PL222170B1 - Nail varnish composition - Google Patents

Description

(12) PATENT DESCRIPTION (19) PL (11) 222170 (13) B1 (21) Application number: 405021 ^{(51) Int.Cl.}

A61K 8/49 (2006.01) A61K 8/19 (2006.01) A61K 8/81 (2006.01) (22) Filed date: 08/07/2013 A61K 8/36 (2006.01) A61K 8/37 (2006.01) A61Q 3/02 (2006.01 )

(54) Nail polish composition (43) Application was announced: (73) The right holder of the patent: WEST POMERANIAN UNIVERSITY OF TECHNOLOGY IN SZCZECIN, Szczecin, PL 16.02.2015 BUP 04/15 (45) The grant of the patent was announced: (72) Inventor (s): ZBIGNIEW CZECH, Dobra Szczecińska, PL PAULINA RAGAŃSKA, Granowo, PL 29.07.2016 WUP 07/16 (74) Representative: item. stalemate. Renata Zawadzka

PL 222 170 B1

Description of the invention

The present invention relates to a nail polish composition containing an agent which is UV luminescent.

There are commercial nail polishes on the market that exhibit luminescence (glow under the influence of UV). These types of varnishes are not curable by UV radiation, and are used primarily as disposable luminescent varnishes, used occasionally to paint the nails of people participating in all kinds of entertainment events, discos and other meetings, e.g. theater meetings. They are characterized by a very poor durability on the nail plate, breaking easily and chipping off it in a very short time, usually within 24 hours or a few days from the moment of application.

Patent application US20080064621 discloses an aqueous composition containing components exhibiting luminescence under the influence of UV radiation. Substances that exhibit luminescence are: 2,5-thiofenedylbis (5-t.butyl-1,3-benzoxazole) and 2,2 '- (etenedildi-4,1-phenyl) bisbenzoxazole. Both substances absorb UV radiation in the range of 360-380 nm, emitting UV-Vis radiation in the range of 400-600 nm. From the patent application US20060165621, cosmetic compositions containing luminescent nanoparticles used as semiconducting pigments are known. These types of compositions are used as make-up. Semiconducting pigments with luminescent properties are CdSe / ZnS nanoparticles described in Journal of American Society 115 (1993) 8706-8715 and in Journal of Physical Chemistry 100 (1996) 468-471. The above description of the invention discloses in Example 3 a method for producing a colorless nail varnish based on what is known as a "nail hardener" by C. Dior. The newly produced varnish exhibits luminescent properties under the influence of UV radiation. These types of varnishes are not cured under a UV lamp, which makes their mechanical properties worse than typical photo-curable varnishes. From the patent application US20040241115 luminescent nail polishes containing fibers coated with a luminescent substance are known. These types of varnishes are applied to the nail plate without the possibility of hardening them under a UV lamp. As substances with luminescent properties, polystyrene stilbene, triazinostilbene, coumarin, oxazoles, benzoxazoles, imidazoles, triazoles, pyrazoles and pyrene derivatives are used. These types of nail polishes show weaker mechanical properties, which causes them to crack quickly and chip off the nail plates.

The nail varnish composition according to the invention, containing an agent exhibiting UV luminescence, is characterized in that it comprises a photoreactive varnish and a tetrahedral complex compound with the total formula Cu4L4py4 or derivatives thereof, being substituted derivatives of pyridine rings in an amount of 5 to 30% by weight based on the weight of the photoreactive varnish Less than 5% by weight, the concentration of a complex tetrahedral compound with the total formula Cu ₄ L ₄ py ₄ or its derivatives causes an insufficient luminescent effect, while its higher concentration in a photoreactive UV-curable varnish may adversely affect the adhesion of the varnish to the nail plate, and thus deteriorate the adhesion of the varnish to the nail plate. to reduce its utility values, the photoreactive varnish is mono and / or multifunctional urethane acrylates in the amount of 50-80% by weight, mono and / or multifunctional (meth) acrylates in the amount of 10-30% by weight, methacrylic acid in the amount of 5-20% by weight, a radical photoinitiator in an amount of 3-15% by weight and a high-boiling organic solvent, preferably butyl acetate in an amount of 0.5-2% by weight. Radical photoinitiators absorbing in the UV-A radiation range 315-400 nm are used. Mono and / or polyfunctional urethane acrylates are an aliphatic urethane acrylate. Mono and / or polyfunctional (meth) acrylates are trifunctional acrylate, difunctional acrylate, triethylene glycol dimethacrylate and / or ethylene glycol dimethacrylate. The complex compound of copper is responsible for the luminescence effect, while the paint composition allows it to be cross-linked with UV rays. Luminescent properties of a complex tetrahedral compound with the total formula Cu4L4py4 and structure

