KR20110120477A - Polyester resin with an excellent visual clarity and paint composition for pcm comprising the same - Google Patents
Polyester resin with an excellent visual clarity and paint composition for pcm comprising the same Download PDFInfo
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- KR20110120477A KR20110120477A KR1020100039905A KR20100039905A KR20110120477A KR 20110120477 A KR20110120477 A KR 20110120477A KR 1020100039905 A KR1020100039905 A KR 1020100039905A KR 20100039905 A KR20100039905 A KR 20100039905A KR 20110120477 A KR20110120477 A KR 20110120477A
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
- C08G63/12—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/78—Preparation processes
- C08G63/82—Preparation processes characterised by the catalyst used
- C08G63/85—Germanium, tin, lead, arsenic, antimony, bismuth, titanium, zirconium, hafnium, vanadium, niobium, tantalum, or compounds thereof
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D167/00—Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers
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- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Paints Or Removers (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Polyesters Or Polycarbonates (AREA)
Abstract
The present invention relates to a polyester resin for PCM and a coating composition for PCM (Pre coated metal) containing the same. The polyester resin for PCM according to the present invention is prepared to polymerize a polyhydric acid and a polyhydric alcohol to include a hydroxyl group, and when applied to a coating composition, physical properties such as visual sensibility, hardness, flexibility, solvent resistance, etc. are excellently improved.
Description
The present invention is a gloss top clear polyester resin for PCM home appliance printing which has excellent bending property, mechanical property and chemical resistance and good visual clarity, and contains it together with auxiliary resins, curing agents, curing accelerators, additives and solvents. It relates to a coating composition for PCM.
The demand for high glossiness / high gloss at the high gloss level is increasing in home appliance print products coated with PCM gravure offset method. As home appliances increase not only as simple white appliances, but also as interior interior roles, home appliances with delicate processing, excellent hardness and chemical resistance, which are basic properties of PCM appliances, have various patterns / colorful colors / beautiful appearances. Development of clear paint applied to printing products has been in progress.
The conventional gloss clear for printing for home appliances used a polyester resin with a number average molecular weight of 10,000 to 25,000 in order to exhibit excellent processability. Accordingly, an excellent coating film was obtained, but there was a disadvantage in that it did not exhibit a beautiful appearance and excellent sensibility. There was a limit to the brilliant color due to the fine yellowing.
Accordingly, the present inventors obtain a polyester resin by polymerizing at an appropriate molecular weight using a crystalline polyhydric acid and a polyhydric alcohol that do not include an alkyl group, and together with a curing agent and a solvent having an appropriate curing rate and a curing agent of a good sensibility and processability, It mix | blended and manufactured the coating composition for PCM. PCM paint according to the present invention exhibits high gloss, high hardness and improved flexibility without scattering at various angles when light penetrates into the coating.
Accordingly, the present invention provides a polyester resin for PCM, which is prepared by polymerizing a polyhydric acid and a polyhydric alcohol.
The present invention also provides a coating composition for PCM that exhibits lightness, high hardness, flexibility and solvent resistance by containing the polyester resin.
Polyester main resin for PCM according to the present invention
(i) polymerizing a mixture of at least one organic acid monomer selected from a bifunctional or higher carboxylic acid or a derivative thereof as a crystalline raw material and at least one alcohol monomer selected from a difunctional or higher alcohol to a hydroxyl value of 10 to 60 mg KOH / g. Preparing a semicrystalline prepolymer having an acid value of 20 to 70 mg KOH / g and a number average molecular weight in the range of 1500 to 2500;
(ii) the prepolymer was polymerized with a trifunctional or higher polyhydric alcohol to have 1.5 to 3 reactive groups, a hydroxyl value of 70 to 150 mg KOH / g, an acid value of 0 to 10 mg KOH / g, and a number average molecular weight of 2000 to 8000. It is obtained by preparing a branched polymer of which the sex is offset.
