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CN108611103A - A kind of liquid-crystal composition comprising polymerizable compound and its application - Google Patents

A kind of liquid-crystal composition comprising polymerizable compound and its application Download PDF

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Publication number
CN108611103A
CN108611103A CN201611128729.2A CN201611128729A CN108611103A CN 108611103 A CN108611103 A CN 108611103A CN 201611128729 A CN201611128729 A CN 201611128729A CN 108611103 A CN108611103 A CN 108611103A
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carbon atoms
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liquid crystal
alkyl
coo
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CN108611103B (en
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马文阳
徐海彬
韩文明
陈昭远
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Jiangsu He Cheng Display Technology Co Ltd
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Jiangsu He Cheng Display Technology Co Ltd
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    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K19/00Liquid crystal materials
    • C09K19/04Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/42Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40
    • C09K19/44Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40 containing compounds with benzene rings directly linked
    • GPHYSICS
    • G02OPTICS
    • G02FOPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/13Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells
    • G02F1/133Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333Constructional arrangements; Manufacturing methods

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Abstract

The invention discloses the liquid-crystal compositions comprising polymerizable compound, including polymerizable components A and liquid crystal components B, the polymerizable components A include one or more polymerizable compounds;The liquid crystal components B includes at least one compounds of formula I.The invention also discloses the liquid crystal display devices of the liquid-crystal composition including the present invention.Liquid-crystal composition provided by the invention, the optical anisotropy with bigger, the dielectric anisotropic of bigger can form lower pre-tilt angle after adding RM,

Description

Liquid crystal composition containing polymerizable compound and application thereof
Technical Field
The invention belongs to the field of liquid crystal materials, and particularly relates to a liquid crystal composition containing a polymerizable compound and application thereof in a PSA (pressure sensitive adhesive) display.
Background
Liquid Crystal Displays (LCDs) have been rapidly developed due to their small size, light weight, low power consumption and excellent Display quality, and are widely used particularly in portable electronic information products. Types according to the display mode are classified into PC (phase change), TN (twisted nematic), STN (super twisted nematic), ECB (electrically controlled birefringence), OCB (optically compensated bend), IPS (in-plane switching), FFS (fringe field switching), VA (vertical alignment), and PSA (polymer stable alignment).
Among these, the PSA mode is a mode in which a small amount (e.g., 0.3 wt%, more typically < 1 wt%) of one or more polymerizable compounds is added to a liquid crystal composition and polymerized or crosslinked in situ (typically by UV photopolymerization) with or without voltage applied between electrodes after charging a liquid crystal cell. The polymerization is carried out at a temperature at which the liquid-crystalline composition exhibits a liquid-crystalline phase, generally at room temperature. It has proved to be particularly suitable to add polymerizable liquid-crystalline compounds to the liquid-crystalline composition.
Meanwhile, the PSA principle is being used in various conventional liquid crystal displays such as known PSA-VA, PSA-OCB, PSA-IPS, PSA-FFS and PSA-TN displays. PSA displays can operate as either active matrix or passive matrix displays, as conventional liquid crystal displays. In the case of active matrix displays the individual pixels are usually addressed by integrated non-linear active elements, such as transistors, whereas in the case of passive matrix displays the individual pixels are usually addressed according to multiplexing methods known in the art.
In the prior art, polymerizable compounds of the formula:
wherein P represents a polymerizable group, typically an acrylate or methacrylate group, as described in US 7169449.
However, not all combinations of liquid crystal composition + polymerizable component (RM) are suitable for PSA displays, since, for example, no tilt at all or no sufficient tilt can be established. Furthermore, it has been found that the previously known liquid crystal compositions and RMs still have some disadvantages when used in PSA displays. Thus, not every known RM soluble in liquid crystal compositions is suitable for use in PSA displays. Furthermore, in addition to directly measuring the pretilt angle in PSA displays, it is often difficult to find a suitable selection criterion for the RM. If it is desired to carry out the polymerization by means of UV light without addition of photoinitiators, the choice of suitable RMs becomes smaller.
