KR101607479B1 - Liquid crystal alignment layer, liquid crystal device using the same and method for manufacturing the same - Google Patents
Liquid crystal alignment layer, liquid crystal device using the same and method for manufacturing the same Download PDFInfo
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- KR101607479B1 KR101607479B1 KR1020140070335A KR20140070335A KR101607479B1 KR 101607479 B1 KR101607479 B1 KR 101607479B1 KR 1020140070335 A KR1020140070335 A KR 1020140070335A KR 20140070335 A KR20140070335 A KR 20140070335A KR 101607479 B1 KR101607479 B1 KR 101607479B1
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/52—Liquid crystal materials characterised by components which are not liquid crystals, e.g. additives with special physical aspect: solvents, solid particles
- C09K19/54—Additives having no specific mesophase characterised by their chemical composition
- C09K19/56—Aligning agents
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- G—PHYSICS
- G02—OPTICS
- G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
- G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
- G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour
- G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour based on liquid crystals, e.g. single liquid crystal display cells
- G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
- G02F1/1333—Constructional arrangements; Manufacturing methods
- G02F1/1337—Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers
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Abstract
More particularly, the present invention relates to a liquid crystal alignment layer capable of uniformly arranging liquid crystal molecules of a liquid crystal layer without a conventional polyimide alignment layer, and a liquid crystal display device using the same And a method for producing the same.
According to the present invention, it is possible to uniformly arrange the liquid crystal molecules without the conventional polyimide alignment film, and to realize excellent electro-optical characteristics.
Description
The present invention relates to a liquid crystal alignment layer, a liquid crystal display using the same and a method of manufacturing the same, and more particularly, to a liquid crystal alignment layer capable of uniformly arranging liquid crystal molecules of a liquid crystal layer without a conventional polyimide alignment layer, Device and a method of manufacturing the same.
2. Description of the Related Art A liquid crystal display (LCD) is composed of a liquid crystal display panel that displays an image using light transmittance of a liquid crystal and a backlight assembly that provides light. The liquid crystal display panel generally includes a TFT array substrate, a color filter layer substrate facing the array substrate, and a liquid crystal layer interposed between the array substrate and the color filter layer substrate. When an electric field is applied to the liquid crystal layer, the arrangement of the liquid crystal molecules changes according to an electric field formed thereby, and a phase difference of incident light passing through the liquid crystal layer is generated, and light is transmitted to display an image.
In general, an alignment film polymer layer is used to form an initial alignment of liquid crystal molecules in a state where a voltage is not supplied to a display device. Generally, polyimide-based polymers are mainly used, and the polymer solution is printed on the array and the color filter layer substrate in the form of a thin film before the injection of the liquid crystal, followed by heat treatment and firing.
However, the conventional alignment film process requires a separate thin film forming step before liquid crystal injection, and the thin film is subjected to a multi-step drying and curing process, which complicates and takes a long time. Further, unevenness in thickness of the thin film causes problems such as stain.
In order to solve the above problems, the present invention provides a liquid crystal alignment layer which uniformly arranges liquid crystal molecules of a liquid crystal layer without a conventional polyimide alignment layer. Also provided is a low cost, high-response liquid crystal display device capable of realizing excellent display characteristics without a conventional polyimide alignment film and a method of manufacturing the same.
According to the present invention, a TFT array substrate; A color filter substrate; And a liquid crystal layer between the array substrate and the color filter substrate, the method comprising the steps of: (1) preparing an organic molecular liquid crystal mixture by mixing organic molecules represented by the following formula (1) with liquid crystal; Dropping the organic molecular liquid crystal mixture on one side of the array substrate or the color filter substrate (step 2); Coalescing the two substrates so that the organic molecular liquid crystal mixture is positioned between the two substrates (step 3); And a step of heat-treating the bonded substrate and cooling the substrate to a normal temperature (step 4).
[Chemical Formula 1]
In Formula 1,
a is a functional group capable of forming a hydrogen bond, b is a cyclic compound, and c is an alkyl group.
The organic molecule represented by Formula 1 has a flexible alkyl group (c portion) capable of interacting with the liquid crystal molecules of the liquid crystal layer at one end thereof, a hydrogen bonding unit (a portion) bonded to the substrate at the other end thereof, And a rigid ring structure (part b) which gives stability of liquid crystal alignment.
