JP2003221551A - Method for producing silicon composition for coating - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To obtain a silicon composition for coating having excellent surface smoothness. <P>SOLUTION: This method for producing the silicon composition for coating comprises subjecting an SiOR<SP>1</SP>group-containing compound (A) to hydrolytic condensation in a 1-3C water-soluble organic solvent (B) and then adding a compound (C) having 100-250°C boiling point to the condensate. Since the silicon composition for coating obtained by the method has excellent surface smoothness, the silicon composition is suitable for an over coating agent especially for a color filter and a clear image is obtained from the color filter coated with the coating agent. <P>COPYRIGHT: (C)2003,JPO

Description

Detailed Description of the Invention

[0001]

TECHNICAL FIELD The present invention relates to a method for producing a coating silicon composition having excellent surface smoothness, a coating silicon composition obtained by the method, a color filter and the like.

[0002]

2. Description of the Related Art Liquid crystal display color panels are thin, lightweight,
As a display device that has characteristics such as low power consumption and replaces a CRT (CRT), it has rapidly spread in recent years, and the demand for it is expanding more and more. Further, these have come to be used in various fields, and the market trend thereof is toward larger screens and higher definition, and it is required to reduce the weight per unit with the increase in size. A color filter, which is one of the members constituting such a color display, is essential for realizing color display. In a general liquid crystal color filter, red, green, and blue patterns are formed as pixels on a glass substrate through a black matrix.
An overcoat layer is coated thereon. Red-green,
Since the surface of the color filter patterned for each blue color has irregularities, an overcoat layer is coated to smooth the surface, and then, for example, transparent electrodes are arranged on the smooth surface to form a color filter substrate. To do.

On the other hand, when the alkyl group is R, SiO
The compound having a reactive group represented by the R group is used as a surface treatment composition capable of forming a film having excellent chemical resistance, hard coat property, weather resistance and transparency.

[0004]

However, although the conventional coating composition is excellent in chemical resistance, transparency and other characteristics, it is applied to a new field, for example, a finer fine structure such as a color display. The situation was not sufficient to cover the surface without unevenness. It is necessary to increase the film thickness in order to sufficiently flatten the unevenness on the surface, which is not preferable in terms of cost, thinning of the liquid crystal panel, and reduction of weight.

The demand for such surface smoothing is not limited to the above-mentioned overcoating agent for color displays. For example, when it is used as a surface protective agent, an insulating coating agent, etc., thinning prevents the diffuse reflection. It is a property that is directly linked to ensuring transparency, and its demand is extremely strong.

In addition, it is also important that the workability of thinning is excellent for large-sized thin-screen televisions and thin-screen displays in recent years, and it is necessary that a large amount of high-performance thin films can be coated easily. Generally, in the production of a display filter, a coating composition, a transparent resin film, a transparent resin plate,
Bar coater, blade coater, etc. on transparent glass
Coating with a spin coater, a reverse coater, a die coater, a spray, or the like is common, and therefore, it is required to have excellent workability in such a coating apparatus.

[0007]

Means for Solving the Problems As a result of a detailed study of the coating composition, the present inventor shows that it is represented by a SiOR ¹ group (wherein R ¹ is a hydrogen atom, an alkyl group or an acyl group). The compound (A) having a group has 1 to 1 carbon atoms.
Hydrolysis condensation reaction in the water-soluble organic solvent (B) of 3
Compound (C) having a boiling point of 100 to 250 ° C. in the obtained reaction product
It was found that a coating composition having extremely excellent surface smoothness can be obtained by adding the above composition, and the present invention has been completed. Also,
An organic compound (D) having a functional group (d) other than the SiOR ¹ group (wherein R ¹ is a hydrogen atom, an alkyl group or an acyl group), and a functional group (d) having the organic compound (D) reacting a compound having the SiOR ¹ groups other than the functional group (e) and SiOR ¹ groups and (E), in a solvent comprising a water-soluble organic solvent (B), the functional group (d) and the functional group It was also found that a silicon composition for coating having extremely excellent surface smoothness can be obtained by reacting with (e) and then adding the compound (C). Furthermore, a coated body can be easily manufactured by coating the obtained coating silicon composition by a spin coating method. In particular, the coating silicon composition can be used to prepare an overcoating agent for a color filter, whereby a color filter having a coating with the composition can be obtained. The color filter is
Since the overcoat layer is an extremely thin film having a smooth surface, the color filter obtained can be made thinner and lighter.

