KR101315318B1 - Coating composition for vehicle - Google Patents

Coating composition for vehicle Download PDF

Info

Publication number
KR101315318B1
KR101315318B1 KR1020110060815A KR20110060815A KR101315318B1 KR 101315318 B1 KR101315318 B1 KR 101315318B1 KR 1020110060815 A KR1020110060815 A KR 1020110060815A KR 20110060815 A KR20110060815 A KR 20110060815A KR 101315318 B1 KR101315318 B1 KR 101315318B1
Authority
KR
South Korea
Prior art keywords
acrylic resin
weight
automobiles
coating composition
parts
Prior art date
Application number
KR1020110060815A
Other languages
Korean (ko)
Other versions
KR20130000233A (en
Inventor
이준혁
임기갑
서상열
유창준
Original Assignee
케이에스케미칼 주식회사
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by 케이에스케미칼 주식회사 filed Critical 케이에스케미칼 주식회사
Priority to KR1020110060815A priority Critical patent/KR101315318B1/en
Publication of KR20130000233A publication Critical patent/KR20130000233A/en
Application granted granted Critical
Publication of KR101315318B1 publication Critical patent/KR101315318B1/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING 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
    • C09D133/00Coating 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
    • C09D133/04Homopolymers or copolymers of esters
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/01Hydrocarbons
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/04Oxygen-containing compounds
    • C08K5/10Esters; Ether-esters
    • C08K5/101Esters; Ether-esters of monocarboxylic acids
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/04Oxygen-containing compounds
    • C08K5/14Peroxides
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/16Nitrogen-containing compounds
    • C08K5/34Heterocyclic compounds having nitrogen in the ring
    • C08K5/3442Heterocyclic compounds having nitrogen in the ring having two nitrogen atoms in the ring
    • C08K5/3445Five-membered rings
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L75/00Compositions of polyureas or polyurethanes; Compositions of derivatives of such polymers
    • C08L75/04Polyurethanes
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING 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
    • C09D5/00Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING 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
    • C09D7/00Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
    • C09D7/40Additives
    • C09D7/47Levelling agents
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING 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
    • C09D7/00Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
    • C09D7/40Additives
    • C09D7/60Additives non-macromolecular
    • C09D7/63Additives non-macromolecular organic
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING 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
    • C09D7/00Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
    • C09D7/40Additives
    • C09D7/65Additives macromolecular

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Paints Or Removers (AREA)

Abstract

본 발명은 자동차용 도료조성물에 관한 것으로, 더욱 상세하게는 봉쇄된 폴리이소시아네이트, 아크릴 수지, 표면평활제 및 점도조절제로 이루어지는 자동차용 도료조성물에 관한 것이다.
전술한 성분으로 이루어지는 자동차용 도료조성물은 봉쇄된 폴리이소시아네이트와 에폭시기가 형성된 아크릴 수지가 함유되어 외관품질, 기계적물성 및 내산성이 우수한 효과를 나타낸다.
The present invention relates to a coating composition for automobiles, and more particularly to a coating composition for automobiles consisting of a blocked polyisocyanate, an acrylic resin, a surface leveling agent and a viscosity modifier.
The automotive coating composition composed of the above-mentioned components contains an acrylic resin formed with a blocked polyisocyanate and an epoxy group, and exhibits excellent appearance quality, mechanical properties and acid resistance.

Description

자동차용 도료조성물 {COATING COMPOSITION FOR VEHICLE}Automotive paint composition {COATING COMPOSITION FOR VEHICLE}

본 발명은 자동차용 도료조성물에 관한 것으로, 더욱 상세하게는 봉쇄된 폴리이소시아네이트와 에폭시기가 형성된 아크릴 수지가 함유되어 자동차의 상도나 투명도료로 사용하기에 적합한 외관, 내산성 및 기계적물성을 나타내는 자동차용 도료조성물에 관한 것이다.
The present invention relates to a paint composition for automobiles, and more particularly to automotive coatings containing an acrylic resin formed with a blocked polyisocyanate and an epoxy group, which is suitable for use as a top coat or a transparent paint for automobiles. It relates to a composition.

본 발명은 자동차용 도료조성물에 관한 것으로, 더욱 상세하게는 봉쇄된 폴리이소시아네이트와 에폭시기가 형성된 아크릴 수지가 함유되어 자동차의 상도나 투명도료로 사용하기에 적합한 외관, 내산성 및 기계적물성을 나타내는 자동차용 도료조성물에 관한 것이다.The present invention relates to a paint composition for automobiles, and more particularly to automotive coatings containing an acrylic resin formed with a blocked polyisocyanate and an epoxy group, which is suitable for use as a top coat or a transparent paint for automobiles. It relates to a composition.

종래의 사용되는 투명도료로 도장된 자동차는 최근에 급속히 보급된 자동세차기로 세척을 실시할 경우 미세한 흠집이 발생되며, 이러한 흠집이 축적되면 자동차 도장면의 광택이 점차 퇴색되어 자동차의 외관에 악영향을 미치는 문제점이 있었다.Cars coated with the transparent paints used in the related art have fine scratches when they are washed with an automatic washing machine, which has recently been rapidly spread, and when these scratches accumulate, the gloss of the painted surface of the car is gradually faded, which adversely affects the appearance of the car. There was a problem.

