JP2002265946A - Liquid crystal composition, color filter and its production method, and liquid crystal display - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a liquid crystal composition excellent in applicability and capable of giving a uniform thick film; a color filter prepared by using the same and exhibiting a uniform selected reflection wavelength and a sufficiently high reflectance and a production method thereof; and a liquid crystal display with the color filter incorporated thereinto. SOLUTION: This liquid crystal composition at least contains a liquid crystal compound having at least one polymerizable group, a photoreactive chiral agent, and a nonliquid-crystalline polymer. A color filter prepared by using the liquid crystal composition is provided together with its production method. A liquid crystal display having the color filter is also provided.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a liquid crystal composition, a color filter produced from the liquid crystal composition, a method for producing the same, and a liquid crystal display device incorporating the color filter.

[0002]

2. Description of the Related Art In addition to portable information terminals, personal computers, word processors, amusement devices, television devices, and the like, color filters have been increasingly used in various electronic devices and display panels for electric devices. Conventionally, a display device using a liquid crystal is incorporated in these devices, but this display device has an advantage of low power consumption and thinness. These display devices are broadly divided into a transmission type display device having a backlight light source and a reflection type display device of a front light type having no light source or using a light guide plate on the entire surface. , Color filters are used. For example, a color filter used for a color liquid crystal display or the like generally includes red (R), green (G), and blue (B) pixels,
A black matrix for the purpose of improving display contrast is formed in the gap.

Conventionally, such color filters are mainly produced using a pigment dispersion method or a dyeing method. The pigment dispersion method is a method in which a pigment is dispersed in a photoresist and applied to a substrate glass to perform a pattern exposure / development step, and is a method excellent in patterning edge, resolution, film uniformity, and the like. However, there are problems such as the necessity of a photoresist process and the fact that color adjustment cannot be performed as easily as using a dye because a pigment is used. In addition, when a photoresist is applied on a substrate by using the spin coating method, there are disadvantages in that the material loss is large and the application unevenness when applying the photoresist on a large-area substrate is large. In addition, the dyeing method is a method of dyeing a transparent resin pattern obtained by imparting photosensitivity to gelatin or the like, and having a high light transmittance based on the transparency of the dye,
Although it has the feature that chromaticity adjustment is easy due to the variety of dyes, it requires disadvantages such as the number of steps such as a photoresist step is larger than that of the pigment dispersion method.

[0004] In addition, as a method for producing a color filter, a printing method, an electrodeposition method, an ink jet method, and the like are known. Since the printing method is a method of sequentially printing each color one by one, it is difficult to align a pattern of each color,
Although the resolution of the pixels is low and the film thickness is not uniform, it is difficult to form a high-definition image pattern. However, the utilization rate of the material is high. According to the electrodeposition method,
Although it is possible to obtain a color filter having relatively high resolution and less unevenness of the colored layer, it has a disadvantage that the manufacturing process is complicated and liquid management is difficult. In the case of the ink jet method, there are problems of resolution and color mixing between adjacent pixels.

The above color filters are light absorption type color filters, and can transmit only about 1/3 of the light from the light source in principle. Therefore, it cannot be said that the brightness is sufficient. To compensate for this drawback, for example, in the case of a transmissive display device, it is conceivable to increase the brightness of the backlight. However, there is a problem that the power consumption increases and the advantages of the liquid crystal display device are impaired.

To solve these problems, US Pat.
No. 614 proposes a color filter using a cholesteric polarizer which does not require a liquid developing step. Cholesteric polarizers selectively reflect circularly polarized light of a specific wavelength,
Since it has the property of transmitting circularly polarized light having wavelengths other than this, unlike color filters made of the colored resin, the use efficiency can be increased by reusing transmitted light, and a substantially bright color filter can be used. Can be formed. Therefore, this type of color filter is suitable for a reflection type liquid crystal display. Also,
Since a pattern with different selective reflection wavelengths can be formed in the same layer without the need for a development step, it is also advantageous in terms of cost.
However, in this case, since a low-molecular liquid crystal system is used as the liquid crystal compound, it is difficult to control the solubility so that the coating liquid containing the liquid crystal compound has a sufficient viscosity suitable for coating.

The present applicant has previously described a method of forming a color filter layer by spraying an ink containing a polymerizable liquid crystal compound by an ink jet method as a color filter utilizing such selective reflection of a cholesteric liquid crystal phase. The application was filed (Japanese Patent Application No. 11-343666).

The present applicant has further filed an application for a method of forming a color filter by irradiating light to a layer containing a photoreactive chiral agent having a specific structure in a polymerizable liquid crystal compound (Japanese Patent Application No. H10-163191). No. 2000-193142, Japanese Patent Application No. 2000-193143). The photoreactive chiral agent has a chiral site and a site that undergoes a structural change due to light irradiation. For example, the photoreactive chiral agent greatly changes the twisting power (HTP) of the helical structure of the liquid crystal in accordance with the amount of irradiation. , Green (G) and red (R).