PL 222 170 B1

containing monovalent copper atoms, pyridine molecules and iodine atoms largely depend on the type of substituents on the pyridine ring (F. Parmeggiani,

A. Sacchetti, Journal of Chemical Education 89 (2012) 946-949). In the composition, the substituents on the pyridine rings are hydrogen or a 3,4-dimethyl substituent or a 2,4,6-trimethyl substituent or 2-methyl and 5-ethyl substituents.

The new, subject of the invention, UV-curable nail polish contains a substance which causes a luminescence process under the influence of UV radiation, which is manifested by permanent lighting when UV radiation reaches the surface of the varnish. New UV-curable nail polish containing the above-mentioned. complex compounds are characterized by better mechanical properties than commercial luminescent varnishes classically applied to the nail plate without the possibility of its curing under a UV lamp. Due to UV hardening, this type of varnish is very resistant to mechanical damage for a long time, and its functional properties (adhesion to the nail plate for more than two weeks and permanent luminescent properties during use) create a product of a completely different new quality. The use of appropriate substituents also allowed to obtain different colors of the varnish. The composition also has the advantage that the luminescent agent is applied to the nail plate together with the photoreactive varnish, and then UV-cured. The varnish obtained in this way shows a beautiful color and shine in daylight, while the glow effect is visible in disco lighting conditions.

The invention is illustrated in more detail by the following examples

The dependence of the luminescent color on the type of pyridine ring substituents is shown in Table 1. Table 2 shows the time after which the UV-cured photoreactive varnishes described in the examples and selected non-UV-cured commercial luminescent varnishes detached from the nail plate.

P r z k ł a d 1

To 5 g (50% by weight) of an aliphatic urethane acrylate (Genomer 1122 of the Swiss company Rahn) were added 3 g (30% by weight) of the trifunctional TMPTA acrylate (BASF, Germany), 1.5 g (15% by weight) of methacrylic acid, 0 , 3 g (3 wt.%) Of the Irgacure 184 photoinitiator (BASF, Germany), 0.2 g (2 wt.%) Of butyl acetate (BASF, Germany) and 0.5 g (5.0 wt.%) Of the complex compound tetrahedral of the sum formula Cu ₄ L ₄ py ₄ (compound type 1 in Table 1 containing unsubstituted pyridine rings). The mixture obtained in this way was subjected to the homogenization process at the temperature of 70 ° C, and the obtained composition was applied with a brush to the nails, cross-linking them for 50 seconds under a UV lamp of the American company Brisa, emitting UV radiation in the range of 360-420 nm. Nails painted in this way showed a yellow color on the disco dance floor in the evening.

P r z k ł a d 2

To 8 g (80% by weight) of an aliphatic urethane acrylate (Photomer of the Dutch company IGM Resins) was added 1 g (10% by weight) of DMPDA difunctional acrylate (BASF, Germany), 0.5 g (5% by weight) of methacrylic acid, 0 , 4 g (4% by weight) of Irgacure 651 photoinitiator (BASF, Germany), 0.1 g (1% by weight) of butyl acetate (BASF, Germany) and 3 g (30.0% by weight) of a tetrahedral complex compound with the summarized formula Cu ₄ L ₄ py ₄ (compound type 2 of Table 1 with substituted 3,4-dimethyl pyridine rings). The mixture obtained in this way was subjected to the homogenization process at the temperature of 70 ° C, and the obtained composition was applied to the nails with a brush, cross-linking them for 60 seconds under a UV lamp of the American company Brisa, emitting UV radiation in the range of 360-420 nm. Nails painted in this way showed a red color on the disco dance floor in the evening.

