Hyperbranched coating with excellent stain resistance and Ericsson processability and method for manufacturing the same

KR103030776B1Active Publication Date: 2026-10-13KUNYANG +1
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Application Number
KR1020240001311
Authority / Receiving Office
KR · KR
Patent Type
Patents
Current Assignee / Owner
Filing Date
2024-01-04
Publication Date
2026-10-13
Estimated Expiration
2044-01-04

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Abstract

The present invention provides a hyperbranch-type coating agent with excellent stain resistance and Erichson processability and a method for manufacturing the same, comprising: a hyperbranch-type polymer synthesis step of synthesizing 3,5-dimethoxybenzyl chloride into a hyperbranch-type polymer; a polymer mixture manufacturing step of preparing a polymer mixture by adding and mixing an acrylic polymer synthesized from a polyfunctional acrylic monomer to the hyperbranch-type polymer; and a coating agent manufacturing step of preparing a hyperbranch-type coating agent by mixing a surface improvement additive into the polymer mixture. By doing so, it is possible to obtain a hyperbranch-type coating agent with excellent stain resistance and Erichson processability, which improves physical properties such as chemical resistance, scratch resistance, Erichson processability, and stain resistance.
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Description

Technology Field

[0001] The present invention relates to a hyperbranch-type coating agent with excellent stain resistance and Erichson processability and a method for manufacturing the same. More specifically, the invention relates to a hyperbranch-type coating agent with excellent stain resistance and Erichson processability and a method for manufacturing the same, which improves physical properties such as chemical resistance, scratch resistance, Erichson processability, and stain resistance. Background Technology

[0002] Coatings are widely utilized in various fields as they are applied to the surfaces of diverse materials to protect them, prevent damage caused by oxidation or external forces, extend the lifespan of the original material, and enhance its appearance. In modern society, coated products have become deeply integrated into most aspects of our daily lives, ranging from building materials such as furniture, wallpaper, interiors, electronic products, and window materials in residential spaces, to automotive interior and exterior materials, school supplies, and snack packaging. As coated products are used in everyday life, there is growing interest regarding the potential and extent of their toxicity to the human body. In particular, the market is rapidly preparing to enhance consumer satisfaction, with developed countries transitioning to eco-friendly materials for household appliances that have become an integral part of residential life.

[0003] The functional coating / film materials industry is a technology and capital-intensive fine chemical industry characterized by high value-added, multi-product, small-batch production. It is characterized by an industrial structure led by small and medium-sized enterprises (SMEs) regarding the synthesis and blending technologies of raw materials, as well as functionality and application. As such, the synthesis and blending technologies of monomers, polymers, and functional coating / film raw materials, which belong to the downstream industry, are areas with significant potential for localization due to high technological dependence and heavy royalty burdens. Furthermore, it is an industry that requires convergent competitiveness with other industries to secure a technological advantage in the global market.

[0004] Generally, as consumers demand home appliances with minimized scratches, high gloss, and high productivity that enables high quality at low prices, there was a problem in that surface treatment agents using heat drying methods could not produce products with the quality or high productivity desired by consumers. Therefore, production is now being carried out using UV coating methods instead of the conventional heat drying method to meet the quality requirements of consumers.

[0005] However, the UV coating method has disadvantages such as the paint being still expensive compared to conventional paints, difficulty in curing angled or uneven surfaces rather than flat ones, inability to prevent heat generation from the UV lamp leading to thermal deformation of the product, and high costs associated with the process. Additionally, while there is a high demand for matte products with a metallic / SUS feel or black colors in recent home appliance designs, UV-coated products have the disadvantage of being difficult to color mix and challenging to implement diverse designs such as matte finishes. The problem to be solved

[0006] The present invention was devised to solve the above-mentioned problems and aims to provide a hyperbranch-type coating agent with excellent stain resistance and Erichsen processability, which improves physical properties such as chemical resistance, scratch resistance, Erichsen processability, and stain resistance, and a method for manufacturing the same. means of solving the problem

[0007] The above objective is achieved by a method for manufacturing a hyperbranch-type coating agent with excellent stain resistance and Erichsen processability, characterized by comprising: a hyperbranch-type polymer synthesis step of synthesizing 3,5-dimethoxybenzyl chloride into a hyperbranch-type polymer corresponding to Chemical Formula 1 below; a polymer mixture manufacturing step of preparing a polymer mixture by adding and mixing an acrylic polymer synthesized from a polyfunctional acrylic monomer to the hyperbranch-type polymer; and a coating agent manufacturing step of preparing a hyperbranch-type coating agent by mixing a surface improvement additive into the polymer mixture.

