KR20170008656A - Water-soluble polyacryl resin and painting composition for PCM comprising the same - Google Patents
Water-soluble polyacryl resin and painting composition for PCM comprising the same Download PDFInfo
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- KR20170008656A KR20170008656A KR1020150159741A KR20150159741A KR20170008656A KR 20170008656 A KR20170008656 A KR 20170008656A KR 1020150159741 A KR1020150159741 A KR 1020150159741A KR 20150159741 A KR20150159741 A KR 20150159741A KR 20170008656 A KR20170008656 A KR 20170008656A
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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
- C08L33/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- C08L33/04—Homopolymers or copolymers of esters
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
- C08K3/20—Oxides; Hydroxides
- C08K3/22—Oxides; Hydroxides of metals
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/17—Amines; Quaternary ammonium compounds
-
- 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
- C09D133/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
- C09D133/04—Homopolymers or copolymers of esters
- C09D133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
-
- 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
- C09D4/00—Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16
Abstract
Description
The present invention relates to a water-soluble polyacrylic resin composition, a PCM (Pre Coated Metal) coating composition containing the same, and a method of preparing the same. More specifically, the present invention relates to an acrylic polymer polymerized with a monomer containing an acrylate monomer and a carboxyl group, And to a process for preparing the same.
The PCM (Pre-Coated Metal) steel sheet has excellent properties such as workability, hardness, adhesion, chemical resistance, corrosion resistance and the like, and thin film coating and high speed coating can be used. A variety of resins such as acrylic, urethane, epoxy, polyester, silicone, fluorine, and polyvinyl chloride resins may be used in the resin composition for coating the PCM steel sheet, which is generally used due to the properties of the steel sheet after being painted. Most of the paints used are oil-based thermosetting paints. In addition to products requiring special paint properties, polyester-based and epoxy-based paints are mostly used, and paints based on polyester-based resins are the most used.
The following properties are required in the oil-based PCM steel sheet paint. First, mechanical properties such as workability indicating the degree of flexibility after coating, hardness of pencil, adhesion to base or top, and friction resistance; Second, chemical properties such as acid resistance, alkali resistance, solvent resistance, and weather resistance, and excellent workability in which productivity and cost are influenced are required.
The coatings for PCM steel sheet used up to now are predominantly polyester based and epoxy based coatings, and polyester based coatings for PCM steel are particularly excellent in workability and have excellent chemical resistance and workability There is a problem that the adhesion to one or both sides is poor and the scratch resistance is poor. The epoxy-based paint for PCM steel sheet is particularly excellent in adhesiveness to the top or base so that the scratch resistance is excellent, but the workability is worse than that of the polyester paint have.
As described above, all of the oil-based paints including the oil-based PCM steel sheet polyester-based and epoxy-based paints have excellent physical properties, but there is a problem that investment in environment preservation equipment is greatly required. Due to the general nature of oily paints, no solution has been provided for semi-environmental problems. In addition, oily paints including oil-based PCM steel sheet polyester-based and epoxy-based paints require a large investment in facilities for environmental preservation, and there is no solution to counter environmental problems due to the general characteristics of oily paints.
Accordingly, the present inventors have made efforts to develop a water-soluble composition which can replace the conventional oily PCM coating material exhibiting the above-mentioned problems, and as a result, it has been found that an acrylic polymer and a pH adjusting agent polymerized with a monomer containing an acrylate monomer and a carboxyl group The present inventors have found that the water-soluble composition of the present invention can provide better physical properties than conventional oily PCM paints while improving environmental problems.
Accordingly, the present invention provides a water-soluble polyacrylic resin composition comprising an acryl-based polymer and a pH adjusting agent polymerized with a monomer containing an acrylate-based monomer and a carboxyl group, a PCM (Pre Coated Metal) For that purpose.
The present invention is characterized by a water-soluble polyacrylic resin composition comprising an acrylic polymer and a pH adjusting agent polymerized with 1 to 50 parts by weight of a monomer containing a carboxyl group based on 100 parts by weight of an acrylate monomer.
In addition, the polyacrylic resin composition of the present invention is characterized in that the acrylate monomer is an alkyl acrylate having 1 to 18 carbon atoms, an alkyl methacrylate, a cycloalkyl acrylate, a cycloalkyl ethacrylate, an alkoxyalkyl acrylate, Acrylonitrile, methacrylonitrile, and trifluoroethylmethacrylate, and a combination of two or more selected from the group consisting of acrylate esters, hydroxyalkyl acrylates having 2 to 8 carbon atoms, hydroxyalkyl methacrylate esters, acrylonitrile, .