[0008]

BEST MODE FOR CARRYING OUT THE INVENTION In the first aspect of the present invention, a compound (A) having a SiOR ¹ group (wherein R ¹ is a hydrogen atom, an alkyl group or an acyl group) is dissolved in water with 1 to 3 carbon atoms. By hydrolytic condensation in a basic organic solvent (B), then boiling point 1
A method for producing a coating silicon composition, which comprises adding a compound (C) at a temperature of 0 to 250 ° C. When the SiOR ¹ group contained in the compound (A) is hydrolyzed and condensed in the water-soluble organic solvent (B) having 1 to 3 carbon atoms, the siloxane crosslinked product reaction proceeds rapidly and densely. Then, when a solvent having a boiling point of 100 to 250 ° C. is added to the hydrolysis-condensation product, the hydrolysis-condensation product is excellent in solubility and compatibility with the water-soluble organic solvent (B) is also excellent, so that the coating treatment is performed. It is possible to obtain a coating silicon composition having good elongation and excellent smoothness.

The SiOR¹In the group, R¹Is the hydrogen source
Child: alkyl having 1 to 12 carbon atoms and optionally having a branch
Groups such as methyl, ethyl, propyl, isopropyl
Pill group, butyl group, isobutyl group, sec-butyl group,
tert-butyl group, pentyl group, isopentyl group, net
Opentyl group, hexyl group, heptyl group, octyl group,
Nonyl group, decyl group, undecyl group, dodecyl group and 2
-Ethylhexyl group; or acyl having 1 to 12 carbon atoms
A group such as an acetyl group. At least SiOR ¹Basis
Other groups such as amino groups, epoxides, etc.
Si group, isocyanate group, hydroxyl group, carboxyl group,
It may have one or more groups such as a xazolinyl group.

Examples of the compound (A) include tetramethoxysilane, tetraethoxysilane, tetraisopropoxysilane, tetrabutoxysilane, methyltrimethoxysilane, methyltriethoxysilane, methyltriisopropoxysilane, methyltributoxysilane and ethyl. Trimethoxysilane, ethyltriethoxysilane, ethyltriisopropoxysilane, ethyltributoxysilane,
Dimethyldimethoxysilane, dimethyldiethoxysilane, dimethyldiisopropoxysilane, dimethyldibutoxysilane, diethyldimethoxysilane, diethyldiethoxysilane, diethyldiisopropoxysilane, diethyldibutoxysilane, vinyltrimethoxysilane, vinyltriethoxysilane, Vinyltriisopropoxysilane, vinyltributoxysilane, γ-mercaptopropyltrimethoxysilane, γ-mercaptopropyltriethoxysilane, γ-methacryloxypropyltrimethoxysilane, γ-methacryloxypropyltriethoxysilane, β- (3, 4-epoxycyclohexyl) ethyltrimethoxysilane, β- (3,4-epoxycyclohexyl) ethyltriethoxysilane, β- (3,4-
Epoxycyclohexyl) ethyltriisopropoxysilane, β- (3,4-epoxycyclohexyl) ethylmethyldimethoxysilane, β- (3,4-epoxycyclohexyl) ethylmethyldiethoxysilane, γ-glycidoxypropyltrimethoxysilane, γ-glycidoxypropyltriethoxysilane, γ-glycidoxypropyltriisopropoxysilane, γ-glycidoxypropylmethyldimethoxysilane, γ-glycidoxypropylmethyldiethoxysilane, γ-isocyanopropyltrimethoxy Silane, γ-isocyanopropyltriethoxysilane, γ-isocyanopropylmethyldimethoxysilane, γ-isocyanopropylmethyldiethoxysilane, γ-aminopropyltrimethoxysilane, γ-aminopropyltriethoxysilane Alkoxysilanes and their complex compounds, such as down, methyltriacetoxysilane, trimethyl silanol, as well as high molecular organosilicon compounds containing these compounds.

