JPH0592910A - Cosmetic base material - Google Patents

Abstract

(57) [Summary] [Structure] A cosmetic base material comprising a vinyl-based polymer containing a vinyl-based unit having a peptide or amino acid represented by the general formula (I) introduced therein. [Chemical 1] [In the formula, _{1 to} 2 of R _{1 to} R ₄ are -A-peptides or -A-amino acids, and the rest are hydrogen, methyl groups, phenyl groups, carboxyl groups or salts thereof, and carboxylic acid having 1 to 1 carbon atoms. An alkyl ester of 6 or a carboxylic acid amide. The above A is a group containing at least one of carbon, hydrogen, nitrogen, oxygen, sulfur and silicon]. [Effect] The above-mentioned cosmetic base material can be used as a gelling agent, a thickening agent, a setting agent and a filming agent which are safe and have less strange feeling, and also has an action of protecting hair and skin.

Description

Detailed Description of the Invention

[0001]

FIELD OF THE INVENTION This invention relates to cosmetic substrates. More specifically, the present invention relates to a cosmetic base material comprising a specific vinyl polymer having a peptide or amino acid introduced therein.

[0002]

BACKGROUND ART Conventionally, as thickeners and gelling agents for cosmetics, acrylic acid polymers such as polyacrylic acid and polyacrylic acid ester, similar methacrylic acid polymers, and further sodium polystyrene sulfonate are used. Was used.

[0003]

However, although they act as thickeners and gelling agents, they are synthetic polymers, so they are not well adapted to the hair and skin, and are not suitable for the hair and skin. There was a problem of giving a strange feeling.

The present invention has the following general formula (I):

[0004]

[Chemical 2]

[In the formula, _1-2 of R ₁ , R ₂ , R ₃ and R ₄ are -A-peptide or -A-amino acid, and the rest are hydrogen, methyl group, phenyl group and carboxyl group. Alternatively, it is a salt thereof, an alkyl ester of a carboxylic acid having 1 to 6 carbon atoms, or a carboxylic acid amide. Above A is
A group containing at least one of carbon, hydrogen, nitrogen, oxygen, sulfur and silicon]

A vinyl polymer containing a vinyl unit having a peptide or amino acid introduced therein, represented by
It can be suitably used as a thickening agent, gelling agent, setting agent, film agent, and with the introduced peptide or amino acid, it is adsorbed to the hair to protect the hair, restore damaged hair, and to the skin. It has been completed by finding that it has affinity, moisturizes and glosses hair and skin, smoothes the skin, is highly safe, and has little discomfort. ..

The above vinyl-based polymer can be produced by polymerizing a vinyl-based monomer into which a peptide or an amino acid has been introduced in advance. Alternatively, the vinyl-based monomer is polymerized to obtain a polymer, and then the peptide is added to the polymer. Alternatively, it can be produced by introducing an amino acid.

When the above vinyl polymer is produced by polymerizing a vinyl monomer into which a peptide or amino acid has been introduced in advance, only the above vinyl monomer into which the peptide or amino acid has been introduced may be polymerized. You may polymerize the vinyl type monomer which introduce | transduced the peptide or the amino acid, and the vinyl type monomer which does not introduce the peptide or the amino acid.

When the peptide or amino acid is introduced into the polymer after the vinyl monomer is polymerized, the peptide or amino acid may be introduced into each vinyl unit, or the peptide or amino acid may be partially introduced. May be introduced.

As the vinyl-based monomer, when the vinyl-based monomer is represented by R ₅ R ₆ C = CR ₇ R ₈ , R ₅ ,
1 to 2 of R ₆ , R ₇ and R ₈ are shown below, and the rest are hydrogen, methyl group, phenyl group, carboxyl group or salt thereof, and carboxylic acid having 1 to 6 carbon atoms.
The alkyl ester or carboxylic acid amide of

Phenyl group, phenylcarboxylic acid, carboxyl group or salt thereof, OH, OCOR ₉ (R ₉ is alkyl group having 1 to 5 carbon atoms) Alkyl ester or benzyl ester of carboxylic acid having 1 to 6 carbon atoms

Carboxylic acid esters, for example -CO
_{2 -B-NR 10 R 11,} -CO 2 -B-N + R 12 R 13 R 14
Y ⁻ etc. In the above, B is alkylene or hydroxyalkylene having 1 to 5 carbon atoms, and R _{10 to} R ₁₄ are hydrogen, an alkyl group having 1 to 22 carbon atoms, an alkylene group, a hydroxyalkyl group, a benzyl group or those A polyalkylene oxide having 1 to 20 carbon atoms and 2 to 5 carbon atoms is contained between the nitrogen atom and the nitrogen atom. Y is OH or halogen.

Carboxamides, eg, -CON
R ₁₅ R _16, in the like _{-CONH-D-NR 17 R 18} , R 15 ~R 18 is as defined above R ₁₀ ~R _14, D is alkylene or hydroxyalkylene of 2 to 5 carbon atoms.

