Polymer composition for coating and coating composition comprising same
A polymer composition using high-purity cardanol and styrene monomers addresses the toxicity issues of conventional diluents, enhancing paint properties and safety in heavy-duty epoxy paints.
Patent Information
- Application Number
- PCT/KR2024/012693
- Authority / Receiving Office
- WO · WO
- Patent Type
- Applications
- Current Assignee / Owner
- Priority Date
- 2024-03-20
- Filing Date
- 2024-08-26
- Publication Date
- 2025-09-25
AI Technical Summary
Conventional diluents for heavy-duty epoxy paints, such as alkyl phenol compounds, are toxic and endocrine disruptors, and their use is being restricted, while there is a growing demand for eco-friendly, bio-based alternatives that improve paint properties like color, drying speed, and impact resistance.
A polymer composition for paints is developed using a cardanol composition with a purity greater than 85%, combined with a styrene-based monomer, reducing toxic impurities and enhancing paint properties.
The polymer composition improves color, drying speed, bending resistance, and impact resistance, while minimizing allergic reactions and environmental hazards, making it suitable for eco-friendly paint formulations.
Smart Images

Figure PCTKR2024012693-APPB-IMG-000001 
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Figure PCTKR2024012693-APPB-IMG-000003
Abstract
Description
Polymer composition for paint and paint composition containing the same
[0001] The present invention relates to a polymer composition for paint 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 renal toxic and endocrine disrupting substances, and their use is currently banned worldwide or their scope of use is gradually being restricted.
[0005] Moreover, the European Chemicals Agency (ECHA) is currently evaluating the potential for alphamethylstyenated phenol, a substance found in phenolic resins, to be classified as a Substance of Very High Concern (SVHC) during its assessment of hazardous substances. Furthermore, customer demand for eco-friendly products is steadily increasing.
[0006] Accordingly, the need to develop new non-reactive diluents using bio-based raw materials is increasing.
[0007] The present invention provides a polymer composition for paints, which is manufactured from bio-based raw materials and is suitable for use in paint compositions. Furthermore, the present invention provides a polymer composition for paints that can improve the color, drying speed, flex resistance, and impact resistance of the paint composition.
[0008] One aspect of the present invention relates to a polymer composition for a paint, comprising a polymer comprising a unit (a) derived from a cardanol composition; and a unit (b) derived from a styrene-based monomer, wherein the purity of the cardanol composition is greater than 85%.
[0009] Another aspect of the present invention relates to a paint composition comprising the polymer composition.
[0010] The polymer composition for paint according to the present invention can have improved color, drying speed, bending resistance, impact resistance and adhesion by including a unit (a) derived from a cardanol composition having a purity of more than 85%.
[0011] In particular, as the purity of the cardanol composition satisfies a purity exceeding 85%, the content of cardol, methyl cardol, and anacardic acid in addition to cardanol in the cardanol composition can be reduced. Accordingly, the content of cardanol included in the cardanol composition is increased, so that the color, drying speed, bending resistance, impact resistance, and adhesive strength of the paint composition can be improved.
[0012] In addition, as the content of cardol, methyl cardol and anacardic acid in the cardanol composition is reduced, allergic skin rash caused by cardol, methyl cardol and anacardic acid can be effectively suppressed.
[0013] Below, various aspects and various implementation examples of the present invention are described in more detail.
[0014]
[0015] 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.
[0016] 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.
[0017]
[0018] Specifically, a polymer composition for a paint according to one aspect of the present invention comprises a polymer comprising a unit (a) derived from a cardanol composition; and a unit (b) derived from a styrene-based monomer, wherein the purity of the cardanol composition may be greater than 85%. For example, the purity of the cardanol composition may refer to the content of cardanol in the cardanol composition.
[0019] For example, when the polymer composition for the paint includes a polymer including a unit (a) derived from a cardanol composition having a purity of more than 85%, the content of cardanol included in the cardanol composition is increased, so that the color, drying speed, bending resistance, impact resistance, and adhesion of the paint composition can be improved.
