Liquid crystal composition containing dibenzo derivatives and liquid crystal display device thereof

Abstract

The present invention provides a liquid crystal composition containing a dibenzo derivative and a liquid crystal display device thereof. The liquid crystal composition of the present invention has a higher clearing point, a higher optical anisotropy, a higher absolute value of dielectric anisotropy, a larger average elastic constant, a lower threshold voltage, a shorter response time, a higher contrast, a longer low-temperature storage time and a higher voltage holding rate (VHR (initial) and VHR (UV)), so that the liquid crystal display device containing the liquid crystal composition has a wider temperature use range, a higher contrast, lower power consumption, a lower threshold voltage, a faster response speed, better low-temperature stability and higher reliability, thereby having a wider range of applications.

Description

Technical Field

[0001] The present invention relates to the field of liquid crystals, in particular to a liquid crystal composition with negative dielectric anisotropy and a liquid crystal display device thereof, and more particularly to a liquid crystal composition containing dibenzo derivatives and a liquid crystal display device thereof. Background Art

[0002] Liquid crystal materials are mixtures of organic rod-shaped small molecular compounds that have both the fluidity of liquid and the anisotropy of crystal at a certain temperature. Liquid crystal displays (LCDs) work by utilizing the optical anisotropy and dielectric anisotropy of liquid crystal materials themselves, and have developed rapidly due to their small size, light weight, low power consumption and excellent display quality, especially in portable electronic information products. Liquid crystal display devices can be divided into the following types based on the operation mode of liquid crystal molecules: PC (phase change), TN (twist nematic), STN (super twisted nematic), DS (dynamic scattering), FLC (ferroelectric liquid crystal, FLC), GH (guest-host), ECB (electrically controlled birefringence), OCB (optically compensated bend), IPS (in-plane switching), VA (vertical alignment), FFS (fringe field switching), FPA (field-induced photo-reactive alignment), etc.

[0003] The liquid crystal display device contains a nematic liquid crystal composition having appropriate characteristics. By improving the characteristics of the liquid crystal composition, an AM element having good characteristics can be obtained. The relationship between the characteristics of the liquid crystal composition and the characteristics of the AM element is summarized in the following Table 1.

[0004] Table 1 Characteristics of liquid crystal composition and characteristics of AM element

[0005] serial number Characteristics of Liquid Crystal Compositions Characteristics of AM components 1 Nematic phase has a wide temperature range Wide temperature range 2 Low viscosity Short response time 3 Optical anisotropy is appropriate High contrast 4 The absolute value of positive or negative dielectric anisotropy is large Low threshold voltage, low power consumption, high contrast 5 Larger specific resistance High voltage holding rate and contrast 6 UV and heat stable Long life 7 Large elastic constant High contrast and short response time

[0006] In the application of liquid crystal display devices, the contrast has a critical impact on visual effects. Generally speaking, the greater the contrast, the clearer and more eye-catching the image, and the brighter the color; if the contrast is small, the whole picture will be gray. High contrast is of great help to the clarity, detail and grayscale performance of the image. High contrast products have advantages in black and white contrast, clarity, integrity and other aspects. Contrast also has a great impact on the display effect of dynamic video. Since the light and dark conversion in dynamic images is relatively fast, the higher the contrast, the easier it is for the human eye to distinguish such a conversion process.

[0007] In the early 1970s, experimental research on the basic electro-optical properties of uniformly arranged and twistedly arranged nematic phase liquid crystal IPS mode has been carried out. Its characteristics are that a pair of electrodes are made on the same substrate, while there is no electrode on the other substrate. The arrangement of liquid crystal molecules is controlled by applying a lateral electric field between the pair of electrodes. Therefore, this mode can also be called a lateral field mode. In the IPS mode, the nematic phase liquid crystal molecules are uniformly arranged in parallel between the two substrates, and the two polarizers are placed orthogonally. In the IPS mode, when no electric field is applied, the incident light is blocked by two orthogonal polarizers and is in a dark state; when an electric field is applied, the liquid crystal molecules rotate to cause a delay, so that light leaks from the two orthogonal polarizers. The advantages of using IPS mode panels are large viewing angles and accurate color reproduction, but the disadvantages are serious light leakage and slow response speed.

[0008] With the widespread application of TFT LCD, the requirements for its performance are constantly increasing. High display image quality requires faster response speed, lower energy consumption and higher low temperature stability, and also requires higher contrast and higher transmittance (especially for IPS type liquid crystal display devices). This means that the liquid crystal material needs to have a larger elastic constant, a higher absolute value of dielectric anisotropy, better low temperature stability, higher contrast, and higher transmittance, and the improvement of these performances requires the improvement of the liquid crystal material.

[0009] The most important factor affecting the contrast of liquid crystal display devices is the light leakage of liquid crystal display devices. Based on the traditional IPS-LCD light leakage test, technicians in this field found that the main factors causing the light leakage problem of liquid crystal display devices are: light scattering (LC scattering), rubbing uniformity (rubbing uniformity), color filter film light leakage (CF / TFT scattering) and polarization ability (polarize ability), among which light scattering accounts for 63% of the factors affecting light leakage. According to the relationship: (where d represents the spacing of the liquid crystal cell, Δn represents the optical anisotropy, and n e represents the extraordinary refractive index, no represents the ordinary refractive index, K ave represents the average elastic constant K 11 is the splay elastic constant, K 22 is the torsional elastic constant, K 33 is the bending elastic constant), it can be seen that LC Scattering and K ave Inversely proportional to the K ave In this case, light leakage of the liquid crystal display device can be reduced.

[0010] In addition, the relationship between contrast (CR) and brightness (L) is as follows:

[0011] CR=L 255 / L0×100,

[0012] Among them, L 255 L0 is the brightness of the on state, and L0 is the brightness of the off state. It can be seen that the change of L0 should significantly affect CR. In the off state, L0 has nothing to do with the dielectric properties of the liquid crystal molecules, but is related to the LC Scattering of the liquid crystal material itself; the smaller the LC Scattering, the smaller the L0, and the CR will be significantly improved.

[0013] A liquid crystal display element containing a liquid crystal composition having a large absolute value of dielectric anisotropy can reduce a base voltage value, reduce a driving voltage, and further reduce power consumption.

[0014] The threshold voltage of a liquid crystal composition mainly depends on the absolute value of its dielectric anisotropy. A large absolute value of dielectric anisotropy is conducive to reducing the threshold voltage of the liquid crystal composition. By mixing monomer liquid crystals of different polarities, the absolute value of dielectric anisotropy of the liquid crystal composition is modulated to a suitable value to meet the operating voltage requirements of the display device.