In addition, the selected liquid crystal composition/RM combination should have as low rotational viscosity as possible and as good electrical properties as possible, in particular it should have as high a VHR as possible. In PSA displays, a high VHR after irradiation with UV light is particularly required, since UV exposure is an essential part of the display production process, and also the normal exposure during operation of the finished display.
For PSA displays it is preferable to produce a particularly small pretilt angle, where preferred materials should be able to produce a smaller pretilt angle than hitherto known materials during polymerization at the same exposure time and/or achieve the pretilt angle achievable with known materials also at shorter exposure times. Thus, the production time of the display can be shortened and the cost can be reduced.
Another problem in the production of PSA displays is the presence of residual amounts of unpolymerized RM, which may polymerize in an uncontrolled manner after the display has been made, and which negatively affect the properties of the display, such as that known PSA displays often show "image sticking" or "image burn", i.e. the image produced by the short addressing of individual pixels is still visible after the electric field in these pixels has been switched off or after other pixels have been addressed.
Disclosure of Invention
The purpose of the invention is as follows: in view of the drawbacks of the prior art, the present invention aims to provide a liquid crystal composition that can be polymerized rapidly and can establish a lower pretilt angle while having greater optical anisotropy, greater dielectric anisotropy, and the like, and the use of the liquid crystal composition comprising a polymerizable compound in PSA-type displays.
The technical scheme of the invention is as follows:
a liquid crystal composition containing polymerizable compounds comprises a polymerizable component A and a liquid crystal component B, wherein the polymerizable component A contains one or more polymerizable compounds;
the liquid crystal component B comprises at least one compound of the general formula I
Wherein,
R1and R2The same or different, each independently represents H, alkyl with 1-12 carbon atoms or halogenated alkyl with 1-12 carbon atoms, and one or two non-adjacent CH in the alkyl with 1-12 carbon atoms or the halogenated alkyl with 1-12 carbon atoms2A group may be replaced by-O-, -CH ═ CH-, -CO-, -OCO-, or-COO-;
m represents 1 or 2.
Preferably, the compound of formula i is selected from one or more compounds of the group consisting of:
further, the liquid crystal component B further comprises at least one compound of the general formula II:
and/or
At least one compound of the formula III
Wherein,
ring (C)Identical or different, each independently of the other And whenTo representWhen the temperature of the water is higher than the set temperature,the upper tertiary hydrogen may be substituted by-CN or-CF3Substitution;
ring (C)Identical or different, each independently of the other
R3And R4The same or different, each independently represent H, F, CN or an alkyl group of 1 to 12 carbon atoms, the 1 to 12 carbonsOne or two non-adjacent CH in alkyl of an atom2A group may be replaced by-O-, -CH ═ CH-, -CO-, -OCO-, or-COO-;
R5and R6The same or different, each independently represents H, alkyl with 1-12 carbon atoms or halogenated alkyl with 1-12 carbon atoms, and one or two non-adjacent CH in the alkyl with 1-12 carbon atoms or the halogenated alkyl with 1-12 carbon atoms2A group may be replaced by-O-, -CH ═ CH-, -CO-, -OCO-, or-COO-;
n represents 0 or 1;
q represents 1 or 2, and when q is 2, two ringsMay be the same or different.
Preferably, the compound of formula ii is selected from one or more compounds of the group consisting of:
wherein, R is31And R41The same or different, each independently represent H, F or alkyl with 1-8 carbon atoms, and one or two non-adjacent CH in the alkyl with 1-8 carbon atoms2A group may be replaced by-O-, -CH ═ CH-, -CO-, -OCO-, or-COO-;
the compound of formula iii is selected from one or more compounds of the group consisting of:
wherein R is51And R61The same or different, each independently represents H, alkyl with 1-8 carbon atoms or halogenated alkyl with 1-8 carbon atoms, and one or two non-adjacent CH in the alkyl with 1-8 carbon atoms or the halogenated alkyl with 1-8 carbon atoms2A group may be replaced by-O-, -CH ═ CH-, -CO-, -OCO-, or-COO-.
