Resin composition and coating composition comprising same

Abstract

The present invention provides a resin composition and a coating composition comprising same, the resin composition including a polymer, which comprises: a unit (a) derived from a vinyl benzene-based monomer; a unit (b) derived from a phenol-based monomer; and a unit (c) derived from a catechol-based compound, wherein the vinyl benzene-based monomer comprises a divinyl benzene-based monomer. The coating composition comprising a coating polymer composition can have excellent chemical resistance, water resistance, and adhesiveness.

Description

Resin composition and paint composition containing the same

[0001] This application claims the benefit of priority from Korean Patent Application No. 10-2024-0052819, filed April 19, 2024, the entire contents of which are incorporated herein by reference.

[0002] The present invention relates to a resin composition and a paint composition comprising the same.

[0003] Epoxy resins generally possess excellent adhesion, high corrosion resistance, and high chemical resistance, making them the most widely used resins in marine coatings, heavy-duty coatings, and across industries. Marine coatings and heavy-duty coatings, in particular, must not only withstand corrosive environments to protect structures in harsh environments, but also be stable and easy to maintain.

[0004] Generally, liquid BPA epoxy resin is manufactured through a polycondensation reaction of epichlorohydrin and bisphenol A, and is widely used. The molar ratio of bisphenol A and ECH (Epichloro Hydrin) is adjusted to suit the product's purpose according to molecular weight and epoxy equivalent.

[0005] The performance of marine and heavy-duty coatings is significantly influenced by the properties of the diluent used. Conventional diluents for heavy-duty epoxy paints include various non-reactive components, such as alkyl phenol compounds such as nonyl phenol, dodecyl phenol, and octyl phenol; C5-C9 hydrocarbon resins; and oligomers of phenol and α-methylstyrene.

[0006] In particular, the above-mentioned alkyl phenol compounds have been widely used as additives or surfactants for heavy-duty epoxy paints requiring plasticity. However, the above-mentioned alkyl phenol compounds are known to be nephrotoxic and endocrine disruptors, and their use is currently banned worldwide or their scope of use is gradually being restricted.

[0007] Moreover, the European Chemicals Agency (ECHA) is currently evaluating hazardous environmental substances, and is considering the possibility that Alphamethylstyenated phenol in phenol resin may be classified as a SVHC (Substance of Very High Concern).

[0008] This is the situation. Moreover, customer demand for eco-friendly products is gradually increasing.

[0009] Accordingly, the need to develop new non-reactive diluents using new raw materials is increasing.

[0010] [Prior Art Literature]

[0011] (Patent Document 1) Korean Patent No. 10-1793736

[0012] The present invention provides a resin composition having excellent chemical resistance, water resistance, and adhesive properties. In addition, the present invention provides a paint composition comprising the resin composition.

[0013] One aspect of the present invention relates to a resin composition comprising a polymer comprising a unit (a) derived from a vinyl benzene monomer including a divinyl benzene monomer; a unit (b) derived from a phenol monomer; and a unit (c) derived from a catechol compound.

[0014] Another aspect of the present invention relates to a paint composition comprising the resin composition.

[0015] The resin composition according to the present invention comprises a polymer comprising a unit (c) derived from a catechol-based compound, thereby reducing the average molecular weight and softening point of the polymer. Furthermore, by including the unit (c) derived from the catechol-based compound, the self-polymer content of the vinyl benzene-based monomer contained in the resin composition can be reduced.

[0016] Accordingly, since the polymer included in the resin composition has a uniform molecular weight distribution, the chemical resistance, water resistance, and adhesiveness of the paint composition including the resin composition can be improved.

[0017] Below, various aspects and various implementation examples of the present invention are described in more detail.

[0018] Terms or words used in this specification and claims should not be interpreted as limited to their usual or dictionary meanings, but should be interpreted as meanings and concepts that conform to the technical idea of ​​the present invention, based on the principle that the inventor can appropriately define the concept of the term to explain his or her own invention in the best way.

