JPS6145964B2 - - Google Patents

Description

[Detailed description of the invention]

The present invention relates to a shampoo composition that exhibits excellent foaming properties and also has conditioning and curl retention properties. Hair is easily damaged by the use of hair curlers, perms, and chemicals such as bleach, and this hair damage is further exacerbated by excessive brushing and combing. For this reason, various hair care products have been sold and used to prevent hair damage. For example, a hair rinse, when used after shampooing, has the effect of making the hair easier to comb and preventing damage to the hair epidermis. Additionally, hair brushing agents and hair creams containing silicone are now on the market to make brushing easier. However, using such a large number of hair care products is complicated and is not considered economically advisable. For this reason, a large number of conditioning shampoos are on the market and in use, which are intended to reduce the harshness of the hair after washing and rinsing, and to prevent damage to the hair epidermis. Such hair conditioning shampoos generally contain anionic surfactants such as higher alcohol sulfates and polyoxyethylene alkyl ether sulfates, silicone, lanolin, fatty acid esters such as isopropyl myristate, and cationic surfactants. , protein hydrolysates, and water-soluble polymeric substances such as methyl cellulose. However, even such conditioning shampoos have not yet achieved both the ability to impart smoothness to hair and the ability to retain curls. In this specification, the term "curl retention" refers to the ability to maintain the shape of curls after hair is set using hot curlers, which are frequently used among women these days. In general, hairstyles tend to be easily damaged especially during the rainy season when humidity is high, so it is highly desirable for women in particular to maintain their hairstyles for a long period of time. The present invention was made under these circumstances, and provides a shampoo composition that has excellent foaming properties, conditioning properties (particularly improved hair smoothness), and curl retention properties. The purpose is to As a result of various studies on the application of o-substituted malates, which have excellent foaming properties, to shampoos, the present inventor found that although o-substituted malates have excellent foaming properties, after drying, However, when mixed with a certain type of anionic surfactant and the pH of the mixed solution is adjusted to 3 to 7, such o
- It has been found that the disadvantages of alkyl-substituted malate salts can be turned into advantages of excellent curl retention and smoothing properties. The present invention was made based on such findings, and includes one or more anionic surfactants represented by the general formula (), (), () and a combination of one or more anionic surfactants represented by the general formula (). o-alkyl substituted malate, and the weight ratio of the anionic surfactant to the o-alkyl substituted malate (anionic surfactant/o-alkyl substituted malate) is 9/1 to 3. Provided is a shampoo composition characterized in that: /7. General formula ()...R-(OR') _o OSO ₃ M General formula ()...R-SO ₃ M General formula ()...OS-M General formula ()...

