CN108003897A - Vertical-tropism agent, auto-orientation liquid crystal compound and its application - Google Patents
Vertical-tropism agent, auto-orientation liquid crystal compound and its application Download PDFInfo
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- CN108003897A CN108003897A CN201711419119.2A CN201711419119A CN108003897A CN 108003897 A CN108003897 A CN 108003897A CN 201711419119 A CN201711419119 A CN 201711419119A CN 108003897 A CN108003897 A CN 108003897A
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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
The invention discloses a kind of vertical-tropism agent, it includes uniformly mixed activated monomer RM and light-initiated adsorbent；Wherein, light-initiated adsorbent has the structure as shown in 1 1~formula of formula 15 is any.The invention also discloses the auto-orientation liquid crystal compound comprising above-mentioned vertical-tropism agent.The auto-orientation liquid crystal compound can be used in making liquid crystal display panel, and the invention also discloses make the method for liquid crystal display panel based on above-mentioned auto-orientation liquid crystal compound.Auto-orientation liquid crystal compound according to the present invention can not only realize liquid crystal molecule the alignment effect of auto-orientation, and relatively traditional liquid crystal display panel, saves PI sections of processing procedures, simplify technique, reduce cost, reduce pollution and harm；And it can effectively suppress the leakage problem during use.
Description
Technical field
Technical field of liquid crystal display of the present invention, it relates in particular to a kind of vertical-tropism agent, there is the vertical-tropism agent
Auto-orientation liquid crystal compound and the application of the auto-orientation liquid crystal compound in liquid crystal display panel.
Background technology
On CF substrates and TFT substrate in liquid crystal display (LCD), there is thin film material layer respectively, its main function
It is liquid crystal (LC) molecule between CF substrates and TFT substrate is arranged in certain direction, is commonly referred to as alignment film, its is normal
With polyimides (PI) material.This alignment film is broadly divided into friction matching type PI materials and light alignment-type PI materials, still, nothing
Which kind of alignment materials can all there is the shortcomings that respective by；First, it is residual to be easy to cause dust particles, electrostatic for friction matching type PI materials
Stay, brush mark the problems such as, so that process yields are reduced, although light alignment-type PI materials can be to avoid the above problem, due to material
Characteristic is limited, and heat resistance and resistance to ag(e)ing are bad, while the ability of its grappling LC molecules is also weaker, so as to influence the product of panel
Matter；Secondly, PI materials inherently have the highly polar and property of high-hydroscopicity, therefore its storage and transport process are be easy to cause
Go bad and cause orientation uneven, and PI material prices are expensive, and the technique to form a film on TFT-LCD is also complex, causes face
Plate cost improves.
In addition, PI materials need first to prepare PI solution in film forming procedure, a large amount of N- methyl pyrroles are also contained in the PI solution
Pyrrolidone (NMP) solvent, therefore, the processing procedure for forming alignment film be a high energy consumption, extremely not environmentally, easy do harm to huamn body
Process；Further, since both alignment layers uniformity, lack apply, not viscous and foreign matter the problems such as, can also cause damages to product yield,
The wasting of resources is caused to be improved with product cost.
To sum up, in TFT-LCD, if can be in the case where saving PI films, moreover it is possible to make LC molecular ordered arrangements, this will
Substantially reduce the cost of production TFT-LCD.
The content of the invention
The present inventor is contemplated in the TFT-LCD of no PI films, and LC molecules will directly contact inorganic on substrate
Material, for this feature, to solve the above-mentioned problems of the prior art, the present invention provides one kind, and there is light to draw agent group
Vertical-tropism agent, and auto-orientation liquid crystal compound is made with the vertical-tropism agent, it is vertical orientated to reach control LC molecules
Purpose, while effectively suppress the leakage problem during use.
