JPS62192312A - Hair cosmetic - Google Patents

Abstract

PURPOSE:A hair cosmetic, obtained by blending 3-l-menthoxypropane-1,2-diol with other ingredients, capable of imparting a sustained refreshing feeling to the head without any irritancy and irritant smell to ocular mucosa and skin and having improved antipruritic effect. CONSTITUTION:A hair cosmetic obtained by blending a compound expressed by the formula (1.004 specific gravity d<25>25, 1.4727 refractive index n<25>D and -77.2 deg. specific rotatory power [alpha]<25>D) in an amount of 0.001-5wt%, preferably 0.01-3wt% based on the total weight of the cosmetic and adding and blending an ingredient having blood circulation promoting action, e.g. vitamin E acetate, vitamin E nicotinate, Japanese swertia extract, etc. The formulation form includes shampoo, hair rinse, hair conditioner, hair tonic, hair cream, etc. A dyestuff, perfume, germicide, preservative, hair tonic, etc., may be suitably blended, as necessary.

Description

DETAILED DESCRIPTION OF THE INVENTION (Technical Field) The present invention is directed to 8-I! -Relating to a hair cosmetic containing menthoxypropane-1,2-diol.

More specifically, the present invention relates to a hair cosmetic that is irritating to the eye mucous membranes and skin, has an irritating odor, provides a long-lasting cool feeling to the scalp, and has excellent anti-pruritic effects.

(Prior Art) Hair cosmetics containing a cooling agent to prevent itching of the scalp and provide a refreshing feeling have been known.

For example, camphor 1-, menthol, borneol.

Hair cosmetics containing cineolementhon, methyl salicylate, and mints such as spearmint and peppermint had a unique pungent odor, had poor long-lasting cooling sensation, and had unsatisfactory antipruritic effects.

In an attempt to improve the above-mentioned drawbacks, several cooling agents have been studied, including 8-substituted-! -Menthanes, N-substituted-! -Menthane-8-carbofusamides and paramenthanediol have been proposed (JP-A-47-16647, JP-A-47-16648, e% JP-A-47-16649, JP-A-47-16650) ).

However, among the above compounds, N-
Although substituted-P-menthane-8-carboxamides have a strong effect on the mucous membranes of the mouth and other areas, the cooling sensation of hair cosmetics containing them is not felt very much on the scalp, and its durability is also poor. Inferior.

(Disclosure of the Invention) As a result of intensive research in view of the current situation, the inventor has decided to
-Hair cosmetics containing l-menthoxypropane-1,2-diol are (1) non-irritating to the eye mucous membranes and skin, (2) have no unpleasant irritating odor, and (3) persist on the scalp. (4) It has an excellent pain relieving effect.

In addition, the present inventors have discovered that the above-mentioned cooling sensation and pain relief effect can be particularly effective by adding and blending a component that has a blood circulation promoting effect, thereby completing the present invention.

(Purpose of the invention) The purpose of the present invention is to prevent irritation to the eye mucous membranes and skin.

To provide a hair cosmetic that does not have a pungent odor, gives a lasting cool feeling to the scalp, and has an excellent pain relief effect.

(Structure of the Invention) The present invention is a hair cosmetic containing 8-l-menthoxypropane-1,2-diol.

(Specific explanation of the structure) The above-mentioned 8-J-menthoxypropane in the present invention
1,2-diol is a compound represented by the following formula (1), and its properties and instrumental analysis values (NMR) are as follows.

/\OH Specific gravity d25 ° 1.00425
.

25.

Refractive index nD, 1.4727 25° specific optical rotation [α], -'17.2° NMR ((
3DCJ8, ppm) 0.78-1.2 (12
H, Menthane 7-CH3゜5-HaX, 6-HaX
, 1-H) 1.05-1.5 (2H, 2-HaX of menthane.

4-H) 1.55-1.7 (2H, 5-Heq of menthane.

6-Heq) 1.96-2.8 (2H, 2-Heq of menthane.

8-H) 2.56 (2H, two 0-H) 8, (12(
IH, m, Menthane 8-■) 8.87 (IH
, quar, , 8-H of propane) 8.52-8.9 (4H, m , 8-H of propane)
9x-u2.2-H) 8-I! -Menthoxypropane-1,2-diol is highly safe, and the test results for skin irritation and sensitization are as follows.