The organic molecule may include a functional group capable of forming a noncovalent bond with the substrate. The non-covalent bond may be a hydrogen bond.
The alkyl group of the organic molecule interacts with the liquid crystal molecules of the liquid crystal layer to vertically align the liquid crystal molecules and the functional group capable of hydrogen bonding forms a hydrogen bond with the ITO electrode or glass of the substrate, And the ring structure can stabilize the liquid crystal alignment.
In Formula 1,
a is selected from the group consisting of a hydroxyl group, an amine group, a pyrimidine group and a carboxylic acid group,
b is
c is
The organic molecules may be mixed in an amount of 0.01 to 10 parts by weight based on 100 parts by weight of the liquid crystal. More preferably from 0.1 to 0.5 parts by weight
When the organic molecules are mixed in an amount of less than 0.01 part by weight, light leakage occurs on a black screen due to low initial liquid crystal alignment, and when the amount is more than 10 parts by weight, the initial liquid crystal alignment power is too high, Problems can arise.
In addition, when the organic molecules are mixed in the amount of 0.1 to 0.5 parts by weight, the initial liquid crystal alignment power and the liquid crystal response characteristics under an electric field are optimized, which is advantageous in black display characteristic and moving image response characteristic.
The cementation may be performed by a sealant.
The heat treatment may be performed at a temperature of 80 to 120 DEG C for 30 to 120 minutes. When heat treated in the above range, the organic molecules can be uniformly arranged over the substrate region, thereby making it possible to manufacture a liquid crystal display device free from screen unevenness due to uneven orientation.
In step 3, a hydrogen bond may be formed between the organic molecules and the substrate.
In the step 3, a liquid crystal alignment layer for orienting the liquid crystal molecules vertically or horizontally with respect to the substrate by the organic molecules can be formed.
The organic molecule may be selected from the group consisting of 4- (4-heptylphenyl) benzoic acid, 4'-methyl-4-biphenylcarboxylic acid, 4-n-octylbenzoic acid, p-toluic acid, 4-pentylphenol, 4-dodecylaniline, 4-decylpyridine, trans-4-n-pentylcyclohexanecarboxylic acid, 4- (4-heptylcyclohexyl) benzoic acid (4- ( 4-heptylcyclohexyl) benzoic acid, and 4 '- (4-pentylcyclohexyl) biphenyl-4-carboxylic acid. . ≪ / RTI >
According to the present invention, there is also provided a TFT array substrate; A color filter substrate; And a liquid crystal layer interposed between the array substrate and the color substrate, wherein a liquid crystal alignment layer is formed between the liquid crystal layer and at least one substrate selected from the group consisting of the array substrate and the color filter substrate , The liquid crystal alignment layer is composed of organic molecules represented by the following formula (1), the liquid crystal alignment layer is bonded to the substrate by non-covalent bonding, and the organic molecules are vertically or horizontally aligned in the liquid crystal layer Can be provided.
[Chemical Formula 1]
In Formula 1,
a is a functional group capable of forming a hydrogen bond, b is a cyclic compound, and c is an alkyl group.
The organic molecule represented by Formula 1 has a flexible alkyl group (c portion) capable of interacting with the liquid crystal molecules of the liquid crystal layer at one end thereof, a hydrogen bonding unit (a portion) bonded to the substrate at the other end thereof, And a rigid ring structure (part b) which gives stability of liquid crystal alignment.
In Formula 1,
a is selected from the group consisting of a hydroxyl group, an amine group, a pyrimidine group and a carboxylic acid group,
b is
c is
The organic molecule may be selected from the group consisting of 4- (4-heptylphenyl) benzoic acid, 4'-methyl-4-biphenylcarboxylic acid, 4-n-octylbenzoic acid, p-toluic acid, 4-pentylphenol, 4-dodecylaniline, 4-decylpyridine, trans-4-n-pentylcyclohexanecarboxylic acid, 4- (4-heptylcyclohexyl) benzoic acid (4- (4-heptylcyclohexyl) benzoic acid and 4 '- (4-pentylcyclohexyl) biphenyl-4-carboxylic acid. Or more.
The non-covalent bond may be a hydrogen bond.
