ES2528606T3 - Composiciones de revestimiento de control de incrustaciones novedosas - Google Patents

Composiciones de revestimiento de control de incrustaciones novedosas Download PDF

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Publication number
ES2528606T3
ES2528606T3 ES10792948.1T ES10792948T ES2528606T3 ES 2528606 T3 ES2528606 T3 ES 2528606T3 ES 10792948 T ES10792948 T ES 10792948T ES 2528606 T3 ES2528606 T3 ES 2528606T3
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composition
polysiloxane
hydrophilic
finishing layer
modified
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Inventor
Peter Christian Weinrich Thorlaksen
Anders Blom
Ulrik Bork
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Hempel AS
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Hempel AS
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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
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L51/00—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
    • C08L51/08—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers grafted on to macromolecular compounds obtained otherwise than by reactions only involving unsaturated carbon-to-carbon bonds
    • C08L51/085—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers grafted on to macromolecular compounds obtained otherwise than by reactions only involving unsaturated carbon-to-carbon bonds on to 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
    • 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
    • C09D5/14—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
    • 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
    • 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
    • C09D7/65—Additives macromolecular
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/02—Polysilicates
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/04—Polysiloxanes
    • C08G77/14—Polysiloxanes containing silicon bound to oxygen-containing groups
    • C08G77/16—Polysiloxanes containing silicon bound to oxygen-containing groups to hydroxyl groups
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/42—Block-or graft-polymers containing polysiloxane sequences
    • C08G77/46—Block-or graft-polymers containing polysiloxane sequences containing polyether sequences
    • 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
    • C08K5/56—Organo-metallic compounds, i.e. organic compounds containing a metal-to-carbon bond
    • C08K5/57—Organo-tin compounds

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Plant Pathology (AREA)
  • Paints Or Removers (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Application Of Or Painting With Fluid Materials (AREA)
  • Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)

Abstract

Una composición de revestimiento de control de incrustaciones que comprende un sistema aglutinante basado en polisiloxano, un 0,01-20 % en peso en seco de uno o más polisiloxanos modificados con un hidrófilo y uno o más biocidas, en la que la relación en peso entre el uno o más polisiloxanos modificados con un hidrófilo y el uno o más biocidas está en el intervalo del 1:0,2 a 1:6, y en la que el uno o más polisiloxanos modificados con un hidrófilo no contienen grupos que pueden reaccionar con el aglutinante o cualquier reticulante.