내스크래치성은 가해지는 힘의 크기, 속도, 방향 및 접촉물질의 형상, 경도, 마찰계수 등에 따라 다른 양상을 나타내는데, 내스크래치성을 향상시키기 위해 수지골격을 조절하게되면, 도막의 경도, 내치핑성(CHIPPING), 콜드 크랙성 등이 저하되는 문제점이 있었다.Scratch resistance is different depending on the magnitude, speed, direction of the applied force and shape, hardness, and coefficient of friction of the contacting material.If the resin skeleton is adjusted to improve scratch resistance, the hardness and chipping resistance of the coating film (CHIPPING), there was a problem that cold cracking and the like is lowered.

또한, 내스크래치성 뿐만 아니라, 갈수록 심화되는 대기오염으로 인해 발생하는 산성비에 자동차 도막이 노출될 경우 도막의 손상이 가중되는 문제점이 있었다.In addition, as well as scratch resistance, there is a problem in that damage to the coating film is aggravated when the automotive coating film is exposed to acid rain caused by the deepening air pollution.

전술한 문제점을 해결하기 위해, 최근에 개발되고 있는 자동차용 투명도료는 제조과정에서 내산성을 개선하기 위한 다양한 방법이 시도되고 있는데, 그 중에서 신규의 방법으로는 경화과정에서 에폭시기와 산기의 경화반응, 에폭시기와 무수물의 경화반응 및 수산기와의 경화반응 등이 시도되고 있으나, 이와 같은 신규의 경화방식은 도막의 내산성은 향상시키지만, 도막외관 개선, 제조비용, 생산성, 부착성, 저장성 및 황변성 등이 저하되는 문제점이 있으며, 내스크래치성 개선에는 별다른 효과가 없었다.
In order to solve the above-mentioned problems, various methods for improving acid resistance in the manufacturing process of automotive transparent paints that have been recently developed have been tried. Among them, new methods include curing reactions of epoxy groups and acid groups during curing, Although curing reaction of epoxy group and anhydride and curing reaction with hydroxyl group have been attempted, such a new curing method improves acid resistance of coating film, but improves coating appearance, manufacturing cost, productivity, adhesion, storage property and yellowing property. There is a problem that is lowered, there was no effect on improving scratch resistance.

본 발명의 목적은 봉쇄된 폴리이소시아네이트와 에폭시기가 형성된 아크릴 수지가 함유되어 외관품질, 기계적물성 및 내산성이 우수한 자동차용 도료조성물을 제공하는 것이다.
An object of the present invention is to provide a coating composition for automobiles containing polyisocyanate and acrylic resin formed with an epoxy group having excellent appearance quality, mechanical properties and acid resistance.

본 발명의 목적은 봉쇄된 폴리이소시아네이트, 아크릴 수지, 표면평활제 및 점도조절제로 이루어지는 것을 특징으로 하는 자동차용 도료조성물을 제공함에 의해 달성된다.The object of the present invention is achieved by providing a coating composition for automobiles, characterized in that it comprises a blocked polyisocyanate, an acrylic resin, a surface leveling agent and a viscosity modifier.

본 발명의 바람직한 특징에 따르면, 상기 자동차용 도료조성물은 봉쇄된 폴리이소시아네이트 100 중량부, 아크릴수지 450 내지 500 중량부, 표면평활제 5.5 내지 6 중량부 및 점도조절제 3 내지 5 중량부로 이루어지는 것으로 한다.According to a preferred feature of the present invention, the automotive paint composition is to be composed of 100 parts by weight of the sealed polyisocyanate, 450 to 500 parts by weight of acrylic resin, 5.5 to 6 parts by weight of the surface smoothing agent and 3 to 5 parts by weight of the viscosity modifier.

본 발명의 더 바람직한 특징에 따르면, 상기 봉쇄된 폴리이소시아네이트는 3,5-디메틸피라졸로 봉쇄되는 것으로 한다.According to a further preferred feature of the invention, the blocked polyisocyanate is to be blocked with 3,5-dimethylpyrazole.

본 발명의 더욱 바람직한 특징에 따르면, 상기 아크릴 수지는 메틸메타아크릴레이트, n-부틸아크릴레이트, 2-하이드록시에틸메타아크릴레이트, 글리시딜메타아크릴레이트 및 벤조일퍼옥사이드로 이루어지는 것으로 한다.According to a more preferred feature of the invention, the acrylic resin is composed of methyl methacrylate, n-butyl acrylate, 2-hydroxyethyl methacrylate, glycidyl methacrylate and benzoyl peroxide.

본 발명의 더욱 더 바람직한 특징에 따르면, 상기 표면평활제는 부틸아크릴레이트, 2-에틸헥실아크릴레이트 및 디터셔리부틸퍼옥사이드로 이루어지는 것으로 한다.According to an even more preferred feature of the present invention, the surface leveling agent is composed of butyl acrylate, 2-ethylhexyl acrylate and dietary butyl peroxide.

