Liquid crystal compound and application thereof

Abstract

The invention discloses a liquid crystal compound, the structural formula of which is as shown in the following formula I: # imgabs0. The liquid crystal compound has a high elastic constant K, a high clearing point Cp, good low-temperature intersolubility and good ultraviolet resistance and high temperature resistance; the liquid crystal composition containing the liquid crystal composition has a high elastic constant K, a high clearing point Cp, good low-temperature intersolubility and good ultraviolet resistance and high-temperature resistance, and can be used for developing liquid crystal display elements or liquid crystal displays which have high response speed, wide display temperature range and good reliability and can effectively improve residual images.

Description

Technical Field

[0001] The present invention relates to the field of liquid crystal display technology, and specifically comprises a liquid crystal compound, a liquid crystal composition comprising the liquid crystal compound, and a liquid crystal display element or display thereof. Background Art

[0002] Liquid crystal materials are mixtures of organic rod-shaped small molecular compounds that have both the fluidity of liquids and the anisotropy of crystals at a certain temperature. Liquid crystal materials are widely used in display devices such as electronic calculators, notebooks, car instruments, and televisions due to their optical anisotropy and dielectric anisotropy. With the development of display technology, flat-panel display devices such as liquid crystal display (LCD) have become the mainstream of display devices due to their advantages of high image quality, power saving, thin body, and wide range of applications, and eventually replaced cathode ray tube displays.

[0003] Liquid crystal displays are classified into TN (twist nematic), STN (supertwisted nematic), IPS (in-plane switching), VA (vertical alignment) and other types according to the type of display mode.

[0004] Liquid crystal materials need to have good chemical and thermal stability, good stability to electric fields and electromagnetic radiation, appropriate optical anisotropy, small rotational viscosity, and good low-temperature miscibility. Liquid crystal media are in urgent need of these properties, especially since liquid crystals are usually mixed with multiple components, and the direct mutual solubility of the components is particularly important. At the same time, since liquid crystal compounds are generally sensitive to ultraviolet rays, conventional liquid crystal materials are usually combined with anti-UV additives to avoid damage caused by ultraviolet rays. Although anti-UV additives improve the anti-UV performance of liquid crystals after being added to liquid crystal compositions, they have no significant effect on improving image quality. The addition of some compounds also affects low-temperature stability.

[0005] Most of the in-vehicle display screens use TFT LCD screens. Due to the special use environment of in-vehicle display screens, compared with ordinary LCD screens, in-vehicle display screens are generally required to be moisture-proof, dust-proof, anti-glare, visible in the sun, and resistant to high and low temperatures. Therefore, LCD in-vehicle liquid crystal display screens usually use LCD technologies such as wide temperature, anti-glare, high brightness, and capacitive touch. Therefore, the development of liquid crystal media with high elastic constant K, high-definition bright spot Cp, good low-temperature miscibility and good UV resistance is a technical problem that needs to be solved urgently. Summary of the invention

[0006] In view of this, the present invention provides a liquid crystal compound, a liquid crystal composition and a liquid crystal display element or display thereof. The liquid crystal compound has a high elastic constant K, a relatively high clearing point Cp, good low-temperature miscibility, and good anti-ultraviolet and high-temperature resistance. The liquid crystal composition of the present invention has a high elastic constant K, a relatively high clearing point Cp, good low-temperature miscibility, and good anti-ultraviolet and high-temperature resistance, and can be used to develop a liquid crystal display element or liquid crystal display with a relatively fast response speed, a relatively wide display temperature range, good reliability, and the ability to effectively improve afterimages.

[0007] In order to achieve the above-mentioned object of the invention, the present invention adopts the following technical solutions:

[0008] The first aspect of the present invention provides a liquid crystal compound, the general structural formula of the compound is as shown in Formula I,

[0009]

[0010] wherein R1 represents an alkyl group having 1 to 15 carbon atoms, and one or more H atoms in the alkyl group are optionally substituted by halogen; and / or any one or more -CH2- in the alkyl group are each independently optionally substituted by -C≡C-, -CH=CH-, -O-, -S-, -CO-O-, or -O-CO- is substituted in such a way that the O or S atoms are not directly attached to each other;

[0011] R2 represents an alkyl group having 1 to 15 carbon atoms, an alkenyl group having 2 to 15 carbon atoms, or an alkoxy group having 1 to 15 carbon atoms, and one or more H atoms are optionally substituted by halogen;

[0012] express

[0013] express Any H in the group may be replaced by F;

[0014] m represents 0, 1 or 2, and when m is 2, the two Optional: same or different;

[0015] n represents 0, 1 or 2, and when n is 2, the two Optionally the same or different; m+n≥1.

[0016] A second aspect of the present invention provides a liquid crystal composition, which includes the above-mentioned liquid crystal compound.

[0017] A third aspect of the present invention provides a liquid crystal display element or a liquid crystal display, wherein the liquid crystal display element or the liquid crystal display comprises the aforementioned liquid crystal compound and the liquid crystal composition.

[0018] The beneficial effects of the present invention are as follows:

[0019] The liquid crystal compound of the present invention has a high elastic constant K, a relatively high clearing point Cp, good low-temperature miscibility, and good UV and high-temperature resistance. The liquid crystal composition of the present invention has a high elastic constant K, a relatively high clearing point Cp, good low-temperature miscibility, and good UV and high-temperature resistance. It can be used to develop liquid crystal display elements or liquid crystal displays with faster response speed, wider display temperature range, good reliability, and can effectively improve afterimages. BRIEF DESCRIPTION OF THE DRAWINGS

[0020] Figure 1 The MS mass spectrum of the compound shown in Ⅰ-6-4 is shown;

[0021] Figure 2 The MS mass spectrum of the compound represented by I-8-4 is shown. DETAILED DESCRIPTION

[0022] The present invention provides a liquid crystal compound, the general structural formula of the compound is as shown in Formula I,

[0023]

[0024] wherein R1 represents an alkyl group having 1 to 15 carbon atoms, and one or more H atoms in the alkyl group are optionally substituted by halogen; and / or any one or more -CH2- in the alkyl group are each independently optionally substituted by -C≡C-, -CH=CH-, -O-, -S-, -CO-O-, or -O-CO- is substituted in such a way that the O or S atoms are not directly attached to each other;

[0025] R2 represents an alkyl group having 1 to 15 carbon atoms, an alkenyl group having 2 to 15 carbon atoms, or an alkoxy group having 1 to 15 carbon atoms, and one or more H atoms are optionally substituted by halogen;

[0026] express express and any hydrogen in the group may be replaced by fluorine;

[0027] m represents 0, 1 or 2, and when m is 2, the two Optional: same or different;

[0028] n represents 0, 1 or 2, and when n is 2, the two Optionally the same or different; m+n≥1.

[0029] The benzothiophene compound provided by the present invention is a 5-substituted compound. Different substitution positions lead to different molecular configurations of the compound. The change in molecular configuration leads to great differences in the clearing point and elastic constant of the liquid crystal compound. At the same time, the chemical composition of most benzothiophene liquid crystal compounds will change under ultraviolet and high temperature, and some free radical fragment ions will be generated, which will make the ultraviolet and high temperature tolerance of the liquid crystal compound worse. However, the benzothiophene compound of the present invention has good tolerance to ultraviolet and high temperature due to its special molecular configuration.

[0030] The liquid crystal compound of the present invention is preferably selected from the group consisting of compounds represented by the following formulas I-1 to I-28.

[0031]

[0032] wherein R1 represents an alkyl group having 1 to 15 carbon atoms, and one or more H atoms in the alkyl group are optionally substituted by halogen; and / or any one or more -CH2- in the alkyl group are each independently optionally substituted by -C≡C-, -CH=CH-, -O-, -S-, -CO-O-, or -O-CO- is substituted in such a way that the O or S atoms are not directly attached to each other;

[0033] R2 represents an alkyl group having 1 to 15 carbon atoms, an alkenyl group having 2 to 15 carbon atoms or an alkoxy group having 1 to 15 carbon atoms, and one or more H atoms may be substituted by halogen.

[0034] The liquid crystal compound of the present invention is preferably selected from any one or any combination of the compounds represented by the aforementioned formulas Ⅰ-1 to Ⅰ-28,

[0035]

[0036]

[0037]

[0038]

[0039]

[0040] The present invention provides a liquid crystal composition. Preferably, the liquid crystal composition comprises one or more liquid crystal compounds described in Formula I.

