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KR970703398A - Antifouling and Foul-Release Coatings - Google Patents

Antifouling and Foul-Release Coatings Download PDF

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Publication number
KR970703398A
KR970703398A KR1019960706816A KR19960706816A KR970703398A KR 970703398 A KR970703398 A KR 970703398A KR 1019960706816 A KR1019960706816 A KR 1019960706816A KR 19960706816 A KR19960706816 A KR 19960706816A KR 970703398 A KR970703398 A KR 970703398A
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South Korea
Prior art keywords
isothiazolone
dichloro
biocide
chloro
coating system
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KR1019960706816A
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Korean (ko)
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제임스 알. 그리피스
스티븐 엘. 스나이더
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윌리암 씨. 가버트
더 거번먼트 오브 더 유나이티드 스테이츠 오브 아메리카, 리프리젠티드 바이 더 세크러터리 오브 더 네이비
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Publication of KR970703398A publication Critical patent/KR970703398A/en

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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
    • C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
    • C09D5/16—Antifouling paints; Underwater paints
    • C09D5/1656—Antifouling paints; Underwater paints characterised by the film-forming substance
    • C09D5/1662—Synthetic film-forming substance
    • C09D5/1675—Polyorganosiloxane-containing compositions
    • 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
    • C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
    • C09D5/14—Paints containing biocides, e.g. fungicides, insecticides or pesticides
    • 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
    • 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
    • C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
    • C09D5/16—Antifouling paints; Underwater paints
    • C09D5/1606—Antifouling paints; Underwater paints characterised by the anti-fouling agent
    • C09D5/1612—Non-macromolecular compounds
    • C09D5/1625—Non-macromolecular compounds organic

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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Plant Pathology (AREA)
  • Paints Or Removers (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

본 발명은 3-이소티아졸론 살생물제를 함유하는 실리콘 코팅계, 기판 및 그의 코팅계로 이루어진 제품, 및 코팅계로 기판을 코팅하는 단계로 특징지어지는 해양 유기체에 의한 수하 기판의 오염의 억제 방법에 관한 것이다.The present invention relates to a method for suppressing contamination of a drooping substrate by a marine organism characterized by coating a substrate with a silicone coating system containing a 3-isothiazolone biocide, a substrate and a product consisting of the coating system, and a coating system. It is about.

Description

방오제 및 오염물 박리 코팅(Antifouling and Foul-Release Coatings)Antifouling and Foul-Release Coatings

[도면의 간단한 설명][Brief Description of Drawings]

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

Claims (24)

