CN110680767A - Water-based fluorescent nail polish and preparation method and using method thereof - Google Patents
Water-based fluorescent nail polish and preparation method and using method thereof Download PDFInfo
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- CN110680767A CN110680767A CN201810730400.6A CN201810730400A CN110680767A CN 110680767 A CN110680767 A CN 110680767A CN 201810730400 A CN201810730400 A CN 201810730400A CN 110680767 A CN110680767 A CN 110680767A
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/87—Polyurethanes
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/4906—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
- A61K8/4926—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having six membered rings
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/4973—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom
- A61K8/498—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom having 6-membered rings or their condensed derivatives, e.g. coumarin
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/58—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing atoms other than carbon, hydrogen, halogen, oxygen, nitrogen, sulfur or phosphorus
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q3/00—Manicure or pedicure preparations
- A61Q3/02—Nail coatings
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/42—Colour properties
- A61K2800/43—Pigments; Dyes
- A61K2800/434—Luminescent, Fluorescent; Optical brighteners; Photosensitizers
Abstract
The invention provides a water-based fluorescent nail polish, which comprises the following components: 20-50 wt% of ethanol solution of fluorescent dye; 50-80 wt% of waterborne polyurethane; the fluorescent dye is selected from one or more of structures in a formula (I) to a formula (IV). According to the invention, specific structures of formula (I) to formula (IV) are selected as fluorescent dyes, and the fluorescent dyes do not absorb in a visible light region, so that the nail polish is colorless and transparent under the condition of common sunlight and completely invisible, and only shows bright fluorescence under ultraviolet irradiation, thereby improving the contrast; meanwhile, the fluorescent ink system uses water as a dissolving carrier, and compared with the conventional oily dye, the fluorescent ink system is safe, non-toxic, free of volatile organic gas, pollution-free, capable of reducing resource consumption and environmental protection cost, free of burning and explosion risks and capable of improving safety; in addition, the fluorescent colors include blue, green, yellow, red and the like, and the colors of different colors can be arbitrarily combined into different colors.
Description
Technical Field
The invention relates to the technical field of materials, in particular to a water-based fluorescent nail polish and a preparation method and a use method thereof.
Background
Nail polish, which is the most popular and important nail cosmetic, can form a firm coating film on nails, and has both an aesthetic effect and a function of protecting nails, and is an indispensable part of modern beauty treatment. Fluorescent nail polish is made of fluorescent dyes, i.e., a corresponding fluorescent compound is added to a common nail polish base material, and visible fluorescence is displayed under the irradiation of ultraviolet rays. Compared with non-fluorescent nail polish, the fluorescent nail polish can make users more dazzling and distinctive due to the addition of the fluorescent effect.
The existing fluorescent nail polish on the market has few varieties, and the fluorescent nail polish mainly has two main defects, namely, fluorescent molecules used in the existing nail polish are oil-soluble, only volatile and toxic organic solvents (such as dichloromethane, chloroform, tetrahydrofuran, acetonitrile and the like) can be used in the production and preparation processes, the solvents are easy to be researched and developed, production personnel and users inhale the solvents into the body, cause harm to health, and are easy to diffuse into the atmosphere to pollute the environment, and are flammable and explosive, so that great potential safety hazards exist in industrial production and application (the frequent chemical plant explosion accidents are mostly caused by the organic solvents and the gases); secondly, the fluorescence color is single, and the application is limited.
Most of the existing fluorescent nail polish on the market is candy-colored fluorescent nail polish which shows candy color under sunlight and is not suitable for daily office work of urban white-collar workers. Therefore, the invisible fluorescent nail polish is developed, is invisible and colorless under sunlight, and can be subjected to fluorescent color development under ultraviolet light, so that the requirements of low tone during daytime work and dazzling and distinctive at night in occasions such as bars, night shops and the like of a user can be met; can present various colors such as blue, green, yellow, red and the like, and is very necessary to be safe, non-toxic, free from the generation of volatile organic gases and pollution-free.