[0019] The terminology used herein is merely used to describe specific embodiments and is not intended to limit the present invention. The singular expression includes the plural expression unless the context clearly indicates otherwise. In the present invention, it should be understood that the terms "comprise" or "have" are intended to specify the presence of a feature, number, step, operation, component, part, or combination thereof described in the specification, but do not exclude in advance the possibility of the presence or addition of one or more other features, numbers, steps, operations, components, parts, or combinations thereof.

[0020]

[0021] Specifically, a resin composition according to one aspect of the present invention comprises a polymer comprising a unit (a) derived from a vinyl benzene monomer; a unit (b) derived from a phenol monomer; and a unit (c) derived from a catechol compound, wherein the vinyl benzene monomer may include a divinyl benzene monomer.

[0022] For example, when the polymer included in the resin composition includes a unit (c) derived from a catechol compound, the catechol compound can act as a self-polymerization inhibitor of the vinyl benzene monomer. For example, the catechol compound can act as a self-polymerization inhibitor of the divinyl benzene monomer included in the vinyl benzene monomer. Accordingly, the catechol compound can reduce the self-polymerization of the vinyl benzene monomer, which is a side reaction, so that the self-polymerization content of the vinyl benzene monomer included in the resin composition can be reduced. For example, the catechol compound can reduce the self-polymerization of the divinyl benzene monomer, which is a side reaction, so that the self-polymerization content of the divinyl benzene monomer included in the resin composition can be reduced.

[0023] For example, a resin composition with a reduced content of self-polymer of a vinyl benzene monomer can have a reduced average molecular weight and softening point. Furthermore, the molecular weight distribution of the polymer included in the resin composition can be made uniform. Accordingly, a resin composition including the polymer can be used as a diluent in a paint composition described below, and can improve the chemical resistance, water resistance, and adhesiveness of the paint composition.

[0024] According to one embodiment, the unit (c) derived from the catechol-based compound may be positioned at the terminal of the polymer. For example, the catechol-based compound acts as a self-polymerization inhibitor for vinyl benzene-based monomers and may be bonded to the terminal of the polymer to prevent additional side reactions. Accordingly, the average molecular weight and softening point of the polymer may be reduced. In addition, the polymer included in the resin composition may have a uniform molecular weight distribution. Accordingly, the resin composition may be used as a diluent in a paint composition, and may improve the chemical resistance, water resistance, and adhesiveness of the paint composition.

[0025] According to one embodiment, the catechol compound may be represented by the following chemical formula 1.

[0026] <Chemical Formula 1>

[0027]

[0028] In the above chemical formula 1,

[0029] R1 is hydrogen or an alkyl group having 1 to 15 carbon atoms, and a1 is an integer from 1 to 4.

[0030] According to one embodiment, the R1 may be an alkyl group having 1 to 15 carbon atoms. For example, the R1 may be an alkyl group having 3 to 15 carbon atoms. For example, the R1 may be a tert-butyl group.

[0031] According to one embodiment, the catechol compound may be represented by the following chemical formula 1-1 or the following chemical formula 1-2.

[0032] <Chemical Formula 1-1>

[0033]

[0034] <Chemical Formula 1-2>

[0035]

[0036] R1 is hydrogen or an alkyl group having 1 to 15 carbon atoms.

[0037] According to one embodiment, the catechol compound may be represented by the chemical formula 1-1. For example, the catechol compound may include 4-tert-butylcatechol.

[0038] According to one embodiment, the divinyl benzene monomer included in the vinyl benzene monomer may be represented by any one of the following chemical formulas 2-1 to 2-3.

[0039] <Chemical Formula 2-1>

[0040]

[0041] <Chemical Formula 2-2>

[0042]

[0043] <Chemical Formula 2-3>

[0044]

[0045] Among the above chemical formulas 2-1 to 2-3,

[0046] R2 is hydrogen or an alkyl group having 1 to 15 carbon atoms, and a2 is an integer from 1 to 4.

[0047] According to one embodiment, in the chemical formulas 2-1 to 2-3, R2 may be hydrogen, a methyl group, an ethyl group, a propyl group, or a butyl group.

