CN113116744A - Active peptide skin care product capable of improving skin pigmentation and preparation process thereof - Google Patents

Abstract

The invention discloses an active peptide skin care product capable of improving skin pigmentation and a preparation process thereof, wherein the active peptide skin care product comprises the following raw materials in parts by weight: 5-8 parts of fish skin gelatin peptide, 1-1.5 parts of whitening micro-capsule, 0.5-1 part of vitamin E1-3 parts of fatty acid methyl ester, 4-6 parts of glycerol, 15-20 parts of deionized water and 5-8 parts of white oil; the whitening microcapsule surface contains a large amount of molecules capable of absorbing ultraviolet light, the molecules contain a large amount of hindered amine, light energy can be converted into heat energy to be released, after the ultraviolet light is absorbed, the molecular electron cloud density is transferred from oxygen atoms to nitrogen atoms of a triazole ring, so that the nitrogen atoms are alkaline, protons are transferred to the nitrogen atoms, an unstable tautomer is formed, the tautomer is in an unstable state, the absorbed energy can be released by heat to return to a stable state, and 4-methylresorcinol is protected from being oxidized by the ultraviolet light, so that skin pigmentation of a skin care product can be well reduced.

Description

Active peptide skin care product capable of improving skin pigmentation and preparation process thereof

Technical Field

The invention relates to the technical field of skin care product preparation, in particular to an active peptide skin care product capable of improving skin pigmentation and a preparation process thereof.

Background

Melanin is produced when the skin is exposed to uv radiation to protect skin cells from uv light. The produced melanin pigment absorbs ultraviolet rays, thereby preventing the ultraviolet rays from invading deep into the skin. As described above, melanin is an important pigment for protecting skin cells, however, when it is excessively produced, melanin is deposited on the skin to cause pigmented spots and freckles. From the cosmetic point of view, people tend to avoid pigmented spots and freckles, consumers are very interested in whitening agents, and the development of ingredients having a whitening effect of inhibiting the deposition of melanin on the skin is also actively active.

The prior skin care product for improving skin pigmentation can be added with phenethyl resorcinol, and the phenethyl resorcinol can be oxidized when being irradiated by light, so that the control effect of the skin pigmentation is reduced, and the skin pigmentation cannot be eliminated.

Disclosure of Invention

The invention aims to provide an active peptide skin care product capable of improving skin pigmentation and a preparation process thereof.

The technical problems to be solved by the invention are as follows:

the prior skin care product for improving skin pigmentation can be added with phenethyl resorcinol, and the phenethyl resorcinol can be oxidized when being irradiated by light, so that the control effect of the skin pigmentation is reduced, and the skin pigmentation cannot be eliminated.

The purpose of the invention can be realized by the following technical scheme:

an active peptide skin care product capable of improving skin pigmentation comprises the following raw materials in parts by weight: 5-8 parts of fish skin gelatin peptide, 1-1.5 parts of whitening micro-capsule, 0.5-1 part of vitamin E1-3 parts of fatty acid methyl ester, 4-6 parts of glycerol, 15-20 parts of deionized water and 5-8 parts of white oil;

the active peptide skin care product is prepared by the following steps:

step S1: adding fish skin gelatin peptide, vitamin E, fatty acid methyl ester and deionized water into a stirring kettle, and uniformly mixing to obtain a first mixture;

step S2: adding the glycerol, the white oil and the whitening microcapsules into a stirring kettle, and uniformly mixing to obtain a second mixture;

step S3: and mixing the first mixture and the second mixture at the temperature of 80-85 ℃, and then carrying out homogenization treatment to obtain the active peptide skin care product.

Further, the whitening microcapsule is prepared by the following steps:

step A1: melting polyglycerol-6 distearate at 60-70 ℃, adding collagen and phenethyl resorcinol, stirring at the rotation speed of 300-500r/min for 1-1.5h, adding deionized water and sodium dodecyl benzene sulfonate, continuously stirring for 2-3h, performing homogenization circulation at 70-80 ℃ under the pressure of 30-35MPa for 3-5 times, cooling and drying to obtain whitening particles;