[0015] Liquid crystal display elements containing liquid crystal compositions with lower threshold voltages can effectively reduce display power consumption, especially in consumables (such as mobile phones, tablet computers and other portable electronic products) to have longer battery life. However, for liquid crystal compositions with lower threshold voltages (generally containing large dielectric polar groups), the order of their liquid crystal molecules is low, and K, which reflects the order of liquid crystal molecules, is ave The value will also decrease, thus affecting the light leakage and contrast of the liquid crystal material, which are usually difficult to balance.

[0016] Response time is an important parameter for liquid crystal display devices. Specifically, the fall time τ off With the following relationship:

[0017] τ off ∝γ1d 2 / π2 K

[0018] Where γ1 represents the rotational viscosity of the liquid crystal material, d represents the spacing of the liquid crystal cell, and K represents the relevant elastic constant of the liquid crystal material. From this relationship, it can be seen that a liquid crystal composition with a smaller rotational viscosity can improve the response speed of a liquid crystal display device. When the delay amount Δn·d is constant, a liquid crystal display device with a higher Δn can have a smaller thickness, thereby improving the response speed; when the response speed of the liquid crystal display device is fast, it can be suitable for animation display. τ off It is related to the elastic constant of the liquid crystal composition and the cell thickness of the liquid crystal cell. The thinning of the cell thickness will reduce the fall time (τ off ), and the movement of liquid crystal molecules in different display modes is different. The three modes of TN, IPS, and VA are inversely proportional to the average elastic constant, twist elastic constant, and bending elastic constant, respectively. The increase of the elastic constant will also reduce the response time.

[0019] In summary, the problems that still need to be solved in this field are: how to increase the absolute value of the dielectric anisotropy of the negative liquid crystal composition, reduce the threshold voltage, reduce the driving voltage, increase the elastic constant value, increase the contrast, increase the response speed, and improve the low-temperature storage performance.

[0020] The modulation of the liquid crystal composition formula should adjust many physical parameters of the liquid crystal at the same time. It is impossible to adjust a certain performance parameter without affecting the values ​​of other parameters. Sometimes, a certain monomer liquid crystal added to adjust a certain performance parameter of the liquid crystal composition may be beneficial to one or more other performance parameters, but may also be detrimental to the improvement of other performance parameters. Therefore, how to obtain a liquid crystal composition that can fully or partially solve the above problems is still a problem to be solved in the art. Summary of the invention

[0021] Purpose of the invention: In view of the defects of the prior art, the purpose of the present invention is to provide a liquid crystal composition, which has a higher clearing point, a higher optical anisotropy, a higher absolute value of dielectric anisotropy, a larger average elastic constant, a lower threshold voltage, a shorter response time, a higher contrast, a longer low-temperature storage time and a higher voltage holding ratio (VHR (initial) and VHR (UV)). The purpose of the present invention is also to provide a liquid crystal display device comprising the above liquid crystal composition.

[0022] Technical solution: In order to achieve the above invention objectives, the present invention provides a liquid crystal composition, the liquid crystal composition comprising:

[0023] At least one compound of formula I

[0024]

[0025] At least one compound of the general formula F

[0026]

[0027] At least one compound of the general formula N

[0028] as well as

[0029] At least one compound of the general formula M

[0030]

[0031] in,

[0032] R1 and R2 each independently represent a straight or branched alkyl group containing 1 to 12 carbon atoms, One or more non-adjacent -CH2- groups in a linear or branched alkyl group containing 1 to 12 carbon atoms may be independently replaced by -CH=CH-, -C≡C-, -CO-, -CO-O- or -O-CO-;

[0033] R F1 represents -H, halogen, a straight or branched alkyl group containing 1 to 12 carbon atoms, One or more non-adjacent -CH2- groups are independently replaced by -S- or -O- One or more rings with single bonds replaced by double bonds wherein one or more non-adjacent -CH2- in a straight-chain 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-, and one or more -H in a straight-chain or branched alkyl group containing 1 to 12 carbon atoms may be independently replaced by -F or -Cl;

[0034] R F2 Indicates that one or two or more non-adjacent -CH2- are independently replaced by -S- or -O- One or more rings with single bonds replaced by double bonds -O(CH2)n F4 OR F3 or

[0035] R F3 represents a straight or branched chain alkyl group containing 1 to 4 carbon atoms;

[0036] R N1 and R N2 Each independently represents a straight or branched alkyl group containing 1 to 12 carbon atoms, One or more non-adjacent -CH2- groups in a straight 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-;

[0037] 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- groups in a straight 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-;

[0038] ring and ring Each independently expresses in One or more -CH2- in the ring may be replaced by -O- or -S-, and one or more 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=;

[0039] ring and ring Each independently expresses in One or more -CH2- in the ring may be replaced by -O-, and one or more single bonds in the ring may be replaced by double bonds, wherein One or more -H in the ring may be replaced by -F, -Cl or -CN, and one or more -CH= in the ring may be replaced by -N=;

[0040] ring ring and ring Each independently expresses in One or more -CH2- in the ring may be replaced by -O-, and one or more single bonds in the ring may be replaced by double bonds, wherein At most one -H in may be replaced by halogen;

[0041] X F represents -O-, -S-, or -CO-;

[0042] L F1and L F2 Each independently represents -H, -F, -Cl, -CF3 or -OCF3;

[0043] L1, L2 and L3 each independently represent -F, -Cl, -CF3 or -OCF3;

[0044] L N1 and L N2 Each independently represents -H, an alkyl group containing 1 to 3 carbon atoms or a halogen;

[0045] Z F1 and Z F2 Each independently represents a single bond, -CO-O-, -O-CO-, -CH2O-, -OCH2-, -CH=CH-, -C≡C-, -CH2CH2-, -CF2CF2-, -(CH2)4-, -CF2O- or -OCF2-;

[0046] Z F4 Represents -O-, -S-, -CO-, -CO-O-, -O-CO-, -O-CO-O-, -CH2O-, -OCH2-, -CH2S-, -SCH2-, -CF2O-, -OCF2-, -CF2S-, -SCF2-, -(CH2) d -, -CF2CH2-, -CH2CF2-, -(CF2) d -, -CH=CH-, -CF=CF-, -CH=CF-, -CF=CH-, -C≡C-, -CH=CH-CO-O-, -O-CO-CH=CH-, -CH2CH2-CO-O-, -O-CO-CH2CH2-, -CHR 1 -、-CR 1 R 2 - or a single bond, where R 1 and R 2 Each independently represents a straight or branched alkyl group containing 1 to 12 carbon atoms, and d represents an integer of 1 to 4;

[0047] 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-;

[0048] Z M1 and Z M2Each independently represents a single bond, -CO-O-, -O-CO-, -CH2O-, -OCH2-, -C≡C-, -CH=CH-, -CH2CH2- or -(CH2)4-;

[0049] 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;

[0050] n F3 Represents an integer from 0 to 4;

[0051] n F4 Indicates an integer from 1 to 8;

[0052] n N1 Represents 0, 1, 2, or 3, n N2 Represents 0 or 1, and 0≤n N1 +n N2 ≤3, when n N1 =2 or 3, the ring Can be the same or different, Z N1 Can be the same or different, when n N1 +n N2 =1, the ring and ring Each independently expresses and

[0053] 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.

