JP2003183113A - Composition for external use - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To obtain a composition for external use which contains 1,2- pentanediol and hinokitiol and is remarkably excellent in safety, usability, and retention of efficacy. <P>SOLUTION: This composition for external use contains 1,2-pentanediol and hinokitiol. <P>COPYRIGHT: (C)2003,JPO

Description

Detailed Description of the Invention

[0001]

TECHNICAL FIELD The present invention belongs to the technical field relating to a composition for external use. In particular, the invention relates to an externally applied composition which is remarkably improved in usability and safety while ensuring the preservation effect.

[0002]

2. Description of the Related Art Usually, a preservative is added to an external composition for the purpose of ensuring antiseptic and antifungal properties and improving preservability. And as a preservative in a typical composition for external use, paraoxybenzoic acid ester (common name, parabens) can be mentioned. Although these parabens are excellent in safety and effectiveness as a preservative in a composition for external use, they are nevertheless sometimes accompanied by a feeling of irritation during use, etc., for only some sensitive users. It is not unexpected. Particularly in recent years, it is clear that there is a need for a more skin-friendly external composition, and by exclusively using this paraben as a preservative, it is not possible to completely satisfy the requirements for such a recent external composition. I cannot deny the very difficult side. Of course, it is also possible to create an external composition that does not contain parabens, but in this case, it is necessary to make full use of complicated means such as a subdivision container and a backless mechanism in order to secure the preservation effect. The tendency to lack economic efficiency and versatility is remarkable.

[0003]

Therefore, the problem to be solved by the present invention is to provide a composition for external use which is remarkably excellent in safety, usability and preservation effect.

[0004]

Means for Solving the Problems The present inventor has conducted extensive studies in order to solve the above problems. As a result, 1,2-pentanediol, which has been commonly used as a moisturizer, and hinokitiol, which is also commonly used as a preservative aid, are combined in an external composition, and a specific amount of each is added. As a result, the invention of an external preparation for skin that synergistically enhances the preservation effect was completed.

That is, the present invention provides a composition for external use containing 1,2-pentanediol and hinokitiol and having a preservative effect. In addition, in the present invention, the "composition for external use" is a concept that generally encompasses all compositions used for external use, for example, cosmetics such as basic cosmetics, makeup cosmetics, hair cosmetics, ointments and the like. It refers to a composition that is widely applicable to various pharmaceuticals or quasi drugs. The present invention also separately provides the external composition of these aspects.

The structure of the present invention will be described in detail below. The 1,2-pentanediol compounded in the external composition of the present invention has a structure represented by the general formula (1). This 1,2-
The boiling point of pentanediol is 98 to 102 ° C./13 mm, and the optical rotation is [α] 20D + 0.95 °, which is a component usually incorporated in an external composition as one of the moisturizing components. What was manufactured using the method can be mix | blended in the external composition of this invention. It is also possible to blend a commercially available product (such as a product of TEGUSSA) into the external composition of the present invention.

[0007]

Embedded image General formula (1)

The content of 1,2-pentanediol in the composition for external use of the present invention is not particularly limited, but in order to effectively exhibit the desired antiseptic effect, it is 0. It is preferably blended in a proportion of 1% by weight or more, more preferably 1.0% by weight or more. It is particularly preferable to mix the composition for external use in a proportion of 3.0% by weight or more because the desired storage effect tends to be exhibited remarkably.

The upper limit of the compounding amount of 1,2-pentanediol in the composition for external use of the present invention should be appropriately determined according to the properties of the composition for external use and is not particularly limited, but it is usually used for external use. It is preferable that the composition is blended in a proportion of 20.0% by weight or less. 20.0% by weight of the composition for external use
If it is blended over the range, the usability of the external composition of the present invention tends to be deteriorated, such as sticky feeling in use, and it is not preferable in some cases.

Hinokitiol (C ₁₀ H) blended in the external composition of the present invention together with the above 1,2-pentanediol.
₁₂ O ₂ ) has a structure represented by the general formula (2).

[0011]

Embedded image General formula (2)

This hinokitiol has an aroma peculiar to Hiba, is soluble in ethanol, ether, and benzene, and is insoluble in petroleum benzine. This product easily forms various complexes with metal ions. It is also stable to heat, acids and alkalis. It is a component that is usually incorporated into an external composition as a preservative aid.

