A nail polish composition and a method of making the same

Abstract

The application discloses a nail polish glue composition and a preparation method thereof. The nail polish glue composition comprises the following raw materials in parts by mass: 5-50 parts of a polyurethane acrylate resin, 10-70 parts of an isocyanate acrylate oligomer, 10-30 parts of a uretdione acrylate resin and 2-8 parts of a photoinitiator. The nail polish glue composition not only has fast curing, but also has small heat release, low odor, can improve the nail polishing experience of people, has good adhesion and flexibility, and can improve the working efficiency and overall nail polishing effect during nail polishing.

Description

Technical Field

[0001] This invention relates to an adhesive, and more particularly to a nail polish composition and its preparation method. Background Technology

[0002] Gel nail polish, also known as nail art gel, has become widely used in recent years along with the growth of the nail art market. Compared to regular nail polish, gel nail polish is environmentally friendly, non-toxic, and safe. It also combines the advantages of both gel polish and regular nail polish, offering rich, clear colors, easy application, and longer-lasting shine. Furthermore, gel nail polish dries faster and is more efficient, requiring only one or two minutes to cure. As a result, gel nail polish has gradually replaced regular nail polish.

[0003] Gel nail polish generally falls under the category of UV curing. The light-curing components undergo a rapid polymerization reaction after absorbing UV light, releasing heat. If the reaction is too vigorous and causes excessive heat release in a short period, it can cause pain for the customer. Currently, most gel nail polishes on the market suffer from drawbacks such as high heat release during curing, high curing temperature, poor adhesion, low hardness, and insufficient abrasion resistance.

[0004] Patent CN115778851A discloses a gel nail polish comprising the following components by weight percentage: 40-50% UV-curable resin, 8-15% bisphenol A glycerol dimethacrylate, 0.5-3% vinyl silane coupling agent, 1-5% fumed silica, 20-30% reactive diluent, 3-10% photoinitiator, and 8-15% colorant. This patent only addresses the mechanical properties of gel nail polish, but does not solve the problem of high heat release during curing. Furthermore, the high content of reactive diluent in its formulation may produce an irritating odor and harm health during use.

[0005] Patent CN1118755A discloses a nail polish base coat, which aims to solve the problems of poor adhesion and low flexibility of the existing nail polish base coat. The formula contains 15-25 parts of hydroxy acrylate, 20-30 parts of acid anhydride, and the catalyst contains amine, which inevitably produces an irritating odor. Summary of the Invention

[0006] To address the above technical problems, this invention proposes a nail polish gel composition and its preparation method. The nail polish gel composition not only cures quickly but also generates little heat and has a low odor, enhancing the nail art experience. Furthermore, the nail polish gel composition possesses excellent adhesion and flexibility, improving work efficiency and overall nail art results.

[0007] To achieve the above objectives, the technical solution adopted by the present invention is as follows:

[0008] A nail polish gel composition comprising the following raw materials in parts by weight:

[0009] 5-50 parts of polyurethane acrylate resin

[0010] 10-70 parts of isocyanate acrylate oligomer,

[0011] 10-30 parts of urea-formaldehyde acrylate resin,

[0012] 2-8 parts of photoinitiator.

[0013] As a preferred embodiment of the present invention, the polyurethane acrylate resin has a molecular weight of 2000-8000 g / mol, preferably 4000-8000 g / mol, and a functionality of 2-3, preferably 2.5-3.

[0014] As a preferred technical solution of the present invention, the polyurethane acrylate resin is obtained by reacting a polymeric polyol with an isocyanate ethyl acrylate. The polymeric polyol has a molecular weight of 2000-8000 g / mol, preferably 4000-8000 g / mol, and a functionality of 2-3, preferably 2.5-3.

[0015] Preferably, the polymeric polyol is a polyether polyol and / or a polyester polyol; more preferably, the polyether polyol is one or more of polyethylene glycol, polypropylene glycol, and polytetramethylene ether glycol, and the polyester polyol is one or more of poly(1,4-butanediol adipate) and polycaprolactone polyol.

[0016] Preferably, the amount of ethyl isocyanate acrylate to polymer polyol, calculated as the molar ratio of NCO groups to OH groups, is 1:(0.95-1.05).

[0017] Preferably, the reaction between the polymeric polyol and the isocyanate ethyl acrylate is carried out in the presence of an organotin catalyst; more preferably, the amount of the organotin catalyst is 0.01-0.2% of the total mass of the diisocyanate and hydroxyacrylate A.

[0018] Preferably, the reaction temperature of the polymer polyol with ethyl isocyanate acrylate is 60-75°C.

