CN106398723A - Liquid crystal alignment compound, liquid crystal panel and method for manufacturing liquid crystal panel - Google Patents

Liquid crystal alignment compound, liquid crystal panel and method for manufacturing liquid crystal panel Download PDF

Info

Publication number
CN106398723A
CN106398723A CN201610790435.XA CN201610790435A CN106398723A CN 106398723 A CN106398723 A CN 106398723A CN 201610790435 A CN201610790435 A CN 201610790435A CN 106398723 A CN106398723 A CN 106398723A
Authority
CN
China
Prior art keywords
functional group
liquid crystal
substrate
lcd alignment
alignment compound
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
CN201610790435.XA
Other languages
Chinese (zh)
Inventor
赵韦善
郑德胜
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
AU Optronics Corp
Original Assignee
AU Optronics Corp
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by AU Optronics Corp filed Critical AU Optronics Corp
Publication of CN106398723A publication Critical patent/CN106398723A/en
Pending legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K19/00Liquid crystal materials
    • C09K19/52Liquid crystal materials characterised by components which are not liquid crystals, e.g. additives with special physical aspect: solvents, solid particles
    • C09K19/54Additives having no specific mesophase characterised by their chemical composition
    • C09K19/56Aligning agents
    • GPHYSICS
    • G02OPTICS
    • G02FOPTICAL 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
    • G02F1/00Devices 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
    • G02F1/01Devices 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 
    • G02F1/13Devices 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
    • G02F1/133Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333Constructional arrangements; Manufacturing methods
    • G02F1/1337Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers

Abstract

A liquid crystal alignment compound, a liquid crystal panel and a method for manufacturing the liquid crystal panel are provided, wherein the liquid crystal alignment compound comprises a carbon chain structure, an adsorption functional group and a first crosslinking functional group. The adsorption functional group is bonded with the carbon chain structure, wherein the adsorption functional group is a polysiloxane group. The first crosslinking functional group is bonded with the adsorption functional group, wherein the first crosslinking functional group comprises a thermosetting functional group or a light-curing functional group.

Description

LCD alignment compound, liquid crystal panel and the method manufacturing liquid crystal panel
Technical field
The present invention is with regard to a kind of LCD alignment compound, liquid crystal panel and the method manufacturing liquid crystal panel.
Background technology
Liquid crystal display has become as the main flow of display industry development.Liquid crystal panel is main as liquid crystal display Assembly, is that liquid crystal molecule order is limited between two opposing substrate, polarizer of arranging in pairs or groups, and controls liquid by applied voltage Brilliant molecule rotates, and controls the penetration level of light.
Liquid crystal panel is set up alignment film, arranges liquid crystal molecule with order.Alignment film can be by being coated with polyimides (Polyimide;PI) material, and toasted with friction and complete, but the setting of polyimide alignment film is likely to result in material The increase of material cost is, bring the problem of extra pollution sources and uneven thickness.
Content of the invention
It is an object of the invention to provide a kind of LCD alignment compound, liquid crystal panel and the side manufacturing liquid crystal panel Method.
For achieving the above object, the present invention provides a kind of LCD alignment compound, and this LCD alignment compound comprises carbochain Structure, absorption functional group and the first crosslinked functional group.Absorption functional group is only bonded with carbon-chain structure, wherein absorption functional group bag Containing at least one silicon atom, at least one nitrogen-atoms, at least one oxygen atom or at least one carbon atom.First crosslinked functional group is tied with carbochain Structure is bonded, and the wherein first crosslinked functional group comprises heat curing-type functional group or light curable type functional group.
Further, absorption functional group is selected from the group that siloxy, alcohol radical, acidic group and amino are formed.
Further, heat curing-type functional group official comprises an epoxy radicals, and wherein this epoxy radicals is selected from
AndThe group being formed.
Further, adsorb the poly- silica group of functional group one, wherein this poly- silica group has multiple silicon atoms, and this is poly- Silica group is ring-type or column structure.
For achieving the above object, the present invention also provides a kind of LCD alignment compound, and this LCD alignment compound comprises carbon Chain structure, absorption functional group and the first crosslinked functional group.Absorption functional group and carbon-chain structure are bonded, and wherein absorption functional group is Poly- siloxy.First crosslinked functional group and absorption functional group's bond, the wherein first crosslinked functional group comprise heat curing-type functional group or Light curable type functional group.
Further, absorption functional group is selected fromAndThe group being formed.
Further, the first crosslinked functional group comprises an epoxy radicals.Further, the first crosslinked functional group comprises a polymerization Property double bond, wherein this light curable type functional group is selected from AndThe group being formed.
Further, described LCD alignment compound also comprises the second crosslinked functional group, this second crosslinked functional group with First crosslinked functional group's bond, the wherein second crosslinked functional group comprises heat curing-type functional group or light curable type functional group.
Further, carbon-chain structure comprises a five-membered ring or a hexatomic ring.
Further, carbon-chain structure is selected from AndThe group being formed.
Further, LCD alignment compound is applied on a display floater, and two substrate inner surfaces of display floater not There is alignment film.
For achieving the above object, the present invention provides a kind of liquid crystal panel, this liquid crystal panel comprise first substrate, relative the Two substrates, liquid crystal layer and multiple aforesaid LCD alignment compound.Liquid crystal layer is arranged between first substrate and second substrate, Wherein liquid crystal layer comprises multiple liquid crystal molecules.Multiple LCD alignment compounds are arranged between first substrate and second substrate, many Corresponding multiple first crosslinked functional groups are all crosslinked mutually for individual LCD alignment compound phase, and multiple LCD alignment compound make many Individual liquid crystal molecule has the interior table of tilt angle, wherein this first substrate and this second substrate between first substrate and second substrate Alignment film is not existed on face.
Further, at least partly the absorption functional group of multiple LCD alignment compounds is adsorbed in first substrate.
For achieving the above object, present invention also offers a kind of manufacture liquid crystal panel method, this manufacture liquid crystal panel Method comprises multiple aforesaid LCD alignment compounds and multiple liquid crystal molecule mixing resulting mixtures;Inject the mixture into first Between substrate and relative second substrate, and there is not alignment film on the inner surface of first substrate and second substrate;And make many Individual liquid crystal molecule has a tilt angle, and make the multiple first crosslinked functional groups of multiple LCD alignment compounds first substrate with The inner surface of second substrate produces crosslinking, allows at least partly multiple liquid crystal molecules restrain because of multiple LCD alignment compounds whereby In tilt angle.
Further, the multiple first crosslinked functional groups making multiple LCD alignment compounds are in first substrate and second substrate Inner surface to produce crosslinked step be to be carried out by illumination methods, mode of heating or combinations of the above.
Further, the step that multiple liquid crystal molecules have tilt angle is made to comprise:Multiple liquid crystal molecules apply outside Voltage.
Further, the method manufacturing liquid crystal panel also comprises:Make multiple absorption senses of multiple LCD alignment compounds Base is adsorbed on first substrate and the inner surface of second substrate.
Further, the multiple absorption functional groups making multiple LCD alignment compounds are adsorbed in first substrate and second substrate Inner surface on step be to be carried out by illumination methods, mode of heating or combinations of the above.
The invention has the beneficial effects as follows:The LCD alignment compound of the present invention have to liquid crystal alignment and with another The ability of LCD alignment compound crosslink.Design LCD alignment compound, as both alignment layers, can maintain that to allow liquid crystal molecule to have vertical Outside straight orientation ability, polyimides (Polyimide can also be omitted;PI) the configuration of both alignment layers, and then prevent polyimides The increase of the problem that both alignment layers are likely to result in, such as material cost, bring extra pollution sources and uneven thickness.Additionally, can For substrate, there is certain absorption affinity to design LCD alignment compound, or LCD alignment compound can be made in crosslinking Front first absorb certain energy and tend to rely on the inner surface of substrate, and avoid excessive LCD alignment compound to residue in liquid crystal In the liquid crystal layer of panel.
Brief description
Figure 1A to Fig. 1 E is that the section in multiple stages in manufacture method for the liquid crystal panel of one embodiment of the present invention shows It is intended to.
Wherein, reference:
100:Mixture
110:LCD alignment compound
112:Crosslinked bond
120:Liquid crystal molecule
200:First substrate
202:Inner surface
300:Second substrate
302:Inner surface
400:Liquid crystal panel
X:Carbon-chain structure
A:Functional group
LC:Liquid crystal layer
T:Tilt angle
V:Voltage
N0:Long axis direction
E1:External energy
E2:External energy
Specific embodiment
Below by the details with multiple embodiments of the open present invention of accompanying drawing, as clearly stated, in many practices Will be explained in the following description.It should be appreciated, however, that the details in these practices is not applied to limit the present invention.Also It is to say, in some embodiments of the present invention, the details in these practices is non-essential.Additionally, for the sake of simplifying accompanying drawing, one A bit usual structure and assembly in the accompanying drawings by the way of simple signal for it.
Figure 1A to Fig. 1 E cuing open in multiple stages of manufacture method that be liquid crystal panel according to one of present invention embodiment Face schematic diagram.The multiple stages manufacturing liquid crystal panel (or referred to as display floater) described further below.First, by mixture 100 Between injection first substrate 200 and relative second substrate 300.Here, mixture 100 can pass through mixed liquid crystal orientation chemical combination Thing 110 is formed with multiple liquid crystal molecules 120.Wherein, mixture 100 can be described as liquid crystal compound or liquid crystal layer.
Liquid crystal molecule 120 can be various suitable liquid crystal molecule, for example: Wherein liquid crystal molecule 120 has one Major axis bearing of trend N0.
LCD alignment compound 110 can have carbon-chain structure X, functional group A and first crosslinked functional group's (not illustrating), Wherein carbon-chain structure X can affect the sensing of liquid crystal molecule 120, and the first crosslinked functional group can be under proper condition with another first Crosslinked functional group's crosslinking (cross-link).LCD alignment compound 110 is a chemical molecular, and its molecular formula will be implemented below Example elaborates.
Here, the functional group A of LCD alignment compound 110 can be to the inner surface 202 of first substrate 200 in mixture 100 Or the inner surface 302 of second substrate 300 provides absorption affinity so that LCD alignment compound 110 can adsorb in first substrate 200 Inner surface 202 and second substrate 300 inner surface 302, then functional group A can be described as adsorbing functional group A.However, in part feelings Under condition, still there are the unadsorbed inner surface 202 in first substrate 200 of LCD alignment compound 110 and the second substrate 300 of part Inner surface 302, the orientation power suffered by liquid crystal molecule 120 that is likely to result in is not enough or makes because LCD alignment compound 110 remains The ghost (image sticking) becoming.
In multiple embodiments of the present invention, with reference to Figure 1B, alternative pass through external energy E1, such as illumination methods, Mode of heating or combinations of the above make LCD alignment compound 110 energy absorption.Consequently, it is possible to most LCD alignment chemical combination On the inner surface 302 with second substrate 300 for the adsorbable inner surface 202 in first substrate 200 of functional group A of thing 110, whereby, The LCD alignment compound 110 positioned at first substrate 200 and the central authorities of second substrate 300 can be reduced, right the present embodiment is not As limit.
In other parts embodiment, the absorption affinity of functional group A itself may be sufficiently high, and can make most liquid Brilliant orientation compound 110 is adsorbed in the inner surface 202 of first substrate 200 and the inner surface 302 of second substrate 300.At this point it is possible to Omit this step by external energy increase absorption affinity.
Come again, reference picture 1C, apply external voltage V on liquid crystal molecule 120 so that the interior table of neighbouring first substrate 200 Face 202 has a tilt angle T (pre-tilt angle) with the liquid crystal molecule 120 of the inner surface 302 of second substrate 300, or claims Inclination angle.For example, in the present embodiment, external voltage V puts on the first conduction on the inner surface 202 of first substrate 200 The second conductive layer (mark) on layer (or referred to as pixel electrode, do not mark) and second substrate 300 inner surface 302, so that The liquid crystal molecule 120 of the first conductive layer in adjacent inner surface 202 and the second conductive layer on inner surface 302 can have pre-dumping Angle.
Here, alleged " liquid crystal molecule has a tilt angle " refers to the long axis direction N of liquid crystal molecule0And it is non-fully vertical Or parallel to the inner surface 202 of first substrate 200 and the inner surface 302 of second substrate 300, the major axis extension side of this liquid crystal molecule To N0It is referred to as tilt angle T with the angle of the inner surface of substrate, the scope of wherein tilt angle T is more than 0 degree and to be less than 90 degree.Change Yan Zhi, can allow liquid crystal molecule 120 when being not powered on pressure, and liquid crystal molecule 120 is still in the inner surface 202 and the of first substrate 200 It is tilt angle T that the inner surface 302 of two substrates 300 has angle.Relatively, " liquid crystal molecule does not have tilt angle " refers to that liquid crystal divides The major axis bearing of trend of son is completely perpendicular or parallel to the inner surface 202 of first substrate 200 and the inner surface of second substrate 300 302.In other words, liquid crystal molecule 120 can be allowed when being not powered on pressure, liquid crystal molecule 120 is still perpendicular or parallel to first substrate 200 Inner surface 202 and second substrate 300 inner surface 302.
Here, discussing applied voltage for the liquid crystal molecule 120 positioned at mixture 100 central authorities and adjacent inner surface respectively 202 impacts being constituted with the liquid crystal molecule 120 of inner surface 302.Liquid crystal molecule 120 positioned at mixture 100 central authorities is not due to Limited by substrate boundaries condition, therefore suffer from electric field impact and there is larger rotation amplitude.In comparison, neighbouring interior table The liquid crystal molecule 120 of face 202 and inner surface 302 limited by substrate boundaries condition and LCD alignment compound 110 although Affected by electric field but only be there is less rotation amplitude.In other words, the liquid crystal molecule 120 near substrate surface is subject to electric field The electric field that is subject to second substrate central liquid crystal molecule 120 less than first substrate of impact.
Although being attached at inner surface 202 and inner surface 302 in this LCD alignment compound 110, substantially still not yet produce Raw crosslinking (cross-link), solidification or polymerization.Therefore, now LCD alignment compound 110 remains to by liquid crystal molecule 120 Drive.
Then, reference picture 1D, by external energy E2, such as illumination methods, mode of heating or combinations of the above make liquid crystal Orientation compound 110 energy absorption, makes first crosslinked functional group's (not illustrating) of any two LCD alignment compounds 110 first The inner surface 202 of substrate 200 and the inner surface 302 of second substrate 300 form at least one crosslinking bond 112.Consequently, it is possible to i.e. Make to remove additional voltage, still allow at least part of liquid crystal molecule 120 be bound to above-mentioned tilt angle because of crosslinked bond 112 T.Here, LCD alignment compound 110 can have single or multiple first crosslinked functional group's (not illustrating) can join with another liquid crystal Produce crosslinked bond 112 to first crosslinked functional group's (not illustrating) of compound 110.Here, crosslinked bond 112 is only shown with dashed box Meaning property ground represents the mutual crosslinked and fixing state of multiple LCD alignment compounds 110 it should be appreciated that crosslinked bond 112 can regard By the polymeric web being made up of single or multiple first crosslinked functional group's (not illustrating) of each LCD alignment compound 110 Network.
In multiple embodiments of the present invention, make LCD alignment compound 110 in first substrate under applied voltage V 200 inner surfaces 202 form tilt angle with the inner surface 302 of second substrate 300, and be cross-linked with each other by LCD alignment compound and The turned position limiting liquid crystal molecule 120 is so that the tilt angle of liquid crystal molecule is fixed.
Whereby, with reference to Fig. 1 E, liquid crystal panel 400 can be obtained, liquid crystal panel 400 comprise first substrate 200, relative the Two substrates 300, liquid crystal layer LC and aforesaid LCD alignment compound 110.Liquid crystal layer LC is arranged on first substrate 200 and second Between substrate 300, wherein liquid crystal layer LC comprises multiple liquid crystal molecules 120.LCD alignment compound 110 be arranged on liquid crystal layer LC with Between first substrate 200 and liquid crystal layer LC and second substrate 300 between, the first corresponding crosslinking of LCD alignment compound 110 Functional group is all crosslinked mutually, and LCD alignment compound 110 make liquid crystal molecule 120 first substrate 200 and second substrate 300 it Between there is tilt angle T.
Accordingly, in multiple embodiments of the present invention, LCD alignment compound 110 have to liquid crystal molecule 120 orientation with And the ability with the crosslinking of another LCD alignment compound 110.Design the effect that LCD alignment compound 110 has similar both alignment layers Really, liquid crystal molecule 120 can be maintained to have tilt angle, polyimides (Polyimide can also be omitted;PI) the joining of both alignment layers Put, and then prevent multiple problems that polyimide alignment layer is likely to result in, the increase of such as material cost, bring extra pollution Source and uneven thickness.Furthermore, it is possible to the functional group A of design LCD alignment compound 110 has absorption affinity for substrate, or LCD alignment compound 110 can be made first to absorb certain energy before crosslinking and tend to rely on the inner surface of substrate, and keep away Exempt from too many LCD alignment compound 110 to remain.
The following present the first embodiment of LCD alignment compound 110.LCD alignment compound 110 can comprise carbon The crosslinked functional group Y of chain structure X, functional group A and first.In the present embodiment, functional group A is only bonded with carbon-chain structure X, that is, Not crosslinked with the first functional group Y bond of functional group A, the first crosslinked functional group Y and carbon-chain structure X is bonded, i.e. the first crosslinked sense Base Y is not bonded with functional group A.In other words, carbon-chain structure X functional group Y bond crosslinked with functional group A and first respectively, i.e. official Can base A be bonded via the crosslinked functional group Y of carbon-chain structure X and first.Specifically, the molecular structure of LCD alignment compound 110 Can configure as follows:
Functional group A comprises at least one silicon atom, at least one nitrogen-atoms, at least one oxygen atom or at least one carbon atom.Sense Base A can be the group being formed selected from siloxy, alcohol radical, acidic group and amino.For example, functional group A be selected from by Si(OH)3、Si(Cl)3、Si(OCH3)3、Si(OC2H5)3、CO2H、NH2And the group that NH is formed.In some embodiments In, functional group A is poly- silica group, and wherein poly- silica group has multiple silicon atoms, and poly- silica group is ring-type or column Structure.For example, poly- silica group be selected from byAndThe group being formed.As Front described, functional group A can provide absorption affinity so that LCD alignment compound 110 can adsorb to the surface of substrate 200/300 The surface of substrate, then functional group A be referred to alternatively as adsorb functional group A.
First crosslinked functional group Y comprises heat curing-type functional group or light curable type functional group.In some embodiments, heat curing-type Functional group official comprises epoxy radicals, and its epoxy group is selected from AndInstitute The group of composition.In some embodiments, light curable type functional group comprises polymerism double bond, and light curable type functional group be selected fromAndThe group being formed.
In some embodiments, carbon-chain structure X comprises a five-membered ring or a hexatomic ring.For example, carbon-chain structure X choosing Freely AndThe group being formed.
In some embodiments of the present invention, when functional group A is siloxy group, LCD alignment compound can be designed 110 is as follows:
Here, the crosslinked functional group Y of functional group A and first can be bonded on the same carbon atom of carbon-chain structure X respectively, example As:SO-I.Or, functional group A functional group Y crosslinked from first can be bonded on the different carbon atoms of carbon-chain structure X respectively, example As:SO-II, SO-III, SO-V and SO-VI.Further, since the crosslinked functional group Y of SO-III first is to link with carbon-chain structure X, Therefore functional group A has the siloxy and substrate adsorption more than SO-IV, and its adsorption capacity is preferable.
On the other hand, in some embodiments of the present invention, when functional group A is amido, LCD alignment can be designed Compound 110 is as follows:
Here, the crosslinked functional group Y of functional group A and first can be bonded on the same carbon atom of carbon-chain structure X respectively, example As:NP-I.Or, functional group A functional group Y crosslinked from first can be bonded on the different carbon atoms of carbon-chain structure X respectively, example As:NP-II, NP-III, NP-IV, NP-V and NP-VI.
In some embodiments, LCD alignment compound 110 can also comprise the second crosslinked functional group Z, the second crosslinked official Heat curing-type functional group or light curable type functional group, wherein second crosslinked functional group Z and first crosslinking functional group's Y species can be comprised by base Z Can be identical or different, compared to a crosslinked functional group is only had on single molecule, single molecule has multiple crosslinking officials The tilt angle of LCD alignment compound 110 can be allowed more stable by base.In some embodiments, the second crosslinked functional group Z with First crosslinked functional group Y bond, and make the second crosslinked functional group Z directly not be bonded carbon-chain structure X, but be not limited thereto.Tool For body, its structure is as follows:
In some embodiments, the first crosslinked functional group Y comprises light curable type functional group, and the second crosslinked functional group Z comprises Heat curing-type functional group.For example, LCD alignment compound 110 can be:
And
In other parts embodiment, the first crosslinked functional group Y comprises heat curing-type functional group, the second crosslinked functional group Z Comprise light curable type functional group.
It will be understood that the second crosslinked functional group Z and carbon-chain structure X or functional group A bond can be designed on practical application, no The scope of the present invention should be limited with the disclosed herein second crosslinked functional group Z and first crosslinking functional group Y bond.
Disclosed above functional group A functional group Y crosslinked with first not to be bonded mutually, but connect two by carbon-chain structure X Person and maintain the LCD alignment compound 110 of structure.The scope of the present invention should not be limited with this in practical application.
The second embodiment of LCD alignment compound 110 introduced below.Specifically, LCD alignment compound 110 wraps X containing carbon-chain structure, functional group A and the first crosslinked functional group Y.Functional group A and carbon-chain structure X are bonded, that is, carbon-chain structure X not with First crosslinked functional group Y bond, the first crosslinked functional group Y and functional group A is bonded, and that is, the first crosslinked functional group Y is not tied with carbochain Structure X is bonded.In other words, functional group A functional group Y bond crosslinked with carbon-chain structure X and first respectively, i.e. the first crosslinked functional group Y is bonded via functional group A and carbon-chain structure X.Specifically, the structure of LCD alignment compound 110 can configure as follows:
Here, functional group A be poly- siloxy, functional group A be selected from byAndInstitute The group of composition.As it was previously stated, functional group A can provide absorption affinity so that LCD alignment compound to the surface of substrate 200/300 110 can adsorb the surface in substrate, then functional group A is referred to alternatively as adsorbing functional group A.
As it was previously stated, the first crosslinked functional group Y comprises heat curing-type functional group or light curable type functional group.In some embodiments In, the first crosslinked functional group Y comprises epoxy radicals.Or, in some embodiments, the first crosslinked functional group Y comprises polymerism Double bond, wherein light curable type functional group are selected from AndThe group being formed.
In some embodiments, carbon-chain structure X comprises a five-membered ring or a hexatomic ring.In some embodiments, carbon Chain structure X is selected from AndThe group being formed.
For example, LCD alignment compound 110 can be designed as follows:
The crosslinked functional group Y of carbon-chain structure X and first can be bonded on the not homoatomic of functional group A respectively.For example, exist This, carbon-chain structure X tends to be bonded with silicon atom, and the first crosslinked functional group Y tends to be bonded with oxygen atom.
In some embodiments, LCD alignment compound 110 also comprises the second crosslinked functional group Z, the second crosslinked sense Base Z comprises heat curing-type functional group or light curable type functional group, preferably second crosslinked functional group Z and first crosslinking functional group's Y species Difference, so as to allowing LCD alignment compound 110 simultaneously with the presence of photosensitive and sensible heat functional group, and then makes tilt angle more stable, but It is not limited thereto.In some embodiments, the second crosslinked functional group Z and first crosslinking functional group Y bond, and not direct key Knot functional group A.For example, the structure of LCD alignment compound 110 is as follows:
In one embodiment, the first crosslinked functional group comprises heat curing-type functional group, and it is solid that the second crosslinked functional group comprises light Type functional group.In another embodiment, the first crosslinked functional group comprises light curable type functional group, and the second crosslinked functional group comprises heat Curable type functional group.
In practical application, the scope of the present invention should not be limited with this, the second crosslinked functional group Z and first crosslinking functional group Y All can be bonded with functional group A, and the second crosslinked functional group Z can be identical or different with first crosslinked functional group's Y species.Or Person, the second crosslinked functional group Z, the first crosslinked functional group Y, carbon-chain structure X and functional group A can be combined in other kind of mode.
Accordingly, the carbon-chain structure X of LCD alignment compound 110 provides the ability of orientation, and being made by applied voltage can liquid Brilliant molecule 120 produces tilt angle, and the first crosslinked functional group Y of LCD alignment compound 110 provides the ability of crosslinking and makes liquid Brilliant molecule 120 is bound to tilt angle.The adsorption capacity of the functional group A of LCD alignment compound 110 can affect to residue in liquid crystal surface The amount of the LCD alignment compound 110 in the liquid crystal layer of plate.
For the feasible method of multiple embodiments of the complete explanation present invention, plurality of liquid crystals orientation compound introduced below 110 synthetic method.It will be understood that the method cited by here or material do not limit the scope of the invention, this technical field Those of ordinary skill can suitably change solvent therein, catalyst or material etc..
Taking the first compound SO-I enumerating as a example.
First, drying receptacle sequentially adds compound 1 and dichloromethane and methanol mixed solvent (MeOH- CH2Cl2).After stirring and dissolving compound 1, then acid is added the carrying out of catalytic reaction at room temperature, above-mentioned acid can be for example right Toluenesulfonic acid (p-toluenesulfonic acid;p-TSA).After room temperature reaction, add in saturated aqueous solution of sodium bicarbonate Only react, through extraction, concentrate, chromatograph and filter, purify it is possible to obtain compound 2.
In another drying receptacle, sequentially add the mixed solvent (MeOH- of compound 2, alkali and toluene and methyl alcohol Toluene), above-mentioned alkali can be for example potassium hydroxide, NaOH, calcium carbonate, sodium carbonate and potassium carbonate etc..Stirring and dissolving After compound 2 and alkali, add compound 3.Then, allow reactant mixing reaction a period of time at moderate temperatures, for example, take the photograph After the lower reaction of 70 degree of family name 8 hours, rise again, add ammonium chloride saturated aqueous solution and carry out stopped reaction.Be then passed through extraction, concentrate, The step such as chromatography filtration and purifying is it is possible to obtain compound 4.
In another embodiment of the present invention, introduce the synthesis of LCD alignment compound 110 taking compound N P-I as a example Method.
First, drying receptacle sequentially adds compound 5 and dichloromethane and methanol mixed solvent.Stirring and dissolving After compound 5, add alkali, such as potassium hydroxide, NaOH, calcium carbonate, sodium carbonate and potassium carbonate etc..Then, allow reactant After mixing reacts certain time (such as 18 hours) at room temperature, add ammonium chloride saturated aqueous solution stopped reaction, through extracting, Concentrate, chromatograph and the step such as filter, purify, you can to obtain compound 6.
In another drying receptacle, sequentially add the mixed solvent (MeOH- of compound 6, alkali and toluene and methyl alcohol Toluene), above-mentioned alkali can be for example potassium hydroxide, NaOH, calcium carbonate, sodium carbonate and potassium carbonate etc..Stirring and dissolving After compound 6 and alkali, add compound 3.Then, allow reactant mixing reaction a period of time at moderate temperatures, for example, take the photograph After the lower reaction of 70 degree of family name 15 hours, rise again, add ammonium chloride saturated aqueous solution stopped reaction, through extracting, concentrating, chromatographed The steps such as filter, purifying are it is possible to obtain compound 7.
Come again, include in the two-neck bottle of reflux on magnetite frame at one, add under stable environment (such as nitrogen) Enter compound 7, stannous chloride and ethanol.Reactant is allowed to be blended in reaction certain time (such as 18 hours) in the state of backflow Afterwards, rise again, add calcium bicarbonate aqueous solution stopped reaction, through extraction, concentrate, chromatograph and the step such as filter, purify, can obtain Final compound 8, i.e. aforesaid compound N P-I.
In a further embodiment of the present invention, introduce the synthesis of LCD alignment compound 110 taking compound PS-I as a example Method.
Add compound 9 and dichloromethane in drying receptacle, after stirring and dissolving compound 9, more successively add alkali with Methylene chloride (CH2Cl2), above-mentioned alkali can be such as potassium hydroxide, NaOH, calcium carbonate, sodium carbonate and potassium carbonate Deng.Then, after equably stirring above-claimed cpd at room temperature, add trim,ethylchlorosilane at room temperature (Trimethylsilyl chloride;TMSCL), reactant mixing is allowed to react certain time (such as 12 hours) at room temperature Afterwards, add aqueous hydrochloric acid solution's stopped reaction, through extraction, concentrate, chromatograph and the step such as filter, purify it is possible to obtain chemical combination Thing 10.
Come again, include in the two-neck bottle of reflux on magnetite frame at one, after being first vacuum dried, in stable environment Under (such as nitrogen), add compound 10, the compound 11 of Long carbon chain, palladium metal catalyst, sodium acid carbonate and add solvent Toluene, first allows after this mixture uniform stirring, adds catalyst, such as triisobutyl phosphorus compound (P (t-Bu)3).Allow anti- After answering thing to react certain time (such as 8 hours) in the state of being blended in backflow, rise again, add aqueous ammonium chloride solution to stop anti- Should, through extraction, concentrate, chromatograph and the step such as filter, purify, compound 12 can be obtained.
Come again, in another drying receptacle, add compound 12, dichloromethane and methanol mixed solvent, stirring and dissolving After compound 12, then acid is added the carrying out of catalytic reaction at room temperature, above-mentioned acid can be for example p-methyl benzenesulfonic acid (p- toluenesulfonic acid;p-TSA).After room temperature reaction, add saturated aqueous solution of sodium bicarbonate stopped reaction, Jing Guocui Take, concentrate, chromatograph filtration, purify, compound 13 can be obtained.
In another drying receptacle, add compound 13, alkali and toluene and methanol mixed solvent, above-mentioned alkali for example may be used For potassium hydroxide, NaOH, calcium carbonate, sodium carbonate and potassium carbonate etc..After stirring and dissolving compound 2 and alkali, adding Compound 3.Then, allow reactant mixing reaction a period of time at moderate temperatures, such as, after reacting 12 hours under 70 degree Celsius, return Temperature, adds ammonium chloride saturated aqueous solution stopped reaction, through extraction, concentrates, chromatographs and filter, purify, can obtain final chemical combination Thing 14, i.e. aforesaid compound PS-I.
Accordingly, in multiple embodiments of the present invention, design LCD alignment compound 110 has carbon-chain structure, absorption official Energy base and crosslinked functional group, it is suitably pre- that LCD alignment compound 110 can maintain liquid crystal molecule 120 to have as both alignment layers Inclination angle, and have functions that to omit cost and avoid LCD alignment compound 110 to remain.Furthermore, it is possible to omit sub- using polyamides Amine (Polyimide;PI) reduce cost.Because LCD alignment compound replaces polyimides (Polyimide;PI) enter One step can reach the liquid crystal panel of narrow frame even Rimless.
Open certain, the present invention also can have other various embodiments, in the situation spiritual and its substantive without departing substantially from the present invention Under, those of ordinary skill in the art can make various corresponding changes according to the present invention and deform, but these change accordingly The protection domain of the claims in the present invention all should be belonged to deformation.

Claims (18)

1. a kind of LCD alignment compound is it is characterised in that this LCD alignment compound comprises:
One carbon-chain structure;
One absorption functional group, this absorption functional group is only bonded with this carbon-chain structure, wherein absorption functional group to comprise at least one silicon former Son, at least one nitrogen-atoms, at least one oxygen atom or at least one carbon atom;And
One first crosslinked functional group, this first crosslinked functional group is bonded with this carbon-chain structure, wherein this first crosslinked functional group's bag Containing a heat curing-type functional group or a smooth curable type functional group.
2. LCD alignment compound according to claim 1 it is characterised in that this absorption functional group be selected from siloxy, The group that alcohol radical, acidic group and amino are formed.
3. LCD alignment compound according to claim 1 is it is characterised in that this heat curing-type functional group comprises an epoxy Base, wherein this epoxy radicals are selected from
AndThe group being formed.
4. LCD alignment compound according to claim 1 is it is characterised in that this absorption functional group is a poly- siloxy Group, wherein this poly- silica group has multiple silicon atoms, and this poly- silica group is ring-type or column structure.
5. a kind of LCD alignment compound is it is characterised in that this LCD alignment compound comprises:
One carbon-chain structure;
One absorption functional group, this absorption functional group is bonded with this carbon-chain structure, and wherein this absorption functional group is a poly- siloxy;With And
One first crosslinked functional group, this first crosslinked functional group is bonded with this absorption functional group, wherein this first crosslinked functional group Comprise a heat curing-type functional group or a smooth curable type functional group.
6. LCD alignment compound according to claim 5 is it is characterised in that this absorption functional group is selected fromAndThe group being formed.
7. LCD alignment compound according to claim 5 is it is characterised in that this first crosslinked functional group comprises an epoxy Base.
8. according to claim 1 or 5 LCD alignment compound it is characterised in that this first crosslinked functional group comprises one Polymerism double bond, wherein this light curable type functional group is selected from AndThe group being formed.
9. according to claim 1 or 5 LCD alignment compound it is characterised in that also comprising one second crosslinked functional group, This second crosslinked functional group comprises a heat curing-type functional group with this first crosslinked functional group's bond, wherein this second crosslinked functional group Or a smooth curable type functional group.
10. according to claim 1 or 5 LCD alignment compound it is characterised in that this carbon-chain structure comprises a five-membered ring Or a hexatomic ring.
11. according to claim 1 or 5 LCD alignment compound it is characterised in that this carbon-chain structure is selected from AndThe group being formed.
12. according to claim 1 or 5 LCD alignment compound it is characterised in that this LCD alignment compound is applied to There is not alignment film on one display floater, and two substrate inner surfaces of this display floater.
A kind of 13. liquid crystal panels are it is characterised in that this liquid crystal panel comprises:
One first substrate and a relative second substrate;
One liquid crystal layer, this liquid crystal layer is arranged between this first substrate and this second substrate, and wherein this liquid crystal layer comprises multiple liquid Brilliant molecule;And
LCD alignment compound described in multiple claims 1 or 5, the plurality of LCD alignment compound is arranged at this first substrate And this second substrate between, wherein the plurality of LCD alignment compound phase corresponding the plurality of first crosslinked functional group all mutually intersect Connection, and the plurality of LCD alignment compound to make the plurality of liquid crystal molecule have one between this first substrate and this second substrate pre- There is not alignment film on inclination angle, wherein this first substrate and the inner surface of this second substrate.
14. liquid crystal panels according to claim 13 are it is characterised in that at least part of the plurality of LCD alignment compound Those absorption functional group is adsorbed in this first substrate.
A kind of 15. methods manufacturing liquid crystal panel are it is characterised in that comprise the steps of:
LCD alignment compound described in multiple claims 1 or 5 and multiple liquid crystal molecules are mixed into a mixture;
This mixture is injected between the first substrate second substrate relative with, and this first substrate and this second substrate Alignment film is not existed on inner surface;And
Make the plurality of liquid crystal molecule have a tilt angle, and make the plurality of first crosslinked sense of the plurality of LCD alignment compound Base produces crosslinking in the inner surface of this first substrate and this second substrate, allows at least partly the plurality of liquid crystal molecule many because of this whereby Individual LCD alignment compound and be bound to this tilt angle.
16. methods manufacturing liquid crystal panel according to claim 15 are it is characterised in that make the plurality of LCD alignment chemical combination The plurality of first crosslinked functional group of thing is to pass through in the crosslinked step of the inner surface generation of this first substrate and this second substrate One illumination methods, a mode of heating or combinations of the above are carried out.
17. methods manufacturing liquid crystal panel according to claim 15 are it is characterised in that make the plurality of liquid crystal molecule have The step of this tilt angle comprises:
One external voltage is applied on the plurality of liquid crystal molecule.
18. methods manufacturing liquid crystal panel according to claim 15 are it is characterised in that also comprise the steps of:
The plurality of LCD alignment compound is made to be adsorbed on this first substrate and the inner surface of this second substrate.
CN201610790435.XA 2016-07-01 2016-08-31 Liquid crystal alignment compound, liquid crystal panel and method for manufacturing liquid crystal panel Pending CN106398723A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
TW105120953A TWI612129B (en) 2016-07-01 2016-07-01 Chemical compound for aligning liquid crystal molecule, liquid crystal panel, and method for fabricating liquid crystal panel
TW105120953 2016-07-01

Publications (1)

Publication Number Publication Date
CN106398723A true CN106398723A (en) 2017-02-15

Family

ID=58001265

Family Applications (1)

Application Number Title Priority Date Filing Date
CN201610790435.XA Pending CN106398723A (en) 2016-07-01 2016-08-31 Liquid crystal alignment compound, liquid crystal panel and method for manufacturing liquid crystal panel

Country Status (2)

Country Link
CN (1) CN106398723A (en)
TW (1) TWI612129B (en)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2018047850A1 (en) * 2016-09-09 2018-03-15 Jnc株式会社 Liquid crystal composition and liquid crystal display element
WO2018163802A1 (en) * 2017-03-07 2018-09-13 Jsr株式会社 Liquid crystal aligning agent, liquid crystal alignment film, liquid crystal element, and polyorganosiloxane
US20190338190A1 (en) * 2018-05-07 2019-11-07 Daxin Materials Corporation Silicon-containing compound, liquid-crystal composition and liquid-crystal display using the same
CN110764316A (en) * 2019-11-14 2020-02-07 Tcl华星光电技术有限公司 Self-alignment material, self-alignment liquid crystal material and liquid crystal panel
CN113341617A (en) * 2021-05-07 2021-09-03 华南师范大学 Functionalized orientation layer and application thereof, liquid crystal display device and preparation method thereof
US11485824B2 (en) * 2019-01-09 2022-11-01 Shin-Etsu Chemical Co., Ltd. Thermosetting silicon-containing compound, composition for forming a silicon-containing film, and patterning process

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101503420A (en) * 2009-03-20 2009-08-12 北京化工大学 Octa-epoxy cage type sesquialter siloxane and preparation thereof
CN101906116A (en) * 2010-07-01 2010-12-08 湖北大学 Synthetic method of cagelike oct-polysilsesquioxane with same or different functional groups or non-functional groups
CN103923248A (en) * 2014-04-01 2014-07-16 中科院广州化学有限公司 Stable methylacryloyl cage type silsesquioxane emulsion with Pickering effect and preparation thereof
CN105001879A (en) * 2014-03-10 2015-10-28 默克专利股份有限公司 Liquid crystalline media with homeotropic alignment

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20130052284A (en) * 2011-11-11 2013-05-22 제일모직주식회사 Liquid crystal alignment agent, liquid crystal alignment film manufactured using the same, and liquid crystal display device including the liquid crystal alignment film

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101503420A (en) * 2009-03-20 2009-08-12 北京化工大学 Octa-epoxy cage type sesquialter siloxane and preparation thereof
CN101906116A (en) * 2010-07-01 2010-12-08 湖北大学 Synthetic method of cagelike oct-polysilsesquioxane with same or different functional groups or non-functional groups
CN105001879A (en) * 2014-03-10 2015-10-28 默克专利股份有限公司 Liquid crystalline media with homeotropic alignment
CN103923248A (en) * 2014-04-01 2014-07-16 中科院广州化学有限公司 Stable methylacryloyl cage type silsesquioxane emulsion with Pickering effect and preparation thereof

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2018047850A1 (en) * 2016-09-09 2018-03-15 Jnc株式会社 Liquid crystal composition and liquid crystal display element
WO2018163802A1 (en) * 2017-03-07 2018-09-13 Jsr株式会社 Liquid crystal aligning agent, liquid crystal alignment film, liquid crystal element, and polyorganosiloxane
US20190338190A1 (en) * 2018-05-07 2019-11-07 Daxin Materials Corporation Silicon-containing compound, liquid-crystal composition and liquid-crystal display using the same
US11485824B2 (en) * 2019-01-09 2022-11-01 Shin-Etsu Chemical Co., Ltd. Thermosetting silicon-containing compound, composition for forming a silicon-containing film, and patterning process
CN110764316A (en) * 2019-11-14 2020-02-07 Tcl华星光电技术有限公司 Self-alignment material, self-alignment liquid crystal material and liquid crystal panel
US11434427B2 (en) 2019-11-14 2022-09-06 Tcl China Star Optoelectronics Technology Co., Ltd. Self-aligning material, self-aligning liquid crystal material, and liquid crystal display panel
CN113341617A (en) * 2021-05-07 2021-09-03 华南师范大学 Functionalized orientation layer and application thereof, liquid crystal display device and preparation method thereof

Also Published As

Publication number Publication date
TWI612129B (en) 2018-01-21
TW201802235A (en) 2018-01-16

Similar Documents

Publication Publication Date Title
CN106398723A (en) Liquid crystal alignment compound, liquid crystal panel and method for manufacturing liquid crystal panel
KR101588905B1 (en) Liquid crystal aligning agent, liquid crystal aligning film, liquid crystal display device, polyamic acid, imide polymer and diamine compound
CN104516151B (en) Method for producing liquid crystal alignment film, photo-alignment agent, and liquid crystal display element
JP5655583B2 (en) Liquid crystal alignment agent, liquid crystal alignment film, and liquid crystal display element
TWI608278B (en) Liquid crystal alignment agent, liquid crystal alignment film and liquid crystal display device
JP5556395B2 (en) Liquid crystal alignment agent, liquid crystal alignment film, liquid crystal display element
KR20160120658A (en) Liquid crystal aligning agent, liquid crystal alignment film, manufacturing method for liquid crystal alignment film, liquid crystal device, manufacturing method for liquid crystal device, and compound
JP2019117399A (en) Liquid crystal aligning agent, liquid crystal alignment film, method of manufacturing liquid crystal alignment film, and liquid crystal display device
KR20140049458A (en) Liquid crystal aligning agent, liquid crystal alignment film, liquid crystal display device, polymer and compound
JP7255486B2 (en) Liquid crystal alignment agent, liquid crystal alignment film and liquid crystal display element
TWI771347B (en) Liquid crystal alignment agent, liquid crystal alignment film and liquid crystal display element using the same
KR20130006278A (en) Liquid crystal aligning agent, liquid crystal alignment film and liquid crystal display device
TWI772371B (en) Liquid crystal alignment agent, liquid crystal alignment film and liquid crystal display element
TWI602851B (en) Liquid crystal alignment agent, liquid crystal alignment film, liquid crystal display device, polymer, and compound
KR101906283B1 (en) Liquid crystal aligning agent, liquid crystal alignment film, liquid crystal display device and polymer
TWI554570B (en) Liquid crystal alignment agent, liquid crystal alignment film and liquid crystal display device
KR101935314B1 (en) Liquid crystal aligning agent, liquid crystal alignment film, forming method for the liquid crystal alignment film, and liquid crystal display device
KR101778092B1 (en) Liquid crystal alignment film, method for forming the liquid crystal alignment film, and liquid crystal display device
JP5691610B2 (en) Composition for forming liquid crystal alignment film, liquid crystal alignment film, and liquid crystal display element
KR101746043B1 (en) Liquid crystal aligning agent, liquid crystal alignment film and liquid crystal display device
KR102611592B1 (en) Liquid crystal alignment agent, liquid crystal alignment film, and liquid crystal display device
CN112352191A (en) Liquid crystal aligning agent, liquid crystal alignment film, liquid crystal display element using same, method for producing liquid crystal display element, and diamine compound
JP7421159B2 (en) Liquid crystal alignment agent, liquid crystal alignment film and liquid crystal display element
KR20190102074A (en) Liquid crystal aligning agent, liquid crystal aligning film, liquid crystal element, and polyorganosiloxane
JP3572690B2 (en) Liquid crystal alignment agent

Legal Events

Date Code Title Description
C06 Publication
PB01 Publication
C10 Entry into substantive examination
SE01 Entry into force of request for substantive examination
WD01 Invention patent application deemed withdrawn after publication

Application publication date: 20170215

WD01 Invention patent application deemed withdrawn after publication