CN101493610A - Alignment material composition and alignment layer - Google Patents

Alignment material composition and alignment layer Download PDF

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Publication number
CN101493610A
CN101493610A CNA200910128626XA CN200910128626A CN101493610A CN 101493610 A CN101493610 A CN 101493610A CN A200910128626X A CNA200910128626X A CN A200910128626XA CN 200910128626 A CN200910128626 A CN 200910128626A CN 101493610 A CN101493610 A CN 101493610A
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alignment
ultraviolet light
formula
light absorber
alignment materials
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Inventor
萧毅豪
徐硕骏
郑新安
林洋巨
黄良莹
黄泰翔
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AU Optronics Corp
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AU Optronics Corp
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Abstract

The invention provides an alignment material combination, comprising an alignment material, an ultraviolet absorbing agent, a light stabilizer and a solvent; the ultraviolet absorbing agent has the chemical formula shown in formula 1, wherein, X presents hydrogen, alkyl or halogen; R1 presents a benzene ring long-carbon chain derivate; the light stabilizer has the chemical formula shown in formula 2, wherein, R2 presents ester group derivates or ammonium group derivates; and R3 presents hydrogen, -OH (hydroxyl group) or alkyl.

Description

Alignment materials composition and both alignment layers
Technical field
The invention relates to a kind of alignment materials composition and both alignment layers, and particularly relevant for a kind of alignment materials composition and both alignment layers that can effectively absorb ultraviolet light and avoid liquid crystal aging.
Background technology
Recently, reach power saving and lower consumed power in order to make display panels, industry is set in driving element the function of lower picture frame frequency (Frame Frequency) and GTG demonstration mostly.Yet, this moment is because the charged ion that is present in the display panels has enough run duration formation internal electric fields, internal electric field makes the orientation of liquid crystal molecule change to some extent and display panels has been caused the problem of display quality, these problems comprise: and voltage retention (VoltageHolding Ratio, VHR), critical voltage value (Threshold Voltage), flicker (Flicker) and image residue (Image-Retention Effect) etc.
Forming the reason of above-mentioned charged ion, often is to come from liquid crystal or alignment layer material, and particularly when liquid crystal or alignment layer material are shone by ultraviolet ray, ultraviolet energy will cause liquid crystal or alignment layer material generation photochemical reaction and decomposite charged ion.Hence one can see that, when display panels is subjected to backlight or external light source irradiation for a long time, just has above-mentioned problem gradually and produce, this promptly popular liquid crystal aging (Aging) of knowing.
Summary of the invention
In view of this, the present invention proposes a kind of alignment materials composition and both alignment layers, can effectively absorb ultraviolet ray and avoid liquid crystal aging.
The present invention proposes a kind of alignment materials composition, comprises alignment materials, ultraviolet light absorber, light stabilizer and solvent.Ultraviolet light absorber has the chemical formula of following formula 1-1 or formula 1-2:
Figure A20091012862600181
Formula 1-1
Figure A20091012862600191
Formula 1-2
Wherein X represents hydrogen, alkyl or halogen, and R1 represents phenyl ring carbon long-chain derivative;
Light stabilizer has the chemical formula of following formula 2:
Figure A20091012862600192
Formula 2
R wherein 2Expression ester group derivant or ammonium derivant, R 3Expression hydrogen ,-OH or alkyl.
The present invention proposes a kind of both alignment layers again, is suitable for use in the display panels, and the composition of both alignment layers comprises as above-mentioned alignment materials, ultraviolet light absorber and light stabilizer.
Based on above-mentioned, alignment materials composition and both alignment layers proposed by the invention can reach effective effect that absorbs ultraviolet ray and avoid liquid crystal aging by adjusting alignment materials, ultraviolet light absorber, light stabilizer and solvent types and proportion of composing thereof.
State feature and advantage on the present invention and can become apparent for allowing, embodiment cited below particularly, and cooperate appended graphic being described in detail below.
Description of drawings
Fig. 1 is a kind of synoptic diagram of display panels.
Fig. 2 is under the different test conditions, the voltage retention bar chart of different embodiment.
[main element symbol description]
200: display panels
210,220: substrate
230a, 230b: both alignment layers
240: liquid crystal layer
235a, 235b: interface
Embodiment
The alignment materials composition
Alignment materials composition proposed by the invention, its composition comprises alignment materials, ultraviolet light absorber, light stabilizer and solvent.Ultraviolet light absorber has the chemical formula of following formula 1-1 or formula 1-2:
Figure A20091012862600201
Formula 1-1
Figure A20091012862600202
Formula 1-2
Wherein X represents hydrogen, alkyl or halogen, R 1Expression phenyl ring carbon long-chain derivative.