[0019] As a preferred embodiment of the present invention, the molecular weight of the isocyanate acrylate oligomer is 200-1000 g / mol.

[0020] As a preferred technical solution of the present invention, the isocyanate acrylate oligomer is an oligomer obtained by the complete reaction of diisocyanate and hydroxy acrylate A.

[0021] Preferably, the diisocyanate is one or more of pentamethylene diisocyanate (PDI), 2,2,4-trimethylhexane diisocyanate (TMDI), cyclohexane-1,4-diisocyanate (CHDI), and isophorone diisocyanate (IPDI).

[0022] Preferably, the hydroxy acrylate A is one or more of hydroxyethyl methacrylate (HEMA), hydroxyethyl acrylate (HEA), hydroxypropyl acrylate (HPA), and pentaerythritol triacrylate (PETA).

[0023] Preferably, the amounts of diisocyanate and hydroxyacrylate A, expressed as a molar ratio of NCO groups to OH groups, are 1:(0.95-1.05).

[0024] Preferably, the reaction between the diisocyanate and hydroxyacrylate A is carried out in the presence of an organotin catalyst; more preferably, the amount of the organotin catalyst is 0.01-0.2% of the total mass of the diisocyanate and hydroxyacrylate A.

[0025] Preferably, the reaction conditions for the diisocyanate and hydroxyacrylate A are: a reaction temperature of 60-75°C.

[0026] As a preferred embodiment of the present invention, the viscosity of the urea-formaldehyde acrylate resin is 100-500 mPa·s, and the functionality is 2-3, preferably 2-2.5.

[0027] As a preferred embodiment of the present invention, the urea-formaldehyde acrylate resin is prepared by reacting polyisocyanate and hydroxy acrylate B.

[0028] Preferably, the polyisocyanate is one or more of Tolonate X FLO 100, TLA-100, and Desmodur XP-2860;

[0029] Preferably, the hydroxy acrylate B is one or more of hydroxyethyl methacrylate (HEMA), hydroxyethyl acrylate (HEA), hydroxypropyl acrylate (HPA), and pentaerythritol triacrylate (PETA).

[0030] Preferably, the amount of polyisocyanate and hydroxy acrylate B, calculated as the molar ratio of NCO groups to OH groups, is 1:(0.95-1.05).

[0031] Preferably, the reaction between the polyisocyanate and hydroxyacrylate B is carried out in the presence of an organotin catalyst; more preferably, the amount of the organotin catalyst is 0.01-0.2% of the total mass of the polyisocyanate and hydroxyacrylate B.

[0032] Preferably, the reaction conditions for the polyisocyanate and hydroxyacrylate B are: reaction temperature 60-75℃.

[0033] In this invention, the organotin catalyst is selected from one or more of dibutyltin dilaurate, stannous octoate, dioctyltin oxide, and dibutyltin oxide, more preferably one or two of dibutyltin dilaurate and stannous octoate;

[0034] As a preferred technical solution of the present invention, the photoinitiator free radical initiator is preferably one or more of 2-hydroxy-2-methyl-1-phenyl-1-propanone UV-1173, 1-hydroxycyclohexylphenyl methyl ketone UV-184, and 2,4,6-trimethylbenzoyldiphenyloxyphosphine TPO.

[0035] As a preferred embodiment of the present invention, the nail polish composition further includes, optionally, an active diluent;

[0036] The reactive diluent is a monofunctional reactive diluent, preferably one or more of hydroxyethyl methacrylate, hydroxyethyl acrylate, hydroxypropyl acrylate, and isobornyl acrylate.

[0037] If using an active diluent, it is recommended that its addition to the nail polish gel composition not exceed 20 parts, based on the needs of environmental protection and product thinning.

[0038] The nail polish gel composition provided by this invention uses polyurethane acrylate resin, isocyanate acrylate oligomer, and urea-formate acrylate resin as the base resin. It has the advantage of low viscosity, which can reduce or completely avoid the use of reactive diluents, and is environmentally friendly and safe.

[0039] The nail polish gel composition, when applied to nail base coat, not only cures quickly and generates little heat, but also exhibits high adhesion, good flexibility, and excellent transparency.

[0040] A method for preparing the nail polish gel composition as described above includes the following steps: uniformly mixing polyurethane acrylate resin, isocyanate acrylate oligomer, urea-formate acrylate resin, and photoinitiator to obtain the nail polish gel composition.