[0041] In the liquid crystal composition of the present invention, preferably, the mass content of the compound represented by the aforementioned formula I is 0.5-30%, and more preferably, the mass content is 1-20%. In the liquid crystal composition of the present invention, preferably, the compound represented by the aforementioned formula I contains at least one compound represented by formula I-6-1, and the mass content is 0.5-10%. In the liquid crystal composition of the present invention, preferably, the compound represented by the aforementioned formula I contains at least one compound represented by formula I-6-4, and the mass content is 0.5-10%. In the liquid crystal composition of the present invention, preferably, the compound represented by the aforementioned formula I contains at least one compound represented by formula I-6-5, and the mass content is 0.5-10%. In the liquid crystal composition of the present invention, preferably, the compound represented by the aforementioned formula I contains at least one compound represented by formula I-6-6, and the mass content is 0.5-10%. In the liquid crystal composition of the present invention, preferably, the compound represented by the aforementioned formula I contains at least one compound represented by formula I-7-1, and the mass content is 0.5-10%. In the liquid crystal composition of the present invention, preferably, the compound represented by the aforementioned formula I contains at least one compound represented by formula I-9-1, and the mass content is 0.5-10%. In the liquid crystal composition of the present invention, preferably, the compound represented by the aforementioned formula I contains at least one compound represented by formula I-9-4, with a mass content of 0.5-5%. In the liquid crystal composition of the present invention, preferably, the compound represented by the aforementioned formula I contains at least one compound represented by formula I-11-1, with a mass content of 0.5-7%. In the liquid crystal composition of the present invention, preferably, the compound represented by the aforementioned formula I contains at least one compound represented by formula I-16-2, with a mass content of 0.5-7%. In the liquid crystal composition of the present invention, preferably, the compound represented by the aforementioned formula I contains at least one compound represented by formula I-23-1, with a mass content of 0.5-15%.

[0042] The liquid crystal composition of the present invention, preferably, further comprises one or more compounds represented by formula II,

[0043]

[0044] Wherein, R3 represents an alkyl group having 1 to 15 carbon atoms, and one or more non-adjacent -CH2- in R3 is optionally substituted by cyclopentylene or cyclopropylene; Xa represents H or CH3;

[0045] express And two Optional same or different.

[0046] In the liquid crystal composition of the present invention, preferably, the compound represented by the aforementioned formula II is selected from the group consisting of the compounds represented by the following formulae II-1 to II-10,

[0047]

[0048] Wherein, R3 represents a chain alkyl group having 1 to 15 carbon atoms, and one or more non-adjacent -CH2- in R3 is optionally substituted by a cyclopentylene or cyclopropylene group.

[0049] In the liquid crystal composition of the present invention, preferably, the compound represented by the aforementioned formula II-1 is selected from the group consisting of the compounds represented by the following formulae II-1-1 to II-1-6,

[0050]

[0051] In the liquid crystal composition of the present invention, preferably, the compound represented by the aforementioned formula II-1 is selected from the group consisting of compounds represented by formulas II-1-2 to II-1-6, and further preferably, the optional mass content of each compound represented by formulas II-1-2 to II-1-6 is 1-8%.

[0052] In the liquid crystal composition of the present invention, preferably, the compound represented by the aforementioned formula II-2 is selected from the group consisting of the compounds represented by the following formulae II-2-1 to II-2-4,

[0053]

[0054] In the liquid crystal composition of the present invention, preferably, the compound represented by the aforementioned formula II-2 is selected from the group consisting of compounds represented by formulas II-2-2 to II-2-3, and further preferably, the optional mass content of each compound represented by formulas II-2-2 to II-2-3 is 1-5%.

[0055] In the liquid crystal composition of the present invention, preferably, the compound represented by the aforementioned formula II-3 is selected from the group consisting of compounds represented by the following formulae II-3-1 to II-3-5,

[0056]

[0057] In the liquid crystal composition of the present invention, preferably, the compound represented by the aforementioned formula II-3 is selected from the group consisting of compounds represented by formulas II-3-3 to II-3-4, and further preferably, the optional mass content of each compound represented by formulas II-3-3 to II-3-4 is 1-5%.

[0058] In the liquid crystal composition of the present invention, preferably, the compound represented by the aforementioned formula II-4 is selected from the group consisting of the compounds represented by the following formulae II-4-1 to II-4-5,

[0059]

[0060] The liquid crystal composition of the present invention is preferably that the compound represented by the aforementioned formula II-4 is selected from the group consisting of compounds represented by formula II-4-1, II-4-2, and II-4-5. Preferably, the optional mass content of each compound represented by formula II-4-1, II-4-2, and II-4-5 is 1-7%; further preferably, the optional mass content of each compound represented by formula II-4-1, II-4-2, and II-4-5 is 1-5%.

[0061] In the liquid crystal composition of the present invention, preferably, the compound represented by the aforementioned formula II-5 is selected from the group consisting of the compounds represented by the following formulae II-5-1 to II-5-4,

[0062]

[0063] The liquid crystal composition of the present invention, preferably, further comprises one or more compounds represented by formula III,

[0064]

[0065] Wherein, R4 and R5 each independently represent an alkyl group having 1 to 15 carbon atoms or an alkenyl group having 2 to 15 carbon atoms;

[0066] Each independently expresses

[0067] In the liquid crystal composition of the present invention, preferably, the compound represented by the aforementioned formula III is selected from the group consisting of compounds represented by the following formulas III-1 and III-2,

[0068]

[0069] Here, R4 and R5 each independently represent an alkyl group having 1 to 15 carbon atoms or an alkenyl group having 2 to 15 carbon atoms.

[0070] In the liquid crystal composition of the present invention, preferably, the compound represented by the aforementioned formula III-1 is selected from the group consisting of compounds represented by the following formulae III-1-1 to III-1-7,

[0071]

[0072] The liquid crystal composition of the present invention, preferably, the mass content of the compound represented by the aforementioned formula III-1-1 is 20-55%; preferably, the mass content of the compound represented by the aforementioned formula III-1-2 is 1-10%; preferably, the mass content of the compound represented by the aforementioned formula III-1-3 is 1-10%; preferably, the mass content of the compound represented by the aforementioned formula III-1-5 is 1-10%; preferably, the mass content of the compound represented by the aforementioned formula III-1-7 is 1-10%.

[0073] In the liquid crystal composition of the present invention, preferably, the compound represented by the aforementioned formula III-2 is selected from the group consisting of the compounds represented by the following formulae III-2-1 to III-2-2,

[0074]

[0075] In the liquid crystal composition of the present invention, preferably, the mass content of the compound represented by the aforementioned formula III-2-1 is 1-10%; preferably, the mass content of the compound represented by the aforementioned formula III-2-2 is 1-10%.

[0076] The liquid crystal composition of the present invention, preferably, further comprises one or more compounds represented by formula IV,

[0077]

[0078] Among them, R6 represents an alkyl group having 1 to 15 carbon atoms; R7 represents an alkyl group having 1 to 15 carbon atoms or an alkenyl group having 2 to 15 carbon atoms.

[0079] In the liquid crystal composition of the present invention, preferably, the compound represented by the aforementioned formula IV is selected from the group consisting of compounds represented by the following formulae IV-1 to IV-12,

[0080] The liquid crystal composition of the present invention, preferably, the compound represented by the aforementioned formula IV contains 1-10% by mass of the compound represented by formula IV-1; preferably, contains 1-18% by mass of the compound represented by formula IV-3; preferably, contains 1-10% by mass of the compound represented by formula IV-4.

[0081] The liquid crystal composition of the present invention, preferably, further comprises one or more compounds represented by formula V,

[0082]

[0083] wherein R8 and R9 each independently represent an alkyl group having 1 to 15 carbon atoms or an alkenyl group having 2 to 15 carbon atoms;

[0084] express

[0085] In the liquid crystal composition of the present invention, preferably, the compound represented by the aforementioned formula V is selected from the group consisting of compounds represented by the following formulas V-1 to V-3,

[0086]

[0087] Here, R8 and R9 each independently represent an alkyl group having 1 to 15 carbon atoms or an alkenyl group having 2 to 15 carbon atoms.

