Self-alignment agent and liquid crystal composition thereof

A self-aligning agent with a tailored molecular structure addresses the inefficiencies of PI alignment layers in PSA-type LCDs by enabling fast polymerization and uniform alignment, enhancing production efficiency and display quality.

JP2025540866AInactive Publication Date: 2025-12-16JIANGSU HECHENG DISPLAY TECH CO LTD
View PDF 3 Cites 0 Cited by

Patent Information

Application Number
JP2025534903
Authority / Receiving Office
JP · JP
Patent Type
Applications
Current Assignee / Owner
Priority Date
2022-12-15
Filing Date
2023-12-13
Publication Date
2025-12-16
Estimated Expiration
Not applicable · inactive patent

AI Technical Summary

Technical Problem

Current PSA-type liquid crystal displays face challenges in achieving fast pretilt angle formation rates, high voltage holding ratios, and uniform alignment without the use of cumbersome polyimide alignment layers, leading to production inefficiencies and display defects.

Method used

A self-aligning agent with a specific molecular structure is introduced to the liquid crystal composition, allowing for alignment without a PI alignment layer, ensuring fast polymerization, low residue concentration, and improved alignment effects.

Benefits of technology

The self-aligning agent enables efficient and uniform alignment of liquid crystal molecules, reducing production time and costs while minimizing display defects and residue issues.

✦ Generated by Eureka AI based on patent content.

Smart Images

  • Figure 2025540866000001_ABST
    Figure 2025540866000001_ABST
Patent Text Reader

Abstract

The present invention provides a self-aligning agent and a liquid crystal composition thereof. The liquid crystal composition containing the self-aligning agent of general formula O of the present invention has a suitable clearing point, a suitable optical anisotropy, a suitable absolute value of dielectric anisotropy, a large K value (K 11 and K. 33 ) and low rotational viscosity, while having low residue concentration, low roughness, good alignment effect, good low-temperature storage stability, and good pretilt angle stability. [Formula 1] TIFF2025540866000284.tif28170
Need to check novelty before this filing date? Find Prior Art

Description

[Technical Field]

[0001] The present invention relates to the field of liquid crystals, and more particularly to a self-aligning agent and a liquid crystal composition thereof, as well as a liquid crystal display device including said liquid crystal composition. [Background technology]

[0002] Liquid crystal displays (LCDs) have developed rapidly and are widely used, especially in portable electronic information products, due to their small size, light weight, low power consumption, and excellent display quality. Depending on the display mode, LCDs can be divided into 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). Depending on the driving method, LCDs can be divided into PM (passive matrix) and AM (active matrix) types. PMs are divided into static and multiplex types. AMs are divided into thin film transistor (TFT) and metal insulator metal (MIM) types. TFT types include amorphous silicon and polycrystalline silicon. The latter are divided into high-temperature and low-temperature types depending on the manufacturing process.

[0003] A liquid crystal display element contains a liquid crystal composition having a nematic phase, and the liquid crystal composition has suitable properties. By improving the properties of the liquid crystal composition, an AM element with good properties can be obtained. The relationship between the liquid crystal composition and the properties of the AM element is summarized in Table A below. The properties of the liquid crystal composition will be further explained based on commercially available AM ​​elements. The temperature range of the nematic phase is related to the temperature range in which the element can be used. The viscosity of the liquid crystal composition is related to the response time of the element. In order to display moving images with the element, a short response time of the element is preferable.

[0004] Table A. Characteristics of liquid crystal composition and AM device No. Characteristics of liquid crystal composition Characteristics of AM element 1. Wide temperature range of nematic phase. Wide temperature range of use. 2 Low viscosity Short response time 3. Large optical anisotropy High contrast 4. Large absolute value of dielectric anisotropy Low threshold voltage, low power consumption, and high contrast 5. High resistivity High voltage holding ratio and high contrast 6. Stable against UV rays and heat, long service life 7 Large elastic constant High contrast, short response time, and fast response speed

[0005] In the application of LCD devices, the impact of contrast on visual effects is extremely important. Generally, the higher the contrast, the clearer and more striking the image, and the more vivid and beautiful the colors. Conversely, the lower the contrast, the more dim the overall screen. High contrast contributes greatly to image clarity, detail expression, and gradation expression. High-contrast products have advantages in black-and-white contrast, clarity, completeness, etc. Contrast also has a significant impact on the display effect of dynamic images. Because dynamic images change light and dark quickly, the higher the contrast, the easier it is for the human eye to distinguish this change process.

[0006] In order to improve the response speed of a liquid crystal display device, it is necessary to reduce the rotational viscosity of the liquid crystal material as much as possible. However, since a liquid crystal material with a low viscosity generally has a low clearing point and optical anisotropy, it is necessary to consider other performance requirements in addition to reducing the viscosity when preparing the components of the liquid crystal composition.

[0007] In the PSA-mode liquid crystal display mode, a small amount (e.g., 0.3 wt %, typically <1 wt %) of one or more polymerizable compounds is added to a liquid crystal composition. After the liquid crystal composition is filled into a liquid crystal cell, the liquid crystal molecules are polymerized in situ (typically by UV photopolymerization) or crosslinked in the initial alignment state, thereby firmly fixing the alignment of the liquid crystal molecules when a voltage is applied between the electrodes or when no voltage is applied. With the continuous development of PSA-mode liquid crystal display elements, they have been applied to various conventional liquid crystal display devices, such as the well-known PSA-VA, PSA-OCB, PSA-IPS, PSA-FFS, and PSA-TN liquid crystal displays. In PSA-mode liquid crystal displays, a liquid crystal composition containing a polymerizable compound is positioned between two substrates, and an electrode structure is disposed on each substrate. Alternatively, two electrode structures are disposed on only one substrate, with polarizers attached to the outer surfaces of the substrates, each perpendicular to the other. Furthermore, either or both of the two substrates may include an alignment film disposed on the substrate or the electrode structure (if any). PSA liquid crystal displays, like conventional liquid crystal displays, can be driven as active matrix displays or passive matrix displays. In active matrix displays, each pixel is driven by an integrated nonlinear active element (e.g., a transistor), while in passive matrix displays, each pixel is typically driven by multiplexing methods known in the art.

[0008] 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, which 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 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, which forms 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 an applied voltage. For PSA-IPS displays, polymerization may be carried out with or without an applied voltage, preferably without an applied voltage.

[0009] Generally, in the manufacturing method of PSA type liquid crystal displays, UV photopolymerization is achieved through the following two steps.

[0010] In the first step (hereinafter referred to as the "UV1 step"), a pretilt angle is formed by exposing the liquid crystal composition to UV radiation (hereinafter referred to as "UV1 radiation") emitted from a radiation source and applying a voltage to the electrode structure. For a preferred polymerizable compound, a small pretilt angle should be formed in the same time or the same pretilt angle should be formed with a short UV1 irradiation time (i.e., a fast pretilt angle formation rate) to improve production efficiency, shorten the tact time during mass production, and reduce costs. Furthermore, a faster pretilt angle formation rate of the polymerizable compound is advantageous for achieving complete polymerization of the polymerizable compound and reducing polymer residue. While using UV1 radiation with a short wavelength is preferred to increase the pretilt angle formation rate, using UV1 radiation with a long wavelength is preferred to increase the voltage holding ratio (VHR). Therefore, it is generally difficult to achieve both a fast pretilt angle formation rate and a high voltage holding ratio.

[0011] In the second step (hereinafter referred to as the "UV2 step"), the liquid crystal composition is exposed to UV radiation (hereinafter referred to as "UV2 radiation") without applying a voltage to the electrode structure to ensure complete polymerization of the remaining polymerizable compound that was not polymerized in the UV1 step. To reduce the possibility of display unevenness in PSA-type liquid crystal displays due to the influence of non-uniformity in the UV process (non-uniformity in external conditions such as light, heat, and stress), it is desirable for the change in pretilt angle after the UV2 step to be as small as possible. At the same time, the UV irradiation intensity in the UV2 step should be reduced to avoid or reduce negative effects (e.g., reduced reliability or image burn-in).

[0012] Current PSA LCD production requires the application of a polyimide (PI) alignment layer (abbreviated as PI alignment layer) to a glass substrate to achieve vertical alignment of liquid crystal molecules. However, this method has obvious drawbacks (e.g., the PI application process is cumbersome, complicated, and time-consuming) and many other adverse effects, significantly limiting the quality of LCD displays. The PI alignment process significantly reduces production efficiency and increases production costs. Furthermore, the ability to precisely control the position of the PI printing area is limited. In addition, misalignment of the PI printing area can affect the sealing performance of the frame adhesive or the edge display effect of narrow-frame products, significantly limiting the development of currently mainstream narrow-frame products and significantly reducing their production yield. In conventional technologies, instead of using a PI alignment layer, self-alignment agents are typically added to the liquid crystal composition. However, not all liquid crystal compositions can be ideally combined with polymerizable compounds and self-alignment agents. For example, if the pretilt angle formation rate in the UV process is too slow, a longer UV time is required to form the desired pretilt angle, resulting in reduced production efficiency. If the polymerization rate of the polymer or self-aligning agent during UV polymerization is too fast and the diffusibility is low, runaway polymerization is likely to occur, resulting in increased roughness in the polymer layer and the generation of fine bright spots, which can affect the display performance of the panel. After the UV1 and UV2 steps, high concentrations of polymerizable compound and self-aligning agent residues can lead to degradation of image sticking (IS) in the panel. Furthermore, if the compatibility between the liquid crystal composition and the polymerizable compound and self-aligning agent is insufficient, the polymerizable compound and self-aligning agent can precipitate during storage, resulting in a loss of liquid crystal performance. Furthermore, if the polymer network formed after polymerization of the polymerizable compound lacks rigidity, the structure of the polymer network can change when a PSA-type liquid crystal display device continuously displays the same pattern for a long period of time, which can further change the pretilt angle of the liquid crystal molecules and result in display defects.If the liquid crystal contact angle of the self-alignment agent is too high, the diffusion of the liquid crystal will be slow during the ODF (One Drop Filling) process, and the concentration distribution of the self-alignment agent within the panel will be uneven, resulting in uneven alignment effects or poor alignment effects at the corners of the panel, causing display defects.

[0013] Furthermore, with the development of display technology, the LCD industry is facing increasingly stringent requirements for LCD display quality. This is especially true in the TV industry, where TV sizes are generally increasing and LCD generation lines are correspondingly becoming larger, significantly increasing the difficulty of the manufacturing process for large LCD panels. Therefore, ensuring display quality is an urgent issue that must be addressed. At the same time, in addition to the continuous optimization of panel manufacturing processes, the development of liquid crystal materials is also one solution. In particular, for PSA-type LCDs, the selection of liquid crystal compositions to be used in combination with polymerizable compounds has become a focus of research.

[0014] Therefore, the research focus in this field is to develop a self-aligning agent with a fast polymerization rate, a controllable polymerization process, and excellent overall performance to meet the demands of PSA-type liquid crystal display devices, and to provide a display technology that can achieve vertical alignment of liquid crystal molecules without the need for a PI alignment layer. Summary of the Invention [Problem to be solved by the invention]

[0015] The present invention aims to provide a self-aligning agent of general formula O. When the self-aligning agent of general formula O is applied to a liquid crystal composition, the liquid crystal composition containing the self-aligning agent has a suitable clearing point, a suitable optical anisotropy, a suitable absolute value of dielectric anisotropy, a large K value (K 11 and K. 33 ) and low rotational viscosity, while having low residue concentration, low roughness, good alignment effect, good low-temperature storage stability, and good pretilt angle stability.

[0016] Another object of the present invention is to provide a liquid crystal composition containing the self-aligning agent.

[0017] A further object of the present invention is to provide a liquid crystal display device containing the above liquid crystal composition. [Means for solving the problem]

[0018] In order to achieve the above object of the invention, the present invention provides a self-aligning agent of general formula O: [ka] During the ceremony, R o2 -Sp o2 -P o1 , —H, a straight-chain alkyl group containing 1 to 12 (e.g., 2, 3, 4, 5, 6, 7, 8, 9, 10, or 11) carbon atoms, a branched-chain alkyl group containing 3 to 12 (e.g., 3, 4, 5, 6, 7, 8, 9, 10, or 11) carbon atoms, [ka] a linear alkyl group containing 1 to 12 carbon atoms; [ka] one or two or more non-adjacent -CH2- groups in the alkyl group may each independently be replaced by -CH=CH-, -C≡C-, -O-, -CO-, -CO-O-, or -O-CO-; one or more -H groups in the linear alkyl group containing 1 to 12 carbon atoms may each independently be replaced by -F or -Cl; [ka] teeth, [ka] represents [ka] one or more -CH2- in the ring may be replaced by -O-, and one or at most two single bonds in the ring may be replaced by a double bond; [ka] teeth, [ka] In the above group, one or two or more non-adjacent -CH2- groups may each independently be replaced by -O- or -S-, and one or more -H groups in the above group may each independently be replaced by -F or a halogenated or non-halogenated linear alkyl group containing 1 to 5 carbon atoms; L o1 and L o3 are each independently -F, -Cl, -CN, -NO2, -NCO, -NCS, -OCN, -SCN, -C(O)N(R o0 )2, -C(O)R o0 a straight-chain alkyl group containing 1 to 12 (e.g., 2, 3, 4, 5, 6, 7, 8, 9, 10, or 11) carbon atoms; a branched-chain alkyl group containing 3 to 12 (e.g., 3, 4, 5, 6, 7, 8, 9, 10, or 11) carbon atoms; [ka] a linear alkyl group containing 1 to 12 carbon atoms; [ka] one or more non-adjacent -CH2- groups in the formula (I) may each independently be replaced by -CH=CH-, -C≡C-, -O-, -CO-, -CO-O-, or -O-CO-; one or more -H groups in a linear alkyl group containing 1 to 12 carbon atoms may each independently be replaced by -F; o0represents a linear alkyl group containing 1 to 12 (e.g., 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12) carbon atoms, or a branched alkyl group containing 3 to 12 (e.g., 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12) carbon atoms; L o2 -Sp o3 -P o2 or [ka] represents R o1 and R o3 each independently represents an anchor group, and the anchor group is [ka] and [ka] represents the binding site in the bound structure, n o4 represents 1 or 2, and n o4 If represents 2, -Sp o8 -X o2 may be the same or different, n o5 represents 0 or 1, M S1 teeth, [ka] represents [ka] is M S1 represents the bonding site between -CH2- in the six-membered ring in which it is located, I S1 and J S1 each independently represents -CH2-, -O-, or -S-, N S1 represents =O or =S, V K1 , V K2and V K3 each independently represents -CH= or -N=, X o1 and X o2 are each independently -H, -OH, -SH, -NH2, -NHR 11 , -N(R 11 )2, -NHC(O)R 11 , -OR 11 , —C(O)OH, —CHO, a linear halogenated or non-halogenated alkyl group containing 1 to 12 (e.g., 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12) carbon atoms, or a branched halogenated or non-halogenated alkyl group containing 3 to 12 (e.g., 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12) carbon atoms; X o1 and X o2 At least one of the groups is -OH, -SH, -NH2, -NHR 11 , —C(O)OH, and —CHO; R 11 represents a linear alkyl group containing 1 to 12 (e.g., 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12) carbon atoms, or a branched alkyl group containing 3 to 12 (e.g., 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12) carbon atoms; P o1 , P o2 and P o3 each independently represents a polymerizable group, Sp o1 , Sp o2 , Sp o3 , Sp o4 , Sp o5 , Sp o7 and Sp o8 each independently represents a spacer group or a single bond, Sp o6 teeth, [ka] represents [ka] is Sp o7 or Spo8 represents the binding site with Z o1 and Z o2 are each independently -O-, -S-, -CO-, -CO-O-, -O-CO-, -O-CO-O-, -CHO-, -OCHS-, -CHS-, -CFO-, -OCF-, -CFS-, -SCF-, -(CH) d -, -CF2CH2-, -CH2CF2-, -(CF2) d -, -CH=CH-, -CF=CF-, -CH=CF-, -CF=CH-, -C≡C-, -CH=CH-CO-O-, -O-CO-CH=CH-, -CH2CH2-CO-O-, -O-CO-CH2CH2-, -CHR 1 -, -CR 1 R 2 - or a single bond, R 1 and R 2 each independently represents a linear alkyl group containing 1 to 12 carbon atoms or a branched alkyl group containing 3 to 12 carbon atoms, and d represents an integer of 1 to 4, p o1 , p o2 , p o3 and p o4 each independently represents 0, 1 or 2; o1 If represents 2, then L o1 may be the same or different, and p o2 If represents 2, then L o2 may be the same or different, and p o3 If represents 2, -Sp o5 -P o3 may be the same or different, and p o4 If represents 2, then L o3 may be the same or different, n o2 represents 0, 1, 2 or 3, and n o3 represents 1, 2 or 3, and n o2 If represents 2 or 3, [ka] may be the same or different, and n o3If represents 2 or 3, [ka] may be the same or different.

