Liquid crystal composition and liquid crystal display device comprising same

Abstract

The invention provides a liquid crystal composition and a liquid crystal display device comprising the same. The liquid crystal composition comprises at least one compound shown as a general formula I and at least one compound shown as a general formula II. The liquid crystal composition provided by the invention has equivalent or even higher clearing point, equivalent dielectric anisotropy, higher K11 and K33 values, equivalent rotary viscosity, better contrast ratio, smaller Flicker value and better low-temperature storage stability. # imgabs0 #

Description

Technical Field

[0001] The present invention relates to a liquid crystal composition and a liquid crystal display device comprising the liquid crystal composition. Background Art

[0002] Liquid Crystal Displays (LCDs) have developed rapidly due to their small size, light weight, low power consumption and excellent display quality, and are particularly widely used in portable electronic information products. With the increase in the size of liquid crystal screens for portable computers, office applications, and video applications, liquid crystal displays can be used for large-screen displays and ultimately replace cathode ray tube displays.

[0003] Compared with traditional display devices and display materials, liquid crystal display materials have obvious advantages: low driving voltage, tiny power consumption, high reliability, large display information capacity, color display, no flicker, harmless to the human body, automated production process, low cost, and can be made into various specifications and types of liquid crystal displays, which are convenient to carry, etc. Due to these advantages, liquid crystal display technology has had a profound impact on the field of display and imaging, and has promoted the development of microelectronics technology and optoelectronic information technology. Liquid crystal materials have been widely used in many display occasions due to their good optical properties and photoelectric effects.

[0004] Thin Film Transistor - Liquid Crystal Display (TFT - LCD) plays a crucial role in the display industry. With the wide application of TFT - LCD, the requirements for its performance are constantly increasing. It is not only required that the physical parameters of liquid crystal materials (such as dielectric anisotropy, optical anisotropy, and elastic constants, etc.) match the device requirements, but also that the liquid crystal materials have high stability, including high - temperature stability, chemical stability, etc. Currently, the storage temperature range of general liquid crystal materials is - 40°C to 100°C. For displays with special application requirements (such as in - vehicle), the current requirement is that the operating temperature range can reach - 40°C to 90°C, and the storage temperature range is expanded to - 50°C to 110°C. At the same time, high - definition display image quality requires faster response speed (the lower the rotational viscosity γ1, the better, as the smaller the rotational viscosity, the faster the response speed) and less flicker. During the use of liquid crystal panels, due to the polarity switching of the common electrode signal (Vcom), a horizontal stripe flicker phenomenon occurs, which is generally called the Flicker phenomenon in the industry. Among them, the numerical value of the Flicker flicker value also directly reflects the quality reliability of the liquid crystal panel. Usually, the larger the numerical value of the Flicker flicker value, the easier it is for the liquid crystal panel to generate image sticking (IS), and vice versa, it reduces / prevents image sticking. When the Flicker phenomenon is severe, it will lead to increased image sticking on the liquid crystal panel, reduce the display quality, and cause physical discomfort to viewers (such as eye fatigue, vision decline, and dizziness, etc.). Therefore, during the production process of TFT - LCD, it is necessary to detect its Flicker flicker value and control its Flicker flicker value within a predetermined range.

[0005] In recent years, the market demand for liquid crystal displays has increasingly focused on high - quality display effects in certain aspects to meet certain specific display requirements, such as ultra - high contrast ratio, realistic saturation, ultra - high definition, ultra - fast response speed, etc. Among them, ultra - high contrast ratio display is one of the most concerned applications. Whether it is high - specification home displays or in commercial fields such as medical displays, industrial quality inspection and flaw detection, biological detection, and outdoor displays, it has increasingly become a performance that consumers focus on. The industry urgently needs to find a type of liquid crystal composition suitable for manufacturing ultra - high contrast ratio displays. Summary of the Invention

[0006] Object of the Invention: In order to overcome the problems existing in the prior art, the object of the present invention is to provide a liquid crystal composition. The liquid crystal composition of the present invention has a comparable or even higher clearing point, comparable dielectric anisotropy, higher K 11 and K 33 value, comparable rotational viscosity, good contrast ratio, small Flicker value, and good low - temperature storage stability.

[0007] Technical solution: The present invention provides a liquid crystal composition comprising at least one (for example, it can be one, two, or three) compound of general formula I and at least one (for example, it can be one, two, or three) compound of general formula II:

[0008]

[0009]

[0010] Wherein,

[0011] R1 represents a straight-chain alkyl group containing 1-12 (for example, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12) carbon atoms, a branched-chain alkyl group containing 3-12 (for example, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12) carbon atoms, One or two or more non-adjacent -CH2- in the straight-chain alkyl group containing 1-12 carbon atoms and the branched-chain alkyl group containing 3-12 carbon atoms can be independently replaced by -CH=CH-, -C≡C-, -O-, -CO-, -CO-O-, or -O-CO- respectively, and one or more -H in the straight-chain alkyl group containing 1-12 carbon atoms and the branched-chain alkyl group containing 3-12 carbon atoms can be independently replaced by -F or -Cl;

