WO2014086862A2 - Adhesive composition for make-up of nails - Google Patents

Adhesive composition for make-up of nails Download PDF

Info

Publication number
WO2014086862A2
WO2014086862A2 PCT/EP2013/075536 EP2013075536W WO2014086862A2 WO 2014086862 A2 WO2014086862 A2 WO 2014086862A2 EP 2013075536 W EP2013075536 W EP 2013075536W WO 2014086862 A2 WO2014086862 A2 WO 2014086862A2
Authority
WO
WIPO (PCT)
Prior art keywords
nail
make
composition according
chosen
product
Prior art date
Application number
PCT/EP2013/075536
Other languages
French (fr)
Other versions
WO2014086862A3 (en
Inventor
Guillaume Kergosien
Original Assignee
L'oreal
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 L'oreal filed Critical L'oreal
Publication of WO2014086862A2 publication Critical patent/WO2014086862A2/en
Publication of WO2014086862A3 publication Critical patent/WO2014086862A3/en

Links

Classifications

    • 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
    • A61K8/31—Hydrocarbons
    • 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
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37—Esters of carboxylic acids
    • 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
    • A61K8/90—Block copolymers
    • 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
    • A61K8/92—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
    • A61K8/922—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof of vegetable origin
    • 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
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L53/00—Compositions of block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
    • C08L53/02—Compositions of block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers of vinyl-aromatic monomers and conjugated dienes
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J153/00—Adhesives based on block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Adhesives based on derivatives of such polymers
    • C09J153/02—Vinyl aromatic monomers and conjugated dienes
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2205/00—Polymer mixtures characterised by other features
    • C08L2205/02—Polymer mixtures characterised by other features containing two or more polymers of the same C08L -group

