Liquid crystal composition and liquid crystal display device including the same

The liquid crystal composition with specific compounds addresses incomplete polymerization issues in PSA-type displays by improving pretilt angle stability and reducing residue, enhancing display quality and efficiency.

JP7716497B2Active Publication Date: 2025-07-31JIANGSU HECHENG DISPLAY TECH CO LTD
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Patent Information

Application Number
JP2023563128
Authority / Receiving Office
JP · JP
Patent Type
Patents
Current Assignee / Owner
Priority Date
2021-04-15
Filing Date
2022-04-08
Publication Date
2025-07-31
Estimated Expiration
2042-04-08

AI Technical Summary

Technical Problem

Existing liquid crystal displays face challenges with incomplete polymerization of polymerizable compounds, leading to issues such as image sticking, display unevenness, and non-uniform polymer distribution, which affect display quality and efficiency, particularly in large-sized panels.

Method used

A liquid crystal composition containing specific compounds of general formulas I, II, and others, which enhance dielectric anisotropy, pretilt angle stability, and polymerization rate, reducing polymer residue and improving voltage holding ratio.

Benefits of technology

The composition achieves faster pretilt angle generation, higher stability, and reduced polymer residue, enhancing display quality, manufacturing efficiency, and addressing issues like image burn-in and dot dropout in PSA-type liquid crystal displays.

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Abstract

The present invention provides a liquid crystal composition and a display device comprising the same, the liquid crystal composition comprising at least one compound of general formula I and at least one compound of general formula II.Compared with the prior art, the liquid crystal composition of the present invention maintains a suitable clearing point, optical anisotropy and rotational viscosity, and further has a large absolute value of dielectric anisotropy, a large K value, a long low-temperature storage time, a small surface roughness of polymer layer, a small pretilt angle, a fast pretilt angle generation speed, a small polymer residue, a high VHR and a high pretilt angle stability, so that the liquid crystal display device comprising the same has a wide temperature use range, good contrast and excellent low-temperature compatibility, effectively speeds up the manufacturing process of PSA type liquid crystal display, improves manufacturing efficiency, and effectively improves the problems of "image sticking", display unevenness and "dropped dots" of conventional PSA type liquid crystal display, and has high practical value.
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Description

Technical Field

[0001] The present invention relates to the field of liquid crystals, and more particularly to liquid crystal compositions and liquid crystal display devices containing such liquid crystal compositions.

Background Art

[0002] Liquid Crystal Displays (LCDs) have developed rapidly due to their small size, light weight, low power consumption, and excellent display quality, and are widely applied particularly to portable electronic information products. Depending on the type of display mode, liquid crystal displays may be classified into types such as PC (phase change), TN (twist 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).

[0003] In the PSA-type liquid crystal display mode, by adding one or more polymerizable compounds in a small amount (typically, <1 wt%, for example, 0.3 wt%) to a liquid crystal composition, after filling the liquid crystal composition into a liquid crystal cell, when a voltage is applied or not applied between electrodes, the liquid crystal molecules are in-situ polymerized or crosslinked (generally by UV photopolymerization) in a state having an initial alignment to fix the alignment of the liquid crystal molecules. With the continuous development of PSA-type liquid crystal display elements, it has been applied to various conventional liquid crystal display devices such as known PSA-VA, PSA-OCB, PSA-IPS, PSA-FFS, and PSA-TN type liquid crystal displays. In a PSA-type liquid crystal display, the liquid crystal composition containing the polymerizable compound is located between two substrates, and an electrode structure is disposed on each substrate, or the two electrode structures are disposed on only one substrate. Also, either one or both of the two substrates may include an alignment layer provided on the substrate or the electrode structure (if any) to induce an initial alignment of the liquid crystal composition. The PSA-type liquid crystal display can operate as an active matrix display or a passive matrix display, similar to a conventional liquid crystal display. In the case of an active matrix display, each pixel is addressed by an integrated non-linear active element (e.g., a transistor), while in the case of a passive matrix display, each pixel is generally addressed by a known multiplex transmission method in the prior art.

[0004] After the liquid crystal composition is filled into a display device, the polymerizable compound contained in the liquid crystal composition is generally polymerized or crosslinked in situ by UV photopolymerization. UV photopolymerization is achieved by exposing the liquid crystal composition to UV radiation, preferably while simultaneously applying a voltage to the electrode structure. As a result of the UV exposure, the polymerized or crosslinked polymerizable compound phase-separates from the other compounds in the liquid crystal composition and forms a polymer layer on the surface of the substrate, thereby creating a pretilt angle of the liquid crystal molecules relative to the substrate. For PSA-VA, PSA-OCB, PSA-FFS, and PSA-TN liquid crystal displays, polymerization of the polymerizable compound is preferably carried out with or without application of a voltage. For PSA-IPS liquid crystal displays, polymerization of the polymerizable compound may be carried out with or without application of a voltage, preferably without application of a voltage.

[0005] Generally, in the manufacturing method of PSA type liquid crystal displays, UV photopolymerization is achieved through the following two steps.

[0006] In the first step (hereinafter referred to as the "UV1 step"), a pretilt angle is generated by exposing the liquid crystal composition to UV radiation emitted from a radiation source (hereinafter referred to as the "light source") and applying a voltage to the electrode structure. For a preferred polymerizable compound, a smaller pretilt angle should be generated in the same time or the same pretilt angle should be generated with a shorter UV1 irradiation time (i.e., a faster pretilt angle generation rate) to improve production efficiency, shorten the tact time during mass production, and reduce costs. Furthermore, a faster pretilt angle generation rate of the polymerizable compound is advantageous for achieving complete polymerization of the polymerizable compound and reducing polymer residue. While it is preferable to use UV1 radiation with a short wavelength to increase the pretilt angle generation rate, it is preferable to use UV1 radiation with a long wavelength to increase the voltage holding ratio (VHR). Therefore, it is generally difficult to achieve both a fast pretilt angle generation rate and a high voltage holding ratio. In the second step (hereinafter referred to as the "UV2 step"), in order to ensure that all of the remaining polymerizable compounds that did not polymerize in the UV1 step are completely polymerized, the liquid crystal composition is exposed to UV radiation, but no voltage is applied to the electrode structure. In order to reduce the possibility that the PSA type liquid crystal display is affected by the non-uniformity of the UV process (non-uniformity of external conditions such as light, heat, stress, etc.) and generates display unevenness, after the UV2 step, it is desirable that the change in the pretilt angle be as small as possible. At the same time, in order to avoid or reduce the negative effects (for example, reduction in reliability or image sticking), the UV irradiation intensity in the UV2 step should be reduced.

[0007] In the processes of UV1 and UV2, if the phenomenon occurs that the polymer particles are too large and the sizes of the polymer particles are non-uniform, the distribution of the polymer becomes non-uniform, and the problem of "dot drop" occurs in the PSA type liquid crystal display. After the processes of UV1 and UV2, the polymerizable compounds that have not reacted for a long time may polymerize in an uncontrollable manner after the display is manufactured and affect the quality of the display. For example, the remaining polymerizable compounds are polymerized under the influence of UV light from the environment or backlight illumination, and in the switched display region, after a plurality of addressing cycles, the pretilt angle changes and the transmittance also changes accordingly, but in the unswitched display region, the pretilt angle and transmittance do not change, so the "image sticking" phenomenon occurs.

[0008] However, in the prior art, not all liquid crystal compositions can achieve a perfect combination with the polymerizable compound, and after the treatment by UV1 and UV2, the problems are found that the remaining polymerizable compounds are not completely polymerized or the pretilt angle generation rate is slow. At the same time, when the compatibility between the liquid crystal composition and the polymerizable compound is low, the rigidity of the polymer network formed after the polymerization of the polymerizable compound is low. Therefore, when the PSA type liquid crystal display element continuously displays the same pattern for a long time, the structure of the polymer network changes, and subsequently the pretilt angle of the liquid crystal molecules changes, resulting in display defects.