[0012] R2 and R3 each independently represent a straight-chain alkyl group containing 1-12 (for example, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12) carbon atoms, a branched-chain alkyl group containing 3-12 (for example, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12) carbon atoms, One or two or more non-adjacent -CH2- in the straight-chain alkyl group containing 1-12 carbon atoms and the branched-chain alkyl group containing 3-12 carbon atoms can be independently replaced by -CH=CH-, -C≡C-, -O-, -CO-, -CO-O-, or -O-CO- respectively;

[0013] X1 represents a halogen, a haloalkyl or haloalkoxy group containing 1-5 (for example, 1, 2, 3, 4, or 5) carbon atoms, a haloalkenyl or haloalkenyloxy group containing 2-5 (for example, 2, 3, 4, or 5) carbon atoms;

[0014] Ring Represents

[0015] Ring And ring Each independently represents Wherein One or more of the -CH2- in it can be replaced by -O-, and one or at most two single bonds in the ring can be replaced by double bonds;

[0016] Ring Represents Wherein One or more of the -CH2- in it can be replaced by -O-, and one or at most two single bonds in the ring can be replaced by double bonds, At most one -H in it can be replaced by a halogen;

[0017] D1 and D2 each independently represent -O- or -CH2-;

[0018] L0, L1, L2 and L3 each independently represent -H, an alkyl group containing 1 - 3 (e.g., 1, 2 or 3) carbon atoms or a halogen;

[0019] Z1 represents -CO-O-, -O-CO-, -CH2O-, -OCH2-, -CH=CH-, -CH2CH2- or -(CH2)4-; and

[0020] n C1 Represents 1 or 2, where when n C1 = 2, the rings Can be the same or different.

[0021] In some embodiments of the present invention, the compounds of general formula I are selected from the group consisting of the following compounds:

[0022]

[0023] In some embodiments of the present invention, the compounds of general formula I account for 0.1% - 25% (including any value or sub-range within this range) of the liquid crystal composition by weight, such as 0.1%, 1%, 2%, 4%, 6%, 8%, 10%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 20%, 22%, 24%, 25%, or the range between any two of these values.

[0024] In some embodiments of the present invention, at least one (e.g., it can be one, two, three) compound selected from the group consisting of the compounds of general formula I-6, the compounds of general formula I-9, the compounds of general formula I-11, the compounds of general formula I-13, and the compounds of general formula I-14 accounts for 0.1% - 20% (including any value or sub-range within this range) of the liquid crystal composition by weight, such as 0.1%, 1%, 2%, 4%, 6%, 8%, 10%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 20%, or the range between any two of these values.

[0025] In some embodiments of the present invention, the compounds of Formula II are selected from the group consisting of the following compounds:

[0026]

[0027] In some embodiments of the present invention, the weight percentage of the compound of Formula II in the liquid crystal composition is 0.1% - 30% (including any value or sub-range within this range), such as 0.1%, 1%, 2%, 4%, 6%, 8%, 10%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 20%, 22%, 24%, 26%, 28%, 30%, or the range between any two of these values.

[0028] In some embodiments of the present invention, the weight percentage of at least one (for example, it can be one, two, or three) compound selected from the group consisting of the compounds of Formula II-1, the compounds of Formula II-5, the compounds of Formula II-13, and the compounds of Formula II-17 in the liquid crystal composition is 0.1% - 25% (including any value or sub-range within this range), such as 0.1%, 1%, 2%, 4%, 6%, 8%, 10%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 20%, 22%, 24%, 25%, or the range between any two of these values.

[0029] In some embodiments of the present invention, the liquid crystal composition of the present invention comprises at least one compound of Formula A-1 and / or Formula A-2:

[0030]

[0031]

[0032] wherein,

[0033] R A1 and R A2 each independently represents -H, a straight-chain alkyl group containing 1 - 12 (for example, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12) carbon atoms, a branched-chain alkyl group containing 3 - 12 (for example, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12) carbon atoms, One or more than two non-adjacent -CH2- in the straight-chain alkyl group having 1 to 12 carbon atoms or the branched-chain alkyl group having 3 to 12 carbon atoms may be independently replaced by -CH=CH-, -C≡C-, -O-, -CO-, -CO-O- or -O-CO- respectively, and one or more -H in the straight-chain alkyl group having 1 to 12 carbon atoms or the branched-chain alkyl group having 3 to 12 carbon atoms may be independently replaced by -F or -Cl;

[0034] ring ring and the ring each independently represents wherein One or more -CH2- in may be replaced by -O-, and one or at most two single bonds in the ring may be replaced by double bonds, wherein One or more -H in may be independently replaced by -F, -Cl or -CN respectively, and one or more -CH= in the ring may be replaced by -N=;

[0035] ring represents wherein One or more -CH2- in may be replaced by -O-, One or at most two single bonds in the ring may be replaced by double bonds, wherein One or more -H in may be independently replaced by -F, -Cl or -CN respectively, and one or more -CH= in the ring may be replaced by -N=;