Further preferably, the compound of formula II-1 is one or more compounds selected from the group consisting of:
the compound of the general formula II-2 is selected from one or more compounds of the group consisting of:
the compound of the general formula II-3 is one or more compounds selected from the group consisting of:
the compound of formula II-4 is selected from one or more compounds of the group consisting of:
the compound of formula II-5 is selected from one or more compounds of the group consisting of:
the compound of the general formula II-6 is one or more compounds selected from the group consisting of:
the compound of the general formula II-7 is selected from one or more compounds of the group consisting of:
the compound of the general formula II-8 is selected from one or more compounds of the group consisting of:
the compounds of the general formulae II-9 are selected from one or more compounds from the group consisting of:
the compounds of the general formulae II to 10 are selected from one or more compounds from the group consisting of:
the compounds of the general formulae II to 11 are selected from one or more compounds from the group consisting of:
the compound of the general formula III-1 is selected from one or more compounds of the group consisting of:
the compound of the general formula III-2 is selected from one or more compounds of the group consisting of:
the compound of the general formula III-3 is selected from one or more compounds of the group consisting of:
the compound of the general formula III-4 is selected from one or more compounds of the group consisting of:
the compound of the general formula III-5 is selected from one or more compounds of the group consisting of:
further, the liquid crystal component B further comprises at least one compound of the general formula IV:
and/or at least one compound of formula v:
wherein,
R7and R8Are identical to each otherOr different, each independently represents H, alkyl with 1-12 carbon atoms or halogenated alkyl with 1-12 carbon atoms, and one or two non-adjacent CH in the alkyl with 1-12 carbon atoms or the halogenated alkyl with 1-12 carbon atoms2A group may be replaced by-O-, -CH ═ CH-, -CO-, -OCO-, or-COO-;
R9and R10The same or different, each independently represents H or alkyl with 1-12 carbon atoms, and one or two non-adjacent CH in the alkyl with 1-12 carbon atoms2A group may be replaced by-O-, -CH ═ CH-, -CO-, -OCO-, or-COO-;
Z1represents a double bond, a triple bond, -CH2O-or-COO-;
Z2represents a single bond, -CH2O-or-COO-;
p represents 0 or 1;
ring (C)Are the same or different and each independently representsAnd when it is loopedTo representWherein one or more H may be substituted by F.
Preferably, the compound of formula iv is selected from one or more compounds of the group consisting of:
wherein R is71And R81The same or different, each independentlyRepresents H, alkyl of 1 to 6 carbon atoms or haloalkyl of 1 to 6 carbon atoms, one or two non-adjacent CH in the alkyl of 1 to 6 carbon atoms or haloalkyl of 1 to 6 carbon atoms2A group may be replaced by-O-, -CH ═ CH-, -CO-, -OCO-, or-COO-.
Further preferably, the compound of the general formula IV-1 is one or more compounds selected from the group consisting of:
the compound of the general formula IV-2 is selected from one or more compounds of the group consisting of:
the compound of the general formula IV-3 is one or more compounds selected from the group consisting of:
the compound of the general formula IV-4 is one or more compounds selected from the group consisting of:
preferably, said compound of formula v is a compound selected from one or more of the group consisting of:
wherein,
the R is91And R101The same or different, each independently represents H or alkyl with 1-6 carbon atoms, and one or two non-adjacent CH in the alkyl with 1-6 carbon atoms2A group may be replaced by-O-, -CH ═ CH-, -CO-, -OCO-, or-COO-in such a manner that O atoms are not directly linked to each other.
