阅读说明：本技术 一种高附着力的磷酸改性树脂及其制备方法 (High-adhesion phosphoric acid modified resin and preparation method thereof ) 是由 谭海剑 谭祺才 谭道媚 谭道礼 于 2021-08-10 设计创作，主要内容包括：本发明公开了一种高附着力的磷酸改性树脂及其制备方法。该高附着力的磷酸改性树脂,以质量份数计,包含下列原料：含有磷酸基团的聚酯多元醇322-2542份,多异氰酸酯666份,阻聚剂0.15-0.8份,催化剂0.2-0.8份和丙烯酸羟基酯289-432份,含有磷酸基团的聚酯多元醇由如下步骤制备得到：将多元醇和抗氧剂混合加热后,含磷的酸或酸酐分若干次加入进行酯化反应,反应温度为110℃-120℃,反应时间为2-4小时,得到含有磷酸基团的聚酯多元醇。本发明通过在制备过程中引入磷酸基团,因磷酸基团的强极性与基材产生强烈的化学键合作用能有力促进聚氨酯丙烯酸酯成品的附着力,提高了性能非常适合用于指甲油底胶。(The invention discloses a phosphoric acid modified resin with high adhesive force and a preparation method thereof. The high-adhesion phosphoric acid modified resin comprises the following raw materials in parts by mass: 2542 parts of polyester polyol 322 containing phosphate groups, 666 parts of polyisocyanate, 0.15-0.8 part of polymerization inhibitor, 0.2-0.8 part of catalyst and 432 parts of hydroxyl acrylate 289-, wherein the polyester polyol containing phosphate groups is prepared by the following steps: after the polyol and the antioxidant are mixed and heated, the phosphoric acid or anhydride is added for several times for esterification reaction at the reaction temperature of 110-120 ℃ for 2-4 hours to obtain the polyester polyol containing the phosphoric acid group. According to the invention, the phosphate group is introduced in the preparation process, and the strong chemical bonding effect between the strong polarity of the phosphate group and the base material can strongly promote the adhesive force of the polyurethane acrylate finished product, so that the performance is improved, and the polyurethane acrylate primer is very suitable for being used as a nail polish primer.)

1. The high-adhesion phosphoric acid modified resin is characterized by comprising the following raw materials in parts by mass: 2542 parts of polyester polyol 322 containing phosphate groups, 666 parts of polyisocyanate, 0.15-0.80 part of polymerization inhibitor, 0.2-0.8 part of catalyst and 432 parts of hydroxyl acrylate 289-, wherein the polyester polyol containing phosphate groups is prepared by the following steps: after the polyol and the antioxidant are mixed and heated, the phosphoric acid or anhydride is added for several times for esterification reaction at the reaction temperature of 110-120 ℃ for 2-4 hours to obtain the polyester polyol containing the phosphoric acid group.

2. The high adhesion phosphoric acid modified resin according to claim 1, wherein the polymerization inhibitor is at least one selected from the group consisting of p-hydroxyanisole, hydroquinone, aluminum N-nitrosophenylhydroxylamine salt, methylhydroquinone, p-benzoquinone, 2, 5-di-tert-butylhydroquinone, and 2-tert-butylhydroquinone.

3. The high-adhesion phosphoric acid modified resin as claimed in claim 1, wherein the catalyst is an organotin catalyst and/or an organobismuth catalyst.

4. The high adhesion phosphoric acid modified resin of claim 3, wherein the catalyst is one or more selected from the group consisting of dibutyltin dilaurate, stannous octoate, bismuth neodecanoate, bismuth isooctanoate, bismuth laurate, bismuth naphthenate, bismuth oxide, and bismuth nitrate.

5. The high adhesion phosphoric acid modified resin according to claim 1, wherein the hydroxy acrylate is at least one selected from the group consisting of hydroxyethyl acrylate, hydroxypropyl acrylate, hydroxybutyl acrylate, hydroxypropyl methacrylate, hydroxyethyl methacrylate and pentaerythritol triacrylate.

6. The high-adhesion phosphoric acid modified resin as claimed in claim 1, wherein the polyester polyol containing phosphoric acid groups is prepared by the following steps: pumping the reaction container to a negative pressure, introducing nitrogen, adding 180-2400 parts by mass of polyol and 0.1-0.3 part by mass of antioxidant, mixing, heating to 110 ℃ for dehydration for 1 hour, adding 82-142 parts by mass of phosphorus-containing acid or anhydride for several times in average, and carrying out esterification reaction at 110-120 ℃ for 2-4 hours to obtain the polyester polyol containing the phosphate groups.