[0041] The formulation of this invention can synergistically reduce the viscosity of nail polish gel, meeting usage requirements without the addition of reactive diluents. Compared with similar products on the market that add reactive diluents, it has the advantages of low odor and low heat release. Moreover, polyurethane acrylate provides good flexibility and adhesion to nail polish gel, isocyanate acrylate oligomers can significantly improve the pencil hardness of the product, while having low functionality, so the adhesion will not decrease significantly due to excessive curing shrinkage, and the heat release and irritation are relatively small. Urea formate acrylate resin has good flexibility and low viscosity. Their synergistic combination ensures the overall mechanical properties and safety of use of the nail polish gel composition. Detailed Implementation

[0042] The present invention will be further illustrated below with specific embodiments. These embodiments are merely illustrative and do not limit the scope of the invention.

[0043] The main raw material information in this invention is as follows:

[0044] Polyethylene glycol PEG-2000, with a molecular weight of 2000 g / mol and a functionality of 2, is from Wanhua Chemical.

[0045] Polypropylene glycol F3128, with a molecular weight of 3000 g / mol and a functionality of 3, is from Wanhua Chemical.

[0046] Polypropylene glycol C2080, with a molecular weight of 8000 g / mol and a functionality of 2, is from Wanhua Chemical.

[0047] Polyester polyol PBA-2000, with a molecular weight of 2000 g / mol and a functionality of 2, is from Wanhua Chemical.

[0048] Ethyl isocyanate acrylate, purchased from Aladdin;

[0049] Pentamethylene diisocyanate, PDI, from Wanhua Chemical;

[0050] Cyclohexane-1,4-diisocyanate, CHDI, purchased from Hubei Xinhongli;

[0051] 2,2,4-Trimethylhexanediisocyanate, TMDI, purchased from Zhanxin;

[0052] Isophorone diisocyanate, IPDI, from Wanhua Chemical;

[0053] Hydroxyethyl acrylate, HEA, purchased from Aladdin;

[0054] Hydroxyethyl methacrylate (HEMA), from Wanhua Chemical;

[0055] Hydroxypropyl acrylate, HPA, purchased from Aladdin;

[0056] Pentaerythritol triacrylate, PETA, purchased from Aladdin;

[0057] Tolonate X FLO 100 polyisocyanate, purchased from Kangrui;

[0058] Polyisocyanate TLA-100, purchased from Asahi Kasei;

[0059] Desmodur XP-2860 polyisocyanate, purchased from Covestro;

[0060] Photoinitiators UV-1173, UV-184, and TPO were all purchased from Aladdin.

[0061] Unless otherwise specified, all other raw materials were purchased from ordinary commercial channels.

[0062] The main testing methods used in this invention are as follows:

[0063] (1) Pencil hardness: Tested according to the national standard GB 6739-86 "Coating Hardness Pencil Hardness Method".

[0064] (2) Adhesion: Adhesion was tested according to the national standard GB / T 9286-1998.

[0065] (3) Flexibility: According to the national standard GB / T 1731-1993, the minimum diameter of the shaft that the paint film does not break when it is folded around the shaft of the test rod is the smallest diameter of the shaft. The smaller the diameter, the greater the bending capacity that the paint film can withstand, and the better the flexibility.

[0066] (4) Exothermic temperature: Apply a 1mm thick UV nail polish gel composition to the plastic nail art piece, fix the thermocouple of the paperless recorder between the nail art piece and the composition, and perform UV curing (baking lamp power 36 watts). The paperless recorder records the temperature of the entire curing process, and the maximum instantaneous temperature is taken as the exothermic temperature.

[0067] (5) Odor intensity: After the material is cured, the odor level is identified by smell at a distance of 30cm above the material, and the level is divided into three categories: A, B and C according to the increasing odor intensity, that is, A represents the lowest odor.

[0068] (6) Viscosity: Tested according to national standard GB / T 265-1988.

[0069] [Preparation of Example]

[0070] (1) Preparation of polyurethane acrylate resin:

[0071] Different polyurethane acrylate resins were prepared according to the raw material composition and dosage in Table 1, and were designated as A1, A2, A3, and A4, respectively. The specific method was as follows: Polymer polyol was added to a four-necked flask, and ethyl isocyanate acrylate was added at a -NCO to -OH molar ratio of R1. Organotin catalyst T-12, accounting for 100 ppm of the total raw material weight, was added. The mixture was continuously stirred and reacted at 65°C. The reaction was monitored by NCO titration until the NCO content in the system was less than 0.5 wt%.

