JPH04317001A - Production of color filter - Google Patents

Abstract

PURPOSE:To allow the production of the color filter which has excellent adhe sion to a glass substrate and has bright picture elements having a high resolu tion without having color fogging with eare and high through put speed by using a silane coupling agent. CONSTITUTION:An aq. soln. of the silane coupling agent contg. an amino group in the molecule is provided on the transparent glass substrate, the glass substrate is rinsed before drying and dried, by which the layer of the silane coupling agent is provided on the transparent glass substrate. The alkaline development type colored photopolymerizable compsn. layer of a photosensitive transfer material having at least the alkaline development type colored photopolymerizable compsn. layer on a tentative base is then transferred onto the glass substrate under heating and the tentative base is peeled away. The alkaline development type colored photopolymerizable compsn. layer is thereafter exposed via a photomask and the unexposed parts are removed by an aq. alkaline soln. Further, the above-mentioned stage is repeated by using the photosensitive transfer materials having the alkaline development type colored photopolymerizable compsn. layers colored to different colors, by which the color filter is produced.

Description

[Detailed description of the invention]

0001

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a method for manufacturing a color filter suitable for being installed in a liquid crystal cell of a color liquid crystal display device. More specifically, a colored photopolymerizable composition layer of a photosensitive transfer material is transferred onto a glass substrate treated with a silane coupling agent having a specific structure,
The present invention relates to a method of manufacturing a color filter with good workability and high precision by repeating the steps of pattern exposure and development.

0002

2. Description of the Related Art Full-color display devices using liquid crystals are characterized by being thin and lightweight, driving at low voltage, and consuming low power. These devices basically reproduce full color by driving the liquid crystal as an optical filter, corresponding to a patterned filter layer of three colors: red, green, and blue, provided inside or outside the liquid crystal cell. This is a method to do so. Many methods have been proposed for patterning the filter layer, and they can be roughly divided into those using photolithography and those using printing. The former includes the so-called dyeing method,
There are pigment dispersion methods and transfer methods, and the latter is known as an intaglio offset printing method. Although the printing method has a simple process, it is inferior in terms of dimensional accuracy and smoothness of the colored pixel pattern. On the other hand, methods using photolithography have the advantage of higher dimensional accuracy and the ability to form fine patterns than printing methods, but they require repeating the steps of applying a photosensitive resin film, drying, exposing, and developing for each color. Yes, there are many steps,
There was a problem with throughput. In particular, instability in the exposure and development processes due to unevenness in film thickness during the coating process was a major problem. As a solution to this problem, many proposals have been made for a so-called transfer method in which a colored image is formed using a photosensitive transfer material having a photosensitive resin layer coated in advance on a temporary support. For example, JP-A-46-2121, JP-A-56
-40824, JP-A-61-99102, JP-A-61-
256303, JP-A-63-187203, JP-A-2-
803, JP 2-239205, JP 2-2440
It is described in each specification of No. 05. According to the transcription method,
Since it can be coated with high precision on a temporary support that is usually in the form of a web rather than glass, it is possible to create film thickness and color density with high precision. However, in the case of the normal transfer method, the adhesion of the photosensitive resin layer to the glass substrate is insufficient, and the resolution and adhesion of the resulting colored pixels are insufficient for direct coating methods such as pigment dispersion methods. It was inferior in comparison.

[0003] In order to improve the adhesion between a glass substrate and a photosensitive resin layer, a technique is known in which a layer of a silane coupling agent is provided on the substrate. Japanese Unexamined Patent Publication No. 63-237002 discloses a color filter manufactured by forming a monomolecular layer of a silane coupling agent on a substrate and printing on the monomolecular layer. However, even when using photolithography as in the present application, that is, a method in which a photosensitive resin layer is transferred and development of this layer is essential, the adhesion is improved or there is no problem when developing the photosensitive resin layer. There is no suggestion of that. A color filter manufactured by a printing method using an ink containing a silane coupling agent as described in JP-A-2-161402 and JP-A-2-203
Even in the electro-optical device having a color filter layer formed with a silane coupling agent layer in the specification of No. 320, only the effect of improving pixel adhesion in a printing method, dyeing method, or pigment dispersion method is mentioned.