[0009] However, with the development of technology, in the liquid crystal display industry, the requirements for the display quality of LCDs have become more stringent. Especially in the TV industry, as the size of TVs increases, the generation production lines of LCDs also increase accordingly, and the difficulty of the manufacturing process of large-sized LCD panels has increased significantly. Therefore, how to ensure the display quality is an issue that needs to be solved urgently. In addition to the continuous optimization of the panel manufacturing process, the continuous development of liquid crystal materials is also one of the solutions. In particular, for PSA-type liquid crystal displays, the selection of liquid crystal compositions used in combination with polymerizable compounds has become the focus of research.

[0010] Currently, the common problems in the manufacture of PSA-type liquid crystal displays include the residue or removal of polymerizable compounds and the stability of the pretilt angle. In PSA-type liquid crystal displays, after irradiating with UV1 radiation and UV2 radiation to polymerize the polymerizable compounds to generate the pretilt angle, a small amount of unreacted polymerizable compounds may polymerize in an uncontrollable manner after display manufacturing, affecting the quality of the display. For example, the remaining polymerizable compounds may polymerize under the influence of UV light from the environment or backlight illumination, and in the switched display area, after multiple addressing cycles, the pretilt angle changes and the transmittance also changes accordingly. However, in the unswitched display area, since the pretilt angle and transmittance do not change, the "image burn-in" phenomenon occurs. Therefore, during the manufacture of PSA-type liquid crystal displays, it is desirable that the polymerizable compounds polymerize as completely as possible, and the remaining polymerizable compounds react in a controllable manner. The faster the polymerization rate, the more beneficial it is to achieve this desire. Also, it is desired that the change in the pretilt angle is small after multiple addressing cycles.

[0011] In addition, polymerizable compounds in the prior art generally have a high melting point, show limited solubility in many conventional liquid crystal compositions, and always precipitate from the liquid crystal composition. Further, since the polymerizable compound may self-polymerize, its solubility in the liquid crystal composition becomes worse. Therefore, generally, in order to reduce the risk of self-polymerization of the polymerizable compound, it is necessary to introduce the liquid crystal composition in which the polymerizable compound is dissolved at a low temperature, but the requirements for the solubility of the polymerizable compound in the liquid crystal composition, particularly the solubility at low temperature, become higher.

[0012] Therefore, the development of a liquid crystal composition that can satisfy the above requirements simultaneously or satisfy at least one of the above requirements is desired.

Summary of the Invention

Problems to be Solved by the Invention

[0013] An object of the present invention is to provide a liquid crystal composition that further has a large absolute value of dielectric anisotropy, a large K value, a long low-temperature storage time, a small surface roughness of the polymer layer, a small pretilt angle, a fast pretilt angle generation rate, less polymer residue, high VHR, and high pretilt angle stability while maintaining an appropriate clearing point, appropriate optical anisotropy, and appropriate rotational viscosity.

[0014] Another object of the present invention is to provide a liquid crystal display device including the above liquid crystal composition.

Means for Solving the Problems

[0015] In order to achieve the above object of the present invention, the present invention provides a liquid crystal composition containing a polymerizable compound, and the liquid crystal composition includes at least one compound of general formula I, and

Chemical formula

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[0016] In some embodiments of the present invention, R1 is a linear alkyl group containing 1 to 5 carbon atoms, for example, -CH3, -C2H5, -C3H7, -C4H9 or -C5H 11 represents.

[0017] In some embodiments of the present invention, in order to obtain a large absolute value of dielectric anisotropy, a large K value, a long cryopreservation time, a small surface roughness of the polymer layer, a small pretilt angle, a fast pretilt angle generation rate, less polymer residue, high VHR, and high pretilt angle stability, R1 preferably represents -CH3.

[0018] In some embodiments of the present invention, L independently represents -F, -Cl, -CN, or -Sp2-P2 respectively.

[0019] In some embodiments of the present invention, r1 and r2 independently represent 0 or 1 respectively.

[0020] In some embodiments of the present invention, Z1 and Z2 independently represent a single bond respectively.

[0021] In some embodiments of the present invention, R2 represents -Sp2-P2.

[0022] In some embodiments of the present invention, the compound of general formula I is

Chemical formula

[0023] In some embodiments of the present invention, the compound of general formula I is selected from the group consisting of the compound of general formula I-1, the compound of general formula I-2, the compound of general formula I-3, the compound of general formula I-4, and the compound of general formula I-8.

[0024] In some embodiments of the present invention, in order to obtain a large absolute value of dielectric anisotropy, a large K value, a long cryopreservation time, a small surface roughness of the polymer layer, a small pretilt angle, a fast pretilt angle generation rate, less polymer residue, high VHR, and high pretilt angle stability, the compound of general formula I is selected from the group consisting of the compound of general formula I-1, the compound of general formula I-2, the compound of general formula I-4, and the compound of general formula I-8.

[0025] The polymerizable group according to the present invention is a group applicable to a polymerization reaction (for example, polymerization of free radicals or ionic bonds, addition polymerization or condensation polymerization), or a group applicable to addition or condensation in the main chain of a polymer. For chain polymerization, a polymerizable group containing -CH=CH- or -C≡C- is particularly preferred, and for ring-opening polymerization, for example, an oxetane or epoxy group is particularly preferred.

[0026] The term "polymerizable group" is, independently of each other,

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[0027] As used herein, the term "spacer group" is known to those skilled in the art and is described in the literature (e.g., Pure Appl. Chem. 2001, 73(5), 888 and C. Tschierske, G. Pelzl, S. Diele, Angew. Chem. 2004, 116, 6340 - 6368). As used herein, the term "spacer group" represents a flexible group that connects a mesogenic group and a polymerizable group in a polymerizable compound. Typical spacer groups are, for example, -(CH2)p1-, -(CH2CH2O)q1-CH2CH2-, -(CH2CH2S)q1-CH2CH2-, -(CH2CH2NH)q1-CH2CH2-, -CR 0 R 00 -(CH2) p1 - or -(SiR 0 R 00 -O)p1-, where p1 represents an integer from 1 to 12, for example, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, etc., q1 represents an integer from 1 to 3, for example, 2, and R 0 and R 00 are each independently -H, a linear or branched alkyl group containing 1 to 12 carbon atoms,

Chemical formula

[0028] In some embodiments of the present invention, both Sp1 and Sp2 represent a single bond.

[0029] In some embodiments of the present invention, the weight percentage of the compound of general formula I in the liquid crystal composition is from 0.001% to 5%, for example, 0.005%, 0.01%, 0.05%, 0.1%, 0.15%, 0.2%, 0.25%, 0.3%, 0.35%, 0.4%, 0.45%, etc., and preferably, the weight percentage of the compound of general formula I in the liquid crystal composition is from 0.01% to 2%.

[0030] In the present invention, the expression method in which a straight line crosses a ring structure indicates that the access bond of the group is at any possible bonding position of the ring structure.

[0031] In some embodiments of the present invention, L1 and L2 each independently represent -F or -Cl.

[0032] In some embodiments of the present invention, both L1 and L2 represent -F.

[0033] In some embodiments of the present invention, X represents -O- or -S-.

[0034] In some embodiments of the present invention, preferably, R3 represents a linear or branched alkyl group containing 1 to 10 carbon atoms, a linear or branched alkoxy group containing 1 to 9 carbon atoms, or a linear or branched alkenyl group containing 2 to 10 carbon atoms. More preferably, R3 represents a linear or branched alkyl group containing 1 to 8 carbon atoms, a linear or branched alkoxy group containing 1 to 7 carbon atoms, or a linear or branched alkenyl group containing 2 to 8 carbon atoms. Even more preferably, R3 represents a linear or branched alkyl group containing 1 to 5 carbon atoms, a linear or branched alkoxy group containing 1 to 4 carbon atoms, or a linear or branched alkenyl group containing 2 to 5 carbon atoms.

[0035] In some embodiments of the present invention, the compound of general formula II is

Chemical formula

[0036] In some embodiments of the present invention, the compound of general formula II is selected from the group consisting of the compound of general formula II-1, the compound of general formula II-2, the compound of general formula II-3, the compound of general formula II-4, the compound of general formula II-5, the compound of general formula II-6, the compound of general formula II-7, the compound of general formula II-8, the compound of general formula II-9, the compound of general formula II-10 and the compound of general formula II-11.

