Liquid crystal composition and liquid crystal display device

Abstract

The invention provides a liquid crystal composition and a liquid crystal display device. The liquid crystal composition comprises at least one compound as shown in a general formula I and at least one compound as shown in a general formula II. According to the liquid crystal composition disclosed by the invention, the compounds shown in the general formula I and the general formula II are matched, so that the liquid crystal composition has a relatively large K value, relatively high contrast ratio, relatively high penetration rate, relatively low Flicker and relatively long low-temperature storage time; the liquid crystal display device containing the liquid crystal composition has the advantages of higher contrast ratio, higher response speed and better low-temperature storage stability.

Description

Technical Field

[0001] The present invention belongs to the technical field of liquid crystal materials, and specifically relates to a liquid crystal composition and a liquid crystal display device, and in particular to a liquid crystal composition and a liquid crystal display device containing a cyclohexene structure compound. Background Art

[0002] Liquid Crystal Display (LCD) has developed rapidly due to its small size, light weight, low power consumption and excellent display quality, and has been widely used in portable electronic information products. As the size of LCD screens used in portable computers, office applications, and video applications increases, LCDs can be used for large-screen displays and eventually replace cathode ray tube (CRT) displays.

[0003] Compared with traditional display devices and display materials, liquid crystal display materials have obvious advantages: low driving voltage, low power consumption, high reliability, large amount of displayed information, color display, no flicker, no harm to the human body, automated production process, low cost, can be made into various specifications and types of liquid crystal displays, easy to carry, etc. Due to these advantages, liquid crystal display technology has had a profound impact on the display and imaging field, and 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] Compounds containing cyclohexene structures are a relatively new type of liquid crystal monomer material in recent years. They have advantages such as fast response and large K value, and have some typical applications in negative liquid crystal materials. The disadvantage of compounds containing cyclohexene structures is that their usage is limited. If they account for too much, it is easy to cause a decrease in mutual solubility and affect low-temperature storage and other performance.

[0005] The industry is in urgent need of finding a type of liquid crystal composition that can take into account the advantages of cyclohexene compounds while making up for defects in low-temperature performance and other aspects, and has a large K value, high contrast, high transmittance and excellent Flicker level. Summary of the invention

[0006] In view of the shortcomings of the prior art, the present invention aims to provide a liquid crystal composition and a liquid crystal display device with negative dielectric anisotropy. The liquid crystal composition provided by the present invention has a large K value (K 11 and K 33 ), high contrast, high transmittance and excellent Flicker level, which help to improve the display effect of liquid crystal materials and are applied to high-contrast, fast-response IPS, NFFS, VA and other liquid crystal display modes.

[0007] To achieve this object, the present invention adopts the following technical solutions:

[0008] In a first aspect, the present invention provides a liquid crystal composition, comprising:

[0009] At least one compound of the general formula I:

[0010] as well as

[0011] At least one compound of formula II:

[0012]

[0013] wherein R1 and R2 each independently represent -H, halogen, an alkyl group having 1 to 12 (e.g., 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12) carbon atoms, an alkoxy group having 1 to 11 (e.g., 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, or 11) carbon atoms, an alkenyl group having 2 to 12 (e.g., 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12) carbon atoms, an alkenyloxy group having 2 to 12 (e.g., 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12) carbon atoms, wherein one or at least two H in the alkyl, alkoxy, alkenyl or alkenyloxy group may be substituted with F;

[0014] ring and ring Each independently expresses At least one ring or ring express

[0015] Z1 and Z2 each independently represent a single bond, -CH2CH2-, -CF2CF2-, -CO-O-, -O-CO-, -O-CO-O-, -CH=CH-, -CF=CF-, -CH2O- or -OCH2-;

[0016] R3 and R4 each independently represent -H, a straight-chain or branched alkyl group having 1 to 12 (e.g., 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12) carbon atoms, a straight-chain or branched alkoxy group having 1 to 11 (e.g., 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, or 11) carbon atoms, a straight-chain or branched alkenyl group having 2 to 12 (e.g., 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12) carbon atoms, a straight-chain or branched alkenyloxy group having 2 to 11 (e.g., 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, or 11) carbon atoms, wherein at least one R3 or R4 represents a straight chain or branched alkenyl group containing 2 to 12 carbon atoms or a straight chain or branched alkenyloxy group containing 2 to 11 carbon atoms; and

[0017] ring ring ring Each independently expresses

[0018] The present invention combines the general formula I with the neutral olefin monomer (general formula II), and the liquid crystal composition can take into account the advantages of cyclohexene compounds while maintaining appropriate optical anisotropy and high dielectric anisotropy, and at the same time make up for the defects in low temperature performance, effectively improve the vertical dielectric of the composition, improve the transmittance, and improve the K value (K 11 and K 33 ), improve contrast, reduce flicker, improve low-frequency display, and be applied to high-contrast, fast-response NFFS LCD display mode.

[0019] The alkenyl group in the present invention is preferably selected from the group represented by any one of formula (V1) to formula (V9), and is particularly preferably formula (V1), formula (V2), formula (V8) or formula (V9). The groups represented by formula (V1) to formula (V9) are as follows:

[0020]

[0021] Here, * represents the carbon atom in the ring structure to which it is bonded.