In the composition for external use of the present invention, a commonly known method, for example, Taiwan Hinoki oil or Aomori Hiba oil as a raw material is used to extract acidic oil with alkali and treat with phosphoric acid to extract crude hinokitiol. It is also possible to blend hinokitiol produced by repeating distillation and recrystallization.
Further, as a synthetic method, cyclopentadiene and isopropyl bromide are reacted to obtain isopropylcyclopentadiene, and further dichloroacetic acid chloride is allowed to act to obtain a dichloroketenepropylcyclopentadiene adduct, which is treated with glacial acetic acid and sodium acetate. It is also possible to blend the hinokitiol thus obtained, and of course it is possible to blend a commercially available product. Further, if necessary, decolorization within a range that does not affect the effect of the extract,
Purification treatment such as deodorization may be added, and as the purification treatment means such as decolorization and deodorization, an activated carbon column or the like may be used, and any ordinary means generally applied to the extract may be arbitrarily selected. Is also good.

The content of hinokitiol in the composition for external use of the present invention is not particularly limited, but it is desirable to add 0.001% by weight or more to the composition for external use to exhibit the desired preservation effect in the composition for external use of the present invention. Is preferred. This hinokitiol can be blended in the external composition of the present invention in an amount corresponding to the strength of the preservation effect to be imparted, and the external composition can be formulated even if the amount exceeds 1.0% by weight of the external composition. Although it does not adversely affect the storage effect of the above, the improvement of the storage effect commensurate with the increase of the compounding amount cannot be expected. In this respect, the upper limit of hinokitiol content in the composition for external use of the present invention is 1.0% by weight.

It is generally preferable to add hinokitiol to the external composition of the present invention in a proportion of 0.001% by weight or more, and 0.01% by weight or more of the external composition. Is particularly preferred.

Thus, by combining 1,2-pentanediol and hinokitiol in the composition for external use of the present invention, surprisingly, the preservation effect is ensured, and the usability and safety are remarkably improved. The present invention provides a composition for external use.

As long as only the intended effect of the present invention is intended, it is not necessary to additionally add another preservative to the externally applied composition of the present invention, but within the range where the intended effect is not impaired. It is possible to additionally incorporate those other preservatives into the external composition of the present invention.

The external composition of the present invention can be widely applied to cosmetics, pharmaceuticals, quasi-drugs, etc. applied to the outer skin, and its dosage form is also an aqueous solution type, a solubilizing type, an emulsifying type. A wide range of dosage forms such as oil-liquid type, gel type, paste type, ointment type, aerosol type, water-oil two-layer type, water-oil-powder three-layer type can be adopted. That is, the basic cosmetics can be widely applied to the above-mentioned various dosage forms in the form of facial cleansers, lotions, milky lotions, creams, gels, essences (cosmetics), packs and masks, and the like. Furthermore, makeup cosmetics can be widely applied to various forms such as foundation, mascara, nail enamel, lipstick and the like in the above various dosage forms. Further, as long as it is a cosmetic for hair, it can be widely applied to various forms such as shampoo, rinse, hair nourishing agent and the like. As long as it is a drug or quasi drug, it can be widely applied to various ointments and the like.
It should be noted that the dosage forms and forms that the external composition of the present invention can take are not limited to these dosage forms and forms. Also,
Moisturizers, UV protectants, vitamins, animal and plant extract components, anti-inflammatory agents, whitening agents, vasodilators, depending on the properties of the intended external composition, within a range that does not impair the intended effects of the external composition of the present invention. , An astringent, a cooling agent, a hormone agent, and the like, which may be incorporated with components that can be incorporated in the composition for external use.

In the composition for external use of the present invention, generally known base components are blended widely depending on the desired dosage form and form as long as the blending thereof does not impair the intended effect of the present invention. You can That is, liquid oils, solid oils, waxes, hydrocarbon oils, higher fatty acids, higher alcohols, synthetic ester oils, silicones, various surfactants, sequestering agents, water-soluble polymers, thickeners, various A powder component, a coloring agent, a fragrance, water and the like can be appropriately incorporated into the external composition of the present invention as necessary. The specific formulation of the external composition of the present invention will be described in Examples described later.

Specific examples of the oily component include squalane, jojoba oil, olive oil, higher alcohols, fatty acids, esters of higher alcohols and fatty acids, silicone oils and the like. As the emulsifier, for example, polyoxyethylene fatty acid ester, polyoxyethylene sorbitan fatty acid ester, sorbitan fatty acid ester, glycerin fatty acid ester, polyglycerin fatty acid ester, nonionic surfactant such as polyoxyethylene hydrogenated castor oil, sodium stearoyl lactylate, etc. Examples thereof include anionic surfactants, amphoteric surfactants such as soybean phospholipids, and cationic surfactants such as alkyltrimethylammonium chloride. Examples of the humectant include glycerin, sorbitol, xylitol, maltitol, propylene glycol, polyethylene glycol, 1,3-butylene glycol and the like. Examples of the thickener include carboxyvinyl polymers, xanthan gum, methylcellulose, polyvinylpyrrolidone, gelatin, clay minerals such as bentonite, and the like. Examples of the medicinal component include various vitamins and their derivatives, allantoin, glycyrrhizic acid and its derivatives, various animal and plant extracts, and the like.

