Polymer composition and coating composition comprising same

Abstract

The present invention provides a polymer composition comprising a polymer that comprises a unit (a) derived from alpha-methyl styrene-based monomers and a unit (b) derived from phenol-based monomers, wherein the content of an indene-based compound derived from two alpha-methyl styrene-based monomers is 5 wt % or less relative to the total weight of the polymer composition, and the content of an indene-based compound derived from three alpha-methyl styrene-based monomers is 0.1 wt % or less relative to the total weight of the polymer composition. A coating film manufactured from the coating composition comprising the polymer composition may have excellent bending resistance, impact resistance, and chemical resistance.

Description

Polymer composition and paint composition comprising the same

[0001] The present invention relates to a polymer composition and a paint composition comprising the same.

[0002] Ships and heavy-duty structures are coated with a coating to protect the structure from harsh environments. Unlike land-based structures, this coating must not only withstand harsh corrosive environments, but also ensure safety and ease of maintenance.

[0003] The performance of the above paint is greatly influenced by the properties of the diluent mixed in. 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.

[0004] 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.

[0005] Moreover, during the recent substance evaluation under EU REACH, alpha-methylstyrenated phenol among phenol compounds was classified as a SVHC (Substance of Very High Concern), and in particular, the triaryl indane structure substance among alpha-methylstyrenated phenol was confirmed to be very persistent (vP) and very bioaccumulative (vB). Accordingly, the need for the development of new diluents that do not fall under SVHC regulations through control of vPvB substance content is increasing.

[0006] The present invention provides a polymer composition suitable for a paint composition by controlling the content of vPvB substances. In addition, the present invention provides a polymer composition capable of improving the bending resistance, impact resistance, and chemical resistance of a coating film prepared from the paint composition.

[0007] One aspect of the present invention relates to a polymer composition comprising a polymer including a unit (a) derived from an alpha-methyl styrenic monomer and a unit (b) derived from a phenolic monomer, wherein the content of an indene compound derived from two alpha-methyl styrenic monomers is 5 wt% or less based on the total weight of the polymer composition, and the content of an indene compound derived from three alpha-methyl styrenic monomers is 0.1 wt% or less based on the total weight of the polymer composition.

[0008] Another aspect of the present invention relates to a paint composition comprising the polymer composition.

[0009] The polymer composition according to the present invention comprises a polymer including a unit (a) derived from an alpha-methyl styrene monomer and a unit (b) derived from a phenol monomer, wherein the content of an indene compound derived from two alpha-methyl styrene monomers is 5 wt% or less based on the total weight of the polymer composition, and the content of an indene compound derived from three alpha-methyl styrene monomers is 0.1 wt% or less based on the total weight of the polymer composition, so that a coating film manufactured from a paint composition including the polymer composition can have excellent bending resistance, impact resistance, and chemical resistance.

[0010] In addition, the polymer composition satisfies the content of the indene compound derived from three alpha-methyl styrene monomers of 0.1 wt% or less based on the total weight of the polymer composition, and thus can be applied as a diluent for an SVHC (Substance of Very High Concern) free eco-friendly paint.

[0011] Below, various aspects and various implementation examples of the present invention are described in more detail.

[0012] 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.

[0013] 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.

[0014] In the present invention, an alkyl group having 1 to 15 carbon atoms includes a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, a hexyl group, a pentene group, an octyl group, a nonyl group, a decene group, and the like.

[0015] In the present invention, the alkenyl group having 2 to 15 carbon atoms includes at least one unsaturated double bond. The alkenyl group having 2 to 15 carbon atoms includes an ethenyl group, a propenyl group, a butenyl group, a pentenyl group, a pentadiene, a hexenyl group, a hexadiene, a hexatriene, and the like.

[0016] Specifically, a polymer composition according to one aspect of the present invention is a polymer composition comprising a polymer including a unit (a) derived from an alpha-methyl styrene monomer and a unit (b) derived from a phenol monomer, wherein the content of an indene compound derived from two alpha-methyl styrene monomers may be 5 wt% or less based on the total weight of the polymer composition, and the content of an indene compound derived from three alpha-methyl styrene monomers may be 0.1 wt% or less based on the total weight of the polymer composition.

[0017] For example, the polymer composition satisfies the content of the indene compound derived from three alpha-methyl styrene monomers of 0.1 wt% or less based on the total weight of the polymer composition, and thus can be applied as a diluent for an SVHC (Substance of Very High Concern) free eco-friendly paint.

[0018] For example, the content of the indene compound derived from two alpha-methyl styrene monomers is 5 wt% or less, and the content of the indene compound derived from three alpha-methyl styrene monomers is 0.1 wt% or less, based on the total weight of the polymer composition, so that the coating film manufactured from the paint composition including the polymer composition can have excellent bending resistance, impact resistance, and chemical resistance.

[0019] The content of the indene compound derived from three alpha-methyl styrene monomers in the polymer composition may be 0.05 wt% or less, 0.04 wt% or less, 0.03 wt% or less, 0.02 wt% or less, or 0.01 wt% or less, based on the total weight of the polymer composition. When the content of the indene compound derived from three alpha-methyl styrene monomers included in the polymer composition satisfies the above range, the polymer composition can be more easily applied as a diluent for an SVHC (Substance of Very High Concern) Free eco-friendly paint.

[0020] The above polymer composition can control the content of the indene compound derived from two alpha-methyl styrene monomers and the content of the indene compound derived from three alpha-methyl styrene monomers included in the polymer composition by using two or more types of catalysts together in the preparation process.

[0021] The above two or more catalysts may include PTSA (para-toluene sulfonic acid) and MAO solution (methylaluminoxane in toluene). When the above two or more catalysts include PTSA (para-toluene sulfonic acid) and MAO solution (methylaluminoxane in toluene), the content of the indene compound derived from two alpha-methyl styrene monomers included in the polymer composition and the content of the indene compound derived from three alpha-methyl styrene monomers can easily satisfy different ranges.

[0022] Preparation of the above polymer composition can be performed at a temperature range of 20 to 150°C.