The polyacrylic resin composition of the present invention is characterized in that the monomer containing a carboxyl group is one or a mixture of two or more selected from the group consisting of acrylic acid, methacrylic acid, vinylbenzene acid, itaconic acid, maleic acid, .
In the polyacrylic resin composition of the present invention, the pH adjusting agent may be one or a mixture of two or more selected from an amine compound, ammonia, sodium hydroxide, and potassium hydroxide, and the amine compound may be ethylenediamine, dimethylethanolamine, But are not limited to, ethylamine, diethanolamine, triethanolamine, monoethanolamine, diethylethanolamine, diethylenediamine, monoethylamine, dipropylethanolamine, diethylcyclohexylamine, diethylenetriamine, dioctylamine and dioctyl Aminoethanol, or a mixture of two or more thereof.
In addition, the polyacrylic resin composition of the present invention is characterized in that the acrylic polymer further comprises 1 to 50 parts by weight of a styrene monomer based on 100 parts by weight of the acrylate monomer.
The polyacrylic resin composition of the present invention is characterized in that the acrylic polymer has an acid value of 10 to 100 mg KOH / g, a hydroxyl value of 10 to 100 mg KOH / g, and a weight average molecular weight of 10,000 to 1,000,000.
The pH of the polyacrylic resin composition of the present invention is 8 to 12.
On the other hand, the present invention is further characterized by the PCM paint composition comprising the polyacrylic resin composition, the curing agent and water.
In addition,
100 parts by weight of an acrylate monomer and 1 to 50 parts by weight of a monomer containing a carboxyl group to prepare an acrylic polymer;
Adding a pH adjusting agent to neutralize the acrylic polymer until the pH of the acrylic polymer becomes 8 to 12
The present invention further provides a method for producing a water-soluble polyacrylic resin composition.
Further, according to the present invention,
And mixing the polyacrylic resin composition prepared by the above production method with water to adjust the solid content to 30 to 90%.
The PCM coating composition of the present invention can improve the ease of work environmentally friendly.
In particular, since it can improve and improve both the poor adhesion to the material, which is a problem of existing polyester resin paint, and the lack of workability and the lowering of the requirement, which are problems of existing epoxy resin paint, not only adhesion but also excellent workability and hardness after painting are excellent.
In addition, it is possible to solve problems such as the odor problem of the workplace and the fire risk due to excessive use of the solvent.
Advantages and features of the present invention and methods of achieving them will become apparent with reference to the embodiments described in detail below. The present invention may, however, be embodied in many different forms and should not be construed as being limited to the embodiments set forth herein. Rather, these embodiments are provided so that this disclosure will be thorough and complete, and will fully convey the scope of the invention to those skilled in the art. Is provided to fully convey the scope of the invention to those skilled in the art, and the invention is only defined by the scope of the claims.
Hereinafter, the water-soluble polyacrylic resin composition, the PCM paint composition and the method for producing the same according to preferred embodiments of the present invention will be described in detail as follows.
The water-soluble polyacrylic resin composition of the present invention comprises an acrylic polymer polymerized with 1 to 50 parts by weight of a monomer containing a carboxyl group and a pH adjuster, based on 100 parts by weight of the acrylate monomer.
The acrylate monomer may be an alkyl acrylate having 1 to 18 carbon atoms, an alkyl methacrylate, a cycloalkyl acrylate, a cycloalkyl ethacrylate, an alkoxyalkyl acrylate, an alkoxyalkyl methacrylate ester, A hydroxyalkyl methacrylate ester, acrylonitrile, methacrylonitrile, and trifluoroethyl methacrylate may be used, and a mixture of two or more selected from allyl methacrylate , Methacrylate, ethyl acrylate, 2-ethyl exylacrylate, 2-hydroxyethyl acrylate, 2-hydroxyethyl methacrylate, butyl acrylate and the like can be used.
The monomer containing a carboxyl group may be at least one selected from the group consisting of acrylic acid, methacrylic acid, vinylbenzene acid, itaconic acid, maleic acid, fumaric acid, and anhydrides thereof.