본 발명의 더욱 더 바람직한 특징에 따르면, 상기 점도조절제는 자일렌으로 이루어지는 것으로 한다.
According to a further preferred feature of the invention, the viscosity modifier is to be made of xylene.

본 발명에 따른 자동차용 도료조성물은 봉쇄된 폴리이소시아네이트와 에폭시기가 형성된 아크릴 수지가 함유되어 외관품질, 기계적물성 및 내산성이 우수한 탁월한 효과를 나타낸다.
The paint composition for automobiles according to the present invention contains an acrylic resin formed with a blocked polyisocyanate and an epoxy group, and has excellent appearance quality, mechanical properties and acid resistance.

이하에는, 본 발명의 바람직한 실시예와 각 성분의 물성을 상세하게 설명하되, 이는 본 발명이 속하는 기술분야에서 통상의 지식을 가진 자가 발명을 용이하게 실시할 수 있을 정도로 상세하게 설명하기 위한 것이지, 이로 인해 본 발명의 기술적인 사상 및 범주가 한정되는 것을 의미하지는 않는다.
Hereinafter, preferred embodiments of the present invention and physical properties of the respective components will be described in detail with reference to the accompanying drawings. However, the present invention is not limited thereto, And this does not mean that the technical idea and scope of the present invention are limited.

본 발명에 따른 자동차용 도료조성물은 봉쇄된 폴리이소시아네이트, 아크릴 수지, 표면평활제 및 점도조절제로 이루어지는데, 폴리이소시아네이트 100 중량부, 아크릴수지 450 내지 500 중량부, 표면평활제 5.5 내지 6 중량부 및 점도조절제 3 내지 5 중량부로 이루어지는 것이 더욱 바람직하다.
The paint composition for automobiles according to the present invention is composed of a blocked polyisocyanate, an acrylic resin, a surface leveling agent and a viscosity modifier, including 100 parts by weight of polyisocyanate, 450 to 500 parts by weight of acrylic resin, 5.5 to 6 parts by weight of surface smoothing agent, and More preferably, 3 to 5 parts by weight of the viscosity modifier.

전술한 봉쇄된 폴리이소시아네이트는 100 중량부가 첨가되며, NCO의 함량이 20 내지 24%인 1,6-디이소시아네이토헥산을 기재로하고, 뷰렛기, 이소시아누레이트기, 알로파네이트기, 이미노옥사디아진디온기, 우레탄기 및 우레트디온기 등을 함유하는 것이 바람직한데, 이러한 폴리이소시아네이트는 전술한 아크릴수지에 형성된 수산화기와 반응하여 기계적 물성이 우수한 자동차용 도료조성물을 제공하는 역할을 한다.
The above-mentioned blocked polyisocyanate is added with 100 parts by weight, and is based on 1,6-diisocyanatohexane having an NCO content of 20 to 24%, biuret group, isocyanurate group, allophanate group, It is preferable to contain an iminooxadiazinedione group, a urethane group, and uretdione group, and the like, and the polyisocyanate reacts with the hydroxyl group formed on the acrylic resin described above to serve to provide an automotive coating composition having excellent mechanical properties. .

전술한 아크릴 수지는 450 내지 500 중량부가 첨가되며, 전술한 봉쇄된 폴리이소시아네이트와 반응하여 기계적 물성이 우수한 자동차용 도료조성물을 제공하는 역할을 하는데, 이때, 전술한 아크릴 수지는 메틸메타아크릴레이트, n-부틸아크릴레이트, 2-하이드록시에틸메타아크릴레이트, 글리시딜메타아크릴레이트로 이루어진 아크릴계 단량체 혼합물에 중합개시제인 벤조일퍼옥사이드를 혼합하고 벤조일퍼옥사이드가 가열 또는 자외선 조사에 의해 라디칼로 전환되면 라디칼에 의한 중합반응으로 제조된다.The above-mentioned acrylic resin is added to 450 to 500 parts by weight, and serves to provide a coating composition for automobiles having excellent mechanical properties by reacting with the above-mentioned blocked polyisocyanate, wherein the acrylic resin is methyl methacrylate, n When benzoyl peroxide, a polymerization initiator, is mixed with an acrylic monomer mixture composed of -butyl acrylate, 2-hydroxyethyl methacrylate, and glycidyl methacrylate, and the benzoyl peroxide is converted into a radical by heating or ultraviolet irradiation, It is prepared by the polymerization reaction by.