In the production of a color filter as described above, first, a solution is prepared by dissolving a polymerizable liquid crystal compound and a photoreactive chiral agent, or a polymerizable monomer or the like added to an organic solvent. Is applied to a glass substrate or the like. However, since the polymerizable liquid crystal compound is difficult to dissolve in various organic solvents, the content of the liquid crystal compound in the solution is limited, and the viscosity of the solution is low. Cannot be formed. To solve such a problem, it is conceivable to add a small amount of a polymer. However, since the addition of the polymer disturbs the alignment of the liquid crystal, it is impossible to produce a high-performance color filter. Japanese Patent Application Laid-Open No. 2000-154168 describes a crosslinkable liquid crystal composition that can be applied with a solution and contains a specific high molecular weight acrylic photoisomerized chiral compound and a liquid crystal polymer. This composition can adjust the viscosity by changing the ratio of the solvent, but has the disadvantage that it takes time to reorient the liquid crystal. Such a method of adjusting the viscosity of the composition by changing the ratio of the solvent,
It is theoretically possible even in the case of a liquid crystal composition containing a liquid crystal monomer. However, a solvent that dissolves the liquid crystal monomer in a sufficiently high ratio is not known, and in the case of a liquid crystal composition containing a liquid crystal monomer, the viscosity cannot be sufficiently adjusted by the method.

[0010]

SUMMARY OF THE INVENTION The present invention has been made in view of the above-mentioned problems, and an object of the present invention is to provide a liquid crystal composition which is excellent in coating suitability and can provide a uniform and thick film. It is an object of the present invention to provide a color filter produced by using the same, having a uniform selective reflection wavelength and sufficiently high reflectance, a method for producing the same, and a liquid crystal display device incorporating the color filter.

[0011]

The above object can be attained by providing the following liquid crystal composition, color filter, method for producing the same, and liquid crystal display device. (1) A liquid crystal composition comprising at least a liquid crystalline compound having at least one polymerizable group, a photoreactive chiral agent, and a non-liquid crystalline polymer. (2) The liquid crystalline composition according to (1), wherein the non-liquid crystalline polymer has at least one aromatic ring in a structural unit. (3) The liquid crystal composition according to (1) or (2), further including a photopolymerization initiator. (4) A color filter produced using the liquid crystal composition according to any one of (1) to (3). (5) a step of applying the liquid crystal composition according to any one of (1) to (3) to a substrate to form a liquid crystal layer, wherein light in the photosensitive wavelength region of the photoreactive chiral agent of the liquid crystal layer is Irradiating imagewise, and photopolymerizing a liquid crystalline compound having at least one polymerizable group,
Manufacturing method of color filter. (6) In a liquid crystal display device having at least one of a color filter, a liquid crystal layer, and a liquid crystal drive electrode between a pair of substrates that are light transmissive, the color filter is the color filter according to (4). A liquid crystal display device, comprising:

[0012]

DESCRIPTION OF THE PREFERRED EMBODIMENTS [Liquid crystal composition] The liquid crystal composition of the present invention contains at least a liquid crystalline compound having at least one polymerizable group, a photoreactive chiral agent, and a non-liquid crystalline polymer. The non-liquid crystalline polymer improves the viscosity of the liquid crystal composition. Therefore, the liquid crystal composition containing the non-liquid crystal polymer is excellent in application suitability and can form a uniform and thick liquid crystal layer. In addition, when the liquid crystal composition is applied to the substrate, the liquid can be prevented from flowing around the back surface of the substrate. When a color filter is produced from this liquid crystal composition, a thick and uniform color filter film can be obtained, so that the selective reflection wavelength is uniform, there is no color unevenness, and the color filter has a sufficient reflectance.
It has also been found that the use of the liquid crystal composition of the present invention increases the resolution, although the reason is not clear.

The non-liquid crystalline polymer is not particularly limited as long as it is soluble in a solvent capable of dissolving the liquid crystalline compound, and examples thereof include an epoxy resin, a phenol resin, an acrylic resin, a polystyrene resin, and a polyacetal resin. No.

In particular, the non-liquid crystalline polymer preferably has at least one aromatic ring in its structural unit. Examples of the aromatic ring include a benzene ring and a naphthalene ring. When such a non-liquid crystalline polymer having an aromatic ring is used, the viscosity of the liquid crystal composition can be improved without disturbing the orientation of the liquid crystal.

In the liquid crystal composition of the present invention, the non-liquid crystalline polymer is 0.25 to 10% by mass, preferably 2 to 8% by mass with respect to a generally used solvent, depending on the type of the non-liquid crystalline polymer. % By mass. By setting the amount of the non-liquid crystalline polymer in the range of A to B, a liquid crystal composition having a sufficient viscosity suitable for coating can be obtained.

In the liquid crystal composition of the present invention, the low molecular weight liquid crystal compound having a polymerizable group is preferably a nematic liquid crystal compound having a polymerizable group. The polymerizable group of the liquid crystal compound ensures sufficient curability and improves the heat resistance of the layer.

Specific examples of the low-molecular liquid crystalline compound having a polymerizable group include the following compounds. However, the present invention is not limited to these.

[0018]

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[0019]

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[0020]

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In the above formula, n represents an integer of 1 to 1000. In each of the above exemplified compounds, those in which the connecting group of the aromatic ring is changed to the following structure can also be mentioned as suitable compounds.

[0022]

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The content of the liquid crystal compound is preferably from 30 to 99.9% by mass, more preferably from 50 to 95% by mass, based on the mass of the solid content of the liquid crystal composition. When the content is less than 30% by mass, the orientation is insufficient and a desired selective reflection color may not be obtained.

