KR101894594B1 - Liquid crystal composition with negative dielectic anisotropy and display device with the same - Google Patents

Liquid crystal composition with negative dielectic anisotropy and display device with the same Download PDF

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KR101894594B1
KR101894594B1 KR1020177004894A KR20177004894A KR101894594B1 KR 101894594 B1 KR101894594 B1 KR 101894594B1 KR 1020177004894 A KR1020177004894 A KR 1020177004894A KR 20177004894 A KR20177004894 A KR 20177004894A KR 101894594 B1 KR101894594 B1 KR 101894594B1
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한원밍
쉬하이빈
마원
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장쑤 허청 디스플레이 테크놀로지 컴퍼니, 리미티드
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    • C09K19/04Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
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    • C09K19/00Liquid crystal materials
    • C09K19/04Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
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    • C09K19/02Liquid crystal materials characterised by optical, electrical or physical properties of the components, in general
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    • C09K19/06Non-steroidal liquid crystal compounds
    • C09K19/08Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • C09K19/10Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings
    • C09K19/12Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings at least two benzene rings directly linked, e.g. biphenyls
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    • C09K19/04Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
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    • C09K19/08Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • C09K19/30Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
    • 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
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    • 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
    • G02F1/137Devices 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 characterised by the electro-optical or magneto-optical effect, e.g. field-induced phase transition, orientation effect, guest-host interaction or dynamic scattering
    • G02F1/139Devices 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 characterised by the electro-optical or magneto-optical effect, e.g. field-induced phase transition, orientation effect, guest-host interaction or dynamic scattering based on orientation effects in which the liquid crystal remains transparent

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Abstract

The present invention discloses a liquid crystal composition, which comprises 15-35% by weight of a compound of formula I; 3-20% by weight of compounds of formula II; 5-30% by weight of compounds of formula III; 1-20% by weight of a compound of formula IV; 10-35% by weight of compounds of the general formula V-1 and / or the general formula V-2; And 1-25% by weight of compounds of the general formula VI. The liquid crystal composition provided in the present invention can be used for a liquid crystal display by having properties such as suitable optical anisotropy, dielectric anisotropy, relatively high transparency, relatively good voltage holding ratio and good anti-UV stability.

Description

TECHNICAL FIELD [0001] The present invention relates to a liquid crystal composition having negative dielectric anisotropy and a display device using the same. [0002]

The present invention relates to a liquid crystal composition, and more particularly to a liquid crystal composition having suitable optical anisotropy, suitable dielectric anisotropy, relatively high transparency and good anti-UV stability, and a liquid crystal display device comprising the liquid crystal composition.

Liquid crystals mainly act as dielectrics in liquid crystal display devices because this kind of optical properties can be affected by the applied voltage. The liquid crystal display may be classified into a phase change PC, a twisted nematic TN, a super twisted nematic (STN), an electrically controlled birefringence (ECB), an optically compensated bend (OCB) , Transverse electric field switching, vertical alignment (VA) and polymer stable alignment (PSA) modes.

Currently used liquid crystal display devices are mainly TN type liquid crystal display devices. However, this has the drawback of intense contrast-time dependence. In addition, it is a VA type liquid crystal display element having a so-called wider viewing angle. The liquid crystal case of a VA type liquid crystal display element includes a liquid crystal dielectric layer between two transparent electrodes, wherein the liquid crystal medium usually has a negative dielectric anisotropy value. In the electrostatic state, the molecules of the liquid crystal layer have an orientation that is perpendicular to the electrode ground plane (vertical plane) or an orientation that is inclined to the vertical plane. When a voltage is applied to the electrode, vertical alignment occurs in which the liquid crystal molecules are parallel to the electrode surface.

In addition, the OCB type liquid crystal display device has a liquid crystal layer of so-called " bending " orientation and a usual positive dielectric anisotropy due to the birefringence effect. When a voltage is applied, a reorientation occurs in which liquid crystal molecules are perpendicular to the electrode surface. In addition, the OCB type liquid crystal display device typically includes one or a plurality of double refraction optical retardation films, and prevents unexpected optical transparency of the flexure case in a dark state. The OCB type liquid crystal display device has a wider viewing angle and shorter response time than the TN type liquid crystal display device.

In a PSA type liquid crystal display device, a liquid crystal composition and a polymerizable liquid crystal composition formed of a polymerizable compound are arranged between substrates, a voltage is applied between the substrates depending on the situation to orient liquid crystal molecules, and ultraviolet light To polymerize the polymerizable composition to memorize the alignment state of the liquid crystal as a cured product. At present, the PSA principle is used in various conventional liquid crystal display devices. Thus, for example, PSA-VA, PSA-OCB, PS-IPS / FFS- and PS-TN-display devices are known.

However, the group consisting of the liquid crystal composition and the polymerizable compound are not all applied to the PSA display element. Thus, for example, it can not be adjusted to obtain tilting or sufficient tilting, or is insufficient for application to TFT displays due to, for example, the so-called " voltage holding ratio " (VHR). In addition, it has been discovered that, when used in PSA display devices, there are still some defects in the liquid crystal compositions and polymerizable compounds known in the prior art. Thus, polymeric compounds soluble in all known liquid crystal compositions are not applicable to PSA displays. The liquid crystal compositions and polymeric compounds selected have as good electrical properties as possible and, in particular, have the highest VHR. In PSA display devices, in particular, high VHR after UV light is required.

As a problem of such a liquid crystal display device, there is a problem of reliability such as " burning " which occurs when the same display is continuously operated for a long time, and productivity due to manufacturing process. The reliability problem is not a single problem, but is caused by various complex factors, especially due to the change in the slope of the liquid crystal molecules (the change in the pretilt angle).

