JPS6251930B2 - - Google Patents

Description

[Detailed description of the invention]

The present invention relates to shampoo compositions, more specifically,
This invention relates to a shampoo composition with excellent performance that reduces eye irritation. In recent years, attempts have been made to incorporate various cationic polymers into shampoo compositions for the purpose of improving hair wash finish such as combability, hair manageability, and gloss. However, cationic polymers are extremely irritating to the eyes and are easily adsorbed to proteins, so once shampoo compositions containing cationic polymers get into the eyes, they cannot be easily removed by simply washing the eyes. , it has the disadvantage of irritating the eyes over a long period of time. On the other hand, various attempts have been made to eliminate these drawbacks, but nothing satisfactory has yet been found. In view of these circumstances, the present inventor has conducted intensive research to alleviate eye irritation in shampoo compositions containing cationic polymers, and has found that certain mono- and/or dialkyl phosphate esters and desired They discovered that the object could be achieved by using a zwitterionic surfactant in combination, and completed the present invention. That is, the present invention includes a cationic polymer as an essential component, and a cationic polymer having the formula: [In the formula, R ¹ is alkyl or alkylphenyl having 8 to 30 carbon atoms; R ² is OH or R ¹ O
(CH ₂ CH ₂ O) _o --; n means 0 to 10] 1 selected from mono- or dialkyl phosphate esters or their polyoxyethylene derivatives
The present invention provides a shampoo composition in which at least one compound or an alkyl metal salt or amine salt thereof is blended, and if desired, an amphoteric ionic surfactant is further blended. In the shampoo composition of the present invention, the cationic polymer and the phosphate ester of the formula [] form a complex, which is thought to alleviate the eye irritation of the cationic polymer. By using a synthetic surfactant, eye irritation can be further reduced without reducing the performance of the shampoo composition. In addition, the shampoo composition of the present invention has improved finish conditions such as combability, gloss, and hair manageability after shampooing due to the mutual action of the cationic polymer and the phosphoric acid ester of the formula []. It exhibits excellent performance such as improved shampoo operation. The cationic polymer used in the shampoo composition of the present invention may be any commonly used one, such as quaternized vinylpyrrolidone-aminoethyl methacrylate copolymer (Gaffcoat 755, manufactured by Gaff Co., Ltd.), poly(N,N -dimethyl-3,5
-methylenepiperidium chloride) (manufactured by Merck & Co., Ltd., Marquat 100), N,N-dimethyl-3,5
-methylene piperidinium chloride) -acrylamide copolymer (manufactured by Merck & Co., Ltd., Marquardt)
550), polyethyleneimine (Nippon Shokubai Co., Ltd., Epomin P-1000), polyethylene glycol-epichlorohydrin-cocosamine-dipropylenetriamine condensate (Henkel Co., Ltd., Polycoat H)
Examples include quaternized hydroxyethyl cellulose (manufactured by UCC, Polymer JR400), dimethyl adipate-aminohydroxypropyl diethyltriamine copolymer, and the like. Furthermore, the phosphoric acid ester represented by the formula [] may also be a known one, such as monolauryl ether phosphoric acid, mono(polyoxyethylene oleyl ether) phosphoric acid (5EO), mono(polyoxyethylene oleyl ether) phosphoric acid. (10EO), mono(polyoxyethylene lauryl phenyl ether) phosphoric acid, monolauryl phenyl ether phosphoric acid, monoisostearyl ether phosphoric acid, monodecyl ether phosphoric acid, mono(polyoxyethylene behenyl ether) phosphoric acid, mono (polyoxyethylene myristyl ether) phosphoric acid, monoesters or their polyoxyethylene derivatives such as monomyristyl phenyl ether phosphoric acid, dilauryl ether phosphoric acid, di(polyoxyethylene oleyl ether) phosphoric acid (5EO), Di(polyoxyethylene myristyl ether) phosphoric acid (10EO),
Examples include diesters or their polyoxyethylene derivatives such as dioctyl ether phosphate, di(polyoxyethylene lauryl ether) phosphoric acid (3EO), di(polyoxyethylene oleyl phenyl ether) phosphoric acid (10EO), and the like. These may be salts with alkali metals such as potassium or sodium, or amine salts such as monoethanolamine, diethanolamine, triethanolamine, etc., each alone or in combination of two or more, for example, a monoester and a diester. can be used. In such an ester, from the viewpoint of effectiveness, when the number of carbon atoms in R ¹ is large, for example, when the number of carbon atoms is 14 or more, n is 1.
It is preferable that it is above. In addition, during the production of the phosphoric acid ester, triesters are also produced and mixed with the mono- and diesters.On the other hand, triesters themselves do not have the desired effect of the present invention, but some amount of triester may be mixed in. . In the shampoo composition of the present invention, from the viewpoint of complex formation, the blending ratio (weight ratio) of these cationic polymers and phosphoric esters is 1:20 to 1:20.
The ratio is desirably 5:1, preferably 1:10 to 1:1, and the total weight of both components is 0.1 to 2.4% (weight %, the same applies hereinafter) based on the total weight of the composition. Furthermore, as described above, the shampoo composition of the present invention may contain an amphoteric ionic surfactant, if desired. Such zwitterionic surfactants include commonly used 2-cocoyl-N-
Carboxyethyl-N-hydroxyethylimidazolinium betaine, 2-cocoyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine, 2-cocoyl-N-carboxymethyloxyethyl-N-carboxymethylimidazolinium lauryl Sulfuric acid, N-[3-dodecanoylamidopropyl]-N,N-dimethylammoniocarboxymethylbetaine, lauryldimethylaminoacetic acid betaine, N-cocoyl-β-aminopropionate, lauryldimethylammonium sulfobetaine, etc. These are usually blended in an amount of 1.0 to 30.0% based on the total weight of the composition. The shampoo composition of the present invention can be manufactured into a conventional dosage form according to a conventional method. Other ingredients may be any commonly used ones, such as anionic surfactants and nonionic surfactants to enhance foaming power and detergency, lanolin and derivatives to further improve the feeling of use, etc. Mineral oils such as liquid paraffin, higher fatty acid esters such as isopropyl myristate, higher alcohols such as cetanol, etc. can be blended. Next, the present invention will be explained in more detail with reference to Examples. Examples 1 to 3 Shampoos were manufactured according to conventional methods with the compositions shown in Table 1 below, and the following various performance tests were conducted using the resulting shampoos. (1) Shampooing operation A professional beautician visually evaluated the amount and quality of the lather when shampooing, how easily the shampoo ran through the fingers, and how easily the hair tangled to determine whether it was good or bad. (2) Combing the hair The ease with which the comb passes through the hair after combing the hair five times was visually judged. (3) Gloss The gloss of the hair after the combing test was visually determined. (4) Hair manageability The ease of hair management after the combing test was visually determined. The test results for (1) to (4) above are shown in Table 1 based on the following criteria. ◎: Very good. 〇: Good. △: Slightly bad.
×: Bad. (5) Eye mucosal irritation test Draize method [JHDraize, J.Pharmacol.Exp.
Ther., 82, 377-390 (1944)] for eye mucosal irritation (conditions: sample shampoo undiluted solution was instilled into the eyes, no eyewash was applied). The results are shown in Table 1 for the maximum value and the value after 7 days (the higher the value, the stronger the irritation).