[0023] According to one embodiment, the alpha-methyl styrene monomer may be represented by the following chemical formula 1-1.

[0024] <Chemical Formula 1-1>

[0025]

[0026] In the above chemical formula 1-1, R1 is hydrogen, an alkyl group having 1 to 15 carbon atoms, or an alkenyl group having 2 to 15 carbon atoms, and a1 is an integer of 1 to 5.

[0027] For example, in the above chemical formula 1-1, R1 may be hydrogen, an alkyl group having 1 to 3 carbon atoms, or an alkenyl group having 2 to 3 carbon atoms, and a1 may be an integer of 1 to 5. In the above chemical formula 1-1, R1 may be hydrogen, a methyl group, or an isopropenyl group.

[0028] For example, the alpha-methyl styrene monomer may include alpha-methyl styrene.

[0029] According to one embodiment, the phenolic monomer may be represented by the following chemical formula 1-2.

[0030] <Chemical Formula 1-2>

[0031]

[0032] In the above chemical formula 1-2, R 11 is hydrogen, an alkyl group having 1 to 15 carbon atoms, or an alkenyl group having 2 to 15 carbon atoms, and a11 is an integer from 1 to 5. For example, in the chemical formula 1-2, R 11 is hydrogen, an alkyl group having 1 to 3 carbon atoms, or an alkenyl group having 2 to 3 carbon atoms, and a11 can be an integer from 1 to 5.

[0033] In the above chemical formula 1-2, R 11 can be hydrogen or methyl group. For example, in the above chemical formula 1-2, R 11 is a methyl group, and a1 can be 1.

[0034] The phenolic monomer may include phenol, alkylphenol, cresol, or cardanol. For example, the phenolic monomer may include phenol or cresol. For example, the phenolic monomer may include cresol.

[0035] According to one embodiment, the polymer composition may include a polymer comprising a unit (a) derived from the alpha-methyl styrene monomer and a unit (b) derived from the phenol monomer. For example, the polymer composition may include an alpha-methylstyrenated phenol compound comprising a unit (a) derived from the alpha-methyl styrene monomer and a unit (b) derived from the phenol monomer.

[0036] According to one embodiment, the ratio of the number of moles of the units (b) derived from the alpha-methyl styrenic monomer to the number of moles of the units (a) derived from the phenolic monomer may be 1 to 10. For example, the ratio of the number of moles of the units (b) derived from the alpha-methyl styrenic monomer to the number of moles of the units (a) derived from the phenolic monomer in the polymer may be 2 to 10, 1 to 7, 1 to 5, 2 to 5, or 2 to 4.

[0037] According to one embodiment, the indene compound derived from three alpha-methyl styrene monomers can be represented by the following chemical formula 2.

[0038] <Chemical Formula 2>

[0039]

[0040] In the above chemical formula 2, R 21 Inland R 23 are each independently hydrogen, an alkyl group having 1 to 15 carbon atoms, or an alkenyl group having 2 to 15 carbon atoms, a21 is an integer from 1 to 4, and a22 and a23 are each independently integers from 1 to 5.

[0041] For example, in the above chemical formula 2, R 21 Inland R 23 are independently hydrogen, an alkyl group having 1 to 3 carbon atoms, or an alkenyl group having 2 to 3 carbon atoms, and a1 may be an integer from 1 to 5.

[0042] For example, in the above chemical formula 2, R 21 Inland R 23 can be independently hydrogen, methyl or isopropenyl groups. In the above chemical formula 2, R 21 Inland R 23 Each can be hydrogen.

[0043] According to one embodiment, the indene compound derived from the three alpha-methyl styrene monomers may include 1,3-dimethyl-1-(2-methyl-2-phenylpropyl)-3-phenylindene.

[0044] According to one embodiment, the indene compound derived from two alpha-methyl styrene monomers may be represented by the following chemical formula 3.

[0045] <Chemical Formula 3>

[0046]

[0047] In the above chemical formula 3, R 31 and R 32 are independently hydrogen, an alkyl group having 1 to 15 carbon atoms, or an alkenyl group having 2 to 15 carbon atoms, a31 is an integer from 1 to 4, and a32 is an integer from 1 to 5.

[0048] For example, in the above chemical formula 3, R 31 and R 32 are independently hydrogen, an alkyl group having 1 to 3 carbon atoms, or an alkenyl group having 2 to 3 carbon atoms, a31 may be an integer from 1 to 4, and a32 may be an integer from 1 to 5.

[0049] According to one embodiment, in the chemical formula 3, R 31 and R 32 can be hydrogen, methyl or isopropenyl group. In the above chemical formula 3, R 31 and R 32 Each can be hydrogen.

[0050] According to one embodiment, the indene compound derived from two alpha-methyl styrene monomers may include 1,3,3-trimethyl-1-phenylindene.

[0051] For example, the content of the indene compound derived from the two alpha-methyl styrene monomers included in the polymer composition may be 4.95 wt% or less, 4.85 wt% or less, 4.5 wt% or less, 4.0 wt% or less, 3.5 wt% or less, 3.0 wt% or less, 2.9 wt% or less, or 2.5 wt% or less. For example, the content of the indene compound derived from the two alpha-methyl styrene monomers included in the polymer composition is 0.01 to 5 wt%, 0.01 to 4.9 wt%, 0.01 to 4.85 wt%, 0.01 to 4.5 wt%, 0.01 to 4.0 wt%, 0.01 to 3.5 wt%, 0.01 to 3.0 wt%, 0.01 to 2.9 wt%, 0.01 to 2.5 wt%, 0.05 to 5 wt%, 0.05 to 4.9 wt%, 0.05 to 4.85 wt%, 0.05 to 4.5 wt%, 0.05 to 4.0 wt%, 0.05 to 3.5 wt%, 0.05 to 3.0 wt%, 0.05 It may be 2.9 wt% or 0.05 to 2.5 wt%.

[0052] According to one embodiment, the polymer composition may further comprise a pentene compound derived from two of the alpha-methyl styrene monomers.

