KR960022804A - Method for preparing antifouling polymer mixture and antifouling coating composition containing same - Google Patents

Method for preparing antifouling polymer mixture and antifouling coating composition containing same Download PDF

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KR960022804A
KR960022804A KR1019940039947A KR19940039947A KR960022804A KR 960022804 A KR960022804 A KR 960022804A KR 1019940039947 A KR1019940039947 A KR 1019940039947A KR 19940039947 A KR19940039947 A KR 19940039947A KR 960022804 A KR960022804 A KR 960022804A
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South Korea
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substituted
component
antifouling
unsubstituted
alkyl
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KR1019940039947A
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Korean (ko)
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KR100357452B1 (en
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이문용
유창준
김덕현
류재혁
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김충세
고려화학 주식회사
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    • 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
    • C09D5/16Antifouling paints; Underwater paints
    • C09D5/1606Antifouling paints; Underwater paints characterised by the anti-fouling agent
    • C09D5/1612Non-macromolecular compounds
    • C09D5/1625Non-macromolecular compounds organic
    • 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
    • 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
    • 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
    • C08K5/3412Heterocyclic compounds having nitrogen in the ring having one nitrogen atom in the ring
    • 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
    • C08K5/54Silicon-containing compounds
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L67/00Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers

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

Abstract

본 발명은 방오성 폴리머 혼합물의 제조방법 및 이를 함유하는 방오도료 조성물에 관한 것으로서, 방오성분, 친수성분 및 가수분해 성분을 에틸렌, 프로필렌, 스티렌, 알킬, 아크릴레이트 등과 같이 본 발명에 속하는 분야에서 공지된 불포화모노머 중 하나 또는 그 이상의 모노머와 공중합시키는 것으로 구성되어 폴리머를 제조하고, 메틸에스테르 화합물을 첨가하여 폴리머 혼합물을 제조하고, 이 혼합물을 이용한 방오도료 조성물의 경우 도막균열과 박리등의 도막결함이 없으며 자기연마성 및 바니쉬 자체의 독성에 의한 상승효과로 뛰어난 방오목적을 달성할 수 있다.The present invention relates to a method for preparing an antifouling polymer mixture and an antifouling coating composition containing the same, wherein the antifouling component, hydrophilic component, and hydrolysis component are known in the art to which the present invention belongs, such as ethylene, propylene, styrene, alkyl, and acrylate. It is composed of copolymerizing with one or more monomers of unsaturated monomers to prepare a polymer, to add a methyl ester compound to prepare a polymer mixture, and the antifouling coating composition using this mixture is free from coating defects such as film cracking and peeling. Excellent antifouling purpose can be achieved by synergistic effect by self polishing and varnish itself toxicity.

Description

방오성 폴리머 혼합물의 제조방법 및 이를 함유하는 방오도료 조성물Method for preparing antifouling polymer mixture and antifouling 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)

