KR101574702B1 - A weather resistant paint composition - Google Patents

Abstract

The present invention relates to a paint composition having excellent paint-film property and weather resistance and, more specifically, to a weather resistant paint composition, comprising: a silane coupling agent including an acrylic resin, an acrylate group or a methacrylate group; a silane coupling agent including an epoxy group; a silane coupling agent including an isocyanate group; and polyisocyanate. The paint film produced from the composition of the present invention can effectively prevent corrosion and deterioration of a base material due to having excellent weather resistance, water resistance, salt water, acid resistance, alkali resistance and solvent resistance. In addition, the composition of the present invention has excellent hardness and flexibility, and can form the paint film having excellent wear resistance as well as having high adhesion for the base material.

Description

[0001] A weather resistant paint composition [0002]

More specifically, the present invention relates to a coating composition excellent in film properties and weather resistance, and more particularly, to a coating composition excellent in film properties and weather resistance, To a weather-resistant paint composition.

The coating film formed from the paint is exposed to ultraviolet rays or heat for a long time, and the polymer chains constituting the coating film are pulverized to deteriorate the characteristics of the coating film, and the generation of various pollutants during pulverization may cause environmental problems.

On the other hand, regulations on the emission of volatile organic compounds have become strict in the fields of paints, coatings and adhesives as environment regulations are strengthened.

Therefore, even when exposed to ultraviolet rays or heat for a long period of time, there is a growing demand for a paint having excellent properties of a coating film and excellent weatherability with a low content of volatile organic compounds.

In this regard, Korean Patent No. 10-1466049 discloses a silicone modified (meth) acrylic polyol resin (resin (1) having an OH% of 1.0 to 5.0% by weight of a resin synthesized with a phosphoric acid adhesion promoter, an epoxy reactive diluent, (Meth) acrylic polyol resin (resin (2)) having an OH% of 1.0 to 5.0% by weight of a resin synthesized by modifying a phosphoric acid-based adhesion promoter, an epoxy reactive diluent, and a fluorine- ; And a non-yellowing type fluorine-modified urethane curing agent obtained by synthesizing a fluorine-containing olefin resin in a non-yellowing type isocyanate, and discloses a silicone and fluorine-modified acrylic based coating composition for rust resistance, stain resistance and weather resistance.

Korean Patent No. 10-1216983 discloses a ceramic-modified acrylic resin composition for paints characterized in that a component obtained by modifying a hydrophilic inorganic ceramic material with a hydroxyl group-containing acrylic resin by cross-linking with isocyanate is disclosed.

On the other hand, Korean Patent No. 10-1488267 discloses a composition comprising at least 30% by weight of at least one fluoropolymer (a), 0.1-20% by weight of at least one organosilicate (b) and at least one of molecular sieves, gypsum, zeolite, alumina, (C) 0.1 to 40% by weight of at least one water-absorber selected from the group consisting of a mixture of water and an organic solvent, Based coating composition capable of forming a hydrophilic surface coating material having a hydrophilic surface.

However, the composition disclosed in the above document is poor in weatherability, water resistance, acid resistance, alkali resistance, solvent resistance and the like.

Further, the adhesiveness to substrates such as ceramics, metals, fibers, plastics and the like is not sufficient, so that it is not suitable for applications requiring high hardness coating films and applications requiring high adhesiveness to substrates.

Korean Patent Registration No. 10-1466049B1 Korean Patent Registration No. 10-1216983B1 Korean Patent Registration No. 10-1488267B1

Disclosure of Invention Technical Problem [8] Accordingly, the present invention has been made to solve the above problems of the prior art, and it is an object of the present invention to provide a weather resistant coating composition which is excellent in weatherability, water resistance, salt water resistance, .

Another object of the present invention is to provide a weather-resistant coating composition which is excellent in hardness and flexibility and forms a coating film excellent in adhesiveness to a substrate.

To achieve the above object, the present invention provides a weather-resistant paint composition comprising an acrylic resin, an acrylate group or methacrylate group-containing silane coupling agent, an epoxy group-containing silane coupling agent, an isocyanate group-containing silane coupling agent and a polyisocyanate do.