[0036] Z A11 、Z A21 and Z A22 each independently represents a single bond, -CH2CH2-, -CF2CF2-, -CO-O-, -O-CO-, -O-CO-O-, -CH=CH-, -CF=CF-, -CH2O- or -OCH2-;

[0037] L A11 、L A12 、L A13 、L A21 and L A22 each independently represents -H, an alkyl group having 1 to 3 carbon atoms or a halogen;

[0038] X A1 and X A2 each independently represents a halogen, a haloalkyl group or a haloalkoxy group having 1 to 5 carbon atoms, a haloalkenyl group or a haloalkenyloxy group having 2 to 5 carbon atoms;

[0039] n A11 represents 0, 1, 2 or 3, and when n A11 = 2 or 3, the rings can be the same or different, and Z A11 can be the same or different;

[0040] n A12 represents 1 or 2, wherein when n A12 = 2, the rings can be the same or different; and

[0041] n A2 represents 0, 1, 2 or 3, wherein when n A2 = 2 or 3, the rings can be the same or different, and Z A21 can be the same or different.

[0042] In some embodiments of the present invention, the weight percentage of the compound of general formula A-1 and / or general formula A-2 in the liquid crystal composition is 0.1% - 50% (including any value or sub-range within this range), such as 0.1%, 1%, 2%, 4%, 6%, 8%, 10%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 20%, 22%, 24%, 25%, 26%, 28%, 30%, 32%, 34%, 35%, 36%, 38%, 40%, 42%, 44%, 46%, 48%, 50%, or the range between any two of these values.

[0043] 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% - 30% (including any value or sub-range within this range), such as 0.1%, 1%, 2%, 4%, 6%, 8%, 10%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 20%, 22%, 24%, 25%, 26%, 28%, 30%, or the range between any two of these values.

[0044] In some embodiments of the present invention, the compound of general formula A-1 is selected from the group consisting of the following compounds:

[0045]

[0046]

[0047]

[0048] Wherein,

[0049] R v and R wEach independently represents -CH2- or -O-;

[0050] L A11 , L A12 , L A11 ', L A12 ', L A14 , L A15 and L A16 Each independently represents -H or -F;

[0051] L A13 and L A13 'Each independently represents -H or -CH3;

[0052] X A1 represents -F, -CF3 or -OCF3; and

[0053] v and w each independently represent 0 or 1.

[0054] In some embodiments of the present invention, at least one (for example, one, two, three, four) compound selected from the group consisting of compounds of general formula A-1-1, compounds of general formula A-1-12, compounds of general formula A-1-17, compounds of general formula A-1-21, compounds of general formula A-1-22, and compounds of general formula A-1-23 accounts for 1%-30% (including any value or sub-range between the range) of the liquid crystal composition by weight, for example, 1%, 2%, 4%, 6%, 8%, 10%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 20%, 22%, 24%, 25%, 26%, 28%, 30%, or a range between any two of the values.

[0055] In some embodiments of the present invention, the compound of formula A-1 is selected from the group consisting of the following compounds:

[0056]

[0057]

[0058] In some embodiments of the present invention, at least one (e.g., one, two, three, four) compound selected from the group consisting of compounds of general formula A-1-1-1, compounds of general formula A-1-12-1, compounds of general formula A-1-17-2, compounds of general formula A-1-21-1, compounds of general formula A-1-22-1, compounds of general formula A-1-22-2, and compounds of general formula A-1-23-1 accounts for 1%-28% (including any value or sub-range within this range) by weight of the liquid crystal composition, such as 1%, 2%, 4%, 6%, 8%, 10%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 20%, 22%, 24%, 25%, 26%, 28%, or the range between any two of these values.

[0059] In some embodiments of the present invention, the compound of general formula A-2 accounts for 0.1%-30% (including any value or sub-range within this range) by weight of the liquid crystal composition, such as 0.1%, 1%, 2%, 4%, 6%, 8%, 10%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 20%, 22%, 24%, 25%, 26%, 28%, 30%, or the range between any two of these values.

[0060] In some embodiments of the present invention, the compound of general formula A-2 is selected from the group consisting of the following compounds:

[0061]

[0062]

[0063]

[0064] Wherein,

[0065] L A21 、L A22 、L A23 、L A24 and L A25 each independently represents -H or -F; and

[0066] X A2 represents -F, -CF3, -OCF3 or -CH2CH2CH=CF2.

[0067] In some embodiments of the present invention, at least one (e.g., it can be one, two, or three) compound selected from the group consisting of compounds of general formula A-2-5, compounds of general formula A-2-6, compounds of general formula A-2-8, compounds of general formula A-2-13, compounds of general formula A-2-15, compounds of general formula A-2-17, and compounds of general formula A-2-18 accounts for 1% - 30% (including any value or sub-range within this range) of the weight of the liquid crystal composition, such as 1%, 2%, 4%, 6%, 8%, 10%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 20%, 22%, 24%, 25%, 26%, 28%, 30%, or the range between any two of these values.