하기 일반식 1)로 표현할 수 있는 방오성분(a-1), 하기 일반식 2)로 표현할 수 있는 친수성분(b-1)및 하기 일반식 3)으로 표현할 수 있는 가수분해성분을 함유하는 폴리머(c-1)에 하기 일반식 4)로 표현할 수 있는 메탈에스테르 화합물을 첨가하는 것으로 이루어진 방오성 폴리머 혼합물의 제조방법.A polymer containing an antifouling component (a-1) which can be represented by the following general formula (1), a hydrophilic component (b-1) which can be represented by the following general formula (2), and a hydrolysis component represented by the following general formula (3). The manufacturing method of the antifouling polymer mixture which consists of adding the metal ester compound which can be represented by following General formula (4) to (c-1). 식에서 R1~R5는 치환 또는 비치환된 알킬렌기 또는 치환 또는 비치환된 아릴렌기이고, A는또는 -S-이고, B는 할로겐원소, 수소원소 또는 알킬기이며, D는 산소 또는 질소원자를 함유하는 유기잔기이고, E는 -Ar,또는이고, Ar는 치환 또는 비치환된 아릴기이며, G, G' 및 G"는 알킬기 또는 아릴기이고, J는 치환 또는 비치환된 아릴기 또는 할로겐원소이며, J' 및 J"는 치환 또는 비치환된 알킬기, 치환 또는 비치환된 알릴기, 또는 할로겐원소이고, X1~X3는 산소원소, 카르본산 아니온기, 인산 아니온기, 또는 황산 아니온기이며, M은 전이금속이고, m+2n은 해당금속산화수이고, m은 1 이상의 자연수이고, n은 0 이상의 정수이다.R 1 to R 5 are substituted or unsubstituted alkylene groups or substituted or unsubstituted arylene groups, and A is Or -S-, B is a halogen element, a hydrogen element or an alkyl group, D is an organic residue containing an oxygen or nitrogen atom, E is -Ar, or Ar is a substituted or unsubstituted aryl group, G, G 'and G "are an alkyl group or an aryl group, J is a substituted or unsubstituted aryl group or a halogen element, and J' and J" are substituted or unsubstituted A substituted alkyl group, a substituted or unsubstituted allyl group, or a halogen element, X 1 to X 3 are an oxygen element, a carboxylic acid anion group, a phosphate anion group, or a sulfate anion group, M is a transition metal, and m + 2n Is the corresponding metal oxide, m is a natural number of 1 or more, and n is an integer of 0 or more. 제1항에 있어서, 하기 일반식 5)로 표현할 수 있는 방오성분을 함유하는 불포화모노머 (이하 성분 a-2라 칭함), 일반식 6)로 표현할 수 있는 친수성분을 불포화모노머 (이하 성분 b-2라 칭함) 및 일반식 7)으로 표현할 수 있는 가수분해 성분을 함유하는 불포화모노머 (이하 성분 c-2)라 칭함)를 에틸렌, 프로필렌, 스타일렌, 알킬 아크릴레이트, 알킬메타크릴레이트, 비닐 알킬 에테르, 아크릴아마이드, 아크릴로니트릴, 비닐아세테이트, 비닐클로라이드 등의 불포화 모노머 중 하나 또는 둘 이상 (이하 성분 d라 함)에 공중합시키고, 여기에 상기 일반식 4)로 표현할 수 있는 메탈에스테르화합물 (이하 성분 B라 칭함)을 첨가하는 것을 특징으로 하는 방오성 폴리머 혼합물의 제조방법.The unsaturated monomer containing an antifouling component represented by the following general formula (5) (hereinafter referred to as component a-2) and the hydrophilic component represented by the general formula (6) are unsaturated monomers (hereinafter referred to as component b-). Unsaturated monomers containing a hydrolysis component (hereinafter referred to as component c-2)), which can be represented by 2) and general formula 7), are ethylene, propylene, styrene, alkyl acrylate, alkyl methacrylate, vinyl alkyl ether. , A metal ester compound (hereinafter referred to as a copolymer) which is copolymerized with one or two or more (hereinafter referred to as component d) of unsaturated monomers such as acrylamide, acrylonitrile, vinyl acetate, vinyl chloride, and the like (4) A method for producing an antifouling polymer mixture, characterized by adding B). L1~L6는 수소원소, 할로겐원소, 시아닌기 또는 유기잔기이고, Q1및 Q2 또는이며, U1~U5는 수소원소, 알킬기 또는 아릴기이고, T1는 수소원소, -Q1또는 -U6이며, T2는 수소원소, -Q1또는 -U7이고, T3는 수소원소, -Q1또는 -U8이며 U6~U9는 수소원소, 알킬기 또는 