CN117618285A

CN117618285A - Skin cosmetic and emulsified cosmetic

Info

Publication number: CN117618285A
Application number: CN202311057622.3A
Authority: CN
Inventors: 原优介; 关口孝治
Original assignee: NOF Corp
Current assignee: NOF Corp
Priority date: 2022-08-29
Filing date: 2023-08-22
Publication date: 2024-03-01
Also published as: JP2024049841A

Abstract

The invention provides a skin cosmetic which has fresh touch feeling when being coated, has excellent moisturizing feeling after a mask is worn for a long time and is taken off, and can inhibit oily and greasy feel of a person wearing oily skin after the mask is worn for a long time. The skin cosmetic contains 0.1-25% by mass ofComponent (a), component (b) in an amount of 0.01 to 3% by mass, component (c) in an amount of 0.1 to 25% by mass, and component (d), wherein the mass ratio ((b)/(a)) of component (b) to component (a) is 1/100 to 1/5: (a) Polyalkylene oxide derivatives represented by the formula (1), Z- [ O (AO) _l (EO) _m (BO) _n ‑H] _p … (1); (b) Alkylene oxide derivatives represented by formula (2), R- [ (PO) _x (EO) _y ] _q -H … (2); (c) a polyol having 2 to 6 carbon atoms; (d) water.

Description

Skin cosmetic and emulsified cosmetic

Technical Field

The present invention relates to a skin cosmetic which is fresh to the touch at the time of application, gives excellent moist feeling after wearing a mask for a long period of time and is removed, and suppresses oily and sticky feel of a person who has oily skin for a long period of time.

The present invention also relates to an emulsified cosmetic which is excellent in touch feeling at the time of application, improves adhesion of a sunscreen cosmetic to skin, and improves whitening of the sunscreen cosmetic.

Background

It is generally considered important to maintain the moisture balance (moistures balance) of the skin in order to maintain skin health. Moisturizing balance refers to the balance between moisture, sebum, natural Moisturizing Factor (NMF) of the stratum corneum of the skin. By applying cosmetics to the skin, replenishment of water-humectant-oil equivalent to these three components is important for maintaining moisture balance.

To prevent dryness of skin, cosmetics blended with various moisturizing components or a plurality of moisturizing components have been developed. Patent document 1 reports that a cosmetic containing a specific alkylene oxide derivative has excellent moisturizing effect and no sticky feeling.

Patent document 2 discloses that a cosmetic containing a specific compound such as ceramide and butanol or a specific alkylene oxide derivative can reduce the feel of a film on the skin, and is refreshing in use and excellent in the lasting feel of a moisturizing effect.

The sunscreen cosmetic has effect in protecting skin from ultraviolet injury. Ultraviolet-shielding components are broadly classified into ultraviolet absorbers and ultraviolet scattering agents, and particularly ultraviolet scattering agents are used in the fields of sensitive skin and infants because they are less irritating to the skin than ultraviolet absorbers. However, the sunscreen cosmetic has technical problems such as stickiness, easy caking and whitening, low affinity to skin, poor adhesion, and the like.

Patent document 3 provides a sunscreen cosmetic in which fine particles of zinc oxide surface-treated with an N-acyl amino acid or a salt thereof, volatile oil components, and trimethylsilyloxy silicate are combined to improve the astringent or dry feel of the skin after application.

Patent document 4 discloses an oil-in-water type sunscreen cosmetic which is free from a feeling of astringency at the time of application, has good extensibility on the skin, and does not turn white after application by combining titanium oxide particles subjected to surface treatment, a water-soluble polymer having a structural unit derived from acrylic acid or sulfonic acid, a nonionic surfactant having an HLB of 6 to 10, and an oil agent.

Prior art literature

Patent literature

Patent document 1: WO2006/038724A1

Patent document 2: japanese patent laid-open No. 2021-80234

Patent document 3: japanese patent application laid-open No. 2018-8910

Patent document 4: japanese patent laid-open publication No. 2017-197434

Disclosure of Invention

Technical problem to be solved by the invention

In order to maintain the moisture balance, it is necessary to select the most suitable cosmetic according to the external environment. In recent years, it has been necessary to wear a mask due to the spread of infectious diseases, so that the external environment of the skin may vary greatly in one day. In particular, when the mask is worn for a long period of time, although the humidity in the mask increases, if the moisture in the mask evaporates when the mask is removed, the moisture in the skin rapidly evaporates and gradually dries. In order to maintain the moisture balance even in such a situation where rapid evaporation of water occurs, it is necessary to blend a humectant or an oil at a high level. However, the following technical problems are thereby created: a sticky feeling is generated during application, a refreshing feeling during application is impaired, and oily skin is generated by people.

In contrast, the cosmetic described in patent document 1 cannot suppress the sticky feeling for a long period of time, and the moisturizing effect by rapid evaporation of moisture when the mask is removed is insufficient.

In addition, the cosmetic of patent document 2 has a technical problem that the moisturizing effect by rapid evaporation of moisture when the mask is removed is insufficient, and that oily skin is generated by a person.

The present invention aims to provide a skin cosmetic which is fresh and cool to the touch at the time of coating, has excellent moisturizing effect after a mask is worn for a long time and is taken off, and can suppress the oily and greasy feel of a person wearing oily skin after the mask for a long time.

The sunscreen cosmetic described in patent document 3 is not sufficient in terms of no whitening. The oil-in-water type sunscreen cosmetic described in patent document 4 is insufficient in adhesion to the skin.

The present invention aims to provide a cosmetic which is free from stickiness at the time of application, has excellent emulsion stability, improves adhesion of a sunscreen cosmetic to the skin, and improves whitening of the sunscreen cosmetic.

Technical means for solving the technical problems

In order to solve the above technical problems, the inventors of the present application have found that a skin cosmetic in which the specific two alkylene oxide derivatives and the polyhydric alcohol are combined in a specific ratio thoroughly solves the above technical problems.

Namely, the first invention is as follows.

A skin cosmetic comprising 0.1 to 25% by mass of the following component (a), 0.01 to 3% by mass of the following component (b), 0.1 to 25% by mass of the following component (c) and the following component (d), wherein the mass ratio ((b)/(a)) of the component (b) to the component (a) is 1/100 to 1/5:

(a) Polyalkylene oxide derivatives represented by the following formula (1),

Z-[O(AO) _l (EO) _m (BO) _n -H] _p …(1)

in the formula (1), the components are as follows,

z is a residue obtained by removing all hydroxyl groups from an alcohol having 3 to 9 carbon atoms,

p is the valence of the alcohol, 3 to 9,

AO is an oxyalkylene group having 3 to 4 carbon atoms, EO is an oxyethylene group, BO is an oxybutylene group, and the oxyalkylene group AO and the oxyethylene group EO and the oxybutylene group BO are optionally added in a block or random form, wherein when at least the oxyalkylene group AO and the oxybutylene group BO are added in a random form, AO is an oxypropylene group,

the average molar number p x l of addition of the oxyalkylene groups AO in the derivative satisfies 1.ltoreq.p x l.ltoreq.50,

the average molar number p x m of addition of the oxyethylene EO in the derivative satisfies 1.ltoreq.p x m.ltoreq.50,

the average addition mole number p multiplied by n of the oxybutylene groups BO in the derivative satisfies that p multiplied by n is more than or equal to 1 and less than or equal to 10,