[0088] In the liquid crystal composition of the present invention, preferably, the compound represented by the aforementioned formula V-1 is selected from the group consisting of the compounds represented by the following formulas V-1-1 to V-1-7,

[0089]

[0090]

[0091] The liquid crystal composition of the present invention, preferably, the compound represented by the aforementioned formula V contains 1-15% by mass of the compound represented by formula V-1-1; preferably, contains 1-10% by mass of the compound represented by formula V-1-5; preferably, contains 1-19% by mass of the compound represented by formula V-1-6; preferably, contains 1-15% by mass of the compound represented by formula V-1-7.

[0092] In the liquid crystal composition of the present invention, preferably, the compound represented by the aforementioned formula V-2 is selected from the group consisting of the compounds represented by the following formulas V-2-1 to V-2-10,

[0093]

[0094] The liquid crystal composition of the present invention, preferably, the compound represented by the aforementioned formula V contains 1-10% by mass of the compound represented by formula V-2-1; preferably, contains 1-10% by mass of the compound represented by formula V-2-2; preferably, contains 1-15% by mass of the compound represented by formula V-2-4; preferably, contains 1-10% by mass of the compound represented by formula V-2-5; preferably, contains 1-10% by mass of the compound represented by formula V-2-10.

[0095] In the liquid crystal composition of the present invention, preferably, the compound represented by the aforementioned formula V-3 is selected from the group consisting of the compounds represented by the following formulas V-3-1 to V-3-7,

[0096]

[0097] The liquid crystal composition of the present invention, preferably, the compound represented by the aforementioned formula V contains 1-10% by mass of the compound represented by formula V-3-1; preferably, contains 1-15% by mass of the compound represented by formula V-3-3; preferably, contains 1-15% by mass of the compound represented by formula V-3-6; preferably, contains 1-10% by mass of the compound represented by formula V-3-7.

[0098] The liquid crystal composition of the present invention, preferably, further comprises one or more compounds represented by formula VI,

[0099]

[0100] Among them, R 10 represents a chain alkyl group having 1 to 15 carbon atoms; X1, X2, and X3 each independently represent H or F, and at least one of X1, X2, and X3 represents F.

[0101] In the liquid crystal composition of the present invention, preferably, the compound represented by the aforementioned formula VI is selected from the group consisting of compounds represented by the following formulas VI-1 and VI-2,

[0102]

[0103] Among them, R 10 It represents a chain alkyl group having 1 to 15 carbon atoms.

[0104] In the liquid crystal composition of the present invention, preferably, the compound represented by the aforementioned formula VI-1 is selected from the group consisting of compounds represented by the following formulae VI-1-1 to VI-1-4,

[0105]

[0106] In the liquid crystal composition of the present invention, preferably, the compound represented by the aforementioned formula VI contains the compound represented by the formula VI-1-2 in an amount of 0.5-5% by weight.

[0107] In the liquid crystal composition of the present invention, preferably, the compound represented by the aforementioned formula VI-2 is selected from the group consisting of compounds represented by the following formulae VI-2-1 to VI-2-3,

[0108]

[0109] In the liquid crystal composition of the present invention, preferably, the compound represented by the aforementioned formula VI contains the compound represented by the formula VI-2-1 in an amount of 0.5-5% by weight.

[0110] The liquid crystal composition of the present invention, preferably, further comprises one or more compounds represented by formula VII-1, VII-2, VII-3,

[0111]

[0112] Among them, R 11 , R 12 Each independently represents an alkyl radical having 1 to 15 carbon atoms, and R 11 , R 12 One or more non-adjacent -CH2- in R is optionally substituted by cyclopentylene or cyclopropylene; 13 represents a chain alkyl group having 1 to 15 carbon atoms; R 14 represents an alkoxy group having 1 to 15 carbon atoms;

[0113] Xb represents H or CH3;

[0114] Each independently expresses

[0115] In the liquid crystal composition of the present invention, preferably, the compound represented by the aforementioned formula VII-1 is selected from the group consisting of compounds represented by the following formulae VII-1-1 to VII-1-11,

[0116]

[0117] The liquid crystal composition of the present invention, preferably, the compound represented by the aforementioned formula VII comprises a compound represented by formula VII-1-1 with a mass content of 1-10%; preferably, comprises a compound represented by formula VII-1-2 with a mass content of 1-20%; preferably, comprises a compound represented by formula VII-1-3 with a mass content of 1-10%; preferably, comprises a compound represented by formula VII-1-4 with a mass content of 1-10%; preferably, comprises a compound represented by formula VII-1-5 with a mass content of 1-10%; preferably, comprises a compound represented by formula VII-1-6 with a mass content of 1-10%; preferably, comprises a compound represented by formula VII-1-8 with a mass content of 1-10%; preferably, comprises a compound represented by formula VII-1-9 with a mass content of 1-15%; preferably, comprises a compound represented by formula VII-1-11 with a mass content of 1-10%.

[0118] In the liquid crystal composition of the present invention, preferably, the compound represented by the aforementioned formula VII-2 is selected from the group consisting of the compounds represented by the following formulae VII-2-1 to VII-2-3,

[0119]

[0120] The liquid crystal composition of the present invention, preferably, the compound represented by the aforementioned formula VII contains 0.05-5% by mass of the compound represented by formula VII-2-1; preferably, contains 0.05-5% by mass of the compound represented by formula VII-2-3.

[0121] In the liquid crystal composition of the present invention, preferably, the compound represented by the aforementioned formula VII-3 is selected from the group consisting of compounds represented by the following formulae VII-3-1 to VII-3-11,

[0122]

[0123] The liquid crystal composition of the present invention, preferably, the compound represented by the aforementioned formula VII contains 0.5-10% by mass of the compound represented by formula VII-3-2; preferably, contains 1-5% by mass of the compound represented by formula VII-3-6.

[0124] The liquid crystal composition of the present invention, preferably, further comprises one or more compounds represented by formula VIII,

[0125]

[0126] Among them, R a represents an alkyl group having 1 to 15 carbon atoms or an alkenyl group having 2 to 15 carbon atoms; X4 represents H or F;

[0127] X5 represents F, CF3 or OCF3;

[0128] express

[0129] In the liquid crystal composition of the present invention, preferably, the compound represented by the aforementioned formula VIII is selected from the group consisting of the compounds represented by the following formulas VIII-1 to VIII-3,

[0130]

[0131] Among them, R a It represents an alkyl group having 1 to 15 carbon atoms or an alkenyl group having 2 to 15 carbon atoms.

[0132] In the liquid crystal composition of the present invention, preferably, the compound represented by the aforementioned formula VIII-1 is selected from the group consisting of compounds represented by the following formulas VIII-1-1 to VIII-1-5,

[0133]

[0134]

[0135] The liquid crystal composition of the present invention, preferably, the compound represented by the aforementioned formula VIII contains 1-15% by mass of the compound represented by formula VIII-1-1; preferably, contains 1-10% by mass of the compound represented by formula VIII-1-2; preferably, contains 1-15% by mass of the compound represented by formula VIII-1-3; preferably, contains 1-10% by mass of the compound represented by formula VIII-1-4; preferably, contains 1-10% by mass of the compound represented by formula VIII-1-5.

[0136] In the liquid crystal composition of the present invention, preferably, the compound represented by the aforementioned formula VIII-2 is selected from the group consisting of the compounds represented by the following formulas VIII-2-1 to VIII-2-5,

[0137]

[0138] The liquid crystal composition of the present invention, preferably, the compound represented by the aforementioned formula VIII contains 1-10% by mass of the compound represented by formula VIII-2-1; preferably, contains 1-15% by mass of the compound represented by formula VIII-2-2; preferably, contains 1-10% by mass of the compound represented by formula VIII-2-3; preferably, contains 1-10% by mass of the compound represented by formula VIII-2-4; preferably, contains 1-15% by mass of the compound represented by formula VIII-2-5.