유기폴리실록산, 및 해양 유기체에 대해 유효량으로 존재하고 3-이소티아졸론으로 구성된 군으로부터 선택된, 유기 생분해성 살생물제로 이루어진 실리콘 코팅계.A silicone coating system consisting of an organopolysiloxane and an organic biodegradable biocide present in an effective amount for marine organisms and selected from the group consisting of 3-isothiazolones. 제1항에 있어서, 상기 유기폴리실록산이 화학식(1)로 표시되고, 상기 상생물제가 화학식(2) 및 이 화합물의 강산과의 염이고, 살생물제의 수용해도가 UV 방법에 의해 측정된 바로 0.5 내지 500ppm인 코팅계.The method according to claim 1, wherein the organopolysiloxane is represented by the formula (1), the biocide is a salt of the formula (2) with a strong acid of the compound, and the water solubility of the biocide is measured by the UV method. Coating system that is 0.5 to 500ppm. 상기 식 중, n은 중합도에 상응하는 정수이고, R' 및 R" 치환체는 저급 알킬기, 아릴기, 알카릴기, 할로아릴기, 알케닐기로 구성된 군으로부터 개별적으로 선택되며, Y는 (1) 탄소 원자수 1 내지 18의 비치환된 알킬기, (2) 히드록시, 할로, 시아노, 알킬아미노, 디알킬아미노, 페닐아미노, 할로페닐아미노, 카르복시, 카르브알콕시, 알콕시, 아릴옥시, 모르폴리노, 피페리디노, 피롤리도닐, 카르바목시, 또는 이소티아졸로닐로 치환된 수소 원자를 하나 이상 갖는 치환된 알킬기, (3) 탄소 원자 수 2 내지 18의 비치환되거나 할로 치환된 알케닐기, (4) 탄소 원자 수 2 내지 18의 비치환되거나 할로-치환된 알키닐기, (5) 탄소 원자 수 3 내지 6의 고리를 갖고 탄소원자수 12 이하의 비치환되거나 알킬 치환된 시클로알킬기, (6) 비치환되거나 할로, 저급 알킬, 또는 저급 알콕시 치환된 아랄킬기(여기서, 아랄킬기에 존재하는 탄소 원자의 총 수는 10을 초과하지 않는다), 또는 (7) 비치환되거나 페녹시, 히드록시, 트리할로-, 메틸, 할로, 니트로, 저급 알킬, 또는 저급 카르브알콕시 치환된 아릴기(여기서, 아릴기에 존재하는 탄소 원자의 총 수는 10을 초과하지 않는다)이고, R은 수소, 할로겐, 또는 C1-C4알킬기이고, R1은 수소, 할로겐, 또는 C1-C4알킬기이되, 단 R 및 R1중 적어도 하나는 할로겐이다.Wherein n is an integer corresponding to the degree of polymerization, and R 'and R "substituents are individually selected from the group consisting of lower alkyl groups, aryl groups, alkaryl groups, haloaryl groups, alkenyl groups, and Y is (1) carbon Unsubstituted alkyl groups having 1 to 18 atoms, (2) hydroxy, halo, cyano, alkylamino, dialkylamino, phenylamino, halophenylamino, carboxy, carvalkoxy, alkoxy, aryloxy, morpholino , A substituted alkyl group having at least one hydrogen atom substituted with piperidino, pyrrolidoneyl, carbamoxi, or isothiazoloneyl, (3) an unsubstituted or halosubstituted alkenyl group having from 2 to 18 carbon atoms (4) an unsubstituted or halo-substituted alkynyl group having 2 to 18 carbon atoms, (5) an unsubstituted or alkyl substituted cycloalkyl group having 3 to 6 carbon atoms and having up to 12 carbon atoms, (6 A) unsubstituted or halo, lower alkyl, or lower egg A time-substituted aralkyl group (wherein the total number of carbon atoms present in the aralkyl group does not exceed 10), or (7) unsubstituted or phenoxy, hydroxy, trihalo-, methyl, halo, nitro, Lower alkyl, or lower carvalkoxy substituted aryl group, wherein the total number of carbon atoms present in the aryl group does not exceed 10, R is hydrogen, halogen, or a C 1 -C 4 alkyl group, R 1 Is a hydrogen, halogen, or C 1 -C 4 alkyl group provided that at least one of R and R 1 is halogen. 