[0072] (2) Preparation of isocyanate acrylate oligomers

[0073] Different isocyanate acrylate oligomers were prepared according to the raw material composition and dosage in Table 1, and were designated as B1, B2, B3, and B4, respectively. The specific method was as follows: diisocyanate was added to a four-necked flask, and hydroxy acrylate A was added according to the -NCO to -OH molar ratio of R2. The mixture was stirred at 65°C for 1 hour, and the reaction was monitored by NCO titration until the NCO content in the system was less than 0.5 wt%.

[0074] (3) Preparation of urea-formaldehyde acrylate resin

[0075] Different urea-formaldehyde acrylate resins were prepared according to the raw material composition and dosage in Table 1, and were designated as C1, C2, and C3, respectively. The specific method was as follows: polyisocyanate was added to a four-necked flask, and hydroxyl acrylate B was added according to a -NCO to -OH molar ratio of R3. The reaction was carried out at 65°C until the NCO content in the system was less than 0.5 wt%.

[0076] Table 1. Raw material composition and dosage in the preparation examples

[0077]

[0078] [Examples 1-8 and Comparative Examples 1-3]

[0079] According to the raw material composition and mass parts in Table 2, different nail polish gel compositions are prepared. The specific preparation methods are as follows:

[0080] A nail polish gel composition is obtained by uniformly mixing polyurethane acrylate resin, isocyanate acrylate oligomer, urea-formate acrylate resin, and photoinitiator.

[0081] Table 2. Formulations of different nail polish gel compositions

[0082]

[0083] The performance tests for each nail polish gel composition were performed as shown in Table 3, and the results are as follows:

[0084] Table 3. Performance Test Results

[0085] Viscosity / mPa s Pencil hardness Flexibility Adhesion Exotherm temperature Odor rating Example 1 5000 3H 2 mm 0 grade 40℃ A Example 2 7500 3H 2 mm 0 grade 42℃ A Example 3 8200 2H 2 mm 0 grade 45℃ A Example 4 9100 2H 2 mm 0 grade 40℃ A Example 5 8300 2H 2 mm 0 grade 43℃ A Example 6 5600 2H 2 mm 0 grade 43℃ A Example 7 6300 2H 2 mm 0 grade 43℃ A Example 8 5200 3H 2 mm 0 grade 45℃ A Comparative Example 1 8500 2B 2 mm 1 grade 52℃ C Comparative Example 2 9500 H 3 mm 1 grade 49℃ A Comparative Example 3 3500 H 3 mm 2 grade 48℃ A

[0086] As can be seen from the test results in Table 3, the nail polish gel composition provided in this embodiment of the invention has excellent flexibility, adhesion, hardness, and comprehensive properties such as low exothermic temperature and low odor through the synergistic formulation design of the base resin.

[0087] Comparative Example 1 requires the addition of a certain amount of reactive diluent to achieve a suitable operating viscosity, resulting in a significant increase in exothermic heat. Furthermore, compared to Example 2, which does not contain isocyanate acrylate oligomers, the hardness and adhesion of the cured composition in Comparative Example 1 are significantly reduced, potentially leading to scratches and cracking in nail art. Comparative Examples 2 and 3, compared to Example 2, do not contain urea-formaldehyde acrylate resin and polyurethane acrylate resin, respectively, which significantly affects the flexibility and adhesion of the cured composition and lacks heat transfer properties, resulting in an increased exothermic temperature.

[0088] The above description is only a preferred embodiment of the present invention. It should be noted that those skilled in the art can make several improvements and additions without departing from the method of the present invention, and these improvements and additions should also be considered within the scope of protection of the present invention.

Claims

1. A nail polish composition characterized in that, The raw materials include the following quality parts: polyurethane acrylate resin 5-50 parts, isocyanate acrylate oligomer 10-70 parts, uretonimine acrylate resin 10-30 parts, photoinitiator 2-8 parts; the isocyanate acrylate oligomer is an oligomer prepared by complete reaction of diisocyanate and hydroxyl acrylate A; the diisocyanate is one or several of pentamethylene diisocyanate, 2,2,4-trimethylhexane diisocyanate, cyclohexane-1,4-diisocyanate, isophorone diisocyanate; the hydroxyl acrylate A is one or several of hydroxyethyl methacrylate, hydroxyethyl acrylate, hydroxypropyl acrylate, pentaerythritol triacrylate; the uretonimine acrylate resin is prepared by reaction of polyisocyanate and hydroxyl acrylate B; the polyisocyanate is one or more of Tolonate X FLO 100, TLA-100, Desmodur XP-2860; the hydroxyl acrylate B is one or several of hydroxyethyl methacrylate, hydroxyethyl acrylate, hydroxypropyl acrylate, pentaerythritol triacrylate.