Description

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E10792948
22-01-2015
(continuación)
Nivel
Descripción
Regular
10 % < algas + animales < 25 %
Malo
Algas + animales > 25 %
Ejemplos
Todas las entradas en la tabla de pinturas modelo están en peso a menos que se indique lo contrario.
Pinturas modelo
Composición de la capa de acabado A Composición de la capa de acabado B Composición de la capa de acabado C
Parte (i)
Polidimetilsiloxano terminado en silanol (5000 cSt)
54,9 55,0 55,4
Xileno
21,1 21,1 21,1
Polidimetilsiloxano siloxano 50 cSt
1,2 1,2 1,2
Espesores
2,1 2,1 1,7
Pigmentos
3,8 3,8 3,8
Polisiloxano modificado con un hidrófilo:
Polisiloxano modificado con poliéter (DC5103)
4,8 4,8 4,8
Biocida:
Piritiona de cinc
4,8 4,8
Piritiona de cobre
0,0 4,8 0,0
Total parte (i)
92,7 92,8 92,8
Parte (ii)
Silicato de etilo
2,2 2,2 2,2
Xileno
3,5 3,5 3,5
Metilfenil polisiloxano no reactivo
Dilaurato de dibutilestaño
0,5 0,5 0,5
2,4-pentanodiona
1,1 1,1 1,1
Total parte (ii)
7,3 7,2 7,2
Total parte (i) y (ii)
100,0 100,0 100,0
Comportamiento en balsa en España (12 meses)
EXCELENTE EXCELENTE EXCELENTE
Comportamiento en balsa en Singapur (12 meses)
EXCELENTE EXCELENTE EXCELENTE
Pinturas modelo
Composición de la capa de acabado D (referencia) Composición de la capa de acabado E (referencia) Composición de la capa de acabado F (referencia)
Parte (i)
Polidimetilsiloxano terminado en silanol (5000 cSt)
55,1 57,7 58,3
Xileno
21,1 22,1 22,2
Polidimetilsiloxano siloxano 50 cSt
1,2 1,2 1,2
Espesores
2,1 2,2 1,8
Pigmentos
3,9 4,0 4,0
Polisiloxano modificado con un hidrófilo:
Polisiloxano modificado con poliéter (DC5103)
5,1
Biocida:
Piritiona de cinc
Piritiona de cobre
4,8
Total parte (i)
88,2 92,3 87,7
15
E10792948
22-01-2015
(continuación)
Pinturas modelo
Composición de la capa de acabado D (referencia) Composición de la capa de acabado E (referencia) Composición de la capa de acabado F (referencia)
Parte (ii)
Silicato de etilo
2,2 2,3 2,3
Xileno
3,5 3,6 3,6
Metilfenil polisiloxano no reactivo
4,5 4,8
Dilaurato de dibutilestaño
0,5 0,5 0,5
2,4-pentanodiona
1,1 1,1 1,1
Total parte (ii)
11,8 7,7 12,3
Total parte (i) y (ii)
100,0 100,0 100,0
Comportamiento en balsa en España (12 meses)
REGULAR REGULAR REGULAR
Comportamiento en balsa en Singapur (12 meses)
REGULAR MALO BUENO
Comentarios a los resultados (composición A-F):
Algunos biocidas podían ser más eficaces que otros contra algunas especies de incrustantes. Debido a que las 5 especies incrustantes varían de una localización a otra, el comportamiento de la composición de capa de acabado puede variar también. Por lo tanto, se incluyen resultados de ambas localizaciones de balsa.
El comportamiento de las composiciones de capa de acabado con biocidas aumenta drásticamente cuando se añade un polisiloxano modificado con un hidrófilo, tal como un polisiloxano modificado con poliéter no reactivo (composiciones A y B) puesto que este asegura el transporte del biocida a través del revestimiento de PDMS
10 reticulado a la superficie. Los biocidas en solitario o los biocidas en combinación con polisiloxanos hidrófobos no reactivos no aumentan el rendimiento de la composición de la capa de acabado (composición D). También se ha descubierto que el uso de un polisiloxano modificado con un hidrófilo no reactivo en solitario no proporciona las ventajas de la combinación del polisiloxano modificado con un hidrófilo no reactivo y el biocida.
Pinturas modelo
Composición de la capa de acabado G Composición de la capa de acabado H Composición de la capa de acabado I (referencia)
Parte (i)
Polidimetilsiloxano terminado en silanol (5000 cSt)
57,2 58,6 61,0
Xileno
17,0 17,7 18,2
Espesantes
4,7 4,8 5,0
Pigmentos
4,0 3,8 4,2
Polisiloxano modificado con un hidrófilo:
Polisiloxano modificado con Poliéter (DC190)
3,6 3,7
Polisiloxano modificado con Poliéter (DBE-621)
2,8
Biocida:
Piritiona de cobre
6,1
Piritiona de cinc
4,9
Total parte (i)
92,6 92,5 92,1
Parte (ii)
Silicato de etilo
2,3 2,4 2,4
Xileno
3,6 3,7 3,8
Dilaurato de dibutilestaño
0,4 0,4 0,4
2,4-pentanodiona
1,1 1,0 1,3
Total parte (ii)
7,4 7,5 7,9
Total parte (i) y (ii)
100,0 100,0 100,0
Comportamiento en balsa en España
EXCELENTE (38 semanas) - MALO (38 semanas)
Comportamiento en balsa en Singapur
EXCELENTE (38 semanas) EXCELENTE (38 semanas) MALO (38 semanas)
16
E10792948
22-01-2015
Comentarios a los resultados (composiciones G-I)
Las composiciones G y H contienen biocidas, y muestran un rendimiento mejorado en comparación con la referencia (composición I) que solo contiene el polisiloxano modificado con un hidrófilo (de tipo poliéter).
Pinturas modelo
Composición de la capa de acabado J Composición de la capa de acabado K Composición de la capa de acabado L (referencia)
Parte (i)
Polidimetilsiloxano terminado en silanol (5000 cSt)
59,1 59,1 63,3
Xileno
17,6 17,6 18,9
Espesantes
4,8 4,8 5,2
Pigmentos
4,1 4,1 4,4
Polisiloxano modificado con un hidrófilo:
Polisiloxano modificado con carboxilato de N-pirrolidona (YBD-125)
1,9
Polisiloxano modificado con carbinol (CMS-222)
1,9
Biocida:
Piritiona de cinc
4,8 4,8
Total parte (i)
92,3 92,3 91,8
Parte (ii)
Silicato de etilo
2,4 2,4 2,5
Xileno
3,7 3,7 4,0
Dilaurato de dibutilestaño
0,4 0,4 0,4
2,4-pentanodiona
1,2 1,2 1,3
Total parte (ii)
7,7 7,7 8,2
Total parte (i) y (ii)
100,0 100,0 100,0
Comportamiento en balsa en España
- - -
Comportamiento en balsa en Singapur
BUENO (24 semanas) EXCELENTE (24 semanas) REGULAR (24 semanas)
Comentarios a los resultados (composiciones J, K y L)
Se observa que los ejemplos de compuestos de PDMS no modificados con PEG hidrófilos usados en las composiciones J y K (YBD-125 y CMS-222) muestran un comportamiento mejorado en comparación con el polisiloxano sin biocida de referencia (composición L) después de 24 semanas de inmersión estática en Singapur.
Pinturas modelo
Composición de la capa de acabado M Composición de la capa de acabado N (referencia)
Parte (i)
Polidimetilsiloxano terminado en silanol (5000 cSt)
58,8 53,0
Xileno
17,7 16,0
Espesantes
4,8 4,3
Pigmentos
3,8 3,4
Polisiloxano modificado con un hidrófilo:
Polisiloxano modificado con poliéter (BYK-331)
2,8 2,5
Biocida:
4,5-dicloro-2-n-octil-4-isotiazolin-3ona encapsulada (91 %)
4,6 (4,2)
solución de 4,5-dicloro-2-n-octil-4-isotiazolin3-ona (30 %)
14,0 (4,2)
Total parte (i)
92,5 93,2
17
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Claims (1)

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ES10792948.1T 2009-12-22 2010-12-22 Composiciones de revestimiento de control de incrustaciones novedosas Active ES2528606T3 (es)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
EP09180360 2009-12-22
EP09180360 2009-12-22
PCT/EP2010/070509 WO2011076856A1 (en) 2009-12-22 2010-12-22 Novel fouling control coating compositions

Publications (1)

Publication Number Publication Date
ES2528606T3 true ES2528606T3 (es) 2015-02-10

Family

ID=42111003

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Application Number Title Priority Date Filing Date
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Country Status (13)

Country Link
US (1) US9534121B2 (es)
EP (1) EP2516559B1 (es)
JP (2) JP5990462B2 (es)
KR (2) KR102078783B1 (es)
CN (2) CN105368311B (es)
BR (1) BR112012015153A2 (es)
DK (1) DK2516559T3 (es)
ES (1) ES2528606T3 (es)
HR (1) HRP20150081T8 (es)
PL (1) PL2516559T3 (es)
PT (1) PT2516559E (es)
SG (1) SG181914A1 (es)
WO (1) WO2011076856A1 (es)

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