Light stabilizer then has the chemical formula of following formula 2:
Figure A20091012862600203
Formula 2
R wherein 2Expression ester group derivant or ammonium derivant, R 3Expression hydrogen ,-OH or alkyl.
In detail, above-mentioned alignment materials for example comprises polyamic acid composition, yet the present invention is not as limit.The R1 of ultraviolet light absorber then represents the substituting group of following formula 3:
Figure A20091012862600211
Formula 3
Wherein, A 1The expression hydrogen or alkyl or
Formula 4
, A 2The expression alkyl ,-CH 2CH 2CO (OCH 2CH 2) 6,-CH2CH2CO (OCH2CH2) 7,
Figure A20091012862600213
Formula 5,
Figure A20091012862600214
Formula 6
Figure A20091012862600215
Formula 7
Or
Figure A20091012862600221
Formula 4.
Above-mentioned ultraviolet light absorber can absorb ultraviolet energy, and particularly, in one embodiment of the invention, ultraviolet light absorber is that the ultraviolet ray at 190~400nm absorbs at Wavelength distribution.When ultraviolet light absorber at Wavelength distribution when the ultraviolet ray of 190~400nm absorbs, be that the visible light energy of 400~720nm then can not make brightness deterioration because of energy is absorbed relatively at wavelength, in other words, when avoiding liquid crystal aging, also can not cause the penetrance of visible light to reduce.
For instance, above-mentioned ultraviolet light absorber can be selected from following compounds at least one of them:
Figure A20091012862600222
Formula 8
Formula 9
Formula 10
Figure A20091012862600232
Formula 11
2-[2-hydroxyl-3,5-two (1, the 1-dimethyl propyl) phenyl]-the 2H-benzotriazole (Phenol, 2-(2H-benzotriazol-2-yl)-4,6-bis (1,1-dimethylpropyl)-)
Formula 12
2-(2H-benzotriazole-2-yl)-4-methylphenol
(2-(2H-benzotriazol-2-yl)-4-methyl-Phenol 2-(2′-Hydroxy-5′-methylphenyl)benzotriazole)
Formula 13
2-[2-hydroxyl-5-(1,1,3, the 3-tetramethylbutyl) phenyl] and benzotriazole (2-(2H-benzotriazol-2-yl)-4-(1,1,3,3-tetramethylbutyl)-Phenol)
Figure A20091012862600242
Formula 14
2-acrylic acid-2-methyl-2-[3-(2H-benzotriazole-2-yl)-4-hydroxyphenyl] ethyl ester
(2-Propenoic acid,2-methyl-2-[3-(2H-benzotriazol-2-yl)-4-hydroxyphenyl]ethyl?ester)
Figure A20091012862600243
Formula 15
2-(2H)-benzotriazole-2-yl)-4, two (1, the 1-dimethyl ethyl) phenol of 6-(Phenol, 2-(2H-benzotriazol-2-yl)-4-(1,1-dimethylethyl)-)
Figure A20091012862600251
Formula 16
2-(2 '-hydroxyl-3 '-sec-butyl-5 '-tert-butyl-phenyl) benzotriazole
(Phenol,2-(2H-benzotriazol-2-yl)-4-(1,1-dimethylethyl)-6-(1-methylpropyl)-)
Figure A20091012862600252
Formula 17
2-(5-chloro-2H-124 Triazole-2-yl)-6-(1, the 1-dimethyl ethyl)-4-methylphenol
(2-(5-Chloro-2H-benzotriazol-2-yl)-6-(1,1-dimethylethyl)-4-methylp-henol)
Figure A20091012862600253
Formula 18
Figure A20091012862600254
Formula 19
2-(2H-benzotriazole-2-yl)-4,6-two (1-methyl isophthalic acid-phenethyl)-phenol (2-(2H-Benzotriazol-2-yl)-4,6-bis (1-methyl-1-phenylethyl) phenol)
Formula 20
Because above-mentioned ultraviolet light absorber has the ultraviolet chromophoric group of energy absorbing wavelength 190~400nm in the alignment materials composition, for example be:
-N=N-;
>C=N-;
C-O; And
-N=O。
Thereby ultraviolet light absorber can form hydrogen bond, and the reversible reaction of intermolecular tautomerism (tautomerism) can take place simultaneously after absorbing ultraviolet energy, make luminous energy change heat energy into.Ultraviolet light absorber can be returned to ground state level originally after the energy that will absorb is with the consumption of heat energy form.
