Liquid crystal composition and liquid crystal display device thereof

CN118207000BActive Publication Date: 2026-09-11JIANGSU HECHENG DISPLAY TECH CO LTD
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Patent Information

Application Number
CN202211618829.9
Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
Filing Date
2022-12-15
Publication Date
2026-09-11
Estimated Expiration
2042-12-15

AI Technical Summary

Technical Problem

然而,现有技术提供的液晶组合物ε/△ε比值较小,Kave值较小,导致穿透率不足,响应慢,低温存储性能差等

Benefits of technology

[0129] Beneficial effects: Compared with the prior art, the liquid crystal composition of the present invention has better optical anisotropy, a considerable clearing point, better absolute value of dielectric anisotropy, and a higher K value (K0). 11 K 33 Its relatively high rotational viscosity, short response time, high transmittance, high contrast ratio, long low-temperature storage time, and large absolute flicker value result in liquid crystal display devices containing it having good contrast ratio, wide operating temperature range, good transmittance, less flicker, and better screen display effect.

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Abstract

The present application provides a liquid crystal composition and a liquid crystal display device thereof. The liquid crystal composition of the present application comprises at least one compound of general formula P, at least one compound of general formula B and at least one compound of general formula C. The liquid crystal composition of the present application has good optical anisotropy, comparable clearing point, good absolute value of dielectric anisotropy, high K value (K 11 , K 33 ), comparable rotational viscosity, short response time, high transmittance, high contrast, long low-temperature storage time and large absolute value of Flicker, so that the liquid crystal display device comprising the same has good contrast, wide temperature range of use, good transmittance and less flicker and good screen display effect.
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Description

Technical Field

[0001] This invention relates to the field of liquid crystals, and more particularly to liquid crystal compositions and liquid crystal display devices comprising said liquid crystal compositions. Background Technology

[0002] Liquid crystal displays (LCDs) have experienced rapid development due to their small size, light weight, low power consumption, and excellent display quality, and are widely used, especially in portable electronic information products. Based on the display mode, LCDs can be classified 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), among others.

[0003] Liquid crystal display elements contain a liquid crystal composition with a nematic phase, and this composition possesses suitable properties. By improving the properties of the liquid crystal composition, AM elements with excellent characteristics can be obtained. The relationship between the properties of the liquid crystal composition and the AM element is summarized in Table A below. The properties of the liquid crystal composition are further explained based on commercially available AM ​​elements. The temperature range of the nematic phase is related to the operating temperature range of the element. The viscosity of the liquid crystal composition is related to the response time of the element. For the element to display dynamic images, a short response time is preferred.

[0004] Table A: Characteristics of the liquid crystal composition and characteristics of AM elements

[0005] 1 Nematic phases have a wide temperature range Wide range of temperature applications 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 retention and high contrast 6 Stable to ultraviolet light and heat Long lifespan 7 Large elastic constant High contrast, short response time, and fast response speed

[0006] In the application of liquid crystal display devices, contrast ratio is crucial to visual effects. Generally speaking, the higher the contrast ratio, the clearer and more striking the image, and the more vivid and vibrant the colors; conversely, if the contrast ratio is low, the entire image appears hazy and dull. High contrast ratio greatly improves image clarity, detail, and grayscale performance. High-contrast products have advantages in terms of black-and-white contrast, clarity, and image integrity. Contrast ratio also significantly affects the display effect of dynamic video. Because the transitions between light and dark in dynamic images are relatively rapid, the higher the contrast ratio, the easier it is for the human eye to distinguish these transitions.

[0007] To improve the response speed of liquid crystal display devices, it is necessary to minimize the rotational viscosity of the liquid crystal material. However, low-viscosity liquid crystal materials generally have lower clearing points and optical anisotropy. Therefore, when formulating liquid crystal compositions, other performance requirements must be considered while reducing viscosity.

[0008] According to the transmittance formula of IPS mode, T∝|Δε| / ε ⊥ (T represents transmittance, "∝" indicates an inverse proportional relationship, ε) ⊥ (This refers to the dielectric constant perpendicular to the molecular axis). To improve the transmittance of liquid crystals, one can try to reduce the Δε of the liquid crystal medium; however, the adjustment range of the driving voltage for a given product is generally limited. Furthermore, under the influence of the perpendicular component of the edge electric field, liquid crystal molecules tilt towards the Z-axis, causing a change in their optical anisotropy, according to the formula... (Where, χ is the angle between the optical axis of the liquid crystal layer and the optical axis of the polarizer, Δn is the optical anisotropy, d is the cell pitch, and λ is the wavelength.) It can be seen that the effective Δn*d will affect T. If the transmittance of positive liquid crystal is to be improved, Δn*d can also be increased, but the delay amount design of each product is fixed.

[0009] On the other hand, based on traditional IPS-LCD light leakage performance testing, it was found that the main causes of light leakage problems in liquid crystal display devices are: light scattering (LC scattering), rubbing uniformity, color filter light leakage (CF / TFT scattering), and polarization ability. Among them, light scattering accounts for 63% of the factors affecting light leakage performance.