(1) Skin irritation As a result of testing according to the Draize method described below, both the animal skin irritation score and the human (1) skin irritation score were 0, indicating that a-I! -Menthoxypropane-1,2-diol has been found to be non-skin irritating.

(Draize, J.E., As5ociati
on of Food and Drugoffici
als of the United 5tates
Appraisal of the 5afiety of
Chemicals in Foods Druga
nd C! osmetics, 46 (1959)
, Teras StateDepartment o
f Health, Au5tin] (2) Sensitization Maximizati of Magnusson et al.
On Te5t (allergy test method), a-Z-menthoxypropane-1,2-diol was not found to have sensitizing properties.

[Magnisson, B# Kligman,
A, M: Allergic.

Contact Dermatitis in the
Guinea Fig (1970).

Charles, 0, Thomas, pu
blisher 8pringfield.

111inois, USA] It is believed that the mechanism of action of cooling agents, typified by menthol, on the human body is that they act on peripheral nerves, stimulate the central nervous system, and produce a cooling sensation. 8-I to be added to cosmetics!
-Menthoxyfuropane-1,2-diol is presumed to have a similar mechanism of action, and is also non-volatile, so it is thought to have excellent long-lasting effects and excellent anti-pruritic effects. It will be done.

8-1 in the hair cosmetic of the present invention! - The amount of menthoxypropane-1,2-diol varies depending on the type and use of the hair cosmetic, so - although it cannot be generally limited, it is usually 0.00% based on the total amount of the cosmetic. O1 to 6% by weight (hereinafter abbreviated as wt%).

), preferably in a range of 0.01 to 8 wt%.

Moreover, as mentioned above, the hair cosmetic of the present invention contains the above-mentioned essential ingredient 3-1! which has an effect of promoting blood circulation. It is preferable to add and blend it in addition to -menthoxypropane-1,2-diol.

Suitable examples of the component having a blood circulation promoting effect include derivatives of vitamin E, such as vitamin E acetate, vitamin E, Eμ cotinate, vitamin E orotate, etc., which are known substances, as well as Jasperia japonica extract and carrot extract.

The Japanese japonica extract and the carrot extract are extracts of natural products, and although the manufacturing method thereof is not specified, an outline of each manufacturing method is shown below.

[Production method of Aspergillus japonica extract]

8wertia Japonica Mak
ino)'s 1Sfi! This is an extract obtained by digesting a dried and pulverized product of the whole flowering plant in ethanol or aqueous ethanol and filtering it.

In the Examples, an extract obtained by the following method was used.

After digesting 5G and 9 of crushed Aspergillus in 250ml of aqueous ethanol (90wt% ethanol) at a temperature of 4G-50℃ and filtering, the residue was digested in the same manner several times again to obtain the extract! , 51 were obtained.

Purified water was added to the residue obtained by concentrating this under reduced pressure,
After aging for one week, the extract obtained by filtering off the insoluble part was concentrated under reduced pressure, and then ethanol was added to adjust the ethanol content of the extract to 40 wt%, and the ethanol content was adjusted to 40 wt%.
The extract of Oriental japonica was obtained.

[Production method of carrot extract]

This is an extract obtained by cold soaking a 5- to 6-year-old dried and crushed root of Panax ginseng (Meyer) in ethanol or water-containing ethanol and filtering it. In the Examples, an extract obtained by the following method was used.

5 Gg of crushed Panax ginseng was cold soaked in 200 ml of water-containing ethanol (7 L of ethanol/90 Wi%) for one week, and the ethanol was distilled off from the extract obtained by filtration.
Add purified water to adjust the ethanol content of the extract to 5Qwt%, and further adjust this to 7~10J! After aging in a cold place for 1 hour, filter it and use it as i oml! Get carrot extract.

The amount of these ingredients that promote blood circulation is adjusted appropriately depending on the effect of each ingredient or the formulation of the hair cosmetic. The hair cosmetic composition of the present invention is preferably applied to shampoos, hair rinses, hair conditioners, etc. according to conventional methods.

It can be used to make hair tonics, scalp treatments, hair liquids, and hair creams.

The hair cosmetic of the present invention includes a pigment, a fragrance, and a bactericide.

Preservatives, hair nourishing agents, etc. can be appropriately added within the range that achieves the purpose of the present invention.

(Example) Hereinafter, the present invention will be explained in detail based on Examples and Comparative Examples.

Sensory tests such as irritating odor, ocular mucosal irritation, cooling sensation, and antipruritic effect described in the Examples were conducted by a panel of 20 women. (Approx. i of sample cosmetics was applied to the entire head of the female panelist
, o, p Listen to opinions after using χ A survey was conducted to determine the presence or absence of irritating odor, ocular mucosal irritation, cooling sensation, and antipruritic effect, and among the total number of panelists (20 people), respondents answered yes. The total number of people was displayed. Regarding the cooling sensation, respondents answered that they felt a cooling sensation immediately after using the cosmetic sample, 80 seconds after using it, 1 minute, 5 minutes, 10 minutes, and 80 minutes after using it. The number of people who attended the meeting is shown in Table 1.

Example 1 (hair tonic) Ethanol 50wt%, polyoxyethylene lauryl ether (20E, O) 0.5wt%, fragrance Q, 2wt%
, glycerin j 3wt%, cooling agent Q listed in Table 1, 5
A hair tonic was prepared by uniformly stirring 45.8 wt% of water.

In addition, 0.0% of a component having a blood circulation promoting effect is added to the above composition.
05-5.0wt%, and the total amount of water is ioo
Hair tonics with the remaining amounts of
-WE, respectively.

As is clear from the results in Table 1, the hair tonic of the present invention containing 8-1-menthoxypropane-1,2-diol has no irritating odor or irritation to the eye mucous membranes, The sustainability of the refreshing sensation and the pain relief effect have been compromised.

In addition, the hair tonic containing a blood circulation promoting substance clearly has a longer lasting cool feeling and a significantly more effective pain relief effect than the example containing a-t-menthoxypropane-1,2-diol alone. It was found that the drug was effective.

On the other hand, the comparative hair tonics containing conventional cooling agents had a strong irritating odor, and a relatively large number of people felt irritation to the eye mucous membranes. was confirmed to be low. Especially N-ethyl! -Menthane-8-
Carboxamide is conventionally well known as an excellent cooling agent that provides a highly cooling sensation to mucous membranes such as the mouth, but its effect on the scalp is low as shown in Table 1 above, and is attracting attention.

This fact suggests that even compounds known as cooling sensation agents cannot necessarily be applied to hair cosmetics to achieve their effects.

Example 2 (shampoo) Sodium polyoxyethylene lauryl ether sulfate 1
5. Ov1%, coconut oil fatty acid jetanolamide 5,
9wt%, sodium benzoate 6.2wt%, edetate disodium Q, 2wt%, fragrance Q, 5wt%, water 7
7.1 wt% and 8-j-menthoxypropane-1,2-
It was prepared by uniformly stirring diol g, Qwt%. When the resulting shampoo was subjected to a sensory (practical) test on a panel of 20 people, none of them felt irritation to the ocular mucous membranes or an irritating odor, and 18 people felt that it did not feel refreshing until 9.6 minutes after washing. 15 people answered yes, 15 people felt the cooling sensation after 10 minutes, and 11 people felt the cooling sensation even after 80 minutes, and 16 people said that the itching before washing their hair had subsided. This shampoo had excellent itch-suppressing effects.

In addition, a shampoo with a composition of 71.9 wt% of water was prepared by adding 0.2 wt% of Jasperum extract S and 0.2 wt% of vitamin E orote to the above composition, and a similar sensory test was conducted. ,Pungent odor.

None of the panelists said that they felt the irritation to the eye mucous membranes, and that the feeling of coolness was present up to 10 minutes after washing their hair. 18 panelists said that after 10 minutes, 15 panelists felt that it felt cool even after 80 minutes, and all of them said that the itching had subsided. , it showed remarkable effects on the duration of the cooling sensation and the pain relief effect.

Example 8 (hair rinse) Stearyltrimethylammonium chloride f3.
Q wt%, cetanol 1, 5 wt%, glyceryl monostearate 1.5wt%, liquid paraffin 2
．． 0 wt%, propylene glycol2. □wt%,
Heat and dissolve at a temperature of 80°C, and add 0.2 wt% fragrance and 8
-l-menthoxypropane-1,2-diol l,Qw
After adding t %, 88.8 wt % of water heated to 80° C. is added while stirring to emulsify and disperse. Thereafter, the mixture was adjusted by cooling to room temperature while stirring. When the resulting hair rinse was subjected to a sensory (practical) test on a panel of 20 people, none felt it had a pungent odor or irritated the eye mucous membranes, and 18 people said it felt cool until 5 minutes after use. , 10 minutes later 15
Even after 80 minutes, 11 panelists felt a cooling sensation, and 17 people said that their itching was suppressed, indicating that the hair rinse had excellent cooling and pain relief effects.

Treatment Example 4 (Scalp Treatment) Squalane 15wt%, stearic acid 5wt%, beeswax gwt%, steryl alcohol 2wt%, reduced lanolin 2wt%, sorbitan monostearate 8wt%, polyoxyethylene sorbitan monostearate Bwt%,
8-j-menthoxypropane-1,2-diol 1wt
% was heated and dissolved at 80°C to form an oil phase. On the other hand, 610 tons of water (Wt94), propylene glycol 5wt%, dipotassium glycyrrhizinate Q, 1vt%, D-panthenol (1vt%),
, l vt% and methylparaben Q, 1 wt% were dissolved by heating at 8θ°C to form an aqueous phase. After adding the water phase to the oil phase and emulsifying and dispersing the mixture, the mixture was cooled to room temperature while stirring. When we conducted a sensory (practical) test on a panel of 20 people who complained of itching after not washing their hair for 4 days, none of them found it to be irritating or had a irritating odor, and it also felt refreshing. 17 people said yes after 10 minutes of use, and 16 people said yes after 80 minutes.
It was a scalp treatment with excellent cooling and treatment effects, with 18 people saying that it felt refreshing and the itching had subsided.

In addition, the above composition further includes vitamin Σ acetate Q, 1w
When a similar sensory test was conducted on a scalp treat prepared with 61.6 wt% of water and 61.6 wt% of water, none of the respondents felt irritation, and all of them felt a cooling sensation up to 10 minutes after use.
Even after 80 minutes, 18 people felt refreshed. All participants also said that their itching had subsided.

Example 5 (hair cream) Polyoxyethylene oleyl ether 2wt%, liquid paraffin 16wt%, myristyl myristate 5wt%
, castor oil 5wt%, stearic acid 2wt%, cholesterol 2.5wt%, potassium hydroxide 0.05wt%
%, methylparaben 0.1wt%, water 72.85wt%
And 8-1! -menthoxypropane-1,2-diol 0
．． A hair cream consisting of 5wt% was prepared. When the resulting hair cream was subjected to a sensory test on a panel of 20 people, none felt it had a pungent odor or irritation, and the cooling sensation was rated 6.
After 10 minutes, all of the panelists said yes, 12 people felt it after 10 minutes, 8 people felt it even after 80 minutes, and 16 people said the itching had subsided.
It was a hair cream with excellent cooling and pain relief effects.

Furthermore, in the above composition, vitamin E nicotine) 0.0
A hair cream prepared with 69.88 wt% of water and 2 wt% of carrot extract B and 6 wt% of water was similarly subjected to a sensory test.
All respondents answered that they felt refreshed after 10 minutes, 15 said they felt it even after 80 minutes, and all said that the itching had subsided.

(Effects of the Invention) As described above, the present invention provides a hair cosmetic that does not irritate the eye mucous membranes or skin, does not have an irritating odor, provides a long-lasting cool feeling to the scalp, and has an excellent pain relief effect. It is clear that it provides.

Claims (3)

[Claims] (1) A hair cosmetic containing 3-l-menthoxypropane-1,2-diol. (2) The hair cosmetic according to claim (1), which further contains a component having a blood circulation promoting effect. (3) According to claim (2), the component having a blood circulation promoting effect is at least one selected from the group consisting of vitamin E acetate, vitamin E nicotinate, vitamin E orotate, Japanese cabbage extract, and carrot extract. hair cosmetics.