JP5951936B2 - Manufacturing method of liquid crystal display element - Google Patents

Description

  The present invention relates to a method for manufacturing a liquid crystal display element.

Currently, TN (Twisted Nematic), STN (Super Twisted Nematic), VA (Vertical Alignment), IPS (In-Plane Switching), OCB (Optical Compensated Bend), etc. It has been known.
Among these, in a VA liquid crystal display element, a liquid crystal alignment direction at the time of voltage application is adjusted within a pixel by providing a structure for alignment control such as a slit structure or a linear protrusion on a substrate or a transparent electrode. An MVA (Multi-domain Vertical Alignment) type liquid crystal display element that controls in different directions and thereby realizes a wide viewing angle is known (Patent Document 1). Although this MVA liquid crystal display element has the advantage of excellent viewing angle characteristics, it has the disadvantages of low white luminance and dark display due to the presence of the alignment control structure. .

In order to realize a VA-type liquid crystal display device that has a wide viewing angle, high brightness, and capable of high-speed response, a method for specifying the pretilt angle of the liquid crystal and the tilt direction when a voltage is applied using a polymer has been proposed. (Patent Documents 2 and 3). In the methods described in these patent documents, a layer made of a liquid crystal composition containing a monomer capable of photopolymerization or thermal polymerization and a liquid crystal composition is sandwiched between two substrates having electrodes processed into a complicated shape. In the state where the liquid crystal is tilted by applying a voltage between the electrodes, light or heat is applied to the liquid crystal composition layer to polymerize the monomer to form a polymer, and this polymer can be used to change the alignment direction and pretilt angle of the liquid crystal. It is a fixing technique. With this technology, the response speed of light and darkness is fast, the tilting direction of the liquid crystal is controlled in multiple directions by the shape of the electrode, so a wide viewing angle is realized, and the luminance problem is also eliminated Technology. However, according to this technique, it is necessary to form electrodes having a complicated shape on the substrate in order to control the alignment of the liquid crystal, which complicates the electrode processing process and increases the manufacturing cost of the liquid crystal display element. In addition, since a large amount of light irradiation or high temperature is required for the polymerization of the monomer, there is a problem that the electrical characteristics of the device are impaired during the manufacturing process of the liquid crystal display device.
Under such circumstances, there is a demand for a liquid crystal display element capable of exhibiting advantageous effects in Patent Documents 2 and 3 without using an electrode having a complicated shape in the VA liquid crystal display element. That is, without using a complex-shaped electrode, a good liquid crystal orientation in which the orientation direction is controlled by light irradiation is expressed, and both a wide viewing angle and high luminance are compatible. There is a need for a liquid crystal display element that does not impair electrical characteristics.

On the other hand, in liquid crystal display elements other than VA type such as TN type, STN type, IPS type, OCB type, etc., a method of rubbing is generally adopted in order to impart liquid crystal alignment ability to the liquid crystal alignment film. The number of element manufacturing steps increases and there is a problem in manufacturing cost.
In order to eliminate the rubbing process in the manufacture of liquid crystal display elements, the photo-alignment method has been studied, but there are not so many examples of applying the photo-alignment method to the TN type, and only a few examples are counted. There is (for example, Patent Document 4). And the photo-alignment TN type liquid crystal display element based on the currently proposed technique has not yet been put into practical use because the alignment regulating force of liquid crystal is not sufficient.
For this reason, in a liquid crystal display element other than the VA type, there is a demand for a manufacturing method capable of obtaining a liquid crystal display element that exhibits a strong liquid crystal alignment regulating force by a simple process without rubbing.

JP-A-8-43825 JP 2003-307720 A JP 2002-23199 A JP-A-9-297313

The present invention has been made in view of the above circumstances, and its purpose is as follows.
In the VA liquid crystal display element, a method for producing a liquid crystal display element that has both a wide viewing angle and high luminance while having a simple electrode structure, and particularly excellent liquid crystal orientation and electrical characteristics,
In a liquid crystal display element other than the VA type, a method for producing a liquid crystal display element that expresses a strong liquid crystal alignment regulating force by a simple process without rubbing,
Each is in providing.