[0010] According to the following relationship:

[0011] Where d represents the spacing between the liquid crystal cells, and n e n represents the unusual refractive index. o Let K represent the ordinary refractive index, Δn represent optical anisotropy, and K ave K represents the mean elastic constant.ave =(K 11 +K 22 +K 33 ) / 3.

[0012] To improve light scattering in liquid crystal materials, it is necessary to increase the average elastic constant K. ave To improve light scattering, in increasing K ave In certain situations, light leakage from the liquid crystal material can be reduced.

[0013] Furthermore, the relationship between contrast ratio (CR) and luminance (L) is as follows:

[0014] CR=L 255 / L0×100%,

[0015] Among them, L 255 L1 represents the luminance in the on-state, and L0 represents the luminance in the off-state. It can be seen that the change in L0 significantly affects CR. In the off-state, L0 is independent of the dielectric properties of the liquid crystal molecules, but is related to the LC scattering of the liquid crystal material itself; the smaller the LCScattering, the smaller L0, and thus the CR will significantly increase.

[0016] In view of the above, common methods to improve contrast and transmittance can be considered from the following two aspects: (1) Keep the dielectric anisotropy Δε of the liquid crystal composition constant, and improve ε ⊥ It can effectively improve transmittance; (2) improve the average elastic constant K of the liquid crystal composition. ave The value of ε results in better orderliness of liquid crystal molecules and less light leakage, thereby increasing transmittance. However, the liquid crystal compositions provided by the prior art... ⊥ The ratio of / Δε is small, K ave The low transmittance results in insufficient transmittance, slow response, and poor low-temperature storage performance. Therefore, how to provide a liquid crystal composition that can solve the above problems remains a technical problem that urgently needs to be solved in this field. Summary of the Invention

[0017] Objective of the Invention: To address the shortcomings of existing technologies, the objective of this invention is to provide a method with good optical anisotropy, a relatively high clearing point, good absolute dielectric anisotropy, and a high K value (K0). 11 K 33 Liquid crystal compositions with comparable rotational viscosity, shorter response time, higher transmittance, higher contrast, longer low-temperature storage time, and larger absolute flicker value.

[0018] Furthermore, an object of the present invention is to provide a liquid crystal display device comprising the above-described liquid crystal composition.

[0019] Technical Solution: To achieve the above-mentioned objectives, the present invention provides a liquid crystal composition comprising...

[0020] At least one compound of the general formula P:

[0021]

[0022] At least one compound of general formula B:

[0023] as well as

[0024] At least one compound of general formula C:

[0025]

[0026] in,

[0027] R p1 R p2 R c1 R c2 and R B1 Each of these terms independently represents a straight-chain alkyl group containing 1-12 (e.g., 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12) carbon atoms, or a branched alkyl group containing 3-12 (e.g., 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12) carbon atoms. or One or more of the straight-chain alkyl groups containing 1-12 carbon atoms or the branched alkyl groups containing 3-12 carbon atoms, or two or more non-adjacent -CH2-, can be independently replaced by -CH=CH-, -C≡C-, -O-, -CO-, -CO-O-, or -O-CO-.

[0028] R B2 This indicates -F, -Cl, -CF3, -OCF3, or in, or One or more non-adjacent -CH2- can be independently replaced by -O-, -S-, -CO-, -CO-O-, or -O-CO-, where X B1 Indicates -O- or -S, n B5 Represents integers from 0 to 5;

[0029] ring and ring Each represents independently or in and One or more -CH2- bonds can be replaced by -O- or -S- bonds, and single bonds in one or at most two rings can be replaced by double bonds, wherein and One or more -H can be independently replaced by -CN, -F or -Cl, and -CH= in one or more rings can be replaced by -N=;

[0030] ring express in One or more -CH2- can be replaced by -O-, and a single bond in one or at most two rings can be replaced by a double bond;

[0031] ring express or in One or more -CH2- bonds can be replaced by -O- bonds, and single bonds in one or at most two rings can be replaced by double bonds, and in which One or more -H can be replaced by -F, -Cl or -CN, and -CH= in one or more rings can be replaced by -N=; wherein at least one ring in the general formula C express or

[0032] X B Indicates -O-, -S-, or -CO-;

[0033] L p1 and L p2 Halogens can be represented independently;

[0034] L B1 and L B2 Each can be independently represented as -H, -F, -Cl, -CF3, or -OCF3;

[0035] Z B1 Z B2 and Z c1 Each can be independently represented as -CO-O-, -O-CO-, -OCH2-, -CH=CH-, -C≡C-, -CH2CH2-, -CF2CF2-, -(CH2)n B4 -、-(CH2)n B4 O-、-(CH2)n B4 S-, -CF2O-, or -OCF2-, where n B4 Integers representing 0-5 (e.g., 1, 2, 3, or 4);

[0036] n B1 and n B2Each can be independently represented as 0, 1, or 2, where when n B1 When 2 is represented, the ring They can be the same or different, and where when n B2 When 2 is represented, the ring They can be the same or different; and

[0037] n c1 Represents 1, 2, or 3, when n c1 When = 2 or 3, the ring They can be the same or different, Z c1 They can be the same or different.