Pyrrolidone amines, ammoniums such as —E—NR _{19
^{R 20, -E-N + R}} 21 R 22 R 23 Z - like

[0015]

[Chemical 3]

[0016]

[Chemical 4]

[0017]

[Chemical 5]

[0018]

[Chemical 6]

In the above, E is an alkylene having 1 to 10 carbon atoms, hydroxyalkylene or an ether bond therein, and R _{19 to} R ₂₃ are the above R _{10 to} R.
Same as ₁₄ . Z is OH or halogen, R ₂₄
To R ₂₅ are alkyl groups having 1 to 5 carbon atoms.

Sulfonic acid or its salts, for example:
_{SO 3 X, -E-SO 3} X , etc.

[0021]

[Chemical 7]

In the above, X is H, Na, K, Li,
It is Ca / 2, Mg / 2, ammonia, an organic amine or ammonium, and E is an alkylene having 1 to 5 carbon atoms. Cyclic quaternary ammonium

Specific examples of the vinyl-based monomer described above include
It is as follows when illustrated according to. Acrylic acid, methacrylic acid, maleic acid, maleic anhydride, fumaric acid, cinnamic acid, crotonic acid, styrene,
Vinyl benzoic acid, vinyl acetate, etc.Ethyl acrylate, propyl acrylate, butyl acrylate, methyl acrylate, ethyl methacrylate, propyl methacrylate, butyl methacrylate, methyl methacrylate, and others, methyl, propyl of the above acids,
Butyl ester, etc.

Dimethylaminoethyl methacrylate, diethylaminoethyl methacrylate, dimethylaminoethyl acrylate, diethylaminoethyl acrylate, dimethylaminopropyl acrylate, trimethylammonioethyl methacrylate, triethylammonioethyl methacrylate, trimethylammonioethyl acrylate, trimethylammoniopropyl acrylate, etc. ,

[0025] dimethylaminopropyl methacrylamide, dimethylaminopropyl acrylamide, etc., vinylpyrrolidone, etc.

Dimethylallylamine, trimethylallylamine chloride, 4-vinylpyridine, 2-vinylpyridine, 4-vinylmethylpyridinium chloride, 2-vinylmethylpyridinium chloride, etc. vinylsulfonic acid, styrenesulfonic acid, allylsulfonic acid, etc. diallyl chloride Dimethyl ammonium, etc.

Next, the peptide or amino acid will be described. In the present invention, a peptide when referred to as a peptide or an amino acid includes not only the peptide itself but also a peptide derivative. As the peptide itself, a peptide obtained by hydrolyzing a naturally occurring protein with an acid, an alkali or an enzyme is used.

Animal proteins and plant proteins are used as the above-mentioned naturally occurring proteins. Examples of the animal protein include collagen or a modified product thereof such as gelatin, keratin, silk, casein, shellfish conchiolin such as akoya shellfish and glass shellfish, and protein of egg white and egg yolk.

Examples of the vegetable protein include shells,
Proteins such as beans, seeds, potatoes, buckwheat (buckwheat), and seaweeds can be mentioned, and specifically, for example, wheat, pigeon barley (pigeon barley), rye, oats (oat barley), rice bran, corn, soybean, Almonds, cashew nuts, sesame (sesame), peanuts, potatoes, sweet potatoes, sweet potatoes, Kyoto potatoes, konjac potatoes, mountain potatoes, soba, wakame (wakafu), amanori (sweet laver), sardines (rock laver), kawanori ( Examples include plant proteins obtained from plants such as river laver) and matsumo (pine algae) or processed products thereof. Furthermore, complex proteins containing sugars, phosphates, fats and the like can also be used.

Peptides obtained by hydrolyzing these proteins have a chemical structure similar to that of the horny layer of hair or skin, and are adsorbed to hair by its amino group, carboxyl group, or side chain of various amino acids. , Has the effect of protecting hair and recovering damaged hair, and has an affinity for the skin, making it easy to adapt to the skin,
It imparts moisturizing properties to hair and skin, smoothes the skin, and is derived from natural proteins.
It has the characteristics of low irritation to the skin, high safety, and low discomfort.

The above-mentioned peptide is composed of amino acids bound by an amide bond. The constituent amino acids include, for example, alanine, glycine, valine, leucine, isoleucine, proline, phenylalanine, tyrosine, serine, threonine. , Methionine, arginine,
Histidine, lysine, asparagine, aspartic acid,
Glutamine, glutamic acid, cystine, cysteine, tryptophan, hydroxyproline, hydroxylysine, O-phosphoserine and the like can be mentioned.

The above peptides have an average molecular weight of 10
The thing of about 0-5000 is preferable. Examples of the peptide derivative include an acylated product of the peptide or a salt thereof, a quaternary ammonium derivative of the peptide, an ester of the peptide, and the like.

As the amino acid, the same amino acids as those constituting the peptide are used, and this amino acid is not only the amino acid itself but also the acylated product of the amino acid or its salt or the fourth amino acid as in the case of the peptide. Amino acid derivatives such as quaternary ammonium derivatives and amino acid esters can be used.

The introduction of a peptide or amino acid into a vinyl-based monomer is carried out by using a substance which will form a group represented by A in the general formula (I) (referred to as intervening reaction substance),
It is carried out by reacting a vinyl monomer with a peptide or amino acid.