In order to reach foregoing invention purpose, present invention employs following technical solution：
A kind of vertical-tropism agent, including uniformly mixed activated monomer RM and light-initiated adsorbent；Wherein, it is described light-initiated
Adsorbent has the structure as shown in formula 1-1~formula 1-5 is any：
In the formula 1-1~formula 1-5, head base A is selected from-OH ,-COOH ,-NH2, any one in-NH-；Intermediate base
Group Z be selected from benzene, biphenyl group, the H atom in cycloalkane group, or the benzene, biphenyl group, cycloalkane group by F, Cl, Br,
I、-CN、-NO2,-C (=O) H, alkane substitute any one in the first group of acquisition；Tail base R, which is selected from, has C5~C20
Alkane, the or-CH in the alkane with C5~C202- by phenyl, cycloalkyl ,-CONH- ,-COO- ,-O-CO- ,-
S- ,-CO- ,-CH=CH- are substituted in the second group of acquisition, or the alkane and/or the second group with C5~C20
H atom is substituted any one in the 3rd group of acquisition by F, Cl；Spacer group Sp is selected from connecting key, the alkylene of C1~C8
- CH in base, or the alkylidene of the C1~C82- by-O- ,-S- ,-CO- ,-CO-O- ,-O-CO- ,-O-CO-O- ,-CH2-
O- ,-CH=CH- ,-CF=CF- ,-C ≡ C- ,-CH=CH-COO- ,-OCO-CH=CH- are substituted in the 4th group of acquisition
It is at least one；Light-initiated group L has structure as shown in Equation 2：
Polymer-based group P has the structure as shown in formula 3-1~3-3 is any：
Further, the middle group Z is selected from xenyl, terphenyl, tetrad phenyl, cycloalkyl, or the biphenyl
H atom in base, terphenyl, tetrad phenyl, cycloalkyl is by F, Cl, Br, I ,-CN ,-NO2,-C (=O) H, alkane substituted
Obtain the first group in any one.
Further, the light-initiated adsorbent has the structure as shown in formula 4-1~4-5 is any：
Further, the activated monomer RM has the structure as shown in formula 5-1~5-3 is any：
Another object of the present invention is to provide a kind of auto-orientation liquid crystal compound, including liquid crystal molecule and as above any institute
The vertical-tropism agent stated.
Further, in the auto-orientation liquid crystal compound, the mass percent of the vertical-tropism agent for 0.4%~
5.5%.
Further, in the auto-orientation liquid crystal compound, the mass percent of the light-initiated adsorbent is 0.2%
~5.0%.
Another object of the present invention, which also resides in, provides a kind of production method of liquid crystal display panel, comprises the following steps：
S1, provide a upper substrate, an infrabasal plate and as above any auto-orientation liquid crystal compound；
S2, after being coated with the auto-orientation liquid crystal compound on the upper substrate and/or the infrabasal plate, by the upper base
Plate and the infrabasal plate carry out, to box, forming liquid crystal cell；
S3, the liquid crystal cell both sides apply voltage, after the liquid crystal molecule in the liquid crystal cell deflects, at the same time
A ultraviolet irradiation is carried out to the liquid crystal cell, the light-initiated adsorbent and the activated monomer RM aggregation depositions are described
On the surface of upper substrate and the infrabasal plate, auto-orientation is formed on the surface of the direction infrabasal plate of the upper substrate
Layer, auto-orientation layer under being formed on the surface of the direction upper substrate of the infrabasal plate；
S4, remove voltage, then carries out secondary ultraviolet light to the liquid crystal cell, forms liquid crystal display panel.
Further, in the step S3, voltage strength is 13V~25V, and the energy of a ultraviolet irradiation is
85mW/cm2~100mW/cm2, irradiation time is 20s~100s；In the step S4, the energy of secondary ultraviolet irradiation is
85mW/cm2~100mW/cm2, irradiation time is 90min~120min.
Further, in the step S3, the thickness of the upper auto-orientation layer and the lower auto-orientation layer is
The present invention divides by designing a kind of vertical-tropism agent for drawing agent group with light, and by the vertical-tropism agent and liquid crystal
Son is mixed to form auto-orientation liquid crystal compound, and makes liquid crystal display panel with the auto-orientation liquid crystal compound, under it has
State beneficial effect：
(1)-OH in the head base of the light-initiated adsorbent in the vertical-tropism agent and light-initiated group etc. can with it is hydrophilic
Property substrate surface effect, so that the surface of substrate is anchored on, so as to realize alignment effect to liquid crystal molecule；Thus, it is opposite to pass
The liquid crystal display panel of system, may replace the making of the wherein both alignment layers of polyimide material, save PI sections of processing procedures, simplify technique,
Cost is reduced, reduces pollution and harm；Meanwhile the grappling effect that above-mentioned light-initiated group is strengthened can also reduce light-initiated adsorbent
Usage amount, further reduce the cost；
(2) the light-initiated group of the light-initiated adsorbent in the vertical-tropism agent can be acted in illumination in use
Lower opening singly-bound forms free radical, so as to react to form auto-orientation layer with activated monomer RM, so as to reduce the light-initiated adsorbent
Residual quantity in the liquid crystal layer；Meanwhile based on above-mentioned effect, it can also reduce light application time.
