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, through cooperation of the compounds shown in the general formula I and the general formula II, the composition has a relatively large K value, relatively high contrast ratio, relatively low Flicker and relatively long low-temperature storage time, so that a liquid crystal display device containing the liquid crystal composition disclosed by the invention has relatively high contrast ratio, relatively high response speed and relatively good 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 dioxane-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 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] 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, realistic saturation, ultra-high clarity, ultra-fast response speed, etc., among which ultra-high contrast display is the most concerned aspect. In commercial fields such as automotive displays, outdoor displays, chemical reaction monitoring, and electron scanning microscope imaging, these are rigid requirements that have received much attention. The industry is in urgent need of finding a type of liquid crystal mixture suitable for manufacturing ultra-high contrast display screens. Summary of the invention

[0005] 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. Compared with the prior art, the liquid crystal composition provided by the present invention can significantly increase the K value (K 11 , K 33 ), improve contrast, reduce flicker, improve solubility and low-temperature storage performance, and are suitable for fast-response, high-contrast IPS, PFFS, NFFS, TN and other display modes.

[0006] To achieve this object, the present invention adopts the following technical solutions:

[0007] In a first aspect, the present invention provides a liquid crystal composition, comprising:

[0008] At least one compound of the general formula I:

[0009] as well as

[0010] At least one compound of formula II:

[0011]

[0012] Among them, R 1 and R 2 Each independently represents -H, a linear 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 -CH 2 - may be independently replaced by -CH=CH-, -C≡C-, -O-, -CO-, -CO-O- or -O-CO-, and one or more -H in the straight or branched alkyl group containing 1 to 12 carbon atoms may be independently replaced by -F;

[0013] R N1 and R N2 each independently represents a straight chain 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, a straight chain or branched chain alkoxy group containing 1 to 11 (e.g., 1, 2, 3, 4, 5, 6, 7, 8, 9, 10 or 11) carbon atoms, a straight chain or branched chain alkenyl group containing 2 to 12 (e.g., 2, 3, 4, 5, 6, 7, 8, 9, 10, 11 or 12) carbon atoms, At least one of the R N1 or R N2 represents a straight or branched alkenyl group containing 2 to 12 carbon atoms;

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

[0015] ring ring Each independently expresses

[0016] ring ring ring Each independently expresses

[0017] Z N1 , Z N2 Each independently represents a single bond, -CH 2 CH 2 -、-CF 2 CF 2 -, -CO-O-, -O-CO-, -O-CO-O-, -CH=CH-, -CF=CF-, -O-, -CH 2 O- or -OCH 2 -;and

[0018] n 1 、n N1 Each independently is 0 or 1.

[0019] The liquid crystal compound containing a dioxane-cyclohexene structure in the liquid crystal composition provided by the present invention can make the whole compound have higher elastic strength due to the high structural strength of ether bonds and double bonds, compared with the conventional liquid crystal mixture composed of structures such as benzene ring, cyclohexane, fluorobenzene, and monooxane, and the lone pair of electrons contained in the two oxygen atoms can form a conjugate with cyclohexene, which greatly enhances the K value (K 11 , K 33 ), making it difficult for the molecules to undergo elastic deformation when driven in an electric field, thereby enhancing the contrast of the display and reducing flicker; the liquid crystal compound with a dioxane-cyclohexene structure also has the advantages of good mutual solubility and strong stability in liquid crystal mixtures, and performs well in both positive and negative liquid crystal materials.

[0020] The liquid crystal compound containing the dioxane-cyclohexene structure (Formula I) can obtain a large K value (K 11 , K 33 ), fast response speed and ultra-high contrast, and has excellent mutual solubility and a wide operating temperature. It is suitable for fast response, high contrast IPS, PFFS, NFFS, TN and other display modes, and has good application prospects in automotive display, outdoor display, chemical reaction monitoring, electron microscope imaging and other fields.

[0021] 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%, 6.5%, 7%, 8%, 9%, 9.5%, 10%, 10.5%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 19%, 20%, 21%, 22%, 23%, 24%, 25%, 26%, 27%, 28%, 29% or 30%, etc., preferably 1%-20%, and more preferably 4%-18%.

[0022] In some embodiments of the present invention, the compound of formula I is selected from the group consisting of:

[0023]

[0024]

[0025] as well as

[0026]

[0027] Among them, R 1 and R 2 Each independently represents a straight-chain or branched alkyl group containing 1 to 10 carbon atoms, wherein one or two or more non-adjacent -CH 2 - may be replaced by -CH=CH- or -O-, respectively, independently.

[0028] In some embodiments of the present invention, R 1 and R 2 Each independently represents 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, or a straight chain or branched chain alkenyl group containing 2 to 9 (e.g., 2, 3, 4, 5, 6, 7, 8 or 9) carbon atoms.