According to the present invention, the above objects and advantages of the present invention are:
A substrate pair consisting of two substrates, at least one of which has a transparent electrode formed on one side thereof,
The substrate pair is opposed to each other through a layer of a liquid crystal composition containing a photopolymerizable reactive mesogen and a liquid crystal, provided that the liquid crystal composition contains a photopolymerizable reactive mesogen with respect to the liquid crystal composition. A substrate having a content of 01 to 1% by weight and having a transparent electrode formed on one side is a liquid crystal cell having a structure in which the surface on which the transparent electrode is formed faces the layer of the liquid crystal composition. This is achieved by a method for manufacturing a liquid crystal display element, which includes a step of forming a liquid crystal cell and regulating the liquid crystal alignment by irradiating polarized radiation from a direction that forms an angle of 30 to 60 ° with respect to the substrate surface.

According to the method of the present invention, the electrode structure is simple, but a wide viewing angle and high brightness are compatible, and in particular, a VA liquid crystal display element excellent in liquid crystal orientation and electrical characteristics, and a simple process without rubbing. A liquid crystal display element such as a TN type, STN type, IPS type, or OCB type that exhibits a strong liquid crystal alignment regulating power can be manufactured.

<Board>
In the method of the present invention, two substrates are used, but at least one of these substrates has a transparent electrode formed on one side thereof as a pair. Only one of the substrates constituting the substrate pair is formed by forming a transparent electrode on one side thereof, and the other may have no transparent electrode,
Two of the substrates constituting the substrate pair may be formed by forming a transparent electrode on one side thereof.
Examples of the material constituting the substrate include glass such as float glass and soda glass; polyethylene terephthalate, polybutylene terephthalate, polyethersulfone, polycarbonate, cyclic olefin ring-opening polymer and its hydrogenated product, cyclic olefin addition weight A transparent substrate made of a plastic such as coalescence, aromatic polyether, or polyimide can be used. The substrate does not need to have a slit-like pattern for regulating the alignment direction of the liquid crystal, and preferably does not have such a specific pattern from the viewpoint of manufacturing cost.

As the transparent electrode, for example, an ITO film made of In ₂ O ₃ —SnO _{2 or} a NESA (registered trademark) film made of SnO ₂ can be used. When both of the substrates constituting the substrate pair are formed by forming transparent electrodes on one side, these transparent electrodes may have no pattern, or if necessary It may be patterned. If only one of the substrates constituting the substrate pair is formed with a transparent electrode on one side, and the other does not have a transparent electrode, one side of one substrate It is preferable to form a pair of electrodes having a comb-like shape on each other in a non-contact manner. The patterning of the transparent electrode is, for example, by forming a patternless transparent electrode and then forming a pattern by photo-etching or sputtering, using a mask having a desired pattern when forming the transparent electrode, etc. Can do. However, in the present invention, a pattern having a complicated shape as described in Patent Documents 2 and 3 is not necessary.
On the transparent electrode of the substrate used in the present invention, there is no need for a protrusion-like structure for regulating the alignment direction of the liquid crystal, and it does not have such a structure from the viewpoint of brightness and manufacturing cost. Preferably there is.