And in alignment materials composition proposed by the invention, above-mentioned light stabilizer can be selected from following compounds at least one of them:
Figure A20091012862600262
Formula 21
Figure A20091012862600271
Formula 22
Figure A20091012862600272
Formula 23
Figure A20091012862600273
Formula 24
Figure A20091012862600274
Formula 25
Formula 26
Figure A20091012862600281
Formula 27
Figure A20091012862600282
Formula 28
The mechanism of action of above-mentioned light stabilizer, then be that nitrogen-atoms on the piperidines (piperidine) can remove to catch peroxy radical (peroxide radical), make peroxy radical be absorbed in the reversible reaction and can't cause further destruction the strand of alignment materials or liquid crystal material.
In addition, above-mentioned solvent then can comprise:
N-Methyl pyrrolidone (N-Methyl Pyrrolidone, NMP)
Figure A20091012862600283
Formula 29
Gamma-butyrolacton (γ-Butyrolactone)
Figure A20091012862600291
Formula 30
Ethylene glycol monobutyl ether (Ethylene Glycol Monobutyl Ether)
Figure A20091012862600292
Formula 31
Figure A20091012862600293
Formula 32
Figure A20091012862600294
Formula 33
Be noted that alignment materials composition proposed by the invention, it is characterized in that simultaneously ultraviolet light absorber and light stabilizer being added in the alignment materials.Ultraviolet light absorber be except protecting the alignment materials, also can protect light stabilizer to avoid ultraviolet destruction simultaneously and possesses its originally stable function, therefore, preventing from can to obtain adding on the target of liquid crystal aging the effect of the property taken advantage of.
Though above-mentioned ultraviolet light absorber and light stabilizer all have the function of protection liquid crystal, so its function can be subjected to all multifactor influences, for example: dissolubility, diffusive, volatility and molecular structure or the like.In addition, the composition of above-mentioned alignment materials composition also will be considered the film forming when follow-up formation both alignment layers.
Consider above-mentioned various factors, in a preferred embodiment of the invention, the content of the alignment materials of above-mentioned alignment materials composition is 2~7wt%, and the content of ultraviolet light absorber is 0.2~2.0wt%, the content of light stabilizer is 0.2~2.0wt% then, and the alignment materials composition with this scope can obtain significantly ultraviolet absorption ability and the effect that prevents liquid crystal aging.
Both alignment layers
Fig. 1 is a kind of synoptic diagram of display panels.Please refer to Fig. 1, the present invention proposes a kind of both alignment layers 230a, 230b, and it is suitable for use in the display panels 200, and both alignment layers 230a, 230b composition comprise alignment materials, ultraviolet light absorber and light stabilizer.Chemical formula about alignment materials, ultraviolet light absorber and light stabilizer illustrates in above-mentioned embodiment, is no longer repeated at this.
And in display panels 200, both alignment layers 230a, 230b lay respectively on the two substrates 210,220.Substrate 210,220 for example can be electric crystal array film substrate and colored optical filtering substrates, and liquid crystal layer 240 is then between two both alignment layers 230a, 230b.Make peace the greatly alignment materials composition of above-mentioned embodiment of the composition of both alignment layers 230a, 230b is identical, and its main difference is that solvent is removed in the composition of both alignment layers 230.In fact when making both alignment layers 230a, 230b, for example above-mentioned alignment materials composition process can be baked in advance the program of (120 degree Celsius, 2 minutes) and hard baking (Celsius 220 spend 15 minutes), this program can obtain both alignment layers 230a, 230b with removal of solvents.
Both alignment layers 230a proposed by the invention, 230b, owing to have the effect that ultraviolet light absorber and light stabilizer add the property taken advantage of, to have comparatively significant ultraviolet light assimilation effect, also can effectively prevent display panels 200 under the irradiation of light L, because the liquid crystal layer 240 that ultraviolet ray is caused is aging.
Voltage retention
What deserves to be mentioned is, for the phenomenon that makes liquid crystal aging can generally can be undertaken by the measurement of voltage retention by quantitative test.For above-mentioned display panels 200, voltage retention is an important parameters, on behalf of the liquid crystal molecule (not shown) in the liquid crystal layer 240, high more voltage retention can maintain in certain orientation more, that is display panels 200 will have better show uniformity.Yet, when display panels 200 uses under lower driving frequency, charged ion (not shown) in the display panels 200 will have on interface 235a, the 235b that time enough drifts to both alignment layers 230a, 230b and liquid crystal layer 240, make the voltage retention of liquid crystal layer 240 reduce.Therefore, can design measuring voltage conservation rate under different driving frequencies, relatively the result of its measurement can learn the degree of liquid crystal aging.