Further preferably, said compound of formula v-1 is selected from one or more compounds of the group consisting of:
the compound of formula V-2 is selected from one or more compounds of the group consisting of:
the compound of formula V-3 is selected from one or more compounds of the group consisting of:
the compound of formula V-4 is selected from one or more compounds of the group consisting of:
the compound of formula v-5 is selected from one or more compounds of the group consisting of:
the compound of formula V-6 is selected from one or more compounds of the group consisting of:
the compound of formula v-7 is selected from one or more compounds of the group consisting of:
further, the polymerizable component a is selected from one or more compounds of the group consisting of compounds of the following general formula vi:
wherein,
P1to represent or-SH;
Sp1represents a single bond or C1~C20Wherein one or more of said alkylene groups is not adjacent-CH2-groups may be replaced independently of each other by-O-, -S-, -COO-, -OCO-O-, -S-CO-, -CO-S-, -CH ═ CH-, or-C ≡ C-, the hydrogen in the alkylene group being substituted by 1 or more halogen or CN;
Qp1selected from the group consisting of a single bond, -O-, -S-, -NH-, -NHCOO-, -OCONH-, -CF2O-、-OCF2-、-CF2S-、-SCF2-、-CH2CH2-、-CF2CH2-、-CH2CF2-、-CF2CF2-、-CF=CH-、-CH=CF-、-CF=CF-、-CO-、-COO-、-OCO-、-OCOO-、-CH2-、-OCH2-、-SCH2-、-CH2S-, -CH ═ CH-, -C ≡ C-, -CH ═ CH-COO-, and-OCO-CH ═ CH-;
r1 and r2 are the same or different and each independently represents 1,2 or 3;
MGprepresents a mesogenic group or a mesogenic support group;
Rp1represents halogen, nitrile group or C1~C20Alkylene of (a), one or more of said alkylene not being adjacent-CH2The radicals-may be independently of one another-O-, -S-, -NH-, -NCH3-, -CO-, -COO-, -OCO-O-, -S-CO-, -CO-S-, -CH-or-C.ident.C-substitution, or Rp1Can be P2-Sp2-Qp2-, in which P2、Sp2、Qp2Are respectively defined with P1、Sp1、Qp1The same is true.
Further, the MGpTo represent
Wherein A is1、A2And A3The same or different, each independently selected from the group consisting of 1, 4-cyclohexyl, 1, 4-cyclohexenyl, piperidine-1, 4-diyl, 1, 4-bicyclo [2,2 ]]Octyl, 1, 4-phenyl, pyridine-2, 5-diyl, pyrimidine-2, 5-diyl, naphthalene-2, 6-diyl, trans-decahydronaphthalene-2, 6-diyl, tetrahydronaphthalene-2, 6-diyl and 1, 2-indane, wherein one or two of said 1, 4-cyclohexyl groups are not directly attached CH2Can be replaced independently of one another by O or S, one or more H of the 1, 4-phenyl radicals can be replaced independently of one another by halogen, CN or C1~C4Alkyl or alkoxy substitution of (a);
Zp1and Zp2The same or different, each independently selected from the group consisting of a single bond, -O-, -S-, -NH-, -NHCOO-, -OCONH-, -CF-2O-、-OCF2-、-CF2S-、-SCF2-、-CH2CH2-、-CF2CH2-、-CH2CF2-、-CF2CF2-、-CF=CH-、-CH=CF-、-CF=CF-、-CO-、-COO-、-OCO-、-OCOO-、-CH2-、-OCH2-、-SCH2-、-CH2S-, -CH ═ CH-, -C ≡ C-, -CH ═ CH-COO-, and-OCO-CH ═ CH-;
r3 represents 0, 1 or 2.
Preferably, the compound of formula vi is selected from one or more of the group consisting of:
wherein,
r4 represents 1,2 or 3;
r5 represents 0, 1,2, 3 or 4.
Further, P1And P2Identical or different, each independently of the other
Still further, Sp in the above formula is preferable1、Sp2、Qp1And Qp2All of which are single-bond polymerizable compounds.
Still further, compounds containing a biphenyl and/or terphenyl structure are preferred.
Still further, the polymerizable component A is 0.01 to 5% by weight of the total composition.
In another aspect, the present invention also provides a liquid crystal display comprising one of the above-described liquid crystal compositions comprising a polymerizable compound.
Preferably, the liquid crystal display is a PSA type display.
The liquid-crystal compositions according to the invention may optionally also comprise further additives known to the person skilled in the art and described in the literature, such as polymerization initiators, inhibitors, stabilizers, surfactants or chiral dopants. These additives may or may not be polymerizable. Accordingly, polymerizable additives are classified into polymerizable component a, and non-polymerizable additives are classified into the remaining components other than component a and component B.