[0008] [Chemical Formula 1]

[0009]

[0010] (n=0, 1, 2, 3)

[0011] Here, it is preferable that the 3,5-dimethoxybenzyl chloride is synthesized by mixing 3,5-dimethoxybenzyl alcohol with dichloromethane (CH2Cl2) and dimethylformamide (DMF) in the presence of methanesulfonyl chloride (MsCl) and triethylamine (Et3N) at room temperature, and then proceeding with mesylation and chlorination sequentially.

[0012] In addition, the hyperbranch-type polymer synthesis step is preferably performed by reacting the 3,5-dimethoxybenzyl chloride with acetonitrile in the presence of 3 equivalents of 4-ethynylaniline and potassium carbonate and potassium iodide (K2CO3 / KI) at 80°C or higher for 1 to 2 hours to synthesize the hyperbranch-type polymer.

[0013] In addition, the surface improvement additive is preferably selected from the group consisting of leveling agents, discoloration protective agents, fillers, dispersants, and mixtures thereof.

[0014] The above objective is also achieved by a hyperbranch-type coating agent having excellent stain resistance and Erichsen processability, characterized by comprising, for 100 parts by weight of a polymer mixture consisting of 40 to 60 parts by weight of a hyperbranch-type polymer corresponding to Chemical Formula 1 above and 40 to 60 parts by weight of an acrylic polymer, 0.5 to 1 part by weight of a leveling agent, 1 to 2 parts by weight of a discoloration protective agent, 3 to 4 parts by weight of a filler, 0.5 to 1 part by weight of a dispersant, 0.01 to 0.03 parts by weight of a catalyst, 5 to 10 parts by weight of a curing agent, and 140 to 200 parts by weight of a solvent as surface improvement additives. Effects of the invention

[0015] As described above, according to the present invention, it is possible to obtain a hyperbranch-type coating agent with excellent stain resistance and Erichsen processability, which improves physical properties such as chemical resistance, scratch resistance, Erichsen processability, and stain resistance. Brief explanation of the drawing

[0016] FIG. 1 is a flowchart of a method for manufacturing a hyperbranch-type coating agent, and FIG. 2 is a flowchart showing the synthesis process of 3,5-dimethoxybenzyl chloride, and Figures 3 and 4 show the structure of a hyperbranched polymer, and Figure 5 is the FT-IR spectrum of a hyperbranched polymer, and Figure 6 is the FT-IR spectrum of a polyfunctional acrylic polyol, and Figure 7 is a photograph showing the physical properties according to the addition of a leveling agent, and Figure 8 is a photograph confirming the surface properties of each type of filler, and Figure 9 is a photograph of a coating agent according to the dispersant content, and Figure 10 is a graph of the GPC measurements of the physical properties of the coating agent, and Figure 11 is a photograph evaluating the surface properties of the coating agent. Specific details for implementing the invention

[0017] Hereinafter, the technical concept of the present invention will be explained in more detail using the attached drawings. The attached drawings are merely examples illustrated to explain the technical concept of the present invention in more detail, and therefore the technical concept of the present invention is not limited to the form of the attached drawings.

[0018] Figure 1 is a flowchart of a method for manufacturing a hyperbranched type coating agent, Figure 2 is a flowchart showing the synthesis process of 3,5-dimethoxybenzyl chloride, Figures 3 and 4 are the structure of a hyperbranched type polymer, Figure 5 is the FT-IR spectrum of a hyperbranched type polymer, Figure 6 is the FT-IR spectrum of a polyfunctional acrylic polyol, Figure 7 is a photograph showing physical properties according to the addition of a leveling agent, Figure 8 is a photograph confirming surface physical properties according to the type of filler, Figure 9 is a photograph of a coating agent according to the dispersant content, Figure 10 is a graph of GPC measurements of the physical properties of the coating agent, and Figure 11 is a photograph evaluating the surface physical properties of the coating agent.