The substrate pair as described above can be directly used for the method of the present invention. However, in the method of the present invention, at least one of the substrates in which a transparent electrode is formed on the one side constituting the substrate pair. It is preferable that a film is further formed on the transparent electrode. Further, when one of the substrates does not have a transparent electrode, it is preferable that the substrate not having the transparent electrode has a film formed on one side thereof.
When both substrates have a transparent electrode formed on one side, a film may be formed only on the transparent electrode of one of the substrates, or both substrates A film may be formed on the transparent electrode. It is most preferable that both of the substrates have a transparent electrode and a film formed on one side in this order.
The film formed on the transparent electrode may be either an organic film or an inorganic film. However, when a VA type liquid crystal display element is manufactured by the method of the present invention, a film that exhibits vertical alignment is preferable, and an organic film that exhibits vertical alignment is more preferable. When manufacturing a liquid crystal display element other than the VA type, an organic film is preferable, and an organic film that does not exhibit vertical alignment is more preferable.
Examples of the organic film include polymers such as polyamic acid, polyimide, polyamic acid ester, polyester, polyamide, polyorganosiloxane, cellulose derivative, polyacetal, polystyrene derivative, poly (styrene-phenylmaleimide) derivative, and poly (meth) acrylate. Or a film mainly composed of a mixture thereof. Among these, a film containing as a main component at least one polymer selected from the group consisting of polyamic acid, polyimide, and polyorganosiloxane is preferable. In addition, in the above, a polyimide is the concept also including the partial imidation thing of polyamic acid.
The organic film may optionally contain a photosensitizing component. Since the organic film contains a photosensitizing component, the photoreaction of reactive mesogens in the vicinity of the organic film is promoted. Therefore, the irradiation dose of polarized radiation necessary to develop the desired effect of the present application is reduced. This can be reduced and is preferable.
This photosensitizing component is a component having a photosensitizing structure. Examples of the photosensitizing structure of the photosensitizing component include, for example, acetophenone structure, benzophenone structure, anthraquinone structure, biphenyl structure, carbazole structure, nitroaryl structure, fluorene structure, naphthalene structure, anthracene structure, acridine structure, indole structure, etc. Can be mentioned.
The existence ratio of the photosensitizing structure in the organic film is preferably 20% by weight or less, and more preferably 10% by weight or less based on the total weight of the organic film. When the photosensitizing structure is present in an amount of preferably 0.01% by weight or more, more preferably 0.05% by weight or more based on the total weight of the organic film, the desired effect can be exhibited.
The photosensitizing component may be present as a free compound in the organic film, or may be present in a state of being bonded to the main chain or side chain of the polymer that is the main component of the organic film.

In order to form the organic film as described above on the substrate in the present invention, a polymer composition containing a desired polymer and optionally a compound having a photosensitizing structure (photosensitizing compound) is publicly known. It is preferable to apply by a method, and then heat this. As said polymer composition, what is marketed as a liquid crystal aligning agent can be used as it is, for example, or it can be used, after mix | blending the compound which has a photosensitizing structure with a commercially available liquid crystal aligning agent.
Examples of the photosensitizing compound optionally blended in the polymer composition include the following formulas (1) to (3).

And the like, and the like.
Application of the polymer composition on the substrate or the transparent electrode of the substrate can be performed by an appropriate method such as a roll coater method, a spinner method, or a printing method. Subsequent heating should be appropriately set depending on the composition of the polymer composition. Preferably, after the solvent in the coating film is removed by pre-baking, post-baking is performed. Prebaking conditions are 0.1 to 5 minutes, for example in 40-120 degreeC. The post-baking can be performed, for example, at 80 to 300 ° C., preferably 120 to 250 ° C., for example, for 5 to 200 minutes, preferably 10 to 100 minutes.
The film thickness to be formed is preferably 10 to 2,000 mm, more preferably 50 to 1,000 mm, and further preferably 50 to 700 mm.

<Liquid crystal composition>
The liquid crystal composition used in the method of the present invention contains a photopolymerizable reactive mesogen and a liquid crystal.
The liquid crystal is preferably a nematic liquid crystal.
When producing a VA liquid crystal display element by the method of the present invention, it is preferable to use a nematic liquid crystal having a negative dielectric anisotropy,
When manufacturing a liquid crystal display element other than the VA type, it is preferable to use a nematic liquid crystal having positive dielectric anisotropy.
Examples of the nematic liquid crystal include a rod-like nematic liquid crystal and a disk-like nematic liquid crystal, and one or more selected from these can be used. As the nematic liquid crystal in the present invention, it is preferable to use one or more rod-shaped nematic liquid crystals from the viewpoint that in-plane retardation is efficiently generated by irradiation with polarized radiation.

Examples of commercially available nematic liquid crystals having a negative dielectric anisotropy include MLC-6608, MLC-6609, MLC-6610, MLC-2037, MLC-2038, MLC-2039 (above, manufactured by Merck) and the like;
Commercially available nematic liquid crystals having positive dielectric anisotropy include, for example, ZLI-3086, ZLI-4792, ZLI-5080, ZLI-5081, MLC-2001, MLC-2002, MLC-2003, MLC-2004, and MLC. -2016, MLC-2017, MLC-2018, MLC-2019, MLC-6221 (above, manufactured by Merck & Co., Ltd.): LIXON5035XX, LIXON5036XX, LIXON5037XX, LIXON5038XX, LIXON5039XX, LIXON5040XXX, LIXON504XX LIXON5050XX, LIXON5051XX, LIXON5052X (Manufactured by Chisso Corporation) and the like, can be exemplified respectively.