[0020] In addition, when the purity of the cardanol composition exceeds 85%, the content of cardol, methyl cardol, and anacardic acid, in addition to cardanol, may be reduced. Accordingly, allergic skin rashes caused by cardol, methyl cardol, and anacardic acid, etc., may be effectively suppressed.
[0021] According to one embodiment, the purity of the cardanol composition may be 86% or greater, 88% or greater, 92% or greater, or 95% or greater. For example, as the purity of the cardanol composition increases, the content of cardanol contained in the cardanol composition increases, and accordingly, a paint composition comprising a polymer composition for paint prepared from the cardanol composition may have improved color, drying speed, bending resistance, impact resistance, and adhesion.
[0022] According to one embodiment, the cardanol composition may further include, in addition to cardanol, a cardol-based compound and anacardic acid. For example, the cardol-based compound may include cardol or methyl cardol.
[0023] Cardol
[0024]
[0025] Methyl cardol
[0026]
[0027] Anacardic acid
[0028]
[0029] Among the above cardol, methyl cardol and anacardic acid, -C 15 H 25~31- Silver -C 15 H 31 , -C 15 H29 , -C 15 H 27 or -C 15 H 25 It could be.
[0030]
[0031] According to one embodiment, the content of the cardol-based compound in the cardanol composition may be less than 15 wt% based on the total weight of the cardanol composition. For example, when the content of the cardol-based compound satisfies the above range, the purity of cardanol in the cardanol composition increases, and thus a paint composition including a polymer composition for paint prepared therefrom may have improved color, drying speed, bending resistance, impact resistance, and adhesive strength.
[0032] For example, the content of the cardol-based compound in the cardanol composition may be less than 13 wt%, less than 11 wt%, less than 9 wt%, less than 7 wt%, or less than 5 wt% based on the total weight of the cardanol composition.
[0033] According to one embodiment, the content of anacardic acid in the cardanol composition may be less than 1 wt% based on the total weight of the cardanol composition. For example, the content of anacardic acid in the cardanol composition may be less than 1 wt%, less than 0.5 wt%, or less than 0.1 wt% based on the total weight of the cardanol composition. For example, when the content of anacardic acid in the cardanol composition satisfies the above range, the purity of cardanol in the cardanol composition is increased, and a paint composition including a polymer composition for paint prepared therefrom not only has improved color, drying speed, bending resistance, impact resistance, and adhesion, but also can prevent allergic dermatitis that may occur when anacardic acid comes into contact with the skin.
[0034] According to one embodiment, the weight average molecular weight (Mw) of the cardanol composition may be from 400 g / mol to 600 g / mol, and the number average molecular weight (Mn) of the cardanol composition may be from 400 g / mol to 600 g / mol. For example, the weight average molecular weight (Mw) of the cardanol composition may be from 400 g / mol to 550 g / mol or from 450 g / mol to 550 g / mol. For example, the number average molecular weight (Mn) of the cardanol composition may be from 400 g / mol to 550 g / mol or from 450 g / mol to 550 g / mol.
[0035] According to one embodiment, the weight ratio of the unit (a) derived from the cardanol composition to the unit (b) derived from the styrenic monomer in the polymer may be 1:15 to 15:1. For example, when the weight ratio of the unit (a) derived from the cardanol composition to the unit (b) derived from the styrenic monomer in the polymer satisfies the above range, the purity of cardanol in the cardanol composition is increased, and thus, a paint composition comprising the polymer composition for paint prepared therefrom may have improved color, drying speed, bending resistance, impact resistance, and adhesion. For example, when the weight ratio of the unit (a) derived from the cardanol composition to the unit (b) derived from the styrenic monomer in the polymer satisfies the above range, the -OH ratio in the polymer is increased, and thus, a paint composition comprising the polymer composition for paint may have improved drying speed.