0004

SUMMARY OF THE INVENTION An object of the present invention is to easily provide a color filter having excellent adhesion to a glass substrate, high resolution, and clear pixels without color cast.
The objective is to provide a method for manufacturing at high throughput speeds.

[0005]

[Means for Solving the Problems] The objects of the present invention are (1)
a step of providing a layer of a silane coupling agent on a transparent glass substrate; (2) the alkali-developable colored photopolymerizable composition of the photosensitive transfer material having at least an alkali-developable colored photopolymerizable composition layer on the temporary support; (3) peeling off and removing at least the temporary support; (4) applying a photomask to the alkali-developable colored photopolymerizable composition layer; (5) removing the unexposed portion of the alkali-developable colored photopolymerizable composition layer with an aqueous alkaline solution; (6)
) Using a photosensitive transfer material having an alkali-developable colored photopolymerizable composition layer colored in a different color from the alkali-developable colored photopolymerizable composition layer used in (2) above, (2)
In a method for producing a color filter by a step of repeating the steps from (5), after an aqueous solution of a silane coupling agent containing an amino group in the molecule is provided on a transparent glass substrate and before drying. This was achieved by a method for manufacturing a color filter characterized by providing a layer of a silane coupling agent on a transparent glass substrate by washing with water and drying.

[0006] JP-A-2-239205 describes a method for manufacturing a color filter using a transfer method, in which a silane coupling agent is added to a photosensitive resin and an undercoat to a glass substrate is applied to the photosensitive resin layer and the glass substrate. Although it is described that the silane coupling agent is effective in improving adhesion, the exemplified silane coupling agent does not include a silane coupling agent containing an amino group in the molecule.

As already mentioned, the present invention is characterized by the use of a silane coupling agent containing an amino group in its molecule. By using a silane coupling agent containing an amino group, sufficient adhesion to the glass substrate can be obtained even in the layer transfer method. Also, JP-A-2-239
The photosensitive transfer material described in the 205 specification has a colored photosensitive resin layer on a support, and the resulting image is still insufficient to follow the unevenness based on the preceding pixels of the photosensitive resin layer. Sufficient adhesion is not obtained, and there is no description of using an amino group-containing silane coupling agent as the silane coupling agent or of immersing it in an aqueous solution thereof, followed by washing with water and drying.

In the present invention, a layer of a silane coupling agent containing an amino group can be formed on a glass substrate by a known method such as using an aqueous solution of the silane coupling agent as a spray solution or using a spinner or bar coater. There are methods such as coating and immersing a glass plate in an aqueous solution, but for ease of process, it is preferable to wash with water and dry after immersing in an aqueous solution and before the liquid dries.

Examples of the silane coupling agent containing an amino group used in the present invention include the following general formula (I):
Examples include organic silane compounds having at least one amino group in the molecule.

0010

[Chemical formula 1]

Here, Y represents a divalent organic group, R represents an alkyl group, and n represents 2 or 3. As a specific example, γ-
Aminopropyltrimethoxysilane, γ-aminopropylmethyldimethoxysilane, N-β(aminoethyl)γ
-aminopropyltrimethoxysilane, N-β(aminoethyl)γ-aminopropylmethyldimethoxysilane,
Examples include γ-aminopropyltriethoxysilane, γ-aminopropylmethyldiethoxysilane, N-β(aminoethyl)γ-aminopropyltriethoxysilane, N-β(aminoethyl)γ-aminopropylmethyldiethoxysilane, etc. be able to.

The aqueous solution of the amino group-containing silane coupling agent used in the present invention has a concentration of 0.01% by weight to 90% by weight.
Weight percent is preferred. If it is less than 0.01% by weight, sufficient adhesion cannot be obtained, and if it exceeds 90% by weight, loss of the silane coupling agent increases during washing in the next step, which is not preferable. The pH of the aqueous solution is preferably 5 to 12; if it is less than 5, adhesion is poor, and if it exceeds 12, it is not preferred from the viewpoint of work safety.

For the sake of convenience, the method of immersing a glass plate in an aqueous solution of a silane coupling agent will be described in detail below, but conditions can also be selected as appropriate from the same viewpoint in the spraying method and coating method. The immersion time of the substrate is required to be 1 second or more. If the time is less than 1 second, sufficient adhesion cannot be obtained. On the other hand, even if the immersion time is increased, there is no problem with adhesion, and the immersion time can be appropriately selected within a range that does not affect productivity. The temperature during dipping is preferably from around room temperature to around 50°C. If the temperature is much lower than room temperature, the adhesion will be poor, and if it is much higher than 50°C, the adhesion will be poor. Although stirring may be performed during dipping, sufficient adhesion can be obtained without stirring. In addition to the immersion method, a spray solution can also be used, but immersion in a bath solution is simpler and more preferred.

In the process of the present invention, washing with water after immersion in the silane coupling agent aqueous solution is preferably carried out before the silane coupling agent aqueous solution is dried, and after drying, the developability of the colored photopolymerizable composition layer is reduced. This is not preferable because it reduces the Drying after washing with water is preferably from room temperature to 200°C.
Do it with If the temperature is below room temperature, it takes a long time to dry, and if the temperature exceeds 200°C, the silane coupling agent decomposes, resulting in undesirable coloring and insufficient adhesion. The drying time may be as long as until the moisture evaporates sufficiently, but in order to further improve the adhesion, it is recommended to dry at 50°C to 190°C for 1 minute or more at 60°C.
Conditions up to 1 minute are preferred.

The glass substrate used in the present invention is not particularly specified, but it is necessary that at least a reactive group that binds to a silane coupling agent be present on the surface. Preferred substrates include substrates in which a thin layer of silicon oxide is sputtered, vapor-deposited, or liquid-phase deposited on the surface of soda lime glass, borosilicate glass, and the like. Furthermore, it is desirable that the surface be clean and free of substances that would interfere with reaction with the silane coupling agent.

The photosensitive transfer material used in the present invention, which has at least an alkali-developable colored photopolymerizable composition layer on a temporary support, is prepared by directly providing an alkali-developable photopolymerizable composition layer on the temporary support. A layer of the alkali-developable photopolymerizable composition may be provided via a thermoplastic intermediate layer and/or a water-soluble oxygen-blocking peeling layer. A photosensitive transfer material having an alkali-developable colored photopolymerizable composition layer on a temporary support via a thermoplastic intermediate layer and a water-soluble oxygen-barrier peeling layer is described in Japanese Patent Application No. 3-9292. ing. The photosensitive transfer material is placed on the temporary support in order:
It has a layered structure in which a thermoplastic resin layer and a water- or alkaline water-soluble oxygen-barrier separation layer are formed, and then a photosensitive resin layer is placed on top of that, and in some cases, a covering sheet is placed on top of that.The covering sheet is the weakest layer of photosensitive resin. The release layer is more strongly adhered to the photosensitive resin layer of the two adjacent layers, and is weakly adhered to the thermoplastic resin layer; This is the photosensitive transfer material that adheres most strongly between the temporary support and the temporary support. This photosensitive transfer material is preferably used to form multicolor images on a permanent support. The image forming method using this material involves first peeling off the protective sheet, if any, and then bringing the photosensitive resin layer and permanent support into close contact with each other while at least heating. The method is characterized in that the resin layer is peeled off, the photosensitive resin layer is pattern-exposed through the peeling layer, and developed to form an image on the permanent support.

The temporary support for the photosensitive transfer material used in the present invention should be chemically and thermally stable, and should be composed of a flexible material, specifically polyethylene terephthalate. , the thickness of polycarbonate, etc. is 5
Particularly preferred are sheets of .mu.m to 150 .mu.m.

[0018] The softening point of the thermoplastic resin layer is preferably 100°C or lower. The organic polymer material used for the thermoplastic resin layer is an organic polymer material with a softening point of about 80°C or less as measured by the Vicat method (specifically, the polymer softening point measurement method according to the American Materials Testing Method ASTM D1235). Preferably selected. The reason for this is that by using a polymer with a low softening point, when the transfer sheet is transferred onto an uneven substrate using heat and pressure, it completely absorbs the unevenness of the base and can be transferred without leaving any air bubbles. be. When a polymer with a high softening point is used, it is necessary to transfer at a high temperature, which is practically disadvantageous. From this point of view, the organic polymer material used in the thermoplastic resin layer preferably has a softening point of about 80°C or less, more preferably 60°C or less, and particularly preferably 50°C or less, according to the Vicat method. . Those with a softening point of 80°C or lower include polyolefins such as polyethylene and polypropylene, ethylene copolymers such as ethylene and vinyl acetate or their saponified products, ethylene and acrylic esters or their saponified products, polyvinyl chloride, and vinyl chloride. and vinyl chloride copolymers such as vinyl acetate and its saponified products, polyvinylidene chloride, vinylidene chloride copolymers, polystyrene, styrene copolymers such as styrene and (meth)acrylic acid esters or their saponified products, polyvinyltoluene , vinyltoluene copolymers such as vinyltoluene and (meth)acrylic ester or their saponified products, poly(meth)acrylic ester, (
(meth)acrylic acid ester copolymers such as meth)butyl acrylate and vinyl acetate, vinyl acetate copolymer nylon, copolymerized nylon, N-alkoxymethylated nylon,
It is preferable to select at least one organic polymer such as polyamide resin such as N-dimethylaminated nylon.
An organic polymer having a softening point of about 80° C. or lower according to the Industrial Research Association, October 25, 1968) can be used. It is also possible to lower the substantial softening point by adding various plasticizers that are compatible with these organic polymeric substances. Furthermore, even for organic polymeric substances with a softening point of 80°C or higher, the actual softening point can be lowered to 80°C or lower by adding various plasticizers that are compatible with the organic polymeric substance. is also possible. The solubility characteristics of these organic polymeric substances may be substantially the same as the solubility characteristics of the colored photosensitive resin layer, or they may have solubility characteristics that allow them to be soluble in a solvent in which the photosensitive resin layer does not dissolve at all. In addition, in order to adjust the adhesive force with the temporary support, various polymers, supercooling substances, adhesion improvers, surfactants, etc. It is possible to add a mold release agent. Further, the thickness of the thermoplastic resin layer is preferably 6 μm or more. The reason for this is that if the thickness of the release layer is 5 μm or less, it will be impossible to completely absorb the unevenness of the base of 1 μm or more. There is no particular upper limit to the thickness of the thermoplastic resin layer, but for manufacturing reasons, it is preferably up to 100 μm, particularly preferably up to 50 μm.

The release layer may be any one that is dispersed or dissolved in water or an alkaline aqueous solution and exhibits low oxygen permeability, and any known release layer may be used. For example, JP-A-46-
Polyvinyl ether/maleic anhydride polymer, water-soluble salts of carboxyalkyl cellulose, water-soluble cellulose ethers, water-soluble salts of carboxyalkyl starch, polyvinyl alcohol, as described in the specifications of No. 2121 and Japanese Patent Publication No. 56-40824. Polyvinylpyrrolidone, various polyacrylamides, various water-soluble polyamides, water-soluble salts of polyacrylic acid, gelatin, ethylene oxide polymers, various water-soluble salts of the group consisting of starches and their analogues, styrene/maleic acid copolymers, and maleate resins. The thickness of the release layer is very thin.
It is approximately 0.1-5 μm, especially 0.5-2 μm. Approximately 0.
If it is less than 1 μm, the oxygen permeability is too high, and if it exceeds about 5 μm, it will take too much time during development or removal of the release layer.

Since the alkali-developable colored photosensitive resin layer needs to become soft or sticky at a temperature of at least 150° C. or lower, it is preferably thermoplastic. Most of the known photopolymerizable layers have this property, but some of the known layers can easily be further modified by the addition of thermoplastic binders or by the addition of compatible plasticizers. As the photosensitive resin that can be used in the present invention, all known photosensitive resins such as those described in Japanese Patent Application No. 2-82262 can be used. Specific examples include photosensitive compositions comprising a negative diazo resin and a binder, photopolymerizable compositions, photosensitive resin compositions comprising an azide compound and a binder, cinnamic acid type photosensitive resin compositions, and the like. Particularly preferred among these is a photopolymerizable composition, which contains a photopolymerization initiator, a polymerizable monomer having at least one ethylenically unsaturated bond, and a binder as basic components.

There are known photosensitive resin compositions that can be developed with an aqueous alkali solution and those that can be developed with an organic solvent, but from the viewpoint of preventing pollution and ensuring labor safety, it is preferable to use a photosensitive resin composition that can be developed with an aqueous alkaline solution. is preferred. In the present invention, photosensitive resin compositions can be appropriately selected from among the photosensitive resin compositions described in Japanese Patent Application No. 2-232854.

[0022] Furthermore, dyes and pigments can be added to the photosensitive resin composition layer. All pigments must be substantially uniformly dispersed in the photosensitive resin composition layer and have a particle size of 5 μm or less, preferably 1 μm or less. In preparing a color filter, it is particularly preferable that the pigment has a particle size of 0.5 μm or less. Examples of suitable dyes or pigments include Victoria
Pure Blue BO (C.I.42595), Auramine (C.I.41000), Fat Black HB (
C. I. 26150), Monolite Yellow GT (C.
I. Pigment Yellow 12), Permanent Yellow G
R (C.I. Pigment Yellow 17), Permanent Yellow HR (C.I. Pigment Yellow 83), Permanent Carmine FBB (C.I. Pigment Red 146), Hoster Balm Red ESB (C.I. ．．
Pigment Violet 19), Permanent Ruby FBH (C.I. Pigment Red 11), Fastel Pink B Splatter (C.I. Pigment Red 81)
) Monastral Fast Blue (C.I. Pigment Blue 15), Monolite Fast Black B (C.I. Pigment Black 1) and Carbon. Furthermore, pigments suitable for forming color filters include C.I. I. Pigment Red 97, C. I. Pigment Red 122, C. I. Pigment Red 149, C. I. Pigment Red 168, C. I.
Pigment Red 177, C. I. Pigment Red 180, C. I. Pigment Red 192, C. I
．． Pigment Red 215, C. I. Pigment Green 7, C. I. Pigment Green 36, C. I
．． Pigment Blue 15:1, C. I. Pigment・
Blue 15:4, C. I. pigment blue 15:6
,C. I. Pigment Blue 22, C. I. Pigment Blue 60, C. I. Pigment Blue 64 and the like can be mentioned.

It is also preferred that the photosensitive resin composition layer has a thin covering sheet on the side facing the support during storage to protect it from contamination and damage. The covering sheet may be made of the same or similar material as the temporary support, but must be easily separated from the photosensitive resin composition layer. Suitable covering sheet materials are, for example, silicone paper, polyolefin or polytetrafluoroethylene sheets. Preferably, the thickness of the covering sheet is about 5 to 100 μm. Particularly preferred is a polyethylene or polypropylene film with a thickness of 10 to 30 μm.

In the photosensitive transfer material used in the present invention, a thermoplastic resin layer is provided by coating a thermoplastic resin layer solution on a temporary support and drying, and then a thermoplastic resin layer is formed on the thermoplastic resin layer. A solution of a release layer material made of a solvent that does not dissolve the release layer is coated and dried, and a photosensitive resin composition layer is further coated with a solvent that does not dissolve the release layer and dried. Alternatively, a photosensitive resin composition layer is provided on another covering sheet, and both sheets having a thermoplastic resin layer and a release layer are placed on the temporary support so that the release layer and the photosensitive resin layer are in contact with each other. A temporary support having a thermoplastic resin layer may be prepared by pasting them together or as a separate covering sheet, and this thermoplastic resin layer may be attached to a separation layer of a sheet consisting of a photosensitive resin layer and a separation layer on the covering sheet. It is advantageously manufactured by bonding these together. Alternatively, instead of a temporary support having a thermoplastic resin layer, the release layer is provided on a two-layer or multilayer sheet in which a thermoplastic resin sheet and a temporary support sheet are adhered, and then the photosensitive resin composition layer is applied. may be formed. As the thermoplastic resin sheet, the above-mentioned materials for the thermoplastic resin layer can be used, but in this case, polyethylene film or polypropylene film is particularly preferred. The method of providing a polyethylene or polypropylene film sheet on a temporary support is as follows:
A solution of polyvinyl acetate, polyvinyl chloride, epoxy resin, polyurethane, natural rubber, synthetic rubber, etc. is coated on a temporary support and dried to form an adhesive layer, and a polyethylene, polypropylene film, etc. is placed on top of this by pressure heating. Method of laminating the bottom, ethylene/vinyl acetate copolymer,
A method of bonding polyethylene, polypropylene film, etc. immediately after melting an adhesive consisting of a mixture of ethylene/acrylic acid ester copolymer, polyamide resin, petroleum resin, rosin, and wax on a temporary support. Examples include a method of melting polyethylene, polypropylene, etc., extruding it into a film using an extruder, and pressing a temporary support in the molten state for lamination. Furthermore, in order to improve slipperiness and prevent undesirable adhesion of the photosensitive resin composition layer to the back surface of the temporary support,
Furthermore, for the purpose of preventing static electricity, etc., it is also effective to apply a known slippery composition containing fine particles, a mold release agent composition containing a silicone compound, an antistatic agent composition, etc. to the back surface of the temporary support.

In the present invention, the photosensitive transfer material is used in the following manner. The coating sheet of the photosensitive transfer material is removed, and the photosensitive resin composition layer is bonded onto the substrate under heating. At this time, pressure may be applied at the same time as heating. For bonding, a conventionally known laminator or vacuum laminator can be used, and an auto-cut laminator can also be used to further increase productivity. Thereafter, the temporary support and the thermoplastic resin layer are peeled off, and then exposed to light through a predetermined mask, and then developed. Development is likewise carried out in known manner by immersion in a solvent or especially aqueous alkaline solution or by atomization from a spray of these developers, as well as by rubbing with a brush or by treatment with ultrasonic irradiation. It will be done. A color filter can be manufactured by repeating the same process multiple times using a photosensitive transfer material having photosensitive resin composition layers colored in different hues. Hereinafter, the present invention will be explained in more detail using Examples.
The present invention is not limited to these examples.

[0026]

【Example】

Example 1 A coating solution having the following formulation was applied onto a polyethylene terephthalate film having a thickness of 100 μm as a temporary support and dried to provide a thermoplastic resin layer having a dry thickness of 20 μm. Thermoplastic resin layer formulation H1 Vinyl chloride/vinyl acetate copolymer (weight ratio: PVC/vinyl acetate = 290g 75
/25, degree of polymerization: about 400, M manufactured by Nissin Chemical Co., Ltd.
PR-TSL)
Vinyl chloride-vinyl acetate-maleic acid copolymer (
Weight ratio: 76.0g PVC/vinyl acetate/maleic acid = 86/13/1, degree of polymerization:
Approximately 400, MPR-TM manufactured by Nissin Chemical Co., Ltd.)
dibutyl phthalate