As the photopolymerizable reactive mesogen, any compound that can be polymerized by light irradiation and has a liquid crystal-like structure in the molecule can be used without limitation. As such a compound, at least one group (polymerizable group) selected from the group consisting of a group having a polymerizable carbon-carbon double bond and a group having an epoxy structure, and a liquid crystal-like structure, 1 or more of each compound. The epoxy structure is preferably at least one selected from 1,2-epoxy structures and 1,3-epoxy structures, and more preferably 1,2-epoxy structures. The number of the polymerizable groups is preferably 1 to 4 in the molecule, and more preferably 2 in the molecule from the viewpoint of developing good liquid crystal alignment.
As such a photopolymerizable reactive mesogen, for example, the following formula (M)
P ¹ -A ^1- (ZA ² ) _n -P ² (M)
(In Formula (M), P ¹ and P ² are each independently an acryloxy group, a methacryloxy group, a vinyl group or a vinyloxy group, or a group having an epoxy structure;
A ¹ and A ² are each independently a 1,4-phenylene group or a naphthalene-2,6-diyl group,
Z is a single bond, —COO— ^* or —OCO— ^* (in the above, a bond marked with “*” binds to A ² ),
n is an integer of 0 to 2, provided that when n is 2, a plurality of A ² and Z may be the same or different. )
The compound represented by these can be mentioned.
Examples of the group having an epoxy structure of P ¹ and P ² in the above formula (M) include a glycidyl group, a 3-glycidyloxypropyl group, a 2- (3,4-epoxycyclohexyloxy) ethyl group, and the like. it can.
Z in the above formula (M) is a single bond;
n is preferably 0 or 1.
The compounds represented by the above formula (M) are preferably the following formulas (M-1) to (M-3).

(In formulas (M-1) to (M-3), P ¹ and P ² have the same meanings as in formula (M)).
The compound represented by each of these can be mentioned, At least 1 sort (s) of these can be used.
P ¹ and P ² in the above formula (M) are each preferably an acryloxy group or a methacryloxy group.
As more preferred compounds, the following formulas (M-1-1) and (M-1-2)

The compound represented by each of these can be mentioned.
Such a photopolymerizable reactive mesogen is used in the range of 0.01 to 1% by weight based on the total amount of the liquid crystal composition . It is good preferable for use in a range of 0.01 to 0.5 wt%.
The photopolymerizable reactive mesogen is preferably contained by being dissolved in the liquid crystal composition.

<Method for manufacturing liquid crystal display element>
The method for producing the liquid crystal display element of the present invention comprises:
A pair of substrates consisting of two substrates as described above,
The substrate pair is opposed to each other through the layer of the liquid crystal composition as described above, provided that the substrate on which the transparent electrode is formed on one side is such that the surface on which the transparent electrode is formed faces the direction of the layer of the liquid crystal composition. A liquid crystal cell having a configuration of facing each other is formed, and the liquid crystal cell is subjected to a step of irradiating polarized radiation.
For example, the following two methods can be used to form a liquid crystal cell having such a configuration.
As a first method, two substrates are arranged to face each other through a gap (cell gap), and the peripheral portions of the two substrates are bonded together using a sealant, and the cell gap is defined by the substrate surface and the sealant. After injecting and filling the liquid crystal composition, the liquid crystal cell can be manufactured by sealing the injection hole.
Alternatively, as a second method, for example, a curable sealant is applied to a predetermined location on one of the two substrates, and liquid crystal is dropped on several locations on the substrate, and then the other substrate is attached. A liquid crystal cell can be manufactured by bonding and spreading the liquid crystal over the entire surface of the substrate and then curing the sealant.
In any of the above cases, when the two substrates are arranged to face each other, the substrate on which the transparent electrode is formed on one side is arranged so that the surface on which the transparent electrode is formed faces the direction of the other substrate. A substrate that does not have a transparent electrode and has a film formed on one side is arranged so that the surface on which the film is formed faces the direction of another substrate. In any of the above cases, as the sealing agent, for example, an epoxy resin containing a curing agent and aluminum oxide spheres as a spacer can be used.
The thickness of the liquid crystal composition layer is preferably 2 to 8 μm, and more preferably 3 to 6 μm.