In one embodiment of the present invention, 1 to 10 parts by weight of the acrylate or methacrylate group-containing silane coupling agent, 1 to 50 parts by weight of the epoxy group-containing silane coupling agent, 100 to 200 parts by weight of the isocyanate 1 to 10 parts by weight of a silane coupling agent and 50 to 200 parts by weight of the polyisocyanate.

 In one embodiment of the present invention, the composition further comprises 1 to 10 parts by weight of an amino group-containing silane coupling agent containing at least one amino group selected from a secondary amino group and a tertiary amino group.

In one embodiment of the present invention, the composition further comprises 1 to 5 parts by weight of an amino group-containing silane coupling agent containing a primary amino group and a secondary amino group.

The present invention also provides a paint, a coating agent or an adhesive comprising the above-mentioned weather-resistant coating composition.

The coating film produced from the composition of the present invention is excellent in weatherability, water resistance, salt water resistance, acid resistance, alkali resistance and solvent resistance, and can effectively prevent corrosion and deterioration of the substrate.

Further, the composition of the present invention can form a coating film having excellent hardness and flexibility, high adhesion to a substrate, and excellent wear resistance.

Hereinafter, the present invention will be described in detail based on examples. It is to be understood that the terminology, examples and the like used in the present invention are merely illustrative of the present invention in order to more clearly explain the present invention and to facilitate understanding of the ordinary artisan, and should not be construed as being limited thereto.

Technical terms and scientific terms used in the present invention mean what the person skilled in the art would normally understand unless otherwise defined.

The present invention relates to an acrylic resin, an acrylate group or methacrylate group-containing silane coupling agent, an epoxy group-containing silane coupling agent, an isocyanate group-containing silane coupling agent and a polyisocyanate.

The composition comprises 1 to 10 parts by weight of an acrylate group or methacrylate group-containing silane coupling agent, 1 to 50 parts by weight of an epoxy group-containing silane coupling agent, 1 to 10 parts by weight of an isocyanate group-containing silane coupling agent, And 50 to 200 parts by weight of polyisocyanate.

The acrylic resin acts to increase the surface hardness of the coating film and to impart adhesiveness and weatherability to the substrate.

The acrylic resin is not particularly limited as long as it is a polymer having an acrylic group in the molecule, and may be prepared by polymerizing acrylic monomers or by copolymerizing acrylic monomers with other monomers.

The acrylic resin may be at least one selected from the group consisting of methyl acrylate, ethyl acrylate, propyl acrylate, isopropyl acrylate, n-butyl acrylate, isobutyl acrylate, n-amyl acrylate, isoamyl acrylate, Acrylates such as methyl acrylate, ethyl acrylate, ethylhexyl acrylate, hydroxymethyl acrylate, 2-hydroxyethyl acrylate, hydroxypropyl acrylate, lauryl acrylate, methyl methacrylate, ethyl methacrylate, Butyl methacrylate, isobutyl methacrylate, n-amyl methacrylate, isoamyl methacrylate, n-hexyl methacrylate, 2-ethylhexyl methacrylate, hydroxymethyl methacrylate, Hydroxypropyl methacrylate, lauryl methacrylate, acrylic acid, methacrylic acid, or a mixture thereof. .

The acrylic resin may contain functional groups such as an amine group, a hydroxyl group and a carboxyl group in the molecule.

The acrylic resin may contain a hindered amine-based light stabilizer in the molecule, which may be prepared by copolymerizing a hindered amine light-stable monomer, an acidic functional group-containing monomer, and an acrylic acid ester or a methacrylic acid ester. Examples of hindered amine light stabilizing monomers include 4- (meth) acryloyloxy-2,2,6,6-tetramethylpiperidine, 4- (meth) acryloyloxy- , 6-pentamethylpiperidine, and 4- (meth) acryloylamino-2,2,6,6-tetramethylpiperidine. Examples of the acidic functional group-containing monomer include acrylic acid, methacrylic acid, (Meth) acrylate, propyl (meth) acrylate, butyl (meth) acrylate, lauryl (meth) acrylate and the like can be used as the acrylic acid ester or methacrylic acid ester. Methacrylate, and the like.