제2항에 있어서, 상기 유기폴리실록산이 약 40,000 내지 100,000의 분자량 및 25℃에서 약 10 내지 1,000 스토크의 점도를 갖고, 상기 살생물제가 코팅계의 중량을 기준으로 0.5 내지 25%의 농도이고, 상기 살생물제가 4,5-디클로로-2-시클로헥실-3-이소티아졸론, 4,5-디클로로-2-n-헥실-3-이소티아졸론, 4,5-디클로로-2-n-옥틸-3-이소티아졸론, 4,5-디클로로-2-비닐-3-이소티아졸론, 4,5-디클로로-2-(4'-클로로벤질)-3-이소티아졸론, 4-메틸-5-클로로-2-(4'-클로로페닐)-3-이소티아졸론, 5-클로로-2-(4'-클로로벤질)-3-이소티아졸론, 5-클로로-2-(2'-페닐에틸)-3-이소티아졸론, 4,5-디클로로-2-(2'-페닐에틸)-3-이소티아졸론, 4-브로모-5-클로로-2-(4'-클로로벤질)-3-이소티아졸론 및 4-메틸-5-클로로-2-(3', 4'-디에틸벤질)-3-이소티아졸론으로 이루어진 군으로부터 선택되는 코팅계.The method of claim 2, wherein the organopolysiloxane has a molecular weight of about 40,000 to 100,000 and a viscosity of about 10 to 1,000 stokes at 25 ° C., wherein the biocide is at a concentration of 0.5 to 25% by weight of the coating system, The biocide is 4,5-dichloro-2-cyclohexyl-3-isothiazolone, 4,5-dichloro-2-n-hexyl-3-isothiazolone, 4,5-dichloro-2-n-octyl- 3-isothiazolone, 4,5-dichloro-2-vinyl-3-isothiazolone, 4,5-dichloro-2- (4'-chlorobenzyl) -3-isothiazolone, 4-methyl-5- Chloro-2- (4'-chlorophenyl) -3-isothiazolone, 5-chloro-2- (4'-chlorobenzyl) -3-isothiazolone, 5-chloro-2- (2'-phenylethyl ) -3-isothiazolone, 4,5-dichloro-2- (2'-phenylethyl) -3-isothiazolone, 4-bromo-5-chloro-2- (4'-chlorobenzyl) -3 A coating system selected from the group consisting of isothiazolone and 4-methyl-5-chloro-2- (3 ', 4'-diethylbenzyl) -3-isothiazolone. 제3항에 있어서, 코팅계의 중량을 기준으로 유기폴리실록산 70 내지 99%, 알킬 실리케이트 0.1 내지 5% 경화제 0.1 내지 5%, 및 상기 살생물제 0.5 내지 25%로 이루어지고, 상기 유기폴리실록산, 상기 알킬실리케이트 및 상기 경화제의 반응생성물이며, 상기 살생물제가 그 안에 분산되어 있는 코팅계.According to claim 3, consisting of 70 to 99% of the organopolysiloxane, 0.1 to 5% of the alkyl silicate 0.1 to 5% of the curing agent, and 0.5 to 25% of the biocide, based on the weight of the coating system, the organic polysiloxane, A coating product comprising a reaction product of an alkyl silicate and the curing agent, wherein the biocide is dispersed therein. 제4항에 있어서, 상기 유기폴리실록산이 히드록시 말단 폴리디메틸실록산이고, 상기 살생물제가 4,5-디클로로-2-n-옥틸-3-이소티아졸론인 코팅계.The coating system according to claim 4, wherein the organopolysiloxane is a hydroxy-terminated polydimethylsiloxane and the biocide is 4,5-dichloro-2-n-octyl-3-isothiazolone. 기판 및 상기 기판에 제공된, 해양 유기체에 의한 상기 기판의 오염을 감소시키기 위한 유효량의 살생물제를 함유하고, 상기 살생물제가 3-이소티아졸론 및 그의 혼합물로 이루어진 군으로부터 선택된, 실리콘 코팅계로 이루어진 제품.A silicon coating system containing a substrate and an effective amount of biocide provided to the substrate to reduce contamination of the substrate by marine organisms, wherein the biocide is selected from the group consisting of 3-isothiazolones and mixtures thereof product. 제6항에 있어서, 상기 살생물제가 4,5-디클로로-2-시클로헥실-3-이소티아졸론, 4,5-디클로로-2-n-헥실-3-이소티아졸론, 4,5-디클로로-2-n-옥틸-3-이소티아졸론, 4,5-디클로로-2-비닐-3-이소티아졸론, 4,5-디클로로-2-(4'-클로로벤질)-3-이소티아졸론, 4-메틸-5-클로로-2-(4'-클로로페닐)-3-이소티아졸론, 5-클로로-2-(4'-클로로벤질)-3-이소티아졸론, 5-클로로-2-(2'-페닐에틸)-3-이소티아졸론, 4,5-디클로로-2-(2'-페닐에틸)-3-이소티아졸론, 4-브로모-5-클로로-2-(4'-클로로벤질)-3-이소티아졸론 및 4-메틸-5-클로로-2-(3', 4'-디에틸벤질)-3-이소티아졸론으로 이루어진 군으로부터 선택되는 것인 제품.The method of claim 6, wherein the biocide is 4,5-dichloro-2-cyclohexyl-3-isothiazolone, 4,5-dichloro-2-n-hexyl-3-isothiazolone, 4,5-dichloro 2-n-octyl-3-isothiazolone, 4,5-dichloro-2-vinyl-3-isothiazolone, 4,5-dichloro-2- (4'-chlorobenzyl) -3-isothiazolone , 4-methyl-5-chloro-2- (4'-chlorophenyl) -3-isothiazolone, 5-chloro-2- (4'-chlorobenzyl) -3-isothiazolone, 5-chloro-2 -(2'-phenylethyl) -3-isothiazolone, 4,5-dichloro-2- (2'-phenylethyl) -3-isothiazolone, 4-bromo-5-chloro-2- (4 A product selected from the group consisting of '-chlorobenzyl) -3-isothiazolone and 4-methyl-5-chloro-2- (3', 4'-diethylbenzyl) -3-isothiazolone. 