[0038] In some embodiments of the present invention, compounds of general formula P are selected from the group consisting of the following compounds:

[0039]

[0040]

[0041] as well as

[0042]

[0043] In some embodiments of the present invention, in order to obtain better optical anisotropy, a considerable clearing point, a better absolute value of dielectric anisotropy, and a higher K value (K0), 11 K 33 Compounds of general formula P contain at least one (e.g., two or three) compounds of general formula P-1, and have comparable rotational viscosity, shorter response time, higher transmittance, higher contrast, longer low-temperature storage time, and larger absolute flicker value.

[0044] In some embodiments of the present invention, the compound of general formula P contains at least one R. p1 This refers to compounds of the general formula P-1 containing a straight-chain alkenyl group with 2-12 carbon atoms.

[0045] In some embodiments of the present invention, the compound of general formula P contains at least one R. p1 Compounds of general formula P-1 containing a straight-chain alkenyl group with 2-12 carbon atoms, and at least one R p1 This refers to compounds of the general formula P-1 containing straight-chain alkyl groups with 1 to 12 carbon atoms.

[0046] In this invention, it is preferable to adjust the content of the compound of general formula P so that the liquid crystal composition containing it has good optical anisotropy, a considerable clearing point, a good absolute value of dielectric anisotropy, and a high K value (K0). 11 K 33It has comparable rotational viscosity, shorter response time, higher transmittance, higher contrast, longer low-temperature storage time, and a larger absolute flicker value.

[0047] In some embodiments of the invention, the compound of general formula P accounts for 0.1% to 30% by weight of the liquid crystal composition (inclusive of any value or subrange within this range), for example, 0.1%, 1%, 3%, 4%, 6%, 8%, 10%, 12%, 13%, 14%, 15%, 16%, 18%, 20%, 21.5%, 22%, 24%, 26%, 28%, 30%, or a range between any two of these values.

[0048] In some embodiments of the present invention, the compounds of general formula B are selected from the group consisting of the following compounds:

[0049]

[0050]

[0051] as well as

[0052]

[0053] Among them, X B2 It represents -O-, -S-, or -CH2-.

[0054] In some embodiments of the present invention, in order to obtain better optical anisotropy, a considerable clearing point, a better absolute value of dielectric anisotropy, and a higher K value (K0), 11 K 33 Compounds of formula B include at least one (e.g., two or three) compounds of formula B-5 and / or compounds of formula B-11, and possess comparable rotational viscosity, shorter response time, higher transmittance, higher contrast, longer low-temperature storage time, and larger absolute flicker value.

[0055] In this invention, it is preferable to adjust the content of the compound of general formula B so that the liquid crystal composition containing it has good optical anisotropy, a considerable clearing point, a good absolute value of dielectric anisotropy, and a high K value (K). 11 K 33 It has comparable rotational viscosity, shorter response time, higher transmittance, higher contrast, longer low-temperature storage time, and a larger absolute flicker value.

[0056] In some embodiments of the invention, the compound of general formula B accounts for 0.1% to 30% by weight of the liquid crystal composition (inclusive of any value or subrange within this range), for example, 0.1%, 1%, 4%, 6%, 8%, 9%, 10%, 12%, 14%, 16%, 18%, 20%, 22%, 24%, 26%, 28%, 30%, or a range between any two of these values.

[0057] In some embodiments of the present invention, the compounds of general formula C are selected from the group consisting of the following compounds:

[0058]

[0059]

[0060] as well as

[0061]

[0062] In some embodiments of the present invention, in order to obtain better optical anisotropy, a considerable clearing point, a better absolute value of dielectric anisotropy, and a higher K value (K0), 11 K 33 Compounds of general formula C are selected from the group consisting of compounds of general formula C-1, general formula C-4, general formula C-8, and general formula C-11.

[0063] In some embodiments of the present invention, the compound of general formula C comprises at least one compound selected from the group consisting of compounds of general formula C-1 and compounds of general formula C-4, and at least one compound selected from the group consisting of compounds of general formula C-8 and compounds of general formula C-11.

[0064] In this invention, it is preferable to adjust the content of the compound of general formula C so that the liquid crystal composition containing it has good optical anisotropy, a considerable clearing point, a good absolute value of dielectric anisotropy, and a high K value (Kc). 11 K 33 It has comparable rotational viscosity, shorter response time, higher transmittance, higher contrast, longer low-temperature storage time, and a larger absolute flicker value.

[0065] In some embodiments of the invention, the compound of general formula C accounts for 0.1% to 40% by weight of the liquid crystal composition (inclusive of any value or subrange within this range), for example, 0.1%, 1%, 4%, 6%, 7%, 8%, 9%, 9.5%, 10%, 12%, 14%, 16%, 17%, 18%, 20%, 22%, 24%, 26%, 28%, 29%, 30%, 32%, 34%, 36%, 38%, 40%, or a range between any two of these values.