Next, the liquid crystal cell is irradiated with polarized radiation. Here, it is preferable that the liquid crystal cell is irradiated with polarized radiation in a state where no voltage is applied to the liquid crystal cell.
Here, the “state in which no voltage is applied to the liquid crystal cell” means between the transparent electrodes of the liquid crystal cell (in the case where both of the substrates constituting the substrate pair are formed with a transparent electrode on one side thereof) When the transparent electrode is formed on one side of only one of the substrates constituting the substrate pair, the pair of substrates formed on the one side of the substrate. In other words, it is sufficient that no voltage is applied to the comb-like transparent electrodes), and application of a very small voltage is not prohibited. Even when a voltage of 500 mV or less, preferably 100 mV or less, more preferably 10 mV or less, particularly preferably 1 mV or less, is applied between the transparent electrodes, for example, 500 mV or less, “No voltage is applied to the liquid crystal cell. It should be understood as falling under "condition".
Examples of the polarized radiation include polarized visible light, ultraviolet light, far ultraviolet light, electron beam, and X-ray, but polarized radiation having a wavelength in the range of 150 to 800 nm is preferable, and the wavelength is 240 to 500 nm. Is more preferable, and it is particularly preferable to use polarized ultraviolet rays including an emission line having a wavelength of 280 to 350 nm. Examples of polarized light of polarized radiation include linearly polarized light and circularly polarized light, but linearly polarized light is preferable. As the light source that emits the polarized radiation, for example, a low-pressure mercury lamp, a high-pressure mercury lamp, a deuterium lamp, a metal halide lamp, an argon resonance lamp, a xenon lamp, an excimer laser, or the like can be used.

Write direction for irradiating the polarized radiation to the liquid crystal cell, obliquely to the substrate surface, that is, a direction forming an angle of 30 to 60 ° with respect to the substrate surface.
Dose of polarized radiation is preferably in a 0.01~50J / cm ^2, and more preferably a 0.1~20J / cm ^2. The organic film in the liquid crystal cell when those containing a photosensitizing components, polarized radiation dose to 15 J / cm ² or less, more this application is intended as below 12 J / cm ² An effect can fully be expressed.
The irradiation of the polarized radiation to the liquid crystal cell is preferably performed at a temperature lower than the isotropic temperature of the liquid crystal contained in the liquid crystal composition. As irradiation temperature, it is preferable that it is 20-60 degreeC, More preferably, it is 25-50 degreeC.
And a liquid crystal display element can be obtained by arrange | positioning a polarizing plate on both surfaces of the liquid crystal cell after radiation irradiation. In addition to the polarizing plate, the liquid crystal display element of the present invention may further include a wave plate, a light scattering film, a driving circuit, and the like.

<Liquid crystal display element>
The liquid crystal display device manufactured as described above has excellent electrical characteristics as will be apparent from the examples described later, excellent liquid crystal alignment even when a simple electrode structure is adopted, and has a wide viewing angle and a high viewing angle. The brightness is compatible.
Although the mechanism by which the liquid crystal display element manufactured by the method of the present invention exhibits liquid crystal alignment regulating power is not yet known, the present inventors have presumed this as follows. That is, since the reactive mesogen used in the method of the present invention has anisotropy in light absorption, the reactive mesogen is polymerized anisotropically by irradiating polarized ultraviolet light, and the reactive mesogen A polymer in the vicinity of the substrate will exhibit a liquid crystal alignment regulating force.
Such a liquid crystal display element of the present invention can be suitably used for various devices, for example, a moving image display device represented by a liquid crystal television.

