WO2024232149A1 - 除光液 - Google Patents

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Publication number
WO2024232149A1
WO2024232149A1 PCT/JP2024/008034 JP2024008034W WO2024232149A1 WO 2024232149 A1 WO2024232149 A1 WO 2024232149A1 JP 2024008034 W JP2024008034 W JP 2024008034W WO 2024232149 A1 WO2024232149 A1 WO 2024232149A1
Authority
WO
WIPO (PCT)
Prior art keywords
nail polish
polish remover
mass
esters
ester
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/JP2024/008034
Other languages
English (en)
French (fr)
Japanese (ja)
Inventor
良平 森
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Fuji Pigment Co Ltd
GS Alliance Co Ltd
Original Assignee
Fuji Pigment Co Ltd
GS Alliance Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Fuji Pigment Co Ltd, GS Alliance Co Ltd filed Critical Fuji Pigment Co Ltd
Priority to JP2025519325A priority Critical patent/JPWO2024232149A1/ja
Publication of WO2024232149A1 publication Critical patent/WO2024232149A1/ja
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/31Hydrocarbons
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34Alcohols
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37Esters of carboxylic acids
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q3/00Manicure or pedicure preparations
    • A61Q3/04Nail coating removers

Definitions

  • the present invention relates to a nail polish remover.
  • nail polish removers also known as nail removers, enamel removers, etc.
  • organic solvents such as acetone and methyl ethyl ketone.
  • These ketone-based organic solvents are toxic and flammable, posing a risk to the health of users, and also have drawbacks such as the need for ventilation and explosion-proof equipment to ensure safety during production. For this reason, there have been studies into replacing these ketone-based solvents with other organic solvents.
  • Patent Document 1 discloses a nail polish remover whose main components are 2-oxo-4-methyl-1,3-dioxolane (propylene carbonate) and an aliphatic alcohol
  • Patent Document 2 discloses a composition for removing enamel that contains a diester
  • Patent Document 3 discloses an ethanol-based nail polish remover that contains a small amount of a lactate ester.
  • the nail polish remover described in Patent Document 1 is mainly composed of propylene carbonate, which is irritating to the eyes, and concerns remain regarding safety and usability.
  • the nail polish remover described in Patent Document 2 uses volatile solvents such as acetone along with diesters, so safety and hygiene risks have not been eliminated.
  • the nail polish remover described in Patent Document 3 is considered to be safe for humans, but since more than 90% of the total ingredients are ethanol, the risk of ignition during production and storage is unavoidable.
  • Such nail polish removers that are mainly composed of ethanol also evaporate easily, making them unsatisfactory to use, and as shown in the examples and comparative examples, they may not be sufficient in removing nail polish, etc.
  • the present invention aims to solve the problems described above by providing a nail polish remover that is less toxic, easier to ensure safety during use and production, and has excellent removal performance for manicures, pedicures, etc. (hereinafter sometimes referred to as "enamel removal performance") and a pleasant feel when used.
  • the present invention provides the following (1) to (4).
  • the nail polish remover of the present invention has the advantages of being less toxic to the human body and of having less risk of fire, etc. In addition to this safety, the nail polish remover of the present invention can also exhibit excellent enamel removal performance and usability.
  • the present embodiment is a nail polish remover containing one or more esters selected from the group consisting of lactate esters and acetate esters, an alcohol having 2 to 3 carbon atoms, and a monoterpene, wherein the ester content is 40 to 90 mass%, the alcohol content is 5 to 40 mass%, and the monoterpene content is 1 to 20 mass%, relative to the total mass of the nail polish remover.
  • the nail polish remover of this embodiment has the advantage of being less toxic to the human body than general-purpose nail polish removers because it uses lactate esters and/or acetate esters as its main solvent. Lactate esters in particular are considered to be green solvents with biodegradability, and the nail polish remover of this embodiment, which uses lactate esters as its main ingredient, is also excellent in terms of environmental conservation.
  • lactate esters in particular are considered to be green solvents with biodegradability
  • the nail polish remover of this embodiment, which uses lactate esters as its main ingredient is also excellent in terms of environmental conservation.
