KR20140134867A - Anti-pollution coating solution composition with low reflective property and method for preparing it - Google Patents
Anti-pollution coating solution composition with low reflective property and method for preparing it Download PDFInfo
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- KR20140134867A KR20140134867A KR20130054793A KR20130054793A KR20140134867A KR 20140134867 A KR20140134867 A KR 20140134867A KR 20130054793 A KR20130054793 A KR 20130054793A KR 20130054793 A KR20130054793 A KR 20130054793A KR 20140134867 A KR20140134867 A KR 20140134867A
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- C—CHEMISTRY; METALLURGY
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- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/34—Silicon-containing compounds
- C08K3/36—Silica
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- 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
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- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
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- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
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Abstract
The present invention relates to a coating solution composition capable of forming a coating film having water repellency, oil repellency, stain resistance and low reflection property by coating on the surface of a light transmitting material, and a method for preparing the same. More specifically, the present invention relates to a coating solution composition comprising a hydrolyzate of alkoxysilane A partial condensate, a hydrolyzate or partial condensate of fluorosilane, a surface-modified nanosilica sol and a curing catalyst, and a process for producing the same.
When the coating solution composition is coated on the surface of the light-transmitting material, water repellency, oil repellency, and stain resistance are imparted to minimize the influence on external contamination and maintain a clean state. And it is possible to obtain a coating film having excellent durability because surface properties and transparency are maintained even when used for a long time because of its excellent hardness and adhesion.
Description
The present invention relates to a coating solution composition capable of coating a surface of a light transmitting material to form a coating film having water repellency, oil repellency, stain resistance and low reflection property, and a method for producing the same.
Various functional coatings such as hard coating, antistatic coating and antireflective coating are applied to the surface of optically transparent light-transmitting material such as spectacle lens, cell phone window, transparent film for display, glass and the like, In order to prevent deterioration of characteristics, an antifouling coating is applied to the outermost layer. The anti-pollution coating method can be roughly divided into dry type and wet type. The dry type coating method is a vacuum deposition method such as E-beam and sputtering, and the wet method is a method of coating with a solution such as spin, dip or flow coating.
The dry coating is a method of depositing fluorine-containing silane alkoxide on a material in a vacuum state. Since the coating layer is formed on a molecular basis, the film thickness is only 10 to 30 nm, and transparency is lowered due to abrasion during prolonged use. In addition, since it is an ultra-thin coating having a very thin film thickness, there is a disadvantage that an antireflection coating film must be separately formed under the fluorine coating layer in order to impart low reflection properties. This antireflection coating is usually formed by alternately vacuum depositing an oxide or nitride oxide such as Al, Ti, Zr or the like having a high refractive index and a low refractive index Si oxide or nitride oxide. Therefore, it is necessary to use expensive equipment and increase the manufacturing cost There are disadvantages.
On the other hand, wet coating has a merit that mass production can be performed at a relatively low manufacturing cost. However, when the fluororesin or the fluorine-containing silane is coated in a liquid phase, there is a disadvantage that the durability is lowered due to weak scratch resistance . In order to improve this, nanosilica sol may be used in combination. However, nanosilica sol has problems in that the surface characteristics of the nanosilica sol are hydrophilic and the fluorine-containing resin or silane is hydrophobic, resulting in poor compatibility and storage stability.
It is an object of the present invention to provide a coating film which can form a coating film having water repellency, oil repellency, stain resistance and low reflection property by coating on the surface of a light transmitting material, and which can form a coating film having high scratch resistance and hardness and excellent abrasion resistance and durability A solution composition and a method for producing the same.
In order to achieve the above object,
A hydrolyzate or partial condensate of an alkoxysilane represented by the following formula (1);
A hydrolyzate or partial condensate of fluorosilane represented by the following formula (2);
Surface modified nano silica sol; And
Curing catalyst;
The coating solution composition comprising:
[Chemical Formula 1]
R 1 a R 2 b Si (OR 3 ) 4-ab
In Formula 1,
R 1 is an organic functional group capable of crosslinking,
R 2 is methyl, propyl, octyl,
R < 3 > is methyl, ethyl,
a is an integer of 0 to 1,
and b is an integer of 0 to 2.
(2)
R f Si (OR 4 ) 3
In Formula 2,
R f is alkyl fluoride,
R 4 is methyl, ethyl or propyl.
Preferably, the coating solution composition comprises
30 to 50% by weight of the hydrolyzate or partial condensate of the alkoxysilane represented by the general formula (1);
10 to 40% by weight of a hydrolyzate or partial condensate of fluorosilane represented by the general formula (2);
20 to 40% by weight of surface-modified nano-silica sol; And
0.5 to 5% by weight of a curing catalyst. Where wt% means wt% of solids content.
Particularly, the surface-modified nanosilica sol includes surface-treating the surface of the nanosilica sol particle with an alkylalkoxy silane to modify it to be hydrophobic.
When the coating solution composition of the present invention is coated on the surface of the light transmitting material, water repellency, oil repellency, and stain resistance are imparted to minimize the influence of external pollution and maintain a clean state. It is possible to obtain a coating film excellent in durability because surface properties and transparency are maintained even when used for a long time.
In addition, the coating solution of the present invention can be applied not only to light-transmitting materials but also to various materials such as metal, cement, concrete, brick, etc., thereby obtaining a coating exhibiting excellent water repellency, oil repellency and stain resistance.
1 is a photograph showing a water contact angle image of a sample prepared in Example 1 of the present invention,
2 is a photograph showing the oil repellency of the sample prepared in Example 1 of the present invention,
3 is a photograph showing a light transmittance spectrum of the sample prepared in Example 1 of the present invention,
4 is a photograph showing the light transmittance spectrum of the sample prepared in Comparative Example 1 of the present invention.
Hereinafter, the present invention will be described in detail.
The coating solution composition of the present invention comprises a hydrolyzate or a partial condensate of an alkoxysilane represented by the following formula (1), a hydrolyzate or a partial condensate of a fluorosilane represented by the following formula (2), a surface modified nano silica sol and a curing catalyst .
[Chemical Formula 1]
R 1 a R 2 b Si (OR 3 ) 4-ab
In Formula 1,
R 1 is an organic functional group capable of crosslinking,
R 2 is methyl, propyl, octyl,
R < 3 > is methyl, ethyl,
a is an integer of 0 to 1,
and b is an integer of 0 to 2.
Specifically, the hydrolyzate or partial condensate of the alkoxysilane represented by the general formula (1) may be at least one selected from the group consisting of methyltrimethoxysilane, methyltriethoxysilane, propyltrimethoxysilane, propyltriethoxysilane, octyltrimethoxysilane, Tetramethoxysilane, tetraethoxysilane, 3-glycidoxypropyltrimethoxysilane, 3-glycidoxypropyltriethoxysilane, 2- (trimethoxysilyl) propyltriethoxysilane, dimethyldimethoxysilane, dimethyldiethoxysilane, (3,4-epoxycyclohexyl) -ethyltrimethoxysilane, methacryloxypropyltrimethoxysilane, vinyltrimethoxysilane, vinyltriethoxysilane, and the like, or a mixture of two or more thereof, Can be partially condensed and used.
The hydrolyzate or partial condensate of the alkoxysilane represented by Formula 1 is preferably contained in the coating solution composition in an amount of 30 to 50% by weight. If the content is less than 30% by weight, the coating film forming ability is insufficient, and the adhesive strength and hardness may be lowered. If the content exceeds 50% by weight, there is a risk of cracking due to shrinkage during curing.
(2)
R f Si (OR 4 ) 3
In Formula 2,
R f is alkyl fluoride,
R 4 is methyl, ethyl or propyl.
Specifically, the hydrolyzate or partial condensate of fluorosilane represented by the general formula (2) can be used by hydrolysis or partial condensation by mixing one or more kinds of fluorosilanes having the following structures.
CF 3 (CF 2 ) 3 (CH 2 ) 2 Si (OCH 3 ) 3 (1)
CF 3 (CF 2 ) 5 (CH 2 ) 2 Si (OCH 3 ) 3 (2)
CF 3 (CF 2 ) 5 (CH 2 ) 2 Si (OCH 2 CH 3 ) 3 (3)
CF 3 (CF 2 ) 7 (CH 2 ) 2 Si (OCH 3 ) 3 (4)
CF 3 (CF 2 ) 7 (CH 2 ) 2 Si (OCH 2 CH 2 CH 3 ) 3 (5)
The hydrolyzate or partial condensate of the fluorosilane represented by the general formula (2) is preferably contained in the coating solution composition in an amount of 10 to 40% by weight. When the content is less than 10% by weight, the water repellency, oil repellency, stain resistance and low reflection characteristics are insufficient and the performance is unsatisfactory. When the content is more than 40% by weight, scratch resistance and hardness There is a possibility that a problem of deterioration and deterioration of adhesion may occur.
The surface-modified nanosilica sol used in the coating solution composition of the present invention is in a sol state in which nanosilica having a particle size of 5 to 50 nm is dispersed in an organic solvent, and the organic solvent includes methyl alcohol, ethyl alcohol, isopropyl alcohol For example. In general, the surface of the nanosilica sol is hydrophilic because it exists in hydroxy. However, the fluorosilane used in the coating solution composition of the present invention is very hydrophobic. Therefore, when the nanosilica sol is used as it is, the coagulation of the particles occurs and the solution becomes cloudy or hardened, . Accordingly, in order to solve such a problem, in the present invention, the surface of the nanosilica particles is surface-treated with an alkylalkoxysilane, and the hydrophobic property is modified and applied.
As the alkylalkoxysilane, methyltrimethoxysilane, methyltriethoxysilane, propyltrimethoxysilane and the like can be used. The content thereof is 10 to 20% by weight based on the solid content of the nano-silica sol, Alkoxysilane is mixed and then subjected to a surface modification treatment at a temperature of 80 to 100 DEG C for 4 to 8 hours to be used.
It is preferable that the surface modified nano-silica sol is contained in the coating solution composition in an amount of 20 to 40% by weight. When the content is less than 20% by weight, the hardness and scratch resistance are deteriorated. When the content is more than 40% by weight, the adhesion may be deteriorated.
As the curing catalyst used in the present invention, a metal acetylacetonate complex such as zirconium acetylacetonate, aluminum acetylacetonate, and tin acetylacetonate is used as a component for curing the coating film during heat curing. The curing catalyst is preferably contained in the coating solution composition in an amount of 0.5 to 5% by weight. When the amount of the curing catalyst is less than 0.5% by weight, the curing is insufficient to lower the physical properties of the coating film. Cracks may occur, or adhesion may be deteriorated due to excessive curing shrinkage.
The coating solution composition may be coated by various methods such as dip coating, flow coating, and spin coating on the material to be coated, followed by coating and heating and curing at a temperature of 80 to 200 ° C for 10 minutes to 2 hours A coating film having water repellency, oil repellency, stain resistance and low reflection properties can be formed.
Hereinafter, the present invention will be described in more detail with reference to examples, but these examples are for illustrative purposes only and are not intended to limit the scope of protection of the present invention.
Preparation Example 1. Preparation of surface-modified nano-silica sol
300 g of methyl alcohol-dispersed silica sol (Nissan Chemical Co., solid content: 30% by weight, particle size: 10 nm) was charged into a stainless reaction vessel capable of heating and refluxing and equipped with a stirrer, 20 g of methyltrimethoxysilane was added, , The mixture was heated to 95 DEG C and refluxed for 6 hours, and then cooled to room temperature to complete the preparation of the surface-modified nano-silica sol.
Example 1
139 g of tetraethoxysilane was charged into a stainless steel reaction vessel equipped with a stirrer, 51 g of 0.1 N hydrochloric acid aqueous solution was added, and the mixture was stirred at room temperature for 1 hour to hydrolyze. Then, 34 g of fluorine silane .
CF 3 (CF 2 ) 7 (CH 2 ) 2 Si (OCH 3 ) 3
Thereafter, the mixture was further stirred at room temperature for 6 hours to form a hydrolyzate and a partial condensate. 96 g of the surface-modified nano-silica sol prepared in Preparation Example 1 was added thereto and stirred for 1 hour. Then, 1 g of aluminum acetylacetonate And the mixture was stirred for 2 hours to prepare a coating solution composition.
In order to evaluate the performance of the coating film, a sample was prepared as follows. First, a silicon-based hard coating solution prepared by dissolving was coated on a slide glass made of soda lime, and then heat-cured at 120 ° C for 30 minutes to provide hard-coated glass. Thereafter, the coating solution composition prepared in Example 1 was coated by a dip coating method, and then heat-cured at a temperature of 110 ° C for 2 hours to obtain an antifouling coating-treated glass.
Example 2
104 g of tetraethoxysilane, 30 g of methyltrimethoxysilane and 26 g of fluorine silane having the following structure were charged into a stainless reaction vessel equipped with a stirrer.
CF 3 (CF 2 ) 5 (CH 2 ) 2 Si (OCH 2 CH 3 ) 3
To this, 51 g of 0.1 N hydrochloric acid aqueous solution was added, and the mixture was stirred at room temperature for 2 hours for hydrolysis, and aged for 24 hours to form a partial condensate. Thereafter, 112 g of the surface-modified nano-silica sol prepared in Preparation Example 1 was added and stirred for 1 hour. Then, 2 g of zirconium acetylacetonate was added and stirred for 2 hours to prepare a coating solution composition.
In order to evaluate the performance of the coating film, the coating solution composition prepared in Example 2 was spin-coated at a speed of 2000 rpm for 5 seconds in a tempered glass used for a cellular phone window, and then heated and cured at 120 DEG C for 30 minutes Respectively.
Comparative Example 1
The tempered glass used for the cell phone window was vacuum-deposited by a commercially available DC-2700 (fluorosilane manufactured by Dow Corning) to prepare a sample. At this time, the vacuum chamber temperature was 70 캜, the degree of vacuum was 2.0 × 10 -5 torr, and the deposition rate was 0.5 nm / sec. The coating thickness after coating was 27 nm.
Comparative Example 2
The preparation of the coating solution composition and the preparation of the sample were carried out in the same manner as in Example 1, except that the surface-modified nano-silica sol was not used in Example 1 above.
The samples prepared by the above Examples 1 to 2 and Comparative Examples 1 and 2 were evaluated by the following test examples, and the results are summarized in Table 1.
Test Example 1. Evaluation of water repellency
The water contact angle was measured by dropping water droplets on the coating film. Generally, when the contact angle is 100 ° or more, water repellency is evaluated to be good. The equipment used to measure the contact angle is the phoenix 300 touch from SEO, and the water used is Deionized water.
Test Example 2. Evaluation of oil repellency
The degree of droplet penetration was observed by casting a line with oil magic on the coating film. If the oil repellency is not good, the line is kept unchanged or is slightly crowded. If the oil repellency is good, the line is crowded and indicated by a dot.
O: Oil repellency Good
X: poor oil repellency
Test Example 3. Evaluation of stain resistance
When the sample of which the oil repellency was evaluated in Test Example 2 was wiped with a tissue, the degree of disappearance of the glue line was observed with the oil magic.
O: Wiped clean
X: Remaining magic mark remains
Test Example 4. Low reflection property evaluation
As low reflectivity is realized, the transmittance of visible light is measured using a UV spectro-photometer from Jasco. The light transmittance of the slide glass and tempered glass used for preparing the samples in the above Examples and Comparative Examples is as follows.
Slide glass material: 91%
Hard coated slide glass: 90%
Mobile phone window tempered glass material: 91%
Test Example 5. Hardness Evaluation
ASTM D3363 evaluation method was used to evaluate the hardness of the pencil which moves the surface of the coating film to damage the surface by using a pencil of various hardness at a constant pressure (1 kg) and a constant angle (45 DEG) It becomes the hardness of the film. The grade of pencil hardness is as follows.
6B <5B <... <HB <F <... <8H <9H
Test Example 6. Evaluation of scratch resistance
The degree of scratching was observed when the coating film was rubbed with a # 0000 steel wool under a load of 1 kg.
O: No scratches at all
X: Multiple scratches occurred
As shown in Table 1, the coated samples using the coating solution composition prepared according to the present invention were excellent in water repellency, oil repellency, stain resistance, low reflection characteristics, hardness and scratch resistance. On the other hand, in the case of Comparative Example 1, it was found that the sample prepared by the vacuum vapor deposition coating had a problem of poor low reflection property and poor scratch resistance, and in Comparative Example 2, the surface modified nano silica sol was not used It was confirmed that the hardness and the scratch resistance were inferior.
Although the present invention has been described with reference to the preferred embodiments mentioned above, it is possible to make various modifications and variations without departing from the spirit and scope of the invention. It is also to be understood that the appended claims are intended to cover such modifications and changes as fall within the scope of the invention.
Claims (9)
A hydrolyzate or partial condensate of fluorosilane represented by the following formula (2);
Surface modified nano silica sol; And
Curing catalyst;
Coating solution composition comprising:
[Chemical Formula 1]
R 1 a R 2 b Si (OR 3 ) 4-ab
In Formula 1,
R 1 is an organic functional group capable of crosslinking,
R 2 is methyl, propyl, octyl,
R < 3 > is methyl, ethyl,
a is an integer of 0 to 1,
and b is an integer of 0 to 2.
(2)
R f Si (OR 4 ) 3
In Formula 2,
R f is alkyl fluoride,
R 4 is methyl, ethyl or propyl.
30 to 50% by weight of the hydrolyzate or partial condensate of the alkoxysilane represented by the general formula (1);
10 to 40% by weight of a hydrolyzate or partial condensate of fluorosilane represented by the general formula (2);
20 to 40% by weight of surface-modified nano-silica sol; And
0.5 to 5 wt% of a curing catalyst;
Coating solution composition comprising:
The hydrolyzate or partial condensate of the alkoxysilane represented by the above-mentioned formula (1) may be at least one selected from the group consisting of methyltrimethoxysilane, methyltriethoxysilane, propyltrimethoxysilane, propyltriethoxysilane, octyltrimethoxysilane, Trimethylsilane, tetramethoxysilane, tetraethoxysilane, 3-glycidoxypropyltrimethoxysilane, 3-glycidoxypropyltriethoxysilane, 2- (3, 4-epoxycyclohexyl) -ethyltrimethoxysilane, methacryloxypropyltrimethoxysilane, vinyltrimethoxysilane, and vinyltriethoxysilane are mixed and used. Coating solution composition.
Wherein the hydrolyzate or partial condensate of the fluorosilane represented by the general formula (2) is a mixture of at least one selected from among fluorosilanes having the following structure.
CF 3 (CF 2 ) 3 (CH 2 ) 2 Si (OCH 3 ) 3 (1)
CF 3 (CF 2 ) 5 (CH 2 ) 2 Si (OCH 3 ) 3 (2)
CF 3 (CF 2 ) 5 (CH 2 ) 2 Si (OCH 2 CH 3 ) 3 (3)
CF 3 (CF 2 ) 7 (CH 2 ) 2 Si (OCH 3 ) 3 (4)
CF 3 (CF 2 ) 7 (CH 2 ) 2 Si (OCH 2 CH 2 CH 3 ) 3 (5)
Wherein the surface-modified nanosilica sol is surface-treated with alkylalkoxysilane to modify the surface of the silica particles to be hydrophobic.
Wherein the alkylalkoxysilane is any one selected from methyltrimethoxysilane, methyltriethoxysilane, propyltrimethoxysilane, and mixtures thereof and is added in an amount of 10 to 20 parts by weight based on the solid content of the nano-silica sol, Alkylalkoxysilane, and then heating the mixture at a temperature of 80 to 100 for 4 to 8 hours.
Wherein the curing catalyst is at least one metal acetylacetonate complex selected from zirconium acetylacetonate, aluminum acetylacetonate and tin acetylacetonate.
Wherein the coating solution is coated and then heated and cured at a temperature of 80 to 200 for 10 minutes to 2 hours.
Adding the surface modified nanosilica sol; And
And adding the curing catalyst. ≪ Desc / Clms Page number 20 >
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20160012831A (en) * | 2014-07-25 | 2016-02-03 | 양철호 | Eco-Friendly Inorganic Coating Composition for Insulation and Preparation Methods Thereof |
| GB2530141A (en) * | 2014-07-09 | 2016-03-16 | MTU Aero Engines AG | Antifouling layer for compressor blades |
| KR101685001B1 (en) * | 2016-04-29 | 2016-12-12 | 계룡건설산업 주식회사 | Method for manufacturing penetrating coating materials for protecting surface of concrete structure and penetrating coating materials for protecting surface of concrete structure using the same |
| WO2023003085A1 (en) * | 2021-07-23 | 2023-01-26 | 한국기계연구원 | Coating method for water repellent surface |
-
2013
- 2013-05-15 KR KR20130054793A patent/KR20140134867A/en not_active Application Discontinuation
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2530141A (en) * | 2014-07-09 | 2016-03-16 | MTU Aero Engines AG | Antifouling layer for compressor blades |
| KR20160012831A (en) * | 2014-07-25 | 2016-02-03 | 양철호 | Eco-Friendly Inorganic Coating Composition for Insulation and Preparation Methods Thereof |
| KR101685001B1 (en) * | 2016-04-29 | 2016-12-12 | 계룡건설산업 주식회사 | Method for manufacturing penetrating coating materials for protecting surface of concrete structure and penetrating coating materials for protecting surface of concrete structure using the same |
| WO2023003085A1 (en) * | 2021-07-23 | 2023-01-26 | 한국기계연구원 | Coating method for water repellent surface |
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