(Photoreactive Chiral Agent) Next, the photoreactive chiral agent will be described. The photoreactive chiral agent has a chiral site and a photoreactive site that undergoes a structural change upon irradiation with light,
For example, the torsional force (H
TP). In order to increase the helical structure inducing force by light irradiation, it is preferable that the degree of structural change by light irradiation is large. Further, as the photoreactive chiral agent, those having a solubility parameter SP value close to that of a liquid crystalline compound are desirable. Further, when the photoreactive chiral agent has a structure in which one or more polymerizable bonding groups are introduced into the molecule, the heat resistance of the liquid crystal phase is improved.

Examples of photoreactive sites whose structure is changed by light irradiation include photochromic compounds (Kingo Uchida, Masahiro Irie, Chemical Industries, vol. 64, 640p, 1999,
Kingo Uchida, Masahiro Irie, Fine Chemical, vol. 28
(9), 15p, 1999).
Further, the structural change means a decomposition or addition reaction, isomerization, dimerization reaction, or the like caused by light irradiation on a photoreactive site, and the structural change may be irreversible. Examples of the chiral moiety include, for example, Hiroyuki Nohira, Chemical Review, N
o. The asymmetric carbon described in 22 Chemistry of Liquid Crystals, 73p: 1994, and the like correspond thereto.

Examples of the photoreactive chiral agent used in the present invention include, for example, Japanese Patent Application No. Hei 11
-343666, paragraphs [0044] to [004]
7], a photoreactive chiral agent described in Japanese Patent Application No. 2000-193.
In addition to the photoreactive chiral agents described in paragraphs [0021] to [0029] of No. 142, Japanese Patent Application No. 2000-380919.
Nos. Paragraphs [0019] to [0043], paragraphs [002] of Japanese Patent Application No. 2000-381001.
0] to [0044];
Nos. 00-381002, paragraphs [0016] to [004]
0], Japanese Patent Application 2000-3810
No. 03, paragraphs [0015] to [0036], and optically active compounds described in Japanese Patent Application No. 2000-381966, paragraph [0].
017] to [0050], paragraphs [0018] to [00] of Japanese Patent Application No. 2000-381967.
44], Japanese Patent Application No. 2000-382.
The optically active compounds described in paragraphs [0020] to [0049] of No. 515 can be used as a photoreactive chiral agent.

(Solvent) The solvent used in the liquid crystal composition of the present invention is to dissolve the liquid crystal compound having a polymerizable group and the photoreactive chiral agent to form a solution suitable for coating. The solvent depends on the components of the liquid crystal composition used,
For example, organic solvents such as cyclohexanone, acetone, methyl ethyl ketone, chloroform, and N-methyl-2-pyrrolidone are used.

The liquid crystal composition of the present invention may further comprise, if necessary, a solvent, a polymerizable monomer, a low-molecular liquid crystal compound having a polymerizable group, a photoreactive chiral agent, and a non-liquid crystal polymer. Polymerization initiator, binder resin, surfactant,
Other components such as a polymerization inhibitor, a thickener, a dye, a pigment, an ultraviolet absorber, and a gelling agent can be included. In the liquid crystal composition of the present invention, it is particularly preferable to use a surfactant in combination. For example, when applying a liquid crystal composition in the form of a coating liquid to form a layer, the alignment state at the air interface of the layer surface can be controlled three-dimensionally, and in particular, in the case of a cholesteric liquid crystal phase, a selective reflection wavelength having higher color purity can be obtained. Obtainable. (Polymerizable monomer) A polymerizable monomer may be used in the liquid crystal composition of the present invention. When the polymerizable monomer is used in combination, the distribution of the selective reflection wavelength is formed (patterned) by changing the torsional force of the liquid crystal by light irradiation, and then the helical structure (selective reflectivity) is fixed, and the liquid crystal composition after fixing is fixed. The strength of the object can be further improved. However, when the liquid crystal compound has an unsaturated bond in the same molecule, it is not always necessary to add.

The polymerizable monomer includes, for example, a monomer having an ethylenically unsaturated bond. Specifically, in addition to a polyfunctional monomer such as pentaerythritol tetraacrylate and dipentaerythritol hexaacrylate, Compounds shown can be mentioned,
However, the present invention is not limited to these.

[0030]

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The amount of the polymerizable monomer to be added is preferably 0.5 to 50% by mass based on the mass of the solid content of the liquid crystal composition. When the addition amount is less than 0.5% by mass,
In some cases, sufficient curability cannot be obtained, and when it exceeds 50% by mass, the alignment of liquid crystal molecules is hindered, and sufficient color formation may not be obtained.

(Photopolymerization Initiator) In order to fix the helical structure after changing the torsional force of the liquid crystal by light irradiation and to further improve the strength of the liquid crystal composition after fixing, a polymerizable liquid crystal compound is used. When using a polymerization reaction, it is preferable to add a photopolymerization initiator. Further, the photosensitive wavelength region of the photopolymerization initiator is preferably different from the photosensitive wavelength region of the photoreactive chiral agent. Here, having different photosensitive wavelengths means that both photosensitive central wavelengths do not overlap. When the photosensitive wavelength region of the photoreactive chiral agent is different from the photosensitive wavelength region of the photopolymerization initiator, the irradiation of light for changing HTP and the irradiation of light for photopolymerization do not affect each other. Therefore, when imagewise exposed to change the HTP, photopolymerization does not proceed, so that patterning with the HTP change rate as set becomes possible, while photopolymerization to fix the helical structure is performed. Indicates that the photoreactive chiral agent does not react to light and the HT formed
The P change pattern can be reliably fixed, and selective reflection as set is achieved.