제6항에 있어서, 상기 살생물제가 4,5-디클로로-2-n-옥틸-3-이소티아졸론인 제품.The product of claim 6, wherein the biocide is 4,5-dichloro-2-n-octyl-3-isothiazolone. 제7항에 있어서, 상기 살생물제의 양이 상기 코팅계의 중량을 기준으로 약 0.5 내지 25%인 제품.8. The product of claim 7, wherein the amount of biocide is about 0.5 to 25% by weight of the coating system. 제7항에 있어서, 상기 살생물제의 양이 상기 코팅계의 중량을 기준으로 약 0.5 내지 25%이고, 상기 기판이 금속, 목재, 고무, 플라스틱, 세라믹 및 그의 혼합물로 이루어진 군으로부터 선택되는 것인 제품.8. The method of claim 7, wherein the amount of biocide is about 0.5 to 25% by weight of the coating system and the substrate is selected from the group consisting of metals, wood, rubber, plastics, ceramics and mixtures thereof Product. 제9항에 있어서, 상기 실리콘 코팅계가 실리콘 코팅계의 중량을 기준으로 유기폴리실록산 70 내지 99%, 알킬 실리게이트 0.1 내지 5% 및 경화제 0.1 내지 5%의 반응 생성물로 이루어지고, 경화된 상태로 약 20 마이크론 이상의 두께인 제품.The method of claim 9, wherein the silicone coating system comprises a reaction product of 70 to 99% of an organopolysiloxane, 0.1 to 5% of an alkyl silicate and 0.1 to 5% of a curing agent based on the weight of the silicone coating system, in a cured state More than 20 microns thick. 제11항에 있어서, 상기 유기폴리실록산이 히드록시 말단 폴리디메틸실록산이고, 상기 살생물제가 4,5-디클로로-2-n-옥틸-3-이소티아졸론인 제품.The product of claim 11, wherein the organopolysiloxane is a hydroxy terminated polydimethylsiloxane and the biocide is 4,5-dichloro-2-n-octyl-3-isothiazolone. 기판 및 상기 기판에 제공된, 해양 유기체에 의한 상기 기판의 오염을 감소시키기 위한 3-티아졸론 및 그의 혼합물로 이루어진 군으로부터 선택된 유효량의 살생물제를 함유하고, 본질적으로 그의 한쪽 면이 기판에 결합된 결합층 및 이 결합층의 다른면에 결합된 박리층으로 이루어진, 이중 실리콘 코팅계로 이루어진 제품.Containing an effective amount of biocide selected from the group consisting of a substrate and 3-thiazolones and mixtures thereof for reducing contamination of the substrate by marine organisms, provided that the substrate is essentially one side bonded to the substrate A double silicone coating system comprising a bonding layer and a release layer bonded to the other side of the bonding layer. 제13항에 있어서, 상기 결합층이 경화된 상태에서 약 20 마이크로미터 이상의 두께이고, 그의 중량을 기준으로 유기폴리실록산 10 내지 80%, 일관능성 모노머 30 내지 80%, 5% 미만의 유리 라디칼 개시제, 2% 미만의 다관능성 모노머 및 존재할 경우 그 전체에 분산되는 살생물제 0.5 내지 25%로 이루어진 반응 생성물이고, 상기 박리층이 약 20 마이크론 이상의 두께이고, 그의 중량을 기준으로 유기폴리실록산 70 내지 99%, 알킬 실리케이트 0.1 내지 5%, 경화제 0.1 내지 5%, 및 존재할 경우 그 전체에 분산되는 살생물제 0.5 내지 25%로 이루어진 반응 생성물인 제품.The free radical initiator of claim 13, wherein the bonding layer is about 20 micrometers thick or more in the cured state, and based on its weight, 10 to 80% organopolysiloxane, 30 to 80% monofunctional monomer, and less than 5% free radical initiator, A reaction product consisting of less than 2% of a multifunctional monomer and 0.5 to 25% of a biocide dispersed therein, wherein the release layer is at least about 20 microns thick and 70 to 99% of an organopolysiloxane by weight , 0.1-5% alkyl silicate, 0.1-5% curing agent, and 0.5-25% biocidal agent, if present, dispersed throughout. 