[0054] As used herein, the term "containing 1-r carbon atoms" (wherein r is an integer greater than 1) may mean containing any integer between 1 and r (including the end values ​​1 and r) carbon atoms, for example, containing 2 carbon atoms, containing (r-1) carbon atoms, or containing r carbon atoms. For example, "containing 1-12 carbon atoms" may mean containing 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12 carbon atoms.

[0055] As used herein, the term "integer of y1-y2" can be any integer between the range (including the end values ​​y1 and y2). For example, "integer of 0-12" can be, for example, 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11 or 12.

[0056] 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 a group represented by formula (V1), formula (V2), formula (V8) or (V9). The groups represented by formula (V1) to formula (V9) are as follows:

[0057]

[0058] Wherein, * indicates the connection site in the bonded structure.

[0059] 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 a group represented by formula (OV1), formula (OV2), formula (OV8) or (OV9). The groups represented by formula (OV1) to formula (OV9) are as follows:

[0060]

[0061] Wherein, * indicates the connection site in the bonded structure.

[0062] In some embodiments of the present invention, preferably, R1 and R2 each independently represent a straight chain or branched chain alkyl group containing 1 to 10 carbon atoms; further preferably, R1 and R2 each independently represent a straight chain or branched chain alkyl group containing 1 to 8 carbon atoms.

[0063] In some embodiments of the present invention, in order to obtain a higher clearing point, a higher optical anisotropy, a higher absolute value of dielectric anisotropy, a larger average elastic constant, a lower threshold voltage, a shorter response time, a higher contrast ratio, a longer low-temperature storage time and a higher VHR value, L1 represents -F.

[0064] In some embodiments of the present invention, the content of the compound of general formula I is preferably adjusted so that the liquid crystal composition of the present invention has a higher clearing point, a higher optical anisotropy, a higher absolute value of dielectric anisotropy, a larger average elastic constant, a lower threshold voltage, a shorter response time, a higher contrast ratio, a longer low-temperature storage time and a higher VHR value.

[0065] In some embodiments of the present invention, the weight percentage of the compound of formula I in the liquid crystal composition is 1%-25% (including any value or sub-range between the range), for example, 1%, 2%, 3%, 4%, 5%, 6%, 7%, 8%, 9%, 10%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 19%, 20%, 21%, 22%, 23%, 24%, 25%, or a range between any two of these values.

[0066] In some embodiments of the present invention, the weight percentage of the compound of formula I in the liquid crystal composition is preferably 1%-20%.

[0067] In some embodiments of the present invention, the weight percentage of the compound of formula I in the liquid crystal composition is preferably 1%-15%.

[0068] In some embodiments of the present invention, L F1 and L F2 Each independently represents -F or -Cl.

[0069] In some embodiments of the present invention, n F3 Preferably it represents 0.

[0070] In some embodiments of the present invention, preferably, Z F1 and Z F2 Each independently represents a single bond, -CH2O- or -OCH2-; further preferably, Z F1 and Z F2 Both represent single bonds.

[0071] In some embodiments of the present invention, n F1 and n F2 All represent 0.

[0072] In some embodiments of the present invention, the compound of formula F is selected from the group consisting of:

[0073]

[0074]

[0075] as well as

[0076]

[0077] in,

[0078] X F1 and X F2 each independently represents -CH2-, -O- or -S-; and

[0079] R F2 express

[0080] In some embodiments of the present invention, R F1 Preferably, it represents a straight-chain or branched alkyl group containing 1 to 12 carbon atoms, a straight-chain or branched alkoxy group containing 1 to 12 carbon atoms, or one or more non-adjacent -CH2- groups independently replaced by -S- or -O-. One or more rings with single bonds replaced by double bonds -O(CH2)n F4 OR F3 or Where Z F4 、n F3 、n F4 , R F3 The definition of is as shown above. In some embodiments of the present invention, R F1 Further preferably represents a straight-chain or branched alkoxy group containing 1 to 12 carbon atoms, or -O(CH2)n F4 OR F3 In some embodiments of the present invention, R F1 More preferably, it represents a straight-chain or branched alkoxy group containing 1 to 12 carbon atoms,

[0081] In some embodiments of the present invention, R F2 Preferably means -O(CH2)n F4 OR F3 .

[0082] In order to obtain a higher clearing point, a higher optical anisotropy, a higher absolute value of dielectric anisotropy, a larger average elastic constant, a lower threshold voltage, a shorter response time, a higher contrast ratio, a longer low-temperature storage time and a higher VHR value, the liquid crystal composition preferably contains at least two (for example, 2, 3, 4) compounds of general formula F.

[0083] In order to obtain a higher clearing point, a higher optical anisotropy, a higher absolute value of dielectric anisotropy, a larger average elastic constant, a lower threshold voltage, a shorter response time, a higher contrast ratio, a longer low-temperature storage time and a higher VHR value, the compound of general formula F is selected from the group consisting of compounds of general formula F-1 and compounds of general formula F-2.

[0084] In some embodiments of the present invention, it is preferred to adjust the content of the compound of general formula F so that the liquid crystal composition of the present invention has a higher clearing point, a higher optical anisotropy, a higher absolute value of dielectric anisotropy, a larger average elastic constant, a lower threshold voltage, a shorter response time, a higher contrast ratio, a longer low-temperature storage time and a higher VHR value.

[0085] In some embodiments of the present invention, the weight percentage of the compound of formula F in the liquid crystal composition is 1%-25% (including any numerical value or sub-range between the range), for example, 1%, 2%, 3%, 4%, 5%, 6%, 7%, 8%, 9%, 10%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 19%, 20%, 21%, 22%, 23%, 24%, 25%, or the range between any two of these values. In some embodiments of the present invention, the weight percentage of the compound of formula F in the liquid crystal composition is preferably 1%-20%. In some embodiments of the present invention, the weight percentage of the compound of formula F in the liquid crystal composition is preferably 1%-15%.

[0086] In some embodiments of the present invention, for compounds of formula N, L N1 and L N2 All represent -H.

[0087] In some embodiments of the present invention, the compound of formula N is selected from the group consisting of:

[0088]

[0089]

[0090]

[0091] In some embodiments of the present invention, preferably, R N1 and R N2 Each independently represents 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 10 carbon atoms; further 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.

[0092] In order to obtain a higher clearing point, a higher optical anisotropy, a higher absolute value of dielectric anisotropy, a larger average elastic constant, a lower threshold voltage, a shorter response time, a higher contrast ratio, a longer low-temperature storage time and a higher VHR value, the compound of general formula N is selected from the group consisting of compounds of general formula N-2, compounds of general formula N-9 and compounds of general formula N-22.