Definitions

  • the present invention concerns an adhesive composition for use in make-up and/or care of nails and the use thereof for make-up and/or care of nails.
  • the adhesives currently found on the market to glue false or artificial nails are traditionally ethyl cyanoacrylate-based.
  • Ethyl cyanoacrylate is conventionally used in association with a polymer such as poly(methyl methacrylate) leading to the formation of a very solid polymerised system as described in US 5,658,415.
  • this type of adhesive has the disadvantage of having high adherence allowing, it is true, very good adhesion of artificial nails onto the nails, but making them difficult to remove however when so desired by the consumer.
  • ethyl cyanoacrylate has the disadvantage of being relatively unstable giving rise to difficulty as regards a vehicle substance.
  • the object of the present invention is to provide an adhesive composition allowing a nail make-up product to be glued onto nails and to be removed easily once the consumer so desires.
  • the present invention therefore concerns an adhesive composition for nail makeup product comprising:
  • block copolymers comprising at least one polystyrene block and at least one block chosen from the group consisting of polybutadiene blocks, polyisoprene blocks, and butadiene/isoprene copolymer blocks;
  • tackifying resin of number average molecular weight equal to or less than 10 000 g/mol, chosen from the group consisting of rosins and rosin esters, terpene resins, partly hydrogenated aromatic resins, and mixed resins of aliphatic and aromatic hydrocarbon monomers;
  • the adhesive composition once applied, forms an adhesive layer having a certain adhesive power defined by its viscoelastic properties.
  • the adhesive materials which can be used in the present invention have viscoelastic properties which are measured at a standard temperature of 35 ⁇ and within a certain frequency interval.
  • the viscoelastic properties of this material are measured under conditions in which it has a content of volatile solvent equal to or less than 30 %, and in particular a volatile solvent content equal to or less than 20 %.
  • a volatile solvent such as water, a short-chain ester, short-chain alcohol, acetone etc.
  • the elastic modulus of the material is measured at three different frequencies:
  • the said adhesive material meets the following conditions:
  • the adhesive material also meets the following condition:
  • the adhesive composition comprises at least one polymer chosen from the group consisting of:
  • - block copolymers comprising at least one polystyrene block and at least one block chosen from the group consisting of: polybutadiene blocks, polyisoprene blocks, and butadiene/isoprene copolymer blocks; and
  • It may be a block copolymer alone, a mixture of block copolymers, a polychloroprene alone, a mixture of polychloroprenes or a mixture of block copolymers and polychloroprenes.
  • the block copolymers are solid at ambient temperature.
  • copolymer is meant a polymer derived from at least two types of monomers.
  • block copolymer designates a copolymer formed by blocks of different compositions, linked together in linear sequences. These copolymers may also be called “sequenced copolymers”. Therefore these block copolymers or sequenced copolymers are polymers comprising at least 2 separate sequences or blocks.
  • the block copolymers also encompass diblock, triblock, multi-block copolymers, whether radial or star-block.
  • block copolymers are formed of at least two blocks, preferably two or three blocks. These copolymers are therefore preferably chosen from among diblock or triblock copolymers.
  • the multi-block copolymers designate copolymers comprising more than three blocks.
  • the block copolymers of the invention may also be chosen from among star block copolymers or radial block copolymers. These copolymers have only one branch point from which several blocks emerge.
  • a said star block copolymer having n blocks linked to the branch point is called a star copolymer with n blocks (or radial copolymer).
  • the copolymers may have a linear structure or non-linear structure e.g. a copolymer with branched, radial, star structure.
  • the block copolymers of the invention can be statistical or alternating.
  • copolymers according to the invention are styrene-butadiene copolymers, styrene-isoprene copolymers, styrene-butadiene/isoprene copolymers, styrene-butadiene-styrene copolymers, styrene-isoprene-styrene copolymers and styrene- butadiene/isoprene-styrene copolymers such as those marketed by KRATON.
  • the polymer is a mixture of block copolymers comprising at least one diblock copolymer and at least one triblock copolymer.
  • the polymer is a mixture of linear styrene-butadiene-styrene triblock copolymers and of styrene-butadiene diblock copolymers, available in particular from KRATON under reference KRATON® D-1 102 (SBS).
  • SBS KRATON® D-1 102
  • polychloroprene is meant a compound of following formula:
  • n is an integer of 1 to 10 000.
  • the polymer content is 1 % to 50 %, advantageously 5 % to 30 %, preferably 10 % to 20 % by weight relative to the total weight of the composition.
  • the block copolymers of the invention are highly polar and therefore have good compatibility with the tackifying resins of the invention, described below, which contributes towards the adhesive power of the adhesive composition of the invention.
  • the designation « polar » is given to a compound whose negative and positive charges are asymmetrically distributed.
  • the adhesive composition comprises at least one tackifying resin such as defined above.
  • tackifying resin is meant a thermoplastic resin of low molecular weight used in the composition of glues.
  • the tackifying resins of the invention have a number average molecular weight equal to or less than 10 000 g/mol.
  • this number average molecular weight ranges from 250 g/mol to 10 000 g/mol, preferably from 250 g/mol to 5 000 g/mol, more preferably from 250 g/mol to 2 000 g/mol, even from 250 g/mol to 1 000 g/mol.
  • the number average molecule weights (Mn) are determined by gel permeation liquid chromatography (solvent THF, calibration curve determined with standards of linear polystyrene, refractometric detector).
  • the tackifying resins of the invention are chosen from the group consisting of: rosins and rosin esters, optionally hydrogenated, terpene resins, optionally styrenated, partly hydrogenated aromatic resins, and mixed resins of aliphatic and aromatic hydrocarbon monomers.
  • Rosin is a mixture mostly containing organic acids called rosin acids (chiefly acids of abietic and pimaric type).
  • rosin obtained by tapping living trees
  • wood rosin which is extracted from pine stumps or wood
  • tall oil resin obtained from a byproduct of paper production.
  • Rosin esters derive from the esterification (e.g. with polyhydric alcohols such as ethylene glycol, glycerol, pentaerythritol) of rosin acids. Mention can be made for example of the rosin esters marketed under the references FORAL 85, PENTALYN H and STAYB ELITE ESTER 10 marketed by HERCULES; SYLVATAC 95 and ZONESTER 85 by ARIZONA CHEMICAL; FORAL 105 Synthetic Resin by PINOVA or UNIREZ 3013 by UNION CAMP.
  • polyhydric alcohols such as ethylene glycol, glycerol, pentaerythritol
  • Terpene resins are resins containing turpentines which are hydrocarbons of formula (C 5 H 8 ) n where n is an integer of at least 1 . These resins are said to be « styrenated » when they contain styrene groups.
  • styrenated terpene resin As an example of styrenated terpene resin, particular mention can be made of the references SylvaresTM ZT 105LT Resin, SylvaresTM ZT 106LT Resin, and ZonatacTM NG 98, available from ARIZONA CHEMICAL.
  • the terpene resins used are styrenated terpene resins.
  • a partly hydrogenated aromatic resin mention can be made of hydrogenated indene/methylstyrene/styrene copolymers marketed under the trade name « REGALITE » by Eastman Chemical, in particular REGALITE C6100, REGALITE C6100L, REGALITE R7100, REGALITE R9100, REGALITE S5100, or under the trade name ARKON M-90, ARKON M-100, ARKON M-1 15 by Arakawa.
  • the diene resins of cyclopentanediene dimers derived from the polymerisation of a first monomer chosen from among indene and styrene, and of a second monomer chosen from among the dimers of cyclopentanediene such as dicyclopentanediene, methyldicyclopentanediene, the other dimers of pentanediene, and mixtures thereof.
  • These resins generally have a molecular weight ranging from 500 to 800 g/mol, such as those marketed for example under the references ESCOREZ 5600, ESCOREZ 5615, ESCOREZ 5690 by Exxon Mobil Chem.
  • the tackifying resin is chosen from the group consisting of: rosins and rosin esters, optionally hydrogenated.
  • the tackifying rosin is the hydrogenated rosin ester for example marketed under the trade name FORAL 105 Synthetic Resin by PINOVA.
  • the tackifying resin content ranges from 5 % to 50 %, preferably from 10 % to 30 % by weight relative to the total weight of the composition.
  • the adhesive composition comprises at least one plasticizer.
