CN103468272B - Liquid crystal composite - Google Patents

Liquid crystal composite Download PDF

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Publication number
CN103468272B
CN103468272B CN201310403021.3A CN201310403021A CN103468272B CN 103468272 B CN103468272 B CN 103468272B CN 201310403021 A CN201310403021 A CN 201310403021A CN 103468272 B CN103468272 B CN 103468272B
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liquid crystal
liquid
monomer
crystal composition
crystal monomer
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CN103468272A (en
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苏峻纬
陈建华
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Suzhou Shengze Science And Technology Pioneer Park Development Co ltd
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CPT Video Wujiang Co Ltd
Chunghwa Picture Tubes Ltd
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Abstract

The invention relates to a liquid crystal composite which comprises a first liquid crystal monomer, a second liquid crystal monomer and a polymerizable material, wherein the content of the first liquid crystal monomer is 5%-10% and the content of the second liquid crystal monomer is 90%-95% in terms of the total weight of the first liquid crystal monomer and the second liquid crystal monomer; the first liquid crystal monomer is selected from a group which consists of compounds with tetracyclic structures shown in a formula 1 to a formula 6, R is C3-C12 alkyl, X is -COO-, -C is equivalent to C- or -N=N-, and Y is -CN; the second liquid crystal monomer is in a bicyclic or tricyclic structure.

Description

Liquid-crystal composition
Technical field
The invention relates to a kind of liquid-crystal composition, and relate to a kind of liquid-crystal composition comprising the liquid crystal monomer with tetracyclic structure especially.
Background technology
In recent years, along with the development of science and technology, transparent liquid crystal display has become one of direction of wish development in pole in current opto-electronics.With regard to existing transparent liquid crystal display, mainly thoroughly superpotentially do not drive and drive the display mode forming scattering Yu penetrate, to make to be issued to display effect not needing the situation attaching Polarizer, therefore it has the advantage that processing procedure is simple and cost of manufacture is low.
But the liquid crystal used due to existing transparent liquid crystal display has the shortcoming of scattering states difference usually, transparent liquid crystal display will be caused to there is the bad and applicability of display characteristic for restricted problem.Therefore, the scattering states improving liquid crystal will be the problem needing solution at present badly with contrast.
Summary of the invention
The invention provides a kind of liquid-crystal composition, it has the characteristic of high scattering states and high contrast after polymerization.
Liquid-crystal composition of the present invention comprises the first liquid crystal monomer and the second liquid crystal monomer, wherein with the total weight of the first liquid crystal monomer and the second liquid crystal monomer, the content of the first liquid crystal monomer is 5wt% to 10wt%, and the content of the second liquid crystal monomer is 90wt% to 95wt%.The group that first liquid crystal monomer selects the compound having tetracyclic structure shown in free style 1 to formula 6 to form:
Wherein R is C 3-C 12alkyl, X is-COO-,-C ≡ C-or-N=N-, and Y is-CN.Second liquid crystal monomer has two rings or tricyclic structure.
Based on above-mentioned, liquid-crystal composition proposed by the invention has the liquid crystal monomer of tetracyclic structure, makes the liquid-crystal composition after polymerization have the characteristic of high scattering states and high contrast.
For above-mentioned feature and advantage of the present invention can be become apparent, special embodiment below, and coordinate institute's accompanying drawings to be described in detail below.
Accompanying drawing explanation
Fig. 1 is the driving voltage of testing cassete and the graph of a relation of penetration coefficient of the liquid-crystal composition injecting comparative example.
Fig. 2 is the driving voltage of the testing cassete of the liquid-crystal composition of injection experiments example 1 and the graph of a relation of penetration coefficient.
Fig. 3 is the driving voltage of the testing cassete of the liquid-crystal composition of injection experiments example 2 and the graph of a relation of penetration coefficient.
Fig. 4 is the driving voltage of the testing cassete of the liquid-crystal composition of injection experiments example 3 and the graph of a relation of penetration coefficient.
Embodiment
In this article, sometimes compound structure is represented with key line formula (skeletal formula).This representation can omission of carbon atom, hydrogen atom and C-H bond.Certainly, have in structural formula and clearly to draw functional group, be then as the criterion with the person of illustrating.
In this article, the scope represented by " numerical value is to another numerical value " is a kind of summary representation avoiding all numerical value enumerated in the description in this scope.Therefore, the record of a certain special value scope, the comparatively fractional value scope containing any number in this numerical range and defined by any number in this numerical range, as expressly write out this any number in the description, comparatively fractional value scope is the same with this.
In order to prepare the liquid-crystal composition that can reach high scattering states and high contrastive feature, the present invention proposes a kind of liquid-crystal composition, and it can reach above-mentioned advantage.Below, especially exemplified by the example that embodiment can be implemented really according to this as the present invention.
Liquid-crystal composition provided by the invention comprises the first liquid crystal monomer and the second liquid crystal monomer, wherein with the total weight of the first liquid crystal monomer and the second liquid crystal monomer, the content of the first liquid crystal monomer is 5wt% to 10wt%, and the content of the second liquid crystal monomer is 90wt% to 95wt%.Below will describe above-mentioned two kinds of components in detail.
The group that first liquid crystal monomer of the present invention selects the compound having tetracyclic structure shown in free style 1 to formula 6 to form:
Wherein R is C 3-C 12alkyl, X is-COO-,-C ≡ C-or-N=N-, and Y is-CN.
Specifically, the first liquid crystal monomer of the present invention is the compound with tetracyclic structure.In addition, in one embodiment, the first liquid crystal monomer is such as the compound shown in above-mentioned formula 1.Compound shown in formula 1 can be the compound shown in following formula 7:
Second liquid crystal monomer of the present invention has two rings or tricyclic structure, and its ring structures can be phenyl ring, cyclohexane ring or heterocycle.In addition, because the first liquid crystal monomer has tetracyclic structure, and the second liquid crystal monomer has two rings or tricyclic structure, therefore compared with the second liquid crystal monomer, the first liquid crystal monomer has high birefringence rate and high clear point.In addition, the second liquid crystal monomer of the present invention is such as commercially available prod.In one embodiment, the second liquid crystal monomer is such as the group selecting the compound shown in free style 8 to formula 11 to form:
In addition, although above disclose the compound shown in formula 8 to formula 11, but the second liquid crystal monomer of the present invention is not limited to this, as long as the known arbitrary liquid crystal monomer with two rings or tricyclic structure of person with usual knowledge in their respective areas all falls into category of the present invention.
Liquid-crystal composition of the present invention also can comprise polymerizable material.With the total weight of liquid-crystal composition, the content of polymerizable material is about between 20wt% to 50wt%.Polymerizable material comprises polyether glycol acrylic group monomer, polymerizable mesogenic initiator, acrylic resin monomer, polythiol monomer and composition thereof.With the total weight of polymerizable material, the content that the content of polyether glycol acrylic group monomer is 10wt% to 30wt%, the content of polymerizable mesogenic initiator is 0.5wt% to 5wt%, the content of acrylic resin monomer is 10wt% to 30wt% and polythiol monomer is 10wt% to 30wt%.In addition, polymerizable material also can comprise solvent.
In one embodiment, polyether glycol acrylic group monomer is such as the compound shown in formula 12:
In one embodiment, the polymerizable mesogenic initiator that polymerizable material uses is such as hot initiator or light initiator.Specifically, polymerizable mesogenic initiator of the present invention such as can the hot initiator of the model of Shi Guien exotic materials limited-liability company to be PN-23 or model be PN-31J, or polymerizable mesogenic initiator of the present invention is such as the compound shown in formula 13:
In one embodiment, acrylic resin monomer is such as the compound shown in formula 14:
In one embodiment, polythiol monomer is such as the compound shown in formula 15:
In one embodiment, the solvent being used for diluting polymer concentration is such as isopropylcarbinol (isobutyl alcohol, IBA), butanone (methyl ethyl ketone, MEK) or methoxy propyl acetate (propylene glycol monomethyl ether acetate, PMA).
What deserves to be explained is, as mentioned above, because the first liquid crystal monomer has high birefringence rate and high clear point, therefore when (associated description will illustrate below) after the first liquid crystal monomer and polymerizable material effect, preferably scattering states coupling will be produced, and then make liquid-crystal composition of the present invention have the characteristic of high scattering states and high contrast.In one embodiment, the scattering states effect of liquid-crystal composition of the present invention is about 1.5% to 3%, penetrates state effect and is about 80% to 85%, and contrast is about 25 to 50.
Illustrate further, such as heating aforesaid liquid-crystal composition or irradiation produces after polyreaction to make liquid-crystal composition, the liquid-crystal composition through polymerization can be used as the liquid crystal layer being applicable to transparent liquid crystal display, and its reason is as described below.
Through the effect of the acrylic resin monomer in polymerizable material and polymerizable mesogenic initiator, property class can be impelled like the polyether glycol acrylic group monomer of interfacial agent, produce polyreaction with the first liquid crystal monomer partly and the second liquid crystal monomer, and form high molecule liquid crystal born of the same parents on the surface of the two substrates be oppositely arranged of transparent liquid crystal display.In addition, the surface of the two substrates of transparent liquid crystal display and the sticking power of high molecule liquid crystal born of the same parents can be strengthened further, with the surface making high molecule liquid crystal born of the same parents tend to be dispersed in substrate through the polythiol monomer in polymerizable material.When there is potential difference between two substrates, the optical axis direction of aforementioned high molecule liquid crystal born of the same parents is consistent in fact, so time incident light can pass transparent liquid crystal display, and make the partial area of transparent liquid crystal display present clear state; Otherwise when the potential difference between two substrates is essentially zero, the optical axis direction of high molecule liquid crystal born of the same parents intermeshes in fact, so time incident light can by the scattering of high molecule liquid crystal born of the same parents institute, and make the partial area of transparent liquid crystal display present scattering states.
Thus, utilize above-mentioned clear state and the display mode of scattering states, comprise the transparent liquid crystal display of liquid-crystal composition of the present invention and picture capable of displaying image and do not need to use Polarizer, and through use first liquid crystal monomer, the display characteristic of transparent liquid crystal display can be promoted.In addition, in one embodiment, described transparent liquid crystal display can be penetration indicating meter or reflected displaying device.
To the liquid-crystal composition of comparative example and multiple experimental example 1-3 be enumerated below, and the through characteristic of each liquid-crystal composition under different voltage is measured, so that the liquid crystal characteristic of each liquid-crystal composition to be described.
The main raw that the liquid-crystal composition preparing comparative example and experimental example 1-3 uses is as follows:
First liquid crystal monomer: the compound shown in formula 7;
Second liquid crystal monomer: the compound shown in formula 8 to formula 11;
Polymerizable material: the compound shown in formula 12 to formula 15 and solvent are isopropylcarbinol.
The method preparing the liquid-crystal composition of comparative example and experimental example 1-3 comprises and above-mentioned first liquid crystal monomer, the second liquid crystal monomer being mixed with polymerizable material, the first liquid crystal monomer in the liquid-crystal composition of wherein comparative example and embodiment 1-3 and the composition of the second liquid crystal monomer and ratio thereof list in table 1 in detail, and in the liquid-crystal composition of comparative example and experimental example 1-3, polymerizable material accounts for 20% to 50%, and polymerizable material has identical proportion of composing.Specifically, in described polymerizable material, the compound shown in formula 12 accounts for 10% to 30%, the compound shown in formula 13 accounts for 0.5% to 5%, the compound shown in formula 14 account for 10% to 30% and the compound shown in formula 15 account for 10% to 30%.
Table 1
The liquid-crystal composition of comparative example and experimental example 1-3 is carried out to the measurement of penetration coefficient, and its measurement as shown in Figures 1 to 4.
Fig. 1 is the driving voltage of testing cassete (Test Cell) and the graph of a relation of penetration coefficient of the liquid-crystal composition injecting comparative example.Fig. 2 is the driving voltage of the testing cassete of the liquid-crystal composition of injection experiments example 1 and the graph of a relation of penetration coefficient.Fig. 3 is the driving voltage of the testing cassete of the liquid-crystal composition of injection experiments example 2 and the graph of a relation of penetration coefficient.Fig. 4 is the driving voltage of the testing cassete of the liquid-crystal composition of injection experiments example 3 and the graph of a relation of penetration coefficient.In this, measurement step comprises provides testing cassete, and it comprises be oppositely arranged two substrates with conducting film; Liquid-crystal composition is injected between described two substrates; Then make described testing cassete through irradiation processing procedure.
From Fig. 1 to Fig. 4, compared with the liquid-crystal composition of the comparative example not containing the first liquid crystal monomer, the liquid-crystal composition of the experimental example 1-3 containing the first liquid crystal monomer is when driving voltage is zero (i.e. scattering states), present lower penetration coefficient (about 3%), and when clear state, present suitable penetration coefficient (about 83%).Further, from also above-mentioned, compared with the testing cassete of the liquid-crystal composition of the comparative example injected not containing the first liquid crystal monomer, the testing cassete injecting the liquid-crystal composition of the experimental example 1-3 containing the first liquid crystal monomer has higher contrast (about 28).In other words, by the driving voltage of testing cassete and penetration coefficient relation susceptible of proof liquid-crystal composition of the present invention, there is high scattering states and the high characteristic contrasted really, and adopt the display characteristic of the transparent liquid crystal display made by this liquid-crystal composition good.
In sum, liquid-crystal composition proposed by the invention has the liquid crystal monomer of tetracyclic structure, makes the liquid-crystal composition after polymerization have the characteristic of high scattering states and high contrast.In addition, liquid-crystal composition proposed by the invention is applicable to transparent liquid crystal display, and can promote its display characteristic.

Claims (8)

1. a liquid-crystal composition, comprising:
First liquid crystal monomer, its group selecting the compound having tetracyclic structure shown in free style 1 to formula 6 to form:
Wherein R is C 3-C 12alkyl, X is-COO-,-C ≡ C-or-N=N-, and Y is-CN; And
Second liquid crystal monomer, it has two rings or tricyclic structure,
Wherein with the total weight of this first liquid crystal monomer and this second liquid crystal monomer, the content of this first liquid crystal monomer is 5wt% to 10wt%, and the content of this second liquid crystal monomer is 90wt% to 95wt%;
Polymerizable material, it comprises polyether glycol acrylic group monomer, polymerizable mesogenic initiator, acrylic resin monomer, polythiol monomer, and wherein with the total weight of this liquid-crystal composition, the content of this polymerizable material is 20wt% to 50wt%.
2. liquid-crystal composition as claimed in claim 1, is characterized in that, this first liquid crystal monomer as shown in Equation 1:
3. liquid-crystal composition as claimed in claim 1, is characterized in that, this first liquid crystal monomer as shown in Equation 7:
4. liquid-crystal composition as claimed in claim 1, it is characterized in that, this second liquid crystal monomer is the group selecting the compound shown in free style 8 to formula 11 to form:
5. liquid-crystal composition as claimed in claim 1, it is characterized in that, this polyether glycol acrylic group monomer comprises:
6. liquid-crystal composition as claimed in claim 1, it is characterized in that, this polymerizable mesogenic initiator comprises:
7. liquid-crystal composition as claimed in claim 1, it is characterized in that, this acrylic resin monomer comprises:
8. liquid-crystal composition as claimed in claim 1, it is characterized in that, this polythiol monomer comprises:
CN201310403021.3A 2013-09-06 2013-09-06 Liquid crystal composite Active CN103468272B (en)

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Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2080820A (en) * 1980-06-27 1982-02-10 Secr Defence Liquid crystal composition containing a cyanobiphenyl and a phenyl benzoate
GB2280681A (en) * 1993-08-06 1995-02-08 Merck Patent Gmbh Mesogenic menthol derivatives for thermochromic liquid crystalline media and inks
US5518654A (en) * 1989-12-14 1996-05-21 The Secretary Of State For Defence In Her Britannic Majesty's Government Of The U.K. Of Gt. Britain And Northern Ireland Light modulating material comprising polymer dispersed liquid crystals
GB2393966A (en) * 2002-08-14 2004-04-14 Merck Patent Gmbh High-twist liquid-crystalline medium and liquid-crystal display
CN102031121A (en) * 2009-09-29 2011-04-27 奇美电子股份有限公司 Liquid crystals composition and liquid crystal display
CN102876334A (en) * 2012-11-23 2013-01-16 福建华映显示科技有限公司 Liquid crystal composition, liquid crystal display panel and preparation method thereof

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP3554577B2 (en) * 1993-02-03 2004-08-18 メルク パテント ゲゼルシャフト ミット ベシュレンクテル ハフトング Liquid crystal medium

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2080820A (en) * 1980-06-27 1982-02-10 Secr Defence Liquid crystal composition containing a cyanobiphenyl and a phenyl benzoate
US5518654A (en) * 1989-12-14 1996-05-21 The Secretary Of State For Defence In Her Britannic Majesty's Government Of The U.K. Of Gt. Britain And Northern Ireland Light modulating material comprising polymer dispersed liquid crystals
GB2280681A (en) * 1993-08-06 1995-02-08 Merck Patent Gmbh Mesogenic menthol derivatives for thermochromic liquid crystalline media and inks
GB2393966A (en) * 2002-08-14 2004-04-14 Merck Patent Gmbh High-twist liquid-crystalline medium and liquid-crystal display
CN102031121A (en) * 2009-09-29 2011-04-27 奇美电子股份有限公司 Liquid crystals composition and liquid crystal display
CN102876334A (en) * 2012-11-23 2013-01-16 福建华映显示科技有限公司 Liquid crystal composition, liquid crystal display panel and preparation method thereof

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Effective date of registration: 20230509

Address after: No. two, No. 1188 West Ring Road, Shengze Town, Wujiang District, Jiangsu, Suzhou

Patentee after: Suzhou Shengze science and Technology Pioneer Park Development Co.,Ltd.

Address before: No. 555 Jiangxing East Road, Tongli District, Wujiang Economic Development Zone, Suzhou City, Jiangsu Province, 215217

Patentee before: CPTW (WUJIANG) Co.,Ltd.

Patentee before: Chunghwa Picture Tubes, Ltd.