[0139] In the liquid crystal composition of the present invention, preferably, the compound represented by the aforementioned formula VIII-3 is selected from the group consisting of the compounds represented by the following formulas VIII-3-1 to VIII-3-6,

[0140]

[0141] The liquid crystal composition of the present invention, preferably, the compound represented by the aforementioned formula VIII contains 1-15% by mass of the compound represented by formula VIII-3-1; preferably, contains 1-10% by mass of the compound represented by formula VIII-3-2; preferably, contains 1-10% by mass of the compound represented by formula VIII-3-3; preferably, contains 1-15% by mass of the compound represented by formula VIII-3-6.

[0142] The liquid crystal composition of the present invention, preferably, further comprises one or more compounds represented by formula IX,

[0143]

[0144] Among them, R b represents a chain alkyl group having 1 to 15 carbon atoms; X6 represents H or F.

[0145] In the liquid crystal composition of the present invention, preferably, the compound represented by the aforementioned formula IX is selected from the group consisting of compounds represented by the following formulas IX-1 to IX-8,

[0146]

[0147] In the liquid crystal composition of the present invention, preferably, the mass content of the compound represented by the above formula IX is 1-10%.

[0148] The liquid crystal composition of the present invention, preferably, further comprises one or more compounds represented by formula X,

[0149]

[0150] Among them, R 15 , R 16 Each independently represents a chain alkyl group having 1 to 15 carbon atoms; Z represents a single bond or -COO-;

[0151] express

[0152] In the liquid crystal composition of the present invention, preferably, the compound represented by the aforementioned formula X is selected from the group consisting of compounds represented by the following formulas X-1 and X-2,

[0153]

[0154] Among them, R 15 , R 16 Each independently represents an alkyl group having 1 to 15 carbon atoms.

[0155] In the liquid crystal composition of the present invention, preferably, the compound represented by the aforementioned formula X-1 is selected from the group consisting of compounds represented by the following formulas X-1-1 to X-1-3,

[0156]

[0157] In the liquid crystal composition of the present invention, preferably, the mass content of the compound represented by the aforementioned formula X-1 is 1-5%.

[0158] In the liquid crystal composition of the present invention, preferably, the compound represented by the aforementioned formula X-2 is selected from the group consisting of compounds represented by the following formulas X-2-1 to X-2-12,

[0159]

[0160]

[0161] In the liquid crystal composition of the present invention, preferably, the compound represented by the aforementioned formula X is selected from the compounds represented by the following formulas X-2-2, X-2-3, and X-2-4; further preferably, the mass content of the compound represented by formula X is 1-5%.

[0162] The liquid crystal composition of the present invention, preferably, further comprises one or more compounds represented by formula XI,

[0163]

[0164] Among them, R 17 represents an alkyl group having 1 to 15 carbon atoms or an alkenyl group having 2 to 15 carbon atoms; R 18 Indicates F, CF3 or OCF3;

[0165] X7 and X8 each independently represent H or F.

[0166] In the liquid crystal composition of the present invention, preferably, the compound represented by the aforementioned formula XI is selected from the group consisting of compounds represented by the following formulae XI-1 to XI-6,

[0167] In the liquid crystal composition of the present invention, preferably, the mass content of the compound represented by the aforementioned formula XI-5 is 1-10%.

[0168] Other additives may also be added to the liquid crystal composition of the present invention, such as UV stabilizers, antioxidants, free radical scavengers, etc. The additives that can be listed are as follows:

[0169]

[0170] Here, u represents an alkylene group having 1 to 20 carbon atoms.

[0171] [Liquid crystal display element or liquid crystal display]

[0172] The present invention also provides a liquid crystal display element or a liquid crystal display comprising the liquid crystal compound or liquid crystal composition.

[0173] Preferably, the aforementioned liquid crystal display element may be an active matrix addressed liquid crystal display element or a liquid crystal display.

[0174] Preferably, the active matrix addressed liquid crystal display element is a VA-TFT, FFS-TFT or IPS-TFT liquid crystal display element.

[0175] The liquid crystal display element or liquid crystal display of the present invention comprises the liquid crystal compound and liquid crystal composition of the present invention, and can be used to develop a liquid crystal display element or liquid crystal display having good reliability and a wide operating temperature range.

[0176] Example

[0177] In order to more clearly illustrate the present invention, the present invention is further described below in conjunction with preferred embodiments. It should be understood by those skilled in the art that the content specifically described below is illustrative and not restrictive, and the protection scope of the present invention should not be limited to this. The embodiments and comparative examples of this specification are provided to more completely explain this specification to those skilled in the art, and can be deformed into various different forms according to the embodiments and comparative examples of this specification, and the protection scope of the present invention should not be limited only to the embodiments and comparative examples described in detail below.

[0178] The method for preparing the compound represented by the aforementioned formula I of the present invention preferably adopts the following synthetic route, and other similar structures can also be prepared by this method.

[0179] Example 1

[0180] This example provides a liquid crystal compound I-2-1, the structure and synthesis route of which are as follows:

[0181]

[0182] Step 1: 4-ethyl-6-iodobenzenethiol (19.5 g, 0.074 mol), trimethylsilyl alkyne (7.9 g, 0.081 mol), palladium acetate (0.8 g, 0.0037 mol), TMEDA (0.43 g, 0.0037 mol), and AgTFA (16 g, 0.08 mol) were added to a 500 ml three-necked flask, and 200 ml of DMF was added to the flask. After nitrogen replacement three times, the temperature was raised to 110 ° C and heated for 24 hours, then cooled to room temperature, the reaction solution was poured into 500 ml of ice water, extracted with ethyl acetate, dried, and concentrated to obtain yellow oily intermediate 1 (14.3 g, 80%).

[0183] Step 2: Add intermediate 1 (14.0 g, 0.06 mol), 150 ml methanol, and potassium hydroxide (3.36 g, 0.06 mol) to a 250 mL three-necked flask in sequence and stir at room temperature for 5 hours. Add 50 ml water to the flask, extract the product with ethyl acetate, dry, and concentrate to obtain yellow solid intermediate 2 (7.7 g, 80%).

[0184] Step 3: After adding intermediate 2 (7.7 g, 0.048 mol) and THF (150 ml) into a 500 mL three-necked flask, the mixture was cooled to -78 °C under nitrogen protection, and n-butyl lithium (20 ml, 0.05 mol) was added dropwise to the system. The mixture was stirred for 1 hour. Trimethyl borate (5.5 g, 0.052 mol) was added dropwise to the reaction mixture. The mixture was stirred for 30 min and then naturally heated to -30 °C. 100 mL of water was added to the system. The pH was adjusted to 4. The mixture was separated, extracted with ethyl acetate, dried, concentrated, slurried with petroleum ether, and filtered to obtain intermediate 3 (8.4 g, 85%).

[0185] Step 4: Add 4-(4-ethylcyclohexyl)-2-fluoro-bromobenzene (10.6 g, 0.038 mol), intermediate 3 (8.4 g, 0.041 mol), potassium carbonate (6.3 g, 0.046 mol), tetrakistriphenylphosphine palladium (0.02 g, 0.00002 mol), toluene (150 mL) into a 500 ml three-necked flask, heat under reflux for 3 hours, cool to room temperature, add 100 ml of water to the reaction, separate the liquids, pass the toluene phase through a silica gel column, and concentrate to obtain 31 g of a yellow oil. The oil was dissolved in 2 times toluene and 1 times ethanol, then crystallized at -30°C for 2 hours, and filtered to obtain Ⅰ-2-1 (8.6 g, 65%), MS (m / z) (M+): 366.1.

[0186] Example 2

[0187] This example provides a liquid crystal compound I-2-2, the structure and synthesis route of which are as follows:

[0188]

[0189] The specific synthesis method is the same as that of compound Example 1, except that 4-ethyl-6-iodobenzenethiol is replaced by 4-trifluoromethyl-6-iodobenzenethiol, and the final product Ⅰ-2-2 (8.9 g, yield 63%) is obtained, MS (m / z) (M+): 406.1.

[0190] Example 3

[0191] This example provides a liquid crystal compound I-2-3, the structure and synthesis route of which are as follows:

[0192]

[0193] The specific synthesis method is the same as that of compound Example 1, except that 4-ethyl-6-iodobenzenethiol is replaced by 4-trifluoromethoxy-6-iodobenzenethiol, and the final product Ⅰ-2-3 (9.1 g, yield 61%) is obtained, MS (m / z) (M+): 422.1.

[0194] Example 4

[0195] This example provides a liquid crystal compound I-2-4, the structure and synthesis route of which are as follows:

[0196]

[0197]

[0198] The specific synthesis method is the same as that of Compound Example 1, except that 4-(4-ethylcyclohexyl)-2-fluoro-bromobenzene is replaced by 4-(4-propylcyclohexyl)-2-fluoro-bromobenzene, and the final product Ⅰ-2-4 (8.9 g, yield 70%) is obtained, MS (m / z) (M+): 380.2.

[0199] Example 5

[0200] This example provides a liquid crystal compound I-2-5, the structure and synthesis route of which are as follows:

[0201]

[0202] The specific synthesis method is the same as that of Compound Example 2, except that 4-(4-ethylcyclohexyl)-2-fluoro-bromobenzene is replaced by 4-(4-propylcyclohexyl)-2-fluoro-bromobenzene, and the final product Ⅰ-2-5 (9.4 g, yield 71%) is obtained, MS (m / z) (M+): 420.1.

[0203] Example 6

[0204] This example provides a liquid crystal compound I-2-6, the structure and synthesis route of which are as follows:

[0205]

[0206] The specific synthesis method is the same as that of compound Example 3, except that 4-(4-ethylcyclohexyl)-2-fluoro-bromobenzene is replaced by 4-(4-propylcyclohexyl)-2-fluoro-bromobenzene, and the final product Ⅰ-2-6 (10.1 g, yield 66%) is obtained, MS (m / z) (M+): 436.1.

[0207] Example 7

[0208] This example provides a liquid crystal compound I-6-1, the structure and synthesis route of which are as follows:

[0209]

[0210]

[0211] The specific synthesis method is the same as that of Compound Example 1, except that 4-(4-ethylcyclohexyl)-2-fluoro-bromobenzene is replaced by 4-(4-ethylphenyl)-2-fluoro-bromobenzene, and the final product Ⅰ-6-1 (11.1 g, yield 76%) is obtained, MS (m / z) (M+): 360.1.

[0212] Example 8

[0213] This example provides a liquid crystal compound I-6-2, the structure and synthesis route of which are as follows:

[0214]

[0215] The specific synthesis method is the same as that of compound Example 7, except that 4-ethyl-6-iodobenzenethiol is replaced by 4-trifluoromethyl-6-iodobenzenethiol, and the final product Ⅰ-6-2 (9.9 g, yield 73%) is obtained, MS (m / z) (M+): 400.1.

[0216] Example 9

[0217] This example provides a liquid crystal compound I-6-3, the structure and synthesis route of which are as follows:

[0218]

[0219] The specific synthesis method is the same as that of compound Example 7, except that 4-ethyl-6-iodobenzenethiol is replaced by 4-trifluoromethoxy-6-iodobenzenethiol, and the final product Ⅰ-6-3 (10.1 g, yield 71%) is obtained, MS (m / z) (M+): 416.1.

[0220] Example 10

[0221] This example provides a liquid crystal compound I-6-4, the structure and synthesis route of which are as follows:

[0222]

[0223] The specific synthesis method is the same as that of compound Example 7, except that 4-(4-ethylphenyl)-2-fluoro-bromobenzene is replaced by 4-(4-propylphenyl)-2-fluoro-bromobenzene, and the product Ⅰ-6-4 (9.9 g, yield 70%) is finally obtained, MS (m / z) (M+): 374.2, and the MS mass spectrum of the compound shown in Ⅰ-6-4 is as follows Figure 1 shown.

[0224] Embodiment 11

[0225] This example provides a liquid crystal compound I-6-5, the structure and synthesis route of which are as follows:

[0226]

[0227] The specific synthesis method is the same as that of compound Example 8, except that 4-ethyl-6-iodobenzenethiol is replaced by 4-trifluoromethyl-6-iodobenzenethiol, and the final product Ⅰ-6-5 (10.4 g, yield 72%) is obtained, MS (m / z) (M+): 414.1.

[0228] Example 12

[0229] This example provides a liquid crystal compound I-6-6, the structure and synthesis route of which are as follows:

[0230]

[0231] The specific synthesis method is the same as that of compound Example 8, except that 4-ethyl-6-iodobenzenethiol is replaced by 4-trifluoromethoxy-6-iodobenzenethiol, and the final product Ⅰ-6-6 (11.1 g, yield 76%) is obtained, MS (m / z) (M+): 430.1.

[0232] Example 13

[0233] This example provides a liquid crystal compound I-8-4, the structure and synthesis route of which are as follows:

[0234]

[0235] The specific synthesis method is the same as that of compound Example 10, except that 4-(4-propylphenyl)-2-fluoro-bromobenzene is replaced by 4-(4-propylphenyl)-2,6-difluoro-bromobenzene, and the product Ⅰ-8-4 (9.8 g, yield 71%) is finally obtained, MS (m / z) (M+): 392.2, and the MS mass spectrum of the compound shown in Ⅰ-8-4 is as follows Figure 2shown.

[0236] Embodiment 14

[0237] This example provides a liquid crystal compound I-8-5, the structure and synthesis route of which are as follows:

[0238]

[0239] The specific synthesis method is the same as that of compound Example 11, except that 4-(4-propylphenyl)-2-fluoro-bromobenzene is replaced by 4-(4-propylphenyl)-2,6-difluoro-bromobenzene, and the final product Ⅰ-8-5 (11.4 g, yield 73%) is obtained, MS (m / z) (M+): 432.1.

[0240] Embodiment 15

[0241] This example provides a liquid crystal compound I-8-6, the structure and synthesis route of which are as follows:

[0242]

[0243] The specific synthesis method is the same as that of Compound Example 12, except that 4-(4-propylphenyl)-2,3-difluoro-bromobenzene is replaced by 4-(4-propylphenyl)-2,6-difluoro-bromobenzene, and the final product Ⅰ-8-6 (11.2 g, yield 76%) is obtained, MS (m / z) (M+): 448.1.

[0244] Example 16

[0245] This embodiment provides a liquid crystal compound I-11-1, the structure and synthesis route of which are as follows:

[0246]

[0247] The specific synthesis method is the same as that of compound Example 10, except that 4-(4-propylphenyl)-2-fluoro-bromobenzene is replaced by 2-(4-bromo-3-fluorophenyl)-5-propyltetrahydropyran, and the final product Ⅰ-11-1 (10.8 g, yield 71%) is obtained, MS (m / z) (M+): 382.2.

[0248] Embodiment 17

[0249] This embodiment provides a liquid crystal compound I-11-2, the structure and synthesis route of which are as follows:

[0250]

[0251] The specific synthesis method is the same as that of compound Example 11, except that 4-(4-propylphenyl)-2-fluoro-bromobenzene is replaced by 2-(4-bromo-3-fluorophenyl)-5-propyltetrahydropyran, and the final product Ⅰ-11-2 (10.4 g, yield 71%) is obtained, MS (m / z) (M+): 422.1.

[0252] Embodiment 18

[0253] This embodiment provides a liquid crystal compound I-11-3, the structure and synthesis route of which are as follows:

[0254]

[0255] The specific synthesis method is the same as that of compound Example 12, except that 4-(4-propylphenyl)-2-fluoro-bromobenzene is replaced by 2-(4-bromo-3-fluorophenyl)-5-propyltetrahydropyran, and the final product Ⅰ-11-3 (10.8, yield 76%) is obtained, MS (m / z) (M+): 438.2.

[0256] Embodiment 19

[0257] This embodiment provides a liquid crystal compound I-18-1, the structure and synthesis route of which are as follows:

[0258]

[0259] The specific synthesis method is the same as that of Compound Example 10, except that 4-(4-propylphenyl)-2-fluoro-bromobenzene is replaced by 2-(4-bromo-3,5-difluorophenyl)-5-ethyl-1,3-dioxane, and the final product Ⅰ-18-1 (9.9 g, yield 72%) is obtained, MS (m / z) (M+): 402.2.

[0260] Embodiment 20

[0261] This embodiment provides a liquid crystal compound I-18-2, the structure and synthesis route of which are as follows:

[0262]

[0263] The specific synthesis method is the same as that of compound Example 11, except that 4-(4-propylphenyl)-2-fluoro-bromobenzene is replaced by 2-(4-bromo-3,5-difluorophenyl)-5-ethyl-1,3-dioxane, and the final product Ⅰ-18-2 (10.2 g, yield 71%) is obtained, MS (m / z) (M+): 442.2.

