WO2021015339A1 - 고내식성 수용성 방청 코팅액 - Google Patents
고내식성 수용성 방청 코팅액 Download PDFInfo
- Publication number
- WO2021015339A1 WO2021015339A1 PCT/KR2019/009165 KR2019009165W WO2021015339A1 WO 2021015339 A1 WO2021015339 A1 WO 2021015339A1 KR 2019009165 W KR2019009165 W KR 2019009165W WO 2021015339 A1 WO2021015339 A1 WO 2021015339A1
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- Prior art keywords
- water
- soluble
- weight
- epoxy
- acrylic resin
- Prior art date
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—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 a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
- C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F290/00—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups
- C08F290/08—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups on to polymers modified by introduction of unsaturated side groups
- C08F290/14—Polymers provided for in subclass C08G
-
- 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
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
- C08G59/40—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the curing agents used
- C08G59/42—Polycarboxylic acids; Anhydrides, halides or low molecular weight esters thereof
-
- 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
-
- 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
- C09D4/06—Organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond in combination with a macromolecular compound other than an unsaturated polymer of groups C09D159/00 - C09D187/00
-
- 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
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/08—Anti-corrosive paints
- C09D5/10—Anti-corrosive paints containing metal dust
-
- 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
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
-
- 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
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
- C09D7/60—Additives non-macromolecular
- C09D7/61—Additives non-macromolecular inorganic
Definitions
- the present invention relates to a highly corrosion-resistant water-soluble rust-preventing coating solution, and more specifically, to a highly corrosion-resistant water-soluble rust-preventing coating solution prepared by mixing zinc flakes with an acrylic resin.
- Coatings made of metal especially ships, automobiles, bridges, offshore structures, etc., require corrosion protection performance in addition to the various functions mentioned above.
- steel which is most often used as a structural material, is easily oxidized in an atmospheric environment containing moisture, causing corrosion, and failure to suppress corrosion may shorten the product's service life and cause safety problems. Therefore, proper corrosion Prevention methods are required and are being studied by many scientists, but perfect corrosion prevention technologies have been developed and cannot be applied.
- Corrosion prevention mechanisms of organic coatings used to prevent corrosion of metals can be largely divided into three.
- the first mechanism is a barrier mechanism that blocks the penetration of moisture or oxygen, which can cause corrosion of metals by organic coating materials or pigments added to the coating.
- the second mechanism is an adhesion mechanism.
- the coating layer In order for moisture and oxygen that penetrated into the coating layer to react with the metal, the coating layer must be different from the metal surface. At this time, if the adhesion between the coating layer and the metal surface is excellent, corrosion of the metal does not occur.
- water-soluble products have the advantage of a pleasant and safe working environment because they are less harmful to humans, fire hazards, and odors, and their usefulness is that they can prevent loosening of heat-treated products and save utility because the hardening conditions are much lower than those of water-soluble products. There is this.
- Oil-soluble products have lower curing conditions than water-soluble, but organic solvents such as solvent PMA (Propylene glycol monomethyl ether acetate) are used as the main solvent, so there is a high risk of fire due to high volatile organic compounds, and organic solvents are more expensive than deionized water. As a result, it becomes a factor in increasing product prices.
- organic solvents such as solvent PMA (Propylene glycol monomethyl ether acetate) are used as the main solvent, so there is a high risk of fire due to high volatile organic compounds, and organic solvents are more expensive than deionized water. As a result, it becomes a factor in increasing product prices.
- oxides of rare earth metals such as molybdenum, tungsten, zirconium, lanthanum, cerium, neodymium, and yttrium are mainly used to develop environmentally friendly rust inhibitors.
- most of these are very expensive and insoluble in water, so to use as a water-soluble anticorrosive agent, not only a separate process such as completely dissolving with a special method is required, but also the price itself is quite unstable due to the centralization of the market.