[0053] For example, a pentene compound derived from two of the above alpha-methyl styrene monomers can be represented by the following chemical formulas 4-1 and 4-2.

[0054] <Chemical Formula 4-1>

[0055]

[0056] <Chemical Formula 4-2>

[0057]

[0058] Among the above chemical formulas 4-1 to 4-2, R 41 and R 42 are each independently hydrogen, an alkyl group having 1 to 15 carbon atoms, or an alkenyl group having 2 to 15 carbon atoms, and a41 and a42 are each independently an integer from 1 to 5.

[0059] For example, among the chemical formulas 4-1 to 4-2, R 41 and R 42 are independently hydrogen, an alkyl group having 1 to 3 carbon atoms, or an alkenyl group having 2 to 3 carbon atoms, and a41 and a42 are independently integers of 1 to 5. In the above chemical formulas 4-1 to 4-2, R 41 and R 42 can be independently hydrogen, methyl or isopropenyl groups. In the above chemical formulas 4-1 to 4-2, R 41 and R 42 Each can be hydrogen.

[0060] According to one embodiment, the pentene compound derived from two of the alpha-methyl styrene monomers may include 2,4-diphenyl-4-methyl-1-pentene or 2,4-diphenyl-4-methyl-2(E)-pentene.

[0061] According to one embodiment, the content of the pentene compound derived from the two alpha-methyl styrene monomers may be 15 to 45 wt% based on the total weight of the polymer composition.

[0062] For example, the content of the pentene compound derived from the two alpha-methyl styrene monomers may be 18 to 45 wt%, 19 to 45 wt%, 15 to 42 wt%, 15 to 40 wt%, or 18 to 40 wt% based on the total weight of the polymer composition. The content of the pentene compound may be the sum of the content of the compound represented by the chemical formula 4-1 and the content of the compound represented by the chemical formula 4-2. The content of the pentene compound may be the sum of the content of 2,4-diphenyl-4-methyl-1-pentene and the content of 2,4-diphenyl-4-methyl-2(E)-pentene.

[0063] According to one embodiment, the total content of the pentene compound derived from the two alpha-methyl styrene monomers and the indene compound derived from the two alpha-methyl styrene monomers may be 18 to 50 wt% based on the total weight of the polymer composition.

[0064] For example, the total content of the pentene compound derived from the two alpha-methyl styrene monomers and the indene compound derived from the two alpha-methyl styrene monomers may be 19 to 50 wt%, 18 to 45 wt%, 18 to 42 wt%, 18 to 40 wt%, or 19 to 40 wt% based on the total weight of the polymer composition.

[0065] According to one embodiment, the polymer composition may further comprise a cumyl phenol compound derived from one of the alpha-methyl styrene monomers and one of the phenol monomers.

[0066] According to one embodiment, a cumyl phenol compound derived from one alpha-methyl styrene monomer and one phenol monomer may be represented by the following chemical formula 5.

[0067] <Chemical Formula 5>

[0068]

[0069] In the above chemical formula 5,

[0070] R 51 Inland R 52 are independently hydrogen, an alkyl group having 1 to 15 carbon atoms, or an alkenyl group having 2 to 15 carbon atoms, a51 is an integer from 1 to 5, and a52 is an integer from 1 to 4.

[0071] For example, in the above chemical formula 5, R 51 Inland R 52 are independently hydrogen, an alkyl group having 1 to 3 carbon atoms, or an alkenyl group having 2 to 3 carbon atoms, a51 may be an integer from 1 to 5, and a52 may be an integer from 1 to 4. In the above chemical formula 5, R 51 is hydrogen, methyl, isopropenyl group, and R 52 can be hydrogen or methyl group. In the above chemical formula 5, R 51 is hydrogen, and R 52 is a methyl group, and a52 can be 1.

[0072] According to one embodiment, the cumyl phenol compound derived from one alpha-methyl styrene monomer and one phenol monomer may include a compound represented by the following chemical formula 5-1 or a compound represented by the following chemical formula 5-2.

[0073] <Chemical Formula 5-1>

[0074]

[0075] <Chemical Formula 5-2>

[0076]

[0077] Among the above chemical formulas 5-1 and 5-2,

[0078] R 51 Inland R 52 are independently hydrogen, an alkyl group having 1 to 15 carbon atoms, or an alkenyl group having 2 to 15 carbon atoms, a51 is an integer from 1 to 5, and a52 is an integer from 1 to 4. In the chemical formulas 5-1 and 5-2, R51 Inland R 52 , a51 and a52 are described in the chemical formula 5 described above. 51 Inland R 52 , see notes on a51 and a52.

[0079] According to one embodiment, the content of the cumyl phenol compound derived from one alpha-methyl styrene monomer and one phenol monomer may be 25 wt% or less based on the total weight of the polymer composition.

[0080] For example, the content of the cumyl phenol compound derived from one of the alpha-methyl styrene monomers and one of the phenol monomers may be 10 to 25 wt%, 15 to 25 wt%, 18 to 25 wt%, 10 to 23 wt%, or 18 to 23 wt% based on the total weight of the polymer composition.

[0081] According to one embodiment, the polymer composition may further comprise a heptene compound derived from three of the alpha-methyl styrene monomers.

[0082] According to one embodiment, the heptene compound derived from three alpha-methyl styrene monomers may be represented by the following chemical formula 6-1 or 6-2.

[0083] <Chemical Formula 6-1>

[0084]

[0085] <Chemical Formula 6-2>

[0086]

[0087] Among the above chemical formulas 6-1 to 6-2, R 61 Inland R 62 are each independently hydrogen, an alkyl group having 1 to 15 carbon atoms, or an alkenyl group having 2 to 15 carbon atoms, and a61 to a63 are each independently an integer from 1 to 5.

[0088] For example, among the chemical formulas 6-1 to 6-2, R 61 Inland R 62 are independently hydrogen, an alkyl group having 1 to 3 carbon atoms, or an alkenyl group having 2 to 3 carbon atoms, and a61 to a63 are independently integers of 1 to 5. In the above chemical formulas 6-1 to 6-2, R 61 Inland R 62 can be independently hydrogen, methyl or isopropenyl groups. In the above chemical formulas 6-1 to 6-2, R 61 Inland R 62 Each can be hydrogen.