The water-soluble polyacrylic resin composition of the present invention comprises an acryl-based polymer obtained by polymerizing a monomer containing an acrylate monomer and a carboxyl group, wherein 1 to 50 parts by weight of a monomer containing a carboxyl group is added to 100 parts by weight of the acrylate monomer Preferably 5 to 30 parts by weight, more preferably 10 to 20 parts by weight. If the monomer containing the carboxyl group is used in excess of the above range, there is a problem in that the viscosity becomes too large to be a gel during the reaction. If the monomer is used within the above range, there is a problem that it is inferior in adhesion performance and inherent physical properties.
Also, the acrylic polymer may be polymerized in an amount of 1 to 50 parts by weight, preferably 5 to 20 parts by weight, of the styrene monomer based on 100 parts by weight of the acrylate monomer. If the amount of the styrene-based monomer is too large, there is a problem that the bonding strength is lowered when the coating material is produced. When the styrene-based monomer is too small, the degree of curing is too strong. Examples of the styrenic monomer include styrene,? -Methylstyrene,? -Chlorostyrene, p-tert-butylstyrene, p-methylstyrene, p-chlorostyrene, 1,4-dichlorostyrene, dimethyl styrene, and divinyl benzene may be used, but the present invention is not limited thereto.
The water-soluble polyacrylic resin composition of the present invention contains a basic pH adjusting agent to improve the hydrophilicity because the acrylic polymer contains a large amount of carboxyl groups. Examples of the pH adjusting agent include amine compounds, ammonia, sodium hydroxide, and potassium hydroxide Or a mixture of two or more thereof. The amine compound may be at least one selected from the group consisting of ethylenediamine, dimethylethanolamine, triethylamine, diethanolamine, triethanolamine, monoethanolamine, diethylethanolamine, diethylenediamine, monoethylamine, dipropylethanolamine, Hexylamine, diethylenetriamine, dioctylamine, and dioctylaminoethanol, may be used. In the present invention, the degree of neutralization is preferably in the range of 50 to 90% with respect to the total amount of the carboxylic acid, and the pH of the polyacrylic resin composition is preferably neutralized to be 8 to 12, more preferably 9 to 11 However, when the pH is out of the above-mentioned range, the water-solubility becomes poor and the resin outer appearance becomes opaque in an emulsion state, and a lot of bubbles are generated, and the gloss and physical properties of the final coating film are deteriorated.
The monomer containing an acrylate-based monomer and a carboxyl group may be polymerized by an initiator. Examples of the water-soluble initiator include a water-soluble initiator, an oil-soluble initiator, and an oxidation-reduction initiator. Specific examples of the water-soluble initiator include ammonium persulfate, sodium persulfate, potassium persulfate alone, sodium bisulfite, sodium formaldehyde sulfoxyl Rate and the like. As the oil-soluble initiator, t-butyl hydroperoxide, dibutyl peroxide, benzoyl peroxide, benzoyl hydroperoxide, perbenzoic acid, hydrogen peroxide, peracetic acid and the like may be used and may be used alone or in combination with the reducing agent .
The polymerized acrylic polymer exhibits an acid value of 10 to 100 mg KOH / g, a hydroxyl value of 10 to 100 mg KOH / g, and a weight average molecular weight of 10,000 to 1,000,000. Particularly, when the acid value exceeds 100 mg KOH / g, a large amount of bubbles are produced during the production of the coating material, and the workability of the coating film is deteriorated. In addition, the water-dilutable property of the acrylic polymer shows a property of 50% or more.
The polymerized acrylic polymer has surface scratches on the level of an epoxy resin and flexibility of the polyester resin, and exhibits characteristics capable of PCM coating and spray coating.
On the other hand, the PCM coating composition of the present invention comprises the polyacrylic resin composition, the curing agent and water.
The curing agent is preferably a melamine curing agent or a urea curing agent, and is preferably used in an amount ranging from 1 to 30% by weight in the whole coating composition. If the curing agent is used in an amount exceeding the above range, there may be a problem in workability of the coating film and adherence to the substrate. If the curing agent is used in an amount less than the above range, the curing is insufficient and the blocking property is increased and the hardness is lowered.
On the other hand, water is preferably used in a range of 10 to 70% by weight in the whole composition.
In addition, the PCM paint composition may include an inorganic pigment and an organic pigment. As the inorganic pigment, titanium oxide (TiO 2 ) having excellent hiding power and gloss retention ratio may be used. The organic pigments serve to complement physical properties such as corrosion resistance, acid resistance and alkali resistance, and the organic pigments may be, for example, cyanine blue, cyanine green, cyanine yellow, cyanine red, and the like.
The coating composition of the present invention may further contain an additive as needed in order to finely adjust the manufacturing process, the coating process and the physical properties of the coating material. The additives include, for example, acid catalysts, leveling agents, dispersants, defoamers and the like.
Meanwhile, the method for producing a polyacrylic resin composition of the present invention comprises the steps of: 1) polymerizing 100 parts by weight of an acrylate monomer and 1 to 50 parts by weight of a monomer containing a carboxyl group to prepare an acrylic polymer; And 2) neutralizing the pH of the acrylic polymer until the pH of the acrylic polymer is 8-12.
First, an acrylic lake-based monomer and a monomer containing a carboxyl group are diluted, and the mixture is mixed so that the reaction can take place even at a high temperature, and the mixture is polymerized. In the polymerization step, a refluxable condenser is attached, and the condensed water is gradually heated to a temperature of about 100 to 165 DEG C so that the condensed water can flocculate and reflux, and then maintained for about 1 to 2 hours. The monomer may be added for about 2 to 5 hours to synthesize an acrylic polymer.
Next, a pH adjusting agent is added to the polyacrylic resin at a room temperature until the pH of the polyacrylic resin becomes 8 to 12, neutralization is carried out to give a hydrophilic functional group, and the polyacrylic resin is neutralized and titrated to obtain a polyacrylic resin composition.
Further, in order to obtain a water-soluble PCM coating composition, the polyacrylic resin composition is mixed with water to adjust its solid content to 30 to 90%. In this case, it is preferable to use deionized water. If necessary, an acid catalyst, a leveling agent, a dispersant, a defoaming agent, a pigment and the like may be added in the coating composition.
Hereinafter, the present invention will be described in detail with reference to Examples and Experimental Examples. However, the following Examples and Experimental Examples are illustrative of the present invention, and the scope of the present invention is not construed as being limited to the following Examples and Experimental Examples .
Example 1: Preparation of polyacrylic resin composition 1
A thermometer, a condenser, a stirrer, a reflux condenser and a heating device were attached to a 2 liter four-necked flask, and ion-exchanged water (solvent) was added and refluxed. In another flask, 5 g of allyl methacrylate, 25 g of methacrylate, 35 g of ethyl acrylate, 85 g of 2-ethylhexyl acrylate, 130 g of 2-hydroxyethyl acrylate, 130 g of 2-hydroxyethyl methacrylate 35 g of butyl acrylate and 70 g of acrylic acid were mixed with stirring, and then 1.9 g of benzoyl peroxide was added as an initiator and stirred. Then, the mixture was dropped into the flask prepared above for 4 hours, and the polymerization reaction was continued while maintaining the reflux condition.
After completion of the dropwise addition, the mixture was maintained for about 1 hour, and then di-tertiary-butyl peroxide (DTBPO) was dispersed as a post-reaction initiator for 30 minutes to remove residual monomers to obtain an acrylic polymer.
The acrylic polymer had an acid value of 52.9 mg KOH / g, a hydroxyl value of 95.5 mg KOH / g, and a weight average molecular weight of about 500,000.
35 g of diethylethanolamine was added to the acrylic polymer, neutralized at room temperature until the pH reached 10, and diluted with water to prepare a water-soluble polyacrylic resin composition.
Example 2: Production of polyacrylic resin composition 2
Polymerization was carried out in the same manner as in Example 1 except that 30 g of styrene was added to the mixture of monomers to obtain an acrylic polymer.
The acrylic polymer had an acid value of 50.0 mg KOH / g, a hydroxyl value of 89.1 mg KOH / g, and a weight average molecular weight of about 300,000.
35 g of diethylethanolamine was added to the acrylic polymer, neutralized at room temperature until the pH reached 10, and diluted with water to prepare a water-soluble polyacrylic resin composition.
Experimental Example : Identification of Physical Properties of Coating Composition
The resin composition and the other components of the prepared examples were mixed at the weight ratios shown in Table 1 below to prepare a water soluble PCM coating composition.