In the present invention, the hydrolytic condensation of the compound (A)
As a solvent for the reaction, a water-soluble organic solvent having 1 to 3 carbon atoms
The medium (B) is used. Si contained in the compound (A)
OR ¹The group is the same as in the hydrolysis in the water-soluble organic solvent (B).
It sometimes condenses to form siloxane crosslinks, but with 4 carbon atoms
If it exceeds, the viscosity of the organic solvent (B) itself may cause
Sun cross-linking reaction is delayed, and hydrolysis condensate is dense and uniform
May not be formed. Such water-soluble organic solvent
As (B), methanol, ethanol, 2-propan
Alcohols such as norls and ketones such as acetone
It In particular, alcohols are preferred because of the stability of the compound (A).
Good The water-soluble organic solvent (B) is added in an amount of the above compound.
200 to 10,000 quality with respect to 100 parts by mass of the product (A)
Parts by weight, more preferably 500 to 5000 parts by weight.
The reaction temperature is preferably below the boiling point of the water-soluble organic solvent (B).
In general, it takes about 1 to 24 hours, although it depends on the reaction temperature.
The compound (A) is hydrolyzed and condensed.

In the present invention, the compound (A) may be hydrolyzed and condensed in the water-soluble organic solvent (B), and the compound (A) is dissolved in the organic solvent (B) and charged into a reactor. Alternatively, the solvent (B) may be charged in a plurality of times in a reactor charged with the compound (A), and the compounds may be sequentially hydrolyzed and condensed. In any case, the hydrolysis condensation reaction may be carried out in the solvent (B).

In the present invention, the reaction product is then heated to a boiling point of 100.
It is characterized in that the compound (C) at ˜250 ° C. is added.
If the boiling point is lower than 100 ° C, film formation may be poor,
On the other hand, when the boiling point exceeds 250 ° C., the compound (C) may remain in the film. In the present specification, the boiling point means the boiling point at normal pressure. Such a compound (C) is an alkylene glycol derivative having a boiling point of 100 to 250 ° C., for example, ethylene glycol diethyl ether, ethylene glycol dibutyl ether, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, propylene glycol monoethyl ether. Alkylene glycol alkyl ethers such as propylene glycol monopropyl ether; alkylene glycol acetates such as propylene glycol diacetate; alkylene glycol alkyl ether acetates such as ethylene glycol monoethyl ether acetate and propylene glycol monomethyl ether acetate. In the present invention, one of these may be used alone, or two or more thereof may be used in combination. In the present invention, propylene glycol monomethyl ether acetate is particularly preferable because it has low toxicity and excellent safety. In addition, ethylene glycol and propylene glycol can be preferably used because of their excellent film-forming properties. In the present invention, the compound (C) is replaced with the compound (A) 1
10 to 1000 parts by mass, more preferably 20 to 100 parts by mass are added to 00 parts by mass. If it is less than 10 parts by mass, the film formation may be defective, while if it exceeds 1000 parts by mass, the compound (C) may remain in the film. Further, in the present invention, the addition of the compound (C) is within a range not impairing the effects of the present invention, and the compound (A) or a hydrolyzed condensate of the compound (A) such as tetraalkoxysilane or its hydrolyzed product. You may add with a condensate.

After adding the compound (C), the temperature is from room temperature to 10
Hold at 0 ° C for 1-24 hours.

The second aspect of the present invention is to provide a SiOR ¹ group (provided that
R ¹ is a hydrogen atom, an alkyl group or an acyl group. Organic compound (D) having a functional group (d) other than
When a compound having a functional group (d) except ¹ group SiOR that reacts with functional groups (e) and SiOR ¹ groups having the organic compound (D) and (E), water-soluble organic solvent having 1 to 3 carbon atoms Reacting the functional group (d) of the organic compound (D) with the functional group (e) of the compound (E) in a solvent containing (B),
And a hydrolytic condensation reaction of the SiOR ¹ group, and then adding the compound (C) having a boiling point of 100 to 250 ° C. or higher, which is a method for producing a coating silicon composition.