Typical examples of the group represented by A in the general formula (I) include -CO- and -C.
_{O 2 R 26 NH 2 CO- (} R 26 is ethylene, propylene,
Hydroxypropylene, etc.), —CO ₂ R ₂₇ —
(R ₂₇ is ethylene, propylene, hydroxypropylene, etc.), —R ₂₈ (R ₂₈ is methylene, ethylene, propylene, hydroxypropylene, etc.) and the like.

Specific examples of the intervening reactant which constitutes the group represented by A in the above general formula (I) are exemplified by acrylic acid chloride, methacrylic acid chloride, acrylic acid bromide and methacrylic acid. Bromide, maleic anhydride, maleic imide, 2
-Acryloyloxyethyl isocyanate, 2-methacryloyloxyethyl isocyanate, 2-acryloyloxypropyl isocyanate, 2-methacryloyloxypropyl isocyanate, 2-chloroethyl acrylate, 2-chloroethyl methacrylate, 3-chloropropyl acrylate, 3-chloropropyl methacrylate , Glycidyl acrylate, glycidyl methacrylate, 3-chloro-2-hydroxypropyl acrylate, 3-chloro-2-hydroxypropyl methacrylate, allyl chloride, methylallyl chloride,
Allyl bromide, methyl allyl bromide, etc. are mentioned.

In the above reaction, the active hydrogen portion of the peptide or amino acid contributes to the reaction. The reaction conditions will differ depending on the type of vinyl-based monomer, peptide or amino acid, intervening reactants, etc., but usually reaction is carried out for about 1 to 2 hours.

The polymerization of the vinyl-type monomer into which the peptide or amino acid is introduced as described above can be carried out by a polymerization method which is usually employed in the polymerization of vinyl-type monomers (so-called vinyl polymerization).

For example, radical polymerization, cation polymerization, anion polymerization and the like used in vinyl polymerization can be adopted. In particular, it is preferable to use radical polymerization that can be polymerized in an aqueous solution.

When a plurality of types of monomers are used, random polymerization, alternating copolymerization, block copolymerization, graft copolymerization and the like are possible by selecting the type of monomers and reaction conditions. It is also possible to synthesize a higher molecular weight polymer having a network structure by using a crosslinking agent having a structure having two or more vinyl groups in one molecule.

The obtained polymer preferably has an average molecular weight of about 10,000 to 5,000,000, and those having an average molecular weight of about 100,000 to 1,000,000 are acrylic acid-based polymers and methacrylic acid-based polymers. It can be used as a thickener, a gelling agent, a setting agent, a filming agent, etc., instead of a polymer or the like.

In the case of a vinyl polymer, it is relatively easy to control the molecular weight, and it is preferable to use a vinyl polymer having a relatively high molecular weight such as that used as a thickener, gelling agent, setting agent, film forming agent, etc. A polymer having a low molecular weight can be synthesized in an almost desired molecular weight range, and a cosmetic base material applicable to a wide range of applications can be obtained.

The vinyl unit in which the peptide or amino acid represented by the general formula (I) is introduced in the vinyl polymer is preferably 2 to 100% by weight in the polymer.

When a peptide or amino acid is introduced into a polymer obtained by polymerizing a vinyl-based monomer, the same reactive group as the above-mentioned intervening reactant is introduced into the monomer in advance, and after the polymerization, the peptide or the amino acid is removed. Or by introducing a reactive group similar to the above-mentioned intervening reactant into the polymer and reacting it with a peptide or amino acid to introduce the peptide or amino acid into the polymer. The molecular weight range and the preferable amount of the vinyl-based unit having the peptide or amino acid introduced in the polymer are the same as in the above case.

The cosmetic base material of the present invention comprising a vinyl polymer having in its structure a vinyl unit represented by the general formula (I) into which the above-mentioned peptide or amino acid is introduced is replaced by a conventional cosmetic compounding agent. Alternatively, it may be used in combination with conventional cosmetic compounding agents in various cosmetics. In particular, make cosmetics gel-like, mousse-like, or give cosmetics viscosity.
Alternatively, it is preferably used when it has a set property.

Examples of cosmetics in which the cosmetic base material of the present invention is blended are shampoo, hair rinse, split ends coat, permanent wave first agent, permanent wave second agent, hair cream, aerosol foam, and hair. Conditioner, hair styling, conditioning setting agent, set lotion,
Hair color, hair bleach, hair treatment, hair treatment rinse, liquid hair conditioner (lotion), hair spray, hair pack, hair tonic, hair cosmetics such as hair nourishing agent, lotion, after shave lotion

, Shaving foam, vanishing cream, cleansing cream, emollient cream,
Various creams such as cold cream, moisture cream, hand cream, facial cleanser, depilatory, face pack, emulsion, body shampoo, various soaps, lipstick, sunscreen lotion, nail polish, nail polish, nail enamel remover, makeup products, sunscreen. Various cosmetics such as articles can be mentioned. And as the blending amount, in the cosmetic composition,
It is preferable to set it to about 0.1 to 20% (hereinafter,% indicating the concentration indicates weight% unless otherwise specified).