2. The top coat composition according to claim 1, characterized in that, The molecular weight of the polyurethane acrylate resin is 2000-8000 g / mol, and the functionality is 2-3.

3. The top coat composition according to claim 2, wherein The molecular weight of the polyurethane acrylate resin is 4000-8000 g / mol, and the functionality is 2.5-3.

4. The top coat composition according to any one of claims 1 to 3, characterized in that, The polyurethane acrylate resin is obtained by reaction of polymer polyol and isocyanate acrylate, the molecular weight of the polymer polyol is 2000-8000 g / mol, and the functionality is 2-3.

5. The top coat composition according to claim 4, wherein The polyurethane acrylate resin is obtained by reaction of polymer polyol and isocyanate acrylate, the molecular weight of the polymer polyol is 4000-8000 g / mol, and the functionality is 2.5-3.

6. The top coat composition according to claim 4, wherein The polymer polyol is polyether polyol and / or polyester polyol.

7. The top coat composition according to claim 6, wherein The polyether polyol is one or several of polyethylene glycol, polypropylene glycol, polytetramethylene ether glycol, and the polyester polyol is one or several of poly-1,4-butanediol adipate glycol, polycaprolactone polyol.

8. The top coat composition according to claim 4, wherein The amount of isocyanate acrylate and polymer polyol is 1:(0.95-1.05) in terms of the molar ratio of NCO groups and OH groups.

9. The top coat composition according to claim 4, wherein The reaction of polymer polyol and isocyanate acrylate is carried out in the presence of an organic tin catalyst.

10. The top coat composition according to claim 4, wherein The reaction temperature of polymer polyol and isocyanate acrylate is 60-75℃.

11. The top coat composition according to claim 1, wherein The molecular weight of the isocyanate acrylate oligomer is 200-1000 g / mol.

12. The top coat composition according to claim 1 or 11, wherein The amount of diisocyanate and hydroxyl acrylate A is 1:(0.95-1.05) in terms of the molar ratio of NCO groups and OH groups.

13. The top coat composition according to claim 12, wherein, The reaction of diisocyanate and hydroxyl acrylate A is carried out in the presence of an organic tin catalyst.

14. The top coat composition according to claim 13, wherein, The amount of the organic tin catalyst is 0.01-0.2% of the total mass of diisocyanate and hydroxyl acrylate A.

15. The top coat composition according to claim 12, wherein The reaction temperature of diisocyanate and hydroxyl acrylate A is 60-75℃.

16. The top coat composition according to claim 1, wherein The uretonimine acrylate resin has a viscosity of 100-500 mPa·s and a functionality of 2-3.

17. The top coat composition according to claim 16, wherein, The uretonimine acrylate resin has a functionality of 2-2.

5.

18. The top coat composition according to claim 1 or 16, wherein, The polyisocyanate and the hydroxyl acrylate B are used in a molar ratio of NCO groups to OH groups of 1:(0.95-1.05).

19. The top coat composition according to claim 18, wherein, The reaction of the polyisocyanate and the hydroxyl acrylate B is carried out in the presence of an organic tin catalyst.

20. The top coat composition according to claim 19, wherein, The organic tin catalyst is used in an amount of 0.01-0.2% of the total mass of the polyisocyanate and the hydroxyl acrylate B.

21. The top coat composition according to claim 18, wherein, The reaction temperature of the polyisocyanate and the hydroxyl acrylate B is 60-75℃.

22. The top coat composition according to any one of claims 1-3, wherein, The photoinitiator is a free radical initiator.

23. The top coat composition according to claim 22, wherein, The photoinitiator is one or more of 2-hydroxy-2-methyl-1-phenyl-1-propanone, 1-hydroxycyclohexyl phenyl ketone, 2,4,6-trimethylbenzoyldiphenylphosphine oxide.

24. The top coat composition according to any one of claims 1-3, wherein, The nail gel composition further comprises an active diluent. The active diluent is a monofunctional active diluent.

25. The top coat composition according to claim 24, wherein, The active diluent is one or more of hydroxyethyl methacrylate, hydroxyethyl acrylate, hydroxypropyl acrylate, isobornyl acrylate.

26. A method of preparing a top coat composition according to any one of claims 1 to 25, characterized in that, The method comprises the following steps: uniformly mixing a polyurethane acrylate resin, an isocyanate acrylate oligomer, a uretonimine acrylate resin, and a photoinitiator, to obtain the nail gel composition.

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