KR960022538A - Method for producing silane-modified compound and UV-curable coating composition containing same - Google Patents

Method for producing silane-modified compound and UV-curable coating composition containing same Download PDF

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KR960022538A
KR960022538A KR1019940040225A KR19940040225A KR960022538A KR 960022538 A KR960022538 A KR 960022538A KR 1019940040225 A KR1019940040225 A KR 1019940040225A KR 19940040225 A KR19940040225 A KR 19940040225A KR 960022538 A KR960022538 A KR 960022538A
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South Korea
Prior art keywords
acrylate
silane
modified compound
weight
producing
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KR1019940040225A
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Korean (ko)
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KR0155003B1 (en
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김장욱
김동현
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김충세
고려화학 주식회사
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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
    • C09D183/06—Polysiloxanes containing silicon bound to oxygen-containing groups
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/04—Oxygen-containing compounds
    • C08K5/10—Esters; Ether-esters
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/54—Silicon-containing compounds
    • C08K5/5403—Silicon-containing compounds containing no other elements than carbon or hydrogen
    • 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
    • C09D7/63—Additives non-macromolecular organic

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Polymers & Plastics (AREA)
  • Medicinal Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Paints Or Removers (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Macromonomer-Based Addition Polymer (AREA)
  • Silicon Polymers (AREA)

Abstract

본 발명은 종이 가공용, 염화비닐 장판, 플라스틱 성형품 등에 적용하여 내열성, 내후성 및 내마모성 등을 향상시킴과 동시에, 도료 응용시 상용성과 소포성을 향상시킨 실란변성 화합물을 함유하는 자외선 경화형 도료 조성물에 관한 것으로서, 말단에 이중 결합을 2개 이상 가지고 있는 아크릴레이트 모노머와 3급실란을 하이드로실릴레이션 반응시켜 제조되는 일반식(I)의 자외선 경화형 화합물 1~10중량%와; 반응성 올리고머 10-90중량%와; 반응성 모노머 5~40중량%와; 그리고, 광개시제 0.1~10중량%를 포함하는데 특징이 있는 것이다.The present invention relates to an ultraviolet curable coating composition containing a silane-modified compound which is applied to paper processing, vinyl chloride sheet, plastic molded parts, etc. to improve heat resistance, weather resistance and abrasion resistance, and to improve compatibility and antifoaming property in coating applications. 1 to 10% by weight of an ultraviolet curable compound of formula (I) prepared by hydrosilylation of an acrylate monomer having a two or more double bonds at a terminal and a tertiary silane; 10-90% by weight of reactive oligomers; 5-40 wt% of a reactive monomer; And it is characterized by including 0.1 to 10% by weight of photoinitiator.

여기서, n은 2, 3 또는 4, X는 탄소수가 3~20인 포화탄화수소 또는 (R3-O-R3), R3는 에틸렌, 프로필렌 또는 부틸렌, Y는, R은, R1은 탄소수가 1~4인 포화탄화수소 또는 벤질기, R2는 H 또는 CH3이다.Wherein n is 2, 3 or 4, X is 3 to 20 saturated hydrocarbons or (R 3 -OR 3 ), R 3 is ethylene, propylene or butylene, Y is , R is , R 1 is a saturated hydrocarbon or benzyl group having 1 to 4 carbon atoms, R 2 is H or CH 3 .

Description

실란변성 화합물의 제조방법 및 이를 함유하는 자외선 경화형 도료 조성물Method for producing silane-modified compound and UV-curable coating composition containing same

본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음As this is a public information case, the full text was not included.

Claims (6)