Note 1) Cymel-303 (trade name) manufactured by CYTEC Co.,
Note 2) p-TSA
Note 3) Twin-4100 (OTCS)
Note 4) A-399
Note 5) ANTITERRA-U (trade name) of BYK,
Note 6) Shepherd's 30C236
Test specimen preparation for coating performance
CR steel sheets or zinc-coated steel sheets were prepared, and then the coating compositions of Production Examples 1 to 4 obtained in Table 1 were respectively applied by bar coater to form undercoat films to prepare test specimens. The thickness of the coating film was 15 ± 7 μm, and the surface temperature of the substrate was 130 ° C.
Evaluation of physical properties of paints
The properties of the coating film formed on the test specimen were tested in the following manner.
1) Processability evaluation: The test was performed according to the method described in NCCA-II-19 ("T" band test method defined by National Coil Coaters Association).
2) Pencil hardness evaluation: The procedure was carried out according to the method described in NCCA-II-12 (Relative Pencil Hardness Evaluation Specified by National Coil Coaters Association).
3) Cross-cut evaluation: The test was carried out according to the method described in NCCA-II-20 (Foundation Test Method Specified by National Coil Coaters Association).
4) Evaluation of boiling water resistance: The coated film was immersed in boiling water for 24 hours, and the degree of change of the coating film was visually determined.
5) Evaluation of adherence to substrate and top coat: The degree of adhesion between the substrate and the top surface was visually judged by scraping with the same force using a coin.
The test result data of the physical properties of the coating film obtained through the above test are shown in Table 2 below.
no crack
no crack
no crack
no crack
As shown in Table 2, it was confirmed that the PCM coating composition of the present invention is excellent in physical properties such as workability, adhesion of hardenability, adhesion and water resistance such as weather resistance, and can effectively satisfy physical properties required in PCM paints.
While the present invention has been described with reference to exemplary embodiments, it is to be understood that the invention is not limited to the disclosed exemplary embodiments, but, on the contrary, is intended to cover various modifications and equivalent arrangements included within the spirit and scope of the appended claims. . Accordingly, the true scope of the present invention should be determined by the following claims.
Claims (11)
A water-soluble polyacrylic resin composition comprising a pH adjusting agent.
The acrylate monomer may be an alkyl acrylate having 1 to 18 carbon atoms, an alkyl methacrylate, a cycloalkyl acrylate, a cycloalkyl ethacrylate, an alkoxyalkyl acrylate, an alkoxyalkyl methacrylate ester, Hydroxyalkyl methacrylate ester, acrylonitrile, methacrylonitrile, and trifluoroethyl methacrylate. The water-soluble polyacrylic resin composition according to claim 1, wherein the water-soluble polyacrylic resin is a water-soluble polyacrylic resin.
Wherein the monomer containing a carboxyl group is one or a mixture of two or more selected from the group consisting of acrylic acid, methacrylic acid, vinylbenzene acid, itaconic acid, maleic acid, fumaric acid and anhydrides thereof.
Wherein the pH adjusting agent is one or a mixture of two or more selected from an amine compound, ammonia, sodium hydroxide, and potassium hydroxide.
The amine compound may be at least one selected from the group consisting of ethylenediamine, dimethylethanolamine, triethylamine, diethanolamine, triethanolamine, monoethanolamine, diethylethanolamine, diethylenediamine, monoethylamine, dipropylethanolamine, diethylcyclohexyl Amine, diethylenetriamine, dioctylamine, and dioctylaminoethanol. The water-soluble polyacrylic resin composition according to claim 1,
Wherein the acrylic polymer further comprises 1 to 50 parts by weight of a styrene monomer based on 100 parts by weight of the acrylate monomer.
Wherein the acrylic polymer has an acid value of 10 to 100 mg KOH / g, a hydroxyl value of 10 to 100 mg KOH / g, and a weight average molecular weight of 10,000 to 1,000,000.
Wherein the pH of the composition is from 8 to 12. < RTI ID = 0.0 > 11. < / RTI >
A hardening agent and water.
Adding a pH adjusting agent to neutralize the acrylic polymer until the pH of the acrylic polymer becomes 8 to 12
Soluble polyacrylic resin composition.
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| KR20150099087 | 2015-07-13 | ||
| KR1020150099087 | 2015-07-13 |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20180101031A (en) * | 2017-03-03 | 2018-09-12 | (주)엘지하우시스 | High gloss coating compoition and films made therefrom |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
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| KR20180101031A (en) * | 2017-03-03 | 2018-09-12 | (주)엘지하우시스 | High gloss coating compoition and films made therefrom |
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