The term "mesogenic group" or "mesogenic support group" as used in the present invention is known to the person skilled in the art and described in the literature and will be understood to mean an anisotropic group due to an attractive and repulsive interaction, which substantially contributes to the creation of a liquid crystalline phase in a low molecular weight or polymeric substance, the compound comprising the mesogenic group (mesogenic compound) not necessarily having a liquid crystalline phase per se. It is also possible for mesogenic compounds to exhibit liquid-crystalline phase behavior only after mixing of the other compounds and/or after polymerization. Typical mesogenic groups are for example rigid rodlike or discotic units. Reviews of the terms and definitions used in relation to mesogenic or liquid crystal compounds are given in Pure appi.chem.73(5), 888(2001) and c.tschierske, g.peizi, s.dieie., angelw.chem.2004, 116, 6340-6368.
The term "halogen" as used herein will be understood to mean F, Cl, Br or I.
Has the advantages that:
the liquid crystal composition provided by the invention has larger optical anisotropy and larger dielectric anisotropy, can form a lower pretilt angle compared with the prior art after RM is added, and is particularly suitable for PSA type displays.
In some embodiments of the present invention, through extensive experimental screening and optimization, the liquid crystal composition of the present invention is obtained, which has a clearing point Cp between 70-85 ℃; the optical anisotropy Deltan is between 0.09 and 0.130(20 ℃); the absolute value of the dielectric anisotropy | Δ ∈ | is between 3.0 and 5.0.
Detailed Description
The invention will be illustrated below with reference to specific embodiments. It should be noted that the following examples are illustrative of the present invention, and are not intended to limit the present invention. Other combinations and various modifications within the spirit or scope of the present invention may be made without departing from the spirit or scope of the present invention.
For convenience of expression, in the following examples, the group structure of the liquid crystal composition is represented by the code listed in Table 1:
TABLE 1 radical structural code of liquid crystal compounds
Compounds of the following formula are exemplified:
the structural formula is represented by the code listed in Table 1, and can be expressed as: nCCGF, wherein n in the code represents the number of C atoms of the left alkyl group, for example, n is 3, namely, the alkyl group is-C3H7(ii) a C in the code represents cyclohexane, G represents 2-fluoro-1, 4-phenylene and F represents fluorine.
The abbreviated codes of the test items in the following examples are as follows:
cp (. degree. C.) clearing Point (nematic-isotropic phase transition temperature)
Δ n refractive index anisotropy (589nm, 25 ℃ C.)
Delta epsilon dielectric anisotropy (1KHz, 25 ℃ C.)
Wherein, the refractive index anisotropy is obtained by testing an Abbe refractometer under a sodium lamp (589nm) light source at 25 ℃;
and Δ ∈ | -epsilon ⊥, where ∈ | is the dielectric constant parallel to the molecular axis, and ∈ ⊥ is the dielectric constant perpendicular to the molecular axis, under the test conditions of 25 ℃, 1KHz, VA-type test cell, 6 μm cell thickness.
Pretilt Angle test Using the crystal rotation method, liquid crystal was poured into a VA type test cell, 6 μm thick, and 16V 60HZ voltage was applied while irradiating with 6500mJ @365nm UV light, so that RM polymerized to form a pretilt angle.
The components used in the following examples can be synthesized by a known method or obtained commercially. These synthesis techniques are conventional, and the resulting liquid crystal compounds were tested to meet the standards for electronic compounds.
Liquid crystal compositions were prepared according to the compounding ratios of the liquid crystal compositions specified in the following examples. The liquid crystal composition is prepared according to the conventional method in the field, such as heating, ultrasonic wave, suspension and the like, and is mixed according to the specified proportion.
Liquid crystal compositions given in the following examples were prepared and studied. The composition of each liquid crystal composition and the results of the performance parameter test thereof are shown below.
Comparative example 1
The liquid crystal composition of comparative example 1, which was filled between two substrates of a liquid crystal display and subjected to a performance test, was prepared with each compound and weight percentage as listed in table 2, and the test data are shown in the following table:
TABLE 2 liquid crystal composition formulations and their test properties
To the above formulation was added 0.5% V (1) EPPE (1) V and after mixing was complete the pretilt angle was tested and the magnitude was: and 83.2 degrees.