제14항에 있어서, 살생물제의 수용해도가 0.5 내지 300ppm인 제품.15. The product of claim 14, wherein the water solubility of the biocide is between 0.5 and 300 ppm. 제14항에 있어서, 상기 살생물제의 양이 상기 결합층 또는 박리층을 기준으로 5 내지 20%이고, 4,5-디클로로-2-시클로헥실-3-이소티아졸론, 4,5-디클로로-2-n-헥실-3-이소티아졸론, 4,5-디클로로-2-n-옥틸-3-이소티아졸론, 4,5-디클로로-2-비닐-3-이소티아졸론, 4,5-디클로로-2-(4'-클로로벤질)-3-이소티아졸론, 4-메틸-5-클로로-2-(4'-클로로페닐)-3-이소티아졸론, 5-클로로-2-(4'-클로로벤질)-3-이소티아졸론, 5-클로로-2-(2'-페닐에틸)-3-이소티아졸론, 4,5-디클로로-2-(2'-페닐에틸)-3-이소티아졸론, 및 4-브로모-5-클로로-2-(4'-클로로벤질)-3-이소티아졸론 및 4-메틸-5-클로로-2-(3', 4'-디에틸벤질)-3-이소티아졸론으로 이루어진 군으로부터 선택되는 것인 제품.The method according to claim 14, wherein the amount of the biocide is 5 to 20% based on the binding layer or the peeling layer, and 4,5-dichloro-2-cyclohexyl-3-isothiazolone, 4,5-dichloro -2-n-hexyl-3-isothiazolone, 4,5-dichloro-2-n-octyl-3-isothiazolone, 4,5-dichloro-2-vinyl-3-isothiazolone, 4,5 -Dichloro-2- (4'-chlorobenzyl) -3-isothiazolone, 4-methyl-5-chloro-2- (4'-chlorophenyl) -3-isothiazolone, 5-chloro-2- ( 4'-chlorobenzyl) -3-isothiazolone, 5-chloro-2- (2'-phenylethyl) -3-isothiazolone, 4,5-dichloro-2- (2'-phenylethyl) -3 Isothiazolone, and 4-bromo-5-chloro-2- (4'-chlorobenzyl) -3-isothiazolone and 4-methyl-5-chloro-2- (3 ', 4'-diethyl Benzyl) -3-isothiazolone. 제16항에 있어서, 상기 결합층이 유기폴리실록산 25 내지 60%, 일관능성 모노머 40 내지 70%, 유리라디칼 개시제 0.1 내지 2%, 다관능성 모노어 0.001 내지 1%, 및 존재하는 경우, 그 전체에 분산되는 살생물제 5 내지 25%로 이루어진 반응 생성물인 제품.17. The composition of claim 16, wherein the bonding layer is from 25 to 60% of an organopolysiloxane, from 40 to 70% of a monofunctional monomer, from 0.1 to 2% of a free radical initiator, from 0.001 to 1% of a multifunctional mono, and when present in its entirety. A product which is a reaction product consisting of 5 to 25% biocides dispersed. 제17항에 있어서, 상기 살생물제가 4,5-디클로로-2-n-옥틸-3-이소티아졸론인 제품.18. The product of claim 17, wherein the biocide is 4,5-dichloro-2-n-octyl-3-isothiazolone. 제18항에 있어서, 상기 살생물제가 없는 상기 결합층이 Silgan J-501 실리콘 물질이고, 상기 박리층이 RTV 11, RTV 3410, RTV 236, 및 Exsil 2220 실리콘 물질로 이루어진 군으로부터 선택되는 것인 제품.19. The article of claim 18 wherein the biocide-free bonding layer is a Silgan J-501 silicone material and the release layer is selected from the group consisting of RTV 11, RTV 3410, RTV 236, and Exsil 2220 silicone materials. . 유효량의 3-이소티아졸론 살생물제를 함유하는 실리콘 코팅계를 표면에 도포하고, 상기 표면을 수중의 오염 조건에 노출시키는 것으로 이루어진, 수중에서 해양 유기체에 의한 수하 기판의 오염을 억제하는 방법.A method of inhibiting contamination of a drooping substrate by marine organisms in water, comprising applying a silicone coating system containing an effective amount of 3-isothiazolone biocide to a surface and exposing the surface to contamination conditions in water. 제20항에 있어서, 상기 코팅계가 살생물제를 함유하는 이중 코팅계이고, 상기 이중 코팅계가 본질적으로 그의 한쪽 면이 기판에 결합된 결합층 및 이 결합층의 한 면에 결합된 박리층으로 이루어지고, 상기 결합층이 그의 중량을 기준으로 유기폴리실록산 70 내지 99%, 알킬 실리케이트 0.1 내지 5% 및 경화제 0.1 내지 5%로 이루어진 반응 생성물이고, 상기 결합층은 존재하는 경우 상기 살생물제 0.5 내지 25%를 함유하며, 상기 박리층이 유기폴리실록산 25 내지 60%, 일관능성 모노머 40 내지 70%, 유리라디칼 개시제 0.1 내지 2%, 다관능성 모노머 0.001 내지 1%의 반응 생성물이며, 상기 박리층은 존재하는 경우 살생물제 5 내지 25%를 함유하는 방법.The coating system according to claim 20, wherein the coating system is a double coating system containing a biocide, and the double coating system consists essentially of a bonding layer having one side bonded to a substrate and a release layer bonded to one side of the bonding layer. The binding layer is a reaction product consisting of 70 to 99% of an organopolysiloxane, 0.1 to 5% of an alkyl silicate and 0.1 to 5% of a curing agent, based on its weight, wherein the binding layer, if present, is 0.5 to 25 %, The release layer is a reaction product of 25 to 60% of an organopolysiloxane, 40 to 70% of a monofunctional monomer, 0.1 to 2% of a free radical initiator, and 0.001 to 1% of a polyfunctional monomer, wherein the release layer is present If the biocide contains 5 to 25%. 제21항에 있어서, 상기 기판이 금속, 목재, 고무, 플라스틱, 세라믹, 및 그의 혼합물로 이루어진 군으로부터 선택되고, 상기 방법이 상기 박리층을 고체화되었으나 점성이 있는 결합층에 도포하기 전에 상기 박리층에 경화제를 혼합하는 단계를 추가로 포함하는 방법.22. The release layer of claim 21 wherein the substrate is selected from the group consisting of metals, wood, rubber, plastics, ceramics, and mixtures thereof, wherein the method prior to applying the release layer to a solidified but viscous bonding layer. The method further comprises the step of mixing the curing agent. 제21항에 있어서, 상기 살생물제가 4,5-디클로로-2-시클로헥실-3-이소티아졸론, 4,5-디클로로-2-n-헥실-3-이소티아졸론, 4,5-디클로로-2-n-옥틸-3-이소티아졸론, 4,5-디클로로-2-비닐-3-이소티아졸론, 4,5-디클로로-2-(4'-클로로벤질)-3-이소티아졸론, 4-메틸-5-클로로-2-(4'-클로로페닐)-3-이소티아졸론, 5-클로로-2-(4'-클로로벤질)-3-이소티아졸론, 5-클로로-2-(2'-페닐에틸)-3-이소티아졸론, 4,5-디클로로-2-(2'-페닐에틸)-3-이소티아졸론, 및 4-브로모-5-클로로-2-(4'-클로로벤질)-3-이소티아졸론 및 4-메틸-5-클로로-2-(3', 4'-디에틸벤질)-3-이소티아졸론으로 이루어진 군으로부터 선택되는 것인 제품.The method of claim 21 wherein the biocide is 4,5-dichloro-2-cyclohexyl-3-isothiazolone, 4,5-dichloro-2-n-hexyl-3-isothiazolone, 4,5-dichloro 2-n-octyl-3-isothiazolone, 4,5-dichloro-2-vinyl-3-isothiazolone, 4,5-dichloro-2- (4'-chlorobenzyl) -3-isothiazolone , 4-methyl-5-chloro-2- (4'-chlorophenyl) -3-isothiazolone, 5-chloro-2- (4'-chlorobenzyl) -3-isothiazolone, 5-chloro-2 -(2'-phenylethyl) -3-isothiazolone, 4,5-dichloro-2- (2'-phenylethyl) -3-isothiazolone, and 4-bromo-5-chloro-2- ( 4'-Chlorobenzyl) -3-isothiazolone and 4-methyl-5-chloro-2- (3 ', 4'-diethylbenzyl) -3-isothiazolone. 제22항에 있어서, 상기 살생물제가 4,5-디클로로-2-n-옥틸-3-이소티아졸론이고, 상기 결합층이 Silgan J-501 실리콘 물질이고, 상기 박리층이 RTV 11, RTV 3140, RTV 236, Exsil 2220 실리콘 물질 및 그의 혼합물로 이루어진 군으로부터 선택되는 방법.23. The method of claim 22 wherein the biocide is 4,5-dichloro-2-n-octyl-3-isothiazolone, the bonding layer is a Silgan J-501 silicone material, and the release layer is RTV 11, RTV 3140. , RTV 236, Exsil 2220 silicone material and mixtures thereof. ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.※ Note: The disclosure is based on the initial application.
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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR970042534A (en) * 1995-12-21 1997-07-24 원본미기재 Arylthiadiazolone with herbicidal activity