[0036] According to one embodiment, the molar ratio of the unit (a) derived from the cardanol composition to the unit (b) derived from the styrene monomer in the polymer may be 1:12 to 12:1, 1:10 to 10:1, 1:7 to 7:1, 1:5 to 5:1, or 1:3 to 3:1.
[0037] For example, the molar ratio of the unit (a) derived from the cardanol composition to the unit (b) derived from the styrene-based monomer in the polymer may be 1:1 to 12:1, 3:1 to 12:1, 5:1 to 12:1, 1:1 to 10:1, 1:1 to 7:1, or 1:1 to 5:1. For example, when the molar ratio of the unit (a) derived from the cardanol composition to the unit (b) derived from the styrene-based monomer satisfies the above range, the drying speed may be increased because the -OH content increases.
[0038] According to one embodiment, the cardanol composition may include a compound represented by the following chemical formula 1.
[0039] <Chemical Formula 1>
[0040]
[0041] In the above chemical formula 1,
[0042] R1 may be an alkyl group having 12 to 18 carbon atoms, an alkenyl group having 12 to 18 carbon atoms, a dienyl group having 12 to 18 carbon atoms, or a trienyl group having 12 to 18 carbon atoms.
[0043] For example, in the above chemical formula 1, R1 may be an alkenyl group having 14 to 16 carbon atoms, a dienyl group having 14 to 16 carbon atoms, or a trienyl group having 14 to 16 carbon atoms.
[0044] According to one embodiment, in the chemical formula 1, R1 may be pentadecanyl, pentadecenyl, pentadeca-di-enyl, or pentadeca-tri-enyl.
[0045] For example, in the above chemical formula 1, R1 is -C 15 H 31 , -C15 H 29 , -C 15 H 27 or -C 15 H 25 It could be.
[0046]
[0047] According to one embodiment, the styrene monomer may be represented by the following chemical formula 2.
[0048] <Chemical Formula 2>
[0049]
[0050] In the above chemical formula 2,
[0051] R2 is hydrogen or an alkyl group having 1 to 15 carbon atoms.
[0052] According to one embodiment, in the above chemical formula 2, R2 may be hydrogen, a methyl group, an ethyl group, or a propyl group. For example, in the above chemical formula 2, R2 may be hydrogen or a methyl group.
[0053] According to one embodiment, the styrenic monomer may include styrene, alphamethylstyrene, or a combination thereof.
[0054] According to one embodiment, the polymer comprising a unit (a) derived from the cardanol composition and a unit (b) derived from the styrene monomer may be represented by the following chemical formula 3.
[0055] <Chemical Formula 3>
[0056]
[0057] In the above chemical formula 3,
[0058] R1 is an alkyl group having 12 to 18 carbon atoms, an alkenyl group having 12 to 18 carbon atoms, a dienyl group having 12 to 18 carbon atoms, or a trienyl group having 12 to 18 carbon atoms, R2 is hydrogen or an alkyl group having 1 to 15 carbon atoms, and n is an integer of 1 to 4.
[0059] In the above chemical formula 3, the description of R1 and R2 may refer to the description of R1 and R2 in the above chemical formula 1 and the above chemical formula 2.
[0060] For example, when n is 1, the polymer may contain one substituent in the square brackets, when n is 2, the polymer may contain two substituents in the square brackets, when n is 3, the polymer may contain three substituents in the square brackets, and when n is 4, the polymer may contain four substituents in the square brackets.
[0061] According to one embodiment, n in the chemical formula 3 may be an integer of 1 or 2.
[0062] According to one embodiment, the polymer may include a first compound represented by the following chemical formula 3-1, a second compound represented by the following chemical formula 3-2, or a combination thereof.
[0063] <Chemical Formula 3-1>
[0064]
[0065] <Chemical Formula 3-2>
[0066]
[0067] Among the above chemical formulas 3-1 and 3-2,
[0068] R 11is an alkyl group having 12 to 18 carbon atoms, an alkenyl group having 12 to 18 carbon atoms, a dienyl group having 12 to 18 carbon atoms, or a trienyl group having 12 to 18 carbon atoms,
[0069] R 21 and R 22 are independently hydrogen or an alkyl group having 1 to 15 carbon atoms.
