WO2013097181A1 - 高散射态近晶相液晶材料及其显示器件 - Google Patents

高散射态近晶相液晶材料及其显示器件 Download PDF

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WO2013097181A1
WO2013097181A1 PCT/CN2011/085036 CN2011085036W WO2013097181A1 WO 2013097181 A1 WO2013097181 A1 WO 2013097181A1 CN 2011085036 W CN2011085036 W CN 2011085036W WO 2013097181 A1 WO2013097181 A1 WO 2013097181A1
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group
liquid crystal
alkyl
smectic
scattering state
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English (en)
French (fr)
Chinese (zh)
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孙刚
李文磊
尹环
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Halation Photonics Corp
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Halation Photonics Corp
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Priority to JP2014549290A priority Critical patent/JP2015507672A/ja
Priority to EP11878839.7A priority patent/EP2799516B1/en
Priority to US14/002,961 priority patent/US9175220B2/en
Publication of WO2013097181A1 publication Critical patent/WO2013097181A1/zh
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    • G—PHYSICS
    • G02—OPTICS
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Definitions

  • the invention relates to a high scattering state smectic liquid crystal material and a display device thereof, and belongs to the technical field of optical display materials and display devices.
  • smectic liquid crystals have been studied for more than 30 years. Since the display using the smectic liquid crystal as the display material is a reflective display device, the polarizing plate and the backlight are removed compared with the conventional liquid crystal display device, and the smectic display device mainly displays by reflecting external light, and the contrast is low. Therefore, it has been difficult to commercialize application promotion.
  • ferroelectric liquid crystal and antiferroelectric liquid crystal materials are suitable for surface-stabilized display devices. Since ferroelectric liquid crystal displays require that both liquid crystal molecules and liquid crystal layers are uniformly and perfectly arranged, and the thickness of the liquid crystal cell is required to be 1 ⁇ 2 ⁇ , The manufacturing process of the electric liquid crystal device is very difficult, and it cannot be mass-produced, and has not yet entered the actual commercial application stage.
  • Patent WO 2010/070606 A1 discloses a method for obtaining a wide temperature smectic phase. After actual testing, the contrast performance is not ideal, and it is difficult to apply to an actual display device.
  • the object of the present invention is to provide a series of smectic liquid crystal compound materials with high scattering state characteristics, and successfully apply such high scattering performance liquid crystal compounding materials to display devices having excellent optical structures, and cooperate
  • the driving method suitable for the display material realizes a smectic liquid crystal multi-stable energy-saving display device with high contrast and good display quality for commercial use.
  • the present invention obtains a series of closely arranged smectic yttrium phases by using different types of smectic liquid crystal compounds to be mixed with each other or by using a smectic liquid crystal compound and an organic compound having large optical anisotropy ( ⁇ ).
  • Liquid crystal or a series of smectic liquid crystal hybrid materials having a higher degree of order than smectic A phase and having a different optical texture than smectic A phase, such as smectic B, H, G, etc.
  • the smectic steady-state liquid crystal display mode has a higher scattering state, the contrast of the smectic liquid crystal display device can be effectively improved.
  • the present invention is applied to a reflective smectic liquid crystal display device, realizing a smear display device of higher contrast.
  • the present invention has been made to prepare a mixed liquid crystal having high scattering characteristics.
  • the high scattering state smectic liquid crystal material of the present invention is a mixed liquid crystal material comprising two or more compounds represented by the general formula (I).
  • Alkenyl, CrC 2 Alkenyloxy, silane and siloxane groups and isomers thereof.
  • an alkyl group of C do dd. Alkoxy, dd. Alkenyl group, silyl group of C do , siloxane group of C do and halogenated substance corresponding to the above group; any -CH 2 -alkyl group of d-do substituted by -0-, alkane of d-do An oxy group, an alkenyl group of d-do, a silyl group of d-do, and a siloxane group of d-do and an isomer thereof.
  • R 2 is selected from the group consisting of: CN, F, NCS, CF 3, CHF 2, CH 2 F, OCF 3, OCHF 2, OCH 2 F, CI; 15 alkyl, dC 15 alkoxy, C r C 15 alkenyl group, dC 15 alkenyloxy, dC silyl and siloxane groups C r C 15 and 15 corresponding to the above-mentioned halide groups; any one of -CH 2 - is -0-, -S- substituted C r C 15 alkyl, dC 15 alkoxy, alkenyl, alkenyloxy 15 and 15 and isomers thereof.
  • R 2 is CN, F, NCS, CF 3 or OCF 3 .
  • a cycloalkenyl group; a hydrogen atom (including ⁇ X 14 ) on the ring of the above group may be CN, F, CF;, CHF 7 , CF, OCF; OCHF 7 , OCH 2 F, N0 2 , Cl, alkane Substituted by an alkoxy group.
  • A, B, C, and D are each selected from the group consisting of More preferably, A, B, C, D are each selected from one of the following groups:
  • -CF CH -, -CH 2 CF 2 -, -CF 2 CH 2 - or a c ⁇ c/ substituted ⁇ - ⁇ .
  • ⁇ ⁇ are each selected from one of the following groups: H, CN, NCS, F, Cl, CF 3 , CHF 2 , CH 2 F, OCF 3 , OCHF 2 , OCH 2 F, N0 2 , alkyl and Alkoxy.
  • 1 to 14 are each selected from one of the following groups: H, CN, NCS, F, CI and CF 3 .
  • Ml, M2, M3, M4 may be integers 0, 1 or 2, and Ml+M2+M3+M4 ⁇ 2.
  • M1, M2, M3, M4 may be 0, 1, and Ml+M2+M3+M4 ⁇ 2.
  • the present invention studies the preparation of mixed liquid crystals having high scattering characteristics.
  • the high scattering state smectic phase mixed liquid crystal material of the present invention is doped with an organic compound represented by two or more kinds of the general formula (I). Or a plurality of ionic compounds represented by the general formula (II)
  • R 3 is selected from one of the following groups:) 16 alkyl, C. - an alkoxy group of C 16 , an alkenyl group of 16 ,
  • R 3 is selected from one of the group consisting of: an alkyl group of 16 , a phenyl group, or any -CH 2 -
  • X + is a cation selected from one of the following groups: Na + , K ⁇ + , [(R4) 3 ]N + (R 4 is an alkyl group of dC ⁇ , alkoxy group of CrC ⁇ , dC ⁇ Alkenyl, CrC ⁇ alkenyloxy or a halogenated substance corresponding to the above group, or phenyl), [(R 4 ) 3 ]P + (R 4 is an alkyl group of CrC 3 Q, dC of dC ⁇ Base, dC ⁇ alkene
  • R 5 is CrC 3 alkyl, dC 3 alkoxy, dC 3 alkenyl, alkenyloxy CrC 3, or a group corresponding to the above-mentioned halide;... Phenyl
  • ⁇ / 5
  • R 5 is CrC 3. alkyl, dC 3. alkoxy, dC 3. alkenyl group, an alkenyl group, or a group corresponding to the above-mentioned halide, phenyl).
  • X + is a cation selected from one of the following groups: Na + , K ⁇ + , [(R4) 3 ] ⁇ + is CrC 2 . Alkyl, CrC 2 . Alkoxy, CC 2 . Alkenyl, CC 2 . Alkenyloxy, or a halogen corresponding to the above group, phenyl), [( 3 ⁇ 4 ) 3 ]P + (alkyl group of CC ⁇ , alkoxy group of dC ⁇ , alkenyl group dC ⁇ , Ci- C 20 Alkenyloxy group, or a halogenated substance corresponding to the above group, phenyl),
  • R 5 is an alkyl group of d-o, an alkoxy group of d-o, an alkenyl group of d-o, an alkenyloxy group of d-o, or a halogenated substance corresponding to the above group, phenyl
  • ⁇ / 5
  • R 5 is an alkyl group of d-Q, an alkoxy group of d-Q, an alkenyl group of dC ⁇ , an alkenyloxy group of d-o, or a halogenated substance corresponding to the above group, phenyl).
  • X + is a cation selected from one of the following groups: Na + , K ⁇ + , [ (R 4 ) 3 ]N+ (R,
  • Y- is an anion selected from one of the following groups: F -, Cl -, Br -, (PF 6 ) ⁇ (Ph 4 B) ⁇ S0 4 —
  • hydrazine is an anion selected from one of the following groups: F, Cl-, Br-, (PF 6 ) ⁇ (Ph 4 B) ⁇ S0 4 - and C10 4 -.
  • the ionic compound represented by the above is a compound represented by the formula (W).
  • R is selected from one of the following groups: 0) an alkyl group of 16 and an alkylene of 0) 16 ;
  • X - is an anion selected from one of the following groups: F -, Cl -, Br -, (PF 6 ) ⁇ (Ph 4 B) ⁇ S0 4 - and C10 4 -.
  • the invention adopts a new high-scattering smectic liquid crystal material and the compounding thereof to obtain a series of mixed liquid crystals with closely arranged crystal domains, so that the light enters the mixed liquid crystal and exhibits a higher scattering state.
  • the high scattering state smectic liquid crystal material of the present invention is a smectic A phase liquid crystal or a non-smectic A phase liquid crystal material
  • the non-smectic A phase liquid crystal material may be smectic B, C, D, E, F, G , H, I phase material or undefined smectic X phase material with higher order than smectic A phase.
  • the high scattering state smectic liquid crystal material of the present invention preferably comprises at least one of a smectic liquid crystal compound and a compound, a compound B and a compound C.
  • the present invention has been studied from the following aspects.
  • Linear biphenyl cyanide compounds are a very important class of compounds. When the number of carbon chain moieties is >8, they are smectic A phase materials. It can be seen that the carbon chain length seems to be advantageous for forming the smectic phase, so it is presumed that lengthening the carbon chain may increase the contrast. For this reason, the linear biphenyl cyanide compounds with different carbon chain lengths were compared (see Table 1 for the data), but the shortest 8CB of the carbon chain was found to be the best.
  • the structure of the siloxane liquid crystal molecule contains a soft and bulky siloxane group, and the siloxane liquid crystal molecule has a long flexible chain portion, and the flexible portion occupies a relatively large molecular size, generally in the smectic crystal.
  • the arrangement of the flexible portions in the layer produces more gaps than the rigid portions, so the smectic layer formed by the siloxane-based liquid crystal has a relatively large "gap", and the probability of light passing through these "gap" in the frosted state is relatively high, so its matte
  • the state transmittance is large and the contrast is poor.
  • contrast can be improved by reducing the amount of silicone liquid crystals in the formulation.
  • the contrast of the liquid crystal material has a large relationship with the optical anisotropy ( ⁇ ) of the liquid crystal material, and generally a liquid crystal material having a large ( ⁇ ) has a high contrast, so it is attempted to add a large ( ⁇ ) liquid crystal material for compounding.
  • nematic phase formulation a bulk liquid crystal material having a large optical anisotropy (??) is often added in order to increase the contrast of the liquid crystal.
  • ?? optical anisotropy
  • the contrast of smectic liquid crystal formulations can also be improved by adding block liquid crystals.
  • the contrast of the crystal phase formulation gradually increases with the increase of the amount of the liquid crystal material. When the contrast ratio reaches 7.5:1, the contrast of the liquid crystal material is increased first and then gradually decreases.
  • Table 3 The specific data is shown in Table 3.
  • the method of increasing the contrast of the smectic phase formulation by adding a block-type liquid crystal is not limited to the material of the above structure, and it is also possible to increase the contrast by adding a block type liquid crystal material which is not represented by the above structural formula.
  • the 5CT (n-pentyltriphenylene cyanide) material is a commercially available material with large optical anisotropy ( ⁇ ).
  • the conjugate portion of the material is generally determined by the rigid portion, and the rigid portion is generally composed of a plurality of rigid ring connections.
  • the rigid portion is generally composed of a plurality of rigid ring connections.
  • Heterocyclic liquid crystals generally have a larger optical anisotropy ( ⁇ ) than a liquid crystal material having a similar structure.
  • Smectic phase liquid crystal mixing In the experiment, it was found that the contrast was obviously improved when the liquid crystal monomer in the formulation was replaced by a structurally similar heterocyclic liquid crystal monomer.
  • the specific experimental data is shown in Table 6. After analysis, it is found that the fine crystal domains in the focal conic texture of the smectic A phase become large after adding some heterocyclic liquid crystals. The crystal domain size is larger than that of the ordinary smectic A phase crystal using a polarizing microscope. ⁇ 10 times.
  • 2-1 is a structural diagram of a conventional smectic A phase mixed crystal, and FIG.
  • 2-2 is a crystal domain aligned close smectic A phase mixed crystal texture (10 times objective lens) obtained by mixing the present invention.
  • the contrast of the material is 9:1, and sometimes the other texture contrast of the non-smectic A phase is 12:1, and its histogram is shown in Figure 3-1 and Figure 3-2. Therefore, in order to significantly improve the contrast of the smectic liquid crystal formulation, it is necessary to increase the order of the smectic liquid crystal molecules, and the apparent smectic phase has a tighter optical texture and a larger crystal domain.
  • a method of increasing the smectic A phase domain or obtaining a non-smectic A phase texture by adding a heterocyclic liquid crystal is not limited to the above structure, and it is also possible to add a heterocyclic liquid crystal material which is not represented by the above structural formula. Contrast.
  • a, block type liquid crystal wherein, it is a C1-C10 alkyl group or a C1-C10 alkoxy group; R? is CN, NCS ⁇ .
  • R? is CN, NCS ⁇ .
  • X 15 to X 2 o are each selected from one of the following groups: H or
  • M 5 and M 6 may be integers 0 or 1.
  • R 8 is a C1-C10 alkyl group or a C1-C10 alkoxy group; and R 9 is CN, NCS ⁇ .
  • R 8 is a C1-C10 alkyl group or a C1-C10 alkoxy group; and R 9 is CN, NCS ⁇ .
  • X 21 to X 22 are each selected from one of the following groups: H or F.
  • M 7 and M 8 may be integers 0 or 1, and M5 + M6 1.
  • X 23 to X 28 are each selected from one of the following groups: H or M 9 may be an integer of 0 or 1. d, multiple loops
  • R 12 is a C1-C10 alkyl group or a C1-C10 alkoxy group
  • R 13 is CN, NCS ⁇ .
  • the ring structure J, K is selected from one of the following groups:
  • ⁇ 4 is selected from one of the following groups: a single bond, -C00-, -C2H4-, - ⁇ ;
  • X 29 to X 32 are each selected from one of the following groups: 15 or? .
  • M 10 and Mu may be integers 0 or 1.
  • the smectic liquid crystal is divided into different phase states such as smectic A, B, C, D, E, F, G, H, I according to the molecular arrangement and texture, and the smectic A phase is the most ordered. Poor smectic phase.
  • the crystal domains will be significantly larger, and the contrast will be improved.
  • the optically textured non-smectic A type smectic phase can be obtained.
  • the crystal becomes non-smectic A phase its contrast is greatly improved. This is because other types of smectic liquid crystals have a higher order degree, and the mixing degree of the mixed crystals is improved by mixing with other materials.
  • the basic method is to use the compound of the formula (I) to be mixed with the smectic 8, C, D, E, F, G, H, I liquid crystal materials, respectively, to obtain smectic A, B, C, D, E by adjusting the ratio.
  • smectic liquid crystal materials using non-smectic A phase are mixed with other compounds having aspect ratio, and a mixture with higher order than smectic A phase can be obtained to improve contrast. .
  • the present invention improves the contrast of smectic phase display devices by altering the optical texture of the normal smectic A phase.
  • the specific technical means can be obtained by mixing heterocyclic liquid crystals or by using different smectic phase materials, but is not limited to the specific technical means.
  • the high scattering state smectic liquid crystal material obtained by the invention is a smectic A phase material, or a mixture of smectic B, C, D, E, F, G, H or I phases with higher order than smectic A phase. Crystal material.
  • the high scattering state smectic liquid crystal material of the present invention may be mixed with a spacer and sometimes a polymer to form a mixed liquid crystal layer of a smectic liquid crystal display.
  • the content of the compound represented by the general formula (I) is from 1 wt% to 100 wt%, preferably from 10 wt% to 100 wt%, based on the total amount of the mixed liquid crystal layer.
  • An ionic compound preferably such as cetyltrimethylammonium perchlorate, is contained in an amount of 0.0001% by weight to 10% by weight based on the total amount of the mixed liquid crystal layer, preferably in an amount of 0.0001% by weight to 1% by weight.
  • the principle of smectic liquid crystal drive display is shown in Figure 1.
  • the smectic liquid crystal display is generally composed of a mixed smectic liquid crystal interposed between the upper and lower substrates plated with the electrode layer structure, and the mixed liquid crystal layer is generally composed of a smectic liquid crystal, a conductive material, a separator, and sometimes a polymer. .
  • the capacitor structure applies electrical energy to the intermediate mixed liquid crystal layer, and the applied waveform is generally a clear and transparent operation of the high frequency and high voltage driving pulse pair, and the low frequency high voltage driving pulse pair performs a sanding operation.
  • the reciprocating motion of the organic conductive ions becomes small, and the stirring action of the liquid crystal can be neglected.
  • the liquid crystal molecules are oriented parallel to the direction of the electric field under the action of the electric field force.
  • the transmitted light of the microscope is used to observe the liquid crystal cell. It can be seen that the electrode region exhibits a bright state of light transmission, that is, an empty state.
  • the molecular arrangement of the smectic liquid crystals can also stay in various states in which the light transmission is different, so that various gray scale displays can be realized. Therefore, the smectic liquid crystal has multi-stable characteristics.
  • the highly scattering smectic phase material of the present invention can also be used as a dimming medium in the middle of two plastic films or glass with a conductive layer, or can be vacuum-filled into a dot matrix screen for use as a display device.
  • a separator material or a spacer made of a polyester material or a polystyrene polymer material or a glass material may be added to the high scattering state smectic phase material of the present invention.
  • the bonding strength of the liquid crystal cell can also be added to the pre-polymer in the high scattering state smectic phase material; in order to achieve the color display effect, the dichroic dye can also be added to the high scattering state smectic phase material.
  • the highly scattering smectic phase material of the present invention is not limited to use as a material in a dimming medium or display device, and the materials provided by the present invention can be used in all devices using a dual frequency driving mode of low frequency sanding and high frequency emptying.
  • Figure 1 is a schematic diagram showing the principle of smectic liquid crystal driving.
  • Figure 2-1 is a structural view of a conventional smectic A-phase mixed crystal
  • Figure 2-2 is a smect of a large crystal domain obtained by the mixing of the present invention.
  • Figures 3-1 and 3-2 show the mixed crystal texture of the non-smectic A phase obtained by the compounding of the present invention (10 times objective lens).
  • Figure 4 is a schematic diagram of an instrument for measuring contrast by microscopy.
  • Figure 5 is a texture diagram of a smectic A phase mixed crystal of Example 1 (10x objective lens).
  • Figure 6 is a texture diagram of a non-smectic A phase mixed crystal of Example 2 (10x objective lens).
  • Fig. 7 is a mixed crystal texture diagram of the eleventh embodiment (10x objective lens shooting).
  • FIG. 8 is a schematic view of a display layer of a near-crystalline liquid crystal display module.
  • FIG. 9 is a schematic view of a brightness enhancement layer of a near-crystalline liquid crystal display module.
  • the liquid crystal is fully mixed by ultrasonic vibration or magnetic stirring;
  • the mixed liquid crystal is heated and poured into a 12 micron thick liquid crystal cell
  • the contrast of the smectic liquid crystal display is the ratio of the light transmittance of the device in the empty state to the light transmittance of the device in the frosted state.
  • the contrast mainly depends on the light transmittance of the material in the frosted state, that is, the scattering state of the smectic liquid crystal material.
  • the microscope test contrast instrument device uses the light transmittance measurement system HL-TT-MS, using Leica. the company
  • (Leica) DM_2500M metallographic microscope is an imaging device.
  • the Microvision MV-VD120SC industrial CCD camera is used as the optical signal acquisition device, and the Halation HL-CR-11A software is used as the numerical calculation software.
  • the clear state transmittance Tc (Yc/Y0)*100%
  • the frosted state transmittance Ts (Ys/Y0) *100%
  • contrast Cr Tc/Ts.
  • the stage does not place the liquid crystal cell, and the light source (the light emitted by the halogen lamp of the microscope) directly enters the objective lens, and the receiver collects the light, and the receiver converts the collected light energy into corresponding
  • the electrical signal is passed to the software in the computer, and the software records the electrical signal B at this time as a basic reference value.
  • the brightness L of the light source at this time is fixed, the liquid crystal cell is placed on the stage and the height of the stage is adjusted so that the liquid crystal cell can be clearly observed in the eyepiece, and the receiver collects the liquid crystal cell collected at this time.
  • the light energy in the frosted state is converted into an electrical signal and transmitted to the computer, and the computer software compares the light energy received in the empty and frosted state with the energy of the light source of the basic reference. That is: the light energy electric signal Q received in the empty state is divided by the basic reference value B to obtain the value QL of the passing rate in the empty state, and the light energy electric signal M received in the frosted state is divided by the basic reference value B to obtain the frosted state.
  • the value of the pass rate ML is divided by the transmittance of the clean state by the frost state transmittance QL/ML*100% to obtain a contrast value.
  • Example 1 Using a heterocyclic liquid crystal to obtain a smectic A-phase high-scattering mixed crystal of a large crystal domain
  • the texture pattern of the mixed crystal in this embodiment is as shown in Fig. 5 (10 times objective lens shooting).
  • the texture is observed under a microscope, which belongs to the smectic A phase but has a relatively large crystal domain and is closely arranged.
  • the shading effect in the frosted state is very good.
  • the transmission was tested to have a transmission rate of 90% in the empty state, a transmittance of only 10% in the matte state, and a contrast ratio of 9:1.
  • Example 2 Using a heterocyclic liquid crystal to obtain a non-smectic A phase high scattering state mixed crystal
  • the crystal domains are changed from smear A-type needles to irregular block-like crystal domains, and are closely arranged. There is almost no gap between the crystal domains, and the shading effect in the matte state is good.
  • the transmittance was 84% in the empty state, the transmittance was only 7% in the frosted state, and the contrast ratio was 12:1.
  • Example 3 Using smectic B phase mixing to obtain smectic B phase high scattering state mixed crystal
  • the texture is observed under a microscope, which belongs to smectic ytterbium type liquid crystal, and the crystal domains are closely arranged, and the shading effect in the frosted state is very good.
  • the transmittance was 90% in the empty state, the transmittance was only 9% in the matte state, and the contrast ratio was 10:1.
  • Example 4 Using smectic C phase mixing to obtain smectic C phase high scattering state mixed crystal
  • the texture is observed under the microscope, which belongs to the smectic D-type liquid crystal, and the crystal domains are closely arranged, and the shading effect in the frosted state is good.
  • the transmittance was 90% in the empty state, the transmittance was only 9% in the matte state, and the contrast ratio was 10:1.
  • Example 6 Using smectic E phase mixing to obtain smectic E phase high scattering state mixed crystal
  • the cetyl ammonium perchlorate 0.1 was observed under a microscope, and it belongs to the smectic F-type liquid crystal. The crystal domains are closely arranged, and the shading effect in the frosted state is very good.
  • the transmittance was 90% in the empty state, the transmittance was only 9% in the matte state, and the contrast ratio was 10:1.
  • Example 8 Using smectic G phase mixing to obtain smectic G phase high scattering state mixed crystal
  • the texture is observed under a microscope, which belongs to the smectic G-type liquid crystal, and the crystal domains are closely arranged, and the shading effect in the frosted state is very good.
  • the transmittance was 90% in the empty state, the transmittance was only 9% in the matte state, and the contrast ratio was 10:1.
  • Example 9 Using smectic H phase mixing to obtain smectic H phase high scattering state mixed crystal
  • the texture is observed under the microscope, which belongs to the smectic type I liquid crystal, and the crystal domains are closely arranged, and the shading effect in the frosted state is good.
  • the transmittance is 90% in the empty state, the transmittance is only 9% in the frosted state, and the contrast ratio is 10:1.
  • Example 11 Mixing various smectic liquid crystal materials to obtain an undefined smectic phase high scattering state mixed crystal Table 17
  • Fig. 7 is a mixed crystal texture diagram of the eleventh embodiment (10x objective lens shooting). Observing the texture under the microscope, showing a flowing water texture, is an undefined smectic phase, the crystal domains are closely arranged, and the shading effect in the matte state is very good. The transmittance was 90% in the clean state, the transmittance was only 9% in the matte state, and the contrast ratio was 10:1.
  • Embodiment 12 Using a bulk liquid crystal to obtain a high scattering state mixed liquid crystal material
  • the transmittance was 90% in the empty state, 15% in the frosted state, and the contrast ratio was 6:1.
  • Example 13 Using a triphenyl cyanide liquid crystal to obtain a high scattering state mixed liquid crystal material
  • Embodiment 14 Mixing a polycyclic material to obtain a high scattering state mixed liquid crystal material
  • Example 15 Adding a compound of the general formula (III) to a common smectic A phase material to obtain a high scattering state mixed crystal
  • Example 16 Adding a compound of the formula (IV) to a common smectic A phase material to obtain a high scattering state mixed crystal Table 22
  • Example 16 Composition of the mixed crystals Formulation material content wt%
  • Embodiment 17 Adding a compound of the general formula (V) to a common smectic A phase material to obtain a high scattering state mixed crystal
  • Cetyltrimethylammonium perchlorate 0.1
  • the transmittance was 90% in the empty state, 15% in the frosted state, and the contrast ratio was 6:1.
  • Example 18 Adding a compound of the formula (VI) to a common smectic A phase material to obtain a high scattering state mixed crystal
  • the transmittance was 90% in the empty state, 15% in the frosted state, and the contrast ratio was 6:1.
  • Example 19 Any combination of the compounds of the general formula (111), (IV), (V), (VI) in a common smectic A phase material to obtain a high scattering state mixed crystal
  • the transmittance was 90% in the empty state, 15% in the frosted state, and the contrast ratio was 6:1.
  • Embodiment 20 Any combination of the compounds of the general formula (111), (IV), (V), and (VI) in a common smectic A phase material to obtain a high scattering state mixed crystal
  • the transmittance was 90% in the empty state, 15% in the frosted state, and the contrast ratio was 6:1.
  • a display device using a high scattering state smectic phase material mainly comprising a display layer, as shown in FIG. 8, the display layer comprises a first base layer and a second base layer, the first base layer and the second substrate
  • a mixed layer including the above-mentioned high scattering smectic phase material is disposed between the layers, and the first base layer is provided with a first conductive layer toward one side of the mixed layer a second conductive electrode layer is disposed on a side of the second substrate layer facing the mixed layer, wherein the first conductive electrode layer and the second conductive electrode layer are respectively composed of M and N electrodes, and the M electrodes and the N An array of pixel dots for displaying a still image is formed between the electrodes.
  • M, N is greater than or equal to 1.
  • a back layer layer may be disposed on the back surface of the display layer; in order to realize color display, a color film layer may be disposed between the display layer and the back layer; in order to optimize the optical structure of the display, the display layer and the display layer
  • a light-increasing layer may be disposed between the backing layers, and the light-increasing layer includes a light-increasing substrate and a light-increasing member.
  • the light-increasing substrate is a polymer film or glass; the light-increasing member is a light-increasing film or a prism structure.
  • the light-increasing member may be disposed on a surface of the light-improving substrate facing the display layer and/or the back sheet layer, or may be disposed on a surface of the first base layer facing the light-increasing layer or/and a surface of the second base layer facing the light-increasing layer.
  • the brightness enhancement layer design can reflect and refract light incident on the display multiple times, increasing the number and amount of light incident into the display layer, so that more light is performed in the portion of the display layer corresponding to the pixel point that needs to be displayed as a matte fog state.
  • the refraction enhances the scattering effect, so that the brightness of the pixel points in the frosted state is enhanced by the scattering effect, so that the contrast between the pixel points in the frosted state and the pixels in the fully transparent state is remarkably improved.
  • the display layer is as shown in Fig. 8, and has been disclosed in the prior art, so that the structure of the display layer and the like will not be described in more detail here.
  • the backsheet layer can be made of PET or PC or plastic or paper-based material, which can be black, white or other color.
  • the light-increasing layer is as shown in Fig. 9.
  • the light-increasing layer is transparent and has good light transmittance.
  • the substrate is made of a PET material, and the light-increasing member may be a brightness enhancement film or a prism structure.
  • the brightness enhancing film is a high refractive index resin film having a refractive index between 1.65 and 1.8.
  • the prism structure is made of a high refractive index resin and has a refractive index controlled between 1.65 and 1.8.
  • the high refractive index resin film can be cut to obtain a prism structure.
  • a prism structure disposed on a surface of the substrate facing the display layer and facing the back layer of the substrate may be convex or concave, and the prism structure disposed on the surface of the substrate facing the display layer
  • the prism structures provided on the surface of the substrate facing the backing layer may be the same or different.
  • the mixed liquid crystal layer is generally formed by mixing the above-mentioned highly scattering smectic phase material, a conductive material, a separator, and sometimes a polymer.
  • the mixed layer is composed of the above-mentioned high scattering smectic phase material, conductive material and separator:
  • the smectic liquid crystal may employ the high scattering smectic liquid crystal material of the present invention.
  • the separator is a separator material or a separator rod made of a polyester material or a polystyrene polymer material or a glass material.
  • the composition of the mixed layer is: the high scattering smectic phase material accounts for 0.0002%-99.99% of the total weight of the mixture, the conductive material accounts for 0.0001%-10% of the total weight of the mixture, and the separator accounts for the total weight of the mixture. 0.0001% - 90%.
  • the mixed layer comprises a mixture of the above-mentioned highly scattering smectic phase materials, conductive materials and separators encapsulated in a polymer structure:
  • the smectic liquid crystal may employ the high scattering smectic liquid crystal material of the present invention.
  • the separator is a separator material or a separator rod made of a polyester material or a polystyrene polymer material or a glass material.
  • the polymer structure is made of a monomolecular material or a polymeric molecular material by direct printing or etching or nanoimprinting or spraying on the inner side of the corresponding layer, thermally or ultraviolet-cured into a polymeric molecular material having a set structure.
  • the monomolecular material is any one of an epoxy resin, a polyacrylate, or a polymethacrylate monomer.
  • the composition of the mixed layer is: the high scattering smectic phase material accounts for 0.0002%-99.99% of the total weight of the mixture, and the polymeric molecular material accounts for 0.0001%-80% of the total weight of the mixture, and the conductive material accounts for the total mixing.
  • the separator is 0.0001% to 10% by weight, and the separator accounts for 0.0001% to 80% of the total weight of the mixture.
  • the polymer structure is formed with a receiving chamber containing a mixture of the high scattering smectic phase material, a conductive material and a separator, the polymer structure being a regular spherical, microcylindrical, filamentous, hemispherical, a parallel strip, a cube, a rectangular parallelepiped, a cross-line, a network structure, a square lattice structure, an irregular polygonal structure, or a mixed structure of the above various structures; the polymer structure is uniform or uneven; the polymer The structure is miscible or dispersed or in contact with each other or spaced apart from the high scattering smectic phase material, the electrically conductive material and the spacer.
  • the high scattering state smectic phase material of the present invention can be used as a dimming medium in the middle of two plastic films or glass with a conductive layer, or can be vacuum-filled into a dot matrix screen as a display device.
  • a separator material or a spacer made of a polyester material or a polystyrene polymer material or a glass material may be added to the high scattering state smectic phase material of the present invention.
  • the bonding strength of the liquid crystal cell can also be added to the pre-polymer in the high scattering state smectic phase material; in order to achieve the color display effect, the dichroic dye can also be added to the high scattering state smectic phase material.
  • the high scattering liquid crystal material of the present invention is applied to a smectic display device, and the high scattering liquid crystal material is applied to a display by an excellent optical structure and driving method of the smectic display device.
  • a smectic liquid crystal display having an excellent optical structure can be obtained by applying the high scattering liquid crystal material.
  • the highly scattering smectic phase material of the present invention is not limited to use as a material in a dimming medium or display device, and the materials provided by the present invention can be used in all devices using a dual frequency driving mode of low frequency sanding and high frequency emptying.
  • the present invention obtains a series of smectic A-phase liquid crystals with closely arranged crystal domains by obtaining a new method for compounding smectic liquid crystal materials or obtains a series of higher order than smectic A phases, A smectic liquid crystal hybrid material different from smectic A phase optical texture, such as smectic B, H, G, etc., when applied to a smectic multi-stable liquid crystal display mode, it can exhibit a higher scattering state. .
  • the application of the hybrid material of the present invention to an existing smectic liquid crystal display device can effectively improve the contrast of existing display devices.
  • the contrast acceptable to the human eye is generally 5:1.
  • the high-scattering smectic phase material provided by the present invention has a contrast ratio of 6:1 to 12:1 without any optical processing aid, and has a good visual effect.

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Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN104130196A (zh) * 2014-07-21 2014-11-05 北京大学 一种嘧啶类高双折射率液晶化合物及其制备方法
JP2016525222A (ja) * 2013-07-12 2016-08-22 エルジー・ケム・リミテッド 液晶セル
JPWO2016132998A1 (ja) * 2015-02-19 2017-09-14 Jnc株式会社 ベンゾチオフェンを有する液晶性化合物、液晶組成物および液晶表示素子
KR20170131979A (ko) * 2016-05-23 2017-12-01 주식회사 엘지화학 신규 액정 화합물 및 이의 용도

Families Citing this family (26)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103666482B (zh) * 2012-09-10 2016-05-25 苏州汉朗光电有限公司 一种近晶a相液晶材料
CN104152151B (zh) * 2014-07-23 2015-12-02 北京大学 一种具有近晶相的液晶组合物
TWI708770B (zh) * 2015-06-08 2020-11-01 日商捷恩智股份有限公司 具有苯并噻吩的液晶性化合物、液晶組成物及液晶顯示元件
TWI694068B (zh) * 2015-10-13 2020-05-21 日商捷恩智股份有限公司 具有苯並噻吩的液晶性化合物、液晶組成物和液晶顯示元件
TWI693275B (zh) * 2016-01-20 2020-05-11 日商捷恩智股份有限公司 具有2原子鍵結基與2,3-二氟伸苯基的4環液晶化合物、液晶組成物和液晶顯示元件
US11001758B2 (en) 2016-06-10 2021-05-11 Dow Silicones Corporation Non-linear side chain liquid crystal polyorganosiloxanes and methods for their preparation and use in electro-optic applications and devices
CN107663186B (zh) * 2016-07-28 2020-05-26 阜阳欣奕华材料科技有限公司 一种化合物、液晶组合物及液晶显示器
EP3312257B1 (en) * 2016-10-18 2019-11-20 Merck Patent GmbH Liquid-crystalline medium and high-frequency components comprising same
CN109097067B (zh) * 2017-06-20 2021-12-21 江苏和成显示科技有限公司 液晶组合物及其在液晶显示器件中应用
CN109097066B (zh) * 2017-06-20 2021-12-21 江苏和成显示科技有限公司 近晶相液晶组合物及其在液晶显示器件中应用
CN109097065B (zh) * 2017-06-20 2022-05-10 江苏和成显示科技有限公司 近晶相液晶组合物及其在液晶显示器件中应用
EP3739020B1 (en) * 2018-05-16 2023-08-23 Merck Patent GmbH Liquid-crystalline medium
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CN117304945A (zh) * 2023-10-24 2023-12-29 南昌虚拟现实研究院股份有限公司 液晶组合物以及液晶体光栅
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Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH1077476A (ja) * 1996-09-03 1998-03-24 Dainippon Ink & Chem Inc ネマチック液晶組成物及びこれを用いた液晶表示装置
JP2002146353A (ja) * 2000-11-13 2002-05-22 Chisato Kajiyama 重合性円盤状モノマーから形成される高分子ネットワークを利用した液晶光学材料
WO2010070606A1 (en) 2008-12-18 2010-06-24 Cambridge Enterprise Limited Wide temperature-range smectic liquid crystal materials
JP2011090858A (ja) * 2009-10-22 2011-05-06 Nippon Chem Ind Co Ltd 電荷輸送方法、電荷輸送材料、電荷輸送素子及び光電変換素子
US20110260104A1 (en) * 2010-04-27 2011-10-27 Chisso Petrochemical Corporation Liquid crystal composition and liquid crystal display device

Family Cites Families (19)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4514045A (en) * 1981-06-22 1985-04-30 Minnesota Mining And Manufacturing Company Helichromic-smectic liquid crystal compositions and display cells
EP0162437B1 (en) * 1984-05-21 1990-09-26 Hitachi, Ltd. Liquid crystal compound and liquid crystal composition including the same
JPS61275384A (ja) * 1985-05-23 1986-12-05 Nec Corp 熱書込液晶素子用液晶組成物
JPS61275385A (ja) * 1985-05-23 1986-12-05 Nec Corp 熱書込液晶素子用液晶組成物
JPS62297386A (ja) * 1986-06-17 1987-12-24 Nec Corp 熱書込液晶素子用液晶組成物
JPS62297387A (ja) * 1986-06-17 1987-12-24 Nec Corp 熱書込液晶素子用液晶組成物
EP0310403B1 (en) * 1987-09-29 1995-06-14 Semiconductor Energy Laboratory Co., Ltd. Liquid crystal electro-optical device
JP2910791B2 (ja) * 1991-03-19 1999-06-23 富士通株式会社 液晶組成物
JP3049681B2 (ja) * 1993-09-17 2000-06-05 キヤノン株式会社 液晶性化合物、それを含有する液晶組成物、それを有する液晶素子及びそれらを用いた表示方法、表示装置
TW305872B (enExample) * 1995-06-08 1997-05-21 Chisso Corp
JP3763495B2 (ja) * 1996-04-19 2006-04-05 日本化学工業株式会社 ピリジニウム型イオン性化合物誘導体、その製造方法及び液晶物質
JP2007231166A (ja) * 2006-03-01 2007-09-13 Ricoh Co Ltd 液晶素子、光路偏向素子及び画像表示装置
JP2007238676A (ja) * 2006-03-06 2007-09-20 Fujifilm Corp 液晶組成物、液晶素子、反射型表示材料及び調光材料
JP2008007754A (ja) * 2006-05-31 2008-01-17 Fujifilm Corp 液晶組成物、液晶素子、反射型表示材料、及び調光材料
CN101415280B (zh) * 2007-10-16 2011-06-29 苏州汉朗光电有限公司 一种电控调光介质
KR101801722B1 (ko) * 2010-03-15 2017-11-27 캠브리지 엔터프라이즈 리미티드 스멕틱 ａ 광학 디바이스를 위한 액정 포뮬레이션 및 구조물
GB201100375D0 (en) * 2011-01-10 2011-02-23 Cambridge Entpr Ltd Smectic A compositions for use in electrical devices
CN102634349A (zh) * 2011-02-10 2012-08-15 苏州汉朗光电有限公司 一种多稳态显示材料及其制备方法
CN103666482B (zh) * 2012-09-10 2016-05-25 苏州汉朗光电有限公司 一种近晶a相液晶材料

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH1077476A (ja) * 1996-09-03 1998-03-24 Dainippon Ink & Chem Inc ネマチック液晶組成物及びこれを用いた液晶表示装置
JP2002146353A (ja) * 2000-11-13 2002-05-22 Chisato Kajiyama 重合性円盤状モノマーから形成される高分子ネットワークを利用した液晶光学材料
WO2010070606A1 (en) 2008-12-18 2010-06-24 Cambridge Enterprise Limited Wide temperature-range smectic liquid crystal materials
JP2011090858A (ja) * 2009-10-22 2011-05-06 Nippon Chem Ind Co Ltd 電荷輸送方法、電荷輸送材料、電荷輸送素子及び光電変換素子
US20110260104A1 (en) * 2010-04-27 2011-10-27 Chisso Petrochemical Corporation Liquid crystal composition and liquid crystal display device

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2016525222A (ja) * 2013-07-12 2016-08-22 エルジー・ケム・リミテッド 液晶セル
US9758726B2 (en) 2013-07-12 2017-09-12 Lg Chem, Ltd. Liquid crystal cell
CN104130196A (zh) * 2014-07-21 2014-11-05 北京大学 一种嘧啶类高双折射率液晶化合物及其制备方法
JPWO2016132998A1 (ja) * 2015-02-19 2017-09-14 Jnc株式会社 ベンゾチオフェンを有する液晶性化合物、液晶組成物および液晶表示素子
KR20170131979A (ko) * 2016-05-23 2017-12-01 주식회사 엘지화학 신규 액정 화합물 및 이의 용도
KR102126680B1 (ko) * 2016-05-23 2020-06-25 주식회사 엘지화학 신규 액정 화합물 및 이의 용도
US10954444B2 (en) 2016-05-23 2021-03-23 Lg Chem, Ltd. Liquid crystal compound and use thereof

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