Disclosure of Invention
In view of the above, the technical problem to be solved by the present invention is to provide a water-based fluorescent nail polish, which is invisible and colorless under sunlight, can perform fluorescent color development under ultraviolet light, can present various colors such as blue, green, yellow, red, etc., and is safe and non-toxic.
The invention provides a water-based fluorescent nail polish, which comprises the following components:
20-50 wt% of ethanol solution of fluorescent dye;
50-80 wt% of waterborne polyurethane;
the fluorescent dye is selected from one or more of structures in a formula (I) to a formula (IV);
wherein R is a hydrophilic group; r1Is a hydrophilic group, R2Is hydrogen, alkyl or aryl, R3Selected from hydrogen, fluorine, chlorine or bromine; r4、R5And R6Independently selected from hydrogen, amino, carboxyl, hydroxyl or sulfonic group; r7And R8Independently selected from hydrophilic aryl, n-3 or 4.
Preferably, R is selected from amino, carboxyl, hydroxyl or sulfonic group; r1Selected from amino, carboxyl, hydroxyl or sulfonic acid groups; r2Selected from hydrogen, C1-C10 alkyl or C6-C20 aryl; the R is7And R8The compound is selected from substituted benzene or substituted naphthalene, and the substituent is selected from one or more of pyridine ring, PEG, hydroxyl, amino or carboxyl.
Preferably, the compound having the structure shown in formula I is selected from 
The compound having the structure shown in formula II is selected from
The compound having the structure shown in formula III is selected from
The compound with the structure of the formula (IV) is selected from
Wherein m is 1 to 100. Preferably, the aqueous fluorescent nail polish comprises:
20-45 wt% of ethanol solution of fluorescent dye;
55-80 wt% of waterborne polyurethane.
Preferably, the aqueous polyurethane is an anionic aqueous polyurethane.
Preferably, the mass concentration of the fluorescent dye in the ethanol solution of the fluorescent dye is 0.5-50 g/L.
The invention provides a preparation method of nail polish, which comprises the following steps:
mixing the ethanol solution of the fluorescent dye with the waterborne polyurethane, and performing ultrasonic treatment to obtain the nail polish.
Preferably, the time of the ultrasonic treatment is 2-5 min.
The invention provides a using method of nail polish, which comprises the following steps:
coating the nail polish on a nail according to the technical scheme, and drying to obtain a coating; the color of the nail polish on the surface of the coating cannot be seen under sunlight, and the coating shows fluorescence under the irradiation of ultraviolet light.
Preferably, the number of the coating layers obtained by coating is one or more; the nail polish used for the coating may be the same or different.
Compared with the prior art, the invention provides a water-based fluorescent nail polish, which comprises the following components in percentage by weight: 20-50 wt% of ethanol solution of fluorescent dye; 50-80 wt% of waterborne polyurethane; the fluorescent dye is selected from one or more of structures in a formula (I) to a formula (IV); wherein R is selected from hydrophilic groups; r1 is selected from hydrophilic groups, R2 is hydrogen, alkyl or aryl, R3 is selected from hydrogen, fluorine, chlorine or bromine; r4, R5 and R6 are independently selected from hydrogen, amino, carboxyl, hydroxyl or sulfonic acid groups; r7 and R8 are independently selected from hydrophilic aryl groups, n-3 or 4. According to the invention, specific structures of formula (I) to formula (IV) are selected as fluorescent dyes, and the fluorescent dyes do not absorb in a visible light region, so that the nail polish is colorless and transparent under the condition of common sunlight and completely invisible, and only shows bright fluorescence under ultraviolet irradiation, thereby improving the contrast; meanwhile, the fluorescent ink system uses water as a dissolving carrier, and compared with the conventional oily dye, the fluorescent ink system is safe, non-toxic, free of volatile organic gas, pollution-free, capable of reducing resource consumption and environmental protection cost, free of burning and explosion risks and capable of improving safety; in addition, the fluorescent colors of the nail polish comprise various colors such as blue, green, yellow and red, the colors with different colors can be randomly combined into different colors, the requirement of a user on the various fluorescent colors is met, and the problem that the conventional fluorescent nail polish is single in color is solved.
Drawings
FIG. 1 is a fluorescence emission spectrum of a nail polish prepared in examples 1-4 of the present invention;
FIG. 2 is a photograph of nail polishes of different fluorescent colors prepared in accordance with examples 1-4 of the present invention applied to the nails in the daylight (left) and under an ultraviolet lamp (right), respectively;
FIG. 3 is a photograph of nail polish of different fluorescent colors prepared in examples 1-4 of the present invention applied to paper in the daylight (left) and under an ultraviolet lamp (right), respectively.
Detailed Description
The invention provides a water-based fluorescent nail polish, which can be realized by appropriately modifying process parameters by the technical personnel in the field with reference to the content. For example, a fluorescent nail polish system obtained by simply increasing or decreasing the number of substituents on a fluorescent molecule, replacing the types of the substituents, changing the substitution sites of the substituents, adding a hydrophilic solvent such as alcohol, acetone, tetrahydrofuran and the like into an aqueous solvent, an aqueous invisible fluorescent nail polish system obtained by adding other additives into a formula, and an aqueous invisible fluorescent nail polish system obtained by simply adjusting the formula ratio or concentration are all within the protection scope of the invention. It is expressly intended that all such similar substitutes and modifications apparent to those skilled in the art are deemed to be within the scope of the invention. While the method and application of the present invention have been described in terms of preferred embodiments, it will be apparent to those of ordinary skill in the art that variations and modifications in the method and application, or suitable alterations and combinations thereof, may be made to implement and apply the techniques of the present invention without departing from the spirit and scope of the invention.
The invention provides a water-based fluorescent nail polish, which comprises the following components:
20-50 wt% of ethanol solution of fluorescent dye;
50-80 wt% of waterborne polyurethane;
the fluorescent dye is selected from one or more of structures in a formula (I) to a formula (IV);
wherein R is a hydrophilic group; r1Is a hydrophilic group, R2Is hydrogen, alkyl or aryl, R3Selected from hydrogen, fluorine, chlorine or bromine; r4、R5And R6Independently selected from hydrogen, amino, carboxyl, hydroxyl or sulfonic group; r7And R8Independently selected from hydrophilic aryl, n-3 or 4.
The aqueous fluorescent nail polish provided by the invention comprises 20-50 wt% of ethanol solution of fluorescent dye; preferably an ethanol solution comprising 20 to 45 wt% of a fluorescent dye; more preferably an ethanol solution comprising 20 wt% to 40 wt% of the fluorescent dye.
The mass concentration of the fluorescent dye in the ethanol solution of the fluorescent dye is preferably 0.5-50 g/L; more preferably 1-40 g/L; most preferably 1 to 10 g/L.
According to the invention, the fluorescent dye is selected from one or more of structures from formula (I) to formula (IV).
The fluorescent dye has a structure shown in a formula (I), and generates blue fluorescence under the irradiation of ultraviolet light.
Wherein R is selected from hydrophilic groups; preferably selected from amino, carboxyl, hydroxyl or sulfonic acid groups;
in a preferred embodiment of the invention, the compound having the structure shown in formula I is preferably selected from
More preferably from 
Most preferably
The present invention is not limited in its source, and may be commercially available.
The fluorescent dye has a structure shown in a formula (II), and generates green fluorescence under the irradiation of ultraviolet light.
Wherein R is1Selected from hydrophilic groups, preferably selected from amino, carboxyl, hydroxyl or sulfonic groups; r2Is hydrogen, alkyl or aryl, preferably selected from hydrogen, C1-C10 alkyl or C6-C20 aryl; r3Selected from hydrogen, fluorine, chlorine or bromine; preferably chlorine or bromine.
In a preferred embodiment of the invention, the compound having the structure represented by formula (II) is preferably selected from:
the compound having the structure of formula II is preferably selected from
Most preferably
The fluorescent dye disclosed by the invention is of a structure shown in a formula (III), and generates yellow fluorescence under the irradiation of ultraviolet light.