[0070] Among the above chemical formulas 3-1 and 3-2, R 11 For a description of R1, see the description of R1 in this specification. 21 and R 22 For a description, please refer to the description of R2 in this specification.
[0071] According to one embodiment, the ratio of the number of moles of the first compound to the number of moles of the second compound in the polymer may be 0.1 to 10.
[0072] For example, the ratio of the number of moles of the first compound to the number of moles of the second compound in the polymer may be 0.2 to 10, 0.3 to 10, 0.5 to 10, 0.1 to 5, 0.1 to 3, 0.1 to 2, or 0.5 to 2.
[0073] According to one embodiment, the viscosity of the polymer composition may be 40 to 1,000 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 40 to 850 cps, 40 to 800 cps, 40 to 700 cps, 40 to 600 cps, 40 to 500 cps, or 50 to 500 cps.
[0074] 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 3.8 or less, 3.7 or less, or 3.6 or less. For example, by using two or more catalysts together during the preparation process of the polymer composition, the Gardner color value range can be more easily satisfied. For example, the two or more catalysts may include a phosphoric acid-based catalyst and a boron trifluoride-based catalyst. For example, the two or more catalysts may include phosphoric acid and boron trifluoride phenolate.
[0075] According to one embodiment, the weight average molecular weight (Mw) of the polymer composition may be from 500 g / mol to 1000 g / mol, and the number average molecular weight (Mn) of the polymer composition may be from 400 g / mol to 800 g / mol.
[0076] For example, the weight average molecular weight (Mw) of the polymer composition may be 500 to 900 g / mol, 500 to 800 g / mol, 500 to 750 g / mol, or 540 to 750 g / mol.
[0077] For example, the number average molecular weight (Mn) of the polymer composition may be 400 to 700 g / mol, 400 to 650 g / mol, or 410 to 640 g / mol.
[0078] 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.
[0079]
[0080] Another aspect of the present invention provides a paint composition comprising the polymer composition for paint.
[0081] 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.
[0082] 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.
[0083] According to one embodiment, the paint composition may further comprise a pigment, a solvent or an additive.
[0084] 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).
[0085] 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).
[0086] 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.
[0087] 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.
[0088]
[0089] 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.
[0090]
[0091] Example 1
[0092] 750 g (2.505 mol) of a cardanol composition and 400 g of xylene were placed in a four-necked flask equipped with a stirrer, condenser, and thermometer, and the temperature was raised to 50°C. The cardanol composition used had a purity of 96%, a viscosity of 48 cps, a color of 2.2 (G), a weight-average molecular weight (Mw) of 516 g / eq, and a number-average molecular weight (Mn) of 512 g / eq. In addition, the content of cardol compounds in the cardanol composition was 4 wt% with respect to the total weight of the cardanol composition.
[0093] 5.9 g of phosphoric acid was added and stirred for 20 minutes, then 7.87 g of boron trifluoride phenolate was added and stirred for 20 minutes. 296 g (2.505 mol) of alphamethylstyrene was added dropwise at 50°C for 4 hours, and then aged for 1 hour.
[0094] After the reaction was completed, 321 g of water was added, the temperature was raised to 60°C, and the mixture was stirred for 30 minutes. After 20 minutes of standing, water separation was performed to remove the lower layer. This process was repeated twice for washing, and the washing process was performed until the final lower layer pH was 5.5-7.5.
[0095] To remove the solvent, degassing was performed at a temperature of 175°C and a pressure of less than 40 torr, thereby preparing a polymer composition for paint.
[0096]
[0097] Examples 2 to 12 and Comparative Example 1
[0098] A polymer composition for paint was prepared in the same manner as in Example 1, except that the purity and amount of the cardanol composition and the type and amount of the styrene monomer were changed as shown in Table 1 below.