The ratio m/(l+m) of the average addition mole number of the oxyethylene group EO to the total of the average addition mole number of the oxyalkylene group AO and the average addition mole number of the oxyethylene group EO is 0.15 to 0.75;

(b) An alkylene oxide derivative represented by the following formula (2),

R-[(PO) _x (EO) _y ] _q -H…(2)

in the formula (2), the amino acid sequence of the compound,

r is a residue obtained by removing all hydroxyl groups from an alcohol having 2 to 3 carbon atoms,

q is the valence of the alcohol, is 2 or more and 3 or less,

PO is an oxypropylene group and the group,

EO is an oxyethylene group and the like,

the average addition mole number xxq of the oxypropylene group PO in the derivative satisfies 1.ltoreq.xxq.ltoreq.30,

the average molar number y x q of addition of the oxyethylene EO in the derivative satisfies 1.ltoreq.y x q.ltoreq.40,

the ratio y/(x+y) of the average addition mole number of the oxyethylene EO to the sum of the average addition mole number of the oxypropylene PO and the average addition mole number of the oxyethylene EO is 0.45-0.75,

the oxypropylene group PO and the oxyethylene group EO are added into a random shape;

(c) A polyhydric alcohol having 2 to 6 carbon atoms;

(d) And (3) water.

In addition, in order to solve the above-described technical problems, the inventors of the present application also thought whether the adhesion of a sunscreen cosmetic to skin and whitening can be improved by an emulsified cosmetic used before the application of the sunscreen cosmetic, not the sunscreen cosmetic itself. As a result of intensive studies by the inventors of the present application, the inventors of the present application have found that an emulsified cosmetic product comprising two specific alkylene oxide derivatives in combination with an oil agent and a nonionic surfactant at a specific ratio can thoroughly solve the above-mentioned problems.

Namely, the second invention is as follows.

An emulsified cosmetic composition comprising 0.1 to 25% by mass of the following component (a), 0.01 to 3% by mass of the following component (b), 1 to 50% by mass of the following component (e), 1 to 10% by mass of the following component (f) and the following component (g), wherein the mass ratio ((b)/(a)) of the component (b) to the component (a) is 1/100 to 1/5:

(a) Polyalkylene oxide derivatives represented by the following formula (1),

Z-[O(AO) _l (EO) _m (BO) _n -H] _p …(1)

in the formula (1), the components are as follows,

p is the valence of the alcohol, 3 to 9,

(b) An alkylene oxide derivative represented by the following formula (2),

R-[(PO) _x (EO) _y ] _q -H…(2)

in the formula (2), the amino acid sequence of the compound,

q is the valence of the alcohol, is 2 or more and 3 or less,

PO is an oxypropylene group and the group,

EO is an oxyethylene group and the like,

(e) Oiling agent;

(f) A nonionic surfactant;

(g) And (3) water.

Effects of the invention

According to the skin cosmetic of the first aspect of the present invention, the touch feeling is fresh and cool at the time of application, the moisturizing feeling after the mask is worn and removed for a long period of time is excellent, and the oily and sticky feeling of a person wearing oily skin after the mask can be suppressed for a long period of time.

The emulsified cosmetic for skin according to the second aspect of the present invention is excellent in touch feeling upon application, and can improve the adhesion of the sunscreen cosmetic applied on the basis of the above to the skin and can improve the whitening of the sunscreen cosmetic.

Detailed Description

The present invention will be described in detail below.

[ component (a) ]

Component (a) is an alkylene oxide derivative represented by formula (1), Z is an alcohol (Z (OH)) having 3 to 9 carbon atoms _p ) The residues of all hydroxyl groups are removed, and p represents the valence of the alcohol and is 3-9.

When the alcohol (Z (OH) _p ) When the number of carbon atoms of (2) is more than 9,since a sticky feeling is generated, it is 9 or less, preferably 8 or less, and more preferably 6 or less.

Furthermore, in the first invention, when alcohol (Z (OH) _p ) When the number of carbon atoms is less than 3, the moist feeling is reduced, and thus is set to 3 or more.

Furthermore, in the second invention, when alcohol (Z (OH) _p ) When the number of carbon atoms is less than 3, the adhesion of the sunscreen cosmetic is reduced, and thus is set to 3 or more.

Said alcohol (Z (OH) _p ) Specifically, glycerol, trimethylolpropane, erythritol, pentaerythritol, sorbitan, alkyl glycoside, diglycerol, xylitol, dipentaerythritol, sorbitol, inositol, sucrose, trehalose, maltitol, and mixtures thereof are exemplified.

AO is an oxyalkylene group having 3 to 4 carbon atoms, and specifically includes oxypropylene group derived from oxypropylene, oxybutylene group derived from oxybutylene, and trimethylene oxide (oxytrimethylene group). The oxypropylene group and oxybutylene group are preferable, and the oxypropylene group is more preferable.

In the first invention, l is the average addition mole number of AO per hydroxyl group of the alkylene oxide derivative. Thus, the average molar number of addition of AO in the alkylene oxide derivative is p×l. If p×l is greater than 50, the refreshing feeling at the time of coating is impaired in the first invention, and the second invention is tacky at the time of coating, so that it is 50 or less, preferably 20 or less. When p×l is less than 1, the first invention gives rise to oily skin, and the second invention gives rise to a decrease in the adhesion of the sunscreen cosmetic, so that it is 1 or more, preferably 2 or more.

m is the average addition mole number of Ethylene Oxide (EO) per hydroxyl group of the alkylene oxide derivative. Thus, the average molar number of addition of AO in the alkylene oxide derivative is p×m. If p×m is greater than 50, a sticky feeling is generated, and therefore p×m is set to 50 or less, preferably 20 or less. If p×m is smaller than p×m, the moisturizing feeling after removal of the mask is impaired in the case of the first invention, and the adhesion of the sunscreen cosmetic is reduced in the case of the second invention, so that it is 1 or more, preferably 2 or more.

n is the average addition mole number of the oxybutylene (BO) groups per hydroxyl group of the alkylene oxide derivative.

The oxybutylene (BO) is oxybutylene derived from oxybutylene. If the average molar number p×n of BO added in the alkylene oxide derivative is less than 1, the refreshing feeling is poor in the case of the first invention, and the adhesion of the sunscreen cosmetic is poor in the case of the second invention, so that it is 1 or more. Further, if p×n is more than 10, a sticky feeling is generated, and therefore, it is 10 or less, preferably 5 or less.

The ratio "m/(l+m)" of the average addition mole number m of the oxyethylene group EO to the total (l+m) of the average addition mole number of the oxyalkylene group AO and the average addition mole number of the oxyethylene group EO is set to 0.15 to 0.75. When the ratio "m/(l+m)" is more than 0.75, a sticky feeling is generated, and thus, the ratio is set to 0.75 or less, preferably 0.72 or less, and more preferably 0.70 or less. If the ratio "m/(l+m)" is less than 0.15, the moisturizing feeling after removal of the mask is impaired in the case of the first invention, and the extent to which the sunscreen cosmetic is not whitened is impaired in the case of the second invention, so that it is 0.15 or more, preferably 0.30 or more, and more preferably 0.45 or more.