  • alcohols with 2 to 3 carbon atoms lower alcohols
  • the viscosity and drying properties are appropriately adjusted, and the feel when using is also good.
  • the content of lower alcohols is less than 50% of the total, the risk of fire during production and storage is reduced.
  • lactate esters and/or acetate esters, lower alcohols, and monoterpenes it is possible to achieve safety as well as excellent enamel removal performance and feel when using
  • lactic acid ester constituting the main component of the nail polish remover of this embodiment
  • any compound can be used as long as it is an ester based on substituted or unsubstituted lactic acid and alcohol.
  • an ester of unsubstituted lactic acid and low molecular weight alcohol such as methyl lactate, ethyl lactate, n-propyl lactate, i-propyl lactate, butyl lactate, etc., is used.
  • lactic acid esters have a boiling point in the range of 150 to 190°C and have a moderate polarity, so that it is easy to prepare a nail polish remover that has a good balance between drying property and wettability as well as solubility of enamel.
  • ethyl lactate is preferred.
  • multiple types of lactic acid esters can be used in combination.
  • Ethyl lactate is a slightly yellowish transparent liquid at room temperature and normal pressure, and has excellent miscibility with water and alcohol. Similarly, it is also excellent in solubility of resin components, and is considered to be particularly contributory to the high enamel removal performance of the nail polish remover of this embodiment. Ethyl lactate is a substance that is widely used as a raw material for food additives, and is also excellent in safety. In addition, since it has a faint odor like nuts, the nail polish remover of this embodiment that contains it as a main component can be more excellent in usability without unpleasant odor.
  • ⁇ Acetate ester> There is no particular restriction on the ethyl acetate constituting the main component of the nail polish remover of this embodiment, and any compound can be used as long as it is an ester based on substituted or unsubstituted acetic acid and alcohol.
  • an ester of unsubstituted acetic acid and low molecular weight alcohol such as methyl acetate, ethyl acetate, n-propyl acetate, i-propyl acetate, butyl acetate, etc., is used.
  • These acetate esters have a boiling point of 130° C.
  • ethyl acetate is preferred.
  • Multiple acetate esters can be used in combination, and it is also possible to use a single or multiple lactate esters in combination.
  • Ethyl acetate is a colorless, transparent liquid at room temperature and pressure. It is widely used as a solvent because it can be mixed with almost any organic solvent such as alcohol, ether, and hydrocarbon in any ratio and is somewhat compatible with water. In the nail polish remover of the present embodiment, ethyl acetate can be used as a main component instead of or together with the lactate ester.
  • the nail polish remover of this embodiment contains an alcohol having 2 to 3 carbon atoms as the second component. Specifically, it contains ethanol, n-propanol, i-propanol, or a mixture of two or three of them. These lower alcohols have a boiling point of 78 to 98°C, and therefore can be mixed with a lactate ester and/or an acetate ester to appropriately adjust the drying property of the nail polish remover. In addition, they have low viscosity, low toxicity to the human body, and no unpleasant odor, so that a nail polish remover with excellent usability can be easily prepared. Among them, ethanol and i-propanol, which have a boiling point of around 80°C, are suitable as components of the nail polish remover of this embodiment. Ethanol is particularly preferred.
  • Bioethanol As ethanol, so-called synthetic ethanol synthesized from petroleum or natural gas can be used, but bioethanol is preferably used.
  • Bioethanol is ethanol obtained by fermenting and distilling biomass such as sugarcane or corn, and is also called biomass ethanol or fermented ethanol.
  • biomass ethanol or fermented ethanol Unlike synthetic ethanol, there is no risk of containing harmful components such as methanol or benzene, so it can be a less toxic nail polish remover.
  • Bioethanol is also a renewable natural energy source, so its use is also preferable from the perspective of global environmental conservation.
  • the nail polish remover of this embodiment contains a monoterpene as a third component.
  • Monoterpene is a compound consisting of two isoprene units and generally has a composition of C 10 H 16. Specific examples include, but are not limited to, acyclic monoterpenes such as ocimene and myrcene; monocyclic monoterpenes such as limonene; and polycyclic monoterpenes such as pinene, camphene, carene, sabinene, and thujane. Multiple types of monoterpenes can also be used in combination.