[0068] In some embodiments of the present invention, the compounds of general formula A-2 are selected from the group consisting of the following compounds:

[0069]

[0070]

[0071]

[0072] In some embodiments of the present invention, at least one (e.g., it can be one, two, or three) compound selected from the group consisting of compounds of general formula A-2-5-1, compounds of general formula A-2-5-2, compounds of general formula A-2-6-1, compounds of general formula A-2-8-1, compounds of general formula A-2-13-1, compounds of general formula A-2-13-2, compounds of general formula A-2-15-1, compounds of general formula A-2-17-1, compounds of general formula A-2-17-4, compounds of general formula A-2-18-1, and compounds of general formula A-2-26-2 accounts for 1% - 25% (including any value or sub-range within this range) of the weight of the liquid crystal composition, such as 1%, 2%, 4%, 6%, 8%, 10%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 20%, 22%, 24%, 25%, or the range between any two of these values.

[0073] In some embodiments of the present invention, the liquid crystal composition of the present invention further comprises at least one compound of general formula M:

[0074]

[0075] Wherein,

[0076] R M1 and R M2Each independently represents a straight-chain alkyl group having 1 to 12 (e.g., 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12) carbon atoms, a branched-chain alkyl group having 3 to 12 (e.g., 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12) carbon atoms, One or more than two non-adjacent -CH2- in the straight-chain alkyl group having 1 to 12 carbon atoms and the branched-chain alkyl group having 3 to 12 carbon atoms may be independently replaced by -CH=CH-, -C≡C-, -O-, -CO-, -CO-O-, or -O-CO- respectively;

[0077] Ring Ring And ring Each independently represents Wherein One or more -CH2- therein may be replaced by -O-, and one or at most two single bonds in the ring may be replaced by double bonds, At most one -H therein may be substituted by a halogen;

[0078] Z M1 And Z M2 Each independently represents a single bond, -CO-O-, -O-CO-, -CH2O-, -OCH2-, -CH=CH-, -CH2CH2-, or -(CH2)4-;

[0079] n M Represents 0, 1, or 2, where when n M = 2, the rings May be the same or different, and Z M2 May be the same or different; and

[0080] When n M = 1 or 2, Z M1 And Z M2 Each independently represents a single bond.

[0081] In some embodiments of the present invention, the compounds of general formula M are selected from the group consisting of the following compounds:

[0082]

[0083]

[0084]

[0085] Wherein, R M1 And R M2Each independently represents a linear alkyl group having 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 having 3 to 12 (e.g., 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12) carbon atoms, and one or more non-adjacent -CH2- groups in the linear alkyl group having 1 to 12 carbon atoms and the branched alkyl group having 3 to 12 carbon atoms may be independently replaced by -CH=CH-, -C≡C-, -O-, -CO-, -CO-O-, or -O-CO-.

[0086] In some embodiments of the present invention, the compound of general formula M accounts for 0.1% - 80% (including any value or sub-range within this range) of the weight of the liquid crystal composition, such as 0.1%, 1%, 2%, 4%, 6%, 8%, 10%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 20%, 22%, 24%, 25%, 26%, 28%, 30%, 32%, 34%, 35%, 36%, 38%, 40%, 42%, 44%, 45%, 46%, 48%, 50%, 52%, 54%, 55%, 56%, 58%, 60%, 62%, 64%, 65%, 66%, 68%, 70%, 72%, 74%, 75%, 76%, 78%, 80%, or the range between any two of these values.

[0087] In some embodiments of the present invention, R M1 and R M2 are preferably each independently a linear alkyl group having 1 to 8 carbon atoms, a linear alkoxy group having 1 to 8 carbon atoms, or a linear alkenyl group having 2 to 8 carbon atoms; more preferably each independently a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 5 carbon atoms, or a linear alkenyl group having 2 to 5 carbon atoms.

[0088] In some embodiments of the present invention, either R M1 or R M2 is a linear alkenyl group having 2 to 5 carbon atoms, and the other is a linear alkyl group having 1 to 5 carbon atoms.

[0089] At least one (e.g., two, three, four, five, six) compound selected from the group consisting of compounds of general formula M-1, compounds of general formula M-5, compounds of general formula M-10, compounds of general formula M-14, compounds of general formula M-17, compounds of general formula M-26, compounds of general formula M-29, compounds of general formula M-38, compounds of general formula M-40, and compounds of general formula M-41 accounts for 1%-80% (including any value or sub-range within this range) of the weight of the liquid crystal composition, e.g., 1%, 2%, 4%, 6%, 8%, 10%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 20%, 22%, 24%, 25%, 26%, 28%, 30%, 32%, 34%, 35%, 36%, 38%, 40%, 42%, 44%, 45%, 46%, 48%, 50%, 52%, 54%, 55%, 56%, 58%, 60%, 62%, 64%, 65%, 66%, 68%, 70%, 72%, 74%, 75%, 76%, 78%, 80%, or the range between any two of these values.

[0090] 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:

[0091]

[0092] Wherein,

[0093] R N1 and R N2 each 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, a branched-chain alkyl group containing 3-12 (e.g., 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12) carbon atoms, a straight-chain alkyl group containing 1-12 carbon atoms, a branched-chain alkyl group containing 3-12 carbon atoms, one or more non-adjacent -CH2- groups can be independently replaced by -CH=CH-, -C≡C-, -O-, -CO-, -CO-O-, or -O-CO-;

[0094] Ring and Ring each independently represents Wherein one or more -CH2- groups can be replaced by -O-, and one or more single bonds in the ring can be replaced by double bonds, wherein One or more -H in it may be independently replaced by -F, -Cl or -CN respectively, and -CH= in one or more rings may be replaced by -N=;

[0095] Ring Represents

[0096] Z N1 And Z N2 Each independently represents a single bond, -O-, -CO-O-, -O-CO-, -CH2O-, -OCH2-, -CH=CH-, -C≡C-, -CH2CH2-, -CF2CF2-, -(CH2)4-, -CF2O- or -OCF2-;

[0097] L N1 、L N2 、L N3 And L N4 Each independently represents a halogen;

[0098] X N1 Represents -O-, -S- or -CO-;

[0099] n N1 Represents 0, 1, 2 or 3, n N2 Represents 0 or 1, and 0 ≤ n N1 +n N2 ≤ 3, when n N1 = 2 or 3, the ring Can be the same or different, Z N1 Can be the same or different; And

[0100] n N3 Represents 0, 1, 2, 3 or 4.

[0101] In some embodiments of the present invention, the compounds of general formula N are selected from the group consisting of the following compounds:

[0102]

[0103]

[0104] Wherein, R N1 And R N2 Each independently represents a straight-chain alkyl group containing 1-12 (such as 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11 or 12) carbon atoms, a branched-chain alkyl group containing 3-12 (such as 3, 4, 5, 6, 7, 8, 9, 10, 11 or 12) carbon atoms, One or more than two non-adjacent -CH2- groups in a straight-chain alkyl group having 1 to 12 carbon atoms or a branched-chain alkyl group having 3 to 12 carbon atoms can be independently replaced by -CH=CH-, -C≡C-, -O-, -CO-, -CO-O- or -O-CO-.

[0105] In some embodiments of the present invention, the compound of general formula N comprises at least one compound selected from the group consisting of the compound of general formula N-2, the compound of general formula N-29, and the compound of general formula N-30.

[0106] 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% - 20% (including any value or sub-range within this range), for example, 0.1%, 0.5%, 1%, 2%, 4%, 6%, 8%, 10%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 20%, or the range between any two of these values.

[0107] In addition to the above compounds, the liquid crystal composition of the present invention may also contain common antioxidants, ultraviolet absorbers, infrared absorbers, photoinitiators, polymerizable monomers, or light stabilizers, etc.

[0108] In addition, additives such as antioxidants and light stabilizers used in the liquid crystal composition of the present invention are preferably the following substances:

[0109]

[0110]

[0111]

[0112] Wherein, n represents a positive integer from 1 to 12 (for example, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11 or 12).

[0113] Preferably, the antioxidant is selected from the light stabilizers shown below:

[0114]

[0115] In some embodiments of the present invention, the weight percentage of the additive in the liquid crystal composition is 0% - 5%; preferably, the weight percentage of the additive in the liquid crystal composition is 0.01% - 1%.

[0116] Beneficial effects: The liquid crystal composition of the present invention has a comparable or even higher clearing point, a comparable dielectric anisotropy, and a higher K 11 And K 33Value, corresponding rotational viscosity, good contrast, small Flicker value, and good low-temperature storage stability. Detailed implementation mode

[0117] The present invention will be described below in conjunction with specific implementation schemes. It should be noted that the following examples are examples of the present invention, only for explaining the present invention, and not for limiting the present invention. Without departing from the gist or scope of the present invention, other combinations and various improvements within the concept of the present invention can be made.

[0118] Unless otherwise specified, the performance parameters of the examples and comparative examples in the present invention are measured at room temperature.

[0119] For the convenience of expression, in the following examples, the group structures of each compound are represented by the codes listed in Table 1:

[0120] Table 1. Group structure codes of compounds

[0121]

[0122]

[0123] Taking the compound with the following structural formula as an example:

[0124]

[0125] If this structural formula is represented by the codes listed in Table 1, it can be expressed as: nCCGF. In the code, n represents the number of C atoms of the alkyl group at the left end. For example, when n is "3", it means that the alkyl group is -C3H7; C in the code represents 1,4-cyclohexylene, G represents 2-fluoro-1,4-phenylene, and F represents fluorine.

[0126] The abbreviated codes for the test items in the following examples are as follows:

[0127]

[0128] Among them,

[0129] Cp: Measured by an MP70 melting point instrument.

[0130] Δε: Δε = ε ∥ -ε ⊥ where ε ∥ is the dielectric constant parallel to the molecular axis, and ε ⊥ is the dielectric constant perpendicular to the molecular axis. Test conditions: 25 °C, 1 KHz, TN-type test cell, cell thickness 7.0 μm.

[0131] K 11 and K 33:Obtained by testing the C-V curve of the liquid crystal using an LCR meter and an antiparallel rubbing cell and performing calculations; test conditions: antiparallel rubbing cell, cell thickness 7.0 μm, V = 0.1 - 20 V.

[0132] γ1: Obtained by testing using an LCM-2 type liquid crystal physical property evaluation system; test conditions: 25 °C, 160 - 240 V, test cell thickness 20 μm.

[0133] CR: The transmittance of the liquid crystal cell was measured using a DMS 505 tester at 255 gray-scale voltages and 0 gray-scale voltage, namely T r255 and T r0 , and obtained from T r255 / T r0 . Test conditions: positive FFS type test cell with a temperature of 20 °C and a cell thickness of 3 μm.

[0134] Flicker value: Measured using a DMS505 tester in the Flicker mode, and the logarithm of the measured value was taken. Test conditions: 20 °C, 40 HZ, driven by a 22 V voltage, positive FFS type test cell with a cell thickness of 3 μm.

[0135] LTS(-30 °C): The nematic liquid crystal medium was placed in a glass bottle and stored at a constant temperature of -30 °C, and the time was recorded when crystals were observed to precipitate.

[0136] In the following examples, each component used can be synthesized by known methods or obtained through commercial channels. These synthesis techniques are conventional, and each liquid crystal compound obtained meets the standards of electronic compounds after testing.

[0137] Prepare the liquid crystal composition according to the ratio of each liquid crystal compound specified in the following examples. The preparation of the liquid crystal composition is carried out according to the conventional methods in the art, such as mixing in proportion by heating, ultrasonic waves, suspension, etc.

[0138] Comparative Example 1

[0139] Prepare a liquid crystal composition according to the compounds and their weight percentages listed in Table 2, and fill it between the two substrates of the liquid crystal display for performance testing.

[0140] Table 2 Formulation of liquid crystal composition and test results of performance parameters

[0141]

[0142] Example 1

[0143] Prepare a liquid crystal composition according to the compounds and their weight percentages listed in Table 3, and fill it between the two substrates of the liquid crystal display for performance testing.

[0144] Table 3 Formulation of Liquid Crystal Composition and Test Results of Performance Parameters

[0145]

[0146] From the comparison between Example 1 and Comparative Example 1, it can be seen that the liquid crystal composition of the present invention, by using the compounds of General Formula I and General Formula II in combination, enables the liquid crystal composition containing it to have a comparable or even higher clearing point, a comparable dielectric anisotropy, a higher K 11 and K 33 value, a comparable rotational viscosity, a better contrast ratio, a smaller Flicker value, and a better low-temperature storage stability.

[0147] Example 2

[0148] A liquid crystal composition was prepared according to the compounds and their weight percentages listed in Table 4, and it was filled between two substrates of a liquid crystal display for performance testing.

[0149] Table 4 Formulation of Liquid Crystal Composition and Test Results of Performance Parameters

[0150]

[0151] Example 3

[0152] A liquid crystal composition was prepared according to the compounds and their weight percentages listed in Table 5, and it was filled between two substrates of a liquid crystal display for performance testing.

[0153] Table 5 Formulation of Liquid Crystal Composition and Test Results of Performance Parameters

[0154]

[0155]

[0156] Example 4

[0157] A liquid crystal composition was prepared according to the compounds and their weight percentages listed in Table 6, and it was filled between two substrates of a liquid crystal display for performance testing.

[0158] Table 6 Formulation of Liquid Crystal Composition and Test Results of Performance Parameters

[0159]

[0160] Example 5

[0161] A liquid crystal composition was prepared according to the compounds and their weight percentages listed in Table 7, and it was filled between two substrates of a liquid crystal display for performance testing.

[0162] Table 7 Formulation of Liquid Crystal Composition and Test Results of Performance Parameters

[0163]

[0164]

[0165] Example 6

[0166] A liquid crystal composition was formulated according to the compounds listed in Table 8 and their weight percentages, and it was filled between two substrates of a liquid crystal display for performance testing.

[0167] Table 8 Formulation of Liquid Crystal Composition and Test Results of Performance Parameters

[0168]

[0169] Example 7

[0170] A liquid crystal composition was formulated according to the compounds listed in Table 9 and their weight percentages, and it was filled between two substrates of a liquid crystal display for performance testing.

[0171] Table 9 Formulation of Liquid Crystal Composition and Test Results of Performance Parameters

[0172]

[0173]

[0174] Example 8

[0175] A liquid crystal composition was formulated according to the compounds listed in Table 10 and their weight percentages, and it was filled between two substrates of a liquid crystal display for performance testing.

[0176] Table 10 Formulation of Liquid Crystal Composition and Test Results of Performance Parameters

[0177]

[0178] Example 9

[0179] A liquid crystal composition was formulated according to the compounds listed in Table 11 and their weight percentages, and it was filled between two substrates of a liquid crystal display for performance testing.

[0180] Table 11 Formulation of Liquid Crystal Composition and Test Results of Performance Parameters

[0181]

[0182] Example 10

[0183] A liquid crystal composition is prepared by mixing the compounds listed in Table 12 according to their weight percentages, and it is filled between two substrates of a liquid crystal display for performance testing.

[0184] Table 12 Formulation of Liquid Crystal Composition and Test Results of Performance Parameters

[0185]

[0186] In summary, the liquid crystal composition of the present invention has a comparable or even higher clearing point, a comparable dielectric anisotropy, a higher value of K 11 and K 33 , a comparable rotational viscosity, a good contrast ratio, a small Flicker value, and good low-temperature storage stability.

[0187] The above embodiments are only for illustrating the technical concept and features of the present invention, and the purpose is to enable those skilled in the art to understand the content of the present invention and implement it. However, the protection scope of the present invention cannot be limited thereby. Any equivalent changes or modifications made according to the spirit and essence of the present invention should be covered within the protection scope of the present invention.

Claims

1. A liquid crystal composition, characterized in that, The liquid crystal composition contains at least one compound of general formula I and at least one compound of general formula II: and wherein, R1 represents a straight-chain alkyl group having 1 to 12 carbon atoms, a branched-chain alkyl group having 3 to 12 carbon atoms, one or two or more non-adjacent -CH2- in the straight-chain alkyl group having 1 to 12 carbon atoms and the branched-chain alkyl group having 3 to 12 carbon atoms may be independently replaced by -CH=CH-, -C≡C-, -O-, -CO-, -CO-O- or -O-CO- respectively, and one or more -H in the straight-chain alkyl group having 1 to 12 carbon atoms and the branched-chain alkyl group having 3 to 12 carbon atoms may be independently replaced by -F or -Cl; R2 and R3 each independently represent a straight-chain alkyl group having 1 to 12 carbon atoms, a branched-chain alkyl group having 3 to 12 carbon atoms, one or more than two non-adjacent -CH2- in the straight-chain alkyl group having 1 to 12 carbon atoms and the branched-chain alkyl group having 3 to 12 carbon atoms may be independently replaced by -CH=CH-, -C≡C-, -O-, -CO-, -CO-O- or -O-CO-; X1 represents a halogen, a haloalkyl or haloalkoxy group having 1 to 5 carbon atoms, a haloalkenyl or haloalkenyloxy group having 2 to 5 carbon atoms; Ring Indicate Ring and the ring each independently represents wherein one or more of the -CH2- in may be replaced by -O-, and in one or at most two rings, a single bond may be replaced by a double bond; Ring means wherein one or more of the -CH2- therein may be replaced by -O-, and one or at most two single bonds in the ring may be replaced by double bonds, and at most one -H therein may be replaced by a halogen; D1 and D2 each independently represent -O- or -CH2-; L0, L1, L2 and L3 each independently represent -H, an alkyl group having 1 to 3 carbon atoms or a halogen; Z1 represents -CO-O-, -O-CO-, -CH2O-, -OCH2-, -CH═CH-, -CH2CH2- or -(CH2)4-; and n C1 represents 1 or 2, where when n C1 = 2, the rings can be the same or different.

2. The liquid crystal composition according to claim 1, characterized in that, the compound of general formula I is selected from the group consisting of the following compounds: and the compound of general formula II is selected from the group consisting of the following compounds:

3. The liquid crystal composition according to claim 1, characterized in that, The liquid crystal composition contains at least one compound of general formula A-1 and / or general formula A-2: wherein, R A1 and R A2 each independently represents -H, a linear alkyl group having 1 to 12 carbon atoms, a branched alkyl group having 3 to 12 carbon atoms, one or two or more non-adjacent -CH2- in the linear alkyl group having 1 to 12 carbon atoms and the branched alkyl group having 3 to 12 carbon atoms may be independently replaced by -CH=CH-, -C≡C-, -O-, -CO-, -CO-O- or -O-CO-, and one or more -H in the linear alkyl group having 1 to 12 carbon atoms and the branched alkyl group having 3 to 12 carbon atoms may be independently replaced by -F or -Cl; Ring Ring and the ring each independently represents wherein one or more of the -CH2- therein can be replaced by -O-, and the single bond in one or at most two rings can be replaced by a double bond, wherein one or more of the -H therein can be independently replaced by -F, -Cl or -CN respectively, and -CH= in one or more rings can be replaced by -N=; Ring represents wherein one or more of the -CH2- therein may be replaced by -O- a single bond in one or at most two of the rings may be replaced by a double bond, wherein one or more of the -H therein may be independently replaced by -F, -Cl or -CN respectively, and -CH= in one or more of the rings may be replaced by -N=; Z A11 , Z A21 and Z A22 each independently represents a single bond, -CH2CH2-, -CF2CF2-, -CO-O-, -O-CO-, -O-CO-O-, -CH=CH-, -CF=CF-, -CH2O- or -OCH2-; L A11 、L A12 、L A13 、L A21 and L A22 each independently represents -H, an alkyl group having 1 to 3 carbon atoms, or a halogen; X A1 and X A2 each independently represents a halogen, a haloalkyl or haloalkoxy group having 1 to 5 carbon atoms, or a haloalkenyl or haloalkenyloxy group having 2 to 5 carbon atoms; n A11 represents 0, 1, 2, or 3, and when n A11 = 2 or 3, the rings can be the same or different, and Z A11 can be the same or different; n A12 represents 1 or 2, where when n A12 = 2, the rings may be the same or different; and n A2 represents 0, 1, 2 or 3, where when n A2 = 2 or 3, the rings can be the same or different, and Z A21 can be the same or different.