step A2: adding 3, 5-dimethylphenylboronic acid, sodium hydroxide, tert-butyl alcohol and deionized water into a reaction kettle, stirring for 10-15min under the conditions that the rotation speed is 200-40 ℃ and the temperature is 35-40 ℃, adjusting the pH value of a mixed solution to be 13, adding potassium permanganate, heating to 50-55 ℃, reacting for 3-5h to obtain an intermediate 1, adding the intermediate 1 and 2,2,6, 6-tetramethylpiperidinol into the reaction kettle, stirring and adding concentrated sulfuric acid under the condition that the rotation speed is 300-500r/min, and reacting for 2-3h under the condition that the temperature is 80-90 ℃ to obtain an intermediate 2;

the reaction process is as follows:

step A3: adding the intermediate 2, p-bromobenzoic acid, anhydrous potassium phosphate and dioxane into a reaction kettle, introducing nitrogen for protection, adding tetratriphenyl phosphorus palladium, reacting for 20-25h at the rotation speed of 150-200r/min and the temperature of 90-95 ℃ to obtain an intermediate 3, adding the intermediate 3, triphosgene and tetrahydrofuran into the reaction kettle, stirring at the rotation speed of 120-150r/min and the temperature of 3-5 ℃, adding pyridine and triethylamine, reacting for 15-20h at the temperature of 25-30 ℃, and then distilling under reduced pressure to remove tetrahydrofuran to obtain an intermediate 4;

the reaction process is as follows:

step A4: adding o-nitroaniline and concentrated hydrochloric acid into a reaction kettle, stirring and adding a sodium nitrite solution under the conditions of the rotation speed of 200-10 ℃ and the temperature of 5-10 ℃ to react for 20-30min to obtain a diazo solution, adding 4-methylresorcinol, ethanol and deionized water into the reaction kettle, stirring under the conditions of the rotation speed of 150-200r/min and the temperature of 5-10 ℃ until the 4-methylresorcinol is completely dissolved, adding the diazo solution to react for 3-5h to obtain an intermediate 5, adding the intermediate 5, nitrogen-bromosuccinimide, benzoyl peroxide and carbon tetrachloride into the reaction kettle, reacting for 8-10h under the temperature of 80-90 ℃ to obtain an intermediate 6, adding the intermediate 6, a potassium carbonate solution, a sodium chloride solution and a sodium chloride solution into the reaction kettle, and adding a sodium chloride solution into the reaction kettle to react for 8-10h to obtain the intermediate 6, Adding tetraethylammonium bromide into a reaction kettle, and carrying out reflux reaction for 1-1.5h at the temperature of 120-;

the reaction process is as follows:

step A5: adding an intermediate 7, triethylamine and tetrahydrofuran into a reaction kettle, adding an intermediate 4 under the conditions that the rotating speed is 200-5 ℃ and the temperature is 0-5 ℃, reacting for 6-10h to obtain an intermediate 8, dissolving cyanuric chloride in acetone, adding the intermediate 8 and sodium acetate, reacting for 5-8h under the conditions that the rotating speed is 150-200r/min and the temperature is 40-50 ℃, adding chitosan, reacting for 3-5h under the condition that the temperature is 80-90 ℃ to obtain modified chitosan, mixing the modified chitosan solution and the sodium carboxymethyl cellulose solution, keeping the pH value of the mixed solution at 1-2, adding whitening particles, uniformly mixing at 35-40 ℃, adding deionized water, reacting at 20-25 ℃, reacting for 30-40min under the condition of pH value of 3, heating to 40-45 ℃, adding glutaraldehyde, reacting for 10min under the condition of temperature of 30-35 ℃, heating to 55-60 ℃, reacting for 20-30min, cooling to 10-15 ℃, reacting for 30-40min, filtering to remove filtrate, and drying filter cakes to obtain the whitening microcapsules.

The reaction process is as follows:

further, the mass ratio of the polyglycerol-6 distearate, the collagen and the phenethyl resorcinol in the step A1 is 10:3:3, and the mass of the sodium dodecyl benzene sulfonate is 1.5-2% of the mass of the polyglycerol-6 distearate.

Further, the using amount ratio of the 3, 5-dimethylphenylboronic acid, the sodium hydroxide, the tert-butyl alcohol, the deionized water and the potassium permanganate described in the step A2 is 2g:1.2g:50mL:50mL:13.5g, the using amount molar ratio of the intermediate 1 and the 2,2,6, 6-tetramethylpiperidinol is 1:1, the using amount of the concentrated sulfuric acid is 20-25% of the mass of the intermediate 1, and the mass fraction of the concentrated sulfuric acid is 95%.