  • plasticizer designates a compound in the more or less viscous liquid state which, when added to the formulation of a given material, can make it more tacky more adhesive, more flexible, more resistant and/or easier to handle.
  • plasticizer such as glycols and derivatives thereof, e.g. diethylene glycol ethylether, diethylene glycol methylether, diethylene glycol butylether or diethylene glycol hexylether, ethylene glycol ethylether, ethylene glycol methylether, ethylene glycol butylether, ethylene glycol hexylether, glycol esters, derivatives of propylene glycol and in particular propylene glycol phenylether, propylene glycol diacetate, dipropylene glycol butylether, tripropylene glycol butylether, propylene glycol methylether, dipropylene glycol ethylether, tripropylene glycol methylether and diethylene glycol methylether, propylene glycol butylether, esters of acids and in particular carboxylic acids such as citrates, in particular triethyl citrate, tributyl citrate,
  • the plasticizer is chosen from among non-volatile hydrocarbon oils in particular from among liquid paraffins, hydrogenated or non-hydrogenated polyisobutenes.
  • non-volatile oil is meant an oil, a solvent remaining on the nails at ambient temperature and atmospheric pressure for at least several hours and particularly having a vapour pressure equal to or less than 10 ⁇ 3 mm Hg (0.13 Pa).
  • the plasticizer used is marketed under the trade name PRIMOL 352 by EXXONMOBIL.
  • the plasticizer content is from 1 % to 15 %, preferably 1 % to 7 % by weight relative to the total weight of the composition.
  • the adhesive composition comprises at least one volatile solvent (or oil).
  • volatile solvent » is meant a solvent able to evaporate in contact with keratin matter in less than one hour at ambient temperature and atmospheric pressure.
  • the volatile solvents of the invention are volatile organic solvents, liquid at ambient temperature, having a nonzero vapour pressure at ambient temperature and atmospheric pressure, in particular from 0.13 Pa to 40 000 Pa (10 ⁇ 3 at 300 mm Hg), advantageously from 1 .3 Pa to 13 000 Pa (0.01 at 100 mm Hg), preferably from 1 .3 Pa to 1300 Pa (0.01 at 10 mm Hg).
  • the volatile solvent is chosen from among the polar volatile solvents.
  • polar » solvent in the present invention is meant a solvent or oil whose solubility parameter calculated beyond its melting point 5 a differs from 0 (J/cm 3 ) 1 ⁇ 2 .
  • polar » solvent is meant a solvent whose chemical structure is essentially formed even constituted of carbon and hydrogen atoms, and comprising at least one highly electronegative heteroatom such as an oxygen, nitrogen, silicon or phosphorus atom.
  • the parameters ⁇ ⁇ , 5 h , 5 D and 5 a are expressed in (J/cm 3 ) 1 ⁇ 2 .
  • the volatile solvent is chosen from the group formed by esters and C3-C6 ketones, and mixtures thereof.
  • volatile solvent particular mention can be made of acetone, methylethylketone, methylisobutylketone, cyclohexanone and alkyl acetates in which the alkyl group comprises 2 to 5 carbon atoms such as methyl acetate, ethyl acetate, propyl acetate, n-propyl acetate, isopropyl acetate, n-butyl acetate, isobutyl acetate and tert-butyl acetate.
  • volatile solvent is chosen from the group formed by methyl acetate, ethyl acetate, n-propyl acetate, isopropyl acetate, acetone, and mixtures thereof.
  • the volatile solvent is ethyl acetate for example.
  • the solvent content is at least 40%, advantageously from 50% to 90%, preferably from 60% to 75% by weight relative to the total weight of the composition.
  • the tackifying resin is a hydrogenated rosin ester and the volatile solvent is ethyl acetate.
  • the adhesive composition may further comprise other ingredients routinely used in cosmetic compositions and known to persons skilled in the art as possible incorporations in an adhesive composition for a make-up product for nails.
  • Such ingredients can be chosen from among pigments and dyes, plasticizers, coalescence agents, preserving agents, oils, waxes, free antiradical agents, levelling agents, wetting agents, dispersing agents, anti-foaming agents, preservatives, surfactants, perfumes, neutralizers, stabilizers, anti-oxidants, thickening agents, active ingredients possibly chosen from among essential oils, UV/sun filters, hydrating agents, vitamins, proteins, ceramides, plant extracts etc., and mixtures thereof.
  • composition of the invention may further comprise nail care agents as active ingredients such as hardening agents for keratin matter, ingredients acting on nail growth such as methyl sulfonyl methane and/or ingredients to treat various local nail disorders such as onichomycosis for example.
  • nail care agents as active ingredients such as hardening agents for keratin matter, ingredients acting on nail growth such as methyl sulfonyl methane and/or ingredients to treat various local nail disorders such as onichomycosis for example.
  • the present invention also concerns a non-therapeutic method for make-up and/or care of nails using the adhesive composition such as previously described. More specifically it concerns a method for make-up and/or care of nails comprising:
  • step c) a step consisting of putting said coated nail make-up product obtained after step b) in contact with the said coated nail obtained after step a), to obtain a nail to which a nail make-up product is applied.
  • the nail make-up product is an artificial nail or false nail.
  • the method comprises a step for drying the layers of adhesive composition before applying the nail make-up product onto the nail.
  • the consumer coats the surface of the nails with at least one layer of adhesive composition such as previously described, coats artificial nails with at least one layer of this adhesive composition, and then typically waits for a few seconds to a few minutes for the two layers of composition to dry.
  • the artificial nails coated with the dry adhesive composition are then placed in contact with the nails coated with dry adhesive composition. In this manner, the nails are covered by artificial nails having satisfactory adhesion.
  • the present invention also concerns a method for removing nail make-up products adhering to nails via said adhesive composition.
  • the consumer is able to remove an artificial nail glued to a nail by means of the adhesive composition of the invention, by pulling away the artificial nail and the adhesive layer formed of adhesive composition lying between the nail and the artificial nail. Detachment of the nail make-up product is thereby facilitated compared with the case in which an artificial nail is glued in conventional manner, on account of the physicochemical properties of the adhesive composition of the invention.
  • weight percentages given in this application can be related to the dry matter weight percentage of the compounds used.
  • « comprising one » or « containing one » is meant « comprising at least one » or « containing at least one » unless explicitly specified to the contrary.
  • the invention will be better understood on reading the following description given solely as an example.
  • Example 1.1 Preparation of an adhesive composition according to the invention
  • An adhesive composition according to the invention was prepared in accordance with Table 1 .
  • Example 1.2 Nail make-up method using an adhesive composition of the invention
  • a layer of adhesive composition of Example 1 .1 was coated on the nails and on the underside of artificial nails of the trademark FING'RS® having the reference « EDGE FASHION NAILS mich When the adhesive layers were dry the artificial nails were applied to the nails.
  • Comparative Example 1 Preparation of an adhesive composition comprising an aliphatic hydrocarbon tackifying resin.
  • This adhesive composition comprises an aliphatic hydrocarbon tackifying resin differing from the tackifying resins of the invention.
  • Comparative Example 2.1 Preparation of an adhesive composition comprising an aliphatic hydrocarbon tackifying resin and cyclohexane
  • This adhesive composition comprises an aliphatic hydrocarbon tackifying resin differing from the tackifying resins of the invention.
  • composition could therefore be used in the nail make-up method of the invention, as described in the following Example.
  • Comparative Example 2.2 Nail make-up method using an adhesive composition of the invention.
  • a layer of the adhesive composition of comparative Example 2.1 was coated on the nails and on the underside of artificial nails of the trade mark FING'RS® carrying the reference « EDGE FASHION NAILS mich When the adhesive layers were dry the artificial nails were applied to the nails.
  • the adhesive layer thus obtained developed low adhesiveness after drying and did not adhere properly to the nails, demonstrating the importance of the type of tackifying resin.
  • This comparative example again shows the essential role played by the tackifying resin whose type has an influence on the preparation of the composition, in particular in terms of compatibility with the solvent used, and on adhesive power.