The photopolymerization initiator can be appropriately selected from known ones, for example, p-methoxyphenyl-2,4-bis (trichloromethyl) -s-triazine, 2- (p-butoxy) (Styryl) -5-trichloromethyl-1,3,4-oxadiazole, 9-phenylacridine, 9,10-dimethylbenzphenazine, benzophenone / Michler's ketone, hexaarylbiimidazole / mercaptobenzimidazole, benzyldimethylketal, thioxanthone / Amines and triarylsulfonium hexafluorophosphate. In addition, bisacylphosphine oxides such as bis- (2,4,6-trimethylbenzoyl) phenylphosphine oxide described in JP-A-10-29997 and the like, and DE4 such as Lucirin TPO and the like.
Acylphosphine oxides described in JP 230555 and the like.

The addition amount of the photopolymerization initiator is preferably from 0.1 to 20% by mass, more preferably from 0.5 to 5% by mass, based on the solid content of the liquid crystal composition. If the amount is less than 0.1% by mass, the curing efficiency at the time of light irradiation is low, so that it may take a long time. If the amount exceeds 20% by mass, the light transmittance from the ultraviolet region to the visible light region may be required. May be inferior.

[Color Filter] The color filter (color filter) of the present invention can be prepared from the above liquid crystal composition. The color filter of the present invention,
The color filter layer may be in the form of a sheet composed of only the liquid crystal composition, or the color filter layer may be in the form of being provided on a desired support or substrate. Another layer such as a film or a protective film may be provided. Two or more liquid crystal layers can be stacked.

The method for producing the color filter is not particularly limited, and at least the step of forming a liquid crystal layer on the color filter substrate and the image formation of light in the photosensitive wavelength region of the photoreactive chiral agent of the liquid crystal layer are performed. Irradiating and photopolymerizing the liquid crystalline compound having at least one polymerizable group. In addition, in addition to the above-described steps, the step of producing the color filter of the present invention may include a step of subjecting the contact surface between the liquid crystal layer and the color filter substrate or the temporary support to an alignment treatment as described below. .

The liquid crystal layer may be formed by directly applying the liquid crystal composition of the present invention to a color filter substrate, or by peeling the liquid crystal layer once formed on the temporary support into close contact with the color filter substrate and then removing the temporary support. This is performed by a transfer method.

When the photoreactive chiral agent used in the present invention is irradiated with light in the photosensitive wavelength range, a photoreaction (isomerization, decomposition, addition, dimerization, etc.) occurs according to the amount of light, and as a result, the liquid crystal Change the pitch of the spiral structure. Therefore, if the light irradiation intensity is changed for each desired region of the liquid crystal layer and light irradiation is performed, a change in the pitch of the helical structure occurs in accordance with the irradiation intensity, and selective reflection of light having a wavelength corresponding to the pitch occurs. Presents multiple colors. In order to irradiate different light amounts to different regions, for example, a method of exposing through an exposure mask manufactured by changing the light transmittance imagewise is preferably used. In this method, the degree of photoreaction differs imagewise by a single light irradiation (as a result, the helical pitch of the liquid crystal phase can be changed imagewise).
This is a preferable method because a liquid crystal layer can be formed.

Thereafter, the entire liquid crystal layer is irradiated with light and photopolymerized (cured) to fix the changed helical pitch of the liquid crystal phase. In this case, as described above, the wavelength range of light that causes a photoreaction to the photoreactive chiral agent (the photosensitive wavelength range of the photoreactive chiral agent) and the wavelength range of light to be photopolymerized (when a polymerization initiator is used, (A photosensitive wavelength region) are preferably different.

The wavelength of the light that causes the photoreactive chiral agent to undergo a photoreaction may be set in the light-sensitive wavelength region of the photoreactive chiral agent, particularly a wavelength close to the light-sensitive peak wavelength, so that sufficient patterning sensitivity can be obtained. It is preferable in that it is obtained. Also,
The wavelength of the light to be photopolymerized is preferably set to a light sensitive wavelength range of the polymerization initiator, particularly to a wavelength close to the light sensitive peak wavelength, in that sufficient photopolymerization sensitivity can be obtained. The irradiation intensity of these lights can be appropriately selected so as to obtain sufficient light sensitivity.

The following is a more specific description. [First Embodiment] The first embodiment is a method using a transfer method for forming a liquid crystal layer on a color filter substrate. (1) A step of providing a layer of the liquid crystal composition of the present invention on a temporary support to form a transfer material having at least a liquid crystal layer. The liquid crystal layer is formed by applying the liquid crystal composition of the present invention to a temporary support using a bar coater, a spin coater, or the like. Between the liquid crystal layer and the temporary support, a thermoplastic resin (acrylic resin, polyester, urethane resin, or the like) is used from the viewpoint of ensuring adhesion during transfer, such as when there is a foreign substance or the like on the transfer target. It is also possible to provide a cushion layer. In addition, it is preferable to perform an alignment treatment (formation of an alignment film and a rubbing treatment) on the surface of the temporary support or the cushion layer. Further, a cover film for protection can be provided on the liquid crystal layer. (2) a step of laminating the transfer material on a light transmissive substrate; The substrate may be provided with an image receiving layer. Also,
It is preferable to perform the same alignment treatment as in the above (1) on the substrate or the image receiving layer. (3) A step of transferring the liquid crystal layer to the light transmitting substrate and peeling off the temporary support (transfer step). After passing through the following (4), a plurality of liquid crystal layers can be formed by further stacking transfer materials in the same manner. (4) A step of irradiating the liquid crystal layer imagewise with light through an exposure mask to form a pixel pattern showing a selective reflection color, and further irradiating light to cure the liquid crystal layer (exposure step).

