CN109082214A - Environmentally protective silicon antifouling paint compositions - Google Patents
Environmentally protective silicon antifouling paint compositions Download PDFInfo
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- CN109082214A CN109082214A CN201810582953.1A CN201810582953A CN109082214A CN 109082214 A CN109082214 A CN 109082214A CN 201810582953 A CN201810582953 A CN 201810582953A CN 109082214 A CN109082214 A CN 109082214A
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- Prior art keywords
- silane
- antifouling paint
- environmentally protective
- paint compositions
- resin
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Classifications
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- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/48—Polyethers
- C08G18/50—Polyethers having heteroatoms other than oxygen
- C08G18/5021—Polyethers having heteroatoms other than oxygen having nitrogen
- C08G18/5024—Polyethers having heteroatoms other than oxygen having nitrogen containing primary and/or secondary amino 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/61—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
- C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
- C09D175/02—Polyureas
-
- 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
- C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
- C09D175/04—Polyurethanes
- C09D175/08—Polyurethanes from polyethers
-
- 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
- C09D5/1687—Use of special additives
-
- 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
- C08K2201/00—Specific properties of additives
- C08K2201/011—Nanostructured additives
Abstract
The invention discloses a kind of environmentally protective silicon antifouling paint compositions, including pre-polymer solution and resin solution, the pre-polymer solution and resin solution carried out after being mixed with the ratio of 1:1 using;For the pre-polymer solution by the methylene diisocyanate of 100wt%, the methylene diisocyanate contains 8%~12% NCO;The resin solution include the polypropyleneoxide diamine of 42wt%~48wt%, 8wt%~10wt% molecular weight be 5000 polyethers triamine, the poly- diphenylamine of 15wt%~20wt%, the modified fluorin resin of the silane compound, 0.5wt%~10wt% as shown in following formula 1 of 8wt%~20wt%, the modified resin filler of 4wt%~7wt%, the binder of 1wt%~2wt% and the pigment of 1wt%~2wt%;Wherein, in chemical formula 1, the R1 to R8 is identical or different, and R1 to R8 expression can be realized urea bond, metallic bond and silane coupled base.The present invention can prevent marine organisms to be attached to ship or marine structure, reduce fuel consumption, and unharmful substance is emitted into ocean, environmentally protective.
Description
Technical field
The present invention relates to technical field of coatings, more particularly to a kind of environmentally protective silicon antifouling paint compositions.
Background technique
Spot oceangoing ship or offshore structures are added with anti-fouling composition arsenic or mercury with antifouling paint, prevent seawater living from adhering to
Coating.But since arsenic or mercury can cause marine pollution, use cuprous oxide Cu2For O as substitution anti-fouling agent, oxidation is sub-
Copper Cu2After O is dissolved in seawater, with CuCl2Form exists, and has anti-pollution, if CuCl2Be further oxided and Cu shape
State exists, then can cause can not have the problem of anti-pollution.In addition to this, there are also use tributyltin oxide anti-as substitution
Dirty agent, although tributyltin oxide has outstanding anti-pollution, but as long as with the presence of a small amount of tin, it will be to all in ocean
Toxicity is carried out in biozone, causes serious marine pollution, and therefore, tributyltin oxide, which becomes, restricts subject compound, so that people
Constantly carry out the research and development for (Tin-free) antifouling paint without tin ingredient.
" ship, the water covered by antifouling paint compositions, antifouling coat that international publication number is No. WO2003/037932
Middle works, fishing gear or fishing net ", provides the antifouling paint compositions comprising cuprous oxide and organotin and disclosure contains
The antifouling painting of metal copolymer, the chloro- 2-N- octyl -4- isothiazoline -3- of 4,5- bis- silver and metal hydroxy pyrithione compound
Feed composition.
South Korea discloses No. 2007-0071552 " antifouling paint copolymer binder and the antifouling paint group comprising it
Close object ", open antifouling paint copolymer binder, the purpose of above-mentioned antifouling paint copolymer binder is, provides
Make the surface energy minimization of film to prevent non-tin class (the Self Polishing of self polishing type of the attachment of marine organisms
Copolymer Tin-free) antifouling paint compositions, above-mentioned antifouling paint copolymer binder includes metal ester monomers, silicon
Base methacrylate monomer, acrylic compounds or vinyl-based unsaturated monomer and vinyl polysiloxane.