<Manufacture and evaluation of liquid crystal display elements>
Example 1
[Preparation of liquid crystal composition]
A liquid crystal is obtained by mixing 0.39.7 parts by weight of the compound represented by the above formula (M-1-1) with 99.7 parts by weight of a negative type liquid crystal (manufactured by Merck, product name “MLC-6608”). A composition was prepared.
[Manufacture of liquid crystal display elements]
A commercially available “AL60101” (manufactured by JSR Co., Ltd.) is applied as a liquid crystal aligning agent on a transparent electrode surface of a glass substrate with a transparent electrode made of an ITO film using a spinner, and prebaked on a hot plate at 80 ° C. for 1 minute. Then, post-baking was performed at 200 ° C. for 1 hour in an oven in which the inside of the chamber was replaced with nitrogen to form an organic film having a thickness of 0.1 μm. The same operation was repeated to obtain a pair (two) of substrates having a transparent electrode and an organic film in this order on one side.
After applying an epoxy resin adhesive containing aluminum oxide spheres having a diameter of 5.5 μm to the outer periphery of the surface of the substrate having one organic film by screen printing, the organic film surfaces of the pair of substrates face each other. Both substrates were placed on and bonded to each other, and the adhesive was thermally cured at 150 ° C. for 1 hour. Next, after injecting the liquid crystal composition prepared above into the gap between the two substrates from the liquid crystal injection port and sealing the injection port with an epoxy adhesive, this is removed in order to remove the flow alignment at the time of liquid crystal composition injection. A liquid crystal cell was formed by heating at 0 ° C. and then slowly cooling to room temperature.
Next, the liquid crystal cell obtained above is irradiated with linearly polarized ultraviolet light using a high-pressure mercury lamp as a light source from a direction of 45 ° with respect to the substrate surface. The surface of the liquid crystal cell) and two polarizing plates on both outer surfaces of the liquid crystal cell, so that the irradiation dose at a wavelength of 313 nm is 20 J / cm ² . A liquid crystal display element was manufactured by bonding the directions of polarization of the two so that the incident directions of the irradiated ultraviolet rays were at an angle of 45 ° with the direction projected onto the substrate surface.
This liquid crystal display element was evaluated as follows.

[Evaluation of liquid crystal display elements]
(1) Evaluation of liquid crystal orientation The presence or absence of an abnormal domain in the change in brightness when the voltage of 5 V was turned ON / OFF (applied / released) was visually observed in the liquid crystal display element manufactured above.
When the voltage is off, light leakage from the cell is not observed, the cell drive area is displayed white when voltage is applied, and no light leakage from other areas. When it was observed or when light leakage was observed from a region other than the cell drive region when the voltage was ON, the liquid crystal alignment property was evaluated as “Poor”.
(2) Evaluation of voltage holding ratio After applying a voltage of 5 V to the liquid crystal display element manufactured above at 60 ° C. with an application time of 60 microseconds and a span of 167 milliseconds, the voltage after 167 milliseconds from the release of application Retention was measured. As a voltage holding ratio measuring apparatus, model “VHR-1” manufactured by Toyo Corporation was used.
When the voltage holding ratio was 98% or more, the voltage holding ratio was “good”, and when the voltage holding ratio was less than 98% was evaluated as “bad”, the voltage holding ratio of this liquid crystal display element was “good”.

Example 2
By mixing 99.7 parts by weight of a negative liquid crystal (Merck, product name “MLC-6608”) with 0.3 part by weight of the compound represented by the above formula (M-1-2), a liquid crystal composition is obtained. Prepared.
A liquid crystal display device was manufactured and evaluated in the same manner as in Example 1 except that this liquid crystal composition was used. The liquid crystal alignment property of this liquid crystal display device was “good” and the voltage holding ratio was “good”. It was.
The liquid crystal display elements manufactured in Examples 1 and 2 showed good liquid crystal alignment properties and good viewing angle characteristics. Since this liquid crystal display element does not require the use of an electrode having a complicated shape in order to determine the alignment direction of the liquid crystal, it can be manufactured at an extremely low cost as compared with the liquid crystal display elements described in Patent Documents 2 and 3. Further, since it is not necessary to form protrusions on the substrate or the transparent electrode, the luminance is higher than that of the MVA liquid crystal display element. Furthermore, it was confirmed that the electrical characteristics of the liquid crystal display element were not impaired by the irradiation of ultraviolet rays in the manufacturing process.