88.5g Fluorine surfactant (F-177P manufactured by Dainippon Ink Co., Ltd.) 5.4g Methyl ethyl ketone
975.0g

Next, the following release layer coating liquid B1 was applied onto the thermoplastic resin layer to form a release layer with a thickness of 1.6 μm. Release layer coating liquid B1 Polyvinyl alcohol
17
3.2g (PVA20 manufactured by Kuraray Co., Ltd.)
5. Saponification rate = 80%) Fluorine surfactant

8g distilled water

2800g

Next, as a coating liquid for forming a colored photosensitive resin layer, photosensitive resins of four colors, black (for the light-shielding layer), red (for the R layer), green (for the G layer), and blue (for the B layer) are used. Each solution was prepared to have the composition shown in Table 1.

[0029]

[Table 1]

[0030] The above R layer, B layer, and G layer are formed on the above release layer.
The layer and BL layer coating liquids were applied and dried, and the dry film thickness was 2.
A colored photosensitive resin layer was formed to have a thickness of μm. Furthermore, polypropylene (thickness: 12 μm) is placed on top of the photosensitive resin layer.
) cover films were crimped to create red, blue, green and black photosensitive elements. A color filter was prepared in the following manner using the photosensitive element prepared as described above.

A 1.1 mm thick soda glass plate on which silicon oxide was sputtered to a thickness of 300 angstroms was coated with 1% by weight of a silane coupling agent KBM6.
03 (N-β(aminoethyl)γ-aminopropyltrimethoxysilane: manufactured by Shin-Etsu Chemical Co., Ltd.) After immersing in an aqueous solution at room temperature for 1 minute, immediately rinse with running water for 30 seconds to remove excess remaining on the surface. KBM603 was removed, dried at 100° C. for 5 minutes, and allowed to cool to room temperature.

The cover film of the red photosensitive element was peeled off, and the photosensitive resin layer surface was placed on the above-treated transparent glass substrate using a laminator (VP-II manufactured by Taisei Laminator Co., Ltd.).
) using pressure (0.8 kg/cm2) and heating (130 kg/cm2).
°C) and bonded together, followed by peeling at the interface between the release layer and the thermoplastic resin layer, and the temporary support and the thermoplastic resin layer were removed at the same time. Next, it was exposed to light through a predetermined photomask, immersed in a 1% by weight aqueous sodium bicarbonate solution at a liquid temperature of 30° C. for 1 minute, and washed with water to remove unnecessary portions, thereby forming a red pixel pattern on the glass substrate.

Next, a green photosensitive element was used thereon and bonded, peeled, exposed and developed in the same manner as above to form a green pixel pattern. A similar process was repeated with blue and black photosensitive elements to form a color filter on a transparent glass substrate. The obtained color filter had no missing pixels or pinholes, and had good adhesion to the base.

Example 2 KBM603 (N-β(
A color filter was created and evaluated in the same manner as in Example 1, except that KBM903 (γ-aminopropyltrimethoxysilane: manufactured by Shin-Etsu Chemical Co., Ltd.) was used instead of γ-aminopropyltrimethoxysilane (aminoethyl). As a result, the color filter obtained had no missing pixels or pinholes, and had good adhesion to the substrate.

Example 3 KBM603 (N-β(
A color filter was created and evaluated in the same manner as in Example 1, except that KBM902 (γ-aminopropylmethyldimethoxysilane: manufactured by Shin-Etsu Chemical Co., Ltd.) was used instead of γ-aminopropyltrimethoxysilane (aminoethyl). As a result, the color filter obtained had no missing pixels or pinholes, and had good adhesion to the substrate.

Example 4 KBM603 (N-β(
KBM602 (N-β(aminoethyl)γ) instead of γ-aminopropyltrimethoxysilane)
-Aminopropylmethyldimethoxysilane: produced by Shin-Etsu Chemical Co., Ltd.) A color filter was created and evaluated in the same manner as in Example 1. There was no cracking, and the adhesion to the base was good.

