KR20140040634A - Coating agents for use in coating surface of vehicle - Google Patents
Coating agents for use in coating surface of vehicle Download PDFInfo
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- KR20140040634A KR20140040634A KR1020130106551A KR20130106551A KR20140040634A KR 20140040634 A KR20140040634 A KR 20140040634A KR 1020130106551 A KR1020130106551 A KR 1020130106551A KR 20130106551 A KR20130106551 A KR 20130106551A KR 20140040634 A KR20140040634 A KR 20140040634A
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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
- C09D183/02—Polysilicates
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D7/00—Processes, other than flocking, specially adapted for applying liquids or other fluent materials to particular surfaces or for applying particular liquids or other fluent materials
- B05D7/14—Processes, other than flocking, specially adapted for applying liquids or other fluent materials to particular surfaces or for applying particular liquids or other fluent materials to metal, e.g. car bodies
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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
Abstract
Description
자동차 등의 차량, 특히 그 바디 등의 차체, 그 중에서도 그 도장면에의 코팅제에 관한 것이다.The present invention relates to a vehicle such as an automobile, in particular a vehicle body such as a body thereof, and, inter alia, a coating agent on the painted surface thereof.
종래, 차체 표면의 코팅제로서, 습기 경화성 실리콘 올리고머를 주성분으로 하여, 유기 관능기로 변성된 실리콘 오일을 첨가함으로써, 발수성(撥水性) 등 여러 가지의 성능을 향상시킨 계(系)가 자주 이용되고 있다.Conventionally, as a coating agent on the surface of a vehicle body, a system which improves various performances such as water repellency by adding a silicone oil modified with an organic functional group based on a moisture curable silicone oligomer as a main component is frequently used. .
또한, 차체 표면의 코팅제로서, 습기 경화 반응을 이용한 실리콘계의 코팅제나, 폴리실라잔을 습기 경화시키는 것에 의한 경질막, 불소 화합물을 이용한 코팅제를 도장 표면에 형성시키는 방법이 알려져 있다. 이들 종래의 코팅제는, 실리콘 화합물에 의한 발수성이나 불소 화합물에 의한 발유성(撥油性), 퍼히드로폴리실라잔에 유래하는 유리질 피막에 의한 친수성을 나타내는 것으로, 처리면에 뛰어난 윤기나 방오성(防汚性)을 부여할 수 있다.Moreover, as a coating agent of the vehicle body surface, the silicone type coating agent using a moisture hardening reaction, the hard film by moisture-hardening polysilazane, and the method of forming the coating agent using a fluorine compound on a coating surface are known. These conventional coating agents exhibit water repellency by silicone compounds, oil repellency by fluorine compounds, and hydrophilicity by vitreous coatings derived from perhydropolysilazane. Sex can be given.
특허문헌 1에 의하면, 상온에서 경화성이고, 프라이머 없이 기재(基材) 표면에 강고한 피막을 형성하고, 그 피막은 발수발유성, 이형성(離型性) 등의 양호한 성능을 장기간에 걸쳐서 유지하는 표면 처리제로서 유용한 퍼플루오로폴리에테르 변성 폴리실라잔이 제공되고 있다.According to Patent Literature 1, it is curable at room temperature and forms a firm film on the surface of a base material without a primer, and the film maintains good performance such as water / oil repellency and mold release property for a long time. Perfluoropolyether modified polysilazanes useful as surface treatment agents are provided.
특허문헌 2에 의하면, 내오염성, 닦아내어 제거하기 쉬운 성질, 내찰상성, 발수성 등의 성능을 가지고, 이들의 성능이 장기간에 지속되는 특정한 함불소실라잔 화합물의 경화물로 이루어지는 반사방지막을 제공하는 것, 및 이것을 지지 기재상에 가지며, 동일한 성능을 가지는 광학 부재를 제공하기 위해서, 이산화규소계 무기층을 가지는 단층 구조 또는 복층 구조의 반사 방지층과 표면층으로서 형성된 오염방지층으로 이루어지는 반사방지막으로서, 상기 오염 방지층이 특정의 함불소실라잔 화합물의 경화물로 이루어지는 것을 특징으로 하는 반사방지막, 및 이 반사방지막을 지지 기재상에 가지는 광학 부재가, 개시되어 있다.Patent Literature 2 provides an antireflection film comprising a cured product of a specific fluorinated silazane compound having performances such as stain resistance, easy to wipe off, scratch resistance, and water repellency, and their performance lasting for a long time. And an antireflection film composed of an antireflection layer having a single layer structure or a multilayer structure having a silicon dioxide-based inorganic layer and an antifouling layer formed as a surface layer, in order to provide an optical member having the same performance on the supporting substrate. An antireflection film characterized in that the prevention layer consists of a cured product of a specific fluorinated silazane compound, and an optical member having the antireflection film on a supporting substrate are disclosed.
특허문헌 3에 의하면, 특정의 함불소티타노실록산 화합물의 발수 효과가 현저하게 뛰어나, 예를 들면 물방울의 낙하성이 극히 높은 경화 피막을, 상온에서 용이하게 형성하는 것이 가능해진다. 또한 이 화합물은, 통상의 유기용제에 용이하게 용해되어, 불소계 등의 각별한 용제를 이용하지 않고 경화 피막 형성제로서 사용할 수 있는 점이 개시되어 있다.According to patent document 3, the water-repellent effect of a specific fluorine titanosiloxane compound is remarkably outstanding, For example, it becomes possible to easily form the cured film with the extremely high fall property of a water droplet at normal temperature. Moreover, it is disclosed that this compound can be melt | dissolved easily in the normal organic solvent and can be used as a cured film formation agent, without using a special solvent, such as a fluorine system.