[0089] According to one embodiment, the heptene compound derived from the three alpha-methyl styrene monomers may include 2,4,6-triphenyl-4,6-dimethyl-1-heptene or 2,4,6-triphenyl-4,6-dimethyl-2-heptene.

[0090] According to one embodiment, the content of the heptene compound derived from the three alpha-methyl styrene monomers may be 5 to 25 wt% based on the total weight of the polymer composition.

[0091] For example, the content of the heptene compound derived from the three alpha-methyl styrene monomers may be 5 to 22 wt%, 5 to 20 wt%, 5 to 15 wt%, or 5 to 14 wt% based on the total weight of the polymer composition.

[0092] According to one embodiment, the polymer composition may further comprise a dicumyl phenol compound derived from two of the alpha-methyl styrene monomers and one of the phenol monomers.

[0093] According to one embodiment, a dicumyl phenol compound derived from two alpha-methyl styrene monomers and one phenol monomer may be represented by the following chemical formula 7.

[0094] <Chemical Formula 7>

[0095]

[0096] In the above chemical formula 7,

[0097] R 71 Inland R 73 are each independently hydrogen, an alkyl group having 1 to 15 carbon atoms, or an alkenyl group having 2 to 15 carbon atoms, a71 is an integer from 1 to 3, and a72 to a73 are each independently integers from 1 to 5.

[0098] For example, in the above chemical formula 7, R 71 Inland R 73 are independently hydrogen, an alkyl group having 1 to 3 carbon atoms, or an alkenyl group having 2 to 3 carbon atoms, a71 is an integer of 1 to 3, and a72 to a73 are each independently an integer of 1 to 5. In the above chemical formula 7, R 71 is hydrogen or methyl group, and R 72 and R 73 can be independently hydrogen, methyl or isopropenyl groups. For example, in the above chemical formula 7, R 71 is a methyl group, a71 is 1, and R 72 and R 73 Each can be hydrogen.

[0099] According to one embodiment, the content of the dicumyl phenol compound derived from the two alpha-methyl styrene monomers and the one phenol monomer may be 15 to 60 wt% based on the total weight of the polymer composition.

[0100] For example, the content of the dicumyl phenol compound derived from the two alpha-methyl styrene monomers and the one phenol monomer may be 20 to 60 wt%, 22 to 60 wt%, 25 to 60 wt%, 35 to 60 wt%, or 40 to 60 wt% based on the total weight of the polymer composition.

[0101] According to one embodiment, the viscosity of the polymer composition may be 10 to 3,000 cps. When the viscosity of the polymer composition satisfies the above range, the polymer composition for paint can be more easily introduced as a diluent for a paint composition to be described later. In addition, the processability and applicability of the paint composition to be described later can be improved. For example, the viscosity of the polymer composition may be 10 to 2,500 cps, 20 to 2,500 cps, 30 to 2,500 cps, 40 to 2,500 cps, 40 to 2,500 cps, or 40 to 2,100 cps.

[0102] According to one embodiment, the Gardner color value of the polymer composition may be 4 or less. For example, the Gardner color value of the polymer composition may be 3 or less, 2.6 or less, or 2.5 or less.

[0103] According to one embodiment, the weight average molecular weight (Mw) of the polymer composition may be from 100 g / mol to 400 g / mol, and the number average molecular weight (Mn) of the polymer composition may be from 100 g / mol to 400 g / mol.

[0104] For example, the weight average molecular weight (Mw) of the polymer composition may be 150 to 400 g / mol, 200 to 400 g / mol, 100 to 300 g / mol, 200 to 300 g / mol, 240 to 300 g / mol, or 250 to 300 g / mol.

[0105] For example, the number average molecular weight (Mn) of the polymer composition may be 50 to 400 g / mol, 200 to 400 g / mol, 100 to 300 g / mol, 200 to 300 g / mol, 220 to 300 g / mol, or 230 to 300 g / mol.

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

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

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

[0109] According to one embodiment, the content of the paint polymer composition may be 1 to 30 wt% based on the total weight of the paint composition.

[0110] According to one embodiment, the paint composition may further comprise a pigment, a solvent or an additive.

[0111] 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).

[0112] 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).

[0113] 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.

[0114] The above additives may include various lubricants, antifoaming agents, leveling agents, lubricants, curing agents, curing aids, etc. The curing agent may include an amine curing agent or an amide curing agent. The curing aid may include a melamine polymer, a benzoguanamine polymer, an isocyanate polymer, etc.

[0115] 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.

[0116] Example 1 (PTSA+MAO catalyst, o-cresol:AMS=1:2.85)

[0117] In a four-necked flask equipped with a stirrer, condenser, and thermometer, 548 g of xylene, 400 g (3.698 mol) of o-Cresol, 6.58 g (0.038 mol) of PTSA (Para-Toluene Sulfonic Acid), and 6.58 g of 10% MAO solution (Methylaluminoxane in Toluene) were added, the temperature was raised to 80°C, and the mixture was stirred for 30 minutes. At 80°C, 1,245 g (10.535 mol) of AMS (α-Methyl Styrene) was added dropwise evenly over 2 hours, and the mixture was aged for 2 hours.

[0118] After the reaction was completed, 2.6 g of 50% caustic soda and 272 g of water were added, the temperature was raised to 80°C, and stirred for 30 minutes. After allowing to stand for 30 minutes, water separation was performed to remove the lower layer water. This process was repeated twice for washing, and the washing process was performed until the final lower layer water reached a pH of 6 to 8. To remove the solvent (xylene), degassing was performed at a temperature of 175°C and a pressure of less than 20 torr, thereby preparing a polymer composition.