The order of addition of AO to EO and BO is not particularly limited, and may be either block-shaped or random-shaped. That is, AO, EO, and BO may all be added in a random form, or AO may be added in a block form, EO may be added in a block form, or BO may be added in a block form. The block-shaped portion and the random-shaped portion may be mixed. Wherein AO is an oxypropylene group when at least (AO) and (BO) are added in a random form. Here, when (AO) and (BO) are added in a random form, (EO) may be added in a random form together with (AO) and (BO), and (EO) may be added in a block form.

In particular, in a preferred embodiment, (BO) is added in the form of blocks. Furthermore, in particular in a preferred embodiment, AO is added to EO in a random fashion.

In formula (1), AO may be bonded to a terminal hydrogen atom, EO may be bonded to a terminal hydrogen atom, or BO may be bonded to a terminal hydrogen atom. In a preferred embodiment, BO is bound to a terminal hydrogen atom.

The alkylene oxide derivative of the formula (1) of the present invention can be produced by a known method.

Specifically, an Alkylene Oxide (AO), ethylene Oxide (EO), and Butylene Oxide (BO) having 3 to 4 carbon atoms are suitably subjected to addition polymerization with a compound having a hydroxyl group. The order of addition of the monomers in the addition polymerization is determined according to the target structure.

In a preferred embodiment, an Alkylene Oxide (AO) and Ethylene Oxide (EO) having 3 to 4 carbon atoms are addition polymerized with a compound having a hydroxyl group. In this case, AO and EO may be randomly polymerized, or AO may be block polymerized, or EO may be block polymerized. Then, after addition polymerization of AO and EO, BO is addition polymerized, whereby a BO block bonded to a terminal hydrogen atom can be produced.

[ component (b) ]

In the present invention, in the alkylene oxide derivative represented by the formula (2), R is an alcohol (R (OH)) having 1 to 3 carbon atoms _q ) The residue having all hydroxyl groups removed, q represents the valence of the alcohol, and is 2 or more and 3 or less.

When the alcohol (R (OH) _q ) If the number of carbon atoms is more than 3, a sticky feeling is produced.

PO is oxypropylene.

x is the average addition mole number of PO per hydroxyl group of the alkylene oxide derivative. The average molar number of addition of PO in the alkylene oxide derivative is qx. When q×x is less than 1, the first invention gives a shiny appearance to the skin, and the second invention gives a difference in the degree to which the sunscreen cosmetic does not whiten, and thus is 1 or more, more preferably 3 or more. In the first invention, when qx is larger than 30, the refreshing feeling at the time of application is impaired, and therefore, it is 30 or less, and more preferably 10 or less. In the second invention, if qx is greater than 30, the adhesive is formed, and therefore, the adhesive is 30 or less, preferably 25 or less, and more preferably 10 or less.

y is the average molar number of addition of EO per hydroxyl group of the alkylene oxide derivative. The average molar number of EO added in the alkylene oxide derivative is qxy. When qxy is more than 40, a sticky feeling is generated, and thus, it is 40 or less, preferably 35 or less, and more preferably 10 or less. When q×y is less than 1, the first invention is not particularly limited, and the first invention is preferably not less than 1, more preferably not less than 3, because the moisturizing feeling after removal of the mask is impaired, and the second invention is not particularly limited.

The ratio "y/(x+y)" of the average addition mole number of the oxyethylene group EO to the sum of the average addition mole number of the oxypropylene group PO and the average addition mole number of the oxyethylene group EO is set to 0.45 to 0.75. When "y/(x+y)" is more than 0.75, a sticky feeling is generated, and thus, it is set to 0.75 or less, preferably 0.70 or less, and more preferably 0.65 or less. In the first invention, if "y/(x+y)" is less than 0.15, the moist feeling after removal of the mask is impaired, and in the second invention, the adhesion of the sunscreen cosmetic is poor, so that it is 0.15 or more, preferably 0.30 or more, and more preferably 0.45 or more.

From the viewpoints of refreshing feel and no tackiness, the oxypropylene group PO and the oxyethylene group EO are added in a random form.

The alkylene oxide derivative of the formula (2) of the present invention can be produced by a known method. For example, the compound is obtained by reacting Propylene Oxide (PO) and Ethylene Oxide (EO) with a compound having a hydroxyl group.

[ component (c) ]

The polyhydric alcohol having 2 to 6 carbon atoms as the component (c) of the present invention is a water-soluble compound having two or more hydroxyl groups in the molecule, and examples thereof include propylene glycol, dipropylene glycol, isoprene glycol, 1, 3-butanediol, pentanediol, hexanediol, glycerol, diglycol, and the like. Water-soluble polyols having 2 to 3 carbon atoms are preferable, and glycerol and 1, 3-butanediol are particularly preferable.

[ component (d) ]

The component (d) of the present invention is water, and water generally used for cosmetics, medicines, and the like can be used. For example, ion-exchanged water, purified water, or the like can be used.

[ ratio of the Components in the first invention ]

In the first invention, the content of the component (a) is set to 0.1 to 25% by mass, when the total mass of the component (a), the component (b), the component (c) and the component (d) is set to 100% by mass. When the content of the component (a) is less than 0.1 mass%, the refreshing feeling is insufficient, and the moist feeling after removal of the mask is impaired, so that the content is set to 0.1 mass% or more, preferably 0.5 mass% or more, more preferably 1 mass% or more, and particularly preferably 2 mass% or more. Further, when the content of the component (a) is more than 25 mass%, the tackiness is long, and therefore, the content is 25 mass% or less, preferably 20 mass% or less, more preferably 15 mass% or less, and particularly preferably 10 mass% or less.

In the first invention, the content of the component (b) is set to 0.01 to 3 mass% when the total mass of the component (a), the component (b), the component (c) and the component (d) is set to 100 mass%. When the content of the component (b) is less than 0.01 mass%, the refreshing feeling is insufficient, and the moist feeling after removal of the mask is impaired, so that the content is set to 0.01 mass% or more. When the content of the component (b) is more than 3 mass%, the composition is tacky for a long period of time, and is therefore 3 mass% or less, preferably 2 mass% or less, and more preferably 0.5 mass% or less.

In the first invention, the content of the component (c) is set to 0.01 to 25 mass% when the total mass of the component (a), the component (b), the component (c) and the component (d) is set to 100 mass%. When the content of the component (c) is less than 0.01 mass%, the refreshing feeling is insufficient, and the moist feeling after removal of the mask is impaired, so that the content is set to 0.01 mass% or more, preferably 3.0 mass% or more. When the content of the component (c) is more than 25% by mass, the composition is tacky for a long time, and thus 25% by mass or less, more preferably 10% by mass or less.

The content of the component (d) is the remainder obtained by subtracting the total content of the component (a), the component (b) and the component (c) from 100 mass%.

In the first invention, the mass ratio ((b)/(a)) of the component (b) to the component (a) is set to 1/100 to 1/5. When ((b)/(a)) is less than 1/100, the skin produces a shiny appearance, and thus is set to 1/100 or more. When ((b)/(a)) is more than 1/5, the refreshing feeling is poor and the film is tacky for a long time, so that it is 1/5 or less, preferably 1/10, more preferably 1/50.