[0020] Hyperbranched polymers are a type of polymer possessing a highly branched three-dimensional structure and a large number of modified terminal functional groups, including hyperbranched and dendrimer types. Among these, hyperbranched polymers possess both the multi-terminal structure of dendritic polymers and the molecular weight of linear polymers, and their physical and chemical properties can be altered if the abundant active terminal groups are appropriately modified. Furthermore, the highly branched structure minimizes possible interactions and entanglement between molecular chains, resulting in lower viscosity for hyperbranched polymers compared to linear polymers. Additionally, due to their unique molecular structure, they exhibit superior solubility, rheology, temperature resistance, and salt tolerance compared to linear polymers. Although these hyperbranched polymers are structurally closely related to dendrimers, the synthesis process of dendrimers presents difficulties as it involves the repeated occurrence of continuous step reactions, requiring a significant amount of time and effort. Therefore, the present invention aims to produce a coating agent with excellent processability and enhanced chemical resistance and crosslinkability of a surface treatment agent for home appliances by utilizing a hyperbranched polymer having a pseudo-globular structure and many functional groups introduced at the outermost layer.

[0022] As such, the method for manufacturing a hyperbranch-type coating agent with excellent stain resistance and Erichsen processability according to an embodiment of the present invention includes a hyperbranch-type polymer synthesis step (S100), a polymer mixture manufacturing step (S200), and a coating agent manufacturing step (S300), as shown in FIG. 1.

[0023] First, the hyperbranched polymer synthesis step (S100) means the step of synthesizing 3,5-dimethoxybenzyl chloride into a hyperbranched polymer corresponding to the chemical formula 1 below.

[0024] Hyperbranched polymers are polydisperse dendritic macromolecules with characteristics similar to dendrimers, but they are synthesized in a single polymerization step. They are also composed of tree-like macromolecules consisting of large-scale internal molecular branches similar to dendrimers and a large number of terminal groups. In other words, hyperbranched polymers are polymer particles that utilize a core containing multiple functional groups, resulting in high branching density where the molecular weight of each branch is not uniform.

[0025] To synthesize such a hyperbranched polymer, the process of synthesizing 3,5-dimethoxybenzyl chloride into a hyperbranched polymer is carried out using the Sonogashira coupling reaction.

[0026] Here, 3,5-dimethoxybenzyl chloride is synthesized using 3,5-dimethoxybenzyl alcohol as shown in Fig. 2. First, 3,5-dimethoxybenzyl alcohol is mixed with dichloromethane (CH2Cl2) and dimethylformamide (DMF) in the presence of methanesulfonyl chloride (MsCl) and triethylamine (Et3N) at room temperature, and 3,5-dimethoxybenzyl chloride is synthesized by sequentially proceeding with mesylation and chlorination. At this time, mesylation is carried out at room temperature for 1 to 2 hours, and chlorination is carried out by stirring for 15 to 20 hours under dichloromethane reflux, after which dimethylformamide is added and reacted at 50°C or higher for 2 to 3 hours, and then the reaction is terminated. Subsequently, the structure of 3,5-dimethoxybenzyl chloride, which corresponds to dendritic benzyl chloride, is confirmed through H-NMR spectroscopy.

[0027] To alkylate the terminal chloride group (-Cl) of the 3,5-dimethoxybenzyl chloride synthesized through this process, the following reaction is carried out. The N-alkylation reaction is, in principle, a simple pathway to the formation of a secondary amine, and a similar reaction is the Hofmann alkylation reaction.

[0028] The process of synthesizing 3,5-dimethoxybenzyl chloride into a hyperbranched polymer involves reacting 3,5-dimethoxybenzyl chloride with 3 equivalents of 4-ethynylaniline in acetonitrile in the presence of potassium carbonate and potassium iodide (K2CO3 / KI) at 80°C or higher for 1 to 2 hours, and then obtaining a hyperbranched polymer according to Chemical Formula 1 below through column chromatography. Here, as shown in Figures 3 and 4, the hyperbranched polymer undergoes a reaction in which the number of substituted molecules increases as the reaction time increases, and finally, a hyperbranched polymer is synthesized by oxidative homo-coupling of Frechet-type dendrons having alkyne groups.