[0119] The yield of the prepared polymer composition was 98.5%, the viscosity was 895 cps (@25°C), the NV was 98.8%, the color was Gardner color 0.8, the weight average molecular weight (Mw) was 281 g / mol, and the number average molecular weight (Mn) was 261 g / mol. As a result of GC-MS analysis, the content of TMPI (Trimethylphenylindane) included in the polymer composition was 0.08 wt%, and 1,3-dimethyl-1-(2-methyl-2-phenylpropyl)-3-phenylindene was not detected. The contents of other components are shown in Table 2 below.

[0120] Example 2 (PTSA+MAO catalyst, o-cresol:AMS=1:2.85)

[0121] A polymer composition was prepared in the same manner as in Example 1, except that the PTSA (Para-Toluene Sulfonic Acid) content was changed to 14.81 g (0.086 mol). The yield of the prepared polymer composition was 98.3%, the viscosity was 2,060 cps (@25°C), the NV was 99.17%, the color was Gardner color 2.4, the weight average molecular weight (Mw) was 289 g / mol, and the number average molecular weight (Mn) was 265 g / mol. As a result of GC-MS analysis, the TMPI content included in the polymer composition was 0.08 wt%, and 1,3-dimethyl-1-(2-methyl-2-phenylpropyl)-3-phenylindene was not detected. The contents of other components are shown in Table 2 below.

[0122] Example 3 (PTSA+MAO catalyst, o-cresol:AMS=1:3.66)

[0123] In a four-necked flask equipped with a stirrer, condenser, and thermometer, 667 g of xylene, 400 g (3.698 mol) of o-Cresol, 3 g (0.017 mol) of PTSA (Para-Toluene Sulfonic Acid), and 3 g of 10% MAO solution (Methylaluminoxane in Toluene) were added, the temperature was raised to 80°C, and the mixture was stirred for 30 minutes. At 80°C, 1,600 g (13.538 mol) of AMS (α-Methyl Styrene) was added dropwise evenly over 2 hours, and the mixture was aged for 2 hours.

[0124] After the reaction was completed, 1.6 g of 50% caustic soda and 329 g of water were added, the temperature was raised to 80°C, and stirred for 30 minutes. After allowing to stand for 30 minutes, water separation was performed to remove the lower layer of water. This process was repeated twice for washing, and the washing process was performed until the final lower layer reached a pH of 6 to 8. To remove the solvent (xylene), degassing was performed at a temperature of 175°C and a pressure of less than 20 torr, thereby preparing a polymer composition.

[0125] The yield of the prepared polymer composition was 98.2%, the viscosity was 486 cps (@25°C), the NV was 98.4%, the color was Gardner color 2.6, the weight average molecular weight (Mw) was 259 g / mol, and the number average molecular weight (Mn) was 237 g / mol. As a result of GC-MS analysis, the content of TMPI (Trimethylphenylindane) included in the polymer composition was 0.08 wt%, and 1,3-dimethyl-1-(2-methyl-2-phenylpropyl)-3-phenylindene was not detected. The contents of other components are shown in Table 2 below.

[0126] Example 4 (PTSA+MAO catalyst, o-cresol:AMS=1:4.91)

[0127] In a four-necked flask equipped with a stirrer, condenser, and thermometer, 848 g of xylene, 400 g (3.698 mol) of o-cresol, and 2,146 g (18.161 mol) of AMS (α-Methyl Styrene) were added, the temperature was raised to 40°C, and the mixture was stirred for 30 minutes. 3.82 g (0.022 mol) of PTSA (Para-Toluene Sulfonic Acid) and 3.82 g of 10% MAO solution (Methylaluminoxane in Toluene) were added, the temperature was raised to 80°C, and the mixture was aged for 4 hours.

[0128] After the reaction was completed, 1.5 g of 50% caustic soda and 418 g of water were added, the temperature was raised to 80°C, and stirred for 30 minutes. After allowing to stand for 30 minutes, water separation was performed to remove the lower layer water layer. This process was repeated twice for washing, and the washing process was performed until the final lower layer water pH reached 6 to 8. To remove the solvent (xylene), degassing was performed at 175°C and under 20 torr conditions, and a polymer composition was prepared.

[0129] The yield of the prepared polymer composition was 99.2%, the viscosity was 130 cps (@25°C), the NV was 98.2%, the color was Gardner color 2.3, the weight average molecular weight (Mw) was 241 g / mol, and the number average molecular weight (Mn) was 222 g / mol. As a result of GC-MS analysis, the content of TMPI (Trimethylphenylindane) included in the polymer composition was 0.08 wt%, and 1,3-dimethyl-1-(2-methyl-2-phenylpropyl)-3-phenylindene was not detected. The contents of other components are shown in Table 2 below.

[0130] Example 5 (PTSA+MAO catalyst, phenol:AMS=1:4.91)

[0131] In a four-necked flask equipped with a stirrer, condenser, and thermometer, 955 g of Xylene, 400 g (4.25 mol) of Phenol, 10.03 g (0.058 mol) of PTSA (Para-Toluene Sulfonic Acid), and 10.03 g of 10% MAO solution (Methylaluminoxane in Toluene) were added, the temperature was raised to 80°C, and the mixture was stirred for 30 minutes. 2,466 g (20.866 mol) of AMS (α-Methyl Styrene) was added, and the mixture was added dropwise evenly over 2 hours, and aged for 2 hours.

[0132] After the reaction was completed, 4.0 g of 50% caustic soda and 470 g of water were added, the temperature was raised to 80°C, and stirred for 30 minutes. After allowing to stand for 30 minutes, water separation was performed to remove the lower layer of water. This process was repeated twice for washing, and the washing process was performed until the final lower layer reached a pH of 6 to 8. To remove the solvent (xylene), degassing was performed at a temperature of 175°C and a pressure of less than 20 torr, thereby preparing a polymer composition.

[0133] The yield of the prepared polymer composition was 98.6%, the viscosity was 990 cps (@25°C), the NV was 97.8%, the color was Gardner color 1.2, the weight average molecular weight (Mw) was 283 g / mol, and the number average molecular weight (Mn) was 247 g / mol. As a result of GC-MS analysis, the content of TMPI (Trimethylphenylindane) included in the polymer composition was 2.49 wt%, and 1,3-dimethyl-1-(2-methyl-2-phenylpropyl)-3-phenylindene was not detected. The contents of other components are shown in Table 2 below.