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Emergency Medicine (AREA)
  • Adhesives Or Adhesive Processes (AREA)

Abstract

The present invention concerns an adhesive composition for nail make-up product comprising: - at least one polymer chosen from the group consisting of: - block copolymers comprising at least one polystyrene block and at least one block chosen from among the group consisting of: polybutadiene blocks, polyisoprene blocks, and butadiene/isoprene copolymer blocks; and - polychloroprenes; - at least one tackifying resin of number average molecular weight equal to or less than 10 000 g/mol, chosen from the group consisting of: rosins and rosin esters, terpene resins, partly hydrogenated aromatic resins, and mixed resins of aliphatic and aromatic hydrocarbon monomers; - at least one plasticizer; and - at least one volatile solvent; wherein said polymer is a mixture of block copolymers comprising at least one diblock copolymer and at least one triblock copolymer.

Description

ADHESIVE COMPOSITION FOR MAKE-UP OF NAILS
The present invention concerns an adhesive composition for use in make-up and/or care of nails and the use thereof for make-up and/or care of nails.
Make-up articles for nails such as false nails are frequently used by consumers for aesthetic reasons. The applying of false nails to the nails requires the use of specific adhesives to obtain satisfactory adhering onto the nail.
The adhesives currently found on the market to glue false or artificial nails are traditionally ethyl cyanoacrylate-based. Ethyl cyanoacrylate is conventionally used in association with a polymer such as poly(methyl methacrylate) leading to the formation of a very solid polymerised system as described in US 5,658,415. Nevertheless this type of adhesive has the disadvantage of having high adherence allowing, it is true, very good adhesion of artificial nails onto the nails, but making them difficult to remove however when so desired by the consumer. In addition, ethyl cyanoacrylate has the disadvantage of being relatively unstable giving rise to difficulty as regards a vehicle substance.
There is therefore a need to provide an adhesive for nail make-up and/or care which allows false nails to be glued onto nails efficiently, and whose physicochemical properties allow easy removal thereof.
The object of the present invention is to provide an adhesive composition allowing a nail make-up product to be glued onto nails and to be removed easily once the consumer so desires.
The present invention therefore concerns an adhesive composition for nail makeup product comprising:
- at least one polymer chosen from the group consisting of:
- block copolymers comprising at least one polystyrene block and at least one block chosen from the group consisting of polybutadiene blocks, polyisoprene blocks, and butadiene/isoprene copolymer blocks; and
- polychloroprenes,
- at least one tackifying resin of number average molecular weight equal to or less than 10 000 g/mol, chosen from the group consisting of rosins and rosin esters, terpene resins, partly hydrogenated aromatic resins, and mixed resins of aliphatic and aromatic hydrocarbon monomers;
- at least one plasticizer; and
- at least one volatile solvent. The adhesive composition, once applied, forms an adhesive layer having a certain adhesive power defined by its viscoelastic properties.
The viscoelastic properties of a material are conventionally defined by two characteristic values which are the following:
- the elastic modulus which represents the elastic behaviour of the material at a given frequency, and is conventionally denoted G'; and
- the viscous modulus which represents the viscous behaviour of the material at a given frequency, and is conventionally denoted G".
These magnitudes are notably defined in « Handbook of Pressure Sensitive Adhesive Technology », 3rd Edition, D. Satas, chap. 9, p. 155-157.
Preferably, the adhesive materials which can be used in the present invention have viscoelastic properties which are measured at a standard temperature of 35^ and within a certain frequency interval.
With regard to adhesive materials in the form of a polymer solution or dispersion in a volatile solvent (such as water, a short-chain ester, short-chain alcohol, acetone etc.), the viscoelastic properties of this material are measured under conditions in which it has a content of volatile solvent equal to or less than 30 %, and in particular a volatile solvent content equal to or less than 20 %.
In particular, the elastic modulus of the material is measured at three different frequencies:
- at low frequency, i.e. at 2.10~2 Hz;
- at intermediate frequency, i.e. at 0.2 Hz;
- at high frequency, i.e. at 2 Hz; and
- the viscous modulus at a frequency of 0.2 Hz.
With these measurements it is possible to evaluate the trend in adhesive power of the adhesive material over time.
These viscoelastic properties are measured by dynamic tests under sinusoidal stress of low amplitude (small deformations) conducted at 35^ and over a frequency range of 2.10"2 to 20 Hz on a rheometer of « Haake RS50R » type, under torsion/shear stress using cone-plate geometry for example (e.g. with a cone angle of 1 °).
Advantageously, the said adhesive material meets the following conditions:
- G'(2 Hz, 35<€)≥ 103 Pa, and
- G'(35°C) < 108 Pa, in particular, G'(35<€) < 107 Pa,
- G' (2.10"2 Hz, 35°C) < 3.105 Pa,
where: - G'(2 Hz, 35°C) is the shear elastic modulus of the said adhesive material, measured at a frequency of 2 Hz and temperature of 35 °C,
- G'(35°C) is the shear elastic modulus of the said adhesive material measured at a temperature of 35 for any frequency between 2.10"2 and 2 Hz,
- G'(2.10~2 Hz, 35 'Ό) is the shear elastic modulus of the said adhesive material measured at a frequency of 2.10"2 Hz and temperature of 35 'Ό.
In one particular embodiment of the invention, the adhesive material also meets the following condition:
- G7G' (0.2 Hz, 35<€)≥ 0.35
where:
- G"(0.2 Hz, 35°C) is the shear viscous modulus of the said adhesive material measured at a frequency of 0.2 Hz and temperature of 35^,
- G'(0.2 Hz, 35 'Ό) is the shear elastic modulus of said adhesive material measured at a frequency of 0.2 Hz and temperature of 35 'Ό.
In one particular embodiment of the invention we have:
- G'(2 Hz, 35 <€)≥ 5.103 Pa, and in particular, G'(2 Hz, 35 °C)≥ 104 Pa.
In another particular embodiment of the invention we have:
- G'(2.10-2 Hz, 35 °C) < 5.104 Pa.
In particular, the adhesive materials of the invention meet the four following conditions:
- G'(2 Hz, 35 <€)≥104 Pa, and
- G'(35 <€) < 108 Pa, in particular G'(35 <€) < 107 Pa,
- G'(2.10-2 Hz, 35 °C) < 5.104 Pa, and
- G7G'(0.2 Hz, 35 <€)≥ 0.35.
Block copolymer
According to the invention, the adhesive composition comprises at least one polymer chosen from the group consisting of:
- block copolymers comprising at least one polystyrene block and at least one block chosen from the group consisting of: polybutadiene blocks, polyisoprene blocks, and butadiene/isoprene copolymer blocks; and
- polychloroprenes.
It may be a block copolymer alone, a mixture of block copolymers, a polychloroprene alone, a mixture of polychloroprenes or a mixture of block copolymers and polychloroprenes.
Within the present invention, the block copolymers are solid at ambient temperature. In the invention by "copolymer" is meant a polymer derived from at least two types of monomers.
In the present invention the term "block copolymer" (or "block copolymers") designates a copolymer formed by blocks of different compositions, linked together in linear sequences. These copolymers may also be called "sequenced copolymers". Therefore these block copolymers or sequenced copolymers are polymers comprising at least 2 separate sequences or blocks.
In the present invention, the block copolymers also encompass diblock, triblock, multi-block copolymers, whether radial or star-block.
In particular, the block copolymers are formed of at least two blocks, preferably two or three blocks. These copolymers are therefore preferably chosen from among diblock or triblock copolymers.
For example they can be illustrated as follows: (block A)(block B) for diblock copolymers and (block A)(block B)(block A) or (block B)(block A)(block B) for triblock copolymers.
According to the invention, the multi-block copolymers designate copolymers comprising more than three blocks.
The block copolymers of the invention may also be chosen from among star block copolymers or radial block copolymers. These copolymers have only one branch point from which several blocks emerge. In particular a said star block copolymer having n blocks linked to the branch point is called a star copolymer with n blocks (or radial copolymer).
The copolymers may have a linear structure or non-linear structure e.g. a copolymer with branched, radial, star structure. The block copolymers of the invention can be statistical or alternating.
Examples of copolymers according to the invention are styrene-butadiene copolymers, styrene-isoprene copolymers, styrene-butadiene/isoprene copolymers, styrene-butadiene-styrene copolymers, styrene-isoprene-styrene copolymers and styrene- butadiene/isoprene-styrene copolymers such as those marketed by KRATON.