It is an object of the present invention to provide a novel material to be applied to a PSA liquid crystal display device, and in particular, a combination of a liquid crystal composition and a polymerizable compound is applied to solve the above problems. When applied to a PSA type liquid crystal display device, Can be overcome. The combination of the liquid crystal composition and the polymerizable compound provided in the present invention has a relatively high temperature range, at the same time, has suitable dielectric anisotropy, suitable optical anisotropy, and also has a high VHR value after exposure to UV. When using a combination comprising the liquid crystal composition of the present invention and a polymerizable compound, it has the characteristics of producing good anti-UV performance and faster pre-sharpening angle compared with existing techniques.

SUMMARY OF THE INVENTION It is an object of the present invention to provide a liquid crystal composition having a suitable optical anisotropy, a suitable dielectric anisotropy, a relatively high transparency, a good anti-UV stability and a high ability to form a pretilt angle. The liquid crystal composition can be applied to a liquid crystal display, the liquid crystal display has high reliability, and has properties to normally operate after irradiating UV light. The liquid crystal composition provided in the present invention has a more excellent ability to form a square, and the polymer is stably and vertically oriented to have a better optical effect by displaying the device. Also, after the liquid crystal composition of the present invention is irradiated with UV light Has a relatively good VHR value, and has better stability using the liquid crystal display element of the liquid crystal composition of the present invention.

The technique used in the present invention,

A liquid crystal composition having negative dielectric anisotropy, wherein the liquid crystal composition having negative dielectric anisotropy,

15-35% by weight of compound of formula I

Figure 112017018121881-pct00001
;

3-20% by weight of compound of formula II

Figure 112017018121881-pct00002
;

5-30% by weight of compound of formula III

Figure 112017018121881-pct00003
;

1-20% by weight of compound of general formula IV

Figure 112017018121881-pct00004
;

10-35% by weight of the compound of the general formula V-1 and / or the compound of the general formula V-2

Figure 112017018121881-pct00005
;

Figure 112017018121881-pct00006
; And

1-25% by weight of a compound of the general formula VI

Figure 112017018121881-pct00007
/ RTI >

here,

R 1 , R 2 , R 3 , R 4 , R 5 , R 9 , R 11 and R 13 are the same or different and each independently represents an alkyl group having 1 to 5 carbon atoms;

R 6 , R 10 , R 12 and R 14 are the same or different and each independently represents an alkyl group having 1 to 5 carbon atoms or an alkoxy group having 1 to 5 carbon atoms;

R 7 and R 8 are the same or different and each independently represent H or an alkyl group having 1 to 10 carbon atoms, wherein one or more non-adjacent CH 2 groups may be replaced by -O-, -CO-, -COO-, , -OCO-O-, -OCO-, wherein the oxygen atoms are not directly connected, wherein one or more H atoms are replaced by fluorine;

L 1 represents H or F;

Z 1 and Z 2 are the same or different and each independently represents -CH 2 O-, -OCH 2 -, -O-, -CH 2 CH 2 - or a single bond, and at least one of Z 1 and Z 2 is -CH 2 O-, -OCH 2 - or -O-;

A and B are the same or different and each independently represents 1, 4-cyclohexylene or 1, 3-cyclopentylene, and one or a plurality of CH 2 The group may be substituted by -O-;

m and n are the same or different and each independently represents 0, 1 or 2, and n + m? 2.

Preferably, the compound of formula I is a compound of formula

Figure 112017018121881-pct00008
;

Figure 112017018121881-pct00009
;

Figure 112017018121881-pct00010
; And

Figure 112017018121881-pct00011
≪ / RTI >

Preferably, the compound of formula II is a compound of formula

Figure 112017018121881-pct00012
;

Figure 112017018121881-pct00013
;

Figure 112017018121881-pct00014
;

Figure 112017018121881-pct00015
;

Figure 112017018121881-pct00016
; And

Figure 112017018121881-pct00017
≪ / RTI >

Preferably, the compound of the general formula III is a compound represented by the following formula

Figure 112017018121881-pct00018
;

Figure 112017018121881-pct00019
;

Figure 112017018121881-pct00020
;

Figure 112017018121881-pct00021
;

Figure 112017018121881-pct00022
;

Figure 112017018121881-pct00023
;

Figure 112017018121881-pct00024
;

Figure 112017018121881-pct00025
;

Figure 112017018121881-pct00026
; And

Figure 112017018121881-pct00027
≪ / RTI >

Particularly preferably, the compound of the general formula (III) is a compound of III-4, III-5, III-7, III-8 or III-9, particularly preferably a compound of III-7, III-8 or III- / RTI >

Preferably, the compound of formula (IV)

Figure 112017018121881-pct00028
;

Figure 112017018121881-pct00029
;

Figure 112017018121881-pct00030
;

Figure 112017018121881-pct00031
; And

Figure 112017018121881-pct00032
And one or more compounds selected from the group consisting of

here,

R 7 and R 8 are the same or different and each independently is an alkyl group having 1 to 10 carbon atoms, wherein one or more H atoms may be substituted by fluorine;

L1 represents H or F;

Z 3 , Z 4 , Z 5 , Z 6 and Z 7 are the same or different and each independently represents -CH 2 O-, -OCH 2 -, -O-, -CH 2 CH 2 - ;

P, q, r, s and t are the same or different and each independently represents 0 or 1, and p + q≥1.

More preferably, the compound of the general formula IV-1 is a compound represented by the following formula

Figure 112017018121881-pct00033
;

Figure 112017018121881-pct00034
; And

Figure 112017018121881-pct00035
≪ / RTI > wherein one or more compounds selected from the group consisting of < RTI ID =

R 7 and R 8 are the same or different and each independently represents an alkyl group having 1 to 5 carbon atoms, and particularly preferably a compound of the general formula IV-1-c.

More preferably, the compound of the general formula IV-2 is a compound represented by the following formula

Figure 112017018121881-pct00036
;

Figure 112017018121881-pct00037
;

Figure 112017018121881-pct00038
;

Figure 112017018121881-pct00039
; And

Figure 112017018121881-pct00040
And one or more compounds selected from the group consisting of

here,

R 7 and R 8 are the same or different and each independently represents an alkyl group having 1 to 5 carbon atoms, and particularly preferably a compound of the general formula IV-2-d and IV-2-e.

