KR102348386B1 - Coating Composition With Good Printabiity And Coating Film Using The Same - Google Patents
Coating Composition With Good Printabiity And Coating Film Using The Same Download PDFInfo
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- KR102348386B1 KR102348386B1 KR1020200001102A KR20200001102A KR102348386B1 KR 102348386 B1 KR102348386 B1 KR 102348386B1 KR 1020200001102 A KR1020200001102 A KR 1020200001102A KR 20200001102 A KR20200001102 A KR 20200001102A KR 102348386 B1 KR102348386 B1 KR 102348386B1
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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
- C09D183/00—Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Coating compositions based on derivatives of such polymers
- C09D183/04—Polysiloxanes
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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
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
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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
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
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Abstract
본원발명은 도포성이 우수한 코팅 조성물에 관한 것이며, 보다 상세하게는 폴리디메틸실록산계 화합물, 에톡시기를 갖는 표면 침투 성분, 슬립제, 커플링제, 내열성 향상제 및 용매를 함유하는 코팅막의 발수성, 내열성을 가지면서도 도포성이 우수한 코팅 조성물에 관한 것이다.The present invention relates to a coating composition having excellent applicability, and more particularly, water repellency and heat resistance of a coating film containing a polydimethylsiloxane compound, a surface penetrating component having an ethoxy group, a slip agent, a coupling agent, a heat resistance improver and a solvent. It relates to a coating composition having excellent applicability while having it.
Description
본원발명은 도포성이 우수한 코팅 조성물에 관한 것이며, 보다 상세하게는 코팅막의 발수성, 내열성을 가지면서도 도포성이 우수한 코팅 조성물에 관한 것이다.The present invention relates to a coating composition having excellent applicability, and more particularly, to a coating composition having excellent applicability while having water repellency and heat resistance of a coating film.
자동차 유리나 금속의 표면에 대한 오염을 방지하기 위해 여러가지 대책이 논의되어 왔다. 자동차 유리나 금속의 표면은 먼지, 연소부가물, 등으로 쉽게 오염될 수 있다. 따라서, 자동차 유리나 금속의 표면을 왁스로 코팅하여 본체의 오염을 예방하거나, 발수처리함으로써, 본체의 물이 물품의 표면과 접촉시 물방울을 형성하여 표면 아래로 굴러 떨어짐으로써, 물 속의오염물 성분이 접착하는 것을 어렵게 하는 방법이 사용되어 왔다.이와 관련하여 물품의 표면을 코팅하는 방법으로서, 하기와 같은 기술들이 알려져 있다. Various countermeasures have been discussed to prevent contamination on the surface of automobile glass or metal. The surface of automobile glass or metal can be easily contaminated with dust, combustion products, and the like. Therefore, by coating the surface of automobile glass or metal with wax to prevent contamination of the body or by water-repellent treatment, when the water of the body comes into contact with the surface of the article, it forms water droplets and rolls down the surface, so that the contaminant component in the water is adhered A method of making it difficult to do has been used. In this regard, as a method for coating the surface of an article, the following techniques are known.
관련기술 1(한국공개특허공보 10-2005-0084617)에 의하면, 폴리실라잔 함유 코팅액은 Si-H 결합을 갖는 폴리실라잔, 희석 용매, 촉매 예를 들면 4,4'-트리메틸렌비스(1-메틸피페리딘) 0.1 내지 10%를 사용하여 피막을형성하는 기술이 알려져 있다.According to Related Art 1 (Korean Patent Application Laid-Open No. 10-2005-0084617), the coating solution containing polysilazane is polysilazane having a Si-H bond, a diluent solvent, and a catalyst such as 4,4'-trimethylenebis (1 -Methylpiperidine) A technique for forming a film using 0.1 to 10% is known.
관련기술 2(한국공개특허공보 10-2009-0019226)에 의하면, 표면 보호용 유리막을 형성하기 위해서, 폴리실라잔을 코팅하고, 경화처리하는 단계를 통하여 유리막을 형성하는 기술이 알려져 있다.According to Related Art 2 (Korean Patent Application Laid-Open No. 10-2009-0019226), in order to form a glass film for surface protection, a technique for forming a glass film by coating polysilazane and curing it is known.
관련기술 3(한국공개특허공보 10-2005-0100412)에 의하면, 아미노 실리콘을 포함하는 조성물로 피막을 형성하는 방법에 있어서, 높은 접촉각을 실현하는 기술이 알려져 있다.According to Related Art 3 (Korean Patent Application Laid-Open No. 10-2005-0100412), in a method for forming a film using a composition containing amino silicone, a technique for realizing a high contact angle is known.