Example 5 KBM603 (N-β(
A color filter was created and evaluated in the same manner as in Example 1, except that KBE903 (γ-aminopropyltriethoxysilane: manufactured by Shin-Etsu Chemical Co., Ltd.) was used instead of (aminoethyl) γ-aminopropyltrimethoxysilane). As a result, the color filter obtained had no missing pixels or pinholes, and had good adhesion to the substrate.

Example 6 A color filter was formed in the same manner as in Example 1 except that a 15 μm thick thermoplastic resin layer made of formulation H1 described in Example 1 was used, but at the time of transfer of each color. A color filter was obtained in which no air bubbles were observed, no defects were observed in any image shape, and no pinholes were observed.

Comparative Example 1 A color filter was prepared in the same manner as in Example 1 except that the silane coupling agent treatment of the glass substrate was omitted. However, due to insufficient adhesion of the photosensitive resin layer to the substrate, minute particles were formed. Pixels were peeled off and only an incomplete pattern was obtained.

Comparative Example 2 The same as in Example 1, except that after immersing in the silane coupling agent aqueous solution, it was dried without washing with water. Although the obtained pattern image had excellent adhesion to the substrate, the developability of the unexposed, non-polymerized areas was insufficient, and fog caused by pigment occurred in the non-image areas, making it impossible to use it as a color filter. Nakatsuta.

Comparative Example 3 Same as Example 1, except that γ-(2,3-epoxypropyloxy)propyltrimethoxysilane (KBM4), which does not contain an amino group, was used as the silane coupling agent.
03: Shin-Etsu Chemical Co., Ltd.) was used. The resulting pattern image had poor adhesion to the substrate.

Comparative Example 4 Same as Example 1, except that γ-methacryloyloxypropyltrimethoxysilane (KBM503: manufactured by Shin-Etsu Chemical Co., Ltd.), which does not contain an amino group, was used as the silane coupling agent. . The resulting pattern image had poor adhesion to the substrate.

Comparative Example 5 Same as Example 1, except that β-(3,4-epoxycyclohexyl)ethyltrimethoxysilane (KBM30), which does not contain an amino group, was used as a silane coupling agent.
3: Shin-Etsu Chemical Co., Ltd.) was used. The resulting pattern image had poor adhesion to the substrate.

Comparative Example 6 The same as in Example 1, except that chloropropyltrimethoxysilane (KBM703, manufactured by Shin-Etsu Chemical Co., Ltd.), which does not contain an amino group, was used as the silane coupling agent. The resulting pattern image had poor adhesion to the substrate.

[0045]

[Effects of the Invention] According to the present invention, a color filter with excellent adhesion between a glass substrate and a photosensitive resin layer, excellent developability, and no missing pixels, pinholes, color cast, etc. can be produced by a simple method. be able to.

Claims (1)

[Claims] (1) A step of providing a layer of a silane coupling agent on a transparent glass substrate; (2) A photosensitive transfer material having at least a layer of an alkali-developable colored photopolymerizable composition on a temporary support. Transferring the alkali-developable colored photopolymerizable composition layer onto the glass substrate while heating at least, (3) Peeling and removing at least the temporary support, (4) the alkali-developable colored light. A step of exposing the polymerizable composition layer to light through a photomask, (5) a step of removing the unexposed portion of the alkali-developable colored photopolymerizable composition layer with an aqueous alkaline solution, (6) used in (2) above. A process of repeating steps (2) to (5) using a photosensitive transfer material having an alkali-developable colored photopolymerizable composition layer colored in a different color from the alkali-developable colored photopolymerizable composition layer. In the method of manufacturing a color filter by a process including: providing an aqueous solution of a silane coupling agent containing an amino group in the molecule on a transparent glass substrate, washing with water before drying and drying the transparent glass A method for producing a color filter, comprising providing a layer of a silane coupling agent on a substrate.