Hereinafter, a method of manufacturing the color filter according to the first embodiment will be described with reference to the drawings. First, FIG.
As shown in (A), a cushion layer 12 is provided on a temporary support 10, and an orientation film 14 such as polyvinyl alcohol is further provided.
Are laminated. Next, as shown in FIG. 1B, a rubbing process is performed on the alignment film. This rubbing treatment is not always necessary, but the rubbing treatment can further improve the orientation. Next, as shown in FIG. 1C, a liquid crystal composition is applied on the alignment film 14 and dried to form a liquid crystal layer 16, and then a cover film 18 is provided on the liquid crystal layer 16, A transfer material 20 is prepared.

On the other hand, as shown in FIG. 1- (D), an alignment film 24 is formed on another substrate 22 in the same manner as in FIG. 1- (B), and its surface is subjected to a rubbing treatment. Hereinafter, this is referred to as a color filter substrate 26. Next, after peeling off the cover film 18 of the transfer sheet material 20, FIG.
As shown in (E), the surface of the liquid crystal layer 16 of the transfer sheet 20 and the surface of the alignment film 24 of the color filter substrate 26 are overlapped so as to be in contact with each other, and passed through a roll rotating in the direction of the arrow in the figure. Laminated. Then, FIG.
As shown in (F), the liquid crystal layer 16 is transferred together with the alignment film 14 on the color filter substrate 26 by being peeled off between the alignment film 14 of the transfer material 20 and the cushion layer 12. In this case, the cushion layer 12 does not necessarily have to be peeled off together with the temporary support 10.

After the transfer, as shown in FIG. 3G, an exposure mask 28 having a plurality of regions having different light transmittances and a band-pass filter (not shown) are arranged above the alignment film 14. Irradiation with ultraviolet rays through this mask 28,
The photoreactive chiral agent causes a photoreaction.

Next, as shown in FIG. 3 (H), the same light source as in the above step (G) (without using a band-pass filter) is applied to the liquid crystal layer 16 to form the liquid crystal layer 16 (G). The pattern is fixed by irradiating with ultraviolet light at an irradiation intensity different from that of the light irradiation of (1). Then, 2-butanone,
Unnecessary portions on the liquid crystal layer 16 (e.g., remaining portions of the cushion layer, the intermediate layer, etc., and unexposed portions) are removed using chloroform or the like, as shown in FIG.
A liquid crystal layer having an R reflection region can be formed.

[Second Aspect] The second aspect is a method for forming a liquid crystal layer directly on a substrate constituting a color filter. This is a method of performing the same exposure step as in the above.

The thickness of the liquid crystal layer functioning as a color filter is preferably 1.5 to 4 μm.

The details of these steps and the materials to be used, such as a transfer material and a support, are described in detail in the specifications of Japanese Patent Application Nos. 11-342896 and 11-343665 filed by the present applicant. Has been described.

As described above, when a liquid crystal composition containing a photoreactive chiral agent is used, the rate of change in the twisting force of the helical structure of the liquid crystal with respect to the amount of light is large, so that the color width of the selective reflection color that the liquid crystal can exhibit is widened. Blue (B), Green (G), Red with excellent color purity
A color filter consisting of the three primary colors (R) can be obtained.

[Liquid Crystal Display Device] Next, a liquid crystal display device using the color filter of the present invention as described above will be described. The liquid crystal display device of the present invention has at least a color filter, a liquid crystal layer, and a liquid crystal drive electrode between a support substrate and a counter substrate, and as the color filter,
The color filter of the present invention as described above is used. The liquid crystal display device of the present invention is suitably a reflection type liquid crystal display device, but is not limited thereto. For example, a transmission type liquid crystal display device (for example, a transmission type liquid crystal display device as described in JP-A-2000-231097). Device) is also possible.

An example of the liquid crystal display device of the present invention will be described with reference to the drawings, but the present invention is not limited thereto. FIG.
1 shows an example of an active matrix type reflection type liquid crystal device. As shown in FIG. 4, when the upper side of FIG.
Wave plate 42, transparent substrate 44, transparent common electrode 46, electrically drivable liquid crystal layer 48, transparent pixel electrode (display electrode)
50, a color filter 52 composed of a cholesteric polarizing element, a light absorbing layer 54, an active element 56 such as a THF (thin film transistor), a metal wiring 58 for electrically connecting the active element, and a support substrate 59 are sequentially arranged. ing. It should be noted that MIM is
In the case where is used, a stripe-shaped transparent electrode is formed as a scanning line on the transparent substrate 44 side. Note that a liquid crystal alignment film, a spacer, a sealant, and the like are usually used in the liquid crystal display device, but these are omitted in FIG.