Ingredients that can be added to the above cosmetics in combination with the cosmetic base material of the present invention include, for example, alkyl sulphates such as ammonium lauryl sulphate, ethanolamine lauryl sulphate, sodium lauryl sulphate and triethanolamine lauryl sulphate. Polyoxyethylene (2E
O) Lauri-Luthel sulfate triethanolamine (note that
EO is ethylene oxide, and the number before EO indicates the number of moles of ethylene oxide added), polyoxyethylene (3EO) alkyl (having 11 to 15 carbon atoms).

A mixture or a mixture of two or more kinds) polyoxyethylene alkyl ether sulfates such as sodium ether sulfate, sodium laurylbenzenesulfonate,
Alkylbenzene sulfonates such as laurylbenzene sulfonate triethanolamine, polyoxyethylene
(3EO) Polyoxyethylene alkyl ether acetate such as sodium tridecyl ether acetate, coconut oil fatty acid sarcosine sodium, lauroyl sarcosine triethanolamine, sodium lauroylmethyl-β-alanine, sodium lauroyl-L-glutamate, lauroyl-L-glutamic acid Triethanolamine, coconut oil fatty acid-sodium L-glutamate

N-acyl amino acid salts such as coconut oil fatty acid-L-glutamic acid triethanolamine, coconut oil fatty acid methyl taurine sodium, and lauroyl methyl taurine sodium, ether alkane sulfonate sodium, hydrogenated coconut oil fatty acid glycerin sodium sulfate,
Undecylenoylamide ethyl sulfosuccinate disodium salt, octylphenoxydiethoxyethyl sulfonate sodium salt, oleic acid amide sulfosuccinate disodium salt, dioctyl sodium sulfosuccinate salt,

Disodium lauryl rufosuccinate, polyoxyethylene alkyl (carbon number 12 to 15) ether phosphate (8 to 10 EO), sodium polyoxyethylene oleyl ether phosphate, sodium polyoxyethylene cetyl ether phosphate, polyoxyethylene Anionic surfactants such as disodium lauryl sulfosuccinate, sodium polyoxyethylene lauryl ether phosphate, sodium lauryl sulfoacetate and sodium tetradecene sulfonate, distearyl dimethy chloride

Lumonium, dipolyoxyethyleneoleylmethylammonium chloride, stearyldimethylbenzylammonium chloride, stearyltrimethylammonium chloride, cetyltrimethylammonium chloride, tri (polyoxyethylene) stearylammonium chloride,
Cationic surfactants such as polyoxypropylene methyl diethyl ammonium chloride, myristyl dimethyl benzyl ammonium chloride, lauryl trimethyl ammonium chloride, 2-alkyl-N-carboxymethyl-

N-hydroxyethylimidazolinium betaine, undecylhydroxyethylimidazolinium betaine sodium, undecyl-N-hydroxyethyl-N-carboxymethylimidazolinium betaine,
Stearyl dihydroxyethyl betaine, stearyl dimethylamino acetic acid betaine, coconut oil alkyl betaine,
Palm oil fatty acid amide propyl betaine, palm oil alkyl N-carboxyethyl-N-hydroxyethyl imidazolinium betaine sodium, palm oil alkyl N

-Carboxyethoxyethyl-N-carboxyethyl imidazolinium disodium hydroxide, coconut oil alkyl N-carboxymethoxyethyl-N
-Carboxymethyl imidazolinium disodium lauryl sulfate, amphoteric surfactants such as N-coconut oil fatty acid acyl L-arginine ethyl DL-pyrrolidone carboxylate, polyoxyethylene alkyl (having 12 to 14 carbon atoms)
Ether (7EO), polyoxyethylene octyl phenyl ether, polyoxyethylene oleyl ether

Polyoxyethylene glyceryl oleate, polyoxyethylene stearyl ether, polyoxyethylene cetyl ether, polyoxyethylene cetylstearyl diether, polyoxyethylene sorbitol lanolin (40EO), polyoxyethylene nonylphenyl ether, polyoxy Ethylene polyoxypropylene cetyl ether, polyoxyethylene polyoxypropylene decyl tetradecyl ether, polyoxyethylene lanolin, polyoxyethylene lanolin

Nonionic surfactants such as rucol, polyoxypropylene stearyl ether, cationized cellulose, cationized hydroxyethyl cellulose, poly (diallyldimethylammonium chloride), polyvinylpyridine, cationic polymers such as polyethyleneimine, amphoteric polymers, anions. Synthetic polymers such as organic polymers, isostearic acid diethanolamide, undecylenic acid monoethanolamide, oleic acid diethanolamide, cow fatty acid monoethanolamide, hardened cow

Fatty acid diethanolamide, stearic acid diethanolamide, stearic acid diethylaminoethylamide, stearic acid monoethanolamide, myristic acid diethanolamide, coconut oil fatty acid ethanolamide, coconut oil fatty acid diethanolamide, lauric acid isopropanolamide, lauric acid ethanolamide ,
Thickeners such as lauric acid diethanolamide and lanolin fatty acid diethanolamide, animal and plant extracts, polysaccharides or derivatives thereof, chain or cyclic methyl polysiloxane, methylphenyl polysiloxane, dimethyl polysiloxane polyethylene glycol copolymer, dimethyl polysiloxane Polypropylene copolymer

Amino-modified silicone oil, silicone oil such as quaternary ammonium-modified silicone oil, wetting agent such as propylene glycol, 1,3-butylene glycol, ethylene glycol, glycerin and polyethylene glycol, ethanol, methanol, propyl alcohol, Lower alcohols such as isopropyl alcohol, L-aspartic acid, sodium L-aspartate, DL-alanine, L-arginine, glycine, L
-Amino acids such as glutamic acid, L-cysteine and L-threonine can be mentioned.

[0059]

EXAMPLES Next, the present invention will be described more specifically with reference to examples. In addition, prior to the Examples, production examples of vinyl-based polymers containing a vinyl-based unit having the peptide or amino acid represented by the general formula (I) introduced therein, which is used as a cosmetic base material, will be shown.

Production Example 1 Collagen peptide having a concentration of 30% (average molecular weight: 500)
200 ml of water and 400 ml of isopropyl alcohol were added to 100 g of the aqueous solution, and 10 g of 2-methacryloyloxyethyl isocyanate was added dropwise little by little over 30 minutes with stirring at room temperature to carry out the reaction.

The reaction between 2-methacryloyloxyethyl isocyanate and the collagen peptide is as follows: CH ₂ ═C (CH ₃ ) CO ₂ CH ₂ CH ₂ NCO + NH ₂ -peptide → CH ₂ ═C (CH ₃ ). CO ₂ CH ₂ CH ₂ NHCONH-Peptide Since the amino group of the peptide reacts with the isocyanate group of 2-methacryloyloxyethyl isocyanate, the reaction rate can be determined by quantifying the amino group of the peptide by the Fanslake method. You can

After carrying out the reaction for 3 hours, the liquid temperature was raised to 30 ° C. and the reaction was terminated by further stirring for 1 hour. When the reaction rate was determined by quantifying the amino groups before and after the reaction by the Fanslake method, it was 98%. The reaction solution was concentrated under reduced pressure, isopropyl alcohol was distilled off, and the reaction solution was stored by cooling and used for the subsequent synthesis of the polymer.

To 1 liter of water was added 32 g of acrylic acid, 40 g of a 20% aqueous solution of the reaction product of the collagen peptide prepared above and 2-methacryloyloxyethyl isocyanate, and the mixture was mixed.
0.4 g of methylene bisacrylamide was added, and while warming and stirring at 80 ° C., 50 ml of a 2% aqueous solution of ammonium persulfate was added as a polymerization initiator to start the reaction (polymerization).

After 5 hours, the reaction solution was cooled to 30 ° C. to complete the reaction. The pH of the reaction solution was adjusted to 6 with sodium hydroxide, and 1 liter of water and 3 liter of isopropyl alcohol were added to precipitate the reaction product. The precipitate was washed, dehydrated and dried, and then pulverized to obtain 35 g of a reaction product powder.

When the molecular weight of this reaction product was measured by gel filtration, the average molecular weight was 480,000. Also,
Elemental analysis of the reaction product revealed that it had a nitrogen content of 3.58.
%, Carbon 37.06%, and since it contained nitrogen, it was confirmed that the reaction product was an acrylic acid-based polymer in which a collagen peptide was introduced.

Production Example 2 40 g of a 20% aqueous solution of the reaction product of 32 g of acrylic acid amide, the collagen peptide prepared in Production Example 1 and 2-methacryloyloxyethyl isocyanate in 2 liters of water.
Was added and mixed, 0.4 g of N, N-methylenebisacrylamide was added as a cross-linking agent, and the mixture was heated to 60 ° C.
Thereafter, in the same manner as in Production Example 1, 39 g of a reaction product powder
Got

When the molecular weight of the reaction product was measured by gel filtration, the average molecular weight was 600,000, and various amino acids contained in the collagen peptide were quantified by amino acid analysis of the reaction product. Was confirmed to be an acrylic acid amide-based heavy body having a collagen peptide introduced therein.

Production Example 3 8 g of ethyl acrylate, 4 g of methyl methacrylate and 20 g of acrylic acid were added to a mixture of 1.5 liters of water and 0.5 liter of isopropyl alcohol, the collagen peptide prepared in Production Example 1 and 2-methacryloyloxy. 40 g of a 20% aqueous solution of the reaction product with ethyl isocyanate was added and mixed, and glyceryl-tris (3
0.2 g of -acryloyloxy-2-hydroxypropyl) ether was added, and the mixture was heated to 70 ° C, and thereafter, Production Example 1
In the same manner as in the above, 31 g of powder of the reaction product was obtained.

When the molecular weight of the reaction product was measured by gel filtration, the average molecular weight was 450,000, and various amino acids contained in the collagen peptide were quantified by amino acid analysis of the reaction product. Was confirmed to be an ethyl acrylate / methyl methacrylate / acrylic acid type copolymer having a collagen peptide introduced therein.

Production Example 4 35 g of vinylpyrrolidone in 1 liter of water, 25 g of a 20% aqueous solution of the reaction product of the collagen peptide prepared in Production Example 1 and 2-methacryloyloxyethyl isocyanate.
Was added and mixed, and the mixture was heated to 80 ° C., and thereafter, when precipitating a reaction product, 4 liter of acetone was used instead of the mixture of 1 liter of water and 3 liter of isopropyl alcohol. In the same manner as in the above, 29 g of a powder of the reaction product was obtained.

When the molecular weight of the reaction product was measured by gel filtration, the average molecular weight was 330,000, and various amino acids contained in the collagen peptide were quantified by amino acid analysis of the reaction product. Was confirmed to be polyvinylpyrrolidone having a collagen peptide introduced therein.

Production Example 5 Soy protein peptide having a concentration of 25% (average molecular weight 100
0) 200 ml of water and 400 ml of isopropyl alcohol were added to 100 g of the aqueous solution, and 3.9 g of glycidyl acrylate was added dropwise little by little over 1 hour with stirring at room temperature to carry out the reaction. After completion of dropping, the reaction solution was heated to 45 ° C. and stirred for 1 hour.

In the reaction between glycidyl acrylate and soybean protein peptide, since the amino group of the peptide and the epoxy group of glycidyl acrylate react, the reaction rate was determined by the Fanslake method as in Production Example 1. Was 85%.

The reaction solution was concentrated under reduced pressure to remove isopropyl alcohol and stored by cooling. Thereafter, in the same manner as in Production Example 1, 32 g of a powder of an acrylic acid polymer into which a soybean protein peptide was introduced was obtained. It was Also, the same reaction product was obtained by using 3-chloro-2-hydroxypropyl acrylate instead of glycidyl acrylate.

Production Example 6 10 g of a crosslinked polyacrylic acid polymer (Carbopol 941 manufactured by Gutrich) was dispersed and dissolved in 200 ml of dioxane, and heated to 40 ° C. with stirring. 2.8 g of phosphorus trichloride was added dropwise to this. After completion of the dropping, the mixture was stirred at 40 ° C. for 6 hours, and concentrated the next day under reduced pressure.

The reaction solution was added dropwise to 400 g of an aqueous solution of keratin peptide (average molecular weight 2000) having a concentration of 30% at 50 ° C. while stirring little by little over 1 hour. 3 more
After stirring at 50 ° C for an hour, the mixture was allowed to stand until the next day, and 2 liters of water and 3 liters of isopropyl alcohol were added to the reaction solution to precipitate a reaction product. After washing and dehydrating the precipitate,
By pulverizing, 82 g of powder of the reaction product was obtained.

When the molecular weight of the reaction product was measured by gel filtration, the average molecular weight was 1,500,000. Moreover, when the elemental analysis of the reaction product was carried out, nitrogen was 10.8%,
It was confirmed that the reaction product was a crosslinked polyacrylic acid-based polymer into which a keratin peptide was introduced since it contained carbon at 43.2% and contained nitrogen.

Next, examples will be described. In the examples, a vinyl-based polymer containing a vinyl-based unit having the peptide or amino acid represented by the general formula (I) introduced in its structure is shown by a production example number, and the peptide or amino acid and the vinyl-based polymer are shown after the number. The type of coalescence is shown in parentheses. In addition, the blending amount is based on parts by weight, and except for the concentration shown in parentheses, the blending amount as a pure component is shown.

Example 1 (conditioning setting mousse) The conditioning setting mousse was prepared by blending the acrylic acid polymer into which the collagen peptide obtained in Production Example 1 was introduced. The composition was as shown below, and after preparation, it was enclosed in a mousse container.

Production Example 1 (collagen peptide, acrylic acid type) 1.50 Cationized cellulose 1.20 Polyoxyethylene (25) cetyl ether 0.10 Polyoxyethylene (40) Hydrogenated castor oil 0.05 Polyoxyethylene (15) Nonylphenyl ether 0.07 Amino-modified silicone (SM8702C, manufactured by Toray) 0.85 Perfume proper amount Purified water 86.23 Filling gas (propane / butane: 40/60) 10.00

The conditioning setting mousse of this Example 1 is superior in settability to the collagen peptide of Production Example 1 which does not contain the acrylic acid polymer into which the collagen peptide has been introduced. Compared to the conditioning setting mousse containing the same amount of polyacrylic acid instead of the introduced acrylic acid polymer, a non-greasy, natural-feeling set was obtained.

Example 2 (first agent for gel-like permanent wave) The first agent for gel-like permanent wave was prepared by mixing the acrylic acid amide polymer into which the collagen peptide obtained in Production Example 2 was introduced. .. The compounding composition is as shown below.

Production Example 2 (Collagen peptide, acrylic acid amide type) 1.5 Liquid paraffin 0.8 Polyoxyethylene (20) lanolin ether 1.2 Cetyltrimethylammonium chloride 0.6 Ammonium thioglycolate (50%) 12 0.0 Polyethylene glycol (25) Coconut oil Alkylamine 0.5 Monoethanolamine 0.7 Ammonia water (28%) pH 9.2 Purified water Total 100

The first gel type permanent waving agent of Example 2 was transparent and non-greasy, easy to wash, and had a good feel on hair and skin. When the acrylic acid amide polymer introduced with the collagen peptide of Production Example 2 was not blended, it naturally did not form a gel.

Example 3 (Hair Styling Gel) A hair styling gel was prepared by blending the ethyl acrylate / methyl methacrylate / acrylic acid copolymer into which the collagen peptide obtained in Production Example 3 was introduced. The compounding composition is as shown below.

Production Example 3 (Collagen Peptide, Ethyl Acrylate / Meth 1.2 Methyl Crylate / Acrylic Acid System) Lactic Acid Monoethanolamide 0.3 Soy Protein Hydrolyzate (Promois WS manufactured by Seiwa Kasei Co., Ltd.) 8 Preservative mixture (made by Seiwa Kasei Co., Seicept) 1.5 Perfume proper amount Purified water Total 100

In the hair styling gel of Example 3, the same amount of sodium polystyrene sulfonate was blended instead of the ethyl acrylate / methyl methacrylate / acrylic acid type copolymer in which the collagen peptide of Production Example 3 was introduced. Compared to the hair styling mousse, it had less stickiness, dried faster, was lighter, and had better setting power.

Example 4 (Hair Conditioning Gel) The hair conditioning gel was prepared by blending the polyvinylpyrrolidone into which the collagen peptide obtained in Production Example 4 was introduced. The compounding composition is as shown below.

Production Example 4 (Collagen Peptide, Polyvinylpyrrolidone) 2.5 Liquid Paraffin 3.0 Lanolin Alcohol 2.0 Polyoxyethylene (15) Lanolin Ether 3.0 Glycerin Monostearate 2.0 Polyoxyethylene (100) Stearate 3.0 Isopropyl stearate 1.0 Beef tallow alkyltrimethylammonium chloride 0.7 1,3-butylene glycol 1.5 Coconut oil alkyldimethylammonium derivative 2.5 Hydrolyzed silk (SILK-CAQ, manufactured by SEIWA KASEI CO., LTD. ) Triethanolamine 1.0 Preservative mixture (made by Seiwa Kasei Co., Seicept) 2.5 Purified water Total 100

The hair conditioning gel of this Example 4 became transparent and gelled with appropriate hardness by blending the polyvinylpyrrolidone in which the collagen peptide of Production Example 4 was introduced, and blended with polyvinylpyrrolidone of approximately the same molecular weight. Compared to the hair conditioning gel, it was non-greasy, easy to dry, had a natural feel, was excellent in setting properties, and was easy to wash.

Example 5 (Shampoo) A shampoo was prepared by incorporating the soybean protein peptide-introduced acrylic acid polymer obtained in Production Example 5. The compounding composition is as shown below.

Production Example 5 (Soy protein peptide, acrylic acid type) 0.8 Cocoamidopropyl petaine 9.0 Polyoxyethylene / polyoxypropylene copolymer 2.5 (BASF Corporation, Pluronic F-68) Lauryl Sodium ether sulfate 6.0 Coconut oil fatty acid diethanolamide 2.0 Methylparaben 0.2 Propylparaben 0.1 Perfume proper amount Colorant proper amount Purified water Total 100

The shampoo of Example 5 was made into a gel having a transparent and appropriate hardness by blending the soybean protein peptide-introduced acrylic acid-based polymer of Production Example 5, and the hair after washing was washed. The touch was also good.

Example 6 (Hair Spray) Methyl Acrylate / Methyl Methacrylate / Acrylic Acid Polymer Introduced with Collagen Peptide Obtained in Production Example 3 and Polyvinyl Pyrrolidone Introduced with Collagen Peptide Obtained in Production Example 4 Was blended to prepare a hair spray. The composition was as shown below, and after preparation, it was enclosed in a spray container.

Production Example 3 (Collagen Peptide, Ethyl Acrylate / Meth 1.5 Methyl Crylate / Acrylic Acid) Production Example 4 (Collagen Peptide, Polyvinylpyrrolidone) 3.5 Octamethylcyclotetrasiloxane 1.5 Glycerin Monostearate 0.7 absolute ethanol 32.3 dimethyl ether 60.0

The hair spray of this Example 6 was prepared by using the collagen peptide of Production Example 3 introduced with ethyl acrylate / methyl methacrylate / acrylic acid type copolymer and the polyvinyl peptide of Production Example 4 introduced with polyvinylpyrrolidone. Instead, compared to the usual ethyl acrylate / methyl methacrylate / acrylic acid copolymer and polyvinylpyrrolidone blended hair spray, it is non-greasy, refreshing, quick to dry, and has excellent setting power. It was able to give a natural feel and appearance.

Example 7 (Cleansing Gel) A cleansing gel was prepared by mixing the collagen peptide-incorporated acrylic acid polymer obtained in Production Example 1 with each other. The compounding composition is as shown below.

Production Example 1 (Collagen peptide, acrylic acid type) 0.60 Polyoxyethylene (15) nonylphenyl ether 2.00 Triethanolamine 0.40 Methylparaben 0.10 Ethylparaben 0.10 Propylparaben 0.05 Ethanol 45.00 Purified water Total 100

The cleansing gel of Example 1 had the effects of preventing dryness of the skin and conditioning the skin, as compared with the cleansing gel of Production Example 1 not containing the acrylic acid polymer into which the collagen peptide was introduced.

Example 8 (Gel Lipstick) A gel lipstick was prepared by mixing the collagen peptide-incorporated acrylic acid polymer obtained in Production Example 1. The compounding composition is as shown below.

Production Example 1 (collagen peptide, acrylic acid type) 1.5 Red No. 2 (2.5% aqueous solution) 5.0 Glycerin 16.0 Polyoxyethylene (40) hydrogenated lanolin 4.0 Polyether-modified silicone (Toray Co., SH3772C) 0.8 Methylparaben 0.2 Propylparaben 0.1 Triethanolamine 0.8 Purified water Total 100

The gel lipstick of this Example 8 was different from the gel lipstick of Preparation Example 1 in which polyacrylic acid was blended in place of the collagen peptide-introduced acrylic acid polymer.
Although it was refreshing, it had the effect of preventing dryness of the lips and making it smooth.

Example 9 (Cleansing Cream) A cleansing cream was prepared by blending the keratin peptide-introduced crosslinked polyacrylic acid polymer obtained in Production Example 6. The compounding composition is as shown below.

Production Example 6 (Keratin peptide, crosslinked polyacrylic acid type) 0.5 Liquid paraffin 25.0 Polyoxyethylene (15) coconut oil alkylamine 1.2 Cetostearyl alcohol hydroxyethyl ether 10.0 Preservative mixture ( Seiwa Kasei Co., Seicept) 0.3 Triethanolamine 0.5 Perfume Proper amount Purified water Total 100

The cleansing cream of Example 9 contained
Compared with the cleansing cream of Preparation Example 6 in which the crosslinked polyacrylic acid-based polymer having the keratin peptide introduced was not blended, the cleansing cream was refreshing, but had the effect of keeping the skin moist and smoothing the skin.

Example 10 (Sunscreen lotion) A sunscreen lotion was prepared by blending the acrylic acid polymer into which the collagen peptide obtained in Production Example 1 was introduced. The compounding composition is as shown below.

Production Example 1 (Collagen Peptide, Acrylic Acid System) 1.20 Ethyldihydroxypropyl p-diaminobenzoic acid 6.00 Vaseline 2.00 Dimethylpolysiloxane (SH-200-0.40 2CS manufactured by Toray) Cetyl Alcohol 1.00 Stearic acid 0.50 Glyceryl monostearate 0.80 Polyoxyethylene (100) stearyl ether 0.75 Tyrosine ethyl ester 0.12 Titanium oxide 0.30 Methylparaben 0.25 Propylparaben 0.10 Hydroxylation Potassium 0.38 EDTA 0.10 Perfume proper amount Colorant proper amount Purified water Total 100

The sunscreen lotion of Example 10 has an effect of preventing dryness of the skin and conditioning the skin as compared with the sunscreen lotion of Preparation Example 1 which does not contain the acrylic acid polymer having the collagen peptide introduced therein. was there.

Example 11 (Nail Polish) A nail polish was prepared by mixing the ethyl acrylate / methyl methacrylate / acrylic acid copolymer into which the collagen peptide obtained in Production Example 3 was introduced. The compounding composition is as shown below.

Production Example 3 (collagen peptide, ethyl acrylate / meth 4.0 methyl acrylate / acrylic acid type) 35% nitrocellulose ethanol solution 19.0 dibutyl phthalate 4.0 camphor 2.0 ethyl acetate 42.0 Butyl acetate 30.0

The nail polish of Example 11 was prepared by replacing the ethyl acrylate / methyl methacrylate / acrylic acid type copolymer in which the collagen peptide of Production Example 3 was introduced with a conventional ethyl acrylate / methyl methacrylate / acryl. Compared to the nail polish containing the same amount of the acid copolymer, it was effective in preventing and protecting the nails from being rough.

[0112]

As described above, the cosmetic base material of the present invention is a thickener, a gelling agent, which is safe and has less discomfort.
It can be used as a setting agent, a film agent, etc., and since it contains a peptide or amino acid structure, it has excellent affinity for hair, nails, and the stratum corneum of the skin. It can protect the skin and impart appropriate moisturizing, natural luster and luster to hair and skin.

Claims (1)

[Claims] 1. A cosmetic base material comprising a vinyl-based polymer containing in its structure a vinyl-based unit having a peptide or amino acid represented by the following general formula (I) introduced therein. [Chemical 1] Wherein, R _1, R _2, 1~2 pieces of R _3, R ₄ is -
A-peptide or -A-amino acid, the rest being hydrogen, methyl group, phenyl group, carboxyl group or salt thereof, alkyl ester of carboxylic acid having 1 to 6 carbon atoms or carboxylic acid amide. A is carbon, hydrogen,
A group containing at least one of nitrogen, oxygen, sulfur and silicon]