- a water-soluble anti-rust coating composition comprising: an acrylic resin; Zinc flake; Aluminum flakes; Dispersant; Antirust additives; Water-soluble solvent or ionized water; Surface modifiers; And a pH adjusting agent,
- the acrylic resin condensation polymerizes an unsaturated fatty acid and an epoxy resin silane so as to consist of a molecular chain constituting a polybasic acid, a polyhydric alcohol, and an epoxy condensation polymerization structure, and a molecular side chain constituting a polyhydric alcohol condensation polymerization structure of an unsaturated fatty acid and silane,
- a water-soluble polybasic acid is added to react to introduce a water-soluble polybasic acid to the molecular side chain to produce a water-soluble epoxy and an alkyd resin intermediate, and the water-soluble epoxy and an alkyd resin intermediate in a temperature range of 60 to 160°C. It provides a water-soluble anti-rust coating liquid composition produced by polymerization reaction with at least one radically reactive acrylic monomer.
- a water-soluble anti-rust coating liquid composition in which the radically reactable acrylic monomer includes methyl methacrylate.
- the acrylic resin is 10% by weight of methyl methacrylate, 30% by weight of N-butyl methacrylate, 3% by weight of water-soluble epoxy, 10% by weight of water-soluble alkyd resin, 1.5 It provides a water-soluble rust-preventing coating liquid composition consisting of silane (methacrylic propyl trimethoxysilane Dow Chemical 6030) and the remaining water-soluble solvent, neutralizing agent, and other components by weight.
- binders in the technical field to which the present invention belongs are mostly composed of inorganic substances such as organic titanate, organic silicate, and organic zirconium by sol-gel, but the highly corrosion-resistant water-soluble anti-rust coating composition according to the present invention includes metal flakes ( By determining the composition ratio by developing and grafting a water-dispersible acrylic resin suitable for zinc-aluminum flake), corrosion resistance can be greatly improved compared to the prior art.
- acrylic water-dispersible resin is synthesized in the presence of acid and ammonia or amine is added to adjust the pH
- stability of the resin, water resistance, and adhesion to corrosion-resistant materials are not organic-inorganic hybrid components, but organic binders, metal flakes, and other additives. Since it is composed of ingredients, it is a material with advantages such as stability of liquid and prolongation of life.
- the polybasic acid is isophthalic acid, dimethylisophthalic acid, tertiary butyl isophthalic acid, phthalic anhydride, methyltetrahydrophthalic anhydride, methylhexahydrophthalic anhydride, 1,4-cyclohexanedicarboxylic acid, adipic acid, terephthalic acid, sebacic acid , Azelaic acid, hymic acid, trimellitic acid, dimethylolpropionic acid, benzoic acid, succinic acid, and preferably at least one selected from the group consisting of succinic anhydride.
- the polyhydric alcohol is neopentyl glycol, diethylene glycol, dipropylene glycol, propylene glycol, ethylene glycol, 1,6-hexanediol, hexylene glycol, pentanediol, 1,3-butylene glycol, 1,4- It is preferably at least one selected from the group consisting of butylene glycol, glycerin, triethylene glycol, pentaerythritol, trimethylolpropane, trimethylolethane, and 1,4-cyclohexanedimethanol.
- the unsaturated fatty acid is preferably at least one selected from the group consisting of soybean oil fatty acid, dehydrated castor oil fatty acid, linseed oil fatty acid, tall oil fatty acid, tung oil fatty acid, saflower oil fatty acid, and sunflower oil fatty acid.
- the epoxy resin as having a multifunctional water-soluble skeleton, a specific gravity of 1.25 to 1.30, a water solubility ratio of 40 to 95%, it is preferable to select one having an epoxy of 185 to 215.
- These epoxy resins increase the crosslinking density by accelerating the curing speed through ether bonds, and have the effect of maximizing high gloss, scratch resistance, corrosion resistance, and adhesion to the adherend.
- additives are added to improve corrosion resistance and water resistance.
- These additives are at least one selected from the group consisting of silanes having amino groups, silanes having epoxy groups, silanes having mercaptan groups, silanes having aryl groups, and silanes having vinyl groups. It is desirable.
- acrylic monomers capable of radical reaction include methyl acrylate, ethyl acrylate, styrene monomer, acrylic acid, methacrylic acid, N-butyl acrylate, N-butyl methacrylate, lauryl methacrylate, and I-butyl methacrylate.
- water-soluble solvent use one or two or more water-soluble solvents such as butyl cellosolve, ethyl cellosolve, N-butanol, methyl cellosolve, methyl ethyl ketone, isopropyl alcohol, glycols, etc. It is desirable to exclude solvents with poor compatibility as much as possible.
- neutralizing agent one or two or more of neutralizing agents such as aqueous ammonia, triethylamine, diethylethanolamine, 2-amino-2-methylpropanol, and dimethylethanolamine may be selected and used.
- water-soluble epoxy and alkyd resin intermediates can be prepared and synthesized according to the present invention, but commercially available products may be used.
- a product having a 1900E epoxy of 160 to 190 of the domestic brand T&L was used as a multifunctional water-soluble epoxy
- NECOWEL 3016E and 750 grade of ASHLAND of the United States were used as the water-based alkyd resin.
- Isopropyl alcohol was added to the water-soluble epoxy and alkyd resin, and the temperature was raised to 90° C. to stabilize, and then an acrylic resin was prepared.
- a monomer is added dropwise at a constant time for 1 to 10 hours to perform a copolymerization reaction.
- An acrylic resin was prepared with 40% by weight of methacrylate, 3% by weight of water-soluble epoxy, 10% by weight of water-soluble alkyd resin, and the remaining water-soluble solvent, neutralizing agent, and other components.
- An acrylic resin was prepared with 40% by weight of a styrene monomer, 3% by weight of a water-soluble epoxy, 10% by weight of a water-soluble alkyd resin, and the remaining water-soluble solvent, neutralizing agent, and other components.
- An acrylic resin was prepared with 40% by weight of N-butyl methacrylate, 3% by weight of a water-soluble epoxy, 10% by weight of a water-soluble alkyd resin, and the remaining water-soluble solvent, neutralizing agent, and other components.
- An acrylic resin was prepared with 40% by weight of N-butyl acrylate, 3% by weight of a water-soluble epoxy, 10% by weight of a water-soluble alkyd resin, and the remaining water-soluble solvent, neutralizing agent, and other components.
- An acrylic resin was prepared with 40% by weight of methacrylic acid, 3% by weight of water-soluble epoxy, 10% by weight of water-soluble alkyd resin, and the remaining water-soluble solvent, neutralizing agent, and other components.
- Acrylic resin was prepared with 10% by weight of methyl methacrylate, 30% by weight of N-butyl methacrylate, 3% by weight of water-soluble epoxy, 10% by weight of water-soluble alkyd resin, and the remaining water-soluble solvent, neutralizing agent, and other components. .
- the dispersant used in the examples below may be an aromatic, amine, or nonionic modified fatty acid derivative that does not contain an alkylphenol ethoxylate.
- a modified polysiloxane may be used as the surface modifier.
- Ammonia or triethanolamine may be used as the pH adjusting agent, through which the pH of the composition may be adjusted within the range of 7 to 9.
- a water-soluble rust-preventing coating solution was prepared with% of a water-soluble solvent or ion water, the remaining surface modifier, and a PH adjuster.
- a water-soluble rust-preventing coating solution was prepared with% of a water-soluble solvent or ion water, the remaining surface modifier, and a PH adjuster.
- a water-soluble rust-preventing coating solution was prepared with% of a water-soluble solvent or ion water, the remaining surface modifier, and a PH adjuster.
- a water-soluble rust-preventing coating solution was prepared with% of a water-soluble solvent or ion water, the remaining surface modifier, and a PH adjuster.
- a water-soluble rust-preventing coating solution was prepared with% of a water-soluble solvent or ion water, the remaining surface modifier, and a PH adjuster.
- a water-soluble rust-preventing coating solution was prepared with% of a water-soluble solvent or ion water, the remaining surface modifier, and a PH adjuster.
- a water-soluble rust-preventing coating solution was prepared with% of a water-soluble solvent or ion water, the remaining surface modifier, and a PH adjuster.
- a water-soluble rust-preventing coating solution was prepared with% of a water-soluble solvent or ion water, the remaining surface modifier, and a PH adjuster.
- a water-soluble rust-preventing coating solution was prepared with% of a water-soluble solvent or ion water, the remaining surface modifier, and a PH adjuster.
- a water-soluble rust-preventing coating solution was prepared with% of a water-soluble solvent or ion water, the remaining surface modifier, and a PH adjuster.