또한, 최근에는, 특정한 함불소실라잔 화합물을 특정의 용제에 용해하고, 차량의 도장 표면에 적용하여, 현격히 높은 발수성이나 매우 높은 방오성능을 발휘시키는 것도 연구되고 있다(특허문헌 4).In recent years, it has also been studied to dissolve a specific fluorinated silazane compound in a specific solvent and to apply it to a painted surface of a vehicle to exhibit a significantly high water repellency and a very high antifouling performance (Patent Document 4).
이들 차량의 도장 표면용 코팅제는, 각각의 특징을 살려 다양한 성능을 차체 표면에 부여할 수 있지만, 실리콘계 코팅제의 조합만으로는 성능에 한계가 있어, 불소 변성 폴리실라잔과 조합하여 새로운 차량의 도장 표면용 코팅제를 제공한다. 또한, 불소계 화합물에 의한 코팅제로는, 충분한 성능을 발현하기 위해서는, 플루오로알킬기의 길이가 필요하지만, PFOA(퍼플루오로옥탄산)나 PFOS(퍼플루오로옥탄설폰산염) 문제라고 하는 관점으로부터, 그 사용이 문제시되고 있다.Coatings for paint surfaces of these vehicles can provide various performances to the vehicle body surface by utilizing their characteristics, but the combination of silicone-based coatings has limited performance, and it can be used for paint surfaces of new vehicles in combination with fluorine-modified polysilazane. Provide a coating agent. In addition, as a coating agent based on a fluorine-based compound, in order to express sufficient performance, the length of a fluoroalkyl group is required, but from the viewpoint of PFOA (perfluorooctanoic acid) or PFOS (perfluorooctane sulfonate) problems, Its use is problematic.
본 발명의 과제는, 이러한 사정하에, 종래의 실리콘 알콕시올리고머를 주성분으로 한 경화 피막에, 불소 변성 폴리실라잔을 첨가함으로써, 불소에 유래된 높은 발수성 및 발유성을 부여할 수 있는 차량의 도장 표면용 코팅제를 제공한다. 그리고, 이 불소 변성기가 퍼플루오로폴리에테르기이기 때문에, PFOA나 PFOS 문제에도 규제되는 일은 없다. 즉, 본 발명은, 불소 변성 폴리실라잔(가)과 실리콘 알콕시올리고머(나)와 경화촉매(다)와 유기용매(라)를 포함한 차량의 도장 표면용 코팅제이다.Under the circumstances, the object of the present invention is to add a fluorine-modified polysilazane to a cured film containing a conventional silicone alkoxy oligomer as a main component, thereby providing a paint surface of a vehicle capable of imparting high water and oil repellency derived from fluorine. It provides a coating for. And since this fluorine-modified group is a perfluoropolyether group, it does not restrict | limit also to PFOA and PFOS problem. That is, this invention is a coating agent for the coating surface of the vehicle containing a fluorine modified polysilazane (A), a silicone alkoxy oligomer (B), a curing catalyst (C), and an organic solvent (L).
또한, 본 발명의 차량의 도장 표면용 코팅제에 있어서는, 불소 변성 폴리실라잔이 일반식Moreover, in the coating agent for the coating surface of the vehicle of this invention, a fluorine modified polysilazane is a general formula.
[식 1][Formula 1]
(식중, Q는 2가의 유기기, m은 1 이상의 정수, x 및 y는 각각 1∼3의 정수이다.)으로 표시되는 퍼플루오로폴리에테르 변성 폴리실라잔이며, m-크실렌헥사플로라이드 및 불소계 용매, 디메틸폴리실록산, 환상 실록산, 알코올계 용매, 글리콜계 용매, 아세톤, 지방족 탄화수소, 방향족 탄화수소로 이루어지는 군으로부터 선택되는 1종 혹은 2종의 용매에, 퍼플루오로폴리에테르 변성 폴리실라잔이 고형분 농도로서 0.01∼3질량% 포함되는 것이 바람직하다.(Wherein Q is a divalent organic group, m is an integer of 1 or more, x and y are integers of 1 to 3, respectively). A perfluoropolyether-modified polysilazane is represented by m-xylenehexafluoride and The perfluoropolyether modified polysilazane is solid in one or two solvents selected from the group consisting of fluorine solvent, dimethylpolysiloxane, cyclic siloxane, alcohol solvent, glycol solvent, acetone, aliphatic hydrocarbon, and aromatic hydrocarbon. It is preferable to contain 0.01-3 mass% as concentration.
또한, 본 발명의 차량의 도장 표면용 코팅제 있어서는, 또한, 유기 변성 실리콘 오일 및/또는 실란커플링제를 포함할 수 있다.In addition, the coating agent for the painted surface of the vehicle of the present invention may further include an organic modified silicone oil and / or a silane coupling agent.