Example 1
The liquid crystal composition of example 1 was prepared according to the compounds and weight percentages listed in table 3, and filled between two substrates of a liquid crystal display for performance testing, and the test data are shown in the following table:
TABLE 3 liquid crystal composition formula and its test performance
To the above formulation was added 0.5% V (1) EPPE (1) V and after mixing was complete the pretilt angle was tested and the magnitude was: 81.5 degrees.
Comparative example 2
The liquid crystal composition of comparative example 2, which was filled between two substrates of a liquid crystal display and subjected to a performance test, was prepared with each compound and weight percentage as listed in table 4, and the test data are shown in the following table:
TABLE 4 liquid crystal composition formula and its test performance
To the above formulation, 0.2% V (1) EPGE (1) V and 0.2% V (1) EPPE (1) V were added and the pretilt angle was measured after mixing was complete and was: 84.7 degrees.
Example 2
The liquid crystal composition of example 2 was prepared according to the compounds and weight percentages listed in table 5, and filled between two substrates of a liquid crystal display for performance testing, and the test data are shown in the following table:
TABLE 5 liquid crystal composition formulations and their test properties
To the above formulation, 0.2% V (1) EPGE (1) V and 0.2% V (1) EPPE (1) V were added and the pretilt angle was measured after mixing was complete and was: 83.1 degrees.
Comparative example 3
The liquid crystal composition of comparative example 3, which was filled between two substrates of a liquid crystal display and subjected to a performance test, was prepared with each compound and weight percentage as listed in table 6, and the test data are shown in the following table:
TABLE 6 liquid crystal composition formula and its test performance
To the above formulation was added 0.3% V (1) E3PGPE (1) V, and after mixing was complete the pretilt angle was tested and the magnitude: 85.2 degrees.
Example 3
The liquid crystal composition of example 3 was prepared according to the compounds and weight percentages listed in table 7, and filled between two substrates of a liquid crystal display for performance testing, and the test data are shown in the following table:
TABLE 7 liquid crystal composition formulations and their test properties
To the above formulation was added 0.3% V (1) E3PGPE (1) V, and after mixing was complete the pretilt angle was tested and the magnitude: and 83.4 degrees.
Comparative example 4
The liquid crystal composition of comparative example 4, which was filled between two substrates of a liquid crystal display and subjected to a performance test, was prepared with each compound and weight percentage as listed in table 8, and the test data are shown in the following table:
TABLE 8 liquid crystal composition formulations and their test properties
To the above formulation, 0.2% V (1) EPGE (1) V and 0.1% V (1) EPGPE (1) V were added, and after mixing was complete the pretilt angle was tested and the magnitude: 82.7 degrees.
Example 4
The liquid crystal composition of example 4 was prepared according to the compounds and weight percentages listed in table 9, and filled between two substrates of a liquid crystal display for performance testing, and the test data are shown in the following table:
TABLE 9 liquid crystal composition formulations and their test properties
To the above formulation, 0.2% V (1) EPGE (1) V and 0.1% V (1) EPGPE (1) V were added, and after mixing was complete the pretilt angle was tested and the magnitude: 80.3 degrees.
In order to highlight the beneficial effects of the liquid crystal composition of the present invention, the inventors selected a comparative example similar to the system of the embodiment of the present invention. As can be seen from the above comparative examples 1,2, 3, 4, 1,2, 3 and 4, the liquid crystal composition provided by the present invention has greater optical anisotropy and greater dielectric anisotropy, can form a lower pretilt angle after RM is added, and is more suitable for PSA displays, and the composition of the present invention, in which no unpolymerized RM is found, can clearly display images when applied to PSA displays.
Although the present invention has been described with reference to a preferred embodiment, it should be understood that various changes, substitutions and alterations can be made herein without departing from the spirit and scope of the invention as defined by the appended claims.