In step (ii), the crystallinity of the semicrystalline prepolymer is canceled out by using a trifunctional or higher polyhydric alcohol. The polyester resin for PCM of this invention obtained by this is designed so that a crosslinking density may become high when used for manufacture of coating material.
When preparing a coating composition using the polyester resin for PCM according to the present invention, a low molecular weight, high (high) molecular weight obtained by polymerizing an aliphatic raw material trimethylolpropane, 1,6-hexanediol, adipic acid, etc. in an oligomer form The polyester oligomer auxiliary resin of the hydroxyl value can be added at an appropriate ratio. In this way, the visual sensibility, scratch resistance, and coating film resilience of the coating composition can be improved.
In addition, the present invention includes a coating composition for PCM containing two kinds of the polyester resin for PCM (main resin and auxiliary resin). PCM paint according to the invention is 45 to 75 parts by weight of polyester main resin having a hydroxyl functional group, 1 to 15 parts by weight of polyester oligomer auxiliary resin, 3 to 20 parts by weight of curing agent, 0.3 to 4 parts by weight of curing accelerator, additive 2 It is a home appliance transparent coating composition containing -15 weight part and 10-25 weight part of organic solvents.
Hereinafter, the composition and manufacturing steps of the resin used in the present invention will be described in more detail.
First, the semicrystalline prepolymer will be described. The prepolymer is prepared from a mixture of one or more selected from 5 to 12 carbon-divalent aromatic, aliphatic or cycloaliphatic carboxyl monomers, and one or more selected from 2 to 12 carbon atoms-divalent alicyclic or aliphatic alcohols. Preferably, a mixture of 10-30 parts by weight of an alicyclic alcohol having two hydroxyl functional groups and 5-15 parts by weight of an aliphatic alcohol and 25-40 parts by weight of an aromatic carboxyl monomer having two carboxyl groups and an alicyclic carboxyl It is prepared from a mixture comprising 5-25 parts by weight of monomer. Into the reactor equipped with the stirrer, the thermometer, the nitrogen inlet tube, and the cooling device, the carboxyl monomer and the alcohol were added so that the equivalent ratio of alcohol / carboxylic acid was 1.1 to 1.5, and the inert gas was injected to remove condensed water to 220 to 230 ° C. A prepolymer having a siloxane value of 10-60 mg KOH / g and an acid value of 20-70 mg KOH / g is prepared. At this time, a metal-based tin catalyst may be used in an amount of 0.03 to 0.1 parts by weight as the reaction catalyst, and preferably butylchlorotin dihydroxide (pesquete-4101, manufactured by M & T) is used.
Specific examples of usable in the present invention as bifunctional or higher functional carboxylic acids or derivatives thereof include isophthalic acid, terephthalic acid, trimellitic acid, dimethyl terephthalate, dimethyl isophthalate and trimellitic anhydride. Examples of the bifunctional or higher functional aliphatic monomer compound include adipic acid, azaline acid, sebacic acid, succinic acid, glutamic acid, malonic acid, succinic acid, hydrophobic acid, cyclohexanedicarboxylic acid, hexahydrophthalic anhydride, methylhexahydrophthalic anhydride, Methyl tetrahydrophthalic anhydride and a pymal acid are mentioned. Among them, pimal acid, azeline acid, adipic acid and the like are preferably used.
In the preparation of the semi-crystalline prepolymer, the amount of the aromatic raw material in the carboxylic acid or its derivative raw material may be used in an amount of 40 wt% or more and 80 wt% or less based on 100 wt% of the total carboxylic acid or its derivative raw material. When using less than 40% by weight, the hardness of the coating film is lowered and visual sensibility is lowered. When it is used more than 80% by weight, the coating hardness and glass transition temperature may be increased, but the coating film is too hard (Hard), the flexibility of the coating film may be degraded Be careful because this can fall and the sensibility can also be reduced.
