning agent and the cationic surfactant. 3. The transparent rinse-integrated shampoo according to claim 1, which is colored and / or scented. 4. A rinse-integrated shampoo having a pearly luster obtained by adding a pearling agent to the shampoo composition of the rinse-inclusive shampoo according to claim 1.