[0037] In some embodiments of the present invention, in order to obtain a large absolute value of dielectric anisotropy, a large K value, a long low-temperature storage time, a small surface roughness of the polymer layer, a small pretilt angle, a fast pretilt angle generation rate, less polymer residue, a high VHR and high pretilt angle stability, the compound of general formula II is selected from the group consisting of the compound of general formula II-3, the compound of general formula II-4, the compound of general formula II-5 and the compound of general formula II-10.

[0038] In some embodiments of the present invention, preferably, by adjusting the content of the compound of general formula II, a large absolute value of dielectric anisotropy, a large K value, a long low-temperature storage time, a small surface roughness of the polymer layer, a small pretilt angle, a fast pretilt angle generation rate, less polymer residue, a high VHR and high pretilt angle stability are obtained.

[0039] In some embodiments of the present invention, the weight percentage of the compound of general formula II in the liquid crystal composition is 0.1% to 25%, for example, 0.1%, 1%, 2%, 4%, 6%, 8%, 10%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 20%, 22%, 24%, 25%, and preferably, the weight percentage of the compound of general formula II in the liquid crystal composition is 1% to 20%.

[0040] In some embodiments of the present invention, the liquid crystal composition of the present invention further contains at least one compound of general formula M,

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[0041] The alkenyl group of the present invention is preferably selected from the groups represented by any of formula (V1) to formula (V9), and particularly preferably selected from the groups represented by formula (V1), formula (V2), formula (V8) or formula (V9). The groups represented by formula (V1) to formula (V9) are as follows.

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[0042] The alkenyloxy group of the present invention is preferably selected from the groups represented by any of formula (OV1) to formula (OV9), and particularly preferably selected from the groups represented by formula (OV1), formula (OV2), formula (OV8) or formula (OV9). The groups represented by formula (OV1) to formula (OV9) are as follows.

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[0043] In some embodiments of the present invention, the compound of general formula M is

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[0044] In some embodiments of the present invention, the compound of general formula M is selected from the group consisting of the compound of general formula M-1, the compound of general formula M-2, the compound of general formula M-6, the compound of general formula M-12, the compound of general formula M-13, the compound of general formula M-16, the compound of general formula M-19, the compound of general formula M-26 and the compound of general formula M-30.

[0045] In some embodiments of the present invention, in order to obtain a large absolute value of dielectric anisotropy, a large K value, a long low-temperature storage time, a small surface roughness of the polymer layer, a small pretilt angle, a fast pretilt angle generation rate, less polymer residue, high VHR, and high pretilt angle stability, the compound of general formula M is selected from the group consisting of the compound of general formula M-1, the compound of general formula M-2, the compound of general formula M-6, and the compound of general formula M-12.

[0046] In some embodiments of the present invention, preferably, by adjusting the content of the compound of general formula M, a large absolute value of dielectric anisotropy, a large K value, a long low-temperature storage time, a small surface roughness of the polymer layer, a small pretilt angle, a fast pretilt angle generation rate, less polymer residue, high VHR, and high pretilt angle stability are obtained.

[0047] In some embodiments of the present invention, the weight percentage of the compound of general formula M in the liquid crystal composition is 0.1% to 80%, for example, 0.1%, 1%, 2%, 4%, 6%, 8%, 10%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 20%, 22%, 24%, 25%, 26%, 28%, 30%, 32%, 34%, 35%, 36%, 38%, 40%, 42%, 44%, 46%, 48%, 50%, 52%, 54%, 56%, 58%, 60%, 62%, 64%, 66%, 68%, 70%, 72%, 74%, 76%, 78%, 80%, and preferably, the weight percentage of the compound of general formula M in the liquid crystal composition is 1% to 60%.

[0048] In some embodiments of the present invention, the content of the compound of general formula M needs to be appropriately adjusted according to required performances such as solubility at low temperature, transition temperature, electrical reliability, birefringence, process compatibility, dripping marks, burning-in, and dielectric anisotropy.

[0049] Regarding the content of the compound of general formula M, when it is necessary to maintain the low viscosity and short response time of the liquid crystal composition of the present invention, preferably, the lower limit value of its content is high, and the upper limit value of the content is high. Furthermore, when it is necessary to maintain the high clearing point and high temperature stability of the liquid crystal composition of the present invention, preferably, the lower limit value of its content is high, and the upper limit value of the content is high. In order to increase the absolute value of the dielectric anisotropy while keeping the driving voltage low, preferably, the lower limit value of its content is lowered, and the upper limit value of the content is lowered.

[0050] In some embodiments of the present invention, preferably, R M1 and R M2 each independently represents a linear or branched alkyl group containing 1 to 10 carbon atoms, a linear or branched alkoxy group containing 1 to 9 carbon atoms, or a linear or branched alkenyl group containing 2 to 10 carbon atoms. More preferably, R M1 and R M2 each independently represents a linear or branched alkyl group containing 1 to 8 carbon atoms, a linear or branched alkoxy group containing 1 to 7 carbon atoms, or a linear or branched alkenyl group containing 2 to 8 carbon atoms. Even more preferably, R M1 and R M2 each independently represents a linear or branched alkyl group containing 1 to 5 carbon atoms, a linear or branched alkoxy group containing 1 to 4 carbon atoms, or a linear or branched alkenyl group containing 2 to 5 carbon atoms.

[0051] In some embodiments of the present invention, preferably, R M1 and R M2 each independently represents a linear alkenyl group containing 2 to 8 carbon atoms. More preferably, R M1 and R M2 each independently represents a linear alkenyl group containing 2 to 5 carbon atoms.

[0052] In some embodiments of the present invention, preferably, R M1 and R M2One of them is a linear alkenyl group containing 2 to 5 carbon atoms, and the other is a linear alkyl group containing 1 to 5 carbon atoms.

[0053] In some embodiments of the present invention, preferably, R M1 and R M2 each independently represents a linear alkyl group containing 1 to 8 carbon atoms, or a linear alkoxy group containing 1 to 7 carbon atoms, and more preferably, R M1 and R M2 each independently represents a linear alkyl group containing 1 to 5 carbon atoms, or a linear alkoxy group containing 1 to 4 carbon atoms.

[0054] In some embodiments of the present invention, preferably, R M1 and R M2 either one of them is a linear alkyl group containing 1 to 5 carbon atoms, and the other is a linear alkyl group containing 1 to 5 carbon atoms, or a linear alkoxy group containing 1 to 4 carbon atoms, and more preferably, R M1 and R M2 both are each independently a linear alkyl group containing 1 to 5 carbon atoms.

[0055] In some embodiments of the present invention, when emphasizing reliability, preferably, R M1 and R M2 are both alkyl groups, and when emphasizing a decrease in the volatility of the compound, preferably, R M1 and R M2 are both alkoxy groups, and when emphasizing a decrease in viscosity, preferably, at least one of R M1 and R M2 is an alkenyl group.

[0056] In some embodiments of the present invention, the liquid crystal composition of the present invention further contains at least one compound of general formula N,

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[0057] In some embodiments of the present invention, the compound of general formula N is

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[0058] In some embodiments of the present invention, the compound of general formula N is selected from the group consisting of the compound of general formula N-1, the compound of general formula N-2, the compound of general formula N-3, the compound of general formula N-5, the compound of general formula N-6, the compound of general formula N-10, the compound of general formula N-11, the compound of general formula N-12, the compound of general formula N-13, the compound of general formula N-15, the compound of general formula N-24, and the compound of general formula N-26.

[0059] In some embodiments of the present invention, in order to obtain a large absolute value of dielectric anisotropy, a large K value, a long low-temperature storage time, a small surface roughness of the polymer layer, a small pretilt angle, a fast pretilt angle generation rate, less polymer residue, high VHR, and high pretilt angle stability, the compound of general formula N is selected from the group consisting of the compound of general formula N-2, the compound of general formula N-3, the compound of general formula N-5, the compound of general formula N-6, the compound of general formula N-10, the compound of general formula N-11, the compound of general formula N-12, the compound of general formula N-13, the compound of general formula N-15, the compound of general formula N-24, and the compound of general formula N-26.