Advantageously, the polymer is a mixture of block copolymers comprising at least one diblock copolymer and at least one triblock copolymer.
Preferably, the polymer is a mixture of linear styrene-butadiene-styrene triblock copolymers and of styrene-butadiene diblock copolymers, available in particular from KRATON under reference KRATON® D-1 102 (SBS).
In addition, by « polychloroprene » is meant a compound of following formula:
Figure imgf000006_0001
where n is an integer of 1 to 10 000.
Advantageously, the polymer content is 1 % to 50 %, advantageously 5 % to 30 %, preferably 10 % to 20 % by weight relative to the total weight of the composition.
The block copolymers of the invention are highly polar and therefore have good compatibility with the tackifying resins of the invention, described below, which contributes towards the adhesive power of the adhesive composition of the invention.
In the meaning of the invention, the designation « polar » is given to a compound whose negative and positive charges are asymmetrically distributed.
Tackifying resin
In the present invention, the adhesive composition comprises at least one tackifying resin such as defined above.
In the present description by « tackifying resin » is meant a thermoplastic resin of low molecular weight used in the composition of glues.
The tackifying resins of the invention have a number average molecular weight equal to or less than 10 000 g/mol.
Advantageously, this number average molecular weight ranges from 250 g/mol to 10 000 g/mol, preferably from 250 g/mol to 5 000 g/mol, more preferably from 250 g/mol to 2 000 g/mol, even from 250 g/mol to 1 000 g/mol.
The number average molecule weights (Mn) are determined by gel permeation liquid chromatography (solvent THF, calibration curve determined with standards of linear polystyrene, refractometric detector).
The tackifying resins of the invention are chosen from the group consisting of: rosins and rosin esters, optionally hydrogenated, terpene resins, optionally styrenated, partly hydrogenated aromatic resins, and mixed resins of aliphatic and aromatic hydrocarbon monomers.
Rosin is a mixture mostly containing organic acids called rosin acids (chiefly acids of abietic and pimaric type).
There are three types of rosin: gum rosin obtained by tapping living trees, wood rosin which is extracted from pine stumps or wood, and tall oil resin obtained from a byproduct of paper production.
Rosin esters derive from the esterification (e.g. with polyhydric alcohols such as ethylene glycol, glycerol, pentaerythritol) of rosin acids. Mention can be made for example of the rosin esters marketed under the references FORAL 85, PENTALYN H and STAYB ELITE ESTER 10 marketed by HERCULES; SYLVATAC 95 and ZONESTER 85 by ARIZONA CHEMICAL; FORAL 105 Synthetic Resin by PINOVA or UNIREZ 3013 by UNION CAMP.
Terpene resins are resins containing turpentines which are hydrocarbons of formula (C5H8)n where n is an integer of at least 1 . These resins are said to be « styrenated » when they contain styrene groups.
As an example of styrenated terpene resin, particular mention can be made of the references Sylvares™ ZT 105LT Resin, Sylvares™ ZT 106LT Resin, and Zonatac™ NG 98, available from ARIZONA CHEMICAL.
Preferably the terpene resins used are styrenated terpene resins.
In addition, as an example of a partly hydrogenated aromatic resin, mention can be made of hydrogenated indene/methylstyrene/styrene copolymers marketed under the trade name « REGALITE » by Eastman Chemical, in particular REGALITE C6100, REGALITE C6100L, REGALITE R7100, REGALITE R9100, REGALITE S5100, or under the trade name ARKON M-90, ARKON M-100, ARKON M-1 15 by Arakawa.
Finally as an example of a mixed resin of aliphatic and aromatic hydrocarbon monomers, the following can be cited:
mixed resins of pentanediene and indene, derived from the polymerisation of a mixture of pentanediene and indene monomers such as those described above, for example the resins marketed under the references ESCOREZ 2101 , ESCOREZ 2105, ESCOREZ 2173, ESCOREZ 2184, ESCOREZ 2203LC, ESCOREZ 2394, ESCOREZ 2510 by Exxon Chemicals, NORSOLENE A 100 by Cray Valley, the resins marketed under the reference WINGTACK 86, WINGTACK EXTRA and WINGTACK PLUS by Cray Valley; and
- the diene resins of cyclopentanediene dimers derived from the polymerisation of a first monomer chosen from among indene and styrene, and of a second monomer chosen from among the dimers of cyclopentanediene such as dicyclopentanediene, methyldicyclopentanediene, the other dimers of pentanediene, and mixtures thereof. These resins generally have a molecular weight ranging from 500 to 800 g/mol, such as those marketed for example under the references ESCOREZ 5600, ESCOREZ 5615, ESCOREZ 5690 by Exxon Mobil Chem.
Advantageously, the tackifying resin is chosen from the group consisting of: rosins and rosin esters, optionally hydrogenated.
The tackifying rosin is the hydrogenated rosin ester for example marketed under the trade name FORAL 105 Synthetic Resin by PINOVA. Preferably, the tackifying resin content ranges from 5 % to 50 %, preferably from 10 % to 30 % by weight relative to the total weight of the composition.
Plasticizer
According to the invention, the adhesive composition comprises at least one plasticizer.
In the meaning of the present invention « plasticizer » designates a compound in the more or less viscous liquid state which, when added to the formulation of a given material, can make it more tacky more adhesive, more flexible, more resistant and/or easier to handle.
As example of a plasticizer, particular mention can be made of the usual plasticizers such as glycols and derivatives thereof, e.g. diethylene glycol ethylether, diethylene glycol methylether, diethylene glycol butylether or diethylene glycol hexylether, ethylene glycol ethylether, ethylene glycol methylether, ethylene glycol butylether, ethylene glycol hexylether, glycol esters, derivatives of propylene glycol and in particular propylene glycol phenylether, propylene glycol diacetate, dipropylene glycol butylether, tripropylene glycol butylether, propylene glycol methylether, dipropylene glycol ethylether, tripropylene glycol methylether and diethylene glycol methylether, propylene glycol butylether, esters of acids and in particular carboxylic acids such as citrates, in particular triethyl citrate, tributyl citrate, triethyl acetylcitrate, tributyl acetylcitrate, triethyl-2 hexyl acetylcitrate; phthalates, in particular dimethoxyethyl phthalate; phosphates, in particular tricresyl phosphate, tributyl phosphate, triphenyl phosphate, tributoxyethyl phosphate; tartrates in particular dibutyl tartrates; adipates; carbonates; sebacates; benzyl benzoate, butyl acetylricinoleate, glyceryl acetylricinoleate, butyl glycolate, camphor, glycerol triacetate, N-ethyl-o,p-toluenesulfonamide, oxyethylenated derivatives such as oxyethylenated oils in particular vegetable oils such as castor oil and more generally nonvolatile oils in particular non-volatile silicone oils, non-volatile hydrocarbon oils and mixtures thereof.
Advantageously, the plasticizer is chosen from among non-volatile hydrocarbon oils in particular from among liquid paraffins, hydrogenated or non-hydrogenated polyisobutenes.
By « non-volatile oil » is meant an oil, a solvent remaining on the nails at ambient temperature and atmospheric pressure for at least several hours and particularly having a vapour pressure equal to or less than 10~3 mm Hg (0.13 Pa).
For example the plasticizer used is marketed under the trade name PRIMOL 352 by EXXONMOBIL. Preferably, the plasticizer content is from 1 % to 15 %, preferably 1 % to 7 % by weight relative to the total weight of the composition.
Solvent
According to the invention, the adhesive composition comprises at least one volatile solvent (or oil).
In the meaning of the invention by « volatile solvent » is meant a solvent able to evaporate in contact with keratin matter in less than one hour at ambient temperature and atmospheric pressure. .
The volatile solvents of the invention are volatile organic solvents, liquid at ambient temperature, having a nonzero vapour pressure at ambient temperature and atmospheric pressure, in particular from 0.13 Pa to 40 000 Pa (10~3 at 300 mm Hg), advantageously from 1 .3 Pa to 13 000 Pa (0.01 at 100 mm Hg), preferably from 1 .3 Pa to 1300 Pa (0.01 at 10 mm Hg).
Advantageously, the volatile solvent is chosen from among the polar volatile solvents.
By « polar » solvent in the present invention is meant a solvent or oil whose solubility parameter calculated beyond its melting point 5a differs from 0 (J/cm3)½.
In particular, by « polar » solvent is meant a solvent whose chemical structure is essentially formed even constituted of carbon and hydrogen atoms, and comprising at least one highly electronegative heteroatom such as an oxygen, nitrogen, silicon or phosphorus atom.