[0066] In some embodiments of the present invention, the liquid crystal composition of the present invention further comprises at least one compound of general formula N:

[0067]

[0068] in,

[0069] R N1 and R N2 Each of these terms independently represents a straight-chain alkyl group containing 1-12 (e.g., 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12) carbon atoms, or a branched alkyl group containing 3-12 (e.g., 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12) carbon atoms. or One or more of the straight-chain alkyl groups containing 1-12 carbon atoms or the branched alkyl groups containing 3-12 carbon atoms, or two or more non-adjacent -CH2-, can be independently replaced by -CH=CH-, -C≡C-, -O-, -CO-, -CO-O-, or -O-CO-.

[0070] ring and ring Each represents independently or in One or more of the -CH2- can be replaced by -O-, where One or more -H can be replaced by -F, -Cl or -CN, and -CH= in one or more rings can be replaced by -N=;

[0071] L N1 and L N2 Each can independently represent -H, an alkyl group containing 1-3 (e.g., 1, 2, or 3) carbon atoms, or a halogen.

[0072] Z N1 and Z N2Each can independently represent a single bond, -CO-O-, -O-CO-, -CH2O-, -OCH2-, -CH=CH-, -C≡C-, -CH2CH2-, -CF2CF2-, -(CH2)4-, -CF2O-, or -OCF2-;

[0073] n N1 n represents 0, 1, 2, or 3. N2 Represents 0 or 1, and 0 ≤ n N1 +n N2 ≤3, when n N1 When = 2 or 3, the ring They can be the same or different, Z N1 They can be the same or different; and

[0074] When n N1 Indicates 1, and ring express When, n N2 =0.

[0075] In some embodiments of the present invention, preferably, R N1 and R N2 Each of these terms independently represents a straight-chain alkyl group containing 1-10 carbon atoms, a branched alkyl group containing 3-10 carbon atoms, a straight-chain alkoxy group containing 1-9 carbon atoms, a branched alkoxy group containing 3-9 carbon atoms, a straight-chain alkenyl group containing 2-10 carbon atoms, or a branched alkenyl group containing 2-10 carbon atoms; more preferably, R N1 and R N2 Each can be independently represented as a straight-chain alkyl group containing 1-8 carbon atoms, a straight-chain alkoxy group containing 1-7 carbon atoms, or a straight-chain alkenyl group containing 2-8 carbon atoms.

[0076] In some embodiments of the present invention, the compounds of general formula N are selected from the group consisting of the following compounds:

[0077]

[0078]

[0079]

[0080] as well as

[0081]

[0082] In some embodiments of the present invention, in order to obtain better optical anisotropy, a considerable clearing point, a better absolute value of dielectric anisotropy, and a higher K value (K0), 11 K 33The compounds of general formula N are selected from the group consisting of compounds of general formula N-2, general formula N-7, general formula N-14, general formula N-18, general formula N-19, general formula N-22, and general formula N-27.

[0083] In some embodiments of the present invention, the liquid crystal composition of the present invention comprises at least one R N1 This refers to compounds with a straight-chain alkenyl group containing 2-8 carbon atoms and the general formula N.

[0084] In some embodiments of the present invention, it is preferable to adjust the content of the compound of general formula N so that the liquid crystal composition containing it has good optical anisotropy, a considerable clearing point, a good absolute value of dielectric anisotropy, and a high K value (K0). 11 K 33 It has comparable rotational viscosity, shorter response time, higher transmittance, higher contrast, longer low-temperature storage time, and a larger absolute flicker value.

[0085] In some embodiments of the invention, the compound of general formula N accounts for 0.1% to 40% by weight of the liquid crystal composition (inclusive of any value or subrange within this range), for example, 0.1%, 1%, 4%, 6%, 8%, 10%, 12%, 14%, 16%, 18%, 20%, 22%, 24%, 24.5%, 26%, 28%, 30%, 32%, 32.5%, 34%, 36%, 38%, 40%, or a range between any two of these values.

[0086] In some embodiments of the present invention, the liquid crystal composition further comprises at least one compound of general formula M:

[0087]

[0088] in,

[0089] R M1 and R M2 Each of these terms independently represents a straight-chain alkyl group containing 1-12 (e.g., 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12) carbon atoms, or a branched alkyl group containing 3-12 (e.g., 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12) carbon atoms. or One or more of the straight-chain alkyl groups containing 1-12 carbon atoms or the branched alkyl groups containing 3-12 carbon atoms, or two or more non-adjacent -CH2-, can be independently replaced by -CH=CH-, -C≡C-, -O-, -CO-, -CO-O-, or -O-CO-.

[0090] ring ring and ring Each represents independently or in One or more -CH2- bonds can be replaced by -O- bonds, and single bonds in one or at most two rings can be replaced by double bonds. At most one -H in the halogen can be replaced by a halogen;

[0091] Z M1 and Z M2 Each can independently represent a single bond, -CO-O-, -O-CO-, -CH2O-, -OCH2-, -C≡C-, -CH=CH-, -CH2CH2-, or -(CH2)4-; and

[0092] n M Represents 0, 1, or 2, where when n M When = 2, ring They can be the same or different, Z M2 They can be the same or different.