아릴기이고, R6, R7및 R8는 치환 또는 비치환된 알킬렌기 또는 치환 또는 비치환된 아릴렌기이고, A는또는 -S-이고, B 및 B'는 할로겐원소, 수소원소 또는 알킬기이며, D는 산소 또는 질소원소를 함유하는 유기잔기이고, E는 -Ar,또는이고, Ar는 치환 또는 비치환된 아릴기이며, G, G'및 G"는 치환 또는 비치환된 알킬기, 치환 또는 비치환된 아릴기이고, J는 치환 또는 비치환된 아릴기 또는 할로겐원소이며, J' 및 J"는 치환 또는 비치환된 알킬기, 치환 또는 비치환된 아릴기 또는 할로겐원소이다.L 1 to L 6 are hydrogen, halogen, cyanine or organic residue, and Q 1 and Q 2 are or U 1 to U 5 are hydrogen, alkyl or aryl, T 1 is hydrogen, -Q 1 or -U 6 , T 2 is hydrogen, -Q 1 or -U 7 , and T 3 is Hydrogen element, -Q 1 or -U 8 , U 6 to U 9 are hydrogen elements, alkyl groups or aryl groups, and R 6 , R 7 and R 8 are substituted or unsubstituted alkylene groups or substituted or unsubstituted arylene groups And A is Or -S-, B and B 'are halogen, hydrogen or alkyl, D is an organic residue containing oxygen or nitrogen, E is -Ar, or Ar is a substituted or unsubstituted aryl group, G, G 'and G "are a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, J is a substituted or unsubstituted aryl group or a halogen element , J 'and J "are a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, or a halogen element. 제1항 또는 제2항에 있어서, 상기 최종 폴리머의 수평균 분자량이 2,000~100,000 범위인 것을 특징으로 하는 방오성 폴리머 혼합물의 제조방법.The method of claim 1 or 2, wherein the number average molecular weight of the final polymer is in the range of 2,000 to 100,000. 제1항 또는 제2항에 있어서, 상기 폴리머내 성분 a-1 또는 -2의 함량은 5~50중량%이며, 상기 폴리머내 성분 b-1 또는 -2의 함량은 10~50중량%이며, 상기 c-1 또는 -2의 함량은 2~80중량%이고, 상기 성분 d성분의 함량은 5~55중량%인 것을 특징으로 하는 방오성 폴리머 혼합물의 제조방법.The method of claim 1 or 2, wherein the content of component a-1 or -2 in the polymer is 5 to 50% by weight, the content of component b-1 or -2 in the polymer is 10 to 50% by weight, The content of c-1 or -2 is 2 to 80% by weight, the content of the component d component is a method for producing an antifouling polymer mixture, characterized in that 5 to 55% by weight. 제1항 또는 제2항에 있어서, 상기 일반식 4)는 이것이 첨가되기 전의 폴리머 100중량부에 대하여 20~80중량부를 첨가하는 것을 특징으로 하는 방오성 폴리머 혼합물의 제조방법.The method for producing an antifouling polymer mixture according to claim 1 or 2, wherein the general formula (4) adds 20 to 80 parts by weight based on 100 parts by weight of the polymer before it is added. 제1항 또는 제2항의 방법에 의하여 제조된 방오성 폴리머 혼합물, 전형적인 방오도료에 사용되는 다른 폴리머, 안료 방오제 및 기타 첨가제등을 함유하는 방오도료 조성물.An antifouling paint composition containing an antifouling polymer mixture prepared by the method of claim 1 or 2, another polymer used in a typical antifouling paint, a pigment antifouling agent, and other additives. ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.※ Note: The disclosure is based on the initial application.
KR1019940039947A 1994-12-30 1994-12-30 Process for producing antifouling polymer mixture KR100357452B1 (en)

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Publication number Priority date Publication date Assignee Title
EP1496088B1 (en) * 2000-03-28 2011-11-02 Nippon Paint Co., Ltd. Antifouling coating
KR101137563B1 (en) * 2004-12-31 2012-04-23 주식회사 케이씨씨 Anti-fouling paint composition containing copolymer binder and erosion accelarating component
KR101115200B1 (en) 2005-12-30 2012-04-12 주식회사 케이씨씨 A copolymer binder for the anti-fouling and anti-fouling paint composition containing it

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