[0030] [Chemical Formula 1]

[0031]

[0032] (n= 0, 1, 2, 3)

[0034] It is confirmed through the FT-IR data in Fig. 5 that such a hyperbranched polymer was properly synthesized. In addition, as shown in Table 1, the physical properties of the hyperbranched polymer synthesized using the intermediate of the structure in Fig. 3 were examined, and it was found that the brightness increased and a high gloss effect was exhibited as the number of benzene rings increased. It was also confirmed that scratch resistance increased as the number of hyperbranched polymer branches increased.

[0035] polymer gloss Scratch Leveling Adhesion My MEK 4-P1 128 × ○ ○ 30 4-P2 131 × ○ ○ 50 4-P3 134 △ ○ ○ 50

[0037] The polymer mixture manufacturing step (S200) refers to the step of manufacturing a polymer mixture by adding and mixing an acrylic polymer synthesized from a polyfunctional acrylic monomer with a hyperbranched polymer.

[0038] To synthesize an acrylic polymer with excellent physical properties such as high hardness and solvent resistance, an acrylic polymer is synthesized using a multifunctional acrylic monomer, and a polymer mixture is prepared by mixing the synthesized acrylic polymer with a hyperbranched polymer. Here, the acrylic polymer is synthesized by reacting a multifunctional acrylic polyol, a multifunctional isocyanate, and a multifunctional thiol curing agent, and a general polymer synthesis process can be applied to the synthesis of the acrylic polymer.

[0039] The process of synthesizing a polyol with a multi-functional acrylic monomer involves first adding BAc (boric acid) and methyl ethyl ketone (MEK) to a 4-neck flask equipped with a stirrer, a reflux condenser, a thermometer, and a heating device, and then raising the temperature to the reflux temperature. Subsequently, a pre-mixed poly-functional acrylic monomer mixture and a mixture of BAc and an initiator (AIBN) dissolved in it are added dropwise over a period of 3 hours, followed by stirring for 1 to 2 hours, and then adding an initiator to increase the molecular weight. Afterward, the synthesis of the acryl polyol is completed when there is no further change in viscosity. Through this process, the OH% of the polymerized acryl polyol was designed to be 1.5 to 3% (% / solid), and the polymerization was carried out so that the glass transition temperature (Tg) was 30 to 80°C.

[0040] Table 2 shows the characteristics of polyfunctional acrylic polyols obtained by mixing various polyfunctional acrylic monomers, and Figure 6 shows the FT-IR spectra of the polyfunctional acrylic polyols in Table 2. Among these, the acrylic polyol of P-2 appears to be the most superior when considering chemical resistance and processability.

[0041] gloss(60℃) hardness (pencil hardness) adhesiveproperty MEKresistance (times / kg) erichsen(mm) P-1 130 H △ 70 5 P-2 133 F Good 100 8 P-3 131 HB Good 80 7 P-4 129 B Good 50 10 P-5 131 F △ 60 8

[0043] Polyfunctional acrylic polyols synthesized in this way have highly reactive reactivity with isocyanates as the hydroxyl group, which is a reactive group, is a primary hydroxyl group located far from the main polymer chain, and can form a tough coating film with flexibility and elasticity after curing.

[0044] Here, polyfunctional acrylic monomers possess three or more various functional groups, such as epoxy, vinyl, and ester groups, and specifically include methacrylic acid (MAA), 2-hydroxyethyl methacrylate (HEMA), 2-hydroxypropyl methacrylate (HPMA), dimethylaminoethyl methacrylate (DMMA), diethylaminoethyl methacrylate (DEMA), dimethylaminoethyl methacrylate methylchloride (DMCMA), glycidyl methacrylate (GMA), and tetrahydrofurfunyl methacrylate (THFMA), Allyl methacrylate (AMA), ethyleneglycol dimethacrylate (EDMA), triethyleneglycol dimethacrylate (3EDMA), tetraethyleneglycol dimethacrylate (4EDMA), 1,3-butyleneglycol dimethacrylate (BDMA), hexaethyleneglycol dimethacrylate (HXMA), trimethylopropane trimethacrylate (TMPMA), 2-ethoxyethyl methacrylate (ETMA),It is preferable to be selected from the group consisting of 2-methoxyethyl methacrylate (MTMA) and mixtures thereof.