[0099]
[0100] Determination of purity of cardanol composition
[0101] The purity of the cardanol compositions used in Examples 1 to 12 and Comparative Example 1 was analyzed using a GC-MS (Agilent 7890B / 5977B) analyzer under the following conditions. (Cardanol / Cardol content analysis) The measurement results are shown in Table 1 below.
[0102] - Stationary Phase: Agilent DB-5MS (30 mx 250 um x 0.25 um) (Part No. 122-5532)
[0103] - Mobile Phase: He, 1 ml / min
[0104] -Temp. Program: Rate 10℃ / min, Temp.(℃) 80~320, Hold: 10min(320℃)
[0105] - Total: 34 min
[0106] - Injection: 280℃, 1.0 ul (Split Ratio 20 : 1)
[0107] - Detector: MS Scan (30~550 m / z)
[0108] - Sample: 1.0 wt% in Acetone (filtered with 0.45um pore sized PTFE syringe filter)
[0109] Cardanol CompositionStyrene MonomerCardanol Content (Purity)Cardol ContentAnacadic Acid ContentInputTypeInputExample 196 wt%4 wt%0 wt%750g(2.505mol)AMS296g(2.505mol)Example 294 wt%6 wt%0 wt%750g(2.505mol)AMS296g(2.505mol)Example 392 wt%8 wt%0 wt%750g(2.505mol)AMS296g(2.505mol)Example 488 wt%12 wt%0 wt%750g(2.505mol)AMS296g(2.505mol)Example 596 wt% 4 wt% 0 wt% 1125 g (3.7575 mol) AMS 148 g (1.2525 mol) Example 696 wt% 4 wt% 0 wt% 375 g (1.2525 mol) AMS 444 g (3.7575 mol) Example 796 wt% 4 wt% 0 wt% 1875 g (6.2625 mol) AMS 148 g (1.2525 mol) Example 896 wt% 4 wt% 0 wt% 375 g (1.2525 mol) AMS 740 g (6.2625 mol) Example 996 wt% 4 wt% 0 wt% 3750 g (12.525 mol) AMS 148 g (1.2525 mol) Example 1096 wt% 4 wt% 0 wt% 375 g (1.2525 mol) AMS 1480 g (12.525 mol) Example 1196 wt% 4 wt% 0 wt% 750 g (2.505 mol) SM 296 g (2.505 mol) Example 1296 wt% 4 wt% 0 wt% 750 g (2.505 mol) AMS+SM (1:1) 296 g (2.505 mol) Example 1387 wt% 12 wt% 1 wt% 750 g (2.505 mol) AMS 296 g (2.505 mol) Comparative Example 185 wt% 15 wt% 0 wt% 750 g (2.505 mol) AMS 296 g (2.505 mol) Comparative Example 284 wt% 15 wt% 1 wt% 750 g (2.505 mol) AMS 296 g (2.505 mol)
[0110] Evaluation Example 1
[0111] The viscosity, Gardner color, weight average molecular weight (Mw), and number average molecular weight (Mn) of the polymer compositions for paints prepared according to Examples 1 to 13 and Comparative Examples 1 to 2 were measured and are listed in Table 2 below.
[0112] Viscosity of the resin was measured using a Brookfield viscometer. A spindle appropriate for the viscosity of the resin was selected, installed in the Brookfield viscometer, and the liquid resin was maintained at 25°C in a constant temperature bath before viscosity measurement.
[0113] Gardner color was measured using a color meter according to ASTM D1544.
[0114] Weight-average molecular weight (Mw), number-average molecular weight (Mn), and PDI 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. 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.
[0115]
[0116] Viscosity (cps@25℃) Gardner Color (#G) Weight Average (g / mol) Number Average (g / mol) Example 1762.6542427 Example 2902.9558441 Example 31343.3581471 Example 43303.7651598 Example 5823.9575483 Example 63193.2639584 Example 7743.7562476 Example 85933.0743644 Example 9623.5561479 Example 107022.6851709 Example 114673.2726635 Example 123172.9647597 Example 134223.9693614Comparative Example 19357.81125799Comparative Example 210938.31278893
[0117]
[0118] Referring to Table 2, the polymer compositions for paints according to Examples 1 to 12 satisfied a Gardner chromaticity of 4 or less, making it easier to realize the color of the paint composition.