[0060] In some embodiments of the present invention, in order to obtain a large absolute value of dielectric anisotropy, a large K value, a long low-temperature storage time, a small surface roughness of the polymer layer, a small pretilt angle, a fast pretilt angle generation rate, less polymer residue, high VHR, and high pretilt angle stability, the compound of general formula N is selected from the group consisting of the compound of general formula N-2 and the compound of general formula N-5.

[0061] In some embodiments of the present invention, in order to obtain a large absolute value of dielectric anisotropy, a large K value, a long low-temperature storage time, a small surface roughness of the polymer layer, a small pretilt angle, a fast pretilt angle generation rate, less polymer residue, high VHR, and high pretilt angle stability, the compound of general formula N is selected from the group consisting of the compound of general formula N-3 and the compound of general formula N-6.

[0062] In some embodiments of the present invention, in order to obtain a large absolute value of dielectric anisotropy, a large K value, a long low-temperature storage time, a small surface roughness of the polymer layer, a small pretilt angle, a fast pretilt angle generation rate, less polymer residue, high VHR, and high pretilt angle stability, the compound of general formula N is selected from the group consisting of the compound of general formula N-10 and the compound of general formula N-13.

[0063] In some embodiments of the present invention, preferably, by adjusting the content of the compound of general formula N, a large absolute value of dielectric anisotropy, a large K value, a long low-temperature storage time, a small surface roughness of the polymer layer, a small pretilt angle, a fast pretilt angle generation rate, less polymer residue, high VHR, and high pretilt angle stability are obtained.

[0064] In some embodiments of the present invention, the weight percentage of the compound of general formula N in the liquid crystal composition is from 0.1% to 65%, for example, 0.1%, 1%, 2%, 4%, 6%, 8%, 10%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 20%, 22%, 24%, 25%, 26%, 28%, 30%, 32%, 34%, 35%, 36%, 38%, 40%, 42%, 44%, 46%, 48%, 50%, 52%, 54%, 56%, 58%, 60%, and preferably, the weight percentage of the compound of general formula N in the liquid crystal composition is from 1% to 60%.

[0065] In some embodiments of the present invention, when it is necessary to maintain that the viscosity of the liquid crystal composition of the present invention is low and the response time is short, preferably, the lower limit value of the content of the compound of general formula N is low and the upper limit value is low. Further, when it is necessary to maintain that the clearing point of the liquid crystal composition of the present invention is high and the temperature stability is high, preferably, the lower limit value of the content of the compound of general formula N is low and the upper limit value is low. Also, in order to increase the absolute value of the dielectric anisotropy while keeping the driving voltage low, preferably, the lower limit value of the content of the compound of general formula N is increased and the upper limit value is increased.

[0066] In some embodiments of the present invention, preferably, R N1 and R N2 each independently represent a linear or branched alkyl group containing 1 to 10 carbon atoms, a linear or branched alkoxy group containing 1 to 9 carbon atoms, or a linear or branched alkenyl group containing 2 to 10 carbon atoms. More preferably, R N1 and R N2 each independently represent a linear or branched alkyl group containing 1 to 8 carbon atoms, a linear or branched alkoxy group containing 1 to 7 carbon atoms, or a linear or branched alkenyl group containing 2 to 8 carbon atoms. Even more preferably, R N1 and R N2Each independently represents a linear or branched alkyl group having 1 to 5 carbon atoms, a linear or branched alkoxy group having 1 to 4 carbon atoms, or a linear or branched alkenyl group having 2 to 5 carbon atoms.

[0067] In some embodiments of the present invention, the liquid crystal composition of the present invention further comprises at least one compound of general formula A-1 and / or general formula A-2,

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[0068] In some embodiments of the present invention, the compound of general formula A-1 is

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[0069] In some embodiments of the present invention, the weight percentage of the compound of general formula A-1 in the liquid crystal composition is 0.1% to 50%, for example, 0.1%, 1%, 2%, 4%, 6%, 8%, 10%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 20%, 22%, 24%, 25%, 26%, 28%, 30%, 32%, 34%, 35%, 36%, 38%, 40%, 42%, 44%, 46%, 48%, 50%.

[0070] Regarding the preferred content of the compound of general formula A-1, when maintaining that the liquid crystal composition of the present invention has a low viscosity and a fast response speed, preferably, the lower limit value of its content is slightly lowered, and the upper limit value of the content is slightly lowered. Further, when maintaining that the clearing point of the liquid crystal composition of the present invention is high and the temperature stability is high, preferably, the lower limit value of its content is slightly lowered, and the upper limit value of the content is slightly lowered. Also, when attempting to increase the absolute value of the dielectric anisotropy while keeping the driving voltage low, preferably, the lower limit value of its content is slightly increased, and the upper limit value of the content is slightly increased.

[0071] In some embodiments of the present invention, the compound of general formula A-2 is

Chemical formula

Chemical formula

[0072] In some embodiments of the present invention, the weight percentage of the compound of general formula A-2 in the liquid crystal composition is 0.1% to 50%, for example, 0.1%, 1%, 2%, 4%, 6%, 8%, 10%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 20%, 22%, 24%, 25%, 26%, 28%, 30%, 32%, 34%, 35%, 36%, 38%, 40%, 42%, 44%, 46%, 48%, 50%.

[0073] Regarding the preferred content of the compound of general formula A-2, when maintaining the low viscosity and fast response speed of the liquid crystal composition of the present invention, preferably, the lower limit value of its content is slightly lowered, and the upper limit value of the content is slightly lowered. Further, when maintaining the high clearing point and high temperature stability of the liquid crystal composition of the present invention, preferably, the lower limit value of its content is slightly lowered, and the upper limit value of the content is slightly lowered. Also, when trying to increase the absolute value of the dielectric anisotropy while keeping the driving voltage low, preferably, the lower limit value of its content is slightly increased, and the upper limit value of the content is slightly increased.

[0074] In some embodiments of the present invention, the liquid crystal composition of the present invention further comprises at least one compound of general formula B,

Chemical formula

Chemical formula

Chemical formula

Chemical formula

Chemical formula

Chemical formula

Chemical formula

[0075] In some embodiments of the present invention, the compound of general formula B is

Chemical formula

[0076] In some embodiments of the present invention, the weight percentage of the compound of general formula B in the liquid crystal composition is 0.1% to 30%, for example, 0.1%, 1%, 2%, 4%, 6%, 8%, 10%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 20%, 22%, 24%, 25%, 26%, 28% or 30%.

[0077] In some embodiments of the present invention, preferably, R B1 and R B2each independently represents a linear or branched alkyl group having 1 to 10 carbon atoms, a linear or branched alkoxy group having 1 to 9 carbon atoms, or a linear or branched alkenyl group having 2 to 10 carbon atoms, and more preferably, R B1 and R B2 each independently represents a linear or branched alkyl group having 1 to 8 carbon atoms, a linear or branched alkoxy group having 1 to 7 carbon atoms, or a linear or branched alkenyl group having 2 to 8 carbon atoms, and even more preferably, R B1 and R B2 each independently represents a linear or branched alkyl group having 1 to 5 carbon atoms, a linear or branched alkoxy group having 1 to 4 carbon atoms, or a linear or branched alkenyl group having 2 to 5 carbon atoms.

[0078] In some embodiments of the present invention, the liquid crystal composition of the present invention further comprises at least one self-aligning agent of general formula SA,

Chemical formula

Chemical formula

Chemical formula

Chemical formula

Chemical formula

Chemical formula

Chemical formula

Chemical formula

Chem.

Chem.

Chem.

[0079] In some embodiments of the present invention, the self-aligning agent of general formula SA is

Chemical formula

Chemical formula

Chemical formula

Chemical formula

[0080] In some embodiments of the present invention, R S2 is

Chemical formula

[0081] In some embodiments of the present invention, R S2 is

Chemical formula

[0082] In some embodiments of the present invention, R S2 is

Chemical formula

Chemical formula

[0083] In some embodiments of the present invention, the weight percentage of the compound of general formula SA in the liquid crystal composition is 0.001% to 5%, for example, 0.001%, 0.005%, 0.05%, 0.1%, 0.2%, 0.25%, 0.3%, 0.35%, 0.4%, 0.45%, 0.5%, 0.55%, 0.6%, 0.65%, 0.7%, 0.75%, 0.8%, 0.85%, 0.9%, 0.95%, 1.0%, 2%, 3%, 4% or 5%, etc., and preferably, the weight percentage of the compound of general formula SA in the liquid crystal composition is 0.1% to 2%.

[0084] In addition to the above compounds, the liquid crystal composition of the present invention may include general nematic liquid crystals, smectic liquid crystals, cholesteric liquid crystals, dopants, antioxidants, ultraviolet absorbers, infrared absorbers, polymerizable monomers or light stabilizers, etc.

[0085] Dopants that can preferably be added to the liquid crystal composition according to the present invention are shown below.

Chemical formula

[0086] In some embodiments of the present invention, the weight percentage of the dopant in the liquid crystal composition is 0% to 5%, preferably, the weight percentage of the dopant in the liquid crystal composition is 0.01% to 1%.

[0087] In addition, additives such as antioxidants and light stabilizers used in the liquid crystal composition of the present invention are preferably the following substances. [Chemical formula] [Chemical formula] [Chemical formula] Here, n represents a positive integer from 1 to 12.

[0088] Preferably, the light stabilizer is selected from the light stabilizers shown below. [Chemical formula]

[0089] In some embodiments of the present invention, the total weight percentage of the light stabilizer in the liquid crystal composition is 0% to 5%, preferably, the total weight percentage of the light stabilizer in the liquid crystal composition is 0.01% to 1%, more preferably, the total weight percentage of the light stabilizer in the liquid crystal composition is 0.01% to 0.1%.

[0090] The liquid crystal composition containing the polymerizable compound of the present invention can polymerize even in the absence of a polymerization initiator, but may contain a polymerization initiator to promote the polymerization. Examples of the polymerization initiator include benzoin ethers, benzophenones, acetophenones, benzyl ketals, acylphosphine oxides, and the like.

[0091] Regarding the liquid crystal composition of the present invention, the liquid crystal alignment ability is imparted by the polymerization of the polymerizable compound in the liquid crystal composition, and the amount of transmitted light in the liquid crystal display device can be controlled by utilizing the birefringence in the liquid crystal composition.

[0092] Regarding the polymerization method of the polymerizable compound, since rapid progress of polymerization is desired, a method of polymerizing by irradiating active energy rays such as ultraviolet rays or electron beams is preferred. When using ultraviolet rays, a polarized light source or a non-polarized light source may be used. Further, when polymerization is carried out with the liquid crystal composition sandwiched between two substrates, at least the substrate on the irradiation surface side needs to have appropriate transparency to the active energy rays. Also, a mask may be used during light irradiation to polymerize only specific portions, and then, by changing conditions such as an electric field, a magnetic field, or temperature, the alignment state of the unpolymerized portions is changed, and further, active energy rays may be irradiated for polymerization. In particular, when performing ultraviolet exposure, preferably, a voltage is applied to the liquid crystal composition while performing ultraviolet exposure.

[0093] The temperature when irradiating active energy rays such as ultraviolet rays or electron beams is preferably within the temperature range that maintains the liquid crystal state of the liquid crystal composition of the present invention. Preferably, polymerization is carried out at a temperature close to room temperature (i.e., 15 to 35°). As a lamp for generating ultraviolet rays, a metal halide lamp, a high-pressure mercury lamp, an ultra-high-pressure mercury lamp, etc. can be used. Also, regarding the wavelength of the irradiated ultraviolet rays, it is preferable to irradiate ultraviolet rays having a wavelength outside the absorption wavelength region of the liquid crystal composition, and it is preferably used with ultraviolet rays blocked as necessary. The intensity of the irradiated ultraviolet rays is preferably 0.1mW / cm 2 ~50mW / cm 2 . When irradiating ultraviolet rays, the intensity can be changed, and the irradiation time of the ultraviolet rays can be appropriately selected according to the intensity of the irradiated ultraviolet rays, preferably 10s to 600s.

[0094] As used herein, the terms "tilt" and "tilt angle" are understood as the inclined orientation of liquid crystal molecules with respect to the surface of a liquid crystal cell in a liquid crystal display device (preferably a PS-type liquid crystal display device in the present invention). The tilt angle means the average angle (<90°) formed between the molecular axis in the longitudinal direction of the liquid crystal molecules (liquid crystal director) and the surface of the outer plate of the liquid crystal cell. A low value of the tilt angle (i.e., far from 90°) corresponds to a large tilt.

[0095] The present invention further provides a liquid crystal display device including the above liquid crystal composition, preferably a PS-type liquid crystal display device, more preferably a PS-VA, PS-OCB, PS-IPS, PS-FFS, PS-UB-FFS, PS-positive-VA or PS-TN type liquid crystal display device.

Effects of the Invention

[0096] Compared with the prior art, the liquid crystal composition of the present invention maintains an appropriate clearing point, appropriate optical anisotropy and appropriate rotational viscosity, and further has a large absolute value of dielectric anisotropy, a large K value, a long low-temperature storage time, a small surface roughness of the polymer layer, a small pretilt angle, a fast pretilt angle generation speed, less polymer residue, high VHR and high pretilt angle stability. As a result, the liquid crystal display device containing it has a wide temperature range of use, good contrast, excellent low-temperature compatibility, effectively accelerates the manufacturing process of the PS-type liquid crystal display, improves the manufacturing efficiency, and can effectively improve the problems of "image burn-in", display unevenness, and "dot dropout" of the conventional PS-type liquid crystal display, and has high practical value.

Modes for Carrying Out the Invention

[0097] Hereinafter, the present invention will be described with reference to specific embodiments. It should be noted that the following examples are illustrative of the present invention, and are only for explaining the present invention, and do not limit the present invention. Without departing from the spirit or scope of the present invention, other combinations and various improvements within the concept of the present invention can be made.

[0098] For ease of explanation, in each of the following examples, the basic structure of each compound is denoted by the code shown in Table 1.

[0099]

Table 1

[0100] Take the compound of the following structural formula as an example.

Chemical formula

[0101] The abbreviations for the measurement items in the following examples are as follows. Cp Clearing point (nematic phase-isotropic phase transition temperature, °C) Δn Optical anisotropy (589 nm, 25 °C) Δε Dielectric anisotropy (1 kHz, 25 °C) γ First rotational viscosity (mPa·s, 25 °C) K 11 Spray elastic constant (25 °C) K 33 Bending elastic constant (25 °C) t -20℃ Low-temperature storage time at -20 °C (days) Ra Roughness (nm) PTA Pretilt angle (°, 25 °C) ΔPTA Stability of the pretilt angle (change in the pretilt angle after applying a constant voltage for a certain time, °) VHR Voltage holding ratio (%) Cp is obtained by measurement using a melting point measuring device. Δn is measured at 25 °C under the light source of a sodium lamp (wavelength 589 nm) using an Abbe refractometer. Δε = εll -ε ⊥ Here, ε ll is the permittivity parallel to the molecular axis, and ε ⊥ is the permittivity perpendicular to the molecular axis. The measurement conditions are 25 °C, 1 kHz, and a VA-type test cell (with a cell thickness of 6 μm). γ1 is obtained by measurement using an LCM-2 type liquid crystal physical property evaluation system. The measurement conditions are 25 °C, 160 V to 260 V, and a test cell with a thickness of 20 μm. K 11 and K 33 are obtained by measuring the C-V curve of the liquid crystal material using an LCR meter and a VA-type test cell and further calculating. The measurement conditions are a 6-μm VA-type test cell and V = 0.1 to 20 V. t -20℃ is the time recorded when a nematic liquid crystal medium is placed in a glass bottle and stored at -20 °C, and crystal precipitation is observed. Ra is the surface roughness of the polymer layer after polymerization measured by an atomic force microscope (AFM) after washing away the liquid crystal molecules after polymerizing a liquid crystal composition containing a polymerizable compound by UV light irradiation. Regarding PTA, by the crystal rotation method, the liquid crystal is injected into a VA-type test cell (cell thickness 3.5 μm), a voltage (15 V, 60 Hz) is applied, and ultraviolet light UV1 is irradiated to polymerize the polymerizable compound to form a pretilt angle PTA1. Next, ultraviolet light UV2 is continuously irradiated on the liquid crystal composition in which the pretilt angle PTA1 is formed to remove the polymerizable compound remaining in the state of PTA1. At this time, the pretilt angle formed in the polymerizable compound is PTA2. The present invention considers the polymerization rate of the polymerizable compound by comparing the magnitude of the pretilt angle formed when irradiating UV1 for the same time (the smaller the pretilt angle, the faster the polymerization rate) or the time required to form the same pretilt angle (the shorter the required time, the faster the polymerization rate). Regarding ΔPTA, after performing UV1 step and UV2 step on the test cell used for measuring the pretilt angle PTA to form a pretilt angle of 88 ± 0.2°, a 60 Hz SW wave, a 20 V AC voltage, and a 2 V DC voltage were applied to the test cell. In an environment with a backlight at 40 °C, after a certain period of time, the pretilt angle of the test cell was measured. ΔPTA(168h) = PTA(initial) - PTA(168h). The smaller ΔPTA(168h) is, the higher the stability of the pretilt angle indicates. Regarding polymer residue, after irradiating with UV2 for 70 min, the liquid crystal eluted from the liquid crystal test cell was detected by high performance liquid chromatography (HPLC), and the content of the polymerizable compound therein was referred to as polymer residue. Regarding VHR, after irradiating with UV2 for 70 min, it was measured by a TOY06254 type liquid crystal physical property evaluation system. The measurement conditions were a VA type test cell with a cell thickness of 3.5 μm at 60 °C, 5 V, and 6 Hz.

[0102] Each component used in the following examples can be synthesized by known methods or commercially available. These synthesis techniques are common, and each obtained liquid crystal compound was measured to meet the electronic compound standard.

[0103] The liquid crystal composition was produced according to the blending ratio of each liquid crystal composition defined in the following examples. The production of the liquid crystal composition was carried out by a general method in this field. For example, it was produced by mixing according to the ratio using methods such as heating, ultrasonic, and suspension.

[0104] The structures of the polymerizable compounds used in the following examples are shown in Table 2 below.

[0105]

Table 2

[0106] Comparative Examples 1 - 4 and Examples 1 - 5 According to each compound listed in Table 3 and their weight percentages, the liquid crystal compositions of control Host-1, Host-1, and Host-2 are prepared and filled between two substrates of a liquid crystal display for performance measurement.

[0107]

Table 3

[0108] The polymerizable compounds RM-01, RM-02, RM-03, and RM-1 are respectively added to the control Host-1 of the liquid crystal composition of 100 parts by weight and used as Comparative Examples 1 to 3. The polymerizable compound RM-01 is added to the liquid crystal composition Host-1 of 100 parts by weight and used as Comparative Example 4. The polymerizable compounds RM-1 and RM-2 are respectively added to the liquid crystal composition Host-1 of 100 parts by weight and used as Examples 1 to 2. The polymerizable compounds RM-1, RM-2, RM-3, and RM-4 are respectively added to the liquid crystal composition Host-2 of 100 parts by weight and used as Examples 3 to 5. The specific parts by weight of the polymerizable compounds and the measurement results of related performances are shown in Table 4 below.

[0109]

Table 4

[0110] As can be seen from the comparison between Comparative Examples 1 to 4 and Examples 1 to 5, the liquid crystal composition of the present invention maintains an appropriate clearing point, appropriate optical anisotropy, and appropriate rotational viscosity, and further has a larger absolute value of dielectric anisotropy, a larger K value, a longer low-temperature storage time, and a smaller surface roughness of the polymer layer. Under the action of UV1, a smaller pretilt angle is formed in a short time, the pretilt angle generation speed is faster, after UV2 acts for 70 min, the polymer residue is less, the VHR is higher, and the stability of the pretilt angle is better.

[0111] Comparative Examples 5 to 8 and Examples 6 to 10 According to each compound shown in Table 5 and their weight percentages, liquid crystal compositions of control Host-2, Host-3, and Host-4 are prepared and filled between two substrates of a liquid crystal display for performance measurement.

[0112]

Table 5

[0113] The polymerizable compounds RM-01, RM-02, RM-03, and RM-1 are respectively added to 100 parts by weight of the liquid crystal composition of control Host-2 and used as Comparative Examples 5 to 7. The polymerizable compound RM-01 is added to 100 parts by weight of the liquid crystal composition Host-3 and used as Comparative Example 8. The polymerizable compounds RM-1 and RM-2 are respectively added to 100 parts by weight of the liquid crystal composition Host-3 and used as Examples 6 to 7. The polymerizable compounds RM-1, RM-2, RM-3, and RM-4 are respectively added to 100 parts by weight of the liquid crystal composition Host-4 and used as Examples 8 to 10. The specific parts by weight of the polymerizable compounds and the measurement results of related performances are shown in Table 6 below.

[0114]

Table 6

[0115] As can be seen from the comparison between Comparative Examples 5 to 8 and Examples 6 to 10, the liquid crystal composition of the present invention maintains an appropriate clearing point, appropriate optical anisotropy, and appropriate rotational viscosity, and further has a larger absolute value of dielectric anisotropy, a larger K value, a longer low-temperature storage time, a smaller surface roughness of the polymer layer. Under the action of UV1, it forms a smaller pretilt angle in a short time, the pretilt angle generation speed is faster, after UV2 acts for 70 min, the polymer residue is less, the VHR is higher, and the stability of the pretilt angle is better.

[0116] Example 11 0.6 part by weight of the compound SA-2-1 to 100 parts by weight of Host-1

Chemical formula

[0117] The liquid crystal display forms a spontaneous vertical alignment with respect to the surface of the substrate, and the alignment is stable until the transparent point and the obtained VA cell can be switched reversely. Crossed polarizers are required to visualize the switching operation.

[0118] By using additives such as the compound of formula SA-2-1, based on the combination of Δε < 0 and vertical alignment, VA, PM-VA, PVA, MVA, HT-VA, VA-IPS and other similar display technologies do not require an alignment layer (for example, do not require a PI coating).

[0119] Example 12 Add 0.6 parts by weight of the compound of SA-4-1 to 100 parts by weight of Host-2

Chemical formula

[0120] The liquid crystal display forms a spontaneous vertical alignment with respect to the surface of the substrate, and the alignment is stable until the transparent point and the obtained VA cell can be switched reversely. Crossed polarizers are required to visualize the switching operation.

[0121] By using additives such as the compound of formula SA-4-1, based on the combination of Δε < 0 and vertical alignment, VA, PM-VA, PVA, MVA, HT-VA, VA-IPS and other similar display technologies do not require an alignment layer (for example, do not require a PI coating).

[0122] Example 13 To 100 parts by weight of Host-3, 0.5 part by weight of the compound of SA-4-2

Chemical formula

[0123] The liquid crystal display forms a spontaneous vertical alignment with respect to the surface of the substrate, and its alignment is stable until the transparent point and the obtained VA cell can be switched in reverse. Crossed polarizers are required to visualize the switching operation.

[0124] By using additives such as the compound of formula SA-4-2, based on the combination of Δε < 0 and vertical alignment, VA, PM-VA, PVA, MVA, HT-VA, VA-IPS and other similar display technologies do not require an alignment layer (for example, do not require a PI coating).

[0125] As described above, while maintaining an appropriate clearing point, appropriate optical anisotropy, and appropriate rotational viscosity, the liquid crystal composition of the present invention further has a large absolute value of dielectric anisotropy, a large K value, a long low-temperature storage time, a small surface roughness of the polymer layer, a small pretilt angle, a fast pretilt angle generation rate, less polymer residue, high VHR, and high pretilt angle stability. As a result, the liquid crystal display device containing the composition has a wide temperature range of use, good contrast, and excellent low-temperature compatibility, effectively speeds up the manufacturing process of the PSA type liquid crystal display, improves the manufacturing efficiency, and can effectively improve the problems of "image sticking", display unevenness, and "dot missing" of the conventional PSA type liquid crystal display, and has high practical value.

[0126] The above embodiments are only for explaining the technical idea and features of the present invention so that those skilled in the art can understand and implement the content of the present invention, and do not limit the protection scope of the present invention. Any equivalent transformation or modification made based on the gist of the present invention should be included within the protection scope of the present invention.

Industrial Applicability

[0127] The liquid crystal composition according to the present invention can be applied to the field of liquid crystals.

Claims

1. comprising at least one compound of general formula I and 【Chemical 1】 at least one compound of general formula II, 【Chemical 2】 Here, R 1 represents a linear or branched halogenated or non-halogenated alkyl group containing 1 to 5 carbon atoms, R 2 is -H, halogen, -CN, -Sp 2 -P 2 or a linear or branched alkyl group containing 1 to 12 carbon atoms [Chemical Formula 3] wherein represents a linear or branched alkyl group containing 1 to 12 carbon atoms, 【Chemical Formula 4】 One or two or more non-adjacent -CH in 2 - may each independently be replaced by -CH=CH-, -C≡C-, -O-, -CO-, -CO-O- or -O-CO-, and one or more -H may each independently be replaced by -F or -Cl, R 3 is -H, halogen, a linear or branched alkyl group containing 1 to 12 carbon atoms, 【Chemical Formula 5】 represents, and in the linear or branched alkyl group containing 1 to 12 carbon atoms, one or two or more non-adjacent -CH 2 - may each independently be replaced by -CH=CH-, -C≡C-, -O-, -CO-, -CO-O- or -O-CO- so that -O- is not directly connected, and the linear or branched alkyl group containing 1 to 12 carbon atoms, 【Chemical Formula 6】 one or more of the -H in may each independently be replaced by -F or -Cl, 【Chemical Formula 7】 each independently is 【Chemical Formula 8】 wherein represents 【Chemical Formula 9】 One or two or more non-adjacent -CH in 2 - may be replaced by -O-, and one or more single bonds in the ring may be replaced by double bonds, 【Chemical Formula 10】 one or more of the -H in may each independently be replaced by -F, -Cl or -CN, and one or more of the -CH= in the ring may be replaced by -N=, A is 【Chemical 11】 wherein represents 【Chemical 12】 One or more of —CH in 2 — may each independently be replaced by X1, and one or more single bonds in the ring may be replaced by double bonds, where X 1 represents —O— or —S—, L is, independently of each other, halogen, -CN or -Sp 2 -P 2 and represents L 1 and L 2 each independently represents -H, a halogen, a halogenated alkyl group containing 1 to 3 carbon atoms, or a halogenated alkoxy group containing 1 to 3 carbon atoms, P 1 and P 2 each independently represents a polymerizable group, Sp 1 and Sp 2 each independently represents a spacer group or a single bond, the spacer group is -(CH₂)p₁-, -(CH₂CH₂O)q₁-CH₂CH₂-, -(CH₂CH₂S)q₁-CH₂CH₂-, -(CH₂CH₂NH)q₁-CH₂CH₂-, -CR₀R₀₀-(CH₂)p₁- or -(SiR₀R₀₀-O)p₁-, p₁ represents an integer from 1 to 12, q₁ represents an integer from 1 to 3, R₀ and R₀₀ each independently are -H, a linear or branched alkyl group containing 1 to 12 carbon atoms, 【Chemical Formula 13】 wherein represents X represents -O-, -S-, -CO-, -CF 2 -, -NH- or -NF-, and Z 1 and Z 2 each independently represents -O-, -S-, -CO-, -CO-O-, -O-CO-, -O-CO-O-, -CH 2 O-, -OCH 2 -, -CH 2 S-, -SCH 2 -, -CF 2 O-, -OCF 2 -, -CF 2 S-, -SCF 2 -, -(CH 2 ) n -, -CF 2 CH 2 -, -CH 2 CF 2 -, -(CF 2 ) n -, -CH=CH-, -CF=CF-, -CH=CF-, -CF=CH-, -C≡C-, -CH=CH-CO-O-, -O-CO-CH=CH-, -CH 2 CH 2 -CO-O-, -O-CO-CH 2 CH 2 -, -CR 1 R 2 - or a single bond, where R 1 and R 2 each independently represents -H, or a linear or branched alkyl group containing 1 to 12 carbon atoms, and n represents an integer from 1 to 4. Z 3 、Z 4 and Z 5 each independently represents a single bond, -CH 2 CH 2 -, -CF 2 CF 2 -, -CO-O-, -O-CO-, -O-CO-O-, -CH=CH-, -CF=CF-, -CH 2 O- or -OCH 2 - and represents r 1 、r 2 and r 3 each independently represents 0, 1, 2, or 3, and when r 1 、r 2 and r 3 each independently represents 2 or 3, L may be the same or different n 1 and n 2 each independently represents 0, 1, or 2, and n 1 + n 2 ≥ 1, and when n 1 represents 2 【Chemical 14】 may be the same or different, and n 2 when n represents 2, 【Chemical Formula 15】 may be the same or different, n 3 represents 0, 1 or 2, and n 4 represents 0 or 1, and when n 3 represents 2, the ring 【Chemical 16】 may be the same or different, and Z 3 A liquid crystal composition characterized in that it may be the same or different.

2. The compound of general formula I is 【Chemical 17】 selected from the group consisting of Here, R 1 represents a linear or branched halogenated or non-halogenated alkyl group containing 1 to 5 carbon atoms, P 1 and P 2 each independently represents a polymerizable group, Sp 1 and Sp 2 each independently represents a spacer group or a single bond, the spacer group is -(CH₂)p₁-, -(CH₂CH₂O)q₁-CH₂CH₂-, -(CH₂CH₂S)q₁-CH₂CH₂-, -(CH₂CH₂NH)q₁-CH₂CH₂-, -CR₀R₀₀-(CH₂)p₁- or -(SiR₀R₀₀-O)p₁-, p₁ represents an integer from 1 to 12, q₁ represents an integer from 1 to 3, R₀ and R₀₀ each independently are -H, a linear or branched alkyl group containing 1 to 12 carbon atoms, 【Chemical Formula 18】 wherein represents L' and L'' are each independently -F, -Cl, -CN or -Sp 2 -P 2 The liquid crystal composition according to claim 1, characterized in that it represents

3. The compound of general formula II is 【Chemical Formula 19】 selected from the group consisting of Here, R 3 is -H, a halogen, a linear or branched alkyl group containing 1 to 12 carbon atoms, 【Chemical 20】 represents, and one or two or more non-adjacent -CH in the linear or branched alkyl group containing 1 to 12 carbon atoms 2 - may each independently be replaced by -CH=CH-, -C≡C-, -O-, -CO-, -CO-O- or -O-CO- so that -O- is not directly connected, and the linear or branched alkyl group containing 1 to 12 carbon atoms 【Chemical Formula 21】 one or more of the -H in may each independently be replaced by -F or -Cl, 【Chemical 22】 each independently is 【Chemical 23】 wherein represents 【Chemical 24】 One or two or more non-adjacent -CH in 2 - may be replaced by -O-, and one or more single bonds in the ring may be replaced by double bonds, 【Chemical 25】 one or more of the -H in may each independently be replaced by -F, -Cl or -CN, and one or more of the -CH= in the ring may be replaced by -N=, Z 3 and Z 5 each independently represents a single bond, -CH 2 CH 2 -, -CF 2 CF 2 -, -CO-O-, -O-CO-, -O-CO-O-, -CH=CH-, -CF=CF-, -CH 2 O- or -OCH 2 -, characterized in that the liquid crystal composition according to claim 1.

