KR950018079A - Silicone crosslinkable acrylic resin with excellent impact resistance, silicone crosslinkable curing composition and paint composition containing the same - Google Patents

Silicone crosslinkable acrylic resin with excellent impact resistance, silicone crosslinkable curing composition and paint composition containing the same Download PDF

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KR950018079A
KR950018079A KR1019930032122A KR930032122A KR950018079A KR 950018079 A KR950018079 A KR 950018079A KR 1019930032122 A KR1019930032122 A KR 1019930032122A KR 930032122 A KR930032122 A KR 930032122A KR 950018079 A KR950018079 A KR 950018079A
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silicone
represented
acrylic resin
general formula
component
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KR1019930032122A
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Korean (ko)
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김세경
유창준
서창근
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김충세
고려화학 주식회사
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Abstract

본 발명은 내충격성이 우수한 실리콘 가교형 아크릴 수지와 이를 함유하는 실리콘 가교형 경화조성물 및 도료조성물에 관한 것으로서, 방청성과 내수성, 내약품성 및 내후성 등도 우수하여 소지보호용으로 사용할 수 있으며 동시에 장식용으로도 사용할 수 있는 다목적, 다기능의 상온경화형 수지와 이를 함유하는 조성물에 관한 것이다.The present invention relates to a silicone cross-linked acrylic resin having excellent impact resistance, a silicone cross-linked cured composition and a paint composition containing the same, and also excellent in rust resistance, water resistance, chemical resistance, and weather resistance, and can be used for protecting the body and at the same time for decoration. The present invention relates to a multipurpose, multifunctional, room temperature curable resin and a composition containing the same.

Description

내충격성이 우수한 실리콘 가교형 아크릴 수지와 이를 함유하는 실리콘 가교형 경화조성물 및 도료조성물Silicone crosslinkable acrylic resin with excellent impact resistance, silicone crosslinkable curing composition and paint composition containing the same

본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음Since this is an open matter, no full text was included.

Claims (17)