[Formula] (wherein, R is an alkyl group having an average of 10 to 16 carbon atoms, or an alkylphenyl group substituted with an alkyl group having an average of 6 to 15 carbon atoms, R' is an alkylene group having 2 or 3 carbon atoms, R″ is a saturated or unsaturated hydrocarbon group with 10 to 16 carbon atoms, M is an alkali metal, basic amino acid, alkanolamine, ammonia or lower alkylamine, and OS is an average carbon number of 10 to 18
In the acid group of the anionic surfactant obtained by sulfonating the olefin, n is an integer of 0 to 6. ) Hereinafter, the shampoo composition of the present invention will be explained in more detail. The first essential component of the shampoo composition of the present invention is one or more anionic surfactants represented by the above general formulas (), (), and (). Preferred examples of the anionic surfactant represented by the general formula () include natural lauryl alcohol 1 to 5 mole ethoxysulfate, oxo-produced
_C11 - _C15 aliphatic alcohol 1-5 mole ethoxy sulfate, _C12 - _C13 aliphatic alcohol 1-2 mole ethoxy sulfate, _C11 - _C15 aliphatic alcohol sulfate, and _C12 - _C13 aliphatic alcohol Sodium salts of esters such as sulfuric esters,
These include triethanolamine salts and ammonium salts. Preferred examples of the anionic surfactant represented by the general formula () include sodium salts, triethanolamine salts, and ammonium salts of _C12 - _C16 paraffinsulfonic acid and _C11 - _C13 alkylbenzenesulfonic acid. Preferred examples of the anionic surfactant represented by the general formula () include C ₁₂ -C ₁₄ alpha olefins, C ₁₂ -C ₁₆ vinylidene olefin or _C12
There are sodium salts and potassium salts obtained by sulfonating ~ _C16 inner olefin etc. using sulfur trioxide etc. and then hydrolyzing it. As described above, the first essential component of the shampoo composition of the present invention is a sulfonic acid type and/or sulfate ester type anionic surfactant, and this active agent overcomes the drawbacks of o-alkyl substituted malates. It exhibits the effect of improving the stiffness of hair after certain hair washes. It is known that carboxylic acid type surfactants such as aliphatic soaps and acylated glutamic acid salts do not improve the stiffness of hair after washing. Among the anionic surfactants of the present invention, particularly preferred are polyoxyethylene alkyl ether sulfates, aliphatic alcohol sulfates, and alphaolefin sulfonates. The second essential component of the shampoo composition of the present invention is an o-alkyl substituted malate represented by the above general formula (). This o-alkyl substituted malate is obtained by converting the OH group of malic acid into a Cl group.
A method of etherification by reaction with alcohol,
Alternatively, o-alkyl-substituted malic acid produced by a method such as reacting maleic acid diester or fumaric acid diester with alcohol in the presence of an alkali catalyst is neutralized with NaOH, KOH, basic amino acids, triethanolamine, etc. It is obtained by Specific examples of o-alkyl substituted malic acid before neutralization include o-decyl malic acid, o-lauryl malic acid, o-myristyl malic acid, o-
Palmityl malic acid, o-coconut alkyl malic acid obtained by removing the _C18 fraction by distillation, o-tallow alkyl malic acid, synthetic alcohol with a carbon number of 11 to 15 obtained by a synthetic method such as the oxo method, or a carbon number
o-alkylmalic acids derived from 12-13 synthetic alcohols, etc. Preferred specific examples of these o-alkyl substituted malates are shown below. o-Sodium lauryl malate o-Myristyl malate triethanolamine o-palmityl malate triethanolamine o-coco alkyl malate triethanolamine The amount of anionic surfactant blended into the shampoo composition of the present invention is , is preferably 3 to 30% by weight, more preferably 7 to 30% by weight based on the total amount of the shampoo composition.
It is 20% by weight. In addition, anionic surfactants and o
-The weight ratio of the alkyl-substituted malate (anionic surfactant/o-alkyl-substituted malate) is 9/
1 to 3/7, and when the ratio of o-alkyl substituted malate is smaller than this range (i.e., when the ratio of anionic surfactant exceeds 90%), curl retention is insufficient, and this When it is larger than this range (that is, when the ratio of anionic surfactant is less than 30%), it is not preferable because the hair after washing becomes "stiff". The weight ratio of anionic surfactant to o-alkyl substituted malate preferably ranges from 8/2 to 5/5. The shampoo composition of the present invention preferably has a pH of 3 to 7, more preferably 5 to 6. If the pH is less than 3, the hair will become stiff after washing, resulting in dry and dry hair, and if the pH is higher than 8, the lathering will be slightly reduced and the curl retention will be insufficient, which is not preferable. In addition to the above-mentioned first and second essential ingredients, the shampoo composition of the present invention includes, for example, anionic, cationic, nonionic, amphoteric, and Surfactants; Antioxidants such as BHT and α-tocophenol; Ultraviolet absorbers such as 2-hydroxy-4-methoxybenzophenone; Bacteriostatic agents such as sodium benzoate, melparaben, and phenoxyethanol; It is possible to incorporate thickeners such as oil fatty acid diethanolamide and polyethylene glycol distearate within a range that does not affect the purpose and effects of the present invention. Next, Examples and Comparative Examples of the present invention will be shown to explain the effects of the present invention more specifically. Before explaining each example, the test method will be explained. Foaming property 20ml of 6% aqueous solution of adjusted liquid cleaning composition
(25℃) was collected in a 100ml cylinder, 0.2g of liquid lanolin was added to it as an artificial stain, shaken 20 times for 10 seconds, and the foam volume (ml) was measured after 1 minute.
The measured value was taken as the foaming power. Conditioning property Determined based on the following comprehensive evaluation of static friction coefficient, hair smoothness, and hair stiffness. (1) Static friction coefficient A bundle of hair (5 g, 20 cm) was mixed with the sample liquid detergent composition.
Massage with 1.0g for 1 minute, rinse, and leave in a constant temperature room at 25℃ and 65%RH for 24 hours to dry. Thereafter, the static friction coefficient of the thin hair is measured using a friction coefficient meter (manufactured by Nippon Rheology Instruments Co., Ltd.). In addition, from the comparison with the smoothness of hair in the sensory test, the coefficient of static friction is
It is known that hair smoothness is excellent when the value is 0.17 or less. (2) Hair smoothness Evaluate by sensory test. That is, after washing, rinsing and drying, the hair bundle (5 g, 20
cm) is evaluated by the paired comparison method by 20 testers using sodium dodecyl sulfate (SDS) as a control sample. Evaluation criteria +: Better than SDS. ±: Slightly better than SDS. -: Same as SDS (3) Stiffness of hair Divide the hair into two parts, wash one part with a 10% aqueous solution of sodium dodecyl sulfate (SDS), and wash the other part with the test sample. Reduce stiffness after drying by 20
Sensory evaluation is performed by a well-known tester in comparison with SDS, and the average score is determined. Rating +: Not stiff compared to SDS. ±: Same as SDS -: Stiffer curl retention than SDS After soaking a hair bundle (25cm, 2g) in water,
Wrap it around a cm curler and dry at 70℃ for 2 hours. This spirally curled hair bundle is heated to 25℃ and 85%
Set it in the RH desiccator. As is 2
Measure the length of the hair bundle after leaving it for a period of time, and calculate the curl retention rate using the following formula. Curl retention rate = 25-l _t /25-l _p ×100 l _t : Length of hair bundle after being stored in a desiccator for 2 hours l _p : Length of hair bundle immediately after being stored in a desiccator Curl retention rate is 30% or more It has been practically confirmed that detergents exhibiting this have clearly superior curl retention properties compared to shampoos generally available on the market. Test Example 1 Compositions in which various conditioning agents were blended with anionic surfactants (Comparative Examples 1 to 5) and compositions in which o-alkyl substituted malates were blended in anionic surfactants (Example 1) ), the performance of which was compared and tested. The results are shown in Table 1. In addition,
The numerical values for each composition in the table are weight % (the same applies to other tests). As is clear from Table 1, only the composition of the present invention (Example 1) containing an o-alkyl substituted malate as an anionic surfactant had excellent performance in both conditioning properties and curl retention properties. It can be seen that it shows.