7. The high-adhesion phosphoric acid modified resin according to claim 1 or 6, wherein the phosphorus-containing acid or anhydride is one or more selected from the group consisting of phosphorus pentoxide, phosphorous acid, hypophosphorous acid and pyrophosphoric acid.

8. The high adhesion phosphoric acid modified resin according to claim 1 or 6, wherein the polyol is one or more selected from the group consisting of ethylene glycol, methyl propylene glycol, polyester diol, polyether diol, polytetrahydrofuran ether diol, polycaprolactone diol, polycarbonate diol, 1.4 cyclohexanedimethanol, modified bisphenol A diol, and glycerol.

9. The high-adhesion phosphoric acid modified resin as claimed in claim 1 or 6, wherein the antioxidant is selected from one or more of dibutyl hydroxy toluene, tert-butyl hydroquinone, di-tert-butyl hydroquinone, trisnonylphenyl phosphite, triphenyl phosphite, antioxidant 1010, antioxidant 1011, antioxidant 168, antioxidant 1076, antioxidant 626 and antioxidant 235.

10. The method for preparing the high-adhesion phosphoric acid modified resin according to claim 1, comprising the steps of: sequentially adding polyester polyol containing phosphate groups, polyisocyanate and polymerization inhibitor into a reaction container, stirring for 15-20 minutes, adding a catalyst into the reaction container, keeping the temperature of 65-85 ℃ constant for 3-4 hours, adding hydroxy acrylate, uniformly mixing, keeping the temperature of 65-85 ℃ constant for 4-5 hours, cooling to 60 ℃, and discharging to obtain the high-adhesion phosphoric acid modified resin.

Technical Field

The invention relates to the technical field of polyurethane, in particular to a high-adhesion phosphoric acid modified resin and a preparation method thereof.

Background

Polyurethane is a polymer polymerized by polyol and polyisocyanate, and is widely applied to the fields of nail polish glue coating, adhesive, printing ink and the like because of the advantages of light color, high hardness, wear resistance, high glossiness and the like; the polyurethane produced industrially at present has poor adhesive force and certain use limitation, and the problem needs to be solved urgently.

Disclosure of Invention

The invention solves the problem of poor polyurethane adhesive force in the prior art, and provides the phosphoric acid modified resin with high adhesive force and the preparation method thereof.

In order to achieve the purpose, the invention adopts the technical scheme that: a high-adhesion phosphoric acid modified resin (namely polyurethane acrylate containing a phosphoric acid structure) comprises the following raw materials in parts by mass: 2542 parts of polyester polyol 322 containing phosphate groups, 666 parts of polyisocyanate, 0.15-0.80 part of polymerization inhibitor, 0.2-0.8 part of catalyst and 432 parts of hydroxyl acrylate 289-, wherein the polyester polyol containing phosphate groups is prepared by the following steps: after the polyol and the antioxidant are mixed and heated, the phosphoric acid or anhydride is added for several times for esterification reaction at the reaction temperature of 110-120 ℃ for 2-4 hours to obtain the polyester polyol containing the phosphoric acid group.

Preferably, the mass part of the polyester polyol containing phosphoric acid is 574-1642 parts.

Preferably, the polymerization inhibitor is one or more selected from p-hydroxyanisole, hydroquinone, N-nitrosophenylhydroxylamine aluminum salt, methyl hydroquinone, p-benzoquinone, 2, 5-di-tert-butyl hydroquinone and 2-tert-butyl hydroquinone.

Preferably, the catalyst is an organotin catalyst and/or an organobismuth catalyst.

More preferably, the catalyst is selected from more than one of dibutyltin dilaurate, stannous octoate, bismuth neodecanoate, bismuth isooctanoate, bismuth laurate, bismuth naphthenate, bismuth oxide and bismuth nitrate.

Preferably, the hydroxyl acrylate is selected from more than one of hydroxyethyl acrylate, hydroxypropyl acrylate, hydroxybutyl acrylate, hydroxypropyl methacrylate, hydroxyethyl methacrylate and pentaerythritol triacrylate.

Preferably, the polyester polyol containing the phosphate group is prepared by the following steps: pumping the reaction container to a negative pressure, introducing nitrogen, adding 180-2400 parts by mass of polyol and 0.1-0.3 part by mass of antioxidant, mixing, heating to 110 ℃ for dehydration for 1 hour, adding 82-142 parts by mass of phosphorus-containing acid or anhydride for several times in average, and carrying out esterification reaction at 110-120 ℃ for 2-4 hours to obtain the polyester polyol containing the phosphate groups.