Example 3
In Example 1 above, a liquid crystal aligning agent obtained by adding 0.1% by weight of the compound represented by the above formula (1) to the commercially available “AL60101” in terms of solid content is used, and the irradiation amount of polarized irradiation light is set. The liquid crystal display device was manufactured and evaluated in the same manner as in Example 1 except that the rate was 10 J / cm ^{2. As} a result, the liquid crystal orientation of this liquid crystal display device was “good” and the voltage holding ratio was “good”. there were.

Claims (10)

A substrate pair consisting of two substrates, at least one of which has a transparent electrode formed on one side thereof,
The substrate pair is opposed to each other through a layer of a liquid crystal composition containing a photopolymerizable reactive mesogen and a liquid crystal, provided that the liquid crystal composition contains a photopolymerizable reactive mesogen with respect to the liquid crystal composition. A substrate having a content of 01 to 1% by weight and having a transparent electrode formed on one side is a liquid crystal cell having a structure in which the surface on which the transparent electrode is formed faces the layer of the liquid crystal composition. And manufacturing the liquid crystal display element, wherein the liquid crystal cell is subjected to a step of illuminating the liquid crystal cell with polarized radiation from a direction that forms an angle of 30 to 60 ° with respect to the substrate surface to develop a liquid crystal alignment regulating force. Method.   The method for producing a liquid crystal display element according to claim 1, wherein at least one of the substrates on which the transparent electrode is formed on one side is formed by further forming a film on the transparent electrode.   The method for manufacturing a liquid crystal display element according to claim 2, wherein both of the substrates are formed by forming a transparent electrode and a film in this order on one side.   The liquid crystal display element according to claim 1, wherein one of the substrates does not have a transparent electrode, and the substrate without the transparent electrode has a film formed on one side thereof. Production method.   The manufacturing method of the liquid crystal display element as described in any one of Claims 2-4 whose said film | membrane is an organic film.   The manufacturing method of the liquid crystal display element as described in any one of Claims 1-5 with which the process of irradiating the said polarized radiation is performed in the state which does not apply a voltage to a liquid crystal cell.   The method for producing a liquid crystal display element according to claim 1, wherein the liquid crystal contained in the liquid crystal composition is a nematic liquid crystal having negative dielectric anisotropy. A substrate pair consisting of two substrates, a transparent electrode and an organic film formed in this order on one side,
A liquid crystal composition comprising a nematic liquid crystal having a negative dielectric anisotropy and a photopolymerizable reactive mesogen, the photopolymerizable reactive mesogen in an amount of 0.01 to 1% by weight based on the liquid crystal composition. Forming a liquid crystal cell having a configuration in which the organic films of the substrate pair are opposed to each other through a layer of objects,
In a state where no voltage is applied to the liquid crystal cell, the liquid crystal cell is subjected to a step of irradiating polarized radiation from a direction forming an angle of 30 to 60 ° with respect to the substrate surface to develop a liquid crystal alignment regulating force, A method for manufacturing a liquid crystal display element. The photopolymerizable reactive mesogen is represented by the following formula (M):
P ¹ -A ^1- (ZA ² ) _n -P ² (M)
(In Formula (M), P ¹ and P ² are each independently an acryloxy group, a methacryloxy group, a vinyl group or a vinyloxy group, or a group having an epoxy structure;
A ¹ and A ² are each independently a 1,4-phenylene group or a naphthalene-2,6-diyl group,
Z is a single bond, —COO— ^* or —OCO— ^* (in the above, a bond marked with “*” binds to A ² ),
n is an integer of 0 to 2, provided that when n is 2, a plurality of A ² and Z may be the same or different. )
The manufacturing method of the liquid crystal display element as described in any one of Claims 1-8 which is a compound represented by these. The polymerizable reactive mesogen is represented by the following formulas (M-1) to (M-3).

(In formulas (M-1) to (M-3), P ¹ and P ² have the same meanings as in formula (M)).
The manufacturing method of the liquid crystal display element of Claim 9 which is at least 1 sort (s) selected from the group which consists of a compound represented by each of these.