[0048] According to one embodiment, the divinyl benzene monomer may be represented by the chemical formula 2-2 or the chemical formula 2-3.

[0049] According to one embodiment, the phenolic monomer may be represented by the following chemical formula 3.

[0050] <Chemical Formula 3>

[0051]

[0052] In the above chemical formula 3,

[0053] R3 is hydrogen or an alkyl group having 1 to 15 carbon atoms, and a3 is an integer from 1 to 5.

[0054] According to one embodiment, in the chemical formula 3, R3 may be hydrogen, a methyl group, an ethyl group, a propyl group, or a butyl group.

[0055] According to one embodiment, the polymer may include at least one of a unit represented by the following chemical formula 4-1 and a unit represented by the following chemical formula 4-3.

[0056] <Chemical Formula 4-1>

[0057]

[0058] <Chemical Formula 4-2>

[0059]

[0060] <Chemical Formula 4-3>

[0061]

[0062] Among the above chemical formulas 4-1 to 4-3,

[0063] n and m are integers 1 or 2, independently of each other,

[0064] *, *' and *'' can be bonding sites to neighboring atoms independently of each other.

[0065] For example, among the chemical formulas 4-1 to 4-3,

[0066] * is a bonding site with an atom connected to *' or *'' among atoms included in the neighboring unit, and *' or *'' can be, independently of each other, a bonding site with an atom connected to * among atoms included in the neighboring unit.

[0067] According to one embodiment, the polymer may include at least one of a unit represented by the following chemical formula 5-1 to a unit represented by the following chemical formula 5-8.

[0068] <Chemical Formula 5-1>

[0069]

[0070] <Chemical Formula 5-2>

[0071]

[0072] <Chemical Formula 5-3>

[0073]

[0074] <Chemical Formula 5-4>

[0075]

[0076] <Chemical Formula 5-5>

[0077]

[0078] <Chemical Formula 5-6>

[0079]

[0080] <Chemical Formula 5-7>

[0081]

[0082] <Chemical Formula 5-8>

[0083]

[0084] Among the above chemical formulas 5-1 to 5-8,

[0085] * is a bonding site with an atom connected to *' or *'' among atoms included in the neighboring unit, and *' or *'' are, independently of each other, bonding sites with an atom connected to * among atoms included in the neighboring unit.

[0086] According to one embodiment, the polymer may comprise the following compound 1 or the following compound 2.

[0087] Compound 1

[0088]

[0089] Compound 2

[0090]

[0091] According to one embodiment, the polymer may further comprise a polymer comprising a unit (a) derived from a vinyl benzene monomer in addition to the compound 1 or the compound 2. For example, the polymer may further comprise a self-polymer of the vinyl benzene monomer. For example, the polymer may further comprise a self-polymer of a divinyl benzene monomer included in the vinyl benzene monomer.

[0092] According to one embodiment, the vinyl benzene monomer may include a divinyl benzene monomer and a monovinyl benzene monomer.

[0093] For example, the monovinyl benzene monomer may be a monomer in which one vinyl atom is substituted in benzene. For example, the monovinyl benzene monomer may include vinyl benzene, methylvinyl benzene, ethylvinyl benzene, propylvinyl benzene, or butylvinyl benzene.

[0094] According to one embodiment, the content of the unit (a) derived from the vinyl benzene monomer in the polymer may be 25 to 75 mol% based on the total mole number of the polymer, and the content of the unit (b) derived from the phenol monomer may be 25 to 75 mol% based on the total mole number of the polymer.

[0095] According to one embodiment, the content of the unit (a) derived from the vinyl benzene monomer in the polymer may be 30 to 75 mol%, 35 to 75 mol%, 40 to 75 mol%, 45 to 75 mol%, 30 to 70 mol%, 35 to 70 mol%, 40 to 70 mol%, 45 to 70 mol%, 35 to 65 mol%, 40 to 60 mol%, or 45 to 55 mol% based on the total mole number of the polymer.

[0096] According to one embodiment, the content of the unit (b) derived from the phenolic monomer in the polymer may be 30 to 75 mol%, 35 to 75 mol%, 40 to 75 mol%, 45 to 75 mol%, 30 to 70 mol%, 35 to 70 mol%, 40 to 70 mol%, 45 to 70 mol%, 35 to 65 mol%, 40 to 60 mol%, or 45 to 55 mol% based on the total mole number of the polymer.

[0097] According to one embodiment, the content of the unit (a) derived from divinylbenzene included in the vinyl benzene monomer in the polymer may be 15 to 45 mol%, 15 to 40 mol%, 15 to 35 mol%, 15 to 30 mol%, 20 to 45 mol%, 20 to 40 mol%, 20 to 35 mol%, 20 to 30 mol%, or 25 to 35 mol% based on the total mole number of the polymer.

[0098] According to one embodiment, the content of the unit (c) derived from the catechol-based compound in the polymer may be 2 mol% or less based on the total mole number of the polymer. The content of the unit (c) derived from the catechol-based compound in the polymer may be 1.5 mol% or less, 1 mol% or less, 0.5 mol% or less, 0.3 mol% or less, 0.2 mol% or less, or 0.15 mol% or less. For example, the content of the unit (c) derived from the catechol-based compound in the polymer may be 0.01 to 2 mol%, 0.01 to 1 mol%, 0.01 to 0.5 mol%, 0.01 to 0.3 mol%, 0.01 to 0.2 mol%, 0.01 to 0.15 mol%, 0.03 to 0.2 mol%, or 0.03 to 0.15 mol%.

[0099] According to one embodiment, the weight average molecular weight (Mw) of the polymer may be 1,000 g / mol or less, the number average molecular weight (Mn) of the polymer may be 700 g / mol or less, and the PDI of the polymer may be 1 to 6.

[0100] According to one embodiment, the weight average molecular weight (Mw) of the polymer may be 100 to 1,000 g / mol, 200 to 1,000 g / mol, 100 to 960 g / mol, 200 to 960 g / mol or 200 to 900 g / mol.

[0101] According to one embodiment, the number average molecular weight (Mn) of the polymer may be 100 to 700 g / mol, 100 to 690 g / mol, 200 to 690 g / mol, 100 to 680 g / mol, 200 to 680 g / mol or 200 to 650 g / mol.

[0102] According to one embodiment, the PDI of the polymer may be 1 to 5, 1 to 3, 1 to 2, 1 to 1.5, or 1.2 to 1.5.

[0103] According to one embodiment, the softening point of the polymer may be 60°C or lower. For example, the softening point of the polymer may be 50°C or lower or 40°C or lower.

[0104] For example, the softening point can be measured by heating the synthetic resin to a Mettler ring using a Mettler softening point measuring device (METTLER TOLEDO DP70) according to ASTM D6090 from 30℃ to 100℃ at a heating rate of 2℃ / min.

[0105] According to one embodiment, the resin composition may be a semi-solid. For example, the semi-solid refers to a state in which it neither maintains its shape like a solid nor flows like a liquid.

[0106] According to one embodiment, the resin composition may be a resin composition for an epoxy paint. For example, the resin composition may be applied to a paint composition comprising an epoxy polymer. For example, the resin composition may be applied as a diluent in a paint composition comprising an epoxy polymer.

[0107] Another aspect of the present invention provides a paint composition comprising the resin composition.

[0108] According to one embodiment, the paint composition may include an epoxy polymer and the resin composition described above.

[0109] In one embodiment, the epoxy polymer may be a bisphenol-A type epoxy polymer. For example, the bisphenol-A type epoxy polymer may be a polymerization reaction product of bisphenol A and epichlorohydrin. For example, the resin composition may be a diluent.

[0110] According to one embodiment, the content of the resin composition may be 1 to 30 wt% with respect to the total weight of the paint composition.

[0111] According to one embodiment, the paint composition may further comprise a pigment, a solvent or an additive.

[0112] Examples of the pigments include inorganic pigments or organic pigments. The inorganic pigments may be at least one selected from the group consisting of chromates (cyanide, chromium vermillion), ferrocyanide (cyanide), sulfides (cadmium yellow, cadmium red), oxides (titanium oxide, bengala, iron black, zinc oxide), sulfates (barium sulfate, lead sulfate), silicates (ultraviolet, calcium silicate), carbonates (calcium carbonate, magnesium carbonate), phosphates (cobalt violet), metal powders (aluminum powder, bronze), and carbon (carbon black).

[0113] The above organic pigment may be at least one selected from the group consisting of azo pigments (benzidine yellow, hanja yellow, vulcan orange, permanent red F5R, carmine 6B, lake red C, chromophthalic red, chromophthalic yellow) and phthalocyananiline pigments (phthalocyanine blue, phthalocyananiline green).

[0114] Examples of the above solvents include aromatic hydrocarbon solvents such as toluene, xylene, Solvexo #100, and Solvexo #150; aliphatic hydrocarbon solvents such as hexane, heptane, octane, and decane; and ester solvents such as methyl acetate, ethyl acetate, isopropyl acetate, butyl acetate, amyl acetate, ethyl formate, and butyl propionate. In addition, examples of water-miscible organic solvents that can be used include alcohol solvents such as methanol, ethanol, propanol, and butanol; ketone solvents such as acetone, methyl ethyl ketone, and cyclohexanone; Examples of glycol ether solvents include ethylene glycol (mono, di) methyl ether, ethylene glycol (mono, di) ethyl ether, ethylene glycol monopropyl ether, ethylene glycol monoisopropyl ether, monobutyl ether, diethylene glycol (mono, di) methyl ether, diethylene glycol (mono, di) ethyl ether, diethylene glycol monoisopropyl ether, diethylene glycol monobutyl ether, triethylene glycol (mono, di) methyl ether, propylene glycol (mono, di) methyl ether, propylene glycol monopropyl ether, propylene glycol monobutyl ether, and dipropylene glycol (mono, di) methyl ether.

[0115] The above additives may include, for example, various lubricants, antifoaming agents, leveling agents, lubricants, etc., and as curing aids, may include other curing agents such as melamine polymers, benzoguanamine polymers, and isocyanate polymers.

[0116] Hereinafter, the present invention will be described in more detail through examples. These examples are intended solely to illustrate the present invention more specifically, and it will be apparent to those skilled in the art that the scope of the present invention is not limited by these examples.

[0117] Example 1

[0118] 107 g (1.14 mol) of phenol and 0.15 g (0.009 mol) of 4-tert-Butylcatechol were added to a four-necked flask equipped with a stirrer, a condenser, and a thermometer, and the temperature was raised to 80°C. 0.82 g of boron trifluoride phenolate was added and stirred for 15 minutes. Thereafter, 37.5 g (0.29 mol) of a vinyl benzene monomer including divinyl benzene and ethyl vinyl benzene was added dropwise at 80°C over 30 minutes, and the mixture was aged for 30 minutes. The content of divinyl benzene contained in the vinyl benzene monomer is 57 wt%, and the content of ethyl vinyl benzene is 40 wt%.

[0119] After the temperature was raised to 130°C, 0.82 g of boron trifluoride phenolate was added and stirred for 15 minutes. Then, 37.5 g (0.29 mol) of the vinyl benzene monomer containing divinylbenzene and ethylvinylbenzene was added dropwise at 130°C over 30 minutes, and the mixture was aged for 30 minutes. The process of adding 37.5 g (0.29 mol) of the vinyl benzene monomer containing divinylbenzene and ethylvinylbenzene dropwise over 30 minutes was repeated twice more, and the reaction was performed three times in total.

[0120] The total amount of phenol added was 107 g (1.14 mol), and the amount of vinyl benzene monomer including divinylbenzene and ethylvinyl benzene was 150 g (1.15 mol).

[0121] After the reaction was completed, 257 g of xylene and 150 g of water were added, the temperature was raised to 60°C, and stirred for 30 minutes. After allowing to stand for 20 minutes, water separation was performed to remove the lower layer water layer. This process was repeated twice to perform washing, and the washing process was performed until the final lower layer pH of 5.5 to 7.5 appeared. To remove the solvent (xylene), degassing was performed under the conditions of 175°C and less than 40 torr. The yield of the resin composition including the manufactured polymer was 95%.

[0122] Examples 2 to 4

[0123] A resin composition was prepared in the same manner as in Example 1, except that the content of 4-tert-Butylcatechol was changed as shown in Table 1 below.

[0124] Comparative Example 1

[0125] 107 g (1.14 mol) of phenol and 85 g of xylene were added to a four-necked flask equipped with a stirrer, condenser, and thermometer, and the temperature was raised to 80°C. 0.82 g of boron trifluoride phenolate was added and stirred for 15 minutes. Thereafter, 150 g (1.15 mol) of vinyl benzene monomer including divinylbenzene and ethylvinyl benzene was added dropwise at 80°C over 4 hours, and the mixture was aged for 1 hour.

[0126] After the reaction was completed, 172 g of xylene and 150 g of water were added, the temperature was raised to 60°C, and stirred for 30 minutes. After allowing to stand for 20 minutes, water separation was performed to remove the lower layer water layer. This process was repeated twice to perform washing, and the washing process was performed until the final lower layer pH of 5.5 to 7.5 appeared. To remove the solvent (xylene), degassing was performed under the conditions of 175°C and less than 40 torr. The yield of the resin composition including the manufactured polymer was 77%.

[0127] Comparative Example 2

[0128] Instead of the polymer manufactured in Comparative Example 1, PL-1000S (manufactured by Kolon Industries, Vis 1040 cps@25℃) was applied to confirm the coating application properties.

[0129] Evaluation Example 1

[0130] The yield, softening point (SP), weight average molecular weight (Mw), number average molecular weight (Mn), and PDI of the resin compositions prepared according to Examples 1 to 4 and Comparative Examples 1 to 2 were measured and are listed in Table 1 below.

[0131] The weight average molecular weight (Mw), number average molecular weight (Mn), and PDI of the resin compositions prepared according to Examples 1 to 4 and Comparative Examples 1 to 2 were measured using an Agilent gel permeation chromatography (GPC) instrument. The columns used consisted of four columns: HR 0.5 (Mw 0-1,000, 60Å), HR1 (Mw 100-5,000, 120Å), HR2 (Mw 500-20,000, 500Å), and HR 4E (Mw 50-100,000, Mixture) made of styrene divinylbenzene copolymer as the column material. A refractometer (RI) detector was used for substance detection. ULC / MS grade THF was used as the eluent. The standard molecular weight was 15 units of polystyrene (94 (Phenol) ~ 954,000) used as an external standard, and the sample to be injected was dissolved in 5 ml of THF at 0.02 g of resin, and then injected into the GPC device for measurement.

[0132] The softening point was measured by heating the resin compositions prepared according to Examples 1 to 4 and Comparative Examples 1 to 2 from 30°C to 100°C at a heating rate of 2°C / min using a Mettler softening point measuring device (METTLER TOLEDO DP70) according to ASTM D6090, after making a Mettler ring.

[0133] Phenol VB Catechol Yield (%) Softening point (℃) Molecular weight Total amount of input VB DVB content Mw (g / mol) Mn (g / mol) PDI Example 1 107g 1.14mol 49.6mol % 150g 1.15mol 50.3mol % 85.5g 0.66mol 28.7mol % 0.15g 0.0009mol 0.04mol % 9545.57745721.35 Example 2 107g 1.14mol 49.6mol % 150g 1.15mol 50.3mol % 85.5g 0.66mol 28.7mol % 0.3g 0.0018mol 0.08mol % 9544.27325641.29 Example 3107g1.14mol49.6mol%150g1.15mol50.3mol%85.5g0.66mol28.7mol%0.08g0.00048mol0.02mol%8550.59536701.42Example 4107g1.14mol49.6mol%150g1.15mol50.2mol%85.5g0.66mol28.6mol%0.75g0.0045mol0.2mol%9737.85774581.26Comparative Example 1107g1.14mol49.7mol%150g1.15mol50.3mol%85.5g0.66mol28.7mol%-7762.110906961.56

[0134] In Table 1, VB is vinylbenzene monomer and DVB is divinylbenzene.