[0134] Example 6 (PTSA+MAO catalyst, o-cresol:AMS=1:2.85)

[0135] A polymer composition was prepared in the same manner as in Example 1, except that the reaction temperature was changed from 80°C to 130°C. The yield of the prepared polymer composition was 98.4%, the viscosity was 775 cps (@25°C), the NV was 98.4%, the color was Gardner color 2.2, the weight average molecular weight (Mw) was 270 g / mol, and the number average molecular weight (Mn) was 234 g / mol. As a result of GC-MS analysis, the content of TMPI included in the polymer composition was 4.91 wt%, and 1,3-dimethyl-1-(2-methyl-2-phenylpropyl)-3-phenylindene was not detected. The contents of other components are shown in Table 2 below.

[0136] Example 7 (PTSA+MAO catalyst, o-cresol:AMS=1:2.85)

[0137] A polymer composition was prepared in the same manner as in Example 1, except that the reaction temperature was changed from 80°C to 110°C. The yield of the prepared polymer composition was 98.6%, the viscosity was 832 cps (@25°C), the NV was 98.7%, the color was Gardner color 1.6, the weight average molecular weight (Mw) was 274 g / mol, and the number average molecular weight (Mn) was 242 g / mol. As a result of GC-MS analysis, the content of TMPI included in the polymer composition was 3.37 wt%, and 1,3-dimethyl-1-(2-methyl-2-phenylpropyl)-3-phenylindene was not detected. The contents of other components are shown in Table 2 below.

[0138] Comparative Example 1 (o-cresol + AMS, BF3·Phenolate catalyst)

[0139] A polymer composition was prepared in the same manner as in Example 1, except that the reaction was performed using 6.58 g of BF3·Phenolate instead of PTSA (Para-Toluene Sulfonic Acid) and 10% MAO solution (Methylaluminoxane in Toluene) as a catalyst. The yield of the prepared polymer composition was 96.3%, the viscosity was 1,110 cps (@25°C), the NV was 96.22%, the color was Gardner color 1.5, the weight average molecular weight (Mw) was 293 g / eq, and the number average molecular weight (Mn) was 261 g / eq. As a result of GC-MS analysis, the content of TMPI contained in the polymer composition was 15.35 wt%, and the content of 1,3-dimethyl-1-(2-methyl-2-phenylpropyl)-3-phenylindene was 14.62 wt%. The contents of other components are shown in Table 2.

[0140] Comparative Example 2 (o-cresol + AMS, BF3·Phenolate catalyst)

[0141] A polymer composition was prepared in the same manner as in Example 6, except that the reaction was performed using 6.58 g of BF3·Phenolate instead of PTSA (Para-Toluene Sulfonic Acid) and 10% MAO solution (Methylaluminoxane in Toluene) as a catalyst. The yield of the prepared polymer composition was 96.3%, the viscosity was 830 cps (@25°C), the NV was 97.35%, the color was Gardner color 2.9, the weight average molecular weight (Mw) was 291 g / mol, and the number average molecular weight (Mn) was 268 g / mol. As a result of GC-MS analysis, the content of TMPI contained in the polymer composition was 19.74 wt%, and the content of 1,3-dimethyl-1-(2-methyl-2-phenylpropyl)-3-phenylindene was 12.72 wt%. The contents of other components are shown in Table 2.

[0142] Comparative Example 3 (o-cresol + AMS, PTSA + 85% phosphoric acid catalyst)

[0143] A polymer composition was prepared in the same manner as in Example 6, except that 6.58 g (0.038 mol) of PTSA (Para-Toluene Sulfonic Acid) and 6.58 g of 85% phosphoric acid were used instead of PTSA (Para-Toluene Sulfonic Acid) and 10% MAO solution (Methylaluminoxane in Toluene) as a catalyst, and the reaction was performed by changing the reaction temperature from 130°C to 155°C. The prepared polymer composition had a yield of 95.1%, a viscosity of 707 cps (@25°C), an NV of 96.83%, a color of Gardner color 3.7, a weight-average molecular weight (Mw) of 283 g / mol, and a number-average molecular weight (Mn) of 256 g / mol. According to the GC-MS analysis results, the TMPI content in the polymer composition was 6.53 wt%, and the 1,3-dimethyl-1-(2-methyl-2-phenylpropyl)-3-phenylindene content was 0.79 wt%. The contents of other components are shown in Table 2.

[0144] Comparative Example 4 (PL-50, Phenol+AMS, BF3·Phenolate catalyst)

[0145] PL-50 (manufactured by Kolon Industries, mass-produced product) was prepared. As a result of analyzing the physical properties of PL-50, the viscosity was 54 cps (@25℃), NV was 96.31%, the color was Gardner color 0.3, the weight average molecular weight (Mw) was 243 g / eq, and the number average molecular weight (Mn) was 219 g / eq. The GC-MS analysis results showed that the TMPI content included in the polymer composition was 10.19%, and the content of 1,3-dimethyl-1-(2-methyl-2-phenylpropyl)-3-phenylindene was 23%. The contents of other components are shown in Table 2.

[0146] Comparative Example 5 (PL-1000S, Phenol+AMS, BF3·Phenolate catalyst)

[0147] PL-1000S (manufactured by Kolon Industries, mass-produced product) was prepared. As a result of analyzing the physical properties of PL-1000S, the viscosity was 930 cps (@25℃), NV was 97.5%, the color was Gardner color 0.8, the weight average molecular weight (Mw) was 296 g / eq, and the number average molecular weight (Mn) was 254 g / eq. The GC-MS analysis results showed that the TMPI content included in the polymer composition was 16.87%, and the content of 1,3-dimethyl-1-(2-methyl-2-phenylpropyl)-3-phenylindene was 12.42%. The contents of other components are shown in Table 2.