Although a glass substrate is suitable for the transparent substrate 44 and the supporting substrate 59, a plastic substrate can be used instead of a glass substrate in order to obtain a light-weight and hard-to-break liquid crystal display device. Transparent electrode (common electrode 4
6, a pixel electrode 50, a scanning line, etc.) is preferably an ITO film.

The polarizing plate 40 and the quarter-wave plate 42 are
The polarizing plate 4 is arranged such that the light h1 incident from the observer side is emitted to the transparent substrate 44 side as clockwise or counterclockwise circularly polarized light.
The polarization plane of 0 and the slow axis of the quarter-wave plate 42 are arranged so as to keep an angle of about 45 degrees. In FIG. 4, they are arranged so as to be clockwise circularly polarized light. The quarter-wave plate used here is more preferably a broadband plate that generates a quarter-wave phase modulation over the entire wavelength of visible light.

The liquid crystal layer 48 has an optically isotropic phase when the driving voltage is in the OFF state, and has a retardation of 波長 wavelength in the ON state.

A transparent pixel electrode 50 for applying a voltage to the liquid crystal layer 48 is connected to an active element (TFT) 56 having a metal wiring 58 through a contact hole provided in a color filter 52 and a light absorbing layer 54. Have been.

The color filter 52 has a red reflection area,
It is divided into a green reflection region and a blue reflection region, and each region has a helical pitch that selectively reflects the corresponding reflection color.

The light absorbing layer 54 has a sufficient optical density so as to absorb all the light transmitted through the color filter 52.
FT) 56 and the metal wiring 58. With this arrangement, when no voltage is applied to the liquid crystal layer, circularly polarized light that passes through the color filter (for example, counterclockwise circularly polarized light as described below) is re-reflected by the wiring that connects the active elements. It is possible to prevent circularly polarized light (counterclockwise circularly polarized light) from passing through the color filter and reaching the observer side. Further, it is necessary to maintain electrical insulation between the active elements 56.
It is preferable that the insulating layer 4 has an insulating property because the insulating layer can serve as both the light absorbing layer and the insulating layer. If the light absorbing layer 54 is not made insulating, it is necessary to provide an insulating layer between the light absorbing layer 54, the active element 56, and the metal wiring 58. The light absorbing layer is preferably a layer that absorbs light having a wavelength in the visible region. For example, carbon black particles can be used as a pigment. Further, an insulating resin is preferably used as a binder polymer of the light absorbing layer, and examples thereof include a polyacetal resin, a polyamide resin, an acrylic resin, and a polycarbonate resin.

Next, the display operation of the reflection type liquid crystal display device having the above configuration will be described with reference to FIG. In FIG. 4, the left side is a state where the driving voltage is OFF, and the right side is a state where the driving voltage is ON with respect to the center broken line.

As shown in FIG. 4, the light ray h1 incident from the observer side is converted into clockwise circularly polarized light by the polarizing plate 40 and the quarter-wave plate. When passing through the transparent substrate 44 and the transparent common electrode 46, this clockwise circularly polarized light enters the liquid crystal layer 48 in a state where no voltage is applied as clockwise circularly polarized light without any modulation. . Liquid crystal layer 48
Is in an optically isotropic state in the state where no voltage is applied, so that light is transmitted without being modulated, and then the light that has passed through the transparent pixel electrode 50 maintains the right circularly polarized state. It goes to the color filter 52 as it is. At this time, assuming that the direction and the pitch of the helix are determined so that the color filter 52 shows selective reflection in the red wavelength region, for example, of the clockwise circularly polarized light, The light h2 of a color other than red passes through the color filter 52, reaches the light absorbing layer 54, and is absorbed. On the other hand, of the right circularly polarized light that has entered, the red light cannot pass through the color filter 52, and the clockwise circularly polarized light h
It is reflected as 3 and goes to the observer side. The reflected right circularly polarized light h3 of red reaches the quarter-wave plate without any modulation for the above-described reason, and the polarization axis of the polarizing plate 40 is changed by the action of the quarter-wave plate and the polarizing plate. It will be observed as linearly polarized light parallel to the plane of polarization.

When a voltage is applied to the liquid crystal layer 48, the incident light h4 enters the liquid crystal layer 48 as clockwise circularly polarized light in the same manner as described above. When the voltage is applied, the liquid crystal layer 48 has a half-wave retardation,
The right-handed circularly polarized light is modulated to the left-handed circularly polarized light to form a liquid crystal layer 4.
8, the light passes through all the color filters 52 that exhibit selective reflection only for clockwise circularly polarized light.
Since all the transmitted light is absorbed by the light absorbing layer 54,
As a result, no light is reflected to the observer side.

Next, another embodiment of the present invention will be described with reference to FIG. FIG. 5 shows an example of a reflection type liquid crystal display element of a simple matrix type. As shown in FIG. 5, the reflection type liquid crystal display element has a 波長 wavelength plate 62, a transparent substrate 64, a transparent scanning electrode 66 below a polarizing plate 60, and In this configuration, a drivable liquid crystal layer 68, a transparent signal electrode 70, a color filter 72 composed of a cholesteric polarizing element, a transparent support substrate 74, and a light absorbing layer 76 are sequentially arranged.