  • substituted monoterpenes having a hydroxyl group or a carbonyl group in the molecule such as menthol and camphor
  • substituted monoterpenes having a hydroxyl group or a carbonyl group in the molecule such as menthol and camphor
  • unsubstituted monoterpenes that are liquid around room temperature such as menthol and camphor
  • limonene and/or pinene which have a low melting point, are particularly preferable, and limonene is particularly preferable.
  • limonene The IUPAC name of limonene is 1-methyl-4-(1-methylethenyl)cyclohexene, and it has a structure similar to that of styrene. Therefore, it has the property of dissolving resins such as polystyrene, and may play a role in further enhancing the enamel removal effect in the nail polish remover of this embodiment.
  • Limonene has d-isomer (R-isomer) and l-isomer (S-isomer) isomers, and either of these can be used in this embodiment, and it is of course possible to use a racemic isomer.
  • the d-isomer is contained in citrus peels, and the l-isomer is contained in peppermint oil. It has also attracted attention as a safe solvent that can be extracted from natural products, and is suitable as an ingredient of the nail polish remover of this embodiment. In particular, by incorporating d-isomer limonene, it is possible to impart a citrus scent to the nail polish remover.
  • the nail polish remover of this embodiment contains 40-90% by mass of lactic acid ester and/or acetate ester, 5-40% by mass of alcohol having 2-3 carbon atoms, and 1-20% by mass of monoterpene, with the total mass of the nail polish remover being 100% by mass.
  • a nail polish remover in which the amount of ester is less than 40% by mass, for example, a few mass%, and the amount of ethanol is 90% by mass or more is difficult to exhibit excellent enamel removal performance.
  • the nail polish remover contains ester as the main component, if the content of monoterpene is less than 1% by mass, the enamel removal performance tends to be inferior to that of this embodiment.
  • the ester content is 50 to 85 mass%, especially 60 to 80 mass%
  • the alcohol content having 2 to 3 carbon atoms is 10 to 35 mass%, especially 15 to 30 mass%
  • the monoterpene content is about 2 to 15 mass%, especially 3 to 10 mass%, relative to 100 mass% of the total mass of the nail polish remover.
  • the monoterpene content relative to 100 mass% of the total mass of the nail polish remover may be, for example, 5 mass% or less, and the optional components described below may be blended in an amount of about 30 mass% or less, especially about 10 mass% or less.
  • lactate ester and acetate ester in the ester component there are no particular limitations on the content ratio of lactate ester and acetate ester in the ester component. This can be set arbitrarily depending on the types of lactate ester and acetate ester used, the types of alcohol and monoterpene to be combined with the ester, and the enamel removal performance, drying properties, wettability, etc., of the desired nail polish remover. For example, only lactate ester or only acetate ester may be used, or the two may be used together in a ratio of about 10:90 to 90:10, particularly about 20:80 to 80:20.
  • the nail polish remover of this embodiment may contain optional components such as oils, water, moisturizers, conditioning agents such as protein hydrolysates, viscosity adjusters, flowability adjusters, pH adjusters, dispersants, stabilizers, surfactants, emulsifiers, defoamers, preservatives, antioxidants, deterioration inhibitors, bactericides, antibacterial agents, ultraviolet absorbers, colorants, fragrances, and fillers.
  • the amount of these optional components is preferably about 0.1 to 30% by mass, particularly about 0.5 to 20% by mass, in total, relative to the total mass of the nail polish remover (100% by mass).
  • oil agent By blending an oil agent in the nail polish remover of this embodiment, it is possible to further increase the enamel removal performance of the nail polish remover, adjust the viscosity and drying property, or improve the compatibility with nails.
  • oil agents include fatty acid esters other than lactate esters and acetate esters, long-chain fatty acids, orange oil, jojoba oil, olive oil, coconut oil, rapeseed oil, sesame oil, avocado oil, palm oil, corn oil, cottonseed oil, soybean oil, linseed oil, castor oil, carnauba wax, beef tallow, petrolatum, squalane, fatty acids such as oleic acid and ricinoleic acid, mineral oil, silicone oil, etc., but are not limited thereto. These oil agents may also function as skin softeners or protectants.