The acrylate group or methacrylate group-containing silane coupling agent, the epoxy group-containing silane coupling agent and the isocyanate group-containing silane coupling agent each contain an alkoxy group in the molecule, and the alkoxy group can be hydrolyzed into a silanol group by moisture in air or the like . The silanol group may undergo a condensation reaction with another silanol group to form a siloxane bond or form an urethane bond with an isocyanate group of an isocyanate group-containing silane coupling agent and a polyisocyanate.

The acrylate group or methacrylate group of the acrylate group or methacrylate group-containing silane coupling agent is compatible with the acrylate group or the methacrylate group of the acrylic resin, so that the interfacial adhesion between the two compounds can be improved.

Also, the epoxy group of the epoxy group-containing silane coupling agent may react with the silanol group and the isocyanate group.

On the other hand, the isocyanate group-containing silane coupling agent and the isocyanate group of the polyisocyanate may react with an epoxy group and a silanol group.

Through the above reactions, the weather-resistant coating composition can form a coating film excellent in hardness, flexibility, adhesion to substrate, weather resistance, acid resistance, solvent resistance, deterioration preventing property and the like.

The acrylate group or methacrylate group-containing silane coupling agent contains an acrylate group or a methacrylate group and an alkoxy group in the molecule.

The number of acrylate group or methacrylate group contained in one molecule is preferably at least 1, and examples of the alkoxy group include C _1-4 alkoxy groups such as methoxy group, ethoxy group, propoxy group and butoxy group; A C _1-4 alkoxy C _1-4 alkoxy group such as methoxymethoxy group, ethoxyethoxy group, ethoxymethoxy group and the like can be used.

Examples of the acrylate group- or methacrylate group-containing silane coupling agent include 3-methacryloxypropylmethyldimethoxysilane, 3-methacryloxypropyltrimethoxysilane, 3-methacryloxypropylmethyldiethoxysilane, 3- Acryloxypropyltrimethoxysilane, 3-acryloxypropyltrimethoxysilane, methacryloxymethyltriethoxysilane, methacryloxymethyltrimethoxysilane, and the like.

The acrylate group or methacrylate group-containing silane coupling agent is used in an amount of 1 to 10 parts by weight, preferably 3 to 7 parts by weight, based on 100 parts by weight of the acrylic resin. If the content is less than 1 part by weight, the weatherability, hardness and adhesiveness to a substrate are deteriorated, and if it exceeds 10 parts by weight, the flexibility of the coating film is lowered.

The epoxy group-containing silane coupling agent includes an epoxy group and an alkoxy group in the molecule.

The number of epoxy groups contained in one molecule is preferably at least 1, and examples of the alkoxy groups include C _1-4 alkoxy groups such as methoxy, ethoxy, propoxy and butoxy groups; A C _1-4 alkoxy C _1-4 alkoxy group such as methoxymethoxy group, ethoxyethoxy group, ethoxymethoxy group and the like can be used.

Examples of the epoxy group-containing silane coupling agent include 2-glycidoxyethylmethyldimethoxysilane, 2-glycidoxyethylmethyldiethoxysilane, 3-glycidoxypropylmethyldimethoxysilane, 3-glycidoxypropylmethyldiethoxysilane C _1-4 alkyl C _1-4 alkyl C _1-4 alkoxysilane such as glycidoxy; 2-glycidoxypropyltrimethoxysilane ethyltrimethoxysilane, 2-glycidoxypropyltrimethoxysilane ethyl tree on silane, 3-glycidoxypropyltrimethoxysilane, 3-glycidoxypropyltrimethoxysilane, such as the glycidyl sidok propyl triethoxysilane C _{1 -4-} alkyl < / RTI > C _1-4 alkoxysilane; (3,4-epoxycyclohexyl) ethylmethyldimethoxysilane, 2- (3,4-epoxycyclohexyl) ethylmethyldiethoxysilane, 3- (3,4-epoxycyclohexyl) , Epoxy _3-10 cycloalkyl C _1-4 alkyl C _1-4 alkyl C _1-4 alkoxysilane such as 3- (3,4-epoxycyclohexyl) propylmethyldiethoxysilane; (3,4-epoxycyclohexyl) ethyltrimethoxysilane, 2- (3,4-epoxycyclohexyl) ethyltriethoxysilane, 3- (3,4-epoxycyclohexyl) , And epoxy C _3-10 cycloalkyl C _1-4 alkyl C _1-4 alkoxysilane such as 3- (3,4-epoxycyclohexyl) propyltriethoxysilane.