Embodiment
Hereinafter, detailed description of the present invention in future embodiment.However, it is possible to implement this hair in many different forms
It is bright, and the specific embodiment of the invention that should not be construed as limited to illustrate here.Conversely, there is provided these embodiments be for
Explanation the principle of the present invention and its practical application, so that others skilled in the art are it will be appreciated that the present invention's is various
Embodiment and the various modifications for being suitable for specific intended application.
It will be appreciated that although can be used term " first ", " second " etc. to describe various materials herein, but these
Material should not be limited by these terms.These terms are only used to distinguish a material with another material.
The invention discloses a kind of vertical-tropism agent, it includes uniformly mixed activated monomer RM and light-initiated adsorbent.
Specifically, light-initiated adsorbent has the structure as shown in following formula 1-1~formula 1-5 is any：
More specifically, in formula 1-1~formula 1-5, head base A is selected from-OH ,-COOH ,-NH2, any one in-NH-；
Any one of middle group Z in benzene, biphenyl group, cycloalkane group, or selected from benzene, biphenyl group, cycloalkane group
In H atom by F, Cl, Br, I ,-CN ,-NO2,-C (=O) H, alkane substitute any one in the first group of acquisition；
Any one of tail base R in the alkane with C5~C20, the or-CH in the alkane with C5~C202- by benzene
Base, cycloalkyl ,-CONH- ,-COO- ,-O-CO- ,-S- ,-CO- ,-CH=CH- substitute any one in the second group of acquisition
Kind, or H atom in the alkane with C5~C20 and/or the second group acquisition is substituted by F, Cl the 3rd group in
Any one, the above-mentioned alkane with C5~C20 can be linear paraffin or the alkane with side chain；Interval base
Group Sp selected from connecting key, C1~C8 alkylidene in any one, the or-CH in the alkylidene selected from C1~C82- by-
O-、-S-、-CO-、-CO-O-、-O-CO-、-O-CO-O-、-CH2- O- ,-CH=CH- ,-CF=CF- ,-C ≡ C- ,-CH=CH-
COO- ,-OCO-CH=CH- substitute at least one of the 4th group of acquisition；Light-initiated group L has as shown in Equation 2
Structure：
Polymer-based group P has the structure as shown in formula 3-1~3-3 is any：
Preferably, middle group Z can be xenyl, terphenyl, tetrad phenyl, cycloalkyl, or xenyl, terphenyl
H atom in base, tetrad phenyl, cycloalkyl is by F, Cl, Br, I ,-CN ,-NO2,-C (=O) H, alkane substitute the first of acquisition
Any one in group.
In this way, the light-initiated adsorbent is preferably with following structures as shown in formula 4-1~4-5 is any：
Further, activated monomer RM can be selected from the material with any shown structures of such as formula 5-1~5-3,
It belongs to the material selection of this area routine, no longer repeats one by one herein.
In this way,-OH isopolarity the groups in the head base and light-initiated group of light-initiated adsorbent in the vertical-tropism agent
It can be acted on hydrophilic substrate surface, so that the surface of substrate is anchored on, so as to realize alignment effect to liquid crystal molecule.
Above-mentioned vertical-tropism agent provided by the invention can obtain a kind of auto-orientation liquid crystal by being mutually mixed with liquid crystal molecule
Mixture.
Preferably, in auto-orientation liquid crystal compound, the mass percent of vertical-tropism agent is 0.4%~5.5%；More
Preferably, the mass percent of light-initiated adsorbent is 0.2%~5.0%.
Above-mentioned auto-orientation liquid crystal compound provided by the invention can be used to during making liquid crystal display panel, so that
Obtain the liquid crystal display panel without PI films.
The production method of the liquid crystal display panel comprises the following steps：
In step sl, there is provided a upper substrate, an infrabasal plate and above-mentioned auto-orientation liquid crystal compound.
In step s 2, after being coated with auto-orientation liquid crystal compound on upper substrate and/or infrabasal plate, by upper substrate and lower base
Plate carries out, to box, forming liquid crystal cell.
Specifically, auto-orientation liquid crystal compound can be added drop-wise to surface or the infrabasal plate of upper substrate by ODF methods
Surface, then in upper substrate or the surface applying paste of infrabasal plate, and in peripheral applying conductive glue；Under vacuum conditions, will
Upper substrate and infrabasal plate fit together, and fluid sealant is cured, and curing mode is cured using heat cure or ultraviolet light；This
When, in liquid crystal cell, a part of light-initiated adsorbent relies on the suction-operated of head base, stands perpendicular to substrate surface, reaches control
The vertical orientated effect of liquid crystal molecule processed；Saturation is had reached in the light-initiated adsorbent of substrate surface due to adsorbing, in addition one
The light-initiated adsorbent in part can only be blended in liquid crystal molecule.