[0135] Referring to Table 1, Examples 1 to 4 not only had superior yields compared to Comparative Example 1, but also prevented self-polymerization, making it easier to produce polymers having low molecular weight values.

[0136] Evaluation Example 2. Evaluation of paint composition

[0137] Formation of a film

[0138] Liquid paints were prepared using the resin compositions of Examples 1 to 4 and Comparative Examples 1 to 2, and a coating film was formed.

[0139] In a circular plastic container, 284 g of liquid bisphenol-A type epoxy resin (KE-8128, commercially available from Kolon Industries), 28.4 g of the resin manufactured according to the above examples and comparative examples, 42 g of xylene, and 10 g of MIBK were added, and stirred. 0.6 g of a wetting agent was added, and 21.5 g of benton (Viscogen138) was added little by little using a high-speed mixer, while stirring as vigorously as possible until the benton particles were no longer visible and dispersed. Next, 117 g of TiO2, 358 g of talc, 4.8 g of iron oxide black, and 113 g of barium sulfate (BaSO4) were added, and then 23 g of solvent xylene and 25 g of MIBK were additionally added, and stirred at a speed of 1000 rpm for 15 minutes.

[0140] Glass beads were added to the stirred mixture, 1.5 cups per paper cup. The mixture was dispersed using a shaker, and the particle size was measured every 20 minutes. Dispersion was terminated when the particle size was 40 μm or less. The glass beads were filtered out to complete the preparation of the main agent.

[0141] The phenalkamine type hardener LITE 2002 (AHEW = 104 g / eq) and the above-mentioned prepared subject matter were mixed in an epoxy and active hydrogen equivalent ratio of 1:1, and applied to glass and iron specimens in thicknesses of 75 μm and 120 μm, respectively, and then completely dried at room temperature to form a coating film.

[0142] The paint performance evaluation method is described below.

[0143] (1) Drying speed (ASTM D5895): The drying speed was determined by observing the pattern recorded on the painted surface over time using an automatic drying speed measuring device. The results of the measurement, taking the average time between the start and end of the film's fixation drying (Stage 2), are shown in Table 2 below.

[0144] (2) Adhesion (ASTM D4541, Dolly test): After attaching Dolly to the surface of each coating film according to Examples 1 to 4 and Comparative Examples 1 to 2, the force required for Dolly to detach was measured using a portable adhesion tester. The measurement results are shown in Table 2 below.

[0145] (3) Flexural adhesion (flexural resistance) (ASTM E643, Erichsen Cupping test): When gradual deformation was applied to each coating film according to Examples 1 to 4 and Comparative Examples 1 to 2 by indentation (pressing and pushing), the cracking resistance and peeling resistance from the metal substrate were evaluated. The measurement results are shown in Table 2 below.

[0146] (4) Impact resistance (ASTM D2794): Using a Dupont impact tester, a weight with a load of 1 kg was dropped from a low height (400 mm) on each coating film according to Examples 1 to 4 and Comparative Examples 1 to 2, and the height at which each coating film was peeled (cracked) was measured. The measurement results are shown in Table 2 below.

[0147] (6) Content resistance and acid / alkali resistance: Xylene, 5% sulfuric acid aqueous solution, and 5% caustic soda were dropped on each coating film according to Examples 1 to 4 and Comparative Examples 1 to 2, and left at room temperature for 72 hours. Then, the degree of damage to the coating film was visually assessed. The measurement results are shown in Table 2 below, with a value of 1 (Bad) if the degree of damage to the coating film was high and 10 (Good) if the degree of damage to the coating film was low.

[0148] Drying speed (min, 25℃) Adhesion (Mpa) Flexural resistance (mm) Impact resistance (1000N*mm) Chemical resistance Solvent resistance Acid / base Example 14686.847.765098 / 8 Example 24926.857.865098 / 8 Example 35336.827.665098 / 8 Example 44886.837.665098 / 8 Comparative example 16074.135.140076 / 6 Comparative example 25714.726.550077 / 7

[0149] As shown in Table 2 above, the paint composition including the polymer composition for paint according to the example has an excellent drying speed, and the adhesive strength, bending resistance, impact resistance, and chemical resistance of the produced coating film are improved.