Below will come the present invention is illustrated with the voltage retention of two groups of embodiment.
Comparative examples
In comparative examples of the present invention, the alignment materials of both alignment layers is the polyamic acid composition of 100 grams, particularly, does not add ultraviolet light absorber or light stabilizer in this both alignment layers.The sample of form making is according to this carried out the measurement of voltage retention under different driving frequencies and voltage, its result is shown in the S1 of Fig. 2, and wherein, test condition A is 60 hertz of driving frequencies and 1 volt of voltage; Test condition B is 0.6 hertz of driving frequency and 1 volt of voltage; Test condition C is 60 hertz of driving frequencies and 5 volts of voltages; Test condition D is 0.6 hertz of driving frequency and 5 volts of voltages.In addition, in above-mentioned four groups of test conditions, its 1 picture is all 60 microseconds sweep time.
Then, sample to present embodiment carries out the ultraviolet ray irradiation, after 30 seconds, according to above-mentioned four kinds of test condition A, B, C and D the postradiation sample of ultraviolet ray is carried out the measurement of voltage retention with the ultraviolet ray of per second energy 50mW irradiation equally, it the results are shown in the S2 of Fig. 2.
Please refer to Fig. 2, the present embodiment sample is after irradiating ultraviolet light, and its voltage retention is all preceding low according to penetrating ultraviolet light, and in the test condition A and B of low frequency, voltage retention all is lower than 80%, and especially, the voltage retention of test condition B more is lower than 60%.
Most preferred embodiment
In most preferred embodiment of the present invention, the weight of the alignment materials of both alignment layers is 99.6 grams, and this alignment materials comprises polyamic acid composition and solvent, and ultraviolet light absorber is the 2-[2-hydroxyl-3 of 0.2 gram, 5-two (1, the 1-dimethyl propyl) phenyl]-2H-benzotriazole (Phenol, 2-(2H-benzotriazol-2-yl)-4,6-bis (1,1-dimethylpropyl)-)
Figure A20091012862600321
Formula 10.
Light stabilizer then is 0.2 gram, and light stabilizer is made up of following two kinds of compounds:
Formula 19
And
Figure A20091012862600323
Formula 20.
In the present embodiment, the alignment materials of both alignment layers 230, UV absorbers and light stabilizer, through behind the drying procedure the part by weight of remaining solids content be about 30: 1: 1.
To carry out the irradiation of ultraviolet light according to the sample that aforementioned proportion preparation is finished, shine 30 seconds with the ultraviolet ray of per second energy 50mW after, carry out the measurement of voltage retention with above-mentioned four kinds of test condition A, B, C and D equally, it the results are shown in the S3 of Fig. 2.
Please refer to Fig. 2, compare with the result of comparative examples, even the voltage sustainment rate of present embodiment also can maintain more than 70% under the most harsh test condition B (low driving frequency, low-voltage), and at other test condition A, C and more can maintain more than 94% during D.In addition, if only add ultraviolet light absorber in for example for the alignment materials of polyamic acid composition, then the voltage retention under test condition B is about 62%; And for example be when only adding light stabilizer in the alignment materials of polyamic acid composition, the voltage retention under test condition B then is about 56%.Therefore, in the present embodiment, have the both alignment layers of above-mentioned ultraviolet light absorber and light stabilizer simultaneously, its voltage retention can be greater than 70%, during compared to independent adding ultraviolet light absorber 62% or 56% when adding light stabilizer separately, voltage retention all obviously improves.
In sum, alignment materials composition and both alignment layers proposed by the invention, owing to added simultaneously ultraviolet light absorber and light stabilizer in alignment materials, the present invention can prevent liquid crystal aging effectively, keep uniform display effect and prolong serviceable life of display panels.
Though the present invention is open by the foregoing description; but it is not in order to limit the present invention; any those skilled in the art of the present technique; without departing from the spirit and scope of the present invention; can do a little change and modification, so protection scope of the present invention is worked as with being as the criterion that accompanying claims were defined.

Claims (15)

1. alignment materials composition comprises:
One alignment materials;
One ultraviolet light absorber, wherein this ultraviolet light absorber has the chemical formula of following formula 1-1 or formula 1-2:
Figure A2009101286260002C1
Wherein X represents hydrogen, alkyl or halogen, R 1Expression phenyl ring carbon long-chain derivative;
One light stabilizer, wherein this light stabilizer has the chemical formula of following formula 2:
Figure A2009101286260002C2
R wherein 2Expression ester group derivant or ammonium derivant, R 3Expression hydrogen ,-OH or alkyl; And
One solvent.