Preferably, the mass part of the polyol is 432-1500 parts.

Preferably, the phosphorus-containing acid or anhydride is selected from more than one of phosphorus pentoxide, phosphorous acid, hypophosphorous acid and pyrophosphoric acid.

Preferably, the polyol is selected from more than one of ethylene glycol, methyl propylene glycol, polyester diol, polyether diol, polytetrahydrofuran ether diol, polycaprolactone diol, polycarbonate diol, 1.4 cyclohexane dimethanol, modified bisphenol A diol and glycerol.

Preferably, the antioxidant is selected from more than one of dibutyl hydroxy toluene, tert-butyl hydroquinone, di-tert-butyl hydroquinone, trisnonylphenyl phosphite, triphenyl phosphite, antioxidant 1010, antioxidant 1011, antioxidant 168, antioxidant 1076, antioxidant 626 and antioxidant 235.

The invention also provides a preparation method of the high-adhesion phosphoric acid modified resin, which comprises the following steps: sequentially adding polyester polyol containing phosphate groups, polyisocyanate and a polymerization inhibitor into a reaction container, stirring for 15-20 minutes, adding a catalyst into the reaction container, keeping the temperature of 65-85 ℃ constant for 3-4 hours, adding hydroxyl acrylate, uniformly mixing, keeping the temperature of 65-85 ℃ constant for 4-5 hours, cooling to 60 ℃, and discharging to obtain the high-adhesion phosphoric acid modified resin (polyurethane acrylate containing a phosphoric acid structure).

Compared with the prior art, the invention has the beneficial effects that: the phosphoric acid modified resin provided by the invention has strong adhesive force, can be made into nail polish primer or one-step glue (the primer is coated with nail polish, and has the advantages of adhesive force, color adding and wear resistance), and has obvious competitive advantages.

Detailed Description

The following examples are further illustrative of the present invention and are not intended to be limiting thereof. The equipment and reagents used in the present invention are, unless otherwise specified, conventional commercial products in the art.

A high-adhesion phosphoric acid modified resin (polyurethane acrylate containing a phosphoric acid structure) comprises the following raw materials in parts by mass: 2542 parts of polyester polyol 322 containing phosphate groups, 666 parts of polyisocyanate, 0.15-0.80 part of polymerization inhibitor, 0.2-0.8 part of catalyst and 432 parts of hydroxyl acrylate 289-, wherein the polyester polyol containing phosphate groups is prepared by the following steps: after the polyol and the antioxidant are mixed and heated, the phosphoric acid or anhydride is added for several times for esterification reaction at the reaction temperature of 110-120 ℃ for 2-4 hours to obtain the polyester polyol containing the phosphoric acid group.

The following examples preferably show that the polyisocyanate is isophorone diisocyanate (IPDI). The mass part of the polyester polyol containing phosphoric acid is 574-1642 parts.

In the following examples, it is preferable that the polymerization inhibitor is at least one selected from the group consisting of p-hydroxyanisole (MEHQ), hydroquinone, aluminum N-nitrosophenylhydroxylamine, methylhydroquinone, p-benzoquinone, 2, 5-di-tert-butylhydroquinone and 2-tert-butylhydroquinone. Further preferably, the polymerization inhibitor is p-hydroxyanisole (MEHQ) or N-nitrosophenylhydroxylamine aluminum salt.

In the following examples, the catalyst is preferably an organotin-based catalyst and/or an organobismuth-based catalyst. More preferably, the catalyst is one or more selected from the group consisting of dibutyltin dilaurate (T12), stannous octoate, bismuth neodecanoate, bismuth isooctanoate, bismuth laurate, bismuth naphthenate, bismuth oxide, and bismuth nitrate.

In the following examples, the hydroxyl acrylate is preferably selected from one or more of hydroxyethyl acrylate, hydroxypropyl acrylate, hydroxybutyl acrylate, hydroxypropyl methacrylate, hydroxyethyl methacrylate and pentaerythritol triacrylate.

The following examples preferably show that the polyester polyol containing phosphoric acid groups is prepared by the following steps: pumping the reaction container to a negative pressure, introducing nitrogen, adding 180-2400 parts by mass of polyol and 0.1-0.3 part by mass of antioxidant, mixing, heating to 110 ℃ for dehydration for 1 hour, adding 82-142 parts by mass of phosphorus-containing acid or anhydride for several times in average, and carrying out esterification reaction at 110-120 ℃ for 2-4 hours to obtain the polyester polyol containing the phosphate groups.

In the following examples, the phosphorus-containing acid or acid anhydride is preferably one or more selected from the group consisting of phosphorus pentoxide, phosphorous acid, hypophosphorous acid and pyrophosphoric acid.

In the following examples, the polyhydric alcohol is preferably one or more selected from the group consisting of ethylene glycol, methyl propylene glycol, polyester diol, polyether diol, polytetrahydrofuran ether diol, polycaprolactone diol, polycarbonate diol, 1.4 cyclohexanedimethanol, modified bisphenol a diol, and glycerol. The mass portion of the polyhydric alcohol is 432-1500 portions.

In the following examples, the antioxidant is preferably one or more selected from the group consisting of dibutylhydroxytoluene, t-butylhydroquinone, ditert-butylhydroquinone, trisnonylphenyl phosphite, triphenyl phosphite (TPP), antioxidant 1010, antioxidant 1011, antioxidant 168, antioxidant 1076, antioxidant 626 and antioxidant 235.

The preparation method of the high-adhesion phosphoric acid modified resin comprises the following steps: sequentially adding polyester polyol containing phosphate groups, polyisocyanate and polymerization inhibitor into a reaction container, stirring for 15-20 minutes, adding a catalyst into the reaction container, keeping the temperature of 65-85 ℃ constant for 3-4 hours, adding hydroxyl acrylate, uniformly mixing, keeping the temperature of 65-85 ℃ constant for 4-5 hours, cooling to 60 ℃, and discharging to obtain the high-adhesion polyurethane acrylate containing the phosphoric acid structure.

Example 1

A preparation method of high-adhesion phosphoric acid modified resin comprises the following steps:

(1) firstly, pumping the interior of a reaction container to the negative pressure, introducing nitrogen, adding 186g of ethylene glycol and 0.1g of antioxidant TPP, heating to 110 ℃ for dehydration for 1 hour, adding 142g of phosphorus pentoxide for 5 times, and preserving heat at 115 ℃ for 3 hours to obtain polyester polyol containing phosphate groups;

(2) and (2) putting 328g of the polyester polyol obtained in the step (1) and 666g of IPDI (isophorone diisocyanate) into a reaction container, stirring for 17 minutes, putting 120.2g of a catalyst into the reaction container, keeping the constant temperature of 75 ℃ for 3 hours, putting 360g of hydroxyethyl acrylate and 0.5g of a polymerization inhibitor MEHQ into the reaction container, keeping the constant temperature of 75 ℃ for 4 hours, cooling to 60 ℃, and discharging to obtain the polyurethane acrylate with the high-adhesion phosphoric acid structure.

Example 2

A preparation method of high-adhesion phosphoric acid modified resin comprises the following steps:

(1) firstly, pumping the reaction vessel to the negative pressure, introducing nitrogen, adding 432g of 1.4 cyclohexanedimethanol and 0.1g of antioxidant TPP, heating to 110 ℃ for dehydration for 1 hour, adding 142g of phosphorus pentoxide for 5 times, and keeping the temperature at 115 ℃ for 3 hours to obtain polyester polyol containing phosphate groups;

(2) putting 574g of polyester polyol and 666g of IPDI (isophorone diisocyanate) obtained in the step (1) into a reaction container, stirring for 17 minutes, putting 0.2g of catalyst stannous octoate into the reaction container, keeping the temperature of 75 ℃ constant for 3 hours, putting 360g of hydroxyethyl acrylate and 0.5g of polymerization inhibitor MEHQ into the reaction container, keeping the temperature of 75 ℃ constant for 4 hours, cooling to 60 ℃, and discharging to obtain the polyurethane acrylate with the high-adhesion phosphoric acid structure.

Example 3

A preparation method of high-adhesion phosphoric acid modified resin comprises the following steps:

(1) pumping the container to the negative pressure, introducing nitrogen, adding 0.1g of PTMEG 250750 g and antioxidant TPP, heating to 110 ℃ for dehydration for 1 hour, adding 142g of phosphorus pentoxide by 5 times, preserving the temperature at 115 ℃ for 3 hours, and discharging after the acid value reaches the target value after the temperature is preserved to obtain polyester polyol containing phosphate groups;

(2) 892g of polyester polyol obtained in the step (1) and 666g of IPDI are put into a reaction container and stirred for 17 minutes, 0.8g of catalyst bismuth neodecanoate is put into the reaction container, the temperature is kept constant at 75 ℃ for 3 hours, 360g of hydroxyethyl acrylate and 0.5g of polymerization inhibitor MEHQ are put into the reaction container, the temperature is kept constant at 75 ℃ for 4 hours, the temperature is reduced to 60 ℃, and then the materials are discharged, so that the polyurethane acrylate with the high-adhesion phosphoric acid structure is obtained.

Example 4

A preparation method of high-adhesion phosphoric acid modified resin comprises the following steps:

(1) firstly, pumping the container to the negative pressure, introducing nitrogen, adding 2051590 g of polycaprolactone diol and 0.1g of antioxidant TPP, heating to 110 ℃ for dehydration for 1 hour, adding 142g of phosphorus pentoxide for 5 times, preserving the temperature at 115 ℃ for 3 hours, preserving the temperature until the measured acid value reaches the target value, and discharging to obtain polyester polyol containing phosphate groups;

(2) 1732g of polyester polyol obtained in the step (1) and 666g of IPDI are put into a reaction container and stirred for 17 minutes, 0.6g of catalyst bismuth isooctanoate is put into the container, the constant temperature of 75 ℃ is kept for 3 hours, 360g of hydroxyethyl acrylate and 0.5g of polymerization inhibitor MEHQ are put into the container, the constant temperature of 75 ℃ is kept for 4 hours, the temperature is reduced to 60 ℃, and then the materials are discharged, so that the polyurethane acrylate with the high-adhesion phosphoric acid structure is obtained.

Example 5

A preparation method of high-adhesion phosphoric acid modified resin comprises the following steps:

(1) firstly, pumping the container to the negative pressure, introducing nitrogen, adding 1038g of propoxyphenol A and 10760.3 g of antioxidant, heating to 110 ℃ for dehydration for 1 hour, adding 142g of phosphorus pentoxide for 5 times, preserving the temperature for 3 hours at 115 ℃, preserving the temperature until the measured acid value reaches the target value, and discharging to obtain the polyester polyol containing the phosphate group.

(2) Putting 1180g of polyester polyol obtained in the step (1) and 666g of IPDI into a container, stirring for 17 minutes, putting 0.8g of catalyst bismuth laurate into the container, keeping the temperature of 75 ℃ constant for 3 hours, putting 360g of hydroxyethyl acrylate and 0.5g of polymerization inhibitor MEHQ into the container, keeping the temperature of 75 ℃ constant for 4 hours, cooling to 60 ℃, and discharging to obtain the polyurethane acrylate with the high-adhesion phosphoric acid structure.

Example 6

A preparation method of high-adhesion phosphoric acid modified resin comprises the following steps:

(1) firstly, pumping the container to the negative pressure, introducing nitrogen, adding 5650J 2400g of polycarbonate and 10100.3g of antioxidant, heating to 110 ℃ for dehydration for 1 hour, adding 142g of phosphorus pentoxide by 5 times, preserving the heat at 115 ℃ for 3 hours, and discharging after the acid value reaches the target value after heat preservation to obtain polyester polyol containing phosphate groups;

(2) putting 2542g of polyester polyol and 666g of IPDI (isophorone diisocyanate) obtained in the step (1) into a reaction container, stirring for 17 minutes, putting 120.2g of catalyst into the container, keeping the constant temperature of 75 ℃ for 3 hours, putting 390g of hydroxyethyl methacrylate and 0.5g of polymerization inhibitor MEHQ into the container, keeping the constant temperature of 75 ℃ for 4 hours, cooling to 60 ℃, discharging to obtain the polyurethane acrylate with the high-adhesion phosphoric acid structure

Example 7

A preparation method of high-adhesion phosphoric acid modified resin comprises the following steps:

(1) firstly, pumping the container to the negative pressure, introducing nitrogen, adding 180g of methyl propylene glycol and 0.1g of antioxidant TPP, heating to 110 ℃ for dehydration for 1 hour, adding 142g of phosphorus pentoxide for 5 times, preserving the temperature for 3 hours at 115 ℃, and discharging after the acid value reaches the target value after heat preservation to obtain polyester polyol containing phosphate groups;

(2) putting 322g of the polyester polyol obtained in the step (1) and 666g of IPDI (isophorone diisocyanate) into a reaction container, stirring for 17 minutes, putting 120.2g of a catalyst into the container, keeping the temperature of 75 ℃ constant for 3 hours, putting 432g of hydroxypropyl methacrylate, 0.5g of a polymerization inhibitor MEHQ, keeping the temperature of 75 ℃ constant for 4 hours, cooling to 60 ℃, and discharging to obtain the polyurethane acrylate with the high-adhesion phosphoric acid structure.

Example 8

A preparation method of high-adhesion phosphoric acid modified resin comprises the following steps:

(1) firstly, pumping the container to the negative pressure, introducing nitrogen, adding XCP500N 1500g and antioxidant 10100.27 g of polyester polyol produced by Asahi Sichuan chemistry, heating to 110 ℃ for dehydration for 1 hour, adding 142g of phosphorus pentoxide for 5 times, keeping the temperature at 110 ℃ for 4 hours, keeping the temperature until the acid value reaches a target value, and discharging to obtain polyester polyol containing phosphate groups;

(2) and (2) adding 1642g of polyester polyol obtained in the step (1) and 666g of IPDI (isophorone diisocyanate) into a reaction container, stirring for 15 minutes, adding 120.8g of catalyst into the container, keeping the temperature of 65 ℃ constant for 4 hours, adding 432g of hydroxypropyl methacrylate and 0.8g of polymerization inhibitor MEHQ, keeping the temperature of 65 ℃ constant for 5 hours, cooling to 60 ℃, and discharging to obtain the polyurethane acrylate with the high-adhesion phosphoric acid structure.

Example 9

A preparation method of high-adhesion phosphoric acid modified resin comprises the following steps:

(1) firstly, pumping the container to the negative pressure, introducing nitrogen, adding MN-700700 g of polyether triol produced by Shandong Lanxingdong and the 1680.10 g of antioxidant, heating to 110 ℃ for dehydration for 1 hour, adding 82g of phosphorous acid for 5 times, keeping the temperature at 120 ℃ for 2 hours, keeping the temperature until the acid value reaches the target value, and discharging to obtain polyester polyol containing phosphate groups;

(2) putting 782g of the polyester polyol obtained in the step (1) and 666g of IPDI (isophorone diisocyanate) into a reaction container, stirring for 20 minutes, putting 120.3 g of a catalyst into the container, keeping the temperature of 85 ℃ constant for 3 hours, putting 289g of hydroxybutyl acrylate and 0.15g of a polymerization inhibitor MEHQ, keeping the temperature of 85 ℃ constant for 4 hours, cooling to 60 ℃, and discharging to obtain the polyurethane acrylate with the high-adhesion phosphoric acid structure.

Comparative example 1

A preparation method of urethane acrylate comprises the following steps: pumping a container to the negative pressure, introducing nitrogen, adding 500g of polyester polyol XCP500N 500g and 10100.12 g of antioxidant produced by Asahchuan chemistry, heating to 110 ℃ for dehydration for 1 hour, adding 444g of the treated polyester polyol and IPDI into the container, stirring for 15 minutes, adding 120.3 g of catalyst into the container, keeping the temperature constant at 65 ℃ for 3 hours, adding 288g of hydroxypropyl methacrylate and 0.4g of polymerization inhibitor MEHQ, keeping the temperature constant at 85 ℃ for 4 hours, cooling to 60 ℃, and discharging to obtain the conventional polyurethane acrylate.

Preparing a paint film according to the following mass ratioExamples 1-9 and comparative example 1 gave 70% resin, 25% hydroxyethyl methacrylate (HEMA) and 5% resin 184. The resulting paint films were applied to different substrates in Table 1, respectively, using a UV lamp of 150mj/cm²The radiation dried and the test adhesion data are shown in table 1.

TABLE 1

Table 1 shows that the phosphoric acid modified resin of the invention has better adhesion to different substrates than the conventional urethane acrylate.

A nail polish primer was prepared by coating 70% of the resin obtained in examples 1-9 and comparative example 1, 25% of hydroxyethyl methacrylate (HEMA) and 5% of 184 resin on a nail plate, curing the resin for 60 seconds with an LED36 watt, and testing the nail polish primer according to the test items shown in Table 2 below (see Table 1 for adhesion):

TABLE 2

The above is only a preferred embodiment of the present invention, and it should be noted that the above preferred embodiment should not be considered as limiting the present invention, and the protection scope of the present invention should be subject to the scope defined by the claims. It will be apparent to those skilled in the art that various modifications and adaptations can be made without departing from the spirit and scope of the invention, and these modifications and adaptations should be considered within the scope of the invention.