전술한 메타아크릴레이트는 270 내지 300 중량부가 첨가되는 것이 바람직하며, 전술한 n-부틸아크릴레이트는 60 내지 90 중량부를 첨가하는 것이 바람직하고, 전술한 2-하이드록시에틸메타아크릴레이트는 50 중량부를 첨가하는 것이 바람직하며, 전술한 글리시딜메타아크릴레이트는 5 내지 50 중량부를 첨가하는 것이 바람직한데, 전술한 아크릴계 단량체 중에서 메틸아크릴릴레이트와 n-부틸아크릴레이트는 아크릴수지의 분자량이나 유리전이온도 등을 고려하여 일반적으로 사용되는 성분이며, 전술한 2-하이드록시에틸메타아크릴레이트는 아크릴 수지에 수산화기를 부여하기 위해 혼합되고, 전술한 글리시딜메타아크릴레이트는 아크릴수지의 주쇄(Main Chain)에 에폭시기를 도입하여 경화과정에서 해리되는 블록킹제인 3,5-디메틸피라졸을 아크릴수지에 화학결합 하기 위해 사용된다.
The above-mentioned methacrylate is preferably added to 270 to 300 parts by weight, the above-mentioned n-butyl acrylate is preferably added to 60 to 90 parts by weight, the above-mentioned 2-hydroxyethyl methacrylate is 50 parts by weight It is preferable to add, and it is preferable to add 5 to 50 parts by weight of the aforementioned glycidyl methacrylate, wherein methyl acrylate and n-butyl acrylate are the molecular weight or glass transition temperature of the acrylic resin. It is a component generally used in consideration of the above, and the aforementioned 2-hydroxyethyl methacrylate is mixed to give a hydroxyl group to the acrylic resin, and the aforementioned glycidyl methacrylate is the main chain of the acrylic resin. 3,5-dimethylpyrazole, a blocking agent that is dissociated in the curing process by introducing an epoxy group into the acrylic resin Used to combine.

전술한 표면평활제는 5.5 내지 6 중량부가 첨가되며, 자동차용 도료조성물로 형성된 도막의 표면 결함을 차단하는 역할을 하여 도막의 외관품질을 개선하는 역할을 한다.5.5 to 6 parts by weight of the above-described surface leveling agent is added, serves to block the surface defects of the coating film formed of the automotive paint composition serves to improve the appearance quality of the coating film.

이러한, 표면평활제는 부틸아크릴레이트 70 중량부와 2-에틸헥실아크릴레이트 30 중량부를 혼합하고, 중합개시제인 디터셔리부틸퍼옥사이드 0.1 중량부를 혼합하여 이루어진 것을 사용하는 것이 바람직하다.Such a surface leveling agent is preferably used by mixing 70 parts by weight of butyl acrylate and 30 parts by weight of 2-ethylhexyl acrylate, and 0.1 parts by weight of dietary butyl peroxide as a polymerization initiator.

전술한 점도조절제는 3 내지 5 중량부가 첨가되며, 자동차용 도료조성물로 형성된 도막의 점도를 조절하여, 흐름성을 개선하는 역할을 한다.3 to 5 parts by weight of the above-described viscosity modifier is added, and serves to improve the flowability by adjusting the viscosity of the coating film formed of the automotive paint composition.

이러한 점도조절제는 자일렌으로 이루어지는 것이 바람직하다.
It is preferable that such a viscosity modifier consists of xylene.

이하에서는, 본 발명에 따른 자동차용 도료조성물의 제조방법 및 물성을 실시예를 들어 설명한다.
Hereinafter, the production method and the physical properties of the automotive paint composition according to the present invention will be described with reference to Examples.

<실시예 1>&Lt; Example 1 >

교반기, 질소주입구, 열전쌍 및 가열기가 장착 된 3리터 용량의 둥근바닥 유리 플라스크에 용제나프타 100을 412g, 1-메톡시프로필아세테이트 137g, BURNOCK DN-980S(약 21.5 중량%의 NCO함량 및 25℃에서 약28.5 Poise의 점도를 갖는 무용제 HDI 삼량체, 애경화학주식회사로부터 구입가능) 1150g을 용기에 넣고, 90℃의 온도에서 교반하면서, 고상 3,5-디메틸피라졸 560g를 첨가하고, NCO기가 더 이상 검출되지 않을 때까지 90 ℃에서 약 1 시간 동안 교반하여 23℃의 온도에서 약35 poice의 점도를 나타내며, 봉쇄된 NCO의 함량은 10.4중량%이며 고형분이 약 75 중량%인 3,5-디메틸피라졸로 봉쇄된 폴리이소시아네이트를 제조하였다.
In a 3-liter round-bottomed glass flask equipped with a stirrer, nitrogen inlet, thermocouple and heater, 412 g of solvent naphtha 100, 137 g of 1-methoxypropyl acetate, BURNOCK DN-980S (about 21.5% by weight of NCO and 25 ° C) 1150 g of a solvent-free HDI trimer having a viscosity of about 28.5 Poise, available from Aekyung Chemical Co., Ltd.) were placed in a container, 560 g of solid 3,5-dimethylpyrazole was added while stirring at a temperature of 90 ° C, and the NCO group was no longer Stirred at 90 ° C. for about 1 hour until not detected, resulting in a viscosity of about 35 poice at a temperature of 23 ° C., with a content of blocked NCO of 10.4% by weight and a solid content of about 75% by weight of 3,5-dimethylpyra Polyisocyanates blocked with sol were prepared.