[0029] In some embodiments of the present invention, the compound of general formula I contains at least one (for example, it can be two) compound selected from the group consisting of compounds of general formula I-1, compounds of general formula I-2, compounds of general formula I-4, compounds of general formula I-5, compounds of general formula I-7, compounds of general formula I-10, and compounds of general formula I-13.

[0030] In some embodiments of the present invention, the weight percentage of the compound of general formula I selected from the group consisting of compounds of general formula I-1, compounds of general formula I-2, compounds of general formula I-4, compounds of general formula I-5, compounds of general formula I-7, compounds of general formula I-10, and compounds of general formula I-13 in the liquid crystal composition is 1%-25%, for example, 1%, 2%, 3%, 4%, 5%, 6%, 6.5%, 7%, 8%, 9%, 9.5%, 10%, 10.5%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 19%, 20%, 21%, 22%, 23%, 24%, 25%, etc.

[0031] In some embodiments of the present invention, the compound of general formula I comprises at least one (for example, it can be two) compound selected from the group consisting of compounds of general formula I-1-1, compounds of general formula I-1-2, compounds of general formula I-1-3, compounds of general formula I-2-1, compounds of general formula I-2-2, compounds of general formula I-2-3, compounds of general formula I-4-1, compounds of general formula I-4-2, compounds of general formula I-4-3, compounds of general formula I-5-1, compounds of general formula I-5-2, compounds of general formula I-5-3, compounds of general formula I-7-1, compounds of general formula I-7-2, compounds of general formula I-7-3, compounds of general formula I-10-1, compounds of general formula I-10-2, compounds of general formula I-10-3, compounds of general formula I-13-1, compounds of general formula I-13-2, and compounds of general formula I-13-3:

[0032]

[0033] as well as

[0034] in,

[0035] R 21 represents a straight or branched chain alkyl group containing 1 to 8 carbon atoms; and

[0036] R 22 It represents a straight-chain or branched alkenyl group containing 2 to 8 carbon atoms.

[0037] In some embodiments of the present invention, the weight percentage of the compound of formula II in the liquid crystal composition is 1%-90%, for example, 1%, 2%, 3%, 4%, 5%, 6%, 6.5%, 7%, 8%, 9%, 9.5%, 10%, 10.5%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 19%, 20%, 21%, 22%, 23%, 24%, 25%, 26%, 27%, 28%, 29%, 30%, 31%, 32%, 33%, 34%, 35%, 36%, 37%, 38%, 39%, 40%, 41%, 42%, 43%, 44%, 45%, 46%, 47%, 48%, 49%, 50%, 51%, 52%, 53%, 54%, 55%, 56%, 57%, 58%, 59%, 60%, 61%, 62%, 63%, 64%, 65%, 66%, 67%, 68%, 69%, 70%, 71%, 72%, 73%, 74%, 75%, 76%, 77%, 78%, 79%, 80%, 81%, 82%, 83%, 84%, 85%, 86%, 87%, 88%, 89%, 90%, 91%, 92%, 93%, 94%, 95%, 96%, 97%, 98%, 99%, 100%, 101%, 102%, 103%, 104%, 105%, 106%, 107%, 108%, 109%, 110%, 111%, 112%, 0%, 41%, 42%, 43%, 44%, 45%, 46%, 48%, 50%, 51%, 52%, 53%, 53.5%, 55%, 56%, 57%, 58%, 60%, 60.5%, 61.5%, 62%, 63%, 64%, 65%, 66.5%, 67%, 68%, 70%, 70.5%, 71%, 72%, 74%, 75%, 77%, 79%, 80%, 81%, 82%, 83%, 85%, 87%, 89%, 90%, etc., preferably 40%-90%, more preferably 50%-85%.

[0038] Preferably, the compound of formula II is selected from the group consisting of the following compounds:

[0039]

[0040]

[0041] as well as

[0042]

[0043] Among them, R N1 and R N2 each independently represents 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, At least one of the R N1 or R N2 It represents a straight-chain or branched alkenyl group having 2 to 10 carbon atoms.

[0044] In some embodiments of the present invention, the compound of formula II is selected from the group consisting of:

[0045]

[0046]

[0047] as well as

[0048]

[0049] in,

[0050] R N1 and R N2 Each independently represents 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

[0051] R N11 and R N21 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.

[0052] In some embodiments of the present invention, the compound of general formula II contains at least one (for example, two, three, four, five, six, seven, eight) compound selected from the group consisting of compounds of general formula II-1-1, compounds of general formula II-3-1, compounds of general formula II-4-2, compounds of general formula II-5-2, compounds of general formula II-6-1, compounds of general formula II-6-2, compounds of general formula II-7-2, compounds of general formula II-8-1, compounds of general formula II-8-2, compounds of general formula II-9-1, compounds of general formula II-9-2, compounds of general formula II-10-1, compounds of general formula II-10-2, compounds of general formula II-10-3, compounds of general formula II-11-2, and compounds of general formula II-12-2.

[0053] In some embodiments of the present invention, at least one (for example, two, three, four, five, six, seven, eight) compound of general formula II-1-1, compound of general formula II-3-1, compound of general formula II-4-2, compound of general formula II-5-2, compound of general formula II-6-1, compound of general formula II-6-2, compound of general formula II-7-2, compound of general formula II-8-1, compound of general formula II-8-2, compound of general formula II-9-1, compound of general formula II-9-2, compound of general formula II-10-1, compound of general formula II-10-2, compound of general formula II-10-3, compound of general formula II-11-2, compound of general formula II-12-2, the weight percentage of compound of general formula II in the liquid crystal composition is 1%-85%, for example, 1%, 2%, 3%, 4%, 5%, 6%, 6.5%, 7%, 8%, 9%, 10%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 19%, 20%, 21%, 22%, 23%, 24%, 25%, 26%, 27%, 28%, 29%, 30%, 31%, 32%, 33%, 34%, 35%, 36%, 37%, 38%, 39%, 40%, 41%, 42%, 43%, 44%, 45%, 46%, 47%, 48%, 49%, 50%, 50%, 51%, 52%, 53%, 54%, 55%, 56%, 57%, 58%, 59%, 60%, 61%, 62%, 63%, 64%, 65%, 66%, 67%, 68%, 69%, 70%, 71%, 72%, 73%, %, 7%, 8%, 9%, 9.5%, 10%, 10.5%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 19%, 20%, 21%, 22%, 23%, 24%, 25%, 26%, 27%, 28%, 29%, 30%, 31%, 32%, 33%, 34%, 35%, 36%, 37%, 38%, 39%, 40%, 41%, 42%, 43% %, 44%, 45%, 46%, 48%, 50%, 51%, 52%, 53%, 53.5%, 55%, 56%, 57%, 58%, 60%, 60.5%, 61.5%, 62%, 63%, 64%, 65%, 66.5%, 67%, 68%, 70%, 70.5%, 71%, 72%, 74%, 75%, 77%, 79%, 80%, 81%, 82%, 83%, 85%, etc.

[0054] In some embodiments of the present invention, the liquid crystal composition further comprises at least one compound of formula A-1:

[0055]

[0056] Among them, R A1 represents -H, 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 -CH 2 - may be independently replaced by -CH=CH-, -C≡C-, -O-, -CO-, -CO-O- or -O-CO-;

[0057] ring ring Each independently expresses in One or more non-adjacent -CH 2 - may be replaced by -O-, and a single bond in one or up to two non-adjacent rings may be replaced by a double bond, 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=;

[0058] Z A11 Represents a single bond, -CH 2 CH 2 -、-CF 2 CF 2 -, -CO-O-, -O-CO-, -O-CO-O-, -CH=CH-, -CF=CF-, -O-, -CH 2 O- or -OCH 2 -;

[0059] L A11 , L A12 and L A13 Each independently represents -H, a halogenated or unhalogenated alkyl group containing 1 to 3 (e.g., 1, 2 or 3) carbon atoms, a halogenated or unhalogenated alkoxy group containing 1 to 3 carbon atoms, or a halogen;

[0060] X A1 represents halogen, haloalkyl or haloalkoxy containing 1 to 5 (e.g. 1, 2, 3, 4 or 5) carbon atoms, haloalkenyl or haloalkenoxy containing 2 to 5 (e.g. 2, 3, 4 or 5) carbon atoms;

[0061] n A11 Represents 0, 1, 2, or 3. When n A11 =2 or 3, the ring Can be the same or different, Z A11 may be the same or different; and

[0062] n A12 represents 1 or 2, when n A12 =2, ring Can be the same or different.

[0063] 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:

[0064]

[0065] Here, * represents the carbon atom in the ring structure to which it is bonded.

[0066] 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:

[0067]

[0068] Here, * represents the carbon atom in the ring structure to which it is bonded.

[0069] In some embodiments of the present invention, the weight percentage of the compound of general formula A-1 in the liquid crystal composition is 0.1%-50%, for example, 0.1%, 0.5%, 1%, 3%, 5%, 8%, 10%, 11%, 12%, 15%, 16%, 18%, 20%, 21%, 21.5%, 23%, 24%, 24.5%, 26%, 27%, 28%, 30%, 31%, 32%, 33%, 34%, 35%, 40%, 41%, 43%, 48% or 50%, etc., preferably 1%-40%, and more preferably 10%-30%.

[0070] In some embodiments of the present invention, the compound of formula A-1 is selected from the group consisting of the following compounds:

[0071]

[0072]

[0073]

[0074]

[0075] as well as

[0076]

[0077] Among them, R A1 represents -H, a straight or branched alkyl group containing 1 to 10 carbon atoms, wherein one or more non-adjacent -CH 2 - may be independently replaced by -CH=CH-, -C≡C-, -O-, -CO-, -CO-O- or -O-CO-, and one or more -H in the straight or branched alkyl group containing 1 to 10 carbon atoms may be independently replaced by -F or -Cl;

[0078] R v and R w Each independently represents -CH 2 -or-O-;

[0079] L A11 , L A12 , L A11 ',L A12 ',L A14 , L A15 and L A16 Each independently represents -H or -F;

[0080] L A13 and L A13 'Each independently represents -H or -CH 3 ;

[0081] X A1 Indicates -F, -CF 3 or -OCF 3 ;and

[0082] v and w each independently represent 0, 1 or 2.

[0083] In some embodiments of the present invention, R A1 represents -H, a straight-chain or branched alkyl group having 1 to 10 (e.g., 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10) carbon atoms, a straight-chain or branched alkoxy group having 1 to 9 (e.g., 1, 2, 3, 4, 5, 6, 7, 8 or 9) carbon atoms, or a straight-chain or branched alkenyl group having 2 to 9 (e.g., 2, 3, 4, 5, 6, 7, 8 or 9) carbon atoms.

[0084] In some embodiments of the present invention, the compound of general formula A-1 contains at least one (for example, two, three, four, five, six, seven, eight) compound selected from the group consisting of compounds of general formula A-1-1, compounds of general formula A-1-8, compounds of general formula A-1-9, compounds of general formula A-1-12, compounds of general formula A-1-17, compounds of general formula A-1-18, compounds of general formula A-1-19, compounds of general formula A-1-21, compounds of general formula A-1-22, compounds of general formula A-1-23, compounds of general formula A-1-24, compounds of general formula A-1-25, compounds of general formula A-1-27, compounds of general formula A-1-28, compounds of general formula A-1-29, compounds of general formula A-1-30, and compounds of general formula A-1-31.

[0085] In some embodiments of the present invention, at least one (for example, two, three, four, five, six, seven, eight) compound is selected from the group consisting of compounds of formula A-1-1, compounds of formula A-1-8, compounds of formula A-1-9, compounds of formula A-1-12, compounds of formula A-1-17, compounds of formula A-1-18, compounds of formula A-1-19, compounds of formula A-1-21, compounds of formula A-1-22, compounds of formula A-1-23, compounds of formula A-1-24, compounds of formula A-1-25, compounds of formula A-1-27, The weight percentage of the compound of general formula A-1 in the group consisting of the compound of general formula A-1-28, the compound of general formula A-1-29, the compound of general formula A-1-30 and the compound of general formula A-1-31 in the liquid crystal composition is 0.1%-40%, for example, 0.1%, 0.5%, 1%, 3%, 5%, 8%, 10%, 11%, 12%, 15%, 16%, 18%, 20%, 21%, 21.5%, 23%, 24%, 24.5%, 26%, 27%, 28%, 30%, 31%, 32%, 33%, 34%, 35%, 36%, 38% or 40%, etc.

[0086] In some embodiments of the present invention, the compound of general formula A-1 comprises at least one (for example, two, three, four, five, six, seven, eight) compound selected from the group consisting of compounds of general formula A-1-1-1, compounds of general formula A-1-1-2, compounds of general formula A-1-1-3, compounds of general formula A-1-8-1, compounds of general formula A-1-9-1, compounds of general formula A-1-12-1, compounds of general formula A-1-12-2, compounds of general formula A-1-17-1, compounds of general formula A-1-17-2, compounds of general formula A-1-17-3, compounds of general formula A-1-18-1, compounds of general formula A-1-18-2, compounds of general formula A-1-19-1, compounds of general formula A-1-19-2 -2, compounds of the general formula A-1-21-1, compounds of the general formula A-1-21-2, compounds of the general formula A-1-22-1, compounds of the general formula A-1-22-2, compounds of the general formula A-1-22-3, compounds of the general formula A-1-23-1, compounds of the general formula A-1-23-2, compounds of the general formula A-1-24-1, compounds of the general formula A-1-25-1, compounds of the general formula A-1-25-2, compounds of the general formula A-1-27-1, compounds of the general formula A-1-28-1, compounds of the general formula A-1-29-1, compounds of the general formula A-1-30-1, compounds of the general formula A-1-30-2, and compounds of the general formula A-1-31-1:

[0087]

[0088]

[0089]

[0090]

[0091] as well as

[0092]

[0093] In some embodiments of the present invention, at least one (e.g., two, three, four, five, six, seven, eight) compound is selected from the group consisting of compounds of the general formula A-1-1-1, compounds of the general formula A-1-1-2, compounds of the general formula A-1-1-3, compounds of the general formula A-1-8-1, compounds of the general formula A-1-9-1, compounds of the general formula A-1-12-1, compounds of the general formula A-1-12-2, compounds of the general formula A-1-17-1 , compounds of the general formula A-1-17-2, compounds of the general formula A-1-17-3, compounds of the general formula A-1-18-1, compounds of the general formula A-1-18-2, compounds of the general formula A-1-19-1, compounds of the general formula A-1-19-2, compounds of the general formula A-1-21-1, compounds of the general formula A-1-21-2, compounds of the general formula A-1-22-1, compounds of the general formula A-1-22-2, compounds of the general formula A-1-22 -3, compounds of the general formula A-1-23-1, compounds of the general formula A-1-23-2, compounds of the general formula A-1-24-1, compounds of the general formula A-1-25-1, compounds of the general formula A-1-25-2, compounds of the general formula A-1-27-1, compounds of the general formula A-1-28-1, compounds of the general formula A-1-29-1, compounds of the general formula A-1-30-1, compounds of the general formula A-1-30-2, compounds of the general formula The weight percentage of compounds of general formula A-1 in the group composed of compounds A-1-31-1 in the liquid crystal composition is 0.1%-35%, for example, 0.1%, 0.5%, 1%, 3%, 5%, 8%, 10%, 11%, 12%, 15%, 16%, 18%, 20%, 21%, 21.5%, 23%, 24%, 24.5%, 26%, 27%, 28%, 30%, 31%, 32%, 33%, 34%, 35%.

[0094] In some embodiments of the present invention, the liquid crystal composition further comprises at least one compound of the general formula M:

[0095]

[0096] Among them, R M1 and RM2 Each independently represents a straight chain 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, a straight chain or branched chain alkoxy group containing 1 to 10 carbon atoms,

[0097] ring ring and ring Each independently expresses in At most one -CH 2 - may be replaced by -O-, and a single bond in one or up to two non-adjacent rings may be replaced by a double bond, At most one -H in may be replaced by halogen;

[0098] Z M1 and Z M2 Each independently represents a single bond, -CO-O-, -O-CO-, -CH 2 O-、-OCH 2 -、-CH=CH-、-CH 2 CH 2 -or-(CH 2 ) 4 -;and

[0099] n M represents 0, 1, or 2, where n M =2, ring Can be the same or different, Z M2 Can be the same or different.

[0100] In some embodiments of the present invention, the weight percentage of the compound of general formula M in the liquid crystal composition is 0.1%-20%, for example 0.1%, 0.5%, 0.8%, 1%, 2%, 3%, 4%, 5%, 6%, 7%, 8%, 9%, 10%, 11%, 12%, 15%, 16%, 18%, 20%, etc., preferably 1%-6%.

[0101] In some embodiments of the present invention, the compound of formula M is selected from the group consisting of:

[0102]

[0103]

[0104]

[0105]

[0106]

[0107] as well as

[0108]

[0109] Among them, R M1 and R M2 Each independently represents a straight chain or branched chain alkyl group having 1 to 10 carbon atoms, or a straight chain or branched chain alkoxy group having 1 to 8 carbon atoms.

[0110] In some embodiments of the present invention, the compound of formula M is selected from the group consisting of a compound of formula M-26, a compound of formula M-28, and a compound of formula M-36.

[0111] In some embodiments of the present invention, R M1 and R M2 Each independently represents a straight chain or branched chain alkyl group having 1 to 5 carbon atoms, or a straight chain or branched chain alkoxy group having 1 to 4 carbon atoms.

[0112] 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:

[0113]

[0114]

[0115] as well as

[0116]

[0117] 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.

[0118] In addition, the antioxidants, light stabilizers and other additives used in the liquid crystal composition of the present invention are preferably the following:

[0119]

[0120]

[0121]

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

[0123] Preferably, the light stabilizer is selected from the following compounds:

[0124]

[0125] 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.

[0126] In some embodiments of the present invention, the liquid crystal composition of the present invention further comprises a photoinitiator as shown below:

[0127]

[0128] 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.

[0129] In some embodiments of the present invention, the display mode of the liquid crystal display device is IPS type, PFFS type, NFFS type or TN type.

[0130] Compared with the prior art, the present invention has at least the following beneficial effects:

[0131] The present invention combines the compounds of general formula I and general formula II so that the composition has a larger K value, a higher contrast, a lower flicker, and a 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, a faster response speed and better low-temperature storage stability. DETAILED DESCRIPTION

[0132] 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.

[0133] 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:

[0134] Table 1 Structure codes of compound groups in liquid crystal compositions

[0135]

[0136]

[0137] Take the following compound as an example:

[0138]

[0139] The structural formula can be expressed as follows: nCCGF, where n represents the number of carbon atoms in the left alkyl group. For example, if n is "3", it means that the alkyl group is -C 3 H 7 ; In the code, C represents 1,4-cyclohexylene, G represents 2-fluoro-1,4-phenylene, and F represents fluorine.

[0140] In the following examples, the abbreviated codes for the performance test items are shown in Table 2.

[0141] Table 2 Abbreviation codes for performance test items

[0142] Test project code meaning Δn Optical anisotropy (589nm, 25℃) Cp Clearing point (nematic-isotropic phase transition temperature, °C) Δε Dielectric anisotropy (1KHz, 25℃) <![CDATA[K 11 ,K 33 ]]> Splay elastic constant / bending elastic constant (25℃) γ1 Rotational viscosity (25℃, mPa·s) CR Contrast ratio (bright state transmittance / dark state transmittance) Flicker Flicker value (of LCD screen) LTS(-30℃) Low temperature storage stability (h)

[0143] in,

[0144] Δn: measured using an Abbe refractometer under a sodium lamp (589nm) at 25°C.

[0145] Cp: ​​measured by MP70 melting point apparatus.

[0146] 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, 1 KHz, TN test box, box thickness 7.0 μm.

[0147] K 11 and K 33 :The CV curve of liquid crystal was tested and calculated using an LCR meter and an anti-parallel friction cell; test conditions: anti-parallel friction cell, cell thickness 7.0 μm, V = 0.1 ~ 20 V.

[0148] γ1: obtained by testing using LCM-2 liquid crystal property evaluation system; test conditions: 25°C, 160-240 V, test box thickness 20 μm.

[0149] 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 positive FFS test box with a box thickness of 3 μm.

[0150] Flicker value: Use DMS505 tester to test in Flicker mode, and take the logarithm of the test value. Test conditions: 25℃, 60HZ, V22 voltage drive, positive FFS type test box with a box thickness of 3μm.

[0151] LTS (-30°C): The nematic liquid crystal medium is placed in a glass bottle and stored at a constant temperature of -30°C. The time recorded when crystal precipitation is observed.

[0152] 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.

[0153] 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.

[0154] Example 1

[0155] 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:

[0156]

[0157] Comparative Example 1

[0158] 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:

[0159]

[0160]

[0161] Comparative Example 2

[0162] 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:

[0163]

[0164] From the comparison of Comparative Example 1, Comparative Example 2 and Example 1, it can be seen that the liquid crystal composition of the present invention has a larger K value, a higher contrast, a lower Flicker, and a significantly longer low-temperature storage time by optimizing the structure of each component.

[0165] Example 2

[0166] 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:

[0167]

[0168] Example 3

[0169] 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:

[0170]

[0171] Example 4

[0172] 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:

[0173]

[0174] Example 5

[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]

[0178] Example 6

[0179] 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:

[0180]

[0181] Example 7

[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 8

[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]

[0188] Example 9

[0189] 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:

[0190]

[0191] Example 10

[0192] 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:

[0193]

[0194] In summary, the liquid crystal composition of the present invention has a larger K value, a higher contrast, a lower flicker, and a 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, a faster response speed and better low-temperature storage stability.

[0195] 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, a straight or branched alkyl group containing 1 to 12 carbon atoms, wherein one or more non-adjacent -CH2- in the straight-chain 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-, and one or more -H in the straight-chain or branched alkyl group containing 1 to 12 carbon atoms can be independently replaced by -F; R N1 and R N2 Each independently represents 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, At least one of the R N1 or R N2 represents a straight or branched alkenyl group containing 2 to 12 carbon atoms; ring ring Each independently expresses At least one ring or ring express ring ring Each independently expresses ring ring ring Each independently expresses Z N1 , Z N2 each independently represents a single bond, -CH2CH2-, -CF2CF2-, -CO-O-, -O-CO-, -O-CO-O-, -CH=CH-, -CF=CF-, -O-, -CH2O- or -OCH2-; and n1、n N1 Each independently is 0 or 1.

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 1%-20%, and more preferably 4%-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 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 -CH=CH- or -O-; Preferably, R1 and R2 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, or a straight chain or branched chain alkenyl group containing 2 to 9 carbon atoms; Preferably, the compound of formula I comprises at least one compound selected from the group consisting of compounds of formula I-1, compounds of formula I-2, compounds of formula I-4, compounds of formula I-5, compounds of formula I-7, compounds of formula I-10, and compounds of formula I-13; Preferably, the weight percentage of the compound of formula I selected from the group consisting of the compound of formula I-1, the compound of formula I-2, the compound of formula I-4, the compound of formula I-5, the compound of formula I-7, the compound of formula I-10, and the compound of formula I-13 in the liquid crystal composition is 1%-25%; Preferably, the compound of general formula I comprises at least one compound selected from the group consisting of compounds of general formula I-1-1, compounds of general formula I-1-2, compounds of general formula I-1-3, compounds of general formula I-2-1, compounds of general formula I-2-2, compounds of general formula I-2-3, compounds of general formula I-4-1, compounds of general formula I-4-2, compounds of general formula I-4-3, compounds of general formula I-5-1, compounds of general formula I-5-2, compounds of general formula I-5-3, compounds of general formula I-7-1, compounds of general formula I-7-2, compounds of general formula I-7-3, compounds of general formula I-10-1, compounds of general formula I-10-2, compounds of general formula I-10-3, compounds of general formula I-13-1, compounds of general formula I-13-2, and compounds of general formula I-13-3: as well as in, R 21 represents a straight or branched chain alkyl group containing 1 to 8 carbon atoms; and R 22 It represents a straight-chain or branched alkenyl group containing 2 to 8 carbon atoms.

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%-90%, preferably 40%-90%, and more preferably 50%-85%; Preferably, the compound of formula II 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 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, At least one of the R N1 or R N2 represents a straight or branched alkenyl group containing 2 to 10 carbon atoms; Preferably, the compound of formula II is selected from the group consisting of the following compounds: as well as in, R N1 and R N2 Each independently represents 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 N11 and R N21 Each independently represents a straight or branched alkenyl group containing 2 to 10 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-3-1, compounds of general formula II-4-2, compounds of general formula II-5-2, compounds of general formula II-6-1, compounds of general formula II-6-2, compounds of general formula II-7-2, compounds of general formula II-8-1, compounds of general formula II-8-2, compounds of general formula II-9-1, compounds of general formula II-9-2, compounds of general formula II-10-1, compounds of general formula II-10-2, compounds of general formula II-10-3, compounds of general formula II-11-2, and compounds of general formula II-12-2; Preferably, the at least one compound of general formula II selected from the group consisting of compounds of general formula II-1-1, compounds of general formula II-3-1, compounds of general formula II-4-2, compounds of general formula II-5-2, compounds of general formula II-6-1, compounds of general formula II-6-2, compounds of general formula II-7-2, compounds of general formula II-8-1, compounds of general formula II-8-2, compounds of general formula II-9-1, compounds of general formula II-9-2, compounds of general formula II-10-1, compounds of general formula II-10-2, compounds of general formula II-10-3, compounds of general formula II-11-2, and compounds of general formula II-12-2 accounts for 1%-85% 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 A-1: Among them, R A1 represents -H, 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 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 -F, -Cl or -CN, and one or more -CH= in the ring may be replaced by -N=; Z A11 represents a single bond, -CH2CH2-, -CF2CF2-, -CO-O-, -O-CO-, -O-CO-O-, -CH=CH-, -CF=CF-, -O-, -CH2O- or -OCH2-; L A11 , L A12 and L A13 Each independently represents -H, a halogenated or unhalogenated alkyl group containing 1 to 3 carbon atoms, a halogenated or unhalogenated alkoxy group containing 1 to 3 carbon atoms, or a halogen; X A1 represents halogen, a haloalkyl or haloalkoxy group having 1 to 5 carbon atoms, a haloalkenyl or haloalkenyloxy group having 2 to 5 carbon atoms; n A11 Represents 0, 1, 2, or 3. When n A11 =2 or 3, the ring Can be the same or different, Z A11 may be the same or different; and n A12 represents 1 or 2, when n A12 =2, ring Can be the same or different.