4. further comprising at least one compound of general formula M, 【Chemical 26】 Here, R M1 and R M2 each independently represents a linear or branched alkyl group containing 1 to 12 carbon atoms, 【Chemical 27】 represents, and one or two or more non-adjacent -CH in the linear or branched alkyl group containing 1 to 12 carbon atoms 2 - may each independently be replaced by -CH=CH-, -C≡C-, -O-, -CO-, -CO-O- or -O-CO- 【Chemical Formula 28】 each independently is 【Chemical Formula 29】 wherein represents 【Chemical Formula 30】 One or two or more non-adjacent -CH in 2 - may be replaced by -O-, and one or more single bonds in the ring may be replaced by double bonds, 【Chemical 31】 At most one -H therein may be replaced by a halogen, Z M1 and Z M2 each independently represents a single bond, -CO-O-, -O-CO-, -CH 2 O-, -OCH 2 -, -C≡C-, -CH=CH-, -CH 2 CH 2 - or -(CH 2 ) 4 and represents n M represents 0, 1, or 2. When n M = 2, the ring 【Chemical 32】 may be the same or different, Z M2 The liquid crystal composition according to claim 1, characterized in that M2 may be the same or different.

5. further comprising at least one compound of general formula N, 【Chemical 33】 Here, R N1 and R N2 each independently represents a linear or branched alkyl group containing 1 to 12 carbon atoms, 【Chemical 34】 represents, and one or two or more non-adjacent -CH in the linear or branched alkyl group containing 1 to 12 carbon atoms 2 - may each independently be replaced by -CH=CH-, -C≡C-, -O-, -CO-, -CO-O- or -O-CO- 【Chemical 35】 each independently, 【Chemical 36】 represents, 【Chemical 37】 One or two or more non-adjacent -CH in 2 - may be replaced by -O-, and one or more single bonds in the ring may be replaced by double bonds, 【Chemical 38】 one or more -H in may each independently be replaced by -F, -Cl or -CN, and one or more -CH= in the ring may be replaced by -N=, Z N1 and Z N2 each independently represents a single bond, —CO—O—, —O—CO—, —CH 2 O—, —OCH 2 —, —CH═CH—, —C≡C—, —CH 2 CH 2 —, —CF 2 CF 2 —, —(CH 2 ) 4 —, —CFO— or —OCF 2 —, and represents 2 — L N1 and L N2 each independently represents -H, an alkyl group containing 1 to 3 carbon atoms, or a halogen, n N1 represents 0, 1, 2 or 3, and n N2 represents 0 or 1, where 0 ≤ n N1 + n N2 ≤ 3, and when n N1 = 2 or 3, the ring 【Chemical Formula 39】 may be the same or different, Z N1 The liquid crystal composition according to claim 1, characterized in that N1 may be the same or different.

6. The weight percentage of the compound of general formula I in the liquid crystal composition is 0.001% to 5%, The liquid crystal composition according to claim 2, characterized in that.

7. The weight percentage of the compound of general formula II in the liquid crystal composition is 0.1% to 25%, The liquid crystal composition according to claim 3, characterized in that.

8. further comprising at least one self - aligning agent of general formula SA, 【Chemical 40】 Here, R S1 is Sp-P, a linear or branched alkyl group containing 1 to 12 carbon atoms, 【Chemical 41】 represents, and one or two or more non-adjacent -CH in the linear or branched alkyl group containing 1 to 12 carbon atoms 2 - may each independently be replaced by -CH=CH-, -C≡C-, -O-, -CO-, -CO-O- or -O-CO-, and is a linear or branched alkyl group containing 1 to 12 carbon atoms, 【Chemical 42】 one or more -H in may each independently be replaced by -F or -Cl, R S2 is an anchor group 【Chemical 43】 represents, p represents 1 or 2, and when p represents 2, -Sp d -X 2 may be the same or different o represents 0 or 1, X 1 and X 2 each independently represents -H, -OH, -SH, -NH 2 , -NHR 11 , -NR 11 2 , NHC(O)-R 11 , -OR 11 , -C(O)OH, -CHO, or a straight-chain or branched-chain halogenated or non-halogenated alkyl group containing 1 to 12 carbon atoms, X 1 and X 2 at least one of which is selected from -OH, -SH, -NH 2 , -NHR 11 , -C(O)OH or -CHO, Sp a 、Sp c and Sp d each independently represents a spacer group or a single bond, and the spacer group is —(CH₂)p₁—, —(CH₂CH₂O)q₁—CH₂CH₂—, —(CH₂CH₂S)q₁—CH₂CH₂—, —(CH₂CH₂NH)q₁—CH₂CH₂—, —CR₀R₀₀—(CH₂)p₁— or —(SiR₀R₀₀—O)p₁—, p1 represents an integer from 1 to 12, q1 represents an integer from 1 to 3, R0 and R00 each independently are -H, a linear or branched alkyl group containing 1 to 12 carbon atoms, 【Chemical 44】 represents, Sp b are each independently 【Chemical 45】 represents, 【Chemical 46】 each independently, 【Chemical 47】 represents, 【Chemical 48】 One or two or more non-adjacent -CH in 2 - may be replaced by -O-, and one or more single bonds in the ring may be replaced by double bonds, Ls are each independently, -F, -Cl, -CN, -NO 2 , -NCO, -NCS, -OCN, -SCN, -C(O)N(R 0 ), 2 , -C(O)R 0 , a linear or branched alkyl group containing 1 to 12 carbon atoms, 【Chemical 49】 represents, and one or two or more non-adjacent -CH in the linear or branched alkyl group containing 1 to 12 carbon atoms 2 - may each independently be replaced by -CH=CH-, -C≡C-, -O-, -CO-, -CO-O- or -O-CO-, and is a linear or branched alkyl group containing 1 to 12 carbon atoms, 【Chemical Formula 50】 one or more -H in may each independently be replaced by -F, R 0 and R 11 each independently represents a linear or branched alkyl group containing 1 to 12 carbon atoms, P represents a polymerizable group, Sp represents a spacer group or a single bond, and the spacer group is -(CH2)p1 -, -(CH2CH2O)q1 -CH2CH2 -, -(CH2CH2S)q1 -CH2CH2 -, -(CH2CH2NH)q1 -CH2CH2 -, -CR0R00 -(CH2)p1 - or -(SiR0R00 -O)p1 -, p1 represents an integer from 1 to 12, q1 represents an integer from 1 to 3, R0 and R00 each independently are -H, a linear or branched alkyl group containing 1 to 12 carbon atoms, 【Chemical 51】 represents, n s1 represents 0 or 1, and n s2 represents 0, 1, 2, or 3, and when s2 n represents 2 or 3 【Chemical 52】 may be the same or different, p s1 、 p s2 、 p s3 and p s4 each independently represents 0, 1 or 2, and 1 ≤ p s1 + p s2 ≤ 2, p s5 and p s6 each independently represents 0 or 1, Z 1 and Z 2 each independently represents -O-, -S-, -CO-, -CO-O-, -O-CO-, -O-CO-O-, -CH 2 O-, -OCH 2 -, -CH 2 S-, -SCH 2 -, -CF 2 O-, -OCF 2 -, -CF 2 S-, -SCF 2 -, -(CH 2 ) n -, -CF 2 CH 2 -, -CH 2 CF 2 -, -(CF 2 ) n -, -CH=CH-, -CF=CF-, -CH=CF-, -CF=CH-, -C≡C-, -CH=CH-CO-O-, -O-CO-CH=CH-, -CH 2 CH 2 -CO-O-, -O-CO-CH 2 CH 2 -, -CR 1 R 2 - or a single bond, where R 1 and R 2 each independently represents -H or a linear or branched alkyl group containing 1 to 12 carbon atoms, and n represents an integer of 1 to 4, the liquid crystal composition according to claim 1, characterized in that.

9. The liquid crystal composition according to any one of claims 1 to 8, further comprising at least one additive.

10. A liquid crystal display device comprising the liquid crystal composition according to claim 1.

Citation Information

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