[0093] In some embodiments of the present invention, preferably, R M1 and R M2 Each of these terms independently represents a straight-chain alkyl group containing 1-10 carbon atoms, a branched alkyl group containing 3-10 carbon atoms, a straight-chain alkoxy group containing 1-9 carbon atoms, a branched alkoxy group containing 3-9 carbon atoms, a straight-chain alkenyl group containing 2-10 carbon atoms, or a branched alkenyl group containing 4-10 carbon atoms; more preferably, R M1 and R M2 Each can be independently represented as a straight-chain alkyl group containing 1-8 carbon atoms, a straight-chain alkoxy group containing 1-7 carbon atoms, or a straight-chain alkenyl group containing 2-8 carbon atoms.

[0094] In some embodiments of the present invention, R M1 and R M2 Preferably, each represents a straight-chain alkenyl group containing 2-8 carbon atoms independently; R M1 and R M2 Further, each of the linear alkenyl groups containing 2-5 carbon atoms is preferred.

[0095] In some embodiments of the present invention, preferably, RM1 and R M2 One of them is a straight-chain alkenyl group containing 2-5 carbon atoms, while the other is a straight-chain alkyl group containing 1-5 carbon atoms.

[0096] In some embodiments of the present invention, preferably, R M1 and R M2 Each independently represents a straight-chain alkoxy group containing 1-8 carbon atoms; more preferably, R M1 and R M2 Each can be used independently to represent a straight-chain alkoxy group containing 1-5 carbon atoms.

[0097] In some embodiments of the present invention, preferably, R M1 and R M2 One of them is a straight-chain alkoxy group containing 1-5 carbon atoms, and the other is a straight-chain alkyl group containing 1-5 carbon atoms.

[0098] In some embodiments of the present invention, when reliability is a priority, R is preferred. M1 and R M2 All are alkyl groups; when reducing the volatility of the compound is of priority, R is preferred. M1 and R M2 All are alkoxy groups; when viscosity reduction is a priority, R is preferred. M1 and R M2 At least one of them is an alkenyl group.

[0099] In some embodiments of the present invention, the compounds of general formula M are selected from the group consisting of the following compounds:

[0100]

[0101]

[0102] as well as

[0103]

[0104] In some embodiments of the present invention, in order to obtain better optical anisotropy, a considerable clearing point, a better absolute value of dielectric anisotropy, and a higher K value (K0), 11 K 33The compounds of general formula M are selected from the group consisting of compounds of general formula M-1, general formula M-2, general formula M-4, general formula M-11, general formula M-13, general formula M-14, general formula M-16, general formula M-19, general formula M-22 and general formula M-25.

[0105] In some embodiments of the present invention, compounds of general formula M contain at least one (e.g., two, three) R. M2 This refers to compounds of general formula M-1 containing a straight-chain alkenyl group with 2-5 carbon atoms. Preferably, compounds of general formula M contain at least two R groups. M2 This refers to compounds of the general formula M-1 containing a straight-chain alkenyl group with 2-5 carbon atoms.

[0106] In some embodiments of the present invention, it is preferable to adjust the content of the compound of general formula M so that the liquid crystal composition containing it has good optical anisotropy, a considerable clearing point, a good absolute value of dielectric anisotropy, and a high K value (K0). 11 K 33 It has comparable rotational viscosity, shorter response time, higher transmittance, higher contrast, longer low-temperature storage time, and a larger absolute flicker value.

[0107] In some embodiments of the invention, the compound of general formula M accounts for 0.1% to 70% by weight of the liquid crystal composition (inclusive of any value or subrange within this range), for example, 0.1%, 1%, 4%, 6%, 8%, 10%, 12%, 14%, 16%, 18%, 20%, 22%, 24%, 26%, 28%, 30%, 32%, 34%, 36%, 38%, 39.5%, 40%, 41%, 42%, 42.5%, 43.5%, 44%, 45%, 46%, 47%, 48%, 50%, 51.5%, 52%, 54%, 56%, 58%, 60%, 62%, 64%, 66%, 68%, 70%, or a range between any two of these values.

[0108] As used in this article, -CO- and -C(O)- both represent carbonyl groups.

[0109] As used herein, the term "containing 1-r carbon atoms" (where r is an integer greater than 1) can mean containing any integer between 1 and r (inclusive), such as containing 2 carbon atoms, (r-1) carbon atoms, or r carbon atoms. For example, "containing 1-12 carbon atoms" can mean containing 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12 carbon atoms.

[0110] As used herein, the term "integer between y1 and y2" can be any integer within that range (including the endpoints y1 and y2). For example, "integer between 0 and 12" can be, for example, 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12.

[0111] In some embodiments of the present invention, the liquid crystal composition further comprises at least one additive.

[0112] In addition to the compounds mentioned above, the liquid crystal compositions of the present invention may also contain conventional nematic liquid crystals, smectic liquid crystals, cholesteric liquid crystals, dopants, antioxidants, ultraviolet absorbers, infrared absorbers, polymerizable monomers, or light stabilizers.