관련기술 4(한국공개특허공보 10-2014-0040634)에 의하면, 실리콘계 코팅제와 불소 변성 폴리실라잔을 조합하여 차량을 도장하는 표면용 코팅제에 있어서, 알루미늄계 촉매제를 사용하는 기술이 알려져 있다.According to Related Art 4 (Korean Patent Application Laid-Open No. 10-2014-0040634), a technique using an aluminum-based catalyst is known in a surface coating agent for painting a vehicle by combining a silicone-based coating agent and fluorine-modified polysilazane.
관련기술 5(한국공개특허공보 10-2009-0004546)에 의하면, 액상 실리콘 고무 코팅제 조성물에 있어서, 오르가노폴리실록산, 부가 반응 촉매 등을 사용하여 경화된 코팅층을 형성하는 기술이 알려져 있다.According to Related Art 5 (Korean Patent Publication No. 10-2009-0004546), in a liquid silicone rubber coating composition, a technique for forming a cured coating layer using organopolysiloxane, an addition reaction catalyst, or the like is known.
상기 관련기술 1 내지 5에 의하면, 발수성, 표면보호층 등을 강화하는 것에 대하여 개시되어 있으나, 균일한 코팅성을 얻을 수 없는 단점이 있다. 따라서, 숙력된 기술자가 아니면 코팅시에 균일하게 코팅막이 도포되지 않아서 얼룩이 생기는 단점이 있고 이에 대한 해결책이 요구되고 있다. According to the related arts 1 to 5, although it is disclosed for strengthening the water repellency, the surface protective layer, etc., there is a disadvantage that a uniform coating property cannot be obtained. Accordingly, there is a disadvantage in that the coating film is not uniformly applied during coating, causing stains, and a solution for this is required.
본 발명은 폴리디메틸실록산계 화합물, 에톡시기를 갖는 표면 침투 성분, 슬립제, 커플링제, 내열성 향상제 및 용매를 함유하는 도포성이 우수한 코팅 조성물 및 이를 사용한 코팅막을 제공하는 것을 목적으로 하며, 보다 상세하게는 코팅막의 발수성, 내열성을 가지면서도 도포성이 우수하여 넓은 영역에 균일하게 코팅될 수 있는 코팅 조성물 및 이를 사용한 코팅막을 제공하는 것을 목적으로 한다. An object of the present invention is to provide a coating composition having excellent applicability and a coating film using the same, comprising a polydimethylsiloxane-based compound, a surface penetration component having an ethoxy group, a slip agent, a coupling agent, a heat resistance improving agent and a solvent, and more detailed An object of the present invention is to provide a coating composition that can be uniformly coated over a wide area with excellent applicability while having water repellency and heat resistance of the coating film, and a coating film using the same.
본 발명의 일 실시형태는, 폴리디메틸실록산계 화합물, 에톡시기를 갖는 표면 침투 성분, 슬립제, 커플링제, 내열성 향상제 및 용매를 함유하는 도포성이 우수한 코팅 조성물을 제공한다. One embodiment of the present invention provides a coating composition excellent in applicability comprising a polydimethylsiloxane-based compound, a surface penetrating component having an ethoxy group, a slip agent, a coupling agent, a heat resistance improving agent, and a solvent.
여기서, 폴리디메틸실록산계 화합물 15중량% 내지 30중량%, 에톡시기를 갖는 표면 침투 성분 5중량% 내지 15중량%, 슬립제 5 내지 10중량%, 커플링제 5 내지 10중량%, 내열성 향상제 3 내지 10중량% 및 용매를 함유하는 것을 특징으로 한다. Here, 15 wt% to 30 wt% of a polydimethylsiloxane compound, 5 wt% to 15 wt% of a surface penetrating component having an ethoxy group, 5 to 10 wt% of a slip agent, 5 to 10 wt% of a coupling agent, 3 to heat resistance improving agent It is characterized in that it contains 10% by weight and a solvent.
상기 폴리디메틸실록산계 화합물은 하기 화학식 1로 표시되는 것을 특징으로 한다. The polydimethylsiloxane-based compound is characterized in that it is represented by the following formula (1).
(여기서, n은 1 내지 5의 정수이며, R1, R2는 수소원자, -NH2, -O-CH3에서 선택되는 어느 하나이되, R1, R2 모두가 수소원자인 경우를 제외한다)(Here, n is an integer of 1 to 5, and R1 and R2 are any one selected from a hydrogen atom, -NH2, and -O-CH3, except when both R1 and R2 are hydrogen atoms)
본 발명의 일 실시형태는, 도포성이 우수한 코팅 조성물을 기재에 도포하여 얻어지는 코팅막에 있어서, 상기 기재는 금속, 유리, 목재, 세라믹, 시멘트 등에서 선택된 어느 하나이며, 코팅되는 막의 두께가 0.1 내지 5μm인 것을 특징으로 하는 코팅막을 제공한다.In one embodiment of the present invention, in the coating film obtained by applying a coating composition having excellent applicability to a substrate, the substrate is any one selected from metal, glass, wood, ceramic, cement, etc., and the thickness of the coated film is 0.1 to 5 μm It provides a coating film, characterized in that.
본 발명의 도포성이 우수한 코팅 조성물 및 이를 사용한 코팅막에 의하면, 코팅막의 발수성, 내열성을 가지면서도 넓은 영역에 균일한 도포가 가능하다. According to the coating composition having excellent applicability of the present invention and a coating film using the same, uniform application over a wide area is possible while having water repellency and heat resistance of the coating film.
이하 본 발명의 바람직한 실시예를 상세하게 설명한다. 본 명세서 및 특허청구범위에 사용된 용어나 단어는 통상적이거나 사전적 의미로 한정되어 해석되지 아니하며, 본 발명의 기술적 사항에 부합하는 의미와 개념으로 해석되어야 한다.Hereinafter, preferred embodiments of the present invention will be described in detail. The terms or words used in the present specification and claims are not limited to a conventional or dictionary meaning, but should be interpreted as meanings and concepts consistent with the technical matters of the present invention.
본 명세서에 기재된 실시예는 본 발명의 바람직한 실시예이며, 본 발명의 기술적 사상을 모두 대변하는 것이 아니므로, 본 출원 시점에서 이들을 대체할 수 있는 다양한 균등물과 변형예들이 있을 수 있다.The embodiments described herein are preferred embodiments of the present invention, and do not represent all of the technical spirit of the present invention, and there may be various equivalents and modifications that can be substituted for them at the time of the present application.
본 발명의 도포성이 우수한 코팅 조성물은 폴리디메틸실록산계 화합물, 에톡시기를 갖는 표면 침투 성분, 슬립제, 커플링제, 내열성 향상제 및 용매를 함유할 수 있다. The coating composition having excellent applicability of the present invention may contain a polydimethylsiloxane-based compound, a surface penetration component having an ethoxy group, a slip agent, a coupling agent, a heat resistance improver, and a solvent.
폴리디메틸실록산계 화합물 15중량% 내지 30중량%, 에톡시기를 갖는 표면 침투 성분 5중량% 내지 15중량%, 슬립제 5 내지 10중량%, 커플링제 5 내지 10중량%, 내열성 향상제 3 내지 10중량% 및 용매 20 내지 60중량%를 바람직하게 함유할 수 있다.15% to 30% by weight of a polydimethylsiloxane compound, 5% to 15% by weight of a surface penetrating component having an ethoxy group, 5 to 10% by weight of a slip agent, 5 to 10% by weight of a coupling agent, 3 to 10% by weight of a heat resistance improving agent % and 20 to 60% by weight of a solvent.
폴리디메틸실록산계 화합물은 하기 화학식 1로 표시되는 화합물을 사용할 수 있다. As the polydimethylsiloxane-based compound, a compound represented by the following Chemical Formula 1 may be used.
[화학식 1][Formula 1]
여기서, n은 1 내지 5의 정수이며, R1, R2는 수소원자, -NH2, -O-CH3에서 선택되는 어느 하나이되, R1, R2 모두가 수소원자인 경우를 제외한다. 더욱 바람직하게는 R1는 -NH2, R2는 -O-CH3을 나타낸다. R1는 -NH2, R2는 -O-CH3를 사용하면, 발수성과 함께 도포성이 향상되는 효과를 갖는다. Here, n is an integer of 1 to 5, and R1 and R2 are any one selected from a hydrogen atom, -NH2, and -O-CH3, except when both R1 and R2 are hydrogen atoms. More preferably, R1 represents -NH2 and R2 represents -O-CH3. When R1 is -NH2 and R2 is -O-CH3, water repellency and coatability are improved.
에톡시기를 갖는 표면 침투 성분으로서, 모노에톡시기, 디에톡시기, 트리에톡시기를 갖는 화합물을 사용할 수 있다. 표면 침투 성분이라는 것은 유리, 금속 등의 기재에 코팅 조성물을 코팅할 때, 표면의 미세한 부분까지 단시간에 코팅 조성물이 퍼질 수 있도록 하는 성분을 의미하며, 균일한 도포성을 향상시키는 효과가 있다. 특히, 트리에톡시기를 갖는 화합물을 사용하는 경우, 균일한 도포성에 더욱 바람직하다. 트리에톡시기를 갖는 화합물의 예로서, 하기 화학식 2의 화합물을 사용할 수 있다.As the surface penetration component having an ethoxy group, a compound having a monoethoxy group, a diethoxy group, or a triethoxy group can be used. When the coating composition is coated on a substrate such as glass or metal, the surface penetration component refers to a component that allows the coating composition to spread to the minute parts of the surface in a short time, and has the effect of improving uniform applicability. In particular, when a compound having a triethoxy group is used, uniform applicability is more preferable. As an example of the compound having a triethoxy group, a compound represented by the following formula (2) may be used.
[화학식 2] [Formula 2]
여기서, m, l, k 및 n은 1 내지 7의 정수이다. 더욱 바람직하게는 하기 화학식 2-1의 화합물을 사용할 수 있다. Here, m, l, k and n are integers from 1 to 7. More preferably, a compound of the following formula 2-1 may be used.
[화학식 2-1] [Formula 2-1]
폴리디메틸실록산계 화합물, 에톡시기를 갖는 표면 침투 성분, 내열성 향상제와 기재의 접착력을 높이기 위하여 커플링제를 사용할 수 있다. 바람직한 커플링제로서는 하기 화학식 3의 화합물을 사용할 수 있다.A polydimethylsiloxane-based compound, a surface penetrating component having an ethoxy group, a heat resistance improving agent, and a coupling agent may be used to increase adhesion between the substrate and the substrate. As a preferred coupling agent, a compound represented by the following formula (3) can be used.
[화학식 3][Formula 3]
여기서, l, k 및 n은 0 내지 3의 정수이며, R3은 하기 연결기의 어느 하나다. Here, l, k and n are integers from 0 to 3, and R3 is any one of the following linking groups.
폴리디메틸실록산계 화합물, 에톡시기를 갖는 표면 침투 성분, 내열성 향상제와 기재의 접착력을 높이기 위하여 커플링제로서 하기 화학식 3-1의 화합물이 가장 바람직하다. In order to increase the adhesion between the polydimethylsiloxane-based compound, the surface penetration component having an ethoxy group, and the heat resistance improving agent and the substrate, the compound of Formula 3-1 below is most preferred as the coupling agent.
[화학식 3-1][Formula 3-1]
코팅 조성물이 기재에 더욱 퍼질 수 있게 하는 슬립성 부여제로서 폴리디메틸실록산계 화합물을 사용할 수 있다. 예를 들어, 하기 화학식 4의 화합물의 폴리디메틸실록산계 화합물을 사용할 수 있다. A polydimethylsiloxane-based compound may be used as a slip property imparting agent that allows the coating composition to be further spread on the substrate. For example, a polydimethylsiloxane-based compound represented by the following Chemical Formula 4 may be used.
[화학식 4][Formula 4]
여기서, n은 1 내지 3의 정수이다. Here, n is an integer of 1 to 3.
내열성 향상제로서 석유수지(Petroleum Resins)를 사용할 수 있다. 석유수지는 나프타(naphtha) 분해에서 생성된 혼합물 중에서 C5 및 C9으로 구성된 올레핀 성분을 분리하여 정제하고, 이를 원료로 활용하여 열 또는 촉매를 통해 중합·제조할 수 있다. Petroleum Resins can be used as heat resistance improvers. Petroleum resin can be purified by separating and purifying the olefin component composed of C5 and C9 from the mixture generated from naphtha cracking, and using it as a raw material to polymerize and manufacture through heat or catalyst.
코팅 조성물에 촉매 1중량% 내지 3중량%를 추가로 함유할 수 있다. The coating composition may further contain 1% to 3% by weight of a catalyst.