Claims (12)

1. A liquid crystal composition containing polymerizable compounds comprises a polymerizable component A and a liquid crystal component B, and is characterized in that the polymerizable component A contains one or more polymerizable compounds;
the liquid crystal component B comprises at least one compound of the general formula I
Wherein,
R1and R2The same or different, each independently represents H, alkyl with 1-12 carbon atoms or halogenated alkyl with 1-12 carbon atoms, and one or two non-adjacent CH in the alkyl with 1-12 carbon atoms or the halogenated alkyl with 1-12 carbon atoms2A group may be replaced by-O-, -CH ═ CH-, -CO-, -OCO-, or-COO-;
m represents 1 or 2.
2. A liquid crystal composition comprising a polymerizable compound according to claim 1, wherein the compound of the general formula i is one or more compounds selected from the group consisting of:
3. a liquid crystal composition comprising a polymerizable compound according to claim 1, wherein the liquid crystal component B further comprises at least one compound of the general formula ii:
and/or
At least one compound of the formula III
Wherein,
ring (C)Identical or different, each independently of the other And whenTo representWhen the temperature of the water is higher than the set temperature,the upper tertiary hydrogen may be substituted by-CN or-CF3Substitution;
ring (C)Identical or different, each independently of the other
R3And R4The same or different, each independently represent H, F, CN or alkyl with 1-12 carbon atoms, one or two non-adjacent CH in the alkyl with 1-12 carbon atoms2A group may be replaced by-O-, -CH ═ CH-, -CO-, -OCO-, or-COO-;
R5and R6The same or different, each independently represents H, alkyl with 1-12 carbon atoms or halogenated alkyl with 1-12 carbon atoms, and one or two non-adjacent CH in the alkyl with 1-12 carbon atoms or the halogenated alkyl with 1-12 carbon atoms2A group may be replaced by-O-, -CH ═ CH-, -CO-, -OCO-, or-COO-;
n represents a number of 0 or 1,
q represents 1 or 2, and when q is 2, two ringsMay be the same or different.
4. The liquid crystal composition of claim 3, wherein the compound of formula II is selected from one or more compounds of the group consisting of:
wherein, R is31And R41The same or different, each independently represent H, F or alkyl with 1-8 carbon atoms, and one or two non-adjacent CH in the alkyl with 1-8 carbon atoms2A group may be replaced by-O-, -CH ═ CH-, -CO-, -OCO-, or-COO-;
the compound of formula iii is selected from one or more compounds of the group consisting of:
wherein R is51And R61The same or different, each independently represents H, alkyl with 1-8 carbon atoms or halogenated alkyl with 1-8 carbon atoms, and one or two non-adjacent CH in the alkyl with 1-8 carbon atoms or the halogenated alkyl with 1-8 carbon atoms2A group may be replaced by-O-, -CH ═ CH-, -CO-, -OCO-, or-COO-in such a manner that O atoms are not directly linked to each other.
5. The liquid crystal composition comprising the polymerizable compound as claimed in claim 1, wherein the liquid crystal component B further comprises at least one compound of the general formula IV:
and/or at least one compound of formula v:
wherein,
R7and R8The same or different, each independently represents H, alkyl with 1-12 carbon atoms or halogenated alkyl with 1-12 carbon atoms, and one or two non-adjacent CH in the alkyl with 1-12 carbon atoms or the halogenated alkyl with 1-12 carbon atoms2A group may be replaced by-O-, -CH ═ CH-, -CO-, -OCO-, or-COO-;
R9and R10The same or different, each independently represents H or alkyl with 1-12 carbon atoms, and one or two non-adjacent CH in the alkyl with 1-12 carbon atoms2A group may be replaced by-O-, -CH ═ CH-, -CO-, -OCO-, or-COO-;
Z1represents a double bond, a triple bond, -CH2O-or-COO-;
Z2represents a single bond, -CH2O-or-COO-;
p represents 0 or 1;
ring (C)Are the same or different and each independently representsAnd when it is loopedTo representWherein one or more H may be substituted by F.
6. A liquid crystal composition comprising a polymerizable compound according to claim 5, wherein the compound of the general formula IV is one or more compounds selected from the group consisting of:
the compound of formula v is selected from one or more compounds of the group consisting of:
wherein R is71、R81、R91And R101The same or different, each independently represents H, alkyl with 1-6 carbon atoms or halogenated alkyl with 1-6 carbon atoms, and one or two non-adjacent CH in the alkyl with 1-6 carbon atoms or the halogenated alkyl with 1-6 carbon atoms2The radicals may be replaced by-O-, -CH ═ CH-, -CO-, -OCO-or-COO-.