Examples of the bifunctional or higher alcohol monomer include alcohols having 2 to 16 carbon atoms, such as ethylene glycol, propylene glycol, trimethylol propane, trimethylol ethane, cyclohexanedimethanol, 1,6-hexanediol, diethylene glycol, dipropylene glycol, tri 1 selected from ethylene glycol, 1,3-butylene glycol, 1,4-butylene glycol, 1,5-pentanediol, ethoxylated bisphenol A, ditrimethylol propane, triethylol propane, glycerin, pentaerythritol More than one species can be used.
In the preparation of semi-crystalline prepolymer, trimethylolpropane, pentaerythritol, triethylolpropane, etc., of trifunctional or higher functional alcohols are used to reduce the crystallinity of the polyester main chain and have a large number of alkyl branches rather than crystalline raw materials. The more the refractive index of the coating film itself is not constant at the time of forming the transparent coating film of the paint, the light is scattered at various angles, thereby preventing the clarity of the coating film.
After preparing the prepolymer, a polyester main resin is prepared by adding trifunctional or higher polyhydric alcohol in an amount of 0.1 to 10 parts by weight to 100 parts by weight of the prepolymer, and removing condensed water to 160 to 230 ° C while injecting an inert gas.
In the polymerization of the prepolymer and the polyfunctional alcohol, the polyfunctional alcohol input amount is determined depending on the hydroxy and acid value of the prepolymer. In general, when less than 0.1 parts by weight of alcohol with respect to 100 parts by weight of the prepolymer may inhibit the hardness and degree of curing of the coating film and because of the crystallinity may be a problem in the compatibility in solvents and coatings and may be a layer separation There is also a problem with the shelf life of the paint. Therefore, in the polymerization with the prepolymer, an alcohol raw material having three or more functional groups should be used.
The polyester main resin for PCM of the present invention obtained by polymerization of a prepolymer and a polyfunctional alcohol has 1.5 to 3 reactive groups at the terminal, a hydroxyl value of 70 to 150 mg KOH / g, an acid value of 0 to 10 mg KOH / g, The number average molecular weight is in the range of 2000 to 8000, and shows high stiffness, high hardness, excellent flexibility and solvent resistance.
On the other hand, the auxiliary resin used in the present invention 30 to 70 parts by weight of a mixture of one or more aliphatic carboxylic acid monomers or more, 40 to 80 parts by weight of a mixture of two or more aliphatic aliphatic alcohols and 0.3 to 0.3 parts of a metallic catalyst It can be obtained by polymerizing 1.0 parts by weight. At this time, it is preferable to adjust the equivalent ratio of alcohol / carboxylic acid to 1.0-3.0. The polyester auxiliary resin according to the present invention is a hydroxy-containing oligomer resin having a hydroxy value of 400 to 500 mg KOH / g, an acid value of 0 to 3 mg KOH / g, and a number average molecular weight in the range of 300 to 600.
Coating composition according to the invention per 100 parts by weight of the total composition
(1) 45 to 75 parts by weight of polyester main resin,
(2) 1 to 15 parts by weight of polyester oligomer auxiliary resin,
(3) 3 to 20 parts by weight of a curing agent,
(4) 0.3 to 4 parts by weight of a curing accelerator,
(5) 2 to 15 parts by weight of an additive, and
(6) The coating composition for PCM containing 10-25 weight part of organic solvents.
In the coating composition according to the present invention, the polyester main resin for PCM is used in the range of 45 to 75 parts by weight. If the amount is less than 45 parts by weight, the processability, sensibility and impact resistance of the coating film are greatly reduced. If the content is more than 75 parts by weight, the solvent resistance and hardness of the coating film are drastically reduced.
In the present invention, a melamine resin is used as the curing agent, and in particular, the melamine resin is preferably used in an amount of 3 to 20 parts by weight based on 100 parts by weight of the total coating composition. If the content is less than 3 parts by weight, the solvent resistance and hardness are sharply lowered, and if it is more than 20 parts by weight, the flexibility of the coating film is rapidly lowered.