[0093] In some embodiments of the present invention, it is preferred to adjust the content of the compound of the general formula N so that the liquid crystal composition of the present invention has a higher clearing point, a higher optical anisotropy, a higher absolute value of dielectric anisotropy, a larger average elastic constant, a lower threshold voltage, a shorter response time, a higher contrast ratio, a longer low-temperature storage time and a higher VHR value.

[0094] In some embodiments of the present invention, the weight percentage of the compound of formula N in the liquid crystal composition is 1%-50% (including any numerical value or sub-range between the range), for example, 1%, 2%, 3%, 4%, 5%, 6%, 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%, or a range between any two of these values. In some embodiments of the present invention, the weight percentage of the compound of formula N in the liquid crystal composition is preferably 5%-45%. In some embodiments of the present invention, the weight percentage of the compound of formula N in the liquid crystal composition is preferably 10%-42%.

[0095] In some embodiments of the present invention, for the compound of formula M, preferably, R M1 and R M2 Each independently represents 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 10 carbon atoms; further preferably, R M1 and R M2 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.

[0096] In some embodiments of the present invention, R M1 and R M2Preferably, each independently represents a straight chain alkenyl group containing 2 to 8 carbon atoms; R M1 and R M2 More preferably, each independently represents a straight-chain alkenyl group containing 2 to 5 carbon atoms.

[0097] In some embodiments of the present invention, preferably, R M1 and R M2 One of them is a straight chain alkenyl group having 2 to 5 carbon atoms, and the other is a straight chain alkyl group having 1 to 5 carbon atoms.

[0098] In some embodiments of the present invention, preferably, R M1 and R M2 Each independently represents a straight chain alkoxy group containing 1 to 8 carbon atoms; further preferably, R M1 and R M2 Each independently represents a straight-chain alkoxy group containing 1 to 5 carbon atoms.

[0099] In some embodiments of the present invention, preferably, R M1 and R M2 One of them is a straight-chain alkoxy group having 1 to 5 carbon atoms, and the other is a straight-chain alkyl group having 1 to 5 carbon atoms.

[0100] In some embodiments of the present invention, when reliability is important, R M1 and R M2 are all alkyl groups; when it is important to reduce the volatility of the compound, R M1 and R M2 are all alkoxy groups; when the viscosity reduction is important, R M1 and R M2 At least one of them is alkenyl.

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

[0102]

[0103]

[0104] In some embodiments of the present invention, in order to obtain a higher clearing point, a higher optical anisotropy, a higher absolute value of dielectric anisotropy, a larger average elastic constant, a lower threshold voltage, a shorter response time, a higher contrast ratio, a longer low-temperature storage time and a higher VHR value, the compound of general formula M is selected from the group consisting of compounds of general formula M-1, compounds of general formula M-2, compounds of general formula M-4 and compounds of general formula M-13.

[0105] In some embodiments of the present invention, the content of the compound of formula M must be appropriately adjusted according to the required properties such as solubility at low temperature, transition temperature, electrical reliability, birefringence, process adaptability, drip marks, screen burn-in, dielectric anisotropy, etc.

[0106] In some embodiments of the present invention, it is preferred to adjust the content of the compound of the general formula M so that the liquid crystal composition of the present invention has a higher clearing point, a higher optical anisotropy, a higher absolute value of dielectric anisotropy, a larger average elastic constant, a lower threshold voltage, a shorter response time, a higher contrast ratio, a longer low-temperature storage time and a higher VHR value.

[0107] In some embodiments of the present invention, the weight percentage of the compound of formula M in the liquid crystal composition is 0.1%-80% (including any value or sub-range between the range), for example, 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%, 113%, 114%, 115%, 116%, 117%, 118%, 119%, 120%, 121%, 122%, 123%, 124%, 125 %, 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%, or the range between any two of these values. In some embodiments of the present invention, the weight percentage of the compound of formula M in the liquid crystal composition is preferably 20%-75%. In some embodiments of the present invention, the weight percentage of the compound of formula M in the liquid crystal composition is preferably 30%-60%.

[0108] In some embodiments of the present invention, the liquid crystal composition of the present invention further comprises at least one compound selected from the group consisting of compounds of formula A-1 and compounds of formula A-2:

[0109]

[0110] in,

[0111] R A1 and R A2 Each independently represents a straight or branched alkyl group containing 1 to 12 carbon atoms, One or more non-adjacent -CH2- in a straight-chain 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-, and a straight-chain or branched alkyl group containing 1 to 12 carbon atoms, One or more -H in can be independently replaced by -F or -Cl;

[0112] ring ring ring and ring Each independently expresses in One or more -CH2- in the ring may be replaced by -O-, and one or more single bonds in the ring may be replaced by double bonds, wherein One or more -H in the ring may be replaced by -F, -Cl or -CN, and one or more -CH= in the ring may be replaced by -N=;

[0113] Z A11 , Z A21 and Z A22 each independently represents a single bond, -CH2CH2-, -CF2CF2-, -CO-O-, -O-CO-, -O-CO-O-, -CH=CH-, -CF=CF-, -CH2O- or -OCH2-;

[0114] L A11 , L A12 , L A13 , L A21 and L A22 Each independently represents -H, an alkyl group containing 1 to 3 carbon atoms or a halogen;

[0115] X A1 and X A2 Each independently represents halogen, a haloalkyl or haloalkoxy group containing 1 to 5 carbon atoms, a haloalkenyl or haloalkenyloxy group containing 2 to 5 carbon atoms;

[0116] n A11 represents 0, 1, 2, or 3, where n A11 =2 or 3, the ring Can be the same or different, Z A11 Can be the same or different;

[0117] n A12 represents 1 or 2, where n A12 =2, ring may be the same or different; and

[0118] nA2 represents 0, 1, 2, or 3, where n A2 =2 or 3, the ring Can be the same or different, Z A21 Can be the same or different.

[0119] In some embodiments of the present invention, the weight percentage of the compound selected from the group consisting of the compound of formula A-1 and the compound of formula A-2 in the liquid crystal composition is 0.1%-60% (including any value or sub-range of this range); for example, 0%, 0.1%, 1%, 2%, 3%, 4%, 5%, 6%, 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%, 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%, 100%, 101%, 102%, 103%, 104%, 105%, 106%, 107%, 108%, %, 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%, or any range between two of these values. In some embodiments of the present invention, the weight percentage of the compound selected from the group consisting of the compound of formula A-1 and the compound of formula A-2 in the liquid crystal composition is preferably 0.1%-50%.

[0120] In some embodiments of the present invention, the compound of formula A-1 is selected from the group consisting of the following compounds:

[0121]

[0122]

[0123]

[0124] as well as

[0125]

[0126] in,

[0127] R A1 represents a straight or branched alkyl group containing 1 to 8 carbon atoms, One or more non-adjacent -CH2- in a straight or branched alkyl group containing 1 to 8 carbon atoms may be independently replaced by -CH=CH-, -C≡C-, -O-, -CO-, -CO-O- or -O-CO-, and one or more -H present in these groups may be independently replaced by -F or -Cl;

[0128] R v and R w Each independently represents -CH2- or -O-;

[0129] L A11 , L A12 , L A11 ', L A12 ', L A14 , L A15 and L A16 Each independently represents -H or -F;

[0130] L A13 and L A13 'Each independently represents -H or -CH3;

[0131] X A1 represents -F, -CF3 or -OCF3; and

[0132] v and w each independently represent 0 or 1.

[0133] In some embodiments of the present invention, the weight percentage of the compound of formula A-1 in the liquid crystal composition is 0.1%-50% (including any value or sub-range between the range), for example, 0%, 0.1%, 1%, 2%, 3%, 4%, 5%, 6%, 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%, or any range between two of these values. In some embodiments of the present invention, the weight percentage of the compound of formula A-1 in the liquid crystal composition is preferably 0.1%-40%.

[0134] Regarding the preferred content of the compound of general formula A-1, when the viscosity of the liquid crystal composition of the present invention is kept low and the response speed is fast, it is preferred to make its lower limit value slightly lower and its upper limit value slightly lower; further, when the clearing point of the liquid crystal composition of the present invention is kept high and the temperature stability is good, it is preferred to make its lower limit value slightly lower and its upper limit value slightly lower; in addition, in order to keep the driving voltage low and increase the absolute value of dielectric anisotropy, it is preferred to make its lower limit value slightly higher and its upper limit value slightly higher.

[0135] In some embodiments of the present invention, the compound of formula A-2 is selected from the group consisting of:

[0136]

[0137]

[0138] as well as

[0139]

[0140] in,

[0141] R A2 represents a straight-chain or branched alkyl group containing 1 to 8 carbon atoms, one or more non-adjacent -CH2- groups in the straight-chain or branched alkyl group containing 1 to 8 carbon atoms may be independently replaced by -CH=CH-, -C≡C-, -O-, -CO-, -CO-O- or -O-CO-, and one or more -H groups in these groups may be independently replaced by -F or -Cl;

[0142] L A21 , L A22 , L A23 , L A24 and L A25 each independently represents -H or -F; and

[0143] X A2 It represents -F, -CF3, -OCF3 or -CH2CH2CH=CF2.

[0144] In some embodiments of the present invention, the weight percentage of the compound of formula A-2 in the liquid crystal composition is 0.1%-50% (including any value or sub-range between the range), for example, 0%, 0.1%, 1%, 2%, 3%, 4%, 5%, 6%, 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%, or any range between two of these values. In some embodiments of the present invention, the weight percentage of the compound of formula A-2 in the liquid crystal composition is preferably 0.1%-40%.

[0145] Regarding the preferred content of the compound of general formula A-2, when the viscosity of the liquid crystal composition of the present invention is kept low and the response speed is fast, it is preferred to make its lower limit value slightly lower and its upper limit value slightly lower; further, when the clearing point of the liquid crystal composition of the present invention is kept high and the temperature stability is good, it is preferred to make its lower limit value slightly lower and its upper limit value slightly lower; in addition, in order to keep the driving voltage low and increase the absolute value of the dielectric anisotropy, it is preferred to make its lower limit value slightly higher and its upper limit value slightly higher.

[0146] In some embodiments of the present invention, the liquid crystal composition further comprises at least one compound of formula B

[0147]

[0148] in,

[0149] R B1 and R B2 Each independently represents halogen, -CF3, -OCF3, a straight or branched alkyl group containing 1 to 12 carbon atoms, A straight or branched alkyl group containing 1 to 12 carbon atoms, One or more non-adjacent -CH2- can be independently replaced by -CH=CH-, -C≡C-, -CO-, -CO-O- or -O-CO-;

[0150] ring and ring Each independently expresses in One or more -CH2- in the ring may be replaced by -O-, and one or more 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=;

[0151] X B represents -O-, -S-, or -CO-;

[0152] L B1 and L B2 Each independently represents -H, -F, -Cl, -CF3 or -OCF3;

[0153] Z B1 and Z B2Each independently represents a single bond, -O-, -S-, -CO-O-, -O-CO-, -CH2O-, -OCH2-, -CH=CH-, -C≡C-, -CH2CH2-, -CF2CF2-, -(CH2)4-, -CF2O- or -OCF2-; and

[0154] n B1 and n B2 Each independently represents 0, 1 or 2, where n B1 When it indicates 2, the ring can be the same or different, where n B2 When it indicates 2, the ring Can be the same or different.

[0155] In some embodiments of the present invention, the compound of formula B is selected from the group consisting of:

[0156]

[0157]

[0158] as well as

[0159]

[0160] Among them, R B1 ’ and R B2 ’ Each independently represents a straight chain alkyl group containing 1 to 8 carbon atoms.

[0161] In some embodiments of the present invention, the compound of formula B is preferably a compound of formula B-1.

[0162] In some embodiments of the present invention, the weight percentage of the compound of formula B in the liquid crystal composition is 0.1%-30% (including any numerical value or sub-range between the range), for example, 0%, 0.1%, 1%, 2%, 3%, 4%, 5%, 6%, 7%, 8%, 9%, 10%, 11%, 12%, 13%, 14%, 15%, 16%, 17%, 18%, 19%, 20%, 21%, 22%, 23%, 24%, 25%, 26%, 27%, 28%, 29%, 30%, or the range between any two of these values. In some embodiments of the present invention, the weight percentage of the compound of formula B in the liquid crystal composition is preferably 0.1%-20%.

[0163] In some embodiments of the present invention, the liquid crystal composition further comprises at least one polymerizable compound of the general formula RM:

[0164]

[0165] in,

[0166] R5 represents -H, halogen, -CN, -Sp2-P2, a straight or branched alkyl group containing 1 to 12 carbon atoms, A straight or branched alkyl group containing 1 to 12 carbon atoms, One or more non-adjacent -CH2- may be independently replaced by -CH=CH-, -C≡C-, -O-, -CO-, -CO-O- or -O-CO-, and one or more -H may be independently replaced by -F or -Cl;

[0167] ring and ring Each independently expresses in One or more -CH2- in the ring may be replaced by -O-, and one or more single bonds in the ring may be replaced by double bonds, wherein One or more -H in the group may be replaced independently by -F, -Cl, -CN, -Sp3-P3, a halogenated or unhalogenated straight-chain alkyl group containing 1 to 12 carbon atoms, a halogenated or unhalogenated straight-chain alkoxy group containing 1 to 11 carbon atoms, Substitution, and -CH= in one or more rings may be replaced by -N=;

[0168] ring express in One or more -H in the group may be replaced independently by -F, -Cl, -CN, -Sp3-P3, a halogenated or unhalogenated straight-chain alkyl group containing 1 to 12 carbon atoms, a halogenated or unhalogenated straight-chain alkoxy group containing 1 to 11 carbon atoms, Substitution, and -CH= in one or more rings may be replaced by -N=;

[0169] X0 represents -O-, -S- or -CO-;

[0170] P1, P2 and P3 each independently represent a polymerizable group;

[0171] Sp1, Sp2 and Sp3 each independently represent a spacer group or a single bond;

[0172] Z1 and Z2 each independently represent -O-, -S-, -CO-, -CO-O-, -O-CO-, -O-CO-O-, -CH2O-, -OCH2-, -CH2S-, -SCH2-, -CF2O-, -OCF2-, -CF2S-, -SCF2-, -(CH2) d -, -CF2CH2-, -CH2CF2-, -(CF2) d -, -CH=CH-, -CF=CF-, -CH=CF-, -CF=CH-, -C≡C-, -CH=CH-CO-O-, -O-CO-CH=CH-, -CH2CH2-CO-O-, -O-CO-CH2CH2-, -CHR 1 -、-CR 1 R 2 - or a single bond, where R 1 and R 2 Each independently represents a straight or branched alkyl group containing 1 to 12 carbon atoms, and d represents an integer of 1 to 4; and

[0173] a represents 0, 1 or 2, b represents 0 or 1, wherein when a represents 2, the ring can be the same or different, and Z1 can be the same or different.

[0174] In some embodiments of the present invention, the polymerizable compound of formula RM is selected from the group consisting of:

[0175]

[0176]

[0177]

[0178]

[0179] as well as

[0180]

[0181] in,

[0182] X1-X 10 and X 12 Each independently represents -F, -Cl, -Sp3-P3, a linear alkyl or alkoxy group containing 1 to 5 carbon atoms,

[0183] In some embodiments of the present invention, X1-X 10 and X 12Each independently represents -F, -Cl, -Sp3-P3, -CH3, or -OCH3.

[0184] In some embodiments of the present invention, Sp1 and Sp2 both represent single bonds.

[0185] The polymerizable groups involved in the present invention are groups suitable for polymerization reactions (e.g., free radical or ionic polymerization, addition polymerization or condensation polymerization), or groups suitable for addition or condensation on the polymer backbone. For chain polymerization, polymerizable groups containing -CH=CH- or -C≡C- are particularly preferred; for ring-opening polymerization, for example, oxetane or epoxy groups are particularly preferred.

[0186] In some embodiments of the present invention, the polymerizable groups P1, P2 and P3 each independently represent or -SH; Preferably, the polymerizable groups P1, P2 and P3 each independently represent or -SH; Further preferably, the polymerizable groups P1, P2 and P3 each independently represent

[0187] As used herein, the term "spacer group" is known to those skilled in the art and is described in the literature (e.g., Pure Appl. Chem. 2001, 73 (5), 888 and C. Tschierske, G. Pelzl, S. Diele, Angew. Chem. 2004, 116, 6340-6368). As used herein, the term "spacer group" refers to a flexible group that connects the mesogenic group and the polymerizable group in a polymerizable compound. Typical spacer groups are, for example, -(CH2)p1-, -(CH2CH2O)q1-CH2CH2-, -(CH2CH2S)q1-CH2CH2-, -(CH2CH2NH)q1-CH2CH2-, -CR 0 R 00 -(CH2) p1 -or-(SiR 0 R 00 -O)p1-, wherein p1 represents an integer of 1-12 (e.g., 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12), q1 represents an integer of 1-3 (e.g., 1, 2, or 3), and R 0 and R 00Each independently represents -H, a straight 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, or a cycloalkyl group having 3 to 12 (e.g., 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12) carbon atoms. Particularly preferred spacer groups are -(CH2)p1-, -(CH2)p1-O-, -(CH2)p1-O-CO-, -(CH2)p1-CO-O-, -(CH2)p1-O-CO-O-, or -CR 0 R 00 -(CH2) p1 -.

[0188] In some embodiments of the present invention, the polymerizable compound of the general formula RM accounts for 0.001%-5% by weight of the liquid crystal composition (including any value or sub-range between the range), for example, 0.001%, 0.002%, 0.003%, 0.004%, 0.005%, 0.006%, 0.007%, 0.008%, 0.009%, 0.01%, 0.02%, 0.03%, 0.04%, 0.05%, 0.06%, 0.07%, 0.08%, 0.09%, 0.01%, 0.02%, 0.03%, 0.04%, 0.05%, 0.06%, 0.07%, 0.08%, 0.09%, 0.01%, 0.02%, 0.03%, 0.04%, 0.05%, 0.06%, 0.07%, 0.08%, 0.09%, 0.01%, 0.02%, 0.03%, 0.04%, 0.05%, 0.06%, 0.08 ... 0.02%, 0.03%, 0.04%, 0.05%, 0.06%, 0.07%, 0.08%, 0.09%, 0.1%, 0.2%, 0.21%, 0.22%, 0.23%, 0.24%, 0.25%, 0.26%, 0.27%, 0.28%, 0.29%, 0.3%, 0.31%, 0.32%, 0.33%, 0. 34%, 0.35%, 0.36%, 0.37%, 0.38%, 0.39%, 0.4%, 0.5%, 0.6%, 0.7%, 0.8%, 0.9%, 1%, 1.1%, 1.2%, 1.3%, 1.4%, 1.5%, 1.6%, 1.7%, 1.8%, 1.9%, 2%, 2.1%, 2.2%, 2.3%, 2.4%, 2. %, 3.5%, 3.6%, 3.7%, 3.8%, 3.9%, 4%, 4.1%, 4.2%, 4.3%, 4.4%, 4.5%, 4.6%, 4.7%, 4.8%, 4.9%, 5%, or any range between two of these values. In some embodiments of the present invention, the weight percentage of the compound of formula RM in the liquid crystal composition is preferably 0.001%-2%.

[0189] In some embodiments of the present invention, the liquid crystal composition may further include at least one additive.

[0190] In addition to the above compounds, the liquid crystal composition of the present invention may also contain conventional nematic liquid crystals, smectic liquid crystals, cholesteric liquid crystals, dopants, antioxidants, ultraviolet absorbers, infrared absorbers, polymerizable monomers or light stabilizers.

[0191] Possible dopants which are preferably added to the liquid crystal composition according to the invention are shown below:

[0192]

[0193] as well as

[0194]

[0195] In some embodiments of the present invention, the weight percentage of the dopant in the liquid crystal composition is 0%-5%; preferably, the weight percentage of the dopant in the liquid crystal composition is 0.01%-1%.

[0196] In addition, the antioxidant, light stabilizer, ultraviolet absorber and other additives used in the liquid crystal composition of the present invention are preferably the following:

[0197]

[0198]

[0199]

[0200] Here, n represents a positive integer from 1 to 12.