[0045] Polyfunctional isocyanates refer to isocyanates having multiple functional groups, and in the present invention, polyfunctional isocyanates shown in Table 3 are used. In some cases, isocyanates mixed with isophorone diisocyanate, 1,6-hexamethylene diisocyanate, toluene diisocyanate, or methylenediphenyl diisocyanate may also be used together with polyfunctional isocyanates.

[0046] MI1 MI2 MI3 MI4 MI5

[0048] In addition, a polyfunctional thiol curing agent refers to a curing agent having a thiol group (-SH) at the terminal and multiple functional groups, and in the present invention, a polyfunctional thiol curing agent shown in Table 4 is used.

[0049] TH1 TH2

[0051] In this way, an acrylic polymer synthesized by reacting a polyfunctional acrylic polyol, a polyfunctional isocyanate, and a polyfunctional thiol curing agent is stirred with a hyperbranched polymer for 1 to 2 hours at room temperature to obtain a uniformly mixed polymer mixture.

[0053] The coating agent manufacturing step (S300) refers to the step of manufacturing a hyperbranch-type coating agent by mixing a surface improvement additive into a polymer mixture.

[0054] A surface improvement additive consisting of a leveling agent, a discoloration protective agent, a filler, and a dispersant is mixed with a polymer mixture comprising a hyperbranched polymer and an acrylic polymer, and then uniformly mixed at room temperature to prepare a hyperbranched coating agent.

[0055] Here, the leveling agent is used to improve the appearance of a product to which a coating agent is applied. Although silicone-based leveling agents are effective, they carry a high risk of defects, such as reduced adhesion due to migration. Therefore, a relatively stable organic polymer-based leveling agent is used in an amount of 0.5 to 1 weight part per 100 weight parts of the polymer mixture. Here, the polymer-based leveling agent can be selected from the group consisting of polyacrylate-based leveling agents, polymer-based leveling agents, siloxane-based leveling agents, and mixtures thereof.

[0056] When a leveling agent is added in this manner, it can be confirmed that the surface is uniform as shown in Fig. 7; however, when a leveling agent is not added, it was confirmed that the fingerprint resistance is reduced and the surface slip becomes strong, making it unsuitable for use as a coating agent. In addition, when the content of the leveling agent is less than 0.5 parts by weight, there is no change in the physical properties of the surface, and when it exceeds 1 part by weight, the surface tension tends to decrease too much. In particular, as the content of the leveling agent increases, the slip on the surface becomes stronger and fingerprints are left when touched, so it is essential to use an appropriate amount of leveling agent.

[0057] A discoloration protective agent is added to protect against discoloration caused by external stimuli, and it is preferable to use a discoloration protective agent selected from the group consisting of UV stabilizers, UV absorbers, HALS (hindered amine light stabilizer) systems, and mixtures thereof. The most preferred ratio among these is a weight ratio of UV absorber : HALS = 3 : 1, and 1 to 2 parts by weight are added per 100 parts by weight of the polymer mixture.

[0058] The filler is added to improve the scratch resistance and wear resistance of the coating, and is preferably selected from the group consisting of silica filler, wax filler, bead filler, and mixtures thereof. Specifically, the filler used in the present invention has physical properties as shown in Tables 5 and 6, and is preferably added in an amount of 3 to 4 parts by weight per 100 parts by weight of the polymer mixture.