International publication number is the " attached in high solid antifouling paint compositions, antifouling coat, film of WO2007/074658
Substrate, soil resistance substrate, substrate the surface method that forms film, the anti-fouling method and high solid mulit liquid type of substrate be antifouling
Coating composition " discloses high solid antifouling paint compositions, and above-mentioned high solid antifouling paint compositions include to contain carboxyl
Copolymer, polyvalent metal compounds and anti-fouling agent, above-mentioned carboxy-containing copolymer have the structure from unsaturated compound monomer
Unit, above-mentioned unsaturated compound monomer can realize copolymerization with carboxylic acid monomer to improve duration and mechanical strength, on
Stating polyvalent metal compounds can react with carboxy-containing copolymer.The above-mentioned prior art is used as replacing including organotin
Antifouling paint technology, although it is characterized in that not including seawater pollution ingredient, in the presence of expected soil resistance can not be obtained
The problem of or making the loss speed of film accelerate or bring a negative impact to the runnability of ship because of seawater.Also, have
The problem of including seawater pollution ingredient can not be excluded completely
The substitution coating of antifouling paint comprising organotin must have at least and comprising tributyltin oxide or oxidation Asia
The identical anti-pollution of well known antifouling paint of copper, and favorable influence is generated to performance common possessed by ship.With
This simultaneously, substitution coating should have eco-environmental prote to be preferred.It is low in surface free energy and in the case that contact angle is big, marine organisms
It is possible without the surface for being attached to ship or weakens adhesive force, also, in the case where moisture is difficult attachment, attached sea
Foreign biology is possible to easily fall.On the other hand, if the surface illuminance of film is small or coefficient of friction is small, so that it may reduce
The fuel consumption of ship.Therefore, it is necessary to based on this perspective to be ground for the substitution coating of the antifouling paint comprising organotin
Hair.
Summary of the invention
To solve the above problems, ocean can be prevented the invention proposes a kind of environmentally protective silicon antifouling paint compositions
Biological attachment reduces fuel consumption in ship or marine structure, and unharmful substance is emitted into ocean, environmentally protective.
In order to solve the above-mentioned technical problem, present invention employs following technical proposals:
A kind of environmentally protective silicon antifouling paint compositions, including pre-polymer solution and resin solution, the prepolymer are molten
Liquid and resin solution carried out after being mixed with the ratio of 1:1 using;The pre-polymer solution by 100wt% methylene diisocyanate
Ester, the methylene diisocyanate contain 8%~12% NCO;The resin solution includes the poly- of 42wt%~48wt%
Oxypropylene diamines, 8wt%~10wt% molecular weight be 5000 polyethers triamine, the poly- diphenylamine of 15wt%~20wt%,
The modified fluorin resin of the silane compound, 0.5wt%~10wt% as shown in following formula 1 of 8wt%~20wt%,
Modified resin filler, the binder of 1wt%~2wt% and the pigment of 1wt%~2wt% of 4wt%~7wt%,
[chemical formula 1]
Wherein, the silane compound the preparation method is as follows:
S1, Si-O recurring unit is formed
The formation of Si-O recurring unit can be with accomplished in many ways.For example, Si-O recurring unit can by hydroxyl modification silicon,
It is formed in the Organic silicon of amino modified silicon, epoxy-modified silicone, vinyl modified silicon or carboxy-modified silicon etc;Si-O is repeated
Unit can be prepared from the silicate of lithium metasilicate, calcium silicates, sodium metasilicate or potassium silicate etc.Si-O recurring unit can be with
Sol gel reaction is induced by being added into the metal hydroxides of KOH or Al2 (OH) 3 etc in colloidal silicon dioxide
It is formed.Si-O recurring unit can be formed by a variety of methods, and the invention is not limited to special methods.However, according to
The method for forming recurring unit is possible to different for importing the reaction of next step of functional group.For example, being repeated in Si-O single
Position is prepared from organic modified silicas, and in the case where amido, can add polyisocyanate to form urea bond
Ester.If also, Si-O recurring unit is prepared from metal silicate, may not need and individually implements metal addition reaction;
If forming Si-O recurring unit, that is, it can determine the key formed from Si-O recurring unit.It is formed from Si-O recurring unit
Key can be the key of such as urea bond or urethane bond etc, but the present invention is not limited thereto.For example, urea bond can
It is formed with adding polyisocyanate and polyamines, urethane bond can add ethyl alcohol and isocyanates to be formed.Except this it
Outside, a variety of keys can be derived according to the physical property needed for film.For example, can in order to improve prevent marine organisms adhere to function
And derive the key of variform.And it is possible to derive the epoxy group for improving the attachment to ship or marine structure
Key or acrylic acid key.