In step s3, voltage is applied in the both sides of liquid crystal cell, after the liquid crystal molecule in liquid crystal cell deflects, at the same time
Carry out the irradiation of ultraviolet to liquid crystal cell, light-initiated adsorbent and activated monomer RM aggregation depositions are in upper substrate and infrabasal plate
On surface, auto-orientation layer is formed on the surface towards infrabasal plate of upper substrate, on the surface towards upper substrate of infrabasal plate
Auto-orientation layer under upper formation.
Specifically, voltage strength control is 13V~25V, and the energy hole of a ultraviolet irradiation is 85mW/cm2~
100mW/cm2, irradiation time control is 20s~100s.
The thickness of upper auto-orientation layer and lower auto-orientation layer is
In step s 4, voltage is removed, then secondary ultraviolet light is carried out to liquid crystal cell, forms liquid crystal display panel.
Specifically, the energy hole of secondary ultraviolet irradiation is 85mW/cm2~100mW/cm2, irradiation time, which controls, is
90min~120min；In this way, it is heavy that the light-initiated adsorbent in remaining part and activated monomer RM can be made in liquid crystal cell fully to polymerize
Product film forming.
Hereinafter with reference to specific embodiment come illustrate the present invention above-mentioned vertical-tropism agent and comprising the vertical-tropism agent
Auto-orientation liquid crystal compound beneficial effect.
Embodiment 1
In the present embodiment, vertical-tropism agent includes the light-initiated adsorbent as shown in above formula 4-1；By the vertical-tropism agent
In the auto-orientation liquid crystal compound of formation, the mass percent of light-initiated adsorbent is respectively 0.1%, 0.3%, 1.0%, corresponding
Obtain three kinds of auto-orientation liquid crystal compounds.
The vertical orientated effect of three kinds of auto-orientation liquid crystal compounds is compared, in order to more clearly illustrate this reality
The effect of the vertical-tropism agent of example is applied, with the adsorbent as a comparison of the material as shown in following formula 6, is contrasted example 1：
The vertical orientated Contrast on effect such as institute of table 1 of three kinds of light-initiated adsorbents of the present embodiment and three kinds of contrast adsorbents
Show.
The vertical orientated Contrast on effect of 1 embodiment 1 of table and comparative example 1
As it can be seen from table 1 less used according to the vertical-tropism agent with corresponding light-initiated adsorbent of the present embodiment
In the case of amount, you can reach good result of the dark-state without light leak, and the contrast adsorbent in comparative example 1 need to be at least up to
2.0% dosage could obtain corresponding effect, then will cause to manufacture cost higher.
In order to verify the illumination performance of the vertical-tropism agent in the present embodiment, to light-initiated adsorbent amount in the present embodiment
It is tested for 1.0% vertical-tropism agent, meanwhile, the dosage for adjusting light-initiated adsorbent obtains the 4th kind certainly for 2.0%
Aligned liquid-crystal mixture.
The illumination performance of the third and the 4th kind of auto-orientation liquid crystal compound is compared, for more clear explanation
The effect of the vertical-tropism agent of the present embodiment, with the adsorbent as a comparison of the material as shown in equation 6 above, is contrasted example 2.
The illumination performance contrast of two kinds of light-initiated adsorbents of the present embodiment and two kinds of contrast adsorbents is as shown in table 2.
2 embodiment 1 of table and the illumination performance of comparative example 2 contrast
From table 2 it can be seen that the vertical-tropism agent of corresponding light-initiated adsorbent is had compared with comparative example 2 according to the present embodiment
In contrast adsorbent under square one residual quantity it is less.
Although the present invention has shown and described with reference to specific embodiment, it should be appreciated by those skilled in the art that：
In the case where not departing from the spirit and scope of the present invention limited by claim and its equivalent, can carry out herein form and
Various change in details.