[0201] Preferably, the antioxidant is selected from the compounds shown below:

[0202]

[0203] In some embodiments of the present invention, the additive accounts for 0%-5% of the total weight of the liquid crystal composition; preferably, the additive accounts for 0.01%-1% of the total weight of the liquid crystal composition.

[0204] In another aspect, the present invention further provides a liquid crystal display device, comprising the liquid crystal composition.

[0205] Beneficial effects: Compared with the prior art, the liquid crystal composition of the present invention has a higher clearing point, a higher optical anisotropy, a higher absolute value of dielectric anisotropy, a larger average elastic constant, a lower threshold voltage, a shorter response time, a higher contrast, a longer low-temperature storage time and a higher voltage holding rate (VHR (initial) and VHR (UV)), so that the liquid crystal display device containing the liquid crystal composition has a wider temperature use range, a higher contrast, lower power consumption, a lower threshold voltage, a faster response speed, better low-temperature stability and higher reliability, and thus has a wider range of applications. DETAILED DESCRIPTION

[0206] The present invention will be described below in conjunction with specific embodiments. It should be noted that the following embodiments are examples of the present invention and are only used to illustrate the present invention, but not to limit the present invention. Other combinations and various modifications within the concept of the present invention may be performed without departing from the spirit or scope of the present invention.

[0207] Unless otherwise specified in the present invention, all ratios are weight ratios and all temperatures are degrees Celsius.

[0208] For ease of expression, in the following examples, the group structure of each compound is represented by the code listed in Table 2:

[0209] Table 2 Group structure codes of compounds

[0210]

[0211]

[0212] Take the following compound as an example:

[0213]

[0214] If the structural formula is represented by the codes listed in Table 2, it can be expressed as: nCCGF, where n in the code represents the number of C atoms in the left-hand 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 a fluorine substituent.

[0215] The abbreviated codes for the test items in the following embodiments are as follows:

[0216] Cp clearing point (nematic-isotropic phase transition temperature, °C)

[0217] Δn optical anisotropy (589nm, 20℃)

[0218] Δε Dielectric anisotropy (1KHz, 20℃)

[0219] K 11 Elastic constant (“slope”, pN at 20°C)

[0220] K 22 Elastic constant ("twist", pN at 20°C)

[0221] K 33 Elastic constant ("bending", pN at 20°C)

[0222] K ave Average elastic constant (K 11 +K 22 +K 33 Average value of

[0223] V th Threshold voltage (V, characteristic voltage with a relative contrast ratio of 10% in normally white mode)

[0224] CR Contrast

[0225] τ Response time (ms)

[0226] t -30℃ Low temperature storage time (days, -30℃)

[0227] VHR(initial) Initial voltage holding ratio (%)

[0228] VHR(UV) Voltage holding ratio after UV light irradiation (%)

[0229] in,

[0230] Cp: ​​obtained by melting point test.

[0231] Δn: measured using an Abbe refractometer under a sodium lamp (589 nm) at 20°C.

[0232] 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: 20°C, 1KHz, VA type test box with a box thickness of 6μm.

[0233] Where K 11 , K 22 and K 33 The capacitance-voltage characteristic curve (CV curve) of the liquid crystal material is measured and calculated using an LCR meter and a VA-type test box with a cell thickness of 6 μm. The test conditions are: V=0.1~20V, 20°C.

[0234] Vth : Tested using DMS 505 tester; test conditions: IPS type liquid crystal cell with cell thickness of 4μm, test frequency of 60Hz, square test waveform.

[0235] CR: The transmittance of the liquid crystal box was tested at 255 grayscale voltage and 0 grayscale voltage (ie, Tr255 and Tr0), respectively, using a DMS 505 tester. The CR was calculated using the relationship CR = Tr255 / Tr0. Test conditions: 20°C, a negative IPS test box with a box thickness of 3.5 μm.

[0236] τ: measured at 20°C using a DMS 505 tester; test conditions: 20°C, V90 drive, negative IPS test cell with a cell thickness of 3.5μm.

[0237] t -30℃ : The nematic liquid crystal medium is placed in a glass bottle and stored at -30°C, and the time is recorded when crystal precipitation is observed.

[0238] VHR(initial): initial voltage holding rate, tested using TOY06254 liquid crystal property evaluation system; test temperature is 60°C, test voltage is 5V, test frequency is 6Hz, and the cell thickness is 9μm TN type test cell.

[0239] VHR (UV): Tested using TOY06254 liquid crystal property evaluation system; wavelength 365nm, energy 6000mJ / cm 2 The test was carried out after the liquid crystal was irradiated with UV light, the test temperature was 60°C, the test voltage was 5V, the test frequency was 6Hz, and the cell thickness was 9μm TN type test box.

[0240] Each component used in the following examples can be synthesized by a known method or obtained through commercial channels. These synthesis techniques are conventional, and each liquid crystal compound obtained meets the standards of electronic compounds after testing.

[0241] Liquid crystal compositions are prepared according to the ratios of the liquid crystal compositions specified in the following examples. The preparation of the liquid crystal compositions is carried out according to conventional methods in the art, such as mixing in proportion by heating, ultrasonic waves, suspension, etc.

[0242] Comparative Example 1

[0243] The liquid crystal composition of Comparative Example 1 was prepared according to the compounds and their weight percentages listed in Table 3, and filled between two substrates of a liquid crystal display for performance testing.

[0244] Table 3 Formulation and performance parameter test results of liquid crystal composition

[0245]

[0246] Example 1

[0247] The liquid crystal composition of Example 1 was prepared according to the compounds and their weight percentages listed in Table 4, and filled between two substrates of a liquid crystal display for performance testing.

[0248] Table 4 Liquid crystal composition formula and performance parameter test results

[0249]

[0250]

[0251] 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 higher clearing point, a higher optical anisotropy, a higher absolute value of dielectric anisotropy, a larger average elastic constant, a lower threshold voltage, a shorter response time, a higher contrast, a longer low-temperature storage time, and a higher VHR value (VHR (initial) and VHR (UV)).

[0252] Comparative Example 2

[0253] The liquid crystal composition of Comparative Example 2 was prepared according to the compounds and their weight percentages listed in Table 5, and filled between two substrates of a liquid crystal display for performance testing.

[0254] Table 5 Formulation and performance parameter test results of liquid crystal composition

[0255]

[0256] Example 2

[0257] The liquid crystal composition of Example 2 was prepared according to the compounds and their weight percentages listed in Table 6, and filled between two substrates of a liquid crystal display for performance testing.

[0258] Table 6 Formulation and performance parameter test results of liquid crystal composition

[0259]

[0260]

[0261] From the comparison between Comparative Example 2 and Example 2, it can be seen that the liquid crystal composition of the present invention has a higher clearing point, appropriate optical anisotropy, a higher absolute value of dielectric anisotropy, a larger average elastic constant, a lower threshold voltage, a shorter response time, a higher contrast, a longer low-temperature storage time, and a higher VHR value (VHR (initial) and VHR (UV)).