As the melamine resin, a methoxy type melamine resin, a butoxy / methoxy mixed melamine resin or an imino melamine resin can be used. Examples of methoxy-type melamine resins on the market include CYMEL-303, CYMEL-327, CYMEL-370 [CYTEC company], BE-370, BE-3717 [BIP company], RESIMINE AQ-717, RESIMINE AQ-730, RESIMINE AQ-747, RESIMINE AQ-7550 [SOLUTIA Corporation], and the like, butoxy / methoxy mixed resins include CYMEL-254, CYMEL-235, CYMEL-1168, CYMEL-1156, CYMEL-1170 [CYTEC Corporation], RESIMINE-751, RESIMINE-755 [SOLUTIA Corporation], etc. As imino-type melamine resin, CYMEL-325, CYMEL-327, CYMEL-328, etc. are mentioned.
The double methoxy type melamine resin is excellent in sensibility and processability, and when imino type melamine resin is used, the hardness is superior to other melamine resins. It is correct to select the type of melamine resin according to the skeleton of the resin backbone, and the polyester resin synthesized according to the present invention uses a polyfunctional alcohol to increase the crosslinking density. It is preferable to use resin. Among them, it is most preferable to use a methoxy melamine resin having a molecular weight of 300 to 1,000 or a mixture thereof. When the imino-type melamine resin is used alone with the polyester resin of the present invention, it may have a high hardness, but the workability is lowered. When the butoxy-type melamine resin is used alone, the compatibility with the polyester resin is lowered. Performance and gloss will fall, and hardness will fall.
The curing accelerator used in the present invention uses sulfonic acid optionally shielded by an amine or epoxy resin as a raw material used to improve the density of the coating film by promoting the curing of polyester resin and melamine, which are main resins. It is used in the amount of 0.3-4 weight part per 100 weight part of coating compositions. If the amount is less than 0.3 parts by weight, the solvent resistance and hardness are drastically decreased. If the amount is more than 4 parts by weight, the flexibility of the coating film is drastically reduced. As the sulfonic acid, p-toluenesulfonic acid, dinonylnaphthalenesulfonic acid, dinonylnaphthalenedisulfonic acid, dodecylbenzenedisulfonic acid may be used. Of these, dinonylnaphthalenesulfonic acid and p-toluenesulfonic acid are preferable.
Examples of commercially available p-toluenesulfonic acid include NACURE 2107 and NACURE 2500. Examples of dodecylbenzenedisulfonic acid include NACURE 5225 and NACURE 5414. Examples of dinonylnaphthalenesulfonic acid include NACURE 1323, NACURE 1419, and NACURE 1557. , NACURE 1953 and the like, and examples of dinonylnaphthalene disulfonic acid include NACURE 3483, NACURE 3327 and the like. In the present invention, the sulfonic acid is a material that can be dissociated by heat, it is more preferable to shield with a shielding material such as amine or epoxy resin.
In the present invention, as an additive, a surface conditioner is used. This is a polyester resin, which is a main resin, and an incompatible polyacrylate type, which controls leveling by adjusting the flow of the paint surface while defoaming or breaking bubbles in the paint. It is preferable to use the surface modifier at 0.5 to 10 parts by weight per 100 parts by weight of the total coating composition. If it is less than 0.5 parts by weight, the defoaming and surface flow of the paint are sharply lowered, resulting in poor appearance of the coating film. This is because the flowability is lowered and the selectivity of the coating film is rapidly lowered.
The additive may include a thixotropic agent in addition to the surface modifier. Usable nitrogen agent may be mentioned aerosil 200, which is preferably used in terms of workability in an amount of 2 to 5 parts by weight per 100 parts by weight of the total coating composition.
The total amount of additives including the surface modifier and the thixotropic agent is 2 to 15 parts by weight per 100 parts by weight of the total coating composition.
In the present invention, the organic solvent may be used within 10 to 25 parts by weight per 100 parts by weight of the total coating composition by mixing one or more of esters, ketones, hydrocarbons, alcohols.
As described above, the polyester resin for PCM of the present invention and the coating composition including the same not only show visual sensibility and excellent hardness, but also improve flexibility and solvent resistance. Applicable to the transparent film of the.
