Liquid-crystalline medium
Patent Information
- Application Number
- KR1020260013286
- Authority / Receiving Office
- KR · KR
- Patent Type
- Applications
- Current Assignee / Owner
- Priority Date
- 2025-01-24
- Filing Date
- 2026-01-22
- Publication Date
- 2026-08-03
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Figure PAT00002 
Figure PAT00003 
Figure PAT00004
Abstract
Description
Technology Field
[0001] The present invention relates to a liquid crystal (LC) medium and an energy-efficient liquid crystal display (LCD) addressed by an active matrix having a high contrast ratio and an enhanced transmission rate, comprising such medium, e.g., a game display, a display for automotive applications, an IT monitor, and an augmented reality (AR) / virtual reality (VR) application, in particular to a liquid crystal display of the TN, PS-TN, STN, TN-TFT, OCB, IPS, PS-IPS, FFS, HB-FFS, XB-FFS, PS-FFS, SA-HB-FFS, SA-XB-FFS, polymer-stabilized SA-HB-FFS, polymer-stabilized SA-XB-FFS, positive VA, or positive PS-VA type. The liquid crystal medium of the present invention has positive dielectric anisotropy. Background Technology
[0002] Liquid crystal displays are used for information display in various fields. Liquid crystal displays are used in both direct-view and projection displays. The electro-optical mode used is twisted nematic ( t wisted n ematic, TN), Super Twisted Nematic( s uper t wisted n ematic, STN), optical compensation bend ( o ptically c Compensated b end, OCB), electrically controlled birefringence( e lectrically c ontrolled b These are the irefringence (ECB) mode and various variations thereof, and other modes. All of these modes utilize an electric field generated nearly perpendicular to the substrate and the liquid crystal layer.
[0003] In addition to these modes, there are also electro-optical modes that utilize an electric field nearly parallel to the substrate or liquid crystal layer. For example, WO 91 / 10936 A1 discloses a liquid crystal display in which an electrical signal is generated to have a significant component parallel to the liquid crystal layer, which subsequently became known as an "in-plane switching (IPS)" display. The operating principle of such a display is as described, for example, in the literature [RA Soref in Journal of Applied Physics, Vol. 45, No. 12, pp. 5466-5468 (1974)].
[0004] An IPS display contains a liquid crystal layer between two planar-oriented substrates, and two electrodes are arranged on only one of the two substrates and preferably have an interdigitated comb-shaped structure. When voltage is applied to the electrodes, a significant component of an electric field parallel to the liquid crystal layer is generated between the two electrodes. This causes liquid crystal molecules to rearrange in the layer plane.
[0005] For example, EP 0 588 568 A2 discloses various possibilities for electrode design and IPS display addressing. DE 198 24 137 A1 also describes various embodiments of such IPS displays.
[0006] Liquid crystal materials for this type of IPS display are described, for example, in DE 195 28 104 A1.
[0007] In addition, so-called "fringe field switching" (FFS) displays have been reported (particularly in the literature [SH Jung et al., Jpn. J. Appl. Phys., Volume 43[Reference: , No. 3, 2004, 1028]), this includes two electrodes on the same substrate, one of which is structured in a comb shape and the other is unstructured. This generates a strong so-called "fringe field," that is, a strong electric field near the edges of the electrodes, and an electric field having both strong vertical and strong horizontal components throughout the cell. FFS displays have low viewing angle dependence of contrast. FFS displays typically include a liquid crystal medium having positive dielectric anisotropy, and an alignment layer, typically a polyimide alignment layer, that provides planar alignment to the liquid crystal medium molecules.
[0008] Liquid crystal displays in IPS and FFS electro-optical modes are particularly suitable for modern desktop monitors, TV sets, and multimedia applications. A liquid crystal medium according to the present invention is preferably used in these types of displays. Generally, a dielectrically positive (+) liquid crystal medium having a relatively low value of dielectric anisotropy is used in FFS displays, but in some cases, a liquid crystal medium having a dielectric anisotropy of about 3 or less is also used in IPS displays.
[0009] Further improvements are achieved by the HB-FFS mode. Unlike conventional FFS technology, one of the unique features of the HB-FFS mode is that it provides a higher transfer rate, which allows the panel to operate with less energy.
[0010] Another recently developed mode is the XB-FFS mode, in which the liquid crystal medium additionally contains a polar liquid crystal compound having low dielectric anisotropy.
[0011] Liquid crystal compositions suitable for liquid crystal displays, particularly FFS and IPS displays, are known in the prior art, e.g., JP 07-181 439 (A), EP 0 667 555 A1, EP 0 673 986 A2, DE 195 09 410 A1, DE 195 28 106 A1, and DE 195 28 107 A1. However, these compositions have certain drawbacks. Among other drawbacks, most compositions cause very long addressing times and / or have resistivity values that are unsuitable, or require excessively high operating voltages. In this regard, improvements are needed in both operating characteristics and product life.
[0012] FFS and IPS displays can operate as active matrix displays (AMD) or passive matrix displays (PMD). In the case of an active matrix display, individual pixels are typically addressed by integrated nonlinear active elements, such as thin-film transistors (TFTs), whereas in the case of a passive matrix display, individual pixels are typically addressed by a multiplexing method known in the prior art.
[0013] The display according to the present invention is addressed by an active matrix, preferably a TFT matrix. However, the liquid crystal medium according to the present invention can also be advantageously used in displays having other known addressing means.
[0014] Common applications for IPS and FFS technologies include monitors, laptops, televisions, mobile phones, and tablet PCs. Both IPS and FFS technologies have specific advantages over other liquid crystal display technologies, such as vertical alignment (VA) technology, such as wide viewing angle dependence of contrast.
[0015] Supplying and utilizing additional liquid crystal media in displays with high transmission rates, excellent black levels, and high contrast ratios is a key challenge for modern FFS and IPS applications. Furthermore, modern applications require excellent reliability and fast addressing times. Both IPS and FFS technologies possess specific advantages over other LCD technologies, such as vertical alignment (VA) technology, for example, wide viewing angle dependence of contrast.
[0016] However, there is still a need in the industry for additional liquid crystal media and their applications, particularly in FFS and IPS applications that provide excellent low-temperature stability and fast addressing time, in displays with high transmission rates, excellent black levels, and high contrast ratios.
[0017] Accordingly, the object of the present invention is to provide a liquid crystal medium that does not exhibit or exhibits only to a lesser extent the disadvantages presented above, which is particularly for FFS, HB-FFS, and IPS displays, but also for TN, positive VA, or STN displays, and particularly for active-matrix displays such as those addressed by TFTs, preferably having high resistivity, low threshold voltage, suitable dielectric anisotropy, good low temperature stability (LTS), fast response time, and low rotational viscosity, enabling high brightness and high transmission rate, and additionally exhibiting advantageous reliability and stability.
[0018] Another object of the present invention is to provide a display having a high contrast ratio, a high optical transmission rate in a single optical state, fast addressing time, and advantageous stability, particularly at low and high temperatures. Additional objects of the present invention will immediately become apparent to those skilled in the art from the following detailed description.
[0019] Advantageously, in a display such as HB-FFS mode, an increased dielectric constant ε having positive dielectric anisotropy and perpendicular to the long axis of the liquid crystal molecule ⊥It has been recognized that high brightness can be obtained by using a liquid crystal medium that also possesses ε. This provides high ε while maintaining the positive dielectric anisotropy of the entire medium. ⊥ This can be advantageously achieved by adding a limited amount of a liquid crystal compound having negative dielectric anisotropy with characteristics to a liquid crystal medium.
[0020] However, high ε ⊥ The addition of compounds containing [subject] may have some drawbacks. For example, such addition can lead to a higher value of the ratio γ1 / K2 of the spin viscosity γ1 to the elastic constant K2 for torsional deformation, which results in a higher value of the spin viscosity γ1 and consequently a longer response time. K2 is approximately proportional to the elastic constant K1 for splay deformation, and the value of K2 is generally about half the value of K1. Therefore, K2 is γ1 It can be appropriately determined by measuring K1. It has also been recognized that the reliability of these mixtures, particularly HB-FFS mixtures, especially the voltage retention rate (VHR), can also be affected compared to conventional FFS mixtures.
[0021] Surprisingly, the medium according to the present invention advantageously ε ⊥ It exhibits a relatively high value and simultaneously has low rotational viscosity and a ratio of γ1 / K2 to γ1 / K1, enabling high optical transmission rates and fast response times in displays using the liquid crystal medium described and claimed herein. Furthermore, displays using the medium according to the present invention advantageously exhibit particularly high contrast and excellent reliability. In this regard, adding one or more stabilizers to the medium can advantageously contribute to obtaining improved reliability and stability, particularly with respect to light, especially UV light and heat, even under extreme loads. This stabilizing effect can be surprisingly further improved by adding two or more different stabilizers to the liquid crystal medium as described and claimed herein.
[0022] According to the present invention, a liquid crystal medium can be provided that exhibits moderately positive dielectric anisotropy and, at the same time, an increased dielectric constant ε perpendicular to the long axis of the liquid crystal molecules, which can advantageously maintain low rotational viscosity and a low value of the ratio of γ1 / K1. This enables the provision of liquid crystal displays having high brightness, transmission rate and short response time, particularly HB-FFS, FFS, and IPS modes.
[0023] EP 4261267 A1 specifically describes a dielectric negative liquid crystal medium comprising a combination of the following components:
[0024] .
[0025] Surprisingly, it has been discovered that FFS-type liquid crystals using liquid crystals with positive dielectric anisotropy can be realized by utilizing specially selected liquid crystal media. Such media feature a combination of particularly advantageous physical properties. The most decisive of these properties is a high ε that leads to an enhanced transfer rate. ⊥ and ε ⊥ / Δε. In addition, this indicates an elastic constant, particularly high K1, and an exceptionally low ratio of elastic constant K1 to its spin viscosity γ1 and elastic constant K1, γ1 / K1.
[0026] Preferably, the liquid crystal medium according to the present invention has a positive dielectric anisotropy Δε in the range of preferably 1.5 or more, more preferably 1.8 or more to 10.0 or less, and most preferably 2.0 or more to 8.0 or less.
[0027] The liquid crystal medium according to the present invention has a dielectric constant ε perpendicular to the direction of the liquid crystal molecules, preferably 2.0 or higher, more preferably 2.5 or higher, and more preferably 3.0 or higher. ⊥ has
[0028] The liquid crystal medium according to the present invention preferably has a dielectric constant ε of 0.65 or higher, more preferably 0.75 or higher. ⊥ It has / Δε.
[0029] In particular, surprisingly, a liquid crystal medium according to the present invention containing a combination of a compound of the following chemical formula I and one or more compounds selected from the group consisting of compounds of the following chemical formulas YA, YB, YC, YD, YE, YF, YG, and B, particularly when used in an FFS mode display, ε ⊥ and ε ⊥ High average elastic constant K combined with / Δε av It was found to provide excellent optical transmission rates by exhibiting several notable improvements, such as:
[0030]
[0031]
[0032]
[0033] In the above formula, individual substituents are specified in claim 1.
[0034] In addition, the liquid crystal medium according to the present invention has a high clearing point and excellent low-temperature stability (LTS), and provides the best video quality and improved overall image quality, particularly a high contrast ratio.
[0035] The present invention
[0036] One or more compounds of the following chemical formula I:
[0037]
[0038] [In the above formula, individual substituents have the following meanings:
[0039] R 1 and R 2Each is independently an alkyl or alkoxy group having 1 to 12 C atoms, or an alkenyl or alkenyloxy group having 2 to 12 C atoms, and one or more non-adjacent CH2 groups are such that the O atoms are not directly connected to each other as -C≡C-, -CF2O-, -OCF2-, -CH=CH-, , is optionally substituted with -O-, -CO-O-, or -O-CO-, and one or more H atoms can be replaced with halogen atoms, or R 1 and R 2 Each is a cycloalkyl, cycloalkenyl, or cycloalkoxy group having 3 to 12 C atoms independently of each other, and one or more H atoms can be replaced with halogen atoms, and
[0040] R 3 is an H atom, or an alkyl group having 1 to 3 C atoms, or an alkeneyl group having 2 or 3 C atoms, and one or more non-adjacent CH2 groups are optionally substituted with -C≡C-, -CF2O-, -OCF2-, -CH=CH-, -O-, -CO-O-, or -O-CO- so that the O atoms are not directly connected to each other, or R 3 is preferably H or CH3, and
[0041] L 1 and L 2 Each is independently F, Cl, CF3, or CHF2; preferably L 1 and L 2 are both F]; and
[0042] One or more compounds selected from the group consisting of compounds with the following chemical formulas YA, YB, YC, YD, YE, YF, YG, and B:
[0043]
[0044]
[0045] [In the above formula, individual substituents have the following meanings:
[0046] Is
[0047]
[0048] And,
[0049] R 21 ...represents an alkyl or alkoxy group having 1 to 12 C atoms or an alkenyl or alkenyloxy group having 2 to 12 C atoms, wherein one or more non-adjacent CH2 groups are -C≡C-, -CF2O-, -OCF2-, -CH=CH-, in a manner where the O atoms are not directly connected to each other. , , , , , is optionally substituted with -O-, -CO-O-, or -O-CO-, and one or more H atoms can be replaced with halogen atoms, or R 21 is a cycloalkyl or cycloalkoxy group having 3 to 12 C atoms, wherein one or more H atoms can be replaced with halogen atoms, and
[0050] R 22 represents an alkyl or alkoxy group having 1 to 6 C atoms or an alkenyl or alkenoyloxy group having 2 to 6 C atoms, wherein one or more non-adjacent CH2 groups are -C≡C-, -CF2O-, -OCF2-, -CH=CH-, in a manner where the O atoms are not directly connected to each other. , , , , , is optionally substituted with -O-, -CO-O-, or -O-CO-, and one or more H atoms can be replaced with halogen atoms, or R 21 is a cycloalkyl or cycloalkoxy group having 3 to 6 C atoms, wherein one or more H atoms can be replaced with halogen atoms, and
[0051] L 1 to L 3Each represents F, Cl, CF3, or CHF2 independently of the others;
[0052] L 4 and L 5 Each represents H or F independently of the others;
[0053] R 23 represents an H atom, an alkyl group having 1 to 3 C atoms, or an alkeneyl group having 2 to 3 C atoms, wherein one or more non-contiguous CH2 groups are optionally substituted by -C≡C-, -CF2O-, -OCF2-, -CH=CH-, -O-, -CO-O-, or -O-CO- in such a manner that the O atoms are not directly connected to each other, and R 23 is preferably H or CH3;
[0054] Z 1 and Z 2 Each represents independently a single bond, -CH2CH2-, -CH=CH-, -CF2O-, -OCF2-, -CH2O-, -OCH2-, -COO-, -OCO-, -C2F4-, -CF=CF-, or -CH=CHCH2O-;
[0055] Z 3 -CH2O-, -O-, -C2H4-, -OCH2- or represents a single bond;
[0056] Y 1 represents S or O, CH2, CH2CH2, CH2O, OCH2, or CH=CH;
[0057] p is 0, 1, or 2, and;
[0058] q is 0 or 1 and;
[0059] r is 1 or 2 and;
[0060] z is 0 or 1]
[0061] The present invention relates to a liquid crystal medium characterized by including
[0062] The liquid crystal medium according to the present invention is particularly suitable for use in energy-efficient liquid crystal displays of FFS, HB-FFS, XB-FFS, and IPS modes, augmented reality (AR) / virtual reality (VR) applications, and polymer-stabilized variations thereof.
[0063] The present invention also relates to the use of the liquid crystal media described above and below for electro-optical purposes, in particular in liquid crystal displays, shutter glass, liquid crystal windows, 3D applications, preferably in TN, PS-TN, STN, TN-TFT, OCB, IPS, PS-IPS, FFS, HB-FFS, XB-FFS, PS-HB-FFS, PS-XB-FFS, SA-HB-FFS, SA-XB-FFS, polymer-stabilized SA-HB-FFS, polymer-stabilized SA-XB-FFS, positive VA and positive PS-VA displays, very preferably in FFS, HB-FFS, IPS, PS-HB-FFS and PS-IPS displays.
[0064] The present invention also relates to an electro-optical liquid crystal display containing the liquid crystal medium described above and below, in particular TN, PS-TN, STN, TN-TFT, OCB, IPS, PS-IPS, FFS, HB-FFS, XB-FFS, PS-HB-FFS, PS-XB-FFS, SA-HB-FFS, SA-XB-FFS, polymer-stabilized SA-HB-FFS, polymer-stabilized SA-XB-FFS, positive VA or positive PS-VA display, preferably FFS, HB-FFS, IPS, PS-HB-FFS or PS-IPS display.
[0065] In the present invention, all atoms include their isotopes. In some embodiments, one or more or even all hydrogen atoms (H) may be optionally replaced with deuterium (D).
[0066] In chemical formula I and YA to YG and B, R 1 , R 2 , R 21or R 22 If α is an alkyl group and / or an alkoxy group, it may be a straight chain or a branched chain. Preferably, it is a straight chain and has 2, 3, 4, 5, or 6 C atoms, and is preferably ethyl, propyl, butyl, pentyl, hexyl, ethoxy, propoxy, butoxy, pentoxy, hexyloxy, methyl, or methoxy. R 1 , R 2 , R 21 or R 22 It is preferably a straight-chain alkyl having 1 to 6 C atoms or an alkeneyl group having 2 to 6 C atoms.
[0067] The oxaalkyl is preferably a straight-chain 2-oxapropyl (=methoxymethyl), 2-(=ethoxymethyl) or 3-oxabutyl (=2-methoxyethyl), 2-, 3- or 4-oxapentyl, 2-, 3-, 4- or 5-oxahexyl.
[0068] R 1 , R 2 , R 21 or R 22 If it is an alkoxy or oxaalkyl group, it may contain one or more additional oxygen atoms, provided that the oxygen atoms are not directly bonded to each other.
[0069] In another preferred embodiment, R 1 , R 2 , R 21 or R 22 One or more of , , , , , , , , -S 1 -F, -OS 1 -F and -OS 1 -OS 2 Selected from a group consisting of, and S 1 C 1-12 -alkylene or C 2-12 - It is alkenylene, and S 2 is H, C 1-12-alkyl or C 2-12 - It is an alkenyl, and very preferably R 1 , R 2 , R 21 or R 22 One or more of , , , , , , , , , , , , It is selected from the group consisting of -OCH2OCH3, -O(CH2)2OCH3, -O(CH2)3OCH3, -O(CH2)4OCH3, -O(CH2)2F, -O(CH2)3F and -O(CH2)4F.
[0070] R 1 , R 2 , R 21 or R 22 If it is an alkene group, it may be a straight chain or a branched chain. It is preferably a straight chain and has 2 to 10 C atoms. Therefore, this is particularly vinyl, prop-1- or -2-en-il, but-1-, -2- or -3-en-il, pent-1-, -2-, -3- or -4-en-il, hex-1-, -2-, -3-, -4- or -5-en-il, hept-1-, -2-, -3-, -4-, -5- or -6-en-il, oct-1-, -2-, -3-, -4-, -5-, -6- or -7-en-il, non-1-, -2-, -3-, -4-, -5-, -6-, -7- or -8-en-il, dek-1-, -2-, -3-, -4-, -5-, -6-, -7-, -8- or -9-en-il.
[0071] R 1 , R 2 , R 21 or R 22In the case where α is an alkyl or alkenyl group monosubstituted with at least one halogen, the group is preferably straight-chain, and the halogen is preferably F or Cl. In the case of polysubstitution, the halogen is preferably F. The resulting group also includes a perfluorinated group. In the case of monosubstitution, the fluorine or chlorine substituent may be present at any desired position, but is preferably at the ω-position. R 22 Preferably, α is an alkyl, alkenyl, alkoxy, or alkenoyloxy group having 1 to 6 C atoms, and R 22 It is particularly desirable that it be an ethoxy-based substance.
[0072] Z in the chemical formulas YA, YB, YC, YD, YE, YF, YG and B 1 , Z 2 and Z 3 It is particularly preferably -CH2O-, -OCH2-, -C2H4-, -CH=CH- or a single bond, and a single bond is most preferable.
[0073] Also, R 1 and R 2 and R 21 and R 22 Compounds of the formulas I and YA to YG and B, which are alkyl, alkenyl, and alkoxyne compounds having 8 or fewer, preferably 5 or fewer, C atoms independently of each other, are preferred.
[0074] Preferred group R in chemical formula I and YA to YG and B 3 and R 23 Each is an H atom, or an alkyl or alkenyl group having three or fewer C atoms. Very particularly preferably, R 3 and R 23 It is a methyl group or a H atom.
[0075] Desired alkyl groups are, for example, methyl, ethyl, n-propyl, n-butyl, n-pentyl, n-hexyl, n-heptyl, and n-octyl.
[0076] Desirable alkenyl groups are, for example, ethenyl, propenyl, butenyl, and pentenyl.
[0077] Desired alkoxy groups are, for example, methoxy, ethoxy, n-propoxy, n-butoxy, n-pentoxy, n-hexoxy, n-heptoxy, and n-octoxy.
[0078] The halogen is preferably F or Cl, and F is most preferable.
[0079] A particularly preferred compound of Chemical Formula I is selected from the following sub-formulas:
[0080]
[0081]
[0082] In the above formula,
[0083] alkyl and alkyl * Each is a straight-chain alkyl group having 1 to 6 C atoms independently of each other, and
[0084] Alkenyl is a straight-chain alkenyl group having 2 to 6 C atoms, and
[0085] R 23 It is an alkyl group having an H atom or 1 to 3 C atoms, preferably H or CH3, and H is particularly preferred.
[0086] The most desirable compound of Formula I includes, in particular, one or more of the following:
[0087]
[0088]
[0089]
[0090]
[0091]
[0092] .
[0093] In a more preferred embodiment, a compound of the following formula I may be used:
[0094]
[0095]
[0096] .
[0097] The compound of formula I can be prepared in a manner similar to the method known to those skilled in the art and described in organic chemistry standards, such as [Houben-Weyl, Methoden der organischen Chemie [Methods of Organic Chemistry], Thieme-Verlag, Stuttgart].
[0098] The proportion of the compound of formula I or preferably sub-formula I-2, more preferably sub-formula I-2-6 in the liquid crystal medium is preferably 0.5 to 20 weight%, very preferably 1 to 15 weight%, and most preferably 2 to 10 weight%.
[0099] In some preferred embodiments, one or more compounds selected from the group consisting of compounds of the formulas YA, YB, YC, YD, YE, YF, and YG and B are selected from the group consisting of the following compounds:
[0100]
[0101]
[0102] In the above formula,
[0103] R 21 and R 22 Each is independently an alkyl or alkoxy group having 1 to 6 C atoms, or an alkenyl or alkenyloxy group having 2 to 6 C atoms, and one or more non-adjacent CH2 groups are such that the O atoms are not directly connected to each other as -C≡C-, -CF2O-, -OCF2-, -CH=CH-, , , , , , is optionally substituted with -O-, -CO-O-, or -O-CO-, and one or more H atoms can be replaced with halogen atoms, or R 21 and R 22 Each is a cycloalkyl, cycloalkenyl, or cycloalkoxy group having 3 to 6 C atoms independently of each other, and one or more H atoms can be replaced with halogen atoms, and
[0104] R 23 It is an H atom, or an alkyl group having 1 to 3 C atoms, or an alkeneyl group having 2 or 3 C atoms, preferably H or CH3.
[0105] In a preferred embodiment, one or more compounds of the formula YA are selected from the group consisting of the following formulas:
[0106]
[0107]
[0108]
[0109]
[0110]
[0111] In the above formula,
[0112] a is 1 or 2, and
[0113] alkyl and alkyl * Each is a straight-chain alkyl group having 1 to 6 C atoms independently of each other, and
[0114] Alkenyl is a straight-chain alkenyl group having 2 to 6 C atoms, and
[0115] (O) is an oxygen atom or a single bond, and
[0116] The alkenyl is preferably CH2=CH-, CH2=CHCH2CH2-, CH3-CH=CH-, CH3-CH2-CH=CH-, CH3-(CH2)2-CH=CH-, CH3-(CH2)3-CH=CH- or CH3-CH=CH-(CH2)2-.
[0117] A particularly preferred liquid crystal medium according to the present invention comprises one or more compounds selected from the group consisting of formulas YA-2, YA-8, YA-10, YA-16, YA-18, YA-36, YA-37, YA-38, YA-39, YA-40, YA-41, YA-42, YA-43, YA-77, YA-78, YA-88, YA-90, and YA-92.
[0118] Preferably, one or more compounds of the chemical formula YA-2 are preferably selected from the following sub-formulas:
[0119] .
[0120] Alternatively, preferably in addition to compounds of YA-2-1 to YA-2-5, the liquid crystal medium comprises one or more compounds of the following chemical formulas:
[0121]
[0122] More preferably, the liquid crystal medium comprises a compound of YA-10 of one or more chemical formulas selected from the following sub-formulas:
[0123] .
[0124] Alternatively, preferably in addition to compounds of YA-10-1 to YA-10-5, the liquid crystal medium comprises one or more compounds of the following chemical formulas:
[0125] .
[0126] More preferably, the liquid crystal medium comprises one or more compounds of the formula YA-37 selected from the following sub-formulas:
[0127] .
[0128] Alternatively, preferably in addition to compounds of YA-37-1 to YA-37-5, the liquid crystal medium comprises one or more compounds of the following chemical formulas:
[0129] .
[0130] More preferably, the liquid crystal medium comprises one or more compounds of the formula YA-41 selected from the following sub-formulas:
[0131] .
[0132] More preferably, the liquid crystal medium comprises a compound of YA-66 of one or more chemical formulas selected from the following sub-chemical formulas:
[0133] .
[0134] More preferably, the liquid crystal medium comprises one or more compounds of the formula YA-67 selected from the following sub-formulas:
[0135]
[0136] .
[0137] More preferably, the liquid crystal medium comprises one or more compounds of the formula YA-77 selected from the following sub-formulas:
[0138] .
[0139] More preferably, the liquid crystal medium comprises one or more compounds of the formula YA-90 selected from the following sub-formulas:
[0140] .
[0141] In another preferred embodiment, the liquid crystal medium comprises one or more compounds of the formula YB selected from the group consisting of the following formulas YB-1 to YB-40:
[0142]
[0143]
[0144]
[0145] In the above formula,
[0146] alkyl and alkyl * Each is a straight-chain alkyl radical having 1 to 6 C atoms independently of each other, and
[0147] Alkenyl is a straight-chain alkenyl radical having 2 to 6 C atoms, and
[0148] (O) is an oxygen atom or a single bond, and
[0149] The alkenyl is preferably CH2=CH-, CH2=CHCH2CH2-, CH3-CH=CH-, CH3-CH2-CH=CH-, CH3-(CH2)2-CH=CH-, CH3-(CH2)3-CH=CH- or CH3-CH=CH-(CH2)2-.
[0150] A particularly preferred liquid crystal medium according to the present invention comprises one or more compounds selected from the group consisting of formulas YB-2, YB-9', YB-11, YB-17 and YB-34.
[0151] Preferably, the liquid crystal medium comprises one or more compounds of the formula YB-11 selected from the following sub-formulas:
[0152] .
[0153] Alternatively, preferably in addition to compounds of YB-11-1 to YB-11-5, the liquid crystal medium comprises one or more compounds of the following chemical formulas:
[0154] .
[0155] Preferably, the liquid crystal medium comprises one or more compounds of the formula YB-17 selected from the following sub-formulas:
[0156] .
[0157] The liquid crystal medium may comprise one or more compounds of the chemical formula YB-34 selected from the following sub-chemical formulas:
[0158] .
[0159] In another preferred embodiment, the liquid crystal medium comprises one or more compounds of the formula YC selected from the following formulas:
[0160]
[0161] In the above formula, alkyl and alkyl * Each is a straight-chain alkyl radical having 1 to 6 C atoms independently of each other.
[0162] The liquid crystal medium may include one or more compounds of chemical formulas YC-1 and YC-2 selected from the following sub-chemical formulas:
[0163] .
[0164] In another preferred embodiment, the liquid crystal medium comprises one or more compounds of the formula YD selected from the group consisting of the following formulas:
[0165]
[0166] In the above formula,
[0167] alkyl and alkyl * Each is a straight-chain alkyl group having 1 to 6 C atoms independently of each other, and
[0168] Alkenyl is a straight-chain alkenyl group having 2 to 6 C atoms, and
[0169] (O) is an oxygen atom or a single bond, and
[0170] Y is H or CH3, and
[0171] The alkenyl is preferably CH2=CH-, CH2=CHCH2CH2-, CH3-CH=CH-, CH3-CH2-CH=CH-, CH3-(CH2)2-CH=CH-, CH3-(CH2)3-CH=CH- or CH3-CH=CH-(CH2)2-.
[0172] A more preferred liquid crystal medium according to the present invention comprises one or more compounds of the chemical formula YD-1.
[0173] A more preferred liquid crystal medium according to the present invention comprises one or more compounds of formula YD (preferably selected from formulas YD-1, YD-12, YD-13, YD-14, YD-15, YD-16, YD-17, YD-18, YD-19, and YD-20, and very preferably selected from formulas YD-13, YD-18, YD-19, and YD-20), q is 0, and R 23 is H, and R 22 is an alkyl or alkoxy radical having 1 to 6 C atoms, and one CH2 group can optionally be replaced with a cyclopropyl, cyclobutyl, cyclopentyl, or cyclopentenyl group.
[0174] A highly desirable compound of chemical formula YD is a compound selected from the following sub-formulas:
[0175]
[0176]
[0177]
[0178]
[0179]
[0180] In the above formula, v is 1, 2, 3, 4, 5, or 6.
[0181] In a preferred embodiment, the liquid crystal medium comprises one or more compounds of the following formula YD-7a:
[0182]
[0183] In the above equation, R 21 , Y, and q have the meanings presented in the chemical formula YD, and R 23 silver
[0184] and r is 0, 1, 2, 3, 4, 5 or 6, and s is 1, 2 or 3.
[0185] A preferred compound of chemical formula YD-7a is selected from the following sub-chemical formulas:
[0186] .
[0187] In a preferred embodiment, the liquid crystal medium comprises one or more compounds of the formula YE selected from the group consisting of the following formulas:
[0188]
[0189]
[0190]
[0191]
[0192]
[0193]
[0194]
[0195]
[0196]
[0197]
[0198]
[0199] In the above formula,
[0200] a is 1 or 2, and
[0201] alkyl and alkyl * Each is a straight-chain alkyl group having 1 to 6 C atoms independently of each other, and
[0202] Alkenyl is a straight-chain alkenyl group having 2 to 6 C atoms, and
[0203] (O) is an oxygen atom or a single bond, and
[0204] The alkenyl is preferably CH2=CH-, CH2=CHCH2CH2-, CH3-CH=CH-, CH3-CH2-CH=CH-, CH3-(CH2)2-CH=CH-, CH3-(CH2)3-CH=CH- or CH3-CH=CH-(CH2)2-.
[0205] A particularly preferred liquid crystal medium according to the present invention comprises one or more compounds selected from the group consisting of formulas YE-2, YE-8, YE-10, YE-16, YE-18, YE-37, YE-38, YE-39, and YE-40.
[0206] Preferably, the liquid crystal medium comprises one or more compounds of the formula YE-2 selected from the following sub-formulas:
[0207] .
[0208] Preferably, the liquid crystal medium comprises one or more compounds of the formula YE-10 selected from the following sub-formulas:
[0209] .
[0210] In another preferred embodiment, the liquid crystal medium comprises one or more compounds of the formula YF selected from the group consisting of the following formulas:
[0211]
[0212] In the above formula,
[0213] alkyl and alkyl * Each is a straight-chain or branched-chain alkyl group having 1 to 6 C atoms independently of each other.
[0214] Preferably, the liquid crystal medium comprises one or more compounds of the formula YF-2 selected from the following sub-formulas:
[0215] .
[0216] Preferably, one or more compounds of the chemical formula YF-4 are selected from the following sub-formulas:
[0217]
[0218] .
[0219] In a preferred embodiment, the liquid crystal medium comprises one or more compounds of the formula YG selected from the group consisting of the following formulas:
[0220]
[0221]
[0222] In the above formula,
[0223] alkyl and alkyl * Each is a straight-chain alkyl group having 1 to 6 C atoms independently of each other, and
[0224] Alkenyl is a straight-chain alkenyl group having 2 to 6 C atoms, and
[0225] (O) is an oxygen atom or a single bond, and
[0226] The alkenyl is preferably CH2=CH-, CH2=CHCH2CH2-, CH3-CH=CH-, CH3-CH2-CH=CH-, CH3-(CH2)2-CH=CH-, CH3-(CH2)3-CH=CH- or CH3-CH=CH-(CH2)2-.
[0227] A particularly preferred liquid crystal medium according to the present invention comprises one or more compounds selected from the group consisting of formulas YG-1, YG-2, and YG-6.
[0228] Preferably, compounds of chemical formulas YG-1, YG-2, and YG-6 are selected from the following sub-chemical formulas:
[0229] .
[0230] In a preferred embodiment of the present invention, the medium comprises one or more compounds of Formula B selected from the following sub-formulas:
[0231]
[0232] In the above equation, Y 1 , L 1 , L 2 , R 1 and R 3 It has the meaning presented in chemical formula B.
[0233] A preferred compound of chemical formula B1 is selected from the following sub-chemical formulas:
[0234]
[0235] In the above equation, R 1 and R 3 is a straight-chain alkyl group having 1 to 6 C atoms independently, and one or more CH2 groups such that the O atoms are not directly connected to each other, such as -C≡C-, -CF2O-, -OCF2-, -CH=CH-, , , , , , -O-, -CO-O- or -O-CO- are optionally substituted, and one or more H atoms may be replaced with halogen atoms.
[0236] Both (O) are oxygen atoms and R 1 and R 3Compounds of formulas B1-1 and B1-2, which are independently preferably straight-chain alkyl groups such as methyl, ethyl, propyl, butyl, pentyl, or hexyl, are highly preferred. Highly preferably, one "alkyl" is ethyl and the other "alkyl * " is n-pentyl.
[0237] Compounds of chemical formula B1-2 are particularly preferred.
[0238] Preferably, the compound of formula B1-1 is selected from the group of compounds of formulas B1-1-1 to B1-1-11, preferably of formula B-1-1-6:
[0239]
[0240]
[0241] In the above formula,
[0242] "alkyl" and "alkyl" * " is a straight-chain alkyl group having 1 to 6 C atoms independently of each other, and
[0243] "alkenyl" and "alkenyl * " is a linear alkenyl group having 2 to 6 C atoms independently of each other, and
[0244] "alkoxy" and "alkoxy" * Each is a straight-chain alkoxy group having 1 to 6 C atoms independently of each other.
[0245] Preferably, the compound of formula B1-2 is selected from the group of compounds of formulas B1-2-1 to B1-2-10, preferably of formula B1-2-6:
[0246]
[0247] In the above formula,
[0248] "alkyl" and "alkyl" *" is a straight-chain alkyl group having 1 to 6 C atoms independently of each other, and
[0249] "alkenyl" and "alkenyl * " is a linear alkenyl group having 2 to 6 C atoms independently of each other, and
[0250] "alkoxy" and "alkoxy" * Each is a straight-chain alkoxy group having 1 to 6 C atoms independently of each other.
[0251] Optionally, the liquid crystal medium comprises one or more compounds of the following chemical formulas B1-1A and / or B1-2A:
[0252]
[0253] In the above formula,
[0254] (O) is O or a single bond, and
[0255] R IIIA is an alkyl or alkenyl or Cy-C group having 7 or fewer C atoms. m H 2m+1 - and,
[0256] m and n are the same or different 0, 1, 2, 3, 4, 5 or 6, preferably 1, 2 or 3, and very preferably 1, and
[0257] Cy is a cycloaliphatic group having 3, 4, or 5 ring atoms, which is optionally substituted with an alkyl or alkenyl or halogen having 3 or fewer C atoms, and Cy is preferably cyclopropyl, cyclobutyl, cyclopentyl, or cyclopentenyl.
[0258] Compounds of formula B1-1A and / or B1-2A are otherwise or additionally, preferably additionally, included in the medium to compounds of formulas B1-1 and B1-2.
[0259] Preferred compounds of chemical formulas B1-1A and / or B1-2A are also as follows:
[0260]
[0261] In the above formula, the alkoxy is a straight-chain alkoxy group having 1 to 6 C atoms or otherwise -(CH2) n F (n is 2, 3, 4, or 5), preferably C2H4F.
[0262] The proportion of a compound of chemical formula B1 or its sub-formula in the liquid crystal medium is preferably 0 to 20 weight%, very preferably 0 to 15 weight%.
[0263] Preferably, the liquid crystal medium comprises one, two, or three compounds of chemical formula B1 or its sub-formulas.
[0264] In a preferred embodiment of the present invention, the liquid crystal medium may comprise one or more compounds of the following formula B2-2:
[0265]
[0266] In the above formula,
[0267] R 1 and R 3 is an alkyl or alkoxy group having 1 to 6 C atoms, either identically or differently, and one or more CH2 groups in the said group are independent of each other such that the O atoms are not directly connected to each other, such as -C≡C-, -CF2O-, -OCF2-, -CH=CH-, , , , , , -O-, -CO-O- or -O-CO- are optionally substituted, and one or more H atoms may be replaced with halogens.
[0268] The compound of formula B2-2 is preferably selected from the group of compounds of formulas B2-2-1 to B2-2-10 below:
[0269]
[0270] In the above equation, R 3 is an alkyl having 1 to 6 C atoms, preferably ethyl, n-propyl, or n-butyl, or otherwise cyclopropylmethyl, cyclobutylmethyl, or cyclopentylmethyl, or otherwise -(CH2) n F (n is 2, 3, 4, or 5), preferably C2H4F.
[0271] A particularly preferred compound of chemical formula B2 is selected from the following sub-formulas:
[0272] .
[0273] The proportion of a compound of formula B2 or its sub-formula in the liquid crystal medium is preferably 1 to 20 weight%, very preferably 1 to 15 weight%.
[0274] Preferably, the liquid crystal medium comprises one, two, or three compounds of chemical formula B2 or its sub-formulas.
[0275] A preferred compound of formula B3 is selected from the following formulas:
[0276]
[0277] In the above formula,
[0278] R 1 ... has one of the meanings given in chemical formula B3, preferably represents a straight-chain alkyl having 1 to 6 C atoms, very preferably methyl, ethyl, propyl, butyl, pentyl, or hexyl, more preferably ethyl or propyl, most preferably propyl, and
[0279] X 1 It has one of the meanings given in chemical formula B3, preferably representing CF3, CHF2, OCHF2, or OCF3.
[0280] A preferred compound of chemical formula B3 is selected from the following sub-chemical formulas:
[0281]
[0282] In the above formula,
[0283] R 1 represents one of the meanings given in chemical formula B3, preferably a straight-chain alkyl having 1 to 6 C atoms, very preferably methyl, ethyl, propyl, butyl, pentyl, or hexyl, more preferably ethyl or propyl, most preferably propyl.
[0284] The liquid crystal medium may further comprise one or more compounds selected from the following sub-chemical formulas:
[0285] .
[0286] Compounds of chemical formulas B3-1-1 and B3-2-2 are most preferred.
[0287] In a preferred embodiment, the liquid crystal medium contains one or more compounds of formula B or its sub-formulas B1, B2, B3, B1-1, B1-2, B2-1, B2-2, B2-3, B3-1, B3-2, B3-1-1, B3-1-2, B3-2-1 and B3-2-2, wherein the dibenzofuran or dibenzothiophen group is at a p-position with respect to substituent F by a methyl or methoxy group, preferably a methyl group, very preferably at a p-position with respect to substituent F (i.e., a maldine group R). 2 or X 1 It is substituted at the m-position for .
[0288] The proportion of a compound of formula B3 or its sub-formula in the liquid crystal medium is preferably 1 to 20 weight%, very preferably 1 to 10 weight%.
[0289] Preferably, the total proportion of the compound of formula B or its sub-formula in the liquid crystal medium is 2 to 25 weight%, and very preferably 3 to 20 weight%.
[0290] The total content of compounds of formulas YA to YG and B in the liquid crystal medium is preferably in the range of 0% to 15% by weight, more preferably 0.5% to 10% by weight.
[0291] Additional ingredients
[0292] In one preferred embodiment, the liquid crystal medium may also include one or more compounds of the following formula P:
[0293]
[0294] In the above formula, individual substituents have the meaning of being the same or different in each case, and each independently of one another:
[0295] Is
[0296]
[0297] And,
[0298] R 1 and R 2 Each is independently an H atom, a halogen atom, an alkyl or alkoxy group having 1 to 12 C atoms, or an alkenyl or alkenyloxy group having 2 to 12 C atoms, wherein one or more non-adjacent CH2 groups are such that the O atoms are not directly connected to each other as -C≡C-, -CF2O-, -OCF2-, -CH=CH-, , , , , , is optionally substituted with -O-, -CO-O-, or -O-CO-, and one or more H atoms can be replaced with halogen atoms, or R 1 and R 2 Each is a cycloalkyl or cycloalkoxy group having 3 to 12 C atoms independently of each other, and one or more H atoms can be replaced with halogen atoms, and
[0299] L 1 to L 4Each is independently H, F, or Cl, and
[0300] Y 1 to Y 3 Each is independently an H atom, or an alkyl group having 1 to 3 C atoms, or an alkeneyl group having 2 or 3 C atoms, and one or more non-contiguous CH2 groups are optionally substituted with -C≡C-, -CF2O-, -OCF2-, -CH=CH-, -O-, -CO-O-, or -O-CO- such that the O atoms are not directly connected to each other, and Y 1 to Y 3 is preferably H or CH3, and
[0301] Z 1 -CF2O-, -OCF2-, -CH2O-, -OCH2-, -CO-O-, -O-CO-, -C2H4-, -C2F4-, -CF2CH2-, -CH2CF2-, -CFHCFH-, -CFHCH2-, -CH2CFH-, -CF2CFH-, -CFHCF2-, -CH=CH-, -CF=CH-, -CH=CF-, -CF=CF-, -C≡C- or a single bond, and
[0302] k is 0, 1, 2, or 3.
[0303] A compound of formula P in which k is 0, 1, or 2, particularly preferably 0 or 1 is more preferred. A compound of formula P in which k is 0, 1, or 2, preferably 1 or 2, and very particularly preferably 1 is more preferred.
[0304] A in chemical formula P 1 represents phenylene-1,4-diyl, which may be uni- or polysubstituted by F, also cyclohexane-1,4-diyl, cyclohexanylene-1,4-diyl, tetrahydropyran-2,5-diyl or 1,3-dioxane-2,5-diyl, particularly preferably.
[0305] Z in chemical formula P 1It particularly preferably represents -CF2O-, -OCF2- or a single bond, where a single bond is particularly preferred.
[0306] Moreover, R 1 and R 2 The preference is implied to compounds of formula P, wherein each independently represents a halogen, or an alkyl, alkenyl, or alkynyl having up to 8, preferably up to 5, C atoms, each of which is optionally substituted by a halogen, particularly F.
[0307] In chemical formula P, the particularly desirable group R 1 and R 2 represents H, a halogen, or an alkyl, alkenyl, alkynyl, or alkoxy group having up to 12, preferably up to 8, C atoms, each of which is optionally substituted by a halogen, particularly F, and is particularly preferably H, F, alkyl, alkenyl, or alkynyl having up to 8 C atoms. Preferably, at least one group is not H, and particularly preferably all groups R 1 and R 2 is not H. R 1 is very, particularly preferably identical to an alkyl. R 2 is more preferably H, an alkyl, or an alkyl or fluorine substituted by at least one fluorine. Very particularly preferably, R 1 is alkyl and R 2 is H or alkyl. R 1 , R 2 Each represents, independently of each other, an unbranched alkyl group having 1 to 5 C atoms, very particularly preferably. If R 1 and R 2 If represents a substituted alkyl, alkoxy, alkenyl, or alkyneyl, the two groups R 1 and R 2 The total number of my C atoms is preferably less than 10.
[0308] Desired alkyl groups are, for example, methyl, ethyl, n -profile, n -butyl, n -pentyl, n - Hexyl, n -Heptyl and n It is Octyl.
[0309] Desirable alkenyl groups are, for example, ethenyl, propenyl, butenyl, and fentenyl.
[0310] Desirable alkyne groups are, for example, ethinyl, propynyl, butynyl, fentinyl, hexinyl, heptinyl, and octinyl.
[0311] Desirable alkoxy groups are, for example, methoxy, ethoxy, n -Propoxi, n -Butoxy, n -Pentoxy, n - Hexoxy, n -Heptoxy, n - It is Octoxy.
[0312] The halogen preferably represents F or Cl, and F is most preferred.
[0313] Particularly preferred compounds of chemical formula P are those selected from the following sub-formulas:
[0314]
[0315] In the above equation, Y 1 , Y 2 , R 1 and R 2 and L 1 to L 6 It has the meaning shown in the general chemical formula P.
[0316] In a preferred embodiment,
[0317] R 1 is an alkyl or alkoxy group having 1 to 6 C atoms or an alkenyl or alkenyloxy group having 2 to 6 C atoms, wherein one or more CH2 groups are -C≡C-, -CF2O-, -OCF2-, -CH=CH-, in a manner where the O atoms are not directly connected to each other. , , , , , -O-, -CO-O- or -O-CO-, wherein one or more H atoms may be replaced by halogen atoms;
[0318] Y 1 and Y 2 Each represents an H atom or a methyl group independently of each other, preferably an H atom;
[0319] L 1 to L 6 Each represents an H atom, F, or Cl independently of the others.
[0320] R 1 and R 2 may represent an optionally fluorinated alkyl or alkoxy having 1 to 12 C atoms, an optionally fluorinated alkenyl or alkynyl having 2 to 12 C atoms, or an optionally fluorinated cycloalkyl having 3 to 12 C atoms. 1 and Y 2 It is preferably a H atom or a methyl group.
[0321] Optionally fluorinated alkyl, alkenyl, or alkyneyl having up to 5 C atoms are particularly preferred. In formulas P-1-1 to P-1-6, L 2 is preferably represented by F. In formulas P-1-4 to P-1-6, L 3 to L 6 Preferably represents H.
[0322] In a particularly preferred embodiment, a compound of formula P is selected from the following structures:
[0323]
[0324] In the above formula,
[0325] R 1 has the same meaning as in the general chemical formula P;
[0326] R 2 represents a straight-chain or branched alkyl or alkoxy group having 1 to 6 C atoms, or an alkenyl, alkenyloxy, or alkoxyalkyl group having 2 to 6 C atoms, or a cycloalkyl or cycloalkoxy group having 3 to 12 C atoms, wherein one or more non-adjacent CH2 groups are optionally -C≡C-, -CF2O-, -OCF2-, -CH=CH-, in such a manner that the O atoms are not directly connected to each other. , , , , , is substituted with -O-, -CO-O-, or -O-CO-, and one or more H atoms may be substituted with halogen atoms; alternatively,
[0327] R 2 is X 0 And,
[0328] X 0 is an F atom or an alkyl or alkoxy group having 1 to 3 C atoms or an alkenyl or alkenooxy group having 2 or 3 C atoms, wherein one or more H atoms are replaced by F atoms;
[0329] L 1 and L 2 Both represent F atoms, or alternatively, L 1 represents the F atom and L 2 represents an H atom;
[0330] Y 1 and Y 2 Each represents a straight-chain or branched alkyl group having an H atom or 1 to 3 C atoms independently of each other.
[0331] A liquid crystal medium having particularly advantageous properties according to the present invention can be obtained from a compound of the following chemical formula P:
[0332]
[0333]
[0334]
[0335]
[0336]
[0337] In the above equation, Y 1 , Y 2 , R 1 and R 2 is as defined above.
[0338] In one preferred embodiment of the present invention, the liquid crystal medium comprises one or more compounds of formula P-2-4 and / or one or more compounds of formula P-2-7.
[0339] In another additional preferred embodiment, the liquid crystal medium comprises a compound of the following formula P:
[0340]
[0341]
[0342]
[0343]
[0344]
[0345] In the above formula, n and m each independently represent 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11 or 12, preferably 2, 3, 4, 5 or 6.
[0346] The most desirable compounds of chemical formula P include, in particular, one or more of the following:
[0347]
[0348]
[0349]
[0350]
[0351] As an additional possibility, a compound of the following chemical formula P may be used:
[0352]
[0353]
[0354]
[0355] As an additional possibility, a compound of the following chemical formula P may be used:
[0356]
[0357]
[0358]
[0359]
[0360] Highly desirable are compounds of chemical formulas P-3-9-2 and P-3-5-1.
[0361] The proportion of a compound of formula P or its sub-formula in the liquid crystal medium may be in the range of 0 to 40%, very preferably 1 to 30%, and most preferably 2 to 20 weight%.
[0362] In one preferred embodiment, the liquid crystal medium may further comprise one or more compounds selected from the following chemical formulas II and III:
[0363]
[0364] In the above formula, individual substituents, independently of one another, have the following meanings in each case, either identically or differently:
[0365] Is
[0366]
[0367] And,
[0368] Is
[0369]
[0370] And,
[0371] R 0 R in chemical formula I 1 Having one of the meanings presented for,
[0372] X 0 is a halogen atom, -CN, -SCN, -NCS, or an alkyl or alkoxy group having 1 to 6 C atoms, or an alkenyl or alkenyloxy group having 2 to 6 C atoms, wherein one or more H atoms are substituted with a halogen atom, and X 0 is preferably F, CF3, CHF2, OCHF2, or OCF3, and
[0373] L 1 to L 8 Each is independently H, F, or Cl, and
[0374] Y 0 is an H atom, or an alkyl group having 1 to 3 C atoms, or an alkeneyl group having 2 or 3 C atoms, wherein one or more non-adjacent CH2 groups are optionally substituted with -C≡C-, -CF2O-, -OCF2-, -CH=CH-, -O-, -CO-O-, or -O-CO- such that the O atoms are not directly connected to each other, and Y 0 It is preferably H or CH3.
[0375] The preferred compounds of chemical formulas II and III are Y 0 These are things that are H.
[0376] Additionally, preferred compounds of formulas II and III are R 0 This represents an alkyl having 1 to 6 C atoms or a cycloalkyl having 3 to 6 C atoms, most preferably ethyl, propyl, butyl, or pentyl, and X 0 These are F, CF3, CHF2, OCHF2, or OCF3, also OCF=CF2, OCHFCF3, or Cl, most preferably F.
[0377] In a preferred embodiment, the liquid crystal medium comprises one or more compounds of Formula II selected from the following sub-formulas:
[0378]
[0379] In the above equation, R 0 and X 0 has the meaning given in Chemical Formula II.
[0380] The desirable compounds are those of formulas II-1, II-2, and II-3, and the highly desirable ones are those of formulas II-1 and II-2.
[0381] In compounds of chemical formulas II-1 to II-7, R 0 is preferably R 0 Represents alkyl having 1 to 6 C atoms, cycloalkyl having 3 to 6 C atoms, or cycloalkenyl having 5 or 6 C atoms, most preferably ethyl, propyl, butyl, or pentyl, and X 0 represents F, CF3, CHF2, OCHF2, or OCF3, or OCF=CF2, OCHFCF3, or Cl, and is very preferably F.
[0382] In one embodiment, the liquid crystal medium comprises one or more compounds of Formula II or its sub-formulas as described above and below, wherein Y 0 is CH3. Most preferably, the liquid crystal medium according to this preferred embodiment comprises one or more compounds of Formula II selected from the following sub-formulas:
[0383]
[0384] In the above equation, R 0 and X 0 has the meaning given in Chemical Formula II.
[0385] Desirable compounds are those of formulas IIA-1, IIA-2, and IIA-3, and highly desirable are those of formulas IIA-1 and IIA-2.
[0386] In compounds of chemical formulas IIA-1 to IIA-7, R 0 is preferably an alkyl having 1 to 6 C atoms or a cycloalkyl having 3 to 6 C atoms, very preferably ethyl, propyl, butyl, or pentyl, and X 0 represents F, CF3, CHF2, OCHF2, or OCF3, or OCF=CF2, OCHFCF3, or Cl, and is very preferably F.
[0387] A particularly preferred compound of Formula II is selected from one or more of the following:
[0388]
[0389]
[0390]
[0391]
[0392]
[0393] The proportion of the compound of Formula II in the liquid crystal medium is generally 0 to 20%, very preferably 1 to 15%, and most preferably 2 to 10% by weight.
[0394] In a further preferred embodiment, the liquid crystal medium comprises one or more compounds of Formula III selected from the following sub-formulas:
[0395]
[0396]
[0397]
[0398]
[0399] In the above equation, R 0and X 0 has the meaning given in Chemical Formula II.
[0400] The preferred compounds are compounds of chemical formulas III-1, III-4, III-6, III-16, III-19, and III-22.
[0401] In compounds of chemical formulas III-1 to III-22, R 0 represents an alkyl having 1 to 6 C atoms, a cycloalkyl having 3 to 6 C atoms, or a cycloalkenyl having 5 or 6 C atoms, most preferably ethyl, propyl, butyl, or pentyl, and X 0 represents F, CF3, CHF2, OCHF2 or OCF3, or OCF=CF2, OCHFCF3 or Cl, most preferably F, and Y 0 Preferably represents H.
[0402] The liquid crystal medium is Y as described above and below. 0 This may include one or more compounds of Formula III or its sub-formulas, which is CH3. Most preferably, the medium according to this preferred embodiment comprises one or more compounds of Formula III selected from the following sub-formulas:
[0403]
[0405]
[0406]
[0407]
[0408] In the above equation, R 0 and X 0 has the meaning given in chemical formula III.
[0409] The preferred compounds are compounds of the chemical formulas IIIA-1, IIIA-4, IIIA-6, IIIA-16, IIIA-19, and IIIA-20.
[0410] In compounds of chemical formulas IIIA-1 to IIIA-21, R 0 represents an alkyl having 1 to 6 C atoms, a cycloalkyl having 3 to 6 C atoms, or a cycloalkenyl having 5 or 6 C atoms, most preferably ethyl, propyl, butyl, or pentyl, and X 0 represents F, CF3, CHF2, OCHF2 or OCF3, or OCF=CF2, OCHFCF3 or Cl, most preferably F.
[0411] A particularly preferred compound of Formula III is selected from one or more of the following:
[0412]
[0413]
[0414]
[0415]
[0416]
[0417]
[0418]
[0419]
[0420]
[0421]
[0422] The proportion of the compound of Formula III in the liquid crystal medium is preferably 1 to 50 weight%, very preferably 3 to 40 weight%, and most preferably 5 to 30 weight%.
[0423] In a further preferred embodiment, the liquid crystal medium may further comprise one or more compounds selected from the following chemical formulas:
[0424]
[0425] In the above formula,
[0426] R 0 , X 0 , L 1-4 and Y 0 has the meanings shown in chemical formulas II and III, and
[0427] Z 0 -C2H4-, -(CH2)4-, -CH=CH-, -CF=CF-, -C2F4-, -CH2CF2-, -CF2CH2-, -CH2O-, -OCH2-, -COO-, -CF2O-, or -OCF2-, and in chemical formulas V and VI, it is also a single bond;
[0428] s represents 0 or 1.
[0429] The compound of Formula IV is preferably selected from the following formulas:
[0430]
[0431] In the above equation, R 0 and X 0 It has the meaning shown in chemical formulas II and III.
[0432] R 0 is preferably an alkyl having 1 to 6 C atoms, a cycloalkyl having 3 to 6 C atoms, or a cycloalkenyl having 5 or 6 C atoms, and is very preferably ethyl, propyl, butyl, or pentyl. X 0 Preferably represents F, CF3, CHF2, OCHF2, or OCF3, or OCF=CF2, OCHFCF3, or Cl.
[0433] Compounds of chemical formula IVa are preferably represented by the following sub-chemical formulas:
[0434] .
[0435] The compound of chemical formula IVb is preferably represented by the following chemical formula:
[0436] .
[0437] Compounds of chemical formula IVc are preferably represented by the following sub-chemical formulas:
[0438]
[0439] In the above equation, R 0 The element has the meaning shown in Formula II, preferably an alkyl having 1 to 6 C atoms, a cycloalkyl having 3 to 6 C atoms, or a cycloalkenyl having 5 or 6 C atoms, and very preferably an ethyl, propyl, butyl, or pentyl.
[0440] Particularly preferred compounds of chemical formulas IVa, IVc and IVd are selected from one or more of the following:
[0441]
[0442]
[0443]
[0444] Compounds of chemical formulas IVa to IVd are preferably used in a liquid crystal medium in an amount of 0 to 20 weight%, particularly preferably 0 to 10 weight%.
[0445] The compound of chemical formula V is preferably selected from the following sub-formulas:
[0446]
[0447] In the above equation, R 0 and X 0 has the meaning indicated in Chemical Formula II.
[0448] R 0 is preferably an alkyl having 1 to 6 C atoms, a cycloalkyl having 3 to 6 C atoms, or a cycloalkenyl having 5 or 6 C atoms, and is very preferably ethyl, propyl, butyl, or pentyl. X 0Preferably represents F, CHF2 and OCF3, or OCHF2, CF3, OCF=CF2, OCHFCF3 and OCH=CF2.
[0449] A particularly preferred compound of formula V is selected from one or more of the following:
[0450]
[0451] The compound of formula V is preferably used in a liquid crystal medium in an amount of 0 to 20 weight%, particularly preferably 0 to 10 weight%.
[0452] The compound of chemical formula VI is preferably selected from the following sub-formulas:
[0453]
[0454]
[0455] In the above equation, R 0 and X 0 It has the meaning shown in Chemical Formula II.
[0456] R 0 is preferably an alkyl having 1 to 6 C atoms, a cycloalkyl having 3 to 6 C atoms, or a cycloalkenyl having 5 or 6 C atoms, and is very preferably ethyl, propyl, butyl, or pentyl. X 0 Preferably F, also OCF3, CF3, CHF2, CF=CF2, OCHF2, OCHFCF3, and OCH=CF2.
[0457] A particularly preferred compound of formula VI is selected from one or more of the following:
[0458]
[0459]
[0460] .
[0461] The compound of chemical formula VII is preferably selected from the following sub-formulas:
[0462]
[0463] In the above equation, R 0 and X 0 It has the meaning shown in Chemical Formula II.
[0464] R 0 is preferably an alkyl having 1 to 6 C atoms, a cycloalkyl having 3 to 6 C atoms, or a cycloalkenyl having 5 or 6 C atoms, and is very preferably ethyl, propyl, butyl, or pentyl. X 0 Preferably F, CF3, CHF2, Or represents OCF3, OCHF2, OCHFCF3, and OCH=CF2.
[0465] A particularly preferred compound of Formula VII is selected from one or more of the following:
[0466]
[0467] The compound of formula VII is preferably used in a liquid crystal medium in an amount of 0 to 20 weight%, particularly preferably 0 to 10 weight%.
[0468] In some embodiments, the liquid crystal medium further comprises one or more compounds selected from the following chemical formulas:
[0469]
[0470] In the above formula,
[0471] R 0 and X 0 Each has one of the meanings shown in Chemical Formula II independently, and
[0472] L 1-4 Each represents H or F independently of the others, and
[0473] Y 0represents H or CH3, preferably H, and
[0474] X 0 Preferably F, Cl, CF3, CHF 2, OCF3 or OCHF2, OCF=CF2, OCHFCF3, and,
[0475] R 0 Preferably, each represents an alkyl, alkoxy, oxaalkyl, cycloalkyl, fluoroalkyl, or alkenyl having up to 6 C atoms.
[0476] A preferred compound of formula XVIII may be selected from one of the following:
[0477]
[0478] .
[0479] A preferred compound of chemical formula XIX may be selected from one of the following:
[0480] .
[0481] A preferred compound of chemical formula XX can be selected from one of the following:
[0482] .
[0483] A preferred compound of chemical formula XXI may be selected from one of the following:
[0484] .
[0485] A preferred compound of chemical formula XXII may be selected from one of the following:
[0486] .
[0487] A preferred compound of chemical formula XXIII may be selected from one of the following:
[0488] .
[0489] Most preferably, the liquid crystal medium according to the present invention comprises one or more compounds of formula XXa:
[0490]
[0491] In the above equation, R 0 represents an alkyl having 1 to 6 C atoms, a cycloalkyl having 3 to 6 C atoms, or a cycloalkenyl having 5 or 6 C atoms, most preferably ethyl, propyl, butyl, or pentyl, and X 0 represents F, CF3, CHF2, OCHF2 or OCF3, or OCF=CF2, OCHFCF3 or Cl, and is very preferably F. R 0 Preferably straight-chain alkyl, particularly ethyl, n -profile, n -butyl or n - Representing pentyl, very particularly preferably n This is a profile.
[0492] A compound of formula XX, particularly a compound of formula XXa, is preferably used in an amount of 0 to 15 weight%, particularly preferably 0 to 10 weight%, in a liquid crystal medium according to the present invention.
[0493] Most preferably, the liquid crystal medium according to the present invention comprises one or more compounds of the formula XXIa:
[0494]
[0495] In the above equation, R 0 R represents an alkyl having 1 to 6 C atoms, a cycloalkyl having 3 to 6 C atoms, or a cycloalkenyl having 5 or 6 C atoms, and is very preferably ethyl, propyl, butyl, or pentyl. 0Preferably straight-chain alkyl, particularly ethyl, n -profile, n -butyl or n - Representing pentyl, very particularly preferably n This is a profile.
[0496] Compound(s) of formula XXI, particularly compound(s) of formula XXIa are preferably used in an amount of 0 to 15 weight%, particularly preferably 0 to 10 weight%, in the liquid crystal medium according to the present invention.
[0497] More preferably, the liquid crystal medium according to the present invention comprises one or more compounds of formula XXIIIa:
[0498]
[0499] In the above equation, R 0 represents an alkyl having 1 to 6 C atoms, a cycloalkyl having 3 to 6 C atoms, or a cycloalkenyl having 5 or 6 C atoms. R 0 Preferably straight-chain alkyl, particularly ethyl, n -profile, n -butyl or n - Represents pentyl, and very particularly preferably n - Represents propyl or cycloalkyl, particularly cyclopentyl.
[0500] Preferred specific compounds of chemical formula XXIIIa include, in particular, the following.
[0501]
[0502] A compound of formula XXIII, particularly a compound of formula XXIIIa, is preferably used in an amount of 0 to 5 weight%, particularly preferably 0 to 2 weight%, in a liquid crystal medium according to the present invention.
[0503] The liquid crystal medium may further comprise one or more compounds of chemical formula XXIV:
[0504]
[0505] In the above equation, R 0 , X 0 and L 1-6 ≡ has the meaning shown in Chemical Formula III, s represents 0 or 1, and
[0506] Is or It represents.
[0507] In chemical formula XXIV, X 0 It may also represent an alkyl group having 1 to 6 C atoms or an alkoxy group having 1 to 6 C atoms. The alkyl or alkoxy group is preferably a straight chain.
[0508] R 0 represents an alkyl group having 1 to 6 C atoms, preferably X. 0 is preferably represented by F.
[0509] The compound of chemical formula XXIV is preferably selected from the following sub-formulas:
[0510]
[0511] In the above equation, R 0 , X 0 and L 1 has the meaning shown in Chemical Formula III. R 0 represents an alkyl group having 1 to 6 C atoms, preferably X. 0 is preferably F, and L 1 is preferably F;
[0512] is preferably
[0513]
[0514]
[0515]
[0516] or am.
[0517] R 0 is a straight-chain alkyl or alkenyl having 2 to 6 C atoms.
[0518] The liquid crystal medium may further include one or more compounds of the following chemical formula:
[0519]
[0520] In the above equation, R 1 and X 0 are respectively R 0 and X 0 It has the meaning shown in Chemical Formula II. R 1 is preferably an alkyl having 1 to 6 C atoms, a cycloalkyl having 3 to 6 C atoms, or a cycloalkenyl having 5 or 6 C atoms, and very preferably represents ethyl, propyl, butyl, or pentyl. X 0 is preferably F, CF3, CHF2, OCHF2, or OCF3, also OCF=CF2, OCHFCF3, or Cl, and is very preferably F. In formula XXIV, X 0 It very particularly preferably represents Cl.
[0521] The liquid crystal medium may optionally further include one or more compounds of the following chemical formula:
[0522]
[0523] In the above formula,
[0524] Is
[0525] or And,
[0526] R 1 , X 0 and Y 0 are respectively R 0 , X 0 and Y 0It has the meaning shown in Chemical Formula II. R 1 is preferably an alkyl having 1 to 6 C atoms, a cycloalkyl having 3 to 6 C atoms, or a cycloalkenyl having 5 or 6 C atoms, and is very preferably ethyl, propyl, butyl, or pentyl. X 0 is preferably F, CF3, CHF2, OCHF2 or OCF3, or OCF=CF2, OCHFCF3 or Cl, and very preferably represents F, and Y 0 is preferably represented by H. The liquid crystal medium according to the present invention is X 0 It preferably includes one or more compounds of the formula XXIX representing F, particularly preferably.
[0527] A preferred compound of formula XXVII may be selected from one of the following:
[0528] .
[0529] A preferred compound of chemical formula XXVIII may be selected from one of the following:
[0530] .
[0531] In some embodiments, the liquid crystal medium according to the present invention may comprise one or more compounds of the following formulas XXIXa or XXXa:
[0532]
[0533] In the above equation, R 1 and Y 0 R in chemical formula XXIX 0 and Y 0 It has a indicated meaning regarding, preferably R 1 It represents an alkyl having 1 to 6 C atoms, a cycloalkyl having 3 to 6 C atoms, or a cycloalkenyl having 5 or 6 C atoms, and very preferably represents ethyl, propyl, butyl, or pentyl.
[0534] A preferred compound of chemical formula XXIX may be selected from one of the following:
[0535] .
[0536] A preferred compound of chemical formula XXX may be selected from one of the following:
[0537]
[0538] Compounds of formulas XXVII–XXX are preferably used in an amount of 0 to 20 weight%, particularly preferably 1 to 15 weight%, in a liquid crystal medium according to the present invention. A particularly preferred liquid crystal medium comprises at least one compound of formulas XXIX and / or formula XXX.
[0539] In the liquid crystal medium according to the present invention, a compound of formula XXIXa and / or XXXa is preferably used in an amount of 1 to 15 weight%, particularly preferably 2 to 10 weight%.
[0540] The liquid crystal medium may further comprise one or more compounds that are pyrimidine or pyridine compounds of the following chemical formula:
[0541]
[0542] In the above equation, R 1 , X 0 and Y 0 are respectively R 0 , X 0 and Y 0 It has the meaning shown in Chemical Formula II. R 1 is preferably an alkyl having 1 to 6 C atoms, a cycloalkyl having 3 to 6 C atoms, or a cycloalkenyl having 5 or 6 C atoms, and is very preferably ethyl, propyl, butyl, or pentyl. X 0is preferably F, CF3, CHF2, OCHF2 or OCF3, or OCF=CF2, OCHFCF3 or Cl, and very preferably F, and Y 0 is preferably represented by H. The medium according to the present invention is particularly X 0 Preferably, one or more compounds of formula XXXI-1 representing F may be optionally included. Compounds of formulas XXXI-1 to XXXI-3 may be used in an amount of 1-20 weight%, particularly preferably 1-15 weight%, in the liquid crystal medium according to the present invention.
[0543] Compounds of formulas XXVII to XXX are used in the liquid crystal medium according to the present invention in an amount preferably from 0 to 20 weight%, particularly preferably from 1 to 15 weight%. A particularly preferred liquid crystal medium comprises at least one compound of formula XXIX and / or formula XXX.
[0544] Compound(s) of formula XXIXa and / or XXXa are used in an amount of preferably 1 to 15 weight%, particularly preferably 2 to 10 weight%, in a liquid crystal medium according to the present invention.
[0545] The liquid crystal medium may further comprise one or more compounds that are pyrimidine or pyridine compounds of the following chemical formula:
[0546]
[0547] In the above equation, R 1 , X 0 and Y 0 are respectively R 0 , X 0 and Y 0 It has the meaning shown in Chemical Formula II. R 1is preferably an alkyl having 1 to 6 C atoms, a cycloalkyl having 3 to 6 C atoms, or a cycloalkenyl having 5 or 6 C atoms, and is very preferably ethyl, propyl, butyl, or pentyl. X 0 is preferably F, CF3, CHF2, OCHF2 or OCF3, or OCF=CF2, OCHFCF3 or Cl, and very preferably F, and Y 0 is preferably represented by H. The medium according to the present invention may optionally comprise, in particular, one or more compounds of the formula XXXI-1, wherein X 0 is preferably represented by F. Compounds of formulas XXXI-1 to XXXI-3 may be used in an amount of 1-20 weight%, particularly preferably 1-15 weight%, in a liquid crystal medium according to the present invention.
[0548] In addition to the compounds listed above, the liquid crystal medium preferably comprises one or more compounds of chemical formulas N1 and N2:
[0549]
[0550] In the above formula,
[0551] R 41 and R 42 Each represents an alkyl or alkoxy group having 1 to 12 C atoms or an alkenyl or alkenyloxy group having 2 to 12 C atoms independently, wherein one or more non-adjacent CH2 groups are such that the O atoms are not directly connected to each other as -C≡C-, -CF2O-, -OCF2-, -CH=CH-, , , , , , is optionally substituted with -O-, -CO-O-, or -O-CO-, and one or more H atoms can be replaced with halogen atoms, or R 41 and R 42Each represents a cycloalkyl, cycloalkenyl, or cycloalkoxy group having 3 to 12 C atoms independently, wherein one or more H atoms may be replaced with halogen atoms, and
[0552] Preferably R 41 represents an alkyl group, and R 42 represents an alkyl or alkoxy group, or R 41 represents an alkenyl, and R 42 represents an alkyl group, wherein one -CH2- group can be replaced with cyclopropylene, 1,3-cyclobutylene, 1,3-cyclopentylene, or 1,3-cyclopentenylene, preferably with cyclopropylene or 1,3-cyclopentylene, and
[0553] and are independently of each other, and In cases where 'a' appears twice, these also independently of each other,
[0554]
[0555]
[0556] or
[0557] Represents,
[0558] Preferably and One or more of
[0559] Represents,
[0560] Z 41 and Z 42 are independent of each other, and Z 41 In cases where it appears twice, these also independently of each other, -CH2CH2-, -COO-, trans - CH=CH-, trans -CF=CF-, -CH2O-, -CF2O-, -C≡C- or represents a single bond, preferably one or more of these represent a single bond, and
[0561] p represents 0, 1, or 2, preferably 0 or 1, and
[0562] R 51 and R 52 R are independent of each other 41 and R 42 Having one of the given meanings, preferably an alkyl having 1 to 12 C atoms, preferably n -alkyl, particularly preferably having 1 to 6 C atoms n -alkyl, an alkoxy having 1 to 6 C atoms, preferably n - Alkoxy, particularly preferably having 2 to 6 C atoms n - Representing an alkoxy, alkoxyalkyl, an alkenyl or alkenyloxy having 2 to 6 C atoms, preferably 2 to 4 C atoms, preferably alkenyloxy, and
[0563] Here, one -CH2- group can be replaced with cyclopropylene, 1,3-cyclobutylene, 1,3-cyclopentylene, or 1,3-cyclopentenylene, preferably with cyclopropylene or 1,3-cyclopentylene, and
[0564] inside If they exist, each is independent of the others.
[0565]
[0566] or
[0567] Preferably , or
[0568] It represents.
[0569] Preferably Is Represents,
[0570] And, if it exists,
[0571] is preferably Represents,
[0572] Z 51 To Z 53 Each of the following represents independently -CH2-CH2-, -CH2-O-, -CH=CH-, -C≡-COO- or a single bond, preferably -CH2-CH2-, -CH2-O- or a single bond, and particularly preferably a single bond,
[0573] i and j each independently represent 0 or 1, and
[0574] (i + j) preferably represents 0, 1 or 2, more preferably 0 or 1, and most preferably 1, and
[0575] Here, one or more of the existing aromatic rings, preferably one, may optionally be substituted by an alkyl group, preferably a methyl group.
[0576] In some embodiments, the compound of formula N1 is represented by one of the following formulas:
[0577]
[0578]
[0579] In the above formula,
[0580] "alkyl" and "alkyl" * Each is an alkyl group having 1 to 6 C atoms independently of each other, and
[0581] "alkenyl" and "alkenyl * " is an alkene group having 2 to 6 C atoms independently of each other.
[0582] A very desirable compound is one with the chemical formulas Z1 and Z2.
[0583] The preferred compounds of Z1 to Z10 are compounds selected from the following sub-chemical formulas:
[0584]
[0585] .
[0586] In another preferred embodiment, the liquid crystal medium contains one or more compounds of formula Z1 or a preferred sub-formula thereof and / or one or more compounds selected from formulas Z2, Z3, Z4 and Z5 or a preferred sub-formula thereof.
[0587] Preferably, the total proportion of compounds of formulas Z1, Z2, Z3, Z4, Z5, and Z6 or their sub-formulas, e.g., CC-3-V, in the medium is 10 to 75 weight%, very preferably 20 to 60 weight%, and most preferably 25 to 55 weight%. In a more preferred embodiment, the compound of formula Z1-1 is used at a concentration ranging from 10 to 60 weight%, more preferably from 25 to 50 weight%, based on the total weight of the liquid crystal medium. In a more preferred embodiment, the liquid crystal medium comprises a total of 50 to 70 weight% of compounds represented by formulas Z1-1 and Z4-2.
[0588] Preferably, the medium contains one, two, or three compounds selected from chemical formulas Z1, Z2, Z3, and Z4 or their sub-formulas.
[0589] The liquid crystal medium may further include one or more compounds of the following chemical formulas:
[0590]
[0591] In the above formula,
[0592] R 1 and R2 C 1-6 Alkyl, C 1-6 Alkoxy, or C 2-6 It is an alkenil.
[0593] The compound of chemical formula XII is preferably selected from the following sub-formulas:
[0594]
[0595]
[0596] In the above formula, "alkyl" and "alkyl * Each is independently methyl, ethyl, propyl, butyl, pentyl, or hexyl.
[0597] Compounds of formulas XIIa and XIIc are particularly preferred. In formula XIIb, the "alkyl" groups are preferably independently of each other n-C3H7, n-C4H9, or n-C5H 11 , particularly n-C3H7. In formula XIIc, "alkyl" is preferably n-C3H7, and "alkyl * " is preferably CH3 or n-C3H7.
[0598] A particularly desirable compound of chemical formula XII is described with the following structure:
[0599] .
[0600] The total content of the compound of formula XII in the liquid crystal medium is preferably in the range of 0 to 20 weight%, more preferably 2 to 10 weight%.
[0601] The liquid crystal medium may further comprise one or more compounds selected from the following chemical formulas:
[0602]
[0603] In the above formula,
[0604] R 1 and R 2Each is independently an alkyl, alkoxy, oxaalkyl, or fluoroalkyl having 1 to 6 C atoms, or an alkenyl having 2 to 6 C atoms, and
[0605] L 1 and L are each independently H, F, or Cl.
[0606] In some embodiments, substituent R 1 and R 2 One or more or both are alkenyls having 2 to 6 C atoms.
[0607] The liquid crystal medium may also optionally comprise one or more compounds of Formula XIV, preferably compounds selected from the following sub-formulas, and substituent R 1 and R 2 One or more of them are alkenyls having 2 to 6 C atoms:
[0608]
[0609]
[0610] In the above formula, "alkyl", "alkyl * ", "alkenyl * " and "alkyl * " has the meanings presented above, and each is preferably methyl, ethyl, or propyl independently of each other.
[0611] The compound of chemical formula XIV is preferably selected from the following sub-formulas:
[0612] .
[0613] Highly desirable are compounds of XIVd-1, XIVd-2, XIVe-1, XIVe-2, and XIVe-3.
[0614] The liquid crystal medium may also optionally comprise one or more compounds of formula XV, preferably compounds selected from the following sub-formulas, and substituent R 1 and R 2One or more of them are alkyl or alkoxy having 2 to 6 C atoms:
[0615]
[0616] In the above formula, "alkyl" and "alkyl * " has the meanings presented above, and each is preferably methyl, ethyl, or propyl independently of each other.
[0617] In another embodiment, the liquid crystal medium comprises one or more compounds of the following formula XVI:
[0618]
[0619] In the above formula,
[0620] R 1 and R 2 Each is independently an alkyl, alkoxy, oxaalkyl, or fluoroalkyl having 1 to 6 C atoms, or an alkenyl having 2 to 6 C atoms, and
[0621] L 1 It is H, F, or Cl.
[0622] A particularly desirable compound of chemical formula XVI is a compound of the following sub-formula:
[0623]
[0624]
[0625] In the above formula,
[0626] "alkyl" and "alkyl" * " is each independently a straight-chain alkyl group having 1 to 6 C atoms, in particular ethyl, propyl, or pentyl, and
[0627] "alkenyl" and "alkenyl * " are each independent straight-chain alkenyl groups having 2 to 6 C atoms, in particular CH2=CHC2H4, CH3CH=CHC2H4, CH2=CH and CH3CH=CH.
[0628] Compounds of chemical formulas XVIb and XVIc are particularly preferred. Compounds of the following sub-chemical formulas are very particularly preferred:
[0629]
[0630] .
[0631] In addition to or as an alternative to Chemical Formula XVI, the following compounds may be used:
[0632]
[0633] .
[0634] In another embodiment, the liquid crystal medium comprises one or more compounds of the following formula XIII:
[0635]
[0636] In the above formula,
[0637] R 1 and R 2 is independently an alkyl, alkoxy, oxaalkyl, or fluoroalkyl having 1 to 6 C atoms, or an alkenyl having 2 to 6 C atoms, and
[0638] L is H, F, or Cl.
[0639] A particularly desirable compound of chemical formula XIII is a compound of the following sub-formula:
[0640]
[0641] In the above formula,
[0642] "alkyl" and "alkyl" * " is each independently a straight-chain alkyl group having 1 to 6 C atoms, in particular ethyl, propyl, or pentyl, and
[0643] "alkenyl" and "alkenyl *" are each independent straight-chain alkenyl groups having 2 to 6 C atoms, in particular CH2=CHC2H4, CH3CH=CHC2H4, CH2=CH and CH3CH=CH.
[0644] Compounds of chemical formulas XIIIa and XIIIb are particularly preferred. Compounds of the following sub-chemical formulas are very particularly preferred:
[0645] .
[0646] In another embodiment, the liquid crystal medium comprises one or more compounds of the following formula XIII':
[0647]
[0648] In the above formula,
[0649] R 1 and R 2 Each is independently an alkyl, alkoxy, oxaalkyl, or fluoroalkyl having 1 to 6 C atoms, or an alkenyl having 2 to 6 C atoms, and
[0650] L is H, F, or Cl.
[0651] A particularly desirable compound of chemical formula XIII' is a compound of the following sub-formula:
[0652]
[0653] In the above formula,
[0654] "alkyl" and "alkyl" * " is each independently a straight-chain alkyl group having 1 to 6 C atoms, in particular ethyl, propyl, or pentyl, and
[0655] "alkenyl" and "alkenyl * " are each independent straight-chain alkenyl groups having 2 to 6 C atoms, in particular CH2=CHC2H4, CH3CH=CHC2H4, CH2=CH and CH3CH=CH.
[0656] Compounds of chemical formulas XIII'a and XIII'b are particularly preferred. Compounds of the following sub-chemical formulas are very particularly preferred:
[0657] .
[0658] The liquid crystal medium may optionally include one or more compounds of the following chemical formulas:
[0659]
[0660]
[0661] In the above formula,
[0662] R 1 and R 2 Each is an alkyl, alkoxy, oxaalkyl, or fluoroalkyl having 1 to 6 C atoms, or an alkenyl having 2 to 6 C atoms, each independently thereof;
[0663] L is H or F.
[0664] A highly desirable compound is of formula XVIIa, where L is H or F. A highly desirable compound is of formula XVIIb, where L is F.
[0665] The liquid crystal medium may further include one or more compounds of the following chemical formulas:
[0666]
[0667] In the above equation, R 1 and R 2 Each has the meaning presented in Chemical Formula I, and L is L of Chemical Formula YA. 1 It has the same meaning as . R 1 and R 2 Preferably, it is an alkyl, alkoxy, oxaalkyl, fluoroalkyl, or alkenyl having six or fewer C atoms.
[0668] A particularly desirable compound of chemical formula XXXII is a compound of the following sub-chemical formula:
[0669]
[0670] In the above formula,
[0671] "alkyl" and "alkyl" * " is each independently a straight-chain alkyl group having 1 to 6 C atoms, in particular ethyl, propyl, or pentyl, and
[0672] "alkenyl" is a straight-chain alkenyl group having 2 to 6 C atoms, in particular CH2=CHC2H4, CH3CH=CHC2H4, CH2=CH and CH3CH=CH.
[0673] Compounds of the following sub-formulas are particularly desirable:
[0674] .
[0675] In some additional embodiments, the liquid crystal medium comprises one or more compounds of the following chemical formulas:
[0676]
[0677] In the above equation, R 1 and R 2 Each has the meaning presented in Chemical Formula I, and preferably each is an alkyl having 1 to 6 C atoms independently of each other.
[0678] Advantageously, the liquid crystal medium of the present invention also comprises one or more compounds of the following formulas LP1 and LP2:
[0679]
[0680] In the above formula, individual substituents have the following meanings:
[0681] R 0 and R 2 Each, independently, R in Formula I of Claim 1 1 and R 2 Indicates one of the given meanings regarding;
[0682] L 1 and L 2 Each represents H, F, or Cl independently of the others;
[0683] Y 0 R in Formula I of Claim 1 3 Having one of the given meanings for;
[0684] X 0 represents an alkyl or alkoxy group having 1 to 6 C atoms in which an F atom, CN, SCN, NCS, or one or more H atoms are replaced by an F atom, or an alkenyl or alkenyloxy group having 2 to 6 C atoms in which one or more H atoms are replaced by an F atom.
[0685] One or more compounds of formulas LP1 and LP2 may preferably be described by the following formulas LP1-1 and LP2-1:
[0686]
[0687]
[0688] In the above formula,
[0689] R 0 ... is an alkyl or alkoxy group having 1 to 6 C atoms, or an alkeneyl group having 2 to 6 C atoms, and one or more CH2 groups such that the O atoms are not directly connected to each other, such as -C≡C-, -CF2O-, -OCF2-, -CH=CH-, -O-, -CO-O-, or -O-CO- are optionally substituted, and one or more H atoms can be replaced with halogen atoms, and
[0690] R 2 is an alkyl group having 1 to 6 C atoms, and one or more CH2 groups such that the O atoms are not directly connected to each other, such as -C≡C-, -CF2O-, -OCF2-, -CH=CH-, -O-, -CO-O-, or -O-CO- are optionally substituted, and one or more H atoms can be replaced with halogen atoms, and
[0691] X 0It is an F atom, or an alkyl or alkoxy group having 1 to 3 C atoms, or an alkenyl or alkenyloxy group having 2 or 3 C atoms, and one or more H atoms are replaced by F atoms, and
[0692] Y 0 It is H or CH3.
[0693] Compounds of chemical formulas LP1 and LP2 may also be represented as one of the following:
[0694]
[0695]
[0696] In the above formula,
[0697] R 0 It is an alkyl or alkoxy group having 1 to 12 C atoms, and one or more CH2 groups such that the O atoms are not directly connected to each other, such as -C≡C-, -CF2O-, -OCF2-, -O-, -CO-O-, or -O-CO- are optionally substituted, and one or more H atoms can be replaced with halogen atoms, or R 0 The is preferably an alkyl group having 1 to 4 C atoms, an alkenyl or alkenyloxy group having 2 to 6 C atoms, or a cycloalkyl or cycloalkyloxy group having 3 to 6 C atoms, and vinyl, allyl, or cyclopentyl is particularly preferred, and
[0698] n is 1, 2, 3, 4, or 5, and
[0699] m is 1, 2, 3, or 4.
[0700] A particularly preferred compound of chemical formula LP1 is a compound selected from the group consisting of the following sub-formulas:
[0701]
[0702]
[0703]
[0704] In the above equation, Y 0 It is H or CH3, preferably H.
[0705] The most desirable compounds are those of formulas LP1-1a, LP1-1b, and LP1-1c, and the most desirable compound is that of formula LP1-1a.
[0706] A particularly preferred compound of chemical formula LP2 is a compound selected from the group consisting of the following sub-formulas:
[0707]
[0708]
[0709]
[0710] In the above equation, Y 0 It is H or CH3, preferably H.
[0711] The most desirable compounds are those of formulas LP2-1a, LP2-1b, LP2-1c, LP2-1d, LP2-1i, LP2-2b, LP2-2c, LP2-3a, and LP2-3c, and the most desirable is the compound of formula LP2-1b.
[0712] The total proportion of compounds of formula LP1 or LP2 or their sub-formulas in the liquid crystal medium is preferably 2 to 35 weight%, very preferably 3 to 30 weight%, and most preferably 4 to 20 weight%.
[0713] Preferably, the liquid crystal medium comprises one, two, or three compounds of formula LP1 or LP2 or their sub-formulas. In a particularly preferred embodiment, the liquid crystal medium comprises one or more compounds of formula LP1 and one or more compounds of formula LP2.
[0714] Compounds with the chemical formula ST
[0715] In some preferred embodiments of the present invention, the liquid crystal medium may further comprise one or more compounds of the following formula ST:
[0716]
[0717] In the above formula, individual substituents have the following meanings:
[0718] Is
[0719]
[0720] And,
[0721] X 21 and X 22 -O-, -CH2-, -CHR 23 - or -NR 23 - and,
[0722] R 21 and R 22 Each is independently an H atom, or an alkyl or alkoxy group having 1 to 12 C atoms, an alkenyl, alkynyl, alkenyloxy, or alkoxyalkyl group having 2 to 12 C atoms, or a cycloalkyl group having 3 to 12 C atoms, and one or more non-adjacent CH2 groups are such that the O atoms are not directly connected to each other as -C≡C-, -CF2O-, -OCF2-, -CH=CH-, , , , , , is optionally substituted with -O-, -CO-O-, or -O-CO-, and one or more H atoms can be replaced with halogen atoms, or R 21 and R 22 Each is a cycloalkyl or cycloalkoxy group having 3 to 12 C atoms independently of each other, and one or more H atoms can be replaced with halogen atoms, and
[0723] R 23 It is an H atom, or an alkyl or alkoxy group having 1 to 10 C atoms, and
[0724] r is 0 or 1.
[0725] Liquid crystal media containing compounds of the following sub-formulas ST-1, ST-2, and ST-3 exhibited particularly high long-term thermal and UV stability:
[0726]
[0727] In the above formula, individual substituents have the following meanings:
[0728] Is
[0729]
[0730] And,
[0731] R 21 and R 22 Each is independently an H atom, or an alkyl or alkoxy group having 1 to 7 C atoms, and
[0732] r is 0 or 1.
[0733] In a particularly preferred embodiment, the compound of formula ST may be selected from the following specific structures:
[0734]
[0735]
[0736]
[0737] .
[0738] In another preferred embodiment, the liquid crystal medium according to the present invention may comprise one or more additional sterically hindered phenols mentioned in Table B below.
[0739] Compound of chemical formula H
[0740] The liquid crystal medium may optionally include one or more compounds of the following chemical formula H:
[0741]
[0742] In the above formula,
[0743] R 11 Each is an alkyl group having an H atom, F, and 1 to 20 C atoms independently of each other, and one -CH2- group or, if present, multiple -CH2- groups may be replaced with -O- or -C(=O)-, but two adjacent -CH2- groups cannot be replaced with -O-, and one -CH2- group or, if present, multiple -CH2- groups may be replaced with -CH=CH- or -C≡C-, and one H atom or multiple H atoms are F, OR 13 , N(R 13 )(R 14 ) or R 15 It can be replaced with,
[0744] R 12 Each independently comprises an H atom, or an alkyl group having 1 to 20 C atoms (wherein one -CH2- group or multiple -CH2- groups may be replaced with -O- or -C(=O)-, but two adjacent -CH2- groups cannot be replaced with -O-), a hydrocarbon group containing a cycloalkyl or alkylcycloalkyl unit (wherein one -CH2- group or multiple -CH2- groups may be replaced with -O- or -C(=O)-, but two adjacent -CH2- groups cannot be replaced with -O-, and one H atom or multiple H atoms is F, OR 13 , N(R 13 )(R 14 ) or R 15 (can be replaced with), or aromatic or heteroaromatic hydrocarbon groups (wherein one H atom or multiple H atoms are OR 13 , N(R 13 )(R 14 ) or R 15 (can be replaced with),
[0745] R 13 and R 14Each is independently an alkyl or acyl group having 1 to 10 C atoms, or an aromatic hydrocarbon or carboxylic acid group having 6 to 12 C atoms, and
[0746] R 15 Each is an alkyl group having 1 to 10 C atoms independently of each other, and one -CH2- group or multiple -CH2- groups may be replaced with -O- or -C(=O)-, but two adjacent -CH2- groups cannot be replaced with -O-, and
[0747] R 16 Each is independently an H atom, or an alkyl group or alkoxy group having 1 to 10 C atoms, an O-cycloalkyl group having 3 to 12 C atoms, or O· or OH, and
[0748] S 11 and S 12 Each has an alkylene group having 1 to 20 C atoms independently (one -CH2- group or, if present, multiple -CH2- groups may be replaced with -O- or -C(=O)-, but two adjacent -CH2- groups cannot be replaced with -O-, and one H atom or multiple H atoms are F, OR 13 , N(R 13 )(R 14 ) or R 15 It can be replaced with), or a single combination,
[0749] Y 11 to Y 14 Each is independently methyl or ethyl, and
[0750] X 11 is C,
[0751] Z 11 To Z 14 are each independently of -O-, -(C=O)-, -O-(C=O)-, -(C=O)-O-, -O-(C=O)-O-, -(NR 13 )-, -NR 13-(C=O)- or a single bond, and S 11 In the case of this single bond, Z 11 and Z 12 Not both at the same time -O-, S 12 If is a single bond, Z 13 and Z 14 Not both simultaneously -O-, and in the case where q is 0, Z 12 and Z 13 Not both at the same time,
[0752] p is 1 or 2, and
[0753] q is 0 or 1, and
[0754] o is (3-p) and,
[0755] n is an integer from 1 to 10, and
[0756] m is an integer from 0 to 8, and at
[0757] n * p is an integer from 1 to 10, preferably from 3 to 8, and
[0758] is an organic moiety having (m+n) bonding sites.
[0759] In some preferred embodiments of the present invention, in a compound of formula H,
[0760] Is
[0761] , (biphenyl-1,1',3,3'-tetrayl) or (benzene-1,2,4,5-tetrayl) and / or,
[0762] Is (benzene-1,3,5-triyl) or (benzene-1,2,4-triyl) and / or,
[0763] -(CH2-)2, -(CH2-)3, -(CH2-)4, -(CH2-)5, -(CH2-)6, -(CH2-)7, -(CH2-)8, that is, ethane-1,2-diyl, propane-1,3-diyl, butane-1,4-diyl, pentane-1,5-diyl, hexane-1,6-diyl, heptane-1,7-diyl, octane-1,8-diyl, (1,4-phenylene), (1,3-phenylene), (1,2-phenylene) or (Trans-1,4-cyclohexylene) and / or,
[0764] -Z 12 -S 11 -Z 11 - is independent of each other in each case -O-, S 11 -O-, -OS 11 -O-, -(C=O)-OS 11 -O-, -O-(C=O)-S 11 -O-, -O-(C=O)-S 11 -O-, -O-(C=O)-S 11 -(C=O)-O-, -OS 11 -(C=O)-O-, -OS 11 -(C=O)-O-, -(C=O)-OS 11 -C, -(C=O)-OS 11 -O-(C=O)- or -(NR 13 )-S 11 -O-, -(NR 13 -C(=O)-S 11 -(C=O)-O or a single bond, preferably -O-, -S 11 -O-, -OS 11 -O-, -(C=O)-OS 11 -O-, -O-(C=O)-S 11 -O- or -OS 11 -(C=O)-O- and / or,
[0765] S 11 is preferably an alkylene group having 1 to 20 C atoms and / or,
[0766] R 11If present, it is an alkyl, alkoxy, or H, preferably H or alkyl, and / or,
[0767] R 12 is H, methyl, ethyl, propyl, isopropyl or 3-heptyl, or cyclohexyl.
[0768] In a preferred embodiment of the present invention, in a compound of formula H,
[0769]
[0770] is a group selected from the group of the following chemical formulas:
[0771]
[0772] .
[0773] In another preferred embodiment of the present invention, in a compound of formula H,
[0774]
[0775] is a group selected from the group of the following chemical formulas:
[0776] .
[0777] In another more preferred embodiment of the present invention, in a compound of formula H where p is preferably 1,
[0778] Is
[0779] , preferably, -OS 11 -O-, -S 11 -O- or -OS 11 -, particularly preferably -OS 11 -O- or -S 11 -O- is.
[0780] In a more preferred embodiment of the present invention, in a compound of formula H, the
[0781] is a group selected from the group of the following chemical formulas:
[0782]
[0783] In another preferred embodiment of the present invention, p is 2, which may be the same or different as described above, and in a compound of formula H,
[0784]
[0785] is a group selected from the group of the following chemical formulas:
[0786]
[0787] In another preferred embodiment of the present invention, the group in the compound of formula H may be the same or different from that described above.
[0788]
[0789] In each case, independently of one another, it is as follows:
[0790]
[0791] Compounds of the following chemical formulas H-1-1, H-1-2, and H-1-3 have been shown to be particularly efficient UV stabilizers in liquid crystal mixtures, particularly in terms of VHR stability:
[0792]
[0793] In the above equation, ZG, R 16 and n is as defined above, and n is an integer from 1 to 8. Such compounds are very suitable as stabilizers for liquid crystal mixtures and stabilize the VHR of the mixture upon UV exposure.
[0794] In a particularly preferred embodiment, one or more compounds of formula H may be selected from the group consisting of compounds of formulas H-2-1 to H-2-6 below:
[0795]
[0796]
[0797]
[0798] In the above formula,
[0799] R 11 Each is independently an H atom or an alkyl group having 1 to 20 C atoms, and one -CH2- group or, if present, multiple -CH2- groups may be replaced with -O- or -C(=O)-, but two adjacent -CH2- groups cannot be replaced with -O-, and one -CH2- group or, if present, multiple -CH2- groups may be replaced with -CH=CH- or -C≡C-, and one H atom or multiple H atoms are F, OR 13 , N(R 13 )(R 14 ) or R 15 It can be replaced with,
[0800] R 16 It is an H atom or O·, and
[0801] n is an integer from 0 to 12, and
[0802] S 11 and S 12 Each is an alkylene group having 1 to 20 C atoms independently thereof, and one -CH2- group or, if present, multiple -CH2- groups may be replaced with -O- or -C(=O)-, but two adjacent -CH2- groups cannot be replaced with -O-, and one H atom or multiple H atoms are F, OR 13 , N(R 13 )(R 14 ) or R 15 It can be replaced with, or S 11 and S 12 Each is a single combination independently of the others.
[0803] In a preferred embodiment of the present invention, the liquid crystal medium according to the present invention comprises, in each case, one or more compounds of formula H selected from the group of compounds of the following formulas:
[0804]
[0805]
[0806]
[0807]
[0808]
[0809]
[0810]
[0811]
[0812]
[0813] and
[0814] .
[0815] The desirable content of one or more compounds of formula H in a liquid crystal medium depends particularly on the intrinsic chemical stability of the liquid crystal medium and the properties of the compounds of formula H. R 16 This compound of the chemical formula H, which is O·phosphorus, is known as a NO radical type HALS and is preferably used at a ratio of 50 ppm to 1000 ppm based on the weight of the liquid crystal medium. R 16 Compounds of the chemical formula H, which are H atoms, are known as NH group type HALS and are advantageously used in a ratio of 50 ppm to 2000 ppm based on the weight of the liquid crystal medium.
[0816] An additionally preferred liquid crystal medium is selected from the following preferred embodiments and any combination thereof:
[0817] · Compounds of Formula I combined with compounds of Formulas LP1, Z1 to Z7 and II and / or III, and one or more compounds of Formulas YA to YG and B,
[0818] · Compounds of Formula I combined with compounds of Formulas LP2, Z1 to Z7 and II and / or III, and one or more compounds of Formulas YA to YG and B, and / or
[0819] · A compound of Formula I combined with a compound of Formulas LP1, LP2, II and / or III and a compound of Formulas Z1 and Z4, and one or more compounds of Formulas YA to YG and B.
[0820] - The liquid crystal medium comprises one or more compounds of formula I, one or more compounds of formulas YA to YG and B or their sub-formulas, one or more compounds of LP1 and / or LP2, II and / or III, and one or more compounds selected from the group consisting of formulas Z1, Z2, Z3, Z4, Z5, V, VI, VII, VIII, XIV, XVa, XVI, XVIIa, XVIIb, XVIIc, XVIII, XIX, XX, XXI, XXIII, XXIV, XXV, XXVI, XXVII, XXVIII, XXIX, XXX, XXXII, and P and their sub-formulas.
[0821] - The liquid crystal medium comprises one or more compounds of formula I or its sub-formulas, one or more compounds of formulas YA to YG and B and LP1 and / or LP2, II and / or III, and one or more compounds selected from the group consisting of formulas Z1, Z2, Z3, Z4, Z5, IV, VI, XII, XIV, XVI, XVIIa, XVIIb, XVIIc, XX, LP1-1, XXIII, XXIX and P and their sub-formulas.
[0822] - The liquid crystal medium comprises one or more compounds selected from the group consisting of formulas II-1, II-2 and II-3, most preferably selected from formulas II-1 and II-2. The individual concentration of each of the said compounds is preferably 2 to 15 weight%. The total concentration of said compounds is preferably 5 to 25 weight%.
[0823] - The liquid crystal medium comprises one or more compounds selected from the group consisting of formulas III-1, III-4, III-6, III-16, III-19, and III-20, most preferably selected from the group consisting of formulas III-1, III-6, III-16, and III-20. The individual concentration of each of the said compounds is preferably 2 to 15 weight%. The total concentration of said compounds is preferably 5 to 30 weight%.
[0824] - The liquid crystal medium comprises one or more compounds of Formula IV (preferably selected from Formula IVa or IVc, very preferably Formula IVa-1 or IVc-1, most preferably Formula IVc-1). The individual concentration of each of the above compounds is preferably 2 to 15 weight%. The total concentration of the above compounds is preferably 5 to 20 weight%.
[0825] - The liquid crystal medium comprises one or more compounds of formula VI (preferably selected from formula VIb). The individual concentration of each of the said compounds is preferably 1 to 20 weight%. The total concentration of said compounds is preferably 5 to 20 weight%.
[0826] - The liquid crystal medium comprises one or more compounds of formula Z1 (preferably selected from formula Z1-1). The total concentration of said compounds is preferably 1 to 70 weight%, more preferably 5 to 60 weight%, even more preferably 10 to 50 weight%, and particularly preferably 20 to 50 weight%.
[0827] - The liquid crystal medium comprises one or more compounds of formula Z2 (preferably selected from formulas Z2-1 and Z2-2). The total concentration of said compounds is preferably 2 to 35 weight%, very preferably 3 to 25 weight%.
[0828] - The liquid crystal medium contains 5 to 20 weight percent of a compound of formula Z3, preferably formula Z3-1.
[0829] - The liquid crystal medium contains 5 to 20 weight% of a compound of formula Z4, preferably formula Z4-1.
[0830] - The liquid crystal medium comprises 1 to 20 weight%, very preferably 2 to 15 weight%, of a compound of formula Z5.
[0831] - The liquid crystal medium comprises one or more compounds of formula LP1-1, preferably formula LP1-1a or LP2-1b, and very preferably formula LP1-1a. The concentration of said compounds is preferably 2 to 15 weight%.
[0832] - The liquid crystal medium contains 1 to 15 weight percent of a compound of formula LP2-1b.
[0833] - The liquid crystal medium comprises one or more compounds of formula XII, preferably formula XIIa or XIIb, very preferably formula XIIa, most preferably formula XIIa-1. The concentration of said compounds is preferably 2 to 15 weight%.
[0834] - The liquid crystal medium contains 1 to 15 weight percent of a compound of formula XIIb.
[0835] - The liquid crystal medium comprises one or more compounds of formula XIV, preferably formula XIVd, and very preferably formula XIVd-1. The concentration of said compounds is preferably 2 to 10 weight%.
[0836] - The liquid crystal medium comprises one or more compounds of formula XVIb, preferably formulas XVIb-1, XVIb-2 and / or XVIb-3. The concentration of said compounds is preferably 1 to 15 weight%.
[0837] - The liquid crystal medium comprises one or more compounds of formula XVIc, preferably formulas XVIc-1, XVIc-2 and / or XVIc-3. The concentration of said compounds is preferably 2 to 20 weight%.
[0838] - The liquid crystal medium comprises one or more compounds selected from the group consisting of formulas XVIIa, XVIIb, and XVIIc, most preferably compounds of formula XVIIa (wherein L is H) and formula XVIIb (wherein L is F). The total concentration of said compounds is preferably 0.5 to 5 weight%.
[0839] - The liquid crystal medium comprises a compound of formula XX, preferably one or more compounds of formula XXa. The concentration of said compound is preferably 2 to 10 weight%.
[0840] - The liquid crystal medium comprises a compound of formula XXI, preferably one or more compounds of formula XXIa. The concentration of said compound is preferably 2 to 10 weight%.
[0841] - The liquid crystal medium comprises a compound of formula XXIII, preferably one or more compounds of formula XXIIIa. The concentration of said compound is preferably 0.5 to 5 weight%.
[0842] - The liquid crystal medium comprises one or more compounds of chemical formula XXX in combination with one or more compounds of chemical formula XXIX.
[0843] - The liquid crystal medium comprises one or more compounds of formula XXIX, preferably formula XXIXa. The concentration of said compound is preferably 1 to 10 weight%, more preferably 1.5 to 5 weight%.
[0844] - The liquid crystal medium comprises one or more compounds of the chemical formula XXXa. The concentration of the said compound is preferably 2 to 15 weight%.
[0845] - The liquid crystal medium comprises one or more compounds of Formula XII. The concentration of the compounds is preferably 2 to 10 weight%.
[0846] - The liquid crystal medium comprises one or more compounds of Formula I and one or more compounds of Formulas YA to YG and B, preferably one or more compounds selected from Formula I-1, YA-2, YA-9, YA-37, YA-41, YD-1, YG-2, II and / or III, one or more compounds selected from the group consisting of Formulas Z1, Z2 and Z3 or their sub-formulas, one or more compounds selected from the group consisting of Formula XIV, one or more compounds selected from the group consisting of Formulas IV, VI, XX, XXIII and XXIX or their sub-formulas, and one or more compounds selected from the group consisting of Formulas LP2-1, XVI, XVIIa, XVIIb, XVIIc or their sub-formulas.
[0847] - The liquid crystal medium comprises one or more compounds of Formula I, and one or more compounds of Formulas YA to YG and B, preferably a compound of Formula I-1, and one or more compounds selected from YA-2, YA-9, YA-37, YA-41, YD-1, YG-2, II and / or III, one or more compounds selected from the group consisting of Formulas Z1, Z2, Z3, Z4 and Z5 or their sub-formulas, one or more compounds selected from the group consisting of Formula XIVd or their sub-formulas, one or more compounds selected from the group consisting of Formulas IVc, VIb, XXa, XXIIIa and XXIXa or their sub-formulas, and one or more compounds selected from the group consisting of Formulas LP1-1b, XVIb, XVIc, XVIIa, XVIIb, XVIIc or their sub-formulas.
[0848] - The liquid crystal medium comprises one or more compounds of Formula I, and one or more compounds of Formulas YA to YG and B, preferably a compound of Formula I-1, and one or more compounds selected from YA-2, YA-9, YA-37, YA-41, YD-1, YG-2, II and / or III, one or more compounds selected from the group consisting of Formulas Z1, Z2 and Z3 or their sub-formulas, one or more compounds selected from the group consisting of Formula XIV, one or more compounds selected from the group consisting of Formulas II, III, IV, VI, XX, XXIII and XXIX or their sub-formulas, and one or more compounds selected from the group consisting of Formulas LP2-1, XVI, XVIIa, XVIIb, XVIIc or their sub-formulas.
[0849] - The liquid crystal medium comprises one or more compounds of Formula I, and one or more compounds of Formulas YA to YG and B, preferably one or more compounds selected from the group consisting of Formula I-1, YA-2, YA-9, YA-37, YA-41, YD-1 and YG-2, one or more compounds selected from the group consisting of Formulas Z1, Z2, Z3, Z4 and Z5 or their sub-formulas, one or more compounds of Formula B, preferably one or more compounds selected from the group consisting of Formulas B1, B2 and B3, one or more compounds of Formula XIVd or their sub-formulas, one or more compounds selected from the group consisting of Formulas II, III, IVc, VIb, XXa, XXIIIa and XXIXa or their sub-formulas, and one or more compounds selected from the group consisting of Formulas LP1-1b, XVIb, XVIc, XVIIa, XVIIb, XVIIc or their sub-formulas.
[0850] - In addition to the compound of formula I and one or more compounds of formulas YA to YG and B, the liquid crystal medium comprises one or more compounds of formula Z1-1 and one or more compounds of formula Z4-2 and / or Z4-3.
[0851] - In addition to one or more compounds of Formula I and one or more compounds of Formulas YA to YG and B, LP1 and / or LP2, the liquid crystal medium comprises additional compounds selected from the group of compounds of Formulas Z1, Z2, Z3, IV, LP1-1, XIV, XVI, XVIIa, XVIIb, XVIIc, XXI, XXIII, XXIX, XXX and XXIV or compounds of their sub-formulas.
[0852] - In addition to one or more compounds of Formula I and one or more compounds of Formulas YA to YG and B, LP1 and / or LP2, the liquid crystal medium comprises additional compounds selected from the group of compounds of Formulas Z1, Z2, Z3, IV, LP2-1, XIV, XVI, XVIIa, XVIIb, XVIIc, XXI, XXIII, XXIX, XXX and XXIV or their sub-formulas.
[0853] - The ratio of the compound of formula I and one or more compounds of formulas YA to YG and B or their sub-formulas in the liquid crystal medium is 0.5 to 20 weight%, very preferably 1 to 20 weight%, most preferably 2 to 10 weight%.
[0854] - The proportion of compounds of chemical formulas Z1, Z2, Z3, Z4 and Z5 or their sub-chemical formulas in the total liquid crystal medium is 10 to 65 weight%, very preferably 20 to 60 weight%.
[0855] - The proportion of a compound of formula B or its sub-formula in the total liquid crystal medium is 0 to 15 weight%, very preferably 2 to 10 weight%.
[0856] - The proportion of compounds of formulas II, III, IV to VIII, XVIII to XXIII and XXVII to XXX in the total liquid crystal medium is 30 to 60 weight%.
[0857] - The proportion of compounds of formulas XIV and XVa in the total liquid crystal medium is 5 to 20 weight%.
[0858] - The proportion of compounds of formulas XIV, XVIIa-c and XXXII in the total liquid crystal medium is 0.5 to 15 weight%.
[0859] In this document, "alkyl" or "alkyl" * The term "encompasses straight-chain and branched-chain alkyl groups having 1 to 6 C atoms, particularly straight-chain alkyl groups such as methyl, ethyl, propyl, butyl, pentyl, and hexyl. Generally, alkyl groups having 2 to 5 C atoms are preferred.
[0860] "alkenyl" or "alkenyl" * The term "alkenyl groups" encompass straight-chain and branched-chain alkenyl groups having 2 to 6 C atoms, particularly straight-chain groups. Preferred alkenyl groups are C2-C7-1E-alkenyl, C4-C6-3E-alkenyl, particularly C2-C6-1E-alkenyl. Examples of particularly preferred alkenyl groups are vinyl, 1E-propenyl, 1E-butenyl, 1E-pentenyl, 1E-hexenyl, 3-butenyl, 3E-pentenyl, 3E-hexenyl, 4-pentenyl, 4Z-hexenyl, 4E-hexenyl, and 5-hexenyl. In general, groups having 5 or fewer C atoms are preferred, particularly CH2=CH and CH3CH=CH.
[0861] The term "fluoroalkyl" preferably includes straight-chain groups having terminal fluorine, namely fluoromethyl, 2-fluoroethyl, 3-fluoropropyl, 4-fluorobutyl, 5-fluoropentyl, 6-fluorohexyl, and 7-fluoroheptyl. However, other fluorine positions are not excluded.
[0862] The terms "oxaalkyl" or "alkoxy" are preferably defined by the chemical formula CnH 2n +1-O-(CH2) m It includes a straight chain group, where n and m are each independently 1 to 6. m can also be 0. Preferably, n = 1 and m = 1 to 6, or m = 0 and n = 1 to 3. More preferably, the alkoxy or oxaalkyl group may also contain one or more additional O atoms so that the oxygen atoms are not directly connected to each other.
[0863] R in chemical formulas II and III 0 and X 0 By appropriately selecting the meaning of, the addressing time, threshold voltage, slope of the transmission characteristic line, etc., can be controlled in a desired manner. For example, 1E-alkenyl groups, 3E-alkenyl groups, 2E-alkenyloxy groups, etc. generally result in a shortened addressing time, improved nematic tendency, and a larger ratio between the elastic constants K3 (band) and K1 (splay) compared to alkyl groups and alkoxy groups. 4-alkenyl groups and 3-alkenyl groups, etc. generally provide a lower threshold voltage and lower K3 / K1 values compared to alkyl groups and alkoxy groups. The liquid crystal medium according to the present invention is distinguished particularly by a high Δε value, and accordingly, has a significantly faster response time than the liquid crystal medium from the prior art.
[0864] The optimal mixing ratio of the compound of the aforementioned chemical formula depends significantly on the desired properties, the selection of the components of the aforementioned chemical formula, and the selection of any additional components that may be present.
[0865] Within the range indicated above, a suitable mixing ratio can be easily determined in each case.
[0866] The total amount of the compound of the above formula in the liquid crystal medium according to the present invention is not deterministic. Therefore, the liquid crystal medium may include one or more additional components to optimize various properties. However, the higher the total concentration of the compound of the above formula, the greater the observed effect on the improvement of the desired properties of the medium.
[0867] In a particularly preferred embodiment, the liquid crystal medium according to the present invention comprises a compound of formula IV to VIII (preferably IV and V), and X 0 is F, OCF3, OCHF2, OCH=CF2, OCF=CF2, or OCF2-CF2H. A desirable synergistic action by the compound of Formula I and one or more of the compounds of Formulas YA to YG and B, II and III results in particularly advantageous properties. In particular, a liquid crystal medium comprising the compound of Formula I and one or more of the compounds of Formulas YA to YG and B, II and III is distinguished by having a low threshold voltage.
[0868] The individual compounds of the aforementioned chemical formulas and their sub-chemical formulas that can be used in the liquid crystal medium according to the present invention are known or can be prepared similarly to known compounds.
[0869] The present invention also relates to a method for preparing the liquid crystal medium described above and below by mixing one or more compounds of Formula I, and one or more compounds of Formulas YA to YG or B, one or more mesogenic compounds, optionally one or more polymerizable compounds and / or one or more additives.
[0870] The liquid crystal medium of the present invention may optionally comprise one or more polymerizable compounds. The polymerizable compound is preferably selected from the following formula M:
[0871] R a -B 1 -(Zb -B 2 ) m -R b M
[0872] In the above formula, individual substituents have the meaning of being the same or different in each case, and each independently of one another:
[0873] R a and R b is P, P-Sp-, H, F, Cl, Br, I, -CN, -NO2, -NCO, -NCS, -OCN, -SCN, SF5, or a straight-chain or branched-chain alkyl having 1 to 25 C atoms, and also one or more non-adjacent CH2 groups are each independently such that O and / or S atoms are not directly connected to each other -C(R 0 )=C(R 00 )-, -C≡C-, -N(R 00 It can be replaced with )-, -O-, -S-, -CO-, -CO-O-, -O-CO- or -O-CO-O-, and also, one or more H atoms can be replaced with F, Cl, Br, I, CN, P or P-Sp-, and B 1 and / or B 2 If R contains saturated C atoms a and / or R b may be a group connected by a spiro to the above-mentioned saturated C atom, and
[0874] Substituent R a and R b One or more of them are P or P-Sp- or include them, and
[0875] P is a polymerizable group, and
[0876] Sp is a spacer group or a single bond, and
[0877] B 1 and B 2is an aromatic, heteroaromatic, alicyclic, or heterocyclic group (preferably having 4 to 25 ring atoms), which may include a fused ring, be unsubstituted, or be single-substituted or multi-substituted with L, and
[0878] Z b -O-, -S-, -CO-, -CO-O-, -OCO-, -O-CO-O-, -OCH2-, -CH2O-, -SCH2-, -CH2S-, -CF2O-, -OCF2-, -CF2S-, -SCF2-, -(CH2) n1 -, -CF2CH2-, -CH2CF2-, -(CF2) n1 -, -CH=CH-, -CF=CF-, -C≡C-, -CH=CH-COO-, -OCO-CH=CH-, CR 0 R 00 or a single bond,
[0879] R 0 and R 00 Each is an alkyl having H or 1 to 12 C atoms independently of each other, and
[0880] m is 0, 1, 2, 3, or 4, and
[0881] n1 is 1, 2, 3, or 4, and
[0882] L is P, P-Sp-, OH, CH2OH, F, Cl, Br, I, -CN, -NO2, -NCO, -NCS, -OCN, -SCN, -C(=O)N(R x )2, -C(=O)Y 1 , -C(=O)R x , -N(R x )2, optionally substituted silyl, or optionally substituted aryl having 6 to 20 C atoms, or straight-chain or branched-chain alkyl, alkoxy, alkylcarbonyl, alkoxycarbonyl, alkylcarbonyloxy, or alkoxycarbonyloxy having 1 to 25 C atoms, and one or more H atoms may be replaced with F, Cl, P, or P-Sp-, and
[0883] P and Sp have the meanings presented in the above chemical formula M, and
[0884] Y 1 It is a halogen, and
[0885] R x is P, P-Sp-, H, halogen, a straight-chain, branched-chain, or cyclic alkyl having 1 to 25 C atoms (also, one or more non-contiguous CH2 groups may be replaced with -O-, -S-, -CO-, -CO-O-, -O-CO- or -O-CO-O- so that O and / or S atoms are not directly connected to each other, and also, one or more H atoms may be replaced with F, Cl, P or P-Sp-), an optionally substituted aryl or aryloxy group having 6 to 40 C atoms, or an optionally substituted heteroaryl or heteroaryloxy group having 2 to 40 C atoms.
[0886] More preferably, the liquid crystal medium according to the present invention comprises one or more polymerizable compounds selected from Table H below.
[0887] Preferably, the proportion of the polymerizable compound (preferably selected from formula M and table H) in the liquid crystal medium is 0.01 to 5%, very preferably 0.05 to 1%, and most preferably 0.1 to 0.5%.
[0888] It has been observed that adding one or more polymerizable compounds, such as those selected from Chemical Formula M and Table H, to the liquid crystal medium results in advantageous properties such as fast response times. Such liquid crystal media are particularly suitable for PSA displays, exhibiting low image afterimage, rapid and complete polymerization, rapid generation of a stable low line tilt angle after UV exposure, high reliability, high VHR values after UV exposure, and high birefringence. By appropriately selecting polymerizable compounds, the absorption of the liquid crystal medium at longer UV wavelengths can be increased, allowing these longer UV wavelengths to be used for polymerization, which is advantageous for the display manufacturing process.
[0889] The present invention also relates to the use of the liquid crystal medium according to the present invention described above and below for electro-optical purposes, particularly in shutter glass, 3D applications, TN, PS-TN, STN, TN-TFT, OCB, IPS, PS-IPS, FFS, HB-FFS, XB-FFS, PS-FFS, positive VA and positive PS-VA displays, and, particularly in electro-optical displays of the aforementioned types comprising the liquid crystal medium according to the present invention described above and below, particularly TN, PS-TN, STN, TN-TFT, OCB, IPS, PS-IPS, FFS, HB-FFS, XB-FFS, PS-FFS, positive VA (vertical alignment) or positive PS-VA displays.
[0890] The present invention also relates to an electro-optical display, such as an STN or matrix liquid crystal (MLC) display, comprising, for example, two planar parallel outer plates forming a cell together with a frame, an integrated non-linear element for switching individual pixels of the outer plates, and a nematic liquid crystal medium having positive dielectric anisotropy and high resistivity located in the cell, wherein the nematic liquid crystal medium is the liquid crystal medium according to the present invention described above and below.
[0891] The liquid crystal medium according to the present invention enables a significant expansion of the tolerance of available parameters. The achievable combination of isocent point, viscosity at low temperatures, thermal and UV stability, and high optical anisotropy is far superior to existing materials of the prior art.
[0892] In particular, a combination of a compound of Formula I and one or more compounds of Formulas YA to YG and B, and optionally a compound selected from Formulas II to XXXII or sub-formulas thereof, has a suitable amount of dielectric anisotropy and a dielectric constant ε perpendicular to the longitudinal axis of the liquid crystal molecule at the same time. ⊥While exhibiting [this], it produces a liquid crystal medium that maintains low rotational viscosity and a low γ1 / K1 ratio. This enables energy-efficient liquid crystal displays, particularly FFS, HB-FFS, XB-FFS, and IPS modes, which provide high contrast ratio, transmission rate, and low response time.
[0893] The liquid crystal medium according to the present invention is suitable for mobile applications and TFT applications, such as mobile phones and PDAs. In addition, the liquid crystal medium according to the present invention is particularly suitable for use in FFS, HB-FFS, XB-FFS, and IPS displays based on positive dielectric liquid crystals.
[0894] The liquid crystal medium according to the present invention enables an excellent MLC display with a fast response time by maintaining the nematic phase down to -20°C, preferably down to -30°C, particularly preferably down to -40°C, and maintaining the isocent point at 75°C or higher, preferably 80°C or higher, while simultaneously achieving a rotational viscosity γ1 of 120 mPa·s or less, particularly preferably 100 mPa·s or less. The rotational viscosity is measured at 20°C.
[0895] The dielectric anisotropy Δε of the liquid crystal medium according to the present invention at 20℃ and 1 kHz is preferably +1.5 or higher, very preferably +2 to +18, and most preferably +3 to +10.
[0896] The birefringence Δn of the liquid crystal medium according to the present invention is preferably 0.08 to 0.2 at 20°C, and very preferably 0.09 to 0.15.
[0897] The rotational viscosity γ1 of the liquid crystal medium according to the present invention is preferably 120 mPa·s or less, more preferably 110 mPa·s or less, and very preferably 90 mPa·s or less.
[0898] The ratio γ1 / K1 of the liquid crystal medium according to the present invention (wherein γ1 is the rotational viscosity and K1 is the elastic constant for splay deformation) is 7 mPa·s / pN or less, very preferably 6 mPa·s / pN or less, and most preferably 5.5 mPa·s / pN or less.
[0899] Average elastic constant ratio K of the liquid crystal medium according to the present invention av is preferably 14.0 pN or more, very preferably 15.0 pN or more, and most preferably 16.0 pN or more. K av can be calculated according to the following formula:
[0900] K av = (K1+ K2+ K3) / 3 (K1+ 1 / 2 * K1+ K3) / 3.
[0901] The nematic phase range of the liquid crystal medium according to the present invention preferably has a range of 70°C or higher, more preferably 80°C or higher, and particularly 90°C or higher. The range preferably extends from -25°C or higher to +90°C.
[0902] It is obvious that through the appropriate selection of components of the liquid crystal medium according to the present invention, a higher equilibrium point (e.g., above 100°C) at a higher threshold voltage, or a lower equilibrium point at a lower threshold voltage, can be achieved while maintaining other advantageous properties. Likewise, a liquid crystal medium having a higher Δε and a consequently lower threshold voltage can be obtained at only slightly and correspondingly increased viscosity. The MLC display according to the present invention preferably operates at a first Gooch and Tarry transmission minimum (reference [CH Gooch and HA Tarry, Electron. Lett. 10, 2-4, 1974; CH Gooch and HA Tarry, Appl. Phys., Vol. 8, 1575-1584, 1975]), and in addition to particularly advantageous electro-optical properties (e.g., high slope of characteristic lines and low angle dependence of contrast (German Patent 30 22 818)), lower dielectric anisotropy is sufficient at a second minimum even at the same threshold voltage as in similar displays. This allows a significantly higher resistivity value to be obtained using the liquid crystal medium according to the present invention than in the case of a liquid crystal medium containing a cyano compound at the first minimum. By appropriately selecting individual components and their weight ratios, a person skilled in the art can set the birefringence required for a predetermined layer thickness of the MLC display using simple, conventional methods.
[0903] Measurement of voltage retention rate (HR) (references [S. Matsumoto et al., Liquid Crystals 5, 1320 (1989)]; [K. Niwa et al., Proc. SID Conference, San Francisco, June 1984, p. 304 (1984)]; [G. Weber et al., Liquid Crystals 5, 1381 (1989)]) is performed on a liquid crystal medium according to the present invention comprising compounds of chemical formulas ST-1, ST-2, RV, IA, and IB, chemical formula cyanophenylcyclohexane or chemical formula It was shown that it exhibited a significantly smaller decrease in HR upon UV exposure compared to similar liquid crystal media containing esters.
[0904] The photostability and UV stability of the liquid crystal medium according to the present invention are significantly superior, that is, it exhibits a significantly smaller decrease in HR when exposed to light, heat, or UV.
[0905] The construction of an MLC display according to the present invention from a polarizer, an electrode base plate, and a surface-treated electrode corresponds to a general design for this type of display. The term "general design" as used herein is used in a broad sense and encompasses all derivatives and variations of MLC displays (including, in particular, matrix display devices based on poly-Si TFTs or MIMs).
[0906] However, an important difference between the display according to the present invention and displays based on twisted nematic cells to date lies in the selection of liquid crystal parameters of the liquid crystal layer.
[0907] A liquid crystal medium that can be used according to the present invention is prepared in a conventional manner, for example, by mixing the compound of claim 1 with one or more compounds of formulas II to XXXII or additional liquid crystal compounds and / or additives. Generally, preferably at high temperatures, a desired amount of the component used is dissolved in a smaller amount in the main component. It is also possible to mix the component solution with an organic solvent (e.g., acetone, chloroform, or methanol), and after thorough mixing, remove the solvent again, for example by distillation.
[0908] The liquid crystal medium may also include additional additives known to those skilled in the art and described in the literature, such as polymerization initiators, inhibitors, surfactants, light stabilizers, antioxidants (e.g., BHT, TEMPOL), microparticles, free radical scavengers, or nanoparticles. For example, 0 to 15% of a polychromatic dye, a chiral dopant, or an initiator, such as Irgacure® 651 or Irgacure® 907, may be added. Suitable stabilizers and dopants are mentioned in Tables F and G below. In a preferred embodiment, the liquid crystal medium comprises one or more stabilizers selected from Table G. Preferably, the proportion of stabilizers in the liquid crystal medium, such as those of formulas ST and H described above or presented in Table G, is 10 to 2000 ppm, and very preferably 30 to 1000 ppm.
[0909] In addition, to improve conductivity, for example, 0 to 15 weight percent of a polychromatic dye, nanoparticles, a conductive salt, preferably a complex salt of ethyldimethyldodecylammonium 4-hexoxybenzoate, tetrabutylammonium tetraphenylborate, or crown ether (e.g., see reference [Haller et al., Mol. Cryst. Liq. Cryst. 24, 249-258 (1973)]), or a material to modify dielectric anisotropy, viscosity, and / or alignment of the nematic phase may be added to the liquid crystal medium. Materials of this type are described, for example, in DE-A 22 09 127, 22 40 864, 23 21 632, 23 38 281, 24 50 088, 26 37 430, and 28 53 728. Specific details for implementing the invention
[0910] In the present invention and the following examples, the structure of the liquid crystal compound is indicated by an abbreviation, and the conversion to the chemical formula is performed according to Tables A to C below. All substituents C m H 2m+1 , C n H 2n+1 and C l H 2l+1 or C m H 2m-1 , C n H 2n-1 and C l H 2l-1 Each is a straight-chain alkyl or alkylene group having n, m, and l C atoms, respectively. Preferably, n, m, and l are independently 1, 2, 3, 4, 5, 6, or 7. Table A is the code for the ring element of the compound nucleus, Table B presents the bridging unit, and Table C presents the meaning of the symbols for the left and right terminal groups of the molecule. The abbreviation consists of a code for the ring element with an arbitrary linker, a code for the left terminal with a first hyphen, and a code for the right terminal with a second hyphen. Table D shows the exemplary structure of the compound along with its respective abbreviation.
[0911] Table A: Ring elements
[0912]
[0913]
[0914]
[0915]
[0916] Table B: Bridge Units
[0917]
[0918] Table C: Terminals
[0919]
[0920] In the table above, n and m are integers, and the three dots "..." are placeholders for other abbreviations from the table above.
[0921] The following abbreviations are used:
[0922] (n, m, k, and l are each independently integers, preferably 1 to 12, preferably 1 to 6; k and l may be 0, preferably 0 to 4, more preferably 0 or 2, most preferably 2; n is preferably 1, 2, 3, 4, or 5, and in the combination of "-nO-", preferably 1, 2, 3, or 4, preferably 2 or 4; m is preferably 1, 2, 3, 4, or 5, and in the combination of "-Om", preferably 1, 2, 3, or 4, more preferably 2 or 4. The combination of "-lVm" is preferably "2V1").
[0923] The desirable components of the liquid crystal medium are presented in Tables D and E.
[0924] Table D
[0925]
[0926]
[0927] Table E
[0928] In the following chemical formula, n and m are each independently 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11 or 12, particularly 2, 3 or 5, also 0, 4 or 6.
[0929]
[0930]
[0931] In addition to compounds of formula I and YA to YG and B, a liquid crystal medium comprising 1, 2, 3 or 4 or more compounds from Table E is particularly preferred.
[0932] Table F
[0933] Table F shows possible dopants generally added to the liquid crystal medium according to the present invention. The liquid crystal medium preferably comprises 0 to 10 weight%, particularly 0.01 to 5 weight%, and particularly preferably 0.01 to 3 weight% of a dopant.
[0934]
[0935] Table G
[0936] For example, a stabilizer that can be additionally added to the liquid crystal medium according to the present invention in an amount of 0 to 10 weight percent is presented below.
[0937]
[0938]
[0939]
[0940]
[0941]
[0942]
[0943] Table H
[0944] Table H shows exemplary reactive mesogenic compounds (RM) that can be used in liquid crystal media according to the present invention.
[0945]
[0946]
[0947]
[0948]
[0949]
[0950]
[0951]
[0952]
[0953]
[0954]
[0955]
[0956]
[0957]
[0958]
[0959]
[0960]
[0961]
[0962]
[0963]
[0964]
[0965]
[0966] The liquid crystal medium according to the present invention may optionally include one or more polymerizable compounds (preferably selected from polymerizable compounds of formulas RM-1 to RM-185). Among these, compounds RM-1, RM-4, RM-8, RM-17, RM-19, RM-35, RM-37, RM-39, RM-40, RM-41, RM-48, RM-52, RM-54, RM-57, RM-58, RM-64, RM-74, RM-76, RM-88, RM-91, RM-102, RM-103, RM-109, RM-116, RM-117, RM-120, RM-121, RM-122, RM-139, RM-140, RM-142, RM-143, RM-145, RM-146, RM-147, RM-149, RM-156 RM-163, RM-169, RM-170, and RM-171 to RM-184 are particularly preferred.
[0967] The following examples are intended to illustrate the invention without limitation.
[0968] The percentage data above and below are weight percentages. All temperatures are given in Celsius. mp is the melting point, cl.p. is the isolight point, C is the crystalline state, N is the nematic phase, S is the smectic phase, and I is the isotropic phase. The data between the symbols above indicates the transition temperature. Additionally, the following symbols are used.
[0969] V0: Freederick threshold voltage, capacitive [V] at 20°C,
[0970] V 10 : Voltage [V] for a 10% transmission rate,
[0971] n e: Abnormal refractive index measured at 20℃ and 589nm,
[0972] n0: Normal refractive index measured at 20℃ and 589 nm,
[0973] Δ n : Optical anisotropy measured at 20℃ and 589nm,
[0974] ε ⊥ : Dielectric susceptibility (or "dielectric constant") perpendicular to the longitudinal axis of the molecule at 20℃ and 1kHz,
[0975] ε ∥ : Dielectric susceptibility (or "dielectric constant") parallel to the longitudinal axis of the molecule at 20℃ and 1 kHz,
[0976] Δε: Dielectric anisotropy at 20℃ and 1 kHz,
[0977] cl.p. or T(N,I): Isoluminous point [℃],
[0978] ν: Flow viscosity measured at 20℃ [mm 2 ·s -1 ],
[0979] γ1: Rotational viscosity [mPa·s] measured at 20℃,
[0980] K1: Elastic constant, "splay" deformation at 20℃ [pN],
[0981] K2: Elastic constant, "twist" strain at 20℃ [pN],
[0982] K3: Elastic constant, "bend" strain at 20°C [pN], and
[0983] VHR: Voltage retention rate.
[0984] Unless otherwise specified, all physical properties are measured according to the literature ["Merck Liquid Crystals, Physical Properties of Liquid Crystals", status Nov. 1997, Merck KGaA, Germany] and apply to a temperature of 20°C.
[0985] Examples
[0986] Comparative Example C1
[0987] The nematic liquid crystal medium is formulated as follows.
[0988]
[0989] Mixture Example M1
[0990] The nematic liquid crystal medium is formulated as follows.
[0991]
[0992] This mixture has increased ε compared to the mixture of Comparative Example C1, which leads to an increased transmission rate in FFS liquid crystal displays. ⊥ am.
[0993] Mixture Example S1 (stabilized by a compound of chemical formula ST-2-3)
[0994] The nematic liquid crystal mixture according to the present invention is formulated as follows.
[0995]
[0996] The addition of the compound of formula ST-2-3 (500 ppm) resulted in VHR after UV exposure compared to the unstabilized mixture M1, without affecting the remaining physical properties of the mixture. 100 Significantly improves.
[0997]
[0998] Mixture Example S1a (stabilized by a compound of chemical formula ST-2-8)
[0999] The nematic liquid crystal mixture according to the present invention is formulated as follows.
[1000]
[1001] The addition of the compound of formula ST-2-8 (500 ppm) resulted in VHR after UV exposure compared to the unstabilized mixture M1, without affecting the remaining physical properties of the mixture. 100 Significantly improves.
[1002]
[1003] Mixture Example M2
[1004] The nematic liquid crystal medium is formulated as follows.
[1005]
[1006] This mixture has increased ε compared to the mixture of Comparative Example C1. ⊥ This leads to an increased transfer rate in FFS liquid crystal displays.
[1007] Mixture Example S2 (stabilized by a compound of chemical formula H-3-1)
[1008] The nematic liquid crystal mixture according to the present invention is formulated as follows.
[1009]
[1010] The addition of the compound of formula H-3-1 (500 ppm) resulted in VHR after UV exposure compared to the unstabilized mixture M2, without affecting the remaining physical properties of the mixture. 100 Significantly improves.
[1011]
[1012] Mixture Example S2a (stabilized by a compound of chemical formula H-3-22)
[1013] The nematic liquid crystal mixture according to the present invention is formulated as follows.
[1014]
[1015] The addition of the compound of formula H-3-22 (700 ppm) resulted in a VHR after UV exposure compared to the unstabilized mixture M2, without affecting the remaining physical properties of the mixture. 100 Significantly improves.
[1016]
[1017] Mixture Example M3
[1018] The nematic liquid crystal medium is formulated as follows.
[1019]
[1020] This mixture has increased ε compared to the mixture of Comparative Example C1. ⊥ This leads to an increased transfer rate in FFS liquid crystal displays.
[1021] Mixture Example S3 (stabilized by a compound of chemical formula ST-4-2)
[1022] The nematic liquid crystal mixture according to the present invention is formulated as follows.
[1023]
[1024] The addition of the compound of formula ST-4-2 (1000 ppm) resulted in a VHR after UV exposure compared to the unstabilized mixture M3, without affecting the remaining physical properties of the mixture. 100 Significantly improves.
[1025]
[1026] Mixture Example M4
[1027] The nematic liquid crystal medium is formulated as follows.
[1028]
[1029] This mixture has increased ε compared to the mixture of Comparative Example C1. ⊥ This leads to an increased transfer rate in FFS liquid crystal displays.
[1030] Mixture Example S4 (stabilized by a compound of chemical formula H-3-7)
[1031] The nematic liquid crystal mixture according to the present invention is formulated as follows.
[1032]
[1033] The addition of the compound of formula H-3-7 (500 ppm) resulted in VHR after UV exposure compared to the unstabilized mixture M4, without affecting the remaining physical properties of the mixture. 100 Significantly improves.
[1034]
[1035] Mixture Example M5
[1036] The nematic liquid crystal medium is formulated as follows.
[1037]
[1038] This mixture has increased ε compared to the mixture of Comparative Example C1. ⊥ This leads to an increased transfer rate in FFS liquid crystal displays.
[1039] Mixture Example S5 (stabilized by a compound of chemical formula H-3-5)
[1040] The nematic liquid crystal mixture according to the present invention is formulated as follows.
[1041]
[1042] The addition of the compound of formula H-3-5 (50 ppm) resulted in a VHR after UV exposure compared to the unstabilized mixture M5, without affecting the remaining physical properties of the mixture. 100 Significantly improves.
[1043]
[1044] Mixture Example M6
[1045] The nematic liquid crystal medium is formulated as follows.
[1046]
[1047] Mixture Example S6 (stabilized by a compound of chemical formula ST-1-3)
[1048] The nematic liquid crystal mixture according to the present invention is formulated as follows.
[1049]
[1050] The addition of the compound of formula ST-1-3 (400 ppm) resulted in VHR after UV exposure compared to the unstabilized mixture M6, without affecting the remaining physical properties of the mixture. 100 Significantly improves.
[1051]
[1052] Mixture Example M7
[1053] The nematic liquid crystal medium is formulated as follows.
[1054]
[1055] Mixture Example S7 (stabilized by a compound of chemical formula H-3-2)
[1056] The nematic liquid crystal mixture according to the present invention is formulated as follows.
[1057]
[1058] The addition of the compound of formula H-3-2 (50 ppm) resulted in a VHR after UV exposure compared to the unstabilized mixture M7, without affecting the remaining physical properties of the mixture. 100 Significantly improves.
[1059]
[1060] Mixture Example M8
[1061] The nematic liquid crystal medium is formulated as follows.
[1062]
[1063] Mixture Example S8 (stabilized by a compound of chemical formula H-3-4)
[1064] The nematic liquid crystal mixture according to the present invention is formulated as follows.
[1065]
[1066] The addition of the compound of formula H-3-4 (50 ppm) resulted in VHR after UV exposure compared to the unstabilized mixture M8, without affecting the remaining physical properties of the mixture. 100 Significantly improves.
[1067]
[1068] Mixture Example M9
[1069] The nematic liquid crystal medium is formulated as follows.
[1070]
[1071] Mixture Example S9 (stabilized by a compound of chemical formula H-3-10)
[1072] The nematic liquid crystal mixture according to the present invention is formulated as follows.
[1073]
[1074] The addition of the compound of formula H-3-10 (100 ppm) resulted in VHR after UV exposure compared to the unstabilized mixture M9, without affecting the remaining physical properties of the mixture. 100 Significantly improves.
[1075]
[1076] Mixture Example M10
[1077] The nematic liquid crystal medium is formulated as follows.
[1078]
[1079] Mixture Example S10 (stabilized by a compound of chemical formula H-3-2)
[1080] The nematic liquid crystal mixture according to the present invention is formulated as follows.
[1081]
[1082] The addition of the compound of formula H-3-2 (50 ppm) resulted in VHR after UV exposure compared to the unstabilized mixture M10, without affecting the remaining physical properties of the mixture. 100 Significantly improves.
[1083]
[1084] Mixture Example M11
[1085] The nematic liquid crystal medium is formulated as follows.
[1086]
[1087] Mixture Example S11 (stabilized by a compound of chemical formula H-3-3)
[1088] The nematic liquid crystal mixture according to the present invention is formulated as follows.
[1089]
[1090] The addition of the compound of formula H-3-3 (1000 ppm) resulted in VHR after UV exposure compared to the unstabilized mixture M11, without affecting the remaining physical properties of the mixture. 100 Significantly improves.
[1091]
[1092] Mixture Example M12
[1093] The nematic liquid crystal medium is formulated as follows.
[1094]
[1095] Mixture Example S12 (stabilized by a compound of chemical formula H-3-6)
[1096] The nematic liquid crystal mixture according to the present invention is formulated as follows.
[1097]
[1098] The addition of the compound of formula H-3-6 (50 ppm) resulted in VHR after UV exposure compared to the unstabilized mixture M12, without affecting the remaining physical properties of the mixture. 100 Significantly improves.
[1099]
[1100] Mixture Example M13
[1101] The nematic liquid crystal medium is formulated as follows.
[1102]
[1103]
[1104] Mixture Example S13 (stabilized by a compound of chemical formula H-3-8)
[1105] The nematic liquid crystal mixture according to the present invention is formulated as follows.
[1106]
[1107] The addition of the compound of formula H-3-8 (500 ppm) resulted in VHR after UV exposure compared to the unstabilized mixture M13, without affecting the remaining physical properties of the mixture.100 Significantly improves.
[1108]
[1109] Mixture Example M14
[1110] The nematic liquid crystal medium is formulated as follows.
[1111]
[1112] Mixture Example S14 (stabilized by a compound of chemical formula H-3-9)
[1113] The nematic liquid crystal mixture according to the present invention is formulated as follows.
[1114]
[1115] The addition of the compound of formula H-3-9 (50 ppm) resulted in a VHR after UV exposure compared to the unstabilized mixture M14, without affecting the remaining physical properties of the mixture. 100 Significantly improves.
[1116]
[1117] Mixture Example M15
[1118] The nematic liquid crystal medium is formulated as follows.
[1119]
[1120] Mixture Example S15 (stabilized by a compound of chemical formula H-3-11)
[1121] The nematic liquid crystal mixture according to the present invention is formulated as follows.
[1122]
[1123] The addition of the compound of formula H-3-11 (100 ppm) resulted in a VHR after UV exposure compared to the unstabilized mixture M15, without affecting the remaining physical properties of the mixture. 100 Significantly improves.
[1124]
[1125] Mixture Example M16
[1126] The nematic liquid crystal medium is formulated as follows.
[1127]
[1128] Mixture Example S16 (stabilized by a compound of chemical formula H-3-13)
[1129] The nematic liquid crystal mixture according to the present invention is formulated as follows.
[1130]
[1131] The addition of the compound of formula H-3-13 (100 ppm) resulted in a VHR after UV exposure compared to the unstabilized mixture M16, without affecting the remaining physical properties of the mixture. 100 Significantly improves.
[1132]
[1133] Mixture Example M17
[1134] The nematic liquid crystal medium is formulated as follows.
[1135]
[1136] Mixture Example S17 (stabilized by a compound of chemical formula H-3-14)
[1137] The nematic liquid crystal mixture according to the present invention is formulated as follows.
[1138]
[1139] The addition of the compound of formula H-3-14 (100 ppm) resulted in a VHR after UV exposure compared to the unstabilized mixture M17, without affecting the remaining physical properties of the mixture. 100 Significantly improves.
[1140]
[1141] Mixture Example M18
[1142] The nematic liquid crystal medium is formulated as follows.
[1143]
[1144] Mixture Example S18 (stabilized by a compound of chemical formula H-3-16)
[1145] The nematic liquid crystal mixture according to the present invention is formulated as follows.
[1146]
[1147] The addition of the compound of formula H-3-16 (100 ppm) resulted in a VHR after UV exposure compared to the unstabilized mixture M18, without affecting the remaining physical properties of the mixture. 100 Significantly improves.
[1148]
[1149] Mixture Example M19
[1150] The nematic liquid crystal medium is formulated as follows.
[1151]
[1152] Mixture Example S19 (stabilized by a compound of chemical formula H-3-17)
[1153] The nematic liquid crystal mixture according to the present invention is formulated as follows.
[1154]
[1155] The addition of the compound of formula H-3-17 (100 ppm) resulted in VHR after UV exposure compared to the unstabilized mixture M19, without affecting the remaining physical properties of the mixture. 100 Significantly improves.
[1156]
[1157] Mixture Example M20
[1158] The nematic liquid crystal medium is formulated as follows.
[1159]
[1160] Mixture Example S20 (stabilized by a compound of chemical formula H-3-15)
[1161] The nematic liquid crystal mixture according to the present invention is formulated as follows.
[1162]
[1163] The addition of the compound of formula H-3-15 (100 ppm) resulted in VHR after UV exposure compared to the unstabilized mixture M20, without affecting the remaining physical properties of the mixture. 100 Significantly improves.
[1164]
[1165] Mixture Example M21
[1166] The nematic liquid crystal medium is formulated as follows.
[1167]
[1168] Mixture Example S21 (stabilized with compounds of chemical formulas H-3-6 and ST-1-3)
[1169] The nematic liquid crystal mixture according to the present invention is formulated as follows.
[1170]
[1171] The addition of compounds of formulas H-3-6 and ST-1-3 resulted in VHR after UV exposure compared to the unstabilized mixture M21, without affecting the remaining physical properties of the mixture. 100 Significantly improves.
[1172] Mixture Example M22
[1173] The nematic liquid crystal medium is formulated as follows.
[1174]
[1175] Mixture Example S22 (stabilized by a compound of chemical formulas H-3-1 and ST-1-3)
[1176] The nematic liquid crystal mixture according to the present invention is formulated as follows.
[1177]
[1178] The addition of compounds of formulas H-3-1 and ST-1-3 resulted in VHR after UV exposure compared to the unstabilized mixture M22, without affecting the remaining physical properties of the mixture. 100 Significantly improves.
[1179] Mixture Example M23
[1180] The nematic liquid crystal medium is formulated as follows.
[1181]
[1182] Mixture Example S23 (stabilized by a compound of chemical formulas H-3-1 and ST-2-3)
[1183] The nematic liquid crystal mixture according to the present invention is formulated as follows.
[1184]
[1185] The addition of compounds of formulas H-3-1 and ST-2-3 resulted in VHR after UV exposure compared to the unstabilized mixture M23, without affecting the remaining physical properties of the mixture. 100 Significantly improves.
[1186] Mixture Example M24
[1187] The nematic liquid crystal medium is formulated as follows.
[1188]
[1189]
[1190] Mixture Example S24 (stabilized by a compound of chemical formulas H-3-3 and ST-1-3)
[1191] The nematic liquid crystal mixture according to the present invention is formulated as follows.
[1192]
[1193] The addition of compounds of formulas H-3-3 and ST-1-3 resulted in VHR after UV exposure compared to the unstabilized mixture M24, without affecting the remaining physical properties of the mixture. 100 Significantly improves.
[1194] Mixture Example M25
[1195] The nematic liquid crystal medium is formulated as follows.
[1196]
[1197]
[1198] Mixture Example S25 (stabilized by a compound of chemical formulas H-3-4 and ST-2-3)
[1199] The nematic liquid crystal mixture according to the present invention is formulated as follows.
[1200]
[1201] The addition of compounds of formulas H-3-4 and ST-2-3 resulted in VHR after UV exposure compared to the unstabilized mixture M25, without affecting the remaining physical properties of the mixture. 100 Significantly improves.
[1202] Mixture Example M26
[1203] The nematic liquid crystal medium is formulated as follows.
[1204]
[1205] Mixture Example S26 (stabilized with compounds of chemical formulas H-3-6 and ST-2-3)
[1206] The nematic liquid crystal mixture according to the present invention is formulated as follows.
[1207]
[1208] The addition of compounds of formulas H-3-6 and ST-2-3 resulted in VHR after UV exposure compared to the unstabilized mixture M26, without affecting the remaining physical properties of the mixture. 100 Significantly improves.
[1209] Mixture Example M27
[1210] The nematic liquid crystal medium is formulated as follows.
[1211]
[1212] Mixture Example S27 (stabilized by a compound of chemical formulas H-3-7 and ST-2-3)
[1213] The nematic liquid crystal mixture according to the present invention is formulated as follows.
[1214]
[1215] The addition of compounds of formulas H-3-7 and ST-2-3 resulted in VHR after UV exposure compared to the unstabilized mixture M27, without affecting the remaining physical properties of the mixture.100 Significantly improves.
[1216] Mixture Example M28
[1217] The nematic liquid crystal medium is formulated as follows.
[1218]
[1219] Mixture Example S28 (stabilized with compounds of chemical formulas H-3-8 and ST-1-3)
[1220] The nematic liquid crystal mixture according to the present invention is formulated as follows.
[1221]
[1222] The addition of compounds of formulas H-3-8 and ST-1-3 resulted in VHR after UV exposure compared to the unstabilized mixture M28, without affecting the remaining physical properties of the mixture. 100 Significantly improves.
[1223] Mixture Example M29
[1224] The nematic liquid crystal medium is formulated as follows.
[1225]
[1226]
[1227] Mixture Example S29 (stabilized with compounds of chemical formulas H-3-2 and ST-1-3)
[1228] The nematic liquid crystal mixture according to the present invention is formulated as follows.
[1229]
[1230] The addition of compounds of formulas H-3-2 and ST-1-3 resulted in VHR after UV exposure compared to the unstabilized mixture M29, without affecting the remaining physical properties of the mixture. 100 Significantly improves.
[1231] Mixture Example M30
[1232] The nematic liquid crystal medium is formulated as follows.
[1233]
[1234]
[1235] Mixture Example S30 (stabilized by a compound of chemical formulas H-3-2 and ST-2-3)
[1236] The nematic liquid crystal mixture according to the present invention is formulated as follows.
[1237]
[1238] The addition of compounds of formulas H-3-2 and ST-2-3 resulted in VHR after UV exposure compared to the unstabilized mixture M30, without affecting the remaining physical properties of the mixture. 100 Significantly improves.
Claims
Claim 1 One or more compounds of the following chemical formula I: [In the above formula, individual substituents have the following meanings: R 1 and R 2 Each is an alkyl or alkoxy group having 1 to 12 C atoms independently, or an alkenyl or alkenyloxy group having 2 to 12 C atoms, wherein one or more non-adjacent CH2 groups are such that the O atoms are not directly connected to each other as -C≡C-, -CF2O-, -OCF2-, -CH=CH-, , , , , , is optionally substituted with -O-, -CO-O-, or -O-CO-, and one or more H atoms can be replaced with halogen atoms, or R 1 and R 2 is each independently a cycloalkyl, cycloalkenyl, or cycloalkoxy group having 3 to 12 C atoms, wherein one or more H atoms can be replaced with halogen atoms, and R 3 is an H atom, or an alkyl group having 1 to 3 C atoms, or an alkeneyl group having 2 or 3 C atoms, wherein one or more non-adjacent CH2 groups are optionally substituted with -C≡C-, -CF2O-, -OCF2-, -CH=CH-, -O-, -CO-O-, or -O-CO- such that the O atoms are not directly connected to each other, and R 3 is preferably H or CH3, and L 1 and L 2 Each is independently F, Cl, CF3, or CHF2, preferably L 1 and L 2 [Both are F]; and one or more compounds selected from the group consisting of compounds of the following chemical formulas YA, YB, YC, YD, YE, YF, YG and B: [In the above formula, individual substituents have the following meanings: Is and, R 21 ...represents an alkyl or alkoxy group having 1 to 12 C atoms or an alkenyl or alkenyloxy group having 2 to 12 C atoms, wherein one or more non-adjacent CH2 groups are -C≡C-, -CF2O-, -OCF2-, -CH=CH-, in a manner where the O atoms are not directly connected to each other. , , , , , is optionally substituted with -O-, -CO-O-, or -O-CO-, and one or more H atoms can be replaced with halogen atoms, or R 21 is a cycloalkyl or cycloalkoxy group having 3 to 12 C atoms, wherein one or more H atoms can be replaced with halogen atoms, and R 22 represents an alkyl or alkoxy group having 1 to 6 C atoms or an alkenyl or alkenoyloxy group having 2 to 6 C atoms, wherein one or more non-adjacent CH2 groups are -C≡C-, -CF2O-, -OCF2-, -CH=CH-, in a manner where the O atoms are not directly connected to each other. , , , , , is optionally substituted with -O-, -CO-O-, or -O-CO-, and one or more H atoms can be replaced with halogen atoms, or R 21 is a cycloalkyl or cycloalkoxy group having 3 to 6 C atoms, wherein one or more H atoms can be replaced with halogen atoms, and L 1 to L 3 Each represents F, Cl, CF3, or CHF2 independently of each other; L 4 and L 5 Each represents H or F independently of each other; R 23 represents an H atom, an alkyl group having 1 to 3 C atoms, or an alkeneyl group having 2 to 3 C atoms, wherein one or more non-contiguous CH2 groups are optionally substituted by -C≡C-, -CF2O-, -OCF2-, -CH=CH-, -O-, -CO-O-, or -O-CO- in such a manner that the O atoms are not directly connected to each other, and R 23 is preferably H or CH3; Z 1 and Z 2 Each represents independently a single bond, -CH2CH2-, -CH=CH-, -CF2O-, -OCF2-, -CH2O-, -OCH2-, -COO-, -OCO-, -C2F4-, -CF=CF-, or -CH=CHCH2O-;Z 3 -CH2O-, -O-, -C2H4-, -OCH2- or represents a single bond;Y 1 A liquid crystal medium having positive dielectric anisotropy, characterized by comprising [where S or O, CH2, CH2CH2, CH2O, OCH2, or CH=CH; p is 0, 1 or 2; q is 0 or 1; r is 1 or 2; and z is 0 or 1]. Claim 2 In claim 1, a liquid crystal medium wherein one or more compounds selected from the group consisting of compounds of chemical formulas YA, YB, YC, YD, YE, YF, and YG and B are selected from the group consisting of the following compounds: In the above formula, R 21 and R 22 Each represents an alkyl or alkoxy group having 1 to 6 C atoms or an alkenyl or alkenoyloxy group having 2 to 6 C atoms independently, wherein one or more non-adjacent CH2 groups are -C≡C-, -CF2O-, -OCF2-, -CH=CH-, in a manner where the O atoms are not directly connected to each other. , , , , , is optionally substituted with -O-, -CO-O-, or -O-CO-, and one or more H atoms can be replaced with halogen atoms, or R 21 and R 22 is each independently a cycloalkyl, cycloalkenyl, or cycloalkoxy group having 3 to 6 C atoms, wherein one or more H atoms can be replaced with halogen atoms; R 23 The element is an H atom, an alkyl group having 1 to 3 C atoms, or an alkeneyl group having 2 to 3 C atoms, preferably H or CH3. Claim 3 A liquid crystal medium characterized by comprising one or more compounds of the following chemical formula P in claim 1 or 2: In the above formula, individual substituents have the meaning of being the same or different in each case, and each independently of one another: Is and, R 1 and R 2 Each is independently an H atom, a halogen atom, -CN, -SCN, -NCS, an alkyl or alkoxy group having 1 to 12 C atoms, or an alkenyl or alkenyloxy group having 2 to 12 C atoms, and one or more non-adjacent CH2 groups are -C≡C-, -CF2O-, -OCF2-, -CH=CH-, such that the O atoms are not directly connected to each other. , , , , , is optionally substituted with -O-, -CO-O-, or -O-CO-, and one or more H atoms can be replaced with halogen atoms, or R 1 and R 2 Each is a cycloalkyl or cycloalkoxy group having 3 to 12 C atoms independently of each other, and one or more H atoms can be replaced with halogen atoms, and L 1 to L 4 Each is independently H, F, or Cl, and Y 1 to Y 3 Each is independently an H atom, or an alkyl group having 1 to 3 C atoms, or an alkeneyl group having 2 or 3 C atoms, and one or more non-contiguous CH2 groups are optionally substituted with -C≡C-, -CF2O-, -OCF2-, -CH=CH-, -O-, -CO-O-, or -O-CO- such that the O atoms are not directly connected to each other, and Y 1 to Y 3 is preferably H or CH3, and Z 1 -CF2O-, -OCF2-, -CH2O-, -OCH2-, -CO-O-, -O-CO-, -C2H4-, -C2F4-, -CF2CH2-, -CH2CF2-, -CFHCFH-, -CFHCH2-, -CH2CFH-, -CF2CFH-, -CFHCF2-, -CH=CH-, -CF=CH-, -CH=CF-, -CF=CF-, -C≡C- or a single bond, and k is 0, 1, 2 or 3. Claim 4 A liquid crystal medium characterized by comprising one or more compounds selected from the following chemical formulas II and III, in any one of claims 1 to 3: In the above formula, individual substituents have the following meanings: Is And, Is and, R 0 R in Paragraph 1 1 and R 2 Having one of the meanings presented for, X 0 is a halogen atom, -CN, -SCN, -NCS, or an alkyl or alkoxy group having 1 to 6 C atoms, or an alkenyl or alkenyloxy group having 2 to 6 C atoms, wherein one or more H atoms are substituted with a halogen atom, and X 0 is preferably F, CF3, CHF2, OCHF2, or OCF3, and L 1 to L 8 Each is independently H, F, or Cl, and Y 0 is an H atom, or an alkyl group having 1 to 3 C atoms, or an alkeneyl group having 2 or 3 C atoms, wherein one or more non-adjacent CH2 groups are optionally substituted with -C≡C-, -CF2O-, -OCF2-, -CH=CH-, -O-, -CO-O-, or -O-CO- such that the O atoms are not directly connected to each other, and Y 0 It is preferably H or CH3. Claim 5 In paragraph 4, a liquid crystal medium wherein one or more compounds of Chemical Formula II are selected from the following sub-chemical formulas: In the above equation, R 0 and X 0 It has the meaning presented in Chemical Formula II. Claim 6 In paragraph 4, a liquid crystal medium wherein one or more compounds of Chemical Formula III are selected from the following sub-chemical formulas: In the above equation, R 0 and X 0 It has the meaning presented in Chemical Formula III. Claim 7 A liquid crystal medium characterized by further comprising one or more compounds selected from the group consisting of the following chemical formulas in any one of claims 1 to 6: In the above equation, R 0 , X 0 , L 1 , L 2 and Y 0 has the meaning given in chemical formula III, and L 3 and L 4 are each independently of each other L 1 Having the given meaning regarding, Z 0 -C2H4-, -(CH2)4-, -CH=CH-, -CF=CF-, -C2F4-, -CH2CF2-, -CF2CH2-, -CH2O-, -OCH2-, -COO-, -CF2O-, or -OCF2-, and in chemical formulas V and VI, also represent a single bond, and s represents 0 or 1. Claim 8 A liquid crystal medium characterized by comprising one or more compounds selected from the group of the following chemical formulas N1 and N2, in any one of claims 1 to 7: In the above formula, and are independently of each other, and In cases where 'a' appears twice, these also independently of each other, or Represents, and Z 41 and Z 42 are independent of each other, and Z 41 In cases where appears twice, these also independently of each other, -CH2CH2-, -COO-, trans - CH=CH-, trans - CF=CF-, -CH2O-, -CF2O-, -C≡C- or a single bond, p is 0, 1, or 2, and R 41 and R 42 Each represents an alkyl or alkoxy group having 1 to 12 C atoms or an alkenyl or alkenyloxy group having 2 to 12 C atoms independently, wherein one or more non-adjacent CH2 groups are such that the O atoms are not directly connected to each other as -C≡C-, -CF2O-, -OCF2-, -CH=CH-, , , , , , is optionally substituted with -O-, -CO-O-, or -O-CO-, and one or more H atoms can be replaced with halogen atoms, or R 41 and R 42 Each represents a cycloalkyl or cycloalkoxy group having 3 to 12 C atoms independently of each other, wherein one or more H atoms may be replaced with halogen atoms, and inside If they exist, each is independent of the others. or Represents, and R 51 and R 52 are each independently of each other R 41 and R 42 Having the meaning of, Z 51 To Z 53 Each is independently of Z 41 and Z 42 i and j each have the meaning of 0 or 1 independently of each other, where one or more of the aromatic rings, preferably one, can be optionally substituted with an alkyl group, preferably methyl. Claim 9 A liquid crystal medium characterized by comprising one or more compounds selected from the group consisting of the following chemical formulas, in any one of claims 1 to 8: In the above formula, individual substituents have the following meanings: "alkyl" and "alkyl * "each independently represents an alkyl group having 1 to 6 C atoms,"alkenyl" and "alkenyl * Each represents an alkeneyl group having 2 to 6 C atoms independently of each other. Claim 10 A liquid crystal medium characterized by comprising a compound of the following chemical formula Z1-1 in any one of claims 1 to 9: . Claim 11 A liquid crystal medium characterized by comprising one or more compounds selected from the group consisting of the following chemical formulas, in any one of claims 1 to 10: In the above formula, R 1 and R 2 Each represents an alkyl, alkoxy, oxaalkyl, or fluoroalkyl having 1 to 6 C atoms, or an alkenyl having 2 to 6 C atoms, respectively, independently thereof, and L 1 and L each independently represent H, F, or Cl. Claim 12 A liquid crystal medium according to any one of claims 1 to 11, characterized by further comprising one or more compounds selected from compounds of the following chemical formulas LP1 and LP2: In the above formula, individual substituents have the following meanings: R 0 and R 2 Each independently of each other, R in Formula I of Claim 1 1 and R 2 Representing one of the given meanings, and L 1 and L 2 Each represents H, F, or Cl independently of each other, and Y 0 R in Formula I of Claim 1 3 Having one of the given meanings for, X 0 represents an alkyl or alkoxy group having an F atom, -CN, -SCN, -NCS, or 1 to 6 C atoms, wherein one or more H atoms are replaced by an F atom, or X 0 represents an alkeneyl or alkeneyloxy group having 2 to 6 C atoms, where one or more H atoms are replaced by F atoms. Claim 13 A liquid crystal medium characterized by comprising one or more compounds selected from the group consisting of the following chemical formulas, in any one of claims 1 to 12: In the above equation, R 0 , X 0 , Y 0 and L 1-4 Each has one of the meanings indicated in Formulas II and III of Paragraph 4 independently of each other. Claim 14 A liquid crystal medium characterized by comprising one or more compounds selected from the group consisting of the following chemical formulas, in any one of claims 1 to 13: In the above formula, Is and, R 0 , X 0 and Y 0 R in Formulas II and III of Paragraph 4 0 , X 0 and Y 0 Each has a designated meaning. Claim 15 A liquid crystal medium characterized by comprising one or more compounds of the following chemical formula H in any one of claims 1 to 14: In the above formula, R 11 Each represents an alkyl group having an H atom, F, and 1 to 20 C atoms independently, wherein one -CH2- group or, if present, multiple -CH2- groups may be replaced with -O- or -C(=O)-, but two adjacent -CH2- groups cannot be replaced with -O-, one -CH2- group or, if present, multiple -CH2- groups may be replaced with -CH=CH- or -C≡C-, and one H atom or multiple H atoms are F, OR 13 , N(R 13 )(R 14 ) or R 15 It can be replaced with,R 12 Each represents an H atom or an alkyl group having 1 to 20 C atoms independently, wherein one -CH2- group or multiple -CH2- groups may be replaced with -O- or -C(=O)-, but two adjacent -CH2- groups cannot be replaced with -O-, or R 12 represents a hydrocarbon group containing a cycloalkyl or alkylcycloalkyl unit, wherein one -CH2- group or multiple -CH2- groups may be replaced with -O- or -C(=O)-, but two adjacent -CH2- groups cannot be replaced with -O-, and one H atom or multiple H atoms are F, OR 13 , N(R 13 )(R 14 ) or R 15 It can be replaced with, or R 12 represents an aromatic or heteroaromatic hydrocarbon group, where one or multiple H atoms are OR 13 , N(R 13 )(R 14 ) or R 15 It can be replaced with,R 13 and R 14 Each represents an alkyl or acyl group having 1 to 10 C atoms independently, or an aromatic hydrocarbon or carboxylic acid group having 6 to 12 C atoms, and R 15 Each represents an alkyl group having 1 to 10 C atoms independently of each other, wherein one -CH2- group or multiple -CH2- groups may be replaced with -O- or -C(=O)-, but two adjacent -CH2- groups cannot be replaced with -O-, and R 16 Each represents, independently of each other, an H atom, or an alkyl or alkoxy group having 1 to 10 C atoms, an O-cycloalkyl group having 3 to 12 C atoms, or O· or OH, and S 11 and S 12 Each represents an alkylene group having 1 to 20 C atoms independently thereof, wherein one -CH2- group or, if present, multiple -CH2- groups may be replaced with -O- or -C(=O)-, but two adjacent -CH2- groups cannot be replaced with -O-, and one H atom or multiple H atoms are F, OR 13 , N(R 13 )(R 14 ) or R 15 It can be replaced with, or S 11 and S 12 Each represents a single bond independently of the others, and Y 11 to Y 14 Each represents methyl or ethyl independently of each other, and X 11 represents C, and Z 11 To Z 14 are each independently of -O-, -(C=O)-, -O-(C=O)-, -(C=O)-O-, -O-(C=O)-O-, -(NR 13 )-, -NR 13 -(C=O)- or a single bond, and S 11 In the case of this single bond, Z 11 and Z 12 Not both at the same time -O-, S 12 If is a single bond, Z 13 and Z 14 Not both simultaneously -O-, and in the case where q is 0, Z 12 and Z 13 Both are not simultaneously -O-, p is 1 or 2, q is 0 or 1, o is (3-p), n is an integer from 1 to 10, m is an integer from 0 to 8, and then n * p is an integer from 1 to 10, preferably from 3 to 8, and It represents an organic moiety having (m+n) bonding sites. Claim 16 A liquid crystal medium characterized by comprising one or more compounds of the following chemical formula ST in any one of claims 1 to 15: In the above formula, individual substituents have the following meanings: Is and,X 21 and X 22 -O-, -CH2-, -CHR 23 - or -NR 23 - and, R 21 and R 22 Each is independently an H atom, or an alkyl or alkoxy group having 1 to 12 C atoms, an alkenyl, alkynyl, alkenyloxy, or alkoxyalkyl group having 2 to 12 C atoms, or a cycloalkyl group having 3 to 12 C atoms, wherein one or more non-adjacent CH2 groups are such that the O atoms are not directly connected to each other as -C≡C-, -CF2O-, -OCF2-, -CH=CH-, , , , , , is optionally substituted with -O-, -CO-O-, or -O-CO-, and one or more H atoms can be replaced with halogen atoms, or R 21 and R 22 Each is a cycloalkyl or cycloalkoxy group having 3 to 12 C atoms independently of each other, wherein one or more H atoms can be replaced with halogen atoms, and R 23 It is an H atom, or an alkyl or alkoxy group having 1 to 10 C atoms, and r is 0 or 1. Claim 17 A liquid crystal medium characterized by comprising one or more additives selected from polymerization initiators, inhibitors, surface active substances, light stabilizers, antioxidants, microparticles, free radical scavengers, nanoparticles, polychromatic dyes, and chiral dopants, in any one of claims 1 to 16. Claim 18 A method for preparing a liquid crystal medium according to any one of claims 1 to 17, characterized by mixing one or more compounds of formula I, and one or more compounds of formulas YA to YG or B, with one or more mesogenic compounds and optionally one or more polymerizable compounds and / or one or more additives. Claim 19 Use of a liquid crystal medium for electro-optical purposes according to any one of claims 1 to 17. Claim 20 An electro-optical liquid crystal display or augmented reality (AR) / virtual reality (VR) headset containing a liquid crystal medium according to any one of claims 1 to 17. Claim 21 An electro-optical liquid crystal display characterized in that, in claim 20, it is a TN, PS-TN, STN, TN-TFT, OCB, IPS, PS-IPS, FFS, HB-FFS, XB-FFS, PS-HB-FFS, PS-XB-FFS, SA-HB-FFS, SA-XB-FS, polymer-stabilized SA-HB-FFS, polymer-stabilized SA-XB-FFS, positive VA, or positive PS-VA display. Claim 22 An electro-optical liquid crystal display or AR / VR headset characterized by being an FFS, HB-FFS, XB-FFS, PS-HB-FFS, PS-XB-FFS, IPS, or PS-IPS display according to claim 21.