[0150] Therefore, the polymer composition for paint according to the present invention has an improved drying speed and can easily prepare a paint composition that can obtain a coating film having excellent corrosion resistance, salt resistance, and color characteristics.

[0151] The above-described examples and comparative examples are illustrative of the present invention and are not intended to limit the scope of the present invention. Those skilled in the art will be able to implement the present invention by making various modifications based on the examples provided. Therefore, the technical protection scope of the present invention should be defined by the appended claims.

Claims

1. Unit (a) derived from vinyl benzene monomer; Units (b) derived from phenolic monomers; and A polymer comprising a unit (c) derived from a catechol compound, A resin composition wherein the vinyl benzene monomer comprises a divinyl benzene monomer.

2. In paragraph 1, A resin composition in which a unit (c) derived from the catechol compound is arranged at the terminal of the polymer.

3. In paragraph 1, The above catechol compound is a resin composition represented by the following chemical formula 1: <Chemical Formula 1> In the above chemical formula 1, R1 is hydrogen or an alkyl group having 1 to 15 carbon atoms, a1 is an integer from 1 to 4.

4. In paragraph 1, The above catechol compound is a resin composition represented by the following chemical formula 1-1 or the following chemical formula 1-2: <Chemical Formula 1-1> <Chemical Formula 1-2> R1 is hydrogen or an alkyl group having 1 to 15 carbon atoms.

5. In paragraph 1, The divinyl benzene monomer contained in the vinyl benzene monomer is a resin composition represented by any one of the following chemical formulas 2-1 to 2-3: <Chemical Formula 2-1> <Chemical Formula 2-2> <Chemical Formula 2-3> Among the above chemical formulas 2-1 to 2-3, R2 is hydrogen or an alkyl group having 1 to 15 carbon atoms, a2 is an integer from 1 to 4.

6. In paragraph 1, The above phenolic monomer is a resin composition represented by the following chemical formula 3: <Chemical Formula 3> In the above chemical formula 3, R3 is hydrogen or an alkyl group having 1 to 15 carbon atoms, a3 is an integer from 1 to 5.

7. In paragraph 1, The above polymer is a resin composition comprising at least one of a unit represented by the following chemical formula 4-1 and a unit represented by the following chemical formula 4-3: <Chemical Formula 4-1> <Chemical Formula 4-2> <Chemical Formula 4-3> Among the above chemical formulas 4-1 to 4-3, *, *' and *'' are, independently of each other, bonding sites with neighboring atoms.

8. In paragraph 1, A resin composition wherein the vinyl benzene monomer comprises a divinyl benzene monomer and a monovinyl benzene monomer.

9. In paragraph 1, The content of the unit (a) derived from the above vinyl benzene monomer is 25 to 75 mol% with respect to the total mole number of the polymer, A resin composition in which the content of the unit (b) derived from the phenolic monomer is 25 to 75 mol% with respect to the total molar number of the polymer.

10. In paragraph 1, A resin composition in which the content of the unit (c) derived from the catechol compound is 2 mol% or less with respect to the total mole number of the polymer.

11. In paragraph 1, The weight average molecular weight of the above polymer is 1,000 g / mol or less, The number average molecular weight of the above polymer is 700 g / mol or less, A resin composition wherein the PDI of the polymer is 1 to 6.

12. In paragraph 1, A resin composition having a softening point of the polymer of 60°C or less.

13. In paragraph 1, The above resin composition is a semi-solid resin composition.

14. In paragraph 1, The above resin composition is a resin composition that is a diluent for epoxy paint.

15. A paint composition comprising a resin composition according to paragraph 1.

16. In paragraph 15, A paint composition further comprising an epoxy polymer.

17. In paragraph 16, A paint composition wherein the above epoxy polymer is a bisphenol-A type epoxy polymer.

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