The epoxy group-containing silane coupling agent is used in an amount of 1 to 50 parts by weight, preferably 2 to 30 parts by weight, more preferably 5 to 20 parts by weight, based on 100 parts by weight of the acrylic resin. If the content is less than 1 part by weight, the weather resistance, hardness and adhesiveness to the substrate are deteriorated, and if it exceeds 50 parts by weight, the flexibility of the coating film is lowered.

The isocyanate group-containing silane coupling agent includes an isocyanate group and an alkoxy group in the molecule.

The number of isocyanate groups contained in one molecule is preferably at least 1, and examples of the alkoxy group include C _1-4 alkoxy groups such as methoxy, ethoxy, propoxy and butoxy groups; A C _1-4 alkoxy C _1-4 alkoxy group such as methoxymethoxy group, ethoxyethoxy group, ethoxymethoxy group and the like can be used.

Examples of the isocyanate group-containing silane coupling agent include 2-isocyanatoethyltrimethoxysilane, 2-isocyanateethyltriethoxysilane, 3-isocyanatepropyltrimethoxysilane, 3-isocyanatepropyltriethoxysilane, 4- 4-isocyanate butyltriethoxysilane, diisocyanate methoxyethylsilane, diisocyanate ethoxyethylsilane, diisocyanate methoxypropylsilane, diisocyanate ethoxypropylsilane, and the like.

The isocyanate group-containing silane coupling agent is used in an amount of 1 to 10 parts by weight, preferably 2 to 7 parts by weight, based on 100 parts by weight of the acrylic resin. When the content is less than 1 part by weight, the weatherability, hardness and adhesiveness to a substrate are deteriorated. When the content is more than 10 parts by weight, workability and flexibility of a coating film are lowered.

The polyisocyanate means a compound having two or more isocyanate groups in the molecule, and includes tetramethylene diisocyanate, hexamethylene diisocyanate, trimethylhexamethylene diisocyanate, 2,2,4-trimethylhexane diisocyanate, butene diisocyanate, 2,2 -Dimethyl pentane diisocyanate, lysine diisocyanate, 2,4,4-trimethylhexamethylene diisocyanate, 1,6,11-undecane triisocyanate, 1,3,6-hexamethylene triisocyanate, 1,8-diisocyanate Aliphatic isocyanate compounds such as 4-isocyanato methyloctane; (Isocyanatomethyl) cyclohexane, 1,3-bis (isocyanatomethyl) cyclohexane, 1,4-bis (isocyanatomethyl) cyclohexane, isophorone diisocyanate, Alicyclic isocyanate compounds such as dicyclohexylmethane diisocyanate, cyclohexane diisocyanate and methylcyclohexane diisocyanate; (Isocyanatoethyl) benzene, bis (isocyanatopropyl) benzene, bis (isocyanatobutyl) benzene, bis (isocyanatomethyl) naphthalene, bis Diisopropylphenylenediisocyanate, trimethylbenzene triisocyanate, benzene triisocyanate, diisopropylbenzene diisocyanate, diisopropylphenylene diisocyanate, diisopropylphenylene diisocyanate, diisopropylphenylene diisocyanate, Phenyldiisocyanate, toluidine diisocyanate, 4,4-diphenylmethane diisocyanate, 3,3-dimethyldiphenylmethane-4,4-diisocyanate, dibenzyl-4,4-diisocyanate, bis (isocyanato Phenyl) ethylene, 3,3-dimethoxybiphenyl-4,4-diisocyanate, hexahydrobenzene diisocyanate, hexahydro D include aromatic isocyanate compounds such as diphenylmethane-4,4-diisocyanate.

Examples of the isocyanate compound include a chlorine substituent, a halogen substituent such as a bromine substituent, an alkyl substituent, an alkoxy substituent, a nitro substituent, a prepolymer type modified product with a polyhydric alcohol or a thiol, a carbodiimide modified product, a urea modified product, And a reaction product of trimellitization may also be used.