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용매로서, 코팅 조성물을 용해시킬 수 있는 용매를 함유하여 이루어진다. (1) 방향족 화합물 용매로서, 벤젠, 톨루엔, 자일렌, 에틸벤젠, 디에틸벤젠, 트리메틸벤젠, 트리에틸벤젠 등, (2) 탄화수소 화합물 용매로서, n-펜탄, i-펜탄, n-헥산, i-헥산, n-헵탄, i-헵탄, n-옥탄, i-옥탄, n-노난, i-노난, n-데칸, i-데칸 등, (3) 지환식 탄화수소 화합물 용매로서, 에틸시클로헥산, 메틸시클로헥산, 시클로헥산, 시클로헥센, p-멘탄, 데카하이드로나프탈렌, 디펜텐, 리모넨 등, (4) 에테르류, 예를 들어 디프로필에테르, 디부틸에테르, 디에틸에테르, 메틸터셔리부틸에테르, 아니솔 등, (e)케톤류 용매로서, 메틸이소부틸케톤 등을 사용할 수 있다. As the solvent, a solvent capable of dissolving the coating composition is contained. (1) as an aromatic compound solvent, benzene, toluene, xylene, ethylbenzene, diethylbenzene, trimethylbenzene, triethylbenzene, etc., (2) as a hydrocarbon compound solvent, n-pentane, i-pentane, n-hexane; i-hexane, n-heptane, i-heptane, n-octane, i-octane, n-nonane, i-nonane, n-decane, i-decane, etc., (3) alicyclic hydrocarbon compound As a solvent, ethylcyclohexane , methylcyclohexane, cyclohexane, cyclohexene, p-mentane, decahydronaphthalene, dipentene, limonene, etc., (4) ethers such as dipropyl ether, dibutyl ether, diethyl ether, methyl tert-butyl Ether, anisole, etc., (e) ketones As a solvent, methyl isobutyl ketone etc. can be used.
본원발명에 적용될 수 있는 기재는 금속, 유리, 목재, 세라믹, 시멘트 등에서 선택된 어느 하나일 수 있다. 기재의 용도로서는 자동차, 기차, 비행기, 자전거, 오토바이 등 본체, 휠, 유리창에 사용할 수 있고, 주택의 내외장재, 화장실, 부엌, 세면실, 욕조 등에서 물과 함께 사용되는 제품 등에 사용할 수 있다. The substrate applicable to the present invention may be any one selected from metal, glass, wood, ceramic, cement, and the like. As a substrate, it can be used for automobiles, trains, airplanes, bicycles, motorcycles, body parts, wheels, and windows, and can be used for interior and exterior materials of houses, toilets, kitchens, washrooms, bathtubs, etc. used with water.
코팅되는 막의 두께가 0.1 내지 5μm인 것을 사용할 수 있고, 사용하는 용도에 따라 용매의 양을 조절하여 적절하게 두께를 조절할 수 있다. A film having a thickness of 0.1 to 5 μm to be coated may be used, and the thickness may be appropriately adjusted by adjusting the amount of the solvent according to the intended use.
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Claims (4)
상기 폴리디메틸실록산계 화합물은 하기 화학식 1로 표시되며,
상기 에톡시기를 갖는 표면 침투 성분은 트리에톡시기를 갖는 화합물인 도포성이 우수한 코팅 조성물을 기재에 도포하여 얻어지는 코팅막에 있어서, 상기 기재는 금속이며, 코팅되는 막의 두께가 0.1 내지 5μm인 것을 특징으로 하는 코팅막.
[화학식 1]
(여기서, n은 1 내지 5의 정수이며, R1, R2는 수소원자, -NH2, -O-CH3에서 선택되는 어느 하나이되, R1, R2 모두가 수소원자인 경우를 제외한다)15% to 30% by weight of a polydimethylsiloxane compound, 5% to 15% by weight of a surface penetration component having an ethoxy group, 5 to 10% by weight of a slip property imparting agent, 5 to 10% by weight of a coupling agent, 3 to a heat resistance improving agent 10% by weight and 20 to 60% by weight of a solvent,
The polydimethylsiloxane-based compound is represented by the following formula (1),
The surface penetrating component having an ethoxy group is a coating film obtained by applying a coating composition excellent in applicability, which is a compound having a triethoxy group, to a substrate, wherein the substrate is a metal, and the thickness of the coated film is 0.1 to 5 μm coating film with
[Formula 1]
(Here, n is an integer of 1 to 5, and R1 and R2 are any one selected from a hydrogen atom, -NH2, and -O-CH3, except when both R1 and R2 are hydrogen atoms)
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