[0019] In some embodiments of the present invention, the self-aligning agent of general formula O is [ka] [ka] [ka] is selected from the group consisting of compounds During the ceremony, L o4 ~L o7 each independently represents -F or a halogenated or non-halogenated straight-chain alkyl group containing 1 to 5 (eg, may be 2, 3, or 4) carbon atoms.

[0020] In the present invention, through many experiments, it was found that the leftmost ring of the main body structure of the self-aligning agent [ka] (where x represents a bonding site within the bonded structure), when applied as a self-aligning agent to a liquid crystal composition, the liquid crystal composition has a lower concentration of residues, a smaller surface roughness, and a better alignment effect than a self-aligning agent in which the leftmost ring of the main structure is 3 to 6 cycloalkyl groups. In particular, [ka] When the concentration of residue is smaller, the surface roughness is smaller, and the alignment effect is better.

[0021] In some embodiments of the present invention, the self-aligning agent of general formula O-1 is [ka] [ka] is selected from the group consisting of compounds During the ceremony, Z o11 -O-, -S-, -CO-, -CO-O-, -O-CO-, -O-CO-O-, -CH2O-, -OCH2-, -CH2S-, -SCH2-, -CF2O-, -OCF2-, -CF2S-, -SCF2-, -(CH2) d -, -CF2CH2-, -CH2CF2-, -(CF2) d -, -CH=CH-, -CF=CF-, -CH=CF-, -CF=CH-, -C≡C-, -CH=CH-CO-O-, -O-CO-CH=CH-, -CH2CH2-CO-O-, -O-CO-CH2CH2-, -CHR 1 -, -CR 1 R 2 - or a single bond, R 1 and R 2 each independently represents a linear alkyl group containing 1 to 12 carbon atoms or a branched alkyl group containing 3 to 12 carbon atoms, and d represents an integer of 1 to 4, L o31 are -F, -Cl, -CN, -NO2, -NCO, -NCS, -OCN, -SCN, -C(O)N(R o0 )2, -C(O)R o0 a straight-chain alkyl group containing 1 to 12 (e.g., 2, 3, 4, 5, 6, 7, 8, 9, 10, or 11) carbon atoms; a branched-chain alkyl group containing 3 to 12 (e.g., 3, 4, 5, 6, 7, 8, 9, 10, or 11) carbon atoms; [ka] a linear alkyl group containing 1 to 12 carbon atoms; [ka] one or more non-adjacent -CH2- groups in the formula (I) may each independently be replaced by -CH=CH-, -C≡C-, -O-, -CO-, -CO-O-, or -O-CO-; one or more -H groups in a linear alkyl group containing 1 to 12 carbon atoms may each independently be replaced by -F; o0 represents a linear alkyl group containing 1 to 12 (e.g., 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12) carbon atoms, or a branched alkyl group containing 3 to 12 (e.g., 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12) carbon atoms; L o21 -Sp o3 -P o2 or [ka] Represents.

[0022] In some embodiments of the present invention, the self-aligning agent of general formula O-1 is [ka] [ka] [ka] is selected from the group consisting of compounds During the ceremony, L o22 -Sp o3 -P o2 or [ka] Represents.

[0023] In some embodiments of the present invention, R o2 is -H, a straight-chain alkyl group containing 1 to 12 carbon atoms, a straight-chain alkoxy group containing 1 to 11 carbon atoms, an alkenyl group containing 2 to 12 carbon atoms, [ka] Represents.

[0024] In some embodiments of the present invention, L o1 , L o3 and L o31 each independently represents -F, -Cl, a linear alkyl group containing 1 to 12 carbon atoms, a linear alkoxy group containing 1 to 11 carbon atoms, or a linear alkenyl group containing 2 to 12 carbon atoms; [ka] Represents.

[0025] In some embodiments of the present invention, the polymerizable group P o1 , P o2 and P o3 are each independently, [ka] or -SH, and preferably represents a polymerizable group P o1 , P o2 and P o3 are each independently, [ka] or -SH, and more preferably a polymerizable group P o1 , P o2 and P o3 are each independently, [ka] Represents.

[0026] In some embodiments of the present invention, L o2 and L o22 are each independently -Sp o3 -P o2 Or, [ka] Represents.

[0027] In some embodiments of the present invention, Z o2 represents a single bond.

[0028] In some embodiments of the present invention, Sp o1 , Sp o2 , Sp o3 , Sp o4 , Sp o5 , Sp o7 and Sp o8 are each independently -(CH2) p1 -, -(CH2) p1 -O-, -O-(CH2) p1 -, -(CH2) p1 -O-CO-, -(CH2) p1 -CO-O-, -(CH2) p1 -O-CO-O-, -CR 0 R 00 -(CH2) p1 - or a single bond, where p1 represents an integer of 1 to 10 (e.g., 2, 3, 4, 5, 6, 7, 8, or 9), and R 0 and R 00 each independently represents -H, a linear alkyl group containing 1 to 10 carbon atoms, a branched alkyl group containing 3 to 10 carbon atoms, or a cycloalkyl group containing 3 to 10 carbon atoms.

[0029] In some embodiments of the present invention, Sp o1 , Sp o3 , Sp o4 and Sp o5 are each independently -(CH2) p1 -or-(CH2) p1 Represents -O-.

[0030] In some embodiments of the present invention, R o1 and R o3 are each independently, [ka] is selected from the group consisting of the groups where * represents the binding site in the bound structure.

[0031] In some embodiments of the present invention, in order to obtain a suitable clearing point, a suitable optical anisotropy, a suitable absolute value of the dielectric anisotropy, a large K value, a small rotational viscosity, a small residue concentration, a small roughness, and a good alignment effect, R o1 and R o3 are each independently, [ka] is selected from the group consisting of the groups where * represents the binding site in the bound structure.

[0032] In some embodiments of the present invention, R o1 and R o3 are each independently preferably [ka] and where * represents the binding site in the bound structure.

[0033] In some embodiments of the present invention, the compound of formula O is selected from the group consisting of a compound of formula O-1-2-1, a compound of formula O-1-2-3, and a compound of formula O-1-6-2.

[0034] In some embodiments of the present invention, the self-aligning agent of general formula O-1-1-2 is [ka] The compound is selected from the group consisting of:

[0035] In some embodiments of the present invention, the self-aligning agent of general formula O-1-2-1 is [ka] [ka] [ka] [ka] The compound is selected from the group consisting of:

[0036] In some embodiments of the present invention, the compound of general formula O-1-2-3 is [ka] The compound is selected from the group consisting of:

[0037] In some embodiments of the invention, the compound of general formula O is selected from the group consisting of compounds of general formula O-1-2-1-1, compounds of general formula O-1-2-1-11, compounds of general formula O-1-2-3-1, compounds of general formula O-1-2-3-4, and compounds of general formula O-1-6-2.

[0038] Another aspect of the present invention provides a liquid crystal composition comprising a self-aligning agent of general formula O:

[0039] In some embodiments of the present invention, by adjusting the content of the compound of general formula O, the liquid crystal composition of the present invention has less polymer residue, less roughness, and good alignment effect.

[0040] In some embodiments of the present invention, the weight percentage of the compound of general formula O in the liquid crystal composition is 0.001% to 5% (including any numerical value or subrange therein), 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%, 5%, or a range between any two numerical values ​​therein, and preferably, the weight percentage of the compound of general formula O in the liquid crystal composition is 0.1% to 2%.

[0041] In the present invention, by adding a self-aligning agent of general formula O to a liquid crystal composition, the liquid crystal composition of the present invention can align liquid crystal molecules without providing a PI alignment layer, and the liquid crystal composition containing it has a low concentration of residue, low roughness, and excellent alignment effect.

[0042] In some embodiments of the present invention, the liquid crystal composition comprises at least one compound of general formula M, [ka] During the ceremony, R M1 and R M2 are each independently a linear alkyl group containing 1 to 12 (e.g., 2, 3, 4, 5, 6, 7, 8, 9, 10, or 11) carbon atoms, a branched alkyl group containing 3 to 12 (e.g., 4, 5, 6, 7, 8, 9, 10, or 11) carbon atoms, [ka] wherein one or two or more non-adjacent —CH— groups in the linear alkyl group containing 1 to 12 carbon atoms or the branched alkyl group containing 3 to 12 carbon atoms may be each independently replaced by —CH═CH—, —C≡C—, —O—, —CO—, —CO—O—, or —O—CO—; [ka] are each independently, [ka] represents [ka] one or more -CH2- in the ring may be replaced by -O-, and one or at most two single bonds in the ring may be replaced by a double bond; [ka] wherein at most one -H may be replaced by halogen; Z M1 and Z M2 each independently represents a single bond, -CO-O-, -O-CO-, -CHO-, -OCH-, -C≡C-, -CH=CH-, -CHCH- or -(CH)-; n M represents 0, 1 or 2, n M = 2, [ka] may be the same or different, and Z M2 may be the same or different.

[0043] In some embodiments of the present invention, preferably, R M1 and R M2 each independently represents a linear alkyl group containing 1 to 10 carbon atoms, a branched alkyl group containing 3 to 10 carbon atoms, a linear alkoxy group containing 1 to 9 carbon atoms, a branched alkoxy group containing 3 to 9 carbon atoms, a linear alkenyl group containing 2 to 10 carbon atoms, or a branched alkenyl group containing 4 to 10 carbon atoms, and more preferably R M1 and R M2 each independently represents a linear alkyl group containing 1 to 8 carbon atoms, a linear alkoxy group containing 1 to 7 carbon atoms, or a linear alkenyl group containing 2 to 8 carbon atoms.

[0044] 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, and more preferably, R M1 and R M2 each independently represents a linear alkenyl group containing 2 to 5 carbon atoms.

[0045] In some embodiments of the present invention, preferably, R M1 and R M2One of them is a straight-chain alkenyl group containing 2 to 5 carbon atoms, and the other is a straight-chain alkyl group containing 1 to 5 carbon atoms.

[0046] In some embodiments of the present invention, preferably, R M1 and R M2 each independently represents a linear alkoxy group containing 1 to 8 carbon atoms, and more preferably, R M1 and R M2 each independently represents a linear alkoxy group containing 1 to 5 carbon atoms.

[0047] In some embodiments of the present invention, preferably, R M1 and R M2 One of them is a straight-chain alkoxy group containing 1 to 5 carbon atoms, and the other is a straight-chain alkyl group containing 1 to 5 carbon atoms.

[0048] In some embodiments of the present invention, compounds of general formula M are [ka] [ka] The compound is selected from the group consisting of:

[0049] In some embodiments of the present invention, in order to obtain a suitable clearing point, a suitable optical anisotropy, a suitable absolute value of the dielectric anisotropy, a large K value, a small rotational viscosity, a small residue concentration, a small roughness, and a good alignment effect, the compound of general formula M is selected from the group consisting of compounds of general formula M-1, compounds of general formula M-2, compounds of general formula M-4, compounds of general formula M-11, and compounds of general formula M-13.

[0050] In some embodiments of the present invention, the compound of general formula M-1 is [ka] The compound is selected from the group consisting of:

[0051] In some embodiments of the present invention, the compound of general formula M-2 is [ka] The compound is selected from the group consisting of:

[0052] In some embodiments of the present invention, the compound of general formula M-11 is [ka] The compound is selected from the group consisting of:

[0053] In some embodiments of the present invention, the compound of general formula M-13 is [ka] The compound is selected from the group consisting of:

[0054] In some embodiments of the present invention, the compound of general formula M comprises at least two compounds selected from the group consisting of a compound of general formula M-11-1 and a compound of general formula M-13-2.

[0055] In some embodiments of the present invention, the compound of general formula M comprises at least one compound selected from the group consisting of compounds of general formula M-1-2, compounds of general formula M-1-5, compounds of general formula M-1-6, compounds of general formula M-11-1, compounds of general formula M-11-3, compounds of general formula M-4, and compounds of general formula M-13-2.

[0056] In some embodiments of the present invention, preferably, by adjusting the content of the compound of general formula M, the liquid crystal composition of the present invention has a small residue concentration, small roughness, and good alignment effect while maintaining a suitable clearing point, a suitable optical anisotropy, a large absolute value of dielectric anisotropy, a large K value, and a suitable rotational viscosity.

[0057] 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 70% (including any numerical value or subrange therein), for example, 0.1%, 1%, 4%, 6%, 8%, 10%, 12%, 14%, 16%, 18%, 20%, 22%, 24%, 26%, 28%, 30%, 32%, 34%, 36%, 38%, 40%, 42%, 44%, 46%, 48%, 50%, 52%, 54%, 56%, 58%, 60%, 62%, 64%, 66%, 68%, 70%, or a range between any two numerical values ​​therein.

[0058] In some embodiments of the present invention, the liquid crystal composition further comprises at least one compound of general formula N, [ka] During the ceremony, R N1 and R N2 are each independently -H, a straight-chain alkyl group containing 1 to 12 (e.g., 2, 3, 4, 5, 6, 7, 8, 9, 10, or 11) carbon atoms, a branched-chain alkyl group containing 3 to 12 (e.g., 4, 5, 6, 7, 8, 9, 10, or 11) carbon atoms, [ka] wherein one or two or more non-adjacent —CH— groups in the linear alkyl group containing 1 to 12 carbon atoms or the branched alkyl group containing 3 to 12 carbon atoms may be each independently replaced by —CH═CH—, —C≡C—, —O—, —CO—, —CO—O—, or —O—CO—; [ka] are each independently, [ka] represents [ka] one or more -CH2- in the ring may be replaced by -O-, and one or at most two single bonds in the ring may be replaced by a double bond; [ka] one or more -H in the ring may each independently be replaced by -F, -Cl, or -CN, and one or more -CH= in the ring may each independently be replaced by -N=; Z N1 and Z N2 each independently represents a single bond, -CO-O-, -O-CO-, -C2O-, -OCH2-, -CH=CH-, -C≡C-, -CH2CH2-, -CF2CF2-, -(CH2)4-, or -CH=CH(CH2)n N3 , -CF2O- or -OCF2-; L N1 and L N2 each independently represents —H, a halogen, or an alkyl group containing 1 to 3 (e.g., 1, 2, or 3) carbon atoms; n N1 represents 0, 1, 2 or 3, and n N2 represents 0 or 1, and 0≦n N1 +n N2 ≦3, and n N1 = 2 or 3, [ka] may be the same or different, and Z N1 may be the same or different, n N3 represents 0, 1, 2 or 3.

[0059] In some embodiments of the present invention, L N1 and L N2 Both represent -H.

[0060] In some embodiments of the present invention, compounds of general formula N are [ka] [ka] [ka] is selected from the group consisting of compounds During the ceremony, R N11 is a straight-chain alkyl group containing 1 to 5 carbon atoms, [ka] wherein one or two or more non-adjacent —CH— groups in the linear alkyl group containing 1 to 5 carbon atoms may be each independently replaced by —O—, —CO—, —CO—O—, or —O—CO—; R N12 is -H, a straight chain alkyl group containing 1 to 5 carbon atoms, [ka] wherein one or two or more non-adjacent —CH— groups in the linear alkyl group containing 1 to 5 carbon atoms may each independently be replaced by —CH═CH—, —C≡C—, —O—, —CO—, —CO—O—, or —O—CO—; n N3 represents 0, 1, 2 or 3.

[0061] In some embodiments of the present invention, preferably, R N1 and R N2 each independently represents a linear alkyl group containing 1 to 10 carbon atoms, a branched alkyl group containing 3 to 10 carbon atoms, a linear alkoxy group containing 1 to 9 carbon atoms, a branched alkoxy group containing 3 to 9 carbon atoms, a linear alkenyl group containing 2 to 10 carbon atoms, or a branched alkenyl group containing 3 to 10 carbon atoms, and more preferably R N1 and R N2 each independently represents a linear alkyl group containing 1 to 8 carbon atoms, a linear alkoxy group containing 1 to 7 carbon atoms, or a linear alkenyl group containing 2 to 8 carbon atoms.

[0062] In some embodiments of the present invention, in order to obtain a suitable clearing point, a suitable optical anisotropy, a large absolute value of the dielectric anisotropy, a large K value, a suitable rotational viscosity, a small residue concentration, a small roughness, and a good alignment effect, the compound of general formula N is selected from the group consisting of compounds of general formula N-2, compounds of general formula N-3, compounds of general formula N-7, compounds of general formula N-9, compounds of general formula N-12, compounds of general formula N-15, compounds of general formula N-16, compounds of general formula N-19, and compounds of general formula N-21.

[0063] In some embodiments of the present invention, the compound of general formula N comprises at least two (e.g., three, four, or more) compounds selected from the group consisting of a compound of general formula N-19, a compound of general formula N-21, and a compound of general formula N-23.

[0064] In some embodiments of the present invention, preferably, by adjusting the content of the compound of general formula N, the liquid crystal composition of the present invention has a small residue concentration, small roughness, and good alignment effect while maintaining a suitable clearing point, a suitable optical anisotropy, a large absolute value of dielectric anisotropy, a large K value, and a suitable rotational viscosity.

[0065] In some embodiments of the present invention, the weight percentage of the compound of general formula N in the liquid crystal composition is 0.1% to 70% (including any numerical value or subrange therein), for example, 0.1%, 1%, 4%, 6%, 8%, 10%, 12%, 14%, 16%, 18%, 20%, 22%, 24%, 26%, 28%, 30%, 32%, 34%, 36%, 38%, 40%, 42%, 44%, 46%, 48%, 50%, 52%, 54%, 56%, 58%, 60%, 62%, 64%, 66%, 68%, 70%, or a range between any two numerical values ​​therein.

[0066] In some embodiments of the present invention, the liquid crystal composition of the present invention comprises at least one compound of general formula B: [ka] During the ceremony, R B1 and R B2 are each independently a halogen, a halogenated or non-halogenated straight-chain alkyl group containing 1 to 12 (e.g., 2, 3, 4, 5, 6, 7, 8, 9, 10, or 11) carbon atoms, a halogenated or non-halogenated branched-chain alkyl group containing 3 to 12 (e.g., 4, 5, 6, 7, 8, 9, 10, or 11) carbon atoms, [ka] a halogenated or non-halogenated straight-chain alkyl group containing 1 to 12 carbon atoms, a halogenated or non-halogenated branched-chain alkyl group containing 3 to 12 carbon atoms, [ka] one or two or more non-adjacent —CH— groups may each independently be replaced by —CH═CH—, —CH═CF—, —C≡C—, —O—, —CO—, —CO—O—, or —O—CO—; [ka] at most one single bond in the ring may be replaced with a double bond; [ka] are each independently, [ka] represents [ka] one or more -CH2- in the ring may be replaced by -O-, and one or at most two single bonds in the ring may be replaced by a double bond; [ka] one or more -H in the ring may each independently be replaced by -CN, -F, or -Cl, and one or more -CH= in the ring may each independently be replaced by -N=; X B represents -O-, -S- or -CO-; L B1 and L B2 each independently represents -H, -F, -Cl, -CF3, or -OCF3; Z B1 and Z B2 are each independently -CO-O-, -O-CO-, -OCH2-, -CH=CH-, -C≡C-, -CH2CH2-, -CF2CF2-, or -(CH2)n B3 -, -(CH2)n B3 O-, -(CH2)n B3 represents S-, -CF2O- or -OCF2-, n B3 represents an integer of 0 to 5 (e.g., 1, 2, 3, or 4), n B1 and n B2 each independently represents 0, 1 or 2, n B1 If represents 2, [ka] may be the same or different, and n B2 If represents 2, [ka] may be the same or different.

[0067] In some embodiments of the present invention, the compound of general formula B is [ka] is selected from the group consisting of compounds In the formula, R B1 ' represents a linear alkyl or alkoxy group containing 1 to 8 carbon atoms, or a linear alkenyl or alkenyloxy group containing 2 to 8 carbon atoms; X B1 represents -O- or -CH2-.

[0068] In some embodiments of the present invention, a suitable optical anisotropy, a suitable absolute value of dielectric anisotropy, a large K value (K 11 and K. 33 ), in order to obtain a small rotational viscosity, a small amount of polymer residue, a small roughness, and a good orientation effect, the compound of general formula B is selected from the group consisting of compounds of general formula B-1, compounds of general formula B-4, compounds of general formula B-5, compounds of general formula B-6, and compounds of general formula B-7.

[0069] In some embodiments of the present invention, the compound of general formula B-1 is [ka] is selected from the group consisting of compounds In the formula, R B2 ' represents a straight-chain alkyl group containing 1 to 5 carbon atoms, and n B4 represents an integer from 1 to 5 (e.g., 1, 2, 3, or 4), and n B5 represents an integer of 0 to 5 (for example, 1, 2, 3, or 4).

[0070] In some embodiments of the present invention, preferably, X B represents -S-.

[0071] In some embodiments of the present invention, the compound of general formula B is selected from the group consisting of a compound of general formula B-1-1, a compound of general formula B-1-4, a compound of general formula B-4, a compound of general formula B-5, a compound of general formula B-6, and a compound of general formula B-7.

[0072] In some embodiments of the present invention, the compound of general formula B comprises at least two (e.g., three, four, or more) compounds selected from the group consisting of a compound of general formula B-1-1, a compound of general formula B-5, a compound of general formula B-6, and a compound of general formula B-7.

[0073] In some embodiments of the present invention, by adjusting the content of the compound of general formula B, the liquid crystal composition of the present invention can have a suitable clearing point, a suitable optical anisotropy, a suitable absolute value of dielectric anisotropy, a large K value (K 11 and K. 33 ), has low rotational viscosity, little polymer residue, low roughness, small contact angle, and good alignment effect.

[0074] 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% (including any numerical value or subrange therein), for example, 0.1%, 1%, 4%, 6%, 8%, 10%, 12%, 14%, 16%, 18%, 20%, 22%, 24%, 26%, 28%, 30%, or a range between any two numerical values ​​therein.

[0075] In some embodiments of the present invention, the liquid crystal composition of the present invention comprises at least one polymerizable compound of the general formula RM, [ka] During the ceremony, R1 is -H, halogen, -CN, -Sp2-P2, a linear alkyl group containing 1 to 12 (e.g., 2, 3, 4, 5, 6, 7, 8, 9, 10, or 11) carbon atoms, a branched alkyl group containing 3 to 12 (e.g., 3, 4, 5, 6, 7, 8, 9, 10, or 11) carbon atoms; [ka] and represents a linear alkyl group containing 1 to 12 carbon atoms, a branched alkyl group containing 3 to 12 carbon atoms, [ka] in which one or two or more non-adjacent -CH2- groups may each independently be replaced by -CH=CH-, -C≡C-, -O-, -CO-, -CO-O-, or -O-CO-; and one or more -H groups may each independently be replaced by -F or -Cl; [ka] are each independently, [ka] represents [ka] one or more -CH2- in the ring may be replaced by -O-, and one or at most two single bonds in the ring may be replaced by a double bond; [ka] wherein one or more -H are each independently -F, -Cl, -CN, -Sp3-P3, a halogenated or non-halogenated straight-chain alkyl group containing 1 to 12 carbon atoms, a halogenated or non-halogenated straight-chain alkoxy group containing 1 to 11 carbon atoms, [ka] and one or more -CH= in the ring may be replaced by -N=; [ka] teeth, [ka] represents [ka] wherein one or more -H are each independently -F, -Cl, -CN, -Sp3-P3, a halogenated or non-halogenated straight-chain alkyl group containing 1 to 12 carbon atoms, a halogenated or non-halogenated straight-chain alkoxy group containing 1 to 11 carbon atoms, [ka] and one or more -CH= in the ring may be replaced by -N=; P1, P2, and P3 each independently represent a polymerizable group. X0 represents -O-, -S- or -CO-; Sp1, Sp2, and Sp3 each independently represent a spacer group or a single bond; Z1 and Z2 each independently represent -O-, -S-, -CO-, -CO-O-, -O-CO-, -O-CO-O-, -CHO-, -OCH-, -CHS-, -SCH-, -CFO-, -OCF-, -CFS-, -SCF-, or -(CH) d -, -CF2CH2-, -CH2CF2-, -(CF2) d -, -CH=CH-, -CF=CF-, -CH=CF-, -CF=CH-, -C≡C-, -CH=CH-CO-O-, -O-CO-CH=CH-, -CH2CH2-CO-O-, -O-CO-CH2CH2-, -CHR 1 -, -CR 1 R 2 - or a single bond, R 1 and R 2 each independently represents a linear alkyl group containing 1 to 12 carbon atoms or a branched alkyl group containing 3 to 12 carbon atoms, and d represents an integer of 1 to 4, a represents 0, 1 or 2, b represents 0 or 1, and when a represents 2, [ka] may be the same or different, and Z1 may be the same or different.

[0076] In some embodiments of the present invention, a polymerizable compound of the general formula RM is [ka] [ka] is selected from the group consisting of compounds During the ceremony, X1~X 10 , and X 12are each independently -F, -Cl, -Sp3-P3, a linear alkyl group or an alkoxy group containing 1 to 5 carbon atoms, [ka] Represents.

[0077] In some embodiments of the present invention, X1 to X 10 and X 12 each independently represents -F, -Cl, -Sp3-P3, -CH3 or -OCH3.

[0078] In some embodiments of the present invention, Sp1 and Sp2 both represent a single bond.

[0079] In some embodiments of the present invention, in order to obtain a suitable clearing point, a suitable optical anisotropy, a suitable absolute value of the dielectric anisotropy, a large K value, a small rotational viscosity, a small residue concentration, a small roughness, and a good alignment effect, the polymerizable compound of general formula RM is selected from the group consisting of a compound of general formula RM-1, a compound of general formula RM-2, and a compound of general formula RM-20.

[0080] Polymerizable groups according to the present invention are groups adapted for polymerization reactions (e.g., radical or ionic polymerization, addition polymerization or condensation polymerization) or for addition or condensation in the polymer backbone. For chain polymerization, polymerizable groups containing -CH=CH- or -C≡C- are particularly preferred, and for ring-opening polymerization, for example, oxetanyl or epoxy groups are particularly preferred.

[0081] In some embodiments of the present invention, the polymerizable groups P1, P2, and P3 are each independently [ka] or —SH, and preferably, the polymerizable groups P1, P2 and P3 each independently represent [ka] or —SH, and more preferably, the polymerizable groups P1, P2 and P3 each independently represent [ka] Represents.

[0082] In some embodiments of the present invention, the polymerizable compound of general formula RM-1 is [ka] The compound is selected from the group consisting of:

[0083] In some embodiments of the present invention, the polymerizable compound of general formula RM-2 is [ka] The compound is selected from the group consisting of:

[0084] In some embodiments of the present invention, the polymerizable compound of general formula RM-19 is [ka] The compound is selected from the group consisting of:

[0085] In some embodiments of the present invention, the polymerizable compound of the general formula RM-20 is [ka] The compound is selected from the group consisting of:

[0086] As used herein, the term "spacer group" is known to those skilled in the art and 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" refers to a flexible group that connects a mesogenic group and a polymerizable group in a polymerizable compound. Typical spacer groups include, for example, -(CH2) p1 -, -(CH2) p1 -O-, -O-(CH2) p1 -, -(CH2) p1 -O-CO-, -(CH2) p1 -CO-O-, -(CH2) p1 -O-CO-O-, -(CH2CH2O) q1 -CH2CH2-, -(CH2CH2S) q1 -CH2CH2-, -(CH2CH2NH) q1 -CH2CH2-, -CR 0 R 00 -(CH2) p1 -or-(SiR 0 R 00 -O) p1 -, wherein p1 represents an integer from 1 to 10 (e.g., 1, 2, 3, 4, 5, 6, 7, 8, or 9), q1 represents an integer from 1 to 3 (e.g., 1, 2, or 3), and R 0 and R 00 are each independently -H, a linear alkyl group containing 1 to 10 (e.g., 1, 2, 3, 4, 5, 6, 7, 8, or 9) carbon atoms, a branched alkyl group containing 3 to 10 (e.g., 3, 4, 5, 6, 7, 8, or 9) carbon atoms, or a cycloalkyl group containing 3 to 10 (e.g., 3, 4, 5, 6, 7, 8, or 9) carbon atoms. A particularly preferred spacer group is -(CH2). p1 -, -(CH2) p1 -O-, -(CH2) p1 -O-CO-, -(CH2) p1 -CO-O-, -(CH2) p1 -O-CO-O- or -CR 0 R 00-(CH2) p1 -It is.

[0087] In some embodiments of the present invention, preferably by adjusting the content of the compound of the general formula RM, the liquid crystal composition of the present invention has less polymer residue, less roughness, and good alignment effect.

[0088] In some embodiments of the present invention, the weight percentage of the polymerizable compound of general formula RM in the liquid crystal composition is 0.001% to 5% (including any numerical value or subrange therein), for example, 0.001%, 0.002%, 0.004%, 0.005%, 0.006%, 0.008%, 0.01%, 0.02%, 0.04%, 0.06%, 0.08%, 0. 1%, 0.2%, 0.25%, 0.26%, 0.27%, 0.28%, 0.29%, 0.3%, 0.32%, 0.33%, 0.34%, 0.35%, 0.4%, 0.5%, 0.6%, 0.8%, 1%, 1.2%, 1.6%, 1.8%, 2%, 2.5%, 3%, 3.5%, 4%, 4.5%, 5%, or a range between any two of these numbers.

[0089] As used herein, -CO- and -C(O)- both represent a carbonyl group.

[0090] As used herein, the term "containing 1 to r carbon atoms" (where r is an integer greater than 1) may contain any integer between 1 and r (including the end values ​​1 and r) carbon atoms, such as containing 2 carbon atoms, containing (r-1) carbon atoms, or containing r carbon atoms. For example, "containing 1 to 12 carbon atoms" may contain 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12 carbon atoms.

[0091] As used herein, the term "an integer between y1 and y2" may be any integer within this range, including the endpoints y1 and y2. For example, an "integer between 0 and 12" may be, for example, 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12.

[0092] In some embodiments of the present invention, the liquid crystal composition of the present invention further comprises at least one compound selected from the group consisting of compounds of general formula A-1 and compounds of general formula A-2. [ka] During the ceremony, R A1 and R A2 are each independently a linear alkyl group containing 1 to 12 (e.g., 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12) carbon atoms, a branched alkyl group containing 3 to 12 (e.g., 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12) carbon atoms, [ka] and represents a linear alkyl group containing 1 to 12 carbon atoms, a branched alkyl group containing 3 to 12 carbon atoms, [ka] one or two or more non-adjacent -CH2- groups may each independently be replaced by -CH=CH-, -C≡C-, -O-, -CO-, -CO-O- or -O-CO-; one or more -H groups in a linear alkyl group containing 1 to 12 carbon atoms or a branched alkyl group containing 3 to 12 carbon atoms may each independently be replaced by -F or -Cl; [ka] are each independently, [ka] represents [ka] one or more -CH2- in the ring may be replaced by -O-, and one or at most two single bonds in the ring may be replaced by a double bond; [ka] one or more -H in the ring may each independently be replaced by -F, -Cl, or -CN, and one or more -CH= in the ring may each independently be replaced by -N=; Z A11 represents a single bond, -CH2CH2-, -CF2CF2-, -CO-O-, -O-CO-, -O-CO-O-, -CH=CH-, -CF=CF-, -CF2O-, -OCF2-, -CH2O- or -OCH2-, Z A21 and Z A22 each independently represents a single bond, -CH2CH2-, -CF2CF2-, -CO-O-, -O-CO-, -O-CO-O-, -CH=CH-, -CF=CF-, -CHO- or -OCH2-, L A11 , L A12 , L A13 , L A21 and L A22 each independently represents -H, halogen, or an alkyl group containing 1 to 3 carbon atoms; X A1 and X A2 each independently represents a halogen, a halogenated alkyl group or a halogenated alkoxy group containing 1 to 5 carbon atoms, or a halogenated alkenyl group or a halogenated alkenyloxy group containing 2 to 5 carbon atoms; n A11 represents 0, 1, 2 or 3, and n A11 = 2 or 3, [ka] may be the same or different, and Z A11 may be the same or different, n A12 represents 1 or 2, and n A12 = 2, [ka] may be the same or different, n A2represents 0, 1, 2 or 3, and n A2 = 2 or 3, [ka] may be the same or different, and Z A21 may be the same or different.

[0093] In some embodiments of the present invention, the weight percentage of the compound selected from the group consisting of compounds of general formula A-1 and compounds of general formula A-2 in the liquid crystal composition is 0.1% to 60% (including any value within that range), for example, 0.1%, 1%, 4%, 6%, 8%, 10%, 12%, 14%, 16%, 18%, 20%, 22%, 24%, 26%, 28%, 30%, 32%, 34%, 36%, 38%, 40%, 42%, 44%, 46%, 48%, 50%, 52%, 54%, 56%, 58%, 60%, or a range between any two of those values.

[0094] In some embodiments of the present invention, the compound of general formula A-1 is [ka] [ka] [ka] [ka] is selected from the group consisting of compounds During the ceremony, R A1 is a straight-chain alkyl group containing 1 to 8 carbon atoms, [ka] one or two or more non-adjacent -CH2- groups in a linear alkyl group containing 1 to 8 carbon atoms may each independently be replaced by -CH=CH-, -C≡C-, -O-, -CO-, -CO-O- or -O-CO-, and one or more -H groups in these groups may each independently be replaced by -F or -Cl; R v and R w each independently represents -CH2- or -O-, L A11 , L A12 , L A11 ', L A12 ', L A14 , L A15 , L A16 , L A17 and L A18 each independently represents -H or -F, L A13 and L A13 ' each independently represent -H or -CH3, X A1 represents -F, -CF3 or -OCF3, v and w each independently represent 0 or 1.

[0095] 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% (including any numerical value or subrange therein), for example, 0.1%, 1%, 4%, 6%, 8%, 10%, 12%, 14%, 16%, 18%, 20%, 22%, 24%, 26%, 28%, 30%, 32%, 34%, 36%, 38%, 40%, 42%, 44%, 46%, 48%, 50%, or a range between any two numerical values ​​therein.

[0096] In some embodiments of the present invention, the compound of general formula A-2 is [ka] [ka] is selected from the group consisting of compounds During the ceremony, R A2 represents a straight-chain alkyl group containing 1 to 8 carbon atoms, in which one or two or more non-adjacent -CH2- groups in the straight-chain alkyl group containing 1 to 8 carbon atoms may each independently be substituted with -CH=CH-, -C≡C-, -O-, -CO-, -CO-O- or -O-CO-, and one or more -H groups in these groups may each independently be substituted with -F or -Cl; L A21 , L A22 , L A23 , L A24 and L A25 each independently represents -H or -F, X A2 represents -F, -CF3, -OCF3 or -CH2CH2CH=CF2.

[0097] 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% (including any numerical value within that range), for example, 0.1%, 1%, 4%, 6%, 8%, 10%, 12%, 14%, 16%, 18%, 20%, 22%, 24%, 26%, 28%, 30%, 32%, 34%, 36%, 38%, 40%, 42%, 44%, 46%, 48%, 50%, or a range between any two numerical values ​​therein.

[0098] In some embodiments of the present invention, the liquid crystal composition further comprises at least one additive.

[0099] In addition to the above compounds, the liquid crystal composition of the present invention may contain a general nematic liquid crystal, a smectic liquid crystal, a cholesteric liquid crystal, a dopant, an antioxidant, an ultraviolet absorber, an infrared absorber, a polymerizable monomer, or a light stabilizer.

[0100] Dopants that may be preferably added to the liquid crystal composition according to the present invention are shown below. [ka]

[0101] In some embodiments of the present invention, the weight percentage of the dopant in the liquid crystal composition is 0% to 5%, and preferably the weight percentage of the dopant in the liquid crystal composition is 0.01% to 1%.

[0102] The additives used in the liquid crystal composition of the present invention, such as antioxidants, light stabilizers, and ultraviolet absorbers, are preferably the following substances. [ka] [ka] [ka]

[0103] In the formula, n represents a positive integer of 1 to 12.

[0104] Preferably, the antioxidant is selected from the compounds listed below. [ka]

[0105] In the formula, n represents a positive integer of 1 to 12.

[0106] In some embodiments of the present invention, the total weight percentage of the additives in the liquid crystal composition is 0% to 5%, and preferably the total weight percentage of the additives in the liquid crystal composition is 0.01% to 1%.

[0107] The liquid crystal composition containing the polymerizable compound of the present invention can be polymerized even in the absence of a polymerization initiator, but may contain a polymerization initiator to promote polymerization. Examples of the polymerization initiator include benzoin ethers, benzophenones, acetophenones, benzil ketals, and acylphosphine oxides.

[0108] In another aspect, the present invention further provides a liquid crystal display device comprising the above liquid crystal composition.

[0109] In some embodiments of the present invention, the liquid crystal composition is particularly suitable for PSA-VA, PSA-OCB, PSA-IPS, PSA-FFS and PSA-TN type liquid crystal display devices. [Effects of the Invention]

[0110] Compared with the prior art, the liquid crystal composition containing the self-aligning agent of the general formula O of the present invention has a suitable clearing point, a suitable optical anisotropy, a suitable absolute value of the dielectric anisotropy, and a large K value (K 11 and K. 33 ) and has a small residue concentration, small roughness, good alignment effect, good low-temperature storage stability, and good pretilt angle stability while maintaining a small rotational viscosity. DETAILED DESCRIPTION OF THE INVENTION

[0111] The present invention will be described below with reference to specific embodiments. Note that the following examples are illustrative of the present invention and are intended to explain the present invention only, not to limit the present invention. Other combinations and various improvements within the concept of the present invention can be made without departing from the spirit or scope of the present invention.

[0112] In the present invention, unless otherwise stated, all ratios used herein are by weight and all temperatures are in degrees Celsius.

[0113] For ease of explanation, in each of the following examples, the radical structure of each compound is represented by the code shown in Table 1.

[0114] Table 1. Compound group structure code [Table 1]

[0115] Take the following structural formula as an example: [ka] When the structural formula is represented by the code shown in Table 1, it can be represented as nCCGF, where n in the code represents the number of C atoms in the alkyl group at the left end. For example, when n is "3", the alkyl group is -C3H7. C in the code represents a 1,4-cyclohexylene group, G represents a 2-fluoro-1,4-phenylene group, and F represents a fluorine substituent.

[0116] The abbreviations for the measurement items in the following examples are as follows. Cp Clearing point (nematic-isotropic phase transition temperature, °C) Δn Optical anisotropy (589nm, 20℃) Δε Dielectric constant anisotropy (1KHz, 20℃) K 11 Splay elastic constant (20℃) K 33 Bend elastic constant (20℃) Ra surface roughness (nm) γ1 rotational viscosity (mPa·s, 20℃) t -20℃ Low temperature storage time (days, -20℃) PTA Pretilt Angle (°, 20°C) ΔPTA: Pretilt angle stability (change in pretilt angle after applying voltage for a certain period of time, °)

[0117] During the ceremony, Cp: ​​Obtained by measurement using a melting point measurement apparatus.

[0118] Δn: Obtained by measurement at 20° C. using an Abbe refractometer under a sodium lamp (589 nm) light source.

[0119] Δε:Δε=ε ll -ε ⊥ and ε ll is the dielectric constant parallel to the molecular axis, and ε ⊥ is the dielectric constant in the direction perpendicular to the molecular axis, and the measurement conditions are 20°C, 1 kHz, and a VA-type measurement cell with a thickness of 6 μm.

[0120] γ1: Obtained by measurement using an LCM-2 type liquid crystal property evaluation system, and the measurement conditions were 20° C., 160 to 260 V, and a measurement cell with a thickness of 20 μm.

[0121] K 11 and K. 33 The CV curve of the liquid crystal was measured using an LCR meter and a VA measurement cell, and the results were calculated. The measurement conditions were a thickness of 6 μm, V=0.1 to 20 V, and a temperature of 20° C.

[0122] t -20℃ : The time recorded when crystal precipitation is observed when a nematic liquid crystal medium is placed in a glass bottle and stored at −20° C., where 7D NG indicates that crystal precipitation is observed when stored at −20° C. for 7 days, and 10D OK indicates that no crystal precipitation is observed even when stored at −20° C. for 10 days.

[0123] Ra: The surface roughness of the polymer layer after polymerization measured by an atomic force microscope (AFM) after a liquid crystal composition containing a polymerizable compound is polymerized by UV irradiation and the liquid crystal molecules are washed away.

[0124] Alignment effect: A liquid crystal containing a self-aligning agent and a polymerizable compound is injected into a test cell with ITO on both sides (no PI layer, cell thickness 3.2μm). The test cell with the injected liquid crystal is placed in an oven at 120℃ and heated for 1 hour. The test cell is then cooled to room temperature and placed in a fixture with upper and lower polarizers attached (the light transmission axes of the upper and lower polarizers are perpendicular at 90°). The liquid crystal alignment effect is observed on a white backlight panel. If the entire screen is black, the alignment effect is good. If there is light leakage at the peripheral corners of the test cell, the alignment effect is normal. If there is also light leakage in the center of the test cell, the alignment effect is deemed poor.

[0125] Residue concentration: 180s UV1 (5.5mW / cm -2 , 313 nm), 90 min of UV2 (0.25 mW / cm -2After irradiation with light (313 nm), the liquid crystal eluted from the liquid crystal measurement cell is detected by high performance liquid chromatography (HPLC), and the concentration of the polymerizable compound and the self-alignment agent is called the concentration of the residue (ppm).

[0126] PTA: Using the crystal rotation method, liquid crystal is injected into a VA-type measurement cell (3.5 μm thick), and a voltage (15 V, 60 Hz) is applied while ultraviolet light UV1 is irradiated, polymerizing the polymerizable compound to form a pretilt angle PTA1. The liquid crystal composition with the pretilt angle PTA1 is then continuously irradiated with ultraviolet light UV2 to remove any remaining polymerizable compound in the PTA1 state. The pretilt angle formed in the polymerizable compound at this stage is PTA2. The present invention considers the polymerization rate of a polymerizable compound by comparing the magnitude of the pretilt angle formed when irradiating UV1 for the same period of 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).

[0127] ΔPTA: Pretilt angle. After performing UV1 and UV2 steps on the measurement cell used for measuring PTA to form a pretilt angle of 88±0.2°, a 60Hz SW wave, 20V AC voltage, and 2V DC voltage were applied to the measurement cell, and after a certain time in a backlight environment at 40°C, the pretilt angle of the measurement cell was measured, and ΔPTA(165h)=PTA (初期) -PTA (165h) The smaller ΔPTA(165h) is, the higher the stability of the pretilt angle is.

[0128] The self-aligning agent of general formula O according to the present invention can be prepared by a conventional organic synthesis method, and methods for introducing target terminal groups, ring structures, and linking groups into starting materials are described in literature such as Organic Synthesis (John Wiley & Sons Inc.), Organic Reactions (John Wiley & Sons Inc.), and Comprehensive Organic Synthesis (Pergamon Press).

[0129] The synthesis method of the linking group in the self-aligning agent of general formula O can be seen in the following scheme: 1 or MSG 2 is a monovalent organic group having at least one ring, and the multiple MSGs used in the following schemes 1 (or MSG 2 ) may be the same or different.

[0130] (1) Synthesis of a single bond [ka] The single-bond compound IA is obtained by reacting arylboronic acid 1 with compound 2, synthesized by a known method, in the presence of a catalyst (e.g., tetrakis(triphenylphosphine)palladium (Pd(PPh3)4)) in aqueous sodium carbonate. Alternatively, compound 3, synthesized by a known method, can be reacted with n-butyllithium (n-BuLi), further reacted with zinc chloride, and then reacted with compound 2 in the presence of a catalyst (dichlorobis(triphenylphosphine)palladium (PdCl2(PPh3)2)) to produce the single-bond compound IA.

[0131] (2) Synthesis of -CO-O- and -O-CO- [ka] Compound 3 is reacted with n-butyllithium and then with carbon dioxide to obtain carboxylic acid 4. Compound 4 and compound 5, synthesized by a known method, are dehydrated in the presence of 1,3-dicyclohexylcarbodiimide (DCC) and 4-dimethylaminopyridine (DMAP) to synthesize compound IB having a -CO-O- group. Compounds having a -O-CO- group can also be synthesized by this method.

[0132] (3) Synthesis of -CF2O- and -OCF2- [ka] Referring to M. Kuroboshi et al., Chem. Lett., 1992, 827, compound IB is treated with a sulfurizing agent (e.g., Lawesson's reagent) to obtain compound 6, which is then fluorinated with hydrogen fluoride-pyridine (HF-Py) and N-bromosuccinimide (NBS) to synthesize compound IC having -CF2O-. Compounds having -OCF2- can also be synthesized by these methods.

[0133] (4) Synthesis of -CH=CH- [ka] Compound 3 is reacted with n-butyllithium, followed by reaction with formamide (e.g., N,N-dimethylformamide (DMF)) to obtain compound 7. Potassium tert-butoxide (t-BuOK) is reacted with phosphonium salt 8, synthesized by a known method, to produce a phosphorus ylide, which is then reacted with compound 7 to obtain compound ID. Depending on the reaction conditions, the cis isomer is produced by the above method. Note that the cis isomer can be converted to a trans isomer by a known method, if necessary.

[0134] (5) Synthesis of -CH2CH2- [ka] Compound ID can be hydrogenated using a catalyst (eg, palladium on carbon (Pd / C)) to prepare compound IE.

[0135] (6) Synthesis of -CH2O- or -OCH2- [ka] Compound 7 is reduced with sodium borohydride (NaBH4) to obtain compound 9. Compound 9 is then halogenated with hydrobromic acid to obtain compound 10, or the hydroxyl group of compound 9 is protected with p-toluenesulfonic acid (TsOH) to obtain compound 11. Compound 10 or compound 11 is then reacted with compound 5 in the presence of potassium carbonate to obtain compound IF. Compounds having -OCH2- can also be synthesized by these methods.

[0136] (7) Synthesis of -CH=CF2 [ka] Compound IG is prepared by removing the hydrofluoric acid at the end chain of compound 11 with a solution of lithium diisopropylamide (LDA) in tetrahydrofuran.

[0137] For ring structures such as a 1,4-cyclohexylene group, a 1,3-dioxane-2,5-diyl group, a 1,4-phenylene group, a 2-fluoro-1,4-phenylene group, a 2,3-difluoro-1,4-phenylene group, a 2,5-difluoro-1,4-phenylene group, a 2,6-difluoro-1,4-phenylene group, and a 2,3,5,6-tetrafluoro-1,4-phenylene group, starting materials are already commercially available, or their synthesis methods are known in the art.

[0138] Synthesis Preparation Example 1 The method for preparing the compound of formula O-1-2-1-1 is as follows. [ka]

[0139] Step 1. Synthesis of compounds of formula 1-c [ka] In a reaction flask, 46.4 g of the compound of formula 1-a ((2-pentyl-2,3-dihydro-1H-inden-5-yl)boronic acid), 55.4 g of the compound of formula 1-b (4-(4-bromo-2-ethylphenyl)phenol), and 33.2 g of potassium carbonate were thoroughly dissolved in toluene. Under nitrogen gas protection, 1 g of Pd(dppf)2Cl2 was added, and the mixture was heated to reflux under nitrogen gas protection for 4 hours. The reaction mixture was then spotted to detect the disappearance of the raw material. The mixture was extracted with toluene, chromatographed, spin-dried to remove the solvent, and recrystallized three times with 800 mL of a toluene / ethanol mixture (3:1 volume ratio) to obtain 56.9 g of the compound of formula 1-c (4-[2-ethyl-4-(2-pentyl-2,3-dihydro-1H-inden-5-yl)phenyl]phenol) as a white solid. The yield was 74%.

[0140] Step 2. Synthesis of compounds of formula 1-d [ka] 56.9 g of the compound of formula 1-c and 3.0 g of diisopropylamine were added to a reaction flask and thoroughly dissolved in tetrahydrofuran. The temperature was controlled at 0 to -5°C, and 49 g of N-bromosuccinimide (NBS) was added in portions. The temperature was naturally raised and the reaction was carried out for 6 hours. 0.5 L of aqueous sodium sulfite solution was added to the reaction solution to neutralize it, and the liquids were separated. The aqueous phase was extracted twice with 300 mL of dichloromethane, and the organic phases were combined and added to 0.5 L of The residue was washed twice with water, dried, passed through a 30 g silica gel column, eluted with 1 L of dichloromethane, and recrystallized with 0.5 L of a mixed solvent of n-heptane and ethanol (the volume ratio of n-heptane to ethanol is 10:1) to obtain 70.0 g of the yellow compound of formula 1-d (2,6-dibromo-4-[2-ethyl-4-(2-pentyl-2,3-dihydro-1H-inden-5-yl)phenyl]phenol), with a yield of 87%.

[0141] Step 3. Synthesis of compound of formula 1-e [ka] Under nitrogen gas protection, 70.0 g of the compound of formula 1-d and 45.0 g of 4-[(tert-butyldimethyl)oxy]-3-[(tert-butyldimethyl)oxy]methyl]butan-1-ol were added to a reaction flask and thoroughly dissolved in diethyl azodicarboxylate (DEAD). 0.3 g of triphenylphosphine was added under a nitrogen gas atmosphere and the mixture was allowed to react at room temperature for 2 hours. The resulting product was purified by elution with 2 L of n-heptane and recrystallized with 0.5 L of a mixed solvent of toluene and n-heptane (the volume ratio of toluene to n-heptane was 1:3), yielding 109.2 g of a white solid compound of formula 1-e (6-(2-{2,6-dibromo-4-[2-ethyl-4-(2-pentyl-2,3-dihydro-1H-inden-5-yl)phenyl]phenoxy}ethyl)-2,2,3,3,9,9,10,10-octamethyl-4,8-dioxa-3,9-disiloxane), a yield of 97%.

[0142] Step 4. Synthesis of compounds of formula 1-f [ka] Under nitrogen gas protection, 13 g of the (3-hydroxypropyl)boronic acid compound, 109.2 g of the compound of formula 1-e, and 34.6 g of anhydrous potassium carbonate were added to a reaction flask and thoroughly dissolved in N,N-dimethylformamide. Under nitrogen gas protection, 0.3 g of tetrakis(triphenylphosphine)palladium was added and the mixture was reacted at 70 °C for 3 hours. The mixture was purified, eluted with 2 L of n-hexane, and recrystallized with 0.2 L of ethanol to obtain 82 g of the white solid compound of formula 1-f (3-(2-{4-[(tert-butyldimethylsilyl)oxy]-3-{[(tert-butyldimethylsilyl)oxy]methyl}butoxy}-5-[2-ethyl-4-(2-pentyl-2,3-dihydro-1H-inden-5-yl)phenyl]-3-(3-hydroxypropyl)phenyl)propan-1-ol, with a yield of 79.3%.

[0143] Step 5. Synthesis of compounds of formula 1-g [ka] In a reaction flask, thoroughly dissolve 35 g of dicyclohexylcarbodiimide (DCC) in 100 mL of dichloromethane and prepare for use. At room temperature, add 82 g of compound of formula 1-f and 8.6 g of 2-methylpropyl-2-enoic acid to the reaction flask and thoroughly dissolve in dichloromethane. While stirring, add 1.5 g of 4-dimethylaminopyridine (DMAP). Control the temperature between 0 and 10°C and add the 100 mL of dicyclohexylcarbodiimide dichloromethane solution obtained above dropwise to the reaction system and allow it to react overnight. Purification, elution with 2 L of n-hexane, and recrystallization with 0.2 L of acetonitrile gave 89.1 g of a white solid compound of formula 1-g (3-(2-{4-[(tert-butyldimethylsilyl)oxy]-3-{[(tert-butyldimethylsilyl)oxy]methyl}butoxy}-5-[2-ethyl-4-(2-pentyl-2,3-dihydro-1H-inden-5-yl)phenyl]-3-{3-[(2-methylpropyl-2-alkenoyl)oxy]propyl}phenyl)propyl 2-methylpropyl-2-enoate), a yield of 93%.

[0144] Step 6. Synthesis of Compound of Formula O-1-2-1-1 [ka] Under nitrogen gas protection, 89.1 g of the compound of formula 1-g and 7.3 g of ammonium carbonate were added to a reaction flask and thoroughly dissolved in 0.5 L of a mixed solvent of acetic acid, water, and tetrahydrofuran (the volume ratio of acetic acid, water, and tetrahydrofuran was 10:5:2). The temperature was controlled at 70-80 °C and the reaction was allowed to proceed for 2 h. The mixture was extracted with 0.5 L of toluene, purified, eluted with 2 L of toluene, and recrystallized in 200 mL of ethanol to obtain 57.8 g of a white solid compound of formula O-1-2-1-1 (3-{5-[2-ethyl-4-(2-pentyl-2,3-dihydro-1H-inden-5-yl)phenyl]-2-[4-hydroxy-3-(hydroxymethyl)butoxy]-3-{3-[(2-methylpropyl-2-alkenyl)oxy]propyl}phenyl}2-methylpropyl-2-enoate) in an 85% yield.

[0145] The mass-to-charge ratio (m / z) of the compound of formula O-1-2-1-1 is 738.1 (M+), and the elemental analysis is: C, 76.39; H, 8.46; O, 15.16; H-NMR (300 MHz, CDCl3): 0.85-2.15 (m, 28H), 2.25-3.25 (m, 10H), 3.35-3.73 (m, 6H), 3.95-4.78 (m, 6H), 6.25-6.89 (m, 4H), 6.96-7.95 (m, 8H).

[0146] By preparing the raw material of formula 1-b and using the same synthesis method as in Synthesis Preparation Example 1, the corresponding compounds shown in the table below can be synthesized. [Table 1A(1)] [Table 1A(2)]

[0147] Synthesis Preparation Example 2 The method for preparing the compound of formula O-1-2-1-15 is as follows. [ka]

[0148] Step 1. Synthesis of compound of formula 2-c [ka] In a reaction flask, 23.3 g of compound 2-a, 29.7 g of compound 2-b, and 25.4 g of anhydrous sodium carbonate were thoroughly dissolved in toluene. Under a nitrogen atmosphere, 0.1 g of Pd-132 was added and the mixture was allowed to react for 4 hours. The mixture was acidified with 1 M dilute hydrochloric acid, separated, the organic phase was washed with water, the solvent was removed under reduced pressure, and the mixture was passed through a silica gel column with 2 L of a mixed solvent of n-heptane and toluene (n-heptane to methanol in a 1:1 volume ratio). 36.4 g of white crystals of compound 2-c (4-[2-fluoro-4-(2-pentyl-2,3-dihydro-1H-inden-5-yl)phenyl]-2-methoxyphenol) were obtained in a 90% yield.

[0149] Step 2. Synthesis of compound of formula 2-d [ka] 36.4 g of white crystals of the compound of formula 2-c were added to a reaction flask and thoroughly dissolved in carbon tetrachloride. Under a nitrogen gas atmosphere, 0.2 g of Fe powder was added and 16 g of liquid bromine was added dropwise within 1 hour. After 30 minutes, the bromine color was removed with sodium hydrogen sulfite solution. The organic phase was washed with water and the solvent was removed under reduced pressure. The mixture was recrystallized in 180 mL of a mixed solvent of n-heptane and ethanol (the volume ratio of n-heptane to ethanol is 5:1) to obtain 35.8 g of white crystals of the compound of formula 2-d (2-bromo-4-[2-fluoro-4-(2-pentyl-2,3-dihydro-1H-inden-5-yl)phenyl]-6-methoxyphenol), with a yield of 82%.

[0150] Step 3. Synthesis of compound of formula 2-e [ka] 35.8 g of white crystals of the compound of formula 2-d and 10.6 g of sodium carbonate were added to a reaction flask and thoroughly dissolved in tetrahydrofuran. 15.3 g of 4-bromobutanol was added under a nitrogen atmosphere and reacted at 80 °C for 6 hours. The mixture was poured into 500 mL of water, extracted with 700 mL of toluene, washed with 300 mL of water, and the solvent was removed under reduced pressure. The mixture was recrystallized in 300 mL of a mixed solvent of n-heptane and ethanol (n-heptane to ethanol volume ratio: 4:1) to obtain 35.6 g of the compound of formula 2-e (4-{2-bromo-4-[2-fluoro-4-(2-pentyl-2,3-dihydro-1H-inden-5-yl)phenyl]-6-methoxyphenoxy}butan-1-ol) in an 86% yield.

[0151] Step 4. Synthesis of compounds of formula 2-f [ka] A reaction flask was charged with 20.3 g of 5-bromo-2-methoxyphenol and 13.8 g of sodium carbonate, which were then thoroughly dissolved in tetrahydrofuran. Under a nitrogen atmosphere, the temperature was controlled at 80°C, and 20.7 g of 3-bromopropanol was added and the reaction was continued for 6 hours. Extraction was performed with 200 mL of toluene, and the organic phase was washed with water. The solvent was removed under reduced pressure, and the mixture was recrystallized with 50 mL of n-heptane to obtain 19.8 g of the compound of formula 2-f (3-(5-bromo-2-methoxyphenoxy)propan-1-ol), with a yield of 76%.

[0152] Step 5. Synthesis of compound of formula 2-g [ka] 19.8 g of the compound of formula 2-f, 25.3 g of diboronic acid ester, and 8.2 g of anhydrous sodium carbonate were added to a reaction flask and thoroughly dissolved in toluene. 0.4 g of tetrakis(triphenylphosphine)palladium was added under a nitrogen gas atmosphere and refluxed for 4 hours. Washing with water, distillation under reduced pressure, and recrystallization from 100 mL of n-heptane gave 19.5 g of pale yellow crystals of the compound of formula 2-g (3-[2-methoxy-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy]propan-1-ol), with a yield of 83%.

[0153] Step 6. Synthesis of compounds of formula 2-h [ka] A reaction flask was charged with 19.5 g of pale yellow crystals of the compound of formula 2-g, 35.6 g of the compound of formula 2-e, and 10.6 g of anhydrous sodium carbonate. The mixture was thoroughly dissolved in toluene, and 0.5 g of tetrakis(triphenylphosphine)palladium was added under a nitrogen atmosphere. The mixture was refluxed for 4 hours. The mixture was washed with water, distilled under reduced pressure, and recrystallized in 600 mL of a toluene and n-heptane mixture (1:2 volume ratio) to obtain 30.9 g of white crystals of the compound of formula 2-h (4-{4-[2-fluoro-4-(2-pentyl-2,3-dihydro-1H-inden-5-yl)phenyl]-2-[3-(3-hydroxypropoxy)-4-methoxyphenyl]-6-methoxyphenoxy}butan-1-ol) in a 75% yield.

[0154] Step 7. Synthesis of compounds of formula 2-i [ka] 30.9 g of white crystals of the compound of formula 2-h were added to a reaction flask and thoroughly dissolved in dichloromethane. 35.8 g of boron tribromide was added dropwise at -30 °C, and the reaction was allowed to proceed for 3 hours under controlled temperature. The organic phase was washed with water, separated, and the solvent was removed under reduced pressure. The mixture was recrystallized in 100 mL of a mixed solvent of n-heptane and ethanol (n-heptane to ethanol volume ratio: 3:1) to obtain 23.9 g of a white solid of the compound of formula 2-i (5-[2-fluoro-4-(2-pentyl-2,3-dihydro-1H-inden-5-yl)phenyl]-3-[4-hydroxy-3-(3-hydroxypropoxy)phenyl]-2-(4-hydroxybutoxy)phenol), with a yield of 81%.

[0155] Step 8. Synthesis of compounds of formula 2-j [ka] 23.9 g of the white solid compound of formula 2-i and 2.8 g of imidazole were added to a reaction flask and thoroughly dissolved in tetrahydrofuran. Under the protection of nitrogen gas, the temperature was lowered to 0°C, and 5.9 g of tert-butyldimethylchlorosilane was added within 40 minutes. The temperature was controlled at 0°C and the reaction was carried out for 1.5 hours. After washing with 500 mL of ammonium chloride solution and extracting with 500 mL of methyl tert-butyl ether, the organic phase was separated, washed with water until neutral, dried, rotary evaporated, and crystallized from 100 mL of a mixed solvent of n-heptane and ethanol (the volume ratio of n-heptane to ethanol is 3:1), obtaining 20.6 g of a white solid of the compound of formula 2-j (2-{4-[(tert-butyldimethylsilyl)oxy]butoxy}-3-(3-{3-[(tert-butyldimethylsilyl)oxy]propoxy}4-hydroxyphenyl)-5-[2-fluoro-4-(2-pentyl-2,3-dihydro-1H-inden-5-yl)phenyl]phenol), with a yield of 63%.

[0156] Step 9. Synthesis of compounds of formula 2-k [ka] In a reaction flask, 20.6 g of the white solid compound of formula 2-j and 13.8 g of potassium carbonate were added and thoroughly dissolved in tetrahydrofuran. Under a nitrogen gas atmosphere, 19.3 g of 2-bromoethyl methacrylate was added, and the temperature was controlled at 70°C for 6 hours to react. The mixture was extracted with 300 mL of water and 300 mL of toluene, the organic phase was washed with water, dried, and recrystallized from 50 mL of a toluene and ethanol mixture (the volume ratio of toluene to ethanol was 1:3) to obtain 13 g of the compound of formula 2-k (2-[4-(2-{4-[(tert-butyldimethylsilyl)oxy]butoxy}5-[2-fluoro-4-(2-pentyl-2,3-dihydro-1H-inden-5-yl)phenyl]-3-{2-[(2-methylpropyl-2-alkenoyl)oxy]ethoxy}phenyl)-2-{3-[(tert-butyldimethylsilyl)oxy]propoxy}phenoxy]ethyl-2-methylpropyl-2-enoate), a yield of 50%.

[0157] Step 10. Synthesis of compound of formula O-1-2-1-15 [ka] 13g of the compound of formula 2-k was added to a reaction flask, which was then thoroughly dissolved in tetrahydrofuran. The mixture was cooled to 0°C, and 7.5mL of 2M diluted hydrochloric acid was slowly added dropwise thereto. The mixture was stirred at room temperature for 3h to react. The temperature was controlled at 0°C, 200mL of saturated aqueous sodium bicarbonate solution was added, and 300mL of methyl tert-butyl ether was added for extraction. The organic phase was separated, washed with water until neutral, dried, rotary evaporated, and recrystallized in 50mL of a mixture of n-heptane and ethanol (the volume ratio of n-heptane to ethanol is 4:1) to obtain 7.2g of a white solid of the compound of formula O-1-2-1-15 (2-(4-{5-[2-fluoro-4-(2-pentyl-2,3-dihydro-1H-inden-5-yl)phenyl]-2-(4-hydroxybutoxy)-3-{2-[(2-methylpropyl-2-alkenoyl)oxy]ethoxy}phenyl}-2-(3-hydroxypropoxy)phenoxy)ethyl 2-methylpropyl-2-enoate), the yield was 70%.

[0158] The m / z of the compound of formula O-1-2-1-15 is 852.1 (M+), elemental analysis: C, 71.81; H, 7.21; F, 2.23; O, 18.76; H-NMR (300 MHz, CDCl3): 0.85-2.15 (m, 24H), 2.25-3.25 (m, 4H), 3.35-3.73 (m, 6H), 3.95-4.78 (m, 12H), 6.25-6.89 (m, 4H), 6.96-7.95 (m, 11H).

[0159] By preparing the raw material of formula 2-b and using the same synthesis method as in Synthesis Preparation Example 2, the compounds shown in the table below can be synthesized correspondingly. [Table 1B(1)] [Table 1B(2)]

[0160] The components used in the following examples can be synthesized by known methods or obtained commercially. These synthesis techniques are common, and the resulting liquid crystal compounds meet the standards for electronic compounds.

[0161] Liquid crystal compositions are prepared according to the blending ratios of the liquid crystal compositions specified in the following examples, using methods commonly used in the art, such as heating, ultrasonic waves, suspension, etc., by mixing the liquid crystal compositions according to the blending ratios.

[0162] The structures of the polymerizable compounds used in the following examples are shown in Table 2 below.

[0163] Table 2 Polymerizable compounds used in the examples [Table 2]

[0164] The structures of the self-alignment agents used in the following examples are shown in Table 3 below.

[0165] Table 3 Self-alignment agents used in the examples [Table 3(1)] [Table 3(2)] [Table 3(3)]

[0166] According to the compounds and their weight percentages shown in Table 4, host liquid crystal compositions of Host-1, Host-2, Host-3, Host-4, Host-5 and Host-6 are prepared, and the liquid crystal compositions are filled between two substrates of a liquid crystal display to measure the performance.

[0167] Table 4. Host liquid crystal composition components and performance parameter measurement results [Table 4]

[0168] Comparative Examples 1 to 3 and Examples 1 to 3 The liquid crystal compositions of Comparative Examples 1 to 3 were prepared by adding 0.3 parts by weight of polymerizable compound RM-1-1 and 0.7 parts by weight of each of D-1, D-2, and D-3 to 100 parts by weight of host liquid crystal composition Host-1. The liquid crystal compositions of Examples 1 to 3 were prepared by adding 0.3 parts by weight of polymerizable compound RM-1-1 and 0.7 parts by weight of each of AD-1, AD-2, and AD-3 to 100 parts by weight of host liquid crystal composition Host-1. The physical properties of each liquid crystal composition obtained were almost unchanged for each host liquid crystal composition. Each of the obtained liquid crystal compositions was filled into a "non-aligned" measurement cell (each with a cell thickness d of 3.5 μm, with ITO coating layers (structured ITO in the case of multi-domain switching) on ​​both sides, and without alignment or passivation layers) and performance measurements were performed. The relevant performance measurement results for the liquid crystal compositions of Comparative Examples 1 to 3 and Examples 1 to 3 are shown in Table 5 below.

[0169] Table 5: Performance measurement results of the liquid crystal compositions of Comparative Examples 1 to 3 and Examples 1 to 3 [Table 5]

[0170] As can be seen from the comparison between Example 1 and Comparative Example 1, the comparison between Example 2 and Comparative Example 2, and the comparison between Example 3 and Comparative Example 3, the liquid crystal composition containing the self-aligning agent of the general formula O of the present invention has a suitable clearing point, a suitable optical anisotropy, a suitable absolute value of the dielectric anisotropy, a large K value (K 11 and K. 33 While maintaining a low rotational viscosity, it has a low residue concentration (105-118 ppm vs. 155-183 ppm), low roughness (11.8-12.5 nm vs. 15.1-16.4 nm) and good orientation effect.

[0171] Comparative Examples 4 to 6 and Examples 4 to 6 The liquid crystal compositions of Comparative Examples 4 to 6 were prepared by adding 0.3 parts by weight of polymerizable compound RM-1-1 and 1 part by weight each of D-1, D-2, and D-3 to 100 parts by weight of host liquid crystal composition Host-2. The liquid crystal compositions of Examples 4 to 6 were prepared by adding 0.3 parts by weight of polymerizable compound RM-1-1 and 1 part by weight each of AD-1, AD-2, and AD-3 to 100 parts by weight of host liquid crystal composition Host-2. The physical properties of each liquid crystal composition obtained were almost unchanged for each host liquid crystal composition. Each of the obtained liquid crystal compositions was filled into a "non-aligned" measurement cell (each with a cell thickness d of 3.5 μm, with ITO coating layers (structured ITO in the case of multi-domain switching) on ​​both sides, and without alignment or passivation layers) and performance measurements were performed. The relevant performance measurement results for the liquid crystal compositions of Comparative Examples 4 to 6 and Examples 4 to 6 are shown in Table 6 below.

[0172] Table 6: Performance measurement results of the liquid crystal compositions of Comparative Examples 4 to 6 and Examples 4 to 6 [Table 6]

[0173] As can be seen from the comparison between Example 4 and Comparative Example 4, the comparison between Example 5 and Comparative Example 5, and the comparison between Example 6 and Comparative Example 6, the liquid crystal composition containing the self-aligning agent of the general formula O of the present invention has a suitable clearing point, a suitable optical anisotropy, a suitable absolute value of the dielectric anisotropy, a large K value (K 11 and K. 33 While maintaining a low rotational viscosity, it has a low residue concentration (113-126 ppm vs. 168-197 ppm), low roughness (11.6-12.3 nm vs. 15.3-15.9 nm) and good orientation effect.

[0174] Comparative Examples 7 to 9 and Examples 7 to 9 The liquid crystal compositions of Comparative Examples 7 to 9 were prepared by adding 0.3 parts by weight of polymerizable compound RM-2-1 and 0.9 parts by weight of each of D-1, D-2, and D-3 to 100 parts by weight of host liquid crystal composition Host-3. The liquid crystal compositions of Examples 7 to 9 were prepared by adding 0.3 parts by weight of polymerizable compound RM-2-1 and 0.9 parts by weight of each of AD-1, AD-2, and AD-3 to 100 parts by weight of host liquid crystal composition Host-3. The physical properties of each liquid crystal composition obtained were almost unchanged for each host liquid crystal composition. Each of the obtained liquid crystal compositions was filled into a "non-aligned" measurement cell (each with a cell thickness d of 3.5 μm, with ITO coating layers (structured ITO in the case of multi-domain switching) on ​​both sides, and without alignment or passivation layers) and performance measurements were performed. The relevant performance measurement results for the liquid crystal compositions of Comparative Examples 7 to 9 and Examples 7 to 9 are shown in Table 7 below.

[0175] Table 7: Performance measurement results of the liquid crystal compositions of Comparative Examples 7 to 9 and Examples 7 to 9 [Table 7]

[0176] As can be seen from the comparison between Example 7 and Comparative Example 7, the comparison between Example 8 and Comparative Example 8, and the comparison between Example 9 and Comparative Example 9, the liquid crystal composition containing the self-aligning agent of the general formula O of the present invention has a suitable clearing point, a suitable optical anisotropy, a suitable absolute value of the dielectric anisotropy, a large K value (K 11 and K. 33 While maintaining a low rotational viscosity, it has a low residue concentration (110-123 ppm vs. 163-189 ppm), low roughness (11.8-12.4 nm vs. 15.4-16.1 nm) and good orientation effect.

[0177] Comparative Examples 10 to 12 and Examples 10 to 12 The liquid crystal compositions of Comparative Examples 10 to 12 were prepared by adding 0.3 parts by weight of polymerizable compound RM-1-1 and 0.8 parts by weight of D-1, D-2, and D-3 to 100 parts by weight of the host liquid crystal composition Host-4, respectively. The liquid crystal compositions of Examples 10 to 12 were prepared by adding 0.3 parts by weight of polymerizable compound RM-1-1 and 0.8 parts by weight of AD-1, AD-2, and AD-3 to 100 parts by weight of the host liquid crystal composition Host-4, respectively. The physical properties of the resulting liquid crystal compositions were almost unchanged for each host liquid crystal composition. The resulting liquid crystal compositions were filled into "non-aligned" measurement cells (each with a cell thickness d of 3.5 μm, with ITO coating layers (structured ITO in the case of multi-domain switching) on ​​both sides, and without alignment or passivation layers) and performance measurements were performed. The relevant performance measurement results for the liquid crystal compositions of Comparative Examples 10 to 12 and Examples 10 to 12 are shown in Table 8 below.

[0178] Table 8: Performance measurement results of the liquid crystal compositions of Comparative Examples 10 to 12 and Examples 10 to 12 [Table 8]

[0179] As can be seen from the comparison between Example 10 and Comparative Example 10, the comparison between Example 11 and Comparative Example 11, and the comparison between Example 12 and Comparative Example 12, the liquid crystal composition containing the self-aligning agent of the general formula O of the present invention has a suitable clearing point, a suitable optical anisotropy, a suitable absolute value of the dielectric anisotropy, a large K value (K 11 and K. 33 While maintaining a low rotational viscosity, it has a low residue concentration (126-144 ppm vs. 189-223 ppm), low roughness (11.5-12 nm vs. 14.8-15.6 nm) and good orientation effect.

[0180] Examples 13 to 17 The liquid crystal compositions of Examples 13 to 17 were prepared using the weight parts of each component listed in Table 9, and the resulting liquid crystal compositions were filled into "non-aligned" measurement cells (each with a cell thickness d of 3.5 μm, with ITO coating layers (structured ITO in the case of multi-domain switching) on ​​both sides, and no alignment or passivation layers) to measure performance. The measurement results for the relevant performance of the liquid crystal compositions of Examples 13 to 17 are shown in Table 10 below.

[0181] Table 9: Ingredients of liquid crystal compositions of Examples 13 to 17 [Table 9]

[0182] Table 10: Performance measurement results of the liquid crystal compositions of Examples 13 to 17 [Table 10]

[0183] As can be seen from the performance parameters of Examples 13 to 17, the liquid crystal compositions containing the self-aligning agent of the general formula O of the present invention have a suitable clearing point, a suitable optical anisotropy, a suitable absolute value of the dielectric anisotropy, a large K value (K 11 and K. 33 While maintaining a low rotational viscosity, it has a low residue concentration (105-141 ppm), low roughness (11.4-11.8 nm) and good alignment effect.

[0184] According to the compounds and their weight percentages shown in Table 11, host liquid crystal compositions of Host-7, Host-8, Host-9, Host-10 and Host-11 are prepared, and the liquid crystal compositions are filled between two substrates of a liquid crystal display to measure the performance.

[0185] Table 11. Host liquid crystal composition components and performance parameter measurement results [Table 11]

[0186] According to the compounds and their weight percentages shown in Table 12, host liquid crystal compositions of Host-12, Host-13, Host-14 and Host-15 are prepared, and the liquid crystal compositions are filled between two substrates of a liquid crystal display to measure the performance.

[0187] Table 12. Host liquid crystal composition components and performance parameter measurement results [Table 12]

[0188] Comparative Examples 13 to 15 and Examples 18 to 22 Liquid crystal compositions of Comparative Examples 13 to 15 and Examples 18 to 22 were prepared using the weight parts of each component listed in Table 13, and the resulting liquid crystal compositions were filled into "non-aligned" measurement cells (each with a cell thickness d of 3.5 μm, with ITO coating layers (structured ITO in the case of multi-domain switching) on ​​both sides, and no alignment or passivation layers), and performance measurements were performed. The relevant performance measurement results for the liquid crystal compositions of Comparative Examples 13 to 15 and Examples 18 to 22 are shown in Table 14 below.

[0189] Table 13: Ingredients of liquid crystal compositions of Comparative Examples 13 to 15 and Examples 18 to 22 [Table 13]

[0190] Table 14: Performance measurement results of the liquid crystal compositions of Comparative Examples 13 to 15 and Examples 18 to 22 [Table 14]

[0191] As can be seen from the comparison between Examples 18 to 22 and Comparative Examples 13 to 15, by selecting a suitable structure of the self-alignment agent, the liquid crystal composition of the present invention can have a suitable clearing point, a suitable optical anisotropy, a suitable absolute value of the dielectric anisotropy, a large K value (K 11 and K. 33 While maintaining a low rotational viscosity, it also has low polymer residue (156-202 ppm vs. 203-252 ppm), low roughness (10.9-11.9 nm vs. 13.8-14.7 nm), and good alignment effect.

[0192] Comparative Examples 16 to 18 and Examples 23 to 27 Liquid crystal compositions of Comparative Examples 16 to 18 and Examples 23 to 27 were prepared using the weight parts of each component listed in Table 15, and the resulting liquid crystal compositions were filled into "non-aligned" measurement cells (each with a cell thickness d of 3.5 μm, with ITO coating layers (structured ITO in the case of multi-domain switching) on ​​both sides, and no alignment or passivation layers), and performance measurements were performed. The relevant performance measurement results for the liquid crystal compositions of Comparative Examples 16 to 18 and Examples 23 to 27 are shown in Table 16 below.

[0193] Table 15: Ingredients of liquid crystal compositions of Comparative Examples 16 to 18 and Examples 23 to 27 [Table 15]

[0194] Table 16: Performance measurement results of liquid crystal compositions of Comparative Examples 16 to 18 and Examples 23 to 27 [Table 16]

[0195] As can be seen from the comparison between Examples 23 to 27 and Comparative Examples 16 to 18, by selecting a suitable structure of the self-alignment agent, the liquid crystal composition of the present invention can have a suitable clearing point, a suitable optical anisotropy, a suitable absolute value of the dielectric anisotropy, a large K value (K 11 and K. 33 While maintaining a low rotational viscosity, it also has low polymer residue (143-183 ppm vs. 185-238 ppm), low roughness (10.7-11.6 nm vs. 13.9-14.8 nm), and good alignment effect.

[0196] Comparative Examples 19 to 21 and Examples 28 to 32 Liquid crystal compositions of Comparative Examples 19 to 21 and Examples 28 to 32 were prepared using the weight parts of each component listed in Table 17, and the resulting liquid crystal compositions were filled into "non-aligned" measurement cells (each with a cell thickness d of 3.5 μm, with ITO coating layers (structured ITO in the case of multi-domain switching) on ​​both sides, and no alignment or passivation layers), and performance measurements were performed. The relevant performance measurement results for the liquid crystal compositions of Comparative Examples 19 to 21 and Examples 28 to 32 are shown in Table 18 below.

[0197] Table 17: Ingredients of liquid crystal compositions of Comparative Examples 19 to 21 and Examples 28 to 32 [Table 17]

[0198] Table 18: Performance measurement results of the liquid crystal compositions of Comparative Examples 19 to 21 and Examples 28 to 32 [Table 18]

[0199] As can be seen from the comparison between Examples 28 to 32 and Comparative Examples 19 to 21, by selecting a suitable structure of the self-alignment agent, the liquid crystal composition of the present invention can have a suitable clearing point, a suitable optical anisotropy, a suitable absolute value of the dielectric anisotropy, a large K value (K 11 and K. 33While maintaining a low rotational viscosity, it also has low polymer residue (135-172 ppm vs. 175-219 ppm), low roughness (10.7-11.7 nm vs. 14.0-14.9 nm), and good alignment effect.

[0200] Comparative Examples 22 to 24 and Examples 33 to 37 Liquid crystal compositions of Comparative Examples 22 to 24 and Examples 33 to 37 were prepared using the weight parts of each component listed in Table 19, and the resulting liquid crystal compositions were filled into "non-aligned" measurement cells (each with a cell thickness d of 3.5 μm, with ITO coating layers (structured ITO in the case of multi-domain switching) on ​​both sides, and no alignment or passivation layers), and performance measurements were performed. The relevant performance measurement results for the liquid crystal compositions of Comparative Examples 22 to 24 and Examples 33 to 37 are shown in Table 20 below.

[0201] Table 19: Ingredients of liquid crystal compositions of Comparative Examples 22 to 24 and Examples 33 to 37 [Table 19]

[0202] Table 20: Performance measurement results of liquid crystal compositions of Comparative Examples 22 to 24 and Examples 33 to 37 [Table 20]

[0203] As can be seen from the comparison between Examples 33 to 37 and Comparative Examples 22 to 24, by selecting a suitable structure of the self-aligning agent, the liquid crystal composition of the present invention can have a suitable clearing point, a suitable optical anisotropy, a suitable absolute value of the dielectric anisotropy, a large K value (K 11 and K. 33 While maintaining a low rotational viscosity, it also has low polymer residue (128-166 ppm vs. 174-209 ppm), low roughness (10.6-11.5 nm vs. 14.2-15.1 nm), and good alignment effect.

[0204] Examples 38 to 47 The liquid crystal compositions of Examples 38 to 47 were prepared using the weight parts of each component listed in Table 21, and the resulting liquid crystal compositions were filled into "non-aligned" measurement cells (each with a cell thickness d of 3.5 μm, with ITO coating layers (structured ITO in the case of multi-domain switching) on ​​both sides, and no alignment or passivation layers), and performance measurements were performed. The measurement results for the relevant performance of the liquid crystal compositions of Examples 38 to 47 are shown in Table 22 below.

[0205] Table 21: Ingredients of liquid crystal compositions of Examples 38 to 47 [Table 21]

[0206] Table 22: Performance measurement results of liquid crystal compositions of Examples 38 to 47 [Table 22]

[0207] As can be seen from the performance parameters of Examples 38 to 47, the liquid crystal compositions containing the self-aligning agent of the general formula O of the present invention have a suitable clearing point, a suitable optical anisotropy, a suitable absolute value of the dielectric anisotropy, a large K value (K 11 and K. 33 While maintaining a low rotational viscosity, it has a low residue concentration (150-213 ppm), low roughness (11.6-12.7 nm) and good alignment effect.

[0208] Examples 48 to 57 The liquid crystal compositions of Examples 48 to 57 were prepared using the weight parts of each component listed in Table 23, and the resulting liquid crystal compositions were filled into "non-aligned" measurement cells (each with a cell thickness d of 3.5 μm, with ITO coating layers (structured ITO in the case of multi-domain switching) on ​​both sides, and no alignment or passivation layers), and performance measurements were performed. The measurement results for the relevant performance of the liquid crystal compositions of Examples 48 to 57 are shown in Table 24 below.

[0209] Table 23: Ingredients of liquid crystal compositions of Examples 48 to 57 [Table 23]

[0210] Table 24: Performance measurement results of liquid crystal compositions of Examples 48 to 57 [Table 24]

[0211] As can be seen from the performance parameters of Examples 48 to 57, the liquid crystal compositions containing the self-aligning agent of the general formula O of the present invention have a suitable clearing point, a suitable optical anisotropy, a suitable absolute value of the dielectric anisotropy, a large K value (K 11 and K. 33 While maintaining a low rotational viscosity, it has a low residue concentration (140-184 ppm), low roughness (11.1-12.6 nm) and good alignment effect.

[0212] Examples 58 to 62 The liquid crystal compositions of Examples 58 to 62 were prepared using the weight parts of each component listed in Table 25, and the resulting liquid crystal compositions were filled into "non-aligned" measurement cells (each with a cell thickness d of 3.5 μm, with an ITO coating layer (structured ITO in the case of multi-domain switching) on ​​both sides, and no alignment layer or passivation layer) to measure performance. The measurement results for the relevant performance of the liquid crystal compositions of Examples 58 to 62 are shown in Table 26 below.

[0213] Table 25: Ingredients of liquid crystal compositions of Examples 58 to 62 [Table 25]

[0214] Table 26: Performance measurement results of liquid crystal compositions of Examples 58 to 62 [Table 26]

[0215] As can be seen from the performance parameters of Examples 58 to 62, the liquid crystal compositions containing the self-aligning agent of the general formula O of the present invention have a suitable clearing point, a suitable optical anisotropy, a suitable absolute value of the dielectric anisotropy, a large K value (K 11 and K. 33 While maintaining a low rotational viscosity, it has a low residue concentration (119-175 ppm), low roughness (10.5-12.5 nm) and good alignment effect.

[0216] According to the compounds and their weight percentages shown in Table 27, host liquid crystal compositions of Host-16, Host-17, Host-18, Host-19, Host-20 and Host-21 are prepared, and the liquid crystal compositions are filled between two substrates of a liquid crystal display to measure the performance.

[0217] Table 27. Host liquid crystal composition components and performance parameter measurement results [Table 27]

[0218] Comparative Examples 25 to 27 and Examples 63 to 66 Liquid crystal compositions of Comparative Examples 25 to 27 and Examples 63 to 66 were prepared using the weight parts of each component listed in Table 28, and the resulting liquid crystal compositions were filled into "non-aligned" measurement cells (each with a cell thickness d of 3.5 μm, with ITO coating layers (structured ITO in the case of multi-domain switching) on ​​both sides, and no alignment or passivation layers), and performance measurements were performed. The relevant performance measurement results for the liquid crystal compositions of Comparative Examples 25 to 27 and Examples 63 to 66 are shown in Table 29 below.

[0219] Table 28: Ingredients of liquid crystal compositions of Comparative Examples 25 to 27 and Examples 63 to 66 [Table 28]

[0220] Table 29: Performance measurement results of liquid crystal compositions of Comparative Examples 25 to 27 and Examples 63 to 66 [Table 29]

[0221] As can be seen from the comparison between Examples 63 to 66 and Comparative Examples 25 to 27, by selecting a suitable structure of the self-alignment agent, the liquid crystal composition of the present invention can have a suitable clearing point, a suitable optical anisotropy, a suitable absolute value of the dielectric anisotropy, a large K value (K 11 and K. 33 While maintaining a low rotational viscosity, it also has low polymer residue (116-128 ppm vs. 163-172 ppm), low roughness (11.7-12.1 nm vs. 15.2-15.7 nm), good low-temperature storage stability (10D OK vs. 7-8D NG), good alignment effect, and good pretilt angle stability (0.24-0.26 vs. 0.35-0.36).

[0222] Comparative Examples 28 to 30 and Examples 67 to 70 Liquid crystal compositions of Comparative Examples 28 to 30 and Examples 67 to 70 were prepared using the weight parts of each component listed in Table 30, and the resulting liquid crystal compositions were filled into "non-aligned" measurement cells (each with a cell thickness d of 3.5 μm, with ITO coating layers (structured ITO in the case of multi-domain switching) on ​​both sides, and no alignment or passivation layers), and performance measurements were performed. The relevant performance measurement results for the liquid crystal compositions of Comparative Examples 28 to 30 and Examples 67 to 70 are shown in Table 31 below.

[0223] Table 30: Ingredients of liquid crystal compositions of Comparative Examples 28 to 30 and Examples 67 to 70 [Table 30]

[0224] Table 31 Performance measurement results of liquid crystal compositions of Comparative Examples 28 to 30 and Examples 67 to 70 [Table 31]

[0225] As can be seen from the comparison between Examples 67 to 70 and Comparative Examples 28 to 30, by selecting a suitable structure of the self-alignment agent, the liquid crystal composition of the present invention can have a suitable clearing point, a suitable optical anisotropy, a suitable absolute value of the dielectric anisotropy, a large K value (K 11 and K. 33 While maintaining a low rotational viscosity, it also has low polymer residue (117-123 ppm vs. 168-189 ppm), low roughness (11.8-12.4 nm vs. 15.4-16.1 nm), good low-temperature storage stability (10D OK vs. 7-8D NG), good alignment effect, and good pretilt angle stability (0.25-0.27 vs. 0.35-0.36).

[0226] Comparative Examples 31 to 33 and Examples 71 to 74 Liquid crystal compositions of Comparative Examples 31 to 33 and Examples 71 to 74 were prepared using the weight parts of each component listed in Table 32, and the resulting liquid crystal compositions were filled into "non-aligned" measurement cells (each with a cell thickness d of 3.5 μm, with ITO coating layers (structured ITO in the case of multi-domain switching) on ​​both sides, and no alignment or passivation layers), and performance measurements were performed. The relevant performance measurement results for the liquid crystal compositions of Comparative Examples 31 to 33 and Examples 71 to 74 are shown in Table 33 below.

[0227] Table 32: Ingredients of liquid crystal compositions of Comparative Examples 31 to 33 and Examples 71 to 74 [Table 32]

[0228] Table 33: Performance measurement results of liquid crystal compositions of Comparative Examples 31 to 33 and Examples 71 to 74 [Table 33]

[0229] As can be seen from the comparison between Examples 71 to 74 and Comparative Examples 31 to 33, by selecting a suitable structure of the self-alignment agent, the liquid crystal composition of the present invention can have a suitable clearing point, a suitable optical anisotropy, a suitable absolute value of the dielectric anisotropy, a large K value (K11 and K. 33 While maintaining a low rotational viscosity, it also has low polymer residue (105-112 ppm vs. 157-159 ppm), low roughness (11.2-11.8 nm vs. 14.3-14.9 nm), good low-temperature storage stability (10D OK vs. 7-8D NG), good alignment effect, and good pretilt angle stability (0.23-0.24 vs. 0.33).

[0230] Comparative Examples 34 to 36 and Examples 75 to 78 Liquid crystal compositions of Comparative Examples 34 to 36 and Examples 75 to 78 were prepared using the weight parts of each component listed in Table 34, and the resulting liquid crystal compositions were filled into "non-aligned" measurement cells (each with a cell thickness d of 3.5 μm, with ITO coating layers (structured ITO in the case of multi-domain switching) on ​​both sides, and no alignment or passivation layers), and performance measurements were performed. The relevant performance measurement results for the liquid crystal compositions of Comparative Examples 34 to 36 and Examples 75 to 78 are shown in Table 35 below.

[0231] Table 34: Ingredients of liquid crystal compositions of Comparative Examples 34 to 36 and Examples 75 to 78 [Table 34]

[0232] Table 35: Performance measurement results of liquid crystal compositions of Comparative Examples 34 to 36 and Examples 75 to 78 [Table 35]

[0233] As can be seen from the comparison between Examples 75 to 78 and Comparative Examples 34 to 36, by selecting a suitable structure of the self-alignment agent, the liquid crystal composition of the present invention can have a suitable clearing point, a suitable optical anisotropy, a suitable absolute value of the dielectric anisotropy, a large K value (K 11 and K. 33While maintaining a low rotational viscosity, it also has low polymer residue (115-128 ppm vs. 167-173 ppm), low roughness (12.2-12.5 nm vs. 15.1-15.8 nm), good low-temperature storage stability (10D OK vs. 6-8D NG), good alignment effect, and good pretilt angle stability (0.24-0.26 vs. 0.35-0.36).

[0234] Comparative Examples 37 to 39 and Examples 79 to 82 Liquid crystal compositions of Comparative Examples 37 to 39 and Examples 79 to 82 were prepared using the weight parts of each component listed in Table 36, and the resulting liquid crystal compositions were filled into "non-aligned" measurement cells (each with a cell thickness d of 3.5 μm, with ITO coating layers (structured ITO in the case of multi-domain switching) on ​​both sides, and no alignment or passivation layers), and performance measurements were performed. The relevant performance measurement results for the liquid crystal compositions of Comparative Examples 37 to 39 and Examples 79 to 82 are shown in Table 37 below.

[0235] Table 36: Ingredients of liquid crystal compositions of Comparative Examples 37 to 39 and Examples 79 to 82 [Table 36]

[0236] Table 37: Performance measurement results of liquid crystal compositions of Comparative Examples 37 to 39 and Examples 79 to 82 [Table 37]

[0237] As can be seen from the comparison between Examples 79 to 82 and Comparative Examples 37 to 39, by selecting a suitable structure of the self-alignment agent, the liquid crystal composition of the present invention can have a suitable clearing point, a suitable optical anisotropy, a suitable absolute value of the dielectric anisotropy, a large K value (K 11 and K. 33While maintaining a low rotational viscosity, it also has low polymer residue (89-96 ppm vs. 139-145 ppm), low roughness (9.4-9.8 nm vs. 13.8-14.1 nm), good low-temperature storage stability (10D OK vs. 6-8D NG), good alignment effect, and good pretilt angle stability (0.21-0.22 vs. 0.31-0.32).

[0238] Comparative Examples 40 to 42 and Examples 83 to 86 Liquid crystal compositions of Comparative Examples 40 to 42 and Examples 83 to 86 were prepared using the weight parts of each component listed in Table 38, and the resulting liquid crystal compositions were filled into "non-aligned" measurement cells (each with a cell thickness d of 3.5 μm, with ITO coating layers (structured ITO in the case of multi-domain switching) on ​​both sides, and no alignment or passivation layers), and performance measurements were performed. The performance measurement results for the liquid crystal compositions of Comparative Examples 40 to 42 and Examples 83 to 86 are shown in Table 39 below.

[0239] Table 38: Ingredients of liquid crystal compositions of Comparative Examples 40 to 42 and Examples 83 to 86 [Table 38]

[0240] Table 39: Performance measurement results of the liquid crystal compositions of Comparative Examples 40 to 42 and Examples 83 to 86 [Table 39]

[0241] As can be seen from the comparison between Examples 83 to 86 and Comparative Examples 40 to 42, by selecting a suitable structure of the self-alignment agent, the liquid crystal composition of the present invention can have a suitable clearing point, a suitable optical anisotropy, a suitable absolute value of the dielectric anisotropy, a large K value (K 11 and K. 33While maintaining a low rotational viscosity, it also has low polymer residue (97-102 ppm vs. 144-158 ppm), low roughness (10.4-10.8 nm vs. 14.4-14.9 nm), good low-temperature storage stability (10D OK vs. 7-8D NG), good alignment effect, and good pretilt angle stability (0.22-0.25 vs. 0.32-0.33).

[0242] The above embodiments are merely intended to explain the technical ideas and features of the present invention so that those skilled in the art can understand and practice the contents of the present invention, and are not intended to limit the protection scope of the present invention. Any equivalent modifications or alterations made based on the gist of the present invention should be included within the protection scope of the present invention.

Claims

1. A self-aligning agent of general formula O, 【Chemistry 1】 During the ceremony, R o2 is -Sp o2 -P o1 , —H, a straight chain alkyl group containing 1 to 12 carbon atoms, a branched chain alkyl group containing 3 to 12 carbon atoms, 【Chemistry 2】 a linear alkyl group containing 1 to 12 carbon atoms, 【Transformation 3】 One or more non-adjacent —CH 2 each - may independently be replaced by -CH=CH-, -C≡C-, -O-, -CO-, -CO-O- or -O-CO-; each -H in a straight-chain alkyl group containing 1 to 12 carbon atoms may independently be replaced by -F or -Cl; 【Chemistry 4】 teeth, 【Transformation 5】 represents 【Transformation 6】 One or more —CH 2 - may be replaced by -O-, one or at most two single bonds in the ring may be replaced by a double bond; 【Transformation 7】 teeth, 【Transformation 8】 and one or two or more non-adjacent —CH 2 each - may be independently replaced by -O- or -S-, and one or more -H in the above group may be independently replaced by -F or a halogenated or non-halogenated straight-chain alkyl group containing 1 to 5 carbon atoms; L o1 and L o3 are each independently —F, —Cl, —CN, or —NO 2 , -NCO, -NCS, -OCN, -SCN, -C(O)N(R o0 ) 2 , -C(O)R o0 , a straight chain alkyl group containing 1 to 12 carbon atoms, a branched chain alkyl group containing 3 to 12 carbon atoms, 【Chemistry 9】 a linear alkyl group containing 1 to 12 carbon atoms, 【Chemistry 10】 One or more non-adjacent —CH 2 - may each independently be replaced by -CH=CH-, -C≡C-, -O-, -CO-, -CO-O-, or -O-CO-, and one or more -H groups in a straight-chain alkyl group containing 1 to 12 carbon atoms may each independently be replaced by -F, and in the formula, R o0 represents a straight chain alkyl group containing 1 to 12 carbon atoms or a branched chain alkyl group containing 3 to 12 carbon atoms; L o2 is -Sp o3 -P o2 Or, 【Chemistry 11】 represents R o1 and R o3 each independently represents an anchor group, and the anchor group is 【Chemistry 12】 and 【Chemistry 13】 represents the binding site in the bound structure, n o4 represents 1 or 2, n o4 When represents 2, -Sp o8 -X o2 may be the same or different, n o5 represents 0 or 1, M S1 teeth, 【Chemistry 14】 represents 【Chemistry 15】 is M S1 and -CH in the six-membered ring in which it is located 2 represents the binding site with I S1 and J S1 are each independently —CH 2 represents -, -O- or -S-; N S1 represents =O or =S, V K1 , V K2 and V K3 each independently represents -CH= or -N=, X o1 and X o2 are each independently —H, —OH, —SH, or —NH 2 , -NHR 11 , -N(R 11 ) 2 , -NHC(O)R 11 , -OR 11 , —C(O)OH, —CHO, a linear halogenated or non-halogenated alkyl group containing 1 to 12 carbon atoms, or a branched halogenated or non-halogenated alkyl group containing 3 to 12 carbon atoms; X o1 and X o2 At least one of the groups is —OH, —SH, or —NH 2 , -NHR 11 , —C(O)OH, and —CHO; R 11 represents a straight chain alkyl group containing 1 to 12 carbon atoms or a branched chain alkyl group containing 3 to 12 carbon atoms; P o1 , P o2 and P o3 each independently represents a polymerizable group, Sp o1 , Sp o2 , Sp o3 , Sp o4 , Sp o5 , Sp o7 and Sp o8 each independently represents a spacer group or a single bond, Sp o6 teeth, 【Chemistry 16】 represents 【Chemistry 17】 is Sp o7 or Sp o8 represents the binding site with Z o1 and Z o2 each independently represents -O-, -S-, -CO-, -CO-O-, -O-CO-, -O-CO-O-, or -CH 2 O-, -OCH 2 -, -CH 2 S-, -SCH 2 -, -CF 2 O-, -OCF 2 -, -CF 2 S-, -SCF 2 -, -(CH 2 ) d -, -CF 2 CH 2 -, -CH 2 CF 2 -, - (CF 2 ) d -, -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 --, --CHR 1 -, -CR 1 R 2 represents - or a single bond, R 1 and R 2 each independently represents a linear alkyl group containing 1 to 12 carbon atoms or a branched alkyl group containing 3 to 12 carbon atoms, and d represents an integer of 1 to 4; p o1 , p o2 , p o3 and p o4 each independently represents 0, 1 or 2; o1 When represents 2, L o1 may be the same or different, and p o2 When represents 2, L o2 may be the same or different, and p o3 When represents 2, -Sp o5 -P o3 may be the same or different, and p o4 When represents 2, L o3 may be the same or different, n o2 represents 0, 1, 2 or 3; n o3 represents 1, 2 or 3, and n o2 When represents 2 or 3, [Chemistry 18] may be the same or different, and n o3 When represents 2 or 3, 【Chemistry 19】 is a self-aligning agent, which may be the same or different.

2. The self-aligning agent of the general formula O is 【Chemistry 20(1)】 【Chemistry 20(2)】 【Chemistry 20(3)】 is selected from the group consisting of compounds During the ceremony, L o4 ~L o7 The self-alignment agent according to claim 1, characterized in that each independently represents -F or a halogenated or non-halogenated linear alkyl group containing 1 to 5 carbon atoms.

3. The compound of the general formula O-1 is 【Chemistry 21(1)】 【Chemistry 21(2)】 is selected from the group consisting of compounds During the ceremony, Z o11 is -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 ) d -, -CF 2 CH 2 -, -CH 2 CF 2 -, - (CF 2 ) d -, -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 --, --CHR 1 -, -CR 1 R 2 represents - or a single bond, R 1 and R 2 each independently represents a linear alkyl group containing 1 to 12 carbon atoms or a branched alkyl group containing 3 to 12 carbon atoms, and d represents an integer of 1 to 4; L o31 is -F, -Cl, -CN, -NO 2 , -NCO, -NCS, -OCN, -SCN, -C(O)N(R o0 ) 2 , -C(O)R o0 , a straight chain alkyl group containing 1 to 12 carbon atoms, a branched chain alkyl group containing 3 to 12 carbon atoms, 【Chemistry 22】 a linear alkyl group containing 1 to 12 carbon atoms, 【Chemistry 23】 One or more non-adjacent —CH 2 - may each independently be replaced by -CH=CH-, -C≡C-, -O-, -CO-, -CO-O-, or -O-CO-, and one or more -H groups in a straight-chain alkyl group containing 1 to 12 carbon atoms may each independently be replaced by -F, and in the formula, R o0 represents a straight chain alkyl group containing 1 to 12 carbon atoms or a branched chain alkyl group containing 3 to 12 carbon atoms; L o21 is -Sp o3 -P o2 Or, 【Chemistry 24】 The self-aligning agent according to claim 2, characterized in that it represents:

4. The compound of the general formula O-1 is 【Chemistry 25(1)】 【Chemistry 25(2)】 【Chemistry 25(3)】 is selected from the group consisting of compounds During the ceremony, L o22 is -Sp o3 -P o2 Or, 【Chemistry 26】 The self-aligning agent according to claim 3, characterized in that it represents:

5. A liquid crystal composition comprising the self-aligning agent according to any one of claims 1 to 4.

6. The liquid crystal composition comprises at least one compound of general formula M, 【Chemistry 27】 During the ceremony, R M1 and R M2 are each independently a straight-chain alkyl group containing 1 to 12 carbon atoms, a branched-chain alkyl group containing 3 to 12 carbon atoms, 【Chemistry 28】 and one or two or more non-adjacent —CH 2 - may be independently replaced by -CH=CH-, -C≡C-, -O-, -CO-, -CO-O- or -O-CO-; 【Chemistry 29】 are each independently, 【Transformation 30】 represents 【Chemistry 31】 One or more —CH 2 - may be replaced by -O-, one or at most two single bonds in the ring may be replaced by a double bond; 【Chemistry 32】 wherein at most one —H may be replaced by halogen; Z M1 and Z M2 each independently represents a single bond, —CO—O—, —O—CO—, or —CH 2 O-, -OCH 2 -, -C≡C-, -CH=CH-, -CH 2 CH 2 - or - (CH 2 ) 4 represents -, n M represents 0, 1 or 2, n M = 2, 【Transformation 33】 may be the same or different, Z M2 The liquid crystal composition according to claim 5, wherein may be the same or different.

7. The compound of general formula M is 【Chemistry 34(1)】 【Chemistry 34(2)】 7. The liquid crystal composition according to claim 6, wherein the compound is selected from the group consisting of the compounds:

8. The liquid crystal composition comprises at least one compound of general formula N, 【Chemistry 35】 During the ceremony, R N1 and R N2 are each independently —H, a straight chain alkyl group containing 1 to 12 carbon atoms, a branched chain alkyl group containing 3 to 12 carbon atoms, 【Transformation 36】 and one or two or more non-adjacent —CH 2 - may be independently replaced by -CH=CH-, -C≡C-, -O-, -CO-, -CO-O- or -O-CO-; 【Chemistry 37】 are each independently, 【Transformation 38】 represents 【Chemistry 39】 One or more —CH 2 - may be replaced by -O-, one or at most two single bonds in the ring may be replaced by a double bond; 【Chemistry 40】 one or more -H in the ring may each independently be replaced by -F, -Cl, or -CN, and one or more -CH= in the ring may each independently be replaced by -N=; Z N1 and Z N2 each independently represents a single bond, —CO—O—, —O—CO—, or —CH 2 O-, -OCH 2 -, -CH=CH-, -C≡C-, CH 2 CH 2 -, -CF 2 CF 2 -, -(CH 2 ) 4 -, -CH=CH(CH 2 ) n N3 , -CF 2 O- or -OCF 2 represents -, L N1 and L N2 each independently represents —H, a halogen, or an alkyl group containing 1 to 3 carbon atoms; n N1 represents 0, 1, 2 or 3; n N2 represents 0 or 1, and 0≦n N1 +n N2 ≦3, and n N1 = 2 or 3, 【Chemistry 41】 may be the same or different, Z N1 may be the same or different, n N3 The liquid crystal composition according to claim 5 , wherein represents 0, 1, 2 or 3.

9. The compound of general formula N is 【Chemistry 42(1)】 【Chemistry 42(2)】 【Chemistry 42(3)】 【Chemistry 42(4)】 is selected from the group consisting of compounds During the ceremony, R N11 is a straight chain alkyl group containing 1 to 5 carbon atoms, 【Chemistry 43】 and one or two or more non-adjacent —CH 2 - may be independently replaced by -O-, -CO-, -CO-O-, or -O-CO-; R N12 is —H, a straight chain alkyl group containing 1 to 5 carbon atoms, 【Chemistry 44】 and one or two or more non-adjacent —CH 2 - may be independently replaced by -CH=CH-, -C≡C-, -O-, -CO-, -CO-O- or -O-CO-; n N3 The liquid crystal composition according to claim 8 , wherein represents 0, 1, 2 or 3.

10. The liquid crystal composition comprises at least one polymerizable compound of general formula RM, 【Chemistry 45】 During the ceremony, R 1 -H, halogen, -CN, -Sp 2 -P 2 , a straight chain alkyl group containing 1 to 12 carbon atoms, a branched chain alkyl group containing 3 to 12 carbon atoms, 【Chemistry 46】 and represents a linear alkyl group containing 1 to 12 carbon atoms, a branched alkyl group containing 3 to 12 carbon atoms, 【Chemistry 47】 One or more non-adjacent —CH 2 - may each independently be replaced by -CH=CH-, -C≡C-, -O-, -CO-, -CO-O- or -O-CO-; one or more -H may each independently be replaced by -F or -Cl; 【Chemistry 48】 are each independently, 【Chemistry 49】 represents [Transformation 50] One or more —CH 2 - may be replaced by -O-, one or at most two single bonds in the ring may be replaced by a double bond; 【Chemistry 51】 One or more —H in each group are independently —F, —Cl, —CN, or —Sp. 3 -P 3 , a halogenated or non-halogenated straight-chain alkyl group containing 1 to 12 carbon atoms, a halogenated or non-halogenated straight-chain alkoxy group containing 1 to 11 carbon atoms, 【Chemistry 52】 and one or more -CH= in the ring may be replaced by -N=; 【Chemistry 53】 teeth, 【Chemistry 54】 represents 【Transformation 55】 One or more —H in each group are independently —F, —Cl, —CN, or —Sp 3 -P 3 , a halogenated or non-halogenated straight-chain alkyl group containing 1 to 12 carbon atoms, a halogenated or non-halogenated straight-chain alkoxy group containing 1 to 11 carbon atoms, 【Transformation 56】 and one or more -CH= in the ring may be replaced by -N=; P 1 , P 2 and P 3 each independently represents a polymerizable group, X 0 represents —O—, —S—, or —CO—; Sp 1 , Sp 2 and Sp 3 each independently represents a spacer group or a single bond, Z 1 and Z 2 each independently represents -O-, -S-, -CO-, -CO-O-, -O-CO-, -O-CO-O-, or -CH 2 O-, -OCH 2 -, -CH 2 S-, -SCH 2 -, -CF 2 O-, -OCF 2 -, -CF 2 S-, -SCF 2 -, -(CH 2 ) d -, -CF 2 CH 2 -, -CH 2 CF 2 -, - (CF 2 ) d -, -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 --, --CHR 1 -, -CR 1 R 2 represents - or a single bond, R 1 and R 2 each independently represents a linear alkyl group containing 1 to 12 carbon atoms or a branched alkyl group containing 3 to 12 carbon atoms, and d represents an integer of 1 to 4; a represents 0, 1 or 2, b represents 0 or 1, and when a represents 2, 【Chemistry 57】 may be the same or different, Z 1 The liquid crystal composition according to claim 5, wherein may be the same or different.

11. The polymerizable compound of the general formula RM is 【Chemistry 58(1)】 【Chemistry 58(2)】 【Chemistry 58(3)】 is selected from the group consisting of compounds During the ceremony, X 1 ~X 10 , and X 12 are each independently —F, —Cl, or —Sp 3 -P 3 , a straight-chain alkyl group or alkoxy group containing 1 to 5 carbon atoms; 【Chemistry 59】 11. The liquid crystal composition according to claim 10, wherein

12. The liquid crystal composition comprises at least one compound of general formula B, 【Transformation 60】 During the ceremony, R B1 and R B2 each independently represents a halogen, a halogenated or non-halogenated straight-chain alkyl group containing 1 to 12 carbon atoms, a halogenated or non-halogenated branched-chain alkyl group containing 3 to 12 carbon atoms, 【Chemistry 61】 and represents a halogenated or non-halogenated straight-chain alkyl group containing 1 to 12 carbon atoms, a halogenated or non-halogenated branched-chain alkyl group containing 3 to 12 carbon atoms, 【Transformation 62】 One or more non-adjacent —CH 2 - may be independently replaced by -CH=CH-, -CH=CF-, -C≡C-, -O-, -CO-, -CO-O- or -O-CO-; 【Transformation 63】 at most one single bond in the ring may be replaced with a double bond; 【Chemistry 64】 are each independently, 【Transformation 65】 represents 【Chemical Formula 66】 One or more —CH 2 - may be replaced by -O-, one or at most two single bonds in the ring may be replaced by a double bond; 【Transformation 67】 one or more -H in the ring may each independently be replaced by -CN, -F, or -Cl, and one or more -CH= in the ring may each independently be replaced by -N=; X B represents —O—, —S—, or —CO—; L B1 and L B2 are each independently —H, —F, —Cl, or —CF 3 or -OCF 3 represents Z B1 and Z B2 each independently represents —CO—O—, —O—CO—, or —OCH 2 -, -CH=CH-, -C≡C-, -CH 2 CH 2 -, -CF 2 CF 2 -, -(CH 2 ) n B3 -, -(CH 2 ) n B3 O-, -(CH 2 ) n B3 S-, -CF 2 O- or -OCF 2 represents -, n B3 represents an integer from 0 to 5, n B1 and n B2 each independently represents 0, 1 or 2; n B1 If represents 2, 【Transformation 68】 may be the same or different, and n B2 If represents 2, 【Transformation 69】 The liquid crystal composition according to claim 5, wherein may be the same or different.

13. The compound of the general formula B is 【Transformation 70】 is selected from the group consisting of compounds In the formula, R B1 ' represents a linear alkyl or alkoxy group containing 1 to 8 carbon atoms, a linear alkenyl or alkenyloxy group containing 2 to 8 carbon atoms, X B1 is —O— or —CH 2 13. The liquid crystal composition according to claim 12, wherein:

14. A liquid crystal display device comprising the liquid crystal composition according to any one of claims 5 to 13.

Citation Information

Patent Citations

  • Liquid crystal medium

    JP2019112629A

  • Liquid crystal media comprising polymerisable compounds

    JP2020076053A

  • Liquid-crystal medium

    JP2023178256A