S2, bond structure is determined
If it is determined that institute's bond structure to be formed, then can determine the functional group for being attached to recurring unit.It is attached to repetition
The functional group of unit can there are many forms, but especially needed attachment can indicate hydrophobic functional group and can mitigate hardness
Functional group.As for indicating hydrophobic functional group, there is octyl, butyl, phenyl, as the function that can mitigate hardness
Group has vinyl and ether.In particular, ether can reduce the bending strength of silicone resin, increase the flexibility of resin, so as to
To increase the automatic moving on the surface for being formed by film.Si-O recurring unit forms silicone resin structure on the whole, and silicon tree
Although rouge structure has low coefficient of friction, on the contrary, there is high bending strength because of hardness height, it is difficult to be applicable in have
In the curvilinear plane the shortcomings that, vinyl and ether can supplement disadvantage possessed by this silicone resin structure;
It, preferably, can be with although can individually add with hydrophobicity base and the compound of the base for mitigating hardness
Addition while the compound with this property.As the compound simultaneously with hydrophobicity and hardness retentivity, can enumerate
Silane compound out specifically can include tetramethoxy-silicane, tetraethoxysilane, methyltrimethoxysilane, ethylene
Base trimethoxy silane, acryloyloxypropyltrimethoxysilane, dimethoxydiphenylsilane, butyl trimethoxy silicon
Alkane, n-octytriethoxysilane, butyl triethoxysilane, octyltri-ethoxysilane, trimethoxysilane, benzene
Base trimethoxy silane, dimethoxydiphenylsilane, isobutyl triethoxy silane, octyl trimethoxy silane, dipropyl
Trimethoxy silane, butyl triethoxysilane, ether trimethoxy silane, ether triethoxysilane, diether dimethoxysilane
Or diether diethoxy silane.In order to prepare antifouling paint compositions of the invention, for example, tool can be added respectively by specified amount
There are hydrophobic tetramethoxy-silicane and the vinyltrimethoxysilane with hardness retentivity, repeats list to adhere to for Si-O
The functional group of position.Alternatively, the alkoxy silane or organosilan of variform, which can be used as functional group, is attached to Si-0 repetition list
Position.This silane compound can be attached to Si-O recurring unit by addition reaction or silane coupled reaction.
S3, functional group is determined
It can determine functional group according to step S2, if functional group has determined, can determine whether addition is added or which kind of is added
Metallic compound.
S4, addition metallic compound
Metallic compound can add to improve soil resistance, and can marine structure or ship in order to prevent
The corrosion on surface and add.Such as.Cuprous oxide, zinc sulphide, zinc pyrophosphate or trimerization can be added in order to improve soil resistance
The metallic compound of cupric phosphate etc, and it is possible in order to prevent occur corrosion and add zinc, aluminium, potassium, lithium, calcium, sodium or copper it
The metal of class.Metal can be attached directly to Si-O repetitive structure or in the form of combining with organic compound as Si-O weight
The functional group of unit is answered to adhere to.For example, aluminium can repeat list with Si-O in the form of replacing by substitution reaction with Si phase
Position combines, and zinc or sodium combine in the form of capable of being combined by the organic matter with ethyl alcohol etc with Si-O recurring unit.It can be with
In order to improve anti-pollution and the individually organic anti-fouling agent in heaven ocean.For example, can be by amine-organic boron or pyridine-triphenyl borine
Etc organic anti-fouling agent be attached to Si-O recurring unit or be added separately.
S5, addition curing agent
Curing agent can be the resin, curing catalysts of such as epoxy, acrylic resin or polyester resin etc
And dispersing agent.
Preferably, the modified resin filler is nano silicate.
Preferably, the binder is β-(3,4- epoxycyclohexyl) ethyl trimethoxy silane, γ-propyl front three
One of oxysilane, γ-methacryloxypropyl trimethoxy silane.
Compared with prior art, the present invention realize the utility model has the advantages that
1, the present invention can prevent marine organisms to be attached to ship or ocean structure because having low free energy, low-friction coefficient
Object reduces fuel consumption, and unharmful substance is emitted into ocean, environmentally protective.
2, the present invention has outstanding wearability, mechanical properties, can both extend and apply again as caused by the abrasion of film
ETL estimated time of loading, and the expense for repairing can be saved.
Detailed description of the invention
Fig. 1 is the chemical structural formula of silane compound in the present invention.
Specific embodiment
In order to illustrate more clearly of the present invention, it is further described below in conjunction with each embodiment.