<실시예 2><Example 2>

교반기, 냉각기 및 온도계가 구비된 4구 플라스크 내에 톨루엔 200g, 부틸아세테이트 200g을 넣고 내부 공기를 질소로 치환한 후에 110℃까지 승온시키고, 개시제인 벤조일 퍼옥사이드 60g을 4구 플라스크에 투입하고, 메틸메타아크릴레이트 300g, n-부틸아크릴레이트 90g, 2-하이드록시에틸메타아크릴레이트 50g, 글리시딜메타아크릴레이트 5g으로 이루어진 아크릴계 단량체 혼합물을 투입하고 3시간 동안 교반한 후에 상온으로 냉각하여 고형분의 함량이 50%인 아크릴수지를 제조하였다.
Into a four-necked flask equipped with a stirrer, a cooler and a thermometer, 200 g of toluene and 200 g of butyl acetate were added, the internal air was replaced with nitrogen, and the temperature was raised to 110 ° C. An acrylic monomer mixture composed of 300 g of acrylate, 90 g of n-butyl acrylate, 50 g of 2-hydroxyethyl methacrylate, and 5 g of glycidyl methacrylate was added thereto, stirred for 3 hours, and then cooled to room temperature to obtain a solid content. 50% acrylic resin was prepared.

<실시예 3><Example 3>

실시예 2와 동일하게 진행하되, 메틸메타아크릴레이트 298g, n-부틸아크릴레이트 87g, 2-하이드록시에틸메타아크릴레이트 50g, 글리시딜메타아크릴레이트 10g으로 이루어진 아크릴계 단량체 혼합물을 투입하여 아크릴수지를 제조하였다.
Proceed in the same manner as in Example 2, an acrylic resin mixture of 298 g of methyl methacrylate, 87 g of n-butyl acrylate, 50 g of 2-hydroxyethyl methacrylate, and 10 g of glycidyl methacrylate was added thereto. Prepared.

<실시예 4><Example 4>

실시예 2와 동일하게 진행하되, 메틸메타아크릴레이트 294g, n-부틸아크릴레이트 81g, 2-하이드록시에틸메타아크릴레이트 50g, 글리시딜메타아크릴레이트 20g으로 이루어진 아크릴계 단량체 혼합물을 투입하여 아크릴수지를 제조하였다.
Proceed in the same manner as in Example 2, an acrylic resin mixture of 294 g of methyl methacrylate, 81 g of n-butyl acrylate, 50 g of 2-hydroxyethyl methacrylate, and 20 g of glycidyl methacrylate was added thereto. Prepared.

<실시예 5><Example 5>

실시예 2와 동일하게 진행하되, 메틸메타아크릴레이트 291g, n-부틸아크릴레이트 75g, 2-하이드록시에틸메타아크릴레이트 50g, 글리시딜메타아크릴레이트 30g으로 이루어진 아크릴계 단량체 혼합물을 투입하여 아크릴수지를 제조하였다.
Proceed in the same manner as in Example 2, an acrylic resin mixture of 291 g of methyl methacrylate, 75 g of n-butyl acrylate, 50 g of 2-hydroxyethyl methacrylate, and 30 g of glycidyl methacrylate was added thereto. Prepared.

<실시예 6><Example 6>

실시예 2와 동일하게 진행하되, 메틸메타아크릴레이트 275g, n-부틸아크릴레이트 69g, 2-하이드록시에틸메타아크릴레이트 50g, 글리시딜메타아크릴레이트 40g으로 이루어진 아크릴계 단량체 혼합물을 투입하여 아크릴수지를 제조하였다.
Proceed in the same manner as in Example 2, an acrylic resin mixture of 275 g of methyl methacrylate, 69 g of n-butyl acrylate, 50 g of 2-hydroxyethyl methacrylate, and 40 g of glycidyl methacrylate was added thereto. Prepared.

<실시예 7>&Lt; Example 7 >

실시예 2와 동일하게 진행하되, 메틸메타아크릴레이트 271g, n-부틸아크릴레이트 63g, 2-하이드록시에틸메타아크릴레이트 50g, 글리시딜메타아크릴레이트 50g으로 이루어진 아크릴계 단량체 혼합물을 투입하여 아크릴수지를 제조하였다.
Proceed in the same manner as in Example 2, an acrylic resin mixture of 271 g of methyl methacrylate, 63 g of n-butyl acrylate, 50 g of 2-hydroxyethyl methacrylate, and 50 g of glycidyl methacrylate was added thereto. Prepared.

<실시예 8>&Lt; Example 8 >

실시예 1을 통해 제조된 3,5-디메틸피라졸로 봉쇄된 폴리이소시아네이트 100g에 실시예 2를 통해 제조된 아크릴수지 480g, 부틸아크릴레이트 70g과 2-에틸헥실아크릴레이트 30g 및 디터셔리부틸퍼옥사이드 0.1g으로 제조된 표면평활제 5.8g을 고속혼련기에 넣고 2000rpm의 속도로 30분간 분산한 후에 자일렌 4g을 투입하여 포드컵 No.4로 60초가 되도록 점도를 조절하고, 점도가 조절된 혼합물을 300 메시의 여과망으로 여과하여 자동차용 도료조성물을 제조하였다.
100 g of polyisocyanate sealed with 3,5-dimethylpyrazole prepared in Example 1 480 g of acrylic resin prepared in Example 2, 70 g of butyl acrylate and 30 g of 2-ethylhexyl acrylate and 0.1 butyl peroxide 5.8 g of the surface leveling agent prepared in grams was added to a high speed kneader, dispersed for 30 minutes at a speed of 2000 rpm, and then 4 g of xylene was added to adjust the viscosity to 60 seconds using Pod Cup No. 4, and the mixture having the viscosity adjusted to 300 Filtration was carried out with a mesh filter net to prepare an automotive paint composition.

<실시예 9>&Lt; Example 9 >

실시예 8과 동일하게 진행하되, 실시예 3을 통해 제조된 아크릴 수지를 사용하여 자동차용 도료조성물을 제조하였다.
Proceed in the same manner as in Example 8, using the acrylic resin prepared in Example 3 to prepare a paint composition for automobiles.

<실시예 10>&Lt; Example 10 >

실시예 8과 동일하게 진행하되, 실시예 4를 통해 제조된 아크릴 수지를 사용하여 자동차용 도료조성물을 제조하였다.
Proceed in the same manner as in Example 8, using the acrylic resin prepared in Example 4 to prepare a coating composition for automobiles.

<실시예 11><Example 11>

실시예 8과 동일하게 진행하되, 실시예 5를 통해 제조된 아크릴 수지를 사용하여 자동차용 도료조성물을 제조하였다.
Proceed in the same manner as in Example 8, using the acrylic resin prepared in Example 5 to prepare a coating composition for automobiles.

<실시예 12>&Lt; Example 12 >

실시예 8과 동일하게 진행하되, 실시예 6을 통해 제조된 아크릴 수지를 사용하여 자동차용 도료조성물을 제조하였다.
Proceed in the same manner as in Example 8, using the acrylic resin prepared in Example 6 to prepare a coating composition for automobiles.

<실시예 13>&Lt; Example 13 >

실시예 8과 동일하게 진행하되, 실시예 7을 통해 제조된 아크릴 수지를 사용하여 자동차용 도료조성물을 제조하였다.
Proceed in the same manner as in Example 8, using the acrylic resin prepared in Example 7 to prepare a paint composition for automobiles.

<비교예 1>&Lt; Comparative Example 1 &

교반기, 냉각기 및 온도계가 구비된 4구 플라스크 내에 톨루엔 200g, 부틸아세테이트 200g을 넣고 내부 공기를 질소로 치환한 후에 110℃까지 승온시키고, 개시제인 벤조일 퍼옥사이드 60g을 4구 플라스크에 투입하고, 메틸메타아크릴레이트 300g, n-부틸아크릴레이트 90g, 2-하이드록시에틸메타아크릴레이트 50g으로 이루어진 아크릴계 단량체 혼합물을 투입하고 3시간 동안 교반한 후에 상온으로 냉각하여 고형분의 함량이 50%인 아크릴수지를 제조하였다.
Into a four-necked flask equipped with a stirrer, a cooler and a thermometer, 200 g of toluene and 200 g of butyl acetate were added, the internal air was replaced with nitrogen, and the temperature was raised to 110 ° C., and 60 g of benzoyl peroxide, an initiator, was charged into a four neck flask, and methyl meta An acrylic monomer mixture consisting of 300 g of acrylate, 90 g of n-butyl acrylate, and 50 g of 2-hydroxyethyl methacrylate was added thereto, stirred for 3 hours, and cooled to room temperature to prepare an acrylic resin having a solid content of 50%. .

<비교예 2>Comparative Example 2

실시예 1에서 제조된 3,5-디메틸피라졸로 봉쇄된 폴리이소시아네이트 100g에 비교예 1을 통해 제조된 아크릴수지 480g, 부틸아크릴레이트 70g과 2-에틸헥실아크릴레이트 30g 및 디터셔리부틸퍼옥사이드 0.1g으로 제조된 표면평활제 5.8g을 고속혼련기에 넣고 2000rpm의 속도로 30분간 분산한 후에 자일렌 4g을 투입하여 포드컵 No.4로 60초가 되도록 점도를 조절하고, 점도가 조절된 혼합물을 300 메시의 여과망으로 여과하여 자동차용 도료조성물을 제조하였다.
100 g of polyisocyanate blocked with 3,5-dimethylpyrazole prepared in Example 1 was prepared using Comparative Example 1, 480 g of acrylic resin, 70 g of butyl acrylate, 30 g of 2-ethylhexyl acrylate, and 0.1 g of dibutyl butyl peroxide. 5.8 g of the surface smoothing agent prepared in a high-speed kneader, dispersed for 30 minutes at a speed of 2000 rpm, 4 g of xylene was added to adjust the viscosity to 60 seconds with Pod Cup No. 4, and the mixture was adjusted to 300 mesh Filtration was carried out with a filter net of to prepare a paint composition for automobiles.

전술한 실시예 8 내지 13 및 비교예 2를 통해 제조된 자동차용 도료조성물을 중력식 에어도장기를 이용하여 전착 및 중도도장이 마감된 가로 200mm × 세로 200mm 크기의 아연강판에 20㎛의 두께로 2회에 걸쳐 40㎛의 두께로 도장한 후에 10분간 방치하고, 150℃의 온도로 조절된 오븐내에서 25분간 경화시켜 시험용 시편을 제조하였다.Automotive coating compositions prepared through the above-described Examples 8 to 13 and Comparative Example 2 by using a gravity-type air coating machine to the thickness of 20㎛ on a 200mm × 200mm size galvanized steel sheet is electrodeposited and finished the middle coating After coating to a thickness of 40 μm over a period of time, it was left for 10 minutes and cured for 25 minutes in an oven adjusted to a temperature of 150 ℃ to prepare a test specimen.

전술한 방법을 통해 제조된 시편의 외관품질, 광택, 도막부착성, 내한칩핑성, 내충격성 및 내산성을 측정하여 아래 표 1에 나타내었다.The appearance quality, gloss, coating film adhesion, cold resistance chipping resistance, impact resistance and acid resistance of the specimen prepared by the above-described method was measured and shown in Table 1 below.

{단, 외관은 육안으로 확인하여 ○(우수), △(양호), ×(미흡), ××(불량)으로 표시하였으며, 광택은 광택계를 사용하여 측정하였다.{However, the appearance was visually confirmed and indicated by ○ (excellent), △ (good), × (poor), × × (poor), gloss was measured using a gloss meter.

도막 내수부착성은 크로스커팅법으로 측정하였다.Coating film water resistance was measured by the cross-cutting method.

내한칩핑성은 -40℃에서 3시간 노출 후에 4bar의 압력으로 혼다(Honda)스톤(직경, 2.5∼5 mm)으로 충격을 가하여, 1∼2mm 사이의 박리 부분을 확인하였다.The cold resistance chipping resistance was applied to a Honda Stone (diameter, 2.5 to 5 mm) at a pressure of 4 bar after 3 hours of exposure at -40 ° C to confirm peeling portions between 1 and 2 mm.

내충격성은 500g의 추를 도막의 표면으로 떨어뜨린 후에 도막의 균열 및 박리가 발생하는 높이로 측정했다.Impact resistance was measured at the height which the crack and peeling of a coating film generate | occur | produce after dropping the weight of 500g to the surface of a coating film.

내산성은 도막 표면에 10%의 농도를 갖는 황산용액을 스포이드로 1방울 떨어뜨린 후 70℃의 오븐 내에서 방치하는 것을 5회 반복한 후에 도막의 손상 정도를 육안으로 확인하였다. ○:손상부위 없음, △:자국만 남음, ×:파인자국 발생, ××:파인자국}
Acid resistance was confirmed by visually checking the degree of damage of the coating after repeated 5 times of dropping sulfuric acid solution having a concentration of 10% on the surface of the coating with a dropper and then leaving it in an oven at 70 ° C. (Circle): No damage part, (triangle | delta): Only a trace remains, ×: Fine trace generate | occur | produces, × x: Fine trace}

<표 1>TABLE 1

Figure 112011047615717-pat00001
Figure 112011047615717-pat00001

위에 표 1에 나타낸 것처럼 본 발명의 의해 제조된 자동차용 도료조성물은 비교예에 의해 제조된 종래에 도료조성물에 비해 내수부착성, 내한칩핑성 및 내산성이 우수한 것을 알 수 있다.As shown in Table 1 above, it can be seen that the automotive paint composition prepared by the present invention has superior water resistance, cold resistance chipping resistance, and acid resistance as compared to the conventional paint composition prepared by Comparative Example.

Claims (6)

봉쇄된 폴리이소시아네이트, 아크릴 수지, 표면평활제 및 점도조절제로 이루어지며,
상기 표면평활제는 부틸아크릴레이트, 2-에틸헥실아크릴레이트 및 디터셔리부틸퍼옥사이드로 이루어지는 것을 특징으로 하는 자동차용 도료조성물.
It consists of a blocked polyisocyanate, acrylic resin, surface leveling agent and viscosity control agent,
The surface smoothing agent is a coating composition for automobiles, characterized in that consisting of butyl acrylate, 2-ethylhexyl acrylate and dietary butyl peroxide.
청구항 1에 있어서,
상기 자동차용 도료조성물은 봉쇄된 폴리이소시아네이트 100 중량부, 아크릴수지 450 내지 500 중량부, 표면평활제 5.5 내지 6 중량부 및 점도조절제 3 내지 5 중량부로 이루어지는 것을 특징으로 하는 자동차용 도료조성물.
The method according to claim 1,
The automotive paint composition is an automotive paint composition comprising 100 parts by weight of a sealed polyisocyanate, 450 to 500 parts by weight of acrylic resin, 5.5 to 6 parts by weight of surface smoothing agent and 3 to 5 parts by weight of viscosity modifier.
청구항 1에 있어서,
상기 봉쇄된 폴리이소시아네이트는 3,5-디메틸피라졸로 봉쇄되는 것을 특징으로 하는 자동차용 도료조성물.
The method according to claim 1,
The blocked polyisocyanate is a coating composition for automobiles, characterized in that it is blocked with 3,5-dimethylpyrazole.
청구항 1에 있어서,
상기 아크릴 수지는 메틸메타아크릴레이트, n-부틸아크릴레이트, 2-하이드록시에틸메타아크릴레이트, 글리시딜메타아크릴레이트 및 벤조일퍼옥사이드로 이루어지는 것을 특징으로 하는 자동차용 도료조성물.
The method according to claim 1,
The acrylic resin is a coating composition for automobiles, characterized in that consisting of methyl methacrylate, n-butyl acrylate, 2-hydroxyethyl methacrylate, glycidyl methacrylate and benzoyl peroxide.
삭제delete 청구항 1에 있어서,
상기 점도조절제는 자일렌으로 이루어지는 것을 특징으로 하는 자동차용 도료조성물.
The method according to claim 1,
The viscosity modifier is a coating composition for automobiles, characterized in that made of xylene.
KR1020110060815A 2011-06-22 2011-06-22 Coating composition for vehicle KR101315318B1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
KR1020110060815A KR101315318B1 (en) 2011-06-22 2011-06-22 Coating composition for vehicle