공중합체 100중량부에 대하여 다음 일반식(Ⅱ)로 표현되는 성분 A의 1종 또는 2종 이상의 혼합물 20-80중량부와, 다음 일반식(Ⅲ)로 표현되는 성분 B의 1종 또는 2종 이상의 혼합물 10-60중량부, 다음 일반식(Ⅳ)으로 표현되는 성분 C의 1종 또는 2종 이상의 혼합물 5-40중량부 및 다음 일반식(Ⅴ)로 표현되는 성분 D의 1종 또는 2종 이상의 혼합물 5-35중량부를 라디칼 공중합시켜 제조하는 것을 특징으로 하는 다음 일반식(I)로 표현되는 실리콘가교형 아크릴수지.20-80 parts by weight of one kind or a mixture of two or more kinds of component A represented by the following general formula (II) with respect to 100 parts by weight of the copolymer, and one or two kinds of component B represented by the following general formula (III) 10-60 parts by weight of the mixture, one or two or more mixtures of component C represented by the following general formula (IV) and 5-40 parts by weight of the mixture of the following general formula (V) The silicone crosslinked acrylic resin represented by the following general formula (I), which is prepared by radical copolymerization of 5-35 parts by weight of the above mixture. 상기 식(I)에서 R1은 수소 또는 메틸기이고, R2는 탄소수 1-20의 알킬 또는 아릴기이며, R3는 탄소수 1-20의 알킬기, 아릴기 또는 알콕시기, 아릴옥시기 또는 알킬로일옥시기, 아릴로일옥시기이고, R4는 탄소수 1-20의 실리콘함유 치환체이고, R5는 수평균분자량 100-5,000의 실리콘오일 치환제이다.In formula (I), R 1 is hydrogen or a methyl group, R 2 is an alkyl or aryl group having 1-20 carbon atoms, and R 3 is an alkyl group, aryl group or alkoxy group, aryloxy group or alkyl having 1-20 carbon atoms. It is a oxy group and an arylloyloxy group, R <4> is a C1-C20 silicone containing substituent, R <5> is a silicone oil substituent of a number average molecular weight 100-5,000. 상기 식(Ⅱ)에서 R1과 R2는 상기와 같다.In Formula (II), R 1 and R 2 are the same as above. 상기 식(Ⅲ)에서 R1과 R3는 상기와 같다.In formula (III), R 1 and R 3 are the same as above. 상기 식(Ⅳ)에서 R1은 상기와 같고, R4는 탄소수 1-20의 실리콘 함유 치환제이다.In said formula (IV), R <1> is the same as the above and R <4> is a C1-C20 silicone containing substituent. 상기 식(Ⅴ)에서 R1은 상기와 같고, R5는 수평균분자량 100-5,000의 실리콘오일 치환제이다.In Formula (V), R 1 is as described above, and R 5 is a silicone oil substituent having a number average molecular weight of 100-5,000. 제1항에 있어서, 상기 일반식(Ⅳ)의 R4는 다음의 일반식(Ⅵ)로 표현될 수 있음을 특징으로 하는 실리콘가교형 아크릴수지.The silicone crosslinkable acrylic resin according to claim 1, wherein R 4 of Formula (IV) may be represented by the following Formula (VI). 상기 식(Ⅵ)에서 R6, R7은 탄소수 1-20의 알킬기, 아릴기, 알콕시기, 아릴옥시기 또는 할로겐원소이며, 1은 0 또는 1의 정수이고, m은 0에서 10사이의 정수이며, n은 0에서 3사이의 정수이다.In formula (VI), R 6 , R 7 are alkyl groups, aryl groups, alkoxy groups, aryloxy groups or halogen elements having 1 to 20 carbon atoms, 1 is an integer of 0 or 1, m is an integer of 0 to 10 N is an integer between 0 and 3. 제1항에 있어서, 상기 일반식(Ⅴ)의 R5는 다음의 일반식(Ⅶ)로 표현될 수 있음을 특징으로 하는 실리콘가교형 아크릴수지.The silicone crosslinkable acrylic resin according to claim 1, wherein R 5 in Formula (V) may be represented by the following Formula (VII). 상기 식(Ⅶ)에서 R2는 탄소수 1-20의 알킬기 또는 아릴기이고, 1은 0 또는 1이고, m은 0에서 10사이의 정수이며, x는 1에서 1,000사이의 정수이고,In formula (i), R2 is an alkyl or aryl group having 1-20 carbon atoms, 1 is 0 or 1, m is an integer from 0 to 10, x is an integer from 1 to 1,000, 제1항에 있어서, 상기 일반식(Ⅱ)로 표현되는 성분 A는 메틸아크릴레이트, 메틸, 메타크릴레이트, 에틸 아클릴레이트, 프로필 아크릴레이트, 이소부틸 메타크릴레이트, 노르말부틸 메타크릴레이트, 사이 클로헥실 아크릴레이트, 라우릴 메타크릴레이트, 페닐 아크릴레이트, 파라메틸페닐 아크릴레이트 또는 에톡시에틸 아크릴레이트 등의 아크릴 단량체임을 특징으로 하는 실리콘가교형 아크릴수지.The component A represented by the general formula (II) is methyl acrylate, methyl, methacrylate, ethyl acrylate, propyl acrylate, isobutyl methacrylate, normal butyl methacrylate, A silicone crosslinkable acrylic resin, characterized in that it is an acrylic monomer such as chlorhexyl acrylate, lauryl methacrylate, phenyl acrylate, paramethylphenyl acrylate or ethoxyethyl acrylate. 제1항에 있어서, 상기 일반식(Ⅲ)으로 표현되는 성분 B는 스티렌, 알파-메틸스티렌, 에틸비닐에테르, 부틸비닐에테르, 비닐 아세테이트, 비닐 부티레이트, 비닐 벤조에이트 또는 아크릴로니트릴 등의 비닐 단량체임을 특징으로 하는 실리콘가교형 아크릴수지.The component B according to claim 1, wherein the component B represented by the general formula (III) is a vinyl monomer such as styrene, alpha-methylstyrene, ethyl vinyl ether, butyl vinyl ether, vinyl acetate, vinyl butyrate, vinyl benzoate or acrylonitrile. Silicone crosslinked acrylic resin, characterized in that. 제1항에 있어서, 상기 일반식(Ⅵ)로 표현되는 성분 C는According to claim 1, Component C represented by the general formula (VI) is 또는 CH2=CHSi(OC2H5)3 임을 특징으로 하는 실리콘가교형 아크릴수지.Or CH 2 = CHSi (OC 2 H 5) 3. 제1항에 있어서, 상기 일반식(Ⅴ)로 표현되는 성분 D는 다음 일반식(Ⅷ) 및 (Ⅹ)으로 표현되는 성분 D-1 및 D-2와 다음 일반식(Ⅸ) 및 (ⅩI)로 표현되는 성분 D-3 및 D-4의 치환반응에 의하여 합성되어지는 아크릴변성 실리콘오일 단량체인 것을 특징으로 하는 실리콘가교형 아크릴수지.The component D represented by the general formula (V) according to claim 1, wherein the components D-1 and D-2 represented by the following general formulas (VII) and (VII) and the following general formulas (VII) and (XI) Silicone cross-linked acrylic resin, characterized in that the acrylic modified silicone oil monomer synthesized by the substitution reaction of the components D-3 and D-4. 