The transparent substrate 64, transparent support substrate 74, transparent (scanning / signal) electrodes 66 and 70, polarizing plate 60, 1/4
Wave plate 62, liquid crystal layer 68 and color filter 72
Is the same as that shown in FIG. 1 and functions similarly.

A transparent signal electrode 70 for applying a voltage to the liquid crystal layer 68 is disposed between the color filter 72 composed of a cholesteric polarizing element and the liquid crystal layer 68.

Light absorbing layer 76 Cholesteric polarizing element 72
And a substrate having a sufficient optical density to absorb all the light transmitted through the transparent support substrate 74.
Is disposed on the surface on the side opposite to the cholesteric polarizing element 72.

In the liquid crystal display device shown in FIG. 5, the light ray h1 when no voltage is applied to the liquid crystal layer and the light ray h4 when voltage is applied are reflected or reflected similarly to the liquid crystal display device in FIG. Absorbed, h1 is reflected as h3 by the color filter 72 and goes to the observer side,
On the other hand, h4 is entirely transmitted through the color filter, passes through the transparent substrate 74, and is entirely absorbed by the light absorbing layer 76, and the light is not reflected toward the observer.

[0066]

Example 1 In this example, an example of producing a color filter using the liquid crystal composition of the present invention will be described. (1) Preparation of Liquid Crystal Composition 2 parts by mass of a bisphenol A type epoxy resin (the following formula (A), molecular weight: about 900) as a non-liquid crystal polymer, 20 parts by mass of a liquid crystal compound (the following formula (B)), photoreaction 2.6 parts by mass of a type chiral agent (the following formula (C)), 0.05 parts by mass of a fluorinated surfactant, and 0.7 parts by mass of a photopolymerization initiator were mixed, and 37.3 parts by mass of cyclohexane as a solvent was mixed. And 37.3 parts by mass of methyl ethyl ketone to obtain a liquid crystal composition.

[0067]

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[0068]

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[0069]

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(2) Preparation of Color Filter 1) Preparation of Color Filter Substrate A polyimide alignment film (LX-1400, manufactured by Hitachi Chemical DuPont) is applied on a glass substrate by a spin coater, and an oven at 100 ° C. After drying for 5 minutes in
It was baked in an oven at 50 ° C. for 1 hour to form an alignment film.
Further, the surface of the film was subjected to an orientation treatment by a rubbing treatment to produce a glass substrate with an orientation film.

2) Formation of Color Filter Layer On the alignment film of the glass substrate provided with the alignment film prepared in 1) above,
The liquid crystal composition of the above (1) was applied by a spin coater so that the coating layer became about 2 μm, and dried in an oven at 100 ° C. for 2 minutes to form a liquid crystal layer. Then
This was placed on a hot plate at 100 ° C. so that the surface of the glass substrate was in contact with the glass substrate, and held for 5 minutes to color the liquid crystal layer. Further, on the liquid crystal layer, the transmittance is different in three stages (0%, 46%, 92%), and a photomask in which respective regions are arranged corresponding to red pixels, green pixels, and blue pixels. An ultra-high pressure mercury lamp was arranged via a band pass filter having a center at 365 nm, and irradiation was performed with the ultra high pressure mercury lamp through the photomask and the band pass filter to perform patterning. At this time, the irradiation energy was 600 mJ / cm ² for the blue pixel, and the irradiation intensity was 30 mW / cm ² .

Next, the photomask and the bandpass filter were removed, and the irradiation energy was 500 mJ / cm by using the same ultra-high pressure mercury lamp while blowing nitrogen gas.
^The whole surface was further exposed by 2 and polymerized and cured. Further, in order to accelerate the curing of the color filter layer, the color filter layer was baked in an oven at 220 ° C. for 20 minutes to obtain a color filter having high color purity, in which red, green, and blue pixel patterns were formed. Since the obtained color filter contains a non-liquid crystalline polymer in the liquid crystal composition, about 2
A color filter having a uniform thickness of μm, a uniform selective reflection wavelength, and a sufficient reflectance was produced.

Example 2 A liquid crystal display having a structure as shown in FIG. 5 was manufactured. (1) Preparation of transparent support substrate A borosilicate glass substrate having a thickness of 1.1 mm was washed and dried. (2) Formation of light absorbing layer, color filter layer, transparent signal electrode and alignment film on transparent support substrate Light absorption including carbon black and insulating resin (polyvinyl butyral) on transparent support substrate prepared in (1) above A layer solution (30% by mass of carbon black was added to the insulating resin) was applied by spin coating and dried so as to have a dry thickness of 2 μm. A color filter layer was formed on the surface of the transparent support substrate opposite to the light absorbing layer in the same manner as in Example 1. Next, an ITO film having a thickness of 0.1 μm was formed on the color filter layer by a sputtering method, and then a pattern was formed by a conventional photolithography method, thereby forming a stripe-shaped transparent signal electrode. A coating liquid of a polyimide alignment film (LX-1400, manufactured by Hitachi Chemical DuPont) is applied to the transparent signal electrode by a spin coater and dried in an oven at 100 ° C. for 5 minutes.
The film was baked for 1 hour in an oven at 0 ° C. to form an alignment film, and the surface of the film was subjected to an alignment treatment by a rubbing treatment. (3) Preparation of Transparent Substrate (Counter Substrate) An ITO film was formed on a counter glass substrate having a thickness of 1.1 mm by a sputtering method to a thickness of 0.1 μm by a sputtering method. A transparent scanning electrode was formed, and an alignment process was performed in the same manner as the above-described alignment process. (4) Production of Liquid Crystal Cell After the alignment treatment surface side of the transparent support substrate provided with the color filter and the like and the orientation treatment surface side of the counter substrate were separated by a space of 2 μm, liquid crystal was injected. The liquid crystal used had a homeotropic alignment when the voltage was ON, and had a retardation of １ ／ wavelength when the voltage was OFF. A quarter-wave plate (Sumikalite, manufactured by Sumitomo Chemical Co., Ltd.) and a polarizing plate (SH-1832AW, manufactured by Sumitomo Chemical Co., Ltd.) were adhered to the counter substrate side of the liquid crystal cell via an adhesive. The liquid crystal display device manufactured in this manner uses the color filter of Example 1 having a uniform film thickness of about 2 μm as the color filter, so that the liquid crystal having a sufficiently high reflectivity and a bright display can be obtained. A display was obtained.