[0060] type pH Particle size (㎛) weight part appearance gloss Scratch porous silica 3.5 5.0 3 error 20 △ porous silica 6.0~8.5 3.4~4.0 3 Good 25 ○ porous silica 3.5 7.0 3 Good 16 △ fumed silica 5~6 4.4 3 Good 22 × fumed silica 9~10 6.3 3 cloudy white 18 × PE wax 8.5 6 3 Good 45 △ PTFE wax 8.0 9 3 black spot 50 ○ PC wax 7~8 7 3 Good 20 ○ PP wax 8.5 4~5 3 Smudging 45 ×

[0062] type Particle size (㎛) weight part appearance gloss Scratch acrylic beads 5 3 matt 60~70 × acrylic beads 7 3 matt 60~70 △ Urethane beads 7 3 s / p 60~70 ○ Urethane beads 10 3 s / p 60~70 ○ acrylic-silicone beads 2 3 s / p 60~70 ○

[0064] As shown in Tables 5, 6 and Figure 8, the surface properties of different types of fillers were evaluated. In the case of silica fillers and wax fillers with large particle sizes, defects such as black spots occurred on the coating surface when mixed with ink. This is believed to be caused by finely dispersed particles absorbing the ink and forming lumps on the surface. Consequently, it is desirable for the fillers to have a particle size of 5㎛ or less. Additionally, while polycarbonate (PC) wax fillers provide good appearance and excellent scratch resistance when mixed while dispersed in a solvent, they have the disadvantage of degrading surface properties when mixed in excessive amounts, so it is desirable to add them in an amount of less than 4 parts by weight.

[0065] After a total of 250 cycles of the abrasion resistance test, observations showed that the resin using silica filler exhibited some surface peeling, whereas the surface of the wax filler remained in good condition.

[0066] Dispersants are added along with fillers to enhance dispersibility when adding fillers to improve scratch resistance. In a dispersed state, fillers have a very large surface area per unit mass, which prevents aggregation and sedimentation. In other words, dispersants are added to increase the storage stability of the coating agent and to minimize changes in gloss and sedimentation separation.

[0067] It is preferable to add 0.5 to 1 weight part of such a dispersant per 100 weight parts of a polymer mixture. If the dispersant is added in an amount less than 0.5 weight parts, problems such as the filler clumping or settling may occur, and if it is added in an amount exceeding 1 weight part, the dispersant acts as an impeding factor for dispersion along with an increase in viscosity, resulting in an undesirable form of dispersion.

[0068] Figure 9 shows the test results of the dispersant. In the formulation without the addition of a dispersant, a problem of hard caking occurred where the fillers settled to the bottom over time, and the dispersed fillers clumped together. In contrast, when an appropriate amount of dispersant is added, it is confirmed that the clumping of the fillers is improved when 0.5 to 1 weight part of the dispersant is added.

[0070] The hyperbranch-type coating agent manufactured through the method for manufacturing a hyperbranch-type coating agent having excellent stain resistance and Erichson processability comprises: 100 parts by weight of a polymer mixture composed of 40 to 60 parts by weight of a hyperbranch-type polymer and 40 to 60 parts by weight of an acrylic polymer; and a surface improvement additive composed of 0.5 to 1 part by weight of a leveling agent, 1 to 2 parts by weight of a discoloration protective agent, 3 to 4 parts by weight of a filler, 0.5 to 1 part by weight of a dispersant, 0.01 to 0.03 parts by weight of a catalyst, 5 to 10 parts by weight of a curing agent, and 140 to 200 parts by weight of a solvent.

[0071] As a result of verifying the physical properties of this coating agent, it was confirmed that Nv (%) was 25, viscosity (cps) was 50 or less, KOH / kg was 60 to 80, and glass transition temperature (Tg, °C) was 50 to 60. As shown in Fig. 10, the molecular weight of the coating agent was measured and found to be Mn 39135, Mw 83611, MP 55451, Mz 170853, Mz+1 299883, and Mv 55451. After treating with the coating agent, the surface properties were evaluated and the results were shown in Fig. 11. In other words, as a result of evaluating the physical properties of the coating agent of the present invention, surface properties such as scratch resistance and chemical resistance exhibited properties corresponding to the specifications of home appliance films.

[0073] Through these results, the method for manufacturing a hyperbranch-type coating agent with excellent stain resistance and Ericsson processability according to the present invention, and the coating agent manufactured through the method, can achieve an effect applicable to home appliances by improving physical properties such as chemical resistance, scratch resistance, Ericsson processability, and stain resistance.