[0022] The alkenyloxy group in the present invention is preferably selected from the group represented by any one of formula (OV1) to formula (OV9), and is particularly preferably the group represented by formula (OV1), formula (OV2), formula (OV8) or formula (OV9). The groups represented by formula (OV1) to formula (OV9) are as follows:

[0023]

[0024] Here, * represents the carbon atom in the ring structure to which it is bonded.

[0025] In some embodiments of the present invention, the weight percentage of the compound of formula I in the liquid crystal composition is 1%-30%, for example, 1%, 2%, 3%, 4%, 5%, 6%, 7%, 8%, 9%, 9.5%, 10%, 10.5%, 11%, 12%, 14%, 15%, 17%, 18%, 20%, 25%, 28% or 30%, etc., preferably 5%-20%, and more preferably 9%-18%.

[0026] In some embodiments of the present invention, the compound of formula I is selected from the group consisting of:

[0027]

[0028] as well as

[0029]

[0030] wherein R1 and R2 each independently represent an alkyl group containing 1 to 10 (e.g., 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10) carbon atoms, an alkoxy group containing 1 to 9 (e.g., 1, 2, 3, 4, 5, 6, 7, 8 or 9) carbon atoms, an alkenyl group containing 2 to 10 (e.g., 2, 3, 4, 5, 6, 7, 8, 9 or 10) carbon atoms, an alkenyloxy group containing 2 to 10 carbon atoms,

[0031] In some embodiments of the present invention, the liquid crystal composition of the present invention comprises at least two compounds of Formula I.

[0032] In some embodiments of the present invention, the weight percentage of the compound of formula II in the liquid crystal composition is 1%-40%, for example, 1%, 2%, 3%, 4%, 5%, 6%, 7%, 8%, 9%, 9.5%, 10%, 10.5%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 19%, 19.5%, 20%, 21%, 22%, 23%, 24%, 25%, 26%, 27%, 28%, 29%, 30%, 31%, 32%, 33%, 34%, 35%, 36%, 37%, 38%, 39% or 40%, etc., preferably 10%-30%, and more preferably 14%-20%.

[0033] In some embodiments of the present invention, the compound of formula II is selected from the group consisting of:

[0034]

[0035] as well as

[0036]

[0037] wherein R3 and R4 each independently represent a straight chain or branched chain alkyl group containing 1 to 10 (e.g., 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10) carbon atoms, a straight chain or branched chain alkoxy group containing 1 to 9 (e.g., 1, 2, 3, 4, 5, 6, 7, 8 or 9) carbon atoms, a straight chain or branched chain alkenyl group containing 2 to 10 (e.g., 2, 3, 4, 5, 6, 7, 8, 9 or 10) carbon atoms, a straight chain or branched chain alkenyloxy group containing 2 to 9 carbon atoms (e.g., 2, 3, 4, 5, 6, 7, 8 or 9), At least one of R3 or R4 represents a straight chain or branched alkenyl group having 2 to 10 carbon atoms or a straight chain or branched alkenyloxy group having 2 to 9 carbon atoms.

[0038] In some embodiments of the present invention, the compound of formula II comprises at least one (e.g., two, three, four, five) compound selected from the group consisting of compounds of formula II-1-1, compounds of formula II-1-2, compounds of formula II-2-1, compounds of formula II-2-2, compounds of formula II-3-1, compounds of formula II-3-2, compounds of formula II-7-1, compounds of formula II-7-2, compounds of formula II-9-1, compounds of formula II-9-2:

[0039]

[0040]

[0041] in,

[0042] R3 and R4 each independently represent a straight chain or branched chain alkyl group containing 1 to 10 (e.g., 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10) carbon atoms, a straight chain or branched chain alkoxy group containing 1 to 9 (e.g., 1, 2, 3, 4, 5, 6, 7, 8 or 9) carbon atoms, as well as

[0043] R 31 and R 41 Each independently represents a straight-chain or branched alkenyl group containing 2 to 10 (eg 2, 3, 4, 5, 6, 7, 8, 9 or 10) carbon atoms.

[0044] In some embodiments of the present invention, at least one (for example, two, three, four, or five) compound of general formula II selected from the group consisting of compounds of general formula II-1-2, compounds of general formula II-2-2, compounds of general formula II-3-1, compounds of general formula II-3-2, compounds of general formula II-7-1, and compounds of general formula II-9-2 accounts for 1%-30% by weight of the liquid crystal composition, for example, 1%, 2%, 3%, 4%, 5%, 6%, 7%, 8%, 9%, 9.5%, 10%, 10.5%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 19%, 19.5%, 20%, 21%, 22%, 23%, 24%, 25%, 26%, 27%, 28%, 29% or 30%, etc.

[0045] In some embodiments of the present invention, the liquid crystal composition of the present invention further comprises at least one compound of the general formula M:

[0046]

[0047] Among them, R M1 and R M2 each independently represents a straight or branched alkyl group containing 1 to 12 (e.g., 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11 or 12) carbon atoms, One or up to two non-adjacent -CH2- in the straight or branched alkyl group containing 1 to 12 carbon atoms can be independently replaced by -CH=CH-, -C≡C-, -O-, -CO-, -CO-O- or -O-CO-;

[0048] ring and ring Each independently expresses in In the ring, at most one -CH2- can be replaced by -O-, and at most two non-adjacent single bonds can be replaced by double bonds, At most one -H in may be replaced by halogen;

[0049] Z M1 It represents a single bond, -CO-O-, -O-CO-, -CH2O-, -OCH2-, -CH=CH-, -CH2CH2- or -(CH2)4-.

[0050] In some embodiments of the present invention, the weight percentage of the compound of formula M in the liquid crystal composition is 1%-70%, for example 1%, 2%, 3%, 4%, 5%, 6%, 7%, 8%, 9%, 9.5%, 10%, 10.5%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 19%, 19.5%, 20%, 21%, 22%, 23%, 24%, 25%, 26%, 27%, 27.5%, 28.5%, 29%. , 30%, 31%, 32%, 33%, 34%, 35%, 36.5%, 38.5%, 40%, 41%, 42%, 43%, 44.5%, 45%, 45.5%, 46%, 47.5%, 48%, 49%, 50%, 51%, 52%, 53%, 54%, 55%, 56%, 57%, 58%, 60%, 62%, 64%, 67%, 68%, 70% and the like, preferably 30%-60%, more preferably 35%-50%.

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

[0052]

[0053]

[0054] as well as

[0055]

[0056] Among them, R M1 and R M2 Each independently represents a straight-chain or branched alkyl group containing 1 to 8 carbon atoms, and one or two or more non-adjacent -CH2- in the straight-chain or branched alkyl group containing 1 to 8 carbon atoms can be independently replaced by -CH=CH- or -O-.

[0057] In some embodiments of the present invention, the compound of formula M comprises at least one (eg, two, three) R M1 or R M2 It represents a compound of the general formula M-1 or a compound of the general formula M-13 containing a straight chain or branched alkenyl group of 2 to 8 carbon atoms.

[0058] In some embodiments of the present invention, the liquid crystal composition of the present invention further comprises at least one compound of the general formula N:

[0059]

[0060] Among them, R N1 and R N2each independently represents a straight or branched alkyl group containing 1 to 12 (e.g., 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11 or 12) carbon atoms, wherein one or more non-adjacent -CH2- in the linear or branched alkyl group containing 1 to 12 carbon atoms can be independently replaced by -CH=CH-, -C≡C-, -O-, -CO-, -CO-O- or -O-CO-;

[0061] ring and ring Each independently expresses in One or up to two non-adjacent rings of the ring may be replaced by double bonds, wherein One or more -H in the ring may be independently replaced by -F, -Cl or -CN, and one or more -CH= in the ring may be replaced by -N=;

[0062] Z N1 and Z N2 Each independently represents a single bond, -CO-O-, -O-CO-, -CH2O-, -OCH2-, -CH=CH-, -C≡C-, -CH2CH2-, -CF2CF2-, -(CH2)4-, -CF2O- or -OCF2-;

[0063] L N1 and L N2 each independently represents -H, halogen, an alkyl group containing 1 to 3 (e.g., 1, 2 or 3) carbon atoms, or an alkoxy group containing 1 to 3 (e.g., 1, 2 or 3) carbon atoms; and

[0064] n N1 Indicates 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.

[0065] In some embodiments of the present invention, the weight percentage of the compound of general formula N in the liquid crystal composition is 1%-60%, for example, 1%, 2%, 4%, 6%, 7%, 8%, 9%, 10%, 12%, 13.5%, 14%, 15%, 16%, 17.5%, 18%, 20%, 21%, 22%, 24%, 24.5%, 27%, 27.5%, 28.5%, 30%, 31%, 34%, 35%, 40%, 40.5%, 43%, 45%, 50%, 54%, 56%, 58%, 60%, etc., preferably 5%-50%, and more preferably 10%-45%.

[0066] The compound of the general formula N is selected from the group consisting of the following compounds:

[0067]

[0068]

[0069]

[0070] as well as

[0071]

[0072] Among them, R N1 and R N2 Each independently represents a straight-chain or branched alkyl group containing 1 to 10 carbon atoms, wherein one or two or more non-adjacent -CH2- groups in the straight-chain or branched alkyl group containing 1 to 10 carbon atoms can be independently replaced by -CH=CH- or -O-.

[0073] In some embodiments of the present invention, R N1 and R N2 Each independently represents a straight chain or branched alkyl group containing 1 to 8 (e.g., 1, 2, 3, 4, 5, 6, 7 or 8) carbon atoms, a straight chain or branched alkoxy group containing 1 to 7 (e.g., 1, 2, 3, 4, 5, 6 or 7) carbon atoms, or a straight chain or branched alkenyl group containing 2 to 8 (e.g., 2, 3, 4, 5, 6, 7 or 8) carbon atoms.

[0074] In some embodiments of the present invention, the compound of general formula N includes at least one (for example, two, three, four or five) compounds of general formula N-2, compounds of general formula N-3, compounds of general formula N-5, compounds of general formula N-6, compounds of general formula N-10, compounds of general formula N-11, compounds of general formula N-12, compounds of general formula N-13, compounds of general formula N-23, and compounds of general formula N-35.

[0075] In some embodiments of the present invention, at least one (e.g., two, three, four or five) compounds of formula N-2, N-3, N-5, N-6, N-10, N-11, N-12, N-13, N-23, N-35, N-24, N-36, N-37, N-40, N-51, N-62, N-103, N-114, N-115, N-116, N-117, N-118, N-119, N-220, N-221, N-222, N-223, N-224, N-225, N-226, N-227, N-228, N-229, N-330, N-331, N-332, N-333, N-334, N-335, N-336, N-337, N-338, N-339, N-340, N-341, N-342, N-343, N-344, N-345, N-346, N-347, N-348, N-349, N-349, N-341 ...9, N-340, N-341, N-342, N-343, N-344, N-345 The weight percentage of the crystalline composition is 1%-50%, for example 1%, 2%, 4%, 6%, 7%, 8%, 9%, 10%, 12%, 13.5%, 14%, 15%, 16%, 17.5%, 18%, 20%, 21%, 22%, 24%, 24.5%, 27%, 27.5%, 28.5%, 30%, 31%, 34%, 35%, 40%, 40.5%, 43%, 45%, 50%.

[0076] In some embodiments of the present invention, the compound of formula N comprises at least one R N1 or R N2 It represents a compound of the general formula N-10 or a compound of the general formula N-23 containing a straight chain or branched alkenyl group of 2 to 8 (eg, 2, 3, 4, 5, 6, 7 or 8) carbon atoms.

[0077] In some embodiments of the present invention, the liquid crystal composition of the present invention further comprises at least one compound of formula F:

[0078]

[0079] Among them, R F1 and R F2 Each independently represents -H, halogen, a straight or branched chain alkyl group containing 1 to 12 (e.g., 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11 or 12) carbon atoms, wherein the straight or branched alkyl group containing 1 to 12 carbon atoms, One or more non-adjacent -CH2- in the group may be independently replaced by -CH=CH-, -C≡C-, -O-, -S-, -CO-, -CO-O- or -O-CO-, and one or more -H in the linear or branched alkyl group containing 1 to 12 carbon atoms may be independently replaced by -F or -Cl;

[0080] ring and ring Each independently expresses in One or more than two non-adjacent -CH2- in the ring may be replaced by -O-, and one or at most two non-adjacent single bonds in the ring may be replaced by double bonds, wherein One or more -H in the ring may be independently replaced by -CN, -F or -Cl, and one or more -CH= in the ring may be replaced by -N=;

[0081] X F represents -O-, -S-, or -CO-;

[0082] L F1 and L F2 Each independently represents -H, -F, -Cl, -CF3 or -OCF3;

[0083] Z F1 and Z F2 Each independently represents a single bond, -O-, -CO-O-, -O-CO-, -CH2O-, -OCH2-, -CH=CH-, -C≡C-, -CH2CH2-, -CF2CF2-, -(CH2)4-, -CF2O- or -OCF2-;

[0084] n F1 and n F2 Each independently represents 0, 1 or 2, where n F1 When it indicates 2, the ring can be the same or different, where n F2 When it indicates 2, the ring Can be the same or different, Z F2 can be the same or different; and

[0085] n F4 represents an integer from 0 to 4 (e.g., 0, 1, 2, 3, or 4).

[0086] In the present invention, the addition of the general formula F makes the K value (K 11 and K 33 ), contrast and penetration are significantly improved.

[0087] In some embodiments of the present invention, the weight percentage of the compound of general formula F in the liquid crystal composition is 0.1%-20%, for example, 0.1%, 0.2%, 0.3%, 0.5%, 0.8%, 1%, 2%, 3%, 4%, 5%, 6%, 7%, 8%, 9%, 9.5%, 10%, 10.5%, 11%, 12%, 14%, 15%, 17%, 18%, 20%, etc., preferably 5%-15%, and more preferably 8%-12%.

[0088] In some embodiments of the present invention, the compound of formula F is selected from the group consisting of:

[0089]

[0090]

[0091]

[0092]

[0093]

[0094] as well as

[0095]

[0096] Among them, R F1 and R F2 Each independently represents -H, halogen, a straight-chain or branched alkyl group containing 1 to 10 carbon atoms, wherein one or more non-adjacent -CH2- in the straight-chain or branched alkyl group containing 1 to 10 carbon atoms can be independently replaced by -C≡C-, -O-, -S-, -CO-, -CO-O- or -O-CO-, and one or more -H in the straight-chain or branched alkyl group containing 1 to 10 carbon atoms can be independently replaced by -F or -Cl;

[0097] Z F1 represents a single bond, -O-, -CO-O-, -O-CO-, -CH2O-, -OCH2-, -CH=CH-, -C≡C-, -CH2CH2-, -CF2CF2-, -(CH2)4-, -CF2O- or -OCF2-;

[0098] R F2 ' represents a straight or branched alkoxy group containing 1 to 11 carbon atoms;

[0099] X F1 and X F2 Each independently represents -CH2- or -O-;

[0100] n F3 represents an integer from 1 to 5; and

[0101] R F3 It represents a straight chain or branched chain alkyl group containing 1 to 5 carbon atoms, a straight chain or branched chain alkoxy group containing 1 to 4 carbon atoms, or a straight chain or branched chain alkenyl group containing 2 to 5 carbon atoms.

[0102] In some embodiments of the present invention, the compound of formula F comprises at least one compound selected from the group consisting of a compound of formula F-1, a compound of formula F-3, and a compound of formula F-32.

[0103] In some embodiments of the present invention, the liquid crystal composition of the present invention further comprises one or at least two of the following dopants:

[0104]

[0105]

[0106] as well as

[0107]

[0108] In addition to the above-mentioned compounds, the liquid crystal composition of the present invention may contain a common antioxidant, an ultraviolet absorber, an infrared absorber, a photoinitiator, a polymerizable monomer, a light stabilizer, and the like.

[0109] In addition, the antioxidants, light stabilizers and other additives used in the liquid crystal composition of the present invention are preferably the following:

[0110]

[0111]

[0112]

[0113]

[0114] Here, n represents a positive integer from 1 to 12.

[0115] Preferably, the light stabilizer is selected from the following compounds:

[0116]

[0117] In some embodiments of the present invention, the additive accounts for 0%-5% of the total weight of the liquid crystal composition, for example 0.1%, 0.5%, 0.8%, 1%, 2%, 3%, 4%, 5%, etc.; preferably, the additive accounts for 0.01%-1% of the total weight of the liquid crystal composition.

[0118] In some embodiments of the present invention, the liquid crystal composition of the present invention further comprises a photoinitiator as shown below:

[0119]

[0120] In a second aspect, the present invention provides a liquid crystal display device, wherein the liquid crystal display device comprises the liquid crystal composition as described in the first aspect.

[0121] In some embodiments of the present invention, the display mode of the liquid crystal display device includes IPS mode, NFFS mode or VA mode.

[0122] Compared with the prior art, the present invention has at least the following beneficial effects:

[0123] The present invention combines compounds of general formula I and general formula II to enable the liquid crystal composition to have a larger K value, higher contrast, higher transmittance, lower flicker, and longer low-temperature storage time, so that the liquid crystal display device containing the liquid crystal composition of the present invention has higher contrast, faster response speed and better low-temperature storage stability. DETAILED DESCRIPTION

[0124] The technical solution of the present invention is further described below by specific implementation methods. It should be understood by those skilled in the art that the embodiments are only to help understand the present invention and should not be regarded as specific limitations of the present invention.

[0125] For ease of expression, in the following examples, the group structures of the liquid crystal compositions are represented by the codes listed in Table 1:

[0126] Table 1 Compound group structure code in liquid crystal composition

[0127]

[0128]

[0129] Take the following compound as an example:

[0130]

[0131] If the structural formula is represented by the codes listed in Table 1, it can be expressed as: nCCGF, where n in the code represents the number of C atoms in the left-end alkyl group, for example, n is "3", which 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.

[0132] In the following examples, the abbreviated codes for the performance test items are shown in Table 2.

[0133] Table 2 Abbreviation codes for performance test items

[0134]

[0135]

[0136] in,

[0137] Δn: measured using an Abbe refractometer under a sodium lamp (589nm) at 25°C.

[0138] Cp: ​​measured by MP70 melting point apparatus.

[0139] Δε:Δε=ε ∥ -ε ⊥ , where ε ∥ is the dielectric constant parallel to the molecular axis, ε ⊥ is the dielectric constant perpendicular to the molecular axis. Test conditions: 25°C, 1KHz, VA type test box, box thickness 6μm.

[0140] K 11 and K 33 : The CV curve of the liquid crystal is tested and calculated using an LCR meter and a VA type test box; test conditions: VA type test box, box thickness 6μm, V=0.1~20V.

[0141] γ1: obtained by testing using LCM-2 liquid crystal property evaluation system; test conditions: 25°C, 160-240V, test box thickness 20μm.

[0142] RT: measured using a DMS505 tester at 25°C. Test conditions: 25°C, V100 drive, negative FFS test cell with a cell thickness of 3μm.

[0143] Tr: Use DMS 505 photoelectric comprehensive tester to test the VT curve of the dimming device, take the maximum transmittance on the VT curve as the transmittance of the liquid crystal, the test box is negative FFS type, and the box thickness is 3μm.

[0144] CR: Use DMS 505 tester to test the transmittance of the liquid crystal cell at 255 grayscale voltage and 0 grayscale voltage, that is, T r255 and T r0 , by T r255 / T r0 The test conditions were: 25°C, a negative FFS test box with a box thickness of 3 μm.

[0145] LTS (-40°C): The nematic liquid crystal medium is placed in a glass bottle and stored at a constant temperature of -40°C. The time recorded when crystal precipitation is observed.

[0146] Flicker: Use DMS505 tester to test in Flicker mode, and take the logarithm of the test value. Test conditions: 25℃, 60HZ, V22 drive, negative FFS type test box with a box thickness of 3μm.

[0147] Each component used in the liquid crystal composition of the following examples can be synthesized by a known method or obtained through commercial channels. The components of the obtained liquid crystal composition are tested to meet the standards of electronic compounds.

[0148] The liquid crystal compositions in the following examples are prepared according to the proportions of the components (the brackets at the end of the components in each example are the general formulas of the components) and are mixed by conventional preparation methods such as heating, ultrasound, suspension, etc. to obtain the liquid crystal compositions.

[0149] Example 1

[0150] In this embodiment, the liquid crystal composition includes components in percentage by mass as shown in the following table, and the performance test results thereof are listed in the following table:

[0151]

[0152]

[0153] Comparative Example 1

[0154] In this comparative example, the liquid crystal composition includes components in percentage by mass as shown in the following table, and the performance test results thereof are listed in the following table:

[0155]

[0156] From the comparison between Comparative Example 1 and Example 1, it can be seen that the liquid crystal composition of the present invention has a larger K value, higher contrast, higher transmittance, lower Flicker, and longer low-temperature storage time by optimizing the structure of each component.

[0157] Example 2

[0158] In this embodiment, the liquid crystal composition includes components in percentage by mass as shown in the following table, and the performance test results thereof are listed in the following table:

[0159]

[0160] Example 3

[0161] In this embodiment, the liquid crystal composition includes components in percentage by mass as shown in the following table, and the performance test results thereof are listed in the following table:

[0162]

[0163]

[0164] Example 4

[0165] In this embodiment, the liquid crystal composition includes components in percentage by mass as shown in the following table, and the performance test results thereof are listed in the following table:

[0166]

[0167] Example 5

[0168] In this embodiment, the liquid crystal composition includes components in percentage by mass as shown in the following table, and the performance test results thereof are listed in the following table:

[0169]

[0170] Example 6

[0171] In this embodiment, the liquid crystal composition includes components in percentage by mass as shown in the following table, and the performance test results thereof are listed in the following table:

[0172]

[0173]

[0174] Example 7

[0175] In this embodiment, the liquid crystal composition includes components in percentage by mass as shown in the following table, and the performance test results thereof are listed in the following table:

[0176]

[0177] Example 8

[0178] In this embodiment, the liquid crystal composition includes components in percentage by mass as shown in the following table, and the performance test results thereof are listed in the following table:

[0179]

[0180]

[0181] Example 9

[0182] In this embodiment, the liquid crystal composition includes components in percentage by mass as shown in the following table, and the performance test results thereof are listed in the following table:

[0183]

[0184] Example 10

[0185] In this embodiment, the liquid crystal composition includes components in percentage by mass as shown in the following table, and the performance test results thereof are listed in the following table:

[0186]

[0187] In summary, the present invention, through the combination of compounds of general formula I, general formula II and general formula N, makes the liquid crystal composition (Examples 1-5) have a larger K value, higher contrast, higher transmittance, lower Flicker, and longer low-temperature storage time, so that the liquid crystal display device containing the liquid crystal composition of the present invention has a higher contrast, faster response speed and better low-temperature storage stability. On the basis of the combination of compounds of general formula I, general formula II and general formula N, general formula F is further added to significantly improve the K value, contrast and transmittance of the liquid crystal composition (Examples 6-10).

[0188] The applicant declares that the present invention illustrates the liquid crystal composition and liquid crystal display device of the present invention through the above-mentioned embodiments, but the present invention is not limited to the above-mentioned embodiments, that is, it does not mean that the present invention must rely on the above-mentioned embodiments to be implemented. Those skilled in the art should understand that any improvement of the present invention, equivalent replacement of various raw materials of the product of the present invention, addition of auxiliary components, selection of specific methods, etc., all fall within the protection scope and disclosure scope of the present invention.

Claims

1. A liquid crystal composition, characterized in that: The liquid crystal composition comprises: At least one compound of the general formula I: as well as At least one compound of formula II: Wherein, R1 and R2 each independently represent -H, halogen, alkyl containing 1-12 carbon atoms, alkoxy containing 1-11 carbon atoms, alkenyl containing 2-12 carbon atoms, alkenyloxy containing 2-12 carbon atoms, wherein one or at least two H in the alkyl, alkoxy, alkenyl or alkenyloxy group may be substituted with F; ring and ring Each independently expresses At least one ring or ring express Z1 and Z2 each independently represent a single bond, -CH2CH2-, -CF2CF2-, -CO-O-, -O-CO-, -O-CO-O-, -CH=CH-, -CF=CF-, -CH2O- or -OCH2-; R3 and R4 each independently represent -H, a straight chain or branched chain alkyl group containing 1 to 12 carbon atoms, a straight chain or branched chain alkoxy group containing 1 to 11 carbon atoms, a straight chain or branched chain alkenyl group containing 2 to 12 carbon atoms, a straight chain or branched chain alkenyloxy group containing 2 to 11 carbon atoms, wherein at least one R3 or R4 represents a straight chain or branched alkenyl group containing 2 to 12 carbon atoms or a straight chain or branched alkenyloxy group containing 2 to 11 carbon atoms; and ring ring ring Each independently expresses 2. The liquid crystal composition according to claim 1, characterized in that: The weight percentage of the compound of formula I in the liquid crystal composition is 1%-30%, preferably 5%-20%, and more preferably 9%-18%; Preferably, the compound of formula I is selected from the group consisting of the following compounds: as well as Wherein, R1 and R2 each independently represent an alkyl group containing 1 to 10 carbon atoms, an alkoxy group containing 1 to 9 carbon atoms, an alkenyl group containing 2 to 10 carbon atoms, an alkenyloxy group containing 2 to 10 carbon atoms, Preferably, the liquid crystal composition comprises at least two compounds of formula I.