7. A liquid crystal composition comprising polymerizable compounds according to claim 1, wherein the polymerizable component a is selected from one or more compounds from the group consisting of compounds of the following general formula vi:
wherein,
P1to represent or-SH;
Sp1represents a single bond or C1~C20Wherein one or more of said alkylene groups is not adjacent-CH2-groups may be replaced independently of each other by-O-, -S-, -COO-, -OCO-O-, -S-CO-, -CO-S-, -CH ═ CH-, or-C ≡ C-, the hydrogen in the alkylene group being substituted by 1 or more halogen or CN;
Qp1selected from the group consisting of a single bond, -O-, -S-, -NH-, -NHCOO-, -OCONH-, -CF2O-、-OCF2-、-CF2S-、-SCF2-、-CH2CH2-、-CF2CH2-、-CH2CF2-、-CF2CF2-、-CF=CH-、-CH=CF-、-CF=CF-、-CO-、-COO-、-OCO-、-OCOO-、-CH2-、-OCH2-、-SCH2-、-CH2S-, -CH ═ CH-, -C ≡ C-, -CH ═ CH-COO-, and-OCO-CH ═ CH-;
r1 and r2 are the same or different and each independently represents 1,2 or 3;
MGprepresents a mesogenic group or a mesogenic support group;
Rp1represents halogen, nitrile group or C1~C20Alkylene of (a), one or more of said alkylene not being adjacent-CH2The radicals-may be independently of one another-O-, -S-, -NH-, -NCH3-, -CO-, -COO-, -OCO-O-, -S-CO-, -CO-S-, -CH-or-C.ident.C-; or, Rp1Can be P2-Sp2-Qp2-, in which P2、Sp2、Qp2Are respectively defined with P1、Sp1、Qp1The same is true.
8. The liquid crystal composition comprising the polymerizable compound of claim 7, wherein the MGpTo represent
Wherein,
A1、A2and A3The same or different, each independently selected from the group consisting of 1, 4-cyclohexyl, 1, 4-cyclohexenyl, piperidine-1, 4-diyl, 1, 4-bicyclo [2,2 ]]Octyl, 1, 4-phenyl, pyridine-2, 5-diyl, pyrimidine-2, 5-diyl, naphthalene-2, 6-diyl, trans-decahydronaphthalene-2, 6-diyl, tetrahydronaphthalene-2, 6-diyl and 1, 2-indane, wherein one or two of said 1, 4-cyclohexyl groups are not directly attached CH2Can be replaced independently of one another by O or S, one or more H of the 1, 4-phenyl radicals can be replaced independently of one another by halogen, CN or C1~C4Alkyl or alkoxy substitution of (a);
Zp1and Zp2The same or different, each independently selected from the group consisting of a single bond, -O-, -S-, -NH-, -NHCOO-, -OCONH-, -CF-2O-、-OCF2-、-CF2S-、-SCF2-、-CH2CH2-、-CF2CH2-、-CH2CF2-、-CF2CF2-、-CF=CH-、-CH=CF-、-CF=CF-、-CO-、-COO-、-OCO-、-OCOO-、-CH2-、-OCH2-、-SCH2-、-CH2S-, -CH ═ CH-, -C ≡ C-, -CH ═ CH-COO-, and-OCO-CH ═ CH-;
r3 represents 0, 1 or 2.
9. A liquid crystal composition comprising a polymerizable compound according to claim 7,
the P is1And P2Identical or different, each independently of the other
10. The liquid crystal composition comprising the polymerizable compound as claimed in claim 1, wherein the polymerizable component A is present in an amount of 0.01 to 5% by weight based on the total weight of the liquid crystal composition.
11. A liquid crystal display comprising a liquid crystal composition containing a polymerizable compound according to any one of claims 1 to 10.
12. The lcd of claim 11, wherein the lcd is a PSA-type display.
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