According to the present invention, there is also provided a liquid crystal alignment layer for use in a liquid crystal display device, comprising: an organic molecule represented by the following general formula (1), wherein the organic molecule is bonded to an adjacent substrate by noncovalent bonding, Alignment or horizontal alignment of the liquid crystal alignment layer.
[Chemical Formula 1]
In Formula 1,
a is a functional group capable of forming a hydrogen bond, b is a cyclic compound, and c is an alkyl group.
The organic molecule represented by Formula 1 has a flexible alkyl group (c portion) capable of interacting with the liquid crystal molecules of the liquid crystal layer at one end thereof, a hydrogen bonding unit (a portion) bonded to the substrate at the other end thereof, And a rigid ring structure (part b) which gives stability of liquid crystal alignment.
In Formula 1,
a is selected from the group consisting of a hydroxyl group, an amine group, a pyrimidine group and a carboxylic acid group,
b is
c is
The organic molecule may be selected from the group consisting of 4- (4-heptylphenyl) benzoic acid, 4'-methyl-4-biphenylcarboxylic acid, 4-n-octylbenzoic acid, p-toluic acid, 4-pentylphenol, 4-dodecylaniline, 4-decylpyridine, trans-4-n-pentylcyclohexanecarboxylic acid, 4- (4-heptylcyclohexyl) benzoic acid (4- (4-heptylcyclohexyl) benzoic acid and 4 '- (4-pentylcyclohexyl) biphenyl-4-carboxylic acid. Or more.
The non-covalent bond may be a hydrogen bond.
According to the present invention, it is possible to uniformly arrange liquid crystal molecules without using a conventional polyimide alignment layer and to realize excellent electro-optical characteristics by applying organic molecules including an alkyl group, a ring structure and a hydrogen bonding unit.
1 is a schematic view of a liquid crystal display according to an embodiment of the present invention.
FIG. 2 is a result of analyzing the black screen degree of a liquid crystal display element (Example 1 and Comparative Example) in which no voltage was applied in a state that the backlight was turned on, using a DSLR camera.
3 is a graph showing a transmittance curve according to voltage of the liquid crystal display element according to Example 1 and Comparative Example.
4 is a graph showing the results of measurement of the liquid crystal reaction rate of the liquid crystal display device according to Example 1 and Comparative Example.
FIG. 5 is a result of analyzing the black screen area of a liquid crystal display device (Example 2 and Comparative Example) in which no voltage was applied in a state that the backlight was turned on, using a DSLR camera.
6 is a graph showing a transmittance curve according to voltage of a liquid crystal display device according to Example 2 and a comparative example.
7 is a graph showing the results of measurement of the liquid crystal reaction rate of the liquid crystal display element according to Example 2 and Comparative Example.
Hereinafter, the present invention will be described in detail by way of examples. The objects, features and advantages of the present invention will be readily understood through the following drawings and examples. The present invention is not limited to the drawings and embodiments described herein, but may be embodied in other forms. The drawings and embodiments are provided so that those skilled in the art can fully understand the spirit of the present invention. therefore. The scope of the present invention should not be limited by the following drawings and examples.
The
Example 1: Production of liquid crystal display element 1
4- (4-heptylphenyl) benzoic acid was added to a host liquid crystal having a dielectric anisotropy (DELTA epsilon) of -3.3, which is a noncovalent bondable organic molecule. At this time, 0.1 part by weight of organic molecules was added to 100 parts by weight of the liquid crystal. Then, the mixture was stirred at 70 DEG C for about 10 minutes to allow the organic molecules to completely dissolve and mix in the host liquid crystal. In the above mixing method, the organic molecules are preferably added in an amount of 0.01 to 10 parts by weight, more preferably 0.1 to 0.5 parts by weight, based on 100 parts by weight of the liquid crystal.
Next, the organic molecular liquid crystal mixture was evenly dropped on the lower TFT array substrate having the pixel electrode (ITO) or the upper color filter substrate having the common electrode (common ITO), and the two substrates were bonded together using a sealant. After the cementation, the liquid crystal display cell was heat-treated in a high-temperature oven at a temperature of 100 ° C for about 1 hour and then cooled to room temperature so that the organic molecules were bonded to the substrate by non-covalent hydrogen bonding. At the same time, To form a liquid crystal alignment layer, thereby producing a liquid crystal display element.
Example 2: Production of liquid
4-n-octylbenzoic acid, an organic molecule capable of noncovalent bonding with a host liquid crystal having a dielectric anisotropy (DELTA epsilon) of -3.3, was added. At this time, the organic molecules were added in an amount of about 0.2 parts by weight based on 100 parts by weight of the liquid crystal. Then, the mixture was stirred at 70 DEG C for about 10 minutes to allow the organic molecules to completely dissolve and mix in the host liquid crystal.
Next, the organic molecular liquid crystal mixture was evenly dropped on the lower TFT array substrate having the pixel electrode (ITO) or the upper color filter substrate having the common electrode (common ITO), and the two substrates were bonded together using a sealant. After the cementation, the liquid crystal display cell was heat-treated in a high-temperature oven at a temperature of 100 ° C for about 1 hour and then cooled to room temperature to cause organic molecules to be bonded to the substrate by non-covalent hydrogen bonding. At the same time, To form a liquid crystal alignment layer, thereby producing a liquid crystal display element.
Comparative Example
A liquid crystal display device to which a conventional polyimide alignment film was applied, instead of the liquid crystal alignment layer applied in the examples, was compared with the liquid crystal display device manufactured according to the example.
Experimental Example: Analysis of Orientation Force and Electro-optical Characteristics of Liquid Crystal Display Device 1
The alignment properties and electro-optical properties of the liquid crystal display device prepared in Example 1 were measured. As a result of comparing the degree of black display on the OV where no voltage was applied to the liquid crystal device, the liquid crystal display cell according to Example 1 had the same vertical alignment as the liquid crystal display cell (Comparative Example) to which the conventional polyimide alignment film was applied And realized a black screen without light leakage throughout the screen (see FIG. 2).
The voltage-transmittance curve according to the voltage was measured, and the results are shown in FIG. The liquid crystal display cell according to Example 1 exhibited VT characteristics similar to those of the conventional cell (comparative example), and it was confirmed that the gray scale can be expressed according to the voltage.
The liquid crystal reaction time (response time) of the liquid crystal display device was measured and the results are shown in FIG. In the case of the conventional liquid crystal device (comparative example), the rising time (Ton) is 16 ms and the falling time (Toff) is 6 ms. In the case of the liquid crystal device according to the first embodiment, , And the polling time was 6 ms. Therefore, it can be confirmed that a high-speed liquid crystal reaction speed equivalent to that of the conventional liquid crystal device can be realized.
Experimental Example: Analysis of Orientation Force and Electrooptical Characteristics of Liquid
The alignment properties and the electro-optical characteristics of the liquid crystal display device according to Example 2 were measured. As a result of comparing the degree of black display on the OV in which the voltage was not applied to the liquid crystal device, the liquid crystal display cell according to Example 2 exhibited the same vertical level as the liquid crystal display cell (Comparative Example) to which the conventional polyimide alignment film was applied And the black screen was realized without light leakage throughout the screen (refer to FIG. 5)
The voltage-transmittance curve according to the voltage was measured and the results are shown in FIG. The liquid crystal display cell according to the second embodiment exhibits VT characteristics similar to those of conventional cells and is capable of expressing a gray scale according to a voltage.
The liquid crystal reaction time (response time) of the liquid crystal display device was measured, and the result is shown in FIG. In the case of the liquid crystal device according to the second embodiment, the rising time is 32 ms and the polling time is 6 ms. As a result, it is confirmed that the liquid crystal device according to the second embodiment can achieve the same high speed liquid crystal reaction speed as the conventional liquid crystal device.
100: liquid crystal display element
110: color filter substrate 111: substrate
112: color filter 113: common electrode
120: TFT array substrate 121: substrate
122: insulating film 123: pixel electrode
124: data line 130: liquid crystal
140: organic molecule 141: functional group capable of hydrogen bonding
142: cyclic compound 143: alkyl group
150: shot 160: sealant
Claims (16)
A color filter substrate; And
And a liquid crystal layer between the array substrate and the color filter substrate,
Preparing an organic molecular liquid crystal mixture by mixing an organic molecule represented by the following formula (1) and a liquid crystal (step 1);
Dropping the organic molecular liquid crystal mixture on one side of the array substrate or the color filter substrate (step 2);
Coalescing the two substrates so that the organic molecular liquid crystal mixture is positioned between the two substrates (step 3); And
And a step (4) of subjecting the bonded substrate to heat treatment at 100 to 120 ° C for 30 to 120 minutes and cooling the coated substrate to room temperature to form a hydrogen bond between the organic molecules and the substrate.
[Chemical Formula 1]
In Formula 1,
a is a carboxylic acid group, b is
Wherein the organic molecules are mixed in an amount of 0.01 to 10 parts by weight based on 100 parts by weight of the liquid crystal.
Wherein the organic molecules are mixed in an amount of 0.1 to 0.5 parts by weight based on 100 parts by weight of the liquid crystal.
Wherein the liquid crystal alignment layer is formed by vertically or horizontally aligning the liquid crystal molecules with the substrate by the organic molecules in the step (4).
Wherein the organic molecule comprises at least one selected from the group consisting of 4- (4-heptylphenyl) benzoic acid and 4-n-octylbenzoic acid.
A color filter substrate; And
And a liquid crystal layer interposed between the array substrate and the color substrate,
A liquid crystal alignment layer is formed between the liquid crystal layer and at least one substrate selected from the group consisting of the array substrate and the color filter substrate,
Wherein the liquid crystal alignment layer is made of an organic molecule represented by the following formula (1)
Wherein the liquid crystal alignment layer is bonded to the substrate by hydrogen bonding,
Wherein the organic molecules vertically or horizontally align the liquid crystal molecules in the liquid crystal layer.
[Chemical Formula 1]
In Formula 1,
a is a carboxylic acid group, b is
Wherein the organic molecule comprises at least one member selected from the group consisting of 4- (4-heptylphenyl) benzoic acid and 4-n-octylbenzoic acid.
1. An organic electroluminescent device comprising an organic molecule represented by the following formula (1)
The organic molecules are bonded by hydrogen bonding to an adjacent substrate,
Wherein the organic molecules align the liquid crystal molecules vertically or horizontally.
[Chemical Formula 1]
In Formula 1,
a is a carboxylic acid group, b is
Wherein the organic molecule comprises at least one selected from the group consisting of 4- (4-heptylphenyl) benzoic acid and 4-n-octylbenzoic acid.
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| KR1020140070335A KR101607479B1 (en) | 2014-06-10 | 2014-06-10 | Liquid crystal alignment layer, liquid crystal device using the same and method for manufacturing the same |
| PCT/KR2015/004781 WO2015190711A1 (en) | 2014-06-10 | 2015-05-13 | Liquid crystal alignment layer, liquid crystal display element using same, and method for manufacturing same |
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| US10558087B2 (en) | 2016-08-09 | 2020-02-11 | Samsung Display Co., Ltd. | Liquid crystal display and manufacturing method thereof |
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| US3848966A (en) * | 1973-10-15 | 1974-11-19 | Gen Motors Corp | Homeotropic alignment additive for liquid crystals |
| JP4274713B2 (en) | 2001-09-11 | 2009-06-10 | シャープ株式会社 | Liquid crystal display device, optical element, and manufacturing method thereof |
| KR101046926B1 (en) | 2004-08-12 | 2011-07-06 | 삼성전자주식회사 | Composition for liquid crystal aligning film of liquid crystal display device |
| KR100782436B1 (en) | 2005-12-30 | 2007-12-05 | 제일모직주식회사 | Alignment Agent of Liquid Crystal |
| DE102011108708A1 (en) * | 2010-09-25 | 2012-03-29 | Merck Patent Gmbh | Liquid crystal displays and liquid crystal media with homeotropic alignment |
| EP2670818B1 (en) * | 2011-02-05 | 2016-10-05 | Merck Patent GmbH | Liquid crystal displays with homeotropic alignment |
| CN103619993B (en) * | 2011-07-07 | 2016-10-12 | 默克专利股份有限公司 | Liquid crystal media |
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| US10558087B2 (en) | 2016-08-09 | 2020-02-11 | Samsung Display Co., Ltd. | Liquid crystal display and manufacturing method thereof |
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