또한, 본 발명의 차량의 도장 표면용 코팅제에 있어서는, 유기 변성 실리콘 오일이 분자의 말단에 카르비놀기를 가지고, 실란커플링제가 이소시아네이트기 혹은 글리시딜에테르기를 가지는 것이 바람직하다.Moreover, in the coating agent for paint surfaces of the vehicle of this invention, it is preferable that organic modified silicone oil has a carbinol group in the terminal of a molecule | numerator, and a silane coupling agent has an isocyanate group or glycidyl ether group.
또한, 본 발명의 차량의 도장 표면용 코팅제에 있어서는, 불소 변성 폴리실라잔액 1.0∼50질량부, 실리콘 알콕시올리고머 3.0∼15.0질량부, 촉매 0.1∼2.0질량부, 변성 실리콘 오일, 1.0∼10.0질량부, 실란커플링제 0.1∼1.5질량부, 잔부를 용제로 할 수 있다.Moreover, in the coating agent for paint surfaces of the vehicle of this invention, 1.0-50 mass parts of fluorine modified polysilazane liquids, 3.0-15.0 mass parts of silicone alkoxy oligomers, 0.1-2.0 mass parts of catalysts, modified silicone oil, 1.0-10.0 mass parts 0.1-1.5 mass parts of silane coupling agents and remainder can be used as a solvent.
또한, 본 발명의 차량의 도장 표면용 코팅제에 있어서는, 경화촉매가 알루미늄계 혹은, 티탄계이며, 용제가 이소파라핀계 용제 혹은 이소파라핀계 용제에 소량의 실리콘계 용제를 첨가할 수 있다.Moreover, in the coating agent for the coating surface of the vehicle of this invention, a hardening catalyst is aluminum type or titanium type, and a solvent can add a small amount of silicone type solvent to an isoparaffinic solvent or an isoparaffinic solvent.
본 발명의 차량용 코팅제는 실시예에 나타난 코팅제는 비교예의 그것에 비하여, 매우 뛰어난 발수성, 발유성을 나타낸다. 또한, 차의 바디 표면을 본 코팅제로 보호함으로써, 매우 뛰어난 방오효과도 발휘할 수 있다. 제품 설계의 폭이 넓어질 뿐만 아니라, 차량 차체의 도장 표면에의 실제 사용에 있어서도 매우 유용하다.The coating agent for vehicles of the present invention shows a very excellent water and oil repellency, compared to that of the comparative example. Further, by protecting the body surface of the car with the present coating agent, a very excellent antifouling effect can also be exhibited. Not only is the product design wider, it is also very useful for practical use on the painted surface of the vehicle body.
본 발명에서 이용하는 불소 변성 실라잔은, 이미 시판되고 있고, 특히, 일반식The fluorine-modified silazane used in the present invention is already commercially available, and in particular, a general formula
[식 1][Formula 1]
(식중, Q는 2가의 유기기, m은 1 이상의 정수, x 및 y는 각각 1∼3의 정수이다.)으로 표시되는 퍼플루오로폴리에테르 변성 폴리실라잔(이하, 불소 변성 실라잔)을 적합하게 이용할 수 있다. 본 발명에서 이용하는 퍼플루오로폴리에테르 변성 폴리실라잔은, m-크실렌헥사플로라이드에 용해되는 것이 알려져 있다. 본 발명자는, m-크실렌헥사플로라이드 및 하이드로플루오로에테르, 플루오로카본 등의 불소계 용매, 디메틸폴리실록산, 환상 실록산, 에탄올, 이소프로필알코올 등의 알코올계 용매, 디에틸렌글리콜디메틸에테르, 프로필렌글리콜모노메틸에테르아세테이트 등의 글리콜계 용매, 아세톤, 지방족 탄화수소, 방향족 탄화수소로부터 선택되는 군으로부터 선택되는 1종 혹은 2종의 용매로 이루어지는 혼합 용매에 용해되어, 도장 피막상에 퍼플루오로폴리에테르 변성 피막을 형성시킬 수 있다.Perfluoropolyether-modified polysilazane (hereinafter referred to as fluorine-modified silazane) represented by (wherein Q is a divalent organic group, m is an integer of 1 or more and x and y are each an integer of 1 to 3). It can use suitably. It is known that the perfluoropolyether modified polysilazane used by this invention is melt | dissolved in m-xylene hexafluoride. MEANS TO SOLVE THE PROBLEM This inventor is an m-xylene hexafluoride, fluoro solvents, such as a hydrofluoroether and fluorocarbon, alcohol solvents, such as dimethyl polysiloxane, cyclic siloxane, ethanol, and isopropyl alcohol, diethylene glycol dimethyl ether, and propylene glycol mono It is dissolved in a mixed solvent comprising one or two solvents selected from the group consisting of glycol solvents such as methyl ether acetate, acetone, aliphatic hydrocarbons and aromatic hydrocarbons to form a perfluoropolyether modified film on a coating film. Can be formed.
본 발명에서 이용하는 퍼플루오로폴리에테르 변성 폴리실라잔의 양(良) 용매로서는, m-크실렌헥사플로라이드나 하이드로플루오로에테르, 플루오로카본 등의 불소계 용매를 들 수 있고, 본 발명에서 이용하는 퍼플루오로폴리에테르 변성 폴리실라잔의 빈용매로서는, 지방족이나 방향족 탄화수소 등의 용매를 들 수 있다.Examples of the positive solvent of the perfluoropolyether-modified polysilazane used in the present invention include fluorine-based solvents such as m-xylene hexafluoride, hydrofluoroether and fluorocarbon, and the perfluoro used in the present invention. Examples of the poor solvent of the ropolyether-modified polysilazane include solvents such as aliphatic and aromatic hydrocarbons.
한편, 불소 변성 실라잔의 m-크실렌헥사플로라이드 희석 용액은, 알려져 있다.On the other hand, the m-xylene hexafluoride dilution solution of fluorine modified silazane is known.
불소 변성 실라잔을 고형분 농도가 3%가 되도록 m-크실렌헥사플로라이드로 희석한 용액을 이용하였다.A solution in which fluorine-modified silazane was diluted with m-xylene hexafluoride was used so that the solid content concentration was 3%.
또한, 본 발명에서 이용할 수 있는 실리콘 알콕시올리고머로서는, 분자의 말단이 알콕시시릴기인 저분자의 실리콘 레진으로서, KC-89S(신에츠화학공업(信越化學工業) 제품), KR-500(신에츠화학공업 제품), BS-290(아사히화성(旭化成) 바커(wacker) 실리콘 제품) 등을 들 수 있다.Moreover, as silicone alkoxy oligomer which can be used by this invention, it is KC-89S (made by Shin-Etsu Chemical Co., Ltd.) and KR-500 (made by Shin-Etsu Chemical Co., Ltd.) as a low molecular silicone resin whose terminal of an molecule | numerator is an alkoxy silyl group. And BS-290 (made by Asahi Wacker).
또한, 본 발명에서 이용할 수 있는 경화촉매로서는, 실리콘 알콕시올리고머의 경화 반응을 촉진하는 것이면 좋고, 산류, 아민류, 금속류를 들 수 있지만, 특히 알루미늄계(DX-9740; 신에츠화학공업 제품)나 티탄계(D-25; 신에츠화학공업 제품)의 유기 금속 화합물이 바람직하다.In addition, the curing catalyst usable in the present invention may be any one that promotes the curing reaction of the silicone alkoxy oligomer, and may include acids, amines, and metals. Particularly, aluminum (DX-9740; Shin-Etsu Chemical Co., Ltd.) or titanium-based The organometallic compound of (D-25; Shin-Etsu Chemical Co., Ltd. product) is preferable.
본 발명에서 이용할 수 있는 카르비놀 변성기를 가지는 실리콘 오일로서는, 분자의 한쪽의 말단에 카르비놀기를 가지는, X-22-170BX(신에츠화학공업 제품), X-22-170DX(신에츠화학공업 제품) 등을 들 수 있다(하기 식).As silicone oil which has a carbinol modification group which can be used by this invention, X-22-170BX (made by Shin-Etsu Chemical Co., Ltd.) and X-22-170DX (made by Shin-Etsu Chemical Co., Ltd.) which has a carbinol group in one terminal of a molecule | numerator is used. Etc. can be mentioned (following formula).
[식 2][Formula 2]
(식중, n은 0∼100의 정수이며, R1은 메틸기 또는 부틸기 등의 탄화수소기이고, R2는 알킬렌기이며 사이에 산소 원자를 사이에 둔 알킬렌 옥시드기라도 좋다.)로 표시되며, 상온에서 액체 형상인 것이다.(Wherein n is an integer of 0 to 100, R 1 is a hydrocarbon group such as a methyl group or a butyl group, R 2 is an alkylene group and may be an alkylene oxide group having an oxygen atom in between). It is in liquid form at room temperature.
또한, 카르비놀 변성기를 대신하여 디카르비놀 변성기를 가지는 실리콘 오일을 이용할 수 있지만, 이러한 디카르비놀 변성기를 가지는 실리콘 오일로서는, 분자의 한쪽의 말단에 디카르비놀기를 가지는, X-22-176DX(신에츠화학공업 제품), X-22-176F 등을 들 수 있다.Moreover, although the silicone oil which has a dicarbinol modification group can be used instead of a carbinol modification group, As a silicone oil which has such a dicarbinol modification group, X-22-176DX (which has a dicarbinol group in the terminal of a molecule | numerator) is used. Shin-Etsu Chemical Co., Ltd.), X-22-176F, etc. are mentioned.
[식 3][Formula 3]
(식중, n은 0∼100의 정수이고, R3은 메틸기 또는 부틸기 등의 탄화수소기이고, R4는 알킬렌기이며 사이에 산소 원자를 사이에 둔 알킬렌 옥시드기라도 좋다. R5 및 R6은 알킬렌기이다.)로 표시되며, 상온에서 액체 형상인 것이다.(Wherein, n is an integer from 0~100, R3 is a hydrocarbon group such as a methyl group or a butyl group, R 4 is alkylene oxide may also rep alkyl sandwiching the oxygen atom between an alkylene group. R 5 and R 6 is an alkylene group.), And is a liquid at room temperature.
통상, 실란커플링제는, 유기물과 규소로 구성되는 화합물로, 분자중에 2종 이상의 다른 반응기를 가지고 있기 때문에, 통상에서는 매우 결합하기 어려운 유기 재료와 무기 재료를 결합하는 중개역으로서의 기능을 하지만, 본 발명에서 이용할 수 있는 실란커플링제로서는, 어떠한 것이라도 좋지만, 말단 이소시아네이트를 가지는 커플링제 혹은 말단 글리시딜에테르기를 가지는 커플링제가 바람직하게 이용된다.Usually, the silane coupling agent is a compound composed of an organic substance and silicon, and since it has two or more kinds of different reactors in its molecule, it usually functions as an intermediary for bonding organic materials and inorganic materials that are very difficult to bond. As the silane coupling agent usable in the invention, any may be used, but a coupling agent having a terminal isocyanate or a coupling agent having a terminal glycidyl ether group is preferably used.