Wherein R is4、R5And R6Independently selected from hydrogen, amino, carboxyl, hydroxyl or sulfonic group;
in a preferred embodiment of the invention, the compound having the structure represented by formula (III) is preferably selected from:
the compound having the structure represented by the formula (III) is preferably selected from
Most preferably
The fluorescent dye is in a structure of a formula (IV), and generates red fluorescence under the irradiation of ultraviolet light.
Wherein R is7And R8Independently selected from hydrophilic aryl, n ═ 3 or 4; preferably, said R is7And R8The substituted benzene is selected from substituted benzene or substituted naphthalene, and the substituent of the substituted benzene is selected from one or more of pyridine ring, PEG, hydroxyl, amino or carboxyl; the substituent of the substituted naphthalene is selected from one or more of pyridine ring, PEG, hydroxyl, amino or carboxyl.
In a preferred embodiment of the invention, the compound having the structure represented by formula (IV) is preferably selected from:
the compound with the structure of the formula (IV) is selected from
Wherein m is 1 to 100.
In the present invention, the source of the compounds having the structures of formulae (I) to (III) is not limited and may be commercially available.
The present invention is not limited with respect to the origin of said formula (IV), commercially available or prepared according to the process of the present invention:
reacting carboxylic ester and ketone compound in a ratio of 1: 1 equivalent weight, and performing claisen condensation reaction under the catalysis of strong base to obtain the beta-diketone compound. And mixing the beta-diketone compound with europium nitrate according to a certain proportion to obtain the compound with the structure of the formula (IV). The carboxylic ester is selected from one or more of methyl nicotinate, ethyl nicotinate, methyl benzoate, ethyl p-methoxybenzoate and ethyl p-hydroxybenzoate; the ketone compound is selected from one or more of 3-acetylpyridine, acetophenone, p-methoxyacetophenone and p-hydroxyacetophenone; the strong base is selected from sodium hydroxide, potassium tert-butoxide, sodium tert-butoxide or sodium hydride; the temperature of the condensation reaction is 35-40 ℃; the reaction time is 2-10 h; the reaction of the beta-diketone compound and europium nitrate is heating reflux reaction; the reaction time is 1-1.5 h.
Mixing methyl nicotinate and 3-acetylpyridine according to the weight ratio of 1: 1, adding one equivalent of alkali, and reacting at 40 ℃. Adding a proper amount of water into the mixture obtained after the reaction to completely dissolve the mixture, adjusting the pH value to be neutral by using acetic acid to obtain a large amount of precipitate, and performing suction filtration to obtain the 1, 3-di (pyridine-3-yl) propane-1, 3-diketone. 1, 3-bis (pyridin-3-yl) propane-1, 3-dione (1.47g, 6.5mmol) was dissolved in refluxing absolute ethanol (25 ml). After complete dissolution, triethylamine (0.97ml, 7mmol) and europium nitrate (0.89g,2mmol, dissolved in 10ml ethanol) were added and the reaction was carried out under heating reflux for 1 hour. And after the reaction is finished, obtaining a product by a method of temperature reduction and recrystallization.
The aqueous fluorescent nail polish provided by the invention comprises 50-80 wt% of aqueous polyurethane; preferably 55 to 80 weight percent of waterborne polyurethane; more preferably from 60 to 80% by weight of an aqueous polyurethane.
The aqueous polyurethane of the present invention is preferably an anionic aqueous polyurethane. The present invention is not limited in its source, and may be commercially available.
The invention provides a preparation method of nail polish, which comprises the following steps:
mixing the ethanol solution of the fluorescent dye with the waterborne polyurethane, and performing ultrasonic treatment to obtain the nail polish.
The proportion and specific components of the ethanol solution of the fluorescent dye and the aqueous polyurethane are clearly defined, and are not repeated herein.
In the present invention, the ethanol solution of the fluorescent dye and the aqueous polyurethane are mixed in the above-mentioned parts by mass, and the mixing manner in the present invention is not limited, and those skilled in the art can easily understand the mixing manner.
The time of the ultrasonic treatment is preferably 2-5 min; more preferably 3-4 min; most preferably 3 min.
The invention provides a using method of nail polish, which comprises the following steps:
coating the nail polish on a nail according to the technical scheme, and drying to obtain a coating; the color of the nail polish on the surface of the coating cannot be seen under sunlight, and the coating shows fluorescence under the irradiation of ultraviolet light.