The isocyanate compound is used in an amount of 50 to 200 parts by weight, preferably 70 to 150 parts by weight, based on 100 parts by weight of the acrylic resin. When the content is less than 50 parts by weight, the weatherability, hardness and adhesiveness to a substrate are deteriorated. When the content is more than 200 parts by weight, workability and flexibility of a coating film are lowered.

The composition of the present invention may further comprise 1 to 10 parts by weight of an amino group-containing silane coupling agent containing at least one amino group selected from a secondary amino group and a tertiary amino group.

The amino group-containing silane coupling agent includes at least one amino group and an alkoxy group selected from a secondary amino group and a tertiary amino group in the molecule.

The number of amino groups contained in one molecule is preferably at least 1, and examples of the alkoxy group include C _1-4 alkoxy groups such as methoxy, ethoxy, propoxy and butoxy groups; A C _1-4 alkoxy C _1-4 alkoxy group such as methoxymethoxy group, ethoxyethoxy group, ethoxymethoxy group and the like can be used.

Examples of the secondary amino group-containing silane coupling agent include N-ethyl-2-aminoethyltrimethoxysilane, N-ethyl-2-aminoethylmethyldimethoxysilane, N- N-alkyl-aminoalkylalkoxysilanes such as ethyl-3-aminopropylmethyldimethoxysilane; N-cyclohexyl-2-aminoethyltrimethoxysilane, N-cyclohexyl-2-aminoethylmethyldimethoxysilane, N-cyclohexyl-3-aminopropyltrimethoxysilane, N-cyclohexyl- N-cycloalkyl-aminoalkylalkoxysilanes such as propylmethyldimethoxysilane; Phenyl-3-aminopropylmethyldimethoxysilane, N-phenyl-2-aminoethylmethyldimethoxysilane, N-phenyl- N-aryl-aminoalkylalkoxysilanes such as silane, N-phenyl-3-aminopropyltrimethoxysilane and N-phenyl-3-aminopropyltriethoxysilane.

The amino group of the secondary amino group-containing silane coupling agent may react with the epoxy group of the epoxy group-containing silane coupling agent or may form an isocyanate group and a urea bond.

Examples of the tertiary amino group-containing silane coupling agent include 3-methyldimethoxysilyl-N-propylidenepropylamine, 3-methyldiethoxysilyl-N-propylidenepropylamine, 3- methyldimethoxysilyl- Propylamine, 3-methyldiethoxysilyl-N-butylidenepropylamine, 3-methyldimethoxysilyl-N- (1-methylbutylidene) (1-ethylbutylidene) propylamine, 3-methyldimethoxysilyl-N- (1-ethylbutylidene) propylamine, 3-methyldiethoxysilyl- Methyldiethoxysilyl-N- (1,3-dimethylbutylidene) propylamine, 3-methyldiethoxysilyl-N- (1,3-dimethylbutylidene) propylamine, 3-trimethoxysilyl- Propylamine, 3-triethoxysilyl-N- (1,3-dimethylbutylidene) propylamine, 3-methyldimethoxysilyl-N- (1- Propylamine, 3-methyldiethoxysilyl-N- (1-ethyl-3-methylbutylidene) propylamine C _1-4 alkyl such as C _1-4 alkoxysilyl -N- (straight chain or branched chain C _1-12 alkylidene) C _1-4 alkylamines; 3-trimethoxysilyl-N-propylidenepropylamine, 3-triethoxysilyl-N-propylidenepropylamine, 3-trimethoxysilyl-N-butylidenepropylamine, 3-triethoxysilyl- (1-methylbutylidene) propylamine, 3-triethoxysilyl-N- (1-methylbutylidene) propylamine, 3-trimethoxysilyl- Triethoxysilyl-N- (1-ethylbutylidene) propylamine, 3-trimethoxysilyl-N- (1-ethylbutylidene) 3-dimethylbutylidene) propylamine, 3-triethoxysilyl-N- (1,3-dimethylbutylidene) propylamine, 3-trimethoxysilyl- C _1-4 alkoxysilyl-N- (straight-chain or branched C _1-12 alkyl (meth) acrylate such as 3-triethoxysilyl-N- (1-ethyl-3-methylbutylidene) And C _1-4 alkylamines.

The amino group of the tertiary amino group-containing silane coupling agent may be a condensation reaction between silanol groups, a reaction between an isocyanate group and a silanol group, a reaction between an epoxy group and an amino group, a reaction between an epoxy group and a silanol group, a reaction between an isocyanate group and an isocyanate group, Can act as a catalyst for accelerating the reaction.

The amino group-containing silane coupling agent is used in an amount of 1 to 10 parts by weight, preferably 3 to 7 parts by weight, based on 100 parts by weight of the acrylic resin. When the content is less than 1 part by weight, the weatherability, hardness and adhesiveness with the substrate are insignificant, while when it exceeds 10 parts by weight, the flexibility of the coating film is lowered.

The secondary amino group-containing silane coupling agent and the tertiary amino group-containing silane coupling agent may be used alone or in combination.

When the secondary amino group-containing silane coupling agent and the tertiary amino group-containing silane coupling agent are used at the same time, the weight ratio of the secondary amino group-containing silane coupling agent and the tertiary amino group-containing silane coupling agent is preferably from 10 to 40:60 to 90 , More preferably from 20 to 30: 70 to 80. When the weight ratio is less than 10:90, the workability is deteriorated. When the weight ratio is more than 40:60, the hardness, flexibility, and adhesion to the substrate of the coating film deteriorate.

The composition of the present invention may further comprise 1 to 5 parts by weight of an amino group-containing silane coupling agent containing a primary amino group and a secondary amino group.

Examples of the amino group-containing silane coupling agent containing a primary amino group and a secondary amino group include N- (2-aminoethyl) -2-aminoethyltrimethoxysilane, N- (2-aminoethyl) Aminopropyltrimethoxysilane, N- (2-aminoethyl) -3-aminopropylmethyldimethoxysilane, N- (2-aminoethyl) Aminopropyltriethoxysilane, and the like.

The amino group-containing silane coupling agent containing the primary amino group and the secondary amino group is preferably used in an amount of 1 to 5 parts by weight based on 100 parts by weight of the acrylic resin. When the content is less than 1 part by weight, the improvement in weatherability, hardness and adhesiveness to a substrate is insignificant. When the content is more than 5 parts by weight, the workability and flexibility of a coating film are lowered.

The composition of the present invention may further comprise 1 to 5 parts by weight of a silane coupling agent oligomer prepared by previously reacting an amino group-containing silane coupling agent and an epoxy group-containing silane coupling agent.

By using the silane coupling agent oligomer, workability in forming a coating film can be improved and the thickness of the produced coating film can be uniformly controlled.

The molecular weight of the silane coupling agent oligomer is preferably 1,000 to 5,000 g / mol, and the silane coupling agent oligomer is preferably used in an amount of 1 to 5 parts by weight based on 100 parts by weight of the acrylic resin. When the content is less than 1 part by weight, hardness, weather resistance, and adhesion with the substrate are insignificantly improved. When the content is more than 5 parts by weight, workability is deteriorated and the thickness of the coating film becomes uneven.

The composition of the present invention may further comprise 1 to 5 parts by weight of a silane coupling agent oligomer prepared by previously reacting an amino group-containing silane coupling agent, an epoxy group-containing silane coupling agent and an isocyanate group-containing silane coupling agent.

By using the silane coupling agent oligomer, workability in forming a coating film can be improved and the thickness of the produced coating film can be uniformly controlled.

The molecular weight of the silane coupling agent oligomer is preferably 1,000 to 5,000 g / mol, and the silane coupling agent oligomer is preferably used in an amount of 1 to 5 parts by weight based on 100 parts by weight of the acrylic resin. When the content is less than 1 part by weight, hardness, weather resistance, and adhesion with the substrate are insignificantly improved. When the content is more than 5 parts by weight, workability is deteriorated and the thickness of the coating film becomes uneven.

The composition of the present invention may include a defoaming agent, a thickener, a catalyst, a diluent, a dispersing agent, a leveling agent, a plasticizer, a crosslinking agent, a pH adjuster, a flame retardant, a pigment, a wetting agent, an antioxidant, a heat stabilizer,

Examples of the catalyst include dibutyl tin dilaurate (DBTDL), an aliphatic amine, an alicyclic amine, an aromatic amine, and the like. Examples of the defoaming agent include dimethylpolysiloxane, ethylene glycol, lauric acid, stearic acid and a surfactant.

 The present invention also relates to a paint, a coating agent or an adhesive comprising the above-mentioned weather-resistant coating composition.

The weather-resistant coating composition can be widely used as a coating material, a coating agent, an adhesive for coating or adhering surfaces of buildings, vehicles, machines, pipes, tanks, concrete, plastics, ceramics, metals,

The weather-resistant coating composition of the present invention can be applied or coated on a substrate by a known method such as brushing, roll coating, spray coating, impregnation, or the like.

The thickness of the coating film is not particularly limited and may be adjusted to a thickness of 1 탆 to 20 mm depending on the application.

The coating film prepared from the weather-resistant coating composition of the present invention is excellent in adhesion to substrates and has excellent properties such as weatherability, water resistance, flame resistance, acid resistance, alkali resistance, solvent resistance, chemical resistance, cleaning property, This is excellent.

Hereinafter, the present invention will be described in detail with reference to Examples and Comparative Examples. The following examples are intended to illustrate the practice of the present invention and are not intended to limit the scope of the present invention.

(Example 1)

100 parts by weight of polymethyl methacrylate, 5 parts by weight of 3-methacryloxypropyltrimethoxysilane, 20 parts by weight of 3-glycidoxypropyltrimethoxysilane, 5 parts by weight of 3-isocyanatopropyltriethoxysilane, 100 parts by weight of methylene diisocyanate, 1 part by weight of dibutyltin dilaurate and 0.5 parts by weight of dimethylpolysiloxane were mixed to prepare a weather-resistant coating composition.

The composition was coated on a steel plate, dried and cured to prepare a coating film having a thickness of 100 탆.

(Example 2)

100 parts by weight of polymethyl methacrylate, 5 parts by weight of 3-methacryloxypropyltrimethoxysilane, 20 parts by weight of 3-glycidoxypropyltrimethoxysilane, 5 parts by weight of 3-isocyanatopropyltriethoxysilane, 100 parts by weight of methylene diisocyanate, 5 parts by weight of N-phenyl-3-aminopropyltrimethoxysilane, 1 part by weight of dibutyltin dilaurate and 0.5 parts by weight of dimethylpolysiloxane were mixed to prepare a weather-resistant coating composition.

The composition was coated on a steel plate, dried and cured to prepare a coating film having a thickness of 100 탆.

(Example 3)

100 parts by weight of polymethyl methacrylate, 5 parts by weight of 3-methacryloxypropyltrimethoxysilane, 20 parts by weight of 3-glycidoxypropyltrimethoxysilane, 5 parts by weight of 3-isocyanatopropyltriethoxysilane, 100 parts by weight of methylene diisocyanate, 5 parts by weight of N-phenyl-3-aminopropyltrimethoxysilane, 3 parts by weight of N- (2-aminoethyl) -3-aminopropylmethyldimethoxysilane, And 0.5 parts by weight of dimethylpolysiloxane were mixed to prepare a weather-resistant coating composition.

The composition was coated on a steel plate, dried and cured to prepare a coating film having a thickness of 100 탆.

(Example 4)

100 parts by weight of N-phenyl-3-aminopropyltrimethoxysilane and 100 parts by weight of 3-glycidoxypropyltrimethoxysilane were reacted at 60 to 24 hours to prepare a silane coupling agent oligomer having a molecular weight of 4,000 g / mol.

100 parts by weight of polymethyl methacrylate, 5 parts by weight of 3-methacryloxypropyltrimethoxysilane, 20 parts by weight of 3-glycidoxypropyltrimethoxysilane, 5 parts by weight of 3-isocyanatopropyltriethoxysilane, 100 parts by weight of methylene diisocyanate, 3 parts by weight of the silane coupling agent oligomer, 1 part by weight of dibutyltin dilaurate and 0.5 parts by weight of dimethylpolysiloxane were mixed to prepare a weather resistant coating composition.

The composition was coated on a steel plate, dried and cured to prepare a coating film having a thickness of 100 탆.

(Comparative Example 1)

A coating film was prepared in the same manner as in Example 1, except that 3-methacryloxypropyltrimethoxysilane was not used.

(Comparative Example 2)

A coating film was prepared in the same manner as in Example 1, except that 3-glycidoxypropyltrimethoxysilane was not used.