PL 222 170 B1

P r z k ł a d 3

To 6 g (60% by weight) of an aliphatic urethane acrylate (Ebecryl 1039 from the American company Cytec) was added 1 g (10% by weight) of T3EGDMA triethylene glycol dimethacrylate (BASF, Germany), 1.45 g (14.5% by weight) of methacrylic acid, 1.5 g (15% by weight) of Lucirin TPO photoinitiator (BASF, Germany), 0.05 g (0.5% by weight) of butyl acetate (BASF, Germany) and 1 g (10.0% by weight) of complex a tetrahedral compound of the sum formula Cu4L4py4 (compound type 3 of Table 1 with substituted 2,4,6-trimethyl pyridinium rings). The mixture obtained in this way was subjected to the homogenization process at the temperature of 70 ° C, and the obtained composition was applied with a brush to the nails, cross-linking them for 45 seconds under a UV lamp of the American company Brisa, emitting UV radiation in the range of 360-420 nm. Nails painted in this way showed a green color on the disco dance floor in the evening.

P r z k ł a d 4

To 7 g (70% by weight) of an aliphatic urethane acrylate (Photomer 6008 of the Dutch company IGM Resins) was added 1 g (10% by weight) of EGDMA ethylene glycol dimethacrylate (BASF, Germany), 1 g (10% by weight) of methacrylic acid, 0.9 g (9 wt.%) MAPO photoinitiator (BASF, Germany), 0.1 g (1 wt.%) butyl acetate (BASF, Germany) and 1.5 g (15.0 wt.%) of a tetrahedral complex compound with a total formula Cu4L4py4 (compound type 4 of Table 1 with substituted 2-methyl-5-ethyl pyridine rings). The mixture obtained in this way was subjected to the homogenization process at the temperature of 70 ° C, and the obtained composition was applied with a brush to the nails, cross-linking them for 30 seconds under a UV lamp of the American company Brisa, emitting UV radiation in the range of 360-420 nm. The nails so varnished showed a bright green color on the disco dance floor in the evening.

T a b e l a 1

Relationship type Pyridine ring substituents Color at UV Xmax = 366 nm 1 H. yellow 2 3,4-dimethyl red 3 2,4,6-trimethyl green 4 2-methyl, 5-ethyl slightly green

T a b e l a 2

Varnish composition Color in the presence of UV radiation The time it falls off the nail according to example 1 yellow over 14 days according to example 2 red over 14 days according to example 3 green over 14 days according to example 4 light green over 14 days commercial varnish 1 red about 2 days commercial varnish 2 green about 1 day

Patent claim

Claims (1)

A nail polish composition containing an agent exhibiting UV luminescence, characterized in that it comprises a photoreactive varnish and a tetrahedral complex compound with the total formula Cu4L4py4 or derivatives thereof, being substituted derivatives of pyridine rings in an amount of 5 to 30% by weight based on the weight of the photoreactive a varnish that is mono and / or multifunctional urethane acrylates in an amount of 50-80% by weight, which is aliphatic urethane acrylate, mono and / or multifunctional (meth) acrylates in an amount of 10-30% by weight, which is trifunctional acrylate, difunctional acrylate, triethylene glycol dimethacrylate and / or ethylene glycol dimethacrylate, methacrylic acid in an amount of 5-20% by weight, a radical photoinitiator in an amount of 3-15% by weight and a high-boiling organic solvent, preferably butyl acetate in an amount of 0.5-2% by weight, with the substituents on the pyridine rings being hydrogen or a substituent 3,4-dimethyl or 2,4,6-trimethyl substituent or substituents 2-methyl and 5-ethyl.