5. The liquid crystal composition according to claim 4, characterized in that: The weight percentage of the compound of formula A-1 in the liquid crystal composition is 0.1%-50%, preferably 1%-40%, and more preferably 10%-30%; Preferably, the compound of formula A-1 is selected from the group consisting of the following compounds: as well as Among them, R A1 represents -H, a straight 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 -CH=CH-, -C≡C-, -O-, -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; 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, 1 or 2; Preferably, R A1 represents -H, a straight-chain or branched alkyl group containing 1 to 10 carbon atoms, a straight-chain or branched alkoxy group containing 1 to 9 carbon atoms, or a straight-chain or branched alkenyl group containing 2 to 9 carbon atoms; Preferably, the compound of general formula A-1 comprises at least one compound selected from the group consisting of compounds of general formula A-1-1, compounds of general formula A-1-8, compounds of general formula A-1-9, compounds of general formula A-1-12, compounds of general formula A-1-17, compounds of general formula A-1-18, compounds of general formula A-1-19, compounds of general formula A-1-21, compounds of general formula A-1-22, compounds of general formula A-1-23, compounds of general formula A-1-24, compounds of general formula A-1-25, compounds of general formula A-1-27, compounds of general formula A-1-28, compounds of general formula A-1-29, compounds of general formula A-1-30, and compounds of general formula A-1-31; Preferably, the at least one compound of the general formula A-1 selected from the group consisting of the compound of the general formula A-1-1, the compound of the general formula A-1-8, the compound of the general formula A-1-9, the compound of the general formula A-1-12, the compound of the general formula A-1-17, the compound of the general formula A-1-18, the compound of the general formula A-1-19, the compound of the general formula A-1-21, the compound of the general formula A-1-22, the compound of the general formula A-1-23, the compound of the general formula A-1-24, the compound of the general formula A-1-25, the compound of the general formula A-1-27, the compound of the general formula A-1-28, the compound of the general formula A-1-29, the compound of the general formula A-1-30, and the compound of the general formula A-1-31 accounts for 0.1% to 40% by weight of the liquid crystal composition; Preferably, the compound of general formula A-1 comprises at least one compound selected from the group consisting of compounds of general formula A-1-1-1, compounds of general formula A-1-1-2, compounds of general formula A-1-1-3, compounds of general formula A-1-8-1, compounds of general formula A-1-9-1, compounds of general formula A-1-12-1, compounds of general formula A-1-12-2, compounds of general formula A-1-17-1, compounds of general formula A-1-17-2, compounds of general formula A-1-17-3, compounds of general formula A-1-18-1, compounds of general formula A-1-18-2, compounds of general formula A-1-19-1, compounds of general formula A-1-19-2, compounds of general formula A-1-21- A compound of the group consisting of a compound of the general formula A-1-1-21-2, a compound of the general formula A-1-22-1, a compound of the general formula A-1-22-2, a compound of the general formula A-1-22-3, a compound of the general formula A-1-23-1, a compound of the general formula A-1-23-2, a compound of the general formula A-1-24-1, a compound of the general formula A-1-25-1, a compound of the general formula A-1-25-2, a compound of the general formula A-1-27-1, a compound of the general formula A-1-28-1, a compound of the general formula A-1-29-1, a compound of the general formula A-1-30-1, a compound of the general formula A-1-30-2, and a compound of the general formula A-1-31-1: as well as Preferably, the at least one compound is selected from the group consisting of a compound of the general formula A-1-1-1, a compound of the general formula A-1-1-2, a compound of the general formula A-1-1-3, a compound of the general formula A-1-8-1, a compound of the general formula A-1-9-1, a compound of the general formula A-1-12-1, a compound of the general formula A-1-12-2, a compound of the general formula A-1-17-1, a compound of the general formula A-1-17-2, a compound of the general formula A-1-17-3, a compound of the general formula A-1-18-1, a compound of the general formula A-1-18-2, a compound of the general formula A-1-19-1, a compound of the general formula A-1-19-2, a compound of the general formula A-1-21-1, a compound of the general formula A-1-21-2 The weight percentage of compounds of general formula A-1 in the group consisting of compounds of general formula A-1-22-1, compounds of general formula A-1-22-2, compounds of general formula A-1-22-3, compounds of general formula A-1-23-1, compounds of general formula A-1-23-2, compounds of general formula A-1-24-1, compounds of general formula A-1-25-1, compounds of general formula A-1-25-2, compounds of general formula A-1-27-1, compounds of general formula A-1-28-1, compounds of general formula A-1-29-1, compounds of general formula A-1-30-1, compounds of general formula A-1-30-2, and compounds of general formula A-1-31-1 is 0.1%-35% of the weight of the liquid crystal composition.

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 M: Among them, R M1 and R M2 Each independently represents a straight-chain or branched alkyl group containing 1 to 12 carbon atoms, a straight-chain or branched alkoxy group containing 1 to 10 carbon atoms, ring 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 and Z M2 each independently represents a single bond, -CO-O-, -O-CO-, -CH2O-, -OCH2-, -CH=CH-, -CH2CH2- or -(CH2)4-; and n M represents 0, 1, or 2, where n M =2, ring Can be the same or different, Z M2 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 M in the liquid crystal composition is 0.1%-20%, preferably 1%-6%.

8. The liquid crystal composition according to claim 6 or 7, characterized in that: 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 chain alkyl group containing 1 to 10 carbon atoms, or a straight chain or branched chain alkoxy group containing 1 to 8 carbon atoms; Preferably, the compound of formula M is selected from the group consisting of compounds of formula M-26, compounds of formula M-28, and compounds of formula M-36; Preferably, R M1 and R M2 Each independently represents a straight chain or branched chain alkyl group having 1 to 5 carbon atoms, or a straight chain or branched chain alkoxy group having 1 to 4 carbon atoms.

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 is IPS type, PFFS type, NFFS type or TN type.

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