[0119]
[0120] Evaluation Example 2. Evaluation of paint composition
[0121] Formation of a film
[0122] Liquid paints were prepared using the polymer compositions for paints of Examples 1 to 12 and Comparative Example 1 as a diluent, and a coating film was formed.
[0123] 284 g of liquid bisphenol-A type epoxy resin (KE-8128, commercially available from Kolon Industries), 28.4 g of the polymer composition for paint prepared according to Example 1, 42 g of xylene, and 10 g of MIBK were placed in a circular plastic container and stirred.
[0124] The polymer compositions for paints prepared according to Examples 2 to 12 and Comparative Example 1 were each placed in a circular plastic container together with bisphenol-A type epoxy resin, xylene, and MIBK, and stirred, in the same manner as the polymer composition for paint prepared according to Example 1.
[0125] 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.
[0126] 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.
[0127] 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.
[0128]
[0129] (1) Mixed viscosity: The KU viscosity of the liquid paint was measured using a KU viscosity meter. The measurement results are shown in Table 3 below.
[0130] (2) Drying speed (ASTM D5895): The drying speed was determined by observing the shape recorded on the painted surface over time using an automatic drying speed measuring device. The average time from the start to the end of the film fixation drying (Stage 2) is shown in Table 3 below.
[0131] (3) Adhesion (ASTM D4541, Dolly test): After attaching Dolly to each of the above coating surfaces, the force required to detach Dolly was measured using a portable adhesion tester. The measurement results are shown in Table 3 below.
[0132] (4) Flexural adhesion (flexural resistance) (ASTM E643, Erichsen Cupping test): When each coating film was subjected to gradual deformation by indentation (pressing and pushing), the cracking resistance and peeling resistance from the metal substrate were evaluated. The measurement results are shown in Table 3 below. The measurement results are shown in Table 3 below.
[0133] (5) 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 3 below.
[0134] (6) Content resistance and acid / alkali resistance: Xylene, 5% sulfuric acid solution, and 5% caustic soda were dropped on each drawing 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.
[0135] Mixed viscosity (KU) Drying speed (min, 25℃) Adhesion (Mpa) Flexural resistance (mm) Impact resistance (1000N*mm) Chemical resistance Solvent resistance Acid / base Example 1 1115.156 15.73 7.76 5098 / 8 Example 2 1115.85 66 5.717.56 5098 / 8 Example 3 1116.65 78 5.707.16 0098 / 8 Example 4 119.55 98 5.68 7.35 0098 / 8 Example 5 115.55 45 5.737.45 0098 / 8 Example 6 119.86 035.65 7.55 0098 / 8 Example 7115.25215.757.250098 / 8Example 8120.46095.607.750098 / 8Example 9114.64795.777.050098 / 8Example 10121.16725.517.250098 / 8Example 11117.85485.967.465098 / 8Example 12116.65595.777.565098 / 8Example 13121.46155.426.440087 / 7Comparative Example 1122.86205.685.345077 / 7Comparative Example 2124.96455.195.240066 / 6
[0136]
[0137] As shown in Table 3 above, the paint composition including the polymer composition for paint according to the example has excellent viscosity and drying speed, and the adhesive strength, bending resistance, impact resistance, and chemical resistance of the produced coating film are improved.
[0138] 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.
[0139]
[0140] 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 unit (a) derived from a cardanol composition; and A polymer comprising a unit (b) derived from a styrene monomer, A polymer composition for paint, wherein the purity of the above cardanol composition is greater than 85%.
2. In paragraph 1, A polymer composition for a paint, wherein the content of the cardol compound in the above cardanol composition is less than 15% by weight based on the total weight of the cardanol composition.