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
KR1020110060815A KR101315318B1 (en) 2011-06-22 2011-06-22 Coating composition for vehicle

Publications (2)

Publication Number Publication Date
KR20130000233A KR20130000233A (en) 2013-01-02
KR101315318B1 true KR101315318B1 (en) 2013-10-08

Family

ID=47833858

Family Applications (1)

Application Number Title Priority Date Filing Date
KR1020110060815A KR101315318B1 (en) 2011-06-22 2011-06-22 Coating composition for vehicle

Country Status (1)

Country Link
KR (1) KR101315318B1 (en)

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH09143427A (en) * 1995-11-27 1997-06-03 Aisin Chem Co Ltd Thermosetting coating composition
JPH09176571A (en) * 1995-12-27 1997-07-08 Kansai Paint Co Ltd Intermediate coating material composition
KR20010057546A (en) * 1999-12-30 2001-07-04 김충세 Paint composition for automobile
KR20060020450A (en) * 2004-08-31 2006-03-06 윤동언 Composition of transparent and color paint and glass product for structural interior and facing produced by using the same

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH09143427A (en) * 1995-11-27 1997-06-03 Aisin Chem Co Ltd Thermosetting coating composition
JPH09176571A (en) * 1995-12-27 1997-07-08 Kansai Paint Co Ltd Intermediate coating material composition
KR20010057546A (en) * 1999-12-30 2001-07-04 김충세 Paint composition for automobile
KR20060020450A (en) * 2004-08-31 2006-03-06 윤동언 Composition of transparent and color paint and glass product for structural interior and facing produced by using the same

Also Published As

Publication number Publication date
KR20130000233A (en) 2013-01-02

Similar Documents

Publication Publication Date Title
KR100563420B1 (en) Resin composition for coating and coating composition for curing
JP5586799B2 (en) Paint composition
KR100642174B1 (en) Clear-coated stainless steel sheet
JP5689210B1 (en) Paint composition
JP2006306994A (en) Water paint composition and method for painting the water paint composition
KR101724918B1 (en) Clear paint composition for hot stamping film and painting method using the same
CA3087144A1 (en) Coating composition
JP7225200B2 (en) Coating method and coating composition
JP2014012748A (en) Stain-resistant metallic coating composition
CN1800282B (en) Clear coating composition for an automobile and method of forming a multi-layer coating film using the same
EP3543265A1 (en) (meth)acrylic copolymer, coating material composition, coated article and method for forming multilayer coating film
KR101315318B1 (en) Coating composition for vehicle
JP2002097412A (en) Resin composition for coating material and curable coating material composition
JP6762209B2 (en) Topcoat paint composition mainly composed of acrylic resin and melamine resin
KR101846441B1 (en) One-component type matt solvent paint composition for automotive top coating
JP7315468B2 (en) Coating composition and method for forming multi-layer coating film
JP2015028096A (en) Coating composition
JP2011020104A (en) Multilayered coating film forming method and multilayered coating film
KR101365053B1 (en) Two―component type thermosetting coating composition
EP3399002B1 (en) Highly scratch resistant one-pack type paint composition
JP2769188B2 (en) Top coating composition
JPH10316932A (en) Coating composition
KR101316738B1 (en) Aqueous resin composition for automotive paint
JP4732615B2 (en) Coating composition for automobile parts, coating film forming method, and automobile parts
JP5988440B2 (en) Paint composition

Legal Events

Date Code Title Description
A201 Request for examination
E701 Decision to grant or registration of patent right
GRNT Written decision to grant
FPAY Annual fee payment

Payment date: 20160825

Year of fee payment: 4

FPAY Annual fee payment

Payment date: 20170918

Year of fee payment: 5

FPAY Annual fee payment

Payment date: 20180920

Year of fee payment: 6