The cosmetic of the first invention may further contain other additive components in addition to the component (a), the component (b), the component (c) and the component (d). For example, the cosmetic of the first invention may preferably further contain the following component (h) in addition to the above components (a) to (d). Thereby, the effect of the present invention becomes further remarkable.

[ component (h) ]

The component (h) is a water-soluble thickener, and examples thereof include natural polysaccharides such as carrageenan, xanthan gum, dextrin, methylcellulose, hyaluronic acid, and chitosan; semisynthetic polysaccharides such as ethylcellulose, hydroxyethylcellulose and hydroxypropylcellulose; polyvinyl alcohol, polyacrylic acid, polymethacrylic acid, carboxyvinyl polymer, acrylic acid/alkyl acrylate (having 10 to 30 carbon atoms) copolymer, and the like. Among them, xanthan gum, hydroxypropyl methylcellulose, carboxyvinyl polymers, and acrylic acid/alkyl acrylate (having 10 to 30 carbon atoms) copolymers are preferable from the viewpoint of keeping the makeup or not sticking.

When the component (h) is contained in the skin cosmetic of the first invention, the content of the component (h) is preferably 0.01 to 5% by mass, more preferably 0.05 to 4% by mass, and even more preferably 0.1 to 3% by mass, based on 100% by mass of the total amount of the cosmetic.

In addition to the components (a) to (d) (and optionally further component (h)) within a range where the effects of the present invention are not lost, other components may be added to the skin cosmetic of the first invention. As other optional components, alcohols, saccharides, polysaccharides, amino acids, various surfactants, organic salts, inorganic salts, pH adjusters, chelating agents, antioxidants, bactericides, blood flow promoters, anti-inflammatory agents, ultraviolet absorbers, ultraviolet scattering agents, vitamins, pigments, perfumes, and the like can be blended appropriately.

[ component (e) ]

The oil (component (e)) used in the second invention may be used as an oil usable for general cosmetics, and examples thereof include hydrocarbon oils, ester oils, vitamins, hormones, whitening agents, anti-inflammatory and antihistamines, antioxidants, intercellular lipids, ultraviolet absorbers, various moisturizers, and various fragrances.

Examples of hydrocarbon oils include liquid paraffin, polybutene, hydrogenated polyisobutene, hydrogenated polydecene, squalane, squalene, pristane, light isoparaffin, light liquid isoparaffin, heavy liquid isoparaffin, tetradecene, isohexadecane, isododecane, α -olefin oligomer, vaseline, microcrystalline wax, paraffin, polyethylene, ceresin (ceresin), and the like.

The ester oil is an oil agent having an ester group, and examples thereof include triglycerides and fats of fatty acids and glycerol, and further examples thereof include esters of amino acids or fatty acids with monovalent or higher alcohols.

Examples of the triglyceride include triglycerides of fatty acids such as caproic acid, caprylic acid, capric acid, 2-ethylhexanoic acid, lauric acid, tridecanoic acid, isotridecanoic acid, myristic acid, palmitic acid, isopalmitic acid, stearic acid, isostearic acid, eicosanoic acid, behenic acid, lignoceric acid, myristoleic acid, palmitoleic acid, oleic acid, elaidic acid, erucic acid, linoleic acid, linolenic acid, arachidonic acid, hydroxystearic acid, coconut oil fatty acid, palm kernel oil fatty acid, hydrogenated palm kernel oil fatty acid, palm oil fatty acid, tallow fatty acid, hydrogenated tallow fatty acid, lard fatty acid, castor oil fatty acid, and hydrogenated castor oil fatty acid, and glycerol.

Examples of the oils include oils and fats such as olive oil, sunflower oil, palm kernel oil, safflower oil, castor oil, hydrogenated castor oil, coconut oil, camellia oil, cocoa butter, and shea butter.

Examples of the ester of an amino acid with a monovalent or higher alcohol include dihexyl decyl lauroyl glutamate, diisostearyl lauroyl glutamate, bis (hexyldecyl/octyldodecyl) lauroyl glutamate, dioctyl dodecyl stearoyl glutamate, plant sterol myristoylmethyl β -aminopropionate, cholesterol/behenyl/2-octyldodecyl lauroyl glutamate, plant sterol/behenyl/2-octyldodecyl lauroyl glutamate, cholesterol/2-octyldodecyl lauroyl glutamate, plant sterol/2-octyldodecyl lauroyl glutamate, and plant sterol/behenyl/2-octyldodecyl/isostearyl lauroyl glutamate.

As the ester of a fatty acid with an alcohol having a valence of more than one, examples thereof include ethyl oleate, ethyl linoleate, isopropyl myristate, isopropyl palmitate, isopropyl isostearate, isopropyl lanolate, cetyl ethylhexanoate, isocetyl ethylhexanoate, stearyl ethylhexanoate, isostearyl ethylhexanoate, cetyl palmitate, 2-ethylhexyl palmitate, 2-hexyldecyl isostearate, isostearyl isostearate, trimethylolpropane triisostearate, myristyl myristate, cetyl myristate, octyldodecyl myristate, isostearyl myristate, isocetyl myristate, hexyl laurate, decyl oleate, octyldodecyl oleate, isostearyl pivalate, isopropyl isostearate, isononyl isononanoate, 2-ethylhexyl isononanoate, isodecyl isononanoate, and the like Isodecanol isononanoate, octyldodecanol erucate, neopentyl glycol dicaprate, pentaerythritol tetra (2-ethylhexanoate), diisostearyl malate, didecyl adipate, glycerol isostearate, hydrogenated castor oil isostearate, cholesterol isostearate, squalyl isostearate, phytosterol isostearate, ethylhexyl hydroxystearate, dihydrocholeoleate, phytosterol oleate, hydrogenated castor oil stearate, cholesteryl lanolate, cholesteryl hydroxystearate, dipentaerythritol hexahydroxystearate, hydrogenated castor oil monohydroxystearate, isostearyl lanolate, isopropyl lanolate, octyldodecanol lanolate, cholesteryl stearate, cholesteryl lanolate, cetyl ricinoleate, dioctyl succinate, cetyl lactate, propylene glycol dicaprylate, propylene glycol dicaprate/dicaprate, propylene glycol distearate, propylene glycol diisostearate, propylene glycol dioleate, and the like. In addition, waxes such as beeswax, wood wax, carnauba wax, lanolin, candelilla wax, and jojoba oil can also be used.

As the ester oil, one kind or two or more kinds of them can be used singly or in combination.

Preferable ester oils include, for example, triglycerides of fatty acids having 6 or more carbon atoms, oils, cetyl ethylhexanoate, isocetyl ethylhexanoate, isopropyl palmitate, 2-ethylhexyl palmitate, isopropyl isostearate, 2-hexyldecyl isostearate, octyldodecyl myristate, isopropyl myristate, isostearyl myristate, isocetyl myristate, isononyl isononanoate, 2-ethylhexyl isononanoate, isodecyl isononanoate, isotridecyl isononanoate, beeswax, wood wax, plant sterol myristoylmethyl β -aminopropionate, cholesterol/behenyl/2-octyldodecyl lauroyl glutamate, phytosterol/2-octyldodecyl lauroyl glutamate, and phytosterol/2-octyldodecyl/isostearyl lauroyl glutamate.