Families Citing this family (28)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB9504630D0 (en) * 1995-03-08 1995-04-26 Kodak Ltd A material and method for inhibiting bacterial growth in an aqueous medium
GB9504629D0 (en) * 1995-03-08 1995-04-26 Kodak Ltd A material and method for inhibiting bacterial growth in an aqueous medium
DE19644225A1 (en) * 1996-10-24 1998-04-30 Bayer Ag Antifouling coating
US5919689A (en) * 1996-10-29 1999-07-06 Selvig; Thomas Allan Marine antifouling methods and compositions
US6342386B1 (en) 1996-10-29 2002-01-29 Warren Paul Powers Methods for removing undesired growth from a surface
AU757644B2 (en) * 1998-09-09 2003-02-27 Kuraray Co., Ltd. Antifouling structure having effect of preventing attachment of aquatic organisms thereto
US6110536A (en) * 1998-12-21 2000-08-29 General Electric Company Method of modifying epoxy-coated ship's hull surfaces, and surfaces obtained thereby
US6126991A (en) * 1999-04-19 2000-10-03 General Electric Company Method for enhancing the properties of biofouling release coatings
JP4689855B2 (en) * 2001-03-23 2011-05-25 イーケーシー テクノロジー，インコーポレイティド Residue stripper composition and method of use thereof
CN1302077C (en) 2002-10-23 2007-02-28 中国涂料株式会社 Antifouling paint composition, antifouling paint films, and, ships, underwater structures, fishing gear and fishing nets covered with the films
CN101568597B (en) 2006-12-25 2012-01-18 中国涂料株式会社 Curable composition, antifouling coating composition, antifouling coating film, base with antifouling coating film, and method for preventing fouling on base
FR2930778A1 (en) * 2008-04-30 2009-11-06 Bluestar Silicones France Soc ARTICLE HAVING ANTIFOULING PROPERTIES AND INTENDED FOR USE IN AQUATIC APPLICATIONS, IN PARTICULAR MARINE
KR102078783B1 (en) 2009-12-22 2020-02-19 헴펠 에이/에스 Novel fouling control coating compositions
KR101980220B1 (en) * 2011-06-21 2019-05-20 아크조노벨코팅스인터내셔널비.브이. Biocidal foul release coating systems
KR102078782B1 (en) * 2011-06-30 2020-02-19 헴펠 에이/에스 Fouling control coating compositions
CN103732699B (en) * 2011-06-30 2017-07-28 汉伯公司 Polysiloxane group soil release coating containing enzyme
BR112014029112B1 (en) 2012-06-06 2021-01-05 Dow Global Technologies, Llc process for producing a multicolored dispersion, multicolored dispersion, and coating composition
NO2976394T3 (en) * 2013-03-20 2018-06-09
CN104419272B (en) 2013-09-04 2017-06-06 陶氏环球技术有限公司 Prepare the method for transparent/translucent colored dispersion and by its obtained colored dispersion
CN104419273B (en) 2013-09-04 2017-03-01 陶氏环球技术有限公司 Prepare the method for colored dispersion and the colored dispersion being obtained by it
US20170267872A1 (en) 2014-12-02 2017-09-21 Chugoku Marine Paints, Ltd. Method for reinforcing fouling control coatings
CA2980631C (en) 2015-03-31 2022-03-15 Dow Global Technologies Llc A binder composition and a paint formulation made thereof
US11578218B2 (en) 2016-02-05 2023-02-14 Dow Global Technologies Llc Multicolor dispersion and multicolor coating composition formed therefrom
JP6948391B2 (en) 2017-06-01 2021-10-13 中国塗料株式会社 Laminated antifouling coating film, base material with laminated antifouling coating film and its manufacturing method, laminated antifouling coating film forming paint kit, upper layer antifouling coating composition, and antifouling method
WO2018221641A1 (en) 2017-06-01 2018-12-06 中国塗料株式会社 Multilayer antifouling coating, multilayer antifouling coating-equipped substrate and method for producing same, coating material kit for forming multilayer antifouling coating, top-layer antifouling coating material composition, and antifouling method
CN115595029B (en) * 2022-10-19 2023-10-27 复旦大学 A zwitterionic-based environmentally friendly marine antifouling coating and preparation method thereof
CN115651136B (en) * 2022-12-16 2025-02-18 山东省海洋化工科学研究院 Preparation method of polar region ocean antifouling resin
CN117801163B (en) * 2023-12-28 2024-07-30 广东省科学院化工研究所 Bionic amphoteric ion polymer and preparation method and application thereof