[0074] The present invention is not limited to the embodiments described above, and its scope of application is diverse. Furthermore, it is understood that various modifications are possible without departing from the essence of the invention as claimed in the claims. Explanation of the symbols

[0075] S100: Hyperbranched polymer synthesis step S200: Polymer mixture manufacturing step S300: Coating agent manufacturing stage

Claims

Claim 1 A hyperbranched polymer synthesis step of synthesizing 3,5-dimethoxybenzyl chloride into a hyperbranched polymer corresponding to Chemical Formula 1 below; a polymer mixture preparation step of preparing a polymer mixture by adding and mixing an acrylic polymer synthesized by reacting a polyfunctional acrylic polyol, a polyfunctional isocyanate, and a polyfunctional thiol curing agent, synthesized from a polyfunctional acrylic monomer comprising a functional group selected from the group consisting of epoxy groups, vinyl groups, ester groups, and mixtures thereof, to the hyperbranched polymer; A method for manufacturing a hyperbranch-type coating agent having excellent stain resistance and Erichsen processability, comprising: a coating agent manufacturing step of mixing a surface improvement additive comprising 0.5 to 1 weight part of a leveling agent, 1 to 2 weight parts of a discoloration protective agent, 3 to 4 weight parts of a urethane bead filler, 0.5 to 1 weight part of a dispersant, 0.01 to 0.03 weight parts of a catalyst, 5 to 10 weight parts of a curing agent, and 140 to 200 weight parts of a solvent into the polymer mixture to manufacture a hyperbranch-type coating agent; wherein the polyfunctional isocyanate is selected from the group consisting of 4,4'-methylene diphenyl diisocyanate (4,4'-MDI), 2,4'-methylene diphenyl diisocyanate (2,4'-MDI), and mixtures thereof, and the polyfunctional thiol curing agent is characterized by having a structure of Chemical Formula 2 or Chemical Formula 3 below. [Chemical Formula 1] (n=0, 1, 2, 3)[Chemical Formula 2] [Chemical Formula 3] Claim 2 A method for manufacturing a hyperbranch-type coating agent with excellent stain resistance and Erichsen processability according to claim 1, wherein the 3,5-dimethoxybenzyl chloride is synthesized by mixing 3,5-dimethoxybenzyl alcohol with dichloromethane (CH2Cl2) and dimethylformamide (DMF) in the presence of methanesulfonyl chloride (MsCl) and triethylamine (Et3N) at room temperature, and sequentially proceeding with mesylation and chlorination. Claim 3 A method for manufacturing a hyperbranch-type coating agent having excellent stain resistance and Erichsen processability, wherein, in claim 1, the hyperbranch-type polymer synthesis step is characterized by synthesizing the hyperbranch-type polymer by reacting the 3,5-dimethoxybenzyl chloride with acetonitrile in the presence of 3 equivalents of 4-ethynylaniline, potassium carbonate, and potassium iodide (K2CO3 / KI) at 80°C or higher for 1 to 2 hours. Claim 4 In claim 1, the polyfunctional acrylic monomer comprises methacrylic acid (MAA), 2-hydroxyethyl methacrylate (HEMA), 2-hydroxypropyl methacrylate (HPMA), dimethylaminoethyl methacrylate (DMMA), diethylaminoethyl methacrylate (DEMA), dimethylaminoethyl methacrylate methylchloride (DMCMA), glycidyl methacrylate (GMA), tetrahydrofurfunyl methacrylate (THFMA), allyl methacrylate (AMA), and ethyleneglycol dimethacrylate. dimethacrylate (EDMA), triethyleneglycol dimethacrylate (3EDMA), tetraethyleneglycol dimethacrylate (4EDMA), 1,3-butyleneglycol dimethacrylate (BDMA), hexaethyleneglycol dimethacrylate (HXMA), trimethylopropane trimethacrylate (TMPMA), 2-ethoxyethyl methacrylate (ETMA), 2-methoxyethyl methacrylate (2-methoxyethyl methacrylate,A method for manufacturing a hyperbranch-type coating agent with excellent stain resistance and Erichsen processability, characterized by being selected from the group consisting of MTMA and mixtures thereof. Claim 5 delete

Citation Information

Patent Citations

  • Synthesis method for Frechet type dendritic compound

    CN101121648B

  • CN001919893A