[0021]

EXAMPLES The present invention will be described in more detail with reference to examples below, but the technical scope of the present invention should not be construed in a limited manner by these examples. In this example, “wt%” or “%” indicating the blending amount means wt% with respect to the composition for external use unless otherwise specified. Prior to disclosing the examples, the use test and the preservative efficacy measurement test will be described first.

Use test In the past, the external composition of the present invention was used twice daily in the morning and evening for one week for 20 panelists who complained of skin irritation when using the external composition containing paraben. Then, they were requested to report the satisfaction of usability and the presence or absence of skin irritation.

After 30 ml of the test sample for judging the preservation efficacy was inoculated with the bacterial solution, the change in the number of bacteria was examined by the smear method. As the inoculum, mold, yeast, and bacterium were used to evaluate the preservation effect by the change in the number of bacteria up to the lapse of 2 weeks, and the obtained results were classified according to the following five-stage criteria.
In addition, among the following classifications, those with ●, ○ or ◎ were judged to have passed.

⊚: The effect is immediately recognized. ○: The effect is gradually recognized. ●: Weak but effective. Δ: Almost no effect is observed. X: No effect is observed.

[Examples 1 and 2] The above-mentioned use test and antiseptic evaluation test were performed on the lotion as one aspect of the composition for external use of the present invention having the formulation shown in Table 1 below and its comparative example, and the results are shown. Described. In addition, the manufacturing method of these lotions followed the method generally used as a manufacturing method of a lotion.

[0026]

[Table 1]

In Examples 1 to 4, the skin irritation was small, the proportion of those who were satisfied with the usability was high, and the preservation effect was secured. On the other hand, in Comparative Example 1 in which methylparaben was blended in place of hinokitiol, many people complained of skin irritation and few were satisfied with usability, although they had excellent preservation effects.

Further, Comparative Examples 2 and 3 in which both hinokitiol and methylparaben were not blended had little skin irritation and a large proportion of those who were satisfied with usability, but they were inferior in preservation effect. From this result, it has been clarified that the combination of 1,2-pentanediol and hinokitiol can provide an external composition which has less skin irritation and good usability while maintaining the preservation effect.

[Examples 4 to 12] Further, a lotion in which the blending amounts of 1,2-pentanediol and hinokitiol were changed [Compounding ingredients other than the blending amounts of 1,2-pentanediol and hinokitiol are shown in Table 1 above. The preservative efficacy test and the use test (only for usability) were conducted for the same formulation as shown in (without adding methylparaben).

Table 2 shows the compounding amounts of 1,2-pentanediol and hinokitiol for each lotion and the test results.

[0031]

[Table 2]

In Table 2, it was revealed that in the composition for external use of the present invention, the intended effect of the present invention is greatly affected by blending 1,2-pentanediol and hinokitiol. That is, in Examples 4 to 7 in which the content of 1,2-pentanediol was 1.0% by weight of the composition for external use, when the content of hinokitiol was 0.005% by weight (Example 5). Preservation efficacy was recognized, and satisfactory results were obtained at the same 0.01 wt% (Example 6).

Further, in Example 12 in which the content of 1,2-pentanediol was 20.0% by weight of the external composition, the amount of hinokitiol was 0.001% by weight of the external composition.
Although excellent preservation effect can be obtained with 1,
The evaluation of usability was low due to stickiness due to 2-pentanediol.

Hereinafter, the externally applied compositions of the present invention having various formulations will be exemplified. In each of the Examples, the skin preservation was excellent, the skin irritation was small, and the usability was good. In addition,
The method for producing the external composition in these examples was according to the method generally used as the method for producing the external composition of each aspect.

[0035] [Example 13] Lotion (lotion)                                                               Weight% 1,2-pentanediol 3.0 Hinokitiol 0.01 Hyaluronic acid 0.001 Diglycerin 1.0 Dipropylene glycol 3.0 Citric acid 0.07 Sodium citrate 0.2 Purified water balance

[0036] Example 14 Cleansing Foam                                                               Weight% Stearic acid 8.0 Palmitic acid 6.0 Myristic acid 6.0 Lauric acid 4.0 Potassium hydroxide 5.2 Glyceryl monostearate 2.0 Beeswax 1.5 1,2-Pentanediol 10.0 Hinokitiol 0.001 PEG 1500 5.0 Glycerin 10.0 Purified water balance

[0037] [Example 15] Emollient emulsion                                                               Weight% 1,2-Pentanediol 8.0 Hinokitiol 0.01 Cetanol 1.5 Stearyl alcohol 1.8 Vaseline 2.0 Dimethyl polysiloxane (20cs) 1.5 Squalane 2.5 Isopropyl myristate 2.5 Glyceryl monostearate 1.8 POE (5) glyceryl monostearate 1.8 POE (20) cetyl ether 1.5 Carboxy vinyl polymer 0.25 Potassium hydroxide 0.05 L-arginine 0.2 Glycerin 4.0 Dipropylene glycol 2.0 Edetate Suitable amount Purified water balance

[0038] [Example 16] Skin treatment gel                                                               Weight% 1,2-Pentanediol 15.0 Hinokitiol 0.001 Dimethyl polysiloxane (6cs) 0.5 Isopropyl myristate 1.5 POE (60) hydrogenated castor oil 0.5 Tocopherol acetate 0.2 Monoammonium glycyrrhizinate 0.05 Carboxy vinyl polymer 0.45 Potassium hydroxide 0.15 Glycerin 16.0 Dipropylene glycol 2.0 Trisodium edetate 0.01 Purified water balance

[0039] [Example 17] Water-in-oil type emulsion foundation                                                               Weight% Spherical nylon powder 5.0 Dextrin fatty acid ester treated titanium dioxide 10.0 Dextrin fatty acid ester treated sericite 11.7 Dextrin fatty acid ester treated talc 3.0 Dextrin fatty acid ester treated red iron oxide 0.5 Dextrin fatty acid ester treated yellow iron oxide 2.5 Dextrin fatty acid ester treated black iron oxide 0.3 Methyl polysiloxane 3.0 Decamethylcyclopentasiloxane 17.0 Organo-modified dimethyl polysiloxane 4.0 1,2-Pentanediol 5.0 Hinokitiol 0.05 Purified water balance

[0040] [Example 18] Oil-in-water emulsion foundation                                                               Weight% Serisite 2.0 Fine particle titanium oxide 11.0 Red iron oxide 0.5 Yellow iron oxide 2.5 Black iron oxide 0.3 Decamethylcyclopentasiloxane 11.0 Dimethyl polysiloxane 3.0 Stearic acid 1.0 Triethanolamine 0.5 Palmitic acid 1.0 Glycerin monostearate 0.5 Octyl methoxycinnamate 12.0 Bentonite 1.0 1,2-Pentanediol 6.0 Hinokitiol 0.01 Antioxidant Suitable amount Fragrance suitable amount Purified water balance

[0041] Example 19 Shampoo                                                               Weight% POE (3) myristyl ether sulfate sodium 10.0 N-lauryl-β-alanine potassium 5.0 Glycerin 2.0 1,2-Pentanediol 4.0 Hinokitiol 0.01 Fragrance 0.2 Edetate Suitable amount Purified water balance

[0042] Example 20 Rinse                                                               Weight% Cetyltrimethylammonium chloride 0.6 Cetostearyl alcohol 4.0 Isopropyl-p-methoxycinnamate 2.0 Dimethyl polysiloxane 3.0 Cyclic silicone pentamer 15.0 Glycerol monostearate 1.0 Stearic acid 0.5 Glycerin 5.0 1,2-Pentanediol 5.0 Hinokitiol 0.01 Yellow No. 4 (statutory dye) Suitable amount Fragrance suitable amount Edetate Suitable amount Purified water balance

[0043] Example 21 Transparent mascara                                                               Weight% Carboxy vinyl polymer 0.5 2-amino-2-methyl propanol 0.3 Dextrin 10.0 Sodium gluconate 0.01 1,2-Pentanediol 7.0 Hinokitiol 0.01 Ethanol 5.0 Edetate Suitable amount Purified water balance

[0044] Example 22 Aqueous mascara                                                               Weight% Bentonite 2.0 Carboxymethyl cellulose sodium (low viscosity) 0.2 Sodium lauryl sulfate 0.1 Beeswax 6.5 Liquid paraffin 3.5 Carbon black 1.5 Stearic acid 1.0 Carnavalou 5.0 Morpholine 0.4 Vinyl acetate emulsion 30.0 1,2-Pentanediol 8.0 Hinokitiol 0.01 Purified water balance

[0045] [Example 23] Water-based eyeliner                                                               Weight% Polyacrylic acid emulsion resin (50% liquid) 30.0 3% bentonite dispersion 15.0 Precipitated calcium carbonate 5.0 Pigment 20.0 1,2-Pentanediol 8.0 Hinokitiol 0.01 Fragrance suitable amount Purified water balance

[0046] [Example 24] Sunscreen (oil-in-water cream type)                                                               Weight% Titanium dioxide 5.0 Edetate 0.05 Triethanolamine (99%) 1.0 1,2-Pentanediol 5.0 Hinokitiol 0.01 Oxybenzone 2.0 Octyl methoxycinnamate 5.0 Squalane 10.0 Vaseline 5.0 Stearyl alcohol 3.0 Stearic acid 3.0 Glyceryl monostearate 3.0 Polyethyl acrylate 1.0 Edetate Suitable amount Antioxidant Appropriate amount Fragrance suitable amount Purified water balance

[0047] [Example 25] Sunscreen (oil-in-water emulsion type)                                                               Weight% Ethanol 3.0 1,2-pentanediol 3.0 Hinokitiol 0.01 Hydroxyethyl cellulose 0.3 Octyl methoxycinnamate 6.0 Glyceryl octyl diparamethoxycinnamate 2.0 4-tert-butyl-4'-methoxydibenzoylmethane 2.0 Oxybenzone 3.0 Oleyle Orate 5.0 Dimethyl polysiloxane 3.0 Vaseline 0.5 Cetyl alcohol 1.0 Sorbitan sesquioleate 0.8 POE (20) oleyl alcohol ether 1.2 Edetate Suitable amount Fragrance suitable amount Purified water balance

[0048] [Example 26] Sunscreen (water-in-oil type cream type)                                                               Weight% 1,2-pentanediol 3.0 Hinokitiol 0.01 Octyl methoxycinnamate 5.0 Oxybenzone 3.0 4-tert-butyl-4'-methoxydibenzoylmethane 1.0 Hydrophobized titanium dioxide 3.0 Squalane 40.0 Glycerin diisostearate 3.0 Organically modified montmorillonite 1.5 Fragrance suitable amount Purified water balance

In Examples 13 to 26, the usability and the preservation effect were good.

─────────────────────────────────────────────────── ─── Continuation of the front page (51) Int.Cl. ⁷ Identification code FI theme code (reference) A61K 47/08 A61K 47/08 47/10 47/10 (72) Inventor Jiro Kitahara Nishi-ku, Nagoya City, Aichi Prefecture 2-7 Torimicho Research Institute, Nippon Menade Cosmetics Co., Ltd. (72) Inventor Satoru Nakata 2-7 Torimicho, Nishi-ku, Nagoya-shi Aichi Japan Research Institute, Menade Cosmetics Co., Ltd. F-term (reference) 4C076 AA06 BB31 CC18 DD38 DD40 FF39 4C083 AA082 AA122 AB032 AB132 AB232 AB242 AB322 AB432 AB442 AC012 AC022 AC072 AC111 AC112 AC122 AC172 AC182 AC211 AC212 AC242 AC302 AC342 AC352 AC422 AC432 AC442 AC472 AC482 AC522 AD542 AD582 AD6922 AD072 AD022 AD072 AD092 AC072 AC072 BB21 BB41 BB47 BB48 CC03 CC04 CC05 CC11 CC12 CC14 CC19 CC23 CC38 CC39 DD23 DD27 DD31 DD32 DD 33 DD41 EE01 EE06 EE07 EE10 EE12 EE17 4C206 AA01 AA02 CB21 KA01 MA02 MA04 MA05 MA33 MA36 MA37 MA42 MA48 MA54 MA83 ZA89 ZA90 ZB35

Claims (6)

[Claims] 1. A composition for external use comprising 1,2-pentanediol and hinokitiol. 2. The content of hinokitiol is 0.001-
The composition for external use according to claim 1, which comprises 0.1% by weight. 3. The content of 1,2-pentanediol is 0.
1-15.0 wt% and hinokitiol content 0.0
A composition for external use, which comprises 01 to 0.1% by weight. 4. The composition for external use is a basic cosmetic composition.
The composition for external use according to 3 above. 5. The composition for external use is a makeup cosmetic,
The composition for external use according to claim 1. 6. The composition for external use according to claim 1, which is a cosmetic for hair.