또한, 본 발명에서 이용할 수 있는 용제로서는, 노말파라핀이나 이소파라핀계의 석유계 용제 등을 들 수 있다.Moreover, as a solvent which can be used by this invention, the normal paraffin, the isoparaffin type petroleum solvent, etc. are mentioned.
특히 이소파라핀계 솔벤트에 소량의 실리콘계 용제를 첨가한 것이 바람직하게 이용된다.In particular, what added a small amount of silicone solvents to an isoparaffinic solvent is used preferably.
다음에 구체적인 예를 나타내지만, 본 발명은 이것에 구속되는 것은 아니다.Although a specific example is shown next, this invention is not restrict | limited to this.
[실시예 1][Example 1]
불소 변성 폴리실라잔액(고형분 농도 3%m-크실렌헥사플로라이드) 50.0질량부, KR-400(알루미늄계 촉매 DX-974010% 배합품; 신에츠화학공업 제품) 10.0질량부, IPsolvent1620(이데미츠코산(出光興産) 제품) 90.0질량부로 이루어지는 코팅제를 얻었다.50.0 parts by mass of fluorine-modified polysilazane solution (solid content concentration 3% m-xylene hexafluoride), 10.0 parts by mass of KR-400 (aluminum catalyst DX-974010% compounded product; Shin-Etsu Chemical Co., Ltd.), IPsolvent1620 (Idemitsukosan I) Product) A coating agent consisting of 90.0 parts by mass was obtained.
[실시예 2][Example 2]
불소 변성 폴리실라잔액 1.0질량부, KR-500(신에츠화학공업 제품) 5.0질량부, BS-290(아사히화성 바커 실리콘 제품) 5.0질량부, DX-9740(알루미늄계, 신에츠화학공업 제품) 1.0질량부, D-25(티탄계, 신에츠화학공업 제품) 0.5질량부, X-22-176DX(한쪽 말단 디카르비놀 변성, 신에츠화학공업 제품) 2.0질량부, KBE-9007(3-이소시아네이트프로필트리에톡시실란, 신에츠화학공업 제품) 0.1질량부, KF-96 L-1 CS(신에츠화학공업 제품) 5.0질량부, IPsolvent1620(이데미츠코산 제품) 81.4질량부로 이루어지는 코팅제를 얻었다.1.0 mass part of fluorine-modified polysilazane liquid, 5.0 mass parts of KR-500 (Shin-Etsu Chemical Co., Ltd.), 5.0 mass parts of BS-290 (Asahi Chemical Wacker Silicone Products), 1.0 mass of DX-9740 (Aluminum type, Shin-Etsu Chemical Co., Ltd. product) Part, D-25 (titanium, Shin-Etsu Chemical Co., Ltd.) 0.5 parts by mass, X-22-176DX (one terminal dicarbinol modified, Shin-Etsu Chemical Co., Ltd.) 2.0 parts by mass, KBE-9007 (3-isocyanate propyl tri The coating agent which consists of 0.1 mass part of oxysilanes, the Shin-Etsu Chemical Co., Ltd. product, 5.0 mass parts of KF-96L-1CS (Shin-Etsu Chemical Co., Ltd. product), and 81.4 mass part of IPsolvent1620 (made by Idemitsukosan) was obtained.
[실시예 3][Example 3]
불소 변성 폴리실라잔액 5.0질량부, KR-500(신에츠화학공업 제품) 5.0질량부, BS-290(아사히화성 바커 실리콘 제품) 5.0질량부, DX-9740(알루미늄계, 신에츠화학공업 제품) 1.0질량부, D-25(티탄계, 신에츠화학공업 제품) 0.5질량부, X-22-176 DX(한쪽 말단 디카르비놀 변성, 신에츠화학공업 제품) 5.0질량부, KBE-9007(3-이소시아네이트프로필트리에톡시실란, 신에츠화학공업 제품) 0.5질량부, (F) KF-96L-1CS(신에츠화학공업 제품) 5.0질량부, IPsolvent1620(이데미츠코산 제품) 78.0질량부로 이루어지는 코팅제를 얻었다.5.0 parts by mass of fluorine-modified polysilazane solution, 5.0 parts by mass of KR-500 (Shin-Etsu Chemical Co., Ltd.), 5.0 parts by mass of BS-290 (Asahi Chemical Wacker Silicone Co., Ltd.), 1.0 mass of DX-9740 (Aluminum-based, Shin-Etsu Chemical Co., Ltd.) Part, D-25 (titanium series, Shin-Etsu Chemical Co., Ltd.) 0.5 parts by mass, X-22-176 DX (one terminal dicarbinol modified, Shin-Etsu Chemical Co., Ltd.) 5.0 parts by mass, KBE-9007 (3-isocyanate propyl tree The coating agent which consists of ethoxysilane, 0.5 mass part of Shin-Etsu Chemical Co., Ltd., (F) 5.0 mass part of KF-96L-1CS (Shin-Etsu Chemical Co., Ltd.), and 78.0 mass part of IPsolvent1620 (made by Idemitsukosan) was obtained.