  • the content of oils in the total 100% by mass of the nail polish remover of this embodiment is preferably about 1 to 20% by mass, particularly about 2 to 10% by mass.
  • the moisturizing agent examples include, but are not limited to, polyethylene glycol, glycerin, 1,3-butylene glycol, erythritol, sorbitol, xylitol, maltitol, dimethyl isosorbide (isosorbide dimethyl ether), propylene glycol, dipropylene glycol, diglycerin, sodium pyrrolidone carboxylate, sodium hyaluronate, lactic acid, sodium lactate, urea, and the like. It is also possible to use a plurality of moisturizing agents in combination. The content of these moisturizing agents is preferably about 1 to 20% by mass, particularly about 2 to 10% by mass, relative to 100% by mass of the total nail polish remover of this embodiment.
  • the nail polish remover of the present embodiment may also contain a surfactant.
  • a surfactant By blending a surfactant, dispersibility, flowability, enamel solubility, etc. may be improved.
  • the content of the surfactant is preferably about 0.1 to 10% by mass, particularly about 1 to 5% by mass, based on 100% by mass of the total nail polish remover of the present embodiment.
  • the surfactant is not particularly limited, and the desired one can be selected from ordinary anionic surfactants such as polyoxyalkylene alkyl ether sulfates, polyoxyalkylene alkyl phenyl ether sulfates, alkyl benzene sulfonates, (poly)alkyl naphthalene sulfonates, alkyl sulfates, etc.; cationic surfactants such as mono- to trialkylamine salts, alkyl ammonium salts, pyridinium salts, dodecylamine acetate, etc.; nonionic surfactants such as sugar esters, fatty acid esters, alkoxyl phosphoric acid (salts), sorbitan esters, polyoxyethylene ethers, polyoxyethylene esters, sulfated or sulfonated adducts of condensation products of ethylene oxide and/or propylene oxide with alkylamines or diamines, etc.; and ampho
  • antioxidants examples include, but are not limited to, L-ascorbic acid (vitamin C), tocopherol, rosemary extract, and the like, in addition to general-purpose anti-aging agents for polymers such as amine compounds and hindered phenols. Two or more types of antioxidants can also be used in combination. The content of these antioxidants is preferably about 0.1 to 5% by mass, particularly about 1 to 3% by mass, based on 100% by mass of the total nail polish remover of this embodiment.
  • the nail polish remover of this embodiment can be easily prepared by mixing the above-mentioned components.
  • it can be obtained by mixing a lactate ester and/or an acetate ester, an alcohol having 2 to 3 carbon atoms, a monoterpene, and an optional component.
  • the mixing operation can be performed using a general-purpose stirrer, such as a disperser, a ball mill, an SG mill, a roll mill, a planetary mixer, etc.
  • mixing can be performed in a container such as a beaker or a flask, or in a juicer mixer.
  • the components are mixed, and all the components may be mixed at the same time, or, for example, other components may be mixed in alcohol.
  • the lactate ester, the monoterpene, and optional components may be mixed in a roll mill, and the mixture may be diluted with a lower alcohol.
  • the nail polish remover of the present embodiment can be used to remove various kinds of manicures and pedicures, such as nail enamel, base coat, top coat, nail polish, gel nail, nail color, etc. Examples include manicures whose base resin is shellac resin, acrylic resin, nitrocellulose, etc., and even manicures and pedicures containing glitter, but the application of the nail polish remover of the present embodiment is not limited to these. In addition to manicures and pedicures, it is also useful for removing coatings and adhesives of industrial products, transportation parts such as automobiles, daily necessities, and even building materials, housing equipment, wall materials, floor materials, and repair agents.
  • the nail polish remover of the present embodiment is highly safe for the human body and the environment, and is therefore particularly suitable for use in facilities and equipment of medical care, nursing care, food factories, etc.
  • Example 1 Preparation of nail polish remover samples 70 parts by mass of ethyl lactate, 26 parts by mass of ethanol, and 4 parts by mass of limonene were mixed in a mixer to prepare a nail polish remover sample. Note that bioethanol (concentration 95%) prepared by fermentation was used as the ethanol. Therefore, in the nail polish remover sample of this example, the amount of ethanol is strictly 24.7 parts by mass, and 1.3 parts by mass of water is contained.