The defining and calculation of the solubility parameters in HANSEN'S three- dimensional solubility space are described in the article by C. M. HANSEN: "The three dimensional solubility parameters", J. Paint Technol. 39, 105 (1967).
According to Hansen's space:
- 5D characterizes the LONDON dispersion forces derived from the formation of dipoles induced during collision of molecules;
- δρ characterizes DEBYE interaction forces between permanent dipoles and KEESOM interaction forces between induced dipoles and permanent dipoles;
- 5h characterizes specific interaction forces (of hydrogen bond, acid/base, donor/acceptor type, etc.); and
- 5a is determined by the equation: 5a = (δρ 2 + 5h 2)½.
The parameters δρ, 5h, 5D and 5a are expressed in (J/cm3)½.
Advantageously, the volatile solvent is chosen from the group formed by esters and C3-C6 ketones, and mixtures thereof. As an example of volatile solvent particular mention can be made of acetone, methylethylketone, methylisobutylketone, cyclohexanone and alkyl acetates in which the alkyl group comprises 2 to 5 carbon atoms such as methyl acetate, ethyl acetate, propyl acetate, n-propyl acetate, isopropyl acetate, n-butyl acetate, isobutyl acetate and tert-butyl acetate.
More particularly the volatile solvent is chosen from the group formed by methyl acetate, ethyl acetate, n-propyl acetate, isopropyl acetate, acetone, and mixtures thereof.
The volatile solvent is ethyl acetate for example.
Preferably, the solvent content is at least 40%, advantageously from 50% to 90%, preferably from 60% to 75% by weight relative to the total weight of the composition.
According to one preferred embodiment of the invention, the tackifying resin is a hydrogenated rosin ester and the volatile solvent is ethyl acetate.
Additives
The adhesive composition may further comprise other ingredients routinely used in cosmetic compositions and known to persons skilled in the art as possible incorporations in an adhesive composition for a make-up product for nails.
Such ingredients can be chosen from among pigments and dyes, plasticizers, coalescence agents, preserving agents, oils, waxes, free antiradical agents, levelling agents, wetting agents, dispersing agents, anti-foaming agents, preservatives, surfactants, perfumes, neutralizers, stabilizers, anti-oxidants, thickening agents, active ingredients possibly chosen from among essential oils, UV/sun filters, hydrating agents, vitamins, proteins, ceramides, plant extracts etc., and mixtures thereof.
The composition of the invention may further comprise nail care agents as active ingredients such as hardening agents for keratin matter, ingredients acting on nail growth such as methyl sulfonyl methane and/or ingredients to treat various local nail disorders such as onichomycosis for example.
Evidently persons skilled in the art will take care to choose this or these optional additional compounds and/or their quantity so that the advantageous properties of the composition for use according to the invention are not, or substantially not, deteriorated by the envisaged addition.
The present invention also concerns a non-therapeutic method for make-up and/or care of nails using the adhesive composition such as previously described. . More specifically it concerns a method for make-up and/or care of nails comprising:
a) a step consisting of applying to a nail at least one layer of a composition according to the invention, to obtain a coated nail;
b) a step consisting of applying to a nail make-up product at least one layer of a composition according to the invention, to obtain a coated nail make-up product; and
c) a step consisting of putting said coated nail make-up product obtained after step b) in contact with the said coated nail obtained after step a), to obtain a nail to which a nail make-up product is applied.
Typically the nail make-up product is an artificial nail or false nail.
Preferably, the method comprises a step for drying the layers of adhesive composition before applying the nail make-up product onto the nail.
More specifically, the consumer coats the surface of the nails with at least one layer of adhesive composition such as previously described, coats artificial nails with at least one layer of this adhesive composition, and then typically waits for a few seconds to a few minutes for the two layers of composition to dry. The artificial nails coated with the dry adhesive composition are then placed in contact with the nails coated with dry adhesive composition. In this manner, the nails are covered by artificial nails having satisfactory adhesion.
Finally, the present invention also concerns a method for removing nail make-up products adhering to nails via said adhesive composition.
More specifically it is a method for removing a nail make-up product able to be applied to a nail according to the invention described above, the method comprising the removal of said nail make-up product from the nails via peel-off.
More particularly, the consumer is able to remove an artificial nail glued to a nail by means of the adhesive composition of the invention, by pulling away the artificial nail and the adhesive layer formed of adhesive composition lying between the nail and the artificial nail. Detachment of the nail make-up product is thereby facilitated compared with the case in which an artificial nail is glued in conventional manner, on account of the physicochemical properties of the adhesive composition of the invention.
The weight percentages given in this application can be related to the dry matter weight percentage of the compounds used.
By « comprising one » or « containing one » is meant « comprising at least one » or « containing at least one », unless explicitly specified to the contrary. The invention will be better understood on reading the following description given solely as an example.
EXAMPLES
Example 1.1 : Preparation of an adhesive composition according to the invention
An adhesive composition according to the invention was prepared in accordance with Table 1 .
The constituents given in Table 1 were mixed and heated to 45 °C under stirring with a magnetic bar until a homogeneous mixture was obtained.
Table 1
Figure imgf000012_0001
Example 1.2: Nail make-up method using an adhesive composition of the invention
A layer of adhesive composition of Example 1 .1 was coated on the nails and on the underside of artificial nails of the trademark FING'RS® having the reference « EDGE FASHION NAILS ». When the adhesive layers were dry the artificial nails were applied to the nails.
The artificial nails thus applied could easily be detached simply by peeling off.
Comparative Example 1 : Preparation of an adhesive composition comprising an aliphatic hydrocarbon tackifying resin.
The constituents given in Table 2 were mixed and heated to 45 °C under stirring with a magnetic bar until a homogeneous mixture was obtained. Table 2
Figure imgf000013_0001
This adhesive composition comprises an aliphatic hydrocarbon tackifying resin differing from the tackifying resins of the invention.
The preparation of this composition was not feasible since the aliphatic hydrocarbon tackifying resin did not properly solubilize in ethyl acetate, thereby demonstrating a problem of compatibility between the tackifying resin and the solvent.
This therefore shows the importance of using a tackifying resin such as defined in the invention.
Comparative Example 2.1 : Preparation of an adhesive composition comprising an aliphatic hydrocarbon tackifying resin and cyclohexane
The constituents given in Table 3 were mixed and heated to 45 °C under stirring with a magnetic bar until a homogeneous mixture was obtained.
Table 3
Compound Trade name Supplier Wt. %
REGALITE EASTMAN
Aliphatic hydrocarbon tackifying resin 17.3
R1 100 CHEMICAL
Mixture of linear styrene-butadiene-
KRATON D- KRATON
styrene triblock copolymers and styrene- 12
1 102 (SBS) POLYMERS
butadiene diblock copolymers
Plasticizer PRIMOL 352 EXXONMOBIL 4
Cyclohexane - - 50
Ethyl acetate - - 16.7 This adhesive composition comprises an aliphatic hydrocarbon tackifying resin differing from the tackifying resins of the invention.
Contrary to the result obtained in comparative Example 1 , the additional presence of cyclohexane allowed the solubilizing of the aliphatic hydrocarbon tackifying resin.
This composition could therefore be used in the nail make-up method of the invention, as described in the following Example.
Comparative Example 2.2: Nail make-up method using an adhesive composition of the invention.
A layer of the adhesive composition of comparative Example 2.1 was coated on the nails and on the underside of artificial nails of the trade mark FING'RS® carrying the reference « EDGE FASHION NAILS ». When the adhesive layers were dry the artificial nails were applied to the nails.
The adhesive layer thus obtained developed low adhesiveness after drying and did not adhere properly to the nails, demonstrating the importance of the type of tackifying resin.
This comparative example again shows the essential role played by the tackifying resin whose type has an influence on the preparation of the composition, in particular in terms of compatibility with the solvent used, and on adhesive power.