Claims (10)
1. a kind of vertical-tropism agent, it is characterised in that including uniformly mixed activated monomer RM and light-initiated adsorbent；Wherein,
The light-initiated adsorbent has the structure as shown in formula 1-1~formula 1-5 is any：
In the formula 1-1~formula 1-5, head base A is selected from-OH ,-COOH ,-NH2, any one in-NH-；Middle group Z choosings
From the H atom in benzene, biphenyl group, cycloalkane group, or the benzene, biphenyl group, cycloalkane group by F, Cl, Br, I ,-
CN、-NO2,-C (=O) H, alkane substitute any one in the first group of acquisition；Tail base R is selected from C5~C20
- CH in alkane, or the alkane with C5~C202- by phenyl, cycloalkyl ,-CONH- ,-COO- ,-O-CO- ,-S- ,-
The H that CO- ,-CH=CH- are substituted in the second group of acquisition, or the alkane and/or the second group with C5~C20 is former
Son is substituted any one in the 3rd group of acquisition by F, Cl；Spacer group Sp is selected from connecting key, the alkylidene of C1~C8,
Or-the CH in the alkylidene of the C1~C82- by-O- ,-S- ,-CO- ,-CO-O- ,-O-CO- ,-O-CO-O- ,-CH2-O-、-CH
=CH- ,-CF=CF- ,-C ≡ C- ,-CH=CH-COO- ,-OCO-CH=CH- substitute at least one in the 4th group of acquisition
Kind；Light-initiated group L has structure as shown in Equation 2：
Polymer-based group P has the structure as shown in formula 3-1~3-3 is any：
2. vertical-tropism agent according to claim 1, it is characterised in that the middle group Z is selected from xenyl, terphenyl
H atom in base, tetrad phenyl, cycloalkyl, or the xenyl, terphenyl, tetrad phenyl, cycloalkyl by F, Cl, Br,
I、-CN、-NO2,-C (=O) H, alkane substitute any one in the first group of acquisition.
3. vertical-tropism agent according to claim 1, it is characterised in that the light-initiated adsorbent have as formula 4-1~
Structure shown in 4-5 is any：
4. according to any vertical-tropism agents of claim 1-3, it is characterised in that the activated monomer RM has such as formula 5-
Structure shown in 1~5-3 is any：
A kind of 5. auto-orientation liquid crystal compound, it is characterised in that hanging down including liquid crystal molecule and as described in claim 1-4 is any
Straight alignment agent.
6. auto-orientation liquid crystal compound according to claim 5, it is characterised in that in the auto-orientation liquid crystal compound
In, the mass percent of the vertical-tropism agent is 0.4%~5.5%.
7. auto-orientation liquid crystal compound according to claim 6, it is characterised in that in the auto-orientation liquid crystal compound
In, the mass percent of the light-initiated adsorbent is 0.2%~5.0%.
8. a kind of production method of liquid crystal display panel, it is characterised in that comprise the following steps：
S1, provide a upper substrate, an infrabasal plate and the auto-orientation liquid crystal compound as described in claim 5-7 is any；
S2, after being coated with the auto-orientation liquid crystal compound on the upper substrate and/or the infrabasal plate, by the upper substrate and
The infrabasal plate carries out, to box, forming liquid crystal cell；
S3, the liquid crystal cell both sides apply voltage, after the liquid crystal molecule in the liquid crystal cell deflects, while to institute
State liquid crystal cell and carry out a ultraviolet irradiation, the light-initiated adsorbent and activated monomer RM aggregation depositions base on described
On the surface of plate and the infrabasal plate, auto-orientation layer is formed on the surface of the direction infrabasal plate of the upper substrate,
Lower auto-orientation layer is formed on the surface of the direction upper substrate of the infrabasal plate；
S4, remove voltage, then carries out secondary ultraviolet light to the liquid crystal cell, forms liquid crystal display panel.
9. production method according to claim 8, it is characterised in that in the step S3, voltage strength for 13V~
25V, the energy of a ultraviolet irradiation is 85mW/cm2~100mW/cm2, irradiation time is 20s~100s；
In the step S4, the energy of secondary ultraviolet irradiation is 85mW/cm2~100mW/cm2, irradiation time for 90min~
120min。
10. production method according to claim 8 or claim 9, it is characterised in that in the step S3, the upper auto-orientation
Layer and the thickness of the lower auto-orientation layer are
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| CN110872520A (en) * | 2018-08-31 | 2020-03-10 | 石家庄诚志永华显示材料有限公司 | Liquid crystal display device having a plurality of pixel electrodes |
| WO2020199269A1 (en) * | 2019-04-01 | 2020-10-08 | 深圳市华星光电技术有限公司 | Method of improving adhesion of photoresist |
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| CN106281363A (en) * | 2016-07-18 | 2017-01-04 | 深圳市华星光电技术有限公司 | Auto-orientation Liquid crystal medium composition, display panels and preparation method thereof |
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