JP2016204341A - Oil-in-hydrophilic base type emulsion composition and emulsion composition comprising the same - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide an oil-in-hydrophilic base type emulsion composition capable of providing an emulsion composition having excellent use feeling and high stability.SOLUTION: There is provided an oil-in-hydrophilic base type emulsion composition comprising the following components (A), (B) and (C). Component (A): a modified hyaluronic acid in which a glycerol skeleton-containing group represented by the following general formula (1) is bonded to at least one of carbon atoms constituting a hyaluronic acid skeleton and/or a salt thereof. (wherein, Rrepresents a linear or branched alkyl group or alkenyl group having 6 to 20 carbon atoms.) Component (B): a hydrophilic base. Component (C): oil.SELECTED DRAWING: None

Description

  An object of the present invention is to develop a hydrophilic base-in-oil type emulsion composition that is excellent in feeling of use and can provide a highly stable emulsion composition.

  Conventionally, various techniques have been studied as a technique for preparing an emulsified composition such as an external preparation for skin. Among them, a hydrophilic base oil-in-water emulsion composition using a surfactant and a hydrophilic base such as a polyhydric alcohol is known as a technique capable of forming a highly stable emulsion composition (Patent Literature). 1-2). However, the emulsion composition prepared from the conventional hydrophilic base oil-in-water emulsion composition inevitably contains a large amount of polyhydric alcohol derived from the hydrophilic base oil-in-water emulsion composition. There is a drawback that the feeling of use becomes worse, such as strengthening.

  On the other hand, as a method for improving the feeling of use of polyhydric alcohol, a method using raffinose, a fluorinated polymer, and a water-swellable clay mineral (Patent Documents 3 to 5) has been developed. It is a technique used together.

  In a hydrophilic base oil-in-water emulsion composition capable of forming a highly stable emulsion composition, no attempt has been made to study its constituent components and improve the feeling of use such as stickiness.

JP-A-6-345633 JP 2007-169214 A JP 2000-44423 A JP 2009-40759 A JP 2010-6978 A

  This invention exists in development of the hydrophilic base oil-in-water type emulsion composition which can provide the emulsion composition excellent in the usability | use_condition and stability.

  As a result of intensive investigations, the hydrophilic base medium oil that can provide an emulsified composition that suppresses the feeling of stickiness and provides a feeling of softness and emulsification stability by using the component (A). It was found that a mold emulsion composition was obtained.

・・・（１）
（式中、Ｒ^１は炭素原子数６〜２０の直鎖状または分岐状のアルキル基またはアルケニル基を表す。）
成分（Ｂ）：親水性基剤
成分（Ｃ）：油 That is, the present invention
(1) A hydrophilic base-in-oil emulsified composition containing the following components (A), (B) and (C).
Component (A): Modified hyaluronic acid and / or salt thereof in which a glycerin skeleton-containing group represented by the following general formula (1) is bonded to at least one carbon atom constituting the hyaluronic acid skeleton

... (1)
(In the formula, R ¹ represents a linear or branched alkyl group or alkenyl group having 6 to 20 carbon atoms.)
Component (B): Hydrophilic base component (C): Oil

  (2) 0.01 to 10% by weight of component (A), 2 to 80% by weight of component (B), and component (A) in the hydrophilic base oil-in-water emulsion composition described in (1) (100% by weight) It contains 1 to 90% by weight of (C).

  (3) The hydrophilic base in component (B) of (1) or (2) is a polyhydric alcohol and / or saccharide.

  (4) An emulsified composition comprising the hydrophilic base-in-oil type emulsified composition according to any one of (1) to (3).

  (5) The emulsion composition according to (4), which is an oil-in-water emulsion cosmetic in which a hydrophilic base oil-in-water emulsion composition is dispersed in an aqueous solvent as a continuous phase.

  (6) The emulsion composition according to (4) or (5), which is an external preparation for skin.

  By using the component (A), it is possible to provide a hydrophilic base-in-oil type emulsion composition capable of forming an emulsion composition excellent in usability and stability.

・・・（１）
（式中、Ｒ^１は炭素原子数６〜２０の直鎖状または分岐状のアルキル基またはアルケニル基を表す。） [Component (A)]
In the hydrophilic base oil-in-water emulsion composition of the present invention, as the component (A), a glycerin skeleton-containing group represented by the following general formula (1) is bonded to at least one carbon atom constituting the hyaluronic acid skeleton. Modified hyaluronic acid and / or a salt thereof.

... (1)
(In the formula, R ¹ represents a linear or branched alkyl group or alkenyl group having 6 to 20 carbon atoms.)

・・・（２）
（式中、Ｒ^１は炭素原子数６〜２０の直鎖状または分岐状のアルキル基またはアルケニル基を表す。） Furthermore, component (A) is a modified hyaluronic acid and / or salt thereof obtained by reacting hyaluronic acid and / or a salt thereof with a compound represented by the following general formula (2).

... (2)
(In the formula, R ¹ represents a linear or branched alkyl group or alkenyl group having 6 to 20 carbon atoms.)

Component (A) is a modified hyaluronic acid and / or salt thereof in which the number of glycerin skeleton-containing groups contained in one structural unit of hyaluronic acid is 0.001 to 0.5, and 1 of component (A) The kinematic viscosity of the aqueous solution is 50 mm ² / s or less. As the component (A), for example, Hiaro Repair (manufactured by QP Corporation) can be used.

[Component B]
The hydrophilic base oil-in-water emulsion composition of the present invention contains a hydrophilic base as the component (B).

  Examples of the hydrophilic base include polyhydric alcohols and saccharides containing two or more hydroxyl groups in the molecule. Examples of the polyhydric alcohol include 1,3-butanediol, 1,3-propanediol, 3-methyl-1,3-butanediol, propylene glycol, dipropylene glycol, polypropylene glycol, and 1,2-pentanediol. , Ethylene glycol, diethylene glycol, triethylene glycol, polyethylene glycol, polyoxyethylene glycol, glycerin, polyglycerin (for example, diglycerin, tetraglycerin), and the like. Examples of the saccharide include glucose, sucrose, fructose, sorbitol, maltitol, pentaerythritol, xylitol, trehalose, glucosyl trehalose, and the like. These can be used alone or in combination of two or more.

[Component C]
The hydrophilic base oil-in-water emulsified composition of the present invention contains oil as component (C).

  As the oil, known oily substances used in cosmetics can be used. For example, palmitic acid, oleic acid, stearic acid, isostearic acid, palmitoleic acid, ricinoleic acid, ethylhexanoic acid, etc. Triglycerides obtained by ester-linking three molecules of one or more fatty acids selected from: cetanol, myristyl alcohol, oleyl alcohol, lauryl alcohol, cetostearyl alcohol, stearyl alcohol, aralkyl alcohol, behenyl alcohol, jojoba alcohol , Higher alcohols and derivatives such as cymil alcohol, ceralkyl alcohol, batyl alcohol, hexyl decanol, isostearyl alcohol, 2-octyldodecanol, dimer diol; Long chain fatty acids (lauric acid, myristic acid, palmitic acid, stearic acid, isostearic acid, behenic acid, undecylenic acid, 12-hydroxystearic acid, palmitooleic acid, oleic acid, linoleic acid Higher fatty acids such as acid, linolenic acid, erucic acid, docosahexaenoic acid, eicosapentaenoic acid, isohexadecanoic acid, anteisohenicosanoic acid), dimer acid, hydrogenated dimer acid; aluminum salts of the above higher fatty acids, calcium Metal soaps such as salts, magnesium salts, zinc salts, potassium salts, sodium salts; nitrogen-containing derivatives such as amide derivatives of the higher fatty acids; paraffin, liquid paraffin, liquid isoparaffin, light isoparaffin, light liquid isoparaffin, α- Olefin oligomer -Hydrocarbons such as polyisobutene, hydrogenated polyisobutene, polybutene, squalane, squalene, petroleum jelly, solid paraffin, pristane; candelilla wax, carnauba wax, rice wax, wax wax, beeswax, montan wax, ozokerite, ceresin, paraffin Wax, microcrystalline wax, petrolatum, Fischer-Tropsch wax, polyethylene wax, ethylene / propylene copolymer, etc .; palm oil, palm oil, palm kernel oil, safflower oil, olive oil, castor oil, avocado oil, sesame oil, tea oil , Evening primrose oil, macadamia nut oil, hazelnut oil, cucumber nut oil, rosehip oil, meadow foam oil, persic oil, tea tree oil, mint oil, corn oil, rapeseed oil, Mawari oil, Argan oil, Grape seed oil, Wheat germ oil, Linseed oil, Cottonseed oil, Soybean oil, Peanut oil, Rice bran oil, Camellia oil, Southern oil, Eno oil, Tea seed oil, Kaya oil, Rice bran oil, Kiri oil, Vegetable oils such as cocoa butter, shea fat, hydrogenated coconut oil, hydrogenated castor oil, jojoba oil, hydrogenated jojoba oil; animal fats such as beef tallow, milk fat, horse fat, egg yolk oil, mink oil, turtle oil Animal waxes such as whale wax and orange luffy oil; lanolin, liquid lanolin, reduced lanolin, adsorbed purified lanolin, lanolin acetate, liquid lanolin acetate, hydroxy lanolin, polyoxyethylene lanolin, lanolin fatty acid, hard lanolin fatty acid, lanolin alcohol Lanolins such as acetic acid lanolin alcohol, acetic acid (cetyl lanolyl) ester; lecithin, phosphatidylcholine, phos Phospholipids such as phatidylethanolamine, phosphatidylserine, phosphatidylglycerol, phosphatidylinositol, sphingophospholipids (sphingomyelin, etc.), phosphatidic acid, lysolecithin, etc .; Phospholipids such as phospholipids, partially hydrogenated egg yolk phospholipids; sapogenins; saponins; lipid complexes such as phospholipid / cholesterol complex, phospholipid / phytosterol complex; octyldodecyl myristate, hexyldecyl myristate Octyldodecyl isostearate, cetyl parimitate, octyldodecyl palmitate, cetyl octanoate, hexyldecyl octanoate, isotridecyl isononanoate, isononyl isononanoate, isononanoic acid Octyl, isotridecyl isononanoate, isodecyl neopentanoate, isotridecyl neopentanoate, isostearyl neopentanoate, octyldodecyl neodecanoate, oleyl oleate, octyldodecyl oleate, octyldodecyl ricinoleate, octyldodecyl lanolinate, hexyldecyl dimethyloctanoate, elca Octyldodecyl acid, isostearic acid hydrogenated castor oil, ethyl oleate, avocado oil fatty acid ethyl, isopropyl myristate, isopropyl palmitate, octyl palmitate, isopropyl isostearate, lanolin fatty acid isopropyl, diethyl sebacate, diisopropyl sebacate, dioctyl sebacate , Diisopropyl adipate, dibutyl octyl sebacate, dii adipate Butyl, dioctyl succinate, cetyl lactate, diisostearyl malate, hydrogenated castor oil monoisostearate, triethyl citrate, glyceryl trioctanoate, glyceryl trioleate, glyceryl triisostearate, glyceryl diisostearate, tri (caprylic acid / Capric acid) glyceryl, tri (caprylic acid / capric acid / myristic acid / stearic acid) glyceryl, hydrogenated rosin triglyceride, rosin triglyceride, (behenic acid / eicosandioic acid) glyceryl, trioctanoic acid trimethylolpropane, triisostearic acid trimethylol Propane, neopentyl glycol dioctanoate, neopentyl glycol dicaprate, 2-butyl-2-ethyl-1,3-propanediol dioctanoate, dioleic acid Pyrene glycol, pentaerythrityl tetraoctanoate, hydrogenated rosin pentaerythrityl, ditrimethylolpropane triethylhexanoate, ditrimethylolpropane (isostearic acid / sebacic acid), pentaerythrityl triethylhexanoate, (hydroxystearic acid / stearic acid / Rosin acid) dipentaerythrityl, diglyceryl diisostearate, polyglyceryl tetraisostearate, polyglyceryl-10 nonaisostearate, deca (erucic acid / isostearic acid / ricinoleic acid) polyglyceryl-8, (hexyldecanoic acid / sebacic acid) diglyceryl oligoester, distearin Acid ethylene glycol, dineopentanoic acid 3-methyl-1,5-pentanediol, dineopentanoic acid 2,4-diethyl Esters such as -1,5-pentanediol; diisopropyl dimerolinoleate, diisostearyl diisostearyl, dimer dilinoleate, dimer dilinoleyl, diisostearate dimer dilinoleyl, dimer dilinoleyl hydrogenated rosin condensation , Dimer linoleic acid hydrogenated castor oil, dimer acid or dimer diol derivative such as hydroxyalkyl dimer linoleyl ether; natural ceramide (type 1, 2, 3, 4, 5, 6), hydroxy ceramide, pseudo ceramide , Ceramides such as glycosphingolipids, ceramides and sugar-ceramide-containing extracts; coconut oil fatty acid monoethanolamide, coconut oil fatty acid diethanolamide, lauric acid monoethanolamide, lauric acid diethanolamide, lauric acid monoisopropano Fatty acid alkanolamides such as luamide, palmitic acid monoethanolamide, palmitic acid diethanolamide, palm oil fatty acid methylethanolamide; dimethicone, highly polymerized dimethicone, cyclomethicone, phenyltrimethicone, diphenyldimethicone, phenyldimethicone, stearoxypropyldimethylamine , (Aminoethylaminopropylmethicone / dimethicone) copolymer, dimethiconol, dimethiconol crosspolymer, silicone resin, silicone rubber, amino-modified silicone (aminopropyl dimethicone, amodimethicone, etc.), cation-modified silicone, polyether-modified silicone (dimethicone copolyol, etc.) ), Polyglycerin-modified silicone, sugar-modified silicone, carboxylic acid-modified silicone, phosphoric acid-modified silicone , Sulfuric acid modified silicone, alkyl modified silicone, fatty acid modified silicone, alkyl ether modified silicone, amino acid modified silicone, peptide modified silicone, fluorine modified silicone, cation modified and polyether modified silicone, amino modified and polyether modified silicone, alkyl modified And silicones such as polyether-modified silicones and polysiloxane / oxyalkylene copolymers; fluorinated oils such as perfluorodecane, perfluorooctane and perfluoropolyether; ethers such as dicaprylyl ether it can. These can be used alone or in combination of two or more.

[Hydrophilic base oil-in-water emulsion composition]
The hydrophilic base oil-in-water emulsified composition of the present invention comprises the above components (A), (B) and (C).

  The content of component (A) (the total amount when two or more types are used) is 0.01 to 10% by weight in the total amount (100% by weight) of the hydrophilic base oil-in-water emulsion composition, preferably It is 0.1-7.0 weight%, More preferably, it is 1.0-5.0 weight%.

  The content of component (B) (when two or more types are used, the total amount) is 2 to 80% by weight, preferably 10 to 10% in the total amount (100% by weight) of the hydrophilic base oil-in-water emulsion composition. 70% by weight, more preferably 25 to 50% by weight.

  The content of component (C) (the total amount when two or more types are used) is 1 to 90% by weight, preferably 10 to 90% by weight based on the total amount of the hydrophilic base oil-in-water emulsion composition (100% by weight). 80% by weight, more preferably 30 to 80% by weight.

  When the components (A), (B) and (C) are contained in the above range, in the hydrophilic base oil-in-water emulsion composition, the components (A), (B) and (C) form an aggregate, A stable gel can be formed. And a stable gel-like hydrophilic base oil-in-water emulsified composition can easily form a stable oil-in-water emulsified composition by diluting with water or the like.

  Further, the oil-in-water emulsion composition obtained by diluting the hydrophilic base emulsion composition composed of the components (A), (B) and (C) described above with water or the like is obtained by adding the hydrophilic base to the component (A). The sticky feeling derived from the middle oil type emulsion composition is suppressed, and in addition, the feeling of softness of the skin after application is increased, and the feeling of use is good.

The hydrophilic base oil-in-water emulsion composition of the present invention may contain other components in addition to the components (A), (B) and (C) as long as the effects of the present invention are not impaired. Good. An emulsifier other than the component (A) (hereinafter may be referred to as “other emulsifier”) may be contained as another component. Examples of other emulsifiers include phospholipid derivatives (hydrogenated soybean lecithin, hydrogenated egg yolk lecithin, soybean lysolecithin, etc.), sucrose fatty acid esters (sucrose laurate, sucrose oleate, etc.), polyglycerin monoalkyl Naturally derived surfactants such as esters (polyglycerol mono-C _12-18 alkyl esters having a glycerol polymerization degree of 2 to 10 such as decaglycerol monomyristate), glycyrrhizic acid derivatives, casein soda, etc .; nonionic surfactants; anions Surfactants; cationic surfactants; amphoteric surfactants and the like are included.

  The content of other emulsifiers used in combination with the component (A) (the total amount when two or more types are used) is, for example, 0.01 to 0.01% of the total amount (100% by weight) of the hydrophilic base oil-in-water emulsion composition. It is about 10% by weight, preferably 0.1 to 2.0% by weight. When the other emulsifier is contained in the above range, the dispersion stability of the hydrophilic base oil-in-water emulsified composition can be further improved. On the other hand, if the content of other emulsifiers exceeds the above range, the irritation to the skin and hair becomes stronger, and it tends to be difficult to obtain a skin cosmetic that has both low irritation and dispersion stability.

  Moreover, the hydrophilic base oil-in-water emulsion composition of the present invention is water, alcohol, fatty acid, etc. within the range not impairing the effects of the present invention other than the above components (A), (B) and (C). It may contain a viscosity modifier. Content of water, alcohol, and a viscosity modifier is about 0.01 to 20 weight% of the hydrophilic base medium oil-type emulsion composition whole quantity (100 weight%). If the amount of water, alcohol, or viscosity modifier added exceeds the above range, it tends to be difficult to form a hydrophilic base oil-in-water emulsion composition.

  The hydrophilic base oil-in-water emulsified composition of the present invention can be produced by uniformly mixing the above components (A), (B) and (C) and a predetermined amount of other components as required. The mixing method is not particularly limited as long as the above components can be mixed uniformly, and a general method (for example, a method of stirring using a homogenizer) can be employed. Further, mixing may be performed while heating.

  The hydrophilic base-in-oil type emulsion composition of the present invention thus obtained is a transparent or translucent gel that has a uniform composition in which oil is dispersed in a hydrophilic base as a continuous phase. Alternatively, it is a viscous liquid composition, and when water is added, an oil-in-water emulsion composition having dispersion stability can be formed. Therefore, the hydrophilic base oil-in-water emulsion composition of the present invention can be suitably used as a skin cosmetic or a raw material thereof.

[Skin external preparation]
The skin external preparation of the present invention contains the above-described hydrophilic base oil-in-water emulsion composition. Then, the oil-in-water emulsion composition is formed by dispersing the hydrophilic base oil-in-water emulsion composition in an aqueous solvent (for example, water, water-soluble polymer dispersion, alcohol solution, etc.) as a continuous phase. be able to.

  The average particle diameter of the dispersed phase particles in the oil-in-water emulsion composition described above is, for example, 0.5 to 20 μm, preferably 0.5 to 10 μm. An oil-in-water emulsion composition in which the dispersed phase particles have an average particle diameter in the above range is preferable in terms of excellent aesthetics.

  The content of the hydrophilic base oil-in-water emulsion composition in the total amount of external preparation for skin (100% by weight) is not particularly limited, but is 0.01% by weight or more, preferably 1 to 50% by weight, more preferably, for example. 5 to 30% by weight.

  The external preparation for skin of the present invention may contain various components that are usually used in cosmetics, quasi-drugs, pharmaceuticals, etc., if necessary, in addition to the above hydrophilic base-in-oil emulsion composition. For example, viscosity modifiers (fatty acids, etc.), moisturizers, surfactants, thickeners / gelling agents, solvents / propellants, antioxidants, reducing agents, oxidizing agents, chelating agents, pH adjusting agents, powders , Inorganic salts, UV absorbers, whitening agents, vitamins and their derivatives, saccharides, amino acids, anti-inflammatory / anti-inflammatory agents, hair-restoring agents / blood circulation promoters / stimulants, hormones, anti-wrinkle agents, anti-aging Agent, squeeze agent, cooling sensation agent, warming sensation agent, wound healing promoter, stimulus relaxation agent, analgesic agent, cell activator, plant / animal / microbe extract, antipruritic agent, keratin exfoliating / dissolving agent, antiperspirant, Examples include refreshing agents, astringents, nucleic acids, fragrances, pigments / colorants / dyes / pigments, preservatives, and the like. In addition to these, cosmetic raw material standards, blending ingredient standard by cosmetic varieties, Japan Cosmetic Industry Association ingredient display name list, INCI dictionary (The International Cosmetic Ingredient Dictionary and Handbook), quasi-drug raw material standards, Japanese pharmacopoeia, pharmaceutical additives Ingredients listed in standards, official food additives, etc., and Japanese and foreign patent publications and patent publications (including publications and republications) in which the international patent classification IPC belongs to the classification of A61K7 and A61K8 It is possible to appropriately contain known cosmetic ingredients, pharmaceutical ingredients, food ingredients, etc., such as the ingredients described.

  The external preparation for skin of the present invention can be produced by uniformly mixing the above-mentioned hydrophilic base oil-in-water emulsion composition and predetermined amounts of various components used as necessary with an aqueous solvent.

  As pH of the skin external preparation of this invention, the range of 3-13 is preferable, for example. The pH can be adjusted using a known pH adjusting agent.

  The skin external preparation of the present invention includes basic cosmetics such as creams, emulsions, lotions, gels, essences and packs; make-up cosmetics such as lipsticks, lip glosses, lip balms, foundations and eye liners; sunscreens and sunscreens Cosmetics; hair cream, hair lotion and other hair cosmetics; cleaning cosmetics; aromatic cosmetics; nail cosmetics; oral cosmetics; bath cosmetics; sensitive skin cosmetics; body care cosmetics; Odor prevention agent; hair restorer; hair remover; bath agent; shaving agent and the like.

  The external preparation for skin of the present invention can be used in the same manner as normal skin cosmetics. The external preparation for skin of the present invention is excellent in use feeling and stability, and is highly safe against skin and hair.

  EXAMPLES Hereinafter, although an Example demonstrates this invention more concretely, this invention is not limited by these Examples.

[Usage feeling and emulsion stability]
<Examples 1-16, Comparative Examples 1-6>
Examples 1 to 16 and Comparative Examples 1 to 4 are formulations of hydrophilic base-in-oil type emulsion compositions. According to the formulation of Table 1 (numbers are parts by weight), the component (1) was heated and stirred to prepare a uniform solution at 75 ° C. While operating the homogenizer or disper, the component (2) warmed to 75 ° C. was slowly added to this solution and further stirred for 30 minutes. Thereafter, component (3) was slowly added and cooled to room temperature to prepare a hydrophilic base-in-oil type emulsion composition.

  Comparative Examples 5 and 6 are formulations of an emulsified composition when component (A) is used as an emulsifier. According to the formulation in Table 1 (numbers are parts by weight), components (1) and (3) are uniformly mixed, heated to 75 ° C, then heated to the same temperature, component (2) is added, and the homogenizer or disper is activated. To prepare an emulsified composition.

<Evaluation method of feeling of use>
The test sample was obtained by dispersing each hydrophilic base oil-in-water emulsion composition (10 g) of Examples 1-16 and Comparative Examples 1-3 in 90 g of a carboxyvinyl polymer 0.1% dispersion at room temperature with stirring. An emulsified composition was used. Each sample was used by 20 female panels on the washed skin, and “no stickiness” and “softness of the skin” were evaluated on a 6-point scale according to the following absolute evaluation criteria, and were scored. The average value was calculated from the total score of all the panels of each sample, and judged according to the following four-step criteria.

  The hydrophilic base oil-in-water emulsion composition of Comparative Example 4 was separated immediately after preparation and could not be used for preparation of the emulsion composition. Further, in Comparative Examples 5 and 6, the mixed phase of components (1) and (3) and the phase of component (2) were separated immediately after preparation, and an emulsified composition could not be obtained. Therefore, Comparative Examples 4-6 were not used for evaluation of a feeling of use.

<Determination of the feeling of use>
Absolute Evaluation Criteria (Score): (Evaluation)
6 points: Very good 5 points: Good 4 points: Somewhat good 3 points: Normal 2 points: Somewhat bad 1 point: Bad

4-step criteria (judgment): (average score)
◎: More than 5 points ○: More than 4 points 5 points or less △: More than 2 points 4 points or less ×: 2 points or less

<Emulsification stability evaluation method>
The test sample was obtained by adding 90 g of water to each hydrophilic base oil-in-water emulsified composition (10 g) of Examples 1 to 16 and Comparative Examples 1 to 4 while stirring at room temperature to obtain an emulsified composition. The emulsified state of the obtained emulsified composition was observed, and the emulsified state after 1 month was also observed under a 40 ° C. environment.

  Moreover, the emulsified state after 1 month in a 40 ° C. environment was observed at 1000 times using a digital microscope (trade name “VH-7000”, manufactured by Keyence), and the dispersed phase (oil) was observed according to the following criteria. Judgment was made based on the presence or absence of particles. The results are shown in the table below.

  The hydrophilic base oil-in-water emulsion composition of Comparative Example 4 was separated immediately after preparation and could not be used for preparation of the emulsion composition. Further, in Comparative Examples 5 and 6, the mixed phase of components (1) and (3) and the phase of component (2) were separated immediately after preparation, and an emulsified composition could not be obtained. Therefore, Comparative Examples 4 to 6 were not subjected to evaluation of emulsion stability.

<Evaluation of emulsion stability of emulsion composition>
○: Dispersed phase (oil) particles are not coalesced and the emulsion is stable Δ: Dispersed phase (oil) particles are coalesced slightly, but the emulsion is not broken ×: Dispersed phase (oil ) Particle coalescence and emulsion breakage

  As shown in the examples of Table 1, the emulsified composition containing the hydrophilic base oil-in-water emulsified composition containing the component (A) improves the non-stickiness and softness of the skin, compared with the comparative example. A good feeling of use was shown. Furthermore, when the hydrophilic base oil-in-water emulsion composition containing the component (A) was used, an emulsion composition having good stability over time could be obtained.

  Examples of skin cosmetic formulations containing the hydrophilic base oil-in-water emulsion composition of the present invention will be described below.

<Prescription Example 1: Moisture Gel Cream>
(Manufacturing method)
The component (2) described in Table 2 is mixed to obtain a uniform solution. The component (3) was added here to make a uniform mixture. Then, component (1) and component (4) were added in order and mixed uniformly and defoamed to obtain a moisture gel cream (pH: 6.0).

  The obtained moisture gel cream showed a good feeling of use, and the emulsified state was stable after one month at 40 ° C.

＊１ デュポン社製
＊２ キユーピー社製
＊３ 山川貿易社製

* 1 DuPont * 2 Kewpie * 3 Yamakawa Trading

<Prescription Example 2: Moisture Essence>
(Manufacturing method)
The component (2) described in Table 3 is mixed to obtain a uniform solution. The component (3) was added here to make a uniform mixture. Thereafter, component (1) and component (4) were sequentially added and mixed uniformly, and defoamed to obtain a moisture essence (pH: 6.0).

  The obtained moisture essence showed a good feeling of use, and the emulsified state was stable after one month at 40 ° C.

＊４ 味の素製
＊５ 丸善製薬製

* 4 Ajinomoto * 5 Maruzen Pharmaceutical

<Prescription Example 3: Brightening Essence>
(Manufacturing method)
Component (2) was slowly added and emulsified to component (1) listed in Table 4 while operating the homomixer while heating to 75 ° C., and cooled to room temperature to obtain a uniform solution. The component (3) was added there, and the whole was made uniform. Thereafter, defoaming was performed to obtain a brightening essence (pH: 6.5).

  The obtained brightening essence showed a good feeling of use, and the emulsified state was stable after one month at 40 ° C.

<Prescription Example 4: Whitening Cream>
(Manufacturing method)
Mix component (2) listed in Table 5 to make a uniform solution. The component (3) was added here to make a uniform mixture. Then, component (1), component (4), and component (5) were added in order and mixed uniformly and defoamed to obtain a whitening cream (pH: 6.5).

  The obtained whitening cream showed a good feeling of use, and the emulsified state was stable after one month at 40 ° C.

<Formulation example 5: Essence cream for eyes>
(Manufacturing method)
While the homomixer was operated while heating to 75 ° C., the component (2) was slowly added and emulsified to the component (1) listed in Table 6 and cooled to room temperature to obtain a uniform solution. The components (3) and (4), which were previously uniformly mixed therewith, were added to make the whole uniform, and the component (5) was further added and made uniform. Thereafter, defoaming was performed to obtain an eye essence cream (pH: 6.5).

  The eye essence cream thus obtained showed a good feeling of use, and the emulsified state was stable after one month at 40 ° C.

＊６ 岡安商店社製
＊７ シムライズ社製

* 6 Okayasu Shoten * 7 Simrise

<Prescription Example 6: Body Essence for Slimming>
(Manufacturing method)
The component (2) described in Table 7 is mixed to obtain a uniform solution. The component (3) was added here to make a uniform mixture. Thereafter, component (1) and component (4) were sequentially added and mixed uniformly, and defoamed to obtain a body essence for slimming (pH: 6.0).

  The slimming body essence obtained showed a smooth and good feeling of use, and the emulsified state was stable after 1 month at 40 ° C.

<Prescription Example 7: Milky Lotion for Sensitive Skin>
(Manufacturing method)
While the homomixer was operated while heating to 75 ° C., the component (2) was slowly added and emulsified to the component (1) listed in Table 8, and cooled to room temperature to obtain a uniform solution. The components (3) and (4), which were previously uniformly mixed therewith, were added to make the whole uniform, and the component (5) was further added and made uniform. Thereafter, defoaming was performed to obtain a milky lotion (pH: 6.0) for sensitive skin.

  The obtained milky lotion for sensitive skin showed good usability even on sensitive skin, and the emulsified state was stable after 1 month at 40 ° C.

＊８ 東洋精糖社製

* 8 Toyo Seika Co., Ltd.

<Prescription Example 8: Body gel cream>
(Manufacturing method)
The component (2) described in Table 9 is mixed to obtain a uniform solution. The component (3) was added here to make a uniform mixture. Thereafter, component (1) and component (4) were sequentially added and mixed uniformly, followed by defoaming to obtain a body gel cream (pH: 6.0).

  The obtained body gel cream showed a smooth and good feeling of use, and the emulsified state was stable after one month at 40 ° C.

＊９ ＡＤＥＫＡ社製

* 9 Made by ADEKA

<Prescription example 9: Cream for sensitive skin>
(Manufacturing method)
The component (2) described in Table 10 is mixed to obtain a uniform solution. The component (3) was added here to make a uniform mixture. Thereafter, component (1) and component (4) were sequentially added and mixed uniformly, followed by defoaming to obtain a cream for sensitive skin (pH: 6.0).

  The obtained cream for sensitive skin was smooth and showed a good feeling for sensitive skin, and the emulsified state was stable after 1 month at 40 ° C.

  As described above in detail, by using the component (A), it is possible to provide a hydrophilic base-in-oil type emulsion composition capable of forming an emulsion composition having excellent usability and stability.

Claims (6)

A hydrophilic base-in-oil emulsion composition containing the following components (A), (B) and (C).
Component (A): Modified hyaluronic acid and / or salt thereof in which a glycerin skeleton-containing group represented by the following general formula (1) is bonded to at least one carbon atom constituting the hyaluronic acid skeleton

... (1)
(In the formula, R ¹ represents a linear or branched alkyl group or alkenyl group having 6 to 20 carbon atoms.)
Component (B): Hydrophilic base component (C): Oil   In a hydrophilic base oil-in-water emulsion composition (100 wt%), component (A) is 0.01 to 10 wt%, component (B) is 2 to 80 wt%, and component (C) is 1 to 90 wt%. The hydrophilic base oil-in-water emulsified composition according to claim 1, which is contained in%.   The hydrophilic base-in-oil type emulsion composition according to claim 1 or 2, wherein the hydrophilic base in the component (B) is a polyhydric alcohol and / or a saccharide.   The emulsion composition containing the hydrophilic base oil-in-water emulsion composition of any one of Claims 1-3.   The emulsion composition according to claim 4, which is an oil-in-water emulsion cosmetic in which a hydrophilic base oil-in-water emulsion composition is dispersed in an aqueous solvent as a continuous phase.   The emulsified composition according to claim 4 or 5, which is an external preparation for skin.