According to the invention, the number of layers of the coating obtained by coating is one or more; the nail polish used for the coatings may be the same or different. May all be a blue fluorescent coated nail polish; or the colors of one layer of blue, one layer of yellow and different colors can be combined into different colors at will, so that the requirement of a user on various fluorescent colors is realized, and the problem that the conventional fluorescent nail polish is single in color is solved.
The invention provides a water-based fluorescent nail polish, which comprises the following components: 20-50 wt% of ethanol solution of fluorescent dye; 50-80 wt% of waterborne polyurethane; the fluorescent dye is selected from one or more of structures in a formula (I) to a formula (IV); wherein R is selected from hydrophilic groups; r1 is selected from hydrophilic groups, R2 is hydrogen, alkyl or aryl, R3 is selected from hydrogen, fluorine, chlorine or bromine; r4, R5 and R6 are independently selected from hydrogen, amino, carboxyl, hydroxyl or sulfonic acid groups; r7 and R8 are independently selected from hydrophilic aryl groups, n ═ 3 or 4. According to the invention, specific structures of formula (I) to formula (IV) are selected as fluorescent dyes, and the fluorescent dyes do not absorb in a visible light region, so that the nail polish is colorless and transparent under the condition of common sunlight and completely invisible, and only shows bright fluorescence when irradiated by ultraviolet light, thereby improving the contrast; meanwhile, the fluorescent ink system uses water as a dissolving carrier, and compared with the conventional oily dye, the fluorescent ink system is safe, non-toxic, free of volatile organic gas, pollution-free, capable of reducing resource consumption and environmental protection cost, free of burning and explosion risks and capable of improving safety; in addition, the fluorescent colors of the nail polish comprise various colors such as blue, green, yellow and red, the colors with different colors can be randomly combined into different colors, the requirement of a user on the various fluorescent colors is met, and the problem that the conventional fluorescent nail polish is single in color is solved.
In order to further illustrate the present invention, the following examples are provided to describe the aqueous fluorescent nail polish in detail.
Example 1
Will have B1 structural formula:
uniformly mixing the ethanol solution (accounting for 20 percent of the total mass of the ink and having the mass concentration of 5g/L) of the dye and the waterborne polyurethane (accounting for 80 percent of the total mass of the ink), and carrying out ultrasonic treatment for 3 minutes to obtain the waterborne invisible blue fluorescent nail polish; after the nail polish is coated on the nail, the color of the nail polish on the nail can not be seen under the ordinary sunlight after the solvent is volatilized, and the nail can show strong blue fluorescence under the irradiation of an ultraviolet lamp. The emission wavelength was 435nm (FIG. 1) and the quantum yield was 81%. FIG. 1 is a graph of fluorescence emission spectra of nail polishes prepared in examples 1-4 of the present invention.
Example 2
Reacting a compound having the structural formula G1:
uniformly mixing the ethanol solution (accounting for 20 percent of the total mass of the ink and having the mass concentration of 5g/L) of the dye and the waterborne polyurethane (accounting for 80 percent of the total mass of the ink), and carrying out ultrasonic treatment for 3 minutes to obtain the waterborne invisible green fluorescent nail polish; after the nail polish is coated on the nails, the color of the nail polish on the nails can not be seen under the common sunlight after the solvent is volatilized, and the strong green fluorescence can be displayed on the nails under the irradiation of an ultraviolet lamp. The emission wavelength was 485nm (FIG. 1) and the quantum yield was 88%.
Example 3
Reacting a compound having the structural formula Y1:
uniformly mixing the ethanol solution (accounting for 20 percent of the total mass of the ink and having the mass concentration of 5g/L) of the dye and the waterborne polyurethane (accounting for 80 percent of the total mass of the ink), and carrying out ultrasonic treatment for 3 minutes to obtain the waterborne invisible yellow fluorescent nail polish; after the nail polish is coated on a nail, the color of the nail polish on the nail can not be seen under ordinary sunlight after a solvent is volatilized, and strong yellow fluorescence is displayed on the nail under the irradiation of an ultraviolet lamp. The emission wavelength was 531nm (FIG. 1), and the quantum yield was 79%.