Embodiment 1
A kind of environmentally protective silicon antifouling paint compositions, including pre-polymer solution and resin solution, the prepolymer are molten
Liquid and resin solution carried out after being mixed with the ratio of 1:1 using;The pre-polymer solution by 100wt% methylene diisocyanate
Ester, the methylene diisocyanate contain 10.5% NCO;The resin solution include 47wt% polypropyleneoxide diamine,
The modification of polyethers triamine, 18wt% poly- diphenylamine, the silane compound of 10wt%, 6wt% that the molecular weight of 9wt% is 5000
Fluororesin, the nano silicate of 7wt%, 1wt% β-(3,4- epoxycyclohexyl) ethyl trimethoxy silane and 2wt%
Pigment;
The silane compound the preparation method comprises the following steps:
S1: Si-O recurring unit is formed from the amino modified silicon of 20wt%~30wt%.
S2: polyisocyanate and the polyamines of 5wt%~10wt% is added to Si-O recurring unit to derive urea bond.
S3: the vinyltrimethoxysilane of addition 2wt%~5wt%, the diphenyl dimethoxy of 3wt%~6wt%
The butyl triethoxysilane of silane and 1wt%~3wt% guides addition reaction.
S4: adding together with the zinc of 1wt%~3wt% and methanol, and within the sufficient time after realization reaction, removal is surplus
Remaining methanol.
S5: addition acrylic resin so that total weight become 100wt%, and 30 DEG C~45 DEG C at a temperature of stir 40
Minute~70 minutes, obtain the silane compound.
Embodiment 2
A kind of environmentally protective silicon antifouling paint compositions, including pre-polymer solution and resin solution, the prepolymer are molten
Liquid and resin solution carried out after being mixed with the ratio of 1:1 using;The pre-polymer solution by 100wt% methylene diisocyanate
Ester, the methylene diisocyanate contain 10.5% NCO;The resin solution include 45wt% polypropyleneoxide diamine,
The modification of polyethers triamine, 16wt% poly- diphenylamine, the silane compound of 18wt%, 2wt% that the molecular weight of 9wt% is 5000
Fluororesin, the nano silicate of 7wt%, 1wt% β-(3,4- epoxycyclohexyl) ethyl trimethoxy silane and 2wt%
Pigment;
The silane compound the preparation method comprises the following steps:
S1: the potassium silicate solution of 20wt%~30wt% is added in isopropanol to form Si-O recurring unit.
S2: the isocyanates of 3wt%~5wt% is added to extend urethane bond.
S3: the n-octytriethoxysilane of addition 2wt%~5wt% and the ether trimethoxy silane of 2wt%~5wt%
To induce addition reaction.
S4: 30 DEG C to 40 DEG C of temperature is maintained on one side, is stirred on one side, and add the zinc of 1wt%~5wt%.
S5: addition acrylic resin so that total weight become 100wt%, and 30 DEG C~45 DEG C at a temperature of stir 40
Minute~to 70 minutes, to prepare antifouling paint compositions.
Vertical and horizontal width be 20 × 30cm, with a thickness of on the material iron plate identical with Ship body of 3mm with 500 μm~
800 μm of thickness applies the environmentally protective silicon of the invention being made by embodiment 1 as described above, embodiment 2
Antifouling paint compositions carry out easy high adhesion force test, to measure adhesion, and measure resistance to punching using Du Pont's impact test instrument
Hitting property, measurement result are as shown in table 1.
Also, vertical and horizontal width be 20 × 30cm, with a thickness of on the material iron plate identical with Ship body of 3mm with 500 μ
The thickness coating of m~800 μm is made of the invention environmentally protective by embodiment 1 as described above, embodiment 2
Silicon antifouling paint compositions, and coastal 4~5m depth impregnate test piece after, determined whether in 12 months attachment marine organisms and
The soil resistance of foreign matter, measurement result are as shown in table 1.
Also, vertical and horizontal width be 20 × 30cm, with a thickness of on the material iron plate identical with Ship body of 3mm with 500 μ
The thickness coating of m~800 μm is made by embodiment 1 as described above to embodiment 5 of the invention environmentally protective
Silicon antifouling paint compositions, throw to harness reflux sink tester in, measurement harness rub repellence, measurement result such as table 2
It is shown.
Also, vertical and horizontal width be 20 × 30cm, with a thickness of on the material iron plate identical with Ship body of 3mm with 500 μ
The thickness of m~800 μm applies the antifouling painting of environmentally protective silicon being made by embodiment 1 as described above, embodiment 2
Feed composition measures hull surface roughness using hull surface roughness analyzer, and measurement result is as shown in table 1.
Wherein, comparative example 1, comparative example 2 are respectively existing antifouling paint (SPC coating), import silicon coating.
1 embodiment 1 of table, embodiment 2 and comparative example 1, the adhesion of comparative example 2, impact resistance, soil resistance, harness rub
Wipe the measurement result table of repellence, surface roughness
As shown in table 1, environmentally protective silicon antifouling paint compositions of the present invention have excellent adhesion, impact resistance
Property, soil resistance, surface roughness is low, can substantially reduce marine fuel consumption.
Claims (5)
1. a kind of environmentally protective silicon antifouling paint compositions, which is characterized in that described including pre-polymer solution and resin solution
Pre-polymer solution and resin solution carried out after being mixed with the ratio of 1:1 using;The pre-polymer solution by 100wt% methylene
Diisocyanate, the methylene diisocyanate contain 8%~12% NCO;The resin solution include 42wt%~
The polypropyleneoxide diamine of 48wt%, 8wt%~10wt% molecular weight be 5000 polyethers triamine, 15wt%~20wt% poly- two
Phenyl amine, 8wt%~20wt% silane compound, 0.5wt%~10wt% as shown in following formula 1 modification fluorine tree
Rouge, the modified resin filler of 4wt%~7wt%, the binder of 1wt%~2wt% and the pigment of 1wt%~2wt%,
[chemical formula 1]
Wherein, in chemical formula 1, the R1 to R8 is identical or different, and R1 to R8 expression can be realized urea bond, metallic bond and silicon
The base of alkane coupling.
2. environmentally protective silicon antifouling paint compositions as described in claim 1, which is characterized in that the silane compound is
Compound with vinyl or ether.
3. environmentally protective silicon antifouling paint compositions as described in claim 1, which is characterized in that the silane compound is
Selected from by tetramethoxy-silicane, tetraethoxysilane, methyltrimethoxysilane, vinyltrimethoxysilane, acryloyl-oxy
Base propyl trimethoxy silicane, dimethoxydiphenylsilane, butyl trimethoxy silane, n-octytriethoxysilane, fourth
Ethyl triethoxy silicane alkane, octyltri-ethoxysilane, trimethoxysilane, phenyltrimethoxysila,e, diphenyl two
Methoxy silane, isobutyl triethoxy silane, octyl trimethoxy silane, dipropyl trimethoxy silane, three ethoxy of butyl
What base silane, ether trimethoxy silane, ether triethoxysilane, diether dimethoxysilane and diether diethoxy silane formed
At least one of group compound.
4. environmentally protective silicon antifouling paint compositions as described in claim 1, which is characterized in that the modified resin filling
Agent is nano silicate.
5. environmentally protective silicon antifouling paint compositions as described in claim 1, which is characterized in that the binder is β-
(3,4- epoxycyclohexyl) ethyl trimethoxy silane, γ propyltrimethoxy silane, γ-methacryloxypropyl three
One of methoxy silane.
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CN201810582953.1A CN109082214A (en) | 2018-06-07 | 2018-06-07 | Environmentally protective silicon antifouling paint compositions |
CN201910027390.4A CN110577791A (en) | 2018-06-07 | 2019-01-11 | Environment-friendly silicon antifouling paint composition |
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CN201910027390.4A Pending CN110577791A (en) | 2018-06-07 | 2019-01-11 | Environment-friendly silicon antifouling paint composition |
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CN110804380A (en) * | 2019-11-20 | 2020-02-18 | 中国人民解放军军事科学院国防科技创新研究院 | Antifouling coating material and preparation method and application thereof |
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CN111471381A (en) * | 2020-03-24 | 2020-07-31 | 上海赛内特新材料科技有限公司 | Low-surface-energy polyurea marine organism adhesion-preventing coating and preparation method thereof |
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KR100666122B1 (en) * | 2006-07-22 | 2007-01-09 | 김동규 | Anti-fouling paint with low friction type |
FR2999980A1 (en) * | 2012-12-20 | 2014-06-27 | Bluestar Silicones France | ARTICLE HAVING ANTIFOULING PROPERTIES AND INTENDED FOR USE IN AQUATIC APPLICATIONS, IN PARTICULAR MARINE |
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2018
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CN110804380A (en) * | 2019-11-20 | 2020-02-18 | 中国人民解放军军事科学院国防科技创新研究院 | Antifouling coating material and preparation method and application thereof |
CN110804380B (en) * | 2019-11-20 | 2021-07-30 | 中国人民解放军军事科学院国防科技创新研究院 | Antifouling coating material and preparation method and application thereof |
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