[실시예 4][Example 4]
불소 변성 폴리실라잔액 20.0질량부, BS-290(아사히화성 바커 실리콘 제품) 10.0질량부, (C) DX-9740(알루미늄계, 신에츠화학공업 제품) 0.5질량부, D-25(티탄계, 신에츠화학공업 제품) 1.0질량부, (D) X-22-170 BX(한쪽 말단 카르비놀 변성, 신에츠화학공업 제품) 5.0질량부, (E) KBE-9007(3-이소시아네이트프로필트리에톡시실란, 신에츠화학공업 제품) 0.5질량부, (F) KF-96L-1CS(신에츠화학공업 제품) 5.0질량부, IPsolvent1620(이데미츠코산 제품) 78.0질량부로 이루어지는 코팅제를 얻었다.20.0 parts by mass of fluorine-modified polysilazane solution, 10.0 parts by mass of BS-290 (product of Asahi Kasei Wacker), (C) DX-9740 (aluminum series, Shin-Etsu Chemical Co., Ltd.) 0.5 parts by mass, D-25 (titanium series, Shin-Etsu) Chemical industry product) 1.0 mass part, (D) X-22-170 BX (one terminal carbinol modification, Shin-Etsu Chemical Co., Ltd.) 5.0 mass part, (E) KBE-9007 (3-isocyanate propyl triethoxysilane, Shin-Etsu Chemical industry product) 0.5 mass part, (F) The coating agent which consists of 5.0 mass parts of KF-96L-1CS (Shin-Etsu Chemical Co., Ltd. product), and 78.0 mass parts of IPsolvent1620 (made by Idemitsukosan) was obtained.
[실시예 5][Example 5]
불소 변성 폴리실라잔액 100.0질량부, KR-500(신에츠화학공업 제품) 5.0질량부, BS-290(아사히화성 바커 실리콘 제품) 5.0질량부, (C) DX-9740(알루미늄계, 신에츠화학공업 제품) 1.0질량부, D-25(티탄계, 신에츠화학공업 제품) 0.5질량부, (D) X-22-160AS(양 말단 카르비놀 변성, 신에츠화학공업 제품) 5.0질량부, (E) KBM-403(3-글리키독시프로필트리메톡시실란, 신에츠화학공업 제품) 0.5질량부, (F) KF-96L-1CS(신에츠화학공업 제품) 5.0질량부, IPsolvent1620(이데미츠코산 제품) 78.0질량부로 이루어지는 코팅제를 얻었다.100.0 parts by mass of fluorine-modified polysilazane solution, 5.0 parts by mass of KR-500 (from Shin-Etsu Chemical Co., Ltd.), 5.0 parts by mass of BS-290 (product of Asahi Kasei Wacker), (C) DX-9740 (aluminum series, Shin-Etsu Chemical Co., Ltd.) ) 1.0 parts by mass, D-25 (titanium, Shin-Etsu Chemical Co., Ltd.) 0.5 parts by mass, (D) X-22-160AS (both terminal carbinol modified, Shin-Etsu Chemical Co., Ltd.) 5.0 parts by mass, (E) KBM- 403 (3-glycidoxypropyltrimethoxysilane, Shin-Etsu Chemical Co., Ltd.) 0.5 parts by mass, (F) KF-96L-1CS (Shin-Etsu Chemical Co.) 5.0 parts by mass, IPsolvent1620 (Idemitsukosan) 78.0 parts by mass A coating agent was obtained.
(비교예 1) (Comparative Example 1)
(B) KR-400(알루미늄계 촉매 DX-9740 10% 배합품; 신에츠화학공업 제품) 10.0질량부, (F) IPsolvent1620(이데미츠코산 제품) 90.0질량부로 이루어지는 코팅제를 얻었다.(B) A coating agent consisting of 10.0 parts by mass of KR-400 (aluminum catalyst DX-9740 10% blended product; manufactured by Shin-Etsu Chemical Co., Ltd.) and 90.0 parts by mass of (F) IPsolvent1620 (product of Idemitsukosan) was obtained.
(비교예 2) (Comparative Example 2)
(B) KR-400(알루미늄계 촉매 DX-9740 10% 배합품; 신에츠화학공업 제품) 10.0질량부, (C) D-25(티탄계, 신에츠화학공업 제품) 0.5질량부, (D) X-22-176DX(한쪽 말단 디카르비놀 변성, 신에츠화학공업 제품) 2.0질량부, (F) KF-96 L-1CS(신에츠화학공업 제품) 5.0질량부, IPsolvent1620(이데미츠코산 제품) 82.5질량부로 이루어지는 코팅제를 얻었다.(B) 10.0 parts by mass of KR-400 (aluminum catalyst DX-9740 10% blended product; Shin-Etsu Chemical Co., Ltd.), (C) 0.5 parts by mass of D-25 (titanium-based, Shin-Etsu Chemical Co., Ltd.), (D) X -22-176DX (one terminal dicarbinol modified, Shin-Etsu Chemical Co., Ltd.) 2.0 parts by mass, (F) KF-96 L-1CS (Shin-Etsu Chemical Co.) 5.0 parts by mass, IPsolvent1620 (Idemitsu Kosan) 82.5 parts by mass A coating agent was obtained.