Example 4
Uniformly mixing an ethanol solution (accounting for 20% of the total mass of the ink and having a mass concentration of 5g/L) of a dye with a structural formula of H1 with waterborne polyurethane (accounting for 80% of the total mass of the ink), and carrying out ultrasonic treatment for 3 minutes to obtain the waterborne invisible red fluorescent nail polish; after the nail polish is coated on a nail, the color of the nail polish on the nail can not be seen under ordinary sunlight after a solvent is volatilized, and strong red fluorescence is displayed on the nail under the irradiation of an ultraviolet lamp. The emission wavelength was 613nm (FIG. 1) and the quantum yield was 55%.
The preparation method of H1 comprises the following steps: mixing methyl nicotinate and 3-acetylpyridine according to the weight ratio of 1: 1, adding one equivalent of alkali, and reacting at 40 ℃. Adding a proper amount of water into the mixture obtained after the reaction to completely dissolve the mixture, adjusting the pH value to be neutral by using acetic acid to obtain a large amount of precipitate, and performing suction filtration to obtain the 1, 3-di (pyridine-3-yl) propane-1, 3-diketone. 1, 3-bis (pyridin-3-yl) propane-1, 3-dione (1.47g, 6.5mmol) was dissolved in anhydrous ethanol (25ml) under reflux. After complete dissolution, triethylamine (0.97ml, 7mmol) and europium nitrate (0.89g,2mmol, dissolved in 10ml ethanol) were added and the reaction was carried out under heating reflux for 1 hour. After the reaction is finished, the product is obtained by a method of temperature reduction and recrystallization, and the yield is 99%.
Example 5
Synthesis of H2:
polyethylene glycol MeO-PEG-Br modified with methoxy and bromo at both ends can be obtained commercially. MeO-PEG-Br and 4-hydroxyacetophenone were mixed as 1: 5, adding 5 equivalents of potassium carbonate, reacting in acetone for 3 days, and performing rotary evaporation and extraction to obtain the PEG functionalized acetophenone. PEG functionalized methyl benzoate can be prepared by the same method. The PEG-functionalized acetophenone and PEG-functionalized methyl benzoate obtained in the previous step were mixed according to the following ratio of 1: 1, adding 2 equivalents of sodium hydride, reacting in tetrahydrofuran solvent for 3 days, neutralizing, extracting, and purifying with silica gel column chromatography to obtain H2 ligand
1H NMR(300MHz,CDCl3):δ17.08(s,0.2H),7.93(m,4H),6.96(m,4H), 6.73(s,1H),4.18(m,4H),3.86(m,4H),3.96～3.53(m,4H),3.37(s,6H).13C NMR (100MHz,CDCl3):δ58.9,67.6,69.5,70.4,71.9,91.6,114.5,129.0,132.1,162.3, 184.6.
The ligand was dissolved in refluxing absolute ethanol, triethylamine and europium nitrate (in which the equivalent ratio of europium nitrate to ligand is 1:3) were added (dissolved in ethanol) to react under heating reflux for 1 hour. After the reaction is finished, the product (H2) is obtained by a method of temperature reduction and recrystallization.
Uniformly mixing an ethanol solution (accounting for 20% of the total mass of the ink and having a mass concentration of 5g/L) of a dye with a structural formula of H2 with waterborne polyurethane (accounting for 80% of the total mass of the ink), and carrying out ultrasonic treatment for 3 minutes to obtain the waterborne invisible red fluorescent nail polish; after the nail polish is coated on a nail, the color of the nail polish on the nail can not be seen under ordinary sunlight after a solvent is volatilized, and strong red fluorescence is displayed on the nail under the irradiation of an ultraviolet lamp. The emission wavelength was 613nm (FIG. 1) and the quantum yield was 52%.