3. The liquid crystal composition according to claim 1 or 2, characterized in that: The weight percentage of the compound of formula II in the liquid crystal composition is 1%-40%, preferably 10%-30%, and more preferably 14%-20%; Preferably, the compound of formula II is selected from the group consisting of the following compounds: as well as Wherein, R3 and R4 each independently represent a straight chain or branched chain alkyl group containing 1 to 10 carbon atoms, a straight chain or branched chain alkoxy group containing 1 to 9 carbon atoms, a straight chain or branched chain alkenyl group containing 2 to 10 carbon atoms, a straight chain or branched chain alkenyloxy group containing 2 to 9 carbon atoms, wherein at least one R3 or R4 represents a straight chain or branched alkenyl group containing 2 to 10 carbon atoms or a straight chain or branched alkenyloxy group containing 2 to 9 carbon atoms; Preferably, the compound of general formula II comprises at least one compound selected from the group consisting of compounds of general formula II-1-1, compounds of general formula II-1-2, compounds of general formula II-2-1, compounds of general formula II-2-2, compounds of general formula II-3-1, compounds of general formula II-3-2, compounds of general formula II-7-1, compounds of general formula II-7-2, compounds of general formula II-9-1, compounds of general formula II-9-2: in, R3 and R4 each independently represent a straight chain or branched chain alkyl group containing 1 to 10 carbon atoms, a straight chain or branched chain alkoxy group containing 1 to 9 carbon atoms, as well as R 31 and R 41 Each independently represents a straight or branched alkenyl group containing 2 to 10 carbon atoms; Preferably, the at least one compound of general formula II selected from the group consisting of compounds of general formula II-1-2, compounds of general formula II-2-2, compounds of general formula II-3-1, compounds of general formula II-3-2, compounds of general formula II-7-1, and compounds of general formula II-9-2 accounts for 1%-30% by weight of the liquid crystal composition.

4. The liquid crystal composition according to any one of claims 1 to 3, characterized in that: The liquid crystal composition further comprises at least one compound of the general formula M: Among them, R M1 and R M2 Each independently represents a straight or branched alkyl group containing 1 to 12 carbon atoms, One or more non-adjacent -CH2- in the linear or branched alkyl group containing 1 to 12 carbon atoms may be independently replaced by -CH=CH-, -C≡C-, -O-, -CO-, -CO-O- or -O-CO-; ring and ring Each independently expresses in In the ring, at most one -CH2- can be replaced by -O-, and at most two non-adjacent single bonds can be replaced by double bonds, At most one -H in may be replaced by halogen; Z M1 It represents a single bond, -CO-O-, -O-CO-, -CH2O-, -OCH2-, -CH=CH-, -CH2CH2- or -(CH2)4-.

5. The liquid crystal composition according to claim 4, characterized in that: The weight percentage of the compound of the general formula M in the liquid crystal composition is 1%-70%, preferably 30%-60%, and more preferably 35%-50%; Preferably, the compound of formula M is selected from the group consisting of the following compounds: as well as Among them, R M1 and R M2 Each independently represents a straight-chain or branched alkyl group containing 1 to 8 carbon atoms, and one or more non-adjacent -CH2- in the straight-chain or branched alkyl group containing 1 to 8 carbon atoms can be independently replaced by -CH=CH- or -O-; Preferably, the compound of formula M comprises at least one R M1 or R M2 It represents a compound of the general formula M-1 or a compound of the general formula M-13 containing a straight chain or branched alkenyl group of 2 to 8 carbon atoms.

6. The liquid crystal composition according to any one of claims 1 to 5, characterized in that: The liquid crystal composition further comprises at least one compound of the general formula N: Among them, R N1 and R N2 Each independently represents a straight or branched alkyl group containing 1 to 12 carbon atoms, wherein one or more non-adjacent -CH2- in the linear or branched alkyl group containing 1 to 12 carbon atoms can be independently replaced by -CH=CH-, -C≡C-, -O-, -CO-, -CO-O- or -O-CO-; ring and ring Each independently expresses in One or up to two non-adjacent rings of the ring may be replaced by double bonds, wherein One or more -H in the ring may be independently replaced by -F, -Cl or -CN, and one or more -CH= in the ring may be replaced by -N=; Z N1 and Z N2 Each independently represents a single bond, -CO-O-, -O-CO-, -CH2O-, -OCH2-, -CH=CH-, -C≡C-, -CH2CH2-, -CF2CF2-, -(CH2)4-, -CF2O- or -OCF2-; L N1 and L N2 Each independently represents -H, halogen, an alkyl group containing 1 to 3 carbon atoms, or an alkoxy group containing 1 to 3 carbon atoms; and n N1 Indicates 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.