일반식(3)의 아크릴레이트 모노머와 일반식(2)의 3급실란을 헥사클로로플라토닉산을 촉매로 하여 하이드로실릴레이션시키는 것을 특징으로 하는 일반식(1)의 실란변성 화합물의 제조방법.A method for producing a silane-modified compound of the general formula (1), wherein the acrylate monomer of the general formula (3) and the tertiary silane of the general formula (2) are hydrosilylation using hexachloroplatonic acid as a catalyst. 여기서, n은 2, 3 또는 4, X는 탄소수가 3~20인 포화탄화수소 또는 (R3-O-R3), R3는 에틸렌, 프로필렌 또는 부틸렌, Y는, R은, R1은 탄소수가 1~4인 포화탄화수소 또는 벤질기, R2는 H 또는 CH3이다.Wherein n is 2, 3 or 4, X is 3 to 20 saturated hydrocarbons or (R 3 -OR 3 ), R 3 is ethylene, propylene or butylene, Y is , R is , R 1 is a saturated hydrocarbon or benzyl group having 1 to 4 carbon atoms, R 2 is H or CH 3 . 여기서, n은 2, 3또는 4, R은, R2은 H 또는 CH3이고, X는 탄소수가 3~20인 포화탄화수소이다.Where n is 2, 3 or 4, R is , R 2 is H or CH 3 and X is a saturated hydrocarbon having 3 to 20 carbon atoms. 제1항에 있어서, 아크릴레이트 모노머는 1,3-부탄디올디아크릴레이트, 1,4-부탄디올디아크릴레이트, 1,6-헥산디올디아크릴레이트, 디에틸렌글리콜디아크릴레이트, 트리에틸렌글리콜디메타아크릴레이트, 네오펜틸디메타디아크릴레이트, 테트라에틸렌글리콜디메타아크릴레이트, 폴리에틸렌글리콜디메타아크릴레이트, 펜타에리스리톨트리아크릴레이트, 트리메틸올프로판트리아크릴레이트, 네오펜틸글리콜디아크릴레이트, 디펜타에리스리톨펜타아크릴레이트, 알콕시레이티테트라아크릴레이트, 옥틸데실아크릴레이트, 이소데실아크릴레이트, 라우릴아크릴레이트, 라우릴메타아크릴레이트, 스테아릴아크릴레이트, 베헤닐아크릴레이트, 노닐페놀에톡시레이트모노아크릴레이트 및 베타-카르복시에틸아크릴레이트로 구성된 그룹으로 부터 선택되는 아크릴산 에스테르 모노머인 것을 특징으로 하는 신란 변성 화합물의 제조방법.According to claim 1, The acrylate monomer is 1,3-butanediol diacrylate, 1,4-butanediol diacrylate, 1,6-hexanediol diacrylate, diethylene glycol diacrylate, triethylene glycol dimetha Acrylate, neopentyl dimethadiacrylate, tetraethylene glycol dimethacrylate, polyethylene glycol dimethacrylate, pentaerythritol triacrylate, trimethylolpropane triacrylate, neopentyl glycol diacrylate, dipentaerythritol penta Acrylate, alkoxylate tetraacrylate, octyldecyl acrylate, isodecyl acrylate, lauryl acrylate, lauryl methacrylate, stearyl acrylate, behenyl acrylate, nonyl phenol ethoxylate monoacrylate and A child selected from the group consisting of beta-carboxyethyl acrylate A method for producing a silanic modified compound, characterized in that it is a acrylate ester monomer. 제1항에 있어서, 3급 실란은 벤질디메틸실란, 3급부틸디메틸실란, 디에틸메틸실란, 디페닐메틸실란, 1,1,1,3,3,5,5-헵타메틸트리실록산, 이소부틸디에톡시릴란, 헥실디메톡시실란, 페닐디메틸실란 및 트리메틸실란으로 구성된 그룹으로 부터 선택되는 것을 특징으로 하는 실란변성 화합물의 제조방법.The tertiary silane is selected from the group consisting of benzyldimethylsilane, tertiarybutyldimethylsilane, diethylmethylsilane, diphenylmethylsilane, 1,1,1,3,3,5,5-heptamethyltrisiloxane, iso A method for producing a silane-modified compound, characterized in that it is selected from the group consisting of butyl diethoxysilane, hexyldimethoxysilane, phenyldimethylsilane and trimethylsilane. 제1항에 있어서, 3급실란과 아크릴레이트모노머의 혼합 몰비를 0.1:1~1.5:1로 하여 반응시키는 것을 특징으로 하는 실란변성 화합물의 제조방법.The method for producing a silane-modified compound according to claim 1, wherein the mixing molar ratio of the tertiary silane and the acrylate monomer is set at 0.1: 1 to 1.5: 1. 제1항의 실란변성 화합물 1~80중량%와; 반응성 올리고머 10~90중량%와, 반응성 모노머 5~40 중량부와, 광개시제 0.1~10중량%로 구성되는 실란변성 화합물을 함유하는 자외선 경화형 도료 조성물.1 to 80% by weight of the silane-modified compound of claim 1; The ultraviolet curable coating composition containing the silane-modified compound comprised from 10 to 90 weight% of reactive oligomers, 5 to 40 weight part of reactive monomers, and 0.1 to 10 weight% of photoinitiators. 제5항에 있어서, 반응성 올리고머는 에폭시아크릴레이트, 폴리에스테르아크릴레이트, 우레탄아크릴레이트, 폴리에테르아크릴레이트, 산변성에폭시우레탄아크릴레이트, 다관능우레탄아크릴레이트 및 아크릴변성에폭시아크릴레이트로 구성된 그룹으로 부터 선택되는 것을 특징으로 하는 실란변성 화합물을 함유하는 자외선 경화형 도료 조성물.6. The reactive oligomer of claim 5, wherein the reactive oligomer is from a group consisting of epoxy acrylate, polyester acrylate, urethane acrylate, polyether acrylate, acid-modified epoxyurethane acrylate, polyfunctional urethane acrylate, and acrylic-modified epoxy acrylate. UV-curable coating composition containing a silane-modified compound, characterized in that selected. ※ 참고사항:최초출원 내용에 의하여 공개하는 것임.※ Note: The disclosure is based on the initial application.
KR1019940040225A 1994-12-30 1994-12-30 U.v curable coating composition comprising modified silane compound KR0155003B1 (en)

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100481629B1 (en) * 1996-12-30 2005-12-30 주식회사 엘지화학 Special uv paint and method of manufacturing a floor mat using it

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100481629B1 (en) * 1996-12-30 2005-12-30 주식회사 엘지화학 Special uv paint and method of manufacturing a floor mat using it

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