- a water-soluble rust-preventing coating solution was prepared with% of a water-soluble solvent or ion water, the remaining surface modifier, and a PH adjuster.
- the evaluated method is as follows.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Inorganic Chemistry (AREA)
- Paints Or Removers (AREA)
- Preventing Corrosion Or Incrustation Of Metals (AREA)
Abstract
Description
부착성 | 광택성 | 내수성 | 내식성 | 경도 | 내충격성 | 비고 | |
비교예 1 | X | O | △ | △ | H | △ | |
비교예 2 | O | X | O | △ | HB | X | |
비교예 3 | X | O | O | △ | H | O | |
비교예 4 | O | X | X | X | F-H | X | |
비교예 5 | △ | O | X | X | HB | X | |
비교예 6 | △ | O | O | △ | H | O | |
실시예 1 | O | O | O | O | 2H | O | |
실시예 2 | △ | O | △ | △ | H | △ | |
실시예 3 | O | X | △ | △ | HB | O | |
실시예 4 | △ | △ | O | △ | H | △ | |
실시예 5 | O | O | O | △ | H | O |
Claims (3)
- 수용성 방청코팅액 조성물로서,아크릴 수지;아연 플레이크;알루미늄 플레이크;분산제;방청 첨가제;수용성 용제 또는 이온수;표면 개질제; 및pH 조절제로 이루어지고,상기 아크릴 수지는다염기산, 다가알코올 및 에폭시가 축중합한 구조를 이루는 분자쇄와 다가알코올에 불포화 지방산 및 실란이 축중합된 구조를 이루는 분자측쇄로 이루어지도록 불포화 지방산 및 에폭시 수지 실란을 축중합시키고,상기 축중합 반응물을 냉각시킨 후 수용성인 다염기산을 부가 반응시켜 상기 분자측쇄에 수용성이 다염기산을 도입하여 수용성 에폭시, 알키드 수지 중간체를 생성하고,상기 수용성 에폭시, 알키드 수지 중간체를 60~160℃ 온도 범위에서 라디칼 반응 가능한 아크릴 모노머 1종 이상과 중합 반응시킴으로써 생성되는,수용성 방청코팅액 조성물.
- 제 1 항에 있어서,상기 라디칼 반응 가능한 아크릴 모노머가 메틸메타크릴레이트를 포함하는,수용성 방청코팅액 조성물.
- 제 1 항 또는 제 2 항에 있어서,상기 아크릴 수지가,10 중량%의 메틸메타크릴레이트, 30 중량%의 N-부틸메타크릴레이트, 3 중량%의 수용성 에폭시, 10 중량%의 수용성 알키드 수지, 1.5 중량%의 실란(메타크릴 프로필 트리메톡시실란 다우케미칼 6030) 및 나머지의 수용성 용제, 중화제, 기타 성분으로 이루어지는,수용성 방청코팅액 조성물.
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KR20040058499A (ko) * | 2002-12-27 | 2004-07-05 | 주식회사 디피아이 | 에폭시 에스테르를 포함하는 아크릴 변성 알키드 수지조성물 및 이의 제조 방법 |
KR20140094383A (ko) * | 2013-01-22 | 2014-07-30 | 한국엔오에프메탈코팅스 주식회사 | 수계 도료 조성물을 이용한 방청 복합 피막의 형성방법 |
KR20160050644A (ko) * | 2014-10-30 | 2016-05-11 | 애경화학 주식회사 | 내식성이 우수한 수용성 에폭시, 알키드 하이브리드 아크릴 수지 및 그 제조방법 |
KR20170099205A (ko) * | 2016-02-23 | 2017-08-31 | 이태용 | 방청용 도료 조성물 |
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2019
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KR20040030213A (ko) * | 2002-05-30 | 2004-04-09 | 간사이 페인트 가부시키가이샤 | 도료 조성물 |
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KR20160050644A (ko) * | 2014-10-30 | 2016-05-11 | 애경화학 주식회사 | 내식성이 우수한 수용성 에폭시, 알키드 하이브리드 아크릴 수지 및 그 제조방법 |
KR20170099205A (ko) * | 2016-02-23 | 2017-08-31 | 이태용 | 방청용 도료 조성물 |
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