Hereinafter, the effects of the present invention will be described in more detail with reference to Examples and Comparative Examples, but the scope of the present invention is not limited to the following Examples.
Example One
Hydroxyl group contain Semicrystalline Polyester Prepolymer And polyesters using the same Main resin Preparation (A, two stage reaction)
115.7 parts by weight of phthalic anhydride, 134.5 parts by weight of cyclohexanedicarboxylic acid, 129.8 parts by weight of isophthalic acid, 43.3 parts by weight of terephthalic acid, 92.1 parts by weight of ethylene glycol, 214.0 parts by weight of cyclohexanedimethanol and butyl as a metal catalyst as a reaction catalyst. A mixture of 0.3 parts by weight of chlorotin dihydroxide (Phskate-4101, manufactured by M & T) was placed in a four-necked flask equipped with a nitrogen gas pipe and a column, stirrer, thermometer, and heater that became a cooling device. The temperature was gradually increased to 160 ° C. for 1 hour, 180 ° C. for 1 hour, and 200 ° C. for 1 hour to narrow the molecular weight distribution, and to polymerize the reaction until no condensation water was formed while managing the glycol content in the condensation water. In the second reflux reaction, xylene was added at 19.5 parts by weight, and the polymerization reaction was carried out until the acid value became 30 mg KOH / g. The hydroxyl value of this prepolymer has a physical property of 60 mg KOH / g and a number average molecular weight of 1700.
The prepared hydroxyl semicrystalline prepolymer and pentaerythritol were introduced into a four-necked flask at 100 parts by weight to 2 parts by weight, and the temperature was raised to 220 ° C., followed by polymerization until the acid value was 5 mg KOH / g or less. The hydroxyl value of the polyester obtained as a result of the polymerization reaction was 80 mg KOH / g, the acid value was 4 mg KOH / g, having a number average molecular weight of 2200, a nonvolatile content of 65%, and a viscosity of Z-Z1 (25 ° C, Gardner). Confirmed.
Example 2
Hydroxyl group Containing polyester Oligomer Manufacturing (Secondary Resin)
365.3 parts by weight of trimethylolpropane, 321.8 parts by weight of 1,6-hexanediol, 414.5 parts by weight of adipic acid, and 0.5 parts by weight of butylchlorotin dihydroxide of the metal system (Fesket-4101, manufactured by M & T) as a reaction catalyst The mixture of portions was placed in a four-necked flask equipped with a nitrogen gas pipe and a column equipped with a chiller, a stirrer, a thermometer, and a heater. Gradually increase the temperature to 230 ° C to manage the glycol content in the condensed water, polymerize the reaction until the acid value is 3mg KOH / g or less, and then cool to 170 ° C to increase the degree of polymerization, and nitrogen until the acid value is 2mg KOH / g or less. The gas was excessively injected or reacted under reduced pressure at 50-100 mmHg. The hydroxyl value of this polyester was 450 mg KOH / g, the acid value was 1.8 mg KOH / g, and it was confirmed that it had physical properties of the number average molecular weight 390, 100% of non volatile matters, and the viscosity Z1 (25 degreeC, Gardner).
The physical properties regarding the hydroxy value, the acid value, the number average molecular weight, the viscosity, and the nonvolatile content of the polyester resin obtained in the above example are summarized in Table 1 below.
Experimental Example
By using the prepared resins in the composition shown in Table 2 and Table 3 below to prepare a transparent coating for the melamine cured type home PCM printed steel sheet, and then to 18 times (Bar. 12um) on the steel plate coated with the top and top After coating, the mixture was cured at 270 ° C for 43 seconds.
Table 2 shows a coating composition prepared by using a hydroxy group-containing polyester main resin alone, Table 3 shows a coating composition prepared by combining the resin of Example 2 as an auxiliary resin with the main resin of Example 1 It is shown.