상기 식에서 R1은 수소 또는 메틸기이고, R2는 탄소수 1-20의 알킬 또는 아릴기이며, x는 1에서 1,000사이의 정수이고, y는 0 또는 1이고, X는이며, m은 0에서 10사이의 정수이다.Wherein R 1 is hydrogen or methyl, R 2 is an alkyl or aryl group of 1-20 carbon atoms, x is an integer from 1 to 1,000, y is 0 or 1, and X is M is an integer between 0 and 10. 제7항에 있어서, 상기 일반식(Ⅷ)으로 표현되는 성분 D-1은 아크릴산, 메타크릴산, 2-히드록시에틸 또는 글리시딜 메타크릴레이트임을 특징으로 하는 실리콘가교형 아크릴수지.The silicone crosslinkable acrylic resin according to claim 7, wherein component D-1 represented by the general formula (VIII) is acrylic acid, methacrylic acid, 2-hydroxyethyl or glycidyl methacrylate. 제7항에 있어서, 상기 일반식(Ⅹ)으로 표현되는 성분 D-2는 옥탄오익 액시드, 버사틸산과 같은 카르복실산 화합물과, 부톡시에탄올, 부톡시에톡시에탄올등과 같은 알코올화합물임을 특징으로 하는 실리콘가교형 아크릴수지.8. The compound D-2 according to claim 7, wherein the component D-2 represented by the general formula (VII) is a carboxylic acid compound such as octanoic acid or versatile acid, and an alcohol compound such as butoxyethanol or butoxyethoxyethanol. Silicone crosslinked acrylic resin, characterized in that. 제7항에 있어서, 상기 일반식(Ⅸ)으로 표현되는 성분 D-3는 α,ω-디아미노프로필 폴리 디메틸실록산, α,ω-디아미노프로필 폴리 메틸에틸실록산, α,ω-디클리시딜 폴리에틸페실록산, 또는 α,ω-디카르복실산 폴리 디메틸실록산 또는 α,ω -디히드록실 폴리 디페닐실록산 임을 특징으로 하는 실리콘가교형 아크릴수지.The component D-3 represented by the general formula (VII) is α, ω-diaminopropyl polydimethylsiloxane, α, ω-diaminopropyl polymethylethylsiloxane, α, ω-dlichly A silicone crosslinked acrylic resin, characterized in that diyl polyethylpesiloxane, or α, ω-dicarboxylic acid poly dimethylsiloxane or α, ω-dihydroxy polydiphenylsiloxane. 제7항에 있어서, 상기 일반식(XI)으로 표현되는 성분 D-4는 α,ω-히드록실 폴리 디메틸실록산, α-글리시딜 폴리 메틸에틸실록산, α-아미노프로필 폴리 디메틸실록산, 또는 α-카르복실산, 폴리 메닐페닐실록산임을 특징으로 하는 실리콘가교형 아크릴수지.The compound D-4 according to claim 7, wherein the component D-4 represented by the general formula (XI) is α, ω-hydroxyl polydimethylsiloxane, α-glycidyl poly methylethylsiloxane, α-aminopropyl poly dimethylsiloxane, or α -Silicone cross-linked acrylic resin, characterized in that carboxylic acid, poly menylphenyl siloxane. 제7항에 있어서, 상기 일반식(Ⅸ)으로 표현되는 성분 D-3 또는 상기 일반식(XI)로 표현되는 성분 D-4의 수평균자량이 100-5,000임을 특징으로 하는 실리콘가교형 아크릴수지.8. The silicone crosslinkable acrylic resin according to claim 7, wherein the number average molecular weight of component D-3 represented by the general formula (III) or component D-4 represented by the general formula (XI) is 100-5,000. . 제1항에 있어서, 중합반응은 50-200℃의 온도범위에서 행하여 짐을 특징으로 하는 실리콘가교형 아크릴수지.The silicone crosslinkable acrylic resin according to claim 1, wherein the polymerization is carried out at a temperature in the range of 50-200 ° C. 제1항에 있어서, 상기 일반식(I)로 표현되는 공중합체의 수평균자량이 5,000 -150,000인 것을 특징으로 하는 실리콘 가교형 아크릴 수지.The silicone crosslinkable acrylic resin according to claim 1, wherein the number average molecular weight of the copolymer represented by the general formula (I) is 5,000-150,000. 제1항 내지 제14항중 어느 한 항에 따른 실리콘가교형 아크릴수지 100중량부에 경화촉진제 15중량부 이하를 함유시켜서 제조된 것을 특징으로 하는 실리콘가교형 경화조성물.A silicone crosslinkable curing composition, comprising: 15 parts by weight or less of a curing accelerator in 100 parts by weight of a silicone crosslinkable acrylic resin according to any one of claims 1 to 14; 제15항에 있어서, 경화촉진제는 트리에틸아민, 이미다졸 유도체, 피리딘 유도체 등의 아민류, 카르복실산 유도체 등의 유기산류, 인산 알킬 에스테르 등의 인산류 또는 금속계촉매를 단독 또는 혼합하여 사용하는 것을 특징으로 하는 실리콘가교형 경화조성물.16. The curing accelerator according to claim 15, wherein the curing accelerator is used alone or in combination of amines such as triethylamine, imidazole derivatives and pyridine derivatives, organic acids such as carboxylic acid derivatives, phosphoric acids such as phosphate alkyl esters or metal catalysts. Silicone crosslinking curing composition characterized in that. 제1항 내지 제14항중 어느 한 항에 따른 실리콘가교형 아크릴수지 20-80 중량부에 분산제와 경화촉진제, 안료 및 기타 첨가제를 첨가시켜서 제조된 것을 특징으로 하는 도료조성물.A coating composition prepared by adding a dispersant, a curing accelerator, a pigment, and other additives to 20 to 80 parts by weight of the silicone crosslinkable acrylic resin according to any one of claims 1 to 14. ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.※ Note: The disclosure is based on the initial application.
KR1019930032122A 1993-12-31 1993-12-31 Silicone crosslinkable acrylic resin with excellent impact resistance, silicone crosslinkable curing composition and paint composition containing the same KR950018079A (en)