3. In paragraph 1, A polymer composition for a paint, wherein the content of anacardic acid in the above cardanol composition is less than 1 wt% based on the total weight of the above cardanol composition.
4. In paragraph 1, The weight average molecular weight (Mw) of the above cardanol composition is 400 g / mol to 600 g / mol, A polymer composition for paint, wherein the number average molecular weight (Mn) of the above cardanol composition is 400 g / mol to 600 g / mol.
5. In paragraph 1, A polymer composition for a paint, wherein the molar ratio of the unit (a) derived from the cardanol composition to the unit (b) derived from the styrene monomer among the polymers is 1:15 to 15:
1.
6. In paragraph 1, The above cardanol composition is a polymer composition for paint, comprising a compound represented by the following chemical formula 1: <Chemical Formula 1> In the above chemical formula 1, R1 may be an alkyl group having 12 to 18 carbon atoms, an alkenyl group having 12 to 18 carbon atoms, a dienyl group having 12 to 18 carbon atoms, or a trienyl group having 12 to 18 carbon atoms.
7. In paragraph 6, In the above chemical formula 1, A polymer for paint, wherein the above R1 is pentadecanyl, pentadecenyl, pentadeca-di-enyl or pentadeca-tri-enyl.
8. In paragraph 1, The above styrene monomer is a polymer composition for paint represented by the following chemical formula 2: <Chemical Formula 2> In the above chemical formula 2, R2 is hydrogen or an alkyl group having 1 to 15 carbon atoms.
9. In paragraph 1, A polymer composition for a paint, wherein the styrene-based monomer comprises styrene, alphamethylstyrene or a combination thereof.
10. In paragraph 1, The polymer is a polymer composition for paint represented by the following chemical formula 3: <Chemical Formula 3> In the above chemical formula 3, R1 is an alkyl group having 12 to 18 carbon atoms, an alkenyl group having 12 to 18 carbon atoms, a dienyl group having 12 to 18 carbon atoms, or a trienyl group having 12 to 18 carbon atoms, R2 is hydrogen or an alkyl group having 1 to 15 carbon atoms, n is an integer from 1 to 4.
11. In paragraph 10, In the above chemical formula 3, A polymer composition for paint, wherein n is an integer of 1 or 2.
12. In paragraph 1, The polymer composition for paint comprises a first compound represented by the following chemical formula 3-1, a second compound represented by the following chemical formula 3-2, or a combination thereof: <Chemical Formula 3-1> <Chemical Formula 3-2> Among the above chemical formulas 3-1 and 3-2, R 11 is an alkyl group having 12 to 18 carbon atoms, an alkenyl group having 12 to 18 carbon atoms, a dienyl group having 12 to 18 carbon atoms, or a trienyl group having 12 to 18 carbon atoms, R 21 and R 22 are independently hydrogen or an alkyl group having 1 to 15 carbon atoms.
13. In paragraph 12, A polymer composition for paint, wherein the ratio of the mole number of the first compound to the mole number of the second compound among the polymers is 0.1 to 10.
14. In paragraph 1, A polymer composition for paint, wherein the viscosity of the polymer composition is 40 to 1,000 cps.
15. In paragraph 1, A polymer composition for paint, wherein the Gardner color index of the polymer composition is 4 or less.
16. In paragraph 1, The weight average molecular weight (Mw) of the above polymer composition is 500 g / mol to 1000 g / mol, A polymer composition for paint, wherein the number average molecular weight (Mn) of the polymer composition is 400 g / mol to 800 g / mol.
17. In paragraph 1, The above polymer composition is a polymer composition for epoxy paint, a polymer composition for paint.
18. A paint composition comprising a polymer composition for paint according to paragraph 1.
19. In paragraph 18, A paint composition further comprising an epoxy polymer.
20. In paragraph 19, A paint composition wherein the above epoxy polymer is a bisphenol-A type epoxy polymer.
Citation Information
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