2. alignment materials composition as claimed in claim 1, wherein this ultraviolet light absorber absorbing wavelength is distributed in the ultraviolet light of 190~400nm.
3. alignment materials composition as claimed in claim 1, the wherein R of this ultraviolet light absorber 1The substituting group of representing following formula 3:
Figure A2009101286260003C1
A wherein 1Expression hydrogen, alkyl or
, A 2The expression alkyl ,-CH 2CH 2CO (OCH 2CH 2) 6, CH 2CH 2CO (OCH 2CH 2) 7,
Figure A2009101286260003C3
Figure A2009101286260004C1
4. alignment materials composition as claimed in claim 3, wherein this ultraviolet light absorber be selected from following compounds at least one of them:
Figure A2009101286260004C2
Figure A2009101286260005C1
Figure A2009101286260006C1
Figure A2009101286260007C1
5. alignment materials composition as claimed in claim 1, wherein this light stabilizer be selected from following compounds at least one of them:
Figure A2009101286260007C2
Figure A2009101286260008C1
Figure A2009101286260009C1
6. alignment materials composition as claimed in claim 1, wherein this alignment materials comprises polyamic acid composition.
7. alignment materials composition as claimed in claim 1, wherein this solvent comprises:
Figure A2009101286260009C2
Figure A2009101286260010C1
8. alignment materials composition as claimed in claim 1, wherein the content of this alignment materials is 2~7wt%, and the content of this ultraviolet light absorber is 0.2~2.0wt%, and the content of this light stabilizer is 0.2~2.0wt%.
9. a both alignment layers is suitable for use in the display panels, and the composition of this both alignment layers comprises an alignment materials, a ultraviolet light absorber and a light stabilizer, and wherein this ultraviolet light absorber has the chemical formula of following formula 1-1 or formula 1-2:
Figure A2009101286260010C2
Wherein X represents hydrogen or alkyl, R 1Expression phenyl ring carbon long-chain derivative;
This light stabilizer has the chemical formula of following formula 2:
R wherein 2Expression ester group derivant or ammonium derivant, R 3Expression hydrogen ,-OH or alkyl.
10. both alignment layers as claimed in claim 9, wherein this ultraviolet light absorber absorbing wavelength is distributed in the ultraviolet light of 190~400nm.
11. both alignment layers as claimed in claim 9, the wherein R of this ultraviolet light absorber 1The substituting group of representing following formula 3:
Figure A2009101286260011C1
A wherein 1Expression hydrogen, alkyl or
Figure A2009101286260011C2
, A 2The expression alkyl ,-CH 2CH 2CO (OCH 2CH 2) 6, CH 2CH 2CO (OCH 2CH 2) 7,
Figure A2009101286260011C3
12. both alignment layers as claimed in claim 11, wherein this ultraviolet light absorber be selected from following compounds at least one of them:
Figure A2009101286260012C2
Figure A2009101286260013C1
Figure A2009101286260014C1
Figure A2009101286260015C1
13. both alignment layers as claimed in claim 9, wherein this light stabilizer be selected from following compounds at least one of them:
Figure A2009101286260015C2
Figure A2009101286260016C1
Figure A2009101286260017C1
14. both alignment layers as claimed in claim 9, wherein this alignment materials comprises polyamic acid composition.
15. both alignment layers as claimed in claim 9, wherein the part by weight of this alignment materials, this ultraviolet light absorber and this light stabilizer is 2~7: 0.2~2.0: 0.2~2.0.
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JP7163839B2 (en) 2019-03-21 2022-11-01 Jsr株式会社 Liquid crystal alignment agent, liquid crystal alignment film and liquid crystal element
CN112367798A (en) * 2019-06-28 2021-02-12 河南烯力新材料科技有限公司 Heat conduction structure, manufacturing method thereof and mobile device
CN112367799A (en) * 2019-06-28 2021-02-12 河南烯力新材料科技有限公司 Heat conduction structure, manufacturing method thereof and mobile device
CN112384033A (en) * 2019-06-28 2021-02-19 河南烯力新材料科技有限公司 Heat conduction structure, manufacturing method thereof and mobile device
CN112384033B (en) * 2019-06-28 2022-12-23 河南烯力新材料科技有限公司 Heat conduction structure, manufacturing method thereof and mobile device

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