(비교예 3) (Comparative Example 3)
(B) KR-500(신에츠화학공업 제품) 10.0질량부, (C) DX-9740(알루미늄계, 신에츠화학공업 제품) 1.0질량부, D-25(티탄계, 신에츠화학공업 제품) 0.5질량부, (D) X-22-160AS(양 말단 카르비놀 변성, 신에츠화학공업 제품) 2.0질량부, (F) KF-96L-1CS(신에츠화학공업 제품) 5.0질량부, IPsolvent1620(이데미츠코산 제품) 81.5질량부로 이루어지는 코팅제를 얻었다.(B) KR-500 (Shin-Etsu Chemical Co., Ltd.) 10.0 parts by mass, (C) DX-9740 (Aluminum-based, Shin-Etsu Chemical Co., Ltd.) 1.0 parts by mass, D-25 (Titanium-based, Shin-Etsu Chemical Co., Ltd.) 0.5 parts by mass , (D) 2.0 parts by mass of X-22-160AS (both terminal carbinol modified products, Shin-Etsu Chemical Co., Ltd.), (F) 5.0 parts by mass of KF-96L-1CS (Shin-Etsu Chemical Co., Ltd.), IPsolvent1620 (product of Idemitsukosan) 81.5 The coating agent which consists of a mass part was obtained.
[표 1][Table 1]
(A) 불소 변성 폴리실라잔액, (B) 실리콘 알콕시올리고머, (C) 촉매, (D) 변성 실리콘, (E) 실란 커플링제, (F) 용매
(A) Fluorine modified polysilazane liquid, (B) Silicone alkoxy oligomer, (C) Catalyst, (D) Modified silicone, (E) Silane coupling agent, (F) Solvent
※실시예 1 및 비교예 1,2의 DX-9740은, KR-400에 포함되어 있는 양을 나타내었다.* The DX-9740 of Example 1 and Comparative Examples 1 and 2 showed the amounts contained in KR-400.
(A) 불소 변성 폴리실라잔액, (B) 실리콘 알콕시올리고머, (C) 촉매, (D) 변성 실리콘, (E) 실란커플링제, (F) 용매 (A) Fluorine modified polysilazane liquid, (B) Silicone alkoxy oligomer, (C) Catalyst, (D) Modified silicone, (E) Silane coupling agent, (F) Solvent
각 코팅액에 대해서는, 이하에 나타내는 방법으로 기재(基材)에 처리하고, 각 평가 항목에 대해서는, 이하에 나타내는 방법과 결과로 판정하여, 표 1에 정리하였다.About each coating liquid, it processed to the base material by the method shown below, About each evaluation item, it determined by the method and the result shown below, and put it in Table 1.
아크릴-멜라민계 수지로 이루어지는 자동차용 도료를 베이스코트와 톱코트의 적층 형태로 소부도장(baking finish)하여 제작한 도장판 표면에, 각 코팅액을 함침시킨 크로스를 이용하여 균일하게 처리하였다. 처리 후 5분간 상온에서 건조시키고, 새로운 크로스로 얼룩짐이 없도록 닦아내 마무리하여, 1주간 상온하에서 더 건조시켰다.The automotive coating made of acryl-melamine resin was treated uniformly by using a cross impregnated with each coating liquid on the surface of the coating plate produced by baking finish in a laminated form of a base coat and a top coat. 5 minutes after the treatment was dried at room temperature, wiped off with a new cross to avoid staining, and further dried at room temperature for 1 week.
(발수성) (Water repellency)
코팅 처리 표면의 물이 튕겨나가는 모습을, 접촉각계를 이용하여 물의 접촉각을 측정하여, 이하와 같이 평가하였다.The contact of water on the surface of the coating treatment was measured by using a contact angle meter, and evaluated as follows.
◎ : 100°∼◎: 100 ° to
○ : 95°∼99°○: 95 ° to 99 °
△ : 90°∼94°Δ: 90 ° to 94 °
× : ∼89°×: -89 °
(발유성) (Oil repellent)
코팅 처리 표면의 기름이 튕겨나가는 모습을, 접촉각계를 이용하여 기름(n-도데칸)의 접촉각을 측정하여, 이하와 같이 평가하였다.The contact of oil (n-dodecane) on the coating-treated surface was measured using a contact angle meter, and evaluated as follows.
◎ : 30°∼◎: 30 ° to
○ : 25°∼29°○: 25 ° to 29 °
△ : 20°∼24°△: 20 ° to 24 °
× : ∼19°×:-19 °
(미끄러짐성) (Slip)
시판되는 타올로 코팅 처리 표면을 문지름으로써, 처리 표면의 미끄러짐성을 확인하여, 이하와 같이 평가하였다.By scrubbing the coated surface with a commercially available towel, the slipperiness of the treated surface was confirmed and evaluated as follows.
◎ : 표면이 매끈매끈하여 잘 미끄러진다.◎: The surface is smooth and slips well.
○ : 조금 매끈매끈한 감촉은 떨어지지만 미끄러진다.○: The texture is slightly smooth but slips.
△ : 매끈매끈한 감촉이 별로 없고 미끄러지기 어렵다.(Triangle | delta): It has little smooth texture and is hard to slip.
× : 미끄러짐이 나빠 걸린다.X: Slip takes badly.