[Table] As is clear from Table 1, the shampoo (Control 1) that does not contain a cationic polymer and a phosphate ester of the formula [] has strong ocular mucosal irritation and poor other performance. Even if only polyethyleneimine, which is a cationic polymer, is added to this (Control 2), the shampooing operation is only slightly improved, but the ocular mucosal irritation becomes stronger.
Further, even if only polyoxyethylene oleyl ether phosphoric acid, which is a phosphoric acid ester of the formula [], is added (Control 3), the performance is only slightly improved.
However, when polyethyleneimine and the phosphate ester are used in combination (Examples 1 to 3), the performance is significantly improved and the ocular mucosal irritation is greatly alleviated. In particular, shampoo with a 1:1 ratio of polyethyleneimine to the phosphoric acid ester (Example 2) has very desirable performance. Examples 4 to 6 In order to investigate the effects of different types of phosphoric esters, shampoos having the compositions shown in Table 2 below were prepared and tested in the same manner as in Examples 1 to 3 above.

[Table] As is clear from Table 2, polyethylimine, a cationic polymer (average molecular weight 40,000)
Shampoos containing monolauryl ether phosphoric acid and/or dilauryl ether phosphoric acid, which are phosphoric acid esters of the formula [] (Examples 4 to 6)
had less irritation to the eye mucous membranes and had good other properties; in particular, the shampoos using diesters (Examples 5 and 6) provided better gloss than the shampoos using only monoesters (Example). On the other hand, as described above, the shampoo using only triester (Control 4) cannot achieve the desired effect of the present invention. Examples 7 and 8 In order to examine the effect of incorporating the zwitterionic surfactant, shampoos having the compositions shown in Table 3 below were prepared and tested in the same manner as in Examples 1 to 3 above.

【table】

[Table] As is clear from Table 3, when alkylimidazolium betaine, which is an amphoteric ionic surfactant, is added, ocular mucosal irritation is further suppressed and alleviated (see the ocular mucosal irritation test results in Examples 1 to 6 above). ). As described above, according to the present invention, by blending a cationic polymer and a phosphoric acid ester of the formula [], and optionally adding a zwitterionic surfactant, excellent performance is achieved that alleviates irritation to the eyes. A shampoo composition having the following properties is obtained.

Claims (1)

[Claims] 1. A cationic polymer as an essential component;
formula: [In the formula, R ¹ is alkyl or alkylphenyl having 8 to 30 carbon atoms; R ² is OH or R ¹ O
(CH ₂ CH ₂ O) _o --; n means 0 to 10], or an alkali metal salt or amine salt thereof, to the cationic polymer of the formula [] A shampoo composition characterized in that the weight ratio of the compounds is 1:20 to 5:1, and the ratio of the total weight of the cationic polymer and the compound of formula [] to the total weight of the composition is 0.1 to 2.4% by weight. thing. 2. The shampoo composition according to item 1 above, further comprising 1.0 to 30.0% by weight of an amphoteric ionic surfactant based on the total weight of the composition.