Examples of vitamins include vitamin a and its derivatives, vitamin B2 fat-soluble derivatives, vitamin B6 fat-soluble derivatives, vitamin C amphiphilic derivatives such as trisodium ascorbyl palmitate phosphate, vitamin E and its derivatives such as vitamin D, tocopherol or tocopheryl acetate, vitamin H, pantothenic acid fat-soluble derivatives, coenzyme Q10 (vitamin Q), and the like.

Examples of hormones include cortisone, hydrocortisone, estradiol, and estrone.

Examples of the whitening agent include kojic acid, placenta extract, arbutin, ellagic acid, 4-n-butylresorcinol (rucinol), and linoleic acid.

Examples of the anti-inflammatory agent and antihistamine include glycyrrhetinic acid and its derivatives, glycyrrhizic acid and its derivatives, allantoin, hydrocortisone acetate, and prednisolone.

Examples of antioxidants (anti-aging agents) include antioxidants such as polyphenols, carotenoids, flavonoids, and the like; N-methyl-L-serine, ursolic acid, etc.

Examples of the intercellular lipids include ceramide and cholesterol.

Examples of the ultraviolet absorbers include p-aminobenzoic acid derivatives, cinnamic acid derivatives, benzophenone derivatives, and salicylic acid derivatives.

Examples of the moisturizing agent include hyaluronic acid derivatives, collagen derivatives, elastin derivatives, keratin derivatives, and the like.

Examples of the perfume include various plant extracts and limonene.

One or two or more of these oily components may be used singly or in combination.

[ component (f) ]

Component (f) is a nonionic surfactant commonly used in cosmetics.

The HLB of the component (f) is preferably 2 to 16.HLB is an abbreviation of Hyrobile-Lipophile Balance (hydrophilic-lipophilic balance) and is a concept obtained by digitizing the balance between hydrophilic groups and lipophilic groups of a surfactant. Generally, the higher the number, the higher the hydrophilicity, expressed in 0 to 20. The calculation of HLB is calculated by any one of the following formulas advocated by Griffin.

POE alkyl ether type: HLB = weight fraction of oxyethylene groups/5

Polyol fatty acid ester type and polyglycerol type nonionic surfactant: hlb=20 (1-S/a), S: saponification number of ester, a: acid value of fatty acid (origin: new version of surfactant handbook engineering book Co., ltd.)

Examples of the component (f) include glycerin fatty acid ester, sorbitan fatty acid ester, polyglycerin fatty acid ester, polyoxyethylene alkyl ether, and polyoxyalkylene fatty acid ester. One or two or more selected from them can be used. Among these, one or more nonionic surfactants having an HLB of less than 10 are preferably combined with one or more nonionic surfactants having an HLB of 10 or more. The reason for this is that an effect of excellent emulsion stability is achieved. Examples of the nonionic surfactant having an HLB of less than 10 include glycerin monostearate and sorbitan monostearate. Examples of the nonionic surfactant having an HLB of 10 or more include polyoxyethylene (20) sorbitan monostearate.

The blending ratio of the nonionic surfactant having an HLB of less than 10 to the nonionic surfactant having an HLB of 10 or more is 1:10 to 10:1 by weight, more preferably 1:5 to 5:1. When the amount of the nonionic surfactant having an HLB of less than 10 is less than 0.1 times the amount of the nonionic surfactant having an HLB of 10 or more than 10 times the amount of the nonionic surfactant having an HLB of 10 or more, the emulsion stability is poor. Examples of the commercial products of the component (f) include glycerin monostearate (HLB; 3.0) (SUNSOFT No.2500-C manufactured by Taiyo Kagaku Co., ltd.), polyoxyethylene (20 moles) sorbitan monostearate (HLB; 14.9) (TOHO Chemical Industry Co., ltd. "SORBON T-60") and the like.

[ component (g) ]

The component (g) of the second invention is water, and water generally used for cosmetics, medicines, and the like can be used. For example, ion-exchanged water, purified water, or the like can be used.

(component ratio in the second invention)

In the second aspect of the present invention, the content of the component (a) is set to 0.1 to 25% by mass, based on 100% by mass of the total mass of the component (a), the component (b), the component (e), the component (f) and the component (g). When the content of the component (a) is less than 0.1% by mass, the adhesion and the degree of non-whitening of the sunscreen cosmetic are insufficient, and thus 0.1% by mass or more, preferably 0.5% by mass or more, more preferably 1% by mass or more, and particularly preferably 2% by mass or more. Further, when the content of the component (a) is more than 25 mass%, the tackiness is long, and therefore, the content is 25 mass% or less, preferably 20 mass% or less, more preferably 15 mass% or less, and particularly preferably 10 mass% or less.

In the second aspect of the present invention, the content of the component (b) is set to 0.01 to 3% by mass, based on 100% by mass of the total mass of the component (a), the component (b), the component (e), the component (f) and the component (g). When the content of the component (b) is less than 0.01 mass%, the adhesion of the sunscreen cosmetic is insufficient, and thus is set to 0.01 mass% or more. When the content of the component (b) is more than 3 mass%, the composition is tacky for a long period of time, and is therefore 3 mass% or less, preferably 2 mass% or less, and more preferably 0.5 mass% or less.

In the second aspect of the present invention, the content of the component (e) is set to 1 to 50% by mass, based on 100% by mass of the total mass of the component (a), the component (b), the component (e), the component (f) and the component (g). When the content of the component (e) is less than 1% by mass, the degree of adhesion and non-whitening of the sunscreen cosmetic is insufficient, and thus 1% by mass or more, preferably 3% by mass or more, and more preferably 10% by mass or more. When the content of the component (e) is more than 50% by mass, the composition is tacky for a long period of time, and thus is 50% by mass or less, preferably 30% by mass or less, and more preferably 20% by mass or less.

In the second aspect of the present invention, the content of the component (f) is 1 to 10% by mass, based on 100% by mass of the total mass of the component (a), the component (b), the component (e), the component (f) and the component (g). When the content of the component (f) is less than 1% by mass, the adhesion of the sunscreen cosmetic is insufficient, and thus 1% by mass or more, preferably 2% by mass or more, and more preferably 4% by mass or more. When the content of the component (f) is more than 10 mass%, the composition is tacky for a long time, and thus is 10 mass% or less, preferably 8 mass% or less, and more preferably 6 mass% or less.

The content of the component (g) is the remainder obtained by subtracting the total content of the component (a), the component (b), the component (e) and the component (f) from 100 mass%.

In the present invention, the mass ratio ((b)/(a)) of the component (b) to the component (a) is set to 1/100 to 1/5. When ((b)/(a)) is less than 1/100, the adhesion of the sunscreen cosmetic is poor, and thus 1/100 or more. Further, since the adhesive is tacky when ((b)/(a)) is more than 1/5, it is 1/5 or less, preferably 1/10, more preferably 1/50.