The functional group (d) and the reactive group of the functional group (e) are reacted with each other in the water-soluble organic solvent (B), and the SiOR ¹ group is hydrolyzed and condensed to obtain a product. Even when the compound (C) is added to the reaction product, since the solubility or dispersibility of the reaction product is excellent as in the first invention, the obtained coating silicon composition is excellent in film forming property. It was found that the surface smoothness was excellent.

The definition of the SiOR ¹ group in the organic compound (D) is the same as that of the first invention, and the functional group (d) other than the SiOR ¹ group is an amino group, an epoxy group,
There are isocyanate groups, hydroxyl groups, carboxyl groups and the like. The organic compound (D) may have a plurality of different functional groups (d). Examples of the organic compound (D) having an amino group include allylamine, diallylamine, isopropylamine, diisopropylamine, iminobispropylamine, ethylamine, diethylamine, 2-
Ethylhexylamine, 3-ethoxypropylamine,
Diisobutylamine, 3-diethylaminopropylamine, di-2-ethylhexylamine, dibutylaminopropylamine, propylamine, dimethylaminopropylamine, methyliminobispropylamine, 3-methoxypropylamine, ethylenediamine, 1,4-diaminobutane, Low molecular weight organic compounds such as 1,2-diaminopropane, 1,3-diaminopropane, hexamethylenediamine, ethanolamine, diethanolamine, polyethyleneimines such as Epomin series manufactured by Nippon Shokubai Co., Ltd. (Epomin SP-003, Epomin SP- 006, Epomin SP-012, Epomin SP-018, Epomin SP-103, Epomin SP-110, Epomin SP-
200, Epomin SP-300, Epomin SP-100
0, Epomin SP-1020, etc.), polyallylamines (for example, PAA-L, PAA-H, etc. manufactured by Nitto Boseki Co., Ltd.), dimethylaminoethyl (meth) acrylate, diethylaminoethyl (meth) acrylate, and other amino group-containing (meth). Examples thereof include homopolymers of acrylates, copolymers of these amino group-containing (meth) acrylates with other (meth) acrylates and (meth) acrylic acid, and high molecular weight organic compounds such as polyoxyethylene alkylamines.

Examples of the organic compound (D) having an epoxy group include 2-ethylhexyl glycidyl ether, ethylene glycol diglycidyl ether, diethylene glycol diglycidyl ether, triethylene glycol diglycidyl ether, tetraethylene glycol diglycidyl ether and nonaethylene glycol di. Glycidyl ether, propylene glycol diglycidyl ether, dipropylene glycol diglycidyl ether, tripropylene glycol diglycidyl ether, 1,6
-Aliphatic mono-, diglycidyl ethers such as hexanediol diglycidyl ether, neopentyl glycol diglycidyl ether, glycerol diglycidyl ether, trimethylolpropane diglycidyl ether; glycerol triglycidyl ether, diglycerol triglycidyl ether, triglycidyl Polyglycidyl ethers such as tris (2-hydroxyethyl) isocyanurate, trimethylolpropane triglycidyl ether and pentaerythritol tetraglycidyl ether; Aliphatic compounds such as adipic acid diglycidyl ester, o-phthalic acid diglycidyl ester and phenylglycidyl ether And aromatic mono-, diglycidyl esters; bisphenol A diglycidyl ether, resorcinol diglycidyl Ether, hydroquinone diglycidyl ether, bisphenol S diglycidyl ether, bisphenol F diglycidyl ether, and compounds represented by the following formula;

[0019]

[Chemical 1]

Glycidyl having an aromatic ring such as or a hydrogenated ring thereof (including a nucleus-substituted derivative); oligomers having a glycidyl group as a functional group (for example, in the case of bisphenol A diglycidyl ether oligomer, it can be represented by the following formula: );

[0021]

[Chemical 2]

And the like.

As the organic compound (D) having an isocyanate group, hexamethylene diisocyanate, tolylene diisocyanate, 1,4-diphenylmethane diisocyanate, 1,5-naphthalene diisocyanate, triphenylmethane triisocyanate, tolidine diisocyanate, xylylene diisocyanate, Isocyanates such as dicyclohexylmethane diisocyanate;

As the organic compound (D) having a hydroxyl group, there is polyvinyl alcohol.