[0148] ClassificationPhenol monomerAlpha-methylstyrene monomerMole ratioReaction temperature(℃)Catalyst typeMolesTypeMolesExample 1o-cresol3.698AMS10.5412.8580PTSA(6.58g, 0.038mol)+MAO(6.58g)Example 2o-cresol3.698AMS10.5412.8580PTSA(14.81g, 0.086mol)+MAO(6.58g)Example 3o-cresol3.698AMS13.5383.6680PTSA(3g, 0.017mol)+MAO(3g)Example 4o-cresol3.698AMS18.1614.9180PTSA(3.82g, 0.022 mol) + MAO (3.82 g) Example 5 Phenol 4.25 AMS 20.866 4.9180 PTSA (10.03 g, 0.058 mol) + MAO (10.03 g) Example 6 o-cresol 3.698 AMS 10.54 12.85 130 PTSA (6.58 g, 0.038 mol) + MAO (6.58 g) Example 7 o-cresol 3.698 AMS 10.54 12.85 110 PTSA (6.58 g, 0.038 mol) + MAO (6.58 g) Comparative Example 1 o-cresol 3.698 AMS 10.54 12.85 80 BF3 Phenolate (6.58 g) Comparative Example 2o-cresol 3.698 AMS 10.54 12.85 130 BF 3 Phenolate (6.58 g) Comparative example 3o-cresol 3.698 AMS 10.54 12.85 155 PTSA (6.58 g, 0.038 mol) + 85% phosphoric acid (6.58 g)

[0149] Classification Example 1 Example 2 Example 3 Example 4 Example 5 Example 6 Example 7 1,3-Dimethyl-1-(2-methyl-2-phenylpropyl)-3-phenylindene NDNDNDNDNDNDNDND Trimethylphenylindene (TMPI) 0.08 0.08 0.08 0.08 2.49 4.9 13.37 2,4-Diphenyl-4-methyl-1-pentene 6.5 95.7 99.5 112.45 5.1 16.6 15.43 2,4-Diphenyl-4-methyl-2(E)-pentene 16.2 0.66 28.87 13.87 15.84 17.78 Cumyl phenol Compound 22.91 18.62 21.31 20.99 0.50 20.08 19.86 2,4,6-triphenyl-4,6-dimethyl-1-heptene 5.3 14.96 4.59 9.94 15.99 4.96 4.33 2,4,6-triphenyl-4,6-dimethyl-2-heptene 2.2 21.98 2.03 4.46 5.80 2.38 3.44 o,p-Dicumyl phenol Compound 45.70 54.25 40.82 22.83 45.40 44.39 45.82 Classification Comparative Example 1 Comparative Example 2 Comparative Example 3 Comparative Example 4 Comparative Example 5 1,3-Dimethyl-1-(2-methyl-2-phenylpropyl)-3-phenylindene 14.62 12.72 0.79 23.00 12.42 Trimethylphenylindene (TMPI) 15.35 19.74 6.53 10.19 16.87 2,4-Diphenyl-4-methyl-1-pentene 5.8 14.33 7.08 15.14 3.7 12,4-Diphenyl-4-methyl-2(E)-pentene 8.77 7.88 14.99 7.05 9.38 Cumyl phenol Compound 8.0310.2419.555.379.112,4,6-triphenyl-4,6-dimethyl-1-heptene7.188.065.4313.926.432,4,6-triphenyl-4,6-dimethyl-2-heptene2.853.083.6413.142.44o,p-dicumyl phenolic compound36.7333.7941.6711.5633.71

[0150] Evaluation Example 1 (Film Performance Evaluation)

[0151] Film formation

[0152] Liquid paints were prepared using the polymer compositions of Examples 1 to 7 and Comparative Examples 1 to 5 as a diluent, and a coating film was formed.

[0153] In a circular plastic container, 284 g of liquid bisphenol-A type epoxy resin (KE-8128, commercially available from Kolon Industries) and 28.4 g of polymer compositions prepared according to Examples 1 to 7 and Comparative Examples 1 to 5 were each added, along with 42 g of xylene and 10 g of MIBK, and stirred.

[0154] 0.6g of wetting agent was added to each circular plastic container, and 21.5g of bentonite (Viscogen138) was added little by little using a high-speed mixer, and the mixture was stirred vigorously until the bentonite particles were no longer visible. Next, 117g of TiO2, 358g of talc, 4.8g of iron oxide black, and 113g of barium sulfate (BaSO4) were added, and then 23g of solvent xylene and 25g of MIBK were additionally added, and the mixture was stirred at a speed of 1000 rpm for 15 minutes.

[0155] Glass beads were added to the stirred mixture at a rate of 1.5 paper cups. 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 prepare a paint composition.

[0156] A composition was prepared by mixing a phenalkamine-based hardener LITE 2002 (AHEW = 104 g / eq) and a prepared paint composition at an epoxy and active hydrogen equivalent ratio of 1:1. Thereafter, the composition was applied to glass and iron specimens in thicknesses of 75 μm and 120 μm, respectively, and completely dried at room temperature to form a coating film.

[0157] The physical properties of the formed film were measured using the following method.

[0158] (1) Flexural adhesion (flexural resistance) (ASTM E643, Erichsen Cupping test): When each of the above-mentioned coatings was subjected to gradual deformation by indentation (pressing and pushing), the resistance to cracking and peeling from the metal substrate was evaluated. The measurement results are shown in Table 3 below. The measurement results are shown in Table 2 below.

[0159] (2) 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 of the above coatings, and the height at which each coating peeled (cracked) was measured. The measurement results are shown in Table 2 below.

[0160] (3) Content resistance and acid / alkali resistance: Xylene, 5% sulfuric acid solution, and 5% caustic soda were dropped onto the surface of each coating, and left at room temperature for 72 hours. The degree of damage to the coating was visually assessed. If the degree of damage to the coating was high, it was evaluated as 1 (Bad), and if it was low, it was evaluated as 10 (Good). The measurement results are shown in Table 3 below.