[0113] The following shows possible dopants that are preferably added to the liquid crystal composition according to the invention:

[0114]

[0115] as well as

[0116]

[0117] In some embodiments of the present invention, the dopant accounts for 0%-5% of the weight percentage of the liquid crystal composition; preferably, the dopant accounts for 0.01%-1% of the weight percentage of the liquid crystal composition.

[0118] Furthermore, the antioxidants, light stabilizers, ultraviolet absorbers, and other additives used in the liquid crystal composition of the present invention are preferably the following substances:

[0119]

[0120]

[0121]

[0122] Where n represents a positive integer from 1 to 12.

[0123] Preferably, the antioxidant is selected from the compounds listed below:

[0124]

[0125] In some embodiments of the present invention, the additive accounts for 0%-5% of the total weight percentage of the liquid crystal composition; preferably, the additive accounts for 0.01%-1% of the total weight percentage of the liquid crystal composition.

[0126] Even in the absence of a polymerization initiator, the liquid crystal composition containing the polymerizable compound of the present invention can undergo polymerization; however, a polymerization initiator may also be included to promote polymerization. Examples of polymerization initiators include benzoin ethers, benzophenones, acetophenones, benzoin ketals, and phosphine oxides.

[0127] In another aspect, the present invention also provides a liquid crystal display device comprising the above-described liquid crystal composition.

[0128] In some embodiments of the present invention, the liquid crystal compositions of the present invention are particularly suitable for VA, OCB, IPS, FFS and TN type liquid crystal display devices.

[0129] Beneficial effects: Compared with the prior art, the liquid crystal composition of the present invention has better optical anisotropy, a considerable clearing point, better absolute value of dielectric anisotropy, and a higher K value (K0). 11 K 33 Its relatively high rotational viscosity, short response time, high transmittance, high contrast ratio, long low-temperature storage time, and large absolute flicker value result in liquid crystal display devices containing it having good contrast ratio, wide operating temperature range, good transmittance, less flicker, and better screen display effect. Detailed Implementation

[0130] The present invention will be described below with reference to specific embodiments. It should be noted that the following embodiments are examples of the present invention and are used only to illustrate the invention, not to limit it. Other combinations and various modifications within the scope of the present invention can be made without departing from its spirit or scope.

[0131] In this invention, unless otherwise specified, all proportions are weight ratios and all temperatures are in degrees Celsius.

[0132] For ease of explanation, the group structures of each compound in the following embodiments are represented by the codes listed in Table 1:

[0133] Table 1. Group structure codes of compounds

[0134]

[0135]

[0136] Take the following compound with the following structural formula as an example:

[0137]

[0138] If the structural formula is represented by the codes listed in Table 1, it can be expressed as: nCCPF, where n in the code represents the number of C atoms in the alkyl group at the left end. For example, if n is "3", it means that the alkyl group is -C3H7. In the code, C represents 1,4-cyclohexylene, P represents 1,4-phenyleneene, and F represents fluorine substituent.

[0139] The abbreviated codes for the test items in the following examples are as follows:

[0140]

[0141] in,

[0142] Cp: ​​Obtained by testing with a melting point apparatus.

[0143] Δn: Measured using an Abbe refractometer under a sodium lamp (589nm) light source at 20℃.

[0144] ε ⊥ Test conditions: 20℃, 1KHz, VA type test box with a thickness of 6μm.

[0145] γ1: Measured using the LCM-2 type liquid crystal property evaluation system; test conditions: 20℃, 160-260V, test cell thickness 20μm.

[0146] K 11 and K 33 The CV curve of the liquid crystal was obtained by testing and calculating using an LCR meter and a VA test cell; test conditions: cell thickness 6μm, V = 0.1~20V, 20℃.

[0147] Tr: The VT curve of the dimming device was tested using a DMS 505 optoelectronic comprehensive tester. The maximum transmittance on the VT curve was taken as the transmittance of the liquid crystal. The test cell was a negative IPS type with a cell thickness of 3.5μm.

[0148] RT: Measured using a DMS505 optoelectronic integrated tester. Test conditions: 20℃, V100 drive, negative IPS test box, box thickness 3.5μm.

[0149] Flicker: Detected using a DMS505 tester under the following conditions: 20℃, 40Hz, L127 voltage drive, and a negative FFS test box with a thickness of 3.5μm.

[0150] t -40℃The time when crystal precipitation was observed was recorded when the nematic liquid crystal medium was placed in a 7μm antiparallel cell and stored at -40℃.

[0151] All components used in the following examples can be synthesized using known methods or obtained commercially. These synthesis techniques are conventional, and the resulting liquid crystal compounds have been tested and found to meet electronic compound standards.

[0152] Liquid crystal compositions were prepared according to the proportions specified in the following examples. The liquid crystal compositions were prepared using conventional methods in the art, such as mixing in proportions by heating, ultrasound, or suspension.

[0153] Comparative Example 1

[0154] The liquid crystal composition of Comparative Example 1 was prepared according to the compounds listed in Table 2 and their weight percentages, and was filled between the two substrates of the liquid crystal display for performance testing.