The PCM transparent paints of Comparative Examples 1 to 6 and Examples 3 to 5 were cured in 270 ° C. and 43 seconds in a home appliance GI material coated with a top coat and a top coat, and then a specimen was prepared. The physical properties were measured by the following method. And the results are shown in Table 4.
(Circle): Good, (triangle | delta): Fine inferior, Ⅹ: Inferior
As shown in Table 4, the coating composition of Examples 3 to 5 prepared by applying a hydroxy group-containing polyester main resin prepared according to Example 1 of the present invention and the auxiliary resin prepared according to Example 2 The coating compositions of Comparative Examples 1 to 6 showed superior properties in gloss, lightness, hardness and recoverability.
In addition, the auxiliary resin prepared in Example 2 gives excellent resilience to the coating film itself by using only aliphatic raw materials.
The polyester resin for PCM of the present invention has an effect of increasing the visual clarity and gloss of the coating film without introducing scattering at various angles when light penetrates the coating film by introducing a crystalline raw material. In addition, by bonding the trifunctional or higher alcohol to the end of the main chain can increase the degree of curing of the coating film and increase the hardness and solvent resistance. In addition, by adding a secondary resin prepared using only aliphatic carboxylic acid and alcohol raw materials in a constant amount to improve the resilience of the coating film itself. Therefore, the coating composition according to the present invention exhibits an excellent effect in physical properties such as visual clarity, hardness, flexibility, solvent resistance, etc. by appropriately mixing and using a resin exhibiting the above advantages.
Claims (8)
(ii) the prepolymer was polymerized with a trifunctional or higher polyhydric alcohol to have 1.5 to 3 reactive groups, a hydroxyl value of 70 to 150 mg KOH / g, an acid value of 0 to 10 mg KOH / g, and a number average molecular weight of 2000 to 8000. A polyester resin for PCM, characterized in that obtained by producing a branched polymer of the branched (branched) type.
(2) 1 to 15 parts by weight of polyester oligomer auxiliary resin,
(3) 3 to 20 parts by weight of a curing agent,
(4) 0.3 to 4 parts by weight of a curing accelerator,
(5) 2 to 15 parts by weight of the additive, and
(6) The coating composition for PCM containing 10-25 weight part of organic solvents.
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| KR1020100039905A KR101637484B1 (en) | 2010-04-29 | 2010-04-29 | Polyester resin with an excellent visual clarity and paint composition for PCM comprising the same |
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| KR1020100039905A KR101637484B1 (en) | 2010-04-29 | 2010-04-29 | Polyester resin with an excellent visual clarity and paint composition for PCM comprising the same |
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| KR101637484B1 KR101637484B1 (en) | 2016-07-08 |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20200063919A (en) * | 2018-11-28 | 2020-06-05 | 주식회사 케이씨씨 | Curable Coating Composition |
| KR20200106740A (en) * | 2019-03-05 | 2020-09-15 | 주식회사 케이씨씨 | Coating Composition |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR102236171B1 (en) * | 2019-04-08 | 2021-04-05 | 주식회사 케이씨씨 | Coating Composition |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20020055825A (en) * | 2000-12-29 | 2002-07-10 | 정종순 | Process for producing polyester resin for semi gloss or matte powder coating and coating composition |
| KR20030056748A (en) * | 2001-12-28 | 2003-07-04 | 주식회사 금강고려화학 | Resin composition of copolymerized polyester having high weather resistance and its preparation method |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20020055825A (en) * | 2000-12-29 | 2002-07-10 | 정종순 | Process for producing polyester resin for semi gloss or matte powder coating and coating composition |
| KR20030056748A (en) * | 2001-12-28 | 2003-07-04 | 주식회사 금강고려화학 | Resin composition of copolymerized polyester having high weather resistance and its preparation method |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20200063919A (en) * | 2018-11-28 | 2020-06-05 | 주식회사 케이씨씨 | Curable Coating Composition |
| KR20200106740A (en) * | 2019-03-05 | 2020-09-15 | 주식회사 케이씨씨 | Coating Composition |
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| KR101637484B1 (en) | 2016-07-08 |
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