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Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100413747B1 (en) * 1995-12-30 2004-06-26 고려화학 주식회사 Silicon-crosslinked resin composition having excellent impact resistance and anti-fouling property
KR100548880B1 (en) * 1997-12-31 2006-05-12 주식회사 케이씨씨 Thermosetting Silicone Crosslinked Resin Composition
KR20140079783A (en) * 2011-10-18 2014-06-27 아사히 가라스 가부시키가이샤 Laminate, method for producing laminate, and method for producing glass substrate having member for electronic devices attached thereto
KR101480105B1 (en) * 2014-03-06 2015-01-07 (주) 벽송하이텍 Aqueous anti-corrosive and high weatherproof silicone acrylic paints using dissolved hydrogen water

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100413747B1 (en) * 1995-12-30 2004-06-26 고려화학 주식회사 Silicon-crosslinked resin composition having excellent impact resistance and anti-fouling property
KR100548880B1 (en) * 1997-12-31 2006-05-12 주식회사 케이씨씨 Thermosetting Silicone Crosslinked Resin Composition
KR20140079783A (en) * 2011-10-18 2014-06-27 아사히 가라스 가부시키가이샤 Laminate, method for producing laminate, and method for producing glass substrate having member for electronic devices attached thereto
KR101480105B1 (en) * 2014-03-06 2015-01-07 (주) 벽송하이텍 Aqueous anti-corrosive and high weatherproof silicone acrylic paints using dissolved hydrogen water

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