[0155] Table 2. Formulation and performance parameter test results of liquid crystal compositions

[0156]

[0157] Example 1

[0158] The liquid crystal composition of Example 1 was prepared according to the compounds listed in Table 3 and their weight percentages, and was filled between the two substrates of the liquid crystal display for performance testing.

[0159] Table 3. Formulation and performance parameter test results of liquid crystal compositions

[0160]

[0161]

[0162] As can be seen from the comparison between Example 1 and Comparative Example 1, the liquid crystal composition of the present invention, by using compounds of general formula B, general formula P, and general formula C in combination, gives the liquid crystal composition of the present invention better optical anisotropy, a considerable clearing point, better absolute value of dielectric anisotropy, and a higher K value (K0). 11 K 33 It has comparable rotational viscosity, shorter response time, higher transmittance, higher contrast, longer low-temperature storage time, and a larger absolute flicker value.

[0163] Example 2

[0164] The liquid crystal composition of Example 2 was prepared according to the compounds and their weight percentages listed in Table 4, and was filled between the two substrates of the liquid crystal display for performance testing.

[0165] Table 4. Formulation and performance parameter test results of liquid crystal compositions

[0166]

[0167]

[0168] Example 3

[0169] The liquid crystal composition of Example 3 was prepared according to the compounds and their weight percentages listed in Table 5, and was filled between the two substrates of the liquid crystal display for performance testing.

[0170] Table 5. Formulation and performance parameter test results of liquid crystal compositions

[0171]

[0172] Example 4

[0173] The liquid crystal composition of Example 4 was prepared according to the compounds and their weight percentages listed in Table 6, and was filled between the two substrates of the liquid crystal display for performance testing.

[0174] Table 6. Formulation and performance parameter test results of liquid crystal compositions

[0175]

[0176]

[0177] Example 5

[0178] The liquid crystal composition of Example 5 was prepared according to the compounds listed in Table 7 and their weight percentages, and was filled between the two substrates of the liquid crystal display for performance testing.

[0179] Table 7. Formulation and performance parameter test results of liquid crystal compositions

[0180]

[0181] Example 6

[0182] The liquid crystal composition of Example 6 was prepared according to the compounds and their weight percentages listed in Table 8, and was filled between the two substrates of the liquid crystal display for performance testing.

[0183] Table 8. Formulation and performance parameter test results of liquid crystal compositions

[0184]

[0185] Example 7

[0186] The liquid crystal composition of Example 7 was prepared according to the compounds listed in Table 9 and their weight percentages, and was filled between the two substrates of the liquid crystal display for performance testing.

[0187] Table 9. Formulation and performance parameter test results of liquid crystal compositions

[0188]

[0189]

[0190] Example 8

[0191] The liquid crystal composition of Example 8 was prepared according to the compounds listed in Table 10 and their weight percentages, and was filled between the two substrates of the liquid crystal display for performance testing.

[0192] Table 10. Formulation and performance parameter test results of liquid crystal compositions

[0193]

[0194] Example 9

[0195] The liquid crystal composition of Example 9 was prepared according to the compounds listed in Table 11 and their weight percentages, and was filled between the two substrates of the liquid crystal display for performance testing.

[0196] Table 11 Formulation and Performance Parameter Test Results of Liquid Crystal Compositions

[0197]

[0198]

[0199] Example 10

[0200] The liquid crystal composition of Example 10 was prepared according to the compounds listed in Table 12 and their weight percentages, and was filled between the two substrates of the liquid crystal display for performance testing.

[0201] Table 12. Formulation and performance parameter test results of liquid crystal compositions

[0202]

[0203] In summary, the liquid crystal composition of the present invention has good optical anisotropy, a considerable clearing point, good absolute value of dielectric anisotropy, and a high K value (K0). 11 K 33Its relatively high rotational viscosity, short response time, high transmittance, high contrast ratio, long low-temperature storage time, and large absolute flicker value result in liquid crystal display devices containing it having good contrast ratio, wide operating temperature range, good transmittance, less flicker, and better screen display effect.

[0204] The above embodiments are only for illustrating the technical concept and features of the present invention, and are intended to enable those skilled in the art to understand the content of the present invention and implement it. They should not be used to limit the scope of protection of the present invention. All equivalent changes or modifications made in accordance with the spirit and essence of the present invention should be covered within the scope of protection of the present invention.