More preferably, the compound of the general formula IV-3 is a compound represented by the following formula

Figure 112017018121881-pct00041
;

Figure 112017018121881-pct00042
;

Figure 112017018121881-pct00043
;

Figure 112017018121881-pct00044
;

Figure 112017018121881-pct00045
;

Figure 112017018121881-pct00046
;

Figure 112017018121881-pct00047
; And

Figure 112017018121881-pct00048
, ≪ / RTI >

here,

R 8 is the same or different and each independently represents an alkyl group of 1 to 5 carbon atoms, particularly preferably a compound of the general formula IV-3-d.

More preferably, the compound of the general formula IV-4 is a compound represented by the following formula

Figure 112017018121881-pct00049
;

Figure 112017018121881-pct00050
; And

Figure 112017018121881-pct00051
And one or more compounds selected from the group consisting of

here,

R 7 and R 8 are the same or different and each represents an alkyl group having 1 to 5 carbon atoms.

Preferably, the compound of the general formula IV-5 is a compound represented by the following formula

Figure 112017018121881-pct00052
;

Figure 112017018121881-pct00053
; And

Figure 112017018121881-pct00054
And one or more compounds selected from the group consisting of

here,

R 7 and R 8 are the same or different and each represents an alkyl group having 1 to 5 carbon atoms.

Preferably, the compound of the general formula V-1 is a compound represented by the following formula

Figure 112017018121881-pct00055
;

Figure 112017018121881-pct00056
; And

Figure 112017018121881-pct00057
≪ / RTI >

Preferably,

The compound of the general formula V-2 is a compound represented by the following formula

Figure 112017018121881-pct00058
;

Figure 112017018121881-pct00059
;

Figure 112017018121881-pct00060
; And

Figure 112017018121881-pct00061
≪ / RTI >

Preferably, the compound of formula (VI) is one or more compounds selected from the group consisting of the following compounds,

Figure 112017018121881-pct00062
,

here,

R 15 and R 16 are the same or different and each is an alkyl group having 1 to 5 carbon atoms.

In a preferred embodiment, in the liquid crystal composition provided in the present invention, the compound of the formula III accounts for 10-30% of the total weight of the liquid crystal composition; The compound of Formula IV occupies 3-20% of the total weight of the liquid crystal composition; 12 to 30% of the total weight of the liquid crystal composition of the compound of the general formula V-1 and / or the general formula V-2; And the compound of the general formula VI-1 accounts for 3-18% of the total weight of the liquid crystal composition.

As a particularly preferred method, the compound of the general formula VI-1 accounts for 5-15% of the total weight of the liquid crystal composition.

The present invention includes the above liquid crystal composition and one or more polymerizable liquid crystal compounds conforming to the following formula RM,

Figure 112017018121881-pct00063
,

here,

P 1 and P 2 are the same or different and each independently

Figure 112017018121881-pct00064
or
Figure 112017018121881-pct00065
Lt; / RTI >

L < 2 > further provides a mixture representing H or F.

Preferably,

The polymerizable compound of the formula RM is a compound of the following formula

Figure 112017018121881-pct00066
;

Figure 112017018121881-pct00067
;

Figure 112017018121881-pct00068
; And

Figure 112017018121881-pct00069
≪ / RTI >

The present invention further provides a liquid crystal display comprising the liquid crystal composition provided by the present invention or the mixture provided by the present invention.

The present invention uses the above-described technology and, when compared with the existing technology, achieves the following technical advances.

The liquid crystal compositions provided in the present invention have a strong ability to form suitable optical anisotropy, a suitable dielectric anisotropy, a relatively high transparent point, a relatively wide nematic phase temperature range, good anti-UV stability and a pre- So that the liquid crystal display element is favorably displayed under UV light irradiation. In addition, the liquid crystal composition provided in the present invention has a better ability to form a square angle, and the polymer is stably and vertically oriented to display the device, thereby having a better optical effect. Further, And has a better stability using a liquid crystal display device of the liquid crystal composition of the present invention.

Unless otherwise specified in the present invention, the proportions are all weight ratios, the temperature is all degrees Celsius, and the thickness of the case used in the test of the response time number is 7 mu m.

Hereinafter, the present invention will be described in conjunction with specific examples. It should be noted that the following examples are illustrative of the present invention and are merely illustrative of the present invention and are not intended to limit the present invention. Other modifications within the spirit of the invention and various modifications may be made without departing from the spirit or scope of the invention.

For the sake of convenience of expression, they are represented by the codes listed in Table 1 for structural units of the liquid crystal compositions in each of the following Examples.

Structure code of liquid crystal compound Cell structure code Name of equipment

Figure 112017018121881-pct00070
C 1, 4-cyclohexylene
(1,4-cyclohexylene)
Figure 112017018121881-pct00071
P 1, 4-phenylene group (Phenylene gprou)
Figure 112017018121881-pct00072
C (5) Cyclopentane
Figure 112017018121881-pct00073
W 2, 3-Difluoro-1,4-phenylene group,
-O- O Oxygen substituent -CH 2 O- 1O Methyleneoxy group -CH 2 CH 2 - 2 Ethylene group -CH = CH- V Alkenyl group -CnH2n + 1 or -CmH2m + 1 n or m Alkyl group

Examples of compounds of the formula:

Figure 112017018121881-pct00074

When the above structural formula is represented by the codes listed in Table 1, it can be represented by C (5) PPOn. In the code, n represents the number of C atoms of the rightmost alkyl group. For example, That is, the alkyl group represents C 3 H 7 ; C (5) in the code denotes cyclopentyl; P in the code represents a 1,4-phenylene group; O in the code represents an oxygen substituent.

Hereinafter, the simplest symbols of the test items in the examples are as follows.

Cp (占 폚): transparent point (Nematic-isotropic phase transition temperature)

? N: optical anisotropy (589 nm, 20 ° C)

Δε: dielectric anisotropy (1 KHz, 25 ° C.)

VHR (initial): voltage holding ratio (%)

VHR (UV, 15 min): voltage holding ratio (%) after 15 minutes of UV light irradiation

Here, the refractive index anisotropy is obtained by measurement using a Abbe refractometer at a sodium lamp (589 nm) light source at 20 占 폚; The dielectric measurement case is of the TN90 type, and the thickness of the case is 7 μm.

Where ε is the dielectric constant parallel to the molecular axis, ε⊥ is the dielectric constant of the molecular axis, and the measurement conditions are 25 ° C. and 1 KHz, the measurement case is the TN90 type, and the case thickness is 7 μm .

VHR (initial) is obtained by measuring the TOY06254 liquid crystal property evaluation system, the measurement temperature is 60 ℃, the measured voltage is 5V, and the measurement time is 166.7 ms, VHR (UV) is the intensity of 5.8mw / cm 2, After the irradiation with UV light at 365 nm, it was continued for 15 minutes and then measured using a TOY 06254-type liquid crystal physical property evaluation system. The measurement temperature was 60 ° C, the measurement voltage was 5 V, and the measurement time was 166.7 ms.

Each of the components used in the following examples can be obtained through synthetic or commercial routes through known methods. This synthesis technique is conventional, and each liquid crystal compound obtained is in conformity with the standard of the electron flow compound through measurement.

A liquid crystal composition was prepared according to the ratio of each liquid crystal composition defined in the following examples. The preparation of the liquid crystal composition is carried out according to a conventional method in the art, for example, by heating, ultrasonication, suspension, or the like.

Control Example 1

The liquid crystal composition M1 of Control Example 1 was prepared according to the respective compounds and weight percentages listed in Table 2, which was filled between two substrates of a liquid crystal display to measure the performance, and the measured values are shown in the following table.

Method of mixing liquid crystal composition and measurement of performance Monomer name Compound type weight
percentage
Performance variable measurement result
5CCV 13 Cp 81.7 V2PP1 5 Δn 0.107 3CCV1 9 △ ε -3.0 VCCP1 9 VHR (initial) 97.3% 3CPP2 4 VHR
(UV, 15 min)
84.1%
3CWO4 16 5CWO2 12 3CCWO2 VI-1 6 3CCWO3 VI-1 4 3CPWO2 III-8 8 3PWP2 4 3CCW1 VI 5 2CCW1 VI 5 Sum 100

      Control Example 2

The liquid crystal composition M2 of Control Example 2 was prepared according to the respective compounds and weight percentages listed in Table 3, which was filled between two substrates of the liquid crystal display to measure the performance, and the measured values are shown in the following table.

 Method of mixing liquid crystal composition and measurement of performance Monomer name Compound type Weight percentage Performance variable measurement result 3CC2 I-1 13 Cp 81.2 5PP1 -4 5 Δn 0.108 4CC3 I-2 9 △ ε -3.0 3CCP1 5 VHR (initial) 97.5% 3CPP2 8 VHR
(UV, 15 min)
94.0%
3CWO4 15 5CWO2 10 3CCWO2 VI-1 6 3CCWO3 VI-1 7 3CPWO2 III-8 8 3CPPC3 4 3CCW1 VI 5 2CCW1 VI 5 Sum 100

Example 1

The liquid crystal composition N1 of Example 1 was prepared according to the respective compounds and weight percentages listed in Table 4, which was filled between two substrates of a liquid crystal display to measure the performance, and the measured values are shown in the following table.

Method of mixing liquid crystal composition and measurement of performance Monomer name Compound type weight
percentage
Performance variable measurement result
3CC2 I-1 20 Cp 81.2 4CC3 I-2 5 Δn 0.107 3PP2 II-2 6 △ ε -3.1 5PP1 Ⅱ-4 8 VHR (initial) 97.3% 3PPO2 IV-1-c 6 VHR
(UV, 15 min)
94.6%
3PPO4 IV-1-c 2 2CPWO2 III-7 5 3CPWO2 III-8 10 3CCWO2 VI-1 4 4CCWO2 VI-1 4 3C1OWO2 V-1-b 5 2CC1OWO2 V-2-a 7 3CC1OWO2 V-2-b 18 Sum 100

Example 2

The liquid crystal composition N2 of Example 2 was prepared according to the respective compounds and weight percentages listed in Table 5, which was filled between two substrates of a liquid crystal display to measure the performance, and the measured values are shown in the following table.

Method of mixing liquid crystal composition and measurement of performance Monomer name Compound type Weight percentage Performance variable measurement result 3CC2 I-1 20 Cp 81.8 4CC3 I-2 6 Δn 0.11 3PP2 II-2 6 △ ε -2.9 3PPO2 IV-1-c 6 VHR (initial) 97.5% 3PPO4 IV-1-c 4 VHR
(UV, 15 min)
94.3%
3CPPO2 IV-1-c 3 3C1OPP2 IV-2-e 2 2CPWO2 III-7 5 3CPWO2 III-8 10 3CPWO4 III-9 8 3CCWO2 VI-1 4 4CCWO2 VI-1 4 3C1OWO2 V-1-b 11 2CC1OWO2 V-2-a 5 3CC1OWO2 V-2-b 6 Sum 100

Example 3

The liquid crystal composition N3 of Example 3 was prepared according to the respective compounds and weight percentages listed in Table 6, which was filled between two substrates of a liquid crystal display to measure the performance, and the measured values are shown in the following table.

Method of mixing liquid crystal composition and measurement of performance Monomer name Compound type Weight percentage Performance variable measurement result 3CC2 I-1 23 Cp 82.3 4CC3 I-2 7 Δn 0.106 5CC2 I-3 3 △ ε -3.1 3PP2 II-2 4 VHR (initial) 97.3% 3PPO2 IV-1-c 6 VHR
(UV, 15 min)
94.4%
2CPWO2 III-7 7 3CPWO2 III-8 10 3CPWO4 III-9 11 3CCWO2 VI-1 4 4CCWO2 VI-1 5 3CCWO3 VI-1 5 3C1OWO2 V-1-b 10 2CC1OWO2 V-2-a 2 3CC1OWO2 V-2-b 3 Sum 100

       Example 4

The liquid crystal composition N4 of Example 4 was prepared according to the respective compounds and weight percentages listed in Table 7, which was filled between two substrates of a liquid crystal display to measure the performance, and the measured values are shown in the following table.

Method of mixing liquid crystal composition and measurement of performance Monomer name Compound type Weight percentage Performance variable measurement result 3CC2 I-1 12 Cp 81.2 4CC3 I-2 5 Δn 0.113 3PP2 II-2 6 △ ε -3.2 5PP1 Ⅱ-4 8 VHR (initial) 97.6% 3PPO2 IV-1-c 6 VHR
(UV, 15 min)
94.5%
3PPO4 IV-1-c 5 (C5) PPO2 IV-3-a 3 (C5) PPO4 IV-3-a 3 2CPWO2 III-7 3 3CPWO2 III-8 3 3CCWO2 VI-1 6 4CCWO2 VI-1 4 5CCWO2 VI-1 3 3C1OWO2 V-1-b 7 2CC1OWO2 V-2-a 7 3CC1OWO2 V-2-b 9 4CC1OWO2 V-2-c 5 5CC1OWO2 V-2-d 5 Sum 100

Example 5

The liquid crystal composition N5 of Example 5 was prepared according to the respective compounds and weight percentages listed in Table 8, which was filled between two substrates of a liquid crystal display to measure the performance, and the measured values are shown in the following table.

Method of mixing liquid crystal composition and measurement of performance Monomer name Compound type weight
percentage
Performance variable measurement result
3CC2 I-1 12 Cp 82.5 4CC3 I-2 5 Δn 0.111 3PP2 II-2 7 △ ε -3.0 5PP1 Ⅱ-4 12 VHR (initial) 97.6% 3PPO2 IV-1-c 3 VHR
(UV, 15 min)
94.4%
3PPO4 IV-1-c 3 (C5) PPO2 IV-3-a 3 (C5) PPO4 IV-3-a 3 2CPWO2 III-7 3 3CPWO2 III-8 3 3CCWO2 VI-1 6 4CCWO2 VI-1 5 5CCWO2 VI-1 4 3CCWO3 VI-1 4 3C1OWO2 V-1-b 7 2CC1OWO2 V-2-a 5 3CC1OWO2 V-2-b 7 4CC1OWO2 V-2-c 4 5CC1OWO2 V-2-d 4 Sum 100

Example 6

The liquid crystal composition N6 of Example 6 was prepared according to the respective compounds and weight percentages listed in Table 9, which was filled between two substrates of a liquid crystal display to measure the performance, and the measured values are shown in the following table.

Method of mixing liquid crystal composition and measurement of performance Monomer name Compound type Weight percentage Performance variable measurement result 3CC2 I-1 23 Cp 83.3 4CC3 I-2 7 Δn 0.101 5CC2 I-3 4 △ ε -3.1 3PP2 II-2 4 VHR (initial) 97.3% 3PPO2 IV-1-c 3 VHR
(UV, 15 min)
94.8%
2CPWO2 III-7 7 3CPWO2 III-8 10 3CPWO4 III-9 11 3CCWO2 VI-1 5 4CCWO2 VI-1 5 3CCWO3 VI-1 5 3C1OWO2 V-1-b 11 2CC1OWO2 V-2-a 2 3CC1OWO2 V-2-b 3 Sum 100

As can be seen from the numerical values in the above examples, the liquid crystal composition provided in the present invention has suitable anisotropy, suitable dielectric anisotropy, relatively wide nematic phase temperature range, relatively high transparent point, and can be applied to liquid crystal displays. Further, when compared with the Control 1 and the Control 2, when the values of the optical anisotropy and the dielectric anisotropy are similar to those of the transparent point, the liquid crystal composition provided by the present invention has better anti-UV stability and clear technical advances.

Example 7

0.3% of RM1 was added to each of the liquid crystal compositions M1, M2, N1, N2, N3, N4, N5 and N6

Figure 112017018121881-pct00075
,

The mixtures M1RM1, M2RM1, N1RM1, N2RM1, N3RM1, N4RM1, N5RM1 and N6RM1 were obtained. The pretilt angle and VHR were measured before and after UV irradiation.

Before and after irradiation of UV light mixture Before UV light irradiation
Square angle (°)
After UV light irradiation
Square angle (°)
M1RM1 89 88.1 M2RM1 89 87.8 N1RM1 89 84.8 N2RM1 89 83.1 N3RM1 89 84.9 N4RM1 89 82.7 N5RM1 89 83.4 N6RM1 89 85.3

VHR before and after UV light irradiation mixture UV Light Source Dictionary VHR (%) VHR after UV light irradiation (%) M1RM1 96.9 86.6 M2RM1 97 97.1 N1RM1 97 97.8 N2RM1 96.9 98.3 N3RM1 96.8 98 N4RM1 97.3 98.8 N5RM1 97.2 98.3 N6RM1 96.8 97.7

Example 8

0.3% of RM2 was added to each of the liquid crystal compositions M1, M2, N1, N2, N3, N4, N5 and N6

Figure 112017018121881-pct00076
,

The results are shown in Table 1. The results are shown in Table 1. The results are shown in Table 1. The results are shown in Table 1. The results are shown in Table 1 below.

Before and after irradiation of UV light mixture Before UV light irradiation
Square angle (°)
After UV light irradiation
Square angle (°)
M1RM2 89 88.8 M2RM2 89 88.3 N1RM2 89 85.4 N2RM2 89 83.6 N3RM2 89 85.4 N4RM2 89 83.1 N5RM2 89 83.6 N6RM2 89 85.7

VHR before and after UV light irradiation mixture VHR (%) before UV light irradiation VHR after UV light irradiation (%) M1RM2 96.9 85.1 M2RM2 97 97.1 N1RM2 97 97.7 N2RM2 96.9 98 N3RM2 96.8 97.9 N4RM2 97.3 98.6 N5RM2 97.2 98.3 N6RM2 96.8 97.5

Similarly, from the experimental results, 0.3% of RM3 and 0.3% of RM4 were added to N1, N2, N3, N4, N5 and N6 respectively and then the ability to form a pre- And the ability to form a pre-warped square.

      The numerical values of the examples show that the liquid crystal composition provided in the present invention is comparable to the existing technology and that the display element has better optical effect by allowing the polymer to stably and vertically align, The liquid crystal composition of the present invention has a better VHR value after UV light irradiation, and the liquid crystal display element of the liquid crystal composition of the present invention has better stability, thus obtaining a very good technical advance.

It is to be understood that both the foregoing general description and the following detailed description are exemplary and explanatory only and are not to be construed as limiting the scope of the present invention as defined by the appended claims rather than by the foregoing description, It is to be understood that the invention is not limited to the disclosed embodiments, but equivalents, modifications and variations practiced in accordance with the teachings of the present invention are within the scope of the present invention.

Claims (13)

15-35% by weight of compound of formula I
Figure 112018035663837-pct00077
;
3-20% by weight of compound of formula II
Figure 112018035663837-pct00078
;
5-30% by weight of compound of formula III
Figure 112018035663837-pct00079
;
1-20% by weight of compound of general formula IV
Figure 112018035663837-pct00080
;
10-35% by weight of the compound of the general formula V-1 and / or the compound of the general formula V-2
Figure 112018035663837-pct00081
;
Figure 112018035663837-pct00082
; And
1-25% by weight of a compound of the general formula VI
Figure 112018035663837-pct00083
/ RTI >
here,
R 1 , R 2 , R 3 , R 4 , R 5 , R 9 , R 11 and R 13 are the same or different and each independently represents an alkyl group having 1 to 5 carbon atoms;
R 6 , R 10 , R 12 and R 14 are the same or different and each independently represents an alkyl group having 1 to 5 carbon atoms or an alkoxy group having 1 to 5 carbon atoms;
R 7 and R 8 are the same or different and each independently represent H or an alkyl group having 1 to 10 carbon atoms, wherein one or more non-adjacent CH 2 groups may be replaced by -O-, -CO-, -COO-, , -OCO-O-, -OCO-, wherein the oxygen atoms are not directly connected, wherein one or more H atoms are replaced by fluorine;
L 1 represents H or F;
Z 1 and Z 2 are the same or different and each independently represents -CH 2 O-, -OCH 2 -, -O-, -CH 2 CH 2 - or a single bond, and at least one of Z 1 and Z 2 is -CH 2 O-, -OCH 2 - or -O-;
A and B are the same or different and each independently represents 1, 4-cyclohexylene or 1, 3-cyclopentylene, and one or a plurality of CH 2 The group may be substituted by -O-;
m and n are the same or different and each independently represents 0, 1 or 2, and n + m? 2.
The method according to claim 1,
The compound of the general formula I is a compound represented by the following formula
Figure 112017018121881-pct00084
;

Figure 112017018121881-pct00085
;
Figure 112017018121881-pct00086
; And
Figure 112017018121881-pct00087
Wherein the liquid crystal composition has a negative dielectric anisotropy.
The method according to claim 1,
The compound of the above general formula (II)
Figure 112017018121881-pct00088
;
Figure 112017018121881-pct00089
;
Figure 112017018121881-pct00090
;
Figure 112017018121881-pct00091
;
Figure 112017018121881-pct00092
; And
Figure 112017018121881-pct00093
Wherein the liquid crystal composition has a negative dielectric anisotropy.
The method according to claim 1,
The compound of the general formula (III)
Figure 112017018121881-pct00094
;
Figure 112017018121881-pct00095
;
Figure 112017018121881-pct00096
;
Figure 112017018121881-pct00097
;
Figure 112017018121881-pct00098
;
Figure 112017018121881-pct00099
;
Figure 112017018121881-pct00100
;
Figure 112017018121881-pct00101
;
Figure 112017018121881-pct00102
; And
Figure 112017018121881-pct00103
Wherein the liquid crystal composition has a negative dielectric anisotropy.
The method according to claim 1,
The compound of the general formula (IV)
Figure 112017018121881-pct00104
;
Figure 112017018121881-pct00105
;
Figure 112017018121881-pct00106
;
Figure 112017018121881-pct00107
; And
Figure 112017018121881-pct00108
And one or more compounds selected from the group consisting of
here,
R 7 and R 8 are the same or different and each independently is an alkyl group of 1 to 10 carbon atoms, wherein one or more H atoms may be substituted by fluorine;
L 1 represents H or F;
Z 3 , Z 4 , Z 5 , Z 6 and Z 7 are the same or different and each independently represents -CH 2 O-, -OCH 2 -, -O-, -CH 2 CH 2 - ;
p, q, r, s and t are the same or different and each independently represents 0 or 1, and p + q? 1.
The method according to claim 1,
The compound of formula (VI)
Figure 112017018121881-pct00109
And one or more compounds selected from the group consisting of
here,
R 15 and R 16 are the same or different and each independently represent an alkyl group having 1 to 5 carbon atoms.
6. The method of claim 5,
The compound of the above general formula (IV-1)
Figure 112017018121881-pct00110
;
Figure 112017018121881-pct00111
; And
Figure 112017018121881-pct00112
≪ / RTI > is one or more compounds selected from the group consisting of;
The compound of the general formula (IV-2)
Figure 112017018121881-pct00113
;
Figure 112017018121881-pct00114
;
Figure 112017018121881-pct00115
;
Figure 112017018121881-pct00116
; And
Figure 112017018121881-pct00117
≪ / RTI >
The compound of the general formula (IV-3)
Figure 112017018121881-pct00118
;
Figure 112017018121881-pct00119
;
Figure 112017018121881-pct00120
;
Figure 112017018121881-pct00121
;
Figure 112017018121881-pct00122
;
Figure 112017018121881-pct00123
;
Figure 112017018121881-pct00124
; And
Figure 112017018121881-pct00125
≪ / RTI > is one or more compounds selected from the group consisting of;
The compound of the general formula IV-4 is one or several compounds selected from the group consisting of the following compounds:
Figure 112017018121881-pct00126
;
Figure 112017018121881-pct00127
; And
Figure 112017018121881-pct00128
, Also,
The compound of the general formula (IV-5)
Figure 112017018121881-pct00129
;
Figure 112017018121881-pct00130
; And
Figure 112017018121881-pct00131
≪ / RTI > and one or more compounds selected from the group consisting of;
here,
R 7 and R 8 are the same or different and each independently is an alkyl group having 1 to 5 carbon atoms.
The method according to claim 1,
The compound of the formula III accounts for 10-30% of the total weight of the liquid crystal composition; The compound of Formula IV occupies 3-20% of the total weight of the liquid crystal composition; The compound of the general formula V-1 and / or the general formula V-2 accounts for 12-30% of the total weight of the liquid crystal composition; And the compound of the general formula VI occupies 3-18% of the total weight of the liquid crystal composition.
9. The method of claim 8,
Wherein the compound of the general formula VI-1 accounts for 5-15% of the total weight of the liquid crystal composition.
10. The method of claim 9,
In the liquid crystal composition,
A compound that accounts for 20% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00132
;
A compound that accounts for 5% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00133
;
A compound which accounts for 6% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00134
;
A compound that accounts for 8% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00135
;
A compound which accounts for 6% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00136
;
A compound that accounts for 2% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00137
;
A compound that accounts for 5% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00138
;
A compound that accounts for 10% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00139
;
A compound that accounts for 4% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00140
;
A compound that accounts for 4% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00141
;
A compound that accounts for 5% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00142
;
A compound that accounts for 7% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00143
;
A compound that accounts for 18% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00144
, ≪ / RTI &
Or the liquid crystal composition,
A compound that accounts for 20% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00145
;
A compound which accounts for 6% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00146
;
A compound which accounts for 6% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00147
;
A compound which accounts for 6% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00148
;
A compound that accounts for 4% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00149
;
A compound that accounts for 3% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00150
;
A compound that accounts for 2% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00151
;
A compound that accounts for 5% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00152
;
A compound that accounts for 10% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00153
;
A compound that accounts for 8% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00154
;
A compound that accounts for 4% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00155
;
A compound that accounts for 4% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00156
;
A compound that accounts for 11% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00157
;
A compound that accounts for 5% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00158
; And
A compound which accounts for 6% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00159
, ≪ / RTI &
Or the liquid crystal composition,
A compound that accounts for 23% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00160
;
A compound that accounts for 7% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00161
;
A compound that accounts for 3% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00162
;
A compound that accounts for 4% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00163
;
A compound which accounts for 6% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00164
;
A compound that accounts for 7% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00165
;
A compound that accounts for 10% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00166
;
A compound that accounts for 11% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00167
;
A compound that accounts for 4% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00168
;
A compound that accounts for 5% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00169
;
A compound that accounts for 5% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00170
;
A compound that accounts for 10% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00171
;
A compound that accounts for 2% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00172
; And
A compound that accounts for 3% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00173
, ≪ / RTI &
Or the liquid crystal composition,
A compound that accounts for 12% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00174
;
A compound that accounts for 5% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00175
;
A compound which accounts for 6% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00176
;
A compound that accounts for 8% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00177
;
A compound which accounts for 6% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00178
;
A compound that accounts for 5% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00179
;
A compound that accounts for 3% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00180
;
A compound that accounts for 3% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00181
;
A compound that accounts for 3% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00182
;
A compound that accounts for 3% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00183
;
A compound which accounts for 6% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00184
;
A compound that accounts for 4% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00185
;
A compound that accounts for 3% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00186
;
A compound that accounts for 7% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00187
;
A compound that accounts for 7% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00188
;
A compound that accounts for 9% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00189
;
A compound that accounts for 5% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00190
; And
A compound that accounts for 5% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00191
, ≪ / RTI &
Or the liquid crystal composition,
A compound that accounts for 12% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00192
;
A compound that accounts for 5% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00193
;
A compound that accounts for 7% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00194
;
A compound that accounts for 12% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00195
;
A compound that accounts for 3% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00196
;
A compound that accounts for 3% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00197
;
A compound that accounts for 3% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00198
;
A compound that accounts for 3% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00199
;
A compound that accounts for 3% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00200
;
A compound that accounts for 3% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00201
;
A compound which accounts for 6% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00202
;
A compound that accounts for 5% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00203
;
A compound that accounts for 4% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00204
;
A compound that accounts for 4% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00205
;
A compound that accounts for 7% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00206
;
A compound that accounts for 5% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00207
;
A compound that accounts for 7% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00208
;
A compound that accounts for 4% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00209
;
A compound that accounts for 4% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00210
, ≪ / RTI &
Or the liquid crystal composition,
A compound that accounts for 23% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00211
;
A compound that accounts for 7% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00212
;
A compound that accounts for 4% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00213
;
A compound that accounts for 4% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00214
;
A compound that accounts for 3% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00215
;
A compound that accounts for 7% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00216
;
A compound that accounts for 10% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00217
;
A compound that accounts for 11% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00218
;
A compound that accounts for 5% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00219
;
A compound that accounts for 5% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00220
;
A compound that accounts for 5% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00221
;
A compound that accounts for 11% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00222
;
A compound that accounts for 2% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00223
; And
A compound that accounts for 3% of the total weight of the liquid crystal composition
Figure 112017018219632-pct00224
Wherein the liquid crystal composition has negative dielectric anisotropy.
A liquid crystal composition having negative dielectric anisotropy according to any one of claims 1 to 10 and one or more polymerizable liquid crystal compounds of the formula RM,
Figure 112017018121881-pct00225
,
here,
P 1 and P 2 are the same or different and each independently
Figure 112017018121881-pct00226
or
Figure 112017018121881-pct00227
Lt; / RTI >
And L < 2 > represents H or F.
A liquid crystal display comprising a liquid crystal composition having negative dielectric anisotropy according to any one of claims 1 to 10. 12. A liquid crystal display comprising a mixture of claim 11.
KR1020177004894A 2014-08-26 2015-08-12 Liquid crystal composition with negative dielectic anisotropy and display device with the same KR101894594B1 (en)