7. The liquid crystal composition according to claim 6, characterized in that: The weight percentage of the compound of the general formula N in the liquid crystal composition is 1%-60%, preferably 5%-50%, and more preferably 10%-45%; The compound of the general formula N is selected from the group consisting of the following compounds: as well as Among them, R N1 and R N2 Each independently represents a straight-chain or branched alkyl group containing 1 to 10 carbon atoms, wherein one or two or more non-adjacent -CH2- in the straight-chain or branched alkyl group containing 1 to 10 carbon atoms can be independently replaced by -CH=CH- or -O-; Preferably, R N1 and R N2 Each independently represents a straight chain or branched chain alkyl group containing 1 to 8 carbon atoms, a straight chain or branched chain alkoxy group containing 1 to 7 carbon atoms, or a straight chain or branched chain alkenyl group containing 2 to 8 carbon atoms; Preferably, the compound of the general formula N comprises at least one compound of the general formula N-2, the general formula N-3, the general formula N-5, the general formula N-6, the general formula N-10, the general formula N-11, the general formula N-12, the general formula N-13, the general formula N-23, and the general formula N-35. Preferably, the weight percentage of the compound of the general formula N in the group consisting of at least one compound of the general formula N-2, the compound of the general formula N-3, the compound of the general formula N-5, the compound of the general formula N-6, the compound of the general formula N-10, the compound of the general formula N-11, the compound of the general formula N-12, the compound of the general formula N-13, the compound of the general formula N-23, and the compound of the general formula N-35 is 1% to 50% of the liquid crystal composition; Preferably, the compound of formula N comprises at least one R N1 or R N2 It represents a compound of the general formula N-10 or a compound of the general formula N-23 containing a straight chain or branched alkenyl group of 2 to 8 carbon atoms.

8. The liquid crystal composition according to any one of claims 1 to 7, characterized in that: The liquid crystal composition further comprises at least one compound of formula F: Among them, R F1 and R F2 Each independently represents -H, halogen, a linear or branched alkyl group containing 1 to 12 carbon atoms, wherein the straight or branched alkyl group containing 1 to 12 carbon atoms, One or more non-adjacent -CH2- in the group may be independently replaced by -CH=CH-, -C≡C-, -O-, -S-, -CO-, -CO-O- or -O-CO-, and one or more -H in the linear or branched alkyl group containing 1 to 12 carbon atoms may be independently replaced by -F or -Cl; ring and ring Each independently expresses in One or more than two non-adjacent -CH2- in the ring may be replaced by -O-, and one or at most two non-adjacent single bonds in the ring may be replaced by double bonds, wherein One or more -H in the ring may be independently replaced by -CN, -F or -Cl, and one or more -CH= in the ring may be replaced by -N=; X F represents -O-, -S-, or -CO-; L F1 and L F2 Each independently represents -H, -F, -Cl, -CF3 or -OCF3; Z F1 and Z F2 Each independently represents a single bond, -O-, -CO-O-, -O-CO-, -CH2O-, -OCH2-, -CH=CH-, -C≡C-, -CH2CH2-, -CF2CF2-, -(CH2)4-, -CF2O- or -OCF2-; n F1 and n F2 Each independently represents 0, 1 or 2, where n F1 When it indicates 2, the ring can be the same or different, where n F2 When it indicates 2, the ring Can be the same or different, Z F2 can be the same or different; and n F4 Represents an integer from 0 to 4; Preferably, the weight percentage of the compound of formula F in the liquid crystal composition is 0.1%-20%, preferably 5%-15%, and more preferably 8-12%; Preferably, the compound of formula F is selected from the group consisting of the following compounds: as well as Among them, R F1 and R F2 Each independently represents -H, halogen, a straight-chain or branched alkyl group containing 1 to 10 carbon atoms, wherein one or more non-adjacent -CH2- in the straight-chain or branched alkyl group containing 1 to 10 carbon atoms can be independently replaced by -C≡C-, -O-, -S-, -CO-, -CO-O- or -O-CO-, and one or more -H in the straight-chain or branched alkyl group containing 1 to 10 carbon atoms can be independently replaced by -F or -Cl; Z F1 represents a single bond, -O-, -CO-O-, -O-CO-, -CH2O-, -OCH2-, -CH=CH-, -C≡C-, -CH2CH2-, -CF2CF2-, -(CH2)4-, -CF2O- or -OCF2-; R F2 ' represents a straight or branched alkoxy group containing 1 to 11 carbon atoms; X F1 and X F2 Each independently represents -CH2- or -O-; n F3 represents an integer from 1 to 5; and R F3 represents a straight chain or branched chain alkyl group containing 1 to 5 carbon atoms, a straight chain or branched chain alkoxy group containing 1 to 4 carbon atoms, or a straight chain or branched chain alkenyl group containing 2 to 5 carbon atoms; Preferably, the compound of general formula F comprises at least one compound selected from the group consisting of compounds of general formula F-1, compounds of general formula F-3 and compounds of general formula F-32.

9. A liquid crystal display device, characterized in that: The liquid crystal display device comprises the liquid crystal composition according to any one of claims 1 to 8.

10. The liquid crystal display device according to claim 9, characterized in that: The display mode of the liquid crystal display device includes IPS mode, NFFS mode or VA mode.

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