Further, the intermediate 2, p-bromobenzoic acid, anhydrous potassium phosphate, dioxane and tetratriphenylphosphine palladium according to the step A3 are used in a ratio of 1mmol:1.2mmol:9mmol:40mL:0.1g, and the intermediate 3, triphosgene, tetrahydrofuran, pyridine and triethylamine are used in a ratio of 0.05mol:0.05mol:30mL:0.7g:0.8 g.

Further, in the step A4, the using ratio of the o-nitroaniline, the concentrated hydrochloric acid and the sodium nitrite solution is 15g:40mL:30mL, the mass fraction of the concentrated hydrochloric acid is 20%, the mass fraction of the sodium nitrite solution is 25%, the using ratio of the intermediate 5, the nitrogen-bromosuccinimide, the benzoyl peroxide and the carbon tetrachloride is 0.15mol:0.15mol:0.3g:200mL, the using ratio of the intermediate 6, the potassium carbonate solution and the tetraethylammonium bromide is 2g:40mL:1mL, and the mass fraction of the potassium carbonate solution is 12%.

Further, the amount ratio of the intermediate 7, triethylamine, tetrahydrofuran and the intermediate 4 in the step A5 is 25g to 14mL to 400mL to 15g, the amount molar ratio of cyanuric chloride, the intermediate 8, sodium acetate and chitosan is 1:2:1:1, the amount ratio of the modified chitosan solution, the sodium carboxymethyl cellulose solution, the whitening particles, deionized water and glutaraldehyde is 20mL to 5g to 120mL to 6mL, the modified chitosan solution is 5g of modified chitosan dissolved in 30mL of hydrochloric acid with the mass fraction of 1%, and the mass fraction of the sodium carboxymethyl cellulose solution is 1%.

A preparation process of an active peptide skin care product capable of improving skin pigmentation specifically comprises the following steps:

step S1: adding fish skin gelatin peptide, vitamin E, fatty acid methyl ester and deionized water into a stirring kettle, and uniformly mixing to obtain a first mixture;

step S2: adding the glycerol, the white oil and the whitening microcapsules into a stirring kettle, and uniformly mixing to obtain a second mixture;

step S3: and mixing the first mixture and the second mixture at the temperature of 80-85 ℃, and then carrying out homogenization treatment to obtain the active peptide skin care product.

The invention has the beneficial effects that: the invention prepares a whitening microcapsule in the process of preparing an active peptide skin care product for improving skin pigmentation, the microcapsule takes polyglycerol-6 distearate as raw materials, collagen and phenethyl resorcinol are inlaid on the polyglycerol-6 distearate to prepare whitening particles, 3, 5-dimethyl phenylboronic acid is processed to prepare an intermediate 1, the intermediate 1 and 2,2,6, 6-tetramethyl piperidinol are subjected to esterification reaction to prepare an intermediate 2, the intermediate 2 and p-bromobenzoic acid benzoic acid are subjected to reaction to prepare an intermediate 3, the intermediate 3 and triphosgene are subjected to reaction to prepare an intermediate 4, o-nitroaniline is processed to prepare a diazo solution, the diazo solution and 4-methyl resorcinol are reacted to prepare an intermediate 5, the intermediate 5 is processed to prepare an intermediate 6, the intermediate 6 is further reacted to obtain an intermediate 7, the intermediate 7 is reacted with the intermediate 4 to obtain an intermediate 8, the intermediate 8 is reacted with two chlorine atom sites on cyanuric chloride through temperature control, the remaining chlorine atom sites are reacted with chitosan side chain amino groups to obtain modified chitosan, the modified chitosan is treated with sodium carboxymethyl cellulose, whitening particles are microencapsulated to obtain whitening microcapsules, the surfaces of the whitening microcapsules contain a large number of molecules capable of absorbing ultraviolet light, the molecules contain a large number of hindered amines, the light energy can be converted into heat energy to be released, and after the ultraviolet light is absorbed, oxygen atoms of molecular electron cloud density are transferred to triazole ring nitrogen atoms, so that the nitrogen atoms are basic, protons are transferred to the nitrogen atoms, and unstable tautomers are formed and are in unstable states, the absorbed energy is released as heat and returns to a stable state, so that the 4-methylresorcinol is protected from being oxidized by ultraviolet rays, and the skin care product can well reduce skin pigmentation.

Detailed Description

The technical solutions in the embodiments of the present invention will be clearly and completely described below, and it is obvious that the described embodiments are only a part of the embodiments of the present invention, and not all embodiments. All other embodiments, which can be derived by a person skilled in the art from the embodiments given herein without making any creative effort, shall fall within the protection scope of the present invention.