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4127687A (en) * 1976-07-19 1978-11-28 Rohm And Haas Company Prevention of fouling of marine structures such as boat hulls
US4080190A (en) * 1976-08-26 1978-03-21 Ameron, Inc. Siloxane-tin coatings and their use for protecting materials from growth of pestiferous organisms
GB1581727A (en) * 1976-12-21 1980-12-17 Shell Int Research Coated marine structure
US4501667A (en) * 1983-03-03 1985-02-26 Ciba-Geigy Corporation Process of inhibiting corrosion of metal surfaces and/or deposition of scale thereon
US4542169A (en) * 1983-12-12 1985-09-17 Rohm And Haas Company Biomedical devices containing isothiazolones to control bacteria growth
US4670481A (en) * 1986-02-14 1987-06-02 Ameron, Inc. Organotin acrylate and organotin polysiloxane antifouling coating composition
NO173284C (en) * 1986-12-30 1993-11-24 Nippon Oils & Fats Co Ltd Antifouling paint
GB8803458D0 (en) * 1988-02-15 1988-03-16 Int Paint Plc Inhibition of marine fouling
EP0679333A3 (en) * 1994-04-28 1996-01-03 Rohm & Haas Non-sensitizing biocide composition.

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR970042534A (en) * 1995-12-21 1997-07-24 원본미기재 Arylthiadiazolone with herbicidal activity

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EP0762955A4 (en) 1998-01-07
WO1995032862A1 (en) 1995-12-07
JPH10501272A (en) 1998-02-03
EP0762955A1 (en) 1997-03-19

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