In addition to the components (a), (b) and (e) to (g), other components may be further added to the emulsified cosmetic composition of the second invention within a range where the effects of the invention are not impaired. As other optional components, alcohols, saccharides, polysaccharides, amino acids, various surfactants, organic salts, inorganic salts, pH adjusters, chelating agents, antioxidants, bactericides, blood flow promoters, anti-inflammatory agents, ultraviolet absorbers, ultraviolet scattering agents, vitamins, pigments, perfumes, and the like can be blended appropriately.

Examples

Hereinafter, the present invention will be described in more detail with reference to examples and comparative examples, but the present invention is not limited thereto.

(embodiment of the first invention)

Synthesis examples a1, a2, a3, a '1, a'2, a '3, a'4

1 mol of the alcohol shown in Table 1 and 0.1 mass% of potassium hydroxide as a catalyst relative to the final weight of the alkylene oxide derivative were added to the autoclave, and after replacing the air in the autoclave with dry nitrogen, the catalyst was completely dissolved at 110℃with stirring. Next, a mixed solution of p×l moles of propylene oxide and p×m moles of ethylene oxide was dropped from the dropping apparatus using the dropping apparatus. After the completion of the dropwise addition, the reaction was carried out at 110℃for 3 hours. Then, p×n moles of butene oxide were added dropwise from the dropping apparatus into the autoclave. After the completion of the dropwise addition, the reaction was carried out at 110℃for 2 hours. Then, the reaction product was taken out of the autoclave and neutralized with hydrochloric acid to a pH of 6 to 7, and dehydrated at-0.095 MPa (50 mmHg) and 100℃for 1 hour to remove the water contained therein. Further, in order to remove the neutralized salt generated by dehydration, the compounds of synthesis examples a1, a2, a3, a '1, a'2, a '3, a'4 were obtained by filtration.

Synthesis example a4

To the autoclave were added 1 mol of glycerol and 0.1 mass% of potassium hydroxide as a catalyst relative to the final weight of the alkylene oxide derivative, and after replacing the air in the autoclave with dry nitrogen, the catalyst was completely dissolved at 110 ℃ while stirring. Next, a mixed solution of 3 moles of butene oxide and 3 moles of ethylene oxide was dropped from the dropping apparatus using the dropping apparatus. After the completion of the dropwise addition, the reaction was carried out at 110℃for 3 hours. Then, 1.5 mol of butene oxide was added dropwise from the dropping apparatus into the autoclave. After the completion of the dropwise addition, the reaction was carried out at 110℃for 2 hours. Then, the reaction product was taken out of the autoclave and neutralized with hydrochloric acid to a pH of 6 to 7, and dehydrated at-0.095 MPa (50 mmHg) and 100℃for 1 hour to remove the water contained therein. Further, in order to remove the neutralized salt formed by dehydration, filtration was performed to obtain the compound of synthesis example a 4.

Synthesis example a5

1 mol of sucrose and 0.1 mass% of potassium hydroxide as a catalyst relative to the final weight of the alkylene oxide derivative were added to the autoclave, and after replacing the air in the autoclave with dry nitrogen, the catalyst was completely dissolved at 110℃with stirring. Next, 48 moles of propylene oxide was added dropwise from the dropping apparatus using the dropping apparatus. The reaction was carried out for 2 hours after the completion of the dropwise addition. Then, 10 moles of ethylene oxide was added dropwise from the dropping apparatus. After the completion of the dropwise addition, the reaction was carried out at 110℃for 1 hour. Then, 8 moles of butene oxide was added dropwise from the dropping apparatus into the autoclave. After the completion of the dropwise addition, the reaction was carried out at 110℃for 2 hours. Then, the reaction product was taken out of the autoclave and neutralized with hydrochloric acid to a pH of 6 to 7, and dehydrated at-0.095 MPa (50 mmHg) and 100℃for 1 hour to remove the water contained therein. Further, in order to remove the neutralized salt formed by dehydration, filtration was performed to obtain the compound of synthesis example a 5.

Synthesis examples b1, b2 and b3

1 mol of the alcohol shown in Table 2 and 0.1 mass% of potassium hydroxide as a catalyst relative to the final weight of the alkylene oxide derivative were added to the autoclave, and after replacing the air in the autoclave with dry nitrogen, the catalyst was completely dissolved at 110℃with stirring. Next, a mixed solution of q×x moles of propylene oxide and q×y moles of ethylene oxide was dropped from the dropping apparatus using the dropping apparatus. After the completion of the dropwise addition, the reaction was carried out at 110℃for 3 hours. Then, the reaction product was taken out of the autoclave and neutralized with hydrochloric acid to a pH of 6 to 7, and dehydrated at-0.095 MPa (50 mmHg) and 100℃for 1 hour to remove the water contained therein. Further, in order to remove the neutralized salt produced by dehydration, filtration was performed to obtain the compounds of synthesis examples b1, b2, and b 3.

Synthesis example b'1

1 mol of sorbitol and 0.1 mass% of potassium hydroxide as a catalyst relative to the final weight of the alkylene oxide derivative were added to the autoclave, and after replacing the air in the autoclave with dry nitrogen, the catalyst was completely dissolved at 110℃with stirring. Next, 12 moles of propylene oxide was added dropwise from the dropping apparatus using the dropping apparatus. The reaction was carried out for 2 hours after the completion of the dropwise addition. Then, the reaction product was taken out of the autoclave and neutralized with hydrochloric acid to a pH of 6 to 7, and dehydrated at-0.095 MPa (50 mmHg) and 100℃for 1 hour to remove the water contained therein. Further, in order to remove the neutralized salt formed by dehydration, filtration was performed to obtain the compound of synthesis example b' 1.

Synthesis example b'2

To the autoclave were added 1 mol of glycerol and 0.1 mass% of potassium hydroxide as a catalyst relative to the final weight of the ethylene oxide derivative, and after replacing the air in the autoclave with dry nitrogen, the catalyst was completely dissolved at 110 ℃ while stirring. Next, 12 moles of ethylene oxide was added dropwise from the dropping apparatus using the dropping apparatus. The reaction was carried out for 2 hours after the completion of the dropwise addition. Then, the reaction product was taken out of the autoclave and neutralized with hydrochloric acid to a pH of 6 to 7, and dehydrated at-0.095 MPa (50 mmHg) and 100℃for 1 hour to remove the water contained therein. Further, in order to remove the neutralized salt formed by dehydration, filtration was performed to obtain the compound of synthesis example b' 2.

Preparation method of evaluation cosmetic

(1) When arginine is used, a 10% aqueous solution is prepared in advance.

(2) While mixing the component (d) (ion-exchanged water) with a dispersing mixer, the component (c) was gradually added in small amounts and dissolved.

(3) Then, the component (a) or (a '), the component (b) or (b'), and other components are added and stirred until uniform.

< evaluation method >)

The use feeling test was performed on 20 men who self-felt oily skin. 1.0g of the prepared cosmetic was taken in the hand and applied to the entire face, and for the following 4 items, 4-grade evaluations of 0 to 3 points were performed by each tester by the following absolute evaluation.