Claims

1. A liquid crystal composition, characterized in that, The liquid crystal composition includes At least one compound of the general formula P: At least one compound of general formula B, said compound of general formula B being selected from the group consisting of: At least one compound of general formula C: in, R p1 R p2 R c1 R c2 and R B1 Each can be independently represented as a straight-chain alkyl group containing 1-12 carbon atoms, or a branched alkyl group containing 3-12 carbon atoms. , or In this context, one or more of the straight-chain alkyl group containing 1-12 carbon atoms or the branched alkyl group containing 3-12 carbon atoms, or two or more of the -CH2- groups, can be independently replaced by -CH=CH-, -C≡C-, -O-, -CO-, -CO-O-, or -O-CO-. n B5 Represents integers from 0 to 5; ring express ,in One or more -CH2- can be replaced by -O-, and a single bond in one or at most two rings can be replaced by a double bond; ring express or ,in One or more -CH2- bonds can be replaced by -O- bonds, and single bonds in one or at most two rings can be replaced by double bonds, and in which One or more -H can be replaced by -F, -Cl or -CN, and -CH= in one or more rings can be replaced by -N=; wherein at least one ring in the general formula C express , or ; X B Indicates -O- or -S-; L p1 and L p2 Each halogen can be represented independently; Z c1 Indicates -CO-O-, -O-CO-, -OCH2-, -CH=CH-, -C≡C-, -(CH2)n B4 -、-(CH2)n B4 O-, -CF2CF2-, -CF2O- or -OCF2-; n B4 Represents integers from 0 to 5; and n c1 Represents 1, 2, or 3, when n c1 When =2 or 3, the ring They can be the same or different, Z c1 They can be the same or different.

2. The liquid crystal composition according to claim 1, characterized in that, The compounds of general formula P are selected from the group consisting of the following compounds: The compounds of general formula C are selected from the group consisting of the following compounds: C-14。 3. The liquid crystal composition according to claim 1, characterized in that, The compound of general formula P accounts for 0.1%-30% of the weight percentage of the liquid crystal composition, the compound of general formula B accounts for 0.1%-30% of the weight percentage of the liquid crystal composition, and the compound of general formula C accounts for 0.1%-40% of the weight percentage of the liquid crystal composition.

4. The liquid crystal composition according to claim 1, characterized in that, The liquid crystal composition further comprises at least one compound of the general formula N: in, R N1 and R N2 Each can be independently represented as a straight-chain alkyl group containing 1-12 carbon atoms, or a branched alkyl group containing 3-12 carbon atoms. , or In this context, one or more of the straight-chain alkyl group containing 1-12 carbon atoms or the branched alkyl group containing 3-12 carbon atoms, or two or more of the -CH2- groups, can be independently replaced by -CH=CH-, -C≡C-, -O-, -CO-, -CO-O-, or -O-CO-. ring and ring Each represents independently or ,in One or more of the -CH2- can be replaced by -O-, where One or more -H can be replaced by -F, -Cl or -CN, and one or more -CH= in a ring can be replaced by -N=; L N1 and L N2 Each can independently represent -H, an alkyl group containing 1-3 carbon atoms, or a halogen; Z N1 and Z N2 Each can independently represent a single bond, -CO-O-, -O-CO-, -CH2O-, -OCH2-, -CH=CH-, -C≡C-, -CH2CH2-, -CF2CF2-, -(CH2)4-, -CF2O-, or -OCF2-; n N1 n represents 0, 1, 2, or 3. N2 Represents 0 or 1, and 0 ≤ n N1 +n N2 ≤3, when n N1 When =2 or 3, the ring They can be the same or different, Z N1 They can be the same or different; and When n N1 Indicates 1, and ring express When, n N2 =0.

5. The liquid crystal composition according to claim 4, characterized in that, The compounds of general formula N are selected from the group consisting of the following compounds: N-32。 6. The liquid crystal composition according to claim 4, characterized in that, The liquid crystal composition further comprises at least one compound of general formula M: in, R M1 and R M2 Each can be independently represented as a straight-chain alkyl group containing 1-12 carbon atoms, or a branched alkyl group containing 3-12 carbon atoms. , or In this context, one or more of the straight-chain alkyl group containing 1-12 carbon atoms or the branched alkyl group containing 3-12 carbon atoms, or two or more of the -CH2- groups, can be independently replaced by -CH=CH-, -C≡C-, -O-, -CO-, -CO-O-, or -O-CO-. ring ,ring and ring Each represents independently or ,in One or more -CH2- bonds can be replaced by -O- bonds, and single bonds in one or at most two rings can be replaced by double bonds. At most one -H in the halogen can be replaced by a halogen; Z M1 and Z M2 Each can independently represent a single bond, -CO-O-, -O-CO-, -CH2O-, -OCH2-, -C≡C-, -CH=CH-, -CH2CH2-, or -(CH2)4-; and n M Represents 0, 1, or 2, where when n M When =2, the ring They can be the same or different, Z M2 They can be the same or different.

7. The liquid crystal composition according to claim 6, characterized in that, The compounds of general formula M are selected from the group consisting of the following compounds: M-29。 8. The liquid crystal composition according to claim 2, characterized in that, The compound of general formula P includes at least one compound of general formula P-1; the compound of general formula B includes at least one compound of general formula B-5 and / or a compound of general formula B-11; The compounds of general formula C are selected from the group consisting of compounds of general formula C-1, general formula C-4, general formula C-8, and general formula C-11.

9. The liquid crystal composition according to claim 6, characterized in that, The compound of general formula N accounts for 0.1%-40% of the weight percentage of the liquid crystal composition; and the compound of general formula M accounts for 0.1%-70% of the weight percentage of the liquid crystal composition.

10. A liquid crystal display device comprising the liquid crystal composition according to any one of claims 1-9.

Citation Information

Patent Citations

  • Liquid crystal composition and liquid crystal display element

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