Organic compound (D) having a carboxyl group
Examples include polyacrylic acid and (meth) acrylic acid-containing polymers.

The organic compound (D) used in the present invention may have two or more of these groups.

Particularly when the formed coating film is used as a gas barrier material, it is preferable to select ethanolamine or the above-mentioned high molecular weight organic compound as the organic compound (D).
In this case, the organic compound (D) mainly plays a role of imparting flexibility to the formed film. Further, in order to improve the film-forming property of the surface treatment composition, the organic compound (D) is preferably a high molecular weight organic compound, and further, the stability of the surface treatment composition and the gas barrier of the obtained coating film. Since it has good properties, the use of polyethyleneimines is particularly preferable in the present invention. When the organic compound (D) is a high molecular weight organic compound, the preferable molecular weight is 250 to 200,000.
The range is 0, more preferably 250 to 100,000. When the molecular weight is less than 250, the formed film may have poor flexibility, and when it is more than 200,000, the formed film may have poor transparency. The organic compound (D) must have the above-mentioned functional group (d) as a reaction point with the compound (E).
When the i (OR ¹ ) group is contained in the organic compound (D), the degree of cross-linking of the obtained coating becomes too dense and the flexibility is lowered, so that the organic compound (D) is added. SiOR ¹
I decided not to include the group.

The compound (E) is a compound of the organic compound (D).
Which reacts with the functional group (d) ¹Functional groups other than groups
(E) and SiOR¹It is characterized by having a group.
SiOR ¹Functional group (d) in addition to siloxane crosslinking by groups
And the functional group (e) react with each other to further bond between the compounds.
The resulting composition has a high degree of chemical resistance and film formation.
It is possible to impart sex.

The functional group (e) includes an epoxy group, a carbonyl group, an isocyanate group, an oxazolinyl group, etc., and can be appropriately selected according to the functional group (d) of the organic compound (D) used. . The organic compound (E) may have a plurality of different functional groups (e).

As such an organic compound (E), β
-(3,4-epoxycyclohexyl) ethyltrimethoxysilane, β- (3,4-epoxycyclohexyl)
Ethyltriethoxysilane, β- (3,4-epoxycyclohexyl) ethyltriisopropoxysilane, β-
(3,4-epoxycyclohexyl) ethylmethyldimethoxysilane, β- (3,4-epoxycyclohexyl) ethylmethyldiethoxysilane, γ-glycidoxypropyltrimethoxysilane, γ-glycidoxypropyltriethoxysilane, γ -Epoxy groups such as glycidoxypropyltriisopropoxysilane, γ-glycidoxypropylmethyldimethoxysilane, γ-glycidoxypropylmethyldiethoxysilane and the SiOR ¹ group (R ¹
Have the same meaning as above) (hereinafter sometimes abbreviated as epoxy group-containing silane coupling agent); γ-isocyanopropyltrimethoxysilane, γ-isocyanopropyltriethoxysilane, γ-
A silane coupling agent containing an isocyanate group such as isocyanopropylmethyldimethoxysilane or γ-isocyanopropylmethyldiethoxysilane and a SiOR ¹ group (R ¹ has the same meaning as described above) (hereinafter abbreviated as an isocyanate group-containing silane coupling agent) May be used), and one or more of these may be used. As the polymer organic compound in which the compound (E) has a functional group capable of reacting with an amino group and further has a SiOR ¹ group, the reactivity with an amino group is particularly good, and the formed film has excellent moisture resistance. Therefore, it is preferable to use an epoxy group-containing silane coupling agent as the compound (E).

When an epoxy group-containing silane coupling agent or an isocyanate group-containing silane coupling agent is used as the compound (E) in the present invention, the hydrolysis-condensation reaction is carried out before or after the reaction with the organic compound (D). It is possible. This is because a dense coating can be quickly formed by the hydrolysis-condensation reaction of the SiOR ¹ group.

In the present invention, the organic compound (D) and the compound (E) are reacted in a water-soluble organic solvent (B) having 1 to 3 carbon atoms. The water-soluble organic solvent (B)
Can be appropriately selected and used from the same ones described in the first invention depending on the types of the organic compound (D) and the compound (E) used and the reaction between the two. Moreover, the addition method of the organic solvent (B) is as follows: a mixture of the organic compound (D) and the organic solvent (B), or a dissolved product, a mixture of the compound (E) and the organic solvent (B), or a dissolved product. May be prepared, and the reaction solution may be prepared by combining both mixtures or lysates. Further, the functional group (d) and the functional group (e) are partially reacted in such a reaction solution, and the Si
A part of the OR ¹ group may be hydrolyzed and condensed, and the organic solvent (B) may be further added to complete these reactions.

In the present invention, the reaction between the functional group (d) and the functional group (e) in the water-soluble organic solvent (B) and the crosslinking reaction between the SiOR ¹ groups contained in the compound (E) are carried out simultaneously or It is done sequentially. At this time, S was added to the compound (E).
When the iOR ¹ group is contained, the hydrolysis-condensation reaction proceeds before and after the reaction between the functional group (d) and the functional group (e), and a dense film is quickly formed.
The silicon composition for coating has excellent surface smoothness and chemical resistance. This is because when the reaction is carried out in the organic solvent (B), the condensation reaction can be easily controlled and a dense film can be easily obtained.

In the present invention, the compound (C) having a boiling point of 100 to 250 ° C. or higher is added to the reaction product obtained after completion of the reaction. As the compound (C), the compound described in the first invention is 1 to 1000 parts by mass, more preferably 10 to 100 parts by mass based on 100 parts by mass of the total of the organic compound (D) and the compound (E). Add 100 parts by mass. In addition, in the present invention, the addition of the compound (C) does not impair the effects of the present invention, and the compound (A) or the compound (A) is added.
It may be added together with the hydrolysis-condensation product of, for example, tetraalkoxysilane or its hydrolysis-condensation product.

Also in the second invention, after the compound (C) is added, it is maintained at room temperature to 100 ° C., and more preferably at room temperature for 1 to 24 hours, to obtain a coating silicon composition excellent in surface smoothing. can get.

In the second invention of the present application, the functional group (d)
It is preferable that either of the functional group (e) and the functional group (e) is an amino group, and similarly, either the functional group (d) or the functional group (e) is an epoxy group or an isocyanate group corresponding to the amino group. . Specifically, the functional group (d) of the organic compound (D) is an amino group, and the compound (E) is
Is produced by using a coating silicon composition in which the functional group (e) has an epoxy group or an isocyanate group, or the functional group (d) possessed by the organic compound (D) is an epoxy group or An isocyanate group is used, and the functional group (e) of the compound (E) is an amino group to produce a coating silicon composition.

In the present invention, the reaction liquid obtained by adding the compound (C) in the above-mentioned Invention 1 or 2 can be used as it is as a coating silicon composition. However, the effect of the present invention is not impaired. Then, various inorganic / organic additives such as a curing catalyst, a wettability improver, a plasticizer, a defoaming agent, and a thickener may be added as necessary and used as a coating silicon composition.

The coating silicon composition obtained by the method of the present invention has a gas barrier property depending on the selection of the compound (A), the organic compound (D), the compound (E), etc.
When properties such as transparency, chemical resistance, and surface smoothness are given, the coating silicon composition has these properties and is excellent in surface smoothing. For example, when the compound (A) is tetraalkoxysilane, chemical resistance, heat resistance,
It is useful for hard coat applications. Similarly, when the organic compound (D) is polyethyleneimine and the compound (E) is an epoxy compound, it is excellent in surface smoothness and is useful for optical applications.

The method of coating the above-mentioned substrate with the coating silicon composition is not particularly limited, and examples thereof include a spin coating method, a roll coating method, a dip coating method,
The coating can be performed by a bar coating method, a die coating method, a blade coating method, a reverse coating method, a spray or the like. According to the spin coating method, a coating having excellent surface smoothness can be prepared extremely thinly and uniformly, and is particularly excellent in producing a display filter, a color filter and the like.

The spin coating method can be used under the same conditions as those for coating a known spin coater with a conventional coating silicon composition.