[0264] Embodiment 21

[0265] This embodiment provides a liquid crystal compound I-18-3, the structure and synthesis route of which are as follows:

[0266]

[0267]

[0268] The specific synthesis method is the same as that of Compound Example 12, except that 4-(4-propylphenyl)-2-fluoro-bromobenzene is replaced by 2-(4-bromo-3,5-difluorophenyl)-5-ethyl-1,3-dioxane, and the final product Ⅰ-18-3 (11.2 g, yield 73%) is obtained, MS (m / z) (M+): 458.2.

[0269] Embodiment 22

[0270] This embodiment provides a liquid crystal compound I-22-1, the structure and synthesis route of which are as follows:

[0271]

[0272] The specific synthesis method is the same as that of compound Example 10, except that 4-(4-propylphenyl)-2-fluoro-bromobenzene is replaced by 4-propylbromobenzene, and the final product Ⅰ-22-1 (8.1 g, yield 76%) is obtained, MS (m / z) (M+): 280.1.

[0273] Embodiment 23

[0274] This embodiment provides a liquid crystal compound I-22-2, the structure and synthesis route of which are as follows:

[0275]

[0276] The specific synthesis method is the same as that of compound Example 11, except that 4-(4-propylphenyl)-2-fluoro-bromobenzene is replaced by 4-propylbromobenzene, and the final product Ⅰ-22-2 (8.9 g, yield 73%) is obtained, MS (m / z) (M+): 320.2.

[0277] Embodiment 24

[0278] This embodiment provides a liquid crystal compound I-22-3, the structure and synthesis route of which are as follows:

[0279]

[0280]

[0281] The specific synthesis method is the same as that of compound Example 12, except that 4-(4-propylphenyl)-2-fluoro-bromobenzene is replaced by 4-propylbromobenzene, and the final product Ⅰ-22-3 (9.2 g, yield 75%) is obtained, MS (m / z) (M+): 336.1.

[0282] The monomer performance parameters are shown in Table 1:

[0283] Table 1 Monomer performance parameters

[0284]

[0285] In order to explain the present invention more clearly, the present invention is further described below in conjunction with preferred composition examples. It should be understood by those skilled in the art that the content described below is illustrative rather than restrictive, and should not be used to limit the scope of protection of the present invention.

[0286] In the present invention, the preparation methods are conventional methods unless otherwise specified, the raw materials used can be obtained from public commercial channels unless otherwise specified, the percentages are all mass percentages, the temperature is degrees Celsius (°C), the liquid crystal compound is also called liquid crystal monomer, and the specific meanings of other symbols and test conditions are as follows:

[0287] Cp represents the clearing point of liquid crystal (℃), which is measured by DSC quantitative method; SN represents the melting point of liquid crystal from crystalline state to nematic phase (℃); Δn represents optical anisotropy, Δn=n e -n o , where n o is the refractive index of ordinary light, n e is the refractive index of extraordinary light, tested at 25±2℃, 589nm, and Abbe refractometer; Δε represents dielectric anisotropy, Δε=ε ∥ -ε ⊥ , where ε ∥ is the dielectric constant parallel to the molecular axis, ε ⊥ is the dielectric constant perpendicular to the molecular axis, the test conditions are 25±0.5℃, 20 micron parallel box, INSTEC:ALCT-IR1 test; γ1 represents the rotational viscosity (mPa·s), the test conditions are 25±0.5℃, 20 micron vertical box, INSTEC:ALCT-IR1 test; K 11 is the splay elastic constant, K 33 is the bending elastic constant, K 22 is the torsional elastic constant, the test conditions are: 25±2℃, INSTEC:ALCT-IR1, 20 micron vertical cell; VHR represents the voltage holding ratio (%), the test conditions are 60±1℃, voltage is ±5V, pulse width is 10ms, voltage holding time is 1.667s. The test equipment is TOYO Model6254 LCD performance comprehensive tester.

[0288] The preparation method of the liquid crystal composition is as follows: each liquid crystal monomer is weighed according to a certain ratio and put into a stainless steel beaker, and the stainless steel beaker containing each liquid crystal monomer is placed on a magnetic stirring instrument to heat and melt. After most of the liquid crystal monomers in the stainless steel beaker are melted, a magnetic rotor is added to the stainless steel beaker, and the mixture is stirred evenly. After cooling to room temperature, the liquid crystal composition is obtained.

[0289] The liquid crystal monomer structure of the embodiment of the present invention is represented by a code, and the code representation method of the liquid crystal ring structure, end group, and connecting group is shown in Table 2 and Table 3 below.

[0290] Table 2 Corresponding codes of ring structure

[0291]

[0292]

[0293] Table 3 Corresponding codes of terminal groups and linking groups

[0294]

[0295]

[0296] Example:

[0297] Its code is CC-Cp-V1; Its code is PGP-Cpr1-2; Its code is CPP-3-2V1; Its code is CPU-3-F; Its code is CCP-V-OT; Its code is CPUQU-3-F;

[0298] Its code is APUQU-3-F; Its code is DPU-3-F; Its code is CGW-3-2; Its code is PGW-3-2; Its code is PW-3-2.

[0299] Liquid crystal composition reliability

[0300] The reliability of the liquid crystal composition is tested by UV and high temperature aging tests and VHR tests. The smaller the change in VHR data of the liquid crystal composition before and after the UV and high temperature tests, the stronger the UV and high temperature resistance. Therefore, the UV and high temperature resistance are judged by comparing the difference in VHR data before and after the tests of each composition embodiment and the composition comparative example.

[0301] The composition example liquid crystal and the composition comparison example liquid crystal were respectively poured into the test piece for testing, VHR represents the voltage holding rate (%), the test conditions are 60±1°C, the voltage is ±5V, the pulse width is 10ms, and the voltage holding time is 1.667s; the testing equipment is TOYO Model6254 liquid crystal performance comprehensive tester; the VHR initial value is the data obtained by testing the test piece filled with liquid crystal without any treatment; the VHR ultraviolet is the VHR value obtained by testing the piece filled with liquid crystal after irradiating 5000mJ of ultraviolet light at room temperature; the VHR high temperature aging is the VHR value obtained by testing the piece filled with liquid crystal after placing it in a high temperature oven at 100°C for 24 hours.

[0302] Composition Example 1

[0303] Table 4 Formulation and corresponding properties of composition example 1

[0304] category Liquid crystal monomer code content(%) Ⅶ-3 CP-3-O2 5 Ⅲ CC-3-V 37 Ⅳ PGP-3-2 4.5 Ⅺ PGU-3-F 4 Ⅳ PGP-2-2V 14 Ⅳ PGP-3-2V 5 Ⅱ PGUQU-3-F 3 Ⅱ PGUQU-4-F 3 Ⅲ PP-1-2V1 7 Ⅲ PP-1-3 4.5 Ⅰ PGW-3-2 9 Ⅶ-1 PUQU-3-F 4

[0305] Composition Comparative Example 1

[0306] Table 5: Formula and corresponding properties of the composition of comparative example 1

[0307] category Liquid crystal monomer code content(%) Ⅶ-3 CP-3-O2 5 Ⅲ CC-3-V 37 Ⅳ PGP-3-2 4.5 Ⅺ PGU-3-F 4 Ⅳ PGP-2-2V 14 Ⅳ PGP-3-2V 5 Ⅱ PGUQU-3-F 3 Ⅱ PGUQU-4-F 3 Ⅲ PP-1-2V1 7 Ⅲ PP-1-3 4.5 D2 9 Ⅶ-1 PUQU-3-F 4

[0308] Composition Comparative Example 2

[0309] Table 6: Formula and corresponding properties of composition comparative example 2

[0310]

[0311]

[0312] Table 7

[0313] Composition Example 1 Composition Comparative Example 1 Composition Comparative Example 2 Cp 73.9 71 71.1 Δn 0.161 0.159 0.158 Δε 4.46 4.5 4.43 <![CDATA[γ1]]> 47.4 48.2 49.3 <![CDATA[K 11 ]]> 14.4 12.2 12.6 <![CDATA[K 33 ]]> 12.1 12.2 12.5 VHR Initial 95.3 95.1 95.3 VHR UV 93.6 87.3 90.2 VHR high temperature aging 94.3 90.1 91.2

[0314] The formula PGW-3-2 in composition example 1 is replaced by the compound represented by D2 as composition comparison example 1; the formula PGW-3-2 in composition example 1 is replaced by the compound represented by D3 as composition comparison example 2. Compared with composition comparison example 1 and composition comparison example 2, composition example 1 of the present invention has a higher clearing point, a larger elastic constant, and good anti-ultraviolet and high temperature resistance.

[0315] Composition Example 2

[0316] Table 8 Formulation and corresponding properties of composition example 2

[0317] category Liquid crystal monomer code content(%) Ⅲ CC-3-V 35 Ⅲ PP-1-2V1 13.5 Ⅺ PGU-3-F 3 Ⅳ PGP-2-2V 13 Ⅱ PGUQU-3-F 2 Ⅱ PGUQK-4-F 2 Ⅶ-2 PPGU-Cp-F 0.5 Ⅱ DPUQU-4-F 2 Ⅺ PGP-V2-OT 6 Ⅺ PGU-3-T 5 Ⅰ PGW-3-2 4 Ⅵ CPGU-3-OT 2 Ⅶ-3 CP-3-O2 2 Ⅴ CCP-V-1 2 Ⅳ PGP-3-2 4 Ⅳ PGP-1-2V 4

[0318] Composition Example 3

[0319] Table 9 Formulation and corresponding properties of composition example 3

[0320] category Liquid crystal monomer code content(%) Ⅲ CC-3-V 24 Ⅲ PP-1-2V 8 Ⅲ PP-1-3 5 Ⅳ PGP-2-2V 15 Ⅴ CPP-3-2 4 Ⅳ PGP-3-2V 6 Ⅳ PGP-1-2V 5 Ⅲ PP-1-2V1 5.5 Ⅱ PGUQU-4-F 4 Ⅳ PGP-3-2 4 Ⅲ PGUQU-3-F 4 Ⅺ PGP-3-F 2.5 Ⅶ-2 PPGU-3-F 0.5 Ⅶ-1 PUQU-3-F 6.5 Ⅰ PGW-3-2 4 Ⅶ-3 CP-3-O2 2

[0321] Composition Example 4

[0322] Table 10 Formulation and corresponding properties of composition example 4

[0323] category Liquid crystal monomer code content(%) Ⅲ CC-3-V 35 Ⅲ PP-1-2V1 8 Ⅺ PGU-3-F 3 Ⅳ PGP-2-2V 15 Ⅱ PGUQU-3-F 3 Ⅱ PGUQU-4-F 3 Ⅶ-2 PPGU-Cp-F 0.5 Ⅱ DPUQU-4-F 2 Ⅺ PGU-3-T 5 Ⅰ PGW-3-2 4 Ⅵ CPGU-3-OT 2 Ⅶ-3 CP-3-O2 2 Ⅴ CCP-V-1 2 Ⅳ PGP-3-2 6 Ⅳ PGP-1-2V 4 Ⅲ PP-1-2V 5.5

[0324] Composition Example 5

[0325] Table 11 Formulation and corresponding properties of composition example 5

[0326]

[0327]

[0328] Table 12

[0329] Composition Example 2 Composition Example 3 Composition Example 4 Composition Example 5 Cp 77.1 76.8 75.7 78.4 Δn 0.164 0.179 0.164 0.161 Δε 4.42 4.38 4.76 4.59 <![CDATA[γ1]]> 47.3 56.1 47.3 50.6 <![CDATA[K 11 ]]> 15.1 14.8 14.4 15.3 <![CDATA[K 33 ]]> 12.9 12.6 12.3 13.3 VHR Initial 95.2 95.5 95.2 95.2 VHR UV 93.2 94.6 94.5 94.3 VHR high temperature aging 93.9 94.9 94.7 93.2

[0330] Composition Example 6

[0331] Table 13 Formulation and corresponding properties of composition example 6

[0332]

[0333]

[0334] Composition Comparative Example 3

[0335] Table 14: Formula and corresponding properties of composition comparative example 3

[0336] category Liquid crystal monomer code content(%) Ⅲ CC-3-V 32.5 Ⅲ PP-1-2V1 7 Ⅺ PGU-3-F 5 Ⅱ PGUQU-3-F 3 Ⅶ-2 PPGU-Cp-F 0.5 Ⅱ PGUQU-Cpr1-F 4 D2 6 Ⅶ-3 CP-3-O2 5 Ⅴ CPP-1V-2 7 Ⅶ-1 PUQU-3-F 3 Ⅵ CPUP-3-OT 2 D1 6 Ⅺ PGP-V2-OT 5 Ⅺ PGP-3-OT 5 Ⅶ-1 CCQU-3-F 5 Ⅲ PP-1-2V 4

[0337] Composition Comparative Example 4

[0338] Table 15: Formula and corresponding properties of composition comparative example 4

[0339]

[0340]

[0341] Table 16

[0342] Composition Example 6 Composition Comparative Example 3 Composition Comparative Example 4 Cp 82.7 79.7 79.9 Δn 0.161 0.1585 0.159 Δε 5.31 5.32 5.26 <![CDATA[γ1]]> 52.6 54.8 55.3 <![CDATA[K 11 ]]> 16.1 13.8 13.5 <![CDATA[K 33 ]]> 13 10.5 10.9 VHR Initial 95.1 95.2 95.1 VHR UV 92.8 83.2 90.1 VHR high temperature aging 93.2 88.3 91.2

[0343] The formula PGW-3-2 in composition example 6 is replaced by the compound represented by D2, and PW-3-2 is replaced by the compound represented by D1 as composition comparison example 3; the formula PGW-3-2 in composition example 6 is replaced by the compound represented by D3, and PW-3-2 is replaced by the compound represented by D1 as composition comparison example 4. Compared with composition comparison examples 3 and 4, composition example 6 of the present invention has a higher clearing point, a larger elastic constant, and good anti-ultraviolet and high temperature resistance.

[0344] Composition Example 7

[0345] Table 17 Formulation and corresponding properties of composition example 7

[0346]

[0347]

[0348] Composition Example 8

[0349] Table 18 Formulation and corresponding properties of composition example 8

[0350] category Liquid crystal monomer code content(%) Ⅲ PP-1-2V1 6.5 Ⅲ CC-3-2V1 4 Ⅲ CC-3-V 37.4 Ⅲ CC-3-V1 8 Ⅷ CLP-3-T 6 Ⅷ CLP-V-OT 6 Ⅳ PGP-2-2V 7.5 Ⅱ PGUQU-3-F 4 Ⅶ-2 PPGU-Cp-F 0.1 Ⅰ PGW-3-2 2 Ⅺ PGU-3-T 5 Ⅰ PUW-3-2 2 Ⅰ PW-3-2 2 Ⅰ CGW-3-2 2.5 Ⅲ PP-1-2V 2 Ⅲ CC-2-V1 5

[0351] Composition Example 9

[0352] Table 19 Formulation and corresponding properties of composition example 9

[0353] category Liquid crystal monomer code content(%) Ⅲ PP-1-2V 2.5 Ⅲ PP-1-2V1 6.5 Ⅲ CC-3-2V1 4 Ⅲ CC-3-V 41 Ⅲ CC-3-V1 8 Ⅴ CLP-V-1 6 Ⅷ CLP-V-OT 6 Ⅳ PGP-2-2V 7.5 Ⅱ PGUQU-3-F 5 Ⅶ-2 PPGU-Cp-F 0.5 Ⅰ PGW-3-2 4.5 Ⅰ PW-3-2 1 Ⅰ CGW-3-2 1.5 Ⅰ AUW-3-2 1.5 Ⅺ PGU-3-T 2.5 Ⅺ PGP-V2-OT 1 Ⅺ PGP-3-OT 1

[0354] Composition Example 10

[0355] Table 20 Formulation and corresponding properties of composition example 10