(1) Fresh feel during coating

(2) Wearing mask for 6 hours after coating, and picking up moistening feeling after 5 minutes

(3) Skin oil after wearing mask for 6 hours after coating

(4) Degree of non-tackiness after wearing mask for 6 hours after coating

For each item, 5 grades from AA to D were classified based on the total of the scores, and AA, a, and B were qualified.

Further, for the evaluation after wearing the masks of (2), (3) and (4), a pleated nonwoven fabric mask (material: polypropylene, manufactured by Tamagawa-Eizai co., ltd.) was used, and the evaluation was carried out after being worn in a room at 25 ℃ and humidity of 70% rh for 6 hours.

< final evaluation based on the aggregate of absolute scores >

AA: the total score is 50 to 60 points

A: the total score is 40 to 49 points

B: the total score is 30 to 39 points

C: the total of the scores is 20 to 29 points

D: the total of the scores is less than 20 points

(1) Fresh feel during coating

(absolute evaluation criterion)

(score): (evaluation)

3: the refreshing feeling at the time of coating is excellent

2: the coating gives a good refreshing feel

1: hardly feel refreshing feeling at the time of coating

0: no refreshing feeling at the time of coating is felt at all

(absolute evaluation criterion)

(score): (evaluation)

3: excellent moisturizing feeling

2: good sense of moisture

1: hardly feel moist

0: the sense of moistening is not felt at all

(3) Skin oil after wearing mask for 6 hours after coating

(score): (evaluation)

3: no oily light is felt at all

2: hardly feel oily light

1: how much can feel oily light

0: can feel oily light

(4) Degree of tack-free after 6 hours of wearing mask after coating

(score): (evaluation)

3: no stickiness is felt at all

2: hardly felt sticky

1: how much can feel tacky

0: can feel sticky

Examples 1 to 6 and comparative examples 1 to 11 >

Cosmetics were prepared and evaluated by the above method. The formulations and results are shown in tables 3, 4, and 5. In addition, all formulations were prepared in an amount of 100 g.

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TABLE 3

TABLE 3 Table 3

TABLE 4

TABLE 4 Table 4

TABLE 5

As shown in table 3, in examples 1 to 6, the touch feeling was fresh at the time of application, the moist feeling after the mask was worn for a long time and removed was excellent, and the oily and sticky feeling of the person wearing the oily skin after the mask was able to be suppressed for a long time.

On the other hand, in comparative examples 1 to 11, no sufficient effect was obtained.

That is, in comparative examples 1 to 4, the effect of the present invention was not satisfied at the same time because the comparative component (a') having a structure outside the range of the component (a) of the present invention was included.

In comparative examples 5 and 6, the effect of the present invention was not satisfied at the same time because the comparative component (b') having a structure outside the range of the component (b) of the present invention was included.

In comparative example 7, the component (b) was not contained, and therefore, the refreshing feeling at the time of application, the moist feeling after removal of the mask, and the degree of non-tackiness after wearing the mask were poor.

In comparative example 8, b/a was greater than 1/5, so that the feeling of freshness at the time of application, the feeling of moisturization after removal of the mask, and the degree of non-tackiness after wearing the mask were poor.

In comparative example 9, the contents of the component (a) and the component (b) were 25 mass% and were each more than 3 mass%, so that all effects were insufficient.

In comparative example 10, the component (a) was not contained, so that the refreshing feeling at the time of application, the moist feeling after removal of the mask, and the degree of non-tackiness after wearing the mask were poor.

In comparative example 11, the component (c) was not contained, and therefore, the refreshing feeling at the time of application, the moist feeling after removal of the mask, and the degree of no oily light after wearing the mask were poor.

(embodiment of the second invention)

Synthesis examples a1, a2, a3, a '1, a'2, a '3, a'4

1 mol of the alcohol shown in Table 6 and 0.1 mass% of potassium hydroxide as a catalyst relative to the final weight of the alkylene oxide derivative were added to the autoclave, and after replacing the air in the autoclave with dry nitrogen, the catalyst was completely dissolved at 110℃with stirring. Next, a mixed solution of p×l moles of propylene oxide and p×m moles of ethylene oxide was dropped from the dropping apparatus using the dropping apparatus. After the completion of the dropwise addition, the reaction was carried out at 110℃for 3 hours. Then, p×n moles of butene oxide were added dropwise from the dropping apparatus into the autoclave. After the completion of the dropwise addition, the reaction was carried out at 110℃for 2 hours. Then, the reaction product was taken out of the autoclave and neutralized with hydrochloric acid to a pH of 6 to 7, and dehydrated at-0.095 MPa (50 mmHg) and 100℃for 1 hour to remove the water contained therein. Further, in order to remove the neutralized salt generated by dehydration, the compounds of synthesis examples a1, a2, a3, a '1, a'2, a '3, a'4 were obtained by filtration.

Synthesis example a4

Synthesis example a5

1 mol of sucrose and 0.1 mass% of potassium hydroxide as a catalyst relative to the final weight of the alkylene oxide derivative were added to the autoclave, and after replacing the air in the autoclave with dry nitrogen, the catalyst was completely dissolved at 110℃with stirring. Next, 48 moles of propylene oxide was added dropwise from the dropping apparatus using the dropping apparatus. After the completion of the dropwise addition, the reaction was carried out for 2 hours. Then, 10 moles of ethylene oxide was added dropwise from the dropping apparatus. After the completion of the dropwise addition, the reaction was carried out at 110℃for 1 hour. Then, 8 moles of butene oxide was added dropwise from the dropping apparatus into the autoclave. After the completion of the dropwise addition, the reaction was carried out at 110℃for 2 hours. Then, the reaction product was taken out of the autoclave and neutralized with hydrochloric acid to a pH of 6 to 7, and dehydrated at-0.095 MPa (50 mmHg) and 100℃for 1 hour to remove the water contained therein. Further, in order to remove the neutralized salt formed by dehydration, filtration was performed to obtain the compound of synthesis example a 5.

Synthesis examples b1, b2 and b3

1 mol of the alcohol shown in Table 7 and 0.1 mass% of potassium hydroxide as a catalyst relative to the final weight of the alkylene oxide derivative were added to the autoclave, and after replacing the air in the autoclave with dry nitrogen, the catalyst was completely dissolved at 110℃with stirring. Next, a mixed solution of q×x moles of propylene oxide and q×y moles of ethylene oxide was dropped from the dropping apparatus using the dropping apparatus. After the completion of the dropwise addition, the reaction was carried out at 110℃for 3 hours. Then, the reaction product was taken out of the autoclave and neutralized with hydrochloric acid to a pH of 6 to 7, and dehydrated at-0.095 MPa (50 mmHg) and 100℃for 1 hour to remove the water contained therein. Further, in order to remove the neutralized salt produced by dehydration, filtration was performed to obtain the compounds of synthesis examples b1, b2, and b 3.

Synthesis example b'1

1 mol of sorbitol and 0.1 mass% of potassium hydroxide as a catalyst relative to the final weight of the alkylene oxide derivative were added to the autoclave, and after replacing the air in the autoclave with dry nitrogen, the catalyst was completely dissolved at 110℃with stirring. Next, 12 moles of propylene oxide was added dropwise from the dropping apparatus using the dropping apparatus. After the completion of the dropwise addition, the reaction was carried out for 2 hours. Then, the reaction product was taken out of the autoclave and neutralized with hydrochloric acid to a pH of 6 to 7, and dehydrated at-0.095 MPa (50 mmHg) and 100℃for 1 hour to remove the water contained therein. Further, in order to remove the neutralized salt formed by dehydration, filtration was performed to obtain the compound of synthesis example b' 1.