【table】

[Table] Test Example 2 Compositions in which o-alkyl-substituted malate was blended with various anionic surfactants within the scope of the present invention (Examples 2 to 6) and anionic surfactants outside the scope of the present invention Compositions containing o-alkyl-substituted malate (Comparative Examples 6 and 7) were comparatively tested for their performance. The results are shown in Table 2. As is clear from Table 2, the compositions of the present invention (Examples 2 to 6) in which o-alkyl substituted malate was blended with an anionic surfactant within the scope of the present invention,
It can be seen that both exhibit excellent performance.
The compositions of Comparative Examples 6 and 7 are inferior in hair stiffness.

【table】

[Table] Test Example 3 Ten types of compositions with various weight ratios of anionic surfactant and o-alkyl-substituted malate were prepared and their performances were evaluated. Table 3 shows the results.
Shown below. As is clear from Table 3, the weight ratio of anionic surfactant and o-alkyl substituted malate is 9/1 to
It can be seen that both exhibit excellent performance when within the range of 3/7.

[Table] Test Example 4 Three types of compositions (Examples 13 to 15) in which the pH was varied within the range of the present invention were prepared, and their performance was evaluated. The results are shown in Table 4, and it can be seen that all the compositions exhibited excellent performance.

【table】

【table】

Claims (1)

[Claims] 1 Contains one or more anionic surfactants represented by the general formula (), (), () and an o-alkyl substituted malate represented by the general formula () and the anionic surfactant and o
- A shampoo composition characterized in that the weight ratio (anionic surfactant/o-alkyl substituted malate) to an alkyl-substituted malate is from 9/1 to 3/7. General formula ()...R-(OR') _o OSO ₃ M General formula ()...R-SO ₃ M General formula ()...OS-M General formula ()...[Formula] (In the formula, R is an alkyl group having an average of 10 to 16 carbon atoms, or an alkylphenyl group substituted with an alkyl group having an average of 6 to 15 carbon atoms, R′ is an alkylene group having 2 or 3 carbon atoms, and R″ is an alkylene group having 10 to 16 carbon atoms. saturated or unsaturated hydrocarbon group, M is an alkali metal, basic amino acid, alkanolamine, ammonia or lower alkylamine, OS is an average carbon number of 10 to 18
In the acid group of the anionic surfactant obtained by sulfonating the olefin, n is an integer of 0 to 6. )