[0262] Example 3

[0263] The liquid crystal composition of Example 3 was prepared according to the compounds and their weight percentages listed in Table 7, and filled between two substrates of a liquid crystal display for performance testing.

[0264] Table 7 Formulation and performance parameter test results of liquid crystal composition

[0265]

[0266]

[0267] Example 4

[0268] The liquid crystal composition of Example 4 was prepared according to the compounds and their weight percentages listed in Table 8, and filled between two substrates of a liquid crystal display for performance testing.

[0269] Table 8 Formulation and performance parameter test results of liquid crystal composition

[0270]

[0271] Example 5

[0272] The liquid crystal composition of Example 5 was prepared according to the compounds and their weight percentages listed in Table 9, and filled between two substrates of a liquid crystal display for performance testing.

[0273] Table 9 Formulation and performance parameter test results of liquid crystal composition

[0274]

[0275] Example 6

[0276] The liquid crystal composition of Example 6 was prepared according to the compounds and their weight percentages listed in Table 10, and filled between two substrates of a liquid crystal display for performance testing.

[0277] Table 10 Formulation and performance parameter test results of liquid crystal composition

[0278]

[0279]

[0280] Example 7

[0281] The liquid crystal composition of Example 7 was prepared according to the compounds and their weight percentages listed in Table 11, and filled between two substrates of a liquid crystal display for performance testing.

[0282] Table 11 Formulation and performance parameter test results of liquid crystal composition

[0283]

[0284] In summary, the liquid crystal composition of the present invention has a higher clearing point, a higher optical anisotropy, a higher absolute value of dielectric anisotropy, a larger average elastic constant, a lower threshold voltage, a shorter response time, a higher contrast ratio, a longer low-temperature storage time, and a higher VHR value (VHR (initial) and VHR (UV)), so that a liquid crystal display device containing the liquid crystal composition has a wider temperature use range, a higher contrast ratio, lower power consumption, a lower threshold voltage, a faster response speed, better low-temperature stability and higher reliability, and thus has a wider range of applications.

[0285] The above implementation modes are only for illustrating the technical concept and features of the present invention, and their purpose is to enable people familiar with this technology to understand the content of the present invention and implement it, and they cannot be used to limit the protection scope of the present invention. Any equivalent changes or modifications made according to the spirit of the present invention should be included in the protection scope of the present invention.

Claims

1. A liquid crystal composition, characterized in that: The liquid crystal composition comprises: At least one compound of formula I At least one compound of formula F, wherein the compound of formula F is selected from the group consisting of: and At least one compound of the general formula N as well as At least one compound of the general formula M in, R1 and R2 each independently represent 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-, -CO-, -CO-O- or -O-CO-; R F1 represents -H, halogen, a straight or branched alkyl group containing 1 to 12 carbon atoms, One or more non-adjacent -CH2- groups are independently replaced by -S- or -O- One or more rings with single bonds replaced by double bonds 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 or -Cl; R N1 and R N2 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-; 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 One or more -CH2- in the ring may be replaced by -O-, and one or more single bonds in the ring may be replaced by double bonds, wherein One or more -H in the ring may be replaced by -F, -Cl or -CN, and one or more -CH= in the ring may be replaced by -N=; ring ring and ring Each independently expresses in One or more -CH2- in the ring may be replaced by -O-, and one or more single bonds in the ring may be replaced by double bonds, wherein At most one -H in may be replaced by halogen; L1, L2 and L3 each independently represent -F, -Cl, -CF3 or -OCF3; L N1 and L N2 Each independently represents -H, an alkyl group containing 1 to 3 carbon atoms or a halogen; Z F4 Represents -O-, -S-, -CO-, -CO-O-, -O-CO-, -O-CO-O-, -CH2O-, -OCH2-, -CH2S-, -SCH2-, -CF2O-, -OCF2-, -CF2S-, -SCF2-, -(CH2) d -, -CF2CH2-, -CH2CF2-, -(CF2) d -, -CH=CH-, -CF=CF-, -CH=CF-, -CF=CH-, -C≡C-, -CH=CH-CO-O-, -O-CO-CH=CH-, -CH2CH2-CO-O-, -O-CO-CH2CH2-, -CHR 1 -、-CR 1 R 2 - or a single bond, where R 1 and R 2 Each independently represents a straight or branched alkyl group containing 1 to 12 carbon atoms, and d represents an integer of 1 to 4; 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-; Z M1 and Z M2 Each independently represents a single bond, -CO-O-, -O-CO-, -CH2O-, -OCH2-, -C≡C-, -CH=CH-, -CH2CH2- or -(CH2)4-; R F2 express n N1 Represents 0, 1, 2, or 3, n N2 Represents 0 or 1, and 0≤n N1 +n N2 ≤3, when n N1 =2 or 3, the ring Can be the same or different, Z N1 Can be the same or different, when n N1 +n N2 =1, the ring and ring Each independently expresses n M represents 0, 1, or 2, where n M =2, ring Can be the same or different, Z M2 may be the same or different; and The weight percentage of the compound of general formula I in the liquid crystal composition is 4%-25%; the weight percentage of the compound of general formula F in the liquid crystal composition is 7%-25%; the weight percentage of the compound of general formula N in the liquid crystal composition is 1%-50%; the weight percentage of the compound of general formula M in the liquid crystal composition is 0.1%-80%.

2. The liquid crystal composition according to claim 1, wherein The compound of formula N is selected from the group consisting of the following compounds: as well as 3. The liquid crystal composition according to claim 1, wherein The compound of formula M is selected from the group consisting of the following compounds: as well as 4. The liquid crystal composition according to claim 1, characterized in that: The liquid crystal composition further comprises at least one compound of formula B in, R B1 and R B2 Each independently represents halogen, -CF3, -OCF3, a straight or branched alkyl group containing 1 to 12 carbon atoms, The straight or branched alkyl group containing 1 to 12 carbon atoms, One or more non-adjacent -CH2- can be independently replaced by -CH=CH-, -C≡C-, -CO-, -CO-O- or -O-CO-; ring and ring Each independently expresses in One or more -CH2- in the ring may be replaced by -O-, and one or more 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 B represents -O-, -S-, or -CO-; L B1 and L B2 Each independently represents -H, -F, -Cl, -CF3 or -OCF3; Z B1 and Z B2 Each independently represents a single bond, -O-, -S-, -CO-O-, -O-CO-, -CH2O-, -OCH2-, -CH=CH-, -C≡C-, -CH2CH2-, -CF2CF2-, -(CH2)4-, -CF2O- or -OCF2-; and n B1 and n B2 Each independently represents 0, 1 or 2, where n B1 When it indicates 2, the ring can be the same or different, where n B2 When it indicates 2, the ring Can be the same or different.

5. A liquid crystal display device comprising the liquid crystal composition according to any one of claims 1 to 4.

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