Applications Claiming Priority (3)

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Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
TWI640501B (en) * 2017-09-29 2018-11-11 Daxin Materials Corporation Liquid crystal compound, liquid crystal composition and liquid crystal display device having thereof
CN110317613B (en) * 2018-03-28 2022-03-11 江苏和成显示科技有限公司 Liquid crystal composition and liquid crystal display device
JP7298136B2 (en) * 2018-11-08 2023-06-27 Dic株式会社 Liquid crystal composition and liquid crystal display element
JP7121193B2 (en) * 2020-03-18 2022-08-17 石家庄▲誠▼志永▲華顕▼示材料有限公司 Reverse mode polymer dispersed liquid crystal material and its use
WO2021185156A1 (en) * 2020-03-18 2021-09-23 石家庄诚志永华显示材料有限公司 Trans-polymer-dispersed liquid crystal display device
CN115418233B (en) * 2022-08-30 2023-11-28 深圳市华星光电半导体显示技术有限公司 Liquid crystal composition and display panel

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103113900A (en) * 2013-02-01 2013-05-22 江苏和成显示科技股份有限公司 Polymer stabilized alignment type liquid crystal composition and application thereof

Family Cites Families (21)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP3075816B1 (en) * 2009-01-22 2018-05-23 JNC Corporation Liquid crystal composition and liquid crystal display device
DE102010011073A1 (en) * 2009-04-06 2010-10-07 Merck Patent Gmbh Liquid-crystalline medium and liquid-crystal display
TWI518171B (en) * 2010-06-03 2016-01-21 捷恩智股份有限公司 Liquid crystal composition and liquid crystal display element
JP5712510B2 (en) * 2010-06-18 2015-05-07 Jnc株式会社 Compound having 5-membered ring, liquid crystal composition, and liquid crystal display device
CN102433130B (en) * 2011-09-23 2014-03-19 北京八亿时空液晶科技股份有限公司 Negative dielectric anisotropic liquid crystal composition and use thereof
JP6098520B2 (en) * 2011-11-28 2017-03-22 Jnc株式会社 Liquid crystal composition and liquid crystal display element
CN102517038B (en) * 2011-12-02 2016-08-17 江苏和成显示科技股份有限公司 Liquid-crystal composition and include the liquid crystal display device of this liquid-crystal composition
DE102012024126A1 (en) * 2011-12-20 2013-06-20 Merck Patent Gmbh Liquid crystalline medium
CN103333139B (en) * 2012-06-20 2015-12-09 石家庄诚志永华显示材料有限公司 One class contains the liquid crystalline cpd of tetrahydrofuran (THF) structure
TWI565790B (en) * 2012-08-08 2017-01-11 捷恩智股份有限公司 Liquid crystal composition, liquid crystal display device and use of liquid crystal composition
CN102888226A (en) * 2012-10-13 2013-01-23 江苏和成显示科技股份有限公司 Nematic-phase liquid crystal composite containing conjugate-separation liquid crystal compound and use thereof
EP3327103B1 (en) * 2012-10-18 2020-10-14 Merck Patent GmbH Liquid crystal medium, method for the stabilisation thereof and liquid crystal display
CN103030534B (en) * 2012-11-23 2015-02-04 石家庄诚志永华显示材料有限公司 Negative liquid crystal compound containing 2,3-difluorophenyl group, and preparation method and application thereof
CN103074073B (en) * 2012-12-20 2015-03-11 石家庄诚志永华显示材料有限公司 Negative dielectric anisotropic liquid crystal mixture
CN103361077B (en) * 2013-06-25 2015-04-08 江苏和成显示科技股份有限公司 Liquid crystal composition and display comprising same
CN103361076A (en) * 2013-06-25 2013-10-23 江苏和成显示科技股份有限公司 Liquid crystal composition with negative dielectric anisotropy and application thereof
JP6428135B2 (en) * 2013-10-23 2018-11-28 Jnc株式会社 Liquid crystal composition and liquid crystal display element
US9994768B2 (en) * 2013-11-13 2018-06-12 Jnc Corporation Liquid crystal composition and liquid crystal display device
JP2015199900A (en) * 2014-04-02 2015-11-12 Jnc株式会社 Liquid crystal composition and liquid crystal display element
CN106462012B (en) * 2014-06-30 2019-10-01 捷恩智株式会社 Liquid crystal display element, liquid-crystal composition and liquid crystal orientation film
KR20180030513A (en) * 2015-07-23 2018-03-23 제이엔씨 주식회사 Liquid crystal composition and liquid crystal display element

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103113900A (en) * 2013-02-01 2013-05-22 江苏和成显示科技股份有限公司 Polymer stabilized alignment type liquid crystal composition and application thereof

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