[0161] Flexural resistance (mm) Impact resistance (1000N*mm) Chemical resistance Solvent resistance Acid / base Example 16.9265099 / 9 Example 26.9765099 / 9 Example 36.7265099 / 9 Example 46.6465099 / 9 Example 56.9865099 / 9 Example 66.1965099 / 9 Example 76.4265099 / 9 Comparative Example 13.8745066 / 6 Comparative Example 23.6645065 / 5 Comparative Example 34.1545066 / 6 Comparative Example 44.8445077 / 7 Comparative Example 55.2245077 / 7

[0162] As shown in Table 3 above, the paint composition including the polymer composition according to the example improved the bending resistance, impact resistance, and chemical resistance of the produced coating film.

[0163] Therefore, the paint composition according to the present invention can easily realize a paint film with improved bending resistance, impact resistance, and chemical resistance.

[0164] 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. A polymer composition comprising a polymer comprising a unit (a) derived from an alpha-methyl styrene monomer and a unit (b) derived from a phenol monomer, The content of the indene compound derived from two alpha-methyl styrene monomers is 5 wt% or less based on the total weight of the polymer composition, A polymer composition, wherein the content of an indene compound derived from three alpha-methyl styrene monomers is 0.1 wt% or less based on the total weight of the polymer composition.

2. In paragraph 1, The above alpha-methyl styrene monomer is represented by the following chemical formula 1-1, The above phenolic monomer is a polymer composition represented by the following chemical formula 1-2: <Chemical Formula 1-1> <Chemical Formula 1-2> Among the above chemical formulas 1-1 and 1-2, R1 is hydrogen, an alkyl group having 1 to 15 carbon atoms, or an alkenyl group having 2 to 15 carbon atoms, a1 is an integer from 1 to 5.

3. In paragraph 2, A polymer composition wherein the phenolic monomer comprises cresol.

4. In paragraph 1, The indene compound derived from the three alpha-methyl styrene monomers is a polymer composition represented by the following chemical formula 2: <Chemical Formula 2> In the above chemical formula 2, R 21 Inland R 23 are independently hydrogen, an alkyl group having 1 to 15 carbon atoms, or an alkenyl group having 2 to 15 carbon atoms, a21 is an integer from 1 to 4, a22 and a23 are integers from 1 to 5, independently of each other.

5. In paragraph 1, The indene compound derived from the two alpha-methyl styrene monomers is a polymer composition represented by the following chemical formula 3: <Chemical Formula 3> In the above chemical formula 3, R 31 and R 32 are independently hydrogen, an alkyl group having 1 to 15 carbon atoms, or an alkenyl group having 2 to 15 carbon atoms, a31 is an integer from 1 to 4, a32 is an integer from 1 to 5.

6. In paragraph 1, A polymer composition further comprising a pentene compound derived from two of the above alpha-methyl styrene monomers.

7. In paragraph 6, The pentene compound derived from the two alpha-methyl styrene monomers is a polymer composition represented by the following chemical formulas 4-1 and 4-2: <Chemical Formula 4-1> <Chemical Formula 4-2> Among the above chemical formulas 4-1 to 4-2, R 41 and R 42 are independently hydrogen, an alkyl group having 1 to 15 carbon atoms, or an alkenyl group having 2 to 15 carbon atoms, a41 and a42 are integers from 1 to 5, independently of each other.

8. In paragraph 6, A polymer composition in which the content of the pentene compound derived from the two alpha-methyl styrene monomers is 15 to 45 wt% based on the total weight of the polymer composition.

9. In paragraph 6, A polymer composition in which the total content of the pentene compound derived from the two alpha-methyl styrene monomers and the indene compound derived from the two alpha-methyl styrene monomers is 18 to 50 wt% based on the total weight of the polymer composition.

10. In paragraph 1, A polymer composition further comprising a cumyl phenol compound derived from one of the above alpha-methyl styrene monomers and one of the above phenol monomers.

11. In Article 10, A polymer composition comprising a cumyl phenol compound derived from one of the above alpha-methyl styrene monomers and one of the above phenol monomers, represented by the following chemical formula 5: <Chemical Formula 5> In the above chemical formula 5, R 51 Inland R 52 are independently hydrogen, an alkyl group having 1 to 15 carbon atoms, or an alkenyl group having 2 to 15 carbon atoms, a51 is an integer from 1 to 5, a52 is an integer from 1 to 4.

12. In paragraph 10, A polymer composition, wherein the content of the cumyl phenol compound derived from one of the above alpha-methyl styrene monomers and one of the above phenol monomers is 25 wt% or less based on the total weight of the polymer composition.

13. In paragraph 1, A polymer composition further comprising a heptene compound derived from three of the above alpha-methyl styrene monomers.

14. In paragraph 13, A heptene compound derived from the three alpha-methyl styrene monomers is a polymer composition represented by the following chemical formula 6-1 or 6-2: <Chemical Formula 6-1> <Chemical Formula 6-2> Among the above chemical formulas 6-1 to 6-2, R 61 Inland R 62 are independently hydrogen, an alkyl group having 1 to 15 carbon atoms, or an alkenyl group having 2 to 15 carbon atoms, a61 to a63 are integers from 1 to 5, independently of each other.

15. In paragraph 13, A polymer composition in which the content of the heptene compound derived from the three alpha-methyl styrene monomers is 5 to 25 wt% based on the total weight of the polymer composition.

16. In paragraph 1, A polymer composition further comprising a dicumyl phenol compound derived from two of the above alpha-methyl styrene monomers and one of the above phenol monomers.

17. In paragraph 16, A dicumyl phenol compound derived from two of the above alpha-methyl styrene monomers and one of the above phenol monomers is a polymer composition represented by the following chemical formula 7: <Chemical Formula 7> In the above chemical formula 7, R 71 Inland R 73 are independently hydrogen, an alkyl group having 1 to 15 carbon atoms, or an alkenyl group having 2 to 15 carbon atoms, a71 is an integer from 1 to 3, a72 and a73 are independently integers from 1 to 5.

18. In paragraph 16, A polymer composition in which the content of the dicumyl phenol compound derived from the two alpha-methyl styrene monomers and the one phenol monomer is 15 to 60 wt% based on the total weight of the polymer composition.

19. A paint composition comprising a polymer composition according to paragraph 1.

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

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