[0356] category Liquid crystal monomer code content(%) Ⅲ PP-1-2V1 6.5 Ⅲ CC-3-2V1 4 Ⅲ CC-3-V 39 Ⅲ CC-3-V1 8 Ⅴ CLP-V-1 6 Ⅳ PGP-2-2V 7.5 Ⅱ PGUQU-3-F 4 Ⅶ-2 PPGU-3-F 0.1 Ⅵ CPUP-3-OT 1 Ⅺ PGU-3-T 3.6 Ⅰ PGW-3-2 2.5 Ⅰ PW-3-2 0.5 Ⅰ PW-2-2 0.5 Ⅲ PP-1-2V 4 Ⅴ CCP-V-1 4 Ⅶ-3 CP-3-O2 2.4 Ⅰ PGW-3-4 1 Ⅰ CGW-3-2 1 Ⅶ-1 PUQU-3-F 1.4 Ⅴ CPP-1V-2 3

[0357] Composition Example 11

[0358] Table 21 Formulation and corresponding properties of composition example 11

[0359]

[0360]

[0361] Composition Example 12

[0362] Table 22 Formulation and corresponding properties of composition example 12

[0363] category Liquid crystal monomer code content(%) Ⅲ PP-1-2V1 7 Ⅲ CC-3-2V1 6 Ⅲ CC-3-V 39 Ⅲ CC-3-V1 8 Ⅴ CLP-V-1 6 Ⅳ PGP-2-2V 8.5 Ⅱ PGUQU-3-F 4 Ⅶ-2 PPGU-3-F 0.1 Ⅵ CPGU-3-OT 1 Ⅺ PGU-3-T 4 Ⅰ PGW-3-2 2.5 Ⅰ PGW-2-2 1 Ⅰ PGW-3-1 1 Ⅲ PP-1-2V 2.5 Ⅲ CC-5-3 1 Ⅶ-3 CP-3-O2 2.4 Ⅰ PW-3-2 1 Ⅰ APW-3-2 1 Ⅺ PGP-V2-OT 1 Ⅺ PGP-3-OT 1 Ⅴ CPP-1V-2 2

[0364] Table 23

[0365]

[0366] From the above experimental data, it can be seen that the liquid crystal compound of the present invention has a high elastic constant K, a relatively high clearing point Cp, good low-temperature miscibility, and good anti-ultraviolet and high-temperature resistance. The liquid crystal composition of the present invention has a high elastic constant K, a relatively high clearing point Cp, good low-temperature miscibility, and good anti-ultraviolet and high-temperature resistance, and can be used to develop liquid crystal display elements or liquid crystal displays with faster response speed, wider display temperature range, good reliability, and can effectively improve afterimages.

[0367] Obviously, the above embodiments of the present invention are merely examples for clearly illustrating the present invention, and are not limitations on the implementation methods of the present invention. For ordinary technicians in the relevant field, other different forms of changes or modifications can be made based on the above description. It is impossible to list all the implementation methods here. All obvious changes or modifications derived from the technical solution of the present invention are still within the protection scope of the present invention.

Claims

1. A liquid crystal compound, characterized in that: The general structural formula of the compound is shown in Formula I. in, R1 represents an alkyl group having 1 to 15 carbon atoms, and one or more H atoms in the alkyl group are optionally substituted by halogen; and / or any one or more -CH2- in the alkyl group are each independently optionally replaced by -C≡C-, -CH=CH-, -O-, -S-, -CO-O-, or -O-CO- is substituted in such a way that the O or S atoms are not directly attached to each other; R2 represents an alkyl group having 1 to 15 carbon atoms, an alkenyl group having 2 to 15 carbon atoms, or an alkoxy group having 1 to 15 carbon atoms, and one or more H atoms are optionally substituted by halogen; express express and any one H in the group is optionally substituted by F; m represents 0, 1 or 2, and when m is 2, the two Optional: same or different; n represents 0, 1 or 2, and when n is 2, the two Optional: same or different; m+n≥1.

2. The liquid crystal compound according to claim 1, characterized in that The compound represented by formula I is selected from the group consisting of compounds represented by the following formulas I-1 to I-28, in, R1 represents an alkyl group having 1 to 15 carbon atoms, and one or more H atoms in the alkyl group are optionally substituted by halogen; and / or any one or more -CH2- in the alkyl group are each independently optionally replaced by -C≡C-, -CH=CH-, -O-, -S-, -CO-O-, or -O-CO- are replaced in such a way that the O or S atoms are not directly attached to each other; R2 represents an alkyl group having 1 to 15 carbon atoms, an alkenyl group having 2 to 15 carbon atoms or an alkoxy group having 1 to 15 carbon atoms, and one or more H atoms may be substituted by halogen.

3. The liquid crystal compound according to claim 2, characterized in that The compounds represented by formula I-1 to I-28 are selected from any one or any combination of the compounds represented by formula I-1-1 to I-28-3 below, 4. A liquid crystal composition, characterized in that: The liquid crystal composition comprises one or more liquid crystal compounds according to any one of claims 1 to 3.

5. The liquid crystal composition according to claim 4, wherein The liquid crystal composition further comprises one or more compounds represented by formula II, in, R3 represents an alkyl group having 1 to 15 carbon atoms, and one or more non-adjacent -CH2- in R3 is optionally substituted by a cyclopentylene group or a cyclopropylene group; Xa represents H or CH3; express And two Optional same or different.

6. The liquid crystal composition according to claim 4, wherein The liquid crystal composition further comprises one or more compounds represented by formula III, in, R4 and R5 each independently represent an alkyl group having 1 to 15 carbon atoms or an alkenyl group having 2 to 15 carbon atoms; Each independently expresses 7. The liquid crystal composition according to claim 4, wherein The liquid crystal composition further comprises one or more compounds represented by formula IV, in, R6 represents a chain alkyl group having 1 to 15 carbon atoms; R7 represents an alkyl group having 1 to 15 carbon atoms or an alkenyl group having 2 to 15 carbon atoms.

8. The liquid crystal composition according to claim 4, characterized in that The liquid crystal composition further comprises one or more compounds represented by formula V, in, R8 and R9 each independently represent an alkyl group having 1 to 15 carbon atoms or an alkenyl group having 2 to 15 carbon atoms; express 9. The liquid crystal composition according to claim 4, characterized in that: The liquid crystal composition further comprises one or more compounds represented by formula VI, in, R 10 represents a chain alkyl group having 1 to 15 carbon atoms; X1, X2, and X3 each independently represent H or F, and at least one of X1, X2, and X3 represents F.

10. The liquid crystal composition according to claim 4, wherein The liquid crystal composition further comprises one or more compounds represented by formula VII-1, VII-2, or VII-3, in, R 11 , R 12 Each independently represents an alkyl radical having 1 to 15 carbon atoms, and R 11 , R 12 One or more non-adjacent -CH2- groups are optionally substituted with cyclopentylene or cyclopropylene; R 13 represents a chain alkyl group having 1 to 15 carbon atoms; R 14 represents an alkoxy group having 1 to 15 carbon atoms; Xb represents H or CH3; Each independently expresses 11. The liquid crystal composition according to claim 4, wherein The liquid crystal composition further comprises one or more compounds represented by formula VIII, in, R a represents an alkyl group having 1 to 15 carbon atoms or an alkenyl group having 2 to 15 carbon atoms; X4 means H or F; X5 represents F, CF3 or OCF3; express 12. The liquid crystal composition according to claim 4, wherein The liquid crystal composition further comprises one or more compounds represented by formula IX, in, R b represents a chain alkyl group having 1 to 15 carbon atoms; X6 represents H or F.

13. The liquid crystal composition according to claim 4, wherein The liquid crystal composition further comprises one or more compounds represented by formula X, in, R 15 , R 16 Each independently represents a chain alkyl group having 1 to 15 carbon atoms; Z represents a single bond or -COO-; express 14. The liquid crystal composition according to claim 4, wherein The liquid crystal composition further comprises one or more compounds represented by formula XI, in, R 17 represents an alkyl group having 1 to 15 carbon atoms or an alkenyl group having 2 to 15 carbon atoms; R 18 Indicates F, CF3 or OCF3; X7 and X8 each independently represent H or F.

15. A liquid crystal display element or a liquid crystal display, characterized in that: The liquid crystal display device or liquid crystal display comprises the liquid crystal compound according to any one of claims 1 to 3 or the liquid crystal composition according to any one of claims 4 to 14, wherein the liquid crystal display device or liquid crystal display is an active matrix display device or display.

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