Example 1

An active peptide skin care product capable of improving skin pigmentation comprises the following raw materials in parts by weight: 5 parts of fish skin gelatin peptide, 1 part of whitening microcapsule, 1 parts of vitamin E, 0.5 part of fatty acid methyl ester, 4 parts of glycerol, 15 parts of deionized water and 5 parts of white oil;

the active peptide skin care product is prepared by the following steps:

step S1: adding fish skin gelatin peptide, vitamin E, fatty acid methyl ester and deionized water into a stirring kettle, and uniformly mixing to obtain a first mixture;

step S2: adding the glycerol, the white oil and the whitening microcapsules into a stirring kettle, and uniformly mixing to obtain a second mixture;

step S3: the whitening microcapsules prepared from the first mixture and the second mixture at the temperature of 80 ℃ are prepared by the following steps:

step A1: melting polyglycerol-6 distearate at 60 ℃, adding collagen and phenethyl resorcinol, stirring at the rotation speed of 300r/min for 1h, adding deionized water and sodium dodecyl benzene sulfonate, stirring for 2h, homogenizing at 70 ℃ under the pressure of 30MPa for 3 times, cooling and drying to obtain whitening particles;

step A2: adding 3, 5-dimethylphenylboronic acid, sodium hydroxide, tert-butyl alcohol and deionized water into a reaction kettle, stirring for 10min at the rotation speed of 200r/min and the temperature of 35 ℃, adjusting the pH value of a mixed solution to be 13, adding potassium permanganate, heating to 50 ℃, reacting for 3h to obtain an intermediate 1, adding the intermediates 1 and 2,2,6, 6-tetramethylpiperidinol into the reaction kettle, stirring at the rotation speed of 300r/min, adding concentrated sulfuric acid, and reacting for 2h at the temperature of 80 ℃ to obtain an intermediate 2;

step A3: adding the intermediate 2, p-bromobenzoic acid, anhydrous potassium phosphate and dioxane into a reaction kettle, introducing nitrogen for protection, adding tetratriphenyl phosphorus palladium, reacting for 20 hours at the rotation speed of 150r/min and the temperature of 90 ℃ to obtain an intermediate 3, adding the intermediate 3, triphosgene and tetrahydrofuran into the reaction kettle, stirring and adding pyridine and triethylamine at the rotation speed of 120r/min and the temperature of 3 ℃, reacting for 15 hours at the temperature of 25 ℃, and distilling under reduced pressure to remove tetrahydrofuran to obtain an intermediate 4;

step A4: adding o-nitroaniline and concentrated hydrochloric acid into a reaction kettle, stirring and adding a sodium nitrite solution under the conditions of a rotation speed of 200r/min and a temperature of 5 ℃, reacting for 20min to obtain a diazo solution, adding 4-methylresorcinol, ethanol and deionized water into the reaction kettle, stirring until the 4-methylresorcinol is completely dissolved under the conditions of a rotation speed of 150r/min and a temperature of 5 ℃, adding the diazo solution, reacting for 3h to obtain an intermediate 5, adding the intermediate 5, nitrogen-bromosuccinimide, benzoyl peroxide and carbon tetrachloride into the reaction kettle, reacting for 8h under the condition of a temperature of 80 ℃ to obtain an intermediate 6, adding the intermediate 6, a potassium carbonate solution and tetraethylammonium bromide into the reaction kettle, performing reflux reaction for 1h under the condition of a temperature of 120 ℃, to prepare an intermediate 7;

step A5: adding an intermediate 7, triethylamine and tetrahydrofuran into a reaction kettle, adding an intermediate 4 under the conditions of a rotation speed of 200r/min and a temperature of 0 ℃ to react for 6h to obtain an intermediate 8, dissolving cyanuric chloride in acetone, adding the intermediate 8 and sodium acetate, reacting for 5h under the conditions of a rotation speed of 150r/min and a temperature of 40 ℃, adding chitosan, reacting for 3h under the condition of a temperature of 80 ℃ to obtain modified chitosan, mixing the modified chitosan solution and a sodium carboxymethylcellulose solution, keeping the pH value of the mixed solution at 1, adding whitening particles, uniformly mixing at a temperature of 35 ℃, adding deionized water, reacting for 30min under the conditions of a temperature of 20 ℃ and a pH value of 3, heating to a temperature of 40 ℃, adding glutaraldehyde, reacting at a temperature of 30 ℃, and (3) after reacting for 10min, heating to 55 ℃, reacting for 20min, cooling to 10 ℃, reacting for 30min, filtering to remove filtrate, and drying a filter cake to obtain the whitening microcapsule.

Example 2

An active peptide skin care product capable of improving skin pigmentation comprises the following raw materials in parts by weight: 6 parts of fish skin gelatin peptide, 1.3 parts of whitening microcapsule, 2 parts of vitamin E, 0.8 part of fatty acid methyl ester, 5 parts of glycerol, 18 parts of deionized water and 6 parts of white oil;

the active peptide skin care product is prepared by the following steps:

step S1: adding fish skin gelatin peptide, vitamin E, fatty acid methyl ester and deionized water into a stirring kettle, and uniformly mixing to obtain a first mixture;

step S2: adding the glycerol, the white oil and the whitening microcapsules into a stirring kettle, and uniformly mixing to obtain a second mixture;

step S3: and mixing the first mixture and the second mixture at the temperature of 80 ℃, and then carrying out homogenization treatment to obtain the active peptide skin care product.

The whitening microcapsule is prepared by the following steps:

step A1: melting polyglycerol-6 distearate at 70 ℃, adding collagen and phenethyl resorcinol, stirring at the rotation speed of 300r/min for 1.5h, adding deionized water and sodium dodecyl benzene sulfonate, stirring for 2h, homogenizing at 80 ℃ under the pressure of 30MPa for 5 times, cooling, and drying to obtain whitening particles;

step A2: adding 3, 5-dimethylphenylboronic acid, sodium hydroxide, tert-butyl alcohol and deionized water into a reaction kettle, stirring for 10min at the rotation speed of 200r/min and the temperature of 40 ℃, adjusting the pH value of a mixed solution to be 13, adding potassium permanganate, heating to 55 ℃, reacting for 3h to obtain an intermediate 1, adding the intermediates 1 and 2,2,6, 6-tetramethylpiperidinol into the reaction kettle, stirring at the rotation speed of 500r/min, adding concentrated sulfuric acid, and reacting for 3h at the temperature of 80 ℃ to obtain an intermediate 2;

step A3: adding the intermediate 2, p-bromobenzoic acid, anhydrous potassium phosphate and dioxane into a reaction kettle, introducing nitrogen for protection, adding tetratriphenyl phosphorus palladium, reacting for 20 hours at the rotation speed of 150r/min and the temperature of 95 ℃ to obtain an intermediate 3, adding the intermediate 3, triphosgene and tetrahydrofuran into the reaction kettle, stirring and adding pyridine and triethylamine at the rotation speed of 150r/min and the temperature of 3 ℃, reacting for 15 hours at the temperature of 30 ℃, and distilling under reduced pressure to remove tetrahydrofuran to obtain an intermediate 4;

step A4: adding o-nitroaniline and concentrated hydrochloric acid into a reaction kettle, stirring and adding a sodium nitrite solution under the conditions of the rotation speed of 300r/min and the temperature of 5 ℃, reacting for 30min to obtain a diazo solution, adding 4-methylresorcinol, ethanol and deionized water into the reaction kettle, stirring until the 4-methylresorcinol is completely dissolved under the conditions of the rotation speed of 150r/min and the temperature of 10 ℃, adding the diazo solution, reacting for 3h to obtain an intermediate 5, adding the intermediate 5, nitrogen-bromosuccinimide, benzoyl peroxide and carbon tetrachloride into the reaction kettle, reacting for 8h under the condition of the temperature of 90 ℃ to obtain an intermediate 6, adding the intermediate 6, a potassium carbonate solution and tetraethylammonium bromide into the reaction kettle, performing reflux reaction for 1h under the condition of the temperature of 130 ℃, to prepare an intermediate 7;

step A5: adding an intermediate 7, triethylamine and tetrahydrofuran into a reaction kettle, adding an intermediate 4 under the conditions that the rotating speed is 300r/min and the temperature is 0 ℃, reacting for 10h to obtain an intermediate 8, dissolving cyanuric chloride in acetone, adding the intermediate 8 and sodium acetate, reacting for 5h under the conditions that the rotating speed is 150r/min and the temperature is 50 ℃, adding chitosan, reacting for 3h under the condition that the temperature is 90 ℃ to obtain modified chitosan, mixing the modified chitosan solution and a sodium carboxymethylcellulose solution, keeping the pH value of the mixed solution at 2, adding whitening particles, uniformly mixing at 35 ℃, adding deionized water, reacting for 30min under the conditions that the temperature is 25 ℃ and the pH value is 3, heating to 45 ℃, adding glutaraldehyde, reacting at 30 ℃, reacting for 10min, heating to 60 deg.C, reacting for 20min, cooling to 15 deg.C, reacting for 30min, filtering to remove filtrate, and drying the filter cake to obtain whitening microcapsule.