(내찰상성) (Scratch resistance)
시판되는 타올로 코팅 처리 표면을 문지름으로써, 처리 표면의 내찰상성을 확인하여, 이하와 같이 평가하였다.By rubbing the coating treatment surface with a commercially available towel, the scratch resistance of the treatment surface was confirmed and evaluated as follows.
◎ : 흠집이 거의 눈에 띄지 않는다.(Double-circle): A scratch is hardly noticeable.
○ : 조금 흠집이 들어갔지만 별로 눈에 띄지 않는다.(Circle): It is a little scratched but is not so noticeable.
△ : 흠집이 눈에 띈다.(Triangle | delta): A scratch is outstanding.
× : 흠집이 많이 들어갔다.×: A lot of scratches entered.
(내구성 평가) (Durability evaluation)
'JIS K23969.12 발수 지속성의 평가'를 참고로 내구성을 확인하였다. 세정액은 탄산나트륨과 도데실벤젠설폰산나트륨으로 조제(pH11)하고, 500g의 하중으로 마이크로 크로스를 감아, 세정기 시험기로 500 왕복 세정 후의 발수성, 발유성의 내구성을, 초기 성능 평가와 마찬가지로 확인하였다.Durability was confirmed by referring to 'JIS K23969.12 Evaluation of water repellency sustainability'. The washing | cleaning liquid was prepared with sodium carbonate and sodium dodecyl benzene sulfonate (pH11), the microcross was wound by the load of 500 g, and the water-repellency and oil-repellency durability after 500 reciprocating washing with the washing machine tester were confirmed like the initial performance evaluation.
(발수 내구성) (Water repellent durability)
코팅 처리 표면의 물이 튕겨나가는 모습을, 접촉각계를 이용하여 물의 접촉각을 측정해, 이하와 같이 평가하였다.The contact angle of water was measured using the contact angle meter and the state which the water of a coating process surface bounces off was evaluated as follows.
◎ : 100°∼◎: 100 ° to
○ : 95°∼99°○: 95 ° to 99 °
△ : 90°∼94°Δ: 90 ° to 94 °
× : ∼89°×: -89 °
(발유 내구성) (Oil repellency)
코팅 처리 표면의 기름이 튕겨나가는 모습을, 접촉각계를 이용하여 기름(n-도데칸)의 접촉각을 측정하여, 이하와 같이 평가하였다.The contact of oil (n-dodecane) on the coating-treated surface was measured using a contact angle meter, and evaluated as follows.
◎ : 30°∼◎: 30 ° to
○ : 25°∼29°○: 25 ° to 29 °
△ : 20°∼24°△: 20 ° to 24 °
× : ∼19°×:-19 °
[표 2][Table 2]
본 발명의 차량의 도장 표면용 코팅제는 매우 뛰어난 발수성, 발유성과 그 효과의 지속성을 나타내고, 또한, 매우 뛰어난 방오효과도 발휘한다. 또한, 애프터 마켓의 활성화뿐만 아니라, 차량 차체의 도장 그 자체에 기술 혁신을 가져올 가능성이 높은 것이다.The coating agent for the painted surface of the vehicle of the present invention exhibits very excellent water repellency, oil repellency and persistence of the effect, and also exhibits very excellent antifouling effect. In addition to the activation of the aftermarket, it is highly likely to bring technological innovation to the painting of the vehicle body itself.
Claims (6)
[식 1]
(식중, Q는 2가의 유기기, m은 1 이상의 정수, x 및 y는 각각 1∼3의 정수이다.)으로 표시되는 퍼플루오로폴리에테르 변성 폴리실라잔이며, m-크실렌헥사플로라이드 및 불소계 용매, 디메틸폴리실록산, 환상 실록산, 알코올계 용매, 글리콜계 용매, 아세톤, 지방족 탄화수소, 방향족 탄화수소로 이루어지는 군으로부터 선택되는 1종 혹은 2종의 용매에, 퍼플루오로폴리에테르 변성 폴리실라잔이 고형분 농도로서 0.01∼3질량% 포함되어 있는 차량의 도장 표면용 코팅제.The method of claim 1, wherein the fluorine-modified polysilazane is a general formula
[Formula 1]
(Wherein Q is a divalent organic group, m is an integer of 1 or more, x and y are integers of 1 to 3, respectively). A perfluoropolyether-modified polysilazane is represented by m-xylenehexafluoride and The perfluoropolyether modified polysilazane is solid in one or two solvents selected from the group consisting of fluorine solvents, dimethylpolysiloxanes, cyclic siloxanes, alcohol solvents, glycol solvents, acetone, aliphatic hydrocarbons and aromatic hydrocarbons. Coating agent for the coating surface of the vehicle contained 0.01-3 mass% as a density | concentration.
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| JPJP-P-2012-211872 | 2012-09-26 | ||
| JP2012211872A JP6074655B2 (en) | 2012-09-26 | 2012-09-26 | Coating agent for painted surfaces of vehicles |
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| JP (1) | JP6074655B2 (en) |
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| CN103666253A (en) | 2014-03-26 |
| TWI577759B (en) | 2017-04-11 |
| TW201420695A (en) | 2014-06-01 |
| JP2014065814A (en) | 2014-04-17 |
| JP6074655B2 (en) | 2017-02-08 |
| KR101801421B1 (en) | 2017-11-24 |
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