Claims

An adhesive composition for nail make-up product comprising :
- at least one polymer chosen from the group consisting of:
- block copolymers comprising at least one polystyrene block and at least one block chosen from the group consisting of: polybutadiene blocks, polyisoprene blocks, and butadiene/isoprene copolymer blocks; and
- polychloroprenes,
- at least one tackifying resin of number average molecular weight equal to or less than 10 000 g/mol, chosen from the group consisting of: rosins and rosin esters, terpene resins, partly hydrogenated aromatic resins, and mixed resins of aliphatic and aromatic hydrocarbon monomers;
- at least one plasticizer; and
- at least one volatile solvent,
wherein said polymer is a mixture of block copolymers comprising at least one diblock copolymer and at least one triblock copolymer.
The composition according to claim 1 , wherein the solvent is chosen from the grouped consisting of: esters and C3-C6 ketones, and mixtures thereof
The composition according to claim 1 or 2 wherein the solvent is chosen from the group consisting of: methyl acetate, ethyl acetate, n-propyl acetate, isopropyl acetate, acetone, and mixtures thereof.
The composition according to any of claims 1 to 3, wherein the content of solvent is at least 40 % by weight relative to the total weight of the composition.
The composition according to any of claims 1 to 4, wherein the polymer is a mixture of linear styrene-butadiene-styrene triblock copolymers and styrene- butadiene diblock copolymers.
6. The composition according to any of claims 1 to 5, wherein the polymer content is from 1 % to 40% by weight relative to the total weight of the composition.
7. The composition according to any of claims 1 to 6, wherein the tackifying resin is a hydrogenated rosin ester.
8. The composition according to claim 7, wherein the solvent is ethyl acetate. .
9. The composition according to any of claims 1 to 8, wherein the content of tackifying resin is from 5 % to 50 % by weight relative to the total weight of the composition.
10. A method for make-up and/or care of nails method comprising:
a) a step consisting of applying to a nail at least one layer of a composition according to any of claims 1 to 9, to obtain a coated nail;
b) a step consisting of applying to apply to a nail make-up product at least one layer of a composition according to any of claims 1 to 9, to obtain a coated nail make-up product; and
c) a step consisting of placing said coated nail make-up product obtained after step b) in contact with the said coated nail obtained after step a), to obtain a nail to which a nail make-up product is applied.
1 1 . The method according to claim 10, wherein the nail make-up product is an artificial nail.
12. A method for removing a nail make-up product able to be applied to a nail using a method according to claim 10 or 1 1 , comprising the removal of said nail make-up product by peel-off.
PCT/EP2013/075536 2012-12-05 2013-12-04 Adhesive composition for make-up of nails WO2014086862A2 (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
FR1261672A FR2998792B1 (en) 2012-12-05 2012-12-05 ADHESIVE COMPOSITION FOR NAIL MAKE-UP
FR1261672 2012-12-05
US201361753992P 2013-01-18 2013-01-18
US61/753,992 2013-01-18