Example 3

An active peptide skin care product capable of improving skin pigmentation comprises the following raw materials in parts by weight: 8 parts of fish skin gelatin peptide, 1.5 parts of whitening microcapsule, 3 parts of vitamin E, 1 part of fatty acid methyl ester, 6 parts of glycerol, 20 parts of deionized water and 8 parts of white oil;

the active peptide skin care product is prepared by the following steps:

step S1: adding fish skin gelatin peptide, vitamin E, fatty acid methyl ester and deionized water into a stirring kettle, and uniformly mixing to obtain a first mixture;

step S2: adding the glycerol, the white oil and the whitening microcapsules into a stirring kettle, and uniformly mixing to obtain a second mixture;

step S3: and mixing the first mixture and the second mixture at 85 ℃, and homogenizing to obtain the active peptide skin care product.

The whitening microcapsule is prepared by the following steps:

step A1: melting polyglycerol-6 distearate at 70 ℃, adding collagen and phenethyl resorcinol, stirring at 500r/min for 1.5h, adding deionized water and sodium dodecyl benzene sulfonate, stirring for 3h, homogenizing at 80 ℃ under 35MPa for 5 times, cooling, and drying to obtain whitening particles;

step A2: adding 3, 5-dimethylphenylboronic acid, sodium hydroxide, tert-butyl alcohol and deionized water into a reaction kettle, stirring for 15min at the rotation speed of 300r/min and the temperature of 40 ℃, adjusting the pH value of a mixed solution to be 13, adding potassium permanganate, heating to 55 ℃, reacting for 5h to obtain an intermediate 1, adding the intermediates 1 and 2,2,6, 6-tetramethylpiperidinol into the reaction kettle, stirring at the rotation speed of 500r/min, adding concentrated sulfuric acid, and reacting for 3h at the temperature of 90 ℃ to obtain an intermediate 2;

step A3: adding the intermediate 2, p-bromobenzoic acid, anhydrous potassium phosphate and dioxane into a reaction kettle, introducing nitrogen for protection, adding tetratriphenyl phosphorus palladium, reacting for 25 hours at the rotation speed of 200r/min and the temperature of 95 ℃ to obtain an intermediate 3, adding the intermediate 3, triphosgene and tetrahydrofuran into the reaction kettle, stirring and adding pyridine and triethylamine at the rotation speed of 150r/min and the temperature of 5 ℃, reacting for 20 hours at the temperature of 30 ℃, and distilling under reduced pressure to remove tetrahydrofuran to obtain an intermediate 4;

step A4: adding o-nitroaniline and concentrated hydrochloric acid into a reaction kettle, stirring and adding a sodium nitrite solution under the conditions of the rotation speed of 300r/min and the temperature of 10 ℃, reacting for 30min to obtain a diazo solution, adding 4-methylresorcinol, ethanol and deionized water into the reaction kettle, stirring until the 4-methylresorcinol is completely dissolved under the conditions of the rotation speed of 200r/min and the temperature of 10 ℃, adding the diazo solution, reacting for 5h to obtain an intermediate 5, adding the intermediate 5, nitrogen-bromosuccinimide, benzoyl peroxide and carbon tetrachloride into the reaction kettle, reacting for 10h under the condition of the temperature of 90 ℃ to obtain an intermediate 6, adding the intermediate 6, a potassium carbonate solution and tetraethylammonium bromide into the reaction kettle, performing reflux reaction for 1.5h under the condition of the temperature of 130 ℃, to prepare an intermediate 7;

step A5: adding an intermediate 7, triethylamine and tetrahydrofuran into a reaction kettle, adding an intermediate 4 under the conditions of a rotating speed of 300r/min and a temperature of 5 ℃ for reaction for 10 hours to obtain an intermediate 8, dissolving cyanuric chloride in acetone, adding the intermediate 8 and sodium acetate, reacting for 8 hours under the conditions of a rotating speed of 200r/min and a temperature of 50 ℃, adding chitosan, reacting for 5 hours under the condition of a temperature of 90 ℃ to obtain modified chitosan, mixing the modified chitosan solution and a sodium carboxymethylcellulose solution, keeping the pH value of the mixed solution at 2, adding whitening particles, uniformly mixing at 40 ℃, adding deionized water, reacting for 40 minutes under the conditions of a temperature of 25 ℃ and a pH value of 3, heating to 45 ℃, adding glutaraldehyde, reacting at 35 ℃, and (3) after reacting for 10min, heating to 60 ℃, reacting for 30min, cooling to 15 ℃, reacting for 40min, filtering to remove filtrate, and drying a filter cake to obtain the whitening microcapsule.

Comparative example

The comparative example is a common skin care product for improving skin pigmentation on the market.

120 persons, 60 persons, male and female were randomly selected and divided into 4 groups, and the skin care products for improving skin pigmentation prepared in examples 1 to 3 and comparative example were applied to the facial skin in the morning and subjected to sensory evaluation 30 days later, respectively, with remarkable effects: disappearance of skin pigmentation; the effect is obvious: the skin pigmentation color is obviously reduced; the effect is general: lightening the skin pigmentation; the results are shown in table 1 below.

TABLE 1

	Example 1	Example 2	Example 3	Comparative example
					Invalidation	0 person	0 person	0 person	10 persons
General effects	13 persons	14 persons	23 persons	84 persons
					The effect is obvious	64 persons	67 people	52 persons	18 persons
The effect is obvious	43 persons	39 people	45 persons	8 persons

From the above table 1, it can be seen that the skin care products prepared in examples 1 to 3 had an ineffective number of 0, an effect of 13 to 23, an effect of 52 to 67, and an effect of 39 to 45, respectively, after 30 days of use, whereas the skin care products prepared in the comparative examples had an ineffective number of 10, an effect of 84, an effect of 18, and an effect of 8, respectively, after 30 days of use, indicating that the present invention has a good effect of controlling skin pigmentation without affecting the effect of controlling skin pigmentation after being illuminated.

The foregoing is merely exemplary and illustrative of the principles of the present invention and various modifications, additions and substitutions of the specific embodiments described herein may be made by those skilled in the art without departing from the principles of the present invention or exceeding the scope of the claims set forth herein.

Claims (7)

1. An active peptide skin care product capable of improving skin pigmentation, which is characterized in that: the feed comprises the following raw materials in parts by weight: 5-8 parts of fish skin gelatin peptide, 1-1.5 parts of whitening micro-capsule, 0.5-1 part of vitamin E1-3 parts of fatty acid methyl ester, 4-6 parts of glycerol, 15-20 parts of deionized water and 5-8 parts of white oil;

the whitening microcapsule is prepared by the following steps:

step A1: melting polyglycerol-6 distearate, adding collagen and phenethyl resorcinol, stirring, adding deionized water and sodium dodecyl benzene sulfonate, stirring, homogenizing, cooling, and drying to obtain whitening granule;

step A2: adding 3, 5-dimethylphenylboronic acid, sodium hydroxide, tert-butyl alcohol and deionized water into a reaction kettle, stirring, adjusting the pH value of the mixed solution, adding potassium permanganate, heating for reaction to obtain an intermediate 1, adding the intermediate 1 and 2,2,6, 6-tetramethylpiperidinol into the reaction kettle, stirring, adding concentrated sulfuric acid, and reacting to obtain an intermediate 2;

step A3: adding the intermediate 2, p-bromobenzoic acid, anhydrous potassium phosphate and dioxane into a reaction kettle, introducing nitrogen for protection, adding tetratriphenylphosphine palladium for reaction to obtain an intermediate 3, adding the intermediate 3, triphosgene and tetrahydrofuran into the reaction kettle, stirring, adding pyridine and triethylamine, heating to the temperature, reacting for 15-20h, and then carrying out reduced pressure distillation to remove tetrahydrofuran to obtain an intermediate 4;

step A4: adding o-nitroaniline and concentrated hydrochloric acid into a reaction kettle, stirring, adding a sodium nitrite solution, reacting to obtain a diazo solution, adding 4-methylresorcinol, ethanol and deionized water into the reaction kettle, stirring until the 4-methylresorcinol is completely dissolved, adding the diazo solution, reacting to obtain an intermediate 5, adding the intermediate 5, nitrogen-bromosuccinimide, benzoyl peroxide and carbon tetrachloride into the reaction kettle to obtain an intermediate 6, and adding the intermediate 6, a potassium carbonate solution and tetraethylammonium bromide into the reaction kettle to obtain an intermediate 7;

step A5: adding the intermediate 7, triethylamine and tetrahydrofuran into a reaction kettle, adding the intermediate 4, reacting to obtain an intermediate 8, dissolving cyanuric chloride in acetone, adding the intermediate 8 and sodium acetate, reacting, adding chitosan to obtain modified chitosan, mixing the modified chitosan solution and the sodium carboxymethylcellulose solution, keeping the pH value of the mixed solution, adding whitening particles, uniformly mixing, adding deionized water, heating to the temperature, adding glutaraldehyde, reacting after heating, cooling, reacting, filtering to remove filtrate, and drying a filter cake to obtain the whitening microcapsule.

2. The active peptide skin care product for improving skin pigmentation according to claim 1, wherein: the mass ratio of the polyglycerol-6 distearate, the collagen and the phenethyl resorcinol in the step A1 is 10:3:3, and the mass of the sodium dodecyl benzene sulfonate is 1.5-2% of that of the polyglycerol-6 distearate.

3. The active peptide skin care product for improving skin pigmentation according to claim 1, wherein: the using amount ratio of the 3, 5-dimethylphenylboronic acid, the sodium hydroxide, the tert-butyl alcohol, the deionized water and the potassium permanganate in the step A2 is 2g to 1.2g to 50mL to 13.5g, the using amount molar ratio of the intermediate 1 to the 2,2,6, 6-tetramethylpiperidinol is 1 to 1, the using amount of the concentrated sulfuric acid is 20-25% of the mass of the intermediate 1, and the mass fraction of the concentrated sulfuric acid is 95%.

4. The active peptide skin care product for improving skin pigmentation according to claim 1, wherein: the dosage ratio of the intermediate 2, the p-bromobenzoic acid, the anhydrous potassium phosphate, the dioxane and the tetratriphenylphosphine palladium in the step A3 is 1mmol:1.2mmol:9mmol:40mL:0.1g, and the dosage ratio of the intermediate 3, the triphosgene, the tetrahydrofuran, the pyridine and the triethylamine is 0.05mol:0.05mol:30mL:0.7g:0.8 g.

5. The active peptide skin care product for improving skin pigmentation according to claim 1, wherein: step A4 is to use 15g of o-nitroaniline, 40mL of concentrated hydrochloric acid and 30mL of sodium nitrite solution, 20% of concentrated hydrochloric acid by mass, 25% of sodium nitrite solution by mass, 0.15mol of intermediate 5, nitrogen-bromosuccinimide, benzoyl peroxide and carbon tetrachloride by mass, 0.15mol of intermediate 6, 40mL of potassium carbonate solution and 1mL of tetraethylammonium bromide by mass, and 12% of potassium carbonate solution by mass.

6. The active peptide skin care product for improving skin pigmentation according to claim 1, wherein: the using amount ratio of the intermediate 7, triethylamine, tetrahydrofuran and the intermediate 4 in the step A5 is 25g, 14mL, 400mL, 15g, the using amount molar ratio of cyanuric chloride, the intermediate 8, sodium acetate and chitosan is 1:2:1:1, the using amount ratio of the modified chitosan solution, the sodium carboxymethyl cellulose solution, the whitening particles, deionized water and glutaraldehyde is 20mL, 5g, 120mL, 6mL, the modified chitosan solution is 5g of modified chitosan dissolved in 30mL of hydrochloric acid with the mass fraction of 1%, and the mass fraction of the sodium carboxymethyl cellulose solution is 1%.

7. The process of claim 1 for preparing an active peptide skin care product with skin pigmentation improving effect, wherein the active peptide skin care product comprises the following components: the method specifically comprises the following steps:

step S1: adding fish skin gelatin peptide, vitamin E, fatty acid methyl ester and deionized water into a stirring kettle, and uniformly mixing to obtain a first mixture;

step S2: adding the glycerol, the white oil and the whitening microcapsules into a stirring kettle, and uniformly mixing to obtain a second mixture;

step S3: and mixing the first mixture and the second mixture at the temperature of 80-85 ℃, and then carrying out homogenization treatment to obtain the active peptide skin care product.