  • nail polish Removal Test Twenty monitors were asked to actually apply nail polish GS Bio Nail W Green (green nail polish based on shellac resin) manufactured by GS Alliance Co., Ltd. to their fingernails, and then remove the nail polish with the above-mentioned nail polish remover 30 minutes or more after application. As a result, 17 monitors answered that the nail polish was successfully removed with almost no residue remaining. In addition, 18 monitors answered that they did not feel any discomfort due to odor or the like during removal, and did not experience any problems such as nail degreasing, discoloration, or rough skin after removal.
  • Example 1 A test similar to that in Example 1 was carried out, except that a commercially available nail polish remover containing acetone was used. All 20 monitors answered that the nail polish was successfully removed with almost no residual nail polish remaining, but 16 of them answered that they felt uncomfortable or uneasy about the odor of acetone.
  • Example 2 The same operation as in Example 1 was carried out, except that limonene was not used. Only 14 out of 20 monitors answered that the nail polish was completely removed. This shows the importance of the monoterpene component being contained in the nail polish remover.
  • Comparative Example 3 Using 5 parts by mass of ethyl lactate and 95 parts by mass of ethanol, the same operation as in Example 1 was carried out. Only 2 out of 20 monitors answered that the nail polish was completely removed, which was a significantly worse result than Comparative Example 2.
  • Example 2 and Comparative Examples 5 to 6 In order to quantitatively evaluate the performance of each of the above nail polish removers, the remaining rate of nail polish after removal trials was compared.
  • the nail polish used in Example 1 and the like was applied to an area of 2 cm2 on each of the three nails of the monitor's fingers and left for 30 minutes. The fingers were then immersed in the nail polish remover prepared in Example 1 or Comparative Example 2 or 3 for 20 seconds and pulled out, and the area ratio of the nail polish coating before and after immersion was determined.
  • Example 1 The nail polish remover of Example 1 was able to remove about 80% of the nail polish coating (Example 2), while the nail polish remover of Comparative Example 2 was able to remove only about 70% (Comparative Example 5), and the nail polish remover of Comparative Example 3 was able to remove only about 20% of the nail polish coating (Comparative Example 6).

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Emergency Medicine (AREA)
  • Cosmetics (AREA)
PCT/JP2024/008034 2023-05-10 2024-03-04 除光液 Ceased WO2024232149A1 (ja)

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Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6115814A (ja) * 1984-06-29 1986-01-23 チ−ズブロ−ポンズ、インコ−ポレ−テツド ネイルポリッシュ組成物
WO1993018734A1 (en) * 1992-03-16 1993-09-30 Dotolo Enterprises, Inc. Nail polish remover composition
WO1994016671A1 (en) * 1993-01-22 1994-08-04 Dotolo Research Corporation Nail polish remover
JP2000119142A (ja) * 1998-10-08 2000-04-25 Masao Umemoto 除光液及びマニキュア溶媒
JP2014088187A (ja) * 2012-10-29 2014-05-15 Daizo:Kk エアゾール製品
US20200139163A1 (en) * 2018-11-07 2020-05-07 Jake Palmer Compositions For Removing Surface Coatings

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6115814A (ja) * 1984-06-29 1986-01-23 チ−ズブロ−ポンズ、インコ−ポレ−テツド ネイルポリッシュ組成物
WO1993018734A1 (en) * 1992-03-16 1993-09-30 Dotolo Enterprises, Inc. Nail polish remover composition
WO1994016671A1 (en) * 1993-01-22 1994-08-04 Dotolo Research Corporation Nail polish remover
JP2000119142A (ja) * 1998-10-08 2000-04-25 Masao Umemoto 除光液及びマニキュア溶媒
JP2014088187A (ja) * 2012-10-29 2014-05-15 Daizo:Kk エアゾール製品
US20200139163A1 (en) * 2018-11-07 2020-05-07 Jake Palmer Compositions For Removing Surface Coatings

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
DATABASE MINTEL 1 June 2014 (2014-06-01), ANONYMOUS: "Natural Nail Polish Remover", XP093235322, Database accession no. 2502267 *

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