(Comparative Example 3)

Except that 3-isocyanate propyltriethoxysilane was not used.

(Comparative Example 4)

A coating film was prepared in the same manner as in Example 1, except that hexamethylene diisocyanate was not used.

The pencil hardness, bending resistance, adhesiveness, heat resistance, water resistance, flame resistance, acid resistance, alkali resistance and solvent resistance of the coating films prepared in the Examples and Comparative Examples were measured and the results are shown in Table 1 below.

The pencil hardness was measured according to JIS K 5600-5-4.

The flexural resistance was measured according to JIS K 5600-5-1.

The adhesiveness was measured according to JIS K 5600-5-6.

The coating film was heated for 3 hours in a hot air circulating heating furnace where the heat resistance was maintained at 180, and the yellowing degree of the coating film was visually observed.

The water resistance was evaluated by observing the state of the coating film after immersing the coating film in water at 20 캜 for 7 days.

The saline resistance was determined by observing the condition of the coating film after immersing the coating film in 3 wt% of saline solution for 30 days.

The acid resistance was evaluated by observing the state of the coating film after immersing the coating film in 10 wt% sulfuric acid at room temperature for 10 days.

The alkali resistance was determined by observing the state of the coating film after immersing the coating film in saturated lime water at room temperature for 10 days.

The solvent resistance was determined by observing the condition of the coating film after immersing the coating film in toluene at room temperature for 1 hour.

division Example Comparative Example One 2 3 4 One 2 3 4 Pencil hardness 3H 4H 4H 2H B F 2B HB Flexibility Good Good Good Good usually Bad Bad Bad Adhesiveness Good Good Good Good Bad Bad usually Bad Heat resistance Good usually Good Good usually usually Bad usually Water resistance usually Good Good Good Bad usually Bad Bad Saltwater Good Good usually Good Bad Bad usually Bad Acid resistance Good usually Good usually Bad Bad Bad Bad Alkali resistance Good Good Good Good usually Bad Bad Bad Content-based usually usually Good Good Bad usually Bad Bad

From the results shown in Table 1, it was found that the coating films of Examples 1 to 4 are excellent in hardness, flexibility and adhesiveness to a substrate and excellent in weather resistance such as heat resistance, water resistance, flame resistance, acid resistance, alkali resistance and solvent resistance, Corrosion and deterioration can be effectively prevented.

On the other hand, the coating films of Comparative Examples 1 to 4 show significantly lower hardness, flexibility, adhesiveness to substrates, heat resistance, water resistance, salt water resistance, acid resistance, alkali resistance and solvent resistance than the examples.

Claims (5)

Acrylic resin;
A silane coupling agent containing an acrylate group or a methacrylate group;
Epoxy group-containing silane coupling agents;
An isocyanate group-containing silane coupling agent;
A silane coupling agent oligomer prepared by previously reacting an amino group-containing silane coupling agent and an epoxy group-containing silane coupling agent;
A silane coupling agent oligomer prepared by previously reacting an amino group-containing silane coupling agent, an epoxy group-containing silane coupling agent and an isocyanate group-containing silane coupling agent; And
In the weather-resistant coating composition comprising polyisocyanate,
1 to 10 parts by weight of the acrylate group or the methacrylate group-containing silane coupling agent, 1 to 50 parts by weight of the epoxy group-containing silane coupling agent, 1 to 10 parts by weight of the isocyanate group-containing silane coupling agent 1 to 5 parts by weight of a silane coupling agent oligomer prepared by previously reacting the amino group-containing silane coupling agent with an epoxy group-containing silane coupling agent, the amino group-containing silane coupling agent, the epoxy group-containing silane coupling agent and the isocyanate group- 1 to 5 parts by weight of a silane coupling agent oligomer prepared by reacting in advance, and 50 to 200 parts by weight of the polyisocyanate.
delete The method according to claim 1,
1 to 10 parts by weight of an amino group-containing silane coupling agent containing at least one amino group selected from a secondary amino group and a tertiary amino group.
The method of claim 3,
1 to 5 parts by weight of an amino group-containing silane coupling agent containing a primary amino group and a secondary amino group.
A product comprising the weather-resistant coating composition of claim 1, wherein the product is a paint, a coating or an adhesive.