Example 6
The nail polishes with different fluorescent colors prepared in the above examples 1 to 4 were respectively applied to the nails, and after drying, the photographs were respectively taken under visible light and ultraviolet lamp irradiation, as shown in fig. 2, and fig. 2 is a photograph of the nail polishes with different fluorescent colors prepared in examples 1 to 4 of the present invention respectively applied to the nails under sunlight (left) and ultraviolet lamp (right).
As can be seen from fig. 2, the nail polish color on the nail can not be seen under normal sunlight, under the irradiation of the ultraviolet lamp, the nail can show strong fluorescence of various colors, so that the nail is very dazzling, and under the ultraviolet lamp, the color from left to right is blue, red, green, yellow and blue respectively.
Example 7
The nail varnishes with different fluorescent colors prepared in the above examples 1 to 4 were respectively smeared on paper, and after drying, the photos under visible light and ultraviolet lamp irradiation were respectively taken, as shown in fig. 3, and fig. 3 is the photos under sunlight (left) and under ultraviolet lamp (right) of the nail varnishes with different fluorescent colors prepared in the examples 1 to 4 of the present invention respectively smeared on paper. As can be seen from FIG. 3, the color is colorless in daylight and very brilliant under an ultraviolet lamp.
The foregoing is only a preferred embodiment of the present invention, and it should be noted that, for those skilled in the art, various modifications and decorations can be made without departing from the principle of the present invention, and these modifications and decorations should also be regarded as the protection scope of the present invention.
Claims (10)
1. An aqueous fluorescent nail polish comprising:
20-50 wt% of ethanol solution of fluorescent dye;
50-80 wt% of waterborne polyurethane;
the fluorescent dye is selected from one or more of structures in a formula (I) to a formula (IV);
wherein R is a hydrophilic group; r1Is a hydrophilic group, R2Is hydrogen, alkyl or aryl, R3Selected from hydrogen, fluorine, chlorine or bromine; r4、R5And R6Independently selected from hydrogen, amino, carboxyl, hydroxyl or sulfonic group; r7And R8Independently selected from hydrophilic aryl, n-3 or 4.
2. Nail varnish according to claim 1, characterized in that R is selected from amino, carboxyl, hydroxyl or sulfonic groups; r1Selected from amino, carboxyl, hydroxyl or sulfonic acid groups; r2Selected from hydrogen, C1-C10 alkyl or C6-C20 aryl; the R is7And R8The compound is selected from substituted benzene or substituted naphthalene, and the substituent is selected from one or more of pyridine ring, PEG, hydroxyl, amino or carboxyl.
3. The nail varnish of claim 2, wherein the compound having the structure of formula I is selected from the group consisting of
The compound having the structure shown in formula II is selected from
The compound having the structure shown in formula III is selected from
The compound with the structure of the formula (IV) is selected from
Wherein m is 1 to 100.
4. The nail polish of claim 1, wherein the aqueous fluorescent nail polish comprises:
20-45 wt% of ethanol solution of fluorescent dye;
55-80 wt% of waterborne polyurethane.
5. Nail varnish according to claim 4, characterized in that the aqueous polyurethane is an anionic aqueous polyurethane.
6. The nail polish of claim 4, wherein the mass concentration of the fluorescent dye in the ethanol solution of the fluorescent dye is 0.5-50 g/L.
7. A method of preparing a nail varnish according to any one of claims 1 to 6, comprising:
mixing the ethanol solution of the fluorescent dye with the waterborne polyurethane, and performing ultrasonic treatment to obtain the nail polish.
8. The preparation method according to claim 7, wherein the time of the ultrasonic treatment is 2-5 min.
9. A method of using the nail polish of any one of claims 1 to 6, comprising:
applying the nail polish of any one of claims 1 to 6 to a nail, and drying to obtain a coating; the color of the nail polish on the surface of the coating can not be seen under the sunlight, and the coating can show fluorescence under the irradiation of ultraviolet light.
10. Use according to claim 9, characterized in that the number of layers of the coating obtained by said application is one or more; the nail polish used for the coating may be the same or different.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201810730400.6A CN110680767B (en) | 2018-07-05 | 2018-07-05 | Water-based fluorescent nail polish and preparation method and using method thereof |
Applications Claiming Priority (1)
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