Publications (2)

Publication Number Publication Date
WO2014086862A2 true WO2014086862A2 (en) 2014-06-12
WO2014086862A3 WO2014086862A3 (en) 2014-10-30

Family

ID=47628283

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2013/075536 WO2014086862A2 (en) 2012-12-05 2013-12-04 Adhesive composition for make-up of nails

Country Status (2)

Country Link
FR (1) FR2998792B1 (en)
WO (1) WO2014086862A2 (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2017112754A1 (en) * 2015-12-22 2017-06-29 Mycone Dental Supply Company, Inc. Methods and compositions for readily removing nail coatings
KR20220028452A (en) * 2020-08-28 2022-03-08 코스맥스 주식회사 Peel-off type composition for coating and method for nail art using the same

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5658415A (en) 1994-10-12 1997-08-19 Montemurro; Elizabeth Composition and process for attaching artificial nails

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1082549A (en) * 1964-12-09 1967-09-06 Union Carbide Corp Improved adhesive compositions
DE1966431A1 (en) * 1968-06-25 1972-11-30 Flintkote Co Pressure sensitive adhesive
ATE109356T1 (en) * 1988-06-30 1994-08-15 Fuller H B Licensing Financ AGAINST MOISTURE PEELED RESISTANT COMPOSITES.
JP5374898B2 (en) * 2008-03-26 2013-12-25 Ｄｉｃ株式会社 Adhesive composition and adhesive tape
FR2939678B1 (en) * 2008-12-17 2012-04-13 Oreal NAIL POLISH COMPRISING AT LEAST ONE VOLATILE POLAR SOLVENT, AT LEAST ONE BLOCK COPOLYMER AND AT LEAST ONE VITREOUS POLYMER
FR2949678B1 (en) * 2009-09-08 2011-11-25 Oreal METHOD FOR MAKING NAILS AND ARTICLE FOR IMPLEMENTING THE METHOD
FR2959918B1 (en) * 2010-05-11 2015-04-03 Oreal SOFT ARTICLE FOR NAILS WITH IMPROVED ADHESIVE LAYER

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5658415A (en) 1994-10-12 1997-08-19 Montemurro; Elizabeth Composition and process for attaching artificial nails

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
C. M. HANSEN: "The three dimensional solubility parameters", J. PAINT TECHNOL., vol. 39, 1967, pages 105
D. SATAS: "Handbook of Pressure Sensitive Adhesive Technology", pages: 155 - 157

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2017112754A1 (en) * 2015-12-22 2017-06-29 Mycone Dental Supply Company, Inc. Methods and compositions for readily removing nail coatings
CN108697908A (en) * 2015-12-22 2018-10-23 迈科恩牙科供应有限公司 Method and composition for being easily removed nail coating
US11445794B2 (en) 2015-12-22 2022-09-20 Mycone Dental Supply Company, Inc. Methods and compositions for readily removing nail coatings
KR20220028452A (en) * 2020-08-28 2022-03-08 코스맥스 주식회사 Peel-off type composition for coating and method for nail art using the same
KR102480530B1 (en) * 2020-08-28 2022-12-23 코스맥스 주식회사 Peel-off type composition for coating and method for nail art using the same

Also Published As

Publication number Publication date
FR2998792B1 (en) 2015-01-16
FR2998792A1 (en) 2014-06-06
WO2014086862A3 (en) 2014-10-30

Similar Documents

Publication Publication Date Title
EP0758009B1 (en) Hot melt adhesives for bonding to sensitive areas of the human body
US6562888B1 (en) Light-colored rosin esters and adhesive compositions
CA2202192A1 (en) Styrenic block copolymer based hot-melt adhesives, their use for disposable soft goods, and tackifying resins contained therein
EP0852613B1 (en) Hot-melt pressure sensitive adhesive for adhesive strips
CA2534023A1 (en) Solution pressure sensitive adhesives based on acrylic block copolymers
US20120141773A1 (en) Article for making up the nails and method for making up the nails by means of the article
US20120132221A1 (en) Method for making up the nails and article for the implementation of the method
WO2014086862A2 (en) Adhesive composition for make-up of nails
TWI300090B (en) Pressure sensitive adhesive and compositions prepared with same
JP2001098249A (en) Low-emission biodegradable adhesive
FR2939678A1 (en) Nail polish having organic solvent medium, useful for makeup and/or non therapeutic care of nails, comprises polar volatile solvent, block copolymer and glassy polymer, which is e.g. hydrocarbon resins, acrylic resins and polyester resins
EP0649894B1 (en) Adhesive compositions based on aqueous dispersions of synthetic resins and their utilisation for glueing of wall or floor coverings
FR2864544A1 (en) Dissolving expanded polystyrene for recycling, by contacting with initial solvent to form gel then with complementary solvent to form true solution, useful e.g. as adhesive
WO2014086863A1 (en) Adhesive composition based on a volatile hydrocarbon solvent for make up of nails
FR2998768A1 (en) Adhesive article, useful for makeup and/or care of nails and/or false nails, comprises adhesive layer comprising a mixture of block copolymers, tackifying resin, aromatic tackifying resin, and optionally plasticizer
CN110819274B (en) Hot melt adhesive for pressure-free ointment and preparation method thereof
WO2012177590A1 (en) Adhesive or hydrocolloid containing vegetable oil
EP0616018A1 (en) Sprayable adhesive based on hydrogenated linear styrene block copolymers
EP3259326B1 (en) Aqueous polychloroprene contact adhesive
WO2014086859A1 (en) A cold removable nail make up article
JPS58160381A (en) Depilatory adhesive sheet
KR101314197B1 (en) A composition for removing feathers of poultry and its production method
FR2998787A1 (en) Making up and/or caring nail, involves applying, to nail, adhesive composition comprising urethane (meth)acrylate, monofunctional (meth)acrylate monomer and radical photoinitiator, applying nail makeup product and exposing nail to UV light
SU1077910A1 (en) Adhesive
FR3093301A1 (en) SELF-ADHESIVE ARTICLES WITH HMPSA INCORPORATING A RENEWABLE RAW MATERIAL PLASTICIZER

Legal Events

Date Code Title Description
122 Ep: pct application non-entry in european phase

Ref document number: 13801558

Country of ref document: EP

Kind code of ref document: A2