Example 3 A liquid crystal composition was prepared in the same manner as in Example 1 except that the phenolic resin (formula (D)) was used instead of the non-liquid crystalline polymer, and a color filter was manufactured in the same manner as in Example 2. did. Then, a liquid crystal display device was manufactured using this color filter. Also in this embodiment, the coating layer is about 2 μm
A color filter having a uniform film thickness can be manufactured, and a liquid crystal display device having sufficiently high reflectance and capable of bright display can be obtained.

[0075]

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Comparative Example A liquid crystal composition was prepared in the same manner as in Example 1 except that the non-liquid crystalline polymer was not used, and a color filter and a liquid crystal display were produced. However, at the time of producing the color filter, the film thickness of the liquid crystal composition coating layer was less than 2 μm and non-uniform even though the rotation number of the spin coater was the same as in Example 1.
Therefore, the obtained liquid crystal display device had a non-uniform reflection wavelength and an insufficient reflectance.

[0077]

Since the liquid crystal composition of the present invention contains a non-liquid crystalline polymer, a uniform and thick film can be formed by applying the composition. When a color filter is prepared using the liquid crystal composition, a color filter having a uniform selective reflection wavelength and a sufficient reflectance can be obtained. A liquid crystal display device incorporating such a color filter can provide a bright display without using any illumination means.

[Brief description of the drawings]

FIG. 1 is a schematic view showing a part of a process of manufacturing a liquid crystal color filter of the present invention.

FIG. 2 is a schematic view showing a part of a process for manufacturing a liquid crystal color filter of the present invention.

FIG. 3 is a schematic view showing a part of a step of manufacturing a liquid crystal color filter of the present invention.

FIG. 4 is a conceptual diagram showing an example of an active matrix type liquid crystal display device of the present invention. The left side of the dashed line indicates the reflection or absorption of circularly polarized light in the voltage OFF state, and the right side thereof indicates the voltage ON state.

FIG. 5 is a conceptual diagram showing an example of a simple matrix type liquid crystal display device of the present invention.
The right side of the state shows the reflection or absorption of the circularly polarized light in the voltage ON state, respectively.

[Explanation of symbols]

 DESCRIPTION OF SYMBOLS 10 Temporary support 12 Cushion layer 14, 24 Alignment film 16 Liquid crystal layer 18 Cover film 20 Transfer material 22 Substrate 26 Color filter substrate 28 Exposure mask 40, 60 Polarizing plate 42, 62 1/2 wave plate 44, 64 Transparent substrate 46 Transparent common electrode 48, 68 Liquid crystal layer 50 Transparent pixel electrode 52, 72 Color filter 54, 76 Light absorption layer 56 TFT element 58 Metal wiring 59, 74 Support substrate 66 Transparent scanning electrode 70 Transparent signal electrode

 ──────────────────────────────────────────────────続 き Continued on the front page F term (reference) 2H048 AA06 BA04 BA11 BA45 BB02 BB14 BB42 2H049 BA18 BA46 BC04 BC05 BC22 2H091 FA02Y FA08X FA08Z FA11X FA11Z FA14Y FA23Z FA41X FA41Z FB02 LA16 4H027 BA01 BA11 BD03

Claims (6)

[Claims] 1. A liquid crystal composition comprising at least a liquid crystal compound having at least one polymerizable group, a photoreactive chiral agent, and a non-liquid crystal polymer. 2. The liquid crystalline composition according to claim 1, wherein the non-liquid crystalline polymer has at least one aromatic ring in a structural unit. 3. The liquid crystal composition according to claim 1, further comprising a photopolymerization initiator. 4. A color filter produced using the liquid crystal composition according to claim 1. 5. A step of applying a liquid crystal composition according to any one of claims 1 to 3 to a substrate to form a liquid crystal layer, wherein said liquid crystal layer has a photosensitive wavelength range of a photoreactive chiral agent. A method for producing a color filter, comprising at least a step of irradiating a certain light imagewise and a step of photopolymerizing a liquid crystalline compound having at least one polymerizable group. 6. A liquid crystal display device having at least one of a color filter, a liquid crystal layer, and a liquid crystal drive electrode between a pair of substrates that are light-transmissive, wherein the color filter is the color filter according to claim 4. A liquid crystal display device, characterized in that: