Liquid crystal composition containing difluoroanthracene compound and use thereof
Patent Information
- Application Number
- CN202610976183.3
- Authority / Receiving Office
- CN · China
- Patent Type
- Applications(China)
- Current Assignee / Owner
- Filing Date
- 2026-07-02
- Publication Date
- 2026-10-13
AI Technical Summary
随着车载显示器的应用场景多元化,市场需求进一步增加,目前行业内车载规格液晶要求趋向于-42℃~105℃甚至更高,现有的车载规格已不能满足市场需求
[0316]本发明所提供的液晶组合物具有大的弹性常数,和好的低温互溶性,非常有利于车载液晶显示器对比度提升,提升液晶显示器的画面品质。因此,本发明所提供的液晶组合物适用于车载的TN、IPS及FFS型TFT液晶显示装置,尤其适用于IPS及FFS液晶显示装置。
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Abstract
Description
Technical Field
[0001] This invention relates to the field of liquid crystal materials technology, specifically to a positive automotive liquid crystal composition with high contrast and its application. Background Technology
[0002] Currently, automotive LCD technology is mature. However, automotive displays need to withstand various lighting conditions, including direct midday sunlight, tunnels / garages, and nighttime glare. Ordinary screens produce grayish blacks that are difficult to see or cause eye strain. With the increasing prevalence of large and multi-screen displays, automotive displays are evolving towards higher contrast, higher brightness, and wider viewing angles. The core technical requirements are high and low temperature reliability and high contrast, while also considering brightness, viewing angle, and response time. Automotive-grade reliability must be met (operating -40℃~85℃, storage -40℃~95℃). As the application scenarios for automotive displays diversify, market demand is further increasing. Currently, the industry's requirements for automotive-grade LCDs are trending towards -42℃~105℃ or even higher, and existing automotive specifications can no longer meet market demands. Therefore, new liquid crystal compositions are needed to achieve a wider range of high and low temperature storage and operation, superior high and low temperature reliability, higher contrast, and faster response times to better meet market needs. Summary of the Invention
[0003] The object of this invention is to provide a liquid crystal composition that is a positive liquid crystal, exhibiting a large elastic constant and a fast response speed. Specifically, this invention provides a high-contrast positive liquid crystal composition comprising compounds represented by general formulas I, II, III, and IV. The difluoroxanthracene compound represented by general formula I provided by this invention has a structure with a large elastic constant and a low rotational viscosity. General formula I is specifically:
[0004]
[0005] Where R1 independently represents C1~C 12 A straight-chain alkyl group, wherein one or more non-adjacent CH2 groups can be independently replaced by O, S or CH=CH; X1 independently represents O or S; X2 independently represents F, CF3 or OCF3.
[0006] The compound represented by general formula II provided by this invention has a bicyclic structure, and the structure of general formula II is as follows:
[0007]
[0008] Among them, R2 and R3 independently represent C1~C 12A straight-chain alkyl group, wherein one or more non-adjacent CH2 groups may be independently substituted by O, S or CH=CH; A1 and A2 each independently represent trans-1,4-cyclohexyl or 1,4-phenylene.
[0009] The compound represented by general formula III provided by this invention is a polar compound containing a difluoromethoxy bridging bond, and the structure of general formula III is as follows:
[0010]
[0011] In this context, R4 independently represents C1~C 12 Straight-chain alkyl groups; n=0 or 1; A3, A4, and A5 each represent independently: , , , , or ;*—、—* represent connector keys respectively.
[0012] The structure of the compound represented by general formula IV provided by this invention is as follows:
[0013]
[0014] Among them, R5 and R6 independently represent C1~C 12 Straight-chain alkyl, C1~C 12 A6 represents a straight-chain alkoxy or a C2-C6 straight-chain alkenyl group; each of A6 independently represents trans-1,4-cyclohexyl, 1,4-cyclohexenyl, or 1,4-phenylene, wherein one or more H atoms on the benzene ring may be substituted by F atoms.
[0015] Specifically, the compound represented by general formula I is selected from one or more of general formulas IA to IF:
[0016]
[0017] In this context, R1 independently represents a straight-chain alkyl group from C1 to C7;
[0018] Preferably, the compound represented by general formula I is selected from one or more of formulas IA1 to IF3:
[0019]
[0020] More preferably, the compound represented by general formula I is selected from one or more of IA2, IB2, IC2, ID2, IE2, and IF2; particularly preferably, one or two of IC2 and IF2.
[0021] The compounds represented by general formula II provided by this invention have very low rotational viscosity. Specifically, the compounds represented by general formula II are selected from one or more of general formulas IIA to IIC.
[0022]
[0023]
[0024] In this context, R2 independently represents a straight-chain alkyl group of C1 to C7 or a straight-chain alkenyl group of C2 to C7; R3 independently represents a straight-chain alkyl group of C1 to C7, a straight-chain alkoxy group of C1 to C7 or a straight-chain alkenyl group of C2 to C7.
[0025] Preferably, the compound represented by general formula II is selected from one or more of formulas IIA1 to IIC38:
[0026]
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[0076] More preferably, the compound represented by general formula II is selected from one or more of formulas IIA2, IIA4, IIA6, IIA8, IIA14, IIA22, IIA26, IIA27, IIB14, IIB18, IIB22, IIC2, IIC4, IIC6, IIC22, IIC26, IIC29, and IIC30; particularly preferred are one or more of IIA2, IIA6, IIA8, IIA14, IIB22, IIC29, and IIC30.
[0077] Compounds represented by general formula III exhibit large dielectric anisotropy. Specifically, compounds of general formula III are selected from one or more of general formulas IIIA to IIIK:
[0078]
[0079]
[0080]
[0081]
[0082]
[0083] In this context, R4 independently represents a straight-chain alkyl group from C1 to C7; preferably a straight-chain alkyl group from C2 to C5.
[0084] Preferably, the compound represented by general formula III is selected from one or more of formulas IIIA1 to IIIK5:
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[0110] More preferably, the compound represented by general formula III is selected from one or more of formulas IIIA3, IIIA5, IIIB3, IIIB5, IIIC3, IIIC5, IIID3, IIID5, IIIE3, IIIE5, IIIF3, IIIF4, IIIF5, IIIG3, IIIG5, IIIH3, IIIH5, IIIJ3, and IIIJ5; particularly preferred are one or more of IIIA3, IIIB3, IIIC3, IIID3, IIID5, IIIE3, IIIF4, IIIG3, IIIH3, and IIIJ3.
[0111] The compound represented by general formula IV provided by this invention is a tricyclic neutral monomer. Specifically, the compound represented by general formula IV is selected from one or more of general formulas IVA to IVD.
[0112]
[0113]
[0114] In general formulas IVA~IVD: R5 independently represents a C2~C7 straight-chain alkyl group or a C2~C4 straight-chain alkenyl group; R6 independently represents a C1~C8 straight-chain alkyl group.
[0115] More preferably, the compound represented by formula IV is selected from one or more compounds represented by formulas IVA1~IVA18, IVB1~IVB22, IVC1~IVC30, and IVD1~IVD30.
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[0166] More preferably, the compound of general formula IV provided by the present invention is selected from one or more of formulas IVA1, IVA2, IVA8, IVA12, IVA16, IVB5, IVB12, IVB16, IVB18, IVD1, and IVD12; particularly preferred are one or more of formulas IVA1, IVA2, IVA8, IVB12, IVB16, IVD1, and IVD12.
[0167] The liquid crystal composition provided by this invention may further comprise one or more compounds contained in general formula V:
[0168]
[0169] In this context, R7 independently represents C1~C 12 Straight-chain alkyl, C1~C 12 Straight-chain alkoxy or C2~C 12 The straight-chain alkenyl group; X3 independently represents F or OCF3; A7 independently represents trans-1,4-cyclohexyl or 1,4-phenylene.
[0170] Specifically, the compound represented by general formula V is selected from one or more of general formulas VA to VD:
[0171]
[0172] In this context, R7 independently represents a straight-chain alkyl group from C1 to C7.
[0173] More preferably, the compound represented by general formula V is selected from one or more compounds represented by formulas VA1 to VD4:
[0174]
[0175] More preferably, the compound of general formula V provided by the present invention is selected from one or more of formulas VA2, VA4, VB1, VB2, VB4, VC1, VC2, VD1, and VD2; particularly preferred are one or more of formulas VB1, VB2, and VB4.
[0176] The liquid crystal composition provided by this invention may further comprise one or more compounds represented by general formula VI:
[0177]
[0178] In this context, R8 independently represents C1~C 12 Straight-chain alkyl, C1~C 12 Straight-chain alkoxy or C2~C 12 The straight-chain alkenyl group; L1 each independently represents F or H; A8 each independently represents trans-1,4-cyclohexyl or 1,4-phenylene, wherein one or more H atoms on the benzene ring can be replaced by F atoms.
[0179] Specifically, the compound represented by general formula VI is selected from one or more of general formulas VIA to VIE:
[0180]
[0181]
[0182]
[0183] Each of R8 independently represents a straight-chain alkyl group (C1-C7), a straight-chain alkoxy group (C1-C7), or a straight-chain alkenyl group (C2-C7); more preferably, each of R8 independently represents a straight-chain alkyl group (C2-C5) or a straight-chain alkenyl group (C2-C5).
[0184] More preferably, the compound represented by general formula VI is selected from one or more compounds represented by formulas VIA1 to VIE4:
[0185]
[0186] More preferably, the compound of general formula VI provided by the present invention is selected from one or more of formulas VIA2, VIA5, VIA6, VIA7, VIB1, VIB2, VIB4, VIC1, VIC2, VIC4, VID2, VID4, VIE1, VIE2, and VIE4; particularly preferred are one or more of formulas VIA5, VIA6, and VIA7.
[0187] The liquid crystal composition provided by this invention further comprises one or more compounds represented by general formula VII:
[0188]
[0189] Among them, R9, R 10 Each independently represents C1~C 12 Straight-chain alkyl or C2~C 12 The straight-chain alkenyl group; L2 independently represents H or F.
[0190] The compounds represented by general formula VII exhibit significant optical anisotropy and high clarity; specifically, the compounds represented by general formula VII are selected from one or more of general formula VIIA or general formula VIIB.
[0191]
[0192] Among them, R9, R 10 Each independently represents a straight-chain alkyl group from C1 to C7; preferably, R9, R 10 Each of them independently represents a straight-chain alkyl group from C2 to C5.
[0193] More preferably, the compound represented by general formula VII is selected from one or more compounds represented by formulas VIIA1 to VIIB10:
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[0200]
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[0204] More preferably, the compound of general formula VII provided by the present invention is selected from one or more of formulas VIIA2, VIIA5, VIIA7, VIIB2, VIIB5, and VIIB7; particularly preferred are one or more of formulas VIIA2, VIIA5, and VIIA7.
[0205] The liquid crystal composition provided by this invention may further comprise one or more compounds represented by general formula VIII:
[0206]
[0207] Among them, R 11 R 12 Each independently represents C1~C 12 Straight-chain alkyl or C2~C 12 Straight-chain alkenyl groups.
[0208] The compounds represented by general formula VIII exhibit large optical anisotropy. Specifically, the compounds represented by general formula VIII are selected from one or more of general formulas VIIIA to VIIIC.
[0209]
[0210] Among them, R 11 R 12 Each independently represents a C1-C7 straight-chain alkyl group; preferably, R 11 R 12 Each of them independently represents a straight-chain alkyl group from C1 to C5.
[0211] More preferably, the compound represented by general formula VIII is selected from one or more compounds represented by formulas VIIIA1 to VIIIC5:
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[0228] More preferably, the compound of general formula VIII provided by the present invention is selected from one or more of formulas VIIIA8, VIIIA9, VIIIA10, VIIIA11, VIIIA14, VIIIA18, VIIIA19, VIIIB1, VIIIB2, VIIIB3, and VIIIC1; particularly preferred are one or more of formulas VIIIA10, VIIIA11, VIIIA18, VIIIA19, VIIIB1, and VIIIB2.
[0229] The liquid crystal composition provided by this invention may further comprise one or more compounds represented by general formula IX:
[0230]
[0231] Among them, R 13 Each independently represents C1~C 12 Straight-chain alkyl or C2~C 12 The straight-chain alkenyl group; L3 and L4 each independently represent H or F.
[0232] The compounds represented by general formula IX have high clearing points and large dielectric anisotropy. Specifically, the compounds represented by general formula IX are selected from one or more of general formulas IXA to IXC.
[0233]
[0234] Among them, R 13 Each independently represents a C1-C7 straight-chain alkyl group; preferably, R 13 Each of them independently represents a straight-chain alkyl group from C2 to C5.
[0235] More preferably, the compound represented by general formula IX is selected from one or more compounds represented by formulas IXA1 to IXC5:
[0236]
[0237] More preferably, the compound of general formula IX provided by the present invention is selected from one or more of formulas IXA1, IXA2, IXA3, IXB1, IXB2, and IXC2; particularly preferred are one or more of formulas IXA2, IXB2, and IXC2.
[0238] The liquid crystal composition provided by this invention may further comprise one or more compounds represented by general formula X:
[0239]
[0240] Among them, R 14 R 15 Each independently represents C1~C 12 Straight-chain alkyl, C1~C 12 Straight-chain alkoxy or C2~C 12 The straight-chain alkenyl group; A9 independently represents trans-1,4-cyclohexyl, 1,4-cyclohexenyl, or 1,4-phenylene.
[0241] The compound represented by general formula X provided by this invention is a tricyclic negative monomer. Specifically, the compound represented by general formula X is selected from one or more of general formulas XA to XC.
[0242]
[0243]
[0244] In the general formulas XA~XC: R 14 Independently represent C1~C 12 Straight-chain alkyl or C2~C 12 Straight-chain alkenyl; R 15 Independently represents a C1-C8 straight-chain alkyl or C1-C8 straight-chain alkoxy.
[0245] Preferably, the compound represented by general formula X is selected from one or more compounds represented by formulas XA1 to XC5:
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[0271] More preferably, the compound of general formula X provided by the present invention is selected from one or more of formulas XA3, XB8, XB11, XB14, XB19, XB25, and XC3; particularly preferred are one or more of formulas XB8, XB11, XB14, XB19, and XB25.
[0272] Specifically, the liquid crystal composition of the present invention preferably comprises the following components in weight percentage:
[0273] (1) 1-25% of compounds represented by general formula I; (2) 20-70% of compounds represented by general formula II; (3) 10-40% of compounds represented by general formula III; (4) 10-40% of compounds represented by general formula IV; (5) 0-30% of compounds represented by general formula V; (6) 0-40% of compounds represented by general formula VI; (7) 0-12% of compounds represented by general formula VII; (8) 0-25% of compounds represented by general formula VIII; (9) 0-20% of compounds represented by general formula IX; (10) 0-15% of compounds represented by general formula X;
[0274] Preferably, the liquid crystal composition of the present invention comprises the following components in weight percentage:
[0275] (1) 1-12% of compounds represented by general formula I; (2) 30-65% of compounds represented by general formula II; (3) 10-25% of compounds represented by general formula III; (4) 12-40% of compounds represented by general formula IV; (6) 0-10% of compounds represented by general formula VI; (10) 0-12% of compounds represented by general formula X;
[0276] More preferably, the liquid crystal composition of the present invention comprises the following components in weight percentage:
[0277] (1) 2-8% of compounds represented by general formula I; (2) 40-55% of compounds represented by general formula II; (3) 16-20% of compounds represented by general formula III; (4) 15-40% of compounds represented by general formula IV; (6) 0-8% of compounds represented by general formula VI; (10) 1-8% of compounds represented by general formula X;
[0278] Preferably, the liquid crystal composition of the present invention comprises the following components in weight percentage:
[0279] (1) 2-20% of compounds represented by general formula I; (2) 20-65% of compounds represented by general formula II; (3) 12-40% of compounds represented by general formula III; (4) 12-40% of compounds represented by general formula IV; (5) 0-20% of compounds represented by general formula VI; (6) 0-20% of compounds represented by general formula VIII;
[0280] More preferably, the liquid crystal composition of the present invention comprises the following components in weight percentage:
[0281] (1) 2-10% of compounds represented by general formula I; (2) 30-55% of compounds represented by general formula II; (3) 15-30% of compounds represented by general formula III; (4) 21-35% of compounds represented by general formula IV; (5) 0-15% of compounds represented by general formula VI; (6) 0-10% of compounds represented by general formula VIII;
[0282] Preferably, the liquid crystal composition of the present invention comprises the following components in weight percentage:
[0283] (1) 2-15% of compounds represented by general formula I; (2) 25-60% of compounds represented by general formula II; (3) 12-35% of compounds represented by general formula III; (4) 10-40% of compounds represented by general formula IV; (5) 0-15% of compounds represented by general formula VI; (6) 0-12% of compounds represented by general formula VII; (7) 0-20% of compounds represented by general formula VIII; (8) 0-10% of compounds represented by general formula IX;
[0284] More preferably, the liquid crystal composition of the present invention comprises the following components in weight percentage:
[0285] (1) 2-12% of compounds represented by general formula I; (2) 30-55% of compounds represented by general formula II; (3) 18-30% of compounds represented by general formula III; (4) 15-25% of compounds represented by general formula IV; (5) 1-15% of compounds represented by general formula VI; (6) 0-8% of compounds represented by general formula VII; (7) 0-15% of compounds represented by general formula VIII; (8) 0-8% of compounds represented by general formula IX;
[0286] Preferably, the liquid crystal composition of the present invention comprises the following components in weight percentage:
[0287] (1) 1-10% of compounds represented by general formula I; (2) 25-65% of compounds represented by general formula II; (3) 12-30% of compounds represented by general formula III; (4) 12-35% of compounds represented by general formula IV; (5) 0-15% of compounds represented by general formula VI; (6) 0-10% of compounds represented by general formula VII; (7) 0-15% of compounds represented by general formula VIII; (8) 0-10% of compounds represented by general formula IX;
[0288] More preferably, the liquid crystal composition of the present invention comprises the following components in weight percentage:
[0289] (1) 1-8% of compounds represented by general formula I; (2) 32-58% of compounds represented by general formula II; (3) 18-26% of compounds represented by general formula III; (4) 15-28% of compounds represented by general formula IV; (5) 0-13% of compounds represented by general formula VI; (6) 0-8% of compounds represented by general formula VII; (7) 0-5% of compounds represented by general formula VIII; (8) 0-5% of compounds represented by general formula IX;
[0290] Preferably, the liquid crystal composition of the present invention comprises the following components in weight percentage:
[0291] (1) 1-12% of compounds represented by general formula I; (2) 20-60% of compounds represented by general formula II; (3) 12-25% of compounds represented by general formula III; (4) 10-30% of compounds represented by general formula IV; (5) 0-10% of compounds represented by general formula V; (6) 0-18% of compounds represented by general formula VI; (7) 0-10% of compounds represented by general formula VII; (8) 0-18% of compounds represented by general formula VIII; (9) 0-6% of compounds represented by general formula IX;
[0292] More preferably, the liquid crystal composition of the present invention comprises the following components in weight percentage:
[0293] (1) 2-10% of compounds represented by general formula I; (2) 30-52% of compounds represented by general formula II; (3) 15-20% of compounds represented by general formula III; (4) 13-22% of compounds represented by general formula IV; (5) 0-7% of compounds represented by general formula V; (6) 0-13% of compounds represented by general formula VI; (7) 0-6% of compounds represented by general formula VII; (8) 0-15% of compounds represented by general formula VIII; (9) 0-4% of compounds represented by general formula IX;
[0294] Preferably, the liquid crystal composition of the present invention comprises the following components in weight percentage:
[0295] (1) 1-12% of compounds represented by general formula I; (2) 23-56% of compounds represented by general formula II; (3) 12-26% of compounds represented by general formula III; (4) 12-30% of compounds represented by general formula IV; (6) 0-16% of compounds represented by general formula VI; (7) 0-5% of compounds represented by general formula VII; (8) 0-10% of compounds represented by general formula VIII; (9) 0-10% of compounds represented by general formula IX;
[0296] More preferably, the liquid crystal composition of the present invention comprises the following components in weight percentage:
[0297] (1) 2-8% of compounds represented by general formula I; (2) 28-54% of compounds represented by general formula II; (3) 16-22% of compounds represented by general formula III; (4) 16-28% of compounds represented by general formula IV; (6) 0-10% of compounds represented by general formula VI; (7) 0-4% of compounds represented by general formula VII; (8) 0-8% of compounds represented by general formula VIII; (9) 0-6% of compounds represented by general formula IX;
[0298] Preferably, the liquid crystal composition of the present invention comprises the following components in weight percentage:
[0299] (1) 1-15% of compounds represented by general formula I; (2) 27-63% of compounds represented by general formula II; (3) 13-28% of compounds represented by general formula III; (4) 10-36% of compounds represented by general formula IV; (6) 0-12% of compounds represented by general formula VI; (7) 0-5% of compounds represented by general formula VII; (8) 0-8% of compounds represented by general formula VIII; (9) 0-5% of compounds represented by general formula IX;
[0300] More preferably, the liquid crystal composition of the present invention comprises the following components in weight percentage:
[0301] (1) 2-9% of compounds represented by general formula I; (2) 34-52% of compounds represented by general formula II; (3) 13-23% of compounds represented by general formula III; (4) 15-32% of compounds represented by general formula IV; (6) 0-12% of compounds represented by general formula VI; (7) 0-5% of compounds represented by general formula VII; (8) 0-8% of compounds represented by general formula VIII; (9) 0-5% of compounds represented by general formula IX;
[0302] Preferably, the liquid crystal composition of the present invention comprises the following components in weight percentage:
[0303] (1) 1-12% of compounds represented by general formula I; (2) 28-62% of compounds represented by general formula II; (3) 11-26% of compounds represented by general formula III; (4) 14-35% of compounds represented by general formula IV; (5) 0-12% of compounds represented by general formula VI; (6) 0-5% of compounds represented by general formula VII; (7) 0-10% of compounds represented by general formula VIII; (8) 0-5% of compounds represented by general formula IX; (9) 0-10% of compounds represented by general formula X;
[0304] More preferably, the liquid crystal composition of the present invention comprises the following components in weight percentage:
[0305] (1) 1-8% of compounds represented by general formula I; (2) 31-59% of compounds represented by general formula II; (3) 13-23% of compounds represented by general formula III; (4) 15-35% of compounds represented by general formula IV; (5) 0-11% of compounds represented by general formula VI; (6) 0-3% of compounds represented by general formula VII; (7) 0-8% of compounds represented by general formula VIII; (8) 0-3% of compounds represented by general formula IX; (9) 0-8% of compounds represented by general formula X;
[0306] Preferably, the liquid crystal composition of the present invention comprises the following components in weight percentage:
[0307] (1) 1-15% of compounds represented by general formula I; (2) 28-62% of compounds represented by general formula II; (3) 11-32% of compounds represented by general formula III; (4) 10-36% of compounds represented by general formula IV; (5) 0-14% of compounds represented by general formula VI; (6) 0-12% of compounds represented by general formula VIII; (7) 0-12% of compounds represented by general formula X;
[0308] More preferably, the liquid crystal composition of the present invention comprises the following components in weight percentage:
[0309] (1) 1-8% of compounds represented by general formula I; (2) 34-62% of compounds represented by general formula II; (3) 18-24% of compounds represented by general formula III; (4) 15-31% of compounds represented by general formula IV; (5) 0-10% of compounds represented by general formula VI; (6) 0-8% of compounds represented by general formula VIII; (7) 0-10% of compounds represented by general formula X;
[0310] Preferably, the liquid crystal composition of the present invention comprises the following components in weight percentage:
[0311] (1) 1-18% of compounds represented by general formula I; (2) 28-59% of compounds represented by general formula II; (3) 11-27% of compounds represented by general formula III; (4) 10-28% of compounds represented by general formula IV; (5) 0-9% of compounds represented by general formula V; (6) 0-12% of compounds represented by general formula VI; (7) 0-6% of compounds represented by general formula VII; (8) 0-10% of compounds represented by general formula VIII; (9) 0-5% of compounds represented by general formula IX; (10) 0-14% of compounds represented by general formula X;
[0312] More preferably, the liquid crystal composition of the present invention comprises the following components in weight percentage:
[0313] (1) 1-10% of compounds represented by general formula I; (2) 33-59% of compounds represented by general formula II; (3) 14-25% of compounds represented by general formula III; (4) 15-22% of compounds represented by general formula IV; (5) 0-6% of compounds represented by general formula V; (6) 0-8% of compounds represented by general formula VI; (7) 0-3% of compounds represented by general formula VII; (8) 0-6% of compounds represented by general formula VIII; (9) 0-3% of compounds represented by general formula IX; (10) 4-12% of compounds represented by general formula X.
[0314] The liquid crystal compositions provided by this invention include compounds represented by general formula I, which contain difluoroxanthracene. These compounds have a large elastic constant and fast low-temperature response, making them very effective in improving the elastic constant and low-temperature response speed of liquid crystal compositions, and they also exhibit good low-temperature miscibility in liquid crystal mixtures. Compounds represented by general formula II have a bicyclic structure, exhibiting low rotational viscosity and excellent miscibility, making them an essential component for fast-response liquid crystal displays. Compounds represented by general formula III are polar liquid crystal compounds containing difluoromethoxy bridging bonds. These compounds have very high polarity, making them very effective in improving the dielectric anisotropy of liquid crystal compositions. Compounds represented by general formula IV have a tricyclic neutral liquid crystal structure. These compounds have a high clearing point and a large elastic constant, making them very effective in improving the clearing point and elastic constant of liquid crystal compositions.
[0315] There are no particular limitations on the preparation method of the liquid crystal composition of the present invention. It can be produced by mixing two or more compounds using conventional methods, such as by mixing different components and dissolving them together at high temperature. In this case, the liquid crystal composition is dissolved in a solvent used for the compound and mixed, and then the solvent is distilled off under reduced pressure. Alternatively, the liquid crystal composition of the present invention can be prepared by conventional methods, such as dissolving a component with a smaller content in a major component with a larger content at a higher temperature, or dissolving each component in an organic solvent, such as acetone, chloroform, or methanol, and then mixing the solutions to remove the solvent.
[0316] The liquid crystal composition provided by this invention has a high elastic constant and good low-temperature miscibility, which is highly beneficial for improving the contrast of automotive liquid crystal displays and enhancing the picture quality of the displays. Therefore, the liquid crystal composition provided by this invention is suitable for automotive TN, IPS, and FFS type TFT liquid crystal display devices, and is particularly suitable for IPS and FFS liquid crystal display devices. Detailed Implementation
[0317] The following examples are used to illustrate the present invention, but are not intended to limit the scope of the invention.
[0318] Unless otherwise stated, percentages in this invention are weight percentages; temperature is in degrees Celsius; Δn represents optical anisotropy (25°C); Δε represents dielectric anisotropy (25°C, 1000Hz); γ1 represents rotational viscosity (mPa·s, 25°C); Cp represents the clearing point of the liquid crystal composition (°C); K 11 K 22 K 33 These represent the elastic constants for warp, torsion, and bending, respectively (pN, 25℃).
[0319] In the following embodiments, the group structures in the liquid crystal compounds are represented by the codes shown in Table 1.
[0320]
[0321] Take the following compound structure as an example:
[0322] Represented as: 3PGUOCF3; It is represented as: 5CCPUF.
[0323] In the following embodiments, the liquid crystal composition is prepared by a thermal dissolution method, including the following steps: weighing the liquid crystal compound by weight percentage using a balance, wherein there is no specific requirement for the order of weighing and adding, usually weighing and mixing in order of the melting point of the liquid crystal compound from high to low, heating and stirring at 60~100℃ to make the components melt evenly, then filtering, rotary evaporating, and finally encapsulating to obtain the target sample.
[0324] In the following embodiments, the weight percentage of each component in the liquid crystal composition and the performance parameters of the liquid crystal composition are shown in the following tables.
[0325] Example 1
[0326]
[0327] Example 2
[0328]
[0329] Example 3
[0330]
[0331] Example 4
[0332]
[0333] Example 5
[0334]
[0335] Example 6
[0336]
[0337] Example 7
[0338]
[0339] Example 8
[0340]
[0341] Example 9
[0342]
[0343] Example 10
[0344]
[0345] Example 11
[0346]
[0347] Example 12
[0348]
[0349] Example 13
[0350]
[0351] Example 14
[0352]
[0353] Example 15
[0354]
[0355] Example 16
[0356]
[0357] Example 17
[0358]
[0359] Example 18
[0360]
[0361] Example 19
[0362]
[0363] Example 20
[0364]
[0365] Example 21
[0366]
[0367] Example 22
[0368]
[0369] Example 23
[0370]
[0371] Example 24
[0372]
[0373] Example 25
[0374]
[0375] Example 26
[0376]
[0377] As can be seen from the above embodiments, the liquid crystal composition provided by the present invention has a large elastic constant, which is very beneficial for improving the contrast and display quality of liquid crystal displays. Furthermore, experimental verification shows that the phase transition temperature of the liquid crystal mixtures proposed in Examples 1-20 is below -40°C, and the clearing point is above 100°C. Therefore, the liquid crystal composition provided by the present invention is very suitable for high-contrast automotive TN, IPS, and FFS type TFT liquid crystal display devices, especially for high-contrast automotive IPS and FFS liquid crystal display devices.
[0378] Comparative Example 1
[0379]
[0380] Example 27
[0381]
[0382] 3LSOCF3 structural formula: ;3LJOCF3 structure: .
[0383] The compound of general formula I provided by this invention is a six-membered heterocyclic compound containing difluoroxanthracene, of which 3LJOCF3 is a difluoroxanthracene structure; 3LSOCF3 is a five-membered heterocyclic compound in which -O-CH2- is replaced by -S-. Analysis of the experimental data tables (Tables 28 and 29) listed in Comparative Example 1 and Example 27 shows that the compound of general formula I provided by this invention has a higher elastic constant and lower viscosity, as well as lower optical anisotropy, making it more suitable for high-contrast automotive liquid crystal devices. Structurally, because oxygen and sulfur are both electronegative atoms, they are often used as bridging bonds connecting benzene rings, achieving p-π conjugation, which is beneficial for applications in liquid crystals. Combining benzene rings increases the elastic constant of liquid crystals. Compared to -S-, -O-CH2- increases the size of the heterocycle, increases the width of the liquid crystal molecule, and further increases the elastic constant. At the same time, because oxygen adds a carbon atom as a bridging bond, compared to having only one oxygen atom, the conjugation effect is reduced, which reduces the optical anisotropy of the molecule. In addition, the atomic radius of oxygen atoms is smaller than that of sulfur atoms, resulting in a stronger ability to adsorb electrons and higher electronegativity. Therefore, the outer electron cloud density of oxygen atoms is lower, which is beneficial for reducing molecular viscosity.
[0384]
[0385]
[0386] As shown in Table 30, the comparison data of the quality reliability of the liquid crystal compositions in Comparative Example 1 and Example 27 shows that, under the condition that the initial values of charge retention rate and ion content are the same, after UV aging, the charge retention rate of Example 27 is significantly higher than that of Comparative Example 1, and the ion content of Example 27 is significantly lower than that of Comparative Example 1. Therefore, the UV resistance reliability of Example 27 is better than that of Comparative Example 1. Structurally, the reason for this advantage is that the atomic radius of oxygen atoms is smaller than that of sulfur atoms, resulting in a stronger adsorption capacity for electrons inside the atom and a lower outer electron cloud density. Furthermore, -O-CH2- has one more carbon atom than -S-, further reducing the electron cloud density provided by the conjugated structure. Therefore, compared with 3LSOCF3, 3LJOCF3 has a smaller adsorption effect on free charged groups or ions in the liquid crystal composition. As is well known, the smaller the atomic radius of the same group element, the less reactive it is. Under the same energy of UV stimulation, O is less affected than S, and its molecular structure is more stable. Therefore, the compound of general formula I provided by the present invention has better UV resistance.
[0387] As shown in Table 31, the comparison data of the low-temperature response time of the liquid crystal compositions in Comparative Example 1 and Example 27 show that, at -30°C, the response time of Example 27 is shortened by 2.6% compared to Comparative Example 1. Therefore, 3LJOCF3 has a faster low-temperature response speed compared to 3LSOCF3. Structurally, the atomic radius of the oxygen atom is smaller than that of the sulfur atom, and -O-CH2- has one more carbon atom than -S-, resulting in a lower outer electron cloud density of heteroatoms. Consequently, 3LJOCF3 has a lower molecular viscosity compared to 3LSOCF3. This difference is more pronounced at low temperatures, thus the compound of general formula I provided by this invention has a faster low-temperature response speed.
[0388] Although the present invention has been described in detail above with general descriptions and specific embodiments, modifications or improvements can be made to it, which will be obvious to those skilled in the art. Therefore, all such modifications or improvements made without departing from the spirit of the present invention fall within the scope of protection claimed by the present invention.
Claims
1. A liquid crystal composition, characterized in that, The liquid crystal composition comprises one or more compounds of general formula I, one or more compounds of general formula II, one or more compounds of general formula III, and one or more compounds of general formula IV; The compounds represented by general formula I are shown below: Where R1 independently represents C1~C 12 A straight-chain alkyl group, wherein one or more non-adjacent CH2 groups can be independently replaced by O, S or CH=CH; X1 independently represents O or S; X2 independently represents F, CF3 or OCF3; The structure of general formula II is shown below: Among them, R2 and R3 independently represent C1~C 12 A straight-chain alkyl group, wherein one or more non-adjacent CH2 groups may be independently substituted by O, S or CH=CH; A1 and A2 each independently represent trans-1,4-cyclohexyl or 1,4-phenylene. The structure of Formula III is shown below: In this context, R4 independently represents C1~C 12 Straight-chain alkyl groups; n=0 or 1; A3, A4, and A5 each represent independently: , , , , or ; *— and —* represent connector keys respectively; The structure of general formula IV is shown below: Among them, R5 and R6 independently represent C1~C 12 Straight-chain alkyl, C1~C 12 A6 represents a straight-chain alkoxy or a C2-C6 straight-chain alkenyl group; A6 independently represents trans-1,4-cyclohexyl, 1,4-cyclohexenyl, or 1,4-phenylene, wherein one or more H atoms on the benzene ring can be replaced by F atoms.
2. The liquid crystal composition according to claim 1, characterized in that, The compound represented by general formula I is selected from one or more of general formulas IA to IF: In this context, R1 independently represents a straight-chain alkyl group from C1 to C7; And / or, the compound represented by formula II is selected from one or more of formulas IIA to IIC: In this context, R2 independently represents a straight-chain alkyl group of C1 to C7 or a straight-chain alkenyl group of C2 to C7; R3 independently represents a straight-chain alkyl group of C1 to C7, a straight-chain alkoxy group of C1 to C7 or a straight-chain alkenyl group of C2 to C7. And / or, the compound represented by formula III is selected from one or more of formulas IIIA to IIIK: In this context, each of R4 independently represents a straight-chain alkyl group from C1 to C7; And / or, the compound represented by formula IV is selected from one or more of formulas IVA to IVD: In this context, R5 independently represents a C2-C7 straight-chain alkyl group or a C2-C4 straight-chain alkenyl group; R6 independently represents a C1-C8 straight-chain alkyl group.
3. The liquid crystal composition according to claim 1 or 2, characterized in that, The compound represented by general formula I is selected from one or more of formulas IA1 to IF3: And / or, the compound represented by general formula II is selected from one or more of formulas IIA1 to IIC38: And / or, the compound represented by general formula III is selected from one or more of formulas IIIA1 to IIIK5: And / or, the compound represented by general formula IV is selected from one or more compounds represented by formulas IVA1~IVA18, IVB1~IVB22, IVC1~IVC30, and IVD1~IVD30:
4. The liquid crystal composition according to any one of claims 1-3, characterized in that, The liquid crystal composition further includes one or more compounds represented by general formula V: In this context, R7 independently represents C1~C 12 Straight-chain alkyl, C1~C 12 Straight-chain alkoxy or C2~C 12 The straight-chain alkenyl group; X3 independently represents F or OCF3; A7 independently represents trans-1,4-cyclohexyl or 1,4-phenylene; And / or, the liquid crystal composition further includes one or more compounds represented by general formula VI: In this context, R8 independently represents C1~C 12 Straight-chain alkyl, C1~C 12 Straight-chain alkoxy or C2~C 12 The straight-chain alkenyl group; L1 each independently represents F or H; A8 each independently represents trans-1,4-cyclohexyl or 1,4-phenylene, wherein one or more H atoms on the benzene ring can be replaced by F atoms; And / or, the liquid crystal composition further includes one or more compounds represented by general formula VII: Among them, R9, R 10 Each independently represents C1~C 12 Straight-chain alkyl or C2~C 12 The straight-chain alkenyl group; L2 independently represents H or F; And / or, the liquid crystal composition further includes one or more compounds represented by general formula VIII: Among them, R 11 R 12 Each independently represents C1~C 12 Straight-chain alkyl or C2~C 12 Straight-chain alkenyl groups; And / or, the liquid crystal composition further includes one or more compounds represented by general formula IX: Among them, R 13 Each independently represents C1~C 12 Straight-chain alkyl or C2~C 12 The straight-chain alkenyl group; L3 and L4 each independently represent H or F; And / or, the liquid crystal composition further includes one or more compounds represented by general formula X: Among them, R 14 R 15 Each independently represents C1~C 12 Straight-chain alkyl, C1~C 12 Straight-chain alkoxy or C2~C 12 The straight-chain alkenyl group; A9 independently represents trans-1,4-cyclohexyl, 1,4-cyclohexenyl, or 1,4-phenylene.
5. The liquid crystal composition according to claim 4, characterized in that, The compound represented by general formula V is selected from one or more of general formulas VA to VD: In this context, each R7 independently represents a straight-chain alkyl group from C1 to C7; And / or, the compound represented by general formula VI is selected from one or more of general formulas VIA to VIE: In this context, R8 independently represents a straight-chain alkyl group (C1-C7), a straight-chain alkoxy group (C1-C7), or a straight-chain alkenyl group (C2-C7). And / or, the compound represented by general formula VII is selected from one or more of general formulas VIIA or VIIB: Among them, R9, R 10 Each independently represents a straight-chain alkyl group from C1 to C7; And / or, the compound represented by general formula VIII is selected from one or more of general formulas VIIIA to VIIIC: Among them, R 11 R 12 Each independently represents a straight-chain alkyl group from C1 to C7; And / or, the compound represented by general formula IX is selected from one or more of general formulas IXA to IXC: Among them, R 13 Each independently represents a straight-chain alkyl group from C1 to C7; And / or, the compound represented by the general formula X is selected from one or more of general formulas XA to XC: Among them, R 14 Independently represent C1~C 12 Straight-chain alkyl or C2~C 12 Straight-chain alkenyl groups.
6. The liquid crystal composition according to any one of claims 1-5, characterized in that, The liquid crystal composition comprises the following components in weight percentage: 1-25% of compounds represented by general formula I; 20-70% of compounds represented by general formula II; 10-40% of compounds represented by general formula III; 10-40% of compounds represented by general formula IV; 0-30% of compounds represented by general formula V; 0-40% of compounds represented by general formula VI; 0-12% of compounds represented by general formula VII; 0-25% of compounds represented by general formula VIII; 0-20% of compounds represented by general formula IX; 0-15% of compounds represented by general formula X.
7. The liquid crystal composition according to claim 6, characterized in that, The liquid crystal composition comprises the following components in weight percentage: 1-12% of compounds represented by general formula I; 30-65% of compounds represented by general formula II; 10-25% of compounds represented by general formula III; 12-40% of compounds represented by general formula IV; 0-10% of compounds represented by general formula VI; 0-12% of compounds represented by general formula X; Preferably, the liquid crystal composition of the present invention comprises the following components in weight percentage: 2-8% of compounds represented by general formula I; 40-55% of compounds represented by general formula II; 16-20% of compounds represented by general formula III; 15-40% of compounds represented by general formula IV; 0-8% of compounds represented by general formula VI; 1-8% of compounds represented by general formula X.
8. The liquid crystal composition according to claim 6, characterized in that, The liquid crystal composition comprises the following components in weight percentage: 1-12% of compounds represented by general formula I; 28-62% of compounds represented by general formula II; 11-26% of compounds represented by general formula III; 14-35% of compounds represented by general formula IV; 0-12% of compounds represented by general formula VI; 0-5% of compounds represented by general formula VII; 0-10% of compounds represented by general formula VIII; 0-5% of compounds represented by general formula IX; 0-10% of compounds represented by general formula X. Preferably, the liquid crystal composition of the present invention comprises the following components in weight percentage: 1-8% of compounds represented by general formula I; 31-59% of compounds represented by general formula II; 13-23% of compounds represented by general formula III; 15-35% of compounds represented by general formula IV; 0-11% of compounds represented by general formula VI; 0-3% of compounds represented by general formula VII; 0-8% of compounds represented by general formula VIII; 0-3% of compounds represented by general formula IX; 0-8% of compounds represented by general formula X.
9. The liquid crystal composition according to claim 6, characterized in that, The liquid crystal composition comprises the following components in weight percentage: 1-18% of compounds represented by general formula I; 28-59% of compounds represented by general formula II; 11-27% of compounds represented by general formula III; 10-28% of compounds represented by general formula IV; 0-9% of compounds represented by general formula V; 0-12% of compounds represented by general formula VI; 0-6% of compounds represented by general formula VII; 0-10% of compounds represented by general formula VIII; 0-5% of compounds represented by general formula IX; 0-14% of compounds represented by general formula X. Preferably, the liquid crystal composition of the present invention comprises the following components in weight percentage: 1-10% of compounds represented by general formula I; 33-59% of compounds represented by general formula II; 14-25% of compounds represented by general formula III; 15-22% of compounds represented by general formula IV; 0-6% of compounds represented by general formula V; 0–8% of compounds represented by general formula VI; 0–3% of compounds represented by general formula VII; 0–6% of compounds represented by general formula VIII; 0–3% of compounds represented by general formula IX; 4–12% of compounds represented by general formula X.
10. The use of the liquid crystal composition according to any one of claims 1-9 in a liquid crystal display.