After coating the coating silicon composition, the coating is cured and dried, but if it is desired to cure and dry more quickly, it is preferable to heat the resin molded article at a temperature not higher than the heat resistant temperature. Further, if humidification is performed in addition to heating, curing and drying are completed more quickly. The thickness of the coating is 0.0 after drying.
A range of 1 to 20 μm is suitable. Preferably 0.1-
It is 15 μm, more preferably 0.5 to 10 μm.
If the coating is thinner than 0.01 μm, pinholes are likely to occur in the coating, and if it is thicker than 20 μm, cracks may occur in the coating.

As described above, the coating silicon composition obtained by the production method of the present invention is useful as an overcoating agent for a color filter. The color filter to be coated here is any of the conventionally known ones. It may be one. Generally, a transparent substrate such as glass has a pattern of red, green, and blue colors corresponding to each pixel. The method of forming each pixel is a dyeing method, a pigment dispersion method, an electrodeposition method, a printing method, or the like. Either method may be used, and the type of the transparent substrate does not matter. Further, there is no limitation on the components constituting the black matrix, the types of red, green and blue dyes and pigments constituting each pixel, the types and amounts of the binder and other components contained therein. In addition, it does not matter whether the color filter is an active matrix type, a TFT type, or another type. In any case, the surface of the pixel and the black matrix can be smoothed by coating the coating silicon composition as an overcoating agent. Generally, a color filter is formed on a glass substrate having a modified plate, and an ITO electrode, a transparent electrode and an alignment film are formed on the surface of the overcoat layer, if necessary, to obtain a color filter substrate. . Also,
A TFT color liquid crystal display can be formed in such a form that liquid crystal is sandwiched between the color filter substrate and the TFT substrate.

[0043]

EXAMPLES The present invention will be described in more detail with reference to the following examples. However, the following examples do not limit the present invention, and all modifications that are made without departing from the spirit of the present invention are within the technical scope of the present invention. Included in. The chemical resistance and surface smoothness were evaluated by the following methods.

(1) Chemical resistance (i) Acid / base resistance: Immersed in an aqueous solution of 2% HCl and 2% NaOH for 1 minute, the appearance was not changed, and the film was peeled or changed.

(Ii) Resistance to organic solvent: Immediately after being immersed in γ-butyrolactone, it was wiped off and dried at 100 ° C. for 5 minutes. The appearance was not changed, and the film was peeled or changed.

(2) Surface smoothness In the AFM measurement, surface irregularities of 3 nm or more were evaluated as x, and less than 3 nm was evaluated as o.

Example 1 Polyethyleneimine as an organic compound (D) at 62 ° C. in a nitrogen atmosphere 30 g (manufactured by Nippon Shokubai; trade name “Epomin SP-018”, molecular weight 180)
0) and 150 g of ethanol into a mixed solution of compound (A)
A mixed solution of 28 g of γ-glycidoxypropyltrimethoxysilane (which also corresponds to the compound (E)) and 80 g of ethanol was added, and the mixture was reacted at a temperature of 60 ° C. for 3 hours. The reaction solution was cooled to room temperature, to which 9 g of water and 6 parts of ethanol were added.
A mixed solution with 5 g was added and a hydrolysis condensation reaction was carried out for 30 minutes. And tetramethoxysilane hydrolysis condensate 13
A mixed solution of 5 g (manufactured by Tama Chemical; trade name “M silicate 51”) and 100 g of propylene glycol monomethyl ether acetate as the compound (C) was added and reacted for 1 hour to obtain a coating silicon composition (1). .

Example 2 Polyethyleneimine as an organic compound (D) at 62 ° C. in a nitrogen atmosphere 30 g (manufactured by Nippon Shokubai; trade name “Epomin SP-018”, molecular weight 180)
0) and 150 g of ethanol into a mixed solution of compound (A)
(Also applicable to the compound (E)) A mixed solution of 28 g of γ-glycidoxypropyltrimethoxysilane and 80 g of ethanol was added and reacted at a temperature of 60 ° C for 3 hours. This reaction liquid was cooled to room temperature, and a mixed liquid of 13 g of water and 65 g of ethanol was added thereto and reacted for 30 minutes. To this, 150 g of tetramethoxysilane hydrolyzed condensate (manufactured by Tama Chemical; trade name "M silicate 51") and propylene glycol monomethyl ether acetate 120 as compound (C)
A mixed solution with g was added and reacted for 1 hour to obtain a coating silicon composition (2).

<Example 3> The coating silicon composition (1) obtained in Example 1 was applied to a 30 cm square glass plate at 3000 rpm.
The coated glass plate (2) was obtained by applying a spin coater while rotating for 3 seconds, and drying at 120 ° C. for 5 minutes. The evaluation of the obtained coated glass plate (1) is shown in Table 1.

<Example 4> The coating silicon composition (1) obtained in Example 1 was applied to a color filter having a RGB matrix containing a black matrix containing vapor-deposited chromium on a glass plate and an imide resin as a dispersion binder. Was coated and dried. Table 1 shows the evaluation results of the obtained coated color filter (1).

Example 5 Coated glass in the same manner as in Example 3 except that the coating silicon composition (1) of Example 1 was replaced with the coating silicon composition (2) obtained in Example 2. A plate (2) was obtained. The evaluation of the obtained coated glass plate (2) is shown in Table 1.

Example 6 A coating color was obtained in the same manner as in Example 4 except that the coating silicon composition (1) of Example 1 was replaced with the coating silicon composition (2) obtained in Example 2. A filter (2) was obtained. The evaluation of the obtained coated color filter (2) is shown in Table 1.

Comparative Example 1 Comparative coating silicon was prepared in the same manner as in Example 1 except that the propylene glycol monomethyl ether acetate used in Example 1 was not used and the solvent was adjusted to have the same concentration with ethanol. A composition (1) was obtained. This comparative coating silicon composition (1) was treated in the same manner as in Example 2 to obtain a comparative coated glass plate (1). Table 1 shows the evaluation of the obtained comparative glass plate (1).

[0054]

[Table 1]

[0055]

The coating silicon composition of the present invention comprises a compound (A) having at least a SiOR ¹ group and having ¹ to 3 carbon atoms.
By hydrolytically condensing in the water-soluble organic solvent (B) and then adding the compound (C) having a boiling point of 100 to 250 ° C., a coating silicon composition having excellent surface smoothness can be produced. The compound (A) may have another functional group, and by further reacting the functional groups with another compound having a functional group that reacts with the other functional group, specific characteristics can be obtained. , For example, flexibility, gas barrier property, insulating property, transparency,
A coating silicon composition having excellent chemical resistance can be prepared. The coating silicon composition obtained by the production method of the present invention is particularly excellent in coating by a spin coating method, and is excellent in transparency and surface smoothness, and thus is useful as an overcoating agent for color filters. Also,
Since the surface of the obtained color filter is smooth, a clear image can be obtained.

Claims (5)

[Claims] 1. A compound (A) having a SiOR ¹ group (wherein R ¹ is a hydrogen atom, an alkyl group or an acyl group) is hydrolyzed in a water-soluble organic solvent (B) having 1 to 3 carbon atoms. A method for producing a coating silicon composition, which comprises decomposing and condensing, and then adding a compound (C) having a boiling point of 100 to 250 ° C. 2. An organic compound (D) having a functional group (d) other than a SiOR ¹ group (wherein R ¹ is a hydrogen atom, an alkyl group or an acyl group), and an organic compound (D).
In a solvent containing a water-soluble organic solvent (B) having 1 to 3 carbon atoms, a functional group (e) other than the SiOR ¹ group and a compound (E) having a SiOR ¹ group which react with the functional group (d) so,
The functional group (d) of the organic compound (D) and the functional group (e) of the compound (E) are reacted and the SiOR ¹ group is hydrolyzed and condensed, and then the compound (C having a boiling point of 100 to 250 ° C. or higher is used. ) Is added, the manufacturing method of the silicon composition for coating characterized by the above-mentioned. 3. A silicon composition for coating obtained by the method according to claim 1 or 2. 4. A method for producing a coated body, which comprises coating the coating silicon composition according to claim 3 by a spin coating method. 5. A color filter coated with the coating silicon composition according to claim 3.