4. The liquid crystal composition according to claim 3, characterized in that, the compound of general formula A-1 is selected from the group consisting of the following compounds: and wherein, R v and R w each independently represents -CH2- or -O-; L A11 、L A12 、L A11 '、L A12 '、L A14 、L A15 and L A16 each independently represents -H or -F; L A13 and L A13 'each independently represents -H or -CH3; X A1 represents -F, -CF3 or -OCF3; and v and w each independently represent 0 or 1, the compound of general formula A-2 is selected from the group consisting of the following compounds: and wherein, L A21 、L A22 、L A23 、L A24 and L A25 each independently represents -H or -F; and X A2 represents -F, -CF3, -OCF3 or -CH2CH2CH=CF2.

5. The liquid crystal composition according to claim 4, characterized in that, the compound of general formula A-1 is selected from the group consisting of the following compounds: and the compound of general formula A-2 is selected from the group consisting of the following compounds: and 6. The liquid crystal composition according to claim 1, characterized in that, The liquid crystal composition further contains at least one compound of general formula M: wherein, R M1 and R M2 each independently represents a straight-chain alkyl group having 1 to 12 carbon atoms, a branched-chain alkyl group having 3 to 12 carbon atoms, in the straight-chain alkyl group having 1 to 12 carbon atoms and the branched-chain alkyl group having 3 to 12 carbon atoms, one or two or more non-adjacent -CH2- can be independently replaced by -CH=CH-, -C≡C-, -O-, -CO-, -CO-O- or -O-CO-; Ring Ring and Ring each independently represents wherein one or more of the -CH2- therein may be replaced by -O-, and in one or at most two rings, a single bond may be replaced by a double bond, at most one -H therein may be replaced by a halogen; Z M1 and Z M2 each independently represents a single bond, -CO-O-, -O-CO-, -CH2O-, -OCH2-, -CH=CH-, -CH2CH2- or -(CH2)4-; n M represents 0, 1 or 2, where when n M = 2, the rings can be the same or different, and Z M2 can be the same or different; and When n M = 1 or 2, Z M1 and Z M2 each independently represents a single bond.

7. The liquid crystal composition according to claim 6, characterized in that, the compound of general formula M is selected from the group consisting of the following compounds: and Wherein, R M1 and R M2 each independently represents a straight-chain alkyl group having 1 to 12 carbon atoms or a branched-chain alkyl group having 3 to 12 carbon atoms, and one or more non-adjacent -CH2- groups in the straight-chain alkyl group having 1 to 12 carbon atoms and the branched-chain alkyl group having 3 to 12 carbon atoms may be independently replaced by -CH=CH-, -C≡C-, -O-, -CO-, -CO-O- or -O-CO- respectively.

8. The liquid crystal composition according to claim 1, wherein The liquid crystal composition further contains at least one compound of general formula N: wherein, R N1 and R N2 each independently represents a straight-chain alkyl group having 1 to 12 carbon atoms, a branched-chain alkyl group having 3 to 12 carbon atoms, a straight-chain alkyl group having 1 to 12 carbon atoms, a branched-chain alkyl group having 3 to 12 carbon atoms, one or two or more non-adjacent -CH2- groups therein may be independently replaced by -CH=CH-, -C≡C-, -O-, -CO-, -CO-O- or -O-CO-; Ring and the ring each independently represents wherein one or more of the -CH2- therein may be replaced by -O-, and one or more of the single bonds in the ring may be replaced by double bonds, wherein one or more of the -H therein may be independently replaced by -F, -Cl or -CN respectively, and one or more of the -CH= in the ring may be replaced by -N=; Ring Indicate Z N1 and Z N2 each independently represents a single bond, -O-, -CO-O-, -O-CO-, -CH2O-, -OCH2-, -CH═CH-, -C≡C-, -CH2CH2-, -CF2CF2-, -(CH2)4-, -CF2O- or -OCF2-; L N1 , L N2 , L N3 and L N4 each independently represents a halogen; X N1 represents -O-, -S- or -CO-; n N1 represents 0, 1, 2, or 3, where n N2 represents 0 or 1, and 0 ≤ n N1 + n N2 ≤ 3, when n N1 = 2 or 3, the rings can be the same or different, Z N1 can be the same or different; and n N3 represents 0, 1, 2, 3, or 4.

9. The liquid crystal composition according to claim 8, characterized in that, the compound of general formula N is selected from the group consisting of the following compounds: and wherein, R N1 and R N2 each independently represents a straight-chain alkyl group having 1 to 12 carbon atoms, a branched-chain alkyl group having 3 to 12 carbon atoms, a straight-chain alkyl group having 1 to 12 carbon atoms, or one or two or more non-adjacent -CH2- in the branched-chain alkyl group having 3 to 12 carbon atoms may be independently replaced by -CH=CH-, -C≡C-, -O-, -CO-, -CO-O- or -O-CO-.

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

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