Synthesis example b'2

To the autoclave were added 1 mol of glycerol and 0.1 mass% of potassium hydroxide as a catalyst relative to the final weight of the ethylene oxide derivative, and after replacing the air in the autoclave with dry nitrogen, the catalyst was completely dissolved at 110 ℃ while stirring. Next, 12 moles of ethylene oxide was added dropwise from the dropping apparatus using the dropping apparatus. After the completion of the dropwise addition, the reaction was carried out for 2 hours. Then, the reaction product was taken out of the autoclave and neutralized with hydrochloric acid to a pH of 6 to 7, and dehydrated at-0.095 MPa (50 mmHg) and 100℃for 1 hour to remove the water contained therein. Further, in order to remove the neutralized salt formed by dehydration, filtration was performed to obtain the compound of synthesis example b' 2.

Preparation method of emulsion cosmetic

(1) The oil phase composed of the behenyl alcohol in component (e), component (f) and the common component was mixed with the aqueous phase composed of the propylene glycol, glycerol and water (component (g)) in the common component at 80 ℃.

(2) The oil phase prepared in (1) was mixed with the water phase (3000 rpm, 5 minutes) at 80℃using a homomixer.

(3) The mixture was cooled, then component (a) and component (b) were added to the mixture, and stirred until uniform.

< evaluation method >)

20 professional testers were allowed to conduct the use sense test. 0.5g of the prepared emulsified cosmetic was applied to the face by hand, and the following absolute evaluation was made by each tester and evaluated on 4 grades of 0 to 3, with respect to (1) the degree of non-tackiness at the time of application, (2) the adhesiveness of the sunscreen cosmetic, and (3) the degree of non-whitening of the sunscreen cosmetic. Further, the scores were classified into 5 grades of AA to D based on the total of the scores, and AA, a, and B were qualified.

< final evaluation based on the aggregate of absolute scores >

AA: the total score is 50 to 60 points

A: the total score is 40 to 49 points

B: the total score is 30 to 39 points

C: the total of the scores is 20 to 29 points

D: the total of the scores is less than 20 points

(1) Degree of non-tackiness upon coating

The degree of tackiness at the time of applying the prepared emulsified cosmetic to the face and allowing it to fuse was evaluated by sensory evaluation and according to the following evaluation criteria.

(absolute evaluation criterion)

(score): (evaluation)

3: coating is not sticky

2: the coating is not sticky

1: slightly felt tacky on application

0: feel tacky when applied

(2) Adhesion of sunscreen cosmetics

After the prepared emulsified cosmetic was applied to the face and allowed to adhere, 0.5g of a commercially available sunscreen cosmetic (Shiseido Company, limited, anessa Perfect UV skin care milk N) was applied, and the adhesion of the sunscreen cosmetic to the face (the degree of adhesion) was evaluated according to the following criteria.

(absolute evaluation criterion)

(score): (evaluation)

3: excellent adhesion (good degree of adhesion)

2: good adhesion (good degree of bonding)

1: almost no adhesion (good degree of adhesion) was perceived

0: no adhesion was felt at all (good degree of fitting)

(3) Degree of non-whitening of sunscreen cosmetics

The emulsified cosmetic thus prepared was visually evaluated for whitening (blushing) when 0.5g of a commercially available sunscreen cosmetic (Shiseido Company, limited, anessa Perfect UV skin care milk N) was applied to the face and allowed to adhere thereto according to the following criteria.

(score): (evaluation)

3: no blushing at all

2: hardly see blushing

1: how much is seen as blushing

0: see whitening of

Examples 1 to 6 and comparative examples 1 to 11 >

Cosmetics were prepared and evaluated by the above method. The formulations and results are shown in tables 8, 9 and 10. In addition, all formulations were prepared in an amount of 100 g.

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TABLE 10

Table 10

Examples 1 to 6 were all excellent in the degree of adhesion of a sunscreen cosmetic and whitening of a sunscreen cosmetic, without being sticky at the time of application.

On the other hand, in comparative examples 1 to 13, no sufficient effect was obtained.

In comparative example 7, since the component (b) was not contained, the adhesion of the sunscreen cosmetic was low.

In comparative example 8, since (b/a) was more than 1/5, it was sticky.

In comparative example 9, the contents of the component (a) and the component (b) were 25% by mass, respectively, and were all greater than 3% by mass, and thus were tacky.

In comparative example 10, the effect of the present invention was not satisfied at the same time because the component (a) was not contained.

In comparative example 11, the component (e) and the component (f) were not contained, and therefore, the adhesion and the non-whitening degree of the sunscreen cosmetic were poor.

In comparative example 12, the component (e) was not contained, and therefore, the degree of non-tackiness at the time of application and the degree of non-whitening of the sunscreen cosmetic were poor.

In example 2, the ratio of component (f) was set to 0, and as a result, the components were separated, and an emulsified cosmetic could not be prepared.

Claims

1. A skin cosmetic comprising 0.1 to 25% by mass of the following component (a), 0.01 to 3% by mass of the following component (b), 0.1 to 25% by mass of the following component (c) and the following component (d), wherein the mass ratio ((b)/(a)) of the component (b) to the component (a) is 1/100 to 1/5:

(a) Polyalkylene oxide derivatives represented by the following formula (1),

Z-[O(AO) _l (EO) _m (BO) _n -H] _p …(1)

in the formula (1), the components are as follows,

p is the valence of the alcohol, 3 to 9,

(b) An alkylene oxide derivative represented by the following formula (2),

R-[(PO) _x (EO) _y ] _q -H…(2)

in the formula (2), the amino acid sequence of the compound,

q is the valence of the alcohol, is 2 or more and 3 or less,

PO is an oxypropylene group and the group,

EO is an oxyethylene group and the like,

(c) A polyhydric alcohol having 2 to 6 carbon atoms;

(d) And (3) water.

2. An emulsified cosmetic composition comprising 0.1 to 25% by mass of the following component (a), 0.01 to 3% by mass of the following component (b), 1 to 50% by mass of the following component (e), 1 to 10% by mass of the following component (f) and the following component (g), wherein the mass ratio ((b)/(a)) of the component (b) to the component (a) is 1/100 to 1/5:

(a) Polyalkylene oxide derivatives represented by the following formula (1),

Z-[O(AO) _l (EO) _m (BO) _n -H] _p …(1)

in the formula (1), the components are as follows,

p is the valence of the alcohol, 3 to 9,

(b) An alkylene oxide derivative represented by the following formula (2),

R-[(PO) _x (EO) _y ] _q -H…(2)

in the formula (2), the amino acid sequence of the compound,

q is the valence of the alcohol, is 2 or more and 3 or less,

PO is an oxypropylene group and the